#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:51:04 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230629 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/64/7156452.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_7156452
loop_
_publ_author_name
'Liu, Qiuhua'
'Zhang, Jinjin'
'Tang, Min'
'Yang, Yan'
'Zhang, Jian'
'Zhou, Zaichun'
_publ_section_title
;
 Geometric deconstruction of core and electron activation of a π-system
 in a series of deformed porphyrins: mimics of heme.
;
_journal_issue                   41
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7725
_journal_page_last               7736
_journal_paper_doi               10.1039/c8ob01959b
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C H2 Cl2, C64 H66 N4 O4, 2(C2 H3 N)'
_chemical_formula_sum            'C69 H74 Cl2 N6 O4'
_chemical_formula_weight         1122.24
_chemical_name_systematic        oDL2tTtPP
_chemical_properties_physical    Photo-sensitive
_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_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-07-01
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2018-09-20 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.879(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.129(17)
_cell_length_b                   18.648(17)
_cell_length_c                   12.694(9)
_cell_measurement_reflns_used    3377
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      27.63
_cell_measurement_theta_min      2.18
_cell_volume                     5872(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.1390
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5268
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         2.472
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/3 (Bruker,2014/3) was used for absorption correction. wR2(int) was 0.0960 before and 0.0679 after correction. The Ratio of minimum to maximum transmission is 0.7071. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_description       block
_exptl_crystal_F_000             2384
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform, methanol'
_refine_diff_density_max         0.811
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1834
_refine_ls_R_factor_gt           0.1151
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1921P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2942
_refine_ls_wR_factor_ref         0.3314
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2749
_reflns_number_total             5268
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ob01959b2.cif
_cod_data_source_block           oDL2tTtPP
_cod_depositor_comments
'Adding full bibliography for 7156452--7156463.cif.'
_cod_database_code               7156452
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.70(9) 0.30(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Others
 Fixed Sof: C1(0.5) H1A(0.5) H1B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B)
4.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C12(H12), C13(H13), C16(H16), C17(H17), C19(H19), C24(H24), C25(H25),
 C26(H26), C28(H28), C29(H29)
4.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C31(H31A,H31B,
 H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C)
;
_shelx_shelxl_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.99195(13) 0.46790(18) 0.8918(3) 0.1088(11) Uani 1 1 d . . . .
C1 C 1.0282(7) 0.4835(10) 1.0222(15) 0.072(5) Uani 0.5 1 d . P A -1
H1A H 1.061421 0.506644 1.024128 0.087 Uiso 0.5 1 calc R P A -1
H1B H 1.039248 0.436184 1.059888 0.087 Uiso 0.5 1 calc R P A -1
O1 O 0.78646(16) 0.4318(2) 0.2724(3) 0.0302(10) Uani 1 1 d . . . .
O2 O 0.68207(16) 0.3559(2) 0.1506(3) 0.0290(10) Uani 1 1 d . . . .
N1 N 0.72430(19) 0.3399(2) 0.4303(4) 0.0230(11) Uani 1 1 d . . . .
N2 N 0.82861(19) 0.2929(2) 0.5927(4) 0.0242(11) Uani 1 1 d . . . .
H2 H 0.796879 0.273486 0.553125 0.029 Uiso 1 1 calc R . . .
C2 C 0.7453(3) 0.4518(3) 0.1642(5) 0.0356(15) Uani 1 1 d . . . .
H2A H 0.761682 0.477002 0.117560 0.043 Uiso 1 1 calc R . . .
H2B H 0.719725 0.484949 0.176616 0.043 Uiso 1 1 calc R . . .
C3 C 0.7159(3) 0.3867(4) 0.1008(5) 0.0376(16) Uani 1 1 d . . . .
H3A H 0.693484 0.399877 0.019833 0.045 Uiso 1 1 calc R . . .
H3B H 0.742390 0.350367 0.100345 0.045 Uiso 1 1 calc R . . .
C4 C 0.6274(2) 0.3625(3) 0.1035(4) 0.0259(13) Uani 1 1 d . . . .
C5 C 0.5998(2) 0.3383(3) 0.1689(4) 0.0244(13) Uani 1 1 d . . . .
C6 C 0.6345(2) 0.3103(3) 0.2859(5) 0.0241(13) Uani 1 1 d . . . .
C7 C 0.6743(2) 0.3570(3) 0.3533(4) 0.0239(13) Uani 1 1 d . . . .
C8 C 0.7522(2) 0.4020(3) 0.4490(4) 0.0222(13) Uani 1 1 d . . . .
C9 C 0.8083(2) 0.4085(3) 0.4994(4) 0.0238(13) Uani 1 1 d . . . .
C10 C 0.8439(2) 0.3594(3) 0.5722(4) 0.0226(13) Uani 1 1 d . . . .
C11 C 0.8688(2) 0.2607(3) 0.6823(4) 0.0244(13) Uani 1 1 d . . . .
C12 C 0.9119(2) 0.3095(3) 0.7200(5) 0.0293(14) Uani 1 1 d . . . .
H12 H 0.945401 0.302918 0.783998 0.035 Uiso 1 1 calc R . . .
C13 C 0.8979(2) 0.3673(3) 0.6501(5) 0.0256(13) Uani 1 1 d . . . .
H13 H 0.920634 0.406624 0.653089 0.031 Uiso 1 1 calc R . . .
C14 C 0.8285(2) 0.4754(3) 0.4639(5) 0.0243(13) Uani 1 1 d . . . .
C15 C 0.8129(2) 0.4860(3) 0.3464(5) 0.0293(14) Uani 1 1 d . . . .
C16 C 0.8249(2) 0.5514(3) 0.3099(5) 0.0323(15) Uani 1 1 d . . . .
H16 H 0.814337 0.559829 0.229934 0.039 Uiso 1 1 calc R . . .
C17 C 0.8516(2) 0.6035(3) 0.3868(5) 0.0355(15) Uani 1 1 d . . . .
H17 H 0.860078 0.647218 0.359381 0.043 Uiso 1 1 calc R . . .
C18 C 0.8669(2) 0.5944(3) 0.5046(5) 0.0280(13) Uani 1 1 d . . . .
C19 C 0.8555(2) 0.5292(3) 0.5408(5) 0.0282(13) Uani 1 1 d . . . .
H19 H 0.866585 0.520856 0.620963 0.034 Uiso 1 1 calc R . . .
C20 C 0.8929(3) 0.6550(3) 0.5885(5) 0.0360(15) Uani 1 1 d . . . .
C21 C 0.9102(3) 0.6322(3) 0.7112(6) 0.0491(19) Uani 1 1 d . . . .
H21A H 0.878832 0.614976 0.723603 0.074 Uiso 1 1 calc GR . . .
H21B H 0.926323 0.673029 0.762029 0.074 Uiso 1 1 calc GR . . .
H21C H 0.936804 0.593516 0.728318 0.074 Uiso 1 1 calc GR . . .
C22 C 0.8513(3) 0.7156(3) 0.5636(7) 0.0496(19) Uani 1 1 d . . . .
H22A H 0.840433 0.732119 0.484083 0.074 Uiso 1 1 calc GR . . .
H22B H 0.867410 0.755560 0.616640 0.074 Uiso 1 1 calc GR . . .
H22C H 0.819688 0.697818 0.574352 0.074 Uiso 1 1 calc GR . . .
C23 C 0.9415(3) 0.6850(3) 0.5719(6) 0.0460(18) Uani 1 1 d . . . .
H23A H 0.969083 0.647711 0.589268 0.069 Uiso 1 1 calc GR . . .
H23B H 0.956227 0.725822 0.623919 0.069 Uiso 1 1 calc GR . . .
H23C H 0.930367 0.700891 0.492009 0.069 Uiso 1 1 calc GR . . .
C24 C 0.7169(2) 0.4617(3) 0.3953(4) 0.0240(13) Uani 1 1 d . . . .
H24 H 0.726481 0.511044 0.401645 0.029 Uiso 1 1 calc R . . .
C25 C 0.6691(2) 0.4345(3) 0.3363(4) 0.0223(12) Uani 1 1 d . . . .
H25 H 0.637312 0.460124 0.291189 0.027 Uiso 1 1 calc R . . .
C26 C 0.5447(2) 0.3407(3) 0.1241(5) 0.0270(13) Uani 1 1 d . . . .
H26 H 0.526633 0.324389 0.169881 0.032 Uiso 1 1 calc R . . .
C27 C 0.5140(2) 0.3665(3) 0.0126(5) 0.0296(14) Uani 1 1 d . . . .
C28 C 0.5428(3) 0.3898(3) -0.0487(5) 0.0334(15) Uani 1 1 d . . . .
H28 H 0.523312 0.407659 -0.124391 0.040 Uiso 1 1 calc R . . .
C29 C 0.5973(3) 0.3887(3) -0.0071(5) 0.0304(14) Uani 1 1 d . . . .
H29 H 0.615044 0.405801 -0.053068 0.036 Uiso 1 1 calc R . . .
C30 C 0.4535(3) 0.3684(4) -0.0325(6) 0.0432(17) Uani 1 1 d . . . .
C31 C 0.4359(3) 0.4096(5) 0.0515(7) 0.068(2) Uani 1 1 d . . . .
H31A H 0.449231 0.384716 0.125807 0.102 Uiso 1 1 calc GR . . .
H31B H 0.396427 0.412039 0.019840 0.102 Uiso 1 1 calc GR . . .
H31C H 0.450728 0.458267 0.062215 0.102 Uiso 1 1 calc GR . . .
C32 C 0.4305(3) 0.2938(5) -0.0401(8) 0.073(3) Uani 1 1 d . . . .
H32A H 0.437902 0.265881 -0.097442 0.109 Uiso 1 1 calc GR . . .
H32B H 0.391432 0.296897 -0.063008 0.109 Uiso 1 1 calc GR . . .
H32C H 0.447185 0.270292 0.035178 0.109 Uiso 1 1 calc GR . . .
C33 C 0.4273(3) 0.4067(7) -0.1470(7) 0.093(4) Uani 1 1 d . . . .
H33A H 0.439325 0.456733 -0.138087 0.140 Uiso 1 1 calc GR . . .
H33B H 0.388018 0.405106 -0.173043 0.140 Uiso 1 1 calc GR . . .
H33C H 0.437602 0.382986 -0.203961 0.140 Uiso 1 1 calc GR . . .
N3 N 0.7916(3) 0.1421(3) 0.1609(5) 0.0583(18) Uani 1 1 d . . . .
C34 C 0.7830(3) 0.1808(4) 0.2187(5) 0.0405(16) Uani 1 1 d . . . .
C35 C 0.7719(3) 0.2294(4) 0.2932(6) 0.0477(18) Uani 1 1 d . . . .
H35A H 0.734560 0.246278 0.255374 0.071 Uiso 1 1 calc GR . . .
H35B H 0.796459 0.270440 0.310159 0.071 Uiso 1 1 calc GR . . .
H35C H 0.776923 0.204905 0.365142 0.071 Uiso 1 1 calc GR . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
Cl1 C1 Cl1 123.8(11) . 5_767
Cl1 C1 H1A 106.4 . .
Cl1 C1 H1A 106.4 5_767 .
Cl1 C1 H1B 106.4 . .
Cl1 C1 H1B 106.4 5_767 .
H1A C1 H1B 106.5 . .
C15 O1 C2 117.2(4) . .
C4 O2 C3 123.4(4) . .
C7 N1 C8 104.6(4) . .
C10 N2 H2 124.5 . .
C11 N2 H2 124.5 . .
C11 N2 C10 111.0(5) . .
O1 C2 H2A 109.6 . .
O1 C2 H2B 109.6 . .
O1 C2 C3 110.2(5) . .
H2A C2 H2B 108.1 . .
C3 C2 H2A 109.6 . .
C3 C2 H2B 109.6 . .
O2 C3 C2 112.8(5) . .
O2 C3 H3A 109.0 . .
O2 C3 H3B 109.0 . .
C2 C3 H3A 109.0 . .
C2 C3 H3B 109.0 . .
H3A C3 H3B 107.8 . .
O2 C4 C5 117.4(5) . .
O2 C4 C29 124.2(5) . .
C29 C4 C5 118.4(6) . .
C4 C5 C6 115.4(5) . .
C26 C5 C4 120.0(5) . .
C26 C5 C6 124.6(5) . .
C7 C6 C5 114.5(5) . .
C7 C6 C11 123.0(5) . 7_656
C11 C6 C5 122.0(5) 7_656 .
N1 C7 C6 127.0(5) . .
N1 C7 C25 110.4(5) . .
C6 C7 C25 122.0(5) . .
N1 C8 C9 125.8(5) . .
N1 C8 C24 111.1(5) . .
C9 C8 C24 122.6(5) . .
C8 C9 C14 113.4(5) . .
C10 C9 C8 125.8(5) . .
C10 C9 C14 120.7(5) . .
N2 C10 C9 123.2(5) . .
N2 C10 C13 105.7(5) . .
C9 C10 C13 130.5(5) . .
N2 C11 C6 122.4(5) . 7_656
N2 C11 C12 106.0(5) . .
C6 C11 C12 131.1(5) 7_656 .
C11 C12 H12 125.7 . .
C13 C12 C11 108.6(5) . .
C13 C12 H12 125.7 . .
C10 C13 H13 125.8 . .
C12 C13 C10 108.4(5) . .
C12 C13 H13 125.8 . .
C15 C14 C9 116.7(5) . .
C19 C14 C9 122.8(5) . .
C19 C14 C15 119.9(5) . .
O1 C15 C14 118.6(5) . .
O1 C15 C16 123.3(5) . .
C14 C15 C16 118.1(5) . .
C15 C16 H16 119.4 . .
C17 C16 C15 121.1(5) . .
C17 C16 H16 119.4 . .
C16 C17 H17 119.2 . .
C16 C17 C18 121.6(5) . .
C18 C17 H17 119.2 . .
C17 C18 C20 121.0(5) . .
C19 C18 C17 117.2(5) . .
C19 C18 C20 121.8(5) . .
C14 C19 H19 119.0 . .
C18 C19 C14 122.0(5) . .
C18 C19 H19 119.0 . .
C18 C20 C22 108.0(5) . .
C18 C20 C23 111.1(5) . .
C21 C20 C18 112.4(5) . .
C21 C20 C22 108.6(6) . .
C21 C20 C23 108.9(6) . .
C23 C20 C22 107.7(5) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21B 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C20 C23 H23A 109.5 . .
C20 C23 H23B 109.5 . .
C20 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C8 C24 H24 126.8 . .
C25 C24 C8 106.5(5) . .
C25 C24 H24 126.8 . .
C7 C25 H25 126.7 . .
C24 C25 C7 106.7(5) . .
C24 C25 H25 126.7 . .
C5 C26 H26 118.9 . .
C5 C26 C27 122.2(5) . .
C27 C26 H26 118.9 . .
C26 C27 C30 120.1(5) . .
C28 C27 C26 115.9(6) . .
C28 C27 C30 124.0(5) . .
C27 C28 H28 118.2 . .
C29 C28 C27 123.7(6) . .
C29 C28 H28 118.2 . .
C4 C29 H29 120.0 . .
C28 C29 C4 119.9(5) . .
C28 C29 H29 120.0 . .
C27 C30 C31 110.3(6) . .
C27 C30 C32 111.1(6) . .
C27 C30 C33 113.1(6) . .
C32 C30 C31 105.6(6) . .
C32 C30 C33 110.6(7) . .
C33 C30 C31 105.9(7) . .
C30 C31 H31A 109.5 . .
C30 C31 H31B 109.5 . .
C30 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C30 C32 H32A 109.5 . .
C30 C32 H32B 109.5 . .
C30 C32 H32C 109.5 . .
H32A C32 H32B 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C30 C33 H33A 109.5 . .
C30 C33 H33B 109.5 . .
C30 C33 H33C 109.5 . .
H33A C33 H33B 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
N3 C34 C35 179.3(8) . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35B 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.573(18) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
O1 C2 1.425(7) .
O1 C15 1.369(7) .
O2 C3 1.428(7) .
O2 C4 1.363(7) .
N1 C7 1.351(7) .
N1 C8 1.351(7) .
N2 H2 0.8800 .
N2 C10 1.366(7) .
N2 C11 1.356(7) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2 C3 1.496(9) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.397(8) .
C4 C29 1.396(8) .
C5 C6 1.495(8) .
C5 C26 1.368(8) .
C6 C7 1.381(8) .
C6 C11 1.398(8) 7_656
C7 C25 1.458(7) .
C8 C9 1.397(8) .
C8 C24 1.448(7) .
C9 C10 1.380(8) .
C9 C14 1.504(7) .
C10 C13 1.404(8) .
C11 C12 1.404(8) .
C12 H12 0.9500 .
C12 C13 1.349(8) .
C13 H13 0.9500 .
C14 C15 1.389(8) .
C14 C19 1.384(8) .
C15 C16 1.389(8) .
C16 H16 0.9500 .
C16 C17 1.360(8) .
C17 H17 0.9500 .
C17 C18 1.391(8) .
C18 C19 1.378(8) .
C18 C20 1.516(8) .
C19 H19 0.9500 .
C20 C21 1.495(9) .
C20 C22 1.536(9) .
C20 C23 1.524(9) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24 0.9500 .
C24 C25 1.308(8) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C26 C27 1.405(8) .
C27 C28 1.376(8) .
C27 C30 1.505(9) .
C28 H28 0.9500 .
C28 C29 1.354(9) .
C29 H29 0.9500 .
C30 C31 1.537(11) .
C30 C32 1.512(11) .
C30 C33 1.514(10) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
N3 C34 1.119(8) .
C34 C35 1.428(9) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 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_4
O1 C2 C3 O2 71.5(7) . .
O1 C15 C16 C17 -179.6(5) . .
O2 C4 C5 C6 2.1(7) . .
O2 C4 C5 C26 -177.2(4) . .
O2 C4 C29 C28 176.6(5) . .
N1 C7 C25 C24 5.2(6) . .
N1 C8 C9 C10 -23.4(8) . .
N1 C8 C9 C14 154.7(5) . .
N1 C8 C24 C25 -5.7(6) . .
N2 C10 C13 C12 -4.9(6) . .
N2 C11 C12 C13 -2.9(6) . .
C2 O1 C15 C14 144.1(5) . .
C2 O1 C15 C16 -35.7(8) . .
C3 O2 C4 C5 -171.4(5) . .
C3 O2 C4 C29 11.5(8) . .
C4 O2 C3 C2 105.0(6) . .
C4 C5 C6 C7 53.9(7) . .
C4 C5 C6 C11 -118.2(6) . 7_656
C4 C5 C26 C27 0.4(8) . .
C5 C4 C29 C28 -0.5(8) . .
C5 C6 C7 N1 -145.3(5) . .
C5 C6 C7 C25 25.5(7) . .
C5 C26 C27 C28 -0.5(8) . .
C5 C26 C27 C30 -179.6(5) . .
C6 C5 C26 C27 -178.8(5) . .
C6 C7 C25 C24 -167.0(5) . .
C6 C11 C12 C13 169.9(6) 7_656 .
C7 N1 C8 C9 -163.3(5) . .
C7 N1 C8 C24 8.6(5) . .
C8 N1 C7 C6 163.3(5) . .
C8 N1 C7 C25 -8.4(5) . .
C8 C9 C10 N2 8.7(8) . .
C8 C9 C10 C13 -161.2(5) . .
C8 C9 C14 C15 -55.9(7) . .
C8 C9 C14 C19 116.0(6) . .
C8 C24 C25 C7 0.3(6) . .
C9 C8 C24 C25 166.6(5) . .
C9 C10 C13 C12 166.3(5) . .
C9 C14 C15 O1 -8.0(8) . .
C9 C14 C15 C16 171.8(5) . .
C9 C14 C19 C18 -170.4(5) . .
C10 N2 C11 C6 -173.8(5) . 7_656
C10 N2 C11 C12 -0.3(6) . .
C10 C9 C14 C15 122.3(6) . .
C10 C9 C14 C19 -65.8(7) . .
C11 N2 C10 C9 -168.9(5) . .
C11 N2 C10 C13 3.2(6) . .
C11 C6 C7 N1 26.7(9) 7_656 .
C11 C6 C7 C25 -162.5(5) 7_656 .
C11 C12 C13 C10 4.9(6) . .
C14 C9 C10 N2 -169.3(5) . .
C14 C9 C10 C13 20.9(8) . .
C14 C15 C16 C17 0.6(9) . .
C15 O1 C2 C3 -172.6(5) . .
C15 C14 C19 C18 1.3(9) . .
C15 C16 C17 C18 -1.6(10) . .
C16 C17 C18 C19 2.3(9) . .
C16 C17 C18 C20 -175.4(6) . .
C17 C18 C19 C14 -2.2(9) . .
C17 C18 C20 C21 -175.2(6) . .
C17 C18 C20 C22 65.0(7) . .
C17 C18 C20 C23 -52.9(8) . .
C19 C14 C15 O1 179.8(5) . .
C19 C14 C15 C16 -0.4(9) . .
C19 C18 C20 C21 7.1(8) . .
C19 C18 C20 C22 -112.6(6) . .
C19 C18 C20 C23 129.4(6) . .
C20 C18 C19 C14 175.6(5) . .
C24 C8 C9 C10 165.6(5) . .
C24 C8 C9 C14 -16.4(7) . .
C26 C5 C6 C7 -126.9(6) . .
C26 C5 C6 C11 61.0(8) . 7_656
C26 C27 C28 C29 0.1(9) . .
C26 C27 C30 C31 54.0(7) . .
C26 C27 C30 C32 -62.7(8) . .
C26 C27 C30 C33 172.3(7) . .
C27 C28 C29 C4 0.4(9) . .
C28 C27 C30 C31 -125.0(7) . .
C28 C27 C30 C32 118.3(7) . .
C28 C27 C30 C33 -6.7(10) . .
C29 C4 C5 C6 179.4(5) . .
C29 C4 C5 C26 0.1(8) . .
C30 C27 C28 C29 179.2(6) . .
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.70(9)
2 0.30(9)
