#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/12/2101271.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_2101271
loop_
_publ_author_name
'Ogawa, K.'
'Harada, J.'
'Tomoda, S.'
_publ_section_title
;
 Unusually short ethylene bond and large amplitude torsional motion of
 (E)-stilbenes in crystals. X-ray crystallographic study of
 `stiff' stilbenes
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              240
_journal_page_last               248
_journal_paper_doi               10.1107/S010876819400950X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C10 H10'
_chemical_formula_sum            'C20 H20'
_chemical_formula_weight         260.38
_chemical_melting_point          461.0
_chemical_name_systematic        '      (E)-5,5'-dimethyl-1,1'-biindanylidene'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 95.22(2)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   21.776(2)
_cell_length_b                   8.620(2)
_cell_length_c                   7.709(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      79.0
_cell_measurement_theta_min      75.6
_cell_volume                     1441.0(5)
_computing_cell_refinement       MSC/AFC
_computing_data_collection
;
Rigaku AFC6A, MSC/AFC Diffractometer Control Software
;
_computing_data_reduction        xtal_DIFDAT_ADDREF_SORTRF
_computing_molecular_graphics    xtal_ORTEP
_computing_publication_material  xtal_BONDLA_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    xtal_GENTAN
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Rigaku AFC6A'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           'Copper K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  .013
_diffrn_reflns_av_sigmaI/netI    .005
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1130
_diffrn_reflns_reduction_process perpendicular_monochr_Lp
_diffrn_reflns_theta_max         59.99
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.47
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'Absorption correction not applied'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.2
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         .227
_refine_diff_density_min         -.294
_refine_ls_abs_structure_details none
_refine_ls_abs_structure_Flack   0
_refine_ls_extinction_coef       .00000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.403
_refine_ls_goodness_of_fit_obs   2.568
_refine_ls_hydrogen_treatment    'no restraint'
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     131
_refine_ls_number_reflns         930
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .054
_refine_ls_R_factor_obs          .049
_refine_ls_shift/esd_max         .175
_refine_ls_shift/esd_mean        .01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/(σ²(F)+0.0002F²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .058
_refine_ls_wR_factor_obs         .057
_reflns_number_observed          930
_reflns_number_total             1068
_reflns_observed_criterion       refl_observed_if_Inet_>2.000_sigma(Inet)
_cod_data_source_file            as0668.cif
_cod_data_source_block           5inrt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/(\s^2^(F)+0.0002F^2^)' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/(\s^2^(F)+0.0002F^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1441.0(6)
_cod_database_code               2101271
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,+y,1/2-z
-x,-y,-z
+x,-y,1/2+z
1/2+x,1/2+y,+z
1/2-x,1/2+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 .0371(9) .0337(9) .0406(9) .0006(7) .0046(7) -.0004(7)
C2 .0383(9) .0370(10) .0500(10) .0035(8) .0071(8) -.0024(8)
C3 .0390(10) .0440(10) .0610(10) .0033(8) .0121(9) -.0025(9)
C4 .0360(10) .0530(10) .0480(10) -.0031(8) .0072(8) .0003(8)
C5 .0440(10) .0480(10) .0500(10) -.0090(9) .0040(8) .0039(8)
C6 .0540(10) .0390(10) .0820(10) -.0021(9) .0140(10) .0020(10)
C7 .0440(10) .0380(10) .0780(10) .0009(9) .0160(10) .0017(9)
C8 .0368(9) .0380(10) .0423(9) .0001(7) .0055(7) -.0006(7)
C9 .0356(9) .0430(10) .0390(9) -.0004(8) .0036(7) -.0003(7)
C10 .0600(10) .0590(10) .078(2) -.0190(10) .0110(10) .0110(10)
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
C1 .47073(8) .4953(2) .5238(2) .0370(9) Uani
C2 .42997(8) .6336(2) .5542(3) .0410(10) Uani
C3 .36763(8) .5686(2) .5978(3) .0480(10) Uani
C4 .33301(8) .2830(2) .6304(2) .0450(10) Uani
C5 .34794(8) .1264(2) .6255(2) .0470(10) Uani
C6 .40679(9) .0875(2) .5857(3) .0580(10) Uani
C7 .45000(9) .1975(2) .5499(3) .0520(10) Uani
C8 .43507(7) .3556(2) .5547(2) .0389(9) Uani
C9 .37574(7) .3950(2) .5958(2) .0390(9) Uani
C10 .30240(10) .0025(3) .6627(4) .0660(10) Uani
H21 .4491(8) .696(2) .655(3) .058(5) Uiso
H22 .4244(9) .700(2) .446(3) .059(5) Uiso
H31 .3560(9) .605(3) .713(3) .069(6) Uiso
H32 .3332(9) .602(2) .508(3) .061(5) Uiso
H4 .2900(10) .311(2) .655(3) .062(6) Uiso
H6 .4170(10) -.022(3) .581(3) .081(7) Uiso
H7 .4920(10) .162(2) .520(3) .064(6) Uiso
H101 .3170(10) -.062(4) .761(4) .130(10) Uiso
H102 .261(2) .047(4) .688(5) .150(10) Uiso
H103 .2920(10) -.068(4) .562(4) .130(10) Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .017 .009 'IntTabIV Tables 2.2B and 2.3.1'
H 0 0 'IntTabIV Tables 2.2B and 2.3.1'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 2 -1
2 4 -2
1 3 -2
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C8 . 107.10(10)
C2 C1 C1 3_666 124.80(10)
C8 C1 C1 3_666 128.00(10)
C1 C2 C3 . 106.80(10)
C1 C2 H21 . 109.0(10)
C1 C2 H22 . 110.0(10)
C3 C2 H21 . 110.0(10)
C3 C2 H22 . 110.0(10)
H21 C2 H22 . 111(2)
C2 C3 C9 . 104.70(10)
C2 C3 H31 . 112.0(10)
C2 C3 H32 . 111.0(10)
C9 C3 H31 . 111.0(10)
C9 C3 H32 . 111.0(10)
H31 C3 H32 . 107(2)
C5 C4 C9 . 120.6(2)
C5 C4 H4 . 118.0(10)
C9 C4 H4 . 121.0(10)
C4 C5 C6 . 117.7(2)
C4 C5 C10 . 121.7(2)
C6 C5 C10 . 120.7(2)
C5 C6 C7 . 122.6(2)
C5 C6 H6 . 117.0(10)
C7 C6 H6 . 120.0(10)
C6 C7 C8 . 119.9(2)
C6 C7 H7 . 119.0(10)
C8 C7 H7 . 121.0(10)
C1 C8 C7 . 131.9(2)
C1 C8 C9 . 110.60(10)
C7 C8 C9 . 117.6(2)
C3 C9 C4 . 127.6(2)
C3 C9 C8 . 110.80(10)
C4 C9 C8 . 121.7(2)
C5 C10 H101 . 112(2)
C5 C10 H102 . 112(2)
C5 C10 H103 . 113(2)
H101 C10 H102 . 108(3)
H101 C10 H103 . 107(3)
H102 C10 H103 . 104(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.517(2)
C1 C8 . 1.465(2)
C1 C1 3_666 1.360(3)
C2 C3 . 1.534(3)
C2 H21 . 1.00(2)
C2 H22 . 1.01(2)
C3 C9 . 1.507(3)
C3 H31 . 1.00(2)
C3 H32 . 1.01(2)
C4 C5 . 1.389(3)
C4 C9 . 1.384(2)
C4 H4 . 1.01(2)
C5 C6 . 1.386(3)
C5 C10 . 1.503(3)
C6 C7 . 1.381(3)
C6 H6 . .97(2)
C7 C8 . 1.402(2)
C7 H7 . 1.00(2)
C8 C9 . 1.400(2)
C10 H101 . .97(3)
C10 H102 . 1.01(4)
C10 H103 . 1.00(3)
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
C8 C1 C2 C3 . -2.1(2)
C8 C1 C2 H21 . 117.0(10)
C8 C1 C2 H22 . -122.0(10)
C1 C1 C2 C3 3_666 177.7(2)
C1 C1 C2 H21 3_666 -64.0(10)
C1 C1 C2 H22 3_666 58.0(10)
C2 C1 C8 C7 . -178.2(2)
C2 C1 C8 C9 . 1.9(2)
C1 C1 C8 C7 3_666 2.0(3)
C1 C1 C8 C9 3_666 -178.0(2)
C1 C2 C3 C9 . 1.6(2)
C1 C2 C3 H31 . 123.0(10)
C1 C2 C3 H32 . -118.0(10)
H21 C2 C3 C9 . -117.0(10)
H21 C2 C3 H31 . 4(2)
H21 C2 C3 H32 . 124(2)
H22 C2 C3 C9 . 121.0(10)
H22 C2 C3 H31 . -118(2)
H22 C2 C3 H32 . 2(2)
C2 C3 C9 C4 . 178.7(2)
C2 C3 C9 C8 . -.5(2)
H31 C3 C9 C4 . 57.0(10)
H31 C3 C9 C8 . -122.0(10)
H32 C3 C9 C4 . -61.0(10)
H32 C3 C9 C8 . 119.0(10)
C9 C4 C5 C6 . .3(3)
C9 C4 C5 C10 . 179.9(2)
H4 C4 C5 C6 . 178.0(10)
H4 C4 C5 C10 . -3.0(10)
C5 C4 C9 C3 . -179.1(2)
C5 C4 C9 C8 . .1(3)
H4 C4 C9 C3 . 4.0(10)
H4 C4 C9 C8 . -177.0(10)
C4 C5 C6 C7 . -.6(3)
C4 C5 C6 H6 . -179(2)
C10 C5 C6 C7 . 179.7(2)
C10 C5 C6 H6 . 1(2)
C4 C5 C10 H101 . -120(2)
C4 C5 C10 H102 . 1(2)
C4 C5 C10 H103 . 118(2)
C6 C5 C10 H101 . 59(2)
C6 C5 C10 H102 . -179(2)
C6 C5 C10 H103 . -62(2)
C5 C6 C7 C8 . .6(3)
C5 C6 C7 H7 . -179.0(10)
H6 C6 C7 C8 . 179(2)
H6 C6 C7 H7 . 0(2)
C6 C7 C8 C1 . 179.8(2)
C6 C7 C8 C9 . -.3(3)
H7 C7 C8 C1 . .0(10)
H7 C7 C8 C9 . 179.0(10)
C1 C8 C9 C3 . -.8(2)
C1 C8 C9 C4 . 179.90(10)
C7 C8 C9 C3 . 179.2(2)
C7 C8 C9 C4 . -.1(2)
