Weak hydrogen bonding and fluorous interactions in the chloride and bromide salts of 4-[(2,2,3,3-tetrafluoropropoxy)methyl]pyridinium
Lu, Norman; Wei, Rong-Jyun; Lin, Kwan-Yu; Alagesan, Mani; Wen, Yuh-Sheng; Liu, Ling-Kang; Acta Crystallographica Section C 73 (2017) –; doi:10.1107/S2053229617004016

data_2020746
_publ_section_title
;
 Weak hydrogen bonding and fluorous interactions in the chloride and
 bromide salts of 4-[(2,2,3,3-tetrafluoropropoxy)methyl]pyridinium
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229617004016
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C9 H10 F4 N O +, Br -'
_chemical_formula_moiety         'C9 H10 F4 N O +, Br -'
_chemical_formula_sum            'C9 H10 Br F4 N O'
_chemical_formula_weight         304.09
_chemical_name_systematic
;
4-[(2,2,3,3-Tetrafluoropropoxy)methyl]pyridinium bromide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 92.646(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.7977(3)
_cell_length_b                   8.3123(6)
_cell_length_c                   27.739(2)
_cell_measurement_reflns_used    6743
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      27.09
_cell_measurement_theta_min      2.86
_cell_volume                     1105.05(13)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX2 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
shelXle (H\"ubschle <i>et al.</i>,  2011) and
;
_computing_publication_material
;
WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.0(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            21424
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.108
_diffrn_reflns_theta_min         2.558
_exptl_absorpt_coefficient_mu    3.753
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.7351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 1996)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       niddle
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.305
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0209
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0179P)^2^+0.7397P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0449
_refine_ls_wR_factor_ref         0.0469
_reflns_number_gt                2166
_reflns_number_total             2446
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ku3194sup1.cif
_cod_data_source_block           i16318
_cod_original_cell_volume        1105.04(13)
_cod_database_code               2020746
_cod_database_fobs_code          2020746
_shelx_hkl_checksum              54014
_shelx_res_checksum              96645
_shelxl_version_number           .2013