data_General
_audit_creation_date                  'Mon Sep  4 20:12:05 2000'
_audit_creation_method                'by teXsan'
_audit_update_record                   ?
#------------------------------------------------------------------------------
# PROCESSING SUMMARY (IUCr Office Use Only)
_journal_date_recd_electronic          ?
_journal_date_from_coeditor            ?
_journal_date_accepted                 ?
_journal_coeditor_code                 ?
#------------------------------------------------------------------------------
# SUBMISSION DETAILS
_publ_contact_author_name             'Takayuki Kawashima'
_publ_contact_author_address
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo
7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
;
_publ_contact_author_email            'takayuki@chem.s.u-tokyo.ac.jp'
_publ_contact_author_fax              ' +81-3-5800-6899 '
_publ_contact_author_phone            ' +81-3-5841-4338 '
_publ_contact_letter
;
    ENTER TEXT OF LETTER
;
_publ_requested_journal  ' Organic Letters'
_publ_requested_category              ' FO or CO'

_publ_requested_coeditor_name          ?
#------------------------------------------------------------------------------
# TITLE AND AUTHOR LIST

_publ_section_title
;
Synthesis, Crystal Structure and Thermolysis of the First
Tetracoordinate 1λ4,2-Selenazetidines:
Aziridine Formation Reaction from a Four-Membered Heterocycle
Bearing Highly Coordinate Selenium
;

_publ_section_title_footnote
;
    ENTER FOOTNOTE TO TITLE OF PAPER
;
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
'Naokazu Kano'
''
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo
7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
;
'Yuya Daicho'
''
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo
7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
;
'Nobuhito Nakanishi'
''
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo
7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
;
'Takayuki Kawashima'
''
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo
7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
;
_publ_section_synopsis
;
  ENTER SYNOPSIS
;
#------------------------------------------------------------------------------
# TEXT

_publ_section_abstract
;
    ENTER ABSTRACT
;

_publ_section_comment
;
    ENTER TEXT
;

_publ_section_acknowledgements
;
    ENTER ACKNOWLEDGEMENTS
;

_publ_section_references
;
    ENTER OTHER REFERENCES
Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan.
Single Crystal Structure Analysis Software. Version 1.10.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
Rigaku, 3-9-12 Akishima, Tokyo, Japan.
;

_publ_section_figure_captions
;
    ENTER FIGURE CAPTIONS
;

_publ_section_exptl_prep
;
    ENTER COMPOUND PREPARATION DETAILS
;

_publ_section_exptl_refinement
;
    ENTER SPECIAL DETAILS OF THE REFINEMENT
;
#------------------------------------------------------------------------------
data_sencc2
#------------------------------------------------------------------------------
# CHEMICAL DATA
_chemical_formula_sum                  'C25 H15 F12 N O Se '
_chemical_formula_moiety               'C25 H15 F12 N O Se '
_chemical_formula_weight               652.34
_chemical_melting_point                  ?
_chemical_name_systematic        
;
trans-4'-phenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-
spiro[[2,1]benzoxaselenole-1λ4,1'-[1,2]-selenazetidine]
;
#------------------------------------------------------------------------------
# CRYSTAL DATA
_symmetry_cell_setting                 monoclinic
_symmetry_space_group_name_H-M        'P 1 21/n 1'
_symmetry_Int_Tables_number            14
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2-y,1/2+z
_cell_length_a                         9.7010(2)
_cell_length_b                         15.3350(5)
_cell_length_c                         16.8410(5)
_cell_angle_alpha                      90
_cell_angle_beta                       101.446(2)
_cell_angle_gamma                      90
_cell_volume                           2455.5(1)
_cell_formula_units_Z                  4
_cell_measurement_reflns_used          18492
_cell_measurement_theta_min            2.036
_cell_measurement_theta_max            25.61
_cell_measurement_temperature          150.2
#------------------------------------------------------------------------------
_exptl_crystal_description            'prism'
_exptl_crystal_colour                 'colorless'
_exptl_crystal_size_max                0.600
_exptl_crystal_size_mid                0.500
_exptl_crystal_size_min                0.300
_exptl_crystal_size_rad                ?
_exptl_crystal_density_diffrn          1.764
_exptl_crystal_density_meas            ?
_exptl_crystal_density_method         'not measured'
_exptl_absorpt_coefficient_mu          1.642
_exptl_absorpt_correction_type         none
#------------------------------------------------------------------------------
# EXPERIMENTAL DATA
_diffrn_radiation_type                'Mo K\a'
_diffrn_radiation_wavelength           0.7107
_diffrn_measurement_device_type       'Mac Science DIP2030 Image Plate'
_diffrn_measurement_method             ω
_diffrn_detector_area_resol_mean       0.010000
_diffrn_reflns_number                  4474
_diffrn_reflns_av_R_equivalents        ?
_diffrn_reflns_theta_max               25.61
_diffrn_measured_fraction_theta_max    0.9371
_diffrn_reflns_theta_full              25.61
_diffrn_measured_fraction_theta_full   0.9371
_diffrn_reflns_limit_h_min             0
_diffrn_reflns_limit_h_max             11
_diffrn_reflns_limit_k_min             0
_diffrn_reflns_limit_k_max             18
_diffrn_reflns_limit_l_min             -20
_diffrn_reflns_limit_l_max             20
#------------------------------------------------------------------------------
# REFINEMENT DATA
_refine_special_details
;
Refinement using reflections with F² > -10.0 sigma(F²). The weighted
R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are
based on F. The threshold expression of F² > 2.0 sigma(F²) is used only
for calculating R-factor (gt).
;
_reflns_number_total                   4340
_reflns_number_gt                      4223
_reflns_threshold_expression           F²>2.0σ(F²)
_refine_ls_structure_factor_coef       Fsqd
_refine_ls_R_factor_gt                 0.0392
_refine_ls_wR_factor_ref               0.1178
_refine_ls_hydrogen_treatment          noref
_refine_ls_number_reflns               4340
_refine_ls_number_parameters           361
_refine_ls_goodness_of_fit_ref         2.154
_refine_ls_weighting_scheme            calc
_refine_ls_weighting_details
   'w = 1/[σ²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_shift/su_max                0.0011
_refine_diff_density_max               0.39
_refine_diff_density_min               -1.22
_refine_ls_extinction_method           none
_refine_ls_extinction_coef             ?
_refine_ls_abs_structure_details       ?
_refine_ls_abs_structure_Flack         ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
  'C' 'C'  0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'H' 'H'  0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
  'N' 'N'  0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'O' 'O'  0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'F' 'F'  0.017 0.010
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'Se' 'Se'  -0.093 2.226
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se(1)  Se 0.57315(2)  0.20876(1)  0.77260(1)  0.02190(9)  Uani 1.00 d . . .
F(1)   F  0.7616(2)   0.1693(1)   0.59231(9)  0.0457(4)   Uani 1.00 d . . .
F(2)   F  0.8308(2)   0.03590(10) 0.58965(9)  0.0414(4)   Uani 1.00 d . . .
F(3)   F  0.9584(1)   0.1292(1)   0.66597(9)  0.0413(4)   Uani 1.00 d . . .
F(4)   F  0.7511(1)   -0.00497(10) 0.82180(8)  0.0379(4)   Uani 1.00 d . . .
F(5)   F  0.8154(2)   -0.06624(9) 0.72068(9)  0.0458(4)   Uani 1.00 d . . .
F(6)   F  0.9522(1)   0.0267(1)   0.79356(9)  0.0456(4)   Uani 1.00 d . . .
F(7)   F  0.3456(2)   0.07904(10) 0.9071(1)   0.0477(5)   Uani 1.00 d . . .
F(8)   F  0.4716(2)   0.1223(1)   1.01833(10) 0.0553(5)   Uani 1.00 d . . .
F(9)   F  0.2787(2)   0.1879(1)   0.9691(1)   0.0519(5)   Uani 1.00 d . . .
F(10)  F  0.5820(1)   0.34820(9)  0.90743(9)  0.0384(4)   Uani 1.00 d . . .
F(11)  F  0.5774(2)   0.28756(9)  1.02253(9)  0.0414(5)   Uani 1.00 d . . .
F(12)  F  0.3892(1)   0.34259(10) 0.95085(9)  0.0403(4)   Uani 1.00 d . . .
O(1)   O  0.7564(1)   0.1589(1)   0.75543(9)  0.0272(4)   Uani 1.00 d . . .
N(1)   N  0.4011(2)   0.2211(1)   0.8176(1)   0.0258(5)   Uani 1.00 d . . .
C(1)   C  0.6049(2)   0.1615(1)   0.8849(1)   0.0238(5)   Uani 1.00 d . . .
C(2)   C  0.4717(2)   0.2103(1)   0.9014(1)   0.0247(6)   Uani 1.00 d . . .
C(3)   C  0.4953(2)   0.1165(1)   0.7000(1)   0.0252(5)   Uani 1.00 d . . .
C(4)   C  0.3510(2)   0.1065(2)   0.6725(1)   0.0305(6)   Uani 1.00 d . . .
C(5)   C  0.3037(3)   0.0409(2)   0.6168(2)   0.0371(6)   Uani 1.00 d . . .
C(6)   C  0.4001(3)   -0.0136(2)  0.5906(1)   0.0368(6)   Uani 1.00 d . . .
C(7)   C  0.5439(2)   -0.0028(1)  0.6179(1)   0.0319(6)   Uani 1.00 d . . .
C(8)   C  0.5925(2)   0.0638(1)   0.6727(1)   0.0250(5)   Uani 1.00 d . . .
C(9)   C  0.7461(2)   0.0854(1)   0.7074(1)   0.0243(5)   Uani 1.00 d . . .
C(10)  C  0.8270(2)   0.1049(2)   0.6384(1)   0.0309(6)   Uani 1.00 d . . .
C(11)  C  0.8177(2)   0.0095(1)   0.7606(1)   0.0311(6)   Uani 1.00 d . . .
C(12)  C  0.7482(2)   0.1692(1)   0.9381(1)   0.0273(6)   Uani 1.00 d . . .
C(13)  C  0.8384(3)   0.2392(2)   0.9347(2)   0.0365(7)   Uani 1.00 d . . .
C(14)  C  0.9680(3)   0.2433(2)   0.9873(2)   0.0490(8)   Uani 1.00 d . . .
C(15)  C  1.0091(3)   0.1782(3)   1.0430(2)   0.0511(9)   Uani 1.00 d . . .
C(16)  C  0.9217(3)   0.1066(2)   1.0450(2)   0.0550(9)   Uani 1.00 d . . .
C(17)  C  0.7919(3)   0.1028(2)   0.9928(2)   0.0404(7)   Uani 1.00 d . . .
C(18)  C  0.3908(2)   0.1497(2)   0.9498(1)   0.0327(6)   Uani 1.00 d . . .
C(19)  C  0.5048(3)   0.2974(1)   0.9464(2)   0.0314(6)   Uani 1.00 d . . .
C(20)  C  0.2903(2)   0.2805(1)   0.7879(1)   0.0281(6)   Uani 1.00 d . . .
C(21)  C  0.1523(3)   0.2597(2)   0.7922(2)   0.0391(7)   Uani 1.00 d . . .
C(22)  C  0.0424(3)   0.3137(2)   0.7559(2)   0.0499(8)   Uani 1.00 d . . .
C(23)  C  0.0691(3)   0.3872(2)   0.7147(2)   0.0552(9)   Uani 1.00 d . . .
C(24)  C  0.2062(3)   0.4086(2)   0.7106(2)   0.0592(10)  Uani 1.00 d . . .
C(25)  C  0.3162(3)   0.3554(2)   0.7471(2)   0.0430(7)   Uani 1.00 d . . .
H(1)   H  0.5819      0.1005      0.8809      0.0268      Uiso 1.00 calc . . .
H(2)   H  0.2864      0.1438      0.6923      0.0372      Uiso 1.00 calc . . .
H(3)   H  0.2050      0.0331      0.5959      0.0449      Uiso 1.00 calc . . .
H(4)   H  0.3665      -0.0597     0.5535      0.0417      Uiso 1.00 calc . . .
H(5)   H  0.6098      -0.0400     0.5994      0.0375      Uiso 1.00 calc . . .
H(6)   H  0.8112      0.2844      0.8953      0.0447      Uiso 1.00 calc . . .
H(7)   H  1.0290      0.2923      0.9850      0.0573      Uiso 1.00 calc . . .
H(8)   H  1.0986      0.1834      1.0808      0.0612      Uiso 1.00 calc . . .
H(9)   H  0.9519      0.0596      1.0824      0.0654      Uiso 1.00 calc . . .
H(10)  H  0.7319      0.0527      0.9937      0.0490      Uiso 1.00 calc . . .
H(11)  H  0.1337      0.2076      0.8205      0.0464      Uiso 1.00 calc . . .
H(12)  H  -0.0523     0.2986      0.7606      0.0593      Uiso 1.00 calc . . .
H(13)  H  -0.0086     0.4235      0.6896      0.0656      Uiso 1.00 calc . . .
H(14)  H  0.2255      0.4603      0.6814      0.0700      Uiso 1.00 calc . . .
H(15)  H  0.4124      0.3716      0.7450      0.0528      Uiso 1.00 calc . . .

#------------------------------------------------------------------------------
_computing_data_collection            'Xpress'
_computing_cell_refinement            'DENZO'
_computing_data_reduction             'DENZO'
_computing_structure_solution          SIR92
_computing_structure_refinement       'teXsan Ver. 1.10'
_computing_publication_material       'teXsan Ver. 1.10'
_computing_molecular_graphics          ?
#------------------------------------------------------------------------------
_geom_special_details
;
?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se(1)     O(1)      2.008(1)   . . yes
Se(1)     N(1)      1.974(2)   . . yes
Se(1)     C(1)      1.991(2)   . . yes
Se(1)     C(3)      1.924(2)   . . yes
F(1)      C(10)     1.337(3)   . . yes
F(2)      C(10)     1.344(3)   . . yes
F(3)      C(10)     1.320(3)   . . yes
F(4)      C(11)     1.340(3)   . . yes
F(5)      C(11)     1.339(3)   . . yes
F(6)      C(11)     1.339(3)   . . yes
F(7)      C(18)     1.327(3)   . . yes
F(8)      C(18)     1.328(3)   . . yes
F(9)      C(18)     1.331(3)   . . yes
F(10)     C(19)     1.340(3)   . . yes
F(11)     C(19)     1.343(3)   . . yes
F(12)     C(19)     1.333(3)   . . yes
O(1)      C(9)      1.380(3)   . . yes
N(1)      C(2)      1.450(3)   . . yes
N(1)      C(20)     1.423(3)   . . yes
C(1)      C(2)      1.566(3)   . . yes
C(1)      C(12)     1.502(3)   . . yes
C(2)      C(18)     1.548(3)   . . yes
C(2)      C(19)     1.538(3)   . . yes
C(3)      C(4)      1.392(3)   . . yes
C(3)      C(8)      1.388(3)   . . yes
C(4)      C(5)      1.390(3)   . . yes
C(5)      C(6)      1.390(4)   . . yes
C(6)      C(7)      1.390(3)   . . yes
C(7)      C(8)      1.394(3)   . . yes
C(8)      C(9)      1.526(3)   . . yes
C(9)      C(10)     1.554(3)   . . yes
C(9)      C(11)     1.548(3)   . . yes
C(12)     C(13)     1.393(3)   . . yes
C(12)     C(17)     1.383(3)   . . yes
C(13)     C(14)     1.387(3)   . . yes
C(14)     C(15)     1.374(5)   . . yes
C(15)     C(16)     1.392(5)   . . yes
C(16)     C(17)     1.387(4)   . . yes
C(20)     C(21)     1.393(3)   . . yes
C(20)     C(25)     1.386(3)   . . yes
C(21)     C(22)     1.392(4)   . . yes
C(22)     C(23)     1.375(5)   . . yes
C(23)     C(24)     1.385(4)   . . yes
C(24)     C(25)     1.386(4)   . . yes
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
   O(1)      Se(1)     N(1)      158.70(7)  . 1_555 1_555 yes
   O(1)      Se(1)     C(1)      91.35(7)   . 1_555 1_555 yes
   O(1)      Se(1)     C(3)      82.86(8)   . 1_555 1_555 yes
   N(1)      Se(1)     C(1)      69.72(8)   . 1_555 1_555 yes
   N(1)      Se(1)     C(3)      93.40(8)   . 1_555 1_555 yes
   C(1)      Se(1)     C(3)      107.64(9)  . 1_555 1_555 yes
   Se(1)     O(1)      C(9)      115.6(1)   . 1_555 1_555 yes
   Se(1)     N(1)      C(2)      95.2(1)    . 1_555 1_555 yes
   Se(1)     N(1)      C(20)     124.3(2)   . 1_555 1_555 yes
   C(2)      N(1)      C(20)     126.4(2)   . 1_555 1_555 yes
   Se(1)     C(1)      C(2)      91.0(1)    . 1_555 1_555 yes
   Se(1)     C(1)      C(12)     119.2(1)   . 1_555 1_555 yes
   C(2)      C(1)      C(12)     123.7(2)   . 1_555 1_555 yes
   N(1)      C(2)      C(1)      97.4(2)    . 1_555 1_555 yes
   N(1)      C(2)      C(18)     113.0(2)   . 1_555 1_555 yes
   N(1)      C(2)      C(19)     113.1(2)   . 1_555 1_555 yes
   C(1)      C(2)      C(18)     109.2(2)   . 1_555 1_555 yes
   C(1)      C(2)      C(19)     113.8(2)   . 1_555 1_555 yes
   C(18)     C(2)      C(19)     109.8(2)   . 1_555 1_555 yes
   Se(1)     C(3)      C(4)      122.3(2)   . 1_555 1_555 yes
   Se(1)     C(3)      C(8)      115.6(2)   . 1_555 1_555 yes
   C(4)      C(3)      C(8)      122.0(2)   . 1_555 1_555 yes
   C(3)      C(4)      C(5)      118.7(2)   . 1_555 1_555 yes
   C(4)      C(5)      C(6)      119.8(2)   . 1_555 1_555 yes
   C(5)      C(6)      C(7)      121.2(2)   . 1_555 1_555 yes
   C(6)      C(7)      C(8)      119.4(2)   . 1_555 1_555 yes
   C(3)      C(8)      C(7)      118.9(2)   . 1_555 1_555 yes
   C(3)      C(8)      C(9)      115.0(2)   . 1_555 1_555 yes
   C(7)      C(8)      C(9)      126.1(2)   . 1_555 1_555 yes
   O(1)      C(9)      C(8)      110.7(2)   . 1_555 1_555 yes
   O(1)      C(9)      C(10)     107.0(2)   . 1_555 1_555 yes
   O(1)      C(9)      C(11)     107.6(2)   . 1_555 1_555 yes
   C(8)      C(9)      C(10)     110.8(2)   . 1_555 1_555 yes
   C(8)      C(9)      C(11)     110.5(2)   . 1_555 1_555 yes
   C(10)     C(9)      C(11)     110.0(2)   . 1_555 1_555 yes
   F(1)      C(10)     F(2)      107.1(2)   . 1_555 1_555 yes
   F(1)      C(10)     F(3)      108.0(2)   . 1_555 1_555 yes
   F(1)      C(10)     C(9)      108.9(2)   . 1_555 1_555 yes
   F(2)      C(10)     F(3)      107.2(2)   . 1_555 1_555 yes
   F(2)      C(10)     C(9)      112.6(2)   . 1_555 1_555 yes
   F(3)      C(10)     C(9)      112.8(2)   . 1_555 1_555 yes
   F(4)      C(11)     F(5)      106.3(2)   . 1_555 1_555 yes
   F(4)      C(11)     F(6)      107.0(2)   . 1_555 1_555 yes
   F(4)      C(11)     C(9)      109.9(2)   . 1_555 1_555 yes
   F(5)      C(11)     F(6)      107.3(2)   . 1_555 1_555 yes
   F(5)      C(11)     C(9)      113.6(2)   . 1_555 1_555 yes
   F(6)      C(11)     C(9)      112.3(2)   . 1_555 1_555 yes
   C(1)      C(12)     C(13)     123.5(2)   . 1_555 1_555 yes
   C(1)      C(12)     C(17)     117.7(2)   . 1_555 1_555 yes
   C(13)     C(12)     C(17)     118.8(2)   . 1_555 1_555 yes
   C(12)     C(13)     C(14)     120.4(2)   . 1_555 1_555 yes
   C(13)     C(14)     C(15)     120.4(3)   . 1_555 1_555 yes
   C(14)     C(15)     C(16)     119.6(2)   . 1_555 1_555 yes
   C(15)     C(16)     C(17)     119.9(3)   . 1_555 1_555 yes
   C(12)     C(17)     C(16)     120.8(2)   . 1_555 1_555 yes
   F(7)      C(18)     F(8)      106.7(2)   . 1_555 1_555 yes
   F(7)      C(18)     F(9)      107.0(2)   . 1_555 1_555 yes
   F(7)      C(18)     C(2)      110.6(2)   . 1_555 1_555 yes
   F(8)      C(18)     F(9)      107.3(2)   . 1_555 1_555 yes
   F(8)      C(18)     C(2)      112.0(2)   . 1_555 1_555 yes
   F(9)      C(18)     C(2)      112.9(2)   . 1_555 1_555 yes
   F(10)     C(19)     F(11)     107.1(2)   . 1_555 1_555 yes
   F(10)     C(19)     F(12)     106.5(2)   . 1_555 1_555 yes
   F(10)     C(19)     C(2)      110.3(2)   . 1_555 1_555 yes
   F(11)     C(19)     F(12)     107.0(2)   . 1_555 1_555 yes
   F(11)     C(19)     C(2)      113.1(2)   . 1_555 1_555 yes
   F(12)     C(19)     C(2)      112.6(2)   . 1_555 1_555 yes
   N(1)      C(20)     C(21)     120.1(2)   . 1_555 1_555 yes
   N(1)      C(20)     C(25)     120.5(2)   . 1_555 1_555 yes
   C(21)     C(20)     C(25)     119.1(2)   . 1_555 1_555 yes
   C(20)     C(21)     C(22)     120.1(3)   . 1_555 1_555 yes
   C(21)     C(22)     C(23)     120.3(3)   . 1_555 1_555 yes
   C(22)     C(23)     C(24)     119.9(2)   . 1_555 1_555 yes
   C(23)     C(24)     C(25)     120.0(3)   . 1_555 1_555 yes
   C(20)     C(25)     C(24)     120.5(3)   . 1_555 1_555 yes
#------------------------------------------------------------------------------
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
   Se(1)   O(1)    C(9)    C(8)    4.6(2)   1_555 1_555 1_555 1_555 yes
   Se(1)   O(1)    C(9)    C(10)   125.5(1) 1_555 1_555 1_555 1_555 yes
   Se(1)   O(1)    C(9)    C(11)   -116.3(1) 1_555 1_555 1_555 1_555 yes
   Se(1)   N(1)    C(2)    C(1)    -21.9(1) 1_555 1_555 1_555 1_555 yes
   Se(1)   N(1)    C(2)    C(18)   -136.5(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   N(1)    C(2)    C(19)   98.0(2)  1_555 1_555 1_555 1_555 yes
   Se(1)   N(1)    C(20)   C(21)   148.7(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   N(1)    C(20)   C(25)   -24.8(3) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(1)    C(2)    N(1)    21.6(1)  1_555 1_555 1_555 1_555 yes
   Se(1)   C(1)    C(2)    C(18)   139.1(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(1)    C(2)    C(19)   -97.7(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(1)    C(12)   C(13)   33.3(3)  1_555 1_555 1_555 1_555 yes
   Se(1)   C(1)    C(12)   C(17)   -146.4(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(3)    C(4)    C(5)    176.7(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(3)    C(8)    C(7)    -178.1(2) 1_555 1_555 1_555 1_555 yes
   Se(1)   C(3)    C(8)    C(9)    2.2(2)   1_555 1_555 1_555 1_555 yes
   F(1)    C(10)   C(9)    O(1)    -64.7(2) 1_555 1_555 1_555 1_555 yes
   F(1)    C(10)   C(9)    C(8)    56.2(2)  1_555 1_555 1_555 1_555 yes
   F(1)    C(10)   C(9)    C(11)   178.7(2) 1_555 1_555 1_555 1_555 yes
   F(2)    C(10)   C(9)    O(1)    176.7(2) 1_555 1_555 1_555 1_555 yes
   F(2)    C(10)   C(9)    C(8)    -62.4(2) 1_555 1_555 1_555 1_555 yes
   F(2)    C(10)   C(9)    C(11)   60.0(2)  1_555 1_555 1_555 1_555 yes
   F(3)    C(10)   C(9)    O(1)    55.2(2)  1_555 1_555 1_555 1_555 yes
   F(3)    C(10)   C(9)    C(8)    176.1(2) 1_555 1_555 1_555 1_555 yes
   F(3)    C(10)   C(9)    C(11)   -61.4(2) 1_555 1_555 1_555 1_555 yes
   F(4)    C(11)   C(9)    O(1)    61.3(2)  1_555 1_555 1_555 1_555 yes
   F(4)    C(11)   C(9)    C(8)    -59.7(2) 1_555 1_555 1_555 1_555 yes
   F(4)    C(11)   C(9)    C(10)   177.6(2) 1_555 1_555 1_555 1_555 yes
   F(5)    C(11)   C(9)    O(1)    -179.7(2) 1_555 1_555 1_555 1_555 yes
   F(5)    C(11)   C(9)    C(8)    59.2(2)  1_555 1_555 1_555 1_555 yes
   F(5)    C(11)   C(9)    C(10)   -63.5(2) 1_555 1_555 1_555 1_555 yes
   F(6)    C(11)   C(9)    O(1)    -57.7(2) 1_555 1_555 1_555 1_555 yes
   F(6)    C(11)   C(9)    C(8)    -178.7(2) 1_555 1_555 1_555 1_555 yes
   F(6)    C(11)   C(9)    C(10)   58.6(2)  1_555 1_555 1_555 1_555 yes
   F(7)    C(18)   C(2)    N(1)    44.6(3)  1_555 1_555 1_555 1_555 yes
   F(7)    C(18)   C(2)    C(1)    -62.5(2) 1_555 1_555 1_555 1_555 yes
   F(7)    C(18)   C(2)    C(19)   171.9(2) 1_555 1_555 1_555 1_555 yes
   F(8)    C(18)   C(2)    N(1)    163.5(2) 1_555 1_555 1_555 1_555 yes
   F(8)    C(18)   C(2)    C(1)    56.3(2)  1_555 1_555 1_555 1_555 yes
   F(8)    C(18)   C(2)    C(19)   -69.2(3) 1_555 1_555 1_555 1_555 yes
   F(9)    C(18)   C(2)    N(1)    -75.3(2) 1_555 1_555 1_555 1_555 yes
   F(9)    C(18)   C(2)    C(1)    177.5(2) 1_555 1_555 1_555 1_555 yes
   F(9)    C(18)   C(2)    C(19)   52.0(3)  1_555 1_555 1_555 1_555 yes
   F(10)   C(19)   C(2)    N(1)    -56.4(3) 1_555 1_555 1_555 1_555 yes
   F(10)   C(19)   C(2)    C(1)    53.5(3)  1_555 1_555 1_555 1_555 yes
   F(10)   C(19)   C(2)    C(18)   176.3(2) 1_555 1_555 1_555 1_555 yes
   F(11)   C(19)   C(2)    N(1)    -176.3(2) 1_555 1_555 1_555 1_555 yes
   F(11)   C(19)   C(2)    C(1)    -66.4(3) 1_555 1_555 1_555 1_555 yes
   F(11)   C(19)   C(2)    C(18)   56.5(3)  1_555 1_555 1_555 1_555 yes
   F(12)   C(19)   C(2)    N(1)    62.3(3)  1_555 1_555 1_555 1_555 yes
   F(12)   C(19)   C(2)    C(1)    172.2(2) 1_555 1_555 1_555 1_555 yes
   F(12)   C(19)   C(2)    C(18)   -65.0(3) 1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   N(1)    C(2)    46.6(2)  1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   N(1)    C(20)   -171.8(2) 1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   C(1)    C(2)    173.4(1) 1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   C(1)    C(12)   43.2(2)  1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   C(3)    C(4)    -175.9(2) 1_555 1_555 1_555 1_555 yes
   O(1)    Se(1)   C(3)    C(8)    0.2(2)   1_555 1_555 1_555 1_555 yes
   O(1)    C(9)    C(8)    C(3)    -4.4(3)  1_555 1_555 1_555 1_555 yes
   O(1)    C(9)    C(8)    C(7)    175.9(2) 1_555 1_555 1_555 1_555 yes
   N(1)    Se(1)   O(1)    C(9)    78.1(2)  1_555 1_555 1_555 1_555 yes
   N(1)    Se(1)   C(1)    C(2)    -16.6(1) 1_555 1_555 1_555 1_555 yes
   N(1)    Se(1)   C(1)    C(12)   -146.8(2) 1_555 1_555 1_555 1_555 yes
   N(1)    Se(1)   C(3)    C(4)    25.2(2)  1_555 1_555 1_555 1_555 yes
   N(1)    Se(1)   C(3)    C(8)    -158.7(2) 1_555 1_555 1_555 1_555 yes
   N(1)    C(2)    C(1)    C(12)   148.4(2) 1_555 1_555 1_555 1_555 yes
   N(1)    C(20)   C(21)   C(22)   -173.6(2) 1_555 1_555 1_555 1_555 yes
   N(1)    C(20)   C(25)   C(24)   173.1(3) 1_555 1_555 1_555 1_555 yes
   C(1)    Se(1)   O(1)    C(9)    104.7(1) 1_555 1_555 1_555 1_555 yes
   C(1)    Se(1)   N(1)    C(2)    18.1(1)  1_555 1_555 1_555 1_555 yes
   C(1)    Se(1)   N(1)    C(20)   159.7(2) 1_555 1_555 1_555 1_555 yes
   C(1)    Se(1)   C(3)    C(4)    95.0(2)  1_555 1_555 1_555 1_555 yes
   C(1)    Se(1)   C(3)    C(8)    -88.9(2) 1_555 1_555 1_555 1_555 yes
   C(1)    C(2)    N(1)    C(20)   -162.3(2) 1_555 1_555 1_555 1_555 yes
   C(1)    C(12)   C(13)   C(14)   178.3(2) 1_555 1_555 1_555 1_555 yes
   C(1)    C(12)   C(17)   C(16)   -178.6(2) 1_555 1_555 1_555 1_555 yes
   C(2)    N(1)    Se(1)   C(3)    125.6(1) 1_555 1_555 1_555 1_555 yes
   C(2)    N(1)    C(20)   C(21)   -81.6(3) 1_555 1_555 1_555 1_555 yes
   C(2)    N(1)    C(20)   C(25)   104.9(3) 1_555 1_555 1_555 1_555 yes
   C(2)    C(1)    Se(1)   C(3)    -103.7(1) 1_555 1_555 1_555 1_555 yes
   C(2)    C(1)    C(12)   C(13)   -80.1(3) 1_555 1_555 1_555 1_555 yes
   C(2)    C(1)    C(12)   C(17)   100.3(3) 1_555 1_555 1_555 1_555 yes
   C(3)    Se(1)   O(1)    C(9)    -2.9(1)  1_555 1_555 1_555 1_555 yes
   C(3)    Se(1)   N(1)    C(20)   -92.8(2) 1_555 1_555 1_555 1_555 yes
   C(3)    Se(1)   C(1)    C(12)   126.1(2) 1_555 1_555 1_555 1_555 yes
   C(3)    C(4)    C(5)    C(6)    0.8(4)   1_555 1_555 1_555 1_555 yes
   C(3)    C(8)    C(7)    C(6)    1.4(3)   1_555 1_555 1_555 1_555 yes
   C(3)    C(8)    C(9)    C(10)   -123.1(2) 1_555 1_555 1_555 1_555 yes
   C(3)    C(8)    C(9)    C(11)   114.7(2) 1_555 1_555 1_555 1_555 yes
   C(4)    C(3)    C(8)    C(7)    -1.9(3)  1_555 1_555 1_555 1_555 yes
   C(4)    C(3)    C(8)    C(9)    178.4(2) 1_555 1_555 1_555 1_555 yes
   C(4)    C(5)    C(6)    C(7)    -1.3(4)  1_555 1_555 1_555 1_555 yes
   C(5)    C(4)    C(3)    C(8)    0.8(3)   1_555 1_555 1_555 1_555 yes
   C(5)    C(6)    C(7)    C(8)    0.1(4)   1_555 1_555 1_555 1_555 yes
   C(6)    C(7)    C(8)    C(9)    -178.9(2) 1_555 1_555 1_555 1_555 yes
   C(7)    C(8)    C(9)    C(10)   57.2(3)  1_555 1_555 1_555 1_555 yes
   C(7)    C(8)    C(9)    C(11)   -65.0(3) 1_555 1_555 1_555 1_555 yes
   C(12)   C(1)    C(2)    C(18)   -94.1(2) 1_555 1_555 1_555 1_555 yes
   C(12)   C(1)    C(2)    C(19)   29.1(3)  1_555 1_555 1_555 1_555 yes
   C(12)   C(13)   C(14)   C(15)   0.3(4)   1_555 1_555 1_555 1_555 yes
   C(12)   C(17)   C(16)   C(15)   0.3(4)   1_555 1_555 1_555 1_555 yes
   C(13)   C(12)   C(17)   C(16)   1.7(4)   1_555 1_555 1_555 1_555 yes
   C(13)   C(14)   C(15)   C(16)   1.9(5)   1_555 1_555 1_555 1_555 yes
   C(14)   C(13)   C(12)   C(17)   -2.0(4)  1_555 1_555 1_555 1_555 yes
   C(14)   C(15)   C(16)   C(17)   -2.2(5)  1_555 1_555 1_555 1_555 yes
   C(18)   C(2)    N(1)    C(20)   83.2(3)  1_555 1_555 1_555 1_555 yes
   C(19)   C(2)    N(1)    C(20)   -42.4(3) 1_555 1_555 1_555 1_555 yes
   C(20)   C(21)   C(22)   C(23)   0.9(4)   1_555 1_555 1_555 1_555 yes
   C(20)   C(25)   C(24)   C(23)   0.0(5)   1_555 1_555 1_555 1_555 yes
   C(21)   C(20)   C(25)   C(24)   -0.5(4)  1_555 1_555 1_555 1_555 yes
   C(21)   C(22)   C(23)   C(24)   -1.3(5)  1_555 1_555 1_555 1_555 yes
   C(22)   C(21)   C(20)   C(25)   0.0(4)   1_555 1_555 1_555 1_555 yes
   C(22)   C(23)   C(24)   C(25)   0.9(5)   1_555 1_555 1_555 1_555 yes
#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F(1)      F(12)     2.900(2)   . 4_554   no
F(1)      F(9)      3.044(2)   . 4_554   no
F(1)      C(14)     3.323(3)   . 4_454   no
F(1)      C(15)     3.369(4)   . 4_454   no
F(1)      F(11)     3.555(2)   . 4_554   no
F(2)      F(10)     2.998(2)   . 2_646   no
F(2)      F(12)     3.128(2)   . 4_554   no
F(2)      C(6)      3.413(3)   . 3_656   no
F(3)      F(11)     3.147(2)   . 4_554   no
F(3)      C(22)     3.237(4)   . 1_655   no
F(3)      C(21)     3.237(3)   . 1_655   no
F(3)      F(12)     3.577(2)   . 4_554   no
F(4)      C(23)     3.464(3)   . 2_546   no
F(5)      F(10)     2.867(2)   . 2_646   no
F(6)      C(16)     3.427(3)   . 3_757   no
F(7)      C(24)     3.258(3)   . 2_546   no
F(8)      C(23)     3.257(3)   . 4_555   no
F(9)      C(15)     3.115(3)   . 1_455   no
F(9)      C(14)     3.205(3)   . 1_455   no
F(11)     C(5)      3.588(3)   . 4_555   no
F(12)     C(10)     3.428(3)   . 4_455   no
F(12)     C(6)      3.528(3)   . 2_556   no
C(5)      C(24)     3.562(4)   . 2_546   no
C(6)      C(23)     3.573(4)   . 2_546   no
#------------------------------------------------------------------------------

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.
#==============================================================================
#     End of CIF
#==============================================================================
