#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/87/4028755.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_4028755
loop_
_publ_author_name
'Almaz S. Jalilov'
'Lu Han'
'Stephen F. Nelsen'
'Ilia A. Guzei'
_publ_contact_author_address
;
Department of Chemistry
University of Wisconsin-Madison
1101 University Ave
Madison, WI  53706
USA
;
_publ_contact_author_email       iguzei@chem.wisc.edu
_publ_contact_author_fax         608-262-0381
_publ_contact_author_name
;
Guzei, Ilia A. 
;
_publ_contact_author_phone       608-263-4694
_publ_section_title
;
 Oxidation Products of Doubly Trimethylene-Bridged Tetrabenzyl
 p-Phenylenediamine Paracyclophane
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              11373
_journal_page_last               11381
_journal_paper_doi               10.1021/jo401921f
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C46 H48 N4, 4(C3H6O), 2(F6 Sb)'
_chemical_formula_sum            'C58 H72 F12 N4 O4 Sb2'
_chemical_formula_weight         1360.70
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                81.6450(11)
_cell_angle_beta                 83.7998(12)
_cell_angle_gamma                79.6147(11)
_cell_formula_units_Z            1
_cell_length_a                   10.6821(3)
_cell_length_b                   11.5613(3)
_cell_length_c                   12.1911(3)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      28.3355
_cell_measurement_theta_min      2.8676
_cell_volume                     1460.02(7)
_computing_cell_refinement       'SAINT Ver. 7.24A (Bruker-AXS, 2007)'
_computing_data_collection       'APEX2 Ver. 2.1-4 (Bruker-AXS, 2009)'
_computing_data_reduction        'SAINT Ver. 7.24A'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXTL, OLEX2 (Dolomanov et al., 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.40° ω and 0.5° φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0128
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            36038
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    1.012
_exptl_absorpt_correction_T_max  0.9056
_exptl_absorpt_correction_T_min  0.7788
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
SADABS  (Bruker-AXS, 2007)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_description       block
_exptl_crystal_F_000             690
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         7258
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0164
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0184P)²+0.6495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0411
_refine_ls_wR_factor_ref         0.0417
_reflns_number_gt                6965
_reflns_number_total             7258
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo401921f_si_002.cif
_cod_data_source_block           nelsen26
_cod_original_sg_symbol_Hall     '-P 1        '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4028755
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sb1 Sb 0.501163(7) 0.804658(6) 0.761590(6) 0.01579(3) Uani 1 1 d .
F1 F 0.36888(8) 0.85553(7) 0.66780(7) 0.02997(18) Uani 1 1 d .
F2 F 0.60963(8) 0.74827(7) 0.64293(7) 0.03123(18) Uani 1 1 d .
F3 F 0.44779(8) 0.65722(7) 0.79814(7) 0.02854(17) Uani 1 1 d .
F4 F 0.39483(9) 0.86227(9) 0.88041(7) 0.0373(2) Uani 1 1 d .
F5 F 0.55803(8) 0.95063(7) 0.72563(8) 0.03060(18) Uani 1 1 d .
F6 F 0.63456(8) 0.74862(7) 0.85532(7) 0.02933(17) Uani 1 1 d .
N1 N 0.04509(9) 0.51568(8) 0.25033(8) 0.01224(17) Uani 1 1 d .
N2 N -0.06639(9) 0.31533(8) 0.20132(8) 0.01331(17) Uani 1 1 d .
C1 C 0.16614(11) 0.68496(10) 0.32969(10) 0.0167(2) Uani 1 1 d .
H1 H 0.0838 0.7071 0.3028 0.020 Uiso 1 1 calc R
C2 C 0.22637(13) 0.77088(11) 0.36113(11) 0.0214(2) Uani 1 1 d .
H2 H 0.1849 0.8512 0.3558 0.026 Uiso 1 1 calc R
C3 C 0.34655(13) 0.73972(12) 0.40016(11) 0.0232(3) Uani 1 1 d .
H3 H 0.3873 0.7983 0.4220 0.028 Uiso 1 1 calc R
C4 C 0.40702(12) 0.62221(12) 0.40712(11) 0.0213(2) Uani 1 1 d .
H4 H 0.4897 0.6006 0.4332 0.026 Uiso 1 1 calc R
C5 C 0.34708(11) 0.53619(11) 0.37608(10) 0.0174(2) Uani 1 1 d .
H5 H 0.3889 0.4560 0.3813 0.021 Uiso 1 1 calc R
C6 C 0.22568(11) 0.56709(10) 0.33733(9) 0.0136(2) Uani 1 1 d .
C7 C 0.16162(11) 0.46983(9) 0.30725(9) 0.0135(2) Uani 1 1 d .
H7A H 0.2228 0.4209 0.2586 0.016 Uiso 1 1 calc R
H7B H 0.1400 0.4179 0.3761 0.016 Uiso 1 1 calc R
C8 C 0.05182(10) 0.56054(9) 0.14134(9) 0.01181(19) Uani 1 1 d .
C9 C 0.17148(10) 0.55418(9) 0.07452(9) 0.0131(2) Uani 1 1 d .
H9 H 0.2483 0.5220 0.1085 0.016 Uiso 1 1 calc R
C10 C -0.05895(10) 0.61757(9) 0.08768(9) 0.01276(19) Uani 1 1 d .
H10 H -0.1396 0.6255 0.1297 0.015 Uiso 1 1 calc R
C11 C -0.07311(11) 0.53254(10) 0.32517(9) 0.0144(2) Uani 1 1 d .
H11A H -0.1400 0.5874 0.2844 0.017 Uiso 1 1 calc R
H11B H -0.0568 0.5705 0.3887 0.017 Uiso 1 1 calc R
C12 C -0.12358(11) 0.41755(10) 0.37014(9) 0.0150(2) Uani 1 1 d .
H12B H -0.1948 0.4350 0.4276 0.018 Uiso 1 1 calc R
H12A H -0.0547 0.3610 0.4068 0.018 Uiso 1 1 calc R
C13 C -0.17079(11) 0.35782(10) 0.28194(9) 0.0150(2) Uani 1 1 d .
H13A H -0.2111 0.2901 0.3190 0.018 Uiso 1 1 calc R
H13B H -0.2365 0.4151 0.2421 0.018 Uiso 1 1 calc R
C14 C -0.06455(10) 0.35346(9) 0.09099(9) 0.01211(19) Uani 1 1 d .
C15 C -0.17722(10) 0.40661(9) 0.03680(9) 0.0133(2) Uani 1 1 d .
H15 H -0.2576 0.4148 0.0792 0.016 Uiso 1 1 calc R
C16 C 0.05243(10) 0.33884(9) 0.02267(9) 0.0130(2) Uani 1 1 d .
H16 H 0.1279 0.2977 0.0546 0.016 Uiso 1 1 calc R
C17 C 0.03685(11) 0.22262(10) 0.24571(9) 0.0154(2) Uani 1 1 d .
H17B H 0.0203 0.2067 0.3275 0.018 Uiso 1 1 calc R
H17A H 0.1191 0.2523 0.2297 0.018 Uiso 1 1 calc R
C18 C 0.04782(11) 0.10781(10) 0.19633(9) 0.0149(2) Uani 1 1 d .
C19 C 0.16302(12) 0.05762(10) 0.14507(10) 0.0186(2) Uani 1 1 d .
H19 H 0.2355 0.0955 0.1410 0.022 Uiso 1 1 calc R
C20 C 0.17358(13) -0.04769(11) 0.09947(11) 0.0225(2) Uani 1 1 d .
H20 H 0.2527 -0.0810 0.0640 0.027 Uiso 1 1 calc R
C21 C 0.06842(14) -0.10375(11) 0.10597(11) 0.0234(3) Uani 1 1 d .
H21 H 0.0753 -0.1756 0.0749 0.028 Uiso 1 1 calc R
C22 C -0.04667(13) -0.05499(11) 0.15774(11) 0.0244(3) Uani 1 1 d .
H22 H -0.1186 -0.0938 0.1626 0.029 Uiso 1 1 calc R
C23 C -0.05754(12) 0.05061(11) 0.20276(11) 0.0205(2) Uani 1 1 d .
H23 H -0.1369 0.0838 0.2380 0.025 Uiso 1 1 calc R
O1 O 0.88449(9) 0.75736(8) 0.48326(8) 0.0266(2) Uani 1 1 d .
C24 C 0.80502(14) 0.95639(11) 0.51236(11) 0.0255(3) Uani 1 1 d .
H24C H 0.8895 0.9542 0.5378 0.038 Uiso 1 1 calc R
H24A H 0.7400 0.9643 0.5752 0.038 Uiso 1 1 calc R
H24B H 0.7870 1.0242 0.4547 0.038 Uiso 1 1 calc R
C25 C 0.80284(12) 0.84390(11) 0.46544(10) 0.0194(2) Uani 1 1 d .
C26 C 0.69466(14) 0.84389(13) 0.39683(12) 0.0290(3) Uani 1 1 d .
H26C H 0.7007 0.9011 0.3296 0.043 Uiso 1 1 calc R
H26B H 0.6133 0.8661 0.4402 0.043 Uiso 1 1 calc R
H26A H 0.6992 0.7645 0.3758 0.043 Uiso 1 1 calc R
O2 O 0.34391(9) 0.36184(10) 0.80742(9) 0.0307(2) Uani 1 1 d .
C27 C 0.43791(15) 0.16780(13) 0.88042(13) 0.0314(3) Uani 1 1 d .
H27A H 0.3547 0.1471 0.8723 0.047 Uiso 1 1 calc R
H27C H 0.4610 0.1413 0.9568 0.047 Uiso 1 1 calc R
H27B H 0.5027 0.1289 0.8284 0.047 Uiso 1 1 calc R
C28 C 0.43070(12) 0.29936(12) 0.85580(10) 0.0214(2) Uani 1 1 d .
C29 C 0.53642(13) 0.35073(12) 0.89154(12) 0.0261(3) Uani 1 1 d .
H29C H 0.5358 0.3366 0.9728 0.039 Uiso 1 1 calc R
H29B H 0.5242 0.4362 0.8669 0.039 Uiso 1 1 calc R
H29A H 0.6185 0.3129 0.8583 0.039 Uiso 1 1 calc R
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'
F F 0.0171 0.0103 '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'
Sb Sb -0.5866 1.5461 '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_publ_flag
F4 Sb1 F2 179.11(4) . yes
F4 Sb1 F1 90.28(4) . yes
F2 Sb1 F1 90.25(4) . yes
F4 Sb1 F3 90.35(4) . yes
F2 Sb1 F3 90.36(4) . yes
F1 Sb1 F3 90.15(4) . yes
F4 Sb1 F5 90.20(4) . yes
F2 Sb1 F5 89.08(4) . yes
F1 Sb1 F5 90.91(4) . yes
F3 Sb1 F5 178.80(4) . yes
F4 Sb1 F6 90.55(4) . yes
F2 Sb1 F6 88.93(4) . yes
F1 Sb1 F6 178.26(3) . yes
F3 Sb1 F6 88.33(4) . yes
F5 Sb1 F6 90.60(4) . yes
C8 N1 C7 120.78(9) . ?
C8 N1 C11 123.34(9) . ?
C7 N1 C11 114.55(9) . ?
C14 N2 C13 123.05(9) . ?
C14 N2 C17 120.28(9) . ?
C13 N2 C17 116.61(9) . ?
C6 C1 C2 120.47(11) . ?
C6 C1 H1 119.8 . ?
C2 C1 H1 119.8 . ?
C3 C2 C1 120.28(11) . ?
C3 C2 H2 119.9 . ?
C1 C2 H2 119.9 . ?
C2 C3 C4 119.53(11) . ?
C2 C3 H3 120.2 . ?
C4 C3 H3 120.2 . ?
C3 C4 C5 120.35(11) . ?
C3 C4 H4 119.8 . ?
C5 C4 H4 119.8 . ?
C4 C5 C6 120.30(11) . ?
C4 C5 H5 119.9 . ?
C6 C5 H5 119.9 . ?
C1 C6 C5 119.07(10) . ?
C1 C6 C7 122.18(10) . ?
C5 C6 C7 118.74(10) . ?
N1 C7 C6 113.27(9) . ?
N1 C7 H7A 108.9 . ?
C6 C7 H7A 108.9 . ?
N1 C7 H7B 108.9 . ?
C6 C7 H7B 108.9 . ?
H7A C7 H7B 107.7 . ?
N1 C8 C10 121.71(10) . ?
N1 C8 C9 121.58(10) . ?
C10 C8 C9 116.70(10) . ?
C15 C9 C8 121.44(10) 2_565 ?
C15 C9 H9 119.3 2_565 ?
C8 C9 H9 119.3 . ?
C16 C10 C8 121.71(10) 2_565 ?
C16 C10 H10 119.1 2_565 ?
C8 C10 H10 119.1 . ?
N1 C11 C12 113.95(9) . ?
N1 C11 H11A 108.8 . ?
C12 C11 H11A 108.8 . ?
N1 C11 H11B 108.8 . ?
C12 C11 H11B 108.8 . ?
H11A C11 H11B 107.7 . ?
C11 C12 C13 114.56(9) . ?
C11 C12 H12B 108.6 . ?
C13 C12 H12B 108.6 . ?
C11 C12 H12A 108.6 . ?
C13 C12 H12A 108.6 . ?
H12B C12 H12A 107.6 . ?
N2 C13 C12 111.90(9) . ?
N2 C13 H13A 109.2 . ?
C12 C13 H13A 109.2 . ?
N2 C13 H13B 109.2 . ?
C12 C13 H13B 109.2 . ?
H13A C13 H13B 107.9 . ?
N2 C14 C16 120.12(10) . ?
N2 C14 C15 122.96(10) . ?
C16 C14 C15 116.91(10) . ?
C9 C15 C14 121.35(10) 2_565 ?
C9 C15 H15 119.3 2_565 ?
C14 C15 H15 119.3 . ?
C10 C16 C14 121.61(10) 2_565 ?
C10 C16 H16 119.2 2_565 ?
C14 C16 H16 119.2 . ?
N2 C17 C18 112.64(9) . ?
N2 C17 H17B 109.1 . ?
C18 C17 H17B 109.1 . ?
N2 C17 H17A 109.1 . ?
C18 C17 H17A 109.1 . ?
H17B C17 H17A 107.8 . ?
C19 C18 C23 119.06(11) . ?
C19 C18 C17 120.50(10) . ?
C23 C18 C17 120.43(11) . ?
C18 C19 C20 120.74(11) . ?
C18 C19 H19 119.6 . ?
C20 C19 H19 119.6 . ?
C21 C20 C19 119.82(12) . ?
C21 C20 H20 120.1 . ?
C19 C20 H20 120.1 . ?
C22 C21 C20 119.92(11) . ?
C22 C21 H21 120.0 . ?
C20 C21 H21 120.0 . ?
C21 C22 C23 120.31(12) . ?
C21 C22 H22 119.8 . ?
C23 C22 H22 119.8 . ?
C22 C23 C18 120.14(12) . ?
C22 C23 H23 119.9 . ?
C18 C23 H23 119.9 . ?
C25 C24 H24C 109.5 . ?
C25 C24 H24A 109.5 . ?
H24C C24 H24A 109.5 . ?
C25 C24 H24B 109.5 . ?
H24C C24 H24B 109.5 . ?
H24A C24 H24B 109.5 . ?
O1 C25 C26 122.08(12) . ?
O1 C25 C24 121.26(12) . ?
C26 C25 C24 116.66(11) . ?
C25 C26 H26C 109.5 . ?
C25 C26 H26B 109.5 . ?
H26C C26 H26B 109.5 . ?
C25 C26 H26A 109.5 . ?
H26C C26 H26A 109.5 . ?
H26B C26 H26A 109.5 . ?
C28 C27 H27A 109.5 . ?
C28 C27 H27C 109.5 . ?
H27A C27 H27C 109.5 . ?
C28 C27 H27B 109.5 . ?
H27A C27 H27B 109.5 . ?
H27C C27 H27B 109.5 . ?
O2 C28 C27 121.65(12) . ?
O2 C28 C29 121.34(12) . ?
C27 C28 C29 117.00(12) . ?
C28 C29 H29C 109.5 . ?
C28 C29 H29B 109.5 . ?
H29C C29 H29B 109.5 . ?
C28 C29 H29A 109.5 . ?
H29C C29 H29A 109.5 . ?
H29B C29 H29A 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
Sb1 F4 1.8666(8) . yes
Sb1 F2 1.8707(8) . yes
Sb1 F1 1.8718(8) . yes
Sb1 F3 1.8719(7) . yes
Sb1 F5 1.8725(8) . yes
Sb1 F6 1.8867(8) . yes
N1 C8 1.3536(14) . ?
N1 C7 1.4676(14) . ?
N1 C11 1.4760(14) . ?
N2 C14 1.3525(14) . ?
N2 C13 1.4687(14) . ?
N2 C17 1.4805(14) . ?
C1 C6 1.3905(15) . ?
C1 C2 1.3935(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.3855(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3900(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3906(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.3960(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.5227(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.4224(15) . ?
C8 C9 1.4358(15) . ?
C9 C15 1.3653(15) 2_565 ?
C9 H9 0.9500 . ?
C10 C16 1.3653(15) 2_565 ?
C10 H10 0.9500 . ?
C11 C12 1.5301(15) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5315(15) . ?
C12 H12B 0.9900 . ?
C12 H12A 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C16 1.4226(15) . ?
C14 C15 1.4317(15) . ?
C15 C9 1.3653(15) 2_565 ?
C15 H15 0.9500 . ?
C16 C10 1.3653(15) 2_565 ?
C16 H16 0.9500 . ?
C17 C18 1.5162(15) . ?
C17 H17B 0.9900 . ?
C17 H17A 0.9900 . ?
C18 C19 1.3868(17) . ?
C18 C23 1.3943(16) . ?
C19 C20 1.3921(17) . ?
C19 H19 0.9500 . ?
C20 C21 1.3843(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.3911(17) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
O1 C25 1.2133(15) . ?
C24 C25 1.4996(17) . ?
C24 H24C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C26 1.4980(18) . ?
C26 H26C 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26A 0.9800 . ?
O2 C28 1.2173(17) . ?
C27 C28 1.4965(19) . ?
C27 H27A 0.9800 . ?
C27 H27C 0.9800 . ?
C27 H27B 0.9800 . ?
C28 C29 1.4971(17) . ?
C29 H29C 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29A 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_4
C6 C1 C2 C3 0.15(19) .
C1 C2 C3 C4 0.4(2) .
C2 C3 C4 C5 -0.55(19) .
C3 C4 C5 C6 0.18(19) .
C2 C1 C6 C5 -0.52(17) .
C2 C1 C6 C7 178.08(11) .
C4 C5 C6 C1 0.36(17) .
C4 C5 C6 C7 -178.29(11) .
C8 N1 C7 C6 77.37(12) .
C11 N1 C7 C6 -89.89(11) .
C1 C6 C7 N1 11.12(15) .
C5 C6 C7 N1 -170.27(10) .
C7 N1 C8 C10 -172.75(9) .
C11 N1 C8 C10 -6.65(15) .
C7 N1 C8 C9 6.46(15) .
C11 N1 C8 C9 172.57(9) .
N1 C8 C9 C15 176.21(10) 2_565
C10 C8 C9 C15 -4.54(15) 2_565
N1 C8 C10 C16 -178.95(10) 2_565
C9 C8 C10 C16 1.80(15) 2_565
C8 N1 C11 C12 115.57(11) .
C7 N1 C11 C12 -77.53(11) .
N1 C11 C12 C13 -66.62(13) .
C14 N2 C13 C12 -119.99(11) .
C17 N2 C13 C12 62.77(12) .
C11 C12 C13 N2 65.69(12) .
C13 N2 C14 C16 160.67(10) .
C17 N2 C14 C16 -22.19(15) .
C13 N2 C14 C15 -20.96(15) .
C17 N2 C14 C15 156.18(10) .
N2 C14 C15 C9 178.94(10) 2_565
C16 C14 C15 C9 -2.65(15) 2_565
N2 C14 C16 C10 -176.12(10) 2_565
C15 C14 C16 C10 5.41(15) 2_565
C14 N2 C17 C18 -59.38(13) .
C13 N2 C17 C18 117.94(10) .
N2 C17 C18 C19 124.96(11) .
N2 C17 C18 C23 -55.65(14) .
C23 C18 C19 C20 0.68(18) .
C17 C18 C19 C20 -179.92(11) .
C18 C19 C20 C21 -0.52(19) .
C19 C20 C21 C22 -0.02(19) .
C20 C21 C22 C23 0.4(2) .
C21 C22 C23 C18 -0.2(2) .
C19 C18 C23 C22 -0.31(18) .
C17 C18 C23 C22 -179.70(11) .
