Hirshfeld and DFT analysis of the N-heterocyclic carbene proligand methylenebis(N-butylimidazolium) as the acetonitrile-solvated diiodide salt
Cebollada, Andrea; Vellé, Alba; Sanz Miguel, Pablo J.; Acta Crystallographica Section C Structural Chemistry 72 (2016) –; doi:10.1107/S2053229616006781

data_2020501
_publ_section_title
;
 Hirshfeld and DFT analysis of the N-heterocyclic carbene proligand
 methylenebis(N-butylimidazolium) as the acetonitrile-solvated diiodide
 salt
;
_journal_coeditor_code           EG3202
_journal_issue                   6
_journal_name_full
'Acta Crystallographica Section C Structural Chemistry'
_journal_paper_doi               10.1107/S2053229616006781
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C15 H26 N4 2+, 2I -, C2 H3 N'
_chemical_formula_moiety         'C15 H26 N4 2+, 2(I -), C2 H3 N'
_chemical_formula_sum            'C17 H29 I2 N5'
_chemical_formula_weight         557.25
_chemical_name_systematic
;
1,1'-Methylenebis(3-butylimidazolium) diiodide acetonitrile monosolvate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                101.7655(5)
_cell_angle_beta                 93.2300(5)
_cell_angle_gamma                99.0746(5)
_cell_formula_units_Z            2
_cell_length_a                   5.2513(2)
_cell_length_b                   13.9534(6)
_cell_length_c                   16.0336(7)
_cell_measurement_reflns_used    9931
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.51
_cell_measurement_theta_min      2.20
_cell_volume                     1130.99(8)
_computing_cell_refinement
;
SAINT (Bruker, 2011)
;
_computing_data_collection
;
APEX2 (Bruker, 2011)
;
_computing_data_reduction
;
SAINT (Bruker, 2011)
;
_computing_molecular_graphics
;
SHELXTL (Bruker, 2011)
;
_computing_publication_material
;
SHELXTL (Bruker, 2011)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.907
_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  0.0174
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14589
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.603
_diffrn_reflns_theta_min         1.514
_exptl_absorpt_coefficient_mu    2.789
_exptl_absorpt_correction_T_max  0.658
_exptl_absorpt_correction_T_min  0.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2011)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_description       prisms
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.918
_refine_diff_density_min         -0.420
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0188
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0224P)^2^+0.5576P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0455
_refine_ls_wR_factor_ref         0.0468
_reflns_number_gt                4794
_reflns_number_total             5242
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            eg3202sup1.cif
_cod_data_source_block           I
_cod_database_code               2020501
_cod_database_fobs_code          2020501
_shelx_estimated_absorpt_t_min   0.367
_shelx_estimated_absorpt_t_max   0.680
_shelx_hkl_checksum              72508
_shelx_res_checksum              81761