# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2003



data_global

_publ_contact_author_email       M.WATKINSON@QMUL.AC.UK

_publ_contact_author_name        'Dr Michael Watkinson'
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177
_publ_contact_author_address     
;
Chemistry
Queen Mary, University of London
Mile End Road
London
E1 4NS
UNITED KINGDOM
;

_publ_section_title              
;
Structure, modelling and dynamic behaviour of aza-
and azaoxamacrocyclic ligands derived from (R,R)-1,2-diaminocyclohexane.
;

loop_
_publ_author_name
'Michael Watkinson'
'Geoffrey E. Hawkes'
'Romano T. Kroemer'
'Majid Motevalli'
'Rima Nasser'
;
S.Pulacchini
;
'Kevin F. Sibbons'

data_spnno1
_database_code_CSD               206544

_audit_creation_date             2001-04-04T15:03:43-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C48 H64 N2 O4 S2'
_chemical_formula_structural     'C48 H64 N2 O4 S2'
_chemical_formula_sum            'C24 H33 N2 O5.50 S2'
_chemical_formula_weight         501.64
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_Int_Tables_number      11
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.905(8)
_cell_length_b                   17.292(3)
_cell_length_c                   9.515(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.09(2)
_cell_angle_gamma                90
_cell_volume                     2448.8(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9.16
_cell_measurement_theta_max      11.41
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            transparent
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1068
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_correction_type   'PSI SCAN'
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_min  0.8819
_exptl_absorpt_correction_T_max  0.9502
_exptl_absorpt_process_details   
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   3
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      160(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_orient_matrix_type       
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_ub_11      -0.18396E-1
_diffrn_orient_matrix_ub_12      -0.38233E-1
_diffrn_orient_matrix_ub_13      -0.74967E-1
_diffrn_orient_matrix_ub_21      -0.63457E-1
_diffrn_orient_matrix_ub_22      0.2717E-2
_diffrn_orient_matrix_ub_23      0.28821E-1
_diffrn_orient_matrix_ub_31      -0.12216E-1
_diffrn_orient_matrix_ub_32      0.43302E-1
_diffrn_orient_matrix_ub_33      -0.68018E-1
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_standards_number         2
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        -4
_diffrn_standards_decay_corr_max 1.054
_diffrn_standards_decay_corr_min 0.906
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 -8 -2
2 2 -4

_diffrn_reflns_number            4888
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_av_unetI/netI     0.0775
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             4461
_reflns_number_gt                3284
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CAD4 /PC (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 /PC (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0464P)²+1.6805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0014(6)
_refine_ls_number_reflns         4461
_refine_ls_number_parameters     569
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.086
_refine_ls_shift/su_mean         0.002
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.06(10)
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.065

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.19292(10) 0.31013(8) 0.88722(16) 0.0265(4) Uani 1 1 d . . .
S2 S 0.37470(10) 0.12758(9) 0.68938(16) 0.0245(4) Uani 1 1 d . . .
S3 S -0.17082(11) 0.40922(10) 0.76486(17) 0.0313(4) Uani 1 1 d . . .
S4 S -0.23369(11) 0.15185(10) 0.65265(18) 0.0333(4) Uani 1 1 d . . .
N1 N 0.1499(3) 0.2493(3) 0.7733(5) 0.0252(12) Uani 1 1 d . . .
N2 N 0.2661(3) 0.1209(3) 0.7007(5) 0.0211(11) Uani 1 1 d . . .
N3 N -0.2722(3) 0.3771(3) 0.7263(5) 0.0259(12) Uani 1 1 d . . .
N4 N -0.3061(3) 0.2121(3) 0.7107(5) 0.0255(12) Uani 1 1 d . . .
O1 O 0.2885(3) 0.3077(2) 0.8787(4) 0.0330(10) Uani 1 1 d . . .
O2 O 0.1546(3) 0.2929(3) 1.0177(4) 0.0367(11) Uani 1 1 d . . .
O3 O 0.3932(3) 0.2068(2) 0.6567(5) 0.0319(11) Uani 1 1 d . . .
O4 O 0.4108(3) 0.0701(3) 0.5999(4) 0.0329(11) Uani 1 1 d . . .
O5 O -0.1709(3) 0.4881(3) 0.8146(5) 0.0400(12) Uani 1 1 d . . .
O6 O -0.1264(3) 0.3527(3) 0.8536(4) 0.0379(12) Uani 1 1 d . . .
O7 O -0.2356(3) 0.1605(3) 0.5029(5) 0.0465(13) Uani 1 1 d . . .
O8 O -0.1511(3) 0.1630(3) 0.7324(6) 0.0506(14) Uani 1 1 d . . .
O9 O 0.0893(3) 0.0860(3) 0.8119(5) 0.0332(11) Uani 1 1 d . . .
O10 O -0.4343(3) 0.3327(2) 0.5477(5) 0.0349(11) Uani 1 1 d . . .
C1 C 0.1610(2) 0.40566(16) 0.8416(4) 0.0223(13) Uani 1 1 d G . .
C2 C 0.2204(2) 0.4544(2) 0.7768(5) 0.0392(18) Uani 1 1 d G . .
H2 H 0.276 0.4348 0.7479 0.047 Uiso 1 1 calc R . .
C3 C 0.1983(3) 0.5316(2) 0.7543(5) 0.047(2) Uani 1 1 d G . .
H3 H 0.2389 0.5649 0.71 0.056 Uiso 1 1 calc R . .
C4 C 0.1169(3) 0.56022(16) 0.7966(5) 0.0319(15) Uani 1 1 d G . .
C5 C 0.0575(2) 0.5115(2) 0.8614(4) 0.0302(15) Uani 1 1 d G . .
H5 H 0.0019 0.5311 0.8903 0.036 Uiso 1 1 calc R . .
C6 C 0.0795(2) 0.4342(2) 0.8839(4) 0.0255(14) Uani 1 1 d G . .
H6 H 0.039 0.401 0.9283 0.031 Uiso 1 1 calc R . .
C7 C 0.0940(5) 0.6445(4) 0.7758(9) 0.054(2) Uani 1 1 d . . .
H7A H 0.1245 0.6751 0.8507 0.081 Uiso 1 1 calc R . .
H7B H 0.0289 0.6515 0.779 0.081 Uiso 1 1 calc R . .
H7C H 0.1136 0.6617 0.6843 0.081 Uiso 1 1 calc R . .
C8 C 0.4156(3) 0.1059(2) 0.8617(3) 0.0250(14) Uani 1 1 d G . .
C9 C 0.3900(2) 0.1509(2) 0.9738(4) 0.0340(16) Uani 1 1 d G . .
H9 H 0.3479 0.1916 0.958 0.041 Uiso 1 1 calc R . .
C10 C 0.4259(3) 0.1362(2) 1.1090(3) 0.0368(16) Uani 1 1 d G . .
H10 H 0.4084 0.1669 1.1856 0.044 Uiso 1 1 calc R . .
C11 C 0.4875(3) 0.0765(2) 1.1321(3) 0.0282(14) Uani 1 1 d G . .
C12 C 0.5131(2) 0.0316(2) 1.0200(4) 0.0331(16) Uani 1 1 d G . .
H12 H 0.5552 -0.0092 1.0357 0.04 Uiso 1 1 calc R . .
C13 C 0.4772(3) 0.0463(2) 0.8848(3) 0.0267(14) Uani 1 1 d G . .
H13 H 0.4947 0.0156 0.8081 0.032 Uiso 1 1 calc R . .
C14 C 0.5296(5) 0.0633(4) 1.2777(7) 0.0393(17) Uani 1 1 d . . .
H14A H 0.5528 0.0103 1.2848 0.059 Uiso 1 1 calc R . .
H14B H 0.4843 0.071 1.3474 0.059 Uiso 1 1 calc R . .
H14C H 0.579 0.0999 1.2956 0.059 Uiso 1 1 calc R . .
C15 C 0.0574(4) 0.2230(4) 0.7934(7) 0.0301(15) Uani 1 1 d . . .
H15A H 0.0271 0.2119 0.7005 0.036 Uiso 1 1 calc R . .
H15B H 0.0237 0.265 0.8379 0.036 Uiso 1 1 calc R . .
C16 C 0.0550(4) 0.1511(4) 0.8846(7) 0.0327(15) Uani 1 1 d . . .
H16A H 0.0916 0.1597 0.9732 0.039 Uiso 1 1 calc R . .
H16B H -0.0076 0.1406 0.909 0.039 Uiso 1 1 calc R . .
C17 C 0.1715(4) 0.0542(4) 0.8660(7) 0.0347(16) Uani 1 1 d . . .
H17A H 0.1604 0.0033 0.9097 0.042 Uiso 1 1 calc R . .
H17B H 0.1989 0.0888 0.9393 0.042 Uiso 1 1 calc R . .
C18 C 0.2347(4) 0.0446(4) 0.7484(7) 0.0285(14) Uani 1 1 d . . .
H18A H 0.287 0.0129 0.7818 0.034 Uiso 1 1 calc R . .
H18B H 0.2035 0.0171 0.6686 0.034 Uiso 1 1 calc R . .
C19 C 0.2068(4) 0.1609(3) 0.5926(6) 0.0240(13) Uani 1 1 d . . .
H19 H 0.1477 0.1336 0.5927 0.029 Uiso 1 1 calc R . .
C20 C 0.1876(4) 0.2450(4) 0.6330(6) 0.0271(14) Uani 1 1 d . . .
H20 H 0.2462 0.2732 0.6386 0.033 Uiso 1 1 calc R . .
C21 C 0.1275(5) 0.2841(4) 0.5193(7) 0.0392(17) Uani 1 1 d . . .
H21A H 0.0667 0.2609 0.5186 0.047 Uiso 1 1 calc R . .
H21B H 0.1219 0.3397 0.5423 0.047 Uiso 1 1 calc R . .
C22 C 0.1637(5) 0.2763(5) 0.3744(7) 0.049(2) Uani 1 1 d . . .
H22A H 0.1219 0.3015 0.3041 0.059 Uiso 1 1 calc R . .
H22B H 0.2225 0.3027 0.3726 0.059 Uiso 1 1 calc R . .
C23 C 0.1746(5) 0.1926(4) 0.3363(7) 0.0442(19) Uani 1 1 d . . .
H23A H 0.1986 0.1886 0.2416 0.053 Uiso 1 1 calc R . .
H23B H 0.1153 0.1666 0.3338 0.053 Uiso 1 1 calc R . .
C24 C 0.2378(4) 0.1532(4) 0.4427(6) 0.0326(15) Uani 1 1 d . . .
H24A H 0.2985 0.1761 0.4381 0.039 Uiso 1 1 calc R . .
H24B H 0.2422 0.0977 0.4185 0.039 Uiso 1 1 calc R . .
C25 C -0.1227(3) 0.4111(3) 0.6012(4) 0.0328(15) Uani 1 1 d G . .
C26 C -0.1314(3) 0.3489(2) 0.5089(5) 0.0422(18) Uani 1 1 d G . .
H26 H -0.1666 0.3054 0.5321 0.051 Uiso 1 1 calc R . .
C27 C -0.0887(3) 0.3505(3) 0.3826(4) 0.054(2) Uani 1 1 d G . .
H27 H -0.0947 0.308 0.3195 0.064 Uiso 1 1 calc R . .
C28 C -0.0373(3) 0.4142(3) 0.3487(4) 0.055(2) Uani 1 1 d G . .
C29 C -0.0286(3) 0.4763(3) 0.4411(5) 0.048(2) Uani 1 1 d G . .
H29 H 0.0066 0.5199 0.4179 0.058 Uiso 1 1 calc R . .
C30 C -0.0713(3) 0.4748(2) 0.5673(4) 0.0372(17) Uani 1 1 d G . .
H30 H -0.0653 0.5173 0.6304 0.045 Uiso 1 1 calc R . .
C31 C 0.0075(7) 0.4157(6) 0.2086(10) 0.093(4) Uani 1 1 d . . .
H31A H 0.0678 0.4379 0.2223 0.139 Uiso 1 1 calc R . .
H31B H -0.0284 0.4473 0.1412 0.139 Uiso 1 1 calc R . .
H31C H 0.0119 0.3629 0.1723 0.139 Uiso 1 1 calc R . .
C32 C -0.2734(3) 0.05774(19) 0.6848(4) 0.0297(15) Uani 1 1 d G . .
C33 C -0.3245(3) 0.0193(2) 0.5801(3) 0.0378(17) Uani 1 1 d G . .
H33 H -0.3344 0.0423 0.4899 0.045 Uiso 1 1 calc R . .
C34 C -0.3611(3) -0.0527(2) 0.6072(4) 0.0416(18) Uani 1 1 d G . .
H34 H -0.3959 -0.079 0.5356 0.05 Uiso 1 1 calc R . .
C35 C -0.3466(3) -0.08639(19) 0.7392(5) 0.0359(16) Uani 1 1 d G . .
C36 C -0.2955(3) -0.0480(2) 0.8440(3) 0.0421(18) Uani 1 1 d G . .
H36 H -0.2857 -0.071 0.9341 0.05 Uiso 1 1 calc R . .
C37 C -0.2590(3) 0.0241(2) 0.8168(4) 0.0356(17) Uani 1 1 d G . .
H37 H -0.2241 0.0504 0.8884 0.043 Uiso 1 1 calc R . .
C38 C -0.3886(5) -0.1632(5) 0.7693(9) 0.056(2) Uani 1 1 d . . .
H38A H -0.4531 -0.161 0.744 0.084 Uiso 1 1 calc R . .
H38B H -0.3792 -0.1751 0.8697 0.084 Uiso 1 1 calc R . .
H38C H -0.3607 -0.2035 0.7138 0.084 Uiso 1 1 calc R . .
C39 C -0.3285(4) 0.4291(4) 0.6379(7) 0.0318(15) Uani 1 1 d . . .
H39A H -0.2913 0.4727 0.6068 0.038 Uiso 1 1 calc R . .
H39B H -0.3762 0.4509 0.6947 0.038 Uiso 1 1 calc R . .
C40 C -0.3714(4) 0.3896(4) 0.5106(7) 0.0372(17) Uani 1 1 d . . .
H40A H -0.4022 0.4286 0.4491 0.045 Uiso 1 1 calc R . .
H40B H -0.3241 0.3649 0.4567 0.045 Uiso 1 1 calc R . .
C41 C -0.4162(5) 0.2539(4) 0.5127(7) 0.0343(16) Uani 1 1 d . . .
H41A H -0.3633 0.2517 0.4541 0.041 Uiso 1 1 calc R . .
H41B H -0.4683 0.2322 0.4571 0.041 Uiso 1 1 calc R . .
C42 C -0.3981(4) 0.2059(4) 0.6446(7) 0.0282(15) Uani 1 1 d . . .
H42A H -0.4413 0.2214 0.7147 0.034 Uiso 1 1 calc R . .
H42B H -0.4099 0.1509 0.6209 0.034 Uiso 1 1 calc R . .
C43 C -0.2929(4) 0.2504(3) 0.8501(6) 0.0229(13) Uani 1 1 d . . .
H43 H -0.2276 0.248 0.8796 0.028 Uiso 1 1 calc R . .
C44 C -0.3198(4) 0.3345(3) 0.8379(6) 0.0245(14) Uani 1 1 d . . .
H44 H -0.3849 0.3346 0.8062 0.029 Uiso 1 1 calc R . .
C45 C -0.3139(5) 0.3761(4) 0.9798(7) 0.0347(16) Uani 1 1 d . . .
H45A H -0.2505 0.3777 1.0164 0.042 Uiso 1 1 calc R . .
H45B H -0.3352 0.43 0.9671 0.042 Uiso 1 1 calc R . .
C46 C -0.3704(5) 0.3352(4) 1.0853(7) 0.0405(18) Uani 1 1 d . . .
H46A H -0.4345 0.3365 1.0521 0.049 Uiso 1 1 calc R . .
H46B H -0.3643 0.3619 1.1773 0.049 Uiso 1 1 calc R . .
C47 C -0.3393(5) 0.2519(4) 1.1018(7) 0.0450(19) Uani 1 1 d . . .
H47A H -0.2762 0.2511 1.1401 0.054 Uiso 1 1 calc R . .
H47B H -0.3766 0.2252 1.1698 0.054 Uiso 1 1 calc R . .
C48 C -0.3458(5) 0.2091(4) 0.9636(7) 0.0392(17) Uani 1 1 d . . .
H48A H -0.4097 0.2049 0.9304 0.047 Uiso 1 1 calc R . .
H48B H -0.322 0.1561 0.9777 0.047 Uiso 1 1 calc R . .
O11 O 0.4431(4) 0.3713(4) 0.7591(8) 0.0702(18) Uani 1 1 d D . .
H11A H 0.409(5) 0.334(4) 0.786(9) 0.08(3) Uiso 1 1 d D . .
H11B H 0.473(5) 0.362(5) 0.685(5) 0.05(2) Uiso 1 1 d D . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.426(4) . ?
S1 O1 1.432(5) . ?
S1 N1 1.618(5) . ?
S1 C1 1.767(3) . ?
S2 O4 1.432(4) . ?
S2 O3 1.434(5) . ?
S2 N2 1.633(5) . ?
S2 C8 1.759(3) . ?
S3 O6 1.430(5) . ?
S3 O5 1.443(5) . ?
S3 N3 1.633(5) . ?
S3 C25 1.749(3) . ?
S4 O8 1.424(5) . ?
S4 O7 1.432(5) . ?
S4 N4 1.619(5) . ?
S4 C32 1.764(3) . ?
N1 C15 1.474(8) . ?
N1 C20 1.478(8) . ?
N2 C18 1.479(7) . ?
N2 C19 1.489(7) . ?
N3 C39 1.465(8) . ?
N3 C44 1.501(7) . ?
N4 C43 1.487(7) . ?
N4 C42 1.480(8) . ?
O9 C17 1.415(7) . ?
O9 C16 1.430(8) . ?
O10 C40 1.416(7) . ?
O10 C41 1.431(8) . ?
C1 C2 1.39 . ?
C1 C6 1.39 . ?
C2 C3 1.39 . ?
C2 H2 0.95 . ?
C3 C4 1.39 . ?
C3 H3 0.95 . ?
C4 C5 1.39 . ?
C4 C7 1.507(8) . ?
C5 C6 1.39 . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 C9 1.39 . ?
C8 C13 1.39 . ?
C9 C10 1.39 . ?
C9 H9 0.95 . ?
C10 C11 1.39 . ?
C10 H10 0.95 . ?
C11 C12 1.39 . ?
C11 C14 1.508(7) . ?
C12 C13 1.39 . ?
C12 H12 0.95 . ?
C13 H13 0.95 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 C16 1.517(9) . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 C18 1.510(9) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 C20 1.535(9) . ?
C19 C24 1.529(8) . ?
C19 H19 1 . ?
C20 C21 1.525(9) . ?
C20 H20 1 . ?
C21 C22 1.514(9) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 C23 1.502(10) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.509(9) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 C26 1.39 . ?
C25 C30 1.39 . ?
C26 C27 1.39 . ?
C26 H26 0.95 . ?
C27 C28 1.39 . ?
C27 H27 0.95 . ?
C28 C29 1.39 . ?
C28 C31 1.522(8) . ?
C29 C30 1.39 . ?
C29 H29 0.95 . ?
C30 H30 0.95 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
C32 C33 1.39 . ?
C32 C37 1.39 . ?
C33 C34 1.39 . ?
C33 H33 0.95 . ?
C34 C35 1.39 . ?
C34 H34 0.95 . ?
C35 C36 1.39 . ?
C35 C38 1.502(8) . ?
C36 C37 1.39 . ?
C36 H36 0.95 . ?
C37 H37 0.95 . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C39 C40 1.504(9) . ?
C39 H39A 0.99 . ?
C39 H39B 0.99 . ?
C40 H40A 0.99 . ?
C40 H40B 0.99 . ?
C41 C42 1.517(9) . ?
C41 H41A 0.99 . ?
C41 H41B 0.99 . ?
C42 H42A 0.99 . ?
C42 H42B 0.99 . ?
C43 C44 1.511(8) . ?
C43 C48 1.545(8) . ?
C43 H43 1 . ?
C44 C45 1.528(8) . ?
C44 H44 1 . ?
C45 C46 1.519(9) . ?
C45 H45A 0.99 . ?
C45 H45B 0.99 . ?
C46 C47 1.519(10) . ?
C46 H46A 0.99 . ?
C46 H46B 0.99 . ?
C47 C48 1.507(10) . ?
C47 H47A 0.99 . ?
C47 H47B 0.99 . ?
C48 H48A 0.99 . ?
C48 H48B 0.99 . ?
O11 H11A 0.87(2) . ?
O11 H11B 0.87(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 119.3(3) . . ?
O2 S1 N1 106.5(3) . . ?
O1 S1 N1 107.6(3) . . ?
O2 S1 C1 107.1(2) . . ?
O1 S1 C1 105.6(2) . . ?
N1 S1 C1 110.6(2) . . ?
O4 S2 O3 116.8(3) . . ?
O4 S2 N2 113.3(3) . . ?
O3 S2 N2 106.6(2) . . ?
O4 S2 C8 106.5(2) . . ?
O3 S2 C8 110.2(2) . . ?
N2 S2 C8 102.6(2) . . ?
O6 S3 O5 117.4(3) . . ?
O6 S3 N3 107.1(3) . . ?
O5 S3 N3 112.2(3) . . ?
O6 S3 C25 109.8(3) . . ?
O5 S3 C25 106.4(2) . . ?
N3 S3 C25 103.0(2) . . ?
O8 S4 O7 119.1(3) . . ?
O8 S4 N4 107.8(3) . . ?
O7 S4 N4 107.1(3) . . ?
O8 S4 C32 108.7(3) . . ?
O7 S4 C32 106.3(3) . . ?
N4 S4 C32 107.3(2) . . ?
C15 N1 C20 120.3(5) . . ?
C15 N1 S1 116.9(4) . . ?
C20 N1 S1 118.8(4) . . ?
C18 N2 C19 116.2(4) . . ?
C18 N2 S2 114.5(4) . . ?
C19 N2 S2 118.3(4) . . ?
C39 N3 C44 115.5(5) . . ?
C39 N3 S3 114.5(4) . . ?
C44 N3 S3 118.3(4) . . ?
C43 N4 C42 119.1(5) . . ?
C43 N4 S4 122.2(4) . . ?
C42 N4 S4 115.3(4) . . ?
C17 O9 C16 117.1(5) . . ?
C40 O10 C41 117.9(5) . . ?
C2 C1 C6 120 . . ?
C2 C1 S1 120.4(2) . . ?
C6 C1 S1 119.3(2) . . ?
C3 C2 C1 120 . . ?
C3 C2 H2 120 . . ?
C1 C2 H2 120 . . ?
C2 C3 C4 120 . . ?
C2 C3 H3 120 . . ?
C4 C3 H3 120 . . ?
C5 C4 C3 120 . . ?
C5 C4 C7 119.9(4) . . ?
C3 C4 C7 120.1(4) . . ?
C4 C5 C6 120 . . ?
C4 C5 H5 120 . . ?
C6 C5 H5 120 . . ?
C5 C6 C1 120 . . ?
C5 C6 H6 120 . . ?
C1 C6 H6 120 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 120 . . ?
C9 C8 S2 120.0(2) . . ?
C13 C8 S2 119.9(2) . . ?
C8 C9 C10 120 . . ?
C8 C9 H9 120 . . ?
C10 C9 H9 120 . . ?
C11 C10 C9 120 . . ?
C11 C10 H10 120 . . ?
C9 C10 H10 120 . . ?
C12 C11 C10 120 . . ?
C12 C11 C14 120.2(4) . . ?
C10 C11 C14 119.8(4) . . ?
C11 C12 C13 120 . . ?
C11 C12 H12 120 . . ?
C13 C12 H12 120 . . ?
C12 C13 C8 120 . . ?
C12 C13 H13 120 . . ?
C8 C13 H13 120 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C16 112.2(5) . . ?
N1 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
N1 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
O9 C16 C15 110.4(5) . . ?
O9 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
O9 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
O9 C17 C18 109.6(5) . . ?
O9 C17 H17A 109.7 . . ?
C18 C17 H17A 109.7 . . ?
O9 C17 H17B 109.7 . . ?
C18 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
N2 C18 C17 110.4(5) . . ?
N2 C18 H18A 109.6 . . ?
C17 C18 H18A 109.6 . . ?
N2 C18 H18B 109.6 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
N2 C19 C20 112.3(4) . . ?
N2 C19 C24 113.9(5) . . ?
C20 C19 C24 112.7(5) . . ?
N2 C19 H19 105.7 . . ?
C20 C19 H19 105.7 . . ?
C24 C19 H19 105.7 . . ?
N1 C20 C21 112.4(5) . . ?
N1 C20 C19 111.0(5) . . ?
C21 C20 C19 110.7(5) . . ?
N1 C20 H20 107.5 . . ?
C21 C20 H20 107.5 . . ?
C19 C20 H20 107.5 . . ?
C22 C21 C20 112.4(5) . . ?
C22 C21 H21A 109.1 . . ?
C20 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C20 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 110.8(6) . . ?
C23 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C22 C23 C24 110.2(6) . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C19 112.1(5) . . ?
C23 C24 H24A 109.2 . . ?
C19 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
C19 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C26 C25 C30 120 . . ?
C26 C25 S3 121.3(3) . . ?
C30 C25 S3 118.6(3) . . ?
C27 C26 C25 120 . . ?
C27 C26 H26 120 . . ?
C25 C26 H26 120 . . ?
C28 C27 C26 120 . . ?
C28 C27 H27 120 . . ?
C26 C27 H27 120 . . ?
C29 C28 C27 120 . . ?
C29 C28 C31 120.6(6) . . ?
C27 C28 C31 119.4(6) . . ?
C30 C29 C28 120 . . ?
C30 C29 H29 120 . . ?
C28 C29 H29 120 . . ?
C29 C30 C25 120 . . ?
C29 C30 H30 120 . . ?
C25 C30 H30 120 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C37 120 . . ?
C33 C32 S4 119.5(2) . . ?
C37 C32 S4 120.4(2) . . ?
C34 C33 C32 120 . . ?
C34 C33 H33 120 . . ?
C32 C33 H33 120 . . ?
C33 C34 C35 120 . . ?
C33 C34 H34 120 . . ?
C35 C34 H34 120 . . ?
C36 C35 C34 120 . . ?
C36 C35 C38 120.2(4) . . ?
C34 C35 C38 119.8(4) . . ?
C37 C36 C35 120 . . ?
C37 C36 H36 120 . . ?
C35 C36 H36 120 . . ?
C36 C37 C32 120 . . ?
C36 C37 H37 120 . . ?
C32 C37 H37 120 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N3 C39 C40 112.9(5) . . ?
N3 C39 H39A 109 . . ?
C40 C39 H39A 109 . . ?
N3 C39 H39B 109 . . ?
C40 C39 H39B 109 . . ?
H39A C39 H39B 107.8 . . ?
O10 C40 C39 111.9(5) . . ?
O10 C40 H40A 109.2 . . ?
C39 C40 H40A 109.2 . . ?
O10 C40 H40B 109.2 . . ?
C39 C40 H40B 109.2 . . ?
H40A C40 H40B 107.9 . . ?
O10 C41 C42 110.9(5) . . ?
O10 C41 H41A 109.5 . . ?
C42 C41 H41A 109.5 . . ?
O10 C41 H41B 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
N4 C42 C41 115.5(5) . . ?
N4 C42 H42A 108.4 . . ?
C41 C42 H42A 108.4 . . ?
N4 C42 H42B 108.4 . . ?
C41 C42 H42B 108.4 . . ?
H42A C42 H42B 107.5 . . ?
N4 C43 C44 109.8(5) . . ?
N4 C43 C48 111.7(5) . . ?
C44 C43 C48 110.8(5) . . ?
N4 C43 H43 108.1 . . ?
C44 C43 H43 108.1 . . ?
C48 C43 H43 108.1 . . ?
N3 C44 C43 113.2(5) . . ?
N3 C44 C45 112.8(5) . . ?
C43 C44 C45 112.5(5) . . ?
N3 C44 H44 105.9 . . ?
C43 C44 H44 105.9 . . ?
C45 C44 H44 105.9 . . ?
C46 C45 C44 110.9(5) . . ?
C46 C45 H45A 109.5 . . ?
C44 C45 H45A 109.5 . . ?
C46 C45 H45B 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 108 . . ?
C45 C46 C47 109.4(6) . . ?
C45 C46 H46A 109.8 . . ?
C47 C46 H46A 109.8 . . ?
C45 C46 H46B 109.8 . . ?
C47 C46 H46B 109.8 . . ?
H46A C46 H46B 108.2 . . ?
C48 C47 C46 111.7(6) . . ?
C48 C47 H47A 109.3 . . ?
C46 C47 H47A 109.3 . . ?
C48 C47 H47B 109.3 . . ?
C46 C47 H47B 109.3 . . ?
H47A C47 H47B 107.9 . . ?
C47 C48 C43 111.8(6) . . ?
C47 C48 H48A 109.3 . . ?
C43 C48 H48A 109.3 . . ?
C47 C48 H48B 109.3 . . ?
C43 C48 H48B 109.3 . . ?
H48A C48 H48B 107.9 . . ?
H11A O11 H11B 116(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C15 31.6(5) . . . . ?
O1 S1 N1 C15 160.7(4) . . . . ?
C1 S1 N1 C15 -84.5(4) . . . . ?
O2 S1 N1 C20 -170.5(4) . . . . ?
O1 S1 N1 C20 -41.4(5) . . . . ?
C1 S1 N1 C20 73.4(5) . . . . ?
O4 S2 N2 C18 56.2(5) . . . . ?
O3 S2 N2 C18 -174.0(4) . . . . ?
C8 S2 N2 C18 -58.2(4) . . . . ?
O4 S2 N2 C19 -86.6(4) . . . . ?
O3 S2 N2 C19 43.2(5) . . . . ?
C8 S2 N2 C19 159.0(4) . . . . ?
O6 S3 N3 C39 178.6(4) . . . . ?
O5 S3 N3 C39 48.4(5) . . . . ?
C25 S3 N3 C39 -65.6(5) . . . . ?
O6 S3 N3 C44 37.1(5) . . . . ?
O5 S3 N3 C44 -93.1(5) . . . . ?
C25 S3 N3 C44 152.9(4) . . . . ?
O8 S4 N4 C43 -17.9(5) . . . . ?
O7 S4 N4 C43 -147.2(4) . . . . ?
C32 S4 N4 C43 99.0(4) . . . . ?
O8 S4 N4 C42 -176.9(4) . . . . ?
O7 S4 N4 C42 53.9(5) . . . . ?
C32 S4 N4 C42 -59.9(5) . . . . ?
O2 S1 C1 C2 143.1(3) . . . . ?
O1 S1 C1 C2 14.9(3) . . . . ?
N1 S1 C1 C2 -101.2(3) . . . . ?
O2 S1 C1 C6 -30.4(3) . . . . ?
O1 S1 C1 C6 -158.6(3) . . . . ?
N1 S1 C1 C6 85.3(3) . . . . ?
C6 C1 C2 C3 0 . . . . ?
S1 C1 C2 C3 -173.5(3) . . . . ?
C1 C2 C3 C4 0 . . . . ?
C2 C3 C4 C5 0 . . . . ?
C2 C3 C4 C7 178.3(5) . . . . ?
C3 C4 C5 C6 0 . . . . ?
C7 C4 C5 C6 -178.3(5) . . . . ?
C4 C5 C6 C1 0 . . . . ?
C2 C1 C6 C5 0 . . . . ?
S1 C1 C6 C5 173.5(3) . . . . ?
O4 S2 C8 C9 -178.3(3) . . . . ?
O3 S2 C8 C9 54.2(3) . . . . ?
N2 S2 C8 C9 -59.0(3) . . . . ?
O4 S2 C8 C13 5.0(3) . . . . ?
O3 S2 C8 C13 -122.5(3) . . . . ?
N2 S2 C8 C13 124.3(3) . . . . ?
C13 C8 C9 C10 0 . . . . ?
S2 C8 C9 C10 -176.7(3) . . . . ?
C8 C9 C10 C11 0 . . . . ?
C9 C10 C11 C12 0 . . . . ?
C9 C10 C11 C14 177.1(5) . . . . ?
C10 C11 C12 C13 0 . . . . ?
C14 C11 C12 C13 -177.1(5) . . . . ?
C11 C12 C13 C8 0 . . . . ?
C9 C8 C13 C12 0 . . . . ?
S2 C8 C13 C12 176.7(3) . . . . ?
C20 N1 C15 C16 112.5(6) . . . . ?
S1 N1 C15 C16 -89.9(5) . . . . ?
C17 O9 C16 C15 112.7(6) . . . . ?
N1 C15 C16 O9 -68.9(7) . . . . ?
C16 O9 C17 C18 -130.6(6) . . . . ?
C19 N2 C18 C17 -85.6(6) . . . . ?
S2 N2 C18 C17 130.8(4) . . . . ?
O9 C17 C18 N2 70.5(6) . . . . ?
C18 N2 C19 C20 130.1(5) . . . . ?
S2 N2 C19 C20 -87.8(5) . . . . ?
C18 N2 C19 C24 -100.2(6) . . . . ?
S2 N2 C19 C24 41.9(6) . . . . ?
C15 N1 C20 C21 52.9(7) . . . . ?
S1 N1 C20 C21 -104.2(6) . . . . ?
C15 N1 C20 C19 -71.8(6) . . . . ?
S1 N1 C20 C19 131.1(4) . . . . ?
N2 C19 C20 N1 -54.9(6) . . . . ?
C24 C19 C20 N1 174.8(5) . . . . ?
N2 C19 C20 C21 179.5(5) . . . . ?
C24 C19 C20 C21 49.2(7) . . . . ?
N1 C20 C21 C22 -177.1(6) . . . . ?
C19 C20 C21 C22 -52.3(8) . . . . ?
C20 C21 C22 C23 58.0(9) . . . . ?
C21 C22 C23 C24 -59.0(8) . . . . ?
C22 C23 C24 C19 56.4(8) . . . . ?
N2 C19 C24 C23 178.4(5) . . . . ?
C20 C19 C24 C23 -52.1(7) . . . . ?
O6 S3 C25 C26 67.6(3) . . . . ?
O5 S3 C25 C26 -164.4(3) . . . . ?
N3 S3 C25 C26 -46.2(3) . . . . ?
O6 S3 C25 C30 -109.3(3) . . . . ?
O5 S3 C25 C30 18.8(4) . . . . ?
N3 S3 C25 C30 136.9(3) . . . . ?
C30 C25 C26 C27 0 . . . . ?
S3 C25 C26 C27 -176.8(4) . . . . ?
C25 C26 C27 C28 0 . . . . ?
C26 C27 C28 C29 0 . . . . ?
C26 C27 C28 C31 -178.7(6) . . . . ?
C27 C28 C29 C30 0 . . . . ?
C31 C28 C29 C30 178.7(6) . . . . ?
C28 C29 C30 C25 0 . . . . ?
C26 C25 C30 C29 0 . . . . ?
S3 C25 C30 C29 176.9(3) . . . . ?
O8 S4 C32 C33 -149.8(3) . . . . ?
O7 S4 C32 C33 -20.5(3) . . . . ?
N4 S4 C32 C33 93.9(3) . . . . ?
O8 S4 C32 C37 34.4(4) . . . . ?
O7 S4 C32 C37 163.7(3) . . . . ?
N4 S4 C32 C37 -81.9(3) . . . . ?
C37 C32 C33 C34 0 . . . . ?
S4 C32 C33 C34 -175.8(3) . . . . ?
C32 C33 C34 C35 0 . . . . ?
C33 C34 C35 C36 0 . . . . ?
C33 C34 C35 C38 178.2(5) . . . . ?
C34 C35 C36 C37 0 . . . . ?
C38 C35 C36 C37 -178.2(5) . . . . ?
C35 C36 C37 C32 0 . . . . ?
C33 C32 C37 C36 0 . . . . ?
S4 C32 C37 C36 175.8(3) . . . . ?
C44 N3 C39 C40 -88.8(6) . . . . ?
S3 N3 C39 C40 128.6(5) . . . . ?
C41 O10 C40 C39 -116.7(6) . . . . ?
N3 C39 C40 O10 65.9(7) . . . . ?
C40 O10 C41 C42 113.5(6) . . . . ?
C43 N4 C42 C41 111.9(6) . . . . ?
S4 N4 C42 C41 -88.5(6) . . . . ?
O10 C41 C42 N4 -80.5(7) . . . . ?
C42 N4 C43 C44 -63.8(6) . . . . ?
S4 N4 C43 C44 138.0(4) . . . . ?
C42 N4 C43 C48 59.5(7) . . . . ?
S4 N4 C43 C48 -98.7(5) . . . . ?
C39 N3 C44 C43 137.1(5) . . . . ?
S3 N3 C44 C43 -81.8(6) . . . . ?
C39 N3 C44 C45 -93.8(6) . . . . ?
S3 N3 C44 C45 47.2(6) . . . . ?
N4 C43 C44 N3 -54.6(6) . . . . ?
C48 C43 C44 N3 -178.5(5) . . . . ?
N4 C43 C44 C45 176.1(5) . . . . ?
C48 C43 C44 C45 52.3(7) . . . . ?
N3 C44 C45 C46 174.4(5) . . . . ?
C43 C44 C45 C46 -56.1(7) . . . . ?
C44 C45 C46 C47 57.7(8) . . . . ?
C45 C46 C47 C48 -58.4(8) . . . . ?
C46 C47 C48 C43 55.9(8) . . . . ?
N4 C43 C48 C47 -174.9(5) . . . . ?
C44 C43 C48 C47 -52.2(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11 H11A O1 0.87(2) 2.09(6) 2.845(8) 145(8) .
O11 H11A O3 0.87(2) 2.53(8) 3.086(7) 123(7) .
O11 H11B O10 0.87(2) 2.02(3) 2.869(8) 166(8) 1_655


data_spnso2
_database_code_CSD               206545

_audit_creation_date             2001-04-10T13:52:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C40 H40 N6 O6 S3'
_chemical_formula_structural     'C40 H40 O6 N6 S3'
_chemical_formula_sum            'C31 H39 N3 O6 S3'
_chemical_formula_weight         645.83
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   22.981(3)
_cell_length_b                   13.623(3)
_cell_length_c                   10.142(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3175.2(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9.610
_cell_measurement_theta_max      12.394
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            transparent
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1368
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_correction_type   'PSI SCAN'
_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_T_min  0.8959
_exptl_absorpt_correction_T_max  0.9459
_exptl_absorpt_process_details   
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   3
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_orient_matrix_type       
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_ub_11      -0.01481
_diffrn_orient_matrix_ub_12      -0.0683
_diffrn_orient_matrix_ub_13      -0.13243E-1
_diffrn_orient_matrix_ub_21      -0.9673E-2
_diffrn_orient_matrix_ub_22      0.16029E-1
_diffrn_orient_matrix_ub_23      -0.93732E-1
_diffrn_orient_matrix_ub_31      0.39757E-1
_diffrn_orient_matrix_ub_32      -0.21599E-1
_diffrn_orient_matrix_ub_33      -0.27579E-1
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_standards_number         2
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        0
_diffrn_standards_decay_corr_max 1.055
_diffrn_standards_decay_corr_min 0.965
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-4 -6 -1
-3 -3 -4

_diffrn_reflns_number            3231
_diffrn_reflns_av_R_equivalents  0.0049
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             3142
_reflns_number_gt                2375
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CAD4 /PC (Enraf Nonius, 1994)'
_computing_cell_refinement       'CAD4 /PC (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0768P)²+1.5340P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3142
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.002
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.22(15)
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.067

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.19402(7) 0.50053(11) 0.85644(14) 0.0520(4) Uani 1 1 d . . .
S2 S 0.09908(7) 0.81687(11) 0.51357(14) 0.0526(4) Uani 1 1 d . . .
S3 S -0.03318(6) 0.68876(11) 0.79741(15) 0.0501(4) Uani 1 1 d . . .
N1 N 0.0342(2) 0.6661(3) 0.8352(5) 0.0477(11) Uani 1 1 d . . .
N2 N 0.1425(2) 0.5494(3) 0.7690(5) 0.0518(12) Uani 1 1 d . . .
N3 N 0.1140(2) 0.7655(3) 0.6554(5) 0.0486(11) Uani 1 1 d . . .
O1 O 0.2443(2) 0.5582(3) 0.8341(5) 0.0731(13) Uani 1 1 d . . .
O2 O 0.1720(2) 0.4896(4) 0.9866(4) 0.0744(13) Uani 1 1 d . . .
O3 O 0.1496(2) 0.8595(3) 0.4559(4) 0.0731(13) Uani 1 1 d . . .
O4 O 0.0497(2) 0.8782(3) 0.5329(4) 0.0681(13) Uani 1 1 d . . .
O5 O -0.05323(18) 0.6057(3) 0.7251(4) 0.0663(12) Uani 1 1 d . . .
O6 O -0.0346(2) 0.7844(3) 0.7384(5) 0.0691(13) Uani 1 1 d . . .
C1 C 0.2073(2) 0.3818(4) 0.7946(6) 0.0437(12) Uani 1 1 d . . .
C2 C 0.1845(3) 0.3010(5) 0.8601(8) 0.076(2) Uani 1 1 d . . .
H2 H 0.1618 0.3089 0.9352 0.091 Uiso 1 1 calc R . .
C3 C 0.1964(3) 0.2088(5) 0.8111(9) 0.083(2) Uani 1 1 d . . .
H3 H 0.1832 0.1543 0.8576 0.099 Uiso 1 1 calc R . .
C4 C 0.2264(3) 0.1945(5) 0.6981(8) 0.0633(17) Uani 1 1 d . . .
C5 C 0.2466(3) 0.2756(5) 0.6326(7) 0.0604(16) Uani 1 1 d . . .
H5 H 0.267 0.2673 0.5542 0.072 Uiso 1 1 calc R . .
C6 C 0.2375(3) 0.3688(4) 0.6798(6) 0.0529(15) Uani 1 1 d . . .
H6 H 0.2517 0.4228 0.6339 0.064 Uiso 1 1 calc R . .
C7 C 0.2389(3) 0.0914(5) 0.6496(11) 0.102(3) Uani 1 1 d . . .
H7A H 0.2571 0.0945 0.5645 0.153 Uiso 1 1 calc R . .
H7B H 0.2032 0.0553 0.6431 0.153 Uiso 1 1 calc R . .
H7C H 0.2645 0.059 0.7106 0.153 Uiso 1 1 calc R . .
C8 C 0.0795(3) 0.7150(4) 0.4161(5) 0.0495(14) Uani 1 1 d . . .
C9 C 0.1190(3) 0.6735(4) 0.3332(6) 0.0586(16) Uani 1 1 d . . .
H9 H 0.1552 0.7027 0.3206 0.07 Uiso 1 1 calc R . .
C10 C 0.1050(3) 0.5870(5) 0.2674(6) 0.0618(16) Uani 1 1 d . . .
H10 H 0.1325 0.5575 0.2131 0.074 Uiso 1 1 calc R . .
C11 C 0.0510(3) 0.5445(5) 0.2817(6) 0.0601(16) Uani 1 1 d . . .
C12 C 0.0123(3) 0.5908(5) 0.3634(7) 0.0684(18) Uani 1 1 d . . .
H12 H -0.0246 0.5638 0.3732 0.082 Uiso 1 1 calc R . .
C13 C 0.0250(3) 0.6744(5) 0.4309(6) 0.0592(16) Uani 1 1 d . . .
H13 H -0.0025 0.7034 0.4859 0.071 Uiso 1 1 calc R . .
C14 C 0.0363(4) 0.4504(5) 0.2141(7) 0.077(2) Uani 1 1 d . . .
H14A H 0.0668 0.4338 0.1532 0.116 Uiso 1 1 calc R . .
H14B H 0.0003 0.4577 0.1671 0.116 Uiso 1 1 calc R . .
H14C H 0.0325 0.3991 0.2784 0.116 Uiso 1 1 calc R . .
C15 C -0.0765(2) 0.6943(4) 0.9408(6) 0.0505(14) Uani 1 1 d . . .
C16 C -0.0907(3) 0.6088(5) 1.0073(7) 0.0692(19) Uani 1 1 d . . .
H16 H -0.0784 0.5483 0.9751 0.083 Uiso 1 1 calc R . .
C17 C -0.1229(3) 0.6135(6) 1.1209(8) 0.083(2) Uani 1 1 d . . .
H17 H -0.1311 0.5559 1.1664 0.1 Uiso 1 1 calc R . .
C18 C -0.1432(3) 0.7006(7) 1.1689(7) 0.080(2) Uani 1 1 d . . .
C19 C -0.1304(3) 0.7854(6) 1.0989(8) 0.076(2) Uani 1 1 d . . .
H19 H -0.1446 0.8453 1.1288 0.091 Uiso 1 1 calc R . .
C20 C -0.0972(3) 0.7829(4) 0.9865(7) 0.0616(17) Uani 1 1 d . . .
H20 H -0.0888 0.8407 0.9414 0.074 Uiso 1 1 calc R . .
C21 C -0.1773(5) 0.7045(9) 1.2980(10) 0.133(4) Uani 1 1 d . . .
H21A H -0.2121 0.6661 1.2896 0.199 Uiso 1 1 calc R . .
H21B H -0.1874 0.7713 1.3175 0.199 Uiso 1 1 calc R . .
H21C H -0.1538 0.6785 1.3681 0.199 Uiso 1 1 calc R . .
C22 C 0.0474(3) 0.5656(4) 0.8811(7) 0.0599(17) Uani 1 1 d . . .
H22A H 0.0112 0.5306 0.8955 0.072 Uiso 1 1 calc R . .
H22B H 0.0677 0.5693 0.9648 0.072 Uiso 1 1 calc R . .
C23 C 0.0836(3) 0.5096(4) 0.7857(8) 0.0694(19) Uani 1 1 d . . .
H23A H 0.0866 0.4421 0.8155 0.083 Uiso 1 1 calc R . .
H23B H 0.0642 0.5093 0.7008 0.083 Uiso 1 1 calc R . .
C24 C 0.1579(4) 0.5970(4) 0.6447(7) 0.073(2) Uani 1 1 d . . .
H24A H 0.127 0.5856 0.5813 0.088 Uiso 1 1 calc R . .
H24B H 0.193 0.567 0.6105 0.088 Uiso 1 1 calc R . .
C25 C 0.1676(3) 0.7071(4) 0.6579(7) 0.0590(15) Uani 1 1 d . . .
H25A H 0.1879 0.7197 0.7401 0.071 Uiso 1 1 calc R . .
H25B H 0.1927 0.7287 0.5866 0.071 Uiso 1 1 calc R . .
C26 C 0.0934(3) 0.8151(4) 0.7781(5) 0.0468(13) Uani 1 1 d . . .
H26 H 0.0588 0.8529 0.7541 0.056 Uiso 1 1 calc R . .
C27 C 0.0748(2) 0.7423(4) 0.8834(5) 0.0444(13) Uani 1 1 d . . .
H27 H 0.1103 0.7069 0.9081 0.053 Uiso 1 1 calc R . .
C28 C 0.0551(3) 0.7944(4) 1.0083(6) 0.0545(14) Uani 1 1 d . . .
H28A H 0.02 0.8315 0.9895 0.065 Uiso 1 1 calc R . .
H28B H 0.0456 0.7459 1.0749 0.065 Uiso 1 1 calc R . .
C29 C 0.1008(3) 0.8630(4) 1.0617(6) 0.0594(16) Uani 1 1 d . . .
H29A H 0.135 0.8257 1.0873 0.071 Uiso 1 1 calc R . .
H29B H 0.086 0.8963 1.1393 0.071 Uiso 1 1 calc R . .
C30 C 0.1171(3) 0.9373(4) 0.9584(6) 0.0635(18) Uani 1 1 d . . .
H30A H 0.1478 0.9792 0.9922 0.076 Uiso 1 1 calc R . .
H30B H 0.0837 0.9783 0.9392 0.076 Uiso 1 1 calc R . .
C31 C 0.1377(3) 0.8881(4) 0.8318(6) 0.0604(16) Uani 1 1 d . . .
H31A H 0.1741 0.8542 0.8488 0.073 Uiso 1 1 calc R . .
H31B H 0.1451 0.9381 0.7658 0.073 Uiso 1 1 calc R . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.416(5) . ?
S1 O2 1.422(5) . ?
S1 N2 1.623(5) . ?
S1 C1 1.762(6) . ?
S2 O4 1.423(4) . ?
S2 O3 1.423(5) . ?
S2 N3 1.636(5) . ?
S2 C8 1.762(6) . ?
S3 O5 1.425(4) . ?
S3 O6 1.434(4) . ?
S3 N1 1.624(5) . ?
S3 C15 1.764(6) . ?
N1 C27 1.479(7) . ?
N1 C22 1.478(7) . ?
N2 C23 1.467(8) . ?
N2 C24 1.460(8) . ?
N3 C25 1.468(7) . ?
N3 C26 1.492(7) . ?
C1 C6 1.366(8) . ?
C1 C2 1.387(8) . ?
C2 C3 1.378(9) . ?
C2 H2 0.93 . ?
C3 C4 1.352(10) . ?
C3 H3 0.93 . ?
C4 C5 1.370(9) . ?
C4 C7 1.516(9) . ?
C5 C6 1.374(8) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 H7A 0.96 . ?
C7 H7B 0.96 . ?
C7 H7C 0.96 . ?
C8 C9 1.361(8) . ?
C8 C13 1.378(8) . ?
C9 C10 1.391(8) . ?
C9 H9 0.93 . ?
C10 C11 1.378(9) . ?
C10 H10 0.93 . ?
C11 C12 1.370(10) . ?
C11 C14 1.493(8) . ?
C12 C13 1.360(9) . ?
C12 H12 0.93 . ?
C13 H13 0.93 . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?
C15 C20 1.378(8) . ?
C15 C16 1.385(9) . ?
C16 C17 1.371(10) . ?
C16 H16 0.93 . ?
C17 C18 1.365(10) . ?
C17 H17 0.93 . ?
C18 C19 1.388(11) . ?
C18 C21 1.526(11) . ?
C19 C20 1.371(10) . ?
C19 H19 0.93 . ?
C20 H20 0.93 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C22 C23 1.487(9) . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C23 H23A 0.97 . ?
C23 H23B 0.97 . ?
C24 C25 1.522(8) . ?
C24 H24A 0.97 . ?
C24 H24B 0.97 . ?
C25 H25A 0.97 . ?
C25 H25B 0.97 . ?
C26 C27 1.519(7) . ?
C26 C31 1.524(8) . ?
C26 H26 0.98 . ?
C27 C28 1.522(7) . ?
C27 H27 0.98 . ?
C28 C29 1.508(8) . ?
C28 H28A 0.97 . ?
C28 H28B 0.97 . ?
C29 C30 1.505(9) . ?
C29 H29A 0.97 . ?
C29 H29B 0.97 . ?
C30 C31 1.523(9) . ?
C30 H30A 0.97 . ?
C30 H30B 0.97 . ?
C31 H31A 0.97 . ?
C31 H31B 0.97 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 119.8(3) . . ?
O1 S1 N2 106.3(3) . . ?
O2 S1 N2 106.9(3) . . ?
O1 S1 C1 108.2(3) . . ?
O2 S1 C1 107.2(3) . . ?
N2 S1 C1 108.0(2) . . ?
O4 S2 O3 117.9(3) . . ?
O4 S2 N3 107.3(3) . . ?
O3 S2 N3 111.4(3) . . ?
O4 S2 C8 109.6(3) . . ?
O3 S2 C8 107.4(3) . . ?
N3 S2 C8 102.1(2) . . ?
O5 S3 O6 119.9(3) . . ?
O5 S3 N1 106.2(2) . . ?
O6 S3 N1 107.0(3) . . ?
O5 S3 C15 106.0(3) . . ?
O6 S3 C15 107.0(3) . . ?
N1 S3 C15 110.6(3) . . ?
C27 N1 C22 114.6(4) . . ?
C27 N1 S3 123.2(3) . . ?
C22 N1 S3 116.5(4) . . ?
C23 N2 C24 119.2(5) . . ?
C23 N2 S1 117.2(4) . . ?
C24 N2 S1 118.5(5) . . ?
C25 N3 C26 119.8(5) . . ?
C25 N3 S2 115.0(4) . . ?
C26 N3 S2 118.2(3) . . ?
C6 C1 C2 119.8(6) . . ?
C6 C1 S1 120.6(4) . . ?
C2 C1 S1 119.5(5) . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C4 C3 C2 122.5(7) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 117.9(6) . . ?
C3 C4 C7 120.4(7) . . ?
C5 C4 C7 121.7(7) . . ?
C4 C5 C6 121.7(6) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 119.6(6) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 120.5(6) . . ?
C9 C8 S2 120.3(5) . . ?
C13 C8 S2 119.1(5) . . ?
C8 C9 C10 119.6(6) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C11 C10 C9 120.9(6) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 117.1(6) . . ?
C12 C11 C14 121.8(7) . . ?
C10 C11 C14 121.1(6) . . ?
C13 C12 C11 123.4(6) . . ?
C13 C12 H12 118.3 . . ?
C11 C12 H12 118.3 . . ?
C12 C13 C8 118.5(6) . . ?
C12 C13 H13 120.8 . . ?
C8 C13 H13 120.8 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 119.4(6) . . ?
C20 C15 S3 120.7(5) . . ?
C16 C15 S3 119.9(4) . . ?
C17 C16 C15 119.8(6) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 121.7(7) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 117.9(7) . . ?
C17 C18 C21 120.8(9) . . ?
C19 C18 C21 121.3(8) . . ?
C20 C19 C18 121.6(6) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C15 119.5(6) . . ?
C19 C20 H20 120.2 . . ?
C15 C20 H20 120.2 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 C23 112.7(6) . . ?
N1 C22 H22A 109 . . ?
C23 C22 H22A 109 . . ?
N1 C22 H22B 109.1 . . ?
C23 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
N2 C23 C22 113.7(5) . . ?
N2 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
N2 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
N2 C24 C25 113.4(5) . . ?
N2 C24 H24A 108.9 . . ?
C25 C24 H24A 108.9 . . ?
N2 C24 H24B 108.9 . . ?
C25 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
N3 C25 C24 114.2(5) . . ?
N3 C25 H25A 108.7 . . ?
C24 C25 H25A 108.7 . . ?
N3 C25 H25B 108.7 . . ?
C24 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
N3 C26 C27 112.3(4) . . ?
N3 C26 C31 112.5(5) . . ?
C27 C26 C31 111.3(4) . . ?
N3 C26 H26 106.8 . . ?
C27 C26 H26 106.8 . . ?
C31 C26 H26 106.8 . . ?
N1 C27 C26 113.8(4) . . ?
N1 C27 C28 114.4(5) . . ?
C26 C27 C28 111.4(4) . . ?
N1 C27 H27 105.4 . . ?
C26 C27 H27 105.4 . . ?
C28 C27 H27 105.4 . . ?
C29 C28 C27 112.3(5) . . ?
C29 C28 H28A 109.1 . . ?
C27 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C27 C28 H28B 109.1 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 C30 109.9(5) . . ?
C28 C29 H29A 109.7 . . ?
C30 C29 H29A 109.7 . . ?
C28 C29 H29B 109.7 . . ?
C30 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C29 C30 C31 111.6(5) . . ?
C29 C30 H30A 109.3 . . ?
C31 C30 H30A 109.3 . . ?
C29 C30 H30B 109.3 . . ?
C31 C30 H30B 109.3 . . ?
H30A C30 H30B 108 . . ?
C30 C31 C26 112.4(5) . . ?
C30 C31 H31A 109.1 . . ?
C26 C31 H31A 109.1 . . ?
C30 C31 H31B 109.1 . . ?
C26 C31 H31B 109.1 . . ?
H31A C31 H31B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 S3 N1 C27 165.6(4) . . . . ?
O6 S3 N1 C27 36.4(5) . . . . ?
C15 S3 N1 C27 -79.8(5) . . . . ?
O5 S3 N1 C22 -42.7(5) . . . . ?
O6 S3 N1 C22 -171.9(5) . . . . ?
C15 S3 N1 C22 71.9(5) . . . . ?
O1 S1 N2 C23 -173.5(4) . . . . ?
O2 S1 N2 C23 -44.5(5) . . . . ?
C1 S1 N2 C23 70.6(5) . . . . ?
O1 S1 N2 C24 32.0(5) . . . . ?
O2 S1 N2 C24 161.0(4) . . . . ?
C1 S1 N2 C24 -83.9(4) . . . . ?
O4 S2 N3 C25 -174.0(4) . . . . ?
O3 S2 N3 C25 -43.6(5) . . . . ?
C8 S2 N3 C25 70.7(4) . . . . ?
O4 S2 N3 C26 -23.1(5) . . . . ?
O3 S2 N3 C26 107.3(4) . . . . ?
C8 S2 N3 C26 -138.4(4) . . . . ?
O1 S1 C1 C6 -38.8(5) . . . . ?
O2 S1 C1 C6 -169.3(4) . . . . ?
N2 S1 C1 C6 75.9(5) . . . . ?
O1 S1 C1 C2 144.3(5) . . . . ?
O2 S1 C1 C2 13.8(6) . . . . ?
N2 S1 C1 C2 -101.1(6) . . . . ?
C6 C1 C2 C3 4.1(10) . . . . ?
S1 C1 C2 C3 -178.9(6) . . . . ?
C1 C2 C3 C4 -3.9(13) . . . . ?
C2 C3 C4 C5 1.5(12) . . . . ?
C2 C3 C4 C7 179.2(8) . . . . ?
C3 C4 C5 C6 0.6(10) . . . . ?
C7 C4 C5 C6 -177.0(7) . . . . ?
C2 C1 C6 C5 -2.1(9) . . . . ?
S1 C1 C6 C5 -179.1(5) . . . . ?
C4 C5 C6 C1 -0.3(10) . . . . ?
O4 S2 C8 C9 148.3(5) . . . . ?
O3 S2 C8 C9 19.1(6) . . . . ?
N3 S2 C8 C9 -98.1(5) . . . . ?
O4 S2 C8 C13 -35.7(5) . . . . ?
O3 S2 C8 C13 -164.9(5) . . . . ?
N3 S2 C8 C13 77.8(5) . . . . ?
C13 C8 C9 C10 -2.7(9) . . . . ?
S2 C8 C9 C10 173.2(5) . . . . ?
C8 C9 C10 C11 2.1(9) . . . . ?
C9 C10 C11 C12 -0.3(9) . . . . ?
C9 C10 C11 C14 -178.4(6) . . . . ?
C10 C11 C12 C13 -1.0(10) . . . . ?
C14 C11 C12 C13 177.1(6) . . . . ?
C11 C12 C13 C8 0.4(10) . . . . ?
C9 C8 C13 C12 1.5(9) . . . . ?
S2 C8 C13 C12 -174.4(5) . . . . ?
O5 S3 C15 C20 -138.2(5) . . . . ?
O6 S3 C15 C20 -9.1(6) . . . . ?
N1 S3 C15 C20 107.1(5) . . . . ?
O5 S3 C15 C16 40.9(6) . . . . ?
O6 S3 C15 C16 169.9(5) . . . . ?
N1 S3 C15 C16 -73.8(6) . . . . ?
C20 C15 C16 C17 -2.8(10) . . . . ?
S3 C15 C16 C17 178.0(6) . . . . ?
C15 C16 C17 C18 2.0(12) . . . . ?
C16 C17 C18 C19 0.1(12) . . . . ?
C16 C17 C18 C21 -178.0(8) . . . . ?
C17 C18 C19 C20 -1.5(11) . . . . ?
C21 C18 C19 C20 176.6(7) . . . . ?
C18 C19 C20 C15 0.7(10) . . . . ?
C16 C15 C20 C19 1.5(9) . . . . ?
S3 C15 C20 C19 -179.4(5) . . . . ?
C27 N1 C22 C23 -94.1(6) . . . . ?
S3 N1 C22 C23 111.7(5) . . . . ?
C24 N2 C23 C22 -110.0(6) . . . . ?
S1 N2 C23 C22 95.7(5) . . . . ?
N1 C22 C23 N2 65.9(7) . . . . ?
C23 N2 C24 C25 111.7(6) . . . . ?
S1 N2 C24 C25 -94.2(6) . . . . ?
C26 N3 C25 C24 109.9(6) . . . . ?
S2 N3 C25 C24 -99.7(6) . . . . ?
N2 C24 C25 N3 -82.4(7) . . . . ?
C25 N3 C26 C27 -66.6(6) . . . . ?
S2 N3 C26 C27 143.9(4) . . . . ?
C25 N3 C26 C31 59.8(6) . . . . ?
S2 N3 C26 C31 -89.6(5) . . . . ?
C22 N1 C27 C26 136.2(5) . . . . ?
S3 N1 C27 C26 -71.6(6) . . . . ?
C22 N1 C27 C28 -94.2(6) . . . . ?
S3 N1 C27 C28 58.1(6) . . . . ?
N3 C26 C27 N1 -49.8(6) . . . . ?
C31 C26 C27 N1 -176.9(5) . . . . ?
N3 C26 C27 C28 179.0(4) . . . . ?
C31 C26 C27 C28 51.9(6) . . . . ?
N1 C27 C28 C29 173.6(5) . . . . ?
C26 C27 C28 C29 -55.6(6) . . . . ?
C27 C28 C29 C30 57.4(6) . . . . ?
C28 C29 C30 C31 -56.4(7) . . . . ?
C29 C30 C31 C26 54.7(7) . . . . ?
N3 C26 C31 C30 -178.9(4) . . . . ?
C27 C26 C31 C30 -51.9(6) . . . . ?


