#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/79/7127997.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7127997
loop_
_publ_author_name
'Gao, Yu-Ting'
'Liu, Shao-Dong'
'Cheng, Liang'
'Liu, Li'
_publ_section_title
;
 A fast and direct iodide-catalyzed oxidative 2-selenylation of
 tryptophan.
;
_journal_issue                   28
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3504
_journal_page_last               3507
_journal_paper_doi               10.1039/d1cc00700a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C23 H20 F6 N2 O3 Se'
_chemical_formula_sum            'C23 H20 F6 N2 O3 Se'
_chemical_formula_weight         565.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-01-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-01-26 deposited with the CCDC.	2021-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                109.3780(10)
_cell_angle_beta                 91.5750(10)
_cell_angle_gamma                100.5370(10)
_cell_formula_units_Z            2
_cell_length_a                   9.17100(10)
_cell_length_b                   10.0901(3)
_cell_length_c                   13.7727(3)
_cell_measurement_reflns_used    15572
_cell_measurement_temperature    169.99(11)
_cell_measurement_theta_max      75.2810
_cell_measurement_theta_min      3.4070
_cell_volume                     1176.65(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -54.00   0.50    0.05    --  -47.32 -58.00 174.00  120
  2  ω    -61.00  22.00   0.50    0.05    --  -47.32  58.00 -44.00  166
  3  ω    -22.00  47.00   0.50    0.05    --   47.32 -58.00 174.00  138
  4  ω     45.00 118.00   0.50    0.05    --   47.32  58.00 -44.00  146
  5  ω   -148.00 -84.00   0.50    0.20    --  -99.00 -58.00 174.00  128
  6  ω    -63.00 -33.00   0.50    0.20    --  -99.00  58.00 -44.00   60
  7  ω     88.00 169.00   0.50    0.20    --  103.25  58.00 -44.00  162
  8  ω     32.00  70.00   0.50    0.20    --  103.25 -58.00 174.00   76
  9  ω    -20.00  28.00   0.50    0.05    --  -47.32  19.00 -90.00   96
 10  ω     19.00  92.00   0.50    0.05    --   47.32-125.00  60.00  146
 11  ω     22.00  72.00   0.50    0.05    --   47.32-125.00 -60.00  100
 12  ω   -108.00 -26.00   0.50    0.20    --  -99.00 125.00  30.00  164
 13  ω    -72.00 -46.00   0.50    0.20    --  -99.00 125.00-120.00   52
 14  ω   -168.00 -89.00   0.50    0.20    --  -99.00 -64.00-127.15  158
 15  ω    -58.00 -28.00   0.50    0.20    --  -99.00 125.00   0.00   60
 16  ω   -115.00 -82.00   0.50    0.20    --  -99.00 -66.00 -38.40   66
 17  ω   -111.00 -45.00   0.50    0.20    --  -99.00 125.00  60.00  132
 18  ω   -112.00 -75.00   0.50    0.20    --  -99.00 125.00-120.00   74
 19  ω   -166.00-119.00   0.50    0.20    --  -99.00 -66.00 -38.40   94
 20  ω   -104.00 -41.00   0.50    0.20    --  -99.00 125.00-150.00  126
 21  ω   -124.00 -90.00   0.50    0.20    --  -99.00 142.00 -56.99   68
 22  ω   -124.00 -47.00   0.50    0.20    --  -99.00 142.00 149.15  154
 23  ω    -68.00 -26.00   0.50    0.20    --  -99.00  61.00 150.00   84
 24  ω    -55.00 -29.00   0.50    0.20    --  -99.00 142.00 -56.99   52
 25  ω   -112.00 -62.00   0.50    0.20    --  -99.00 125.00   0.00  100
 26  ω     31.00  56.00   0.50    0.20    --  103.25 -61.00  30.00   50
 27  ω     92.00 163.00   0.50    0.20    --  103.25  45.00-120.00  142
 28  ω     83.00 109.00   0.50    0.20    --  103.25-125.00 150.00   52
 29  ω     31.00  71.00   0.50    0.20    --  103.25 -94.00   0.00   80
 30  ω     87.00 155.00   0.50    0.20    --  103.25  61.00  30.00  136
 31  ω    117.00 155.00   0.50    0.20    --  103.25  15.00-180.00   76
 32  ω     73.00 104.00   0.50    0.20    --  103.25 -94.00 -60.00   62
 33  ω     32.00  58.00   0.50    0.20    --  103.25 -94.00 -60.00   52
 34  ω     91.00 127.00   0.50    0.20    --  103.25  30.00  90.00   72
 35  ω    133.00 168.00   0.50    0.20    --  103.25  30.00  90.00   70
 36  ω     41.00 106.00   0.50    0.20    --  103.25 -94.00  90.00  130
 37  ω    120.00 146.00   0.50    0.20    --  103.25   0.00-120.00   52
 38  ω     44.00  70.00   0.50    0.20    --  103.25   0.00-120.00   52
 39  ω     31.00  95.00   0.50    0.20    --  103.25 -77.00 120.00  128
 40  ω     38.00 101.00   0.50    0.20    --  103.25 -94.00 -90.00  126
 41  ω     31.00  74.00   0.50    0.20    --  103.25 -61.00 -30.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1357861000
_diffrn_orient_matrix_UB_12      0.0472725000
_diffrn_orient_matrix_UB_13      0.0244425000
_diffrn_orient_matrix_UB_21      -0.0194217000
_diffrn_orient_matrix_UB_22      -0.0613194000
_diffrn_orient_matrix_UB_23      0.0523062000
_diffrn_orient_matrix_UB_31      0.1031775000
_diffrn_orient_matrix_UB_32      0.0880829000
_diffrn_orient_matrix_UB_33      0.0605907000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16758
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.393
_diffrn_reflns_theta_min         3.417
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.704
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4667
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0642
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0773P)²+7.2259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1983
_refine_ls_wR_factor_ref         0.1986
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4557
_reflns_number_total             4667
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc00700a2.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 7127997.cif.'
_cod_database_code               7127997
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N F Se'
_chemical_oxdiff_usercomment     CHNOFSe
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C17(H17), C19(H19), C21(H21)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.245
_oxdiff_exptl_absorpt_empirical_full_min 0.826
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.29045(6) 0.66522(6) 0.80988(4) 0.0341(2) Uani 1 1 d . . . . .
F1 F 0.3743(6) 0.4133(6) 0.3724(5) 0.0900(17) Uani 1 1 d . . . . .
F2 F 0.4251(6) 0.2670(8) 0.4380(4) 0.0955(19) Uani 1 1 d . . . . .
F3 F 0.2597(5) 0.1979(7) 0.3101(4) 0.097(2) Uani 1 1 d . . . . .
F4 F -0.1869(8) 0.1364(7) 0.6202(4) 0.120(3) Uani 1 1 d . . . . .
F5 F -0.1736(6) 0.0285(5) 0.4681(4) 0.0931(19) Uani 1 1 d . . . . .
F6 F -0.2892(6) 0.1927(8) 0.5093(10) 0.172(5) Uani 1 1 d . . . . .
O1 O 0.5509(4) 0.3098(4) 0.9575(3) 0.0383(9) Uani 1 1 d . . . . .
O2 O 0.5345(5) 0.1352(4) 0.8044(3) 0.0408(9) Uani 1 1 d . . . . .
O3 O 0.8318(4) 0.5515(4) 0.8214(3) 0.0400(9) Uani 1 1 d . . . . .
N1 N 0.0921(5) 0.4583(4) 0.8675(3) 0.0296(9) Uani 1 1 d . . . . .
H1 H 0.040124 0.521098 0.896343 0.036 Uiso 1 1 calc R U . . .
N2 N 0.5982(5) 0.5177(4) 0.8657(3) 0.0304(9) Uani 1 1 d . . . . .
H2 H 0.533790 0.554663 0.904466 0.037 Uiso 1 1 calc R U . . .
C00V C 0.3112(7) 0.3002(8) 0.3980(5) 0.0460(14) Uani 1 1 d . . . . .
C1 C 0.2204(6) 0.4838(5) 0.8216(4) 0.0291(10) Uani 1 1 d . . . . .
C2 C 0.2775(5) 0.3600(5) 0.7851(4) 0.0269(10) Uani 1 1 d . . . . .
C3 C 0.1741(5) 0.2517(5) 0.8097(4) 0.0257(9) Uani 1 1 d . . . . .
C4 C 0.1644(6) 0.1043(5) 0.7898(4) 0.0318(11) Uani 1 1 d . . . . .
H4 H 0.235986 0.057625 0.754714 0.038 Uiso 1 1 calc R U . . .
C5 C 0.0467(6) 0.0303(6) 0.8234(5) 0.0397(13) Uani 1 1 d . . . . .
H5 H 0.040104 -0.066985 0.811614 0.048 Uiso 1 1 calc R U . . .
C6 C -0.0635(6) 0.0986(6) 0.8752(5) 0.0414(13) Uani 1 1 d . . . . .
H6 H -0.140636 0.045956 0.897914 0.050 Uiso 1 1 calc R U . . .
C7 C -0.0598(6) 0.2422(6) 0.8930(4) 0.0351(11) Uani 1 1 d . . . . .
H7 H -0.134161 0.286917 0.925518 0.042 Uiso 1 1 calc R U . . .
C8 C 0.0601(5) 0.3169(5) 0.8600(4) 0.0278(10) Uani 1 1 d . . . . .
C9 C 0.4140(6) 0.3390(6) 0.7299(4) 0.0323(11) Uani 1 1 d . . . . .
H9A H 0.428423 0.401801 0.689274 0.039 Uiso 1 1 calc R U . . .
H9B H 0.397249 0.241016 0.682253 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5585(5) 0.3683(5) 0.8004(4) 0.0288(10) Uani 1 1 d . . . . .
H10 H 0.638830 0.347800 0.755691 0.035 Uiso 1 1 calc R U . . .
C11 C 0.5483(5) 0.2719(5) 0.8656(4) 0.0305(11) Uani 1 1 d . . . . .
C12 C 0.5203(8) 0.0317(7) 0.8564(6) 0.0533(17) Uani 1 1 d . . . . .
H12A H 0.541573 -0.056525 0.811049 0.080 Uiso 1 1 calc R U . . .
H12B H 0.420537 0.014526 0.875534 0.080 Uiso 1 1 calc R U . . .
H12C H 0.589280 0.067961 0.917404 0.080 Uiso 1 1 calc R U . . .
C13 C 0.7300(5) 0.6001(5) 0.8681(4) 0.0271(10) Uani 1 1 d . . . . .
C14 C 0.7474(6) 0.7565(6) 0.9280(5) 0.0371(12) Uani 1 1 d . . . . .
H14A H 0.849980 0.796568 0.953854 0.056 Uiso 1 1 calc R U . . .
H14B H 0.686891 0.769131 0.984820 0.056 Uiso 1 1 calc R U . . .
H14C H 0.716653 0.804396 0.883636 0.056 Uiso 1 1 calc R U . . .
C15 C 0.1355(6) 0.6480(6) 0.6996(4) 0.0357(12) Uani 1 1 d . . . . .
H15A H 0.042485 0.661718 0.729507 0.043 Uiso 1 1 calc R U . . .
H15B H 0.166193 0.722169 0.669817 0.043 Uiso 1 1 calc R U . . .
C16 C 0.1124(6) 0.5038(6) 0.6168(4) 0.0305(10) Uani 1 1 d . . . . .
C17 C 0.2160(6) 0.4703(6) 0.5455(4) 0.0339(11) Uani 1 1 d . . . . .
H17 H 0.299844 0.539271 0.547823 0.041 Uiso 1 1 calc R U . . .
C18 C 0.1953(6) 0.3353(6) 0.4712(4) 0.0332(11) Uani 1 1 d . . . . .
C19 C 0.0694(6) 0.2303(6) 0.4658(4) 0.0351(11) Uani 1 1 d . . . . .
H19 H 0.055430 0.139306 0.416010 0.042 Uiso 1 1 calc R U . . .
C20 C -0.0332(6) 0.2652(6) 0.5361(4) 0.0336(11) Uani 1 1 d . . . . .
C21 C -0.0125(6) 0.4013(6) 0.6121(4) 0.0320(11) Uani 1 1 d . . . . .
H21 H -0.082736 0.422713 0.659314 0.038 Uiso 1 1 calc R U . . .
C22 C -0.1713(7) 0.1575(7) 0.5332(5) 0.0435(13) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C1 Se1 C15 96.8(2) . . ?
C11 O2 C12 115.6(5) . . ?
C1 N1 H1 125.4 . . ?
C8 N1 H1 125.4 . . ?
C8 N1 C1 109.1(4) . . ?
C10 N2 H2 118.6 . . ?
C13 N2 H2 118.6 . . ?
C13 N2 C10 122.7(4) . . ?
F1 C00V C18 112.0(6) . . ?
F2 C00V F1 103.1(6) . . ?
F2 C00V C18 113.1(5) . . ?
F3 C00V F1 105.4(6) . . ?
F3 C00V F2 108.6(6) . . ?
F3 C00V C18 113.8(5) . . ?
N1 C1 Se1 120.6(4) . . ?
N1 C1 C2 110.4(4) . . ?
C2 C1 Se1 129.0(4) . . ?
C1 C2 C3 105.2(4) . . ?
C1 C2 C9 128.3(5) . . ?
C3 C2 C9 126.5(4) . . ?
C4 C3 C2 133.6(5) . . ?
C4 C3 C8 118.7(5) . . ?
C8 C3 C2 107.6(4) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.6(5) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(5) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.4(5) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 121.5 . . ?
C6 C7 C8 117.0(5) . . ?
C8 C7 H7 121.5 . . ?
N1 C8 C3 107.7(4) . . ?
N1 C8 C7 129.5(5) . . ?
C7 C8 C3 122.8(5) . . ?
C2 C9 H9A 108.5 . . ?
C2 C9 H9B 108.5 . . ?
C2 C9 C10 115.1(4) . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
N2 C10 C9 111.0(4) . . ?
N2 C10 H10 107.6 . . ?
N2 C10 C11 110.4(4) . . ?
C9 C10 H10 107.6 . . ?
C11 C10 C9 112.4(4) . . ?
C11 C10 H10 107.6 . . ?
O1 C11 O2 124.0(5) . . ?
O1 C11 C10 126.1(5) . . ?
O2 C11 C10 109.8(5) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 N2 122.1(5) . . ?
O3 C13 C14 121.3(5) . . ?
N2 C13 C14 116.5(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Se1 C15 H15A 109.5 . . ?
Se1 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 Se1 110.6(3) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C17 C16 C15 121.1(5) . . ?
C21 C16 C15 119.5(5) . . ?
C21 C16 C17 119.4(5) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(5) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C00V 119.4(5) . . ?
C17 C18 C19 120.7(5) . . ?
C19 C18 C00V 119.8(5) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 C18 118.3(5) . . ?
C20 C19 H19 120.8 . . ?
C19 C20 C21 121.3(5) . . ?
C19 C20 C22 120.6(5) . . ?
C21 C20 C22 118.1(5) . . ?
C16 C21 C20 119.8(5) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
F4 C22 F5 102.9(6) . . ?
F4 C22 C20 113.0(5) . . ?
F5 C22 C20 114.0(5) . . ?
F6 C22 F4 107.1(8) . . ?
F6 C22 F5 106.2(7) . . ?
F6 C22 C20 112.9(6) . . ?
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
Se1 C1 1.887(5) . ?
Se1 C15 1.993(5) . ?
F1 C00V 1.341(9) . ?
F2 C00V 1.314(8) . ?
F3 C00V 1.310(8) . ?
F4 C22 1.293(8) . ?
F5 C22 1.309(8) . ?
F6 C22 1.265(9) . ?
O1 C11 1.192(7) . ?
O2 C11 1.337(6) . ?
O2 C12 1.440(8) . ?
O3 C13 1.231(6) . ?
N1 H1 0.8600 . ?
N1 C1 1.374(7) . ?
N1 C8 1.371(7) . ?
N2 H2 0.8600 . ?
N2 C10 1.447(6) . ?
N2 C13 1.329(7) . ?
C00V C18 1.494(8) . ?
C1 C2 1.388(7) . ?
C2 C3 1.446(7) . ?
C2 C9 1.494(7) . ?
C3 C4 1.406(7) . ?
C3 C8 1.412(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.405(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.391(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.543(7) . ?
C10 H10 0.9800 . ?
C10 C11 1.521(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.495(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.496(7) . ?
C16 C17 1.389(8) . ?
C16 C21 1.379(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(8) . ?
C18 C19 1.399(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(8) . ?
C20 C21 1.399(8) . ?
C20 C22 1.500(8) . ?
C21 H21 0.9300 . ?
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
_geom_hbond_publ_flag
N1 H1 O3 0.86 2.26 2.850(6) 125.3 1_455 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
Se1 C1 C2 C3 -176.2(4) . . . . ?
Se1 C1 C2 C9 2.5(8) . . . . ?
Se1 C15 C16 C17 -74.6(5) . . . . ?
Se1 C15 C16 C21 104.1(5) . . . . ?
F1 C00V C18 C17 -35.5(8) . . . . ?
F1 C00V C18 C19 146.3(6) . . . . ?
F2 C00V C18 C17 80.5(8) . . . . ?
F2 C00V C18 C19 -97.7(7) . . . . ?
F3 C00V C18 C17 -154.9(6) . . . . ?
F3 C00V C18 C19 26.9(9) . . . . ?
N1 C1 C2 C3 1.0(5) . . . . ?
N1 C1 C2 C9 179.6(5) . . . . ?
N2 C10 C11 O1 9.9(7) . . . . ?
N2 C10 C11 O2 -170.5(4) . . . . ?
C00V C18 C19 C20 178.4(5) . . . . ?
C1 N1 C8 C3 1.4(5) . . . . ?
C1 N1 C8 C7 -178.3(5) . . . . ?
C1 C2 C3 C4 176.7(5) . . . . ?
C1 C2 C3 C8 -0.1(5) . . . . ?
C1 C2 C9 C10 90.2(6) . . . . ?
C2 C3 C4 C5 -178.8(5) . . . . ?
C2 C3 C8 N1 -0.7(5) . . . . ?
C2 C3 C8 C7 178.9(5) . . . . ?
C2 C9 C10 N2 -64.6(6) . . . . ?
C2 C9 C10 C11 59.7(6) . . . . ?
C3 C2 C9 C10 -91.4(6) . . . . ?
C3 C4 C5 C6 1.0(9) . . . . ?
C4 C3 C8 N1 -178.1(4) . . . . ?
C4 C3 C8 C7 1.5(8) . . . . ?
C4 C5 C6 C7 1.1(10) . . . . ?
C5 C6 C7 C8 -1.8(9) . . . . ?
C6 C7 C8 N1 -179.9(5) . . . . ?
C6 C7 C8 C3 0.5(8) . . . . ?
C8 N1 C1 Se1 175.9(3) . . . . ?
C8 N1 C1 C2 -1.5(6) . . . . ?
C8 C3 C4 C5 -2.2(8) . . . . ?
C9 C2 C3 C4 -2.0(9) . . . . ?
C9 C2 C3 C8 -178.8(5) . . . . ?
C9 C10 C11 O1 -114.6(6) . . . . ?
C9 C10 C11 O2 65.0(5) . . . . ?
C10 N2 C13 O3 -6.2(8) . . . . ?
C10 N2 C13 C14 171.9(5) . . . . ?
C12 O2 C11 O1 0.9(7) . . . . ?
C12 O2 C11 C10 -178.7(4) . . . . ?
C13 N2 C10 C9 -124.5(5) . . . . ?
C13 N2 C10 C11 110.1(5) . . . . ?
C15 Se1 C1 N1 -72.6(4) . . . . ?
C15 Se1 C1 C2 104.2(5) . . . . ?
C15 C16 C17 C18 178.1(5) . . . . ?
C15 C16 C21 C20 -178.6(5) . . . . ?
C16 C17 C18 C00V -177.7(5) . . . . ?
C16 C17 C18 C19 0.5(8) . . . . ?
C17 C16 C21 C20 0.2(7) . . . . ?
C17 C18 C19 C20 0.2(8) . . . . ?
C18 C19 C20 C21 -0.7(8) . . . . ?
C18 C19 C20 C22 179.2(5) . . . . ?
C19 C20 C21 C16 0.5(8) . . . . ?
C19 C20 C22 F4 124.7(7) . . . . ?
C19 C20 C22 F5 7.7(9) . . . . ?
C19 C20 C22 F6 -113.6(9) . . . . ?
C21 C16 C17 C18 -0.7(8) . . . . ?
C21 C20 C22 F4 -55.4(8) . . . . ?
C21 C20 C22 F5 -172.4(6) . . . . ?
C21 C20 C22 F6 66.2(9) . . . . ?
C22 C20 C21 C16 -179.4(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352591
