A sildenafil cocrystal based on acetylsalicylic acid exhibits an enhanced intrinsic dissolution rate
Žegarac, Miroslav; Lekšić, Edislav; Šket, Primož; Plavec, Janez; Devčić Bogdanović, Maja; Bučar, Dejan-Krešimir; Dumić, Miljenko; Meštrović, Ernest; CrystEngComm 16 (2014) 32–; doi:10.1039/c3ce42013b

data_7214095
_publ_section_title
;
 A sildenafil cocrystal based on acetylsalicylic acid exhibits an enhanced
 intrinsic dissolution rate
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              32
_journal_paper_doi               10.1039/c3ce42013b
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C22 H30 N6 O4 S, C9 H8 O4'
_chemical_formula_sum            'C31 H38 N6 O8 S'
_chemical_formula_weight         654.73
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-04-20T23:22:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                85.266(2)
_cell_angle_beta                 74.549(5)
_cell_angle_gamma                82.829(6)
_cell_formula_units_Z            2
_cell_length_a                   9.6707(7)
_cell_length_b                   12.3070(7)
_cell_length_c                   14.5432(12)
_cell_measurement_reflns_used    2121
_cell_measurement_temperature    293(2)
_cell_volume                     1653.1(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.875
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'graded mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.293
_diffrn_reflns_av_unetI/netI     0.0949
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5897
_diffrn_reflns_theta_full        64.84
_diffrn_reflns_theta_max         64.84
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  0.9351
_exptl_absorpt_correction_T_min  0.7271
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North, A. C. T., Phillips, D. C. & Mathews, F. S. Acta Cryst, 1968, A24, 
351-359.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.1
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.12
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         4910
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.187
_refine_ls_R_factor_gt           0.1244
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3147
_refine_ls_wR_factor_ref         0.3654
_reflns_number_gt                2247
_reflns_number_total             4910
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c3ce42013b.txt
_cod_data_source_block           1
_cod_database_code               7214095