Synthesis, structural elucidation, characterization and theoretical DFT study of 1-(<i>o</i>-tolyl)biguanidium chloride
Kaabi, Kamel; Klai, Kacem; Wenger, Emmanuel; Jelsch, Christian; Lefebvre, Frédéric; Nasr, Cherif Ben; Acta Crystallographica Section C 76 (2020) –; doi:10.1107/S2053229620006336

data_2022121
_publ_section_title
;
 Synthesis, structural elucidation, characterization and theoretical DFT
 study of 1-(<i>o</i>-tolyl)biguanidium chloride
;
_journal_coeditor_code           KU3263
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620006336
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C9 H14 N5 +, Cl -'
_chemical_formula_moiety         'C9 H14 N5 +, Cl -'
_chemical_formula_sum            'C9 H14 Cl N5'
_chemical_formula_weight         227.684
_chemical_name_common
;
1-(<i>o</i>-Tolyl)biguanidium chloride
;
_chemical_name_systematic
;
2-[Amino(iminiumyl)methyl]-1-(2-methylphenyl)guanidine chloride
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'MoPro v18                '
_cell_angle_alpha                90.
_cell_angle_beta                 98.847(4)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   18.4640(7)
_cell_length_b                   13.7652(6)
_cell_length_c                   9.3158(3)
_cell_measurement_reflns_used    8409
_cell_measurement_temperature    110.0(10)
_cell_measurement_theta_max      32.3840
_cell_measurement_theta_min      3.6610
_cell_volume                     2339.54(16)
_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
;
DIAMOND (Brandenburg, 1998)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2008, 2015b) and
<i>MoPro</i> (Jelsch <i>et al.</i>, 2005)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      110.0(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Agilent SuperNova Dual Source diffractometer with an Atlas detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_sigmaI/netI    0.05281
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            29979
_diffrn_reflns_theta_full        31.93
_diffrn_reflns_theta_max         31.93
_diffrn_reflns_theta_min         3.66
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>CrysAlis PRO</i>; Rigaku OD, 2015)
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.64
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     47
_refine_ls_restrained_S_all      22.262
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0567
_refine_ls_shift/su_max          -0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'calc w =1/[2.1*\s^2^(Fo^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0654
_reflns_number_gt                2840
_reflns_number_total             3970
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            ku3263sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2022121
_cod_database_fobs_code          2022121