#------------------------------------------------------------------------------
#$Date: 2024-04-05 01:44:20 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290837 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/08/1570850.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_1570850
loop_
_publ_author_name
'Vermersch, François'
'Wang, Victor T.'
'Abdellaoui, Mehdi'
'Jazzar, Rodolphe'
'Bertrand, Guy'
_publ_section_title
;
 Ambiphilicity of ring-expanded N-heterocyclic carbenes.
;
_journal_issue                   10
_journal_name_full               'Chemical science'
_journal_page_first              3707
_journal_page_last               3710
_journal_paper_doi               10.1039/d3sc04543a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C24 H32 N2 Se'
_chemical_formula_sum            'C24 H32 N2 Se'
_chemical_formula_weight         427.494
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-20
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-08-29 deposited with the CCDC.	2024-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.970(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.8071(9)
_cell_length_b                   13.3759(7)
_cell_length_c                   17.5615(8)
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.41
_cell_measurement_theta_min      2.46
_cell_volume                     4344.5(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.9997
_diffrn_reflns_Laue_measured_fraction_max 0.9982
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44841
_diffrn_reflns_point_group_measured_fraction_full 0.9997
_diffrn_reflns_point_group_measured_fraction_max 0.9982
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         1.88
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.739
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1540 before and 0.0564 after correction.
The Ratio of minimum to maximum transmission is 0.8389.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellowish
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1792.742
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.055
_refine_diff_density_max         0.3434
_refine_diff_density_min         -0.2929
_refine_diff_density_rms         0.0553
_refine_ls_d_res_high            0.7981
_refine_ls_d_res_low             10.8385
_refine_ls_goodness_of_fit_ref   1.0371
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    47
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4459
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0371
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0218
_refine_ls_shift/su_max          -0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0225P)²+4.8153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0555
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              23
_reflns_limit_h_min              -24
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                4052
_reflns_number_total             4459
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc04543a2.cif
_cod_data_source_block           4b
_cod_depositor_comments
'Adding full bibliography for 1570844--1570850.cif.'
_cod_database_code               1570850
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C2(H2a,H2b), C6(H6a,H6b), C5(H5a,H5b), C4(H4a,H4b)
1.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C11(H11), C18(H18), C9(H9)
1.c Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C24(H24a,H24b,H24c), C13(H13a,H13b,H13c), C23(H23a,H23b,
 H23c), C22(H22a,H22b,H22c), C14(H14a,H14b,H14c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 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_refinement_flags_posn
Se1 Se 0.277179(8) 0.278250(10) 0.718779(9) 0.01735(6) Uani 1.000000 .
N2 N 0.32965(6) 0.45309(9) 0.80698(7) 0.0130(2) Uani 1.000000 .
N1 N 0.27405(6) 0.47564(9) 0.66614(7) 0.0140(2) Uani 1.000000 .
C21 C 0.31560(8) 0.35681(10) 0.91963(9) 0.0151(3) Uani 1.000000 .
C20 C 0.34572(8) 0.29446(11) 0.98685(9) 0.0176(3) Uani 1.000000 .
H20 H 0.31707(8) 0.27531(11) 1.01776(9) 0.0211(4) Uiso 1.000000 R
C16 C 0.35926(8) 0.38548(10) 0.87573(8) 0.0139(3) Uani 1.000000 .
C1 C 0.29515(7) 0.41456(10) 0.73200(8) 0.0135(3) Uani 1.000000 .
C12 C 0.24342(8) 0.40133(11) 0.52993(9) 0.0165(3) Uani 1.000000 .
C8 C 0.14764(8) 0.45421(11) 0.57818(9) 0.0177(3) Uani 1.000000 .
C3 C 0.39056(8) 0.62023(11) 0.84966(9) 0.0191(3) Uani 1.000000 .
H3a H 0.38674(8) 0.67884(11) 0.88231(9) 0.0229(4) Uiso 1.000000 R
H3b H 0.43212(8) 0.57968(11) 0.88399(9) 0.0229(4) Uiso 1.000000 R
C10 C 0.11774(9) 0.39155(11) 0.43958(9) 0.0197(3) Uani 1.000000 .
C15 C 0.32242(8) 0.38629(12) 0.54505(9) 0.0199(3) Uani 1.000000 .
H15a H 0.32779(8) 0.3395(6) 0.5046(4) 0.0298(5) Uiso 1.000000 GR
H15b H 0.34441(15) 0.45055(18) 0.5404(7) 0.0298(5) Uiso 1.000000 GR
H15c H 0.34652(14) 0.3590(8) 0.5999(3) 0.0298(5) Uiso 1.000000 GR
C11 C 0.19100(8) 0.37678(11) 0.45516(9) 0.0183(3) Uani 1.000000 .
H11 H 0.20560(8) 0.34920(11) 0.41364(9) 0.0219(4) Uiso 1.000000 R
C24 C 0.23667(8) 0.38443(12) 0.89280(9) 0.0186(3) Uani 1.000000 .
H24a H 0.20729(9) 0.3304(4) 0.8595(6) 0.0279(5) Uiso 1.000000 GR
H24b H 0.22337(16) 0.3947(8) 0.94088(9) 0.0279(5) Uiso 1.000000 GR
H24c H 0.22807(14) 0.4461(5) 0.8606(6) 0.0279(5) Uiso 1.000000 GR
C2 C 0.32207(8) 0.55792(10) 0.83027(9) 0.0154(3) Uani 1.000000 .
H2a H 0.28281(8) 0.59032(10) 0.78510(9) 0.0185(3) Uiso 1.000000 R
H2b H 0.30749(8) 0.55753(10) 0.87862(9) 0.0185(3) Uiso 1.000000 R
C17 C 0.43021(8) 0.35201(11) 0.89735(9) 0.0173(3) Uani 1.000000 .
C6 C 0.30476(8) 0.57449(11) 0.65737(9) 0.0169(3) Uani 1.000000 .
H6a H 0.29392(8) 0.58703(11) 0.59862(9) 0.0202(4) Uiso 1.000000 R
H6b H 0.27968(8) 0.62665(11) 0.67727(9) 0.0202(4) Uiso 1.000000 R
C7 C 0.22055(8) 0.44063(10) 0.59045(8) 0.0148(3) Uani 1.000000 .
C18 C 0.45778(8) 0.28900(11) 0.96482(9) 0.0191(3) Uani 1.000000 .
H18 H 0.50616(8) 0.26578(11) 0.98016(9) 0.0229(4) Uiso 1.000000 R
C5 C 0.38664(8) 0.58652(11) 0.70246(9) 0.0189(3) Uani 1.000000 .
H5a H 0.40782(8) 0.52001(11) 0.72169(9) 0.0226(4) Uiso 1.000000 R
H5b H 0.40854(8) 0.61160(11) 0.66353(9) 0.0226(4) Uiso 1.000000 R
C19 C 0.41631(8) 0.25930(11) 1.01023(9) 0.0187(3) Uani 1.000000 .
C9 C 0.09700(8) 0.42843(11) 0.50205(9) 0.0197(3) Uani 1.000000 .
H9 H 0.04699(8) 0.43629(11) 0.49265(9) 0.0236(4) Uiso 1.000000 R
C13 C 0.12411(9) 0.49517(13) 0.64477(10) 0.0253(4) Uani 1.000000 .
H13a H 0.1414(6) 0.4511(5) 0.6924(3) 0.0380(5) Uiso 1.000000 GR
H13b H 0.1445(5) 0.5622(4) 0.6600(5) 0.0380(5) Uiso 1.000000 GR
H13c H 0.07122(9) 0.4989(8) 0.6251(3) 0.0380(5) Uiso 1.000000 GR
C23 C 0.44605(9) 0.18773(12) 1.08129(9) 0.0233(3) Uani 1.000000 .
H23a H 0.4333(5) 0.2116(5) 1.1272(3) 0.0350(5) Uiso 1.000000 GR
H23b H 0.4253(5) 0.1211(2) 1.0649(2) 0.0350(5) Uiso 1.000000 GR
H23c H 0.49878(11) 0.1842(7) 1.0978(5) 0.0350(5) Uiso 1.000000 GR
C4 C 0.40663(8) 0.65762(12) 0.77544(10) 0.0208(3) Uani 1.000000 .
H4a H 0.38037(8) 0.72130(12) 0.75706(10) 0.0250(4) Uiso 1.000000 R
H4b H 0.45896(8) 0.67243(12) 0.79300(10) 0.0250(4) Uiso 1.000000 R
C22 C 0.47575(8) 0.37742(12) 0.84723(10) 0.0239(3) Uani 1.000000 .
H22a H 0.4514(3) 0.3541(8) 0.7911(2) 0.0359(5) Uiso 1.000000 GR
H22b H 0.4825(5) 0.45001(14) 0.8472(6) 0.0359(5) Uiso 1.000000 GR
H22c H 0.5230(2) 0.3447(7) 0.8708(4) 0.0359(5) Uiso 1.000000 GR
C14 C 0.06281(10) 0.37266(13) 0.35543(10) 0.0278(4) Uani 1.000000 .
H14a H 0.0543(5) 0.4346(3) 0.3236(3) 0.0418(6) Uiso 1.000000 GR
H14b H 0.0811(3) 0.3211(7) 0.3281(3) 0.0418(6) Uiso 1.000000 GR
H14c H 0.0174(2) 0.3500(9) 0.35996(10) 0.0418(6) Uiso 1.000000 GR
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
Se -0.09313 2.23705 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
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 N2 C16 119.06(11) . . ?
C2 N2 C16 114.19(11) . . ?
C2 N2 C1 124.33(12) . . ?
C6 N1 C1 127.78(12) . . ?
C7 N1 C1 119.29(11) . . ?
C7 N1 C6 112.60(11) . . ?
C16 C21 C20 117.91(13) . . ?
C24 C21 C20 119.54(13) . . ?
C24 C21 C16 122.37(13) . . ?
H20 C20 C21 118.89(9) . . ?
C19 C20 C21 122.21(14) . . ?
C19 C20 H20 118.89(9) . . ?
C21 C16 N2 118.81(12) . . ?
C17 C16 N2 119.64(12) . . ?
C17 C16 C21 121.54(13) . . ?
N2 C1 Se1 120.29(10) . . ?
N1 C1 Se1 119.94(10) . . ?
N1 C1 N2 119.77(12) . . ?
C11 C12 C15 120.87(13) . . ?
C7 C12 C15 121.04(13) . . ?
C7 C12 C11 118.08(14) . . ?
C9 C8 C7 117.71(14) . . ?
C13 C8 C7 121.20(13) . . ?
C13 C8 C9 121.09(14) . . ?
H3b C3 H3a 107.5 . . ?
C2 C3 H3a 108.44(8) . . ?
C2 C3 H3b 108.44(8) . . ?
C4 C3 H3a 108.44(8) . . ?
C4 C3 H3b 108.44(8) . . ?
C4 C3 C2 115.34(12) . . ?
C9 C10 C11 118.46(14) . . ?
C14 C10 C11 120.27(14) . . ?
C14 C10 C9 121.20(15) . . ?
H15a C15 C12 109.5 . . ?
H15b C15 C12 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 C12 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
C10 C11 C12 121.73(14) . . ?
H11 C11 C12 119.13(9) . . ?
H11 C11 C10 119.13(9) . . ?
H24a C24 C21 109.5 . . ?
H24b C24 C21 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C21 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
C3 C2 N2 114.14(12) . . ?
H2a C2 N2 108.72(7) . . ?
H2a C2 C3 108.72(8) . . ?
H2b C2 N2 108.72(7) . . ?
H2b C2 C3 108.72(8) . . ?
H2b C2 H2a 107.6 . . ?
C18 C17 C16 118.40(14) . . ?
C22 C17 C16 121.66(13) . . ?
C22 C17 C18 119.85(14) . . ?
H6a C6 N1 108.33(7) . . ?
H6b C6 N1 108.33(7) . . ?
H6b C6 H6a 107.4 . . ?
C5 C6 N1 115.79(12) . . ?
C5 C6 H6a 108.33(8) . . ?
C5 C6 H6b 108.33(8) . . ?
C12 C7 N1 119.27(13) . . ?
C8 C7 N1 118.47(13) . . ?
C8 C7 C12 122.08(13) . . ?
H18 C18 C17 119.11(9) . . ?
C19 C18 C17 121.79(14) . . ?
C19 C18 H18 119.11(9) . . ?
H5a C5 C6 108.77(8) . . ?
H5b C5 C6 108.77(8) . . ?
H5b C5 H5a 107.7 . . ?
C4 C5 C6 113.92(13) . . ?
C4 C5 H5a 108.77(8) . . ?
C4 C5 H5b 108.77(8) . . ?
C18 C19 C20 118.13(14) . . ?
C23 C19 C20 120.69(14) . . ?
C23 C19 C18 121.14(14) . . ?
C10 C9 C8 121.88(14) . . ?
H9 C9 C8 119.06(9) . . ?
H9 C9 C10 119.06(9) . . ?
H13a C13 C8 109.5 . . ?
H13b C13 C8 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C8 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H23a C23 C19 109.5 . . ?
H23b C23 C19 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 C19 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
C5 C4 C3 116.07(12) . . ?
H4a C4 C3 108.27(8) . . ?
H4a C4 C5 108.27(8) . . ?
H4b C4 C3 108.27(8) . . ?
H4b C4 C5 108.27(8) . . ?
H4b C4 H4a 107.4 . . ?
H22a C22 C17 109.5 . . ?
H22b C22 C17 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C17 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
H14a C14 C10 109.5 . . ?
H14b C14 C10 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14c C14 C10 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14c C14 H14b 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
Se1 C1 1.8563(14) . ?
N2 C16 1.4535(18) . ?
N2 C1 1.3500(18) . ?
N2 C2 1.4832(17) . ?
N1 C1 1.3542(18) . ?
N1 C6 1.4863(18) . ?
N1 C7 1.4495(18) . ?
C21 C20 1.393(2) . ?
C21 C16 1.402(2) . ?
C21 C24 1.508(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.391(2) . ?
C16 C17 1.392(2) . ?
C12 C15 1.504(2) . ?
C12 C11 1.391(2) . ?
C12 C7 1.398(2) . ?
C8 C7 1.394(2) . ?
C8 C9 1.397(2) . ?
C8 C13 1.508(2) . ?
C3 H3a 0.9900 . ?
C3 H3b 0.9900 . ?
C3 C2 1.523(2) . ?
C3 C4 1.532(2) . ?
C10 C11 1.391(2) . ?
C10 C9 1.392(2) . ?
C10 C14 1.510(2) . ?
C15 H15a 0.9800 . ?
C15 H15b 0.9800 . ?
C15 H15c 0.9800 . ?
C11 H11 0.9500 . ?
C24 H24a 0.9800 . ?
C24 H24b 0.9800 . ?
C24 H24c 0.9800 . ?
C2 H2a 0.9900 . ?
C2 H2b 0.9900 . ?
C17 C18 1.396(2) . ?
C17 C22 1.507(2) . ?
C6 H6a 0.9900 . ?
C6 H6b 0.9900 . ?
C6 C5 1.538(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.392(2) . ?
C5 H5a 0.9900 . ?
C5 H5b 0.9900 . ?
C5 C4 1.530(2) . ?
C19 C23 1.515(2) . ?
C9 H9 0.9500 . ?
C13 H13a 0.9800 . ?
C13 H13b 0.9800 . ?
C13 H13c 0.9800 . ?
C23 H23a 0.9800 . ?
C23 H23b 0.9800 . ?
C23 H23c 0.9800 . ?
C4 H4a 0.9900 . ?
C4 H4b 0.9900 . ?
C22 H22a 0.9800 . ?
C22 H22b 0.9800 . ?
C22 H22c 0.9800 . ?
C14 H14a 0.9800 . ?
C14 H14b 0.9800 . ?
C14 H14c 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
Se1 C1 N2 C16 6.55(13) . . . . ?
Se1 C1 N2 C2 -154.73(10) . . . . ?
Se1 C1 N1 C6 -155.32(10) . . . . ?
Se1 C1 N1 C7 17.53(13) . . . . ?
N2 C16 C21 C20 -178.04(12) . . . . ?
N2 C16 C21 C24 6.79(15) . . . . ?
N2 C16 C17 C18 178.51(13) . . . . ?
N2 C16 C17 C22 -4.96(16) . . . . ?
N2 C1 N1 C6 24.23(17) . . . . ?
N2 C1 N1 C7 -162.92(13) . . . . ?
N2 C2 C3 C4 77.87(13) . . . . ?
N1 C6 C5 C4 -110.07(13) . . . . ?
N1 C7 C12 C15 5.58(15) . . . . ?
N1 C7 C12 C11 -174.23(13) . . . . ?
N1 C7 C8 C9 174.27(13) . . . . ?
N1 C7 C8 C13 -5.83(16) . . . . ?
C21 C20 C19 C18 0.72(17) . . . . ?
C21 C20 C19 C23 -177.12(14) . . . . ?
C21 C16 C17 C18 -0.43(16) . . . . ?
C21 C16 C17 C22 176.11(14) . . . . ?
C20 C19 C18 C17 -0.21(17) . . . . ?
C16 C17 C18 C19 0.07(17) . . . . ?
C12 C11 C10 C9 -2.43(17) . . . . ?
C12 C11 C10 C14 174.56(14) . . . . ?
C12 C7 C8 C9 -0.90(16) . . . . ?
C12 C7 C8 C13 179.00(14) . . . . ?
C8 C9 C10 C11 2.44(18) . . . . ?
C8 C9 C10 C14 -174.52(14) . . . . ?
C3 C4 C5 C6 70.35(14) . . . . ?
C17 C18 C19 C23 177.61(14) . . . . ?
