Centrohexaindane: six benzene rings mutually fixed in three dimensions - solid-state structure and six-fold nitration.
Kuck, Dietmar; Linke, Jens; Teichmann, Lisa Christin; Barth, Dieter; Tellenbröker, Jörg; Gestmann, Detlef; Neumann, Beate; Stammler, Hans-Georg; Bögge, Hartmut; Physical chemistry chemical physics : PCCP 18 (2016) 11722–11737; doi:10.1039/c5cp07005h

data_7223531
_publ_section_title
;
 Centrohexaindane: six benzene rings mutually fixed in three dimensions -
 solid-state structure and six-fold nitration.
;
_journal_issue                   17
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              11722
_journal_page_last               11737
_journal_paper_doi               10.1039/c5cp07005h
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C41 H24, C H Cl3'
_chemical_formula_sum            'C42 H25 Cl3'
_chemical_formula_weight         635.97
_chemical_name_systematic        'centrohexaindane '
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-10-22
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2015-11-12 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                91.3139(14)
_cell_angle_beta                 93.6817(15)
_cell_angle_gamma                101.2353(17)
_cell_formula_units_Z            2
_cell_length_a                   8.51239(19)
_cell_length_b                   12.4653(2)
_cell_length_c                   14.2625(2)
_cell_measurement_reflns_used    19200
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      72.1070
_cell_measurement_theta_min      3.0850
_cell_volume                     1480.35(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.30a (Agilent, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.30a (Agilent, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.30a (Agilent, 2015)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  1  \w   -109.00 -47.00   1.00    2.00    --  -38.50-178.00-120.00   62
  2  \w     83.00 110.00   1.00    2.00    --   43.20  57.00  90.00   27
  3  \w     13.00  67.00   1.00    2.00    --   43.20  77.00 -90.00   54
  4  \w      2.00  66.00   1.00    2.00    --   43.20 -99.00  90.00   64
  5  \w     74.00 115.00   1.00    2.00    --   43.20  77.00  30.00   41
  6  \w     13.00  67.00   1.00    2.00    --   43.20  77.00 120.00   54
  7  \w     13.00 115.00   1.00    2.00    --   43.20  77.00-150.00  102
  8  \w     20.00  54.00   1.00    2.00    --   43.20  57.00  90.00   34
  9  \w     19.00  45.00   1.00    2.00    --   43.20  77.00  30.00   26
 10  \w     71.00 112.00   1.00    2.00    --   43.20  77.00 -90.00   41
 11  \w     59.00 127.00   1.00    2.00    --   43.20 178.00 -30.00   68
 12  \w    -26.00  63.00   1.00    2.00    --   43.20 -38.00 120.00   89
 13  \w     79.00 112.00   1.00    2.00    --   43.20  77.00 120.00   33
 14  \w     20.00  52.00   1.00    2.00    --   43.20  57.00-180.00   32
 15  \w     26.00  60.00   1.00    2.00    --   43.20  38.00  60.00   34
 16  \w     17.00  71.00   1.00    2.00    --   43.20  77.00 -30.00   54
 17  \w     72.00  98.00   1.00    2.00    --   43.20  57.00-180.00   26
 18  \w     92.00 122.00   1.00    8.00    --  111.00-125.00   0.00   30
 19  \w     81.00 178.00   1.00    8.00    --  111.00  77.00-180.00   97
 20  \w    132.00 158.00   1.00    8.00    --  111.00  66.00 145.71   26
 21  \w     85.00 122.00   1.00    8.00    --  111.00  61.00 -90.00   37
 22  \w    119.00 145.00   1.00    8.00    --  111.00  77.00 -30.00   26
 23  \w     85.00 114.00   1.00    8.00    --  111.00  61.00 -60.00   29
 24  \w     32.00 109.00   1.00    8.00    --  111.00 -94.00  30.00   77
 25  \w     54.00  80.00   1.00    8.00    --  111.00-125.00-180.00   26
 26  \w     81.00 150.00   1.00    8.00    --  111.00  77.00   0.00   69
 27  \w     81.00 108.00   1.00    8.00    --  111.00  77.00 150.00   27
 28  \w     46.00 136.00   1.00    8.00    --  111.00 -61.00-120.00   90
 29  \w     85.00 130.00   1.00    8.00    --  111.00  66.00 145.71   45
 30  \w     81.00 111.00   1.00    8.00    --  111.00  77.00-150.00   30
 31  \w     83.00 110.00   1.00    8.00    --  111.00  70.00 131.28   27
 32  \w     81.00 110.00   1.00    8.00    --  111.00  77.00-120.00   29
 33  \w     85.00 111.00   1.00    8.00    --  111.00  61.00-120.00   26
 34  \w     86.00 112.00   1.00    8.00    --  111.00  61.00-150.00   26
 35  \w    120.00 172.00   1.00    8.00    --  111.00  77.00  60.00   52
 36  \w    116.00 177.00   1.00    8.00    --  111.00  77.00 -60.00   61
 37  \w     85.00 111.00   1.00    8.00    --  111.00  72.00  88.73   26
 38  \w     81.00 107.00   1.00    8.00    --  111.00  77.00  60.00   26
 39  \w     86.00 145.00   1.00    8.00    --  111.00  61.00-180.00   59
 40  \w     81.00 108.00   1.00    8.00    --  111.00  77.00 -60.00   27
 41  \w    113.00 170.00   1.00    8.00    --  111.00  77.00  30.00   57
 42  \w     81.00 107.00   1.00    8.00    --  111.00  77.00  30.00   26
 43  \w     42.00  96.00   1.00    8.00    --  111.00-125.00-120.00   54
 44  \w     31.00 108.00   1.00    8.00    --  111.00 -94.00-120.00   77
 45  \w     85.00 146.00   1.00    8.00    --  111.00  61.00   0.00   61
 46  \w    123.00 177.00   1.00    8.00    --  111.00  77.00-120.00   54
 47  \w     81.00 162.00   1.00    8.00    --  111.00  77.00 -90.00   81
 48  \w     81.00 107.00   1.00    8.00    --  111.00  77.00 -30.00   26
 49  \w     85.00 120.00   1.00    8.00    --  111.00  61.00  60.00   35
 50  \w     85.00 111.00   1.00    8.00    --  111.00  61.00 -30.00   26
 51  \w    114.00 173.00   1.00    8.00    --  111.00  77.00-150.00   59
 52  \w     51.00 141.00   1.00    8.00    --  111.00 -77.00  60.00   90
 53  \w     94.00 120.00   1.00    8.00    --  111.00-125.00-180.00   26
 54  \w     90.00 116.00   1.00    8.00    --  111.00  45.00 -30.00   26
 55  \w     86.00 113.00   1.00    8.00    --  111.00  61.00 120.00   27
 56  \w    131.00 177.00   1.00    8.00    --  111.00  61.00 120.00   46
 57  \w     82.00 178.00   1.00    8.00    --  111.00  77.00  90.00   96
 58  \w     84.00 119.00   1.00    8.00    --  111.00  65.00  87.90   35
 59  \w     86.00 120.00   1.00    8.00    --  111.00  55.00  36.61   34
 60  \w     86.00 123.00   1.00    8.00    --  111.00  57.00 134.13   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0030892000
_diffrn_orient_matrix_UB_12      -0.1105073000
_diffrn_orient_matrix_UB_13      -0.0497472000
_diffrn_orient_matrix_UB_21      0.0272611000
_diffrn_orient_matrix_UB_22      -0.0500177000
_diffrn_orient_matrix_UB_23      0.0960334000
_diffrn_orient_matrix_UB_31      -0.1829232000
_diffrn_orient_matrix_UB_32      -0.0344075000
_diffrn_orient_matrix_UB_33      0.0058007000
_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  0.0222
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25642
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.978
_diffrn_reflns_theta_min         3.107
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.041
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.30a (Agilent, 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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_description       fragment
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         5821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0353
_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^)+(0.0469P)^2^+1.0036P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0933
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5584
_reflns_number_total             5821
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cp07005h2.cif
_cod_data_source_block           kuck11
_cod_depositor_comments
'Adding full bibliography for 7223530--7223532.cif.'
_cod_database_code               7223531
_chemical_oxdiff_formula         'C42 H25 Cl3'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.228
_oxdiff_exptl_absorpt_empirical_full_min 0.816
_shelx_hkl_checksum              78126
_shelx_res_checksum              7071
_shelxl_version_number           2014-3