#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:40:59 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289455 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247909.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_7247909
loop_
_publ_author_name
'Bandaru, Ravi Kumar'
'Giri, Lopamudra'
'Krishna, Gamidi Rama'
'Dandela, Rambabu'
_publ_section_title
;
 Novel molecular adducts of an anti-cancer drug vandetanib with enhanced
 solubility
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              248
_journal_page_last               260
_journal_paper_doi               10.1039/D3CE01130E
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C32 H42 Br F N4 O6'
_chemical_formula_weight         677.60
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-08-17 deposited with the CCDC.	2023-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                113.16(1)
_cell_angle_beta                 106.52(1)
_cell_angle_gamma                98.22(1)
_cell_formula_units_Z            2
_cell_length_a                   10.149(1)
_cell_length_b                   13.513(2)
_cell_length_c                   13.857(2)
_cell_measurement_reflns_used    73507
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.482
_cell_measurement_theta_min      2.355
_cell_volume                     1603.6(4)
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            73507
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         30.482
_diffrn_reflns_theta_min         2.355
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_correction_T_min  0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       needle
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         9521
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0309P)²+0.5568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0656
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8995
_reflns_number_total             9521
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01130e2.cif
_cod_data_source_block           VAN-SBA
_cod_depositor_comments
'Adding full bibliography for 7247904--7247909.cif.'
_cod_original_cell_volume        1603.4(5)
_cod_database_code               7247909
_shelx_shelxl_version_number     2018/3
_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   0.776
_shelx_estimated_absorpt_t_max   0.867
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
Br1 Br -0.04088(2) -0.01411(2) 0.85365(2) 0.02072(4) Uani 1 1 d . . . . .
F1 F 0.14964(7) 0.41147(5) 0.97980(5) 0.01972(12) Uani 1 1 d . . . . .
O1 O 0.42354(7) 0.87542(6) 0.83688(6) 0.01596(13) Uani 1 1 d . . . . .
O2 O 0.54902(7) 0.72309(6) 0.81719(6) 0.01512(13) Uani 1 1 d . . . . .
O3 O -0.18003(9) 0.02799(6) 0.43590(7) 0.02414(16) Uani 1 1 d . . . . .
O4 O -0.33583(8) 0.03996(6) 0.52353(7) 0.01956(14) Uani 1 1 d . . . . .
H4 H -0.354247 -0.028755 0.493495 0.029 Uiso 1 1 calc R U . . .
O5 O 0.43881(8) 1.18014(6) 0.60871(6) 0.01581(13) Uani 1 1 d . . . . .
O6 O 0.41037(8) 1.34412(6) 0.71064(6) 0.01746(13) Uani 1 1 d . . . . .
N1 N 0.18258(9) 0.38334(6) 0.78056(7) 0.01292(14) Uani 1 1 d . . . . .
H1 H 0.257834 0.384985 0.763669 0.016 Uiso 1 1 calc R U . . .
N2 N -0.00454(8) 0.45872(6) 0.80022(7) 0.01330(14) Uani 1 1 d . . . . .
N3 N -0.00081(9) 0.64444(7) 0.81978(7) 0.01391(14) Uani 1 1 d . . . . .
N4 N 0.61945(8) 1.23102(6) 0.81453(7) 0.01310(14) Uani 1 1 d . . . . .
H4A H 0.548008 1.209202 0.739599 0.016 Uiso 1 1 calc R U . . .
C1 C 0.12339(9) 0.29026(7) 0.79343(8) 0.01147(15) Uani 1 1 d . . . . .
C2 C 0.10916(10) 0.30534(7) 0.89509(8) 0.01312(15) Uani 1 1 d . . . . .
C3 C 0.05981(10) 0.21751(8) 0.91524(8) 0.01408(16) Uani 1 1 d . . . . .
H3 H 0.050606 0.230250 0.983695 0.017 Uiso 1 1 calc R U . . .
C4 C 0.02440(9) 0.10889(7) 0.82843(8) 0.01286(15) Uani 1 1 d . . . . .
C5 C 0.03714(10) 0.08864(7) 0.72596(8) 0.01348(16) Uani 1 1 d . . . . .
H5 H 0.013025 0.015449 0.669320 0.016 Uiso 1 1 calc R U . . .
C6 C 0.08688(10) 0.18017(7) 0.70915(8) 0.01254(15) Uani 1 1 d . . . . .
H6 H 0.095776 0.167417 0.640594 0.015 Uiso 1 1 calc R U . . .
C7 C 0.12472(9) 0.47074(7) 0.79394(7) 0.01104(15) Uani 1 1 d . . . . .
C8 C -0.05863(10) 0.54672(8) 0.81237(8) 0.01420(16) Uani 1 1 d . . . . .
H8 H -0.149370 0.536941 0.816005 0.017 Uiso 1 1 calc R U . . .
C9 C 0.13371(9) 0.65779(7) 0.81447(7) 0.01123(15) Uani 1 1 d . . . . .
C10 C 0.20266(9) 0.57237(7) 0.80118(7) 0.01030(14) Uani 1 1 d . . . . .
C11 C 0.34370(9) 0.59119(7) 0.80026(7) 0.01113(15) Uani 1 1 d . . . . .
H11 H 0.388788 0.534708 0.791100 0.013 Uiso 1 1 calc R U . . .
C12 C 0.41292(9) 0.69307(7) 0.81293(7) 0.01142(15) Uani 1 1 d . . . . .
C13 C 0.34196(10) 0.77944(7) 0.82424(8) 0.01219(15) Uani 1 1 d . . . . .
C14 C 0.20513(10) 0.76168(7) 0.82453(8) 0.01253(15) Uani 1 1 d . . . . .
H14 H 0.159563 0.817702 0.831316 0.015 Uiso 1 1 calc R U . . .
C15 C 0.36170(10) 0.96587(8) 0.84303(8) 0.01442(16) Uani 1 1 d . . . . .
H15A H 0.323809 0.986144 0.902763 0.017 Uiso 1 1 calc R U . . .
H15B H 0.284371 0.944210 0.771867 0.017 Uiso 1 1 calc R U . . .
C16 C 0.48243(9) 1.06373(7) 0.86799(8) 0.01171(15) Uani 1 1 d . . . . .
H16 H 0.554993 1.086933 0.942861 0.014 Uiso 1 1 calc R U . . .
C17 C 0.55472(10) 1.03243(7) 0.78152(8) 0.01345(15) Uani 1 1 d . . . . .
H17A H 0.593895 0.971078 0.781712 0.016 Uiso 1 1 calc R U . . .
H17B H 0.483920 1.007138 0.706409 0.016 Uiso 1 1 calc R U . . .
C18 C 0.67460(10) 1.13276(8) 0.80919(8) 0.01484(16) Uani 1 1 d . . . . .
H18A H 0.749455 1.153806 0.881386 0.018 Uiso 1 1 calc R U . . .
H18B H 0.716194 1.111961 0.751702 0.018 Uiso 1 1 calc R U . . .
C19 C 0.54744(10) 1.26297(7) 0.89810(8) 0.01433(16) Uani 1 1 d . . . . .
H19A H 0.509031 1.324378 0.896835 0.017 Uiso 1 1 calc R U . . .
H19B H 0.617399 1.288687 0.973635 0.017 Uiso 1 1 calc R U . . .
C20 C 0.42650(10) 1.16365(7) 0.87072(8) 0.01354(16) Uani 1 1 d . . . . .
H20A H 0.352741 1.141775 0.797757 0.016 Uiso 1 1 calc R U . . .
H20B H 0.383708 1.185584 0.927387 0.016 Uiso 1 1 calc R U . . .
C21 C 0.73681(11) 1.32919(9) 0.84235(10) 0.02078(19) Uani 1 1 d . . . . .
H21A H 0.782195 1.307760 0.788259 0.031 Uiso 1 1 calc R U . . .
H21B H 0.697679 1.389158 0.839893 0.031 Uiso 1 1 calc R U . . .
H21C H 0.806335 1.354035 0.916853 0.031 Uiso 1 1 calc R U . . .
C22 C 0.62787(10) 0.64308(8) 0.81409(9) 0.01732(17) Uani 1 1 d . . . . .
H22A H 0.721817 0.672737 0.817542 0.026 Uiso 1 1 calc R U . . .
H22B H 0.636484 0.628216 0.877554 0.026 Uiso 1 1 calc R U . . .
H22C H 0.578285 0.574532 0.745089 0.026 Uiso 1 1 calc R U . . .
C23 C -0.24368(10) 0.08243(8) 0.48796(8) 0.01457(16) Uani 1 1 d . . . . .
C24 C -0.23385(11) 0.20350(8) 0.51499(9) 0.01869(18) Uani 1 1 d . . . . .
H24A H -0.220373 0.244883 0.593980 0.022 Uiso 1 1 calc R U . . .
H24B H -0.324461 0.206451 0.469900 0.022 Uiso 1 1 calc R U . . .
C25 C -0.11355(10) 0.26217(8) 0.49374(8) 0.01620(17) Uani 1 1 d . . . . .
H25A H -0.115759 0.214293 0.419295 0.019 Uiso 1 1 calc R U . . .
H25B H -0.021996 0.272929 0.549089 0.019 Uiso 1 1 calc R U . . .
C26 C -0.12525(10) 0.37614(8) 0.50073(8) 0.01638(17) Uani 1 1 d . . . . .
H26A H -0.210397 0.364301 0.438702 0.020 Uiso 1 1 calc R U . . .
H26B H -0.136656 0.420076 0.570894 0.020 Uiso 1 1 calc R U . . .
C27 C 0.00547(10) 0.44271(8) 0.49571(8) 0.01558(16) Uani 1 1 d . . . . .
H27A H 0.016115 0.399229 0.425070 0.019 Uiso 1 1 calc R U . . .
H27B H 0.090794 0.453684 0.557122 0.019 Uiso 1 1 calc R U . . .
C28 C 0.38082(10) 1.25950(7) 0.61793(8) 0.01306(15) Uani 1 1 d . . . . .
C29 C 0.27355(10) 1.24914(9) 0.50982(9) 0.01812(18) Uani 1 1 d . . . . .
H29A H 0.237387 1.314167 0.527630 0.022 Uiso 1 1 calc R U . . .
H29B H 0.192935 1.182750 0.477665 0.022 Uiso 1 1 calc R U . . .
C30 C 0.34207(12) 1.24076(9) 0.42230(9) 0.02071(19) Uani 1 1 d . . . . .
H30A H 0.372684 1.173077 0.401578 0.025 Uiso 1 1 calc R U . . .
H30B H 0.269807 1.233423 0.354677 0.025 Uiso 1 1 calc R U . . .
C32 C 0.43568(11) 1.45276(8) 0.48674(9) 0.01783(18) Uani 1 1 d . . . . .
H32A H 0.404515 1.474696 0.550185 0.021 Uiso 1 1 calc R U . . .
H32B H 0.356869 1.442392 0.421072 0.021 Uiso 1 1 calc R U . . .
C31 C 0.47090(11) 1.34152(9) 0.46361(9) 0.01867(18) Uani 1 1 d . . . . .
H31A H 0.541655 1.350162 0.532599 0.022 Uiso 1 1 calc R U . . .
H31B H 0.514258 1.325379 0.407213 0.022 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'
F F 0.0171 0.0103 '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
C13 O1 C15 118.79(7) . . ?
C12 O2 C22 116.49(7) . . ?
C23 O4 H4 109.5 . . ?
C7 N1 C1 122.42(8) . . ?
C7 N1 H1 118.8 . . ?
C1 N1 H1 118.8 . . ?
C7 N2 C8 116.38(8) . . ?
C8 N3 C9 114.82(8) . . ?
C21 N4 C19 110.19(8) . . ?
C21 N4 C18 111.04(8) . . ?
C19 N4 C18 111.57(7) . . ?
C21 N4 H4A 108.0 . . ?
C19 N4 H4A 108.0 . . ?
C18 N4 H4A 108.0 . . ?
C6 C1 C2 117.45(8) . . ?
C6 C1 N1 121.76(8) . . ?
C2 C1 N1 120.63(8) . . ?
F1 C2 C3 118.13(8) . . ?
F1 C2 C1 118.41(8) . . ?
C3 C2 C1 123.43(8) . . ?
C2 C3 C4 117.08(8) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 H3 121.5 . . ?
C5 C4 C3 122.11(8) . . ?
C5 C4 Br1 119.51(7) . . ?
C3 C4 Br1 118.38(7) . . ?
C4 C5 C6 118.81(8) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 121.11(8) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
N2 C7 N1 118.20(8) . . ?
N2 C7 C10 121.55(8) . . ?
N1 C7 C10 120.25(8) . . ?
N3 C8 N2 129.06(9) . . ?
N3 C8 H8 115.5 . . ?
N2 C8 H8 115.5 . . ?
N3 C9 C10 122.11(8) . . ?
N3 C9 C14 118.45(8) . . ?
C10 C9 C14 119.43(8) . . ?
C9 C10 C11 120.26(8) . . ?
C9 C10 C7 116.08(8) . . ?
C11 C10 C7 123.60(8) . . ?
C12 C11 C10 119.68(8) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
O2 C12 C11 125.56(8) . . ?
O2 C12 C13 114.23(8) . . ?
C11 C12 C13 120.20(8) . . ?
O1 C13 C14 125.89(8) . . ?
O1 C13 C12 113.61(8) . . ?
C14 C13 C12 120.47(8) . . ?
C13 C14 C9 119.92(8) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
O1 C15 C16 106.04(7) . . ?
O1 C15 H15A 110.5 . . ?
C16 C15 H15A 110.5 . . ?
O1 C15 H15B 110.5 . . ?
C16 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
C15 C16 C20 110.49(7) . . ?
C15 C16 C17 112.43(7) . . ?
C20 C16 C17 109.15(7) . . ?
C15 C16 H16 108.2 . . ?
C20 C16 H16 108.2 . . ?
C17 C16 H16 108.2 . . ?
C18 C17 C16 110.82(7) . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
N4 C18 C17 111.10(7) . . ?
N4 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
N4 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
N4 C19 C20 110.97(7) . . ?
N4 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
N4 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 C16 110.85(7) . . ?
C19 C20 H20A 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 O4 123.31(9) . . ?
O3 C23 C24 124.21(9) . . ?
O4 C23 C24 112.42(8) . . ?
C23 C24 C25 114.77(8) . . ?
C23 C24 H24A 108.6 . . ?
C25 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
C25 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 112.66(8) . . ?
C24 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
C24 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C27 C26 C25 113.01(8) . . ?
C27 C26 H26A 109.0 . . ?
C25 C26 H26A 109.0 . . ?
C27 C26 H26B 109.0 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C26 C27 C27 112.96(10) . 2_566 ?
C26 C27 H27A 109.0 . . ?
C27 C27 H27A 109.0 2_566 . ?
C26 C27 H27B 109.0 . . ?
C27 C27 H27B 109.0 2_566 . ?
H27A C27 H27B 107.8 . . ?
O6 C28 O5 122.87(9) . . ?
O6 C28 C29 120.08(8) . . ?
O5 C28 C29 117.04(8) . . ?
C28 C29 C30 111.57(8) . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C29 114.07(9) . . ?
C31 C30 H30A 108.7 . . ?
C29 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C29 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C31 C32 C32 112.47(10) . 2_686 ?
C31 C32 H32A 109.1 . . ?
C32 C32 H32A 109.1 2_686 . ?
C31 C32 H32B 109.1 . . ?
C32 C32 H32B 109.1 2_686 . ?
H32A C32 H32B 107.8 . . ?
C32 C31 C30 114.80(9) . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31B 108.6 . . ?
C30 C31 H31B 108.6 . . ?
H31A C31 H31B 107.5 . . ?
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
Br1 C4 1.8966(9) . ?
F1 C2 1.3550(10) . ?
O1 C13 1.3526(11) . ?
O1 C15 1.4364(11) . ?
O2 C12 1.3603(11) . ?
O2 C22 1.4290(11) . ?
O3 C23 1.2095(12) . ?
O4 C23 1.3335(12) . ?
O4 H4 0.8200 . ?
O5 C28 1.2760(11) . ?
O6 C28 1.2550(12) . ?
N1 C7 1.3645(11) . ?
N1 C1 1.4127(11) . ?
N1 H1 0.8600 . ?
N2 C7 1.3304(12) . ?
N2 C8 1.3511(12) . ?
N3 C8 1.3174(12) . ?
N3 C9 1.3780(12) . ?
N4 C21 1.4871(12) . ?
N4 C19 1.4967(12) . ?
N4 C18 1.4970(12) . ?
N4 H4A 0.9800 . ?
C1 C6 1.3941(12) . ?
C1 C2 1.3947(13) . ?
C2 C3 1.3810(13) . ?
C3 C4 1.3946(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.3844(13) . ?
C5 C6 1.3976(12) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C10 1.4344(12) . ?
C8 H8 0.9300 . ?
C9 C10 1.4117(12) . ?
C9 C14 1.4187(12) . ?
C10 C11 1.4221(12) . ?
C11 C12 1.3720(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.4374(12) . ?
C13 C14 1.3764(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.5182(12) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.5291(12) . ?
C16 C17 1.5307(13) . ?
C16 H16 0.9800 . ?
C17 C18 1.5228(13) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.5214(13) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.5088(13) . ?
C24 C25 1.5223(14) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.5287(13) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.5278(14) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C27 1.5282(19) 2_566 ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.5208(14) . ?
C29 C30 1.5367(15) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.5305(15) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C32 C31 1.5265(14) . ?
C32 C32 1.533(2) 2_686 ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
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
C7 N1 C1 C6 126.17(10) . . . . ?
C7 N1 C1 C2 -58.53(12) . . . . ?
C6 C1 C2 F1 177.33(8) . . . . ?
N1 C1 C2 F1 1.83(13) . . . . ?
C6 C1 C2 C3 -0.71(14) . . . . ?
N1 C1 C2 C3 -176.21(8) . . . . ?
F1 C2 C3 C4 -177.42(8) . . . . ?
C1 C2 C3 C4 0.63(14) . . . . ?
C2 C3 C4 C5 -0.20(14) . . . . ?
C2 C3 C4 Br1 179.01(7) . . . . ?
C3 C4 C5 C6 -0.11(14) . . . . ?
Br1 C4 C5 C6 -179.31(7) . . . . ?
C2 C1 C6 C5 0.37(13) . . . . ?
N1 C1 C6 C5 175.82(8) . . . . ?
C4 C5 C6 C1 0.02(13) . . . . ?
C8 N2 C7 N1 -179.39(8) . . . . ?
C8 N2 C7 C10 0.76(13) . . . . ?
C1 N1 C7 N2 -11.62(13) . . . . ?
C1 N1 C7 C10 168.23(8) . . . . ?
C9 N3 C8 N2 -0.11(15) . . . . ?
C7 N2 C8 N3 -0.51(15) . . . . ?
C8 N3 C9 C10 0.48(13) . . . . ?
C8 N3 C9 C14 -178.52(8) . . . . ?
N3 C9 C10 C11 -177.69(8) . . . . ?
C14 C9 C10 C11 1.30(13) . . . . ?
N3 C9 C10 C7 -0.23(13) . . . . ?
C14 C9 C10 C7 178.76(8) . . . . ?
N2 C7 C10 C9 -0.43(13) . . . . ?
N1 C7 C10 C9 179.73(8) . . . . ?
N2 C7 C10 C11 176.94(8) . . . . ?
N1 C7 C10 C11 -2.90(13) . . . . ?
C9 C10 C11 C12 0.34(13) . . . . ?
C7 C10 C11 C12 -176.93(8) . . . . ?
C22 O2 C12 C11 -3.49(13) . . . . ?
C22 O2 C12 C13 175.89(8) . . . . ?
C10 C11 C12 O2 177.78(8) . . . . ?
C10 C11 C12 C13 -1.56(13) . . . . ?
C15 O1 C13 C14 -4.95(14) . . . . ?
C15 O1 C13 C12 176.77(8) . . . . ?
O2 C12 C13 O1 0.15(11) . . . . ?
C11 C12 C13 O1 179.56(8) . . . . ?
O2 C12 C13 C14 -178.23(8) . . . . ?
C11 C12 C13 C14 1.18(13) . . . . ?
O1 C13 C14 C9 -177.70(9) . . . . ?
C12 C13 C14 C9 0.48(13) . . . . ?
N3 C9 C14 C13 177.34(8) . . . . ?
C10 C9 C14 C13 -1.69(13) . . . . ?
C13 O1 C15 C16 174.81(8) . . . . ?
O1 C15 C16 C20 177.26(7) . . . . ?
O1 C15 C16 C17 55.04(10) . . . . ?
C15 C16 C17 C18 179.78(7) . . . . ?
C20 C16 C17 C18 56.80(10) . . . . ?
C21 N4 C18 C17 179.60(8) . . . . ?
C19 N4 C18 C17 56.25(10) . . . . ?
C16 C17 C18 N4 -56.75(10) . . . . ?
C21 N4 C19 C20 179.76(8) . . . . ?
C18 N4 C19 C20 -56.41(10) . . . . ?
N4 C19 C20 C16 57.17(10) . . . . ?
C15 C16 C20 C19 178.82(8) . . . . ?
C17 C16 C20 C19 -57.05(10) . . . . ?
O3 C23 C24 C25 -12.21(15) . . . . ?
O4 C23 C24 C25 170.62(9) . . . . ?
C23 C24 C25 C26 169.15(8) . . . . ?
C24 C25 C26 C27 172.11(8) . . . . ?
C25 C26 C27 C27 -179.23(10) . . . 2_566 ?
O6 C28 C29 C30 120.20(10) . . . . ?
O5 C28 C29 C30 -58.83(11) . . . . ?
C28 C29 C30 C31 -59.13(11) . . . . ?
C32 C32 C31 C30 -172.76(10) 2_686 . . . ?
C29 C30 C31 C32 -65.07(11) . . . . ?
