#------------------------------------------------------------------------------
#$Date: 2023-06-30 00:54:41 +0300 (Fri, 30 Jun 2023) $
#$Revision: 284710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/17/7131793.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_7131793
loop_
_publ_author_name
'Zhou, Yunhao'
'Zheng, Tao'
'Xu, Yue'
'Li, Bo'
'Wang, Yuchi'
'Mei, Ruhuai'
'Gu, Linghui'
'Ma, Wenbo'
_publ_section_title
;
 Palladium-catalyzed distal selective C-H chalcogenation of biphenyl
 amines.
;
_journal_issue                   53
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8262
_journal_page_last               8265
_journal_paper_doi               10.1039/d3cc02209a
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C24 H18 N2 O Se'
_chemical_formula_sum            'C24 H18 N2 O Se'
_chemical_formula_weight         429.36
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-04-14 deposited with the CCDC.	2023-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.412(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.2884(10)
_cell_length_b                   12.8941(9)
_cell_length_c                   21.3671(16)
_cell_measurement_reflns_used    8576
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.655
_cell_measurement_theta_min      2.488
_cell_volume                     4040.5(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            58270
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.588
_diffrn_reflns_theta_min         1.987
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.875
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0879 before and 0.0601 after correction.
The Ratio of minimum to maximum transmission is 0.6691.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.51
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00145(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         9312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0310P)²+0.9101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0777
_refine_ls_wR_factor_ref         0.0954
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5176
_reflns_number_total             9312
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc02209a2.cif
_cod_data_source_block           mo_glh_mwb_zyh_1_265a_0m_a
_cod_database_code               7131793
_shelx_shelxl_version_number     2014/7
_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   0.448
_shelx_estimated_absorpt_t_min   0.431
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6A), C1(H1), C2(H2), C3(H3A), C4(H4), C6(H6), C7(H7), C8(H8),
 C9(H9), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30),
  C31(H31), C32(H32), C37(H37), C38(H38), C39(H39), C40(H40), C42(H42),
 C43(H43), C44(H44), C45(H45), C46(H46)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.61258(2) 0.50688(2) 0.06248(2) 0.06836(13) Uani 1 1 d . . . . .
Se2 Se 0.63810(2) 0.36983(2) 0.55549(2) 0.05915(11) Uani 1 1 d . . . . .
O1 O 0.54186(18) 0.78244(18) 0.23833(11) 0.0903(8) Uani 1 1 d . . . . .
O2 O 0.55002(18) 0.67182(19) 0.71541(13) 0.1000(9) Uani 1 1 d . . . . .
C36 C 0.73724(18) 0.5434(2) 0.10318(13) 0.0489(7) Uani 1 1 d . . . . .
C48 C 0.75834(17) 0.64803(19) 0.11374(12) 0.0421(6) Uani 1 1 d . . . . .
N3 N 0.63815(15) 0.69860(17) 0.19110(11) 0.0500(6) Uani 1 1 d . . . . .
H3 H 0.6760 0.6477 0.1976 0.060 Uiso 1 1 calc R U . . .
N4 N 0.66921(17) 0.55282(18) 0.28258(12) 0.0564(6) Uani 1 1 d . . . . .
C5 C 0.75732(18) 0.4091(2) 0.60829(13) 0.0452(6) Uani 1 1 d . . . . .
N6 N 0.64014(17) 0.57216(18) 0.67137(13) 0.0611(7) Uani 1 1 d . . . . .
H6A H 0.6701 0.5148 0.6778 0.073 Uiso 1 1 calc R U . . .
C1 C 0.84942(19) 0.6752(2) 0.14062(13) 0.0517(7) Uani 1 1 d . . . . .
H1 H 0.8650 0.7449 0.1476 0.062 Uiso 1 1 calc R U . . .
C2 C 0.9167(2) 0.6014(2) 0.15703(15) 0.0615(8) Uani 1 1 d . . . . .
H2 H 0.9773 0.6210 0.1746 0.074 Uiso 1 1 calc R U . . .
C3 C 0.8942(2) 0.4984(2) 0.14737(17) 0.0681(9) Uani 1 1 d . . . . .
H3A H 0.9396 0.4482 0.1593 0.082 Uiso 1 1 calc R U . . .
C4 C 0.8055(2) 0.4691(2) 0.12035(16) 0.0639(9) Uani 1 1 d . . . . .
H4 H 0.7909 0.3992 0.1135 0.077 Uiso 1 1 calc R U . . .
C47 C 0.68728(18) 0.73092(19) 0.09526(13) 0.0456(7) Uani 1 1 d . . . . .
C6 C 0.6787(2) 0.7874(2) 0.03897(15) 0.0620(8) Uani 1 1 d . . . . .
H6 H 0.7146 0.7696 0.0120 0.074 Uiso 1 1 calc R U . . .
C7 C 0.6188(2) 0.8691(3) 0.02152(17) 0.0736(10) Uani 1 1 d . . . . .
H7 H 0.6144 0.9062 -0.0166 0.088 Uiso 1 1 calc R U . . .
C8 C 0.5661(2) 0.8945(2) 0.06128(17) 0.0707(9) Uani 1 1 d . . . . .
H8 H 0.5259 0.9501 0.0502 0.085 Uiso 1 1 calc R U . . .
C9 C 0.5711(2) 0.8397(2) 0.11737(15) 0.0600(8) Uani 1 1 d . . . . .
H9 H 0.5342 0.8577 0.1436 0.072 Uiso 1 1 calc R U . . .
C10 C 0.63191(19) 0.75691(19) 0.13467(13) 0.0466(7) Uani 1 1 d . . . . .
C11 C 0.5934(2) 0.7109(2) 0.23666(14) 0.0542(7) Uani 1 1 d . . . . .
C12 C 0.61149(18) 0.6274(2) 0.28756(13) 0.0481(7) Uani 1 1 d . . . . .
C13 C 0.6844(2) 0.4789(2) 0.32789(16) 0.0691(9) Uani 1 1 d . . . . .
H13 H 0.7244 0.4258 0.3254 0.083 Uiso 1 1 calc R U . . .
C14 C 0.6448(3) 0.4761(3) 0.37798(16) 0.0703(9) Uani 1 1 d . . . . .
H14 H 0.6585 0.4232 0.4088 0.084 Uiso 1 1 calc R U . . .
C15 C 0.5853(2) 0.5522(3) 0.38140(16) 0.0729(10) Uani 1 1 d . . . . .
H15 H 0.5561 0.5517 0.4141 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5689(2) 0.6300(3) 0.33584(15) 0.0659(9) Uani 1 1 d . . . . .
H16 H 0.5293 0.6839 0.3377 0.079 Uiso 1 1 calc R U . . .
C17 C 0.61696(19) 0.3684(2) 0.09471(16) 0.0581(8) Uani 1 1 d . . . . .
C18 C 0.6318(2) 0.3502(3) 0.15977(18) 0.0766(10) Uani 1 1 d . . . . .
H18 H 0.6380 0.4057 0.1885 0.092 Uiso 1 1 calc R U . . .
C19 C 0.6378(3) 0.2501(4) 0.1831(2) 0.0941(12) Uani 1 1 d . . . . .
H19 H 0.6483 0.2381 0.2276 0.113 Uiso 1 1 calc R U . . .
C20 C 0.6283(3) 0.1687(3) 0.1410(3) 0.0980(14) Uani 1 1 d . . . . .
H20 H 0.6323 0.1011 0.1567 0.118 Uiso 1 1 calc R U . . .
C21 C 0.6132(3) 0.1861(3) 0.0767(3) 0.1024(14) Uani 1 1 d . . . . .
H21 H 0.6072 0.1304 0.0482 0.123 Uiso 1 1 calc R U . . .
C22 C 0.6067(3) 0.2856(3) 0.05296(19) 0.0852(11) Uani 1 1 d . . . . .
H22 H 0.5952 0.2970 0.0084 0.102 Uiso 1 1 calc R U . . .
C23 C 0.77791(18) 0.5150(2) 0.61487(13) 0.0465(7) Uani 1 1 d . . . . .
C24 C 0.86450(19) 0.5442(2) 0.65115(14) 0.0553(8) Uani 1 1 d . . . . .
H24 H 0.8792 0.6143 0.6556 0.066 Uiso 1 1 calc R U . . .
C25 C 0.9292(2) 0.4722(2) 0.68080(16) 0.0619(8) Uani 1 1 d . . . . .
H25 H 0.9871 0.4935 0.7049 0.074 Uiso 1 1 calc R U . . .
C26 C 0.9078(2) 0.3679(2) 0.67452(16) 0.0631(8) Uani 1 1 d . . . . .
H26 H 0.9510 0.3188 0.6949 0.076 Uiso 1 1 calc R U . . .
C27 C 0.8228(2) 0.3368(2) 0.63812(14) 0.0558(8) Uani 1 1 d . . . . .
H27 H 0.8090 0.2665 0.6335 0.067 Uiso 1 1 calc R U . . .
C28 C 0.7098(2) 0.5967(2) 0.58557(14) 0.0523(7) Uani 1 1 d . . . . .
C29 C 0.7153(2) 0.6494(2) 0.53060(16) 0.0738(10) Uani 1 1 d . . . . .
H29 H 0.7589 0.6299 0.5101 0.089 Uiso 1 1 calc R U . . .
C30 C 0.6568(3) 0.7311(3) 0.5055(2) 0.0925(13) Uani 1 1 d . . . . .
H30 H 0.6622 0.7671 0.4691 0.111 Uiso 1 1 calc R U . . .
C31 C 0.5923(3) 0.7578(3) 0.5343(2) 0.0903(13) Uani 1 1 d . . . . .
H31 H 0.5525 0.8118 0.5169 0.108 Uiso 1 1 calc R U . . .
C32 C 0.5838(2) 0.7073(2) 0.58871(19) 0.0756(10) Uani 1 1 d . . . . .
H32 H 0.5387 0.7269 0.6078 0.091 Uiso 1 1 calc R U . . .
C33 C 0.6433(2) 0.6261(2) 0.61542(15) 0.0567(8) Uani 1 1 d . . . . .
C34 C 0.5978(2) 0.5954(3) 0.71682(17) 0.0661(9) Uani 1 1 d . . . . .
C35 C 0.6143(2) 0.5182(3) 0.77052(17) 0.0639(8) Uani 1 1 d . . . . .
N36 N 0.66045(19) 0.4333(2) 0.76384(14) 0.0715(8) Uani 1 1 d . . . . .
C37 C 0.6763(3) 0.3638(3) 0.8117(2) 0.0919(12) Uani 1 1 d . . . . .
H37 H 0.7088 0.3043 0.8077 0.110 Uiso 1 1 calc R U . . .
C38 C 0.6476(3) 0.3750(4) 0.8663(2) 0.1118(15) Uani 1 1 d . . . . .
H38 H 0.6597 0.3240 0.8984 0.134 Uiso 1 1 calc R U . . .
C39 C 0.6013(4) 0.4619(5) 0.8726(2) 0.1220(17) Uani 1 1 d . . . . .
H39 H 0.5815 0.4717 0.9095 0.146 Uiso 1 1 calc R U . . .
C40 C 0.5838(3) 0.5355(4) 0.8241(2) 0.0957(13) Uani 1 1 d . . . . .
H40 H 0.5519 0.5957 0.8276 0.115 Uiso 1 1 calc R U . . .
C41 C 0.63778(18) 0.2287(2) 0.58312(15) 0.0521(7) Uani 1 1 d . . . . .
C42 C 0.6385(2) 0.1496(2) 0.53985(17) 0.0696(9) Uani 1 1 d . . . . .
H42 H 0.6409 0.1648 0.4978 0.083 Uiso 1 1 calc R U . . .
C43 C 0.6357(3) 0.0487(3) 0.5588(2) 0.0946(13) Uani 1 1 d . . . . .
H43 H 0.6356 -0.0045 0.5294 0.113 Uiso 1 1 calc R U . . .
C44 C 0.6330(3) 0.0254(3) 0.6196(3) 0.0962(14) Uani 1 1 d . . . . .
H44 H 0.6312 -0.0435 0.6319 0.115 Uiso 1 1 calc R U . . .
C45 C 0.6330(2) 0.1030(3) 0.6634(2) 0.0865(11) Uani 1 1 d . . . . .
H45 H 0.6315 0.0867 0.7055 0.104 Uiso 1 1 calc R U . . .
C46 C 0.6351(2) 0.2054(3) 0.64497(17) 0.0666(9) Uani 1 1 d . . . . .
H46 H 0.6347 0.2582 0.6745 0.080 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 0.0033 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'
Se Se -0.0929 2.2259 '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
C17 Se1 C36 97.90(12) . . ?
C41 Se2 C5 98.89(12) . . ?
C48 C36 Se1 117.88(19) . . ?
C4 C36 Se1 121.8(2) . . ?
C4 C36 C48 120.3(3) . . ?
C36 C48 C1 118.1(2) . . ?
C36 C48 C47 122.2(2) . . ?
C1 C48 C47 119.7(2) . . ?
C10 N3 H3 115.4 . . ?
C11 N3 H3 115.4 . . ?
C11 N3 C10 129.3(2) . . ?
C12 N4 C13 116.3(3) . . ?
C23 C5 Se2 117.8(2) . . ?
C27 C5 Se2 122.4(2) . . ?
C27 C5 C23 119.9(3) . . ?
C33 N6 H6A 114.8 . . ?
C34 N6 H6A 114.8 . . ?
C34 N6 C33 130.4(3) . . ?
C48 C1 H1 119.3 . . ?
C2 C1 C48 121.4(3) . . ?
C2 C1 H1 119.3 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3A 119.8 . . ?
C36 C4 H4 119.9 . . ?
C3 C4 C36 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C6 C47 C48 119.4(2) . . ?
C6 C47 C10 118.4(3) . . ?
C10 C47 C48 122.2(2) . . ?
C47 C6 H6 118.9 . . ?
C7 C6 C47 122.2(3) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 H7 120.7 . . ?
C8 C7 C6 118.7(3) . . ?
C8 C7 H7 120.7 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C47 C10 N3 119.1(2) . . ?
C47 C10 C9 119.8(3) . . ?
C9 C10 N3 121.1(3) . . ?
O1 C11 N3 125.0(3) . . ?
O1 C11 C12 120.7(3) . . ?
N3 C11 C12 114.3(2) . . ?
N4 C12 C11 116.9(2) . . ?
N4 C12 C16 123.1(3) . . ?
C16 C12 C11 120.0(3) . . ?
N4 C13 H13 117.9 . . ?
N4 C13 C14 124.2(3) . . ?
C14 C13 H13 117.9 . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.3(3) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 H15 120.6 . . ?
C14 C15 C16 118.9(3) . . ?
C16 C15 H15 120.6 . . ?
C12 C16 C15 119.2(3) . . ?
C12 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 Se1 120.5(2) . . ?
C18 C17 C22 119.0(3) . . ?
C22 C17 Se1 120.5(3) . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.3(3) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.9(4) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(4) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.5(4) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 C21 120.2(4) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C5 C23 C28 122.5(2) . . ?
C24 C23 C5 118.3(3) . . ?
C24 C23 C28 119.1(2) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.6(3) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.5(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C5 C27 H27 119.7 . . ?
C26 C27 C5 120.7(3) . . ?
C26 C27 H27 119.7 . . ?
C29 C28 C23 120.2(3) . . ?
C29 C28 C33 118.8(3) . . ?
C33 C28 C23 120.8(3) . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 121.0(4) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.5(4) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.2 . . ?
C30 C31 C32 121.5(4) . . ?
C32 C31 H31 119.2 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.7(4) . . ?
C33 C32 H32 120.1 . . ?
N6 C33 C28 117.5(3) . . ?
N6 C33 C32 123.1(3) . . ?
C28 C33 C32 119.4(3) . . ?
O2 C34 N6 124.7(3) . . ?
O2 C34 C35 122.0(3) . . ?
N6 C34 C35 113.4(3) . . ?
N36 C35 C34 116.6(3) . . ?
N36 C35 C40 122.6(4) . . ?
C40 C35 C34 120.8(3) . . ?
C37 N36 C35 117.3(3) . . ?
N36 C37 H37 118.2 . . ?
N36 C37 C38 123.5(4) . . ?
C38 C37 H37 118.2 . . ?
C37 C38 H38 120.7 . . ?
C39 C38 C37 118.5(5) . . ?
C39 C38 H38 120.7 . . ?
C38 C39 H39 120.2 . . ?
C38 C39 C40 119.5(4) . . ?
C40 C39 H39 120.2 . . ?
C35 C40 C39 118.4(4) . . ?
C35 C40 H40 120.8 . . ?
C39 C40 H40 120.8 . . ?
C42 C41 Se2 119.7(2) . . ?
C46 C41 Se2 120.7(2) . . ?
C46 C41 C42 119.6(3) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 C41 119.9(3) . . ?
C43 C42 H42 120.1 . . ?
C42 C43 H43 119.6 . . ?
C44 C43 C42 120.7(4) . . ?
C44 C43 H43 119.6 . . ?
C43 C44 H44 119.9 . . ?
C43 C44 C45 120.2(4) . . ?
C45 C44 H44 119.9 . . ?
C44 C45 H45 120.0 . . ?
C44 C45 C46 119.9(4) . . ?
C46 C45 H45 120.0 . . ?
C41 C46 C45 119.7(3) . . ?
C41 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
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 C36 1.917(3) . ?
Se1 C17 1.909(3) . ?
Se2 C5 1.921(3) . ?
Se2 C41 1.914(3) . ?
O1 C11 1.220(3) . ?
O2 C34 1.222(3) . ?
C36 C48 1.390(3) . ?
C36 C4 1.388(4) . ?
C48 C1 1.393(4) . ?
C48 C47 1.495(3) . ?
N3 H3 0.8600 . ?
N3 C10 1.401(3) . ?
N3 C11 1.348(3) . ?
N4 C12 1.330(3) . ?
N4 C13 1.331(4) . ?
C5 C23 1.399(3) . ?
C5 C27 1.385(4) . ?
N6 H6A 0.8600 . ?
N6 C33 1.396(4) . ?
N6 C34 1.344(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.373(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.369(4) . ?
C4 H4 0.9300 . ?
C47 C6 1.380(4) . ?
C47 C10 1.393(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.367(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.375(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.395(4) . ?
C11 C12 1.499(4) . ?
C12 C16 1.367(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.355(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(4) . ?
C17 C22 1.371(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.377(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.364(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.345(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.384(4) . ?
C23 C28 1.489(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.375(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.381(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.373(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.380(4) . ?
C28 C33 1.397(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.348(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.369(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.398(4) . ?
C34 C35 1.486(5) . ?
C35 N36 1.331(4) . ?
C35 C40 1.372(5) . ?
N36 C37 1.329(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.365(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.353(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.374(6) . ?
C40 H40 0.9300 . ?
C41 C42 1.379(4) . ?
C41 C46 1.367(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.367(5) . ?
C43 H43 0.9300 . ?
C43 C44 1.344(5) . ?
C44 H44 0.9300 . ?
C44 C45 1.370(5) . ?
C45 H45 0.9300 . ?
C45 C46 1.381(5) . ?
C46 H46 0.9300 . ?
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 C36 C48 C1 -177.2(2) . . . . ?
Se1 C36 C48 C47 0.8(4) . . . . ?
Se1 C36 C4 C3 177.8(3) . . . . ?
Se1 C17 C18 C19 -178.0(3) . . . . ?
Se1 C17 C22 C21 177.6(3) . . . . ?
Se2 C5 C23 C24 -178.1(2) . . . . ?
Se2 C5 C23 C28 3.2(4) . . . . ?
Se2 C5 C27 C26 178.8(2) . . . . ?
Se2 C41 C42 C43 -178.1(3) . . . . ?
Se2 C41 C46 C45 178.6(2) . . . . ?
O1 C11 C12 N4 -179.3(3) . . . . ?
O1 C11 C12 C16 1.1(4) . . . . ?
O2 C34 C35 N36 174.0(3) . . . . ?
O2 C34 C35 C40 -6.7(5) . . . . ?
C36 C48 C1 C2 -0.7(4) . . . . ?
C36 C48 C47 C6 -101.6(3) . . . . ?
C36 C48 C47 C10 81.6(3) . . . . ?
C48 C36 C4 C3 -0.5(5) . . . . ?
C48 C1 C2 C3 -0.5(5) . . . . ?
C48 C47 C6 C7 -175.6(3) . . . . ?
C48 C47 C10 N3 -4.8(4) . . . . ?
C48 C47 C10 C9 175.5(3) . . . . ?
N3 C11 C12 N4 0.7(4) . . . . ?
N3 C11 C12 C16 -178.8(3) . . . . ?
N4 C12 C16 C15 -0.4(5) . . . . ?
N4 C13 C14 C15 1.1(5) . . . . ?
C5 C23 C24 C25 -0.6(4) . . . . ?
C5 C23 C28 C29 -105.2(3) . . . . ?
C5 C23 C28 C33 79.1(4) . . . . ?
N6 C34 C35 N36 -6.0(4) . . . . ?
N6 C34 C35 C40 173.3(3) . . . . ?
C1 C48 C47 C6 76.3(3) . . . . ?
C1 C48 C47 C10 -100.5(3) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C2 C3 C4 C36 -0.8(5) . . . . ?
C4 C36 C48 C1 1.2(4) . . . . ?
C4 C36 C48 C47 179.2(3) . . . . ?
C47 C48 C1 C2 -178.7(3) . . . . ?
C47 C6 C7 C8 -0.3(5) . . . . ?
C6 C47 C10 N3 178.4(2) . . . . ?
C6 C47 C10 C9 -1.3(4) . . . . ?
C6 C7 C8 C9 -0.7(5) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C8 C9 C10 N3 -179.3(3) . . . . ?
C8 C9 C10 C47 0.4(4) . . . . ?
C10 N3 C11 O1 -5.2(5) . . . . ?
C10 N3 C11 C12 174.8(2) . . . . ?
C10 C47 C6 C7 1.3(5) . . . . ?
C11 N3 C10 C47 178.4(3) . . . . ?
C11 N3 C10 C9 -2.0(4) . . . . ?
C11 C12 C16 C15 179.1(3) . . . . ?
C12 N4 C13 C14 -0.1(5) . . . . ?
C13 N4 C12 C11 -179.7(3) . . . . ?
C13 N4 C12 C16 -0.2(4) . . . . ?
C13 C14 C15 C16 -1.6(5) . . . . ?
C14 C15 C16 C12 1.4(5) . . . . ?
C17 C18 C19 C20 -0.4(6) . . . . ?
C18 C17 C22 C21 -1.3(5) . . . . ?
C18 C19 C20 C21 0.1(6) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
C20 C21 C22 C17 1.1(6) . . . . ?
C22 C17 C18 C19 1.0(5) . . . . ?
C23 C5 C27 C26 0.4(4) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C23 C28 C29 C30 -175.1(3) . . . . ?
C23 C28 C33 N6 -3.5(4) . . . . ?
C23 C28 C33 C32 176.3(3) . . . . ?
C24 C23 C28 C29 76.1(4) . . . . ?
C24 C23 C28 C33 -99.6(3) . . . . ?
C24 C25 C26 C27 0.9(5) . . . . ?
C25 C26 C27 C5 -1.0(5) . . . . ?
C27 C5 C23 C24 0.4(4) . . . . ?
C27 C5 C23 C28 -178.3(3) . . . . ?
C28 C23 C24 C25 178.2(3) . . . . ?
C28 C29 C30 C31 -1.6(5) . . . . ?
C29 C28 C33 N6 -179.3(3) . . . . ?
C29 C28 C33 C32 0.5(4) . . . . ?
C29 C30 C31 C32 1.1(6) . . . . ?
C30 C31 C32 C33 0.1(5) . . . . ?
C31 C32 C33 N6 178.8(3) . . . . ?
C31 C32 C33 C28 -0.9(5) . . . . ?
C33 N6 C34 O2 2.0(5) . . . . ?
C33 N6 C34 C35 -178.0(3) . . . . ?
C33 C28 C29 C30 0.8(5) . . . . ?
C34 N6 C33 C28 165.0(3) . . . . ?
C34 N6 C33 C32 -14.8(5) . . . . ?
C34 C35 N36 C37 179.6(3) . . . . ?
C34 C35 C40 C39 -179.6(4) . . . . ?
C35 N36 C37 C38 0.3(6) . . . . ?
N36 C35 C40 C39 -0.3(6) . . . . ?
N36 C37 C38 C39 -0.7(7) . . . . ?
C37 C38 C39 C40 0.6(8) . . . . ?
C38 C39 C40 C35 -0.1(7) . . . . ?
C40 C35 N36 C37 0.2(5) . . . . ?
C41 C42 C43 C44 -0.6(6) . . . . ?
C42 C41 C46 C45 -0.1(5) . . . . ?
C42 C43 C44 C45 0.1(6) . . . . ?
C43 C44 C45 C46 0.4(6) . . . . ?
C44 C45 C46 C41 -0.4(5) . . . . ?
C46 C41 C42 C43 0.6(5) . . . . ?
