#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:40:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178437 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/58/4025846.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4025846
loop_
_publ_author_name
'Xiaojie Zhang'
'Xiaoxia Jiang'
'Kai Zhang'
'Lu Mao'
'Jing Luo'
'Chunyan Chi'
'Hardy Sze On Chan'
'Jishan Wu'
_publ_section_title
;
 Synthesis, Self-Assembly, and Charge Transporting Property of Contorted
 Tetrabenzocoronenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8069
_journal_page_last               8077
_journal_paper_doi               10.1021/jo101701k
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C72 H84'
_chemical_formula_weight         949.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.931(3)
_cell_angle_beta                 109.727(4)
_cell_angle_gamma                107.943(4)
_cell_formula_units_Z            1
_cell_length_a                   10.7924(18)
_cell_length_b                   10.9938(18)
_cell_length_c                   13.144(2)
_cell_measurement_reflns_used    819
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.91
_cell_measurement_theta_min      2.19
_cell_volume                     1309.8(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_sigmaI/netI    0.1069
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9146
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.9933
_exptl_absorpt_correction_T_min  0.9608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.1486
_refine_ls_R_factor_gt           0.0782
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1180P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1896
_refine_ls_wR_factor_ref         0.2335
_reflns_number_gt                3228
_reflns_number_total             5952
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo101701k_si_003.cif
_cod_data_source_block           a412
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1309.9(4)
_cod_database_code               4025846
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3899(3) 0.1293(3) 1.0494(2) 0.0112(6) Uani 1 1 d . . .
C2 C 0.5386(3) 0.1594(3) 1.1002(2) 0.0143(6) Uani 1 1 d . . .
H2 H 0.5695 0.1048 1.1415 0.017 Uiso 1 1 calc R . .
C3 C 0.6407(3) 0.2639(3) 1.0929(2) 0.0149(6) Uani 1 1 d . . .
C4 C 0.5913(3) 0.3453(3) 1.0345(2) 0.0161(6) Uani 1 1 d . . .
H4 H 0.6596 0.4212 1.0311 0.019 Uiso 1 1 calc R . .
C5 C 0.4482(3) 0.3189(3) 0.9827(2) 0.0145(6) Uani 1 1 d . . .
H5 H 0.4199 0.3772 0.9449 0.017 Uiso 1 1 calc R . .
C6 C 0.3408(3) 0.2061(3) 0.9840(2) 0.0118(6) Uani 1 1 d . . .
C7 C 0.1868(3) 0.1730(3) 0.9300(2) 0.0131(6) Uani 1 1 d . . .
C8 C 0.1237(3) 0.2243(3) 0.8405(2) 0.0132(6) Uani 1 1 d . . .
C9 C 0.1905(3) 0.2703(3) 0.7716(2) 0.0143(6) Uani 1 1 d . . .
H9 H 0.2818 0.2687 0.7836 0.017 Uiso 1 1 calc R . .
C10 C 0.1276(3) 0.3170(3) 0.6881(2) 0.0161(6) Uani 1 1 d . . .
H10 H 0.1764 0.3473 0.6439 0.019 Uiso 1 1 calc R . .
C11 C -0.0071(3) 0.3211(3) 0.6663(2) 0.0147(6) Uani 1 1 d . . .
C12 C -0.0780(3) 0.2687(3) 0.7270(2) 0.0132(6) Uani 1 1 d . . .
H12 H -0.1716 0.2664 0.7108 0.016 Uiso 1 1 calc R . .
C13 C -0.0165(3) 0.2180(3) 0.8129(2) 0.0132(6) Uani 1 1 d . . .
C14 C -0.1035(3) 0.1472(3) 0.8630(2) 0.0129(6) Uani 1 1 d . . .
C15 C -0.0518(3) 0.0729(3) 0.9297(2) 0.0127(6) Uani 1 1 d . . .
C16 C 0.0952(3) 0.0889(3) 0.9645(2) 0.0120(6) Uani 1 1 d . . .
C17 C 0.1462(3) 0.0150(3) 1.0362(2) 0.0126(6) Uani 1 1 d . . .
C18 C 0.2886(3) 0.0260(3) 1.0693(2) 0.0119(6) Uani 1 1 d . . .
C19 C 0.3304(3) -0.0598(3) 1.1261(2) 0.0144(6) Uani 1 1 d . . .
H19 H 0.4233 -0.0591 1.1422 0.017 Uiso 1 1 calc R . .
C20 C -0.2422(3) 0.1430(3) 0.8414(2) 0.0147(6) Uani 1 1 d . . .
H20 H -0.2741 0.1998 0.8034 0.018 Uiso 1 1 calc R . .
C21 C 0.7998(3) 0.2943(3) 1.1467(2) 0.0157(6) Uani 1 1 d . . .
H21A H 0.8538 0.3910 1.1977 0.019 Uiso 1 1 calc R . .
H21B H 0.8322 0.2822 1.0847 0.019 Uiso 1 1 calc R . .
C22 C 0.8386(3) 0.2058(3) 1.2164(2) 0.0157(6) Uani 1 1 d . . .
H22A H 0.7805 0.1088 1.1666 0.019 Uiso 1 1 calc R . .
H22B H 0.8113 0.2219 1.2811 0.019 Uiso 1 1 calc R . .
C23 C 0.9979(3) 0.2312(3) 1.2651(2) 0.0172(6) Uani 1 1 d . . .
H23A H 1.0239 0.2058 1.2008 0.021 Uiso 1 1 calc R . .
H23B H 1.0577 0.3295 1.3097 0.021 Uiso 1 1 calc R . .
C24 C 1.0297(3) 0.1489(3) 1.3426(2) 0.0178(6) Uani 1 1 d . . .
H24A H 1.0082 0.1791 1.4085 0.021 Uiso 1 1 calc R . .
H24B H 0.9630 0.0519 1.2987 0.021 Uiso 1 1 calc R . .
C25 C 1.1829(3) 0.1588(3) 1.3894(2) 0.0207(7) Uani 1 1 d . . .
H25A H 1.2514 0.2560 1.4256 0.025 Uiso 1 1 calc R . .
H25B H 1.2012 0.1163 1.3250 0.025 Uiso 1 1 calc R . .
C26 C 1.2093(3) 0.0880(3) 1.4781(3) 0.0228(7) Uani 1 1 d . . .
H26A H 1.1999 0.1369 1.5454 0.027 Uiso 1 1 calc R . .
H26B H 1.1329 -0.0058 1.4439 0.027 Uiso 1 1 calc R . .
C27 C 1.3543(3) 0.0805(3) 1.5197(3) 0.0290(8) Uani 1 1 d . . .
H27A H 1.4309 0.1717 1.5416 0.035 Uiso 1 1 calc R . .
H27B H 1.3575 0.0169 1.4562 0.035 Uiso 1 1 calc R . .
C28 C 1.3840(4) 0.0326(4) 1.6226(3) 0.0369(9) Uani 1 1 d . . .
H28A H 1.4011 0.1044 1.6904 0.055 Uiso 1 1 calc R . .
H28B H 1.4695 0.0124 1.6379 0.055 Uiso 1 1 calc R . .
H28C H 1.3006 -0.0498 1.6058 0.055 Uiso 1 1 calc R . .
C29 C -0.0710(3) 0.3764(3) 0.5744(2) 0.0151(6) Uani 1 1 d . . .
H29A H -0.0611 0.3348 0.5048 0.018 Uiso 1 1 calc R . .
H29B H -0.0122 0.4758 0.6024 0.018 Uiso 1 1 calc R . .
C30 C -0.2286(3) 0.3536(3) 0.5387(2) 0.0181(6) Uani 1 1 d . . .
H30A H -0.2407 0.3945 0.6072 0.022 Uiso 1 1 calc R . .
H30B H -0.2897 0.2545 0.5075 0.022 Uiso 1 1 calc R . .
C31 C -0.2783(3) 0.4164(3) 0.4478(2) 0.0172(6) Uani 1 1 d . . .
H31A H -0.2250 0.5168 0.4831 0.021 Uiso 1 1 calc R . .
H31B H -0.2520 0.3854 0.3849 0.021 Uiso 1 1 calc R . .
C32 C -0.4396(3) 0.3819(3) 0.3957(2) 0.0177(6) Uani 1 1 d . . .
H32A H -0.4933 0.2829 0.3517 0.021 Uiso 1 1 calc R . .
H32B H -0.4688 0.4032 0.4586 0.021 Uiso 1 1 calc R . .
C33 C -0.4803(3) 0.4597(3) 0.3165(2) 0.0175(6) Uani 1 1 d . . .
H33A H -0.4448 0.4429 0.2569 0.021 Uiso 1 1 calc R . .
H33B H -0.4304 0.5584 0.3620 0.021 Uiso 1 1 calc R . .
C34 C -0.6415(3) 0.4225(3) 0.2568(2) 0.0179(6) Uani 1 1 d . . .
H34A H -0.6791 0.4340 0.3155 0.022 Uiso 1 1 calc R . .
H34B H -0.6916 0.3254 0.2064 0.022 Uiso 1 1 calc R . .
C35 C -0.6747(3) 0.5104(3) 0.1846(3) 0.0213(7) Uani 1 1 d . . .
H35A H -0.6286 0.6068 0.2360 0.026 Uiso 1 1 calc R . .
H35B H -0.6314 0.5031 0.1293 0.026 Uiso 1 1 calc R . .
C36 C -0.8354(3) 0.4710(3) 0.1179(3) 0.0231(7) Uani 1 1 d . . .
H36A H -0.8828 0.3745 0.0693 0.035 Uiso 1 1 calc R . .
H36B H -0.8492 0.5268 0.0693 0.035 Uiso 1 1 calc R . .
H36C H -0.8775 0.4865 0.1722 0.035 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.5(2) . . ?
C2 C1 C18 120.5(2) . . ?
C6 C1 C18 119.9(2) . . ?
C3 C2 C1 123.1(2) . . ?
C2 C3 C4 116.7(2) . . ?
C2 C3 C21 122.6(2) . . ?
C4 C3 C21 120.7(2) . . ?
C5 C4 C3 122.2(3) . . ?
C4 C5 C6 121.5(2) . . ?
C1 C6 C5 116.7(2) . . ?
C1 C6 C7 119.2(2) . . ?
C5 C6 C7 123.9(2) . . ?
C16 C7 C6 119.1(2) . . ?
C16 C7 C8 118.4(2) . . ?
C6 C7 C8 122.5(2) . . ?
C13 C8 C9 116.8(2) . . ?
C13 C8 C7 119.3(2) . . ?
C9 C8 C7 123.7(2) . . ?
C10 C9 C8 122.0(3) . . ?
C9 C10 C11 121.4(3) . . ?
C12 C11 C10 117.5(2) . . ?
C12 C11 C29 122.9(2) . . ?
C10 C11 C29 119.5(2) . . ?
C11 C12 C13 122.3(2) . . ?
C8 C13 C12 119.7(2) . . ?
C8 C13 C14 120.2(2) . . ?
C12 C13 C14 119.8(2) . . ?
C20 C14 C15 118.7(2) . . ?
C20 C14 C13 122.1(2) . . ?
C15 C14 C13 119.1(2) . . ?
C14 C15 C17 119.4(2) . 2_557 ?
C14 C15 C16 119.6(2) . . ?
C17 C15 C16 121.0(2) 2_557 . ?
C7 C16 C15 121.1(2) . . ?
C7 C16 C17 120.6(2) . . ?
C15 C16 C17 118.2(2) . . ?
C18 C17 C15 119.7(2) . 2_557 ?
C18 C17 C16 119.5(2) . . ?
C15 C17 C16 120.8(2) 2_557 . ?
C19 C18 C17 118.6(2) . . ?
C19 C18 C1 121.8(2) . . ?
C17 C18 C1 119.5(2) . . ?
C20 C19 C18 121.8(2) 2_557 . ?
C19 C20 C14 121.2(2) 2_557 . ?
C3 C21 C22 114.6(2) . . ?
C21 C22 C23 114.6(2) . . ?
C24 C23 C22 111.1(2) . . ?
C25 C24 C23 115.6(2) . . ?
C24 C25 C26 111.6(2) . . ?
C27 C26 C25 114.9(3) . . ?
C26 C27 C28 111.9(3) . . ?
C11 C29 C30 116.9(2) . . ?
C29 C30 C31 111.5(2) . . ?
C32 C31 C30 114.8(2) . . ?
C33 C32 C31 112.6(2) . . ?
C32 C33 C34 114.6(2) . . ?
C33 C34 C35 112.0(2) . . ?
C36 C35 C34 113.7(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.410(4) . ?
C1 C6 1.414(3) . ?
C1 C18 1.451(4) . ?
C2 C3 1.371(4) . ?
C3 C4 1.406(4) . ?
C3 C21 1.513(4) . ?
C4 C5 1.365(4) . ?
C5 C6 1.420(4) . ?
C6 C7 1.457(4) . ?
C7 C16 1.397(4) . ?
C7 C8 1.462(3) . ?
C8 C13 1.408(4) . ?
C8 C9 1.415(4) . ?
C9 C10 1.369(4) . ?
C10 C11 1.401(4) . ?
C11 C12 1.373(4) . ?
C11 C29 1.518(3) . ?
C12 C13 1.418(3) . ?
C13 C14 1.449(4) . ?
C14 C20 1.410(4) . ?
C14 C15 1.412(3) . ?
C15 C17 1.432(4) 2_557 ?
C15 C16 1.436(4) . ?
C16 C17 1.447(3) . ?
C17 C18 1.407(4) . ?
C17 C15 1.432(4) 2_557 ?
C18 C19 1.406(3) . ?
C19 C20 1.351(4) 2_557 ?
C20 C19 1.351(4) 2_557 ?
C21 C22 1.523(4) . ?
C22 C23 1.527(4) . ?
C23 C24 1.520(4) . ?
C24 C25 1.516(4) . ?
C25 C26 1.528(4) . ?
C26 C27 1.509(4) . ?
C27 C28 1.521(4) . ?
C29 C30 1.524(4) . ?
C30 C31 1.527(4) . ?
C31 C32 1.525(4) . ?
C32 C33 1.516(4) . ?
C33 C34 1.522(4) . ?
C34 C35 1.525(4) . ?
C35 C36 1.522(4) . ?
