#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/40/4024078.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_4024078
loop_
_publ_author_name
'Toshiaki Shimasaki'
'Shin-ichiro Kato'
'Teruo Shinmyozu'
_publ_contact_author_address
;
Institute for Materials Chemistry and Engineering (IMCE),
6-10-1 Higashi-ku, Fukuoka 812-8581, Japan
;
_publ_contact_author_email       shinmyo@ms.ifoc.kyushu-u.ac.jp
_publ_contact_author_fax         '+81 92 642 2735'
_publ_contact_author_name        'Prof Teruo Shinmyozu'
_publ_contact_author_phone       '+81 92 642 2716'
_publ_section_title
;
 Synthesis, Structural, Spectral, and Photoswitchable Properties of
 cis- and trans-2,2,2',2'-Tetramethyl-1,1'-indanylindanes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6251
_journal_page_last               6254
_journal_paper_doi               10.1021/jo0701233
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C22 H24 '
_chemical_formula_sum            'C22 H24'
_chemical_formula_weight         288.43
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                103.661(2)
_cell_angle_beta                 98.748(2)
_cell_angle_gamma                99.811(3)
_cell_formula_units_Z            2
_cell_length_a                   8.4851(3)
_cell_length_b                   8.6692(5)
_cell_length_c                   11.7774(5)
_cell_measurement_reflns_used    5890
_cell_measurement_temperature    113.2
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      2.5
_cell_volume                     812.61(7)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9673
_diffrn_measured_fraction_theta_max 0.9673
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6968
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.697
_exptl_crystal_size_mid          0.559
_exptl_crystal_size_min          0.481
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.537
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3581
_refine_ls_R_factor_gt           0.0577
_refine_ls_shift/su_max          0.0006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1719
_reflns_number_gt                3239
_reflns_number_total             3581
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo0701233si20070114_063230_2.cif
_cod_data_source_block           cis-1(CCDC:625981)
_cod_original_sg_symbol_H-M      'P -1         '
_cod_original_formula_sum        'C22 H24 '
_cod_database_code               4024078
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C(1) C 0.9921(2) 0.0856(2) 0.2539(1) 0.0147(3) Uani 1.00 d . . .
C(2) C 1.0623(2) 0.2605(2) 0.2498(1) 0.0162(3) Uani 1.00 d . . .
C(3) C 1.1269(2) 0.2283(2) 0.1308(1) 0.0182(3) Uani 1.00 d . . .
C(4) C 1.2862(2) 0.0031(2) 0.0583(1) 0.0206(3) Uani 1.00 d . . .
C(5) C 1.3179(2) -0.1457(2) 0.0680(1) 0.0229(4) Uani 1.00 d . . .
C(6) C 1.2416(2) -0.2283(2) 0.1394(1) 0.0209(3) Uani 1.00 d . . .
C(7) C 1.1291(2) -0.1642(2) 0.2007(1) 0.0183(3) Uani 1.00 d . . .
C(8) C 1.0930(2) -0.0159(2) 0.1893(1) 0.0152(3) Uani 1.00 d . . .
C(9) C 1.1755(2) 0.0679(2) 0.1204(1) 0.0166(3) Uani 1.00 d . . .
C(10) C 1.2114(2) 0.3420(2) 0.3524(1) 0.0207(3) Uani 1.00 d . . .
C(11) C 0.9422(2) 0.3718(2) 0.2412(1) 0.0196(3) Uani 1.00 d . . .
C(12) C 0.8663(2) 0.0260(2) 0.3006(1) 0.0146(3) Uani 1.00 d . . .
C(13) C 0.7829(2) 0.1109(2) 0.3986(1) 0.0170(3) Uani 1.00 d . . .
C(14) C 0.7299(2) -0.0296(2) 0.4562(1) 0.0196(3) Uani 1.00 d . . .
C(15) C 0.5971(2) -0.3312(2) 0.3394(1) 0.0209(4) Uani 1.00 d . . .
C(16) C 0.5779(2) -0.4513(2) 0.2330(1) 0.0229(4) Uani 1.00 d . . .
C(17) C 0.6559(2) -0.4179(2) 0.1428(1) 0.0208(3) Uani 1.00 d . . .
C(18) C 0.7561(2) -0.2668(2) 0.1585(1) 0.0180(3) Uani 1.00 d . . .
C(19) C 0.7795(2) -0.1474(2) 0.2662(1) 0.0157(3) Uani 1.00 d . . .
C(20) C 0.6958(2) -0.1802(2) 0.3544(1) 0.0170(3) Uani 1.00 d . . .
C(21) C 0.8895(2) 0.2551(2) 0.4969(1) 0.0210(3) Uani 1.00 d . . .
C(22) C 0.6268(2) 0.1571(2) 0.3432(1) 0.0224(4) Uani 1.00 d . . .
H(1) H 1.0300 0.2209 0.0550 0.0210 Uiso 1.00 calc . . .
H(2) H 1.2322 0.3243 0.1356 0.0210 Uiso 1.00 calc . . .
H(3) H 1.3478 0.0685 0.0025 0.0242 Uiso 1.00 calc . . .
H(4) H 1.4043 -0.1989 0.0184 0.0265 Uiso 1.00 calc . . .
H(5) H 1.2701 -0.3445 0.1477 0.0245 Uiso 1.00 calc . . .
H(6) H 1.0691 -0.2296 0.2572 0.0211 Uiso 1.00 calc . . .
H(7) H 1.2974 0.2606 0.3531 0.0240 Uiso 1.00 calc . . .
H(8) H 1.1704 0.3663 0.4378 0.0240 Uiso 1.00 calc . . .
H(9) H 1.2718 0.4570 0.3388 0.0240 Uiso 1.00 calc . . .
H(10) H 0.8411 0.3119 0.1648 0.0232 Uiso 1.00 calc . . .
H(11) H 1.0052 0.4866 0.2291 0.0232 Uiso 1.00 calc . . .
H(12) H 0.8941 0.3964 0.3238 0.0232 Uiso 1.00 calc . . .
H(13) H 0.8289 -0.0323 0.5272 0.0228 Uiso 1.00 calc . . .
H(14) H 0.6199 -0.0156 0.4925 0.0228 Uiso 1.00 calc . . .
H(15) H 0.5345 -0.3566 0.4102 0.0242 Uiso 1.00 calc . . .
H(16) H 0.5018 -0.5722 0.2202 0.0271 Uiso 1.00 calc . . .
H(17) H 0.6374 -0.5116 0.0583 0.0243 Uiso 1.00 calc . . .
H(18) H 0.8165 -0.2419 0.0866 0.0212 Uiso 1.00 calc . . .
H(19) H 0.9979 0.2184 0.5371 0.0243 Uiso 1.00 calc . . .
H(20) H 0.8194 0.2941 0.5655 0.0243 Uiso 1.00 calc . . .
H(21) H 0.9278 0.3557 0.4583 0.0243 Uiso 1.00 calc . . .
H(22) H 0.6607 0.2567 0.3027 0.0262 Uiso 1.00 calc . . .
H(23) H 0.5589 0.1966 0.4134 0.0262 Uiso 1.00 calc . . .
H(24) H 0.5502 0.0509 0.2747 0.0262 Uiso 1.00 calc . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(2) C(1) C(8) 104.7(1) . . . yes
C(2) C(1) C(12) 131.1(1) . . . yes
C(8) C(1) C(12) 124.2(1) . . . yes
C(1) C(2) C(3) 101.57(10) . . . yes
C(1) C(2) C(10) 110.7(1) . . . yes
C(1) C(2) C(11) 117.1(1) . . . yes
C(3) C(2) C(10) 107.3(1) . . . yes
C(3) C(2) C(11) 107.6(1) . . . yes
C(10) C(2) C(11) 111.6(1) . . . yes
C(2) C(3) C(9) 104.0(1) . . . yes
C(5) C(4) C(9) 118.9(1) . . . yes
C(4) C(5) C(6) 120.8(1) . . . yes
C(5) C(6) C(7) 120.3(1) . . . yes
C(6) C(7) C(8) 119.4(1) . . . yes
C(1) C(8) C(7) 129.9(1) . . . yes
C(1) C(8) C(9) 110.3(1) . . . yes
C(7) C(8) C(9) 119.3(1) . . . yes
C(3) C(9) C(4) 129.6(1) . . . yes
C(3) C(9) C(8) 109.2(1) . . . yes
C(4) C(9) C(8) 121.2(1) . . . yes
C(1) C(12) C(13) 130.9(1) . . . yes
C(1) C(12) C(19) 124.6(1) . . . yes
C(13) C(12) C(19) 104.5(1) . . . yes
C(12) C(13) C(14) 101.4(1) . . . yes
C(12) C(13) C(21) 117.0(1) . . . yes
C(12) C(13) C(22) 111.0(1) . . . yes
C(14) C(13) C(21) 108.2(1) . . . yes
C(14) C(13) C(22) 107.9(1) . . . yes
C(21) C(13) C(22) 110.5(1) . . . yes
C(13) C(14) C(20) 103.8(1) . . . yes
C(16) C(15) C(20) 119.2(1) . . . yes
C(15) C(16) C(17) 120.0(1) . . . yes
C(16) C(17) C(18) 120.8(1) . . . yes
C(17) C(18) C(19) 119.5(1) . . . yes
C(12) C(19) C(18) 129.9(1) . . . yes
C(12) C(19) C(20) 110.4(1) . . . yes
C(18) C(19) C(20) 119.2(1) . . . yes
C(14) C(20) C(15) 129.7(1) . . . yes
C(14) C(20) C(19) 109.0(1) . . . yes
C(15) C(20) C(19) 121.3(1) . . . yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C(1) C(2) 1.547(2) . . yes
C(1) C(8) 1.491(2) . . yes
C(1) C(12) 1.355(2) . . yes
C(2) C(3) 1.564(2) . . yes
C(2) C(10) 1.545(2) . . yes
C(2) C(11) 1.526(2) . . yes
C(3) C(9) 1.500(2) . . yes
C(4) C(5) 1.389(2) . . yes
C(4) C(9) 1.388(2) . . yes
C(5) C(6) 1.389(2) . . yes
C(6) C(7) 1.393(2) . . yes
C(7) C(8) 1.402(2) . . yes
C(8) C(9) 1.399(2) . . yes
C(12) C(13) 1.549(2) . . yes
C(12) C(19) 1.487(2) . . yes
C(13) C(14) 1.562(2) . . yes
C(13) C(21) 1.527(2) . . yes
C(13) C(22) 1.543(2) . . yes
C(14) C(20) 1.500(2) . . yes
C(15) C(16) 1.394(2) . . yes
C(15) C(20) 1.385(2) . . yes
C(16) C(17) 1.395(2) . . yes
C(17) C(18) 1.390(2) . . yes
C(18) C(19) 1.398(2) . . yes
C(19) C(20) 1.400(2) . . yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
C(9) C(9) 3.599(3) . 2_755 ?
C(11) C(17) 3.496(2) . 1_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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C(1) C(2) C(3) C(9) -30.8(1) . . . . yes
C(1) C(8) C(7) C(6) -173.0(1) . . . . yes
C(1) C(8) C(9) C(3) -2.8(1) . . . . yes
C(1) C(8) C(9) C(4) 175.5(1) . . . . yes
C(1) C(12) C(13) C(14) -148.4(1) . . . . yes
C(1) C(12) C(13) C(21) -31.0(2) . . . . yes
C(1) C(12) C(13) C(22) 97.2(2) . . . . yes
C(1) C(12) C(19) C(18) -28.0(2) . . . . yes
C(1) C(12) C(19) C(20) 160.5(1) . . . . yes
C(2) C(1) C(8) C(7) 153.6(1) . . . . yes
C(2) C(1) C(8) C(9) -17.6(1) . . . . yes
C(2) C(1) C(12) C(13) -22.0(2) . . . . yes
C(2) C(1) C(12) C(19) 159.8(1) . . . . yes
C(2) C(3) C(9) C(4) -156.4(1) . . . . yes
C(2) C(3) C(9) C(8) 21.7(1) . . . . yes
C(3) C(2) C(1) C(8) 29.3(1) . . . . yes
C(3) C(2) C(1) C(12) -149.3(1) . . . . yes
C(3) C(9) C(4) C(5) 176.2(1) . . . . yes
C(3) C(9) C(8) C(7) -175.0(1) . . . . yes
C(4) C(5) C(6) C(7) 1.3(2) . . . . yes
C(4) C(9) C(8) C(7) 3.3(2) . . . . yes
C(5) C(4) C(9) C(8) -1.8(2) . . . . yes
C(5) C(6) C(7) C(8) 0.2(2) . . . . yes
C(6) C(5) C(4) C(9) -0.5(2) . . . . yes
C(6) C(7) C(8) C(9) -2.5(2) . . . . yes
C(7) C(8) C(1) C(12) -27.7(2) . . . . yes
C(8) C(1) C(2) C(10) -84.4(1) . . . . yes
C(8) C(1) C(2) C(11) 146.1(1) . . . . yes
C(8) C(1) C(12) C(13) 159.7(1) . . . . yes
C(8) C(1) C(12) C(19) -18.6(2) . . . . yes
C(9) C(3) C(2) C(10) 85.4(1) . . . . yes
C(9) C(3) C(2) C(11) -154.4(1) . . . . yes
C(9) C(8) C(1) C(12) 161.1(1) . . . . yes
C(10) C(2) C(1) C(12) 97.0(2) . . . . yes
C(11) C(2) C(1) C(12) -32.4(2) . . . . yes
C(12) C(13) C(14) C(20) -31.6(1) . . . . yes
C(12) C(19) C(18) C(17) -173.5(1) . . . . yes
C(12) C(19) C(20) C(14) -2.7(1) . . . . yes
C(12) C(19) C(20) C(15) 175.8(1) . . . . yes
C(13) C(12) C(19) C(18) 153.3(1) . . . . yes
C(13) C(12) C(19) C(20) -18.2(1) . . . . yes
C(13) C(14) C(20) C(15) -156.2(1) . . . . yes
C(13) C(14) C(20) C(19) 22.1(1) . . . . yes
C(14) C(13) C(12) C(19) 30.1(1) . . . . yes
C(14) C(20) C(15) C(16) 176.6(1) . . . . yes
C(14) C(20) C(19) C(18) -175.2(1) . . . . yes
C(15) C(16) C(17) C(18) 1.5(2) . . . . yes
C(15) C(20) C(19) C(18) 3.3(2) . . . . yes
C(16) C(15) C(20) C(19) -1.5(2) . . . . yes
C(16) C(17) C(18) C(19) 0.3(2) . . . . yes
C(17) C(16) C(15) C(20) -0.9(2) . . . . yes
C(17) C(18) C(19) C(20) -2.6(2) . . . . yes
C(19) C(12) C(13) C(21) 147.5(1) . . . . yes
C(19) C(12) C(13) C(22) -84.3(1) . . . . yes
C(20) C(14) C(13) C(21) -155.3(1) . . . . yes
C(20) C(14) C(13) C(22) 85.2(1) . . . . yes
C(20) C(14) C(13) C(22) 85.2(1) . . . . yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8599765
