Crystal structure of 4-benzylcarbamoyl-1-methylpyridin-1-ium iodide: an efficient multimodal antiviral drug
Drebushchak, T. N.; Kryukov, Yu.A.; Rogova, A. I.; Boldyreva, E. V.; Acta Crystallographica Section E 73 (2017) 967–970; doi:10.1107/S2056989017008155

data_2242223
_publ_section_title
;
 Crystal structure of 4-benzylcarbamoyl-1-methylpyridin-1-ium iodide: an
 efficient multimodal antiviral drug
;
_journal_coeditor_code           RK2435
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              967
_journal_page_last               970
_journal_paper_doi               10.1107/S2056989017008155
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C14 H15 N2 O +, I -'
_chemical_formula_moiety         'C14 H15 N2 O +, I -'
_chemical_formula_sum            'C14 H15 I N2 O'
_chemical_formula_weight         354.18
_chemical_melting_point          464(2)
_chemical_name_systematic
;
4-Benzylcarbamoyl-1-methylpyridin-1-ium iodide
;
_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'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL--2014/16
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2867(2)
_cell_length_b                   10.8741(2)
_cell_length_c                   14.3038(3)
_cell_measurement_reflns_used    9574
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.2830
_cell_measurement_theta_min      2.3460
_cell_volume                     1444.46(5)
_computing_cell_refinement
;
<i>CrysAlis PRO</i> (Rigaku OD, 2015)
;
_computing_data_collection
;
<i>CrysAlis PRO</i> (Rigaku OD, 2015)
;
_computing_data_reduction
;
<i>CrysAlis PRO</i> (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
<i>Mercury</i> (Macrae <i>et al.</i>, 2006)
;
_computing_publication_material
;
<i>WinGX</i> (Farrugia, 2012) and <i>publCIF</i> (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
<i>SHELXS97</i> (Sheldrick, 2008)
;
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku OD Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.245
_diffrn_reflns_theta_min         2.353
_exptl_absorpt_coefficient_mu    2.208
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>CrysAlis PRO</i>; Rigaku OD, 2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.347
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 1207 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   -0.033(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0237
_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^)+(0.0267P)^2^+0.0479P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0512
_refine_ls_wR_factor_ref         0.0534
_reflns_number_gt                3115
_reflns_number_total             3388
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            rk2435sup1.cif
_cod_data_source_block           I
_cod_database_code               2242223
_cod_database_fobs_code          2242223
_shelx_estimated_absorpt_t_min   0.608
_shelx_estimated_absorpt_t_max   0.861
_shelx_hkl_checksum              86291
_shelx_res_checksum              40683
_shelxl_version_number           2014/6