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#$Date: 2024-12-06 22:16:34 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296625 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/35/7063505.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_7063505
loop_
_publ_author_name
'Arif, Waseem'
'Kumar, Vipin'
'Chetti, Prabhakar'
'Kumar, Ravi'
_publ_section_title
;
 β-Methoxyphenyl substituted porphyrins: synthesis, characterization and
 comprehensive spectral, structural, electrochemical and theoretical
 analysis
;
_journal_issue                   44
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18848
_journal_page_last               18864
_journal_paper_doi               10.1039/D4NJ03904A
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C58 H42 N4 O2 [+ solvent]'
_chemical_formula_sum            'C58 H42 N4 O2'
_chemical_formula_weight         826.95
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-07-14 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.790(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.4032(11)
_cell_length_b                   10.7091(5)
_cell_length_c                   36.4314(15)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      69.93
_cell_measurement_theta_min      2.58
_cell_volume                     9325.7(7)
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1166
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            62109
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        66.492
_diffrn_reflns_theta_max         66.492
_diffrn_reflns_theta_min         2.578
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_description       needle
_exptl_crystal_F_000             3472
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.051
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.803
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.00069(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         8097
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.1373
_refine_ls_R_factor_gt           0.0721
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1430P)²+5.7310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1922
_refine_ls_wR_factor_ref         0.2726
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4113
_reflns_number_total             8097
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj03904a2.cif
_cod_data_source_block           RW8P
_cod_depositor_comments
'Adding full bibliography for 7063503--7063505.cif.'
_cod_original_cell_volume        9325.6(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7063505
_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_min   0.751
_shelx_estimated_absorpt_t_max   0.987
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C1 C 0.56252(15) 0.4541(4) 0.40170(10) 0.0614(9) Uani 1 1 d . . . . .
C2 C 0.53117(16) 0.3906(4) 0.42218(11) 0.0687(10) Uani 1 1 d . . . . .
H2 H 0.493680 0.367687 0.412147 0.082 Uiso 1 1 calc R U . . .
C3 C 0.56645(16) 0.3705(4) 0.45877(11) 0.0680(10) Uani 1 1 d . . . . .
H3 H 0.557791 0.330395 0.478654 0.082 Uiso 1 1 calc R U . . .
C4 C 0.62050(15) 0.4228(3) 0.46152(10) 0.0590(9) Uani 1 1 d . . . . .
C5 C 0.66673(15) 0.4213(3) 0.49591(10) 0.0565(9) Uani 1 1 d . . . . .
C6 C 0.71969(15) 0.4707(3) 0.50040(10) 0.0573(9) Uani 1 1 d . . . . .
C7 C 0.76927(15) 0.4704(3) 0.53525(10) 0.0598(9) Uani 1 1 d . . . . .
C8 C 0.81146(15) 0.5275(3) 0.52628(10) 0.0573(9) Uani 1 1 d . . . . .
C9 C 0.78925(15) 0.5672(3) 0.48570(10) 0.0567(9) Uani 1 1 d . . . . .
C10 C 0.81725(15) 0.6301(3) 0.46400(10) 0.0588(9) Uani 1 1 d . . . . .
C11 C 0.79464(14) 0.6623(3) 0.42440(10) 0.0596(9) Uani 1 1 d . . . . .
C12 C 0.82584(16) 0.7282(4) 0.40371(11) 0.0663(10) Uani 1 1 d . . . . .
H12 H 0.862767 0.754897 0.414097 0.080 Uiso 1 1 calc R U . . .
C13 C 0.79166(16) 0.7434(4) 0.36683(11) 0.0672(10) Uani 1 1 d . . . . .
H13 H 0.800706 0.781892 0.346863 0.081 Uiso 1 1 calc R U . . .
C14 C 0.73831(16) 0.6895(4) 0.36373(10) 0.0623(9) Uani 1 1 d . . . . .
C15 C 0.69145(16) 0.6922(4) 0.32985(10) 0.0648(10) Uani 1 1 d . . . . .
C16 C 0.63885(16) 0.6474(4) 0.32697(10) 0.0653(10) Uani 1 1 d . . . . .
C17 C 0.58998(17) 0.6447(5) 0.29242(11) 0.0808(12) Uani 1 1 d . . . . .
H17 H 0.587398 0.675130 0.267958 0.097 Uiso 1 1 calc R U . . .
C18 C 0.54865(18) 0.5901(4) 0.30197(11) 0.0805(12) Uani 1 1 d . . . . .
H18 H 0.512366 0.576782 0.285060 0.097 Uiso 1 1 calc R U . . .
C19 C 0.56948(16) 0.5558(4) 0.34235(11) 0.0671(10) Uani 1 1 d . . . . .
C20 C 0.53995(15) 0.4938(4) 0.36312(10) 0.0648(10) Uani 1 1 d . . . . .
C21 C 0.47931(17) 0.4743(5) 0.34223(11) 0.0742(11) Uani 1 1 d . . . . .
C22 C 0.44266(19) 0.5748(5) 0.33405(13) 0.0932(14) Uani 1 1 d . . . . .
H22 H 0.456587 0.654517 0.341675 0.112 Uiso 1 1 calc R U . . .
C23 C 0.3859(2) 0.5591(7) 0.31481(15) 0.1113(18) Uani 1 1 d . . . . .
H23 H 0.362060 0.627809 0.309496 0.134 Uiso 1 1 calc R U . . .
C24 C 0.3650(2) 0.4429(7) 0.30372(15) 0.1096(19) Uani 1 1 d . . . . .
H24 H 0.326822 0.432679 0.290881 0.132 Uiso 1 1 calc R U . . .
C25 C 0.3989(3) 0.3423(7) 0.31105(16) 0.1176(19) Uani 1 1 d . . . . .
H25 H 0.384238 0.263212 0.303218 0.141 Uiso 1 1 calc R U . . .
C26 C 0.4573(2) 0.3582(6) 0.33088(15) 0.1035(16) Uani 1 1 d . . . . .
H26 H 0.480709 0.288903 0.336204 0.124 Uiso 1 1 calc R U . . .
C27 C 0.65703(15) 0.3664(4) 0.53111(10) 0.0630(10) Uani 1 1 d . . . . .
C28 C 0.67343(19) 0.2478(4) 0.54358(11) 0.0765(11) Uani 1 1 d . . . . .
H28 H 0.690297 0.197831 0.529850 0.092 Uiso 1 1 calc R U . . .
C29 C 0.6648(2) 0.2015(5) 0.57697(14) 0.0948(15) Uani 1 1 d . . . . .
H29 H 0.677013 0.121676 0.585939 0.114 Uiso 1 1 calc R U . . .
C30 C 0.6382(2) 0.2744(6) 0.59668(14) 0.0975(16) Uani 1 1 d . . . . .
H30 H 0.632665 0.243578 0.618948 0.117 Uiso 1 1 calc R U . . .
C31 C 0.6201(2) 0.3913(6) 0.58361(13) 0.0928(14) Uani 1 1 d . . . . .
H31 H 0.601832 0.439747 0.596762 0.111 Uiso 1 1 calc R U . . .
C32 C 0.62897(17) 0.4377(4) 0.55060(12) 0.0756(11) Uani 1 1 d . . . . .
H32 H 0.616077 0.516990 0.541459 0.091 Uiso 1 1 calc R U . . .
C33 C 0.77840(15) 0.4139(3) 0.57426(10) 0.0595(9) Uani 1 1 d . . . . .
C34 C 0.80908(17) 0.3060(4) 0.58465(11) 0.0728(11) Uani 1 1 d . . . . .
H34 H 0.821302 0.266283 0.566289 0.087 Uiso 1 1 calc R U . . .
C35 C 0.82249(18) 0.2541(4) 0.62163(11) 0.0768(12) Uani 1 1 d . . . . .
H35 H 0.843063 0.180517 0.627893 0.092 Uiso 1 1 calc R U . . .
C36 C 0.80470(18) 0.3137(4) 0.64884(11) 0.0741(11) Uani 1 1 d . . . . .
C37 C 0.77439(18) 0.4236(4) 0.63882(11) 0.0741(11) Uani 1 1 d . . . . .
H37 H 0.762704 0.464174 0.657295 0.089 Uiso 1 1 calc R U . . .
C38 C 0.76130(17) 0.4736(4) 0.60212(11) 0.0691(10) Uani 1 1 d . . . . .
H38 H 0.740964 0.547497 0.595924 0.083 Uiso 1 1 calc R U . . .
C39 C 0.8412(3) 0.1559(6) 0.69571(16) 0.137(2) Uani 1 1 d . . . . .
H39A H 0.846596 0.136766 0.722495 0.205 Uiso 1 1 calc R U . . .
H39B H 0.817825 0.093236 0.679212 0.205 Uiso 1 1 calc R U . . .
H39C H 0.876719 0.157514 0.691873 0.205 Uiso 1 1 calc R U . . .
C40 C 0.86865(15) 0.5404(3) 0.55566(10) 0.0613(9) Uani 1 1 d . . . . .
C41 C 0.91239(17) 0.4669(4) 0.55445(11) 0.0723(11) Uani 1 1 d . . . . .
H41 H 0.906514 0.411264 0.533851 0.087 Uiso 1 1 calc R U . . .
C42 C 0.96464(17) 0.4727(4) 0.58269(12) 0.0817(12) Uani 1 1 d . . . . .
H42 H 0.993501 0.421923 0.581133 0.098 Uiso 1 1 calc R U . . .
C43 C 0.97339(19) 0.5545(5) 0.61306(13) 0.0855(13) Uani 1 1 d . . . . .
C44 C 0.9298(2) 0.6261(5) 0.61589(13) 0.0891(13) Uani 1 1 d . . . . .
H44 H 0.935516 0.679109 0.637098 0.107 Uiso 1 1 calc R U . . .
C45 C 0.87777(18) 0.6191(4) 0.58732(12) 0.0778(12) Uani 1 1 d . . . . .
H45 H 0.848577 0.667772 0.589371 0.093 Uiso 1 1 calc R U . . .
C46 C 1.0711(3) 0.5072(7) 0.63940(19) 0.142(2) Uani 1 1 d . . . . .
H46A H 1.103611 0.527382 0.661357 0.213 Uiso 1 1 calc R U . . .
H46B H 1.064242 0.418985 0.639056 0.213 Uiso 1 1 calc R U . . .
H46C H 1.077183 0.531024 0.615750 0.213 Uiso 1 1 calc R U . . .
C47 C 0.87673(15) 0.6674(3) 0.48398(10) 0.0597(9) Uani 1 1 d . . . . .
C48 C 0.89008(17) 0.7614(4) 0.51188(12) 0.0715(11) Uani 1 1 d . . . . .
H48 H 0.861740 0.801494 0.518100 0.086 Uiso 1 1 calc R U . . .
C49 C 0.9451(2) 0.7957(4) 0.53048(13) 0.0839(13) Uani 1 1 d . . . . .
H49 H 0.953710 0.857489 0.549537 0.101 Uiso 1 1 calc R U . . .
C50 C 0.98719(19) 0.7390(5) 0.52093(14) 0.0835(12) Uani 1 1 d . . . . .
H50 H 1.024228 0.761799 0.533688 0.100 Uiso 1 1 calc R U . . .
C51 C 0.97477(17) 0.6498(4) 0.49292(13) 0.0818(12) Uani 1 1 d . . . . .
H51 H 1.003284 0.613000 0.486054 0.098 Uiso 1 1 calc R U . . .
C52 C 0.91975(16) 0.6129(4) 0.47443(12) 0.0732(11) Uani 1 1 d . . . . .
H52 H 0.911721 0.550971 0.455436 0.088 Uiso 1 1 calc R U . . .
C53 C 0.69813(17) 0.7467(4) 0.29396(10) 0.0683(10) Uani 1 1 d . . . . .
C54 C 0.7298(2) 0.6852(5) 0.27526(12) 0.0838(13) Uani 1 1 d . . . . .
H54 H 0.746979 0.609951 0.285284 0.101 Uiso 1 1 calc R U . . .
C55 C 0.7364(2) 0.7341(6) 0.24176(14) 0.0975(15) Uani 1 1 d . . . . .
H55 H 0.757570 0.691532 0.229371 0.117 Uiso 1 1 calc R U . . .
C56 C 0.7119(3) 0.8441(6) 0.22726(15) 0.1063(18) Uani 1 1 d . . . . .
H56 H 0.716578 0.877216 0.204973 0.128 Uiso 1 1 calc R U . . .
C57 C 0.6803(2) 0.9069(5) 0.24498(15) 0.1033(16) Uani 1 1 d . . . . .
H57 H 0.663424 0.982122 0.234704 0.124 Uiso 1 1 calc R U . . .
C58 C 0.6735(2) 0.8577(5) 0.27872(13) 0.0882(13) Uani 1 1 d . . . . .
H58 H 0.652047 0.900562 0.290841 0.106 Uiso 1 1 calc R U . . .
N1 N 0.61726(12) 0.4734(3) 0.42596(8) 0.0592(8) Uani 1 1 d . . . . .
N3 N 0.74130(12) 0.6399(3) 0.39944(8) 0.0618(8) Uani 1 1 d . . . . .
O1 O 0.81559(15) 0.2719(3) 0.68640(8) 0.0987(10) Uani 1 1 d . . . . .
O2 O 1.02446(15) 0.5722(4) 0.64238(10) 0.1216(13) Uani 1 1 d . . . . .
N2 N 0.73433(12) 0.5294(3) 0.47170(8) 0.0604(8) Uani 1 1 d D . . . .
N4 N 0.62430(13) 0.5915(3) 0.35609(9) 0.0651(8) Uani 1 1 d D . . . .
H2A H 0.7102(13) 0.537(4) 0.4485(7) 0.078 Uiso 1 1 d D U . . .
H4A H 0.6478(14) 0.586(4) 0.3796(7) 0.078 Uiso 1 1 d D 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'
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'
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
N1 C1 C20 125.4(3) . . ?
N1 C1 C2 110.7(3) . . ?
C20 C1 C2 123.9(3) . . ?
C3 C2 C1 106.9(3) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C2 C3 C4 107.6(3) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C5 127.6(3) . . ?
N1 C4 C3 109.4(3) . . ?
C5 C4 C3 123.0(3) . . ?
C4 C5 C6 125.6(3) . . ?
C4 C5 C27 116.0(3) . . ?
C6 C5 C27 118.4(3) . . ?
N2 C6 C5 125.4(3) . . ?
N2 C6 C7 106.7(3) . . ?
C5 C6 C7 127.9(3) . . ?
C8 C7 C6 107.9(3) . . ?
C8 C7 C33 121.9(3) . . ?
C6 C7 C33 130.0(3) . . ?
C7 C8 C9 107.9(3) . . ?
C7 C8 C40 121.5(3) . . ?
C9 C8 C40 130.6(3) . . ?
N2 C9 C10 125.3(3) . . ?
N2 C9 C8 106.6(3) . . ?
C10 C9 C8 128.1(3) . . ?
C9 C10 C11 126.1(3) . . ?
C9 C10 C47 118.5(3) . . ?
C11 C10 C47 115.5(3) . . ?
N3 C11 C10 127.3(3) . . ?
N3 C11 C12 109.4(3) . . ?
C10 C11 C12 123.3(3) . . ?
C13 C12 C11 107.4(3) . . ?
C13 C12 H12 126.3 . . ?
C11 C12 H12 126.3 . . ?
C12 C13 C14 107.6(3) . . ?
C12 C13 H13 126.2 . . ?
C14 C13 H13 126.2 . . ?
N3 C14 C15 126.8(3) . . ?
N3 C14 C13 109.2(3) . . ?
C15 C14 C13 124.0(3) . . ?
C16 C15 C14 124.8(3) . . ?
C16 C15 C53 117.4(3) . . ?
C14 C15 C53 117.8(3) . . ?
N4 C16 C15 126.6(3) . . ?
N4 C16 C17 106.8(3) . . ?
C15 C16 C17 126.6(3) . . ?
C18 C17 C16 107.5(4) . . ?
C18 C17 H17 126.3 . . ?
C16 C17 H17 126.3 . . ?
C17 C18 C19 109.1(4) . . ?
C17 C18 H18 125.4 . . ?
C19 C18 H18 125.4 . . ?
N4 C19 C20 127.0(3) . . ?
N4 C19 C18 106.3(3) . . ?
C20 C19 C18 126.7(4) . . ?
C1 C20 C19 125.3(3) . . ?
C1 C20 C21 118.4(3) . . ?
C19 C20 C21 116.3(3) . . ?
C26 C21 C22 117.6(4) . . ?
C26 C21 C20 122.0(4) . . ?
C22 C21 C20 120.4(4) . . ?
C23 C22 C21 121.5(5) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C22 119.7(6) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C25 C24 C23 121.0(6) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 119.4(6) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C21 C26 C25 120.8(6) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C28 C27 C32 119.4(4) . . ?
C28 C27 C5 121.8(4) . . ?
C32 C27 C5 118.7(4) . . ?
C27 C28 C29 119.9(4) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 120.0(5) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C31 C30 C29 120.3(5) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 119.8(5) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C27 120.4(4) . . ?
C31 C32 H32 119.8 . . ?
C27 C32 H32 119.8 . . ?
C34 C33 C38 118.4(3) . . ?
C34 C33 C7 119.7(3) . . ?
C38 C33 C7 121.7(3) . . ?
C33 C34 C35 122.3(4) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C36 C35 C34 118.7(4) . . ?
C36 C35 H35 120.7 . . ?
C34 C35 H35 120.7 . . ?
O1 C36 C35 124.1(4) . . ?
O1 C36 C37 116.4(4) . . ?
C35 C36 C37 119.5(4) . . ?
C38 C37 C36 121.2(4) . . ?
C38 C37 H37 119.4 . . ?
C36 C37 H37 119.4 . . ?
C37 C38 C33 120.0(4) . . ?
C37 C38 H38 120.0 . . ?
C33 C38 H38 120.0 . . ?
O1 C39 H39A 109.5 . . ?
O1 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O1 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C45 117.8(4) . . ?
C41 C40 C8 121.7(3) . . ?
C45 C40 C8 120.2(3) . . ?
C40 C41 C42 122.3(4) . . ?
C40 C41 H41 118.8 . . ?
C42 C41 H41 118.8 . . ?
C43 C42 C41 118.9(4) . . ?
C43 C42 H42 120.5 . . ?
C41 C42 H42 120.5 . . ?
C42 C43 C44 120.1(4) . . ?
C42 C43 O2 124.3(5) . . ?
C44 C43 O2 115.6(4) . . ?
C43 C44 C45 120.1(4) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C44 C45 C40 120.6(4) . . ?
C44 C45 H45 119.7 . . ?
C40 C45 H45 119.7 . . ?
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 . . ?
C52 C47 C48 118.2(4) . . ?
C52 C47 C10 121.3(3) . . ?
C48 C47 C10 120.5(3) . . ?
C49 C48 C47 120.5(4) . . ?
C49 C48 H48 119.7 . . ?
C47 C48 H48 119.7 . . ?
C50 C49 C48 120.2(4) . . ?
C50 C49 H49 119.9 . . ?
C48 C49 H49 119.9 . . ?
C51 C50 C49 120.0(4) . . ?
C51 C50 H50 120.0 . . ?
C49 C50 H50 120.0 . . ?
C50 C51 C52 120.4(4) . . ?
C50 C51 H51 119.8 . . ?
C52 C51 H51 119.8 . . ?
C47 C52 C51 120.6(4) . . ?
C47 C52 H52 119.7 . . ?
C51 C52 H52 119.7 . . ?
C58 C53 C54 118.4(4) . . ?
C58 C53 C15 121.4(4) . . ?
C54 C53 C15 120.2(4) . . ?
C53 C54 C55 121.1(5) . . ?
C53 C54 H54 119.5 . . ?
C55 C54 H54 119.5 . . ?
C56 C55 C54 119.6(5) . . ?
C56 C55 H55 120.2 . . ?
C54 C55 H55 120.2 . . ?
C55 C56 C57 120.7(5) . . ?
C55 C56 H56 119.6 . . ?
C57 C56 H56 119.6 . . ?
C56 C57 C58 119.8(5) . . ?
C56 C57 H57 120.1 . . ?
C58 C57 H57 120.1 . . ?
C53 C58 C57 120.4(5) . . ?
C53 C58 H58 119.8 . . ?
C57 C58 H58 119.8 . . ?
C4 N1 C1 105.5(3) . . ?
C11 N3 C14 106.5(3) . . ?
C36 O1 C39 117.0(4) . . ?
C43 O2 C46 117.7(5) . . ?
C9 N2 C6 110.8(3) . . ?
C9 N2 H2A 129(3) . . ?
C6 N2 H2A 120(3) . . ?
C19 N4 C16 110.3(3) . . ?
C19 N4 H4A 129(3) . . ?
C16 N4 H4A 121(3) . . ?
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
C1 N1 1.387(4) . ?
C1 C20 1.392(5) . ?
C1 C2 1.434(5) . ?
C2 C3 1.348(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.455(5) . ?
C3 H3 0.9300 . ?
C4 N1 1.381(4) . ?
C4 C5 1.397(5) . ?
C5 C6 1.403(5) . ?
C5 C27 1.505(5) . ?
C6 N2 1.375(4) . ?
C6 C7 1.454(5) . ?
C7 C8 1.366(5) . ?
C7 C33 1.489(5) . ?
C8 C9 1.456(5) . ?
C8 C40 1.491(5) . ?
C9 N2 1.374(4) . ?
C9 C10 1.402(5) . ?
C10 C11 1.403(5) . ?
C10 C47 1.493(5) . ?
C11 N3 1.373(4) . ?
C11 C12 1.448(5) . ?
C12 C13 1.340(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.442(5) . ?
C13 H13 0.9300 . ?
C14 N3 1.383(4) . ?
C14 C15 1.395(5) . ?
C15 C16 1.390(5) . ?
C15 C53 1.493(5) . ?
C16 N4 1.373(5) . ?
C16 C17 1.438(5) . ?
C17 C18 1.347(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.432(5) . ?
C18 H18 0.9300 . ?
C19 N4 1.365(5) . ?
C19 C20 1.400(5) . ?
C20 C21 1.484(5) . ?
C21 C26 1.369(6) . ?
C21 C22 1.388(6) . ?
C22 C23 1.385(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.359(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.348(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.423(7) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.366(5) . ?
C27 C32 1.392(5) . ?
C28 C29 1.398(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.382(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.362(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.389(6) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.374(5) . ?
C33 C38 1.388(5) . ?
C34 C35 1.389(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.378(5) . ?
C35 H35 0.9300 . ?
C36 O1 1.376(4) . ?
C36 C37 1.386(6) . ?
C37 C38 1.373(5) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 O1 1.389(6) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 C41 1.374(5) . ?
C40 C45 1.383(5) . ?
C41 C42 1.378(5) . ?
C41 H41 0.9300 . ?
C42 C43 1.369(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.378(6) . ?
C43 O2 1.386(5) . ?
C44 C45 1.381(6) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 O2 1.409(7) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C52 1.383(5) . ?
C47 C48 1.388(5) . ?
C48 C49 1.381(6) . ?
C48 H48 0.9300 . ?
C49 C50 1.372(6) . ?
C49 H49 0.9300 . ?
C50 C51 1.355(6) . ?
C50 H50 0.9300 . ?
C51 C52 1.388(6) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
C53 C58 1.370(6) . ?
C53 C54 1.385(6) . ?
C54 C55 1.389(6) . ?
C54 H54 0.9300 . ?
C55 C56 1.353(8) . ?
C55 H55 0.9300 . ?
C56 C57 1.365(8) . ?
C56 H56 0.9300 . ?
C57 C58 1.401(7) . ?
C57 H57 0.9300 . ?
C58 H58 0.9300 . ?
N2 H2A 0.864(18) . ?
N4 H4A 0.865(19) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A N1 0.864(18) 2.32(3) 2.937(4) 128(3) . yes
N2 H2A N3 0.864(18) 2.45(4) 2.946(4) 117(3) . yes
N4 H4A N1 0.865(19) 2.41(4) 2.902(4) 117(3) . yes
N4 H4A N3 0.865(19) 2.31(3) 2.902(4) 126(3) . yes
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
N1 C1 C2 C3 -0.2(5) . . . . ?
C20 C1 C2 C3 -178.4(4) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C2 C3 C4 N1 -0.6(4) . . . . ?
C2 C3 C4 C5 178.2(4) . . . . ?
N1 C4 C5 C6 -1.0(6) . . . . ?
C3 C4 C5 C6 -179.7(3) . . . . ?
N1 C4 C5 C27 176.3(3) . . . . ?
C3 C4 C5 C27 -2.4(5) . . . . ?
C4 C5 C6 N2 0.7(6) . . . . ?
C27 C5 C6 N2 -176.6(3) . . . . ?
C4 C5 C6 C7 -179.2(4) . . . . ?
C27 C5 C6 C7 3.6(6) . . . . ?
N2 C6 C7 C8 -0.4(4) . . . . ?
C5 C6 C7 C8 179.5(3) . . . . ?
N2 C6 C7 C33 -176.6(4) . . . . ?
C5 C6 C7 C33 3.3(6) . . . . ?
C6 C7 C8 C9 1.0(4) . . . . ?
C33 C7 C8 C9 177.5(3) . . . . ?
C6 C7 C8 C40 -178.8(3) . . . . ?
C33 C7 C8 C40 -2.2(5) . . . . ?
C7 C8 C9 N2 -1.3(4) . . . . ?
C40 C8 C9 N2 178.5(3) . . . . ?
C7 C8 C9 C10 179.7(4) . . . . ?
C40 C8 C9 C10 -0.6(6) . . . . ?
N2 C9 C10 C11 -1.5(6) . . . . ?
C8 C9 C10 C11 177.4(4) . . . . ?
N2 C9 C10 C47 178.5(3) . . . . ?
C8 C9 C10 C47 -2.6(6) . . . . ?
C9 C10 C11 N3 0.5(6) . . . . ?
C47 C10 C11 N3 -179.6(3) . . . . ?
C9 C10 C11 C12 179.6(4) . . . . ?
C47 C10 C11 C12 -0.5(5) . . . . ?
N3 C11 C12 C13 -0.7(4) . . . . ?
C10 C11 C12 C13 -179.9(4) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C13 C14 N3 -0.7(4) . . . . ?
C12 C13 C14 C15 177.4(4) . . . . ?
N3 C14 C15 C16 1.8(7) . . . . ?
C13 C14 C15 C16 -176.0(4) . . . . ?
N3 C14 C15 C53 -177.9(4) . . . . ?
C13 C14 C15 C53 4.3(6) . . . . ?
C14 C15 C16 N4 -1.4(7) . . . . ?
C53 C15 C16 N4 178.4(4) . . . . ?
C14 C15 C16 C17 -177.9(4) . . . . ?
C53 C15 C16 C17 1.9(6) . . . . ?
N4 C16 C17 C18 0.8(5) . . . . ?
C15 C16 C17 C18 177.9(4) . . . . ?
C16 C17 C18 C19 -0.3(5) . . . . ?
C17 C18 C19 N4 -0.3(5) . . . . ?
C17 C18 C19 C20 -178.1(4) . . . . ?
N1 C1 C20 C19 2.2(7) . . . . ?
C2 C1 C20 C19 -179.9(4) . . . . ?
N1 C1 C20 C21 -175.2(4) . . . . ?
C2 C1 C20 C21 2.7(6) . . . . ?
N4 C19 C20 C1 -2.0(7) . . . . ?
C18 C19 C20 C1 175.3(4) . . . . ?
N4 C19 C20 C21 175.4(4) . . . . ?
C18 C19 C20 C21 -7.2(6) . . . . ?
C1 C20 C21 C26 -71.4(5) . . . . ?
C19 C20 C21 C26 111.0(5) . . . . ?
C1 C20 C21 C22 107.6(5) . . . . ?
C19 C20 C21 C22 -70.0(5) . . . . ?
C26 C21 C22 C23 -0.6(7) . . . . ?
C20 C21 C22 C23 -179.6(4) . . . . ?
C21 C22 C23 C24 0.3(8) . . . . ?
C22 C23 C24 C25 -0.2(9) . . . . ?
C23 C24 C25 C26 0.3(9) . . . . ?
C22 C21 C26 C25 0.7(7) . . . . ?
C20 C21 C26 C25 179.7(4) . . . . ?
C24 C25 C26 C21 -0.6(8) . . . . ?
C4 C5 C27 C28 101.0(4) . . . . ?
C6 C5 C27 C28 -81.4(5) . . . . ?
C4 C5 C27 C32 -76.9(5) . . . . ?
C6 C5 C27 C32 100.6(4) . . . . ?
C32 C27 C28 C29 -3.6(6) . . . . ?
C5 C27 C28 C29 178.4(4) . . . . ?
C27 C28 C29 C30 2.0(7) . . . . ?
C28 C29 C30 C31 0.2(7) . . . . ?
C29 C30 C31 C32 -0.7(7) . . . . ?
C30 C31 C32 C27 -1.0(7) . . . . ?
C28 C27 C32 C31 3.2(6) . . . . ?
C5 C27 C32 C31 -178.8(4) . . . . ?
C8 C7 C33 C34 -71.2(5) . . . . ?
C6 C7 C33 C34 104.5(5) . . . . ?
C8 C7 C33 C38 102.5(5) . . . . ?
C6 C7 C33 C38 -81.8(5) . . . . ?
C38 C33 C34 C35 1.2(6) . . . . ?
C7 C33 C34 C35 175.1(4) . . . . ?
C33 C34 C35 C36 -0.5(7) . . . . ?
C34 C35 C36 O1 -179.7(4) . . . . ?
C34 C35 C36 C37 -0.4(7) . . . . ?
O1 C36 C37 C38 179.9(4) . . . . ?
C35 C36 C37 C38 0.6(7) . . . . ?
C36 C37 C38 C33 0.1(7) . . . . ?
C34 C33 C38 C37 -1.0(6) . . . . ?
C7 C33 C38 C37 -174.8(4) . . . . ?
C7 C8 C40 C41 104.7(5) . . . . ?
C9 C8 C40 C41 -75.0(5) . . . . ?
C7 C8 C40 C45 -68.9(5) . . . . ?
C9 C8 C40 C45 111.4(5) . . . . ?
C45 C40 C41 C42 -2.4(6) . . . . ?
C8 C40 C41 C42 -176.1(4) . . . . ?
C40 C41 C42 C43 0.0(7) . . . . ?
C41 C42 C43 C44 2.4(7) . . . . ?
C41 C42 C43 O2 -177.5(4) . . . . ?
C42 C43 C44 C45 -2.5(7) . . . . ?
O2 C43 C44 C45 177.4(4) . . . . ?
C43 C44 C45 C40 0.2(7) . . . . ?
C41 C40 C45 C44 2.2(6) . . . . ?
C8 C40 C45 C44 176.1(4) . . . . ?
C9 C10 C47 C52 112.4(4) . . . . ?
C11 C10 C47 C52 -67.5(5) . . . . ?
C9 C10 C47 C48 -69.8(5) . . . . ?
C11 C10 C47 C48 110.3(4) . . . . ?
C52 C47 C48 C49 -2.3(6) . . . . ?
C10 C47 C48 C49 179.8(4) . . . . ?
C47 C48 C49 C50 1.4(7) . . . . ?
C48 C49 C50 C51 0.6(7) . . . . ?
C49 C50 C51 C52 -1.6(7) . . . . ?
C48 C47 C52 C51 1.3(6) . . . . ?
C10 C47 C52 C51 179.2(4) . . . . ?
C50 C51 C52 C47 0.7(7) . . . . ?
C16 C15 C53 C58 69.3(5) . . . . ?
C14 C15 C53 C58 -110.9(5) . . . . ?
C16 C15 C53 C54 -110.7(5) . . . . ?
C14 C15 C53 C54 69.0(5) . . . . ?
C58 C53 C54 C55 -0.3(6) . . . . ?
C15 C53 C54 C55 179.8(4) . . . . ?
C53 C54 C55 C56 0.5(7) . . . . ?
C54 C55 C56 C57 -0.6(8) . . . . ?
C55 C56 C57 C58 0.4(8) . . . . ?
C54 C53 C58 C57 0.1(7) . . . . ?
C15 C53 C58 C57 -180.0(4) . . . . ?
C56 C57 C58 C53 -0.2(7) . . . . ?
C5 C4 N1 C1 -178.3(4) . . . . ?
C3 C4 N1 C1 0.4(4) . . . . ?
C20 C1 N1 C4 178.0(4) . . . . ?
C2 C1 N1 C4 -0.1(4) . . . . ?
C10 C11 N3 C14 179.4(4) . . . . ?
C12 C11 N3 C14 0.2(4) . . . . ?
C15 C14 N3 C11 -177.7(4) . . . . ?
C13 C14 N3 C11 0.3(4) . . . . ?
C35 C36 O1 C39 -6.8(7) . . . . ?
C37 C36 O1 C39 173.9(5) . . . . ?
C42 C43 O2 C46 4.0(7) . . . . ?
C44 C43 O2 C46 -175.9(5) . . . . ?
C10 C9 N2 C6 -179.9(3) . . . . ?
C8 C9 N2 C6 1.0(4) . . . . ?
C5 C6 N2 C9 179.7(3) . . . . ?
C7 C6 N2 C9 -0.4(4) . . . . ?
C20 C19 N4 C16 178.6(4) . . . . ?
C18 C19 N4 C16 0.8(5) . . . . ?
C15 C16 N4 C19 -178.1(4) . . . . ?
C17 C16 N4 C19 -1.0(5) . . . . ?
