Crystal structure of 4,5-diiodo-1,3-dimesityl-1H-1,2,3-triazol-3-ium chloride – chloroform (1/1), C21H23Cl4I2N3
Xu, Xingyu; Qiu, Ping; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 97–99; doi:10.1515/ncrs-2021-0401

data_8104971
_publ_section_title
;
 Crystal structure of 4,5-diiodo-1,3-dimesityl-1H-1,2,3-triazol-3-ium
 chloride -- chloroform (1/1), C21H23Cl4I2N3
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              97
_journal_page_last               99
_journal_paper_doi               10.1515/ncrs-2021-0401
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C20 H22 I2 N3, C H Cl3, Cl'
_chemical_formula_sum            'C21 H23 Cl4 I2 N3'
_chemical_formula_weight         713.02
_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   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 134.138(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.110(2)
_cell_length_b                   9.1149(8)
_cell_length_c                   33.793(3)
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    297.93
_cell_measurement_theta_max      27.326
_cell_measurement_theta_min      2.485
_cell_volume                     5771.7(9)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297.93
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_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  0.0483
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            35149
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_min         2.368
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.562
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0903 before and 0.0589 after correction. The Ratio of minimum to maximum transmission is 0.6683. The \l/2 correction factor is Not present.'
_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    1.641
_exptl_crystal_description       block
_exptl_crystal_F_000             2752
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.618
_refine_diff_density_min         -0.973
_refine_diff_density_rms         0.126
_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     581
_refine_ls_number_reflns         13155
_refine_ls_number_restraints     102
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0624
_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^)+(0.0391P)^2^+38.0649P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1525
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8313
_reflns_number_total             13155
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0401_suppl.cif
_cod_data_source_block           mo_xxy19851_0m_a
_cod_original_cell_volume        5771.8(9)
_cod_database_code               8104971
_shelx_estimated_absorpt_t_max   0.685
_shelx_estimated_absorpt_t_min   0.556
_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
 Cl3-C42 \\sim Cl4-C42 \\sim Cl5-C42
 with sigma of 0.02
 Cl1B-C41 \\sim Cl1A-C41 \\sim Cl0B-C41 \\sim Cl0A-C41 \\sim Cl2B-C41 \\sim
Cl2A-C41
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(Cl3) \\sim Ueq, Uanis(Cl4) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.005
Uanis(Cl1B) \\sim Ueq, Uanis(Cl1A) \\sim Ueq, Uanis(Cl0B) \\sim Ueq,
Uanis(Cl0A) \\sim Ueq, Uanis(Cl2B) \\sim Ueq, Uanis(Cl2A) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 Cl0A, Cl0B, Cl1A, Cl1B, Cl2A, Cl2B, C41, H41, H41A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl0B)=Sof(Cl1B)=Sof(Cl2B)=Sof(H41A)=1-FVAR(1)
 Sof(Cl0A)=Sof(Cl1A)=Sof(Cl2A)=Sof(H41)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C41(H41), C41(H41A), C42(H18)
6.b Aromatic/amide H refined with riding coordinates:
 C25(H), C27(HA), C34(HK), C36(HL), C7(HV), C9(HW), C16(H7), C18(H8)
6.c Idealised Me refined as rotating group:
 C29(HB,HC,HD), C30(HE,HF,HG), C31(HH,HI,HJ), C38(HM,HN,HO), C39(HP,HQ,HR),
 C40(HS,HT,HU), C11(HX,HY,HZ), C12(H1,H2,H3), C13(H4,H5,H6), C20(H9,H10,H11),
 C21(H12,H13,H14), C22(H15,H16,H17)
;