
# ol0064866.cif

data_global

#==============================================================================
# 1. SUBMISSION DETAILS
  _publ_contact_author   # Name and address of author for corresponding
;
        Steven T. Diver
        Department of Chemistry
        State University of New York at Buffalo
        Buffalo, NY 14260-3000
        USA
;

_publ_contact_author_phone      '+1 (716) 645-6800 ext 2201'
_publ_contact_author_fax        '+1 (716) 645-6963'
_publ_contact_author_email      'diver@nsm.buffalo.edu'
_publ_contact_letter
;
;
_publ_requested_journal         'Organic Letters'
_publ_section_title
;
;
_publ_section_abstract
;
;
#==============================================================================

# 3. TITLE AND AUTHOR LIST

loop_
  _publ_author_name
  _publ_author_address
       'Keisha K. Ellis, Burkhardt Wilke, Yuegang Zhang and Steven T. Diver'
;
        Department of Chemistry
        Natural Sciences Complex
        State University of New York at Buffalo
        Buffalo, NY 14260-3000
        USA
;


#==============================================================================
# data


data_Diver-5B

_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
  ?
;
_chemical_name_common             Diver-5B
_chemical_melting_point           223.5-225
_chemical_formula_moiety          ?
_chemical_formula_sum
  'C19 H20 N2 O S2'
_chemical_formula_weight          356.49

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'   0.0000   0.0000
  '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   0.0060
  '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'

_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    C2/c

loop_
  _symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'

_cell_length_a                    27.300(6)
_cell_length_b                    9.3010(19)
_cell_length_c                    17.584(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  129.37(3)
_cell_angle_gamma                 90.00
_cell_volume                      3451.5(12)
_cell_formula_units_Z             8
_cell_measurement_temperature     298(2)
_cell_measurement_reflns_used     3300
_cell_measurement_theta_min       3.20
_cell_measurement_theta_max       27.00

_exptl_crystal_description        ?
_exptl_crystal_colour             colorless
_exptl_crystal_size_max           0.2
_exptl_crystal_size_mid           0.2
_exptl_crystal_size_min           0.2
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.372
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1504
_exptl_absorpt_coefficient_mu     0.317
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?

_exptl_special_details
;
  ?
;

_diffrn_ambient_temperature       298(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'DIP-2000 diffractometer'
_diffrn_measurement_method        'oscillation photo around ω'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             6405
_diffrn_reflns_av_R_equivalents   0.0249
_diffrn_reflns_av_sigmaI/netI     0.0254
_diffrn_reflns_limit_h_min        -35
_diffrn_reflns_limit_h_max        35
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        0
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_limit_l_max        21
_diffrn_reflns_theta_min          3.13
_diffrn_reflns_theta_max          27.47
_reflns_number_total              3606
_reflns_number_gt                 3398
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        'XPRESS'
_computing_cell_refinement        'DENZO'
_computing_data_reduction         'SCALEPACK'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXL-XP'
_computing_publication_material   'SHELXL-XCIF'

_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)+(0.0531P)²+2.6933P] 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_coef        0.0092(9)
_refine_ls_extinction_expression
  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3606
_refine_ls_number_parameters      298
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0419
_refine_ls_R_factor_gt            0.0396
_refine_ls_wR_factor_ref          0.1085
_refine_ls_wR_factor_gt           0.1060
_refine_ls_goodness_of_fit_ref    1.051
_refine_ls_restrained_S_all       1.051
_refine_ls_shift/su_max           0.002
_refine_ls_shift/su_mean          0.000

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 0.06304(2) 0.61780(5) 1.06871(3) 0.04830(16) Uani 1 1 d . . .
S2 S 0.17211(2) 1.08376(5) 0.89685(3) 0.04780(16) Uani 1 1 d . . .
N1 N 0.07258(6) 0.93193(12) 0.86231(9) 0.0309(3) Uani 1 1 d . . .
O1 O 0.01991(5) 1.02976(12) 0.91480(9) 0.0412(3) Uani 1 1 d . . .
N2 N 0.03767(6) 0.78366(12) 0.91705(9) 0.0310(3) Uani 1 1 d . . .
C1 C 0.04141(6) 0.92751(15) 0.90085(10) 0.0301(3) Uani 1 1 d . . .
C8 C 0.08964(8) 1.06640(17) 0.84267(13) 0.0398(4) Uani 1 1 d . . .
C2 C 0.08509(6) 0.79249(15) 0.84934(10) 0.0313(3) Uani 1 1 d . . .
C7 C 0.06259(6) 0.69911(15) 0.88343(10) 0.0311(3) Uani 1 1 d . . .
C16 C 0.14104(8) 0.98295(18) 1.13558(12) 0.0412(4) Uani 1 1 d . . .
C9 C 0.01220(8) 0.73616(18) 0.96431(13) 0.0406(4) Uani 1 1 d . . .
C15 C 0.15354(8) 0.83696(17) 1.14246(11) 0.0396(4) Uani 1 1 d . . .
C13 C 0.21235(7) 0.88535(18) 1.08723(13) 0.0409(4) Uani 1 1 d . . .
C3 C 0.11247(8) 0.7422(2) 0.81031(13) 0.0436(4) Uani 1 1 d . . .
C17 C 0.16240(8) 1.08262(16) 1.10335(12) 0.0393(4) Uani 1 1 d . . .
C12 C 0.19632(7) 1.03091(17) 1.07467(11) 0.0381(4) Uani 1 1 d . . .
C14 C 0.19251(7) 0.78668(17) 1.12169(11) 0.0397(4) Uani 1 1 d . . .
C10 C 0.21360(10) 1.1270(2) 1.02592(14) 0.0535(5) Uani 1 1 d . . .
C6 C 0.06635(9) 0.55114(17) 0.87806(13) 0.0438(4) Uani 1 1 d . . .
C5 C 0.09400(10) 0.5006(2) 0.83869(15) 0.0545(5) Uani 1 1 d . . .
C11 C 0.12189(12) 0.7390(2) 1.16781(15) 0.0583(6) Uani 1 1 d . . .
C4 C 0.11657(9) 0.5935(2) 0.80561(16) 0.0533(5) Uani 1 1 d . . .
C18 C 0.14688(14) 1.2397(2) 1.0996(2) 0.0648(6) Uani 1 1 d . . .
C19 C 0.21113(12) 0.6310(2) 1.13265(19) 0.0635(6) Uani 1 1 d . . .
H1 H 0.0038(10) 0.823(2) 0.9889(16) 0.058(6) Uiso 1 1 d . . .
H2 H 0.2371(9) 0.851(2) 1.0683(16) 0.051(5) Uiso 1 1 d . . .
H3 H -0.0269(9) 0.679(2) 0.9181(14) 0.041(5) Uiso 1 1 d . . .
H4 H 0.1136(10) 1.018(2) 1.1517(15) 0.053(6) Uiso 1 1 d . . .
H5 H 0.0763(9) 1.145(2) 0.8654(15) 0.049(5) Uiso 1 1 d . . .
H6 H 0.0683(10) 1.074(2) 0.7725(17) 0.049(5) Uiso 1 1 d . . .
H7 H 0.2583(12) 1.111(2) 1.051(2) 0.073(7) Uiso 1 1 d . . .
H8 H 0.0501(10) 0.492(3) 0.9004(16) 0.058(6) Uiso 1 1 d . . .
H9 H 0.1264(10) 0.805(2) 0.7831(17) 0.061(6) Uiso 1 1 d . . .
H10 H 0.1531(11) 0.676(3) 1.2210(19) 0.065(7) Uiso 1 1 d . . .
H11 H 0.1369(10) 0.555(2) 0.7787(18) 0.063(6) Uiso 1 1 d . . .
H12 H 0.0981(11) 0.402(3) 0.8326(19) 0.073(7) Uiso 1 1 d . . .
H13 H 0.1133(14) 1.265(3) 1.039(2) 0.086(9) Uiso 1 1 d . . .
H14 H 0.2240(17) 0.590(4) 1.193(3) 0.120(12) Uiso 1 1 d . . .
H15 H 0.1774(15) 0.572(3) 1.082(2) 0.095(9) Uiso 1 1 d . . .
H16 H 0.1828(17) 1.291(4) 1.128(3) 0.120(12) Uiso 1 1 d . . .
H17 H 0.1068(14) 0.784(4) 1.193(3) 0.104(11) Uiso 1 1 d . . .
H18 H 0.2434(17) 0.621(3) 1.134(3) 0.100(11) Uiso 1 1 d . . .
H19 H 0.2062(12) 1.230(3) 1.031(2) 0.085(8) Uiso 1 1 d . . .
H20 H 0.1335(15) 1.260(4) 1.139(2) 0.113(12) Uiso 1 1 d . . .


_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 C9 1.8099(19) . ?
S1 C11 1.827(2) . ?
S2 C8 1.8114(18) . ?
S2 C10 1.826(2) . ?
N1 C1 1.3844(19) . ?
N1 C2 1.3961(18) . ?
N1 C8 1.4508(18) . ?
O1 C1 1.2214(18) . ?
N2 C1 1.3852(17) . ?
N2 C7 1.3932(19) . ?
N2 C9 1.4500(19) . ?
C2 C3 1.378(2) . ?
C2 C7 1.399(2) . ?
C7 C6 1.388(2) . ?
C16 C15 1.387(2) . ?
C16 C17 1.393(2) . ?
C15 C14 1.406(3) . ?
C15 C11 1.505(2) . ?
C13 C14 1.385(2) . ?
C13 C12 1.397(2) . ?
C3 C4 1.394(3) . ?
C17 C12 1.391(2) . ?
C17 C18 1.511(3) . ?
C12 C10 1.507(2) . ?
C14 C19 1.506(3) . ?
C6 C5 1.390(3) . ?
C5 C4 1.385(3) . ?

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
C9 S1 C11 103.68(10) . . ?
C8 S2 C10 104.92(10) . . ?
C1 N1 C2 110.02(11) . . ?
C1 N1 C8 122.14(13) . . ?
C2 N1 C8 127.83(14) . . ?
C1 N2 C7 109.78(12) . . ?
C1 N2 C9 122.47(13) . . ?
C7 N2 C9 127.74(13) . . ?
O1 C1 N1 126.74(13) . . ?
O1 C1 N2 127.10(14) . . ?
N1 C1 N2 106.12(12) . . ?
N1 C8 S2 115.55(11) . . ?
C3 C2 N1 131.50(15) . . ?
C3 C2 C7 121.79(14) . . ?
N1 C2 C7 106.70(13) . . ?
C6 C7 N2 131.73(14) . . ?
C6 C7 C2 121.00(15) . . ?
N2 C7 C2 107.25(12) . . ?
C15 C16 C17 122.95(16) . . ?
N2 C9 S1 115.38(12) . . ?
C16 C15 C14 119.21(14) . . ?
C16 C15 C11 117.56(18) . . ?
C14 C15 C11 123.17(17) . . ?
C14 C13 C12 122.76(16) . . ?
C2 C3 C4 117.08(17) . . ?
C12 C17 C16 117.66(15) . . ?
C12 C17 C18 123.43(17) . . ?
C16 C17 C18 118.91(18) . . ?
C17 C12 C13 119.44(15) . . ?
C17 C12 C10 121.46(17) . . ?
C13 C12 C10 119.03(17) . . ?
C13 C14 C15 117.61(15) . . ?
C13 C14 C19 119.93(19) . . ?
C15 C14 C19 122.43(18) . . ?
C12 C10 S2 113.91(12) . . ?
C7 C6 C5 117.12(17) . . ?
C4 C5 C6 121.67(17) . . ?
C15 C11 S1 114.45(13) . . ?
C5 C4 C3 121.34(18) . . ?

_diffrn_measured_fraction_theta_max    0.914
_diffrn_reflns_theta_full              27.47
_diffrn_measured_fraction_theta_full   0.914
_refine_diff_density_max    0.265
_refine_diff_density_min   -0.323
_refine_diff_density_rms    0.040

#===END


data_diver-7B

_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
  ?
;
_chemical_name_common             DIVER-7B
_chemical_melting_point           183-187
_chemical_formula_moiety          ?
_chemical_formula_sum
  'C19 H20 N2 O'
_chemical_formula_weight          292.37

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'   0.0000   0.0000
  '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   0.0060
  'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            orthorhombic
_symmetry_space_group_name_H-M    P2(1)2(1)2(1)

loop_
  _symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'

_cell_length_a                    7.5911(7)
_cell_length_b                    13.9115(11)
_cell_length_c                    14.3428(10)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      1514.7(2)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     90
_cell_measurement_theta_min       2.5
_cell_measurement_theta_max       25.0

_exptl_crystal_description        cubic
_exptl_crystal_colour             colorless
_exptl_crystal_size_max           0.25
_exptl_crystal_size_mid           0.25
_exptl_crystal_size_min           0.25
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.282
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              624
_exptl_absorpt_coefficient_mu     0.080
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?

_exptl_special_details
;
  ?
;

_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Bruker 1K CCD diffractometer'
_diffrn_measurement_method        'oscillation around ω and φ'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             4533
_diffrn_reflns_av_R_equivalents   0.0324
_diffrn_reflns_av_sigmaI/netI     0.0491
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        5
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          2.04
_diffrn_reflns_theta_max          27.61
_reflns_number_total              2798
_reflns_number_gt                 2274
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        SMART
_computing_cell_refinement        SMART
_computing_data_reduction         SMART
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     SHELX-XP
_computing_publication_material   SHELX-XCIF

_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)+(0.0353P)²+0.0000P] 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_coef        0.085(3)
_refine_ls_extinction_expression
  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_abs_structure_details
  'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    -0.7(17)
_refine_ls_number_reflns          2798
_refine_ls_number_parameters      280
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0471
_refine_ls_R_factor_gt            0.0358
_refine_ls_wR_factor_ref          0.0748
_refine_ls_wR_factor_gt           0.0705
_refine_ls_goodness_of_fit_ref    0.954
_refine_ls_restrained_S_all       0.954
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000

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
N1 N 0.2669(2) 0.75948(11) 0.67221(10) 0.0399(4) Uani 1 1 d . . .
O1 O 0.1871(2) 0.66086(10) 0.54789(9) 0.0560(4) Uani 1 1 d . . .
C1 C 0.5145(2) 0.62375(13) 0.78565(13) 0.0378(4) Uani 1 1 d . . .
N2 N 0.0674(2) 0.64370(10) 0.69661(10) 0.0416(4) Uani 1 1 d . . .
C2 C 0.0818(2) 0.69681(12) 0.77880(12) 0.0376(4) Uani 1 1 d . . .
C3 C 0.5613(2) 0.64635(13) 0.69463(12) 0.0403(4) Uani 1 1 d . . .
C4 C 0.3952(2) 0.55162(12) 0.80711(12) 0.0369(4) Uani 1 1 d . . .
C5 C 0.5235(3) 0.57904(13) 0.62472(13) 0.0427(5) Uani 1 1 d . . .
C6 C 0.2079(2) 0.76842(12) 0.76365(12) 0.0372(4) Uani 1 1 d . . .
C7 C 0.3991(2) 0.50917(13) 0.64566(13) 0.0405(5) Uani 1 1 d . . .
C8 C 0.1651(3) 0.82427(15) 0.91767(16) 0.0513(5) Uani 1 1 d . . .
C9 C 0.3181(2) 0.50284(12) 0.73211(12) 0.0377(4) Uani 1 1 d . . .
C10 C 0.2529(3) 0.83225(14) 0.83293(14) 0.0446(5) Uani 1 1 d . . .
C11 C 0.1761(2) 0.68417(13) 0.62966(14) 0.0414(4) Uani 1 1 d . . .
C12 C 0.3408(4) 0.53657(19) 0.90716(16) 0.0541(6) Uani 1 1 d . . .
C13 C -0.0053(3) 0.68989(15) 0.86243(16) 0.0514(5) Uani 1 1 d . . .
C14 C 0.0072(3) 0.54379(14) 0.68854(17) 0.0494(5) Uani 1 1 d . . .
C15 C 0.4315(3) 0.79815(15) 0.63407(16) 0.0503(5) Uani 1 1 d . . .
C16 C 0.0381(3) 0.75489(16) 0.93196(15) 0.0573(6) Uani 1 1 d . . .
C17 C 0.1300(3) 0.46835(14) 0.73729(17) 0.0482(5) Uani 1 1 d . . .
C18 C 0.6011(3) 0.75011(15) 0.67235(16) 0.0507(5) Uani 1 1 d . . .
C19 C 0.5926(4) 0.5903(2) 0.52689(18) 0.0634(6) Uani 1 1 d . . .
H1 H 0.428(3) 0.8654(15) 0.6484(12) 0.051(5) Uiso 1 1 d . . .
H2 H 0.115(3) 0.4055(17) 0.7040(13) 0.063(6) Uiso 1 1 d . . .
H3 H 0.548(2) 0.6675(13) 0.8333(12) 0.040(5) Uiso 1 1 d . . .
H4 H -0.115(3) 0.5378(14) 0.7155(13) 0.052(6) Uiso 1 1 d . . .
H5 H 0.426(3) 0.7850(13) 0.5605(14) 0.060(6) Uiso 1 1 d . . .
H6 H -0.088(3) 0.6431(16) 0.8733(14) 0.067(7) Uiso 1 1 d . . .
H7 H 0.360(3) 0.4722(14) 0.5935(13) 0.057(6) Uiso 1 1 d . . .
H8 H -0.020(3) 0.7463(18) 0.9941(16) 0.073(7) Uiso 1 1 d . . .
H9 H 0.193(3) 0.8666(14) 0.9696(14) 0.054(6) Uiso 1 1 d . . .
H10 H 0.437(5) 0.543(2) 0.945(2) 0.130(12) Uiso 1 1 d . . .
H11 H 0.639(2) 0.7804(14) 0.7315(13) 0.049(6) Uiso 1 1 d . . .
H12 H 0.340(3) 0.8785(14) 0.8224(12) 0.045(5) Uiso 1 1 d . . .
H13 H 0.005(3) 0.5327(15) 0.6190(15) 0.066(7) Uiso 1 1 d . . .
H14 H 0.302(4) 0.477(2) 0.9234(18) 0.102(10) Uiso 1 1 d . . .
H15 H 0.698(3) 0.7604(16) 0.6223(15) 0.073(6) Uiso 1 1 d . . .
H16 H 0.531(4) 0.644(2) 0.489(2) 0.129(12) Uiso 1 1 d . . .
H17 H 0.711(5) 0.599(2) 0.524(2) 0.108(11) Uiso 1 1 d . . .
H18 H 0.580(4) 0.533(2) 0.4927(18) 0.106(11) Uiso 1 1 d . . .
H19 H 0.247(5) 0.585(3) 0.933(2) 0.149(13) Uiso 1 1 d . . .
H20 H 0.087(3) 0.4588(15) 0.8031(15) 0.066(6) Uiso 1 1 d . . .


_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
N1 C6 1.391(2) . ?
N1 C11 1.395(2) . ?
N1 C15 1.466(3) . ?
O1 C11 1.220(2) . ?
C1 C4 1.386(2) . ?
C1 C3 1.389(2) . ?
N2 C11 1.386(2) . ?
N2 C2 1.395(2) . ?
N2 C14 1.468(2) . ?
C2 C13 1.373(3) . ?
C2 C6 1.399(2) . ?
C3 C5 1.402(2) . ?
C3 C18 1.509(3) . ?
C4 C9 1.400(2) . ?
C4 C12 1.508(3) . ?
C5 C7 1.388(3) . ?
C5 C19 1.506(3) . ?
C6 C10 1.376(3) . ?
C7 C9 1.387(3) . ?
C8 C16 1.379(3) . ?
C8 C10 1.391(3) . ?
C9 C17 1.508(3) . ?
C13 C16 1.386(3) . ?
C14 C17 1.568(3) . ?
C15 C18 1.551(3) . ?

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
C6 N1 C11 108.71(15) . . ?
C6 N1 C15 126.37(15) . . ?
C11 N1 C15 122.24(16) . . ?
C4 C1 C3 122.66(17) . . ?
C11 N2 C2 108.90(15) . . ?
C11 N2 C14 121.04(16) . . ?
C2 N2 C14 126.32(17) . . ?
C13 C2 N2 131.56(18) . . ?
C13 C2 C6 121.01(17) . . ?
N2 C2 C6 107.41(15) . . ?
C1 C3 C5 117.96(17) . . ?
C1 C3 C18 117.82(17) . . ?
C5 C3 C18 121.91(17) . . ?
C1 C4 C9 116.95(16) . . ?
C1 C4 C12 119.38(19) . . ?
C9 C4 C12 123.35(18) . . ?
C7 C5 C3 116.89(17) . . ?
C7 C5 C19 120.8(2) . . ?
C3 C5 C19 121.7(2) . . ?
C10 C6 N1 131.21(17) . . ?
C10 C6 C2 121.16(17) . . ?
N1 C6 C2 107.63(15) . . ?
C9 C7 C5 122.66(18) . . ?
C16 C8 C10 121.4(2) . . ?
C7 C9 C4 118.09(17) . . ?
C7 C9 C17 118.95(18) . . ?
C4 C9 C17 120.79(17) . . ?
C6 C10 C8 117.44(19) . . ?
O1 C11 N2 126.80(18) . . ?
O1 C11 N1 125.93(18) . . ?
N2 C11 N1 107.23(15) . . ?
C2 C13 C16 117.9(2) . . ?
N2 C14 C17 114.41(16) . . ?
N1 C15 C18 114.65(15) . . ?
C8 C16 C13 121.0(2) . . ?
C9 C17 C14 109.15(16) . . ?
C3 C18 C15 108.72(16) . . ?

_diffrn_measured_fraction_theta_max    0.855
_diffrn_reflns_theta_full              27.61
_diffrn_measured_fraction_theta_full   0.855
_refine_diff_density_max    0.166
_refine_diff_density_min   -0.120
_refine_diff_density_rms    0.037

#===END

