π-Extended and Curved Anti-Aromatic Polycyclic Hydrocarbons.
Liu, Junzhi; Ma, Ji; Zhang, Ke; Ravat, Prince; Machata, Peter; Avdoshenko, Stanislav M.; Hennersdorf, Felix; Komber, Hartmut; Pisula, Wojciech; Weigand, Jan J.; Popov, Alexey A.; Berger, Reinhard; Müllen, Klaus; Feng, Xinliang; Journal of the American Chemical Society  (2017) –; doi:10.1021/jacs.7b01619

data_4126069
_publ_section_title
;
 \p-Extended and Curved Anti-Aromatic Polycyclic Hydrocarbons.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b01619
_journal_year                    2017
_chemical_formula_moiety         'C62 H56'
_chemical_formula_sum            'C62 H56'
_chemical_formula_weight         801.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-08-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.939(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.4981(17)
_cell_length_b                   9.1422(7)
_cell_length_c                   15.9220(12)
_cell_measurement_reflns_used    2447
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      67.1150
_cell_measurement_theta_min      5.5170
_cell_volume                     2228.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.992
_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   -107.00 -17.00   0.50   15.00    --  -38.50 -57.00 -30.00  180
  2  \w    -75.00  40.00   0.50   15.00    --  -38.50  19.00 -30.00  230
  3  \w     75.00 106.00   0.50   15.00    --   42.25  38.00-150.00   62
  4  \w     50.00  87.00   0.50   15.00    --   42.25-137.00 -26.00   74
  5  \w     49.00  99.00   0.50   60.00    --  111.00 -94.00-120.00  100
  6  \w     70.00 109.00   0.50   60.00    --  111.00 -94.00 -90.00   78
  7  \w     40.00  73.00   0.50   60.00    --  111.00 -45.00 -30.00   66
  8  \w     38.00 133.00   0.50   60.00    --  111.00 -30.00  60.00  190
  9  \w     47.00 134.00   0.50   60.00    --  111.00 -61.00  30.00  174
 10  \w     87.00 121.00   0.50   60.00    --  111.00-125.00-120.00   68
 11  \w    117.00 178.00   0.50   60.00    --  111.00  45.00 150.00  122
 12  \w     43.00 107.00   0.50   60.00    --  111.00 -61.00 -60.00  128
 13  \w     34.00  86.00   0.50   60.00    --  111.00 -94.00  60.00  104
 14  \w     66.00 173.00   0.50   60.00    --  111.00  15.00  90.00  214
 15  \w    100.00 135.00   0.50   60.00    --  111.00 -45.00 -30.00   70
 16  \w     49.00 104.00   0.50   60.00    --  111.00 -61.00-120.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0062052000
_diffrn_orient_matrix_UB_12      -0.0007123000
_diffrn_orient_matrix_UB_13      -0.0975548000
_diffrn_orient_matrix_UB_21      -0.0981664000
_diffrn_orient_matrix_UB_22      -0.0370663000
_diffrn_orient_matrix_UB_23      -0.0089724000
_diffrn_orient_matrix_UB_31      -0.0218783000
_diffrn_orient_matrix_UB_32      0.1640683000
_diffrn_orient_matrix_UB_33      -0.0025287000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10392
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         67.391
_diffrn_reflns_theta_min         2.886
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.504
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.285
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.009
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         3950
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0767
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0843P)^2^+2.9113P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1939
_refine_ls_wR_factor_ref         0.2068
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3046
_reflns_number_total             3950
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b01619_si_002.cif
_cod_data_source_block           feng004
_cod_original_cell_volume        2228.5(4)
_cod_database_code               4126069
_chemical_oxdiff_formula         'C124 H112 '
_reflns_odcompleteness_completeness 99.06
_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 Aromatic/amide H refined with riding coordinates:
 C4(H4), C27(H27), C25(H25), C18(H18), C9(H9), C7(H7), C8(H8), C14(H14),
 C17(H17), C15(H15)
2.b Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_shelx_res_checksum              21400
_shelx_hkl_checksum              85240
_shelx_shelxl_version_number     2014/7
_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 1.552
_oxdiff_exptl_absorpt_empirical_full_min 0.564