#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/81/2208125.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_2208125
loop_
_publ_author_name
'Bats, Jan W.'
'Urschel, Birgit'
_publ_section_title
;
 Redetermination of
 cis,cis-1,2,3,4-tetraphenylbuta-1,3-diene
;
_journal_coeditor_code           LH6582
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o748
_journal_page_last               o750
_journal_paper_doi               10.1107/S1600536806002078
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C28 H22'
_chemical_formula_moiety         'C28 H22'
_chemical_formula_sum            'C28 H22'
_chemical_formula_weight         358.46
_chemical_name_systematic
;
cis,cis-1,2,3,4-tetraphenylbuta-1,3-diene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.380(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.7873(11)
_cell_length_b                   21.262(3)
_cell_length_c                   7.914(2)
_cell_measurement_reflns_used    119
_cell_measurement_temperature    162(2)
_cell_measurement_theta_max      23
_cell_measurement_theta_min      3
_cell_volume                     967.8(3)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1996)'
_computing_publication_material  'SHELXL97 '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      162(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Siemens SMART 1K CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'noraml-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16868
_diffrn_reflns_theta_full        31.70
_diffrn_reflns_theta_max         32.40
_diffrn_reflns_theta_min         1.92
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_time  1200
_diffrn_standards_number         232
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pale_yellow
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.208
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         3325
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.06P)²+0.2P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1226
_reflns_number_gt                2678
_reflns_number_total             3325
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6582.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208125
_cod_database_fobs_code          2208125
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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_occupancy
_atom_site_type_symbol
C1 0.42707(15) 0.52530(4) 0.45725(11) 0.01748(17) Uani d 1 C
C2 0.25862(15) 0.51173(4) 0.32935(12) 0.01922(18) Uani d 1 C
C3 0.10373(15) 0.55498(4) 0.22420(11) 0.01842(18) Uani d 1 C
C4 -0.11519(16) 0.53271(4) 0.15607(12) 0.02188(19) Uani d 1 C
C5 -0.26744(17) 0.57033(5) 0.05183(13) 0.0254(2) Uani d 1 C
C6 -0.20176(19) 0.63034(5) 0.00869(14) 0.0279(2) Uani d 1 C
C7 0.01656(19) 0.65275(5) 0.07210(14) 0.0289(2) Uani d 1 C
C8 0.16746(17) 0.61581(4) 0.17950(13) 0.0236(2) Uani d 1 C
C9 0.46529(15) 0.59153(4) 0.51916(11) 0.01777(18) Uani d 1 C
C10 0.30027(17) 0.62055(4) 0.60917(12) 0.02190(19) Uani d 1 C
C11 0.32711(19) 0.68315(5) 0.66040(13) 0.0265(2) Uani d 1 C
C12 0.51768(19) 0.71757(5) 0.62116(14) 0.0281(2) Uani d 1 C
C13 0.68346(18) 0.68900(5) 0.53250(14) 0.0264(2) Uani d 1 C
C14 0.65908(16) 0.62619(4) 0.48341(13) 0.02188(19) Uani d 1 C
H2 0.231(2) 0.4672(6) 0.2989(17) 0.026(3) Uiso d 1 H
H4 -0.165(2) 0.4893(6) 0.1843(18) 0.032(3) Uiso d 1 H
H5 -0.423(2) 0.5540(6) 0.0063(18) 0.034(4) Uiso d 1 H
H6 -0.308(2) 0.6566(7) -0.0684(18) 0.035(4) Uiso d 1 H
H7 0.070(3) 0.6954(7) 0.0386(19) 0.040(4) Uiso d 1 H
H8 0.318(2) 0.6328(6) 0.2223(18) 0.033(3) Uiso d 1 H
H10 0.160(2) 0.5968(6) 0.6351(17) 0.031(3) Uiso d 1 H
H11 0.207(3) 0.7016(7) 0.7248(19) 0.038(4) Uiso d 1 H
H12 0.535(2) 0.7620(7) 0.6569(19) 0.036(4) Uiso d 1 H
H13 0.821(3) 0.7125(7) 0.5039(19) 0.040(4) Uiso d 1 H
H14 0.776(2) 0.6071(6) 0.4211(18) 0.030(3) Uiso d 1 H
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
C2 C1 C1 . 3_666 120.77(10)
C2 C1 C9 . . 120.76(8)
C1 C1 C9 3_666 . 118.44(9)
C1 C2 C3 . . 129.04(8)
C1 C2 H2 . . 118.0(8)
C3 C2 H2 . . 112.9(8)
C8 C3 C4 . . 117.79(8)
C8 C3 C2 . . 123.88(8)
C4 C3 C2 . . 118.21(8)
C5 C4 C3 . . 121.29(9)
C5 C4 H4 . . 118.9(8)
C3 C4 H4 . . 119.8(8)
C6 C5 C4 . . 120.18(9)
C6 C5 H5 . . 119.6(8)
C4 C5 H5 . . 120.2(8)
C5 C6 C7 . . 119.34(9)
C5 C6 H6 . . 120.3(8)
C7 C6 H6 . . 120.4(8)
C6 C7 C8 . . 120.68(10)
C6 C7 H7 . . 120.6(8)
C8 C7 H7 . . 118.7(9)
C7 C8 C3 . . 120.68(9)
C7 C8 H8 . . 118.8(8)
C3 C8 H8 . . 120.5(8)
C10 C9 C14 . . 118.68(8)
C10 C9 C1 . . 119.81(8)
C14 C9 C1 . . 121.46(8)
C11 C10 C9 . . 120.62(9)
C11 C10 H10 . . 119.4(8)
C9 C10 H10 . . 120.0(8)
C12 C11 C10 . . 120.26(9)
C12 C11 H11 . . 121.9(8)
C10 C11 H11 . . 117.9(9)
C11 C12 C13 . . 119.54(9)
C11 C12 H12 . . 119.7(8)
C13 C12 H12 . . 120.7(8)
C12 C13 C14 . . 120.36(9)
C12 C13 H13 . . 120.9(9)
C14 C13 H13 . . 118.7(9)
C13 C14 C9 . . 120.51(9)
C13 C14 H14 . . 119.3(8)
C9 C14 H14 . . 120.2(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.3561(12)
C1 C1 3_666 1.4835(17)
C1 C9 . 1.4993(12)
C2 C3 . 1.4750(12)
C2 H2 . 0.986(13)
C3 C8 . 1.4011(13)
C3 C4 . 1.4029(13)
C4 C5 . 1.3911(13)
C4 H4 . 0.999(14)
C5 C6 . 1.3849(15)
C5 H5 . 0.996(14)
C6 C7 . 1.3908(15)
C6 H6 . 0.989(14)
C7 C8 . 1.3918(13)
C7 H7 . 1.003(15)
C8 H8 . 0.969(14)
C9 C10 . 1.3969(13)
C9 C14 . 1.3969(13)
C10 C11 . 1.3950(13)
C10 H10 . 0.998(14)
C11 C12 . 1.3873(16)
C11 H11 . 0.989(15)
C12 C13 . 1.3898(16)
C12 H12 . 0.987(15)
C13 C14 . 1.3936(13)
C13 H13 . 0.987(15)
C14 H14 . 0.969(14)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C6 H6 Cg1 1_454 0.990(10) 2.96 3.747 137 yes
C14 H14 Cg2 1_655 0.970(10) 2.74 3.595 147 yes
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
C1 C1 C2 C3 3_666 -177.03(10)
C9 C1 C2 C3 . 4.88(15)
C1 C2 C3 C8 . 32.04(15)
C1 C2 C3 C4 . -152.04(10)
C8 C3 C4 C5 . -1.97(14)
C2 C3 C4 C5 . -178.14(9)
C3 C4 C5 C6 . 2.09(15)
C4 C5 C6 C7 . -0.69(16)
C5 C6 C7 C8 . -0.75(17)
C6 C7 C8 C3 . 0.83(17)
C4 C3 C8 C7 . 0.52(15)
C2 C3 C8 C7 . 176.46(9)
C2 C1 C9 C10 . 69.99(12)
C1 C1 C9 C10 3_666 -108.14(12)
C2 C1 C9 C14 . -107.54(11)
C1 C1 C9 C14 3_666 74.33(13)
C14 C9 C10 C11 . 0.81(14)
C1 C9 C10 C11 . -176.79(8)
C9 C10 C11 C12 . 0.55(15)
C10 C11 C12 C13 . -0.91(15)
C11 C12 C13 C14 . -0.09(15)
C12 C13 C14 C9 . 1.47(15)
C10 C9 C14 C13 . -1.81(14)
C1 C9 C14 C13 . 175.75(9)
