#------------------------------------------------------------------------------
#$Date: 2025-10-06 13:28:16 +0300 (Mon, 06 Oct 2025) $
#$Revision: 302760 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/07/7160704.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_7160704
loop_
_publ_author_name
'Strunin, Daniil'
'Pak, Alexandra'
'Khakina, Ekaterina'
'Solov'eva, Svetlana'
'Nelyubina, Yulia'
'Nikovskiy, Igor'
_publ_section_title
;
 Unlocking iminodioxocines and amine-bis(phenols) via sterically
 guided ammonia condensation: a shortcut to tunable ONO pincer ligands.
;
_journal_issue                   36
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8332
_journal_page_last               8340
_journal_paper_doi               10.1039/d5ob01127b
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C42 H53 N O2'
_chemical_formula_sum            'C42 H53 N O2'
_chemical_formula_weight         603.85
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-19
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7217)
;
_audit_update_record
;
2025-06-19 deposited with the CCDC.	2025-08-27 downloaded from the CCDC.
;
_cell_angle_alpha                106.343(4)
_cell_angle_beta                 94.889(4)
_cell_angle_gamma                97.001(4)
_cell_formula_units_Z            2
_cell_length_a                   9.5731(16)
_cell_length_b                   13.252(2)
_cell_length_c                   15.012(3)
_cell_measurement_reflns_used    2291
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.43
_cell_volume                     1799.5(5)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0820
_diffrn_reflns_av_unetI/netI     0.1237
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20745
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         2.160
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0638 before and 0.0530 after correction.
The Ratio of minimum to maximum transmission is 0.8421.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         8704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.952
_refine_ls_R_factor_all          0.1391
_refine_ls_R_factor_gt           0.0602
_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)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1516
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4451
_reflns_number_total             8704
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ob01127b2.cif
_cod_data_source_block           5bOx
_cod_depositor_comments
'Adding full bibliography for 7160703--7160705.cif.'
_cod_database_code               7160704
_shelxl_version_number           2014/6
_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_max   0.997
_shelx_estimated_absorpt_t_min   0.974
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 O1(H1A), O2(H2)
2.b Ternary CH refined with riding coordinates:
 C1(H1)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C20(H20), C22(H22), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
C1 C 0.5059(2) 0.40799(17) 0.65544(15) 0.0192(5) Uani 1 1 d . . . . .
H1 H 0.4231 0.3721 0.6069 0.023 Uiso 1 1 calc R U . . .
N1 N 0.56442(18) 0.32441(15) 0.68843(13) 0.0207(4) Uani 1 1 d . . . . .
O1 O 0.68170(15) 0.54067(13) 0.82640(11) 0.0284(4) Uani 1 1 d . . . . .
H1A H 0.7033 0.4814 0.7754 0.034 Uiso 1 1 d R U . . .
C2 C 0.4499(2) 0.48204(17) 0.73754(15) 0.0174(5) Uani 1 1 d . . . . .
O2 O 0.77486(16) 0.25552(13) 0.76414(11) 0.0301(4) Uani 1 1 d . . . . .
H2 H 0.7215 0.3061 0.7427 0.036 Uiso 1 1 d R U . . .
C3 C 0.5377(2) 0.54450(18) 0.81783(15) 0.0191(5) Uani 1 1 d . . . . .
C4 C 0.4842(2) 0.61386(17) 0.89239(15) 0.0180(5) Uani 1 1 d . . . . .
C5 C 0.3376(2) 0.61139(18) 0.88311(15) 0.0197(5) Uani 1 1 d . . . . .
H5 H 0.2982 0.6567 0.9324 0.024 Uiso 1 1 calc R U . . .
C6 C 0.2449(2) 0.54632(18) 0.80571(15) 0.0178(5) Uani 1 1 d . . . . .
C7 C 0.3044(2) 0.48379(17) 0.73311(15) 0.0187(5) Uani 1 1 d . . . . .
H7 H 0.2443 0.4408 0.6786 0.022 Uiso 1 1 calc R U . . .
C8 C 0.5816(2) 0.68754(18) 0.97845(15) 0.0210(5) Uani 1 1 d . . . . .
C9 C 0.4971(2) 0.7549(2) 1.04871(17) 0.0321(6) Uani 1 1 d . . . . .
H9A H 0.4455 0.7983 1.0185 0.048 Uiso 1 1 calc R U . . .
H9B H 0.5623 0.8014 1.1024 0.048 Uiso 1 1 calc R U . . .
H9C H 0.4294 0.7079 1.0701 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6871(2) 0.76548(19) 0.94876(17) 0.0274(6) Uani 1 1 d . . . . .
H10A H 0.7460 0.7254 0.9056 0.041 Uiso 1 1 calc R U . . .
H10B H 0.7477 0.8130 1.0042 0.041 Uiso 1 1 calc R U . . .
H10C H 0.6347 0.8077 0.9175 0.041 Uiso 1 1 calc R U . . .
C11 C 0.6626(3) 0.6235(2) 1.03060(17) 0.0312(6) Uani 1 1 d . . . . .
H11A H 0.5947 0.5760 1.0514 0.047 Uiso 1 1 calc R U . . .
H11B H 0.7238 0.6725 1.0851 0.047 Uiso 1 1 calc R U . . .
H11C H 0.7208 0.5812 0.9886 0.047 Uiso 1 1 calc R U . . .
C12 C 0.0829(2) 0.54371(18) 0.80404(15) 0.0207(5) Uani 1 1 d . . . . .
C13 C 0.0013(2) 0.4606(2) 0.71708(17) 0.0323(6) Uani 1 1 d . . . . .
H13A H 0.0264 0.3904 0.7147 0.048 Uiso 1 1 calc R U . . .
H13B H 0.0260 0.4790 0.6610 0.048 Uiso 1 1 calc R U . . .
H13C H -0.1009 0.4589 0.7198 0.048 Uiso 1 1 calc R U . . .
C14 C 0.0365(2) 0.5148(2) 0.89029(17) 0.0297(6) Uani 1 1 d . . . . .
H14A H -0.0660 0.5140 0.8901 0.045 Uiso 1 1 calc R U . . .
H14B H 0.0865 0.5677 0.9472 0.045 Uiso 1 1 calc R U . . .
H14C H 0.0595 0.4443 0.8887 0.045 Uiso 1 1 calc R U . . .
C15 C 0.0443(2) 0.6526(2) 0.80447(18) 0.0309(6) Uani 1 1 d . . . . .
H15A H 0.0723 0.6697 0.7485 0.046 Uiso 1 1 calc R U . . .
H15B H 0.0942 0.7069 0.8605 0.046 Uiso 1 1 calc R U . . .
H15C H -0.0583 0.6508 0.8047 0.046 Uiso 1 1 calc R U . . .
C16 C 0.4949(2) 0.22936(18) 0.66638(15) 0.0203(5) Uani 1 1 d . . . . .
C17 C 0.5475(2) 0.14871(18) 0.70592(15) 0.0204(5) Uani 1 1 d . . . . .
C18 C 0.6852(2) 0.16506(18) 0.75435(16) 0.0223(5) Uani 1 1 d . . . . .
C19 C 0.7296(2) 0.08752(18) 0.79373(15) 0.0213(5) Uani 1 1 d . . . . .
C20 C 0.6308(2) -0.00014(18) 0.78805(16) 0.0232(5) Uani 1 1 d . . . . .
H20 H 0.6590 -0.0513 0.8164 0.028 Uiso 1 1 calc R U . . .
C21 C 0.4906(2) -0.01826(18) 0.74273(16) 0.0214(5) Uani 1 1 d . . . . .
C22 C 0.4541(2) 0.05614(18) 0.70054(15) 0.0213(5) Uani 1 1 d . . . . .
H22 H 0.3623 0.0445 0.6665 0.026 Uiso 1 1 calc R U . . .
C23 C 0.8806(2) 0.10270(19) 0.84546(16) 0.0259(5) Uani 1 1 d . . . . .
C24 C 0.8983(3) 0.1984(2) 0.93399(17) 0.0383(7) Uani 1 1 d . . . . .
H24A H 0.8842 0.2625 0.9164 0.057 Uiso 1 1 calc R U . . .
H24B H 0.9940 0.2083 0.9672 0.057 Uiso 1 1 calc R U . . .
H24C H 0.8281 0.1853 0.9749 0.057 Uiso 1 1 calc R U . . .
C25 C 0.9936(2) 0.1225(2) 0.78269(18) 0.0333(6) Uani 1 1 d . . . . .
H25A H 0.9798 0.0633 0.7248 0.050 Uiso 1 1 calc R U . . .
H25B H 1.0883 0.1280 0.8158 0.050 Uiso 1 1 calc R U . . .
H25C H 0.9846 0.1889 0.7676 0.050 Uiso 1 1 calc R U . . .
C26 C 0.9088(3) 0.0044(2) 0.8746(2) 0.0427(7) Uani 1 1 d . . . . .
H26A H 0.8426 -0.0080 0.9181 0.064 Uiso 1 1 calc R U . . .
H26B H 1.0064 0.0161 0.9053 0.064 Uiso 1 1 calc R U . . .
H26C H 0.8955 -0.0578 0.8190 0.064 Uiso 1 1 calc R U . . .
C27 C 0.3854(2) -0.11258(19) 0.74661(17) 0.0266(6) Uani 1 1 d . . . . .
C28 C 0.4481(3) -0.21666(19) 0.71493(18) 0.0324(6) Uani 1 1 d . . . . .
H28A H 0.4689 -0.2285 0.6503 0.049 Uiso 1 1 calc R U . . .
H28B H 0.3795 -0.2762 0.7185 0.049 Uiso 1 1 calc R U . . .
H28C H 0.5357 -0.2115 0.7558 0.049 Uiso 1 1 calc R U . . .
C29 C 0.2455(2) -0.1258(2) 0.68334(19) 0.0380(7) Uani 1 1 d . . . . .
H29A H 0.2002 -0.0622 0.7045 0.057 Uiso 1 1 calc R U . . .
H29B H 0.1821 -0.1882 0.6865 0.057 Uiso 1 1 calc R U . . .
H29C H 0.2648 -0.1354 0.6186 0.057 Uiso 1 1 calc R U . . .
C30 C 0.3533(3) -0.0934(2) 0.84815(19) 0.0370(7) Uani 1 1 d . . . . .
H30A H 0.4417 -0.0849 0.8893 0.056 Uiso 1 1 calc R U . . .
H30B H 0.2880 -0.1542 0.8526 0.056 Uiso 1 1 calc R U . . .
H30C H 0.3096 -0.0287 0.8672 0.056 Uiso 1 1 calc R U . . .
C31 C 0.6159(2) 0.46077(19) 0.60850(15) 0.0207(5) Uani 1 1 d . . . . .
C32 C 0.6402(3) 0.5698(2) 0.62479(18) 0.0323(6) Uani 1 1 d . . . . .
H32 H 0.5887 0.6135 0.6674 0.039 Uiso 1 1 calc R U . . .
C33 C 0.7390(3) 0.6163(2) 0.57970(19) 0.0381(7) Uani 1 1 d . . . . .
H33 H 0.7559 0.6915 0.5927 0.046 Uiso 1 1 calc R U . . .
C34 C 0.8120(2) 0.5540(2) 0.51647(17) 0.0343(6) Uani 1 1 d . . . . .
H34 H 0.8802 0.5859 0.4862 0.041 Uiso 1 1 calc R U . . .
C35 C 0.7861(2) 0.4450(2) 0.49715(17) 0.0355(7) Uani 1 1 d . . . . .
H35 H 0.8346 0.4016 0.4522 0.043 Uiso 1 1 calc R U . . .
C36 C 0.6892(2) 0.3984(2) 0.54326(16) 0.0296(6) Uani 1 1 d . . . . .
H36 H 0.6729 0.3232 0.5301 0.036 Uiso 1 1 calc R U . . .
C37 C 0.3584(2) 0.19254(18) 0.59999(16) 0.0228(5) Uani 1 1 d . . . . .
C38 C 0.3626(3) 0.1341(2) 0.50737(17) 0.0315(6) Uani 1 1 d . . . . .
H38 H 0.4511 0.1199 0.4865 0.038 Uiso 1 1 calc R U . . .
C39 C 0.2387(3) 0.0965(2) 0.44558(18) 0.0366(6) Uani 1 1 d . . . . .
H39 H 0.2421 0.0564 0.3827 0.044 Uiso 1 1 calc R U . . .
C40 C 0.1104(3) 0.1177(2) 0.47605(19) 0.0381(7) Uani 1 1 d . . . . .
H40 H 0.0255 0.0926 0.4336 0.046 Uiso 1 1 calc R U . . .
C41 C 0.1041(3) 0.1747(2) 0.56703(18) 0.0331(6) Uani 1 1 d . . . . .
H41 H 0.0152 0.1885 0.5875 0.040 Uiso 1 1 calc R U . . .
C42 C 0.2278(2) 0.21232(19) 0.62919(17) 0.0278(6) Uani 1 1 d . . . . .
H42 H 0.2232 0.2518 0.6921 0.033 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 H1 107.5 . . ?
N1 C1 C2 108.15(17) . . ?
N1 C1 C31 109.90(16) . . ?
C2 C1 H1 107.5 . . ?
C31 C1 H1 107.5 . . ?
C31 C1 C2 115.97(18) . . ?
C16 N1 C1 120.54(18) . . ?
C3 O1 H1A 109.9 . . ?
C3 C2 C1 122.63(18) . . ?
C7 C2 C1 118.38(19) . . ?
C7 C2 C3 118.95(19) . . ?
C18 O2 H2 108.8 . . ?
O1 C3 C2 120.42(19) . . ?
O1 C3 C4 117.81(19) . . ?
C2 C3 C4 121.77(19) . . ?
C3 C4 C8 121.96(18) . . ?
C5 C4 C3 116.0(2) . . ?
C5 C4 C8 122.03(19) . . ?
C4 C5 H5 118.0 . . ?
C4 C5 C6 124.0(2) . . ?
C6 C5 H5 118.0 . . ?
C5 C6 C12 120.46(19) . . ?
C7 C6 C5 117.23(19) . . ?
C7 C6 C12 122.28(19) . . ?
C2 C7 H7 119.1 . . ?
C6 C7 C2 121.9(2) . . ?
C6 C7 H7 119.1 . . ?
C4 C8 C9 111.54(17) . . ?
C4 C8 C10 110.01(18) . . ?
C4 C8 C11 111.27(19) . . ?
C9 C8 C10 106.99(19) . . ?
C9 C8 C11 106.92(19) . . ?
C11 C8 C10 109.97(18) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C6 111.77(18) . . ?
C13 C12 C14 107.89(19) . . ?
C13 C12 C15 108.20(19) . . ?
C14 C12 C6 109.08(17) . . ?
C15 C12 C6 109.88(18) . . ?
C15 C12 C14 109.99(19) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 120.4(2) . . ?
N1 C16 C37 123.7(2) . . ?
C17 C16 C37 115.92(19) . . ?
C18 C17 C16 122.0(2) . . ?
C22 C17 C16 118.82(19) . . ?
C22 C17 C18 119.0(2) . . ?
O2 C18 C17 120.2(2) . . ?
O2 C18 C19 119.58(19) . . ?
C19 C18 C17 120.2(2) . . ?
C18 C19 C23 121.2(2) . . ?
C20 C19 C18 117.5(2) . . ?
C20 C19 C23 121.2(2) . . ?
C19 C20 H20 117.9 . . ?
C19 C20 C21 124.1(2) . . ?
C21 C20 H20 117.9 . . ?
C20 C21 C27 120.4(2) . . ?
C22 C21 C20 116.5(2) . . ?
C22 C21 C27 122.9(2) . . ?
C17 C22 H22 118.8 . . ?
C21 C22 C17 122.4(2) . . ?
C21 C22 H22 118.8 . . ?
C24 C23 C19 109.12(18) . . ?
C24 C23 C25 109.2(2) . . ?
C25 C23 C19 111.01(19) . . ?
C26 C23 C19 111.8(2) . . ?
C26 C23 C24 108.4(2) . . ?
C26 C23 C25 107.1(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 C28 110.61(19) . . ?
C21 C27 C29 112.10(19) . . ?
C21 C27 C30 108.1(2) . . ?
C29 C27 C28 107.7(2) . . ?
C29 C27 C30 108.6(2) . . ?
C30 C27 C28 109.6(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C1 121.8(2) . . ?
C32 C31 C36 118.2(2) . . ?
C36 C31 C1 119.9(2) . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 120.9(2) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(3) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.7(2) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 119.9 . . ?
C34 C35 C36 120.2(2) . . ?
C36 C35 H35 119.9 . . ?
C31 C36 H36 119.7 . . ?
C35 C36 C31 120.7(2) . . ?
C35 C36 H36 119.7 . . ?
C38 C37 C16 119.2(2) . . ?
C42 C37 C16 122.0(2) . . ?
C42 C37 C38 118.8(2) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 C37 120.5(2) . . ?
C39 C38 H38 119.7 . . ?
C38 C39 H39 120.2 . . ?
C40 C39 C38 119.6(2) . . ?
C40 C39 H39 120.2 . . ?
C39 C40 H40 119.7 . . ?
C41 C40 C39 120.7(2) . . ?
C41 C40 H40 119.7 . . ?
C40 C41 H41 120.0 . . ?
C40 C41 C42 120.0(2) . . ?
C42 C41 H41 120.0 . . ?
C37 C42 H42 119.8 . . ?
C41 C42 C37 120.4(2) . . ?
C41 C42 H42 119.8 . . ?
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 H1 1.0000 . ?
C1 N1 1.483(3) . ?
C1 C2 1.527(3) . ?
C1 C31 1.522(3) . ?
N1 C16 1.289(3) . ?
O1 H1A 0.9876 . ?
O1 C3 1.382(2) . ?
C2 C3 1.393(3) . ?
C2 C7 1.392(3) . ?
O2 H2 0.9947 . ?
O2 C18 1.350(3) . ?
C3 C4 1.412(3) . ?
C4 C5 1.394(3) . ?
C4 C8 1.535(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(3) . ?
C6 C7 1.382(3) . ?
C6 C12 1.545(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.535(3) . ?
C8 C10 1.538(3) . ?
C8 C11 1.538(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.528(3) . ?
C12 C14 1.535(3) . ?
C12 C15 1.531(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.478(3) . ?
C16 C37 1.513(3) . ?
C17 C18 1.412(3) . ?
C17 C22 1.405(3) . ?
C18 C19 1.411(3) . ?
C19 C20 1.384(3) . ?
C19 C23 1.544(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.412(3) . ?
C21 C22 1.376(3) . ?
C21 C27 1.524(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.537(3) . ?
C23 C25 1.540(3) . ?
C23 C26 1.532(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.539(3) . ?
C27 C29 1.536(3) . ?
C27 C30 1.538(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.382(3) . ?
C31 C36 1.393(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.391(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.373(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.376(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.390(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.395(3) . ?
C37 C42 1.390(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.387(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.380(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.373(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.388(3) . ?
C42 H42 0.9500 . ?
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
C1 N1 C16 C17 -174.74(18) . . . . ?
C1 N1 C16 C37 5.6(3) . . . . ?
C1 C2 C3 O1 -0.6(3) . . . . ?
C1 C2 C3 C4 178.9(2) . . . . ?
C1 C2 C7 C6 178.1(2) . . . . ?
C1 C31 C32 C33 -178.6(2) . . . . ?
C1 C31 C36 C35 177.6(2) . . . . ?
N1 C1 C2 C3 64.1(3) . . . . ?
N1 C1 C2 C7 -113.4(2) . . . . ?
N1 C1 C31 C32 -136.8(2) . . . . ?
N1 C1 C31 C36 46.8(3) . . . . ?
N1 C16 C17 C18 -11.8(3) . . . . ?
N1 C16 C17 C22 163.8(2) . . . . ?
N1 C16 C37 C38 99.8(3) . . . . ?
N1 C16 C37 C42 -82.2(3) . . . . ?
O1 C3 C4 C5 -176.86(19) . . . . ?
O1 C3 C4 C8 3.2(3) . . . . ?
C2 C1 N1 C16 104.2(2) . . . . ?
C2 C1 C31 C32 -13.8(3) . . . . ?
C2 C1 C31 C36 169.8(2) . . . . ?
C2 C3 C4 C5 3.6(3) . . . . ?
C2 C3 C4 C8 -176.4(2) . . . . ?
O2 C18 C19 C20 175.2(2) . . . . ?
O2 C18 C19 C23 -1.8(3) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C3 C4 C8 C9 179.7(2) . . . . ?
C3 C4 C8 C10 61.2(3) . . . . ?
C3 C4 C8 C11 -61.0(3) . . . . ?
C4 C5 C6 C7 -2.3(3) . . . . ?
C4 C5 C6 C12 176.2(2) . . . . ?
C5 C4 C8 C9 -0.3(3) . . . . ?
C5 C4 C8 C10 -118.8(2) . . . . ?
C5 C4 C8 C11 119.0(2) . . . . ?
C5 C6 C7 C2 2.3(3) . . . . ?
C5 C6 C12 C13 -175.1(2) . . . . ?
C5 C6 C12 C14 -55.8(3) . . . . ?
C5 C6 C12 C15 64.8(3) . . . . ?
C7 C2 C3 O1 176.82(19) . . . . ?
C7 C2 C3 C4 -3.6(3) . . . . ?
C7 C6 C12 C13 3.4(3) . . . . ?
C7 C6 C12 C14 122.6(2) . . . . ?
C7 C6 C12 C15 -116.7(2) . . . . ?
C8 C4 C5 C6 179.4(2) . . . . ?
C12 C6 C7 C2 -176.2(2) . . . . ?
C16 C17 C18 O2 -1.4(3) . . . . ?
C16 C17 C18 C19 177.9(2) . . . . ?
C16 C17 C22 C21 -174.2(2) . . . . ?
C16 C37 C38 C39 178.1(2) . . . . ?
C16 C37 C42 C41 -178.1(2) . . . . ?
C17 C16 C37 C38 -79.9(3) . . . . ?
C17 C16 C37 C42 98.1(3) . . . . ?
C17 C18 C19 C20 -4.0(3) . . . . ?
C17 C18 C19 C23 178.9(2) . . . . ?
C18 C17 C22 C21 1.6(3) . . . . ?
C18 C19 C20 C21 2.2(3) . . . . ?
C18 C19 C23 C24 65.0(3) . . . . ?
C18 C19 C23 C25 -55.4(3) . . . . ?
C18 C19 C23 C26 -175.0(2) . . . . ?
C19 C20 C21 C22 1.4(3) . . . . ?
C19 C20 C21 C27 -175.1(2) . . . . ?
C20 C19 C23 C24 -111.9(2) . . . . ?
C20 C19 C23 C25 127.6(2) . . . . ?
C20 C19 C23 C26 8.0(3) . . . . ?
C20 C21 C22 C17 -3.4(3) . . . . ?
C20 C21 C27 C28 -52.8(3) . . . . ?
C20 C21 C27 C29 -173.1(2) . . . . ?
C20 C21 C27 C30 67.3(3) . . . . ?
C22 C17 C18 O2 -177.0(2) . . . . ?
C22 C17 C18 C19 2.2(3) . . . . ?
C22 C21 C27 C28 130.9(2) . . . . ?
C22 C21 C27 C29 10.6(3) . . . . ?
C22 C21 C27 C30 -109.0(2) . . . . ?
C23 C19 C20 C21 179.3(2) . . . . ?
C27 C21 C22 C17 173.1(2) . . . . ?
C31 C1 N1 C16 -128.3(2) . . . . ?
C31 C1 C2 C3 -59.8(3) . . . . ?
C31 C1 C2 C7 122.7(2) . . . . ?
C31 C32 C33 C34 1.4(4) . . . . ?
C32 C31 C36 C35 1.1(3) . . . . ?
C32 C33 C34 C35 0.6(4) . . . . ?
C33 C34 C35 C36 -1.7(4) . . . . ?
C34 C35 C36 C31 0.8(4) . . . . ?
C36 C31 C32 C33 -2.2(4) . . . . ?
C37 C16 C17 C18 167.9(2) . . . . ?
C37 C16 C17 C22 -16.4(3) . . . . ?
C37 C38 C39 C40 0.3(4) . . . . ?
C38 C37 C42 C41 -0.2(4) . . . . ?
C38 C39 C40 C41 -0.6(4) . . . . ?
C39 C40 C41 C42 0.5(4) . . . . ?
C40 C41 C42 C37 -0.1(4) . . . . ?
C42 C37 C38 C39 0.1(4) . . . . ?
