A self-assembled supramolecular capsule that cocrystallizes with 1,4-disubstituted benzene derivatives
Wu, Yingcong; Ma, Wanzun; Wei, Dehui; Liu, Gen; Wei, Huiqi; Zhao, Xinyun; Wu, Lamei; Huang, Zhengxi; Zhang, Zhan; CrystEngComm 27 (2025) 2287–2291; doi:10.1039/D5CE00115C

data_7250638
_publ_section_title
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 A self-assembled supramolecular capsule that cocrystallizes with
 1,4-disubstituted benzene derivatives
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_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2287
_journal_page_last               2291
_journal_paper_doi               10.1039/D5CE00115C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C H2 Cl, C2 H4.5 Cl0.5, C43 H57 N5 O4'
_chemical_formula_sum            'C46 H63.5 Cl1.5 N5 O4'
_chemical_formula_weight         803.69
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-15
_audit_creation_method
; 
Olex2 1.3 
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) 
;
_audit_update_record
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2025-01-23 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                61.623(2)
_cell_angle_beta                 70.727(2)
_cell_angle_gamma                67.089(2)
_cell_formula_units_Z            2
_cell_length_a                   12.6355(6)
_cell_length_b                   14.5471(7)
_cell_length_c                   15.0531(7)
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      67.44
_cell_measurement_theta_min      3.13
_cell_volume                     2206.18(19)
_computing_cell_refinement
'SAINT V8.40B Bruker-AXS, Madison WI for PHOTON III'
_computing_data_collection       'Bruker APEX3 Bruker-AXS, Madison WI'
_computing_data_reduction
'SAINT V8.40B Bruker-AXS, Madison WI for PHOTON III'
_computing_molecular_graphics
'Bruker SHELXTL Bruker-AXS, Madison WI and local programs'
_computing_publication_material  'Bruker SHELXTL Bruker-AXS, Madison WI'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon III 28 detector'
_diffrn_detector_area_resol_mean ' 7.39 for PHOTON III'
_diffrn_detector_type            'Bruker Photon III 28'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker Photon III'
_diffrn_measurement_method       'Profile data from \q/2\q scans'
_diffrn_radiation_monochromator  'Metaljet Helios MX'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_xray_symbol    'Ga K\a'
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47442
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         68.254
_diffrn_reflns_theta_min         2.950
_diffrn_source                   'METALJET liquid metal X-ray source'
_diffrn_source_current           2.86
_diffrn_source_power             0.200057
_diffrn_source_target            Ga
_diffrn_source_type              'Sealed X-ray tube'
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.927
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 - Bruker AXS, Madison WI for PHOTON III'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.0017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         10460
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0536
_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^)+(0.0709P)^2^+1.0968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1449
_refine_ls_wR_factor_ref         0.1526
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8680
_reflns_number_total             10460
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00115c2.cif
_cod_data_source_block           220714l_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_formula_sum        'C46 H63.50 Cl1.50 N5 O4'
_cod_database_code               7250638
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.873
_shelx_estimated_absorpt_t_min   0.768
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2. Restrained distances 
 C37-C34 = C37A-C34A = C38A-C37A = C38-C37 
 1.51 with sigma of 0.01 
 O37-C41 = O37A-C41 
 1.21 with sigma of 0.01 
 C34-C38 = C38A-C34A 
 2.54 with sigma of 0.02 
 C36-C35A \\sim C36-C35 
 with sigma of 0.02 
 C34-C35A \\sim C34-C35 
 with sigma of 0.02 
 C35A-C39A \\sim C35-C39 
 with sigma of 0.02 
 C39A-C34A \\sim C39-C34A 
 with sigma of 0.04 
 C35A-C34A \\sim C35-C34A 
 with sigma of 0.02 
 C35A-C40A \\sim C35-C40 
 with sigma of 0.04 
 C39A-C40A \\sim C39-C40 
 with sigma of 0.02 
 C36-C39A \\sim C36-C39 
 with sigma of 0.04 
 C34-C39A \\sim C34-C39 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(O37) = Uanis(O37A) 
4. Others 
 Sof(C34)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(C38)=Sof(H38D)=Sof(H38E)=Sof(H38F)= 
 Sof(C35)=Sof(C39)=Sof(H39C)=Sof(H39D)=Sof(C40)=Sof(H40D)=Sof(H40E)=Sof(H40F)=1- 
 FVAR(1) 
 Sof(C38A)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(C37A)=Sof(H37C)=Sof(H37D)= 
 Sof(C35A)=Sof(C39A)=Sof(H39A)=Sof(H39B)=Sof(C40A)=Sof(H40A)=Sof(H40B)= 
 Sof(H40C)=Sof(C34A)=FVAR(1) 
 Sof(O37A)=1-FVAR(2) 
 Sof(O37)=FVAR(2) 
 Fixed Sof: Cl1S(0.5) H2SA(0.5) H2SB(0.5) H2SC(0.5) H2SD(0.5) C1S(0.5) 
 H1SA(0.5) H1SB(0.5) H1SC(0.5) C3S(0.5) H3SA(0.5) H3SB(0.5) 
5.a Secondary CH2 refined with riding coordinates: 
 C2S(H2SA,H2SB), C2S(H2SC,H2SD), C42(H42A,H42B), C2(H2A,H2B), C8(H8A,H8B), 
 C29(H29A,H29B), C31(H31A,H31B), C37(H37A,H37B), C37A(H37C,H37D), C39A(H39A, 
 H39B), C18(H18A,H18B), C16(H16A,H16B), C10(H10A,H10B), C43(H43A,H43B), 
 C39(H39C,H39D), C3S(H3SA,H3SB) 
5.b Aromatic/amide H refined with riding coordinates: 
 N1(H1), N2(H2), N4(H4), N5(H5), C23(H23), C22(H22), C21(H21) 
5.c Idealised Me refined as rotating group: 
 C45(H45A,H45B,H45C), C1(H1A,H1B,H1C), C9(H9A,H9B,H9C), C30(H30A,H30B,H30C), 
 C32(H32A,H32B,H32C), C38A(H38A,H38B,H38C), C38(H38D,H38E,H38F), C40A(H40A,H40B, 
 H40C), C19(H19A,H19B,H19C), C17(H17A,H17B,H17C), C11(H11A,H11B,H11C), C40(H40D, 
 H40E,H40F), C1S(H1SA,H1SB,H1SC) 
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_olex2_submission_special_instructions 'No special instructions were received'