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_7250644
_publ_section_title
;
 A self-assembled supramolecular capsule that cocrystallizes with
 1,4-disubstituted benzene derivatives
;
_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         'C43 H57 N5 O4, C5 H5 O2'
_chemical_formula_sum            'C48 H62 N5 O6'
_chemical_formula_weight         805.02
_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             2021-12-02
_audit_creation_method
; 
Olex2 1.3 
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) 
;
_audit_update_record
;
2025-01-23 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                104.2990(10)
_cell_angle_beta                 111.8870(10)
_cell_angle_gamma                92.417(2)
_cell_formula_units_Z            2
_cell_length_a                   12.1303(6)
_cell_length_b                   14.6397(6)
_cell_length_c                   15.2164(6)
_cell_measurement_reflns_used    9781
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.36
_cell_measurement_theta_min      3.34
_cell_volume                     2402.51(18)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'XM  (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            84213
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         72.364
_diffrn_reflns_theta_min         3.341
_diffrn_source_current           3.58
_diffrn_source_power             0.250421
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_description       block
_exptl_crystal_F_000             866
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         14266
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0547
_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^)+(0.1119P)^2^+0.3814P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
_refine_ls_wR_factor_ref         0.1795
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12508
_reflns_number_total             14266
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00115c2.cif
_cod_data_source_block           t
_cod_original_cell_volume        2402.50(18)
_cod_database_code               7250644
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.964
_shelx_estimated_absorpt_t_min   0.929
_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 
2. Restrained distances 
 C14-C18 \\sim C14-C18A 
 with sigma of 0.02 
 O1-C1 \\sim O1A-C1A 
 with sigma of 0.04 
 C18-C19 \\sim C18A-C19A 
 with sigma of 0.02 
 C1-C2 \\sim C1A-C2A 
 with sigma of 0.02 
 C14-C19 \\sim C14-C19A 
 with sigma of 0.04 
 C2-C3 \\sim C2A-C3 
 with sigma of 0.04 
 C29-C30 \\sim C29A-C30A 
 with sigma of 0.02 
 O1-C2 \\sim O1A-C2A 
 with sigma of 0.02 
 O1-C3 \\sim O1A-C3 
 with sigma of 0.02 
 C26-C30 \\sim C26A-C30A 
 with sigma of 0.04 
 C29-C27 \\sim C29A-C27A 
 with sigma of 0.04 
 C28-C27 \\sim C28-C27A 
 with sigma of 0.02 
 C31-C32 \\sim C31A-C32A 
 with sigma of 0.02 
 C25-C26 \\sim C25-C26A 
 with sigma of 0.02 
 C27-C32 \\sim C27A-C32A 
 with sigma of 0.04 
 C26-C29 \\sim C26A-C29A 
 with sigma of 0.02 
 C26-C27 \\sim C26A-C27A 
 with sigma of 0.02 
 C25-C29 \\sim C25-C29A 
 with sigma of 0.04 
 C25-C27 \\sim C25-C27A 
 with sigma of 0.04 
 C28-C26 \\sim C28-C26A 
 with sigma of 0.04 
 C28-C31 \\sim C28-C31A 
 with sigma of 0.04 
 C26-C31 \\sim C26A-C31A 
 with sigma of 0.04 
 C27-C31 \\sim C27A-C31A 
 with sigma of 0.02 
3. Uiso/Uaniso restraints and constraints 
Uanis(C1) = Uanis(C1A) 
Uanis(C31) = Uanis(C31A) 
Uanis(C32) = Uanis(C32A) 
4. Others 
 Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1) 
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(1) 
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(O1A)= 
 1-FVAR(2) 
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(O1)=FVAR(2) 
 Sof(C26A)=Sof(C27A)=Sof(C29A)=Sof(H29C)=Sof(H29D)=Sof(C30A)=Sof(H30D)= 
 Sof(H30E)=Sof(H30F)=Sof(C31A)=Sof(H31C)=Sof(H31D)=Sof(C32A)=Sof(H32D)= 
 Sof(H32E)=Sof(H32F)=1-FVAR(3) 
 Sof(C26)=Sof(C27)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=Sof(H30B)= 
 Sof(H30C)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)= 
 FVAR(3) 
5.a Secondary CH2 refined with riding coordinates: 
 C2(H2A,H2B), C2A(H2AA,H2AB), C8(H8A,H8B), C10(H10A,H10B), C16(H16A,H16B), 
 C18(H18A,H18B), C18A(H18C,H18D), C29(H29A,H29B), C29A(H29C,H29D), C31(H31A, 
 H31B), C31A(H31C,H31D), C37(H37A,H37B), C39(H39A,H39B), C42(H42A,H42B) 
5.b Aromatic/amide H refined with riding coordinates: 
 C21(H21), C22(H22), C23(H23), N1(H1), N2(H2), N4(H4), N5(H5), C45(H45), 
 C46(H46) 
5.c Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C1A(H1AA,H1AB,H1AC), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), 
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C19A(H19D,H19E,H19F), C30(H30A,H30B, 
 H30C), C30A(H30D,H30E,H30F), C32(H32A,H32B,H32C), C32A(H32D,H32E,H32F), 
 C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C43(H43A,H43B,H43C), C48(H48A,H48B, 
 H48C) 
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'