#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:34:27 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281529 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/22/7062236.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_7062236
loop_
_publ_author_name
'Farhid, Hassan'
'Araghi, Hanieh Mohammadi'
'Shaabani, Ahmad'
'Notash, Behrouz'
_publ_section_title
;
 Sustainable synthesis of structures containing
 quinoxaline-pseudopeptide-triazole pharmacophores via a one-pot
 six-component reaction
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3234
_journal_page_last               3241
_journal_paper_doi               10.1039/D2NJ06207K
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C37 H34 Br N7 O3, H2 O'
_chemical_formula_sum            'C37 H36 Br N7 O4'
_chemical_formula_weight         722.64
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2022-06-26 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                110.62(3)
_cell_angle_beta                 90.92(3)
_cell_angle_gamma                106.07(3)
_cell_formula_units_Z            2
_cell_length_a                   8.7966(18)
_cell_length_b                   14.281(3)
_cell_length_c                   15.932(3)
_cell_measurement_reflns_used    6267
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.60
_cell_volume                     1785.6(8)
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_collection       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2549
_diffrn_reflns_av_sigmaI/netI    0.2707
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13498
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.60
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.200
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.560
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6267
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.942
_refine_ls_R_factor_all          0.2891
_refine_ls_R_factor_gt           0.1316
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1414P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2821
_refine_ls_wR_factor_ref         0.3548
_reflns_number_gt                2103
_reflns_number_total             6267
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2nj06207k2.cif
_cod_data_source_block           khc1646-2h
_cod_depositor_comments          'Adding full bibliography for 7062236.cif.'
_cod_database_code               7062236
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.5468(2) 0.87712(14) 0.55711(10) 0.0977(7) Uani 1 1 d . . .
O1 O 0.5373(9) 0.7041(6) 0.1539(5) 0.057(2) Uani 1 1 d . . .
O2 O 0.9920(14) 0.6945(7) 0.1246(7) 0.115(4) Uani 1 1 d . . .
O3 O 1.0223(10) 0.7716(6) 0.3735(5) 0.063(2) Uani 1 1 d . . .
O4 O -0.0322(15) 0.5628(12) 0.9344(8) 0.139(5) Uani 1 1 d . . .
N1 N 1.4317(15) 1.0980(10) 0.2025(9) 0.0989(16) Uani 1 1 d . . .
N2 N 1.3555(15) 1.0779(10) 0.0217(9) 0.0989(16) Uani 1 1 d . . .
N3 N 0.8697(11) 0.6023(7) 0.3054(6) 0.056(2) Uani 1 1 d . . .
H3 H 0.7974 0.5605 0.2610 0.067 Uiso 1 1 calc R . .
N4 N 0.5344(12) 0.5614(7) -0.1175(6) 0.052(2) Uani 1 1 d . . .
N5 N 0.3846(11) 0.5428(7) -0.1405(7) 0.059(3) Uani 1 1 d . . .
N6 N 0.3179(11) 0.5836(8) -0.0683(7) 0.064(3) Uani 1 1 d . . .
N7 N 0.9062(10) 0.8144(7) 0.2290(6) 0.048(2) Uani 1 1 d . . .
C1 C 1.5134(19) 1.1589(12) 0.1633(11) 0.0989(16) Uani 1 1 d . . .
H1 H 1.6039 1.2124 0.1968 0.119 Uiso 1 1 calc R . .
C2 C 1.4757(19) 1.1496(12) 0.0780(11) 0.0989(16) Uani 1 1 d . . .
H2 H 1.5408 1.1985 0.0575 0.119 Uiso 1 1 calc R . .
C3 C 1.2683(19) 1.0110(12) 0.0603(11) 0.0989(16) Uani 1 1 d . . .
C4 C 1.3088(19) 1.0182(12) 0.1485(12) 0.0989(16) Uani 1 1 d . . .
C5 C 1.2168(18) 0.9484(12) 0.1837(11) 0.0989(16) Uani 1 1 d . . .
H5 H 1.2433 0.9565 0.2431 0.119 Uiso 1 1 calc R . .
C6 C 1.1358(18) 0.9268(12) 0.0085(12) 0.0989(16) Uani 1 1 d . . .
H6 H 1.1082 0.9181 -0.0510 0.119 Uiso 1 1 calc R . .
C7 C 1.0506(19) 0.8606(12) 0.0414(11) 0.0989(16) Uani 1 1 d . . .
H7 H 0.9626 0.8067 0.0055 0.119 Uiso 1 1 calc R . .
C8 C 1.091(2) 0.8695(12) 0.1332(11) 0.0989(16) Uani 1 1 d . . .
C9 C 0.9942(13) 0.7850(10) 0.1618(8) 0.065(4) Uani 1 1 d . . .
C10 C 0.8861(13) 0.9179(8) 0.2689(8) 0.047(3) Uani 1 1 d . . .
C11 C 0.9538(17) 0.9770(10) 0.3588(9) 0.076(4) Uani 1 1 d . . .
H11 H 1.0139 0.9548 0.3921 0.091 Uiso 1 1 calc R . .
C12 C 0.921(3) 1.0759(12) 0.3942(12) 0.114(7) Uani 1 1 d . . .
H12 H 0.9590 1.1194 0.4540 0.137 Uiso 1 1 calc R . .
C13 C 0.838(3) 1.1076(16) 0.346(2) 0.122(9) Uani 1 1 d . . .
H13 H 0.8220 1.1729 0.3720 0.146 Uiso 1 1 calc R . .
C14 C 0.777(2) 1.0491(15) 0.261(2) 0.131(9) Uani 1 1 d . . .
H14 H 0.7197 1.0730 0.2277 0.157 Uiso 1 1 calc R . .
C15 C 0.8004(16) 0.9543(11) 0.2226(11) 0.082(4) Uani 1 1 d . . .
H15 H 0.7565 0.9127 0.1632 0.098 Uiso 1 1 calc R . .
C16 C 0.8078(12) 0.7300(7) 0.2567(7) 0.043(3) Uani 1 1 d . . .
H16 H 0.7687 0.6668 0.2019 0.051 Uiso 1 1 calc R . .
C17 C 0.9122(12) 0.7056(9) 0.3183(7) 0.044(3) Uani 1 1 d . . .
C18 C 0.9352(13) 0.5542(8) 0.3600(7) 0.049(3) Uani 1 1 d . . .
C19 C 1.1100(16) 0.5787(11) 0.3627(11) 0.088(5) Uani 1 1 d . . .
H19A H 1.1392 0.5748 0.3040 0.132 Uiso 1 1 calc R . .
H19B H 1.1445 0.5291 0.3798 0.132 Uiso 1 1 calc R . .
H19C H 1.1601 0.6483 0.4060 0.132 Uiso 1 1 calc R . .
C20 C 0.890(2) 0.5909(12) 0.4548(8) 0.097(5) Uani 1 1 d . . .
H20A H 0.9347 0.6658 0.4828 0.146 Uiso 1 1 calc R . .
H20B H 0.9316 0.5583 0.4894 0.146 Uiso 1 1 calc R . .
H20C H 0.7764 0.5720 0.4522 0.146 Uiso 1 1 calc R . .
C21 C 0.8568(19) 0.4344(9) 0.3151(10) 0.093(5) Uani 1 1 d . . .
H21A H 0.7450 0.4177 0.3210 0.139 Uiso 1 1 calc R . .
H21B H 0.9057 0.3996 0.3442 0.139 Uiso 1 1 calc R . .
H21C H 0.8708 0.4114 0.2522 0.139 Uiso 1 1 calc R . .
C22 C 0.6661(12) 0.7540(7) 0.2974(7) 0.039(2) Uani 1 1 d . . .
C23 C 0.6704(14) 0.7959(8) 0.3925(7) 0.050(3) Uani 1 1 d . . .
H23 H 0.7583 0.8031 0.4301 0.060 Uiso 1 1 calc R . .
C24 C 0.5430(15) 0.8255(9) 0.4283(7) 0.061(3) Uani 1 1 d . . .
C25 C 0.4130(14) 0.8170(8) 0.3781(9) 0.059(3) Uani 1 1 d . . .
H25 H 0.3287 0.8371 0.4057 0.071 Uiso 1 1 calc R . .
C26 C 0.4043(12) 0.7773(8) 0.2826(8) 0.052(3) Uani 1 1 d . . .
H26 H 0.3172 0.7727 0.2459 0.063 Uiso 1 1 calc R . .
C27 C 0.5325(12) 0.7453(8) 0.2463(7) 0.046(3) Uani 1 1 d . . .
C28 C 0.3997(14) 0.6860(9) 0.0969(7) 0.059(3) Uani 1 1 d . . .
H28A H 0.3812 0.7514 0.1016 0.071 Uiso 1 1 calc R . .
H28B H 0.3063 0.6420 0.1111 0.071 Uiso 1 1 calc R . .
C29 C 0.4400(13) 0.6290(8) 0.0013(8) 0.048(3) Uani 1 1 d . . .
C30 C 0.5746(14) 0.6179(9) -0.0269(8) 0.055(3) Uani 1 1 d . . .
H30 H 0.6745 0.6426 0.0068 0.065 Uiso 1 1 calc R . .
C31 C 0.6414(15) 0.5315(9) -0.1845(8) 0.071(4) Uani 1 1 d . . .
H31A H 0.7403 0.5347 -0.1541 0.085 Uiso 1 1 calc R . .
H31B H 0.5925 0.4598 -0.2259 0.085 Uiso 1 1 calc R . .
C32 C 0.676(2) 0.6008(13) -0.2354(12) 0.100(2) Uani 1 1 d . . .
C33 C 0.808(2) 0.6914(13) -0.2037(11) 0.100(2) Uani 1 1 d . . .
H33 H 0.8689 0.7072 -0.1494 0.120 Uiso 1 1 calc R . .
C34 C 0.851(2) 0.7583(13) -0.2508(11) 0.100(2) Uani 1 1 d . . .
H34 H 0.9395 0.8179 -0.2300 0.120 Uiso 1 1 calc R . .
C35 C 0.757(2) 0.7321(13) -0.3284(12) 0.100(2) Uani 1 1 d . . .
H35 H 0.7815 0.7775 -0.3595 0.120 Uiso 1 1 calc R . .
C36 C 0.630(2) 0.6451(13) -0.3645(11) 0.100(2) Uani 1 1 d . . .
H36 H 0.5716 0.6306 -0.4190 0.120 Uiso 1 1 calc R . .
C37 C 0.590(2) 0.5764(13) -0.3162(11) 0.100(2) Uani 1 1 d . . .
H37 H 0.5049 0.5150 -0.3398 0.120 Uiso 1 1 calc R . .
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'
Br Br -0.2901 2.4595 '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
C27 O1 C28 117.3(8) . . ?
C1 N1 C4 114.6(14) . . ?
C2 N2 C3 111.6(14) . . ?
C17 N3 C18 126.6(9) . . ?
C17 N3 H3 116.7 . . ?
C18 N3 H3 116.7 . . ?
N5 N4 C30 110.5(9) . . ?
N5 N4 C31 121.8(9) . . ?
C30 N4 C31 127.5(10) . . ?
N4 N5 N6 109.6(9) . . ?
N5 N6 C29 104.6(9) . . ?
C9 N7 C10 125.6(9) . . ?
C9 N7 C16 116.4(9) . . ?
C10 N7 C16 117.7(8) . . ?
N1 C1 C2 124.7(16) . . ?
N1 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
N2 C2 C1 125.3(15) . . ?
N2 C2 H2 117.4 . . ?
C1 C2 H2 117.4 . . ?
N2 C3 C4 123.6(15) . . ?
N2 C3 C6 119.5(15) . . ?
C4 C3 C6 116.8(14) . . ?
N1 C4 C5 118.8(16) . . ?
N1 C4 C3 120.0(13) . . ?
C5 C4 C3 121.1(16) . . ?
C8 C5 C4 120.9(16) . . ?
C8 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C7 C6 C3 121.9(16) . . ?
C7 C6 H6 119.0 . . ?
C3 C6 H6 119.0 . . ?
C6 C7 C8 121.2(16) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C5 C8 C7 118.1(14) . . ?
C5 C8 C9 124.8(15) . . ?
C7 C8 C9 117.0(14) . . ?
O2 C9 N7 122.2(11) . . ?
O2 C9 C8 121.5(11) . . ?
N7 C9 C8 116.2(12) . . ?
C15 C10 C11 121.4(12) . . ?
C15 C10 N7 121.7(11) . . ?
C11 C10 N7 116.8(10) . . ?
C10 C11 C12 112.9(15) . . ?
C10 C11 H11 123.5 . . ?
C12 C11 H11 123.5 . . ?
C13 C12 C11 123.0(18) . . ?
C13 C12 H12 118.5 . . ?
C11 C12 H12 118.5 . . ?
C12 C13 C14 122(2) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C15 119(2) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C15 C10 121.8(17) . . ?
C14 C15 H15 119.1 . . ?
C10 C15 H15 119.1 . . ?
C22 C16 N7 112.9(8) . . ?
C22 C16 C17 112.5(8) . . ?
N7 C16 C17 109.7(8) . . ?
C22 C16 H16 107.1 . . ?
N7 C16 H16 107.1 . . ?
C17 C16 H16 107.1 . . ?
O3 C17 N3 123.3(10) . . ?
O3 C17 C16 123.8(10) . . ?
N3 C17 C16 112.9(9) . . ?
C19 C18 N3 111.5(9) . . ?
C19 C18 C20 110.3(12) . . ?
N3 C18 C20 110.0(10) . . ?
C19 C18 C21 109.6(11) . . ?
N3 C18 C21 106.9(9) . . ?
C20 C18 C21 108.4(10) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 117.3(9) . . ?
C27 C22 C16 122.4(9) . . ?
C23 C22 C16 120.1(10) . . ?
C24 C23 C22 119.0(11) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C25 C24 C23 123.5(11) . . ?
C25 C24 Br1 118.0(10) . . ?
C23 C24 Br1 118.5(9) . . ?
C24 C25 C26 119.7(11) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 116.8(11) . . ?
C27 C26 H26 121.6 . . ?
C25 C26 H26 121.6 . . ?
C22 C27 O1 113.9(9) . . ?
C22 C27 C26 123.8(10) . . ?
O1 C27 C26 122.2(10) . . ?
O1 C28 C29 103.1(9) . . ?
O1 C28 H28A 111.1 . . ?
C29 C28 H28A 111.1 . . ?
O1 C28 H28B 111.1 . . ?
C29 C28 H28B 111.1 . . ?
H28A C28 H28B 109.1 . . ?
C30 C29 N6 111.6(11) . . ?
C30 C29 C28 131.2(11) . . ?
N6 C29 C28 117.2(10) . . ?
C29 C30 N4 103.7(10) . . ?
C29 C30 H30 128.1 . . ?
N4 C30 H30 128.1 . . ?
C32 C31 N4 111.3(11) . . ?
C32 C31 H31A 109.4 . . ?
N4 C31 H31A 109.4 . . ?
C32 C31 H31B 109.4 . . ?
N4 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C37 C32 C33 118.7(16) . . ?
C37 C32 C31 121.8(16) . . ?
C33 C32 C31 119.3(16) . . ?
C34 C33 C32 122.1(18) . . ?
C34 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
C35 C34 C33 116.2(17) . . ?
C35 C34 H34 121.9 . . ?
C33 C34 H34 121.9 . . ?
C34 C35 C36 125.2(17) . . ?
C34 C35 H35 117.4 . . ?
C36 C35 H35 117.4 . . ?
C35 C36 C37 117.7(18) . . ?
C35 C36 H36 121.1 . . ?
C37 C36 H36 121.1 . . ?
C32 C37 C36 119.9(17) . . ?
C32 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
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
Br1 C24 1.916(11) . ?
O1 C27 1.386(12) . ?
O1 C28 1.408(13) . ?
O2 C9 1.212(14) . ?
O3 C17 1.218(12) . ?
N1 C1 1.309(16) . ?
N1 C4 1.343(18) . ?
N2 C2 1.302(18) . ?
N2 C3 1.378(17) . ?
N3 C17 1.355(13) . ?
N3 C18 1.478(14) . ?
N3 H3 0.8600 . ?
N4 N5 1.289(12) . ?
N4 C30 1.366(14) . ?
N4 C31 1.464(15) . ?
N5 N6 1.321(13) . ?
N6 C29 1.368(13) . ?
N7 C9 1.346(13) . ?
N7 C10 1.451(13) . ?
N7 C16 1.486(12) . ?
C1 C2 1.34(2) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.41(2) . ?
C3 C6 1.41(2) . ?
C4 C5 1.388(19) . ?
C5 C8 1.34(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.305(17) . ?
C6 H6 0.9300 . ?
C7 C8 1.45(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.488(18) . ?
C10 C15 1.360(16) . ?
C10 C11 1.400(16) . ?
C11 C12 1.44(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.32(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.32(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.35(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C22 1.482(14) . ?
C16 C17 1.521(14) . ?
C16 H16 0.9800 . ?
C18 C19 1.476(16) . ?
C18 C20 1.512(16) . ?
C18 C21 1.544(15) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C27 1.370(14) . ?
C22 C23 1.416(14) . ?
C23 C24 1.369(15) . ?
C23 H23 0.9300 . ?
C24 C25 1.337(16) . ?
C25 C26 1.417(16) . ?
C25 H25 0.9300 . ?
C26 C27 1.390(15) . ?
C26 H26 0.9300 . ?
C28 C29 1.553(16) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.304(15) . ?
C30 H30 0.9300 . ?
C31 C32 1.461(19) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C37 1.36(2) . ?
C32 C33 1.40(2) . ?
C33 C34 1.39(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.35(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.35(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.42(2) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
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
C30 N4 N5 N6 -0.8(12) . . . . ?
C31 N4 N5 N6 -175.9(9) . . . . ?
N4 N5 N6 C29 0.0(12) . . . . ?
C4 N1 C1 C2 4(3) . . . . ?
C3 N2 C2 C1 0(2) . . . . ?
N1 C1 C2 N2 -2(3) . . . . ?
C2 N2 C3 C4 -2(2) . . . . ?
C2 N2 C3 C6 -178.5(15) . . . . ?
C1 N1 C4 C5 178.9(15) . . . . ?
C1 N1 C4 C3 -6(2) . . . . ?
N2 C3 C4 N1 5(3) . . . . ?
C6 C3 C4 N1 -178.5(15) . . . . ?
N2 C3 C4 C5 -179.7(15) . . . . ?
C6 C3 C4 C5 -3(2) . . . . ?
N1 C4 C5 C8 178.1(15) . . . . ?
C3 C4 C5 C8 3(3) . . . . ?
N2 C3 C6 C7 179.1(16) . . . . ?
C4 C3 C6 C7 2(2) . . . . ?
C3 C6 C7 C8 -1(3) . . . . ?
C4 C5 C8 C7 -1(3) . . . . ?
C4 C5 C8 C9 173.9(15) . . . . ?
C6 C7 C8 C5 1(3) . . . . ?
C6 C7 C8 C9 -175.0(15) . . . . ?
C10 N7 C9 O2 -171.6(13) . . . . ?
C16 N7 C9 O2 1.2(18) . . . . ?
C10 N7 C9 C8 6.3(17) . . . . ?
C16 N7 C9 C8 179.1(11) . . . . ?
C5 C8 C9 O2 -113.7(19) . . . . ?
C7 C8 C9 O2 62(2) . . . . ?
C5 C8 C9 N7 68(2) . . . . ?
C7 C8 C9 N7 -116.1(15) . . . . ?
C9 N7 C10 C15 70.1(15) . . . . ?
C16 N7 C10 C15 -102.6(12) . . . . ?
C9 N7 C10 C11 -112.4(12) . . . . ?
C16 N7 C10 C11 74.9(12) . . . . ?
C15 C10 C11 C12 0.7(17) . . . . ?
N7 C10 C11 C12 -176.8(10) . . . . ?
C10 C11 C12 C13 -2(2) . . . . ?
C11 C12 C13 C14 1(3) . . . . ?
C12 C13 C14 C15 0(3) . . . . ?
C13 C14 C15 C10 -1(3) . . . . ?
C11 C10 C15 C14 0(2) . . . . ?
N7 C10 C15 C14 177.9(14) . . . . ?
C9 N7 C16 C22 -154.1(9) . . . . ?
C10 N7 C16 C22 19.3(12) . . . . ?
C9 N7 C16 C17 79.5(11) . . . . ?
C10 N7 C16 C17 -107.1(10) . . . . ?
C18 N3 C17 O3 6.6(16) . . . . ?
C18 N3 C17 C16 -173.3(9) . . . . ?
C22 C16 C17 O3 -90.4(11) . . . . ?
N7 C16 C17 O3 36.2(13) . . . . ?
C22 C16 C17 N3 89.5(10) . . . . ?
N7 C16 C17 N3 -143.9(8) . . . . ?
C17 N3 C18 C19 -56.7(14) . . . . ?
C17 N3 C18 C20 66.0(14) . . . . ?
C17 N3 C18 C21 -176.5(10) . . . . ?
N7 C16 C22 C27 76.5(11) . . . . ?
C17 C16 C22 C27 -158.7(9) . . . . ?
N7 C16 C22 C23 -98.0(10) . . . . ?
C17 C16 C22 C23 26.8(12) . . . . ?
C27 C22 C23 C24 -0.2(14) . . . . ?
C16 C22 C23 C24 174.6(9) . . . . ?
C22 C23 C24 C25 0.1(17) . . . . ?
C22 C23 C24 Br1 177.7(7) . . . . ?
C23 C24 C25 C26 -1.2(18) . . . . ?
Br1 C24 C25 C26 -178.8(8) . . . . ?
C24 C25 C26 C27 2.3(16) . . . . ?
C23 C22 C27 O1 179.8(8) . . . . ?
C16 C22 C27 O1 5.1(13) . . . . ?
C23 C22 C27 C26 1.5(14) . . . . ?
C16 C22 C27 C26 -173.2(9) . . . . ?
C28 O1 C27 C22 175.7(8) . . . . ?
C28 O1 C27 C26 -6.0(14) . . . . ?
C25 C26 C27 C22 -2.5(15) . . . . ?
C25 C26 C27 O1 179.3(9) . . . . ?
C27 O1 C28 C29 -173.7(8) . . . . ?
N5 N6 C29 C30 0.8(12) . . . . ?
N5 N6 C29 C28 179.2(9) . . . . ?
O1 C28 C29 C30 -13.5(16) . . . . ?
O1 C28 C29 N6 168.4(8) . . . . ?
N6 C29 C30 N4 -1.2(12) . . . . ?
C28 C29 C30 N4 -179.3(10) . . . . ?
N5 N4 C30 C29 1.2(12) . . . . ?
C31 N4 C30 C29 176.0(10) . . . . ?
N5 N4 C31 C32 73.9(15) . . . . ?
C30 N4 C31 C32 -100.3(15) . . . . ?
N4 C31 C32 C37 -94.0(16) . . . . ?
N4 C31 C32 C33 90.4(16) . . . . ?
C37 C32 C33 C34 2(2) . . . . ?
C31 C32 C33 C34 177.5(14) . . . . ?
C32 C33 C34 C35 1(2) . . . . ?
C33 C34 C35 C36 -3(2) . . . . ?
C34 C35 C36 C37 1(2) . . . . ?
C33 C32 C37 C36 -3(2) . . . . ?
C31 C32 C37 C36 -178.5(13) . . . . ?
C35 C36 C37 C32 1(2) . . . . ?
