#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/66/2006633.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_2006633
loop_
_publ_author_name
'Gano, James E.'
'Kluwe, Constanze'
'Kirschbaum, Kristin'
'Pinkerton, A. Alan'
'Sekher, Padmanabhan'
'Skrzypczak-Jankun, Ewa'
'Subramaniam, Girija'
'Lenoir, Dieter'
_publ_section_title
;
 (E)-2,2,5,5-Tetramethyl-3,4-diphenylhex-3-ene, C₂₂H₂₈
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1723
_journal_page_last               1725
_journal_paper_doi               10.1107/S0108270197007117
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C22 H28'
_chemical_formula_weight         292.47
_chemical_name_systematic        E-2,2,5,5-Tetramethyl-3,4-diphenylhex-3-ene
_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_type_scat_source
'International Tables for X-ray Crystallography (Vol. IV)'
_cell_angle_alpha                96.530(10)
_cell_angle_beta                 91.39(2)
_cell_angle_gamma                112.06(2)
_cell_formula_units_Z            2
_cell_length_a                   6.291(2)
_cell_length_b                   8.259(2)
_cell_length_c                   18.054(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    140
_cell_measurement_theta_max      16
_cell_measurement_theta_min      8
_cell_volume                     861.4(4)
_computing_cell_refinement       CAD-4
_computing_data_collection       'CAD-4 (Enraf-Nonius,_1977)'
_computing_data_reduction        'PROCESS MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'CIF VAX MolEN'
_computing_structure_refinement  'LSFM MolEN'
_computing_structure_solution    'SIR (Burla et al., 1989) (direct methods)'
_diffrn_ambient_temperature      140
_diffrn_measurement_device       Enraf_Nonius_CAD4
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.012
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3702
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.14
_diffrn_standards_decay_%        2.4
_diffrn_standards_interval_time  50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.059
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type
'empirical via \y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.13
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.77
_refine_diff_density_min         -0.07
_refine_ls_abs_structure_details
;
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.5
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         2658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.068
_refine_ls_R_factor_obs          .049
_refine_ls_shift/esd_max         0.011
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fo²/[σ²(Fo²) + 0.0009Fo⁴]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         .066
_reflns_number_observed          2658
_reflns_number_total             3374
_reflns_observed_criterion       >3.0\s(I)
_cod_data_source_file            bk1316.cif
_cod_data_source_block           parentstilben
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '4Fo^2^/[\s^2^(Fo^2^) +
0.0009Fo^4^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0009Fo^4^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        861.4(7)
_cod_database_code               2006633
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
C1 .0376(3) .0273(2) .03570(10) .0286(4) Uani ?
C2 .2094(3) .2165(2) .07038(9) .0220(4) Uani ?
C3 .1577(3) .2526(2) .15220(10) .0368(5) Uani ?
C4 .2043(3) .3742(2) .03450(10) .0314(5) Uani ?
C5 .4535(3) .2171(2) .07040(10) .0344(5) Uani ?
C6 -.0340(3) -.1010(2) .09290(10) .0272(4) Uani ?
C7 .1007(3) -.1935(2) .11220(10) .0263(4) Uani ?
C8 .0368(3) -.3064(2) .16620(10) .0251(4) Uani ?
C9 -.1615(3) -.3285(2) .20262(9) .0263(4) Uani ?
C10 -.2970(3) -.2379(2) .18410(10) .0268(4) Uani ?
C11 -.2335(3) -.1252(2) .13010(10) .0289(4) Uani ?
C12 .4821(3) .5039(2) .46345(9) .0231(4) Uani ?
C13 .4550(3) .6611(2) .42856(9) .0220(4) Uani ?
C14 .6945(3) .8018(2) .42090(10) .0295(5) Uani ?
C15 .3089(3) .7483(2) .47090(10) .0299(5) Uani ?
C16 .3361(3) .5966(2) .34890(10) .0286(5) Uani ?
C17 .4739(3) .3548(2) .40540(9) .0241(4) Uani ?
C18 .6693(3) .3637(2) .36790(10) .0278(4) Uani ?
C19 .6608(3) .2310(2) .31220(10) .0308(5) Uani ?
C20 .4561(3) .0888(2) .29220(10) .0330(5) Uani ?
C21 .2611(3) .0782(2) .32800(10) .0305(5) Uani ?
C22 .2689(3) .2109(2) .38440(10) .0269(4) Uani ?
H3 .169(3) .163(3) .1830(10) .050(6) Uiso ?
H3a .003(3) .254(3) .1560(10) .056(7) Uiso ?
H3b .279(3) .380(3) .1780(10) .050(6) Uiso ?
H4 .299(3) .474(2) .0654(9) .017(4) Uiso ?
H4b .271(3) .381(3) -.0170(10) .052(7) Uiso ?
H4a .039(3) .378(2) .0320(10) .041(6) Uiso ?
H5b .570(3) .334(2) .0940(10) .044(6) Uiso ?
H5 .463(3) .118(3) .0960(10) .044(6) Uiso ?
H5a .493(3) .192(2) .0190(10) .037(5) Uiso ?
H7 .241(3) -.178(2) .0870(10) .023(5) Uiso ?
H8 .136(3) -.371(2) .1780(10) .028(5) Uiso ?
H9 -.206(3) -.407(2) .2410(10) .036(5) Uiso ?
H10 -.437(3) -.251(2) .2100(10) .031(5) Uiso ?
H11 -.329(3) -.055(2) .1170(10) .034(5) Uiso ?
H14 .678(3) .896(2) .3940(10) .036(5) Uiso ?
H14b .790(3) .755(2) .3930(10) .033(5) Uiso ?
H14a .782(3) .854(3) .4700(10) .053(7) Uiso ?
H15a .281(3) .826(2) .4400(10) .032(5) Uiso ?
H15b .387(3) .823(2) .5170(10) .037(5) Uiso ?
H15 .156(3) .658(2) .4820(10) .035(5) Uiso ?
H16a .180(3) .498(2) .3500(10) .033(5) Uiso ?
H16b .318(3) .702(2) .3270(10) .040(6) Uiso ?
H16 .429(3) .547(2) .3150(10) .027(5) Uiso ?
H18 .820(3) .467(2) .3830(10) .025(5) Uiso ?
H19 .796(3) .238(2) .2880(10) .034(5) Uiso ?
H20 .452(3) .002(2) .2550(10) .041(6) Uiso ?
H21 .122(3) -.019(2) .3160(10) .038(6) Uiso ?
H22 .127(3) .201(2) .4100(10) .031(5) Uiso ?
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
C2 C1 C6 . 112.90(10)
C1 C1 C2 2_555 127.0(2)
C1 C1 C6 2_555 120.00(10)
C1 C2 C3 . 109.00(10)
C1 C2 C4 . 117.90(10)
C1 C2 C5 . 107.90(10)
C3 C2 C4 . 104.60(10)
C3 C2 C5 . 107.8(2)
C4 C2 C5 . 109.20(10)
C2 C3 H3 . 112.0(10)
C2 C3 H3a . 111.0(10)
C2 C3 H3b . 110.0(10)
H3 C3 H3a . 108(2)
H3 C3 H3b . 108(2)
H3a C3 H3b . 108(2)
C2 C4 H4 . 106.0(10)
C2 C4 H4b . 113.0(10)
C2 C4 H4a . 112.0(10)
H4 C4 H4b . 106.0(10)
H4 C4 H4a . 107(2)
H4b C4 H4a . 112(2)
C2 C5 H5b . 111.0(10)
C2 C5 H5 . 111.0(10)
C2 C5 H5a . 111.0(10)
H5b C5 H5 . 112(2)
H5b C5 H5a . 109.0(10)
H5 C5 H5a . 104(2)
C1 C6 C7 . 121.5(2)
C1 C6 C11 . 120.6(2)
C7 C6 C11 . 117.8(2)
C6 C7 C8 . 121.0(2)
C6 C7 H7 . 119.0(10)
C8 C7 H7 . 120.0(10)
C7 C8 C9 . 120.4(2)
C7 C8 H8 . 119.0(10)
C9 C8 H8 . 121.0(10)
C8 C9 C10 . 119.3(2)
C8 C9 H9 . 121.0(10)
C10 C9 H9 . 120.0(10)
C9 C10 C11 . 120.2(2)
C9 C10 H10 . 120.0(10)
C11 C10 H10 . 120.0(10)
C6 C11 C10 . 121.2(2)
C6 C11 H11 . 118.0(10)
C10 C11 H11 . 121.0(10)
C13 C12 C17 . 112.90(10)
C12 C12 C13 2_666 126.6(2)
C12 C12 C17 2_666 120.4(2)
C12 C13 C14 . 109.50(10)
C12 C13 C15 . 115.40(10)
C12 C13 C16 . 110.00(10)
C14 C13 C15 . 109.30(10)
C14 C13 C16 . 106.80(10)
C15 C13 C16 . 105.40(10)
C13 C14 H14 . 109.0(10)
C13 C14 H14b . 112.4(9)
C13 C14 H14a . 112.0(10)
H14 C14 H14b . 107(2)
H14 C14 H14a . 110(2)
H14b C14 H14a . 105(2)
C13 C15 H15a . 108.0(10)
C13 C15 H15b . 114.0(10)
C13 C15 H15 . 112.0(10)
H15a C15 H15b . 105(2)
H15a C15 H15 . 108(2)
H15b C15 H15 . 110(2)
C13 C16 H16a . 110.0(10)
C13 C16 H16b . 108.0(10)
C13 C16 H16 . 111.0(10)
H16a C16 H16b . 111(2)
H16a C16 H16 . 107.0(10)
H16b C16 H16 . 109(2)
C12 C17 C18 . 120.50(10)
C12 C17 C22 . 120.9(2)
C18 C17 C22 . 118.4(2)
C17 C18 C19 . 120.90(10)
C17 C18 H18 . 119.0(10)
C19 C18 H18 . 120.0(10)
C18 C19 C20 . 119.9(2)
C18 C19 H19 . 119.0(10)
C20 C19 H19 . 120.0(10)
C19 C20 C21 . 120.1(2)
C19 C20 H20 . 119.0(10)
C21 C20 H20 . 120.0(10)
C20 C21 C22 . 120.20(10)
C20 C21 H21 . 121.0(10)
C22 C21 H21 . 118.0(10)
C17 C22 C21 . 120.4(2)
C17 C22 H22 . 120.4(9)
C21 C22 H22 . 119.3(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.574(2) ?
C1 C1 2_555 1.331(2) ?
C1 C6 . 1.518(3) ?
C2 C3 . 1.541(3) ?
C2 C4 . 1.529(3) ?
C2 C5 . 1.533(3) ?
C3 H3 . .99(2) ?
C3 H3a . .98(2) ?
C3 H3b . 1.08(2) ?
C4 H4 . .920(10) ?
C4 H4b . 1.02(2) ?
C4 H4a . 1.05(2) ?
C5 H5b . 1.01(2) ?
C5 H5 . 1.00(2) ?
C5 H5a . .99(2) ?
C6 C7 . 1.398(3) ?
C6 C11 . 1.396(2) ?
C7 C8 . 1.387(2) ?
C7 H7 . .97(2) ?
C8 C9 . 1.385(3) ?
C8 H8 . .99(2) ?
C9 C10 . 1.386(3) ?
C9 H9 . .97(2) ?
C10 C11 . 1.387(3) ?
C10 H10 . .98(2) ?
C11 H11 . 1.02(2) ?
C12 C13 . 1.568(3) ?
C12 C12 2_666 1.347(2) ?
C12 C17 . 1.508(2) ?
C13 C14 . 1.540(2) ?
C13 C15 . 1.534(3) ?
C13 C16 . 1.544(2) ?
C14 H14 . .99(2) ?
C14 H14b . .96(2) ?
C14 H14a . 1.00(2) ?
C15 H15a . .95(2) ?
C15 H15b . .98(2) ?
C15 H15 . 1.01(2) ?
C16 H16a . 1.02(2) ?
C16 H16b . 1.04(2) ?
C16 H16 . 1.00(2) ?
C17 C18 . 1.400(3) ?
C17 C22 . 1.394(2) ?
C18 C19 . 1.384(2) ?
C18 H18 . 1.010(10) ?
C19 C20 . 1.383(2) ?
C19 H19 . .95(2) ?
C20 C21 . 1.379(3) ?
C20 H20 . .92(2) ?
C21 C22 . 1.393(2) ?
C21 H21 . .94(2) ?
C22 H22 . .99(2) ?
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 2_555 151.5(2)
C1 C1 C2 C4 2_555 32.5(3)
C1 C1 C2 C5 2_555 -91.6(2)
C6 C1 C2 C3 . -31.2(2)
C6 C1 C2 C4 . -150.2(2)
C6 C1 C2 C5 . 85.6(2)
C1 C1 C6 C7 2_555 93.2(2)
C1 C1 C6 C11 2_555 -89.3(2)
C2 C1 C6 C7 . -84.3(2)
C2 C1 C6 C11 . 93.3(2)
C1 C2 C3 H3b . 177.0(10)
C1 C2 C3 H3 . 58.0(10)
C1 C2 C3 H3a . -63.0(10)
C4 C2 C3 H3b . -56.0(10)
C4 C2 C3 H3 . -175.0(10)
C4 C2 C3 H3a . 64.0(10)
C5 C2 C3 H3b . 61.0(10)
C5 C2 C3 H3 . -59.0(10)
C5 C2 C3 H3a . 180.0(10)
C1 C2 C4 H4a . 55.0(10)
C1 C2 C4 H4 . 172.0(10)
C1 C2 C4 H4b . -71.0(10)
C3 C2 C4 H4a . -66.0(10)
C3 C2 C4 H4 . 51.0(10)
C3 C2 C4 H4b . 167.0(10)
C5 C2 C4 H4a . 179.0(10)
C5 C2 C4 H4 . -64.0(10)
C5 C2 C4 H4b . 52.0(10)
C1 C2 C5 H5a . 61.0(10)
C1 C2 C5 H5b . -178.0(10)
C1 C2 C5 H5 . -53.0(10)
C3 C2 C5 H5a . 179.0(10)
C3 C2 C5 H5b . -60.0(10)
C3 C2 C5 H5 . 64.0(10)
C4 C2 C5 H5a . -68.0(10)
C4 C2 C5 H5b . 53.0(10)
C4 C2 C5 H5 . 176.0(10)
C1 C6 C7 C8 . 178.1(2)
C1 C6 C7 H7 . -2.0(10)
C11 C6 C7 C8 . 0.4(3)
C11 C6 C7 H7 . -180.0(10)
C1 C6 C11 C10 . -178.0(2)
C1 C6 C11 H11 . 1.0(10)
C7 C6 C11 C10 . -0.3(3)
C7 C6 C11 H11 . 178.0(10)
C6 C7 C8 C9 . -0.6(3)
C6 C7 C8 H8 . 179.0(10)
H7 C7 C8 C9 . 180.0(10)
H7 C7 C8 H8 . -0.3(2)
C7 C8 C9 C10 . 0.6(3)
C7 C8 C9 H9 . -179.0(10)
H8 C8 C9 C10 . -179.0(10)
H8 C8 C9 H9 . 1(2)
C8 C9 C10 C11 . -0.5(3)
C8 C9 C10 H10 . -179.0(10)
H9 C9 C10 C11 . 179.0(10)
H9 C9 C10 H10 . 1(2)
C9 C10 C11 C6 . 0.4(3)
C9 C10 C11 H11 . -178.0(10)
H10 C10 C11 C6 . 179.0(10)
H10 C10 C11 H11 . 1(2)
C12 C12 C13 C14 2_666 82.3(2)
C12 C12 C13 C15 2_666 -41.5(2)
C12 C12 C13 C16 2_666 -160.6(2)
C17 C12 C13 C14 . -95.3(2)
C17 C12 C13 C15 . 140.9(2)
C17 C12 C13 C16 . 21.8(2)
C12 C12 C17 C18 2_666 -96.8(2)
C12 C12 C17 C22 2_666 87.5(2)
C13 C12 C17 C18 . 81.0(2)
C13 C12 C17 C22 . -94.8(2)
C12 C13 C14 H14a . -63.0(10)
C12 C13 C14 H14b . 55.0(10)
C12 C13 C14 H14 . 175.0(10)
C15 C13 C14 H14a . 65.0(10)
C15 C13 C14 H14b . -177.0(10)
C15 C13 C14 H14 . -58.0(10)
C16 C13 C14 H14a . 178.0(10)
C16 C13 C14 H14b . -64.0(10)
C16 C13 C14 H14 . 55(2)
C12 C13 C15 H15 . -50.0(10)
C12 C13 C15 H15a . -169.0(10)
C12 C13 C15 H15b . 74.0(10)
C14 C13 C15 H15 . -174.0(10)
C14 C13 C15 H15a . 67.0(10)
C14 C13 C15 H15b . -50.0(10)
C16 C13 C15 H15 . 71.0(10)
C16 C13 C15 H15a . -48.0(10)
C16 C13 C15 H15b . -164.0(10)
C12 C13 C16 H16 . -60.0(10)
C12 C13 C16 H16a . 58.0(10)
C12 C13 C16 H16b . 179.0(10)
C14 C13 C16 H16 . 58.0(10)
C14 C13 C16 H16a . 177.0(10)
C14 C13 C16 H16b . -62.0(10)
C15 C13 C16 H16 . 175.0(10)
C15 C13 C16 H16a . -67.0(10)
C15 C13 C16 H16b . 54.0(10)
C12 C17 C18 C19 . -177.2(2)
C12 C17 C18 H18 . 5.0(10)
C22 C17 C18 C19 . -1.3(3)
C22 C17 C18 H18 . -179.0(10)
C12 C17 C22 C21 . 176.8(2)
C12 C17 C22 H22 . -4.0(10)
C18 C17 C22 C21 . 1.0(3)
C18 C17 C22 H22 . -180.0(10)
C17 C18 C19 C20 . 1.1(3)
C17 C18 C19 H19 . -178.0(10)
H18 C18 C19 C20 . 179.0(10)
H18 C18 C19 H19 . 0(2)
C18 C19 C20 C21 . -0.6(3)
C18 C19 C20 H20 . 180.0(10)
H19 C19 C20 C21 . 179.0(10)
H19 C19 C20 H20 . -1(2)
C19 C20 C21 C22 . 0.2(3)
C19 C20 C21 H21 . -178.0(10)
H20 C20 C21 C22 . -180.0(10)
H20 C20 C21 H21 . 2(2)
C20 C21 C22 C17 . -0.4(3)
C20 C21 C22 H22 . -180.0(10)
H21 C21 C22 C17 . 178.0(10)
H21 C21 C22 H22 . -2(2)
