Synthesis and comparative structural study of 2-(pyridin-2-yl)-1<i>H</i>-perimidine and its mono- and di-<i>N</i>-methylated analogues
Kalle, Paulina; Tatarin, Sergei V.; Zakharov, Alexander Yu.; Kiseleva, Marina A.; Bezzubov, Stanislav I.; Acta Crystallographica Section E 77 (2021) 96–100; doi:10.1107/S205698902100013X

data_2243719
_publ_section_title
;
 Synthesis and comparative structural study of
 2-(pyridin-2-yl)-1<i>H</i>-perimidine and its mono- and
 di-<i>N</i>-methylated analogues
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              96
_journal_page_last               100
_journal_paper_doi               10.1107/S205698902100013X
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C18 H16 N3 +, I -'
_chemical_formula_moiety         'C18 H16 N3 +, I -'
_chemical_formula_sum            'C18 H16 I N3'
_chemical_formula_weight         401.24
_chemical_name_systematic
;
1,3-Dimethyl-2-(pyridin-2-yl)-1<i>H</i>-perimidinium iodide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
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;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                90
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_cell_length_b                   9.7125(2)
_cell_length_c                   17.9839(4)
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_cell_measurement_temperature    230
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.33
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_computing_cell_refinement
;
SAINT (Bruker, 2017)
;
_computing_data_collection
;
APEX3 (Bruker, 2017)
;
_computing_data_reduction
;
SAINT (Bruker, 2017)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
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;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      230
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_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_monochromator  'mirror optics'
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_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0259
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_diffrn_reflns_theta_min         2.331
_diffrn_source                   'fine-focus sealed X-ray tube'
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_diffrn_source_voltage           50.0
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_exptl_absorpt_process_details
;
(<i>SADABS</i>; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            yellow
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_exptl_crystal_size_min          0.13
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_refine_diff_density_min         -0.463
_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0278
_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^)+(0.0273P)^2^+1.1509P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.0666
_reflns_number_gt                3700
_reflns_number_total             4146
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5594sup1.cif
_cod_data_source_block           3
_cod_original_cell_volume        1677.15(6)
_cod_database_code               2243719
_shelx_estimated_absorpt_t_min   0.580
_shelx_estimated_absorpt_t_max   0.789
_shelx_hkl_checksum              82075
_shelx_res_checksum              86680
_cod_database_fobs_code 2243719