Triptycene-like naphthopleiadene as a readily accessible scaffold for supramolecular and materials chemistry.
Amin, Md Khairul; Ye, Chunchun; Pang, Shuhua; Liu, Yuancheng; Taylor, Dominic; Nichol, Gary S.; McKeown, Neil B.; Chemical science 15 (2024) 14968–14976; doi:10.1039/d4sc02755h

data_1572405
_publ_section_title
;
 Triptycene-like naphthopleiadene as a readily accessible scaffold for
 supramolecular and materials chemistry.
;
_journal_issue                   36
_journal_name_full               'Chemical science'
_journal_page_first              14968
_journal_page_last               14976
_journal_paper_doi               10.1039/d4sc02755h
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C26 H16 O4 S, 2(C2 D6 O S)'
_chemical_formula_sum            'C30 H16 D12 O6 S3'
_chemical_formula_weight         592.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-03
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-08-04 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.763(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5199(2)
_cell_length_b                   18.4144(3)
_cell_length_c                   13.8648(3)
_cell_measurement_reflns_used    24763
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      31.5970
_cell_measurement_theta_min      3.8630
_cell_volume                     2654.50(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (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      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_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    -83.00  -6.00   1.00   30.00    --  -24.07 134.00 -51.00   77
  2  \w    -83.00  -6.00   1.00   30.00    --  -24.07 135.00 128.00   77
  3  \w      6.00  85.00   1.00   30.00    --   25.94-134.00-118.00   79
  4  \w      6.00  85.00   1.00   30.00    --   25.94-135.00  61.00   79
  5  \w    -91.00  -7.00   1.00   30.00    --  -24.07 -57.00  30.00   84
  6  \w    -51.00  39.00   1.00   30.00    --  -24.07  77.00-180.00   90
  7  \w    -95.00   5.00   1.00   30.00    --  -24.07 -19.00  30.00  100
  8  \w    -20.00  65.00   1.00   30.00    --   25.94 -99.00 120.00   85
  9  \w    -39.00  53.00   1.00   30.00    --   25.94 -77.00-120.00   92
 10  \w    -20.00  65.00   1.00   30.00    --   25.94 -99.00 -90.00   85
 11  \w    -43.00  45.00   1.00   30.00    --   25.94 -38.00 -60.00   88
 12  \w    -91.00  -7.00   1.00   30.00    --  -24.07 -57.00-120.00   84
 13  \w    -91.00  -7.00   1.00   30.00    --  -24.07 -57.00 -60.00   84
 14  \w    -91.00  -7.00   1.00   30.00    --  -24.07 -57.00 150.00   84
 15  \w    -91.00  -7.00   1.00   30.00    --  -24.07 -57.00  90.00   84
 16  \w    -96.00 -39.00   1.00   30.00    --  -24.07-178.00  30.00   57
 17  \w    -41.00  43.00   1.00   30.00    --   25.94 -57.00  30.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0042007000
_diffrn_orient_matrix_UB_12      -0.0034329000
_diffrn_orient_matrix_UB_13      -0.0503902000
_diffrn_orient_matrix_UB_21      0.0002795000
_diffrn_orient_matrix_UB_22      0.0383633000
_diffrn_orient_matrix_UB_23      -0.0045194000
_diffrn_orient_matrix_UB_31      0.0680789000
_diffrn_orient_matrix_UB_32      0.0000564000
_diffrn_orient_matrix_UB_33      0.0109239000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            90040
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_min         3.440
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           40.0
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95497
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
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    1.483
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_recrystallization_method
'The material was recrystallised from d6-DMSO by slow cooling'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         7436
_refine_ls_number_restraints     53
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0572
_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^)+(0.0453P)^2^+2.3915P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1256
_refine_ls_wR_factor_ref         0.1290
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6842
_reflns_number_total             7436
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc02755h2.cif
_cod_data_source_block           nm22004
_cod_depositor_comments
'Adding full bibliography for 1572402--1572407.cif.'
_cod_database_code               1572405
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C26H16O4S
_chemical_oxdiff_usercomment     '@ 120 K K75B61a'
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.895
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C23A-C24A \\sim C24-C23
 with sigma of 0.02
 S1A-C25 \\sim S1-C22
 with sigma of 0.02
 C24A-C23A \\sim C24-C23
 with sigma of 0.02
 C24A-C22 \\sim C25-C24
 with sigma of 0.02
 S1A-C23A \\sim S1-C23
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 S1A, C22, C23A, C24A, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1, C22, C23, C24, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(S1A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=1-FVAR(1)
 Sof(S1)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C23A(H23A), C24(H24), C24A(H24A)
;
_shelx_res_checksum              38245
_shelx_hkl_checksum              50394
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id K75B61a
_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 1.157
_oxdiff_exptl_absorpt_empirical_full_min 0.944