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_1572404
_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         '2(C H2 Cl2), C44 H22 N4 O4'
_chemical_formula_sum            'C46 H26 Cl4 N4 O4'
_chemical_formula_weight         840.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-04
_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                63.466(3)
_cell_angle_beta                 75.953(2)
_cell_angle_gamma                81.918(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0081(3)
_cell_length_b                   14.3562(5)
_cell_length_c                   14.6779(4)
_cell_measurement_reflns_used    20930
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      32.7690
_cell_measurement_theta_min      3.7430
_cell_volume                     1829.09(11)
_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      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.924
_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    -52.00  61.00   1.00   10.00    --  -17.52  20.00-107.00  113
  2  \w    -59.00  54.00   1.00   10.00    --   19.09 -20.00  85.00  113
  3  \w    -16.00  97.00   1.00   10.00    --   19.09  20.00-107.00  113
  4  \w   -103.00 -58.00   1.00   10.00    --  -17.52 178.00 -90.00   45
  5  \w    -42.00  14.00   1.00   10.00    --  -17.52 -77.00-150.00   56
  6  \w    -42.00  14.00   1.00   10.00    --  -17.52 -77.00  30.00   56
  7  \w   -103.00 -58.00   1.00   10.00    --  -17.52 178.00-120.00   45
  8  \w    -15.00  59.00   1.00   10.00    --   19.09 -99.00-120.00   74
  9  \w     39.00 106.00   1.00   10.00    --   19.09 178.00 -30.00   67
 10  \w     39.00 106.00   1.00   10.00    --   19.09 178.00-120.00   67
 11  \w     37.00 105.00   1.00   10.00    --   19.09-178.00  90.00   68
 12  \w    -42.00  14.00   1.00   10.00    --  -17.52 -77.00 -60.00   56
 13  \w    -49.00 -24.00   1.00   10.00    --  -17.52  77.00  90.00   25
 14  \w     -3.00  92.00   1.00   10.00    --   19.09  38.00 150.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0013400000
_diffrn_orient_matrix_UB_12      0.0542435000
_diffrn_orient_matrix_UB_13      -0.0142862000
_diffrn_orient_matrix_UB_21      0.0704950000
_diffrn_orient_matrix_UB_22      -0.0037941000
_diffrn_orient_matrix_UB_23      0.0026942000
_diffrn_orient_matrix_UB_31      0.0193223000
_diffrn_orient_matrix_UB_32      0.0098550000
_diffrn_orient_matrix_UB_33      -0.0532132000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            58989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.998
_diffrn_reflns_theta_min         3.174
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.8
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  0.91915
_exptl_absorpt_correction_T_min  0.91915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Spherical absorption correction
using equivalent radius and absorption coefficient.
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    1.526
_exptl_crystal_description       prism
_exptl_crystal_F_000             860
_exptl_crystal_recrystallization_method
'The material was recrystallised from dichloromethane by slow cooling'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.19
_exptl_crystal_size_rad          0.145
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         12741
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0486
_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^)+(0.0488P)^2^+1.0706P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10470
_reflns_number_total             12741
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc02755h2.cif
_cod_data_source_block           nm22007
_cod_depositor_comments
'Adding full bibliography for 1572402--1572407.cif.'
_cod_database_code               1572404
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C46 H26 Cl4 N4 O4'
_chemical_oxdiff_usercomment     '@ 120 K K76B71b'
_shelx_estimated_absorpt_t_max   0.931
_shelx_estimated_absorpt_t_min   0.845
_olex2_refinement_description
;
1. Restrained distances
 Cl4-C46 \\sim Cl4A-C46
 with sigma of 0.02
2. Others
 Sof(Cl4A)=1-FVAR(1)
 Sof(Cl4)=FVAR(1)
;
_shelx_res_checksum              99021
_shelx_hkl_checksum              54302
_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 K76B71b
_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 1.323
_oxdiff_exptl_absorpt_empirical_full_min 0.783