Solvates and polymorphs of rebamipide: preparation, characterization, and physicochemical analysis
Xiong, Xinnuo; Du, Qiaohong; Zeng, Xia; He, Jiawei; Yang, Hongqin; Li, Hui; RSC Adv. 7 (2017) 23279–; doi:10.1039/C7RA02895D

data_7228139
_publ_section_title
;
 Solvates and polymorphs of rebamipide: preparation, characterization, and
 physicochemical analysis
;
_journal_issue                   38
_journal_name_full               'RSC Adv.'
_journal_page_first              23279
_journal_paper_doi               10.1039/C7RA02895D
_journal_volume                  7
_journal_year                    2017
_chemical_formula_moiety         'C19 H15 Cl N2 O4, 2(C2 H6 O S)'
_chemical_formula_sum            'C23 H27 Cl N2 O6 S2'
_chemical_formula_weight         527.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2017-04-07
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-04-10 deposited with the CCDC.
2017-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.029(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9468(9)
_cell_length_b                   28.971(3)
_cell_length_c                   9.8022(11)
_cell_measurement_reflns_used    5436
_cell_measurement_temperature    148.00(10)
_cell_measurement_theta_max      25.5180
_cell_measurement_theta_min      3.3440
_cell_volume                     2521.6(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      148.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -30.00   14.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       16.6856  -57.0000  -60.0000 88

  2 omega  -25.00   24.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669  -99.0000   30.0000 98

  3 omega   -6.00   19.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669  -94.0000  131.0000 50

  4 omega    9.00   48.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       16.6856  -94.0000  131.0000 78

  5 omega  -51.00   29.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669   94.0000 -117.0000 160

  6 omega  -18.00    7.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       16.6856   94.0000 -117.0000 50

  7 omega   36.00   89.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       16.6856  178.0000   60.0000 106

  8 omega  -85.00  -35.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669 -178.0000  -60.0000 100

  9 omega  -87.00  -37.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669 -178.0000  -30.0000 100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0014219000
_diffrn_orient_matrix_UB_12      0.0225063000
_diffrn_orient_matrix_UB_13      0.0282855000
_diffrn_orient_matrix_UB_21      0.0774863000
_diffrn_orient_matrix_UB_22      0.0027124000
_diffrn_orient_matrix_UB_23      -0.0069532000
_diffrn_orient_matrix_UB_31      -0.0192707000
_diffrn_orient_matrix_UB_32      0.0092509000
_diffrn_orient_matrix_UB_33      -0.0668495000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9808
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.972
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.358
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block''
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         9808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1231
_refine_ls_R_factor_gt           0.0772
_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^)+(0.1276P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2009
_refine_ls_wR_factor_ref         0.2210
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5864
_reflns_number_total             9808
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra02895d2.cif
_cod_data_source_block           160413_s1_x
_cod_database_code               7228139
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c12h12n2o3cl1
_shelx_estimated_absorpt_t_max   0.916
_shelx_estimated_absorpt_t_min   0.870
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5146(18)
 0.4854(18)
2. 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,H,H,H) groups, All O(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(S2A) = Uanis(S2B)
Uanis(S1A) = Uanis(S1B)
4. Others
 Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(H23F)=Sof(H23D)=Sof(H23E)=Sof(S2B)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(H23C)=Sof(H23A)=Sof(H23B)=Sof(S2A)=FVAR(1)
 Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(H21D)=Sof(H21E)=Sof(H21F)=Sof(S1B)=1-FVAR(2)
 Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(S1A)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C11(H11)
5.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
5.c Me refined with riding coordinates:
 C20(H20A,H20B,H20C), C20(H20D,H20E,H20F), C21(H21A,H21B,H21C), C21(H21D,H21E,
 H21F), C22(H22A,H22B,H22C), C22(H22D,H22E,H22F), C23(H23C,H23A,H23B), C23(H23F,
 H23D,H23E)
5.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C15(H15), C16(H16), C18(H18),
 C19(H19), N1(H1), N2(H2A)
5.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'