#------------------------------------------------------------------------------
#$Date: 2022-06-06 05:03:31 +0300 (Mon, 06 Jun 2022) $
#$Revision: 275821 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/86/7158643.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_7158643
loop_
_publ_author_name
'Cheng, Ya-Long'
'Wu, Guoqing'
'Zang, Yong-Jun'
'Hu, Yuan-Yang'
'Qin, Lu-Zhe'
'Wen, Xiaoan'
'Xu, Qing-Long'
_publ_section_title
;
 Diversity synthesis of indole derivatives via catalyst control
 cyclization reaction of 2-indolylmethanols and azonaphthalene.
;
_journal_issue                   19
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3930
_journal_page_last               3939
_journal_paper_doi               10.1039/d2ob00516f
_journal_volume                  20
_journal_year                    2022
_chemical_formula_sum            'C37 H35 N3 O4'
_chemical_formula_weight         585.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-03-01 deposited with the CCDC.	2022-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.518(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.4317(10)
_cell_length_b                   13.3076(8)
_cell_length_c                   15.3933(11)
_cell_measurement_reflns_used    4329
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.450
_cell_measurement_theta_min      2.266
_cell_volume                     2979.5(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27650
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_min         2.227
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       bulk
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6841
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0763
_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)+(0.0800P)²+2.9000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2081
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4711
_reflns_number_total             6841
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00516f2.cif
_cod_data_source_block           X
_cod_depositor_comments
'Adding full bibliography for 7158642--7158644.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7158643
_shelx_shelxl_version_number     2014/7
_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   0.983
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.25573(15) 0.88700(17) 0.10377(16) 0.0350(5) Uani 1 1 d . . . . .
O1 O 0.46155(16) 0.7327(3) 0.23320(18) 0.0932(10) Uani 1 1 d D . . . .
N1 N 0.27729(15) 0.97966(16) 0.15450(15) 0.0450(5) Uani 1 1 d . . . . .
H1A H 0.3305 1.0079 0.1719 0.054 Uiso 1 1 calc R U . . .
N2 N 0.28551(13) 0.79409(15) 0.16446(13) 0.0361(4) Uani 1 1 d . . . . .
O2 O 0.46186(15) 0.7651(2) 0.37434(15) 0.0851(9) Uani 1 1 d . . . . .
C2 C 0.20080(17) 1.01713(17) 0.17148(17) 0.0389(5) Uani 1 1 d . . . . .
O3 O 0.40226(11) 0.86985(15) 0.08165(13) 0.0464(4) Uani 1 1 d . . . . .
H3A H 0.4103 0.8279 0.1226 0.070 Uiso 1 1 calc R U . . .
C3 C 0.1951(2) 1.09897(19) 0.22566(19) 0.0515(7) Uani 1 1 d . . . . .
H3B H 0.2464 1.1384 0.2545 0.062 Uiso 1 1 calc R U . . .
N3 N 0.34045(14) 0.80642(17) 0.25578(14) 0.0430(5) Uani 1 1 d . . . . .
H3C H 0.3218 0.8405 0.2936 0.052 Uiso 1 1 calc R U . . .
C4 C 0.1111(2) 1.1200(2) 0.2354(2) 0.0565(8) Uani 1 1 d . . . . .
H4A H 0.1066 1.1735 0.2726 0.068 Uiso 1 1 calc R U . . .
C5 C 0.0340(2) 1.0640(2) 0.19177(19) 0.0546(8) Uani 1 1 d . . . . .
H5A H -0.0215 1.0794 0.1999 0.066 Uiso 1 1 calc R U . . .
C6 C 0.03911(18) 0.9834(2) 0.13481(17) 0.0439(6) Uani 1 1 d . . . . .
H6A H -0.0129 0.9453 0.1050 0.053 Uiso 1 1 calc R U . . .
C7 C 0.12201(16) 0.96142(17) 0.12360(16) 0.0364(5) Uani 1 1 d . . . . .
C8 C 0.14830(15) 0.87982(17) 0.06840(15) 0.0328(5) Uani 1 1 d . . . . .
H8A H 0.1224 0.8927 0.0020 0.039 Uiso 1 1 calc R U . . .
C9 C 0.12943(15) 0.77427(17) 0.09152(15) 0.0337(5) Uani 1 1 d . . . . .
C10 C 0.04529(16) 0.72077(18) 0.06173(16) 0.0373(5) Uani 1 1 d . . . . .
C11 C -0.03666(17) 0.7586(2) -0.00351(18) 0.0456(6) Uani 1 1 d . . . . .
H11A H -0.0373 0.8223 -0.0286 0.055 Uiso 1 1 calc R U . . .
C12 C -0.11480(19) 0.7011(2) -0.0294(2) 0.0545(7) Uani 1 1 d . . . . .
H12A H -0.1682 0.7263 -0.0724 0.065 Uiso 1 1 calc R U . . .
C13 C -0.1160(2) 0.6060(2) 0.0072(2) 0.0586(8) Uani 1 1 d . . . . .
H13A H -0.1701 0.5688 -0.0108 0.070 Uiso 1 1 calc R U . . .
C14 C -0.0384(2) 0.5672(2) 0.0693(2) 0.0534(7) Uani 1 1 d . . . . .
H14A H -0.0402 0.5032 0.0930 0.064 Uiso 1 1 calc R U . . .
C15 C 0.04503(18) 0.62174(19) 0.09867(17) 0.0421(6) Uani 1 1 d . . . . .
C16 C 0.1271(2) 0.5821(2) 0.16100(18) 0.0469(6) Uani 1 1 d . . . . .
H16A H 0.1261 0.5184 0.1855 0.056 Uiso 1 1 calc R U . . .
C17 C 0.20826(18) 0.63445(18) 0.18659(17) 0.0415(6) Uani 1 1 d . . . . .
H17A H 0.2622 0.6066 0.2265 0.050 Uiso 1 1 calc R U . . .
C18 C 0.20727(16) 0.73187(17) 0.15043(16) 0.0348(5) Uani 1 1 d . . . . .
C19 C 0.30699(15) 0.87842(18) 0.03188(16) 0.0356(5) Uani 1 1 d . . . . .
C20 C 0.29831(17) 0.97016(18) -0.03021(18) 0.0418(6) Uani 1 1 d . . . . .
C21 C 0.22814(19) 1.0411(2) -0.0490(2) 0.0517(7) Uani 1 1 d . . . . .
H21A H 0.1850 1.0371 -0.0190 0.062 Uiso 1 1 calc R U . . .
C22 C 0.2217(3) 1.1179(2) -0.1119(3) 0.0671(9) Uani 1 1 d . . . . .
H22A H 0.1739 1.1641 -0.1245 0.081 Uiso 1 1 calc R U . . .
C23 C 0.2870(3) 1.1257(3) -0.1562(3) 0.0722(10) Uani 1 1 d . . . . .
H23A H 0.2822 1.1761 -0.1994 0.087 Uiso 1 1 calc R U . . .
C24 C 0.3579(3) 1.0584(3) -0.1354(2) 0.0677(9) Uani 1 1 d . . . . .
H24A H 0.4027 1.0649 -0.1632 0.081 Uiso 1 1 calc R U . . .
C25 C 0.3644(2) 0.9810(2) -0.0740(2) 0.0526(7) Uani 1 1 d . . . . .
H25A H 0.4128 0.9356 -0.0615 0.063 Uiso 1 1 calc R U . . .
C26 C 0.26993(15) 0.78472(17) -0.02860(16) 0.0340(5) Uani 1 1 d . . . . .
C27 C 0.19231(17) 0.79186(19) -0.10677(17) 0.0396(5) Uani 1 1 d . . . . .
H27A H 0.1663 0.8545 -0.1260 0.047 Uiso 1 1 calc R U . . .
C28 C 0.15281(19) 0.7063(2) -0.15688(18) 0.0469(6) Uani 1 1 d . . . . .
H28A H 0.1001 0.7121 -0.2084 0.056 Uiso 1 1 calc R U . . .
C29 C 0.1915(2) 0.6138(2) -0.1302(2) 0.0529(7) Uani 1 1 d . . . . .
H29A H 0.1647 0.5565 -0.1627 0.064 Uiso 1 1 calc R U . . .
C30 C 0.2709(2) 0.6064(2) -0.0544(2) 0.0522(7) Uani 1 1 d . . . . .
H30A H 0.2984 0.5440 -0.0374 0.063 Uiso 1 1 calc R U . . .
C31 C 0.30996(19) 0.6907(2) -0.00360(19) 0.0454(6) Uani 1 1 d . . . . .
H31A H 0.3631 0.6845 0.0474 0.054 Uiso 1 1 calc R U . . .
C32 C 0.4238(2) 0.7632(3) 0.2829(2) 0.0618(8) Uani 1 1 d . . . . .
C33 C 0.5501(4) 0.7111(4) 0.4124(4) 0.116 Uani 1 1 d . . . . .
H33A H 0.5622 0.6997 0.4777 0.139 Uiso 1 1 calc R U . . .
H33B H 0.5443 0.6459 0.3828 0.139 Uiso 1 1 calc R U . . .
C34 C 0.6255(4) 0.7613(5) 0.4013(5) 0.130 Uani 1 1 d . . . . .
H34A H 0.6800 0.7217 0.4277 0.195 Uiso 1 1 calc R U . . .
H34B H 0.6151 0.7713 0.3369 0.195 Uiso 1 1 calc R U . . .
H34C H 0.6331 0.8252 0.4318 0.195 Uiso 1 1 calc R U . . .
O4 O 0.5838(5) 0.5772(5) 0.2132(5) 0.217 Uani 1 1 d . . . . .
C35 C 0.4768(8) 0.4947(9) 0.1850(9) 0.255 Uani 1 1 d . . . . .
H35A H 0.4258 0.4572 0.1452 0.383 Uiso 1 1 calc R U . . .
H35B H 0.5163 0.4506 0.2305 0.383 Uiso 1 1 calc R U . . .
H35C H 0.4545 0.5470 0.2150 0.383 Uiso 1 1 calc R U . . .
C36 C 0.5295(4) 0.5404(5) 0.1293(5) 0.119 Uani 1 1 d . . . . .
C37 C 0.5602(8) 0.6241(9) 0.0822(9) 0.262 Uani 1 1 d . . . . .
H37A H 0.5311 0.6180 0.0167 0.393 Uiso 1 1 calc R U . . .
H37B H 0.5436 0.6872 0.1024 0.393 Uiso 1 1 calc R U . . .
H37C H 0.6258 0.6211 0.0971 0.393 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'
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
N1 C1 N2 113.26(19) . . ?
N1 C1 C19 111.52(19) . . ?
N2 C1 C19 104.72(17) . . ?
N1 C1 C8 105.50(18) . . ?
N2 C1 C8 103.35(17) . . ?
C19 C1 C8 118.45(18) . . ?
C2 N1 C1 110.8(2) . . ?
C2 N1 H1A 124.6 . . ?
C1 N1 H1A 124.6 . . ?
N3 N2 C18 115.07(19) . . ?
N3 N2 C1 118.80(18) . . ?
C18 N2 C1 108.23(17) . . ?
C32 O2 C33 115.6(4) . . ?
N1 C2 C3 128.5(2) . . ?
N1 C2 C7 110.7(2) . . ?
C3 C2 C7 120.7(2) . . ?
C19 O3 H3A 109.5 . . ?
C4 C3 C2 118.2(3) . . ?
C4 C3 H3B 120.9 . . ?
C2 C3 H3B 120.9 . . ?
C32 N3 N2 117.5(2) . . ?
C32 N3 H3C 121.2 . . ?
N2 N3 H3C 121.2 . . ?
C5 C4 C3 121.8(3) . . ?
C5 C4 H4A 119.1 . . ?
C3 C4 H4A 119.1 . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6A 120.4 . . ?
C5 C6 H6A 120.4 . . ?
C6 C7 C2 120.0(2) . . ?
C6 C7 C8 131.0(2) . . ?
C2 C7 C8 109.0(2) . . ?
C9 C8 C7 115.34(19) . . ?
C9 C8 C1 103.97(17) . . ?
C7 C8 C1 102.25(18) . . ?
C9 C8 H8A 111.5 . . ?
C7 C8 H8A 111.5 . . ?
C1 C8 H8A 111.5 . . ?
C18 C9 C10 121.1(2) . . ?
C18 C9 C8 110.3(2) . . ?
C10 C9 C8 128.5(2) . . ?
C9 C10 C11 123.7(2) . . ?
C9 C10 C15 117.2(2) . . ?
C11 C10 C15 119.1(2) . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 121.4(3) . . ?
C11 C12 H12A 119.3 . . ?
C13 C12 H12A 119.3 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13A 119.9 . . ?
C12 C13 H13A 119.9 . . ?
C13 C14 C15 121.5(3) . . ?
C13 C14 H14A 119.2 . . ?
C15 C14 H14A 119.2 . . ?
C16 C15 C14 122.7(3) . . ?
C16 C15 C10 119.5(2) . . ?
C14 C15 C10 117.9(2) . . ?
C17 C16 C15 122.1(2) . . ?
C17 C16 H16A 118.9 . . ?
C15 C16 H16A 118.9 . . ?
C16 C17 C18 117.8(2) . . ?
C16 C17 H17A 121.1 . . ?
C18 C17 H17A 121.1 . . ?
C9 C18 C17 122.3(2) . . ?
C9 C18 N2 112.1(2) . . ?
C17 C18 N2 125.5(2) . . ?
O3 C19 C20 105.11(19) . . ?
O3 C19 C26 111.63(19) . . ?
C20 C19 C26 109.27(19) . . ?
O3 C19 C1 107.56(18) . . ?
C20 C19 C1 115.12(19) . . ?
C26 C19 C1 108.17(18) . . ?
C21 C20 C25 118.0(3) . . ?
C21 C20 C19 124.8(2) . . ?
C25 C20 C19 117.1(2) . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C21 C22 C23 120.1(3) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 H22A 120.0 . . ?
C24 C23 C22 119.3(3) . . ?
C24 C23 H23A 120.4 . . ?
C22 C23 H23A 120.4 . . ?
C23 C24 C25 121.2(3) . . ?
C23 C24 H24A 119.4 . . ?
C25 C24 H24A 119.4 . . ?
C24 C25 C20 120.5(3) . . ?
C24 C25 H25A 119.7 . . ?
C20 C25 H25A 119.7 . . ?
C27 C26 C31 118.4(2) . . ?
C27 C26 C19 120.3(2) . . ?
C31 C26 C19 121.2(2) . . ?
C26 C27 C28 120.9(2) . . ?
C26 C27 H27A 119.5 . . ?
C28 C27 H27A 119.5 . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28A 120.0 . . ?
C27 C28 H28A 120.0 . . ?
C28 C29 C30 119.4(2) . . ?
C28 C29 H29A 120.3 . . ?
C30 C29 H29A 120.3 . . ?
C29 C30 C31 120.9(3) . . ?
C29 C30 H30A 119.6 . . ?
C31 C30 H30A 119.6 . . ?
C30 C31 C26 120.2(3) . . ?
C30 C31 H31A 119.9 . . ?
C26 C31 H31A 119.9 . . ?
O1 C32 O2 123.6(3) . . ?
O1 C32 N3 125.2(3) . . ?
O2 C32 N3 111.0(3) . . ?
C34 C33 O2 114.4(5) . . ?
C34 C33 H33A 108.7 . . ?
O2 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
O2 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O4 O4 C36 0(10) 1 . ?
O4 O4 C35 0(10) 1 . ?
C36 O4 C35 51.0(5) . . ?
C36 C35 O4 45.7(4) . 1 ?
C36 C35 O4 45.7(4) . . ?
O4 C35 O4 0.0(4) 1 . ?
C36 C35 H35A 109.5 . . ?
O4 C35 H35A 155.2 1 . ?
O4 C35 H35A 155.2 . . ?
C36 C35 H35B 109.5 . . ?
O4 C35 H35B 84.0 1 . ?
O4 C35 H35B 84.0 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
O4 C35 H35C 84.0 1 . ?
O4 C35 H35C 84.0 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C36 O4 0.0(7) 1 . ?
O4 C36 C37 89.8(6) 1 . ?
O4 C36 C37 89.8(6) . . ?
O4 C36 C35 83.3(6) 1 . ?
O4 C36 C35 83.3(6) . . ?
C37 C36 C35 154.9(8) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
C1 N1 1.438(3) . ?
C1 N2 1.525(3) . ?
C1 C19 1.565(3) . ?
C1 C8 1.566(3) . ?
O1 C32 1.178(4) . ?
N1 C2 1.384(3) . ?
N1 H1A 0.8600 . ?
N2 N3 1.388(3) . ?
N2 C18 1.420(3) . ?
O2 C32 1.332(4) . ?
O2 C33 1.477(6) . ?
C2 C3 1.392(3) . ?
C2 C7 1.404(3) . ?
O3 C19 1.417(3) . ?
O3 H3A 0.8200 . ?
C3 C4 1.383(4) . ?
C3 H3B 0.9300 . ?
N3 C32 1.342(4) . ?
N3 H3C 0.8600 . ?
C4 C5 1.374(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.404(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.378(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.515(3) . ?
C8 C9 1.501(3) . ?
C8 H8A 0.9800 . ?
C9 C18 1.362(3) . ?
C9 C10 1.416(3) . ?
C10 C11 1.419(3) . ?
C10 C15 1.436(3) . ?
C11 C12 1.370(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.388(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.360(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.415(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.411(4) . ?
C16 C17 1.371(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.409(3) . ?
C17 H17A 0.9300 . ?
C19 C20 1.528(3) . ?
C19 C26 1.547(3) . ?
C20 C21 1.392(4) . ?
C20 C25 1.405(4) . ?
C21 C22 1.388(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.396(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.368(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.378(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.389(3) . ?
C26 C31 1.391(3) . ?
C27 C28 1.396(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.370(4) . ?
C28 H28A 0.9300 . ?
C29 C30 1.384(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.386(4) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C33 C34 1.401(7) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
O4 O4 0.00(2) 1 ?
O4 C36 1.374(8) . ?
O4 C35 1.908(12) . ?
C35 C36 1.493(12) . ?
C35 O4 1.908(12) 1 ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O4 1.374(8) 1 ?
C36 C37 1.491(12) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
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
N2 C1 N1 C2 -99.2(2) . . . . ?
C19 C1 N1 C2 142.9(2) . . . . ?
C8 C1 N1 C2 13.1(3) . . . . ?
N1 C1 N2 N3 -9.5(3) . . . . ?
C19 C1 N2 N3 112.2(2) . . . . ?
C8 C1 N2 N3 -123.1(2) . . . . ?
N1 C1 N2 C18 124.2(2) . . . . ?
C19 C1 N2 C18 -114.13(19) . . . . ?
C8 C1 N2 C18 10.5(2) . . . . ?
C1 N1 C2 C3 173.1(2) . . . . ?
C1 N1 C2 C7 -8.1(3) . . . . ?
N1 C2 C3 C4 -177.4(3) . . . . ?
C7 C2 C3 C4 3.9(4) . . . . ?
C18 N2 N3 C32 110.4(3) . . . . ?
C1 N2 N3 C32 -119.0(3) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C5 C6 C7 C2 2.2(4) . . . . ?
C5 C6 C7 C8 179.2(2) . . . . ?
N1 C2 C7 C6 176.8(2) . . . . ?
C3 C2 C7 C6 -4.3(4) . . . . ?
N1 C2 C7 C8 -0.8(3) . . . . ?
C3 C2 C7 C8 178.1(2) . . . . ?
C6 C7 C8 C9 -56.8(3) . . . . ?
C2 C7 C8 C9 120.4(2) . . . . ?
C6 C7 C8 C1 -168.9(2) . . . . ?
C2 C7 C8 C1 8.3(2) . . . . ?
N1 C1 C8 C9 -132.94(19) . . . . ?
N2 C1 C8 C9 -13.8(2) . . . . ?
C19 C1 C8 C9 101.4(2) . . . . ?
N1 C1 C8 C7 -12.6(2) . . . . ?
N2 C1 C8 C7 106.54(19) . . . . ?
C19 C1 C8 C7 -138.3(2) . . . . ?
C7 C8 C9 C18 -97.9(2) . . . . ?
C1 C8 C9 C18 13.2(2) . . . . ?
C7 C8 C9 C10 80.8(3) . . . . ?
C1 C8 C9 C10 -168.1(2) . . . . ?
C18 C9 C10 C11 -176.2(2) . . . . ?
C8 C9 C10 C11 5.2(4) . . . . ?
C18 C9 C10 C15 2.1(3) . . . . ?
C8 C9 C10 C15 -176.5(2) . . . . ?
C9 C10 C11 C12 179.1(2) . . . . ?
C15 C10 C11 C12 0.8(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C12 C13 C14 C15 0.3(5) . . . . ?
C13 C14 C15 C16 -178.2(3) . . . . ?
C13 C14 C15 C10 0.8(4) . . . . ?
C9 C10 C15 C16 -0.7(3) . . . . ?
C11 C10 C15 C16 177.7(2) . . . . ?
C9 C10 C15 C14 -179.7(2) . . . . ?
C11 C10 C15 C14 -1.3(4) . . . . ?
C14 C15 C16 C17 177.8(3) . . . . ?
C10 C15 C16 C17 -1.2(4) . . . . ?
C15 C16 C17 C18 1.7(4) . . . . ?
C10 C9 C18 C17 -1.6(4) . . . . ?
C8 C9 C18 C17 177.2(2) . . . . ?
C10 C9 C18 N2 174.3(2) . . . . ?
C8 C9 C18 N2 -6.9(3) . . . . ?
C16 C17 C18 C9 -0.3(4) . . . . ?
C16 C17 C18 N2 -175.6(2) . . . . ?
N3 N2 C18 C9 132.8(2) . . . . ?
C1 N2 C18 C9 -2.7(3) . . . . ?
N3 N2 C18 C17 -51.5(3) . . . . ?
C1 N2 C18 C17 173.0(2) . . . . ?
N1 C1 C19 O3 67.1(2) . . . . ?
N2 C1 C19 O3 -55.8(2) . . . . ?
C8 C1 C19 O3 -170.20(19) . . . . ?
N1 C1 C19 C20 -49.7(3) . . . . ?
N2 C1 C19 C20 -172.52(18) . . . . ?
C8 C1 C19 C20 73.0(3) . . . . ?
N1 C1 C19 C26 -172.19(18) . . . . ?
N2 C1 C19 C26 65.0(2) . . . . ?
C8 C1 C19 C26 -49.5(3) . . . . ?
O3 C19 C20 C21 -140.6(3) . . . . ?
C26 C19 C20 C21 99.5(3) . . . . ?
C1 C19 C20 C21 -22.4(3) . . . . ?
O3 C19 C20 C25 42.0(3) . . . . ?
C26 C19 C20 C25 -78.0(3) . . . . ?
C1 C19 C20 C25 160.1(2) . . . . ?
C25 C20 C21 C22 2.5(4) . . . . ?
C19 C20 C21 C22 -174.9(3) . . . . ?
C20 C21 C22 C23 -1.0(5) . . . . ?
C21 C22 C23 C24 -1.4(5) . . . . ?
C22 C23 C24 C25 2.3(5) . . . . ?
C23 C24 C25 C20 -0.8(5) . . . . ?
C21 C20 C25 C24 -1.6(4) . . . . ?
C19 C20 C25 C24 176.0(3) . . . . ?
O3 C19 C26 C27 -154.9(2) . . . . ?
C20 C19 C26 C27 -39.0(3) . . . . ?
C1 C19 C26 C27 87.0(3) . . . . ?
O3 C19 C26 C31 28.8(3) . . . . ?
C20 C19 C26 C31 144.6(2) . . . . ?
C1 C19 C26 C31 -89.4(3) . . . . ?
C31 C26 C27 C28 2.8(4) . . . . ?
C19 C26 C27 C28 -173.6(2) . . . . ?
C26 C27 C28 C29 -1.2(4) . . . . ?
C27 C28 C29 C30 -1.2(4) . . . . ?
C28 C29 C30 C31 2.1(4) . . . . ?
C29 C30 C31 C26 -0.4(4) . . . . ?
C27 C26 C31 C30 -2.0(4) . . . . ?
C19 C26 C31 C30 174.4(2) . . . . ?
C33 O2 C32 O1 -9.7(6) . . . . ?
C33 O2 C32 N3 174.5(3) . . . . ?
N2 N3 C32 O1 15.7(5) . . . . ?
N2 N3 C32 O2 -168.6(3) . . . . ?
C32 O2 C33 C34 75.4(6) . . . . ?
C35 O4 C36 O4 0(100) . . . 1 ?
O4 O4 C36 C37 0.0(4) 1 . . . ?
C35 O4 C36 C37 155.9(8) . . . . ?
O4 O4 C36 C35 0.0(4) 1 . . . ?
O4 C35 C36 O4 0.000(1) . . . 1 ?
O4 C35 C36 O4 0.000(1) 1 . . . ?
O4 C35 C36 C37 -75.0(19) 1 . . . ?
O4 C35 C36 C37 -75.0(19) . . . . ?
