The co-crystal approach to improve the exposure of a water-insoluble compound: AMG 517 sorbic acid co-crystal characterization and pharmacokinetics
Annette Bak; Anu Gore; Evelyn Yanez; Mary Stanton; Sunita Tufekcic; Rashid Syed; Anna Akrami; Mark Rose; Sekhar Surapaneni; Tracy Bostick; Anthony King; Sesha Neervannan; Drazen Ostovic; Arun Koparkar; Journal of Pharmaceutical Sciences 97 (2008) 3942–3956; doi:10.1002/jps.21280

data_1548354
_publ_section_title
;
 The co-crystal approach to improve the exposure of a water-insoluble
 compound: AMG 517 sorbic acid co-crystal characterization and
 pharmacokinetics
;
_journal_name_full               'Journal of Pharmaceutical Sciences'
_journal_page_first              3942
_journal_page_last               3956
_journal_paper_doi               10.1002/jps.21280
_journal_volume                  97
_journal_year                    2008
_chemical_formula_moiety         'C20 H13 F3 N4 O2 S '
_chemical_formula_sum            'C20 H13 F3 N4 O2 S'
_chemical_formula_weight         430.40
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                100.76(1)
_cell_angle_beta                 106.00(1)
_cell_angle_gamma                111.387(8)
_cell_formula_units_Z            4
_cell_length_a                   12.861(2)
_cell_length_b                   14.956(2)
_cell_length_c                   11.612(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      26.7
_cell_measurement_theta_min      22.6
_cell_volume                     1893.5(7)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11850
_diffrn_reflns_theta_full        60.06
_diffrn_reflns_theta_max         60.06
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.022
_exptl_absorpt_correction_T_max  0.817
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_type   psi-scans
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             880.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.67
_refine_ls_extinction_coef       30(4)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     622
_refine_ls_number_reflns         6140
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.0710
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    1.9306    1.1643    1.4089
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0620
_reflns_number_gt                6140
_reflns_number_total             11849
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jps21280-517anhydrous.cif
_cod_data_source_block           '_AMG517-6-19-HFE'
_cod_original_cell_volume        1893.5(5)
_cod_original_formula_sum        'C20 H13 F3 N4 O2 S '
_cod_database_code               1548354