Halogen-bonding-induced diverse aggregation of 4,5-diiodo-1,2,3-triazolium salts with different anions
Xu, Xingyu; Huang, Shiqing; Zhang, Zengyu; Cao, Lei; Yan, Xiaoyu; Beilstein Journal of Organic Chemistry 16 (2020) 78–87; doi:10.3762/bjoc.16.10

data_4037811
_publ_section_title
;
 Halogen-bonding-induced diverse aggregation of
 4,5-diiodo-1,2,3-triazolium salts with different anions
;
_journal_name_full               'Beilstein Journal of Organic Chemistry'
_journal_page_first              78
_journal_page_last               87
_journal_paper_doi               10.3762/bjoc.16.10
_journal_volume                  16
_journal_year                    2020
_chemical_formula_moiety         'C20 H22 I2 N3, B F4'
_chemical_formula_sum            'C20 H22 B F4 I2 N3'
_chemical_formula_weight         645.01
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-12-09
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                109.625(6)
_cell_angle_beta                 90.918(6)
_cell_angle_gamma                118.792(5)
_cell_formula_units_Z            6
_cell_length_a                   15.734(3)
_cell_length_b                   16.150(4)
_cell_length_c                   18.906(4)
_cell_measurement_reflns_used    8677
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.218
_cell_measurement_theta_min      2.292
_cell_volume                     3872.6(15)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297.85
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_av_unetI/netI     0.1191
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            40817
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.249
_exptl_absorpt_coefficient_mu    2.475
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_description       block
_exptl_crystal_F_000             1860
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.708
_refine_diff_density_min         -1.193
_refine_diff_density_rms         0.202
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     829
_refine_ls_number_reflns         13582
_refine_ls_number_restraints     79
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1692
_refine_ls_R_factor_gt           0.0921
_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^)+(0.1407P)^2^+37.3671P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2475
_refine_ls_wR_factor_ref         0.2991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7166
_reflns_number_total             13582
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            mo_xxy2017111702_0m.cif
_cod_data_source_block           mo_xxy2017111702_0m_a_sq
_cod_depositor_comments
'Adding full bibliography for 4037807--4037815.cif.'
_cod_original_cell_volume        3872.4(15)
_cod_database_code               4037811
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.624
_shelx_estimated_absorpt_t_min   0.565
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C41, C43
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F12) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F5) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 B2, F12, F10, F9, F11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 B1, F3, F1, F2, F4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C2AA(H2AA), C8(H8), C21(H21), C23(H23), C25(H25), C31(H31), C32(H32),
 C40(H40), C43(H43), C50(H50), C57(H57), C59(H59)
5.b Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C4AA(H4AA,H4AB,H4AC), C9(H9A,H9B,H9C), C17(H17A,H17B,
 H17C), C20(H20A,H20B,H20C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C29(H29A,
 H29B,H29C), C34(H34A,H34B,H34C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C),
 C42(H42A,H42B,H42C), C44(H44A,H44B,H44C), C48(H48A,H48B,H48C), C51(H51A,H51B,
 H51C), C52(H52A,H52B,H52C), C56(H56A,H56B,H56C), C60(H60A,H60B,H60C)
;
_shelx_res_checksum              5019
_shelx_hkl_checksum              68315
_shelx_fab_checksum              30084
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'