Crystal structures of the hexafluoridophosphate salts of the isomeric 2-, 3- and 4-cyano-1-methylpyridinium cations and determination of solid-state interaction energies
Mague, Joel T.; Larrabee, Erin; Olivier, David; Vaccaro, Francesca; Riley, Kevin E.; Koplitz, Lynn V.; Acta Crystallographica Section E 74 (2018) 1322–1329; doi:10.1107/S2056989018011003

data_2242608
_publ_section_title
;
 Crystal structures of the hexafluoridophosphate salts of the isomeric 2-,
 3- and 4-cyano-1-methylpyridinium cations and determination of
 solid-state interaction energies
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1322
_journal_page_last               1329
_journal_paper_doi               10.1107/S2056989018011003
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C7 H7 N2 +, P F6 -'
_chemical_formula_moiety         'C7 H7 N2 +, F6 P -'
_chemical_formula_sum            'C7 H7 F6 N2 P'
_chemical_formula_weight         264.12
_chemical_name_systematic
;
2-Cyano-1-methylpyridinium hexafluoridophosphate
;
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 93.327(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.5296(5)
_cell_length_b                   15.7145(13)
_cell_length_c                   9.5550(7)
_cell_measurement_reflns_used    2191
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      71.9029
_cell_measurement_theta_min      7.3029
_cell_volume                     978.78(13)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2015)
;
_computing_data_collection
;
<i>APEX2</i> (Bruker, 2015)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2015), <i>CELL_NOW</i> (Sheldrick, 2008b)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008a)
;
_computing_structure_refinement
;
<i>SHELXL</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            12567
_diffrn_reflns_theta_full        68.500
_diffrn_reflns_theta_max         72.387
_diffrn_reflns_theta_min         5.425
_exptl_absorpt_coefficient_mu    3.207
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>TWINABS</i>; Sheldrick, 2009)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.330
_refine_ls_extinction_coef       0.0045(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014/7 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         1895
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0421
_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^)+(0.0632P)^2^+0.6053P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1145
_reflns_number_gt                1692
_reflns_number_total             1895
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7755sup1.cif
_cod_data_source_block           1
_cod_database_code               2242608
_cod_database_fobs_code          2242608
_shelx_estimated_absorpt_t_min   0.574
_shelx_estimated_absorpt_t_max   0.836
_shelx_hkl_checksum              45733
_shelx_res_checksum              53383