Trimesityltriangulene: A Persistent Derivative of Clar’s Hydrocarbon
Valenta, Leoš; Mayländer, Maximilian; Kappeler, Pia; Blacque, Olivier; Solomek, Tomas; Richert, Sabine; Juríček, Michal; Chemical Communications  (2022) –; doi:10.1039/D2CC00352J

data_7129665
_publ_section_title
;
 Trimesityltriangulene: A Persistent Derivative of Clar&#x2019;s
 Hydrocarbon
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00352J
_journal_year                    2022
_chemical_formula_moiety         'C49 H43, 0.5(C5 H12)'
_chemical_formula_sum            'C51.5 H49'
_chemical_formula_weight         667.90
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-23 deposited with the CCDC.	2022-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                80.129(4)
_cell_angle_beta                 70.657(4)
_cell_angle_gamma                89.633(4)
_cell_formula_units_Z            4
_cell_length_a                   13.0757(6)
_cell_length_b                   17.7775(8)
_cell_length_c                   18.1806(8)
_cell_measurement_reflns_used    12027
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.3940
_cell_measurement_theta_min      4.2620
_cell_volume                     3922.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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    -67.00  20.00   0.50    5.00    --  -51.79  59.00-137.00  174
  2  \w   -124.00 -36.00   0.50    5.00    --  -51.79 -59.00  81.00  176
  3  \w     36.00 124.00   0.50    5.00    --   51.79  59.00-137.00  176
  4  \w   -102.00 -14.00   0.50   18.00    --  -86.25  59.00-137.00  176
  5  \w   -158.00 -71.00   0.50   18.00    --  -86.25 -59.00  81.00  174
  6  \w     92.00 178.00   0.50   18.00    --  107.75  59.00-137.00  172
  7  \w     36.00 123.00   0.50   18.00    --  107.75 -59.00  81.00  174
  8  \w   -125.00 -29.00   0.50    5.00    --  -51.79 -77.00-150.00  192
  9  \w   -124.00 -37.00   0.50    5.00    --  -51.79 -57.00 -30.00  174
 10  \w    -69.00  -3.00   0.50    5.00    --  -51.79  77.00   0.00  132
 11  \w    -16.00  62.00   0.50    5.00    --   51.79 -19.00 -90.00  156
 12  \w    -20.00   7.00   0.50    5.00    --   51.79 -59.00  81.00   54
 13  \w      9.00  38.00   0.50    5.00    --   51.79 -59.00  81.00   58
 14  \w     34.00  98.00   0.50    5.00    --   51.79-125.00  90.00  128
 15  \w     32.00 106.00   0.50   18.00    --  107.75 -94.00  90.00  148
 16  \w     32.00 109.00   0.50   18.00    --  107.75-111.00-120.00  154
 17  \w     92.00 170.00   0.50   18.00    --  107.75  62.00 127.29  156
 18  \w     31.00  93.00   0.50   18.00    --  107.75 -94.00 -30.00  124
 19  \w     59.00  88.00   0.50   18.00    --  107.75 -94.00  60.00   58
 20  \w     93.00 176.00   0.50   18.00    --  107.75  61.00-120.00  166
 21  \w    105.00 176.00   0.50   18.00    --  107.75 111.00  90.00  142
 22  \w     95.00 122.00   0.50   18.00    --  107.75  30.00  90.00   54
 23  \w     74.00 104.00   0.50   18.00    --  107.75 -94.00  30.00   60
 24  \w     93.00 178.00   0.50   18.00    --  107.75  61.00 150.00  170
 25  \w     33.00 109.00   0.50   18.00    --  107.75-111.00 -60.00  152
 26  \w     37.00 109.00   0.50   18.00    --  107.75-111.00  30.00  144
 27  \w    134.00 171.00   0.50   18.00    --  107.75  61.00   0.00   74
 28  \w    138.00 165.00   0.50   18.00    --  107.75  30.00  90.00   54
 29  \w     43.00  70.00   0.50   18.00    --  107.75 -94.00-120.00   54
 30  \w     71.00  98.00   0.50   18.00    --  107.75 -94.00-120.00   54
 31  \w     38.00  65.00   0.50   18.00    --  107.75 -61.00  30.00   54
 32  \w     80.00 107.00   0.50   18.00    --  107.75 -61.00  30.00   54
 33  \w     93.00 120.00   0.50   18.00    --  107.75  61.00   0.00   54
 34  \w     31.00 109.00   0.50   18.00    --  107.75-111.00-150.00  156
 35  \w     33.00  58.00   0.50   18.00    --  107.75 -45.00  90.00   50
 36  \w     80.00 120.00   0.50   18.00    --  107.75 -45.00  90.00   80
 37  \w     32.00  82.00   0.50   18.00    --  107.75 -94.00 -90.00  100
 38  \w     62.00 109.00   0.50   18.00    --  107.75-111.00 150.00   94
 39  \w     36.00  61.00   0.50   18.00    --  107.75 -94.00 -60.00   50
 40  \w     31.00  59.00   0.50   18.00    --  107.75-111.00 150.00   56
 41  \w    104.00 171.00   0.50   18.00    --  107.75  30.00-180.00  134
 42  \w     45.00 109.00   0.50   18.00    --  107.75-111.00  60.00  128
 43  \w    144.00 173.00   0.50   18.00    --  107.75 111.00-150.00   58
 44  \w     40.00  69.00   0.50   18.00    --  107.75 -94.00  30.00   58
 45  \w     65.00 106.00   0.50   18.00    --  107.75 -94.00 150.00   82
 46  \w     78.00 105.00   0.50   18.00    --  107.75 -94.00   0.00   54
 47  \w     69.00 109.00   0.50   18.00    --  107.75-111.00 -30.00   80
 48  \w    116.00 162.00   0.50   18.00    --  107.75 111.00  60.00   92
 49  \w     63.00 115.00   0.50   18.00    --  107.75 178.00 120.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0905926000
_diffrn_orient_matrix_UB_12      0.0540779000
_diffrn_orient_matrix_UB_13      -0.0059152000
_diffrn_orient_matrix_UB_21      -0.0642255000
_diffrn_orient_matrix_UB_22      -0.0289917000
_diffrn_orient_matrix_UB_23      0.0882229000
_diffrn_orient_matrix_UB_31      0.0574963000
_diffrn_orient_matrix_UB_32      0.0632048000
_diffrn_orient_matrix_UB_33      0.0226975000
_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  0.0755
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            73678
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.503
_diffrn_reflns_theta_min         2.618
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.475
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_description       plate
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     901
_refine_ls_number_reflns         16006
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1293
_refine_ls_R_factor_gt           0.0840
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1600P)^2^+0.1831P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2320
_refine_ls_wR_factor_ref         0.2680
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9221
_reflns_number_total             16006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc00352j2.cif
_cod_data_source_block           lv0103_sq
_cod_original_formula_sum        'C51.50 H49'
_cod_database_code               7129665
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.936
_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
C89 \\sim C86 \\sim C81 \\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C88 \\sim
C87: within 3A with sigma of 0.005 and sigma for terminal atoms of 0.01 within
3A
3.a Ternary CH refined with riding coordinates:
 C7(H7), C56(H56)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C14(H14), C15(H15), C16(H16), C20(H20), C21(H21),
 C22(H22), C25(H25), C27(H27), C34(H34), C36(H36), C43(H43), C45(H45), C50(H50),
  C51(H51), C55(H55), C63(H63), C64(H64), C65(H65), C69(H69), C70(H70),
 C71(H71), C74(H74), C76(H76), C83(H83), C85(H85), C92(H92), C94(H94)
3.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C38(H38A,H38B,
 H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C47(H47A,H47B,H47C), C48(H48A,
 H48B,H48C), C49(H49A,H49B,H49C), C78(H78A,H78B,H78C), C79(H79A,H79B,H79C),
 C80(H80A,H80B,H80C), C87(H87A,H87B,H87C), C88(H88A,H88B,H88C), C89(H89A,H89B,
 H89C), C96(H96A,H96B,H96C), C97(H97A,H97B,H97C), C98(H98A,H98B,H98C)
;
_shelx_res_checksum              54353
_shelx_fab_checksum              43507
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'