Weaving a 2D net of hydrogen and halogen bonds: cocrystal of a pyrazolium bromide with tetrafluorodiiodobenzene
van Terwingen, Steven; Ebel, Ben; Wang, Ruimin; Englert, Ulli; Acta Crystallographica Section C 78 (2022) –; doi:10.1107/S2053229622004648

data_2022605
_publ_section_title
;
 Weaving a 2D net of hydrogen and halogen bonds: cocrystal of a pyrazolium
 bromide with tetrafluorodiiodobenzene
;
_journal_coeditor_code           OC3013
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229622004648
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C11 H17 N2 O2 +, Br -, 0.5C6 F4 I2, H2 O'
_chemical_formula_moiety         'C11 H17 N2 O2 +, Br -, 0.5(C6 F4 I2), H2 O'
_chemical_formula_sum            'C14 H19 Br F2 I N2 O3'
_chemical_formula_weight         508.12
_chemical_name_common            'Compound 3 (disordered, s21_32)'
_chemical_name_systematic
;
4-(2-Hydroxy-4-oxopent-2-en-3-yl)-1,3,5-trimethyl-1<i>H</i>-pyrazol-2-ium
bromide--1,2,4,5-tetrafluoro-3,6-diiodobenzene--water (2/1/2)
;
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90.6281(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9151(2)
_cell_length_b                   11.3061(2)
_cell_length_c                   12.5239(2)
_cell_measurement_reflns_used    9900
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      44.78
_cell_measurement_theta_min      2.39
_cell_volume                     1828.62(5)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
SMART (Bruker, 2009)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         microsource
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            170884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         45.203
_diffrn_reflns_theta_min         1.577
_exptl_absorpt_coefficient_mu    3.969
_exptl_absorpt_correction_T_max  0.7488
_exptl_absorpt_correction_T_min  0.5628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_description       block
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.194
_refine_diff_density_min         -0.782
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         15145
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0420
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+1.1016P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0927
_reflns_number_gt                11531
_reflns_number_total             15145
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            oc3013sup1.cif
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2022605
_shelx_estimated_absorpt_t_min   0.519
_shelx_estimated_absorpt_t_max   0.742
_shelx_hkl_checksum              89833
_shelx_res_checksum              98058
_cod_database_fobs_code 2022605