Co-Crystals of Zwitterionic GABA API’s Pregabalin and Phenibut: Properties and Application
Komisarek, Daniel; Haj Hassani Sohi, Takin; Vasylyeva, Vera; CrystEngComm  (2022) –; doi:10.1039/D2CE01416E

data_7245859
_publ_section_title
;
 Co-Crystals of Zwitterionic GABA API&#x2019;s Pregabalin and Phenibut:
 Properties and Application
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01416E
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C8 H17 N O2'
_chemical_formula_sum            'C8 H17 N O2'
_chemical_formula_weight         159.22
_chemical_name_common            (S)-Pregabalin
_chemical_name_systematic        '(S)-3-isobutyl-\^I^3^-aminobutyric acid'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-05-03 deposited with the CCDC.	2022-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3444(2)
_cell_length_b                   7.8094(3)
_cell_length_c                   18.4933(6)
_cell_measurement_reflns_used    5024
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      77.3240
_cell_measurement_theta_min      4.7360
_cell_volume                     916.27(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.946
_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    114.00 148.00   0.50    0.44    --  109.41  38.00 -60.00   68
  2  \w    152.00 178.00   0.50    0.44    --  109.41  38.00 -60.00   52
  3  \w     98.00 178.00   0.50    0.44    --  109.41  27.00-160.00  160
  4  \w     39.00 123.00   0.50    0.11    --   49.27  27.00-160.00  168
  5  \w    -31.00  25.00   0.50    0.11    --  -49.27  19.00 -30.00  112
  6  \w    -71.00 -18.00   0.50    0.44    --  -90.00  57.00 150.00  106
  7  \w    -71.00 -23.00   0.50    0.44    --  -90.00  57.00  30.00   96
  8  \w    -48.00 -22.00   0.50    0.44    --  -90.00  38.00   0.00   52
  9  \w    -61.00 -24.00   0.50    0.44    --  -90.00  57.00 -60.00   74
 10  \w    -47.00 -18.00   0.50    0.44    --  -90.00  38.00-120.00   58
 11  \w    -55.00 -24.00   0.50    0.44    --  -90.00  57.00-180.00   62
 12  \w    -38.00  24.00   0.50    0.11    --  -49.27  27.00-160.00  124
 13  \w    -44.00 -18.00   0.50    0.44    --  -90.00  38.00 -60.00   52
 14  \w    -45.00 -20.00   0.50    0.44    --  -90.00  38.00 120.00   50
 15  \w   -122.00 -38.00   0.50    0.11    --  -49.27 -27.00  37.00  168
 16  \w   -163.00 -78.00   0.50    0.44    --  -90.00 -27.00  37.00  170
 17  \w   -159.00 -91.00   0.50    0.44    --  -90.00 -99.00 120.00  136
 18  \w    -24.00  28.00   0.50    0.11    --   49.27 -27.00  37.00  104
 19  \w     37.00  96.00   0.50    0.44    --  109.41 -77.00 -90.00  118
 20  \w     70.00 105.00   0.50    0.44    --  109.41 -99.00-120.00   70
 21  \w     40.00  78.00   0.50    0.44    --  109.41-125.00  30.00   76
 22  \w    -24.00  21.00   0.50    0.11    --   49.27 -19.00 -90.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0302863000
_diffrn_orient_matrix_UB_12      0.0407875000
_diffrn_orient_matrix_UB_13      0.0808166000
_diffrn_orient_matrix_UB_21      0.2292468000
_diffrn_orient_matrix_UB_22      -0.0644539000
_diffrn_orient_matrix_UB_23      -0.0042782000
_diffrn_orient_matrix_UB_31      0.0743523000
_diffrn_orient_matrix_UB_32      0.1819312000
_diffrn_orient_matrix_UB_33      -0.0196302000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6940
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.546
_diffrn_reflns_theta_min         4.782
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.622
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.92a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 620 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         1757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0529P)^2^+0.0520P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0786
_reflns_Friedel_coverage         0.606
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.840
_reflns_number_gt                1667
_reflns_number_total             1757
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01416e2.cif
_cod_data_source_block           S-PGB
_cod_database_code               7245859
_chemical_oxdiff_formula         'C8 H17 N O2'
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.817
_reflns_odcompleteness_completeness 99.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_shelx_res_checksum              91970
_shelx_hkl_checksum              55338
_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 1.309
_oxdiff_exptl_absorpt_empirical_full_min 0.737