Insight into the Formation of Heteromolecular Hydrogen Bonds between Dasatinib and GRAS Molecules
Mondal, Pradip Kumar; Mirmehrabi, Mahmoud; Rohani, Sohrab; Organic Process Research & Development  (2021) –; doi:10.1021/acs.oprd.0c00549

data_1563712
_publ_section_title
;
 Insight into the Formation of Heteromolecular Hydrogen Bonds between
 Dasatinib and GRAS Molecules
;
_journal_name_full               'Organic Process Research &amp; Development'
_journal_paper_doi               10.1021/acs.oprd.0c00549
_journal_year                    2021
_chemical_absolute_configuration unk
_chemical_formula_moiety
'C26 H32 Cl N7 O6 S, 0.5(C4 H5 O4), H2 O'
_chemical_formula_sum            'C26 H34 Cl N7 O7 S'
_chemical_formula_weight         624.121
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_Int_Tables_number      4
_audit_creation_date             2020-07-25
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                90
_cell_angle_beta                 114.793(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5141(5)
_cell_length_b                   30.3107(17)
_cell_length_c                   11.2831(6)
_cell_measurement_reflns_used    6452
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      68.58
_cell_measurement_theta_min      2.92
_cell_volume                     2953.9(3)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9823
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_Laue_measured_fraction_full 0.9976
_diffrn_reflns_Laue_measured_fraction_max 0.9823
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            31510
_diffrn_reflns_point_group_measured_fraction_full 0.9659
_diffrn_reflns_point_group_measured_fraction_max 0.9452
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         69.42
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    2.290
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       prism
_exptl_crystal_F_000             1319.029
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.39
_refine_diff_density_max         0.6986
_refine_diff_density_min         -0.4750
_refine_diff_density_rms         0.0819
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.48(2)
_refine_ls_d_res_high            0.8235
_refine_ls_d_res_low             15.1554
_refine_ls_goodness_of_fit_ref   1.0630
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    104
_refine_ls_number_parameters     773
_refine_ls_number_reflns         10496
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0630
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0668
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0919P)^2^+0.9839P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1650
_refine_ls_wR_factor_ref         0.1870
_reflns_Friedel_coverage         0.906
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              36
_reflns_limit_k_min              -34
_reflns_limit_l_max              13
_reflns_limit_l_min              -13
_reflns_number_gt                7513
_reflns_number_total             10496
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            op0c00549_si_002.cif
_cod_data_source_block           DASA-SA-H2O
_cod_depositor_comments
;

2022-04-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C52 H68 Cl2 N14 O14 S2'
_cod_original_formula_weight         1248.243
_cod_original_formula_moiety
'C22 H27 Cl N7 O2 S, C26 H32 Cl N7 O6 S, C4 H5 O4, 2(H2 O)'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_database_code               1563712
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O13(H13a,H13b), O14(H14a,H14b)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1b,H1c), C2(H2a,H2b), C3(H3a,H3b), C4(H4a,H4b), C5(H5a,H5b), C6(H6a,H6b),
 C23(H23a,H23b), C24(H24a,H24b), C25(H25a,H25b), C26(H26a,H26b), C27(H27a,H27b),
  C28(H28a,H28b), C46(H46a,H46b), C47(H47a,H47b), C50(H50a,H50b), C51(H51a,H51b)
2.c Me refined with riding coordinates:
 C10(H10a,H10b,H10c), C22(H22a,H22b,H22c), C33(H33a,H33b,H33c), C44(H44a,H44b,
 H44c)
2.d Aromatic/amide H refined with riding coordinates:
 N5(H5), N7(H7), N12(H12), N14(H14), C8(H8), C13(H13), C18(H18), C19(H19),
 C20(H20), C30(H30), C35(H35), C40(H40), C41(H41), C42(H42)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3), O11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'