Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
Ywaya, David O.; Friedrich, Holger B.; Bala, Muhammad D.; Soobramoney, Lynette; Ibrahim, Halliru; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 381–383; doi:10.1515/ncrs-2022-0078

data_8105702
_publ_section_title
;
 Crystal structure of
 3,3&#x2032;-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium)
 ditetrafluoroborate, C19H27B2F8N5
;
_journal_issue                   3
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              381
_journal_page_last               383
_journal_paper_doi               10.1515/ncrs-2022-0078
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         '2(B F4), C19 H27 N5'
_chemical_formula_sum            'C19 H27 B2 F8 N5'
_chemical_formula_weight         499.07
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.8515(12)
_cell_length_b                   16.508(2)
_cell_length_c                   29.817(3)
_cell_measurement_reflns_used    9445
_cell_measurement_temperature    104.27
_cell_measurement_theta_max      27.77
_cell_measurement_theta_min      2.48
_cell_volume                     4849.1(10)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      104.27
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            31833
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.267
_diffrn_reflns_theta_min         2.478
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0790 before and 0.0392 after correction. The Ratio of minimum to maximum transmission is 0.9252. The \l/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      .
_exptl_crystal_description       plate
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5336
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0465P)^2^+2.9194P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1082
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4368
_reflns_number_total             5336
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0078_suppl.cif
_cod_data_source_block           19zs_hbf_d1_pipbf4_0m
_cod_original_cell_volume        4849.3(10)
_cod_database_code               8105702
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.967
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F7A-B2 \\sim F7B-B2
 with sigma of 0.02
 F6A-B2 \\sim F6B-B2
 with sigma of 0.02
 F8A-B2 \\sim F8B-B2
 with sigma of 0.02
 F7A-F6A \\sim F7A-F8A \\sim F6A-F8A \\sim F7B-F8B \\sim F7B-F6B \\sim F8B-F6B
 with sigma of 0.04
 B2-F5 \\sim B2-F7A \\sim B2-F6A \\sim B2-F8A \\sim B2-F7B \\sim B2-F8B \\sim
B2-F6B
 with sigma of 0.02
3. Rigid bond restraints
 F6B, B2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F8B, B2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(F7B) \\sim Ueq, Uanis(F6B) \\sim Ueq, Uanis(F8B) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(F7A) \\sim Ueq, Uanis(F8A) \\sim Ueq, Uanis(F6A) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 F7A, F8A, F6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7B, F6B, F8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F7B)=Sof(F8B)=Sof(F6B)=1-FVAR(1)
 Sof(F7A)=Sof(F6A)=Sof(F8A)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C13(H13B,H13A), C17(H17A,H17B), C7(H7A,H7B), C18(H18A,H18B), C2(H2A,H2B),
 C3(H3B,H3A)
7.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C11(H11), C4(H4), C9(H9), C5(H5), C16(H16), C15(H15),
 C10(H10)
7.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              83183