Study on the host–guest interactions between tetramethyl cucurbit[6]uril and 2-heterocyclic-substituted benzimidazoles
Ye, Yanan; Ma, Peihua; Ma, Yue; Yang, Naqin; Chen, Xiaoqian; Yang, Xinan; Shen, Lingyi; Xiao, Xin; RSC Advances 14 (2024) 2652–2658; doi:10.1039/D3RA07810H

data_7248030
_publ_section_title
;
 Study on the host--guest interactions between tetramethyl cucurbit[6]uril
 and 2-heterocyclic-substituted benzimidazoles
;
_journal_issue                   4
_journal_name_full               'RSC Advances'
_journal_page_first              2652
_journal_page_last               2658
_journal_paper_doi               10.1039/D3RA07810H
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety
'2(Cd1 Cl4), C40 H44 N24 O12, 10(H2 O), 2(C3.83 H3.33 N0.99), 2(C3.18 H2.82 N0.99)'
_chemical_formula_sum            'C54.02 H76.29 Cd2 Cl8 N27.98 O22'
_chemical_formula_weight         1978.01
_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
_audit_creation_date             2023-04-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-04-28 deposited with the CCDC.	2024-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.3790(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.9500(6)
_cell_length_b                   20.3971(11)
_cell_length_c                   15.0471(7)
_cell_measurement_reflns_used    8621
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.10
_cell_measurement_theta_min      2.43
_cell_volume                     3909.5(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.975
_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  0.0554
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19359
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.450
_diffrn_reflns_theta_min         1.700
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4269
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1611 before and 0.0668 after correction.
The Ratio of minimum to maximum transmission is 0.5727.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_description       block
_exptl_crystal_F_000             2008
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.593
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     733
_refine_ls_number_reflns         7858
_refine_ls_number_restraints     595
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0798
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1173P)^2^+12.5307P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2304
_refine_ls_wR_factor_ref         0.2403
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6380
_reflns_number_total             7858
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra07810h2.cif
_cod_data_source_block           1b
_cod_database_code               7248030
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.915
_shelx_estimated_absorpt_t_min   0.798
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N14-C26 = N2-C26A
 1.3 with sigma of 0.01
 C28A-C27A = C28-C27
 1.5 with sigma of 0.01
 N1-C21A \\sim N13-C21
 with sigma of 0.02
 N2-C27A \\sim N14-C27
 with sigma of 0.02
 N13-C27 \\sim N1-C27A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N13 \\sim C26 \\sim C25 \\sim C21 \\sim C27 \\sim N14 \\sim C24 \\sim C22 \\sim
C28 \\sim C23 \\sim C29 \\sim N15 \\sim C30 \\sim C32 \\sim C31 \\sim N2 \\sim
C29A \\sim C28A \\sim C30A \\sim C27A \\sim N3 \\sim C31A \\sim C26A \\sim N1
\\sim C32A \\sim C25A \\sim C21A \\sim C24A \\sim C22A \\sim C23A: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02
Cd1A \\sim Cl2A \\sim Cl3 \\sim Cl3A \\sim Cl4 \\sim Cl2 \\sim Cd1 \\sim Cl1
\\sim Cl0A \\sim Cl1A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Sof(Cl2A)=Sof(Cd1A)=Sof(Cl3)=Sof(Cl3A)=Sof(Cl4)=1-FVAR(1)
 Sof(Cd1)=Sof(Cl1)=Sof(Cl0A)=Sof(Cl1A)=Sof(Cl2)=FVAR(1)
 Sof(C22)=Sof(H22)=FVAR(2)
 Sof(C23)=Sof(H23)=FVAR(3)
 Sof(C24)=Sof(H24)=FVAR(4)
 Sof(C25)=Sof(H25)=FVAR(5)
 Sof(C22A)=Sof(H22A)=FVAR(6)
 Sof(C23A)=Sof(H23A)=FVAR(7)
 Sof(C24A)=Sof(H24A)=FVAR(8)
 Sof(C25A)=Sof(H25A)=FVAR(9)
 Sof(C32)=Sof(H32)=FVAR(10)
 Sof(C31)=Sof(H31)=FVAR(11)
 Sof(C30)=Sof(H30)=FVAR(12)
 Sof(C29)=Sof(H29)=FVAR(13)
 Sof(C32A)=Sof(H32A)=FVAR(14)
 Sof(C31A)=Sof(H31A)=FVAR(15)
 Sof(C30A)=Sof(H30A)=FVAR(16)
 Sof(C29A)=Sof(H29A)=FVAR(17)
 Sof(N14)=Sof(H14A)=FVAR(18)
 Sof(N2)=Sof(H2)=FVAR(19)
 Sof(N1)=Sof(H1)=FVAR(20)
 Sof(N13)=Sof(H13A)=FVAR(21)
5.a Riding coordinates:
 O8(H8D,H8E), O11(H11A,H11B), O9(H9A,H9B), O10(H10D,H10E), O7(H7A,H7B)
5.b Ternary CH refined with riding coordinates:
 C11(H11), C12(H12), C14(H14), C13(H13)
5.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C18(H18A,H18B), C4(H4A,H4B), C20(H20A,H20B), C16(H16A,H16B),
 C6(H6A,H6B)
5.d Aromatic/amide H refined with riding coordinates:
 C25(H25), C24(H24), C23(H23), C22(H22), C29(H29), C30(H30), C31(H31),
 C32(H32), N13(H13A), N14(H14A), C25A(H25A), C24A(H24A), C23A(H23A), C22A(H22A),
  N2(H2), N1(H1), C29A(H29A), C30A(H30A), C31A(H31A), C32A(H32A)
5.e Fitted hexagon refined as free rotating group:
 C26(C25,C24,C23,C22,C21), C28(C29,C30,C31,C32,N15), C26A(C25A,C24A,C23A,C22A,
 C21A), C28A(C29A,C30A,C31A,C32A,N3)
5.f Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C)
;
_shelx_res_checksum              44478
_shelx_hkl_checksum              93746
_olex2_submission_special_instructions 'No special instructions were received'