Steric hindrance regulation in hydrogen-bonded organic frameworks: from nonporous to microporous.
Wang, Xiaokang; Liu, Hongyan; Sun, Meng; Gao, Fei; Feng, Xueying; Xu, Mingming; Fan, Weidong; Sun, Daofeng; Chemical communications (Cambridge, England) 61 (2025) 10538–10541; doi:10.1039/d5cc02617b

data_7134721
_publ_section_title
;
 Steric hindrance regulation in hydrogen-bonded organic frameworks: from
 nonporous to microporous.
;
_journal_issue                   57
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10538
_journal_page_last               10541
_journal_paper_doi               10.1039/d5cc02617b
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C22 H16 O7, C3 H7 N O'
_chemical_formula_sum            'C25 H23 N O8'
_chemical_formula_weight         465.44
_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             2025-04-15
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7205)
;
_audit_update_record
;
2025-04-16 deposited with the CCDC.	2025-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.092(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0307(3)
_cell_length_b                   22.7887(5)
_cell_length_c                   8.6147(2)
_cell_measurement_reflns_used    3396
_cell_measurement_temperature    294.0(5)
_cell_measurement_theta_max      70.1140
_cell_measurement_theta_min      3.7330
_cell_volume                     2325.30(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.137a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.137a 64-bit (release 10-09-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.137a (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      air
_diffrn_ambient_temperature      294.0(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_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    -48.00  -6.00   1.00    4.42    --    0.00 -41.00-125.00   42
  2  \w    -15.00  31.00   1.00    4.42    --    0.00  41.00  27.00   46
  3  \w     41.00  77.00   1.00   17.66    --   53.63  41.00  27.00   36
  4  \w      6.00  31.00   1.00   17.66    --   53.63 -41.00-125.00   25
  5  \w     95.00 139.00   1.00   17.66    --  107.26  41.00  27.00   44
  6  \w     48.00 120.00   1.00   17.66    --  107.26 -41.00-125.00   72
  7  \w    -20.00  28.00   1.00    4.42    --    0.00 -77.00-180.00   48
  8  \w     40.00  88.00   1.00   17.66    --   53.63-125.00-120.00   48
  9  \w     26.00 123.00   1.00   17.66    --   53.63  38.00-150.00   97
 10  \w    -14.00  74.00   1.00   17.66    --   53.63 -57.00-120.00   88
 11  \w     44.00  70.00   1.00   17.66    --   53.63  57.00 150.00   26
 12  \w     72.00  98.00   1.00   17.66    --   53.63  57.00 150.00   26
 13  \w     50.00  87.00   1.00   17.66    --  107.26 -91.00-150.00   37
 14  \w     37.00 108.00   1.00   17.66    --  107.26-111.00-180.00   71
 15  \w    104.00 176.00   1.00   17.66    --  107.26  77.00 -30.00   72
 16  \w    109.00 157.00   1.00   17.66    --  107.26  77.00 -90.00   48
 17  \w    105.00 177.00   1.00   17.66    --  107.26  77.00  30.00   72
 18  \w     36.00 104.00   1.00   17.66    --  107.26 -91.00-120.00   68
 19  \w    104.00 177.00   1.00   17.66    --  107.26  77.00 -60.00   73
 20  \w     38.00  64.00   1.00   17.66    --  107.26-111.00-150.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1215559000
_diffrn_orient_matrix_UB_12      0.0225480000
_diffrn_orient_matrix_UB_13      -0.0517064000
_diffrn_orient_matrix_UB_21      -0.0024370000
_diffrn_orient_matrix_UB_22      -0.0264370000
_diffrn_orient_matrix_UB_23      -0.1651185000
_diffrn_orient_matrix_UB_31      -0.0462171000
_diffrn_orient_matrix_UB_32      -0.0579997000
_diffrn_orient_matrix_UB_33      0.0551712000
_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  0.0241
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10232
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.506
_diffrn_reflns_theta_min         3.732
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.137a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       needle
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0465
_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^)+(0.0638P)^2^+0.4637P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1364
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3252
_reflns_number_total             4403
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc02617b2.cif
_cod_data_source_block           UPC-HOF-16
_cod_depositor_comments
'Adding full bibliography for 7134720--7134721.cif.'
_cod_database_code               7134721
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O'
_shelx_estimated_absorpt_t_max   0.921
_shelx_estimated_absorpt_t_min   0.921
_diffrn_oxdiff_ac3_digest_hkl    41aae57f9e2cf9ce0c61894c8b700508355ef1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3A), C7(H7), C12(H12), C19(H19), C18(H18), C11(H11), C14(H14), C21(H21),
 C15(H15), C22(H22), C25(H25)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C8(H8A,H8B,H8C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3), O5(H5)
;
_shelx_res_checksum              61
_shelx_hkl_checksum              46487
_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 1.277
_oxdiff_exptl_absorpt_empirical_full_min 0.775