#------------------------------------------------------------------------------
#$Date: 2020-07-03 02:23:11 +0300 (Fri, 03 Jul 2020) $
#$Revision: 253674 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/84/1558471.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_1558471
loop_
_publ_author_name
'Ishizuka, Tomoya'
'Sakashita, Ryuichi'
'Iwanaga, Osamu'
'Morimoto, Tatsuki'
'Mori, Shigeki'
'Ishida, Masatoshi'
'Toganoh, Motoki'
'Takegoshi, Kiyonori'
'Osuka, Atsuhiro'
'Furuta, Hiroyuki'
_publ_section_title
;
 NH Tautomerism of N-Confused Porphyrin: Solvent/Substituent Effects and
 Isomerization Mechanism.
;
_journal_name_full               'The journal of physical chemistry. A'
_journal_paper_doi               10.1021/acs.jpca.0c04779
_journal_year                    2020
_chemical_formula_moiety         'C44 H30 N4, C H Cl3'
_chemical_formula_sum            'C45 H31 Cl3 N4'
_chemical_formula_weight         734.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                107.630(3)
_cell_angle_beta                 101.505(3)
_cell_angle_gamma                97.424(2)
_cell_formula_units_Z            2
_cell_length_a                   9.6121(6)
_cell_length_b                   14.2479(7)
_cell_length_c                   14.6368(10)
_cell_measurement_reflns_used    9104
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.42
_cell_volume                     1833.0(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_number            7027
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.208
_exptl_absorpt_coefficient_mu    0.289
_exptl_absorpt_correction_T_max  0.944
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.884
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         7027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0741
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1190P)²+1.5698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2087
_refine_ls_wR_factor_ref         0.2216
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5645
_reflns_number_total             7027
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp0c04779_si_002.cif
_cod_data_source_block           shelxl
_cod_database_code               1558471
_shelx_shelxl_version_number     2016/6
_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   0.893
_shelx_estimated_absorpt_t_max   0.944
loop_
_space_group_symop_operation_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_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
Cl1 Cl 0.99548(16) 0.68072(12) 0.92498(11) 0.1011(4) Uani 1 1 d . . . . .
Cl2 Cl 1.05590(19) 0.88126(13) 0.91769(12) 0.1134(5) Uani 1 1 d . . . . .
Cl3 Cl 0.9222(2) 0.84371(14) 1.06503(12) 0.1385(7) Uani 1 1 d . . . . .
N1 N 0.6855(2) 0.28712(16) 0.58340(16) 0.0383(5) Uani 1 1 d . . . . .
H1N H 0.700345 0.345649 0.574567 0.046 Uiso 1 1 calc R U . . .
N2 N 0.7907(3) 0.36942(17) 0.44544(16) 0.0403(5) Uani 1 1 d . . . . .
N3 N 0.7287(3) 0.57240(17) 0.52786(17) 0.0419(5) Uani 1 1 d . . . . .
H3N H 0.739387 0.520827 0.547873 0.050 Uiso 1 1 calc R U . . .
N4 N 0.6344(3) 0.61539(19) 0.81303(18) 0.0517(6) Uani 1 1 d . . . . .
C1 C 0.6300(3) 0.2701(2) 0.6582(2) 0.0391(6) Uani 1 1 d . . . . .
C2 C 0.6158(3) 0.1651(2) 0.6412(2) 0.0448(7) Uani 1 1 d . . . . .
H2 H 0.576989 0.130090 0.679275 0.054 Uiso 1 1 calc R U . . .
C3 C 0.6669(3) 0.1232(2) 0.5613(2) 0.0454(7) Uani 1 1 d . . . . .
H3 H 0.670456 0.054137 0.534431 0.054 Uiso 1 1 calc R U . . .
C4 C 0.7145(3) 0.20060(19) 0.5247(2) 0.0388(6) Uani 1 1 d . . . . .
C5 C 0.7857(3) 0.1954(2) 0.44924(19) 0.0387(6) Uani 1 1 d . . . . .
C6 C 0.8252(3) 0.2762(2) 0.41655(19) 0.0411(6) Uani 1 1 d . . . . .
C7 C 0.8999(4) 0.2660(2) 0.3377(2) 0.0493(7) Uani 1 1 d . . . . .
H7 H 0.936045 0.209088 0.305924 0.059 Uiso 1 1 calc R U . . .
C8 C 0.9077(3) 0.3526(2) 0.3187(2) 0.0496(7) Uani 1 1 d . . . . .
H8 H 0.951681 0.369041 0.271452 0.060 Uiso 1 1 calc R U . . .
C9 C 0.8364(3) 0.4165(2) 0.3839(2) 0.0419(6) Uani 1 1 d . . . . .
C10 C 0.8145(3) 0.5107(2) 0.37709(19) 0.0403(6) Uani 1 1 d . . . . .
C11 C 0.7590(3) 0.5813(2) 0.4430(2) 0.0406(6) Uani 1 1 d . . . . .
C12 C 0.7237(3) 0.6740(2) 0.4375(2) 0.0445(6) Uani 1 1 d . . . . .
H12 H 0.732427 0.700582 0.386211 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6752(3) 0.7178(2) 0.5184(2) 0.0450(6) Uani 1 1 d . . . . .
H13 H 0.643972 0.780079 0.533051 0.054 Uiso 1 1 calc R U . . .
C14 C 0.6793(3) 0.6542(2) 0.5777(2) 0.0407(6) Uani 1 1 d . . . . .
C15 C 0.6415(3) 0.6694(2) 0.6682(2) 0.0402(6) Uani 1 1 d . . . . .
C16 C 0.6275(3) 0.5920(2) 0.7100(2) 0.0407(6) Uani 1 1 d . . . . .
C17 C 0.6131(3) 0.48794(19) 0.66606(19) 0.0392(6) Uani 1 1 d . . . . .
H17 H 0.606603 0.452842 0.598389 0.047 Uiso 1 1 calc R U . . .
C18 C 0.6099(3) 0.4454(2) 0.7399(2) 0.0398(6) Uani 1 1 d . . . . .
C19 C 0.6243(4) 0.5293(2) 0.8294(2) 0.0474(7) Uani 1 1 d . . . . .
H19 H 0.626085 0.522892 0.892336 0.057 Uiso 1 1 calc R U . . .
C20 C 0.6022(3) 0.3443(2) 0.7366(2) 0.0391(6) Uani 1 1 d . . . . .
C21 C 0.8217(3) 0.0963(2) 0.4011(2) 0.0440(6) Uani 1 1 d . . . . .
C22 C 0.7123(5) 0.0155(3) 0.3403(3) 0.0669(10) Uani 1 1 d . . . . .
H22 H 0.614475 0.023521 0.329693 0.080 Uiso 1 1 calc R U . . .
C23 C 0.7436(6) -0.0774(3) 0.2947(4) 0.0917(15) Uani 1 1 d . . . . .
H23 H 0.667149 -0.132292 0.253944 0.110 Uiso 1 1 calc R U . . .
C24 C 0.8822(7) -0.0898(3) 0.3081(4) 0.0942(17) Uani 1 1 d . . . . .
H24 H 0.903051 -0.153429 0.277129 0.113 Uiso 1 1 calc R U . . .
C25 C 0.9937(6) -0.0099(4) 0.3670(4) 0.0869(14) Uani 1 1 d . . . . .
H25 H 1.091238 -0.018550 0.375255 0.104 Uiso 1 1 calc R U . . .
C26 C 0.9642(4) 0.0835(3) 0.4144(3) 0.0649(9) Uani 1 1 d . . . . .
H26 H 1.041199 0.137871 0.455614 0.078 Uiso 1 1 calc R U . . .
C27 C 0.8497(3) 0.5372(2) 0.2916(2) 0.0426(6) Uani 1 1 d . . . . .
C28 C 0.7786(4) 0.4775(2) 0.1948(2) 0.0513(7) Uani 1 1 d . . . . .
H28 H 0.704851 0.420714 0.182689 0.062 Uiso 1 1 calc R U . . .
C29 C 0.8147(5) 0.5003(3) 0.1157(3) 0.0634(9) Uani 1 1 d . . . . .
H29 H 0.765138 0.459134 0.049850 0.076 Uiso 1 1 calc R U . . .
C30 C 0.9206(5) 0.5811(3) 0.1317(3) 0.0668(10) Uani 1 1 d . . . . .
H30 H 0.946517 0.595339 0.077242 0.080 Uiso 1 1 calc R U . . .
C31 C 0.9910(4) 0.6429(3) 0.2288(3) 0.0667(10) Uani 1 1 d . . . . .
H31 H 1.063912 0.699930 0.240476 0.080 Uiso 1 1 calc R U . . .
C32 C 0.9544(4) 0.6209(3) 0.3075(2) 0.0538(8) Uani 1 1 d . . . . .
H32 H 1.001523 0.663658 0.373248 0.065 Uiso 1 1 calc R U . . .
C33 C 0.6193(3) 0.7700(2) 0.7237(2) 0.0448(6) Uani 1 1 d . . . . .
C34 C 0.4992(4) 0.7782(2) 0.7642(2) 0.0539(8) Uani 1 1 d . . . . .
H34 H 0.429743 0.719361 0.752604 0.065 Uiso 1 1 calc R U . . .
C35 C 0.4801(5) 0.8703(3) 0.8204(3) 0.0751(11) Uani 1 1 d . . . . .
H35 H 0.398540 0.874881 0.847798 0.090 Uiso 1 1 calc R U . . .
C36 C 0.5815(6) 0.9564(3) 0.8367(4) 0.0913(15) Uani 1 1 d . . . . .
H36 H 0.569775 1.019968 0.876099 0.110 Uiso 1 1 calc R U . . .
C37 C 0.6976(6) 0.9501(3) 0.7965(4) 0.0835(13) Uani 1 1 d . . . . .
H37 H 0.765405 1.009605 0.807274 0.100 Uiso 1 1 calc R U . . .
C38 C 0.7179(4) 0.8575(2) 0.7396(3) 0.0599(8) Uani 1 1 d . . . . .
H38 H 0.799074 0.853976 0.711738 0.072 Uiso 1 1 calc R U . . .
C39 C 0.5673(3) 0.3161(2) 0.8204(2) 0.0409(6) Uani 1 1 d . . . . .
C40 C 0.4459(3) 0.3407(2) 0.8526(2) 0.0468(7) Uani 1 1 d . . . . .
H40 H 0.386485 0.376062 0.821136 0.056 Uiso 1 1 calc R U . . .
C41 C 0.4104(4) 0.3144(2) 0.9301(2) 0.0562(8) Uani 1 1 d . . . . .
H41 H 0.326102 0.330880 0.950386 0.067 Uiso 1 1 calc R U . . .
C42 C 0.4969(4) 0.2643(3) 0.9780(2) 0.0597(9) Uani 1 1 d . . . . .
H42 H 0.472628 0.246632 1.031315 0.072 Uiso 1 1 calc R U . . .
C43 C 0.6184(4) 0.2403(3) 0.9478(2) 0.0585(8) Uani 1 1 d . . . . .
H43 H 0.678446 0.206343 0.980674 0.070 Uiso 1 1 calc R U . . .
C44 C 0.6540(3) 0.2655(2) 0.8690(2) 0.0486(7) Uani 1 1 d . . . . .
H44 H 0.737758 0.248211 0.848465 0.058 Uiso 1 1 calc R U . . .
C45 C 0.9363(5) 0.7956(4) 0.9437(3) 0.0862(13) Uani 1 1 d . . . . .
H45 H 0.838412 0.782973 0.897742 0.103 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'
Cl Cl 0.1484 0.1585 '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'
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
C4 N1 C1 110.9(2) . . ?
C4 N1 H1N 124.5 . . ?
C1 N1 H1N 124.5 . . ?
C6 N2 C9 105.3(2) . . ?
C11 N3 C14 111.3(2) . . ?
C11 N3 H3N 124.4 . . ?
C14 N3 H3N 124.4 . . ?
C19 N4 C16 106.2(2) . . ?
N1 C1 C20 125.4(2) . . ?
N1 C1 C2 105.8(2) . . ?
C20 C1 C2 128.7(3) . . ?
C3 C2 C1 108.7(2) . . ?
C3 C2 H2 125.6 . . ?
C1 C2 H2 125.6 . . ?
C2 C3 C4 108.3(2) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
N1 C4 C5 124.6(2) . . ?
N1 C4 C3 106.1(2) . . ?
C5 C4 C3 129.1(2) . . ?
C4 C5 C6 124.9(2) . . ?
C4 C5 C21 116.5(2) . . ?
C6 C5 C21 118.6(2) . . ?
N2 C6 C5 127.0(2) . . ?
N2 C6 C7 110.6(2) . . ?
C5 C6 C7 122.2(3) . . ?
C8 C7 C6 106.5(3) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
C7 C8 C9 107.3(3) . . ?
C7 C8 H8 126.4 . . ?
C9 C8 H8 126.4 . . ?
N2 C9 C10 127.8(3) . . ?
N2 C9 C8 110.3(2) . . ?
C10 C9 C8 121.8(2) . . ?
C11 C10 C9 125.4(2) . . ?
C11 C10 C27 116.9(2) . . ?
C9 C10 C27 117.7(2) . . ?
N3 C11 C10 124.9(2) . . ?
N3 C11 C12 106.2(2) . . ?
C10 C11 C12 128.9(3) . . ?
C13 C12 C11 108.2(2) . . ?
C13 C12 H12 125.9 . . ?
C11 C12 H12 125.9 . . ?
C12 C13 C14 108.5(3) . . ?
C12 C13 H13 125.8 . . ?
C14 C13 H13 125.8 . . ?
N3 C14 C15 125.6(2) . . ?
N3 C14 C13 105.8(2) . . ?
C15 C14 C13 128.6(3) . . ?
C14 C15 C16 122.0(2) . . ?
C14 C15 C33 119.4(2) . . ?
C16 C15 C33 118.6(2) . . ?
C17 C16 C15 129.9(3) . . ?
C17 C16 N4 109.3(2) . . ?
C15 C16 N4 120.7(2) . . ?
C18 C17 C16 107.4(2) . . ?
C18 C17 H17 126.3 . . ?
C16 C17 H17 126.3 . . ?
C17 C18 C20 130.7(2) . . ?
C17 C18 C19 105.2(2) . . ?
C20 C18 C19 124.0(2) . . ?
N4 C19 C18 111.9(2) . . ?
N4 C19 H19 124.1 . . ?
C18 C19 H19 124.1 . . ?
C1 C20 C18 122.5(2) . . ?
C1 C20 C39 118.4(2) . . ?
C18 C20 C39 119.0(2) . . ?
C22 C21 C26 118.6(3) . . ?
C22 C21 C5 120.1(3) . . ?
C26 C21 C5 121.3(3) . . ?
C21 C22 C23 121.0(4) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C24 C23 C22 120.3(5) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.5(4) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C21 C26 C25 119.6(4) . . ?
C21 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C32 C27 C28 118.8(3) . . ?
C32 C27 C10 120.7(3) . . ?
C28 C27 C10 120.5(3) . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 120.6(3) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 119.5(3) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C32 C31 C30 120.0(3) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C27 120.6(3) . . ?
C31 C32 H32 119.7 . . ?
C27 C32 H32 119.7 . . ?
C38 C33 C34 118.5(3) . . ?
C38 C33 C15 121.6(3) . . ?
C34 C33 C15 120.0(3) . . ?
C35 C34 C33 121.1(3) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C34 C35 C36 119.3(4) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C37 C36 C35 120.4(4) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 120.7(4) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C33 C38 C37 120.0(4) . . ?
C33 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C40 C39 C44 118.4(3) . . ?
C40 C39 C20 119.8(3) . . ?
C44 C39 C20 121.8(3) . . ?
C41 C40 C39 120.9(3) . . ?
C41 C40 H40 119.5 . . ?
C39 C40 H40 119.5 . . ?
C40 C41 C42 120.4(3) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C43 C42 C41 119.4(3) . . ?
C43 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C42 C43 C44 120.5(3) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 H43 119.7 . . ?
C39 C44 C43 120.4(3) . . ?
C39 C44 H44 119.8 . . ?
C43 C44 H44 119.8 . . ?
Cl3 C45 Cl2 110.6(3) . . ?
Cl3 C45 Cl1 109.7(3) . . ?
Cl2 C45 Cl1 110.3(3) . . ?
Cl3 C45 H45 108.7 . . ?
Cl2 C45 H45 108.7 . . ?
Cl1 C45 H45 108.7 . . ?
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
Cl1 C45 1.763(5) . ?
Cl2 C45 1.746(5) . ?
Cl3 C45 1.740(5) . ?
N1 C4 1.371(3) . ?
N1 C1 1.380(3) . ?
N1 H1N 0.8800 . ?
N2 C6 1.372(4) . ?
N2 C9 1.380(3) . ?
N3 C11 1.370(3) . ?
N3 C14 1.372(4) . ?
N3 H3N 0.8800 . ?
N4 C19 1.314(4) . ?
N4 C16 1.429(4) . ?
C1 C20 1.402(4) . ?
C1 C2 1.424(4) . ?
C2 C3 1.359(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.428(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(4) . ?
C5 C6 1.411(4) . ?
C5 C21 1.494(4) . ?
C6 C7 1.458(4) . ?
C7 C8 1.340(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.450(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.415(4) . ?
C10 C11 1.408(4) . ?
C10 C27 1.499(4) . ?
C11 C12 1.427(4) . ?
C12 C13 1.364(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.430(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.405(4) . ?
C15 C16 1.418(4) . ?
C15 C33 1.484(4) . ?
C16 C17 1.402(4) . ?
C17 C18 1.393(4) . ?
C17 H17 0.9500 . ?
C18 C20 1.418(4) . ?
C18 C19 1.449(4) . ?
C19 H19 0.9500 . ?
C20 C39 1.486(4) . ?
C21 C22 1.384(5) . ?
C21 C26 1.389(5) . ?
C22 C23 1.391(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.349(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.395(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C32 1.386(4) . ?
C27 C28 1.390(4) . ?
C28 C29 1.387(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.362(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.399(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.377(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.391(4) . ?
C33 C34 1.401(5) . ?
C34 C35 1.379(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.390(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.362(7) . ?
C36 H36 0.9500 . ?
C37 C38 1.392(5) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.390(4) . ?
C39 C44 1.396(4) . ?
C40 C41 1.385(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.385(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.376(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.397(4) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 H45 1.0000 . ?
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 173.4(3) . . . . ?
C4 N1 C1 C2 -3.5(3) . . . . ?
N1 C1 C2 C3 2.3(3) . . . . ?
C20 C1 C2 C3 -174.4(3) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 N1 C4 C5 -172.9(3) . . . . ?
C1 N1 C4 C3 3.3(3) . . . . ?
C2 C3 C4 N1 -1.8(3) . . . . ?
C2 C3 C4 C5 174.2(3) . . . . ?
N1 C4 C5 C6 -6.4(5) . . . . ?
C3 C4 C5 C6 178.3(3) . . . . ?
N1 C4 C5 C21 173.4(3) . . . . ?
C3 C4 C5 C21 -1.9(4) . . . . ?
C9 N2 C6 C5 -172.1(3) . . . . ?
C9 N2 C6 C7 2.5(3) . . . . ?
C4 C5 C6 N2 -6.2(5) . . . . ?
C21 C5 C6 N2 174.0(3) . . . . ?
C4 C5 C6 C7 179.7(3) . . . . ?
C21 C5 C6 C7 -0.1(4) . . . . ?
N2 C6 C7 C8 -1.0(4) . . . . ?
C5 C6 C7 C8 174.0(3) . . . . ?
C6 C7 C8 C9 -0.9(4) . . . . ?
C6 N2 C9 C10 173.8(3) . . . . ?
C6 N2 C9 C8 -3.0(3) . . . . ?
C7 C8 C9 N2 2.5(4) . . . . ?
C7 C8 C9 C10 -174.5(3) . . . . ?
N2 C9 C10 C11 9.8(5) . . . . ?
C8 C9 C10 C11 -173.6(3) . . . . ?
N2 C9 C10 C27 -168.7(3) . . . . ?
C8 C9 C10 C27 7.9(4) . . . . ?
C14 N3 C11 C10 178.5(3) . . . . ?
C14 N3 C11 C12 -1.3(3) . . . . ?
C9 C10 C11 N3 5.4(5) . . . . ?
C27 C10 C11 N3 -176.1(3) . . . . ?
C9 C10 C11 C12 -174.9(3) . . . . ?
C27 C10 C11 C12 3.6(4) . . . . ?
N3 C11 C12 C13 0.6(3) . . . . ?
C10 C11 C12 C13 -179.2(3) . . . . ?
C11 C12 C13 C14 0.3(3) . . . . ?
C11 N3 C14 C15 -178.7(3) . . . . ?
C11 N3 C14 C13 1.5(3) . . . . ?
C12 C13 C14 N3 -1.1(3) . . . . ?
C12 C13 C14 C15 179.1(3) . . . . ?
N3 C14 C15 C16 -10.9(5) . . . . ?
C13 C14 C15 C16 169.0(3) . . . . ?
N3 C14 C15 C33 167.3(3) . . . . ?
C13 C14 C15 C33 -12.8(5) . . . . ?
C14 C15 C16 C17 -16.5(5) . . . . ?
C33 C15 C16 C17 165.3(3) . . . . ?
C14 C15 C16 N4 160.2(3) . . . . ?
C33 C15 C16 N4 -18.1(4) . . . . ?
C19 N4 C16 C17 -0.1(3) . . . . ?
C19 N4 C16 C15 -177.4(3) . . . . ?
C15 C16 C17 C18 177.3(3) . . . . ?
N4 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C20 -177.4(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C16 N4 C19 C18 -0.1(4) . . . . ?
C17 C18 C19 N4 0.4(4) . . . . ?
C20 C18 C19 N4 177.6(3) . . . . ?
N1 C1 C20 C18 9.1(5) . . . . ?
C2 C1 C20 C18 -174.7(3) . . . . ?
N1 C1 C20 C39 -169.3(3) . . . . ?
C2 C1 C20 C39 6.9(5) . . . . ?
C17 C18 C20 C1 15.3(5) . . . . ?
C19 C18 C20 C1 -161.2(3) . . . . ?
C17 C18 C20 C39 -166.4(3) . . . . ?
C19 C18 C20 C39 17.1(4) . . . . ?
C4 C5 C21 C22 70.2(4) . . . . ?
C6 C5 C21 C22 -110.0(4) . . . . ?
C4 C5 C21 C26 -111.0(3) . . . . ?
C6 C5 C21 C26 68.9(4) . . . . ?
C26 C21 C22 C23 1.0(6) . . . . ?
C5 C21 C22 C23 179.9(4) . . . . ?
C21 C22 C23 C24 -0.8(7) . . . . ?
C22 C23 C24 C25 -0.3(8) . . . . ?
C23 C24 C25 C26 1.2(7) . . . . ?
C22 C21 C26 C25 -0.2(5) . . . . ?
C5 C21 C26 C25 -179.1(3) . . . . ?
C24 C25 C26 C21 -0.9(6) . . . . ?
C11 C10 C27 C32 62.1(4) . . . . ?
C9 C10 C27 C32 -119.3(3) . . . . ?
C11 C10 C27 C28 -118.5(3) . . . . ?
C9 C10 C27 C28 60.1(4) . . . . ?
C32 C27 C28 C29 1.5(5) . . . . ?
C10 C27 C28 C29 -177.9(3) . . . . ?
C27 C28 C29 C30 0.3(5) . . . . ?
C28 C29 C30 C31 -1.5(6) . . . . ?
C29 C30 C31 C32 1.0(6) . . . . ?
C30 C31 C32 C27 0.9(6) . . . . ?
C28 C27 C32 C31 -2.1(5) . . . . ?
C10 C27 C32 C31 177.3(3) . . . . ?
C14 C15 C33 C38 -47.2(4) . . . . ?
C16 C15 C33 C38 131.1(3) . . . . ?
C14 C15 C33 C34 134.8(3) . . . . ?
C16 C15 C33 C34 -46.9(4) . . . . ?
C38 C33 C34 C35 -1.5(5) . . . . ?
C15 C33 C34 C35 176.6(3) . . . . ?
C33 C34 C35 C36 0.4(6) . . . . ?
C34 C35 C36 C37 0.8(7) . . . . ?
C35 C36 C37 C38 -0.9(8) . . . . ?
C34 C33 C38 C37 1.4(5) . . . . ?
C15 C33 C38 C37 -176.7(3) . . . . ?
C36 C37 C38 C33 -0.2(6) . . . . ?
C1 C20 C39 C40 -129.8(3) . . . . ?
C18 C20 C39 C40 51.7(4) . . . . ?
C1 C20 C39 C44 50.6(4) . . . . ?
C18 C20 C39 C44 -127.8(3) . . . . ?
C44 C39 C40 C41 -1.0(4) . . . . ?
C20 C39 C40 C41 179.4(3) . . . . ?
C39 C40 C41 C42 1.1(5) . . . . ?
C40 C41 C42 C43 -0.3(5) . . . . ?
C41 C42 C43 C44 -0.4(5) . . . . ?
C40 C39 C44 C43 0.3(4) . . . . ?
C20 C39 C44 C43 179.8(3) . . . . ?
C42 C43 C44 C39 0.4(5) . . . . ?
