Tetraptycene derivatives: synthesis, structure and their self-assemblies in solid state
Yang, Bin-Bin; Wu, Si-Yuan; Zhang, Qing-Pu; Ma, Hui; Sun, Yu-Ling; Zhang, Chun; RSC Advances 15 (2025) 8293–8299; doi:10.1039/D5RA00376H

data_7250124
_publ_section_title
;
 Tetraptycene derivatives: synthesis, structure and their self-assemblies
 in solid state
;
_journal_issue                   11
_journal_name_full               'RSC Advances'
_journal_page_first              8293
_journal_page_last               8299
_journal_paper_doi               10.1039/D5RA00376H
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C32 H28 O4'
_chemical_formula_sum            'C32 H28 O4'
_chemical_formula_weight         476.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2024-08-10 deposited with the CCDC.	2025-02-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.9710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   29.0799(2)
_cell_length_b                   14.40550(10)
_cell_length_c                   22.9347(2)
_cell_measurement_reflns_used    28365
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.6100
_cell_measurement_theta_min      3.3990
_cell_volume                     9594.67(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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    -19.00  19.00   0.50    1.00    --    0.00 -82.00   0.00   76
  2  \w    -31.00   4.00   0.50    1.00    --    0.00 -82.00 150.00   70
  3  \w    -20.00  28.00   0.50    1.00    --    0.00 -82.00 -90.00   96
  4  \w    -45.00  17.00   0.50    1.00    --    0.00 -77.00  60.00  124
  5  \w    -22.00  30.00   0.50    1.00    --    0.00 -82.00-180.00  104
  6  \w    -32.00   3.00   0.50    1.00    --    0.00 -82.00 120.00   70
  7  \w     77.00 103.00   0.50    4.00    --   94.60 -82.00   0.00   52
  8  \w     55.00  81.00   0.50    4.00    --   94.60 -45.00 120.00   52
  9  \w     29.00 122.00   0.50    4.00    --   94.60 -82.00 -60.00  186
 10  \w      6.00 126.00   0.50    4.00    --   94.60 -82.00-150.00  240
 11  \w     17.00 102.00   0.50    4.00    --   94.60 -15.00  30.00  170
 12  \w     80.00 106.00   0.50    4.00    --   94.60 -82.00 120.00   52
 13  \w     52.00 126.00   0.50    4.00    --   94.60 -82.00  60.00  148
 14  \w      6.00 103.00   0.50    4.00    --   94.60 -61.00-150.00  194
 15  \w      6.00  31.00   0.50    4.00    --   94.60 -82.00  60.00   50
 16  \w      8.00 118.00   0.50    4.00    --   94.60 -61.00  60.00  220
 17  \w      6.00  89.00   0.50    4.00    --   94.60 -30.00 -30.00  166
 18  \w      6.00 115.00   0.50    4.00    --   94.60 -61.00 -60.00  218
 19  \w    109.00 167.00   0.50    4.00    --   94.60   0.00-180.00  116
 20  \w     77.00 184.00   0.50    4.00    --   94.60  45.00 -60.00  214
 21  \w     79.00 104.00   0.50    4.00    --   94.60 -82.00 -30.00   50
 22  \w     22.00 104.00   0.50    4.00    --   94.60   0.00-180.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0512621000
_diffrn_orient_matrix_UB_12      0.0098252000
_diffrn_orient_matrix_UB_13      -0.0196868000
_diffrn_orient_matrix_UB_21      -0.0109941000
_diffrn_orient_matrix_UB_22      0.0310363000
_diffrn_orient_matrix_UB_23      0.0620193000
_diffrn_orient_matrix_UB_31      0.0082759000
_diffrn_orient_matrix_UB_32      0.1018193000
_diffrn_orient_matrix_UB_33      -0.0170126000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            51814
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.881
_diffrn_reflns_theta_min         3.043
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_description       plank
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         9603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0405
_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^)+(0.0565P)^2^+7.6572P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1099
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8465
_reflns_number_total             9603
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra00376h2.cif
_cod_data_source_block           20210708_1
_cod_database_code               7250124
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C6(H6), C13(H13), C20(H20), C27(H27), C38(H38), C45(H45), C52(H52), C59(H59)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C8(H8), C10(H10), C11(H11), C15(H15), C17(H17),
 C18(H18), C22(H22), C24(H24), C25(H25), C33(H33), C34(H34), C36(H36), C40(H40),
  C41(H41), C43(H43), C47(H47), C48(H48), C50(H50), C54(H54), C55(H55), C57(H57)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C), C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C64(H64A,
 H64B,H64C)
;
_shelx_res_checksum              50684
_shelx_hkl_checksum              1513
_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 2.885
_oxdiff_exptl_absorpt_empirical_full_min 0.388