#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:33:27 +0100 (jue 24 de mar de 2016) $
#$Revision: 179585 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/50/4505065.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_4505065
loop_
_publ_author_name
'Karlen, Steven D.'
'Khan, Saeed I.'
'Garcia-Garibay, Miguel A.'
_publ_section_title
;
 Removal of Conflicting Molecular Symmetries Restores a Hexagonal Array of
 Six-Fold Phenyl Embraces in a bis(Trityl)-Containing Compound. I.
 Crystals of 1,1,1,6,6,6-Hexaphenyl-2,4-hexadiyne
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              53
_journal_paper_doi               10.1021/cg049898k
_journal_volume                  5
_journal_year                    2005
_chemical_formula_moiety         'C42 H30'
_chemical_formula_sum            'C42 H30'
_chemical_formula_weight         534.66
_chemical_name_common            1,1,1,6,6,6-hexaphenyl-2,4-hexadiyne
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            12
_cell_length_a                   13.9822(5)
_cell_length_b                   13.9822(5)
_cell_length_c                   53.094(4)
_cell_measurement_reflns_used    3573
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.732
_cell_measurement_theta_min      2.302
_cell_volume                     8989.3(8)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       70
_diffrn_reflns_limit_l_min       -70
_diffrn_reflns_number            19131
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Bruker)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             3384
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.025
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4897
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0477
_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)+(0.0579P)²+2.3185P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1415
_reflns_number_gt                2477
_reflns_number_total             4897
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg049898ksi20040701_102652.cif
_cod_data_source_block           gg2103sm
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
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_original_sg_symbol_H-M      'R -3'
_cod_database_code               4505065
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
C1A C 0.83498(13) 0.42698(13) 0.18341(3) 0.0603(4) Uani 1 1 d .
H1A H 0.8012 0.4601 0.1920 0.072 Uiso 1 1 calc R
C2A C 0.93818(15) 0.44638(14) 0.19113(3) 0.0764(5) Uani 1 1 d .
H2A H 0.9723 0.4915 0.2050 0.092 Uiso 1 1 calc R
C3A C 0.98971(15) 0.39982(19) 0.17859(4) 0.0875(6) Uani 1 1 d .
H3A H 1.0595 0.4141 0.1835 0.105 Uiso 1 1 calc R
C4A C 0.93690(18) 0.3319(2) 0.15877(4) 0.1063(7) Uani 1 1 d .
H4A H 0.9709 0.2990 0.1502 0.128 Uiso 1 1 calc R
C5A C 0.83439(15) 0.31113(16) 0.15120(3) 0.0815(6) Uani 1 1 d .
H5A H 0.7997 0.2636 0.1377 0.098 Uiso 1 1 calc R
C6A C 0.78214(11) 0.35947(11) 0.16322(2) 0.0466(3) Uani 1 1 d .
C7A C 0.6667 0.3333 0.15429(4) 0.0433(5) Uani 1 3 d S
C8A C 0.6667 0.3333 0.12629(4) 0.0536(6) Uani 1 3 d S
C9A C 0.6667 0.3333 0.10396(4) 0.0576(7) Uani 1 3 d S
C10A C 0.6667 0.3333 0.07771(4) 0.0579(7) Uani 1 3 d S
C11A C 0.6667 0.3333 0.05540(4) 0.0542(6) Uani 1 3 d S
C12A C 0.6667 0.3333 0.02736(4) 0.0513(6) Uani 1 3 d S
C13A C 0.76237(12) 0.44571(12) 0.01840(2) 0.0542(4) Uani 1 1 d .
C14A C 0.82943(15) 0.45427(16) -0.00160(3) 0.0782(5) Uani 1 1 d .
H14A H 0.8189 0.3907 -0.0097 0.094 Uiso 1 1 calc R
C15A C 0.91177(18) 0.5561(2) -0.00966(4) 0.0992(7) Uani 1 1 d .
H15A H 0.9560 0.5606 -0.0232 0.119 Uiso 1 1 calc R
C16A C 0.92933(16) 0.65093(18) 0.00200(4) 0.0923(6) Uani 1 1 d .
H16A H 0.9853 0.7194 -0.0035 0.111 Uiso 1 1 calc R
C17A C 0.86386(16) 0.64391(15) 0.02177(4) 0.0816(5) Uani 1 1 d .
H17A H 0.8751 0.7079 0.0298 0.098 Uiso 1 1 calc R
C18A C 0.78088(13) 0.54217(13) 0.02993(3) 0.0665(4) Uani 1 1 d .
H18A H 0.7367 0.5385 0.0434 0.080 Uiso 1 1 calc R
C1B C 0.89252(13) 0.06571(13) 0.09032(3) 0.0603(4) Uani 1 1 d .
H1B H 0.8535 -0.0049 0.0972 0.072 Uiso 1 1 calc R
C2B C 0.87034(15) 0.14625(15) 0.09853(3) 0.0735(5) Uani 1 1 d .
H2B H 0.8164 0.1295 0.1107 0.088 Uiso 1 1 calc R
C3B C 0.92750(17) 0.25056(16) 0.08883(3) 0.0786(5) Uani 1 1 d .
H3B H 0.9126 0.3049 0.0944 0.094 Uiso 1 1 calc R
C4B C 1.00689(17) 0.27489(15) 0.07090(3) 0.0816(5) Uani 1 1 d .
H4B H 1.0462 0.3460 0.0644 0.098 Uiso 1 1 calc R
C5B C 1.02889(14) 0.19432(14) 0.06243(3) 0.0701(5) Uani 1 1 d .
H5B H 1.0825 0.2115 0.0501 0.084 Uiso 1 1 calc R
C6B C 0.97154(12) 0.08798(12) 0.07215(2) 0.0513(4) Uani 1 1 d .
C7B C 1.0000 0.0000 0.06330(4) 0.0508(6) Uani 1 3 d S
C8B C 1.0000 0.0000 0.03531(4) 0.0614(7) Uani 1 3 d S
C9B C 1.0000 0.0000 0.01301(5) 0.0672(8) Uani 1 3 d S
C1C C 0.44585(15) 0.87579(14) 0.10741(3) 0.0738(5) Uani 1 1 d .
H1C H 0.4072 0.8693 0.1222 0.089 Uiso 1 1 calc R
C2C C 0.52476(18) 0.97977(16) 0.09891(5) 0.0931(6) Uani 1 1 d .
H2C H 0.5396 1.0421 0.1082 0.112 Uiso 1 1 calc R
C3C C 0.58065(18) 0.9909(2) 0.07698(5) 0.1044(7) Uani 1 1 d .
H3C H 0.6330 1.0606 0.0712 0.125 Uiso 1 1 calc R
C4C C 0.55905(18) 0.8987(2) 0.06352(4) 0.1053(7) Uani 1 1 d .
H4C H 0.5962 0.9060 0.0485 0.126 Uiso 1 1 calc R
C5C C 0.48236(16) 0.79450(16) 0.07213(4) 0.0854(6) Uani 1 1 d .
H5C H 0.4699 0.7325 0.0630 0.103 Uiso 1 1 calc R
C6C C 0.42408(13) 0.78170(13) 0.09415(3) 0.0609(4) Uani 1 1 d .
C7C C 0.3333 0.6667 0.10338(4) 0.0566(6) Uani 1 3 d S
C8C C 0.3333 0.6667 0.13133(5) 0.0644(7) Uani 1 3 d S
C9C C 0.3333 0.6667 0.15367(5) 0.0685(8) Uani 1 3 d S
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
C6A C1A C2A 120.86(15) . .
C6A C1A H1A 119.6 . .
C2A C1A H1A 119.6 . .
C3A C2A C1A 120.55(17) . .
C3A C2A H2A 119.7 . .
C1A C2A H2A 119.7 . .
C4A C3A C2A 118.63(17) . .
C4A C3A H3A 120.7 . .
C2A C3A H3A 120.7 . .
C3A C4A C5A 121.26(19) . .
C3A C4A H4A 119.4 . .
C5A C4A H4A 119.4 . .
C4A C5A C6A 121.01(17) . .
C4A C5A H5A 119.5 . .
C6A C5A H5A 119.5 . .
C1A C6A C5A 117.66(14) . .
C1A C6A C7A 122.86(13) . .
C5A C6A C7A 119.45(13) . .
C8A C7A C6A 107.92(8) . .
C8A C7A C6A 107.92(8) . 3_665
C6A C7A C6A 110.97(8) . 3_665
C8A C7A C6A 107.92(8) . 2_655
C6A C7A C6A 110.97(8) . 2_655
C6A C7A C6A 110.97(8) 3_665 2_655
C9A C8A C7A 180.0 . .
C8A C9A C10A 180.0 . .
C11A C10A C9A 180.0 . .
C10A C11A C12A 180.0 . .
C11A C12A C13A 107.94(9) . 3_665
C11A C12A C13A 107.94(9) . .
C13A C12A C13A 110.95(8) 3_665 .
C11A C12A C13A 107.94(9) . 2_655
C13A C12A C13A 110.95(8) 3_665 2_655
C13A C12A C13A 110.95(8) . 2_655
C14A C13A C18A 117.89(15) . .
C14A C13A C12A 122.03(14) . .
C18A C13A C12A 120.05(13) . .
C15A C14A C13A 120.55(18) . .
C15A C14A H14A 119.7 . .
C13A C14A H14A 119.7 . .
C16A C15A C14A 120.89(18) . .
C16A C15A H15A 119.6 . .
C14A C15A H15A 119.6 . .
C17A C16A C15A 119.28(18) . .
C17A C16A H16A 120.4 . .
C15A C16A H16A 120.4 . .
C16A C17A C18A 120.24(19) . .
C16A C17A H17A 119.9 . .
C18A C17A H17A 119.9 . .
C17A C18A C13A 121.14(16) . .
C17A C18A H18A 119.4 . .
C13A C18A H18A 119.4 . .
C2B C1B C6B 121.21(15) . .
C2B C1B H1B 119.4 . .
C6B C1B H1B 119.4 . .
C3B C2B C1B 120.14(17) . .
C3B C2B H2B 119.9 . .
C1B C2B H2B 119.9 . .
C2B C3B C4B 119.74(17) . .
C2B C3B H3B 120.1 . .
C4B C3B H3B 120.1 . .
C3B C4B C5B 120.42(17) . .
C3B C4B H4B 119.8 . .
C5B C4B H4B 119.8 . .
C4B C5B C6B 120.45(16) . .
C4B C5B H5B 119.8 . .
C6B C5B H5B 119.8 . .
C1B C6B C5B 118.04(15) . .
C1B C6B C7B 121.97(13) . .
C5B C6B C7B 119.95(13) . .
C8B C7B C6B 107.73(9) . .
C8B C7B C6B 107.73(9) . 2_645
C6B C7B C6B 111.16(8) . 2_645
C8B C7B C6B 107.73(9) . 3_765
C6B C7B C6B 111.16(8) . 3_765
C6B C7B C6B 111.16(8) 2_645 3_765
C9B C8B C7B 180.0 . .
C8B C9B C9B 180.0 . 10_755
C6C C1C C2C 120.73(18) . .
C6C C1C H1C 119.6 . .
C2C C1C H1C 119.6 . .
C3C C2C C1C 120.4(2) . .
C3C C2C H2C 119.8 . .
C1C C2C H2C 119.8 . .
C2C C3C C4C 119.5(2) . .
C2C C3C H3C 120.2 . .
C4C C3C H3C 120.2 . .
C3C C4C C5C 120.5(2) . .
C3C C4C H4C 119.7 . .
C5C C4C H4C 119.7 . .
C6C C5C C4C 120.7(2) . .
C6C C5C H5C 119.6 . .
C4C C5C H5C 119.6 . .
C5C C6C C1C 118.09(16) . .
C5C C6C C7C 121.69(16) . .
C1C C6C C7C 120.17(15) . .
C8C C7C C6C 108.46(10) . 2_665
C8C C7C C6C 108.46(10) . .
C6C C7C C6C 110.47(10) 2_665 .
C8C C7C C6C 108.46(10) . 3_565
C6C C7C C6C 110.47(10) 2_665 3_565
C6C C7C C6C 110.47(10) . 3_565
C9C C8C C7C 180.0 . .
C8C C9C C9C 180.0 . 13_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1A C6A 1.3745(19) .
C1A C2A 1.390(2) .
C1A H1A 0.9300 .
C2A C3A 1.362(3) .
C2A H2A 0.9300 .
C3A C4A 1.361(3) .
C3A H3A 0.9300 .
C4A C5A 1.373(3) .
C4A H4A 0.9300 .
C5A C6A 1.375(2) .
C5A H5A 0.9300 .
C6A C7A 1.5412(14) .
C7A C8A 1.486(3) .
C7A C6A 1.5412(15) 3_665
C7A C6A 1.5412(15) 2_655
C8A C9A 1.186(3) .
C9A C10A 1.394(3) .
C10A C11A 1.185(3) .
C11A C12A 1.488(3) .
C12A C13A 1.5438(16) 3_665
C12A C13A 1.5438(16) .
C12A C13A 1.5438(16) 2_655
C13A C14A 1.382(2) .
C13A C18A 1.383(2) .
C14A C15A 1.377(3) .
C14A H14A 0.9300 .
C15A C16A 1.369(3) .
C15A H15A 0.9300 .
C16A C17A 1.364(3) .
C16A H16A 0.9300 .
C17A C18A 1.381(2) .
C17A H17A 0.9300 .
C18A H18A 0.9300 .
C1B C2B 1.380(2) .
C1B C6B 1.380(2) .
C1B H1B 0.9300 .
C2B C3B 1.366(2) .
C2B H2B 0.9300 .
C3B C4B 1.370(3) .
C3B H3B 0.9300 .
C4B C5B 1.383(2) .
C4B H4B 0.9300 .
C5B C6B 1.389(2) .
C5B H5B 0.9300 .
C6B C7B 1.5433(16) .
C7B C8B 1.486(3) .
C7B C6B 1.5433(16) 2_645
C7B C6B 1.5433(16) 3_765
C8B C9B 1.184(3) .
C9B C9B 1.381(5) 10_755
C1C C6C 1.385(2) .
C1C C2C 1.389(3) .
C1C H1C 0.9300 .
C2C C3C 1.367(3) .
C2C H2C 0.9300 .
C3C C4C 1.370(3) .
C3C H3C 0.9300 .
C4C C5C 1.385(3) .
C4C H4C 0.9300 .
C5C C6C 1.384(2) .
C5C H5C 0.9300 .
C6C C7C 1.5480(17) .
C7C C8C 1.484(4) .
C7C C6C 1.5480(17) 2_665
C7C C6C 1.5480(17) 3_565
C8C C9C 1.186(3) .
C9C C9C 1.380(5) 13_565
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C6A C1A C2A C3A 0.8(3) . .
C1A C2A C3A C4A -1.6(3) . .
C2A C3A C4A C5A 0.8(3) . .
C3A C4A C5A C6A 0.8(3) . .
C2A C1A C6A C5A 0.8(2) . .
C2A C1A C6A C7A 178.64(13) . .
C4A C5A C6A C1A -1.6(3) . .
C4A C5A C6A C7A -179.52(17) . .
C1A C6A C7A C8A 140.10(11) . .
C5A C6A C7A C8A -42.05(14) . .
C1A C6A C7A C6A -101.84(11) . 3_665
C5A C6A C7A C6A 76.0(2) . 3_665
C1A C6A C7A C6A 22.05(19) . 2_655
C5A C6A C7A C6A -160.11(14) . 2_655
C11A C12A C13A C14A 138.63(13) . .
C13A C12A C13A C14A 20.5(2) 3_665 .
C13A C12A C13A C14A -103.29(12) 2_655 .
C11A C12A C13A C18A -43.54(13) . .
C13A C12A C13A C18A -161.63(13) 3_665 .
C13A C12A C13A C18A 74.5(2) 2_655 .
C18A C13A C14A C15A -0.1(3) . .
C12A C13A C14A C15A 177.80(16) . .
C13A C14A C15A C16A 0.3(3) . .
C14A C15A C16A C17A -0.3(3) . .
C15A C16A C17A C18A 0.1(3) . .
C16A C17A C18A C13A 0.1(3) . .
C14A C13A C18A C17A -0.1(2) . .
C12A C13A C18A C17A -178.05(14) . .
C6B C1B C2B C3B -0.5(2) . .
C1B C2B C3B C4B 0.1(3) . .
C2B C3B C4B C5B 0.5(3) . .
C3B C4B C5B C6B -0.6(3) . .
C2B C1B C6B C5B 0.4(2) . .
C2B C1B C6B C7B 178.12(14) . .
C4B C5B C6B C1B 0.1(2) . .
C4B C5B C6B C7B -177.62(15) . .
C1B C6B C7B C8B 131.73(12) . .
C5B C6B C7B C8B -50.60(13) . .
C1B C6B C7B C6B 13.9(2) . 2_645
C5B C6B C7B C6B -168.40(13) . 2_645
C1B C6B C7B C6B -110.46(11) . 3_765
C5B C6B C7B C6B 67.2(2) . 3_765
C6C C1C C2C C3C 1.3(3) . .
C1C C2C C3C C4C -0.6(3) . .
C2C C3C C4C C5C -0.9(3) . .
C3C C4C C5C C6C 1.7(3) . .
C4C C5C C6C C1C -0.9(3) . .
C4C C5C C6C C7C 176.52(16) . .
C2C C1C C6C C5C -0.6(2) . .
C2C C1C C6C C7C -178.04(15) . .
C5C C6C C7C C8C 147.14(14) . .
C1C C6C C7C C8C -35.51(15) . .
C5C C6C C7C C6C -94.12(14) . 2_665
C1C C6C C7C C6C 83.2(2) . 2_665
C5C C6C C7C C6C 28.4(2) . 3_565
C1C C6C C7C C6C -154.25(16) . 3_565
