#------------------------------------------------------------------------------
#$Date: 2024-07-05 16:26:56 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292808 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/30/7133056.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_7133056
loop_
_publ_author_name
'Liu, Chuan-Zhi'
'Zhang, Chi'
'Li, Zhong-Yi'
'Chen, Jiale'
'Wang, Tonglu'
'Zhang, Xiang-Kun'
'Yan, Meng'
'Zhai, Bin'
_publ_section_title
;
 Multiple non-covalent-interaction-directed supramolecular double helices:
 the orthogonality of hydrogen, halogen and chalcogen bonding.
;
_journal_issue                   47
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6063
_journal_page_last               6066
_journal_paper_doi               10.1039/d4cc01472c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C32 H34 F3 I N4 O5 Se'
_chemical_formula_sum            'C32 H34 F3 I N4 O5 Se'
_chemical_formula_weight         817.49
_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   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2jpr66
_audit_creation_date             2023-11-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-03-31 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                96.600(3)
_cell_angle_beta                 101.321(3)
_cell_angle_gamma                98.752(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5768(5)
_cell_length_b                   10.0412(3)
_cell_length_c                   18.3416(5)
_cell_measurement_reflns_used    10252
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.3130
_cell_measurement_theta_min      4.4920
_cell_volume                     1690.13(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  89.00   1.00    1.00    --    0.00  57.00  30.00   47
  2  ω     19.00  47.00   1.00    1.00    --    0.00  57.00 -60.00   28
  3  ω     15.00  88.00   1.00    1.00    --    0.00  82.00-150.00   73
  4  ω    -26.00  33.00   1.00    1.00    --    0.00  57.00  30.00   59
  5  ω    -27.00   6.00   1.00    1.00    --    0.00  57.00 -60.00   33
  6  ω    -33.00   9.00   1.00    1.00    --    0.00 -57.00 150.00   42
  7  ω     35.00 117.00   1.00    1.00    --   92.10 -45.00 120.00   82
  8  ω     12.00  68.00   1.00    1.00    --   92.10 -82.00 120.00   56
  9  ω      8.00 120.00   1.00    1.00    --   92.10 -61.00 120.00  112
 10  ω     83.00 115.00   1.00    1.00    --   92.10 -61.00 -30.00   32
 11  ω     16.00 128.00   1.00    1.00    --   92.10 -82.00 -90.00  112
 12  ω     56.00 124.00   1.00    1.00    --   92.10 -82.00   0.00   68
 13  ω      3.00 120.00   1.00    1.00    --   92.10 -61.00 -90.00  117
 14  ω     62.00 112.00   1.00    1.00    --   92.10 -30.00 -30.00   50
 15  ω     64.00 175.00   1.00    1.00    --   92.10  30.00   0.00  111
 16  ω      7.00  33.00   1.00    1.00    --   92.10 -30.00 -30.00   26
 17  ω     71.00 126.00   1.00    1.00    --   92.10 -82.00 120.00   55
 18  ω      3.00  36.00   1.00    1.00    --   92.10 -61.00 -30.00   33
 19  ω     82.00 179.00   1.00    1.00    --   92.10 -15.00 -90.00   97
 20  ω     73.00  99.00   1.00    1.00    --   92.10 -82.00-120.00   26
 21  ω     19.00  44.00   1.00    1.00    --   92.10 -15.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0902934000
_diffrn_orient_matrix_UB_12      -0.0151529000
_diffrn_orient_matrix_UB_13      0.0604067000
_diffrn_orient_matrix_UB_21      -0.1390236000
_diffrn_orient_matrix_UB_22      -0.0035567000
_diffrn_orient_matrix_UB_23      -0.0595776000
_diffrn_orient_matrix_UB_31      -0.0181383000
_diffrn_orient_matrix_UB_32      -0.1562200000
_diffrn_orient_matrix_UB_33      -0.0175122000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16871
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.066
_diffrn_reflns_theta_max         67.066
_diffrn_reflns_theta_min         4.506
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light gray'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    gray
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6014
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0339
_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)+(0.0446P)²+0.3895P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5418
_reflns_number_total             6014
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01472c2.cif
_cod_data_source_block           exp_3698_auto
_cod_depositor_comments
'Adding full bibliography for 7133055--7133056.cif.'
_cod_original_cell_volume        1690.13(11)
_cod_database_code               7133056
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.359
_shelx_estimated_absorpt_t_min   0.198
_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. Restrained distances
 Se1-N3_$1
 3.2 with sigma of 0.02
3.a Riding coordinates:
 N2(H2), N1(H1)
3.b Ternary CH refined with riding coordinates:
 C15(H15), C19(H19), C23(H23)
3.c Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C18(H18A,H18B), C22(H22A,H22B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C32(H32), C10(H10), C29(H29)
3.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C16(H16A,H16B,H16C), C20(H20A,H20B,H20C), C17(H17A,H17B,
 H17C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_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 1.930
_oxdiff_exptl_absorpt_empirical_full_min 0.609
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
I1 I -0.12870(2) 0.97708(2) 0.68227(2) 0.03506(9) Uani 1 1 d . . . . .
Se1 Se 0.12186(5) 0.92228(5) -0.05778(2) 0.04783(13) Uani 1 1 d D . . . .
F3 F 0.1685(3) 0.4726(2) 0.64677(12) 0.0470(6) Uani 1 1 d . . . . .
O2 O 0.3418(3) 0.3325(2) 0.51830(13) 0.0321(5) Uani 1 1 d . . . . .
F1 F -0.0835(3) 0.7375(2) 0.78040(12) 0.0497(6) Uani 1 1 d . . . . .
O3 O 0.4704(3) 0.3763(2) 0.27704(13) 0.0313(5) Uani 1 1 d . . . . .
F2 F 0.0505(3) 0.5238(3) 0.76378(14) 0.0603(7) Uani 1 1 d . . . . .
O5 O 0.4895(3) 0.6131(3) 0.15674(14) 0.0385(6) Uani 1 1 d . . . . .
N2 N 0.3442(3) 0.5872(3) 0.26521(15) 0.0284(6) Uani 1 1 d . . . . .
H2 H 0.395551 0.543465 0.237571 0.034 Uiso 1 1 d R U . . .
O4 O 0.2359(3) 0.7687(3) 0.28772(15) 0.0487(7) Uani 1 1 d . . . . .
N1 N 0.2171(3) 0.5424(3) 0.51206(15) 0.0283(6) Uani 1 1 d . . . . .
H1 H 0.223811 0.476796 0.543485 0.034 Uiso 1 1 d R U . . .
N3 N 0.0970(3) 0.9151(3) 0.03567(16) 0.0358(7) Uani 1 1 d . . . . .
C12 C 0.3432(3) 0.5283(3) 0.33164(18) 0.0262(7) Uani 1 1 d . . . . .
O1 O 0.1347(5) 0.7311(4) 0.48058(19) 0.0853(14) Uani 1 1 d . . . . .
C4 C -0.0351(4) 0.8046(3) 0.66687(19) 0.0305(7) Uani 1 1 d . . . . .
C3 C 0.0235(3) 0.7755(3) 0.60429(19) 0.0295(7) Uani 1 1 d . . . . .
H3 H 0.015788 0.833580 0.566846 0.035 Uiso 1 1 calc R U . . .
C31 C 0.1874(4) 0.8403(3) 0.06620(19) 0.0293(7) Uani 1 1 d . . . . .
C13 C 0.2778(3) 0.5740(3) 0.38887(18) 0.0268(7) Uani 1 1 d . . . . .
H13 H 0.231849 0.651191 0.385639 0.032 Uiso 1 1 calc R U . . .
C32 C 0.1988(4) 0.8077(3) 0.14042(19) 0.0294(7) Uani 1 1 d . . . . .
H32 H 0.137875 0.840386 0.170797 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4104(3) 0.4139(3) 0.33636(18) 0.0266(7) Uani 1 1 d . . . . .
C27 C 0.2958(4) 0.7305(3) 0.16850(19) 0.0283(7) Uani 1 1 d . . . . .
C8 C 0.2802(3) 0.5057(3) 0.45075(18) 0.0259(7) Uani 1 1 d . . . . .
C14 C 0.3965(4) 0.2074(3) 0.52297(19) 0.0289(7) Uani 1 1 d . . . . .
H14A H 0.502421 0.224031 0.526834 0.035 Uiso 1 1 calc R U . . .
H14B H 0.350250 0.140233 0.477570 0.035 Uiso 1 1 calc R U . . .
C10 C 0.4138(3) 0.3468(3) 0.39856(18) 0.0266(7) Uani 1 1 d . . . . .
H10 H 0.461213 0.270508 0.402388 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3476(3) 0.3920(3) 0.45503(18) 0.0259(7) Uani 1 1 d . . . . .
C26 C 0.2917(4) 0.6985(4) 0.24664(19) 0.0303(7) Uani 1 1 d . . . . .
C2 C 0.0927(4) 0.6650(3) 0.59457(19) 0.0292(7) Uani 1 1 d . . . . .
C28 C 0.3916(4) 0.6839(3) 0.1222(2) 0.0300(7) Uani 1 1 d . . . . .
N4 N 0.2599(4) 0.8187(4) -0.04914(18) 0.0496(9) Uani 1 1 d . . . . .
C29 C 0.3815(4) 0.7104(4) 0.0508(2) 0.0354(8) Uani 1 1 d . . . . .
H29 H 0.443221 0.677028 0.021087 0.042 Uiso 1 1 calc R U . . .
C30 C 0.2787(4) 0.7880(4) 0.0206(2) 0.0346(8) Uani 1 1 d . . . . .
C1 C 0.1012(4) 0.5818(4) 0.6503(2) 0.0340(8) Uani 1 1 d . . . . .
C6 C 0.0425(4) 0.6072(4) 0.7116(2) 0.0392(9) Uani 1 1 d . . . . .
C5 C -0.0256(4) 0.7171(4) 0.7198(2) 0.0367(8) Uani 1 1 d . . . . .
C18 C 0.5100(4) 0.2441(3) 0.2711(2) 0.0309(7) Uani 1 1 d . . . . .
H18A H 0.430380 0.175552 0.278875 0.037 Uiso 1 1 calc R U . . .
H18B H 0.597294 0.244136 0.310338 0.037 Uiso 1 1 calc R U . . .
C7 C 0.1508(4) 0.6487(4) 0.5235(2) 0.0361(8) Uani 1 1 d . . . . .
C15 C 0.3612(4) 0.1543(4) 0.5925(2) 0.0343(8) Uani 1 1 d . . . . .
H15 H 0.404546 0.225947 0.637112 0.041 Uiso 1 1 calc R U . . .
C22 C 0.5980(4) 0.5734(4) 0.1189(2) 0.0349(8) Uani 1 1 d . . . . .
H22A H 0.550224 0.528897 0.067179 0.042 Uiso 1 1 calc R U . . .
H22B H 0.643680 0.505100 0.145330 0.042 Uiso 1 1 calc R U . . .
C19 C 0.5402(4) 0.2076(4) 0.1941(2) 0.0366(8) Uani 1 1 d . . . . .
H19 H 0.620864 0.277631 0.187269 0.044 Uiso 1 1 calc R U . . .
C23 C 0.7153(4) 0.6897(4) 0.1147(2) 0.0455(10) Uani 1 1 d . . . . .
H23 H 0.668815 0.756400 0.086198 0.055 Uiso 1 1 calc R U . . .
C21 C 0.5895(6) 0.0690(4) 0.1915(3) 0.0593(13) Uani 1 1 d . . . . .
H21A H 0.680741 0.077091 0.228306 0.089 Uiso 1 1 calc R U . . .
H21B H 0.603748 0.039987 0.141026 0.089 Uiso 1 1 calc R U . . .
H21C H 0.515448 0.001503 0.203517 0.089 Uiso 1 1 calc R U . . .
C16 C 0.1992(4) 0.1216(4) 0.5861(2) 0.0462(10) Uani 1 1 d . . . . .
H16A H 0.157509 0.203559 0.578533 0.069 Uiso 1 1 calc R U . . .
H16B H 0.179548 0.090290 0.632331 0.069 Uiso 1 1 calc R U . . .
H16C H 0.155844 0.049828 0.543229 0.069 Uiso 1 1 calc R U . . .
C20 C 0.4086(5) 0.2039(5) 0.1321(3) 0.0602(12) Uani 1 1 d . . . . .
H20A H 0.327360 0.138718 0.139544 0.090 Uiso 1 1 calc R U . . .
H20B H 0.430683 0.175939 0.083274 0.090 Uiso 1 1 calc R U . . .
H20C H 0.382757 0.294796 0.133419 0.090 Uiso 1 1 calc R U . . .
C17 C 0.4303(5) 0.0282(5) 0.6029(3) 0.0569(12) Uani 1 1 d . . . . .
H17A H 0.385396 -0.044245 0.560553 0.085 Uiso 1 1 calc R U . . .
H17B H 0.415505 -0.003144 0.649887 0.085 Uiso 1 1 calc R U . . .
H17C H 0.534268 0.051249 0.604770 0.085 Uiso 1 1 calc R U . . .
C24 C 0.8171(5) 0.6316(5) 0.0700(3) 0.0659(14) Uani 1 1 d . . . . .
H24A H 0.861352 0.563600 0.096171 0.099 Uiso 1 1 calc R U . . .
H24B H 0.893046 0.705353 0.065263 0.099 Uiso 1 1 calc R U . . .
H24C H 0.762057 0.588589 0.019772 0.099 Uiso 1 1 calc R U . . .
C25 C 0.7922(5) 0.7625(5) 0.1919(3) 0.0653(13) Uani 1 1 d . . . . .
H25A H 0.721143 0.791243 0.219291 0.098 Uiso 1 1 calc R U . . .
H25B H 0.860348 0.842746 0.187151 0.098 Uiso 1 1 calc R U . . .
H25C H 0.845184 0.700934 0.219332 0.098 Uiso 1 1 calc R U . . .
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'
I I -0.3257 6.8362 '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
N3 Se1 N4 93.99(13) . . ?
C9 O2 C14 117.6(2) . . ?
C11 O3 C18 117.2(2) . . ?
C28 O5 C22 119.3(3) . . ?
C12 N2 H2 108.8 . . ?
C26 N2 H2 122.7 . . ?
C26 N2 C12 128.2(3) . . ?
C8 N1 H1 108.6 . . ?
C7 N1 H1 123.4 . . ?
C7 N1 C8 127.9(3) . . ?
C31 N3 Se1 106.8(2) . . ?
C13 C12 N2 124.5(3) . . ?
C13 C12 C11 120.2(3) . . ?
C11 C12 N2 115.3(3) . . ?
C3 C4 I1 121.5(2) . . ?
C5 C4 I1 120.7(3) . . ?
C5 C4 C3 117.8(3) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 C4 122.6(3) . . ?
C2 C3 H3 118.7 . . ?
N3 C31 C32 124.2(3) . . ?
N3 C31 C30 117.0(3) . . ?
C32 C31 C30 118.7(3) . . ?
C12 C13 H13 120.2 . . ?
C8 C13 C12 119.5(3) . . ?
C8 C13 H13 120.2 . . ?
C31 C32 H32 119.5 . . ?
C27 C32 C31 121.0(3) . . ?
C27 C32 H32 119.5 . . ?
O3 C11 C12 115.7(3) . . ?
O3 C11 C10 124.1(3) . . ?
C10 C11 C12 120.2(3) . . ?
C32 C27 C26 115.4(3) . . ?
C32 C27 C28 119.1(3) . . ?
C28 C27 C26 125.5(3) . . ?
C13 C8 N1 124.5(3) . . ?
C13 C8 C9 119.9(3) . . ?
C9 C8 N1 115.5(3) . . ?
O2 C14 H14A 110.3 . . ?
O2 C14 H14B 110.3 . . ?
O2 C14 C15 107.2(3) . . ?
H14A C14 H14B 108.5 . . ?
C15 C14 H14A 110.3 . . ?
C15 C14 H14B 110.3 . . ?
C11 C10 H10 120.3 . . ?
C9 C10 C11 119.4(3) . . ?
C9 C10 H10 120.3 . . ?
O2 C9 C8 114.6(3) . . ?
O2 C9 C10 124.6(3) . . ?
C10 C9 C8 120.8(3) . . ?
N2 C26 C27 116.4(3) . . ?
O4 C26 N2 123.7(3) . . ?
O4 C26 C27 119.8(3) . . ?
C3 C2 C1 117.1(3) . . ?
C3 C2 C7 115.7(3) . . ?
C1 C2 C7 127.1(3) . . ?
O5 C28 C27 114.6(3) . . ?
C29 C28 O5 124.0(3) . . ?
C29 C28 C27 121.4(3) . . ?
C30 N4 Se1 106.3(2) . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.7(3) . . ?
C30 C29 H29 120.1 . . ?
N4 C30 C31 115.9(3) . . ?
N4 C30 C29 124.2(3) . . ?
C29 C30 C31 119.9(3) . . ?
F3 C1 C2 121.8(3) . . ?
F3 C1 C6 116.9(3) . . ?
C6 C1 C2 121.3(3) . . ?
F2 C6 C1 119.9(3) . . ?
F2 C6 C5 119.7(3) . . ?
C1 C6 C5 120.4(3) . . ?
F1 C5 C4 120.7(3) . . ?
F1 C5 C6 118.5(3) . . ?
C6 C5 C4 120.8(3) . . ?
O3 C18 H18A 109.8 . . ?
O3 C18 H18B 109.8 . . ?
O3 C18 C19 109.4(3) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
N1 C7 C2 117.3(3) . . ?
O1 C7 N1 123.9(3) . . ?
O1 C7 C2 118.8(3) . . ?
C14 C15 H15 108.7 . . ?
C14 C15 C17 108.3(3) . . ?
C16 C15 C14 111.2(3) . . ?
C16 C15 H15 108.7 . . ?
C16 C15 C17 111.1(3) . . ?
C17 C15 H15 108.7 . . ?
O5 C22 H22A 108.7 . . ?
O5 C22 H22B 108.7 . . ?
O5 C22 C23 114.4(3) . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C18 C19 H19 108.7 . . ?
C18 C19 C21 107.7(3) . . ?
C18 C19 C20 111.7(3) . . ?
C21 C19 H19 108.7 . . ?
C20 C19 H19 108.7 . . ?
C20 C19 C21 111.3(4) . . ?
C22 C23 H23 108.2 . . ?
C22 C23 C24 107.7(3) . . ?
C24 C23 H23 108.2 . . ?
C25 C23 C22 111.4(4) . . ?
C25 C23 H23 108.2 . . ?
C25 C23 C24 113.0(4) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
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
I1 C4 2.084(3) . ?
Se1 N3 1.784(3) . ?
Se1 N4 1.796(3) . ?
F3 C1 1.356(4) . ?
O2 C14 1.437(4) . ?
O2 C9 1.372(4) . ?
F1 C5 1.344(4) . ?
O3 C11 1.369(4) . ?
O3 C18 1.434(4) . ?
F2 C6 1.341(4) . ?
O5 C28 1.363(4) . ?
O5 C22 1.438(4) . ?
N2 H2 0.8973 . ?
N2 C12 1.415(4) . ?
N2 C26 1.345(4) . ?
O4 C26 1.225(4) . ?
N1 H1 0.9251 . ?
N1 C8 1.416(4) . ?
N1 C7 1.339(4) . ?
N3 C31 1.316(4) . ?
C12 C13 1.393(4) . ?
C12 C11 1.402(4) . ?
O1 C7 1.212(4) . ?
C4 C3 1.394(5) . ?
C4 C5 1.381(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.388(5) . ?
C31 C32 1.424(4) . ?
C31 C30 1.438(5) . ?
C13 H13 0.9500 . ?
C13 C8 1.390(4) . ?
C32 H32 0.9500 . ?
C32 C27 1.361(4) . ?
C11 C10 1.388(4) . ?
C27 C26 1.511(4) . ?
C27 C28 1.459(4) . ?
C8 C9 1.397(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.514(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.385(4) . ?
C2 C1 1.390(5) . ?
C2 C7 1.516(5) . ?
C28 C29 1.354(5) . ?
N4 C30 1.335(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.415(5) . ?
C1 C6 1.368(5) . ?
C6 C5 1.373(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.513(5) . ?
C15 H15 1.0000 . ?
C15 C16 1.514(5) . ?
C15 C17 1.529(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.512(5) . ?
C19 H19 1.0000 . ?
C19 C21 1.535(5) . ?
C19 C20 1.515(6) . ?
C23 H23 1.0000 . ?
C23 C24 1.531(6) . ?
C23 C25 1.506(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
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
I1 C4 C3 C2 176.8(3) . . . . ?
I1 C4 C5 F1 3.6(5) . . . . ?
I1 C4 C5 C6 -176.7(3) . . . . ?
Se1 N3 C31 C32 -178.7(3) . . . . ?
Se1 N3 C31 C30 0.8(4) . . . . ?
Se1 N4 C30 C31 1.1(4) . . . . ?
Se1 N4 C30 C29 -178.2(3) . . . . ?
F3 C1 C6 F2 -1.4(6) . . . . ?
F3 C1 C6 C5 179.1(3) . . . . ?
O2 C14 C15 C16 62.7(4) . . . . ?
O2 C14 C15 C17 -174.9(3) . . . . ?
O3 C11 C10 C9 -179.0(3) . . . . ?
O3 C18 C19 C21 177.2(3) . . . . ?
O3 C18 C19 C20 -60.4(4) . . . . ?
F2 C6 C5 F1 -0.4(6) . . . . ?
F2 C6 C5 C4 179.9(4) . . . . ?
O5 C28 C29 C30 -178.3(3) . . . . ?
O5 C22 C23 C24 -177.4(3) . . . . ?
O5 C22 C23 C25 58.1(4) . . . . ?
N2 C12 C13 C8 178.2(3) . . . . ?
N2 C12 C11 O3 1.3(4) . . . . ?
N2 C12 C11 C10 -179.0(3) . . . . ?
N1 C8 C9 O2 0.2(4) . . . . ?
N1 C8 C9 C10 -179.7(3) . . . . ?
N3 Se1 N4 C30 -0.6(3) . . . . ?
N3 C31 C32 C27 -179.5(3) . . . . ?
N3 C31 C30 N4 -1.4(5) . . . . ?
N3 C31 C30 C29 178.0(3) . . . . ?
C12 N2 C26 O4 1.6(6) . . . . ?
C12 N2 C26 C27 -174.6(3) . . . . ?
C12 C13 C8 N1 -179.8(3) . . . . ?
C12 C13 C8 C9 -0.2(5) . . . . ?
C12 C11 C10 C9 1.4(5) . . . . ?
C4 C3 C2 C1 0.3(5) . . . . ?
C4 C3 C2 C7 -179.7(3) . . . . ?
C3 C4 C5 F1 -178.2(3) . . . . ?
C3 C4 C5 C6 1.5(6) . . . . ?
C3 C2 C1 F3 -178.9(3) . . . . ?
C3 C2 C1 C6 0.7(5) . . . . ?
C3 C2 C7 N1 -179.4(3) . . . . ?
C3 C2 C7 O1 0.3(6) . . . . ?
C31 C32 C27 C26 -177.4(3) . . . . ?
C31 C32 C27 C28 1.7(5) . . . . ?
C13 C12 C11 O3 179.4(3) . . . . ?
C13 C12 C11 C10 -0.9(5) . . . . ?
C13 C8 C9 O2 -179.4(3) . . . . ?
C13 C8 C9 C10 0.7(5) . . . . ?
C32 C31 C30 N4 178.1(3) . . . . ?
C32 C31 C30 C29 -2.5(5) . . . . ?
C32 C27 C26 N2 156.7(3) . . . . ?
C32 C27 C26 O4 -19.6(5) . . . . ?
C32 C27 C28 O5 176.9(3) . . . . ?
C32 C27 C28 C29 -3.1(5) . . . . ?
C11 O3 C18 C19 166.7(3) . . . . ?
C11 C12 C13 C8 0.3(5) . . . . ?
C11 C10 C9 O2 178.8(3) . . . . ?
C11 C10 C9 C8 -1.3(5) . . . . ?
C27 C28 C29 C30 1.7(5) . . . . ?
C8 N1 C7 O1 0.4(7) . . . . ?
C8 N1 C7 C2 -179.8(3) . . . . ?
C14 O2 C9 C8 174.1(3) . . . . ?
C14 O2 C9 C10 -6.0(5) . . . . ?
C9 O2 C14 C15 -173.2(3) . . . . ?
C26 N2 C12 C13 3.9(5) . . . . ?
C26 N2 C12 C11 -178.1(3) . . . . ?
C26 C27 C28 O5 -4.2(5) . . . . ?
C26 C27 C28 C29 175.8(3) . . . . ?
C2 C1 C6 F2 178.9(4) . . . . ?
C2 C1 C6 C5 -0.6(6) . . . . ?
C28 O5 C22 C23 72.1(4) . . . . ?
C28 C27 C26 N2 -22.3(5) . . . . ?
C28 C27 C26 O4 161.4(4) . . . . ?
C28 C29 C30 C31 1.1(5) . . . . ?
C28 C29 C30 N4 -179.6(4) . . . . ?
N4 Se1 N3 C31 -0.1(3) . . . . ?
C30 C31 C32 C27 1.1(5) . . . . ?
C1 C2 C7 N1 0.5(6) . . . . ?
C1 C2 C7 O1 -179.7(4) . . . . ?
C1 C6 C5 F1 179.2(3) . . . . ?
C1 C6 C5 C4 -0.5(6) . . . . ?
C5 C4 C3 C2 -1.4(5) . . . . ?
C18 O3 C11 C12 -166.1(3) . . . . ?
C18 O3 C11 C10 14.3(5) . . . . ?
C7 N1 C8 C13 -2.9(6) . . . . ?
C7 N1 C8 C9 177.5(3) . . . . ?
C7 C2 C1 F3 1.1(6) . . . . ?
C7 C2 C1 C6 -179.3(4) . . . . ?
C22 O5 C28 C27 -174.2(3) . . . . ?
C22 O5 C28 C29 5.8(5) . . . . ?
