#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:54:20 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179735 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/31/7003193.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_7003193
loop_
_publ_author_name
'Heinze, Katja'
'Reinhart, Anja'
_publ_section_title
;
 Structural and photophysical studies of trans-AB2C-substituted
 porphyrin ligands and their zinc and copper complexes
;
_journal_issue                   4
_journal_name_full               'Dalton Transactions'
_journal_page_first              469
_journal_page_last               480
_journal_paper_doi               10.1039/b713779f
_journal_year                    2008
_chemical_formula_moiety         'C46 H31 N5 O4'
_chemical_formula_sum            'C46 H31 N5 O4'
_chemical_formula_weight         717.76
_chemical_melting_point          410
_chemical_name_common
;5-(4-nitrophenyl)-15-(carbomethoxyphenyl)-10,20-
bis(phenyl)porphyrin
;
_chemical_name_systematic
;
5-(4-nitrophenyl)-15-(carbomethoxyphenyl)-10,20-bis(phenyl)porphyrin
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.636(3)
_cell_angle_beta                 91.808(3)
_cell_angle_gamma                102.738(3)
_cell_formula_units_Z            2
_cell_length_a                   6.5450(9)
_cell_length_b                   12.5885(18)
_cell_length_c                   23.214(3)
_cell_measurement_temperature    173
_cell_volume                     1849.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS Smart1000'
_diffrn_measurement_method       'O-Scan '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0520
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            44414
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         8483
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0880P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1417
_refine_ls_wR_factor_ref         0.1576
_reflns_number_gt                5109
_reflns_number_total             8483
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b713779f.txt
_cod_data_source_block           ar92
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7003193
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.7335(2) 0.71855(12) 0.05515(6) 0.0252(3) Uani 1 1 d . . .
O2 O 1.5061(2) 0.62946(11) -0.01847(6) 0.0207(3) Uani 1 1 d . . .
O3 O -0.6404(2) 0.34006(13) 0.54295(6) 0.0324(4) Uani 1 1 d . . .
O4 O -0.8504(2) 0.25603(13) 0.46968(7) 0.0347(4) Uani 1 1 d . . .
N1 N 0.6956(2) 0.61977(12) 0.26726(6) 0.0136(3) Uani 1 1 d . . .
N2 N 0.2950(2) 0.56939(12) 0.32262(6) 0.0129(3) Uani 1 1 d . . .
N3 N 0.1903(2) 0.34445(12) 0.26516(6) 0.0140(3) Uani 1 1 d . . .
N4 N 0.5919(2) 0.39493(12) 0.20973(6) 0.0137(3) Uani 1 1 d . . .
N5 N -0.6799(3) 0.31054(14) 0.49085(8) 0.0217(4) Uani 1 1 d . . .
C1 C 0.8573(3) 0.62665(15) 0.23057(8) 0.0138(4) Uani 1 1 d . . .
C2 C 0.9672(3) 0.73932(15) 0.23646(8) 0.0168(4) Uani 1 1 d . . .
H2 H 1.0870 0.7690 0.2165 0.0193(19) Uiso 1 1 calc R . .
C3 C 0.8689(3) 0.79643(15) 0.27596(8) 0.0171(4) Uani 1 1 d . . .
H3 H 0.9095 0.8730 0.2886 0.0193(19) Uiso 1 1 calc R . .
C4 C 0.6953(3) 0.72211(14) 0.29511(8) 0.0146(4) Uani 1 1 d . . .
C5 C 0.5449(3) 0.74990(15) 0.33205(8) 0.0147(4) Uani 1 1 d . . .
C6 C 0.3584(3) 0.67791(15) 0.34410(8) 0.0140(4) Uani 1 1 d . . .
C7 C 0.2067(3) 0.71129(15) 0.38246(8) 0.0173(4) Uani 1 1 d . . .
H7 H 0.2157 0.7824 0.4026 0.0193(19) Uiso 1 1 calc R . .
C8 C 0.0511(3) 0.62188(15) 0.38386(8) 0.0159(4) Uani 1 1 d . . .
H8 H -0.0722 0.6177 0.4048 0.0193(19) Uiso 1 1 calc R . .
C9 C 0.1084(3) 0.53297(15) 0.34704(8) 0.0138(4) Uani 1 1 d . . .
C10 C -0.0137(3) 0.42474(15) 0.33942(8) 0.0141(4) Uani 1 1 d . . .
C11 C 0.0277(3) 0.33790(15) 0.30144(8) 0.0133(4) Uani 1 1 d . . .
C12 C -0.0783(3) 0.22470(15) 0.29722(8) 0.0167(4) Uani 1 1 d . . .
H12 H -0.1976 0.1954 0.3174 0.0193(19) Uiso 1 1 calc R . .
C13 C 0.0222(3) 0.16667(15) 0.25913(8) 0.0175(4) Uani 1 1 d . . .
H13 H -0.0151 0.0896 0.2479 0.0193(19) Uiso 1 1 calc R . .
C14 C 0.1940(3) 0.24180(15) 0.23895(8) 0.0146(4) Uani 1 1 d . . .
C15 C 0.3452(3) 0.21329(14) 0.20211(8) 0.0139(4) Uani 1 1 d . . .
C16 C 0.5303(3) 0.28546(14) 0.18895(8) 0.0136(4) Uani 1 1 d . . .
C17 C 0.6793(3) 0.25349(15) 0.14925(8) 0.0168(4) Uani 1 1 d . . .
H17 H 0.6716 0.1823 0.1293 0.0193(19) Uiso 1 1 calc R . .
C18 C 0.8300(3) 0.34372(15) 0.14610(8) 0.0167(4) Uani 1 1 d . . .
H18 H 0.9497 0.3488 0.1236 0.0193(19) Uiso 1 1 calc R . .
C19 C 0.7747(3) 0.43217(15) 0.18376(8) 0.0137(4) Uani 1 1 d . . .
C20 C 0.8960(3) 0.54085(15) 0.19149(8) 0.0132(4) Uani 1 1 d . . .
C21 C 1.0702(3) 0.56915(14) 0.15212(8) 0.0129(4) Uani 1 1 d . . .
C22 C 1.0235(3) 0.56027(14) 0.09231(8) 0.0147(4) Uani 1 1 d . . .
H22 H 0.8825 0.5339 0.0773 0.0179(19) Uiso 1 1 calc R . .
C23 C 1.1813(3) 0.58961(14) 0.05469(8) 0.0156(4) Uani 1 1 d . . .
H23 H 1.1478 0.5831 0.0141 0.0179(19) Uiso 1 1 calc R . .
C24 C 1.3889(3) 0.62870(14) 0.07640(8) 0.0135(4) Uani 1 1 d . . .
C25 C 1.4367(3) 0.63782(15) 0.13583(8) 0.0153(4) Uani 1 1 d . . .
H25 H 1.5778 0.6646 0.1508 0.0179(19) Uiso 1 1 calc R . .
C26 C 1.2788(3) 0.60792(15) 0.17344(8) 0.0151(4) Uani 1 1 d . . .
H26 H 1.3129 0.6139 0.2139 0.0179(19) Uiso 1 1 calc R . .
C27 C -0.1914(3) 0.39756(14) 0.37783(8) 0.0140(4) Uani 1 1 d . . .
C28 C -0.3968(3) 0.35392(15) 0.35554(8) 0.0173(4) Uani 1 1 d . . .
H28 H -0.4266 0.3438 0.3147 0.0179(19) Uiso 1 1 calc R . .
C29 C -0.5585(3) 0.32504(16) 0.39189(8) 0.0181(4) Uani 1 1 d . . .
H29 H -0.6980 0.2942 0.3765 0.0179(19) Uiso 1 1 calc R . .
C30 C -0.5109(3) 0.34237(15) 0.45140(8) 0.0160(4) Uani 1 1 d . . .
C31 C -0.3105(3) 0.38642(15) 0.47527(8) 0.0173(4) Uani 1 1 d . . .
H31 H -0.2827 0.3982 0.5162 0.0179(19) Uiso 1 1 calc R . .
C32 C -0.1510(3) 0.41307(14) 0.43829(8) 0.0155(4) Uani 1 1 d . . .
H32 H -0.0116 0.4424 0.4541 0.0179(19) Uiso 1 1 calc R . .
C33 C 0.5869(3) 0.86623(15) 0.36018(8) 0.0170(4) Uani 1 1 d . . .
C34 C 0.4594(3) 0.93548(16) 0.34648(9) 0.0233(5) Uani 1 1 d . . .
H34 H 0.3467 0.9095 0.3179 0.036(2) Uiso 1 1 calc R . .
C35 C 0.4950(3) 1.04244(17) 0.37411(10) 0.0304(5) Uani 1 1 d . . .
H35 H 0.4051 1.0887 0.3651 0.036(2) Uiso 1 1 calc R . .
C36 C 0.6620(4) 1.08154(17) 0.41493(10) 0.0306(5) Uani 1 1 d . . .
H36 H 0.6867 1.1547 0.4338 0.036(2) Uiso 1 1 calc R . .
C37 C 0.7922(4) 1.01397(17) 0.42812(10) 0.0317(5) Uani 1 1 d . . .
H37 H 0.9076 1.0410 0.4557 0.036(2) Uiso 1 1 calc R . .
C38 C 0.7546(3) 0.90634(16) 0.40103(9) 0.0241(5) Uani 1 1 d . . .
H38 H 0.8440 0.8600 0.4105 0.036(2) Uiso 1 1 calc R . .
C39 C 0.3025(3) 0.09702(15) 0.17482(8) 0.0168(4) Uani 1 1 d . . .
C40 C 0.1261(3) 0.05430(16) 0.13690(9) 0.0245(5) Uani 1 1 d . . .
H40 H 0.0325 0.0996 0.1292 0.036(2) Uiso 1 1 calc R . .
C41 C 0.0855(4) -0.05313(18) 0.11044(10) 0.0323(5) Uani 1 1 d . . .
H41 H -0.0352 -0.0813 0.0848 0.036(2) Uiso 1 1 calc R . .
C42 C 0.2217(4) -0.11932(17) 0.12149(10) 0.0326(6) Uani 1 1 d . . .
H42 H 0.1942 -0.1931 0.1034 0.036(2) Uiso 1 1 calc R . .
C43 C 0.3975(4) -0.07854(17) 0.15879(10) 0.0318(5) Uani 1 1 d . . .
H43 H 0.4911 -0.1241 0.1660 0.036(2) Uiso 1 1 calc R . .
C44 C 0.4375(3) 0.02886(16) 0.18579(9) 0.0234(5) Uani 1 1 d . . .
H44 H 0.5572 0.0561 0.2119 0.036(2) Uiso 1 1 calc R . .
C45 C 1.5618(3) 0.66478(15) 0.03808(8) 0.0159(4) Uani 1 1 d . . .
C46 C 1.6665(3) 0.66326(17) -0.05831(9) 0.0254(5) Uani 1 1 d . . .
H46A H 1.6896 0.7426 -0.0593 0.031(3) Uiso 1 1 calc R . .
H46B H 1.6211 0.6247 -0.0973 0.031(3) Uiso 1 1 calc R . .
H46C H 1.7974 0.6453 -0.0453 0.031(3) Uiso 1 1 calc R . .
H1 H 0.5991 0.5588 0.2729 0.042(7) Uiso 1 1 d R . .
H4 H 0.2760 0.4102 0.2631 0.044(7) Uiso 1 1 d 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'
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'
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
C45 O2 C46 115.17(15) . . ?
C4 N1 C1 109.93(15) . . ?
C4 N1 H1 122.8 . . ?
C1 N1 H1 127.3 . . ?
C6 N2 C9 105.22(15) . . ?
C14 N3 C11 109.78(15) . . ?
C14 N3 H4 131.1 . . ?
C11 N3 H4 119.1 . . ?
C19 N4 C16 105.17(15) . . ?
O3 N5 O4 124.14(17) . . ?
O3 N5 C30 117.58(17) . . ?
O4 N5 C30 118.28(17) . . ?
N1 C1 C20 126.12(16) . . ?
N1 C1 C2 107.05(15) . . ?
C20 C1 C2 126.65(17) . . ?
C3 C2 C1 107.57(16) . . ?
C3 C2 H2 126.2 . . ?
C1 C2 H2 126.2 . . ?
C2 C3 C4 108.57(17) . . ?
C2 C3 H3 125.7 . . ?
C4 C3 H3 125.7 . . ?
N1 C4 C5 126.82(17) . . ?
N1 C4 C3 106.86(16) . . ?
C5 C4 C3 126.18(17) . . ?
C4 C5 C6 125.39(17) . . ?
C4 C5 C33 116.63(16) . . ?
C6 C5 C33 117.97(16) . . ?
N2 C6 C5 126.00(16) . . ?
N2 C6 C7 110.85(15) . . ?
C5 C6 C7 123.14(16) . . ?
C8 C7 C6 106.64(16) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
C7 C8 C9 106.53(16) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
N2 C9 C10 126.21(16) . . ?
N2 C9 C8 110.74(16) . . ?
C10 C9 C8 123.04(16) . . ?
C11 C10 C9 125.11(17) . . ?
C11 C10 C27 116.97(16) . . ?
C9 C10 C27 117.74(16) . . ?
N3 C11 C10 125.98(16) . . ?
N3 C11 C12 107.15(15) . . ?
C10 C11 C12 126.63(17) . . ?
C13 C12 C11 107.81(16) . . ?
C13 C12 H12 126.1 . . ?
C11 C12 H12 126.1 . . ?
C12 C13 C14 108.13(17) . . ?
C12 C13 H13 125.9 . . ?
C14 C13 H13 125.9 . . ?
N3 C14 C15 126.99(17) . . ?
N3 C14 C13 107.12(15) . . ?
C15 C14 C13 125.76(17) . . ?
C14 C15 C16 125.47(16) . . ?
C14 C15 C39 116.33(16) . . ?
C16 C15 C39 118.20(16) . . ?
N4 C16 C15 125.66(16) . . ?
N4 C16 C17 110.58(15) . . ?
C15 C16 C17 123.73(16) . . ?
C18 C17 C16 106.85(16) . . ?
C18 C17 H17 126.6 . . ?
C16 C17 H17 126.6 . . ?
C17 C18 C19 106.68(16) . . ?
C17 C18 H18 126.7 . . ?
C19 C18 H18 126.7 . . ?
N4 C19 C20 125.92(16) . . ?
N4 C19 C18 110.73(16) . . ?
C20 C19 C18 123.35(16) . . ?
C1 C20 C19 125.23(16) . . ?
C1 C20 C21 116.98(16) . . ?
C19 C20 C21 117.64(15) . . ?
C26 C21 C22 118.83(16) . . ?
C26 C21 C20 121.88(16) . . ?
C22 C21 C20 119.25(16) . . ?
C23 C22 C21 120.69(17) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.08(17) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 119.62(16) . . ?
C25 C24 C45 118.36(16) . . ?
C23 C24 C45 121.99(17) . . ?
C26 C25 C24 120.26(17) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 120.52(17) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C28 C27 C32 118.57(16) . . ?
C28 C27 C10 122.05(16) . . ?
C32 C27 C10 119.36(16) . . ?
C29 C28 C27 121.18(17) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 118.13(17) . . ?
C28 C29 H29 120.9 . . ?
C30 C29 H29 120.9 . . ?
C31 C30 C29 122.56(17) . . ?
C31 C30 N5 118.39(17) . . ?
C29 C30 N5 119.04(17) . . ?
C30 C31 C32 118.43(17) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C31 C32 C27 121.12(17) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C34 C33 C38 118.99(18) . . ?
C34 C33 C5 120.83(18) . . ?
C38 C33 C5 120.18(17) . . ?
C33 C34 C35 120.6(2) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C36 C35 C34 120.0(2) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C37 C36 C35 119.90(19) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 120.1(2) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C37 C38 C33 120.4(2) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
C40 C39 C44 118.61(18) . . ?
C40 C39 C15 120.10(17) . . ?
C44 C39 C15 121.28(17) . . ?
C41 C40 C39 120.9(2) . . ?
C41 C40 H40 119.5 . . ?
C39 C40 H40 119.5 . . ?
C42 C41 C40 119.7(2) . . ?
C42 C41 H41 120.1 . . ?
C40 C41 H41 120.1 . . ?
C43 C42 C41 120.3(2) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 120.1(2) . . ?
C42 C43 H43 119.9 . . ?
C44 C43 H43 119.9 . . ?
C43 C44 C39 120.4(2) . . ?
C43 C44 H44 119.8 . . ?
C39 C44 H44 119.8 . . ?
O1 C45 O2 123.29(17) . . ?
O1 C45 C24 124.39(18) . . ?
O2 C45 C24 112.32(16) . . ?
O2 C46 H46A 109.5 . . ?
O2 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O2 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 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
O1 C45 1.205(2) . ?
O2 C45 1.348(2) . ?
O2 C46 1.447(2) . ?
O3 N5 1.225(2) . ?
O4 N5 1.228(2) . ?
N1 C4 1.373(2) . ?
N1 C1 1.374(2) . ?
N1 H1 0.9050 . ?
N2 C6 1.366(2) . ?
N2 C9 1.371(2) . ?
N3 C14 1.369(2) . ?
N3 C11 1.372(2) . ?
N3 H4 0.8987 . ?
N4 C19 1.370(2) . ?
N4 C16 1.372(2) . ?
N5 C30 1.475(2) . ?
C1 C20 1.401(2) . ?
C1 C2 1.431(2) . ?
C2 C3 1.364(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(2) . ?
C5 C6 1.408(2) . ?
C5 C33 1.495(2) . ?
C6 C7 1.452(2) . ?
C7 C8 1.346(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.452(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.408(2) . ?
C10 C11 1.403(2) . ?
C10 C27 1.492(2) . ?
C11 C12 1.431(2) . ?
C12 C13 1.359(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.430(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.407(3) . ?
C15 C16 1.410(2) . ?
C15 C39 1.489(2) . ?
C16 C17 1.451(2) . ?
C17 C18 1.341(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.452(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.411(2) . ?
C20 C21 1.492(2) . ?
C21 C26 1.398(2) . ?
C21 C22 1.398(2) . ?
C22 C23 1.388(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.395(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(3) . ?
C24 C45 1.486(3) . ?
C25 C26 1.390(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.393(3) . ?
C27 C32 1.403(3) . ?
C28 C29 1.386(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.388(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.377(3) . ?
C31 C32 1.381(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.388(3) . ?
C33 C38 1.392(3) . ?
C34 C35 1.390(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.387(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.392(3) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.397(3) . ?
C39 C44 1.397(3) . ?
C40 C41 1.384(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.384(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.382(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.388(3) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 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
C4 N1 C1 C20 -174.23(17) . . . . ?
C4 N1 C1 C2 1.1(2) . . . . ?
N1 C1 C2 C3 -0.2(2) . . . . ?
C20 C1 C2 C3 175.06(18) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C1 N1 C4 C5 174.28(17) . . . . ?
C1 N1 C4 C3 -1.5(2) . . . . ?
C2 C3 C4 N1 1.3(2) . . . . ?
C2 C3 C4 C5 -174.48(18) . . . . ?
N1 C4 C5 C6 -4.5(3) . . . . ?
C3 C4 C5 C6 170.54(18) . . . . ?
N1 C4 C5 C33 176.22(17) . . . . ?
C3 C4 C5 C33 -8.8(3) . . . . ?
C9 N2 C6 C5 178.77(17) . . . . ?
C9 N2 C6 C7 -0.8(2) . . . . ?
C4 C5 C6 N2 1.0(3) . . . . ?
C33 C5 C6 N2 -179.69(17) . . . . ?
C4 C5 C6 C7 -179.50(18) . . . . ?
C33 C5 C6 C7 -0.2(3) . . . . ?
N2 C6 C7 C8 -0.1(2) . . . . ?
C5 C6 C7 C8 -179.63(17) . . . . ?
C6 C7 C8 C9 0.9(2) . . . . ?
C6 N2 C9 C10 -177.65(17) . . . . ?
C6 N2 C9 C8 1.3(2) . . . . ?
C7 C8 C9 N2 -1.4(2) . . . . ?
C7 C8 C9 C10 177.61(17) . . . . ?
N2 C9 C10 C11 -5.6(3) . . . . ?
C8 C9 C10 C11 175.52(17) . . . . ?
N2 C9 C10 C27 169.36(17) . . . . ?
C8 C9 C10 C27 -9.5(3) . . . . ?
C14 N3 C11 C10 173.90(17) . . . . ?
C14 N3 C11 C12 -0.7(2) . . . . ?
C9 C10 C11 N3 -1.1(3) . . . . ?
C27 C10 C11 N3 -176.13(16) . . . . ?
C9 C10 C11 C12 172.46(17) . . . . ?
C27 C10 C11 C12 -2.6(3) . . . . ?
N3 C11 C12 C13 0.2(2) . . . . ?
C10 C11 C12 C13 -174.39(18) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C11 N3 C14 C15 -175.13(17) . . . . ?
C11 N3 C14 C13 0.9(2) . . . . ?
C12 C13 C14 N3 -0.8(2) . . . . ?
C12 C13 C14 C15 175.31(18) . . . . ?
N3 C14 C15 C16 5.0(3) . . . . ?
C13 C14 C15 C16 -170.43(18) . . . . ?
N3 C14 C15 C39 -174.55(17) . . . . ?
C13 C14 C15 C39 10.1(3) . . . . ?
C19 N4 C16 C15 -177.61(17) . . . . ?
C19 N4 C16 C17 0.4(2) . . . . ?
C14 C15 C16 N4 -0.3(3) . . . . ?
C39 C15 C16 N4 179.20(17) . . . . ?
C14 C15 C16 C17 -178.02(18) . . . . ?
C39 C15 C16 C17 1.5(3) . . . . ?
N4 C16 C17 C18 -0.1(2) . . . . ?
C15 C16 C17 C18 177.88(18) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C16 N4 C19 C20 179.43(17) . . . . ?
C16 N4 C19 C18 -0.5(2) . . . . ?
C17 C18 C19 N4 0.4(2) . . . . ?
C17 C18 C19 C20 -179.51(17) . . . . ?
N1 C1 C20 C19 -0.5(3) . . . . ?
C2 C1 C20 C19 -174.97(18) . . . . ?
N1 C1 C20 C21 174.86(16) . . . . ?
C2 C1 C20 C21 0.4(3) . . . . ?
N4 C19 C20 C1 5.2(3) . . . . ?
C18 C19 C20 C1 -174.91(17) . . . . ?
N4 C19 C20 C21 -170.15(16) . . . . ?
C18 C19 C20 C21 9.7(3) . . . . ?
C1 C20 C21 C26 63.8(2) . . . . ?
C19 C20 C21 C26 -120.43(19) . . . . ?
C1 C20 C21 C22 -114.01(19) . . . . ?
C19 C20 C21 C22 61.8(2) . . . . ?
C26 C21 C22 C23 -0.1(3) . . . . ?
C20 C21 C22 C23 177.75(16) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C22 C23 C24 C45 -177.80(16) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C45 C24 C25 C26 178.19(16) . . . . ?
C24 C25 C26 C21 -0.5(3) . . . . ?
C22 C21 C26 C25 0.4(3) . . . . ?
C20 C21 C26 C25 -177.38(16) . . . . ?
C11 C10 C27 C28 -60.9(2) . . . . ?
C9 C10 C27 C28 123.7(2) . . . . ?
C11 C10 C27 C32 117.11(19) . . . . ?
C9 C10 C27 C32 -58.3(2) . . . . ?
C32 C27 C28 C29 -0.7(3) . . . . ?
C10 C27 C28 C29 177.34(17) . . . . ?
C27 C28 C29 C30 1.0(3) . . . . ?
C28 C29 C30 C31 -0.3(3) . . . . ?
C28 C29 C30 N5 -179.00(16) . . . . ?
O3 N5 C30 C31 10.9(3) . . . . ?
O4 N5 C30 C31 -168.83(17) . . . . ?
O3 N5 C30 C29 -170.32(17) . . . . ?
O4 N5 C30 C29 10.0(3) . . . . ?
C29 C30 C31 C32 -0.7(3) . . . . ?
N5 C30 C31 C32 178.01(16) . . . . ?
C30 C31 C32 C27 1.0(3) . . . . ?
C28 C27 C32 C31 -0.3(3) . . . . ?
C10 C27 C32 C31 -178.43(17) . . . . ?
C4 C5 C33 C34 113.7(2) . . . . ?
C6 C5 C33 C34 -65.7(2) . . . . ?
C4 C5 C33 C38 -66.8(2) . . . . ?
C6 C5 C33 C38 113.8(2) . . . . ?
C38 C33 C34 C35 -1.6(3) . . . . ?
C5 C33 C34 C35 177.89(18) . . . . ?
C33 C34 C35 C36 1.4(3) . . . . ?
C34 C35 C36 C37 -0.2(3) . . . . ?
C35 C36 C37 C38 -0.8(3) . . . . ?
C36 C37 C38 C33 0.5(3) . . . . ?
C34 C33 C38 C37 0.7(3) . . . . ?
C5 C33 C38 C37 -178.83(18) . . . . ?
C14 C15 C39 C40 62.6(2) . . . . ?
C16 C15 C39 C40 -117.0(2) . . . . ?
C14 C15 C39 C44 -118.2(2) . . . . ?
C16 C15 C39 C44 62.3(2) . . . . ?
C44 C39 C40 C41 -0.3(3) . . . . ?
C15 C39 C40 C41 179.01(18) . . . . ?
C39 C40 C41 C42 -0.2(3) . . . . ?
C40 C41 C42 C43 0.0(3) . . . . ?
C41 C42 C43 C44 0.6(3) . . . . ?
C42 C43 C44 C39 -1.0(3) . . . . ?
C40 C39 C44 C43 0.9(3) . . . . ?
C15 C39 C44 C43 -178.42(18) . . . . ?
C46 O2 C45 O1 -1.6(3) . . . . ?
C46 O2 C45 C24 179.05(15) . . . . ?
C25 C24 C45 O1 -13.3(3) . . . . ?
C23 C24 C45 O1 164.64(19) . . . . ?
C25 C24 C45 O2 165.97(16) . . . . ?
C23 C24 C45 O2 -16.1(2) . . . . ?
