A V-shaped small molecule-based crystalline nonporous supramolecular organic framework for capturing benzene-based contaminants
Chen, Jin-Fa; Wang, Yuxuan; Shi, Bingbing; Yao, Hong; Wei, Tai-Bao; Lin, Qi; Chemical Communications 61 (2025) 9912–9915; doi:10.1039/D5CC01950H

data_7134626
_publ_section_title
;
 A V-shaped small molecule-based crystalline nonporous supramolecular
 organic framework for capturing benzene-based contaminants
;
_journal_issue                   54
_journal_name_full               'Chemical Communications'
_journal_page_first              9912
_journal_page_last               9915
_journal_paper_doi               10.1039/D5CC01950H
_journal_volume                  61
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C48 H30 N4, C8 H10'
_chemical_formula_sum            'C56 H40 N4'
_chemical_formula_weight         768.92
_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   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-04-29
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-04-29 deposited with the CCDC.	2025-05-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.528(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.4109(4)
_cell_length_b                   8.6328(2)
_cell_length_c                   16.4219(5)
_cell_measurement_reflns_used    17572
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.9200
_cell_measurement_theta_min      2.8780
_cell_volume                     2032.34(10)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_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   -126.00-101.00   0.50    0.30    -- -102.00 144.00 -47.53   50
  2  \w   -112.00 -33.00   0.50    0.30    -- -102.00 125.00 -60.00  158
  3  \w    -87.00 -62.00   0.50    0.30    -- -102.00 137.00  -6.00   50
  4  \w   -109.00 -79.00   0.50    0.30    -- -102.00 115.00  75.29   60
  5  \w    -98.00 -73.00   0.50    0.30    -- -102.00 132.00 177.00   50
  6  \w   -107.00 -33.00   0.50    0.30    -- -102.00 108.00-149.60  148
  7  \w    -25.00  28.00   0.50    0.24    --  -46.68  19.00-180.00  106
  8  \w    -73.00 -29.00   0.50    0.30    -- -102.00  77.00-150.00   88
  9  \w    -84.00 -58.00   0.50    0.24    --  -46.68 137.00  -6.00   52
 10  \w    -64.00 -39.00   0.50    0.24    --  -46.68 132.00 177.00   50
 11  \w   -117.00 -32.00   0.50    0.24    --  -46.68 -57.00  60.00  170
 12  \w   -120.00 -76.00   0.50    0.24    --  -46.68 -37.00   0.00   88
 13  \w    -71.00 -39.00   0.50    0.24    --  -46.68 -37.00   0.00   64
 14  \w   -175.00 -89.00   0.50    0.30    -- -102.00 -15.00 150.00  172
 15  \w   -175.00-117.00   0.50    0.30    -- -102.00 -61.00 120.00  116
 16  \w   -112.00 -86.00   0.50    0.30    -- -102.00 -61.00 120.00   52
 17  \w   -124.00 -95.00   0.50    0.30    -- -102.00 -77.00  30.00   58
 18  \w   -124.00 -79.00   0.50    0.30    -- -102.00-132.00 107.00   90
 19  \w   -117.00 -71.00   0.50    0.24    --  -46.68-137.00 -69.00   92
 20  \w   -145.00-120.00   0.50    0.30    -- -102.00-137.00 -69.00   50
 21  \w   -117.00 -92.00   0.50    0.24    --  -46.68-132.00 107.00   50
 22  \w     44.00  73.00   0.50    0.30    --  104.75 -61.00 -60.00   58
 23  \w     45.00  71.00   0.50    0.30    --  104.75 -77.00 -60.00   52
 24  \w     77.00 103.00   0.50    0.30    --  104.75 -77.00 -60.00   52
 25  \w     42.00  69.00   0.50    0.30    --  104.75 -61.00-120.00   54
 26  \w     93.00 118.00   0.50    0.24    --   46.68 137.00  -6.00   50
 27  \w     75.00 113.00   0.50    0.30    --  104.75 132.00 177.00   76
 28  \w     39.00 106.00   0.50    0.30    --  104.75 -77.00 120.00  134
 29  \w     32.00  57.00   0.50    0.30    --  104.75 -61.00  90.00   50
 30  \w     55.00  88.00   0.50    0.24    --   46.68-137.00 -69.00   66
 31  \w     59.00 110.00   0.50    0.30    --  104.75-125.00-150.00  102
 32  \w     78.00 119.00   0.50    0.30    --  104.75-137.00 -69.00   82
 33  \w     87.00 112.00   0.50    0.30    --  104.75-125.00   0.00   50
 34  \w     38.00  85.00   0.50    0.30    --  104.75-125.00  60.00   94
 35  \w     45.00 115.00   0.50    0.30    --  104.75-132.00 107.00  140
 36  \w     38.00 106.00   0.50    0.30    --  104.75 -94.00  90.00  136
 37  \w     32.00  95.00   0.50    0.24    --   46.68-132.00 107.00  126
 38  \w     48.00  74.00   0.50    0.30    --  104.75 -94.00 -60.00   52
 39  \w     51.00 105.00   0.50    0.30    --  104.75 -94.00-120.00  108
 40  \w     95.00 174.00   0.50    0.30    --  104.75  15.00 -30.00  158
 41  \w     98.00 172.00   0.50    0.30    --  104.75  30.00  60.00  148
 42  \w     94.00 156.00   0.50    0.30    --  104.75  45.00  90.00  124
 43  \w     49.00 116.00   0.50    0.24    --   46.68  77.00   0.00  134
 44  \w     92.00 174.00   0.50    0.30    --  104.75  30.00-180.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0921468000
_diffrn_orient_matrix_UB_12      -0.0124710000
_diffrn_orient_matrix_UB_13      0.0795652000
_diffrn_orient_matrix_UB_21      0.0545116000
_diffrn_orient_matrix_UB_22      -0.0098617000
_diffrn_orient_matrix_UB_23      -0.0619176000
_diffrn_orient_matrix_UB_31      0.0093930000
_diffrn_orient_matrix_UB_32      0.1777288000
_diffrn_orient_matrix_UB_33      0.0020954000
_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  0.0386
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28343
_diffrn_reflns_point_group_measured_fraction_full 0.826
_diffrn_reflns_point_group_measured_fraction_max 0.796
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.254
_diffrn_reflns_theta_min         2.893
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.113
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details
;
 Flack x determined using 1902 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_coef       0.0023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     619
_refine_ls_number_reflns         6788
_refine_ls_number_restraints     517
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0344
_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^)+(0.0510P)^2^+0.1416P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0920
_reflns_Friedel_coverage         0.513
_reflns_Friedel_fraction_full    0.626
_reflns_Friedel_fraction_max     0.580
_reflns_number_gt                6091
_reflns_number_total             6788
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01950h2.cif
_cod_data_source_block           yxw-kz-m_0831-2_auto
_cod_depositor_comments
'Adding full bibliography for 7134621--7134626.cif.'
_cod_database_code               7134626
_shelx_shelxl_version_number     2019/3
_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
2. Uiso/Uaniso restraints and constraints
C49 \\sim C3 \\sim C13 \\sim C53 \\sim C25 \\sim C51 \\sim C55 \\sim C27 \\sim
C51A \\sim C3A \\sim C13A \\sim C53A \\sim C25A \\sim C49A \\sim C55A \\sim
C27A: within 3A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
3A
3. Same fragment restrains
{C3A, C13A, C25A, C27A, C49A, C51A, C53A, C55A} sigma for 1-2: 0.01, 1-3: 0.01
as in
{C3, C13, C25, C27, C49, C51, C53, C55}
4. Others
 Sof(C3A)=Sof(H3A)=Sof(C13A)=Sof(H13A)=Sof(C25A)=Sof(C27A)=Sof(H27D)=Sof(H27E)=
 Sof(H27F)=Sof(C49A)=Sof(C51A)=Sof(H51A)=Sof(C53A)=Sof(H53A)=Sof(C55A)=
 Sof(H55D)=Sof(H55E)=Sof(H55F)=1-FVAR(1)
 Sof(C3)=Sof(H3)=Sof(C13)=Sof(H13)=Sof(C25)=Sof(C27)=Sof(H27A)=Sof(H27B)=
 Sof(H27C)=Sof(C49)=Sof(C51)=Sof(H51)=Sof(C53)=Sof(H53)=Sof(C55)=Sof(H55A)=
 Sof(H55B)=Sof(H55C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C9(H9), C11(H11), C14(H14), C19(H19), C21(H21), C23(H23),
 C26(H26), C28(H28), C29(H29), C30(H30), C31(H31), C33(H33), C34(H34), C35(H35),
  C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41), C43(H43),
 C45(H45), C46(H46), C47(H47), C48(H48), C50(H50), C52(H52), C54(H54), C3(H3),
 C13(H13), C51(H51), C53(H53), C3A(H3A), C13A(H13A), C51A(H51A), C53A(H53A)
5.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C55(H55A,H55B,H55C), C27A(H27D,H27E,H27F), C55A(H55D,
 H55E,H55F)
;
_shelx_res_checksum              4804
_shelx_hkl_checksum              92530
_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 1.191
_oxdiff_exptl_absorpt_empirical_full_min 0.804