Increasing the symmetry of drug crystals: a monoclinic conformational polymorph of the platelet antiaggregating agent ticlopidine hydrochloride
Martins, Felipe T.; deLima, Patrícia V.; Azarias, Lilian C.; de Abreu, Polyana J.; Neves, Person P.; Legendre, Alexandre O.; de Andrade, Fabiano M.; de Oliveira, Guilherme R.; Ellena, Javier; Doriguetto, Antônio C.; CrystEngComm 13 (2011) 5737–; doi:10.1039/c1ce05453h

data_7206529
_publ_section_title
;
 Increasing the symmetry of drug crystals: a monoclinic conformational
 polymorph of the platelet antiaggregating agent ticlopidine
 hydrochloride
;
_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              5737
_journal_paper_doi               10.1039/c1ce05453h
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C14 H15 Cl2 N S'
_chemical_formula_weight         300.23
_chemical_name_common            'ticlopidine hydrochloride form II'
_chemical_name_systematic
;
5-[(2-Chlorophenyl)methyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 101.040(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.4410(2)
_cell_length_b                   12.2260(4)
_cell_length_c                   21.7050(7)
_cell_measurement_reflns_used    2647
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.103
_cell_measurement_theta_min      2.91
_cell_volume                     1417.13(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.0037711
_diffrn_orient_matrix_UB_12      -0.0149656
_diffrn_orient_matrix_UB_13      0.0461128
_diffrn_orient_matrix_UB_21      -0.1840327
_diffrn_orient_matrix_UB_22      -0.0022847
_diffrn_orient_matrix_UB_23      -0.0020919
_diffrn_orient_matrix_UB_31      0.0045288
_diffrn_orient_matrix_UB_32      -0.0803776
_diffrn_orient_matrix_UB_33      -0.0085263
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            4993
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    0.587
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.548
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.072
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2592
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0533
_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^)+(0.0849P)^2^+0.8919P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1624
_reflns_number_gt                2051
_reflns_number_total             2592
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c1ce05453h.txt
_cod_data_source_block           TiclopidineHCl_FormII
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7206529