Cimetidine, C~10~H~16~N~6~S, form C: crystal structure and modelling of polytypes using the superspace approach
Arakcheeva, Alla; Pattison, Philip; Bauer-Brandl, Annette; Birkedal, Henrik; Chapuis, Gervais; Journal of Applied Crystallography 46 (2013) 99–107; doi:10.1107/S0021889812048133

data_2300500
_publ_section_title
;
 Cimetidine, C~10~H~16~N~6~S, form C: crystal structure and modelling of
 polytypes using the superspace approach
;
_journal_coeditor_code           he5576
_journal_issue                   1
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              99
_journal_page_last               107
_journal_paper_doi               10.1107/S0021889812048133
_journal_volume                  46
_journal_year                    2013
_chemical_formula_moiety         'C10 H16 N6 S1'
_chemical_formula_sum            'C10 H16 N6 S'
_chemical_formula_weight         252.36
_chemical_name_common            Cimetidine
_chemical_name_systematic
' N-Cyano-N'-methyl-N''-[2-((4-methyl-5-imidazolyl)-methylthio)ethyl]guanidine'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_primary     Superflip
_atom_sites_solution_secondary   JANA2006
_cell_angle_alpha                90
_cell_angle_beta                 74.340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            24
_cell_length_a                   82.904(10)
_cell_length_b                   4.8500(10)
_cell_length_c                   18.760(5)
_cell_measurement_reflns_used    15754
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.46
_cell_measurement_theta_min      2.75
_cell_volume                     7263(3)
_computing_molecular_graphics    PLATON
_computing_structure_refinement  JANA2006
_computing_structure_solution    JANA2006
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device       'MAR Research'
_diffrn_measurement_device_type  MAR345
_diffrn_measurement_method       'Image plateImage plate'
_diffrn_radiation_monochromator  Si(111)
_diffrn_radiation_probe          synchrotron
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.8
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0106
_diffrn_reflns_limit_h_max       87
_diffrn_reflns_limit_h_min       -88
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15754
_diffrn_reflns_theta_full        25.46
_diffrn_reflns_theta_max         25.46
_diffrn_reflns_theta_min         2.75
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       needle
_exptl_crystal_F_000             3216
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.002
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    4.15
_refine_ls_goodness_of_fit_ref   4.54
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_constraints    0
_refine_ls_number_parameters     460
_refine_ls_number_reflns         4668
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.0046
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/(\s^2^(F)+0.0001F^2^)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0713
_reflns_number_gt                3822
_reflns_number_total             4725
_reflns_threshold_expression     I>3\s(I)
_cod_data_source_file            he5576sup1.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C10 H16 N6 S1'
_cod_database_code               2300500
_cod_database_fobs_code          2300500