A non-interpenetrated mesoporous hydrogen-bonded organic framework constructed with 1,3,5-tri(4-carboxyphenyl)benzene.
Cui, Peng; Zhang, Hanyu; Chemical communications (Cambridge, England) 61 (2025) 2742–2745; doi:10.1039/d4cc06324d

data_7134137
_publ_section_title
;
 A non-interpenetrated mesoporous hydrogen-bonded organic framework
 constructed with 1,3,5-tri(4-carboxyphenyl)benzene.
;
_journal_issue                   13
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2742
_journal_page_last               2745
_journal_paper_doi               10.1039/d4cc06324d
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '1(C45 H29 O6)'
_chemical_formula_sum            'C45 H29 O6'
_chemical_formula_weight         665.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-09-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-11-28 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.630(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.129(3)
_cell_length_b                   7.0621(6)
_cell_length_c                   28.162(3)
_cell_measurement_reflns_used    5397
_cell_measurement_temperature    223.00
_cell_measurement_theta_max      65.38
_cell_measurement_theta_min      3.19
_cell_volume                     5498.4(10)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      223.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_unetI/netI     0.1088
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            36785
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.036
_diffrn_reflns_theta_min         1.596
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.428
_exptl_absorpt_correction_T_max  0.3200
_exptl_absorpt_correction_T_min  0.1919
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1273 before and 0.0853 after correction.
The Ratio of minimum to maximum transmission is 0.5997.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.804
_exptl_crystal_description       block
_exptl_crystal_F_000             1388
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 2046 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.18(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.777
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1443
_refine_ls_number_reflns         20037
_refine_ls_number_restraints     6915
_refine_ls_restrained_S_all      0.716
_refine_ls_R_factor_all          0.1601
_refine_ls_R_factor_gt           0.0901
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1641P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2293
_refine_ls_wR_factor_ref         0.2819
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                6642
_reflns_number_total             20037
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc06324d2.cif
_cod_data_source_block           cu_20240903_ljl_zcs_jsu_cp1_0m
_cod_depositor_comments
'Adding full bibliography for 7134136--7134137.cif.'
_cod_original_cell_volume        5498.3(10)
_cod_database_code               7134137
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.954
_shelx_estimated_absorpt_t_min   0.939
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.502(6)
 0.498(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 O9-O10 = O9A-O10A
 2.3 with sigma of 0.02
 H15-H22
 2.1 with sigma of 0.02
 C69-O10 \\sim C69A-O10A
 with sigma of 0.04
 O9-O10 \\sim O9A-O10A
 with sigma of 0.04
 O10-C72 \\sim O10A-C72A
 with sigma of 0.01
 C1-O1 \\sim C1A-O1A
 with sigma of 0.02
 C86-O12 \\sim C86A-O12A
 with sigma of 0.02
 C2-O1 \\sim C2-O1A
 with sigma of 0.04
 O1-O2 \\sim O1A-O2A
 with sigma of 0.04
 C59-C58 \\sim C58-C57 \\sim C58A-C57A \\sim C59A-C58A \\sim C73-C59 \\sim
C73A-C59A \\sim C73-C55 ~
 C73A-C55A \\sim C56-C55 \\sim C56A-C55A \\sim C57A-C56A \\sim C57-C56
 with sigma of 0.01
 C83-O12 \\sim C83-O12A
 with sigma of 0.04
 C39-O4 \\sim C39A-O4A
 with sigma of 0.02
 O11-O12 \\sim O11A-O12A
 with sigma of 0.04
 C74-C57A \\sim C74-C57
 with sigma of 0.01
 C36-O4 \\sim C36A-O4A
 with sigma of 0.04
 C46-O7 \\sim C46A-O7A
 with sigma of 0.02
 O3-O4 \\sim O3A-O4A
 with sigma of 0.04
 C47-O7 \\sim C47A-O7A
 with sigma of 0.04
 O7-O8 \\sim O7A-O8A
 with sigma of 0.04
 C54-C53 \\sim C54A-C53A \\sim C87-C54 \\sim C87A-C54A \\sim C88-C87 \\sim
C88A-C87A \\sim C88-C51 ~
 C88A-C51A \\sim C53-C52 \\sim C53A-C52A \\sim C52-C51 \\sim C52A-C51A
 with sigma of 0.01
 C50-C49 \\sim C50A-C49A \\sim C49A-C48A \\sim C49-C48 \\sim C48-C47 \\sim
C48A-C47A \\sim C90-C47 ~
 C90A-C47A \\sim C90-C89 \\sim C90A-C89A \\sim C89-C50 \\sim C89A-C50A
 with sigma of 0.01
 C70-C69 \\sim C70A-C69A \\sim C69-C68 \\sim C69A-C68A \\sim C68A-C67A \\sim
C67A-C66A \\sim C68-C67 ~
 C67-C66 \\sim C71A-C66A \\sim C71-C66 \\sim C71A-C70A \\sim C71-C70
 with sigma of 0.01
 C31-C30 \\sim C31A-C30A \\sim C30-C29 \\sim C30A-C29A \\sim C41-C29 \\sim
C41A-C29A \\sim C41-C40 ~
 C41A-C40A \\sim C40A-C32A \\sim C40-C32 \\sim C32-C31 \\sim C32A-C31A \\sim
C34-C33 \\sim C34A-C33A ~
 C35-C34 \\sim C35A-C34A \\sim C36-C35 \\sim C36A-C35A \\sim C37-C36 \\sim
C37A-C36A \\sim C38-C37 ~
 C38A-C37A \\sim C38-C33 \\sim C38A-C33A
 with sigma of 0.01
 C48-C47 \\sim C48-C49
 with sigma of 0.01
 C70-C72 \\sim C70A-C72A
 with sigma of 0.04
 C72-C69 \\sim C72A-C69A \\sim C47-C46 \\sim C47A-C46A
 with sigma of 0.01
 C60-C59 \\sim C60A-C59A \\sim C55-C54 \\sim C55A-C54A
 with sigma of 0.01
 C64-C63 \\sim C65-C64 \\sim C65-C60 \\sim C61-C60 \\sim C65A-C64A \\sim
C63-C62 \\sim C64A-C63A \\sim C62-
 C61 \\sim C63A-C62A \\sim C62A-C61A \\sim C61A-C60A \\sim C65A-C60A
 with sigma of 0.01
 C69-O9 \\sim C69A-O9A
 with sigma of 0.04
 C46-O8 \\sim C46A-O8A
 with sigma of 0.02
 C47-O8 \\sim C47A-O8A
 with sigma of 0.04
 C51-C50 \\sim C51A-C50A \\sim C66-C63 \\sim C66A-C63A
 with sigma of 0.01
 O9-C72 \\sim O9A-C72A
 with sigma of 0.01
 C86-O11 \\sim C86A-O11A
 with sigma of 0.02
 C83-O11 \\sim C83-O11A
 with sigma of 0.04
 C39-O3 \\sim C39A-O3A
 with sigma of 0.02
 C29-C27 \\sim C29A-C27
 with sigma of 0.01
 C33-C32 \\sim C33A-C32A
 with sigma of 0.01
 C39-C36 \\sim C39A-C36A
 with sigma of 0.01
 C2-O2 \\sim C2-O2A
 with sigma of 0.04
4. Restrained planarity
 C29A, C30A, H30A, C31A, H31A, C32A, H34A, C40A, H40A, C41A, H41A
 with sigma of 0.1
5. Rigid bond restraints
 C23, O6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
6. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C57 \\sim C58 \\sim C59
\\sim C73 \\sim C55 \\sim C56 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64
\\sim C65 \\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72
\\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81
\\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C88 \\sim C89
\\sim C90 \\sim C60A \\sim C66A \\sim C68A \\sim C62A \\sim C69A \\sim C63A
\\sim C67A \\sim C64A \\sim C61A \\sim C70A \\sim C71A \\sim C65A \\sim C72A
\\sim C57A \\sim C58A \\sim C59A \\sim C73A \\sim C55A \\sim C56A \\sim C46A
\\sim C47A \\sim C48A \\sim C49A \\sim C50A \\sim C88A \\sim C51A \\sim C52A
\\sim C53A \\sim C54A \\sim C87A \\sim C89A \\sim C90A \\sim C39A \\sim C30A
\\sim C29A \\sim C41A \\sim C40A \\sim C32A \\sim C31A \\sim C33A \\sim C34A
\\sim C35A \\sim C36A \\sim C37A \\sim C38A \\sim C86A \\sim C1A \\sim C5A
\\sim C44A \\sim C45A \\sim C4A \\sim C3A \\sim C2A: within 3.8A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 3.8A
Uanis(O12A) \\sim Ueq, Uanis(O12) \\sim Ueq, Uanis(O11) \\sim Ueq, Uanis(O11A)
\\sim Ueq, Uanis(O1A) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq,
Uanis(O2A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O9A) \\sim Ueq, Uanis(O9) \\sim Ueq, Uanis(O10A) \\sim Ueq, Uanis(O10)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(O1A) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O2A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O4A) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O3A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O7A) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O8A) \\sim Ueq, Uanis(O8)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
7. Others
 Sof(O4A)=Sof(H4AA)=Sof(C39A)=Sof(O3A)=Sof(C30A)=Sof(H30A)=Sof(C29A)=Sof(C41A)=
 Sof(H41A)=Sof(C40A)=Sof(H40A)=Sof(C32A)=Sof(C31A)=Sof(H31A)=Sof(C33A)=
 Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(C37A)=Sof(H37A)=
 Sof(C38A)=Sof(H38A)=Sof(O1A)=Sof(H1A)=Sof(C1A)=Sof(O2A)=Sof(C5A)=Sof(C44A)=
 Sof(H44A)=Sof(C45A)=Sof(H45A)=Sof(C4A)=Sof(H4AB)=Sof(C3A)=Sof(H3A)=Sof(C2A)=1-
 FVAR(1)
 Sof(C1)=Sof(C2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(C29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(C33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(C37)=Sof(H37)=Sof(C38)=Sof(H38)=Sof(C39)=Sof(C40)=
 Sof(H40)=Sof(C41)=Sof(H41)=Sof(C44)=Sof(H44)=Sof(C45)=Sof(H45)=Sof(O1)=Sof(H1)=
 Sof(O2)=Sof(O3)=Sof(O4)=Sof(H4A)=FVAR(1)
 Sof(C60A)=Sof(C66A)=Sof(C68A)=Sof(H68A)=Sof(C62A)=Sof(H62A)=Sof(C69A)=
 Sof(C63A)=Sof(C67A)=Sof(H67A)=Sof(C64A)=Sof(H64A)=Sof(C61A)=Sof(H61A)=
 Sof(C70A)=Sof(H70A)=Sof(C71A)=Sof(H71A)=Sof(C65A)=Sof(H65A)=Sof(O9A)=Sof(O10A)=
 Sof(C72A)=Sof(C57A)=Sof(C58A)=Sof(H58A)=Sof(C59A)=Sof(C73A)=Sof(H73A)=
 Sof(C55A)=Sof(C56A)=Sof(H56A)=Sof(C46A)=Sof(C47A)=Sof(C48A)=Sof(H48A)=
 Sof(C49A)=Sof(H49A)=Sof(C50A)=Sof(C88A)=Sof(H88A)=Sof(C51A)=Sof(C52A)=
 Sof(H52A)=Sof(C53A)=Sof(H53A)=Sof(C54A)=Sof(C87A)=Sof(H87A)=Sof(C89A)=
 Sof(H89A)=Sof(C90A)=Sof(H90A)=Sof(O7A)=Sof(H7A)=Sof(O8A)=Sof(O12A)=Sof(H12A)=
 Sof(C86A)=Sof(O11A)=1-FVAR(2)
 Sof(C46)=Sof(C47)=Sof(C48)=Sof(H48)=Sof(C49)=Sof(H49)=Sof(C50)=Sof(C51)=
 Sof(C52)=Sof(H52)=Sof(C53)=Sof(H53)=Sof(C54)=Sof(C57)=Sof(C58)=Sof(H58)=
 Sof(C59)=Sof(C73)=Sof(H73)=Sof(C55)=Sof(C56)=Sof(H56)=Sof(C60)=Sof(C61)=
 Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=Sof(C64)=Sof(H64)=Sof(C65)=Sof(H65)=
 Sof(C66)=Sof(C67)=Sof(H67)=Sof(C68)=Sof(H68)=Sof(C69)=Sof(C70)=Sof(H70)=
 Sof(C71)=Sof(H71)=Sof(C72)=Sof(C86)=Sof(C87)=Sof(H87)=Sof(C88)=Sof(H88)=
 Sof(C89)=Sof(H89)=Sof(C90)=Sof(H90)=Sof(O7)=Sof(H7)=Sof(O8)=Sof(O9)=Sof(O10)=
 Sof(O11)=Sof(O12)=Sof(H12)=FVAR(2)
8.a Everything fixed:
 H1, H4A, H7, H12, H12A, H1A
8.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7B), C8(H8), C11(H11), C14(H14), C15(H15), C18(H18),
 C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C28(H28), C30(H30),
  C31(H31), C34(H34), C35(H35), C37(H37), C38(H38), C40(H40), C41(H41),
 C42(H42), C43(H43), C44(H44), C45(H45), C48(H48), C49(H49), C52(H52), C53(H53),
  C58(H58), C73(H73), C56(H56), C61(H61), C62(H62), C64(H64), C65(H65),
 C67(H67), C68(H68), C70(H70), C71(H71), C75(H75), C76(H76), C78(H78), C79(H79),
  C81(H81), C82(H82), C84(H84), C85(H85), C87(H87), C88(H88), C89(H89),
 C90(H90), C68A(H68A), C62A(H62A), C67A(H67A), C64A(H64A), C61A(H61A),
 C70A(H70A), C71A(H71A), C65A(H65A), C58A(H58A), C73A(H73A), C56A(H56A),
 C48A(H48A), C49A(H49A), C88A(H88A), C52A(H52A), C53A(H53A), C87A(H87A),
 C89A(H89A), C90A(H90A), C30A(H30A), C41A(H41A), C40A(H40A), C31A(H31A),
 C34A(H34A), C35A(H35A), C37A(H37A), C38A(H38A), C44A(H44A), C45A(H45A),
 C4A(H4AB), C3A(H3A)
8.c Fitted hexagon refined as free rotating group:
 C57(C58,C59,C73,C55,C56), C57A(C58A,C59A,C73A,C55A,C56A), C88A(C51A,C52A,C53A,
 C54A,C87A), C30A(C29A,C41A,C40A,C32A,C31A)
8.d Idealised tetrahedral OH refined as rotating group:
 O7A(H7A), O4A(H4AA)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              93078
_shelx_fab_checksum              25509
_olex2_submission_special_instructions 'No special instructions were received'