Highly selective separation of toluene/methylcyclohexane using clamparene-based 3D porous crystals.
Li, Zhenyu; Jiang, Jingxiong; Jia, Xiaoxi; Wang, Ke; Shi, Wenjing; Qu, Wen-Juan; Lin, Qi; Wei, Tai-Bao; Shi, Bingbing; Chemical communications (Cambridge, England) 62 (2026) 2326–2329; doi:10.1039/d5cc05954b

data_7135538
_publ_section_title
;
 Highly selective separation of toluene/methylcyclohexane using
 clamparene-based 3D porous crystals.
;
_journal_issue                   7
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2326
_journal_page_last               2329
_journal_paper_doi               10.1039/d5cc05954b
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C78 H68 O8, 4(C7 H8)'
_chemical_formula_sum            'C106 H100 O8'
_chemical_formula_weight         1501.85
_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
_audit_creation_date             2024-11-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-09-28 deposited with the CCDC.	2025-12-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.626(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7434(2)
_cell_length_b                   35.5425(4)
_cell_length_c                   17.7905(3)
_cell_measurement_reflns_used    21589
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      75.9810
_cell_measurement_theta_min      2.8710
_cell_volume                     8326.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     43.00  68.00   0.50    0.20    --  108.93 -61.00-180.00   50
  2  \w    -31.00  39.00   0.50    0.07    --   44.63 -37.00-180.00  140
  3  \w    -33.00  22.00   0.50    0.07    --   44.63 -19.00 -60.00  110
  4  \w     37.00  62.00   0.50    0.20    --  108.93 -61.00  60.00   50
  5  \w     39.00 103.00   0.50    0.20    --  108.93-125.00 150.00  128
  6  \w     42.00 102.00   0.50    0.20    --  108.93 -94.00 150.00  120
  7  \w    -27.00  17.00   0.50    0.07    --   44.63 -82.00 -76.00   88
  8  \w     48.00 112.00   0.50    0.20    --  108.93-125.00 -90.00  128
  9  \w     42.00 137.00   0.50    0.20    --  108.93 -82.00 -76.00  190
 10  \w     77.00 103.00   0.50    0.20    --  108.93  15.00   0.00   52
 11  \w    109.00 174.00   0.50    0.20    --  108.93  15.00   0.00  130
 12  \w     80.00 167.00   0.50    0.20    --  108.93  82.00  44.00  174
 13  \w    -72.00 -27.00   0.50    0.20    -- -100.00  61.00  60.00   90
 14  \w    -73.00 -30.00   0.50    0.20    -- -100.00  61.00  30.00   86
 15  \w    -54.00 -29.00   0.50    0.20    -- -100.00  45.00   0.00   50
 16  \w    -54.00 -29.00   0.50    0.20    -- -100.00  45.00 -90.00   50
 17  \w    -54.00 -29.00   0.50    0.20    -- -100.00  45.00-120.00   50
 18  \w    -54.00 -25.00   0.50    0.20    -- -100.00  45.00-150.00   58
 19  \w    -52.00 -27.00   0.50    0.20    -- -100.00  45.00-180.00   50
 20  \w    -41.00 -15.00   0.50    0.07    --  -44.63  37.00 -90.00   52
 21  \w     -6.00  30.00   0.50    0.07    --  -44.63  37.00 -90.00   72
 22  \w    -73.00   0.00   0.50    0.07    --  -44.63  82.00  44.00  146
 23  \w   -102.00 -77.00   0.50    0.20    -- -100.00  82.00  44.00   50
 24  \w   -164.00-134.00   0.50    0.20    -- -100.00-125.00  90.00   60
 25  \w   -113.00 -82.00   0.50    0.20    -- -100.00-125.00  90.00   62
 26  \w   -159.00-133.00   0.50    0.20    -- -100.00 -82.00 -76.00   52
 27  \w   -133.00-108.00   0.50    0.20    -- -100.00-125.00-120.00   50
 28  \w   -170.00-144.00   0.50    0.20    -- -100.00-125.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0038827000
_diffrn_orient_matrix_UB_12      -0.0362127000
_diffrn_orient_matrix_UB_13      -0.0466752000
_diffrn_orient_matrix_UB_21      -0.1023261000
_diffrn_orient_matrix_UB_22      0.0104992000
_diffrn_orient_matrix_UB_23      -0.0589553000
_diffrn_orient_matrix_UB_31      0.0565910000
_diffrn_orient_matrix_UB_32      0.0214230000
_diffrn_orient_matrix_UB_33      -0.0500210000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            60899
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.282
_diffrn_reflns_theta_min         2.486
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       block
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.977
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1015
_refine_ls_number_reflns         16583
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.236
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0917
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2784
_refine_ls_wR_factor_ref         0.2989
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12765
_reflns_number_total             16583
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc05954b2.cif
_cod_data_source_block           jxj-i2_1119-1_auto
_cod_database_code               7135538
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.903
_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. Uiso/Uaniso restraints and constraints
Uanis(C99) \\sim Ueq, Uanis(C87) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C93)
\\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C91) \\sim Ueq,
Uanis(C49) \\sim Ueq, Uanis(C95) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C51)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C101) \\sim Ueq, Uanis(C103) \\sim Ueq,
Uanis(C97) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C3)
\\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C105) \\sim Ueq, Uanis(C89) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.005
3.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C50(H50A,H50B), C61(H61A,H61B), C76(H76A,H76B), C88(H88A,
 H88B), C98(H98A,H98B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C15(H15), C17(H17), C22(H22), C27(H27), C31(H31), C42(H42),
 C46(H46), C53(H53), C56(H56), C57(H57), C59(H59), C60(H60), C62(H62), C63(H63),
  C64(H64), C66(H66), C67(H67), C70(H70), C71(H71), C72(H72), C73(H73),
 C74(H74), C77(H77), C78(H78), C82(H82), C84(H84), C86(H86), C92(H92), C94(H94),
  C100(H100), C3(H3), C21(H21), C11(H11), C97(H97), C105(H105), C5(H5),
 C19(H19), C37(H37), C65(H65), C79(H79), C13(H13), C25(H25), C95(H95),
 C101(H101), C103(H103), C23(H23), C91(H91), C45(H45), C93(H93), C87(H87)
3.c Fitted hexagon refined as free rotating group:
 C3(C21,C11,C43,C97,C105), C23(C47,C91,C45,C93,C87)
3.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C35(H35A,H35B,H35C), C39(H39A,H39B,H39C), C41(H41A,H41B,
 H41C), C69(H69A,H69B,H69C), C75(H75A,H75B,H75C), C81(H81A,H81B,H81C), C85(H85A,
 H85B,H85C), C89(H89A,H89B,H89C), C83(H83A,H83B,H83C), C49(H49A,H49B,H49C),
 C99(H99A,H99B,H99C)
;
_shelx_res_checksum              34718
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.356
_oxdiff_exptl_absorpt_empirical_full_min 0.353