Salts, solvates and hydrates of the multi-kinase inhibitor drug pazopanib with hydroxybenzoic acids
Rai, Sunil K.; Baidya, Debjani; Nangia, Ashwini K.; CrystEngComm 23 (2021) 5994–6011; doi:10.1039/D1CE00785H

data_7243296
_publ_section_title
;
 Salts, solvates and hydrates of the multi-kinase inhibitor drug pazopanib
 with hydroxybenzoic acids
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              5994
_journal_page_last               6011
_journal_paper_doi               10.1039/D1CE00785H
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety
'C6 Co N6, C17 H13 N2 O2, C17 H14 N2 O2, 7(H2 O)'
_chemical_formula_sum            'C40 H41 Co N10 O11'
_chemical_formula_weight         896.76
_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     iterative
_audit_creation_date             2021-05-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-05-25 deposited with the CCDC.	2021-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                64.083(7)
_cell_angle_beta                 86.853(6)
_cell_angle_gamma                72.573(7)
_cell_formula_units_Z            2
_cell_length_a                   10.5802(8)
_cell_length_b                   14.8763(10)
_cell_length_c                   15.6669(11)
_cell_measurement_reflns_used    4757
_cell_measurement_temperature    295
_cell_measurement_theta_max      22.3240
_cell_measurement_theta_min      2.0200
_cell_volume                     2107.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      295
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -34.00  78.00   0.50    8.00    --   -9.60  43.00 -60.00  224
  2  \w    -68.00 -42.00   0.50    8.00    --   -9.60  55.00-180.00   52
  3  \w    -18.00  80.00   0.50    8.00    --   -9.60  55.00-180.00  196
  4  \w    -76.00 -51.00   0.50    8.00    --   -9.60  55.00  60.00   50
  5  \w     -6.00  75.00   0.50    8.00    --   -9.60  55.00  60.00  162
  6  \w    -93.00 -66.00   0.50    8.00    --   -9.60  55.00 -30.00   54
  7  \w    -35.00 -10.00   0.50    8.00    --   -9.60  55.00 -30.00   50
  8  \w     32.00  62.00   0.50    8.00    --   -9.60  55.00 -30.00   60
  9  \w    -98.00 -73.00   0.50    8.00    --   -9.60  29.00 150.00   50
 10  \w    -48.00 -15.00   0.50    8.00    --   -9.60  29.00 150.00   66
 11  \w     41.00  78.00   0.50    8.00    --   -9.60  29.00 150.00   74
 12  \w    -84.00 -55.00   0.50    8.00    --   -9.60  43.00 -60.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0397501000
_diffrn_orient_matrix_UB_12      -0.0384127000
_diffrn_orient_matrix_UB_13      0.0426555000
_diffrn_orient_matrix_UB_21      -0.0555734000
_diffrn_orient_matrix_UB_22      -0.0172909000
_diffrn_orient_matrix_UB_23      0.0186118000
_diffrn_orient_matrix_UB_31      0.0175456000
_diffrn_orient_matrix_UB_32      -0.0364365000
_diffrn_orient_matrix_UB_33      -0.0196942000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_av_unetI/netI     0.0791
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25814
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.025
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.479
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       block
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         7446
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0493
_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/[\s^2^(Fo^2^)+(0.0524P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4837
_reflns_number_total             7446
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00785h2.cif
_cod_data_source_block           co-coohbpy
_cod_depositor_comments
'Adding full bibliography for 7243295--7243297.cif.'
_cod_database_code               7243296
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.995
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All O(H,H) groups, All O(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
O7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(O7) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O10) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Riding coordinates:
 O3(H3A,H3B), O2(H2A,H2B), O8(H8A,H8B), O7(H7A,H7B), O4(H4A,H4B), O10(H10A,
 H10B,H11A,H11B)
3.b Aromatic/amide H refined with riding coordinates:
 N8(H8), N1(H1A), C00F(H00F), C00G(H00G), C00I(H00I), C00R(H00R), C00S(H00S),
 C00W(H00W), C00Y(H00Y), C00Z(H00Z), C013(H013), C014(H014), C015(H015),
 C016(H016), C018(H018), C019(H019), C01B(H01B), C01C(H01C), C01E(H01E),
 C01F(H01F), C01G(H01G), C01J(H01J), C01K(H01K), C01L(H01L), C01M(H01M),
 C01O(H01O)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              14962
_shelx_hkl_checksum              99152
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.707
_oxdiff_exptl_absorpt_empirical_full_min 0.841