#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/75/2217508.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2217508
loop_
_publ_author_name
'Mague, Joel T.'
'Linhardt, Lisa'
'Medina, Iliana'
'Sattler, Daniel J.'
'Fink, Mark J.'
_publ_section_title
;
 Triclinic form of 1,2,4,5-tetracyclohexylbenzene
;
_journal_coeditor_code           GK2128
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o376
_journal_page_last               o376
_journal_paper_doi               10.1107/S1600536807067578
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C30 H46'
_chemical_formula_moiety         'C30 H46'
_chemical_formula_sum            'C30 H46'
_chemical_formula_weight         406.67
_chemical_name_systematic
;
1,2,4,5-tetracyclohexylbenzene
;
_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                91.164(2)
_cell_angle_beta                 94.815(2)
_cell_angle_gamma                106.336(3)
_cell_formula_units_Z            1
_cell_length_a                   6.0140(10)
_cell_length_b                   10.0010(10)
_cell_length_c                   10.513(2)
_cell_measurement_reflns_used    2522
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.268
_cell_measurement_theta_min      2.815
_cell_volume                     604.01(16)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4730
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.9927
_exptl_absorpt_correction_T_min  0.9402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2002)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             226
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.255
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2363
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0565
_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)+(0.0804P)²+0.1811P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1467
_reflns_number_gt                1862
_reflns_number_total             2363
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gk2128.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2217508
_cod_database_fobs_code          2217508
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.1622(3) 0.08720(17) 0.92456(15) 0.0140(4) Uani d . 1
C C2 0.0316(3) -0.04621(17) 0.87681(15) 0.0141(4) Uani d . 1
C C3 -0.1264(3) -0.12910(17) 0.95305(15) 0.0147(4) Uani d . 1
H H3 -0.2148 -0.2192 0.9199 0.018 Uiso calc R 1
C C4 0.0526(3) -0.10585(17) 0.74528(15) 0.0147(4) Uani d . 1
H H4 0.1660 -0.0318 0.7022 0.018 Uiso calc R 1
C C5 0.1482(3) -0.23296(18) 0.75408(16) 0.0179(4) Uani d . 1
H H5A 0.3031 -0.2056 0.8033 0.021 Uiso calc R 1
H H5B 0.0431 -0.3065 0.8002 0.021 Uiso calc R 1
C C6 0.1695(3) -0.29087(19) 0.62131(16) 0.0207(4) Uani d . 1
H H6A 0.2875 -0.2207 0.5789 0.025 Uiso calc R 1
H H6B 0.2235 -0.3754 0.6301 0.025 Uiso calc R 1
C C7 -0.0612(3) -0.32752(18) 0.53844(16) 0.0211(4) Uani d . 1
H H7A -0.1747 -0.4051 0.5756 0.025 Uiso calc R 1
H H7B -0.0386 -0.3589 0.4518 0.025 Uiso calc R 1
C C8 -0.1570(3) -0.20179(19) 0.52917(16) 0.0201(4) Uani d . 1
H H8A -0.3118 -0.2296 0.4798 0.024 Uiso calc R 1
H H8B -0.0522 -0.1283 0.4829 0.024 Uiso calc R 1
C C9 -0.1790(3) -0.14328(18) 0.66175(15) 0.0178(4) Uani d . 1
H H9A -0.2333 -0.0590 0.6525 0.021 Uiso calc R 1
H H9B -0.2969 -0.2133 0.7043 0.021 Uiso calc R 1
C C10 0.3406(3) 0.18370(17) 0.84830(15) 0.0146(4) Uani d . 1
H H10 0.2704 0.1748 0.7578 0.018 Uiso calc R 1
C C11 0.4030(3) 0.33832(18) 0.88976(16) 0.0178(4) Uani d . 1
H H11A 0.4788 0.3524 0.9782 0.021 Uiso calc R 1
H H11B 0.2591 0.3680 0.8887 0.021 Uiso calc R 1
C C12 0.5673(3) 0.42760(18) 0.80049(16) 0.0190(4) Uani d . 1
H H12A 0.4885 0.4178 0.7128 0.023 Uiso calc R 1
H H12B 0.6075 0.5270 0.8296 0.023 Uiso calc R 1
C C13 0.7888(3) 0.38188(18) 0.79954(17) 0.0197(4) Uani d . 1
H H13A 0.8902 0.4373 0.7386 0.024 Uiso calc R 1
H H13B 0.8746 0.4000 0.8856 0.024 Uiso calc R 1
C C14 0.7330(3) 0.22785(18) 0.76158(16) 0.0184(4) Uani d . 1
H H14A 0.8788 0.1998 0.7672 0.022 Uiso calc R 1
H H14B 0.6637 0.2117 0.6718 0.022 Uiso calc R 1
C C15 0.5639(3) 0.13813(18) 0.84782(16) 0.0166(4) Uani d . 1
H H15A 0.6398 0.1461 0.9360 0.020 Uiso calc R 1
H H15B 0.5238 0.0392 0.8174 0.020 Uiso calc R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C3 C1 C2 2_557 . 117.64(15)
C3 C1 C10 2_557 . 120.34(15)
C2 C1 C10 . . 122.00(14)
C3 C2 C1 . . 118.62(14)
C3 C2 C4 . . 117.96(14)
C1 C2 C4 . . 123.43(14)
C2 C3 C1 . 2_557 123.74(16)
C2 C3 H3 . . 118.1
C1 C3 H3 2_557 . 118.1
C2 C4 C9 . . 111.87(13)
C2 C4 C5 . . 111.95(13)
C9 C4 C5 . . 110.22(14)
C2 C4 H4 . . 107.5
C9 C4 H4 . . 107.5
C5 C4 H4 . . 107.5
C6 C5 C4 . . 111.24(14)
C6 C5 H5A . . 109.4
C4 C5 H5A . . 109.4
C6 C5 H5B . . 109.4
C4 C5 H5B . . 109.4
H5A C5 H5B . . 108.0
C7 C6 C5 . . 111.78(14)
C7 C6 H6A . . 109.3
C5 C6 H6A . . 109.3
C7 C6 H6B . . 109.3
C5 C6 H6B . . 109.3
H6A C6 H6B . . 107.9
C6 C7 C8 . . 110.76(14)
C6 C7 H7A . . 109.5
C8 C7 H7A . . 109.5
C6 C7 H7B . . 109.5
C8 C7 H7B . . 109.5
H7A C7 H7B . . 108.1
C7 C8 C9 . . 111.34(14)
C7 C8 H8A . . 109.4
C9 C8 H8A . . 109.4
C7 C8 H8B . . 109.4
C9 C8 H8B . . 109.4
H8A C8 H8B . . 108.0
C4 C9 C8 . . 111.79(14)
C4 C9 H9A . . 109.3
C8 C9 H9A . . 109.3
C4 C9 H9B . . 109.3
C8 C9 H9B . . 109.3
H9A C9 H9B . . 107.9
C1 C10 C11 . . 114.86(13)
C1 C10 C15 . . 111.62(13)
C11 C10 C15 . . 109.51(14)
C1 C10 H10 . . 106.8
C11 C10 H10 . . 106.8
C15 C10 H10 . . 106.8
C10 C11 C12 . . 110.82(13)
C10 C11 H11A . . 109.5
C12 C11 H11A . . 109.5
C10 C11 H11B . . 109.5
C12 C11 H11B . . 109.5
H11A C11 H11B . . 108.1
C13 C12 C11 . . 110.19(14)
C13 C12 H12A . . 109.6
C11 C12 H12A . . 109.6
C13 C12 H12B . . 109.6
C11 C12 H12B . . 109.6
H12A C12 H12B . . 108.1
C14 C13 C12 . . 111.15(15)
C14 C13 H13A . . 109.4
C12 C13 H13A . . 109.4
C14 C13 H13B . . 109.4
C12 C13 H13B . . 109.4
H13A C13 H13B . . 108.0
C13 C14 C15 . . 111.44(14)
C13 C14 H14A . . 109.3
C15 C14 H14A . . 109.3
C13 C14 H14B . . 109.3
C15 C14 H14B . . 109.3
H14A C14 H14B . . 108.0
C14 C15 C10 . . 111.17(14)
C14 C15 H15A . . 109.4
C10 C15 H15A . . 109.4
C14 C15 H15B . . 109.4
C10 C15 H15B . . 109.4
H15A C15 H15B . . 108.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C3 2_557 1.397(2)
C1 C2 . 1.402(2)
C1 C10 . 1.523(2)
C2 C3 . 1.395(2)
C2 C4 . 1.524(2)
C3 C1 2_557 1.397(2)
C3 H3 . 0.9500
C4 C9 . 1.529(2)
C4 C5 . 1.537(2)
C4 H4 . 1.0000
C5 C6 . 1.529(2)
C5 H5A . 0.9900
C5 H5B . 0.9900
C6 C7 . 1.522(3)
C6 H6A . 0.9900
C6 H6B . 0.9900
C7 C8 . 1.525(2)
C7 H7A . 0.9900
C7 H7B . 0.9900
C8 C9 . 1.531(2)
C8 H8A . 0.9900
C8 H8B . 0.9900
C9 H9A . 0.9900
C9 H9B . 0.9900
C10 C11 . 1.530(2)
C10 C15 . 1.535(2)
C10 H10 . 1.0000
C11 C12 . 1.532(2)
C11 H11A . 0.9900
C11 H11B . 0.9900
C12 C13 . 1.526(2)
C12 H12A . 0.9900
C12 H12B . 0.9900
C13 C14 . 1.519(2)
C13 H13A . 0.9900
C13 H13B . 0.9900
C14 C15 . 1.529(2)
C14 H14A . 0.9900
C14 H14B . 0.9900
C15 H15A . 0.9900
C15 H15B . 0.9900
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C3 C1 C2 C3 2_557 . 0.3(3)
C10 C1 C2 C3 . . 179.24(15)
C3 C1 C2 C4 2_557 . -179.88(15)
C10 C1 C2 C4 . . -0.9(2)
C1 C2 C3 C1 . 2_557 -0.3(3)
C4 C2 C3 C1 . 2_557 179.86(15)
C3 C2 C4 C9 . . 59.29(19)
C1 C2 C4 C9 . . -120.57(17)
C3 C2 C4 C5 . . -65.00(19)
C1 C2 C4 C5 . . 115.15(17)
C2 C4 C5 C6 . . -179.65(14)
C9 C4 C5 C6 . . 55.15(18)
C4 C5 C6 C7 . . -55.97(19)
C5 C6 C7 C8 . . 55.61(19)
C6 C7 C8 C9 . . -55.23(19)
C2 C4 C9 C8 . . 179.42(14)
C5 C4 C9 C8 . . -55.33(18)
C7 C8 C9 C4 . . 55.87(19)
C3 C1 C10 C11 2_557 . -21.8(2)
C2 C1 C10 C11 . . 159.29(15)
C3 C1 C10 C15 2_557 . 103.66(18)
C2 C1 C10 C15 . . -75.29(19)
C1 C10 C11 C12 . . -175.25(14)
C15 C10 C11 C12 . . 58.25(18)
C10 C11 C12 C13 . . -58.39(19)
C11 C12 C13 C14 . . 56.47(18)
C12 C13 C14 C15 . . -55.38(19)
C13 C14 C15 C10 . . 55.66(19)
C1 C10 C15 C14 . . 175.04(13)
C11 C10 C15 C14 . . -56.63(17)
