#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/02/7150218.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_7150218
loop_
_publ_author_name
'Ohta, Eisuke'
'Higuchi, Hiroki'
'Kawai, Hidetoshi'
'Fujiwara, Kenshu'
'Suzuki, Takanori'
_publ_section_title
;
 Butane-1,4-diyl dications stabilized by steric factors:
 electrochiroptical response systems based on reversible
 interconversion between dihydro[5]helicene-type electron acceptors and
 electron-donating 1,1'-binaphthyls.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3024
_journal_page_last               3031
_journal_paper_doi               10.1039/b506435j
_journal_volume                  3
_journal_year                    2005
_chemical_formula_sum            'C52 H42 Cl12 O4 Sb2'
_chemical_formula_weight         1399.84
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      12
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_cell_angle_alpha                90.000(2)
_cell_angle_beta                 115.457(3)
_cell_angle_gamma                90.000(2)
_cell_formula_units_Z            4
_cell_length_a                   18.425(7)
_cell_length_b                   34.50(1)
_cell_length_c                   10.674(4)
_cell_measurement_reflns_used    6769
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     6126(4)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 14.71
_diffrn_measured_fraction_theta_full 0.9841
_diffrn_measured_fraction_theta_max 0.9841
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25805
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_exptl_absorpt_coefficient_mu    1.443
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.005
_refine_diff_density_max         2.35
_refine_diff_density_min         -2.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.740
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     322
_refine_ls_number_reflns         7041
_refine_ls_R_factor_gt           0.0542
_refine_ls_shift/su_max          0.0213
_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         0.1598
_reflns_number_gt                1874
_reflns_number_total             7050
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            b506435j.txt
_cod_data_source_block           '_040319r'
_cod_original_cell_volume        6125.4(3)
_cod_original_formula_sum        'C52 H42 Cl12 O4 Sb2 '
_cod_database_code               7150218
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,z
-x,-y,-z
-x,y,-z
1/2+x,1/2+y,z
1/2+x,1/2-y,z
1/2-x,1/2-y,-z
1/2-x,1/2+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
Sb(1) Sb 1.0000 0.29407(2) 0.0000 0.0551(2) Uani 1.00 d S . .
Sb(2) Sb 0.81166(7) 0.0000 0.21359(9) 0.1095(3) Uani 1.00 d S . .
Cl(1) Cl 1.0000 0.36163(8) 0.0000 0.099(1) Uani 1.00 d S . .
Cl(2) Cl 1.0000 0.22533(8) 0.0000 0.0916(9) Uani 1.00 d S . .
Cl(3) Cl 1.1184(1) 0.29190(8) 0.2079(2) 0.0992(7) Uani 1.00 d . . .
Cl(4) Cl 0.9224(1) 0.29314(6) 0.1280(2) 0.0699(5) Uani 1.00 d . . .
Cl(5) Cl 0.8838(8) 0.0000 0.4496(6) 0.401(5) Uani 1.00 d S . .
Cl(6) Cl 0.7437(3) 0.0000 -0.0255(4) 0.163(2) Uani 1.00 d S . .
Cl(7) Cl 0.7286(2) 0.04765(8) 0.2351(4) 0.225(1) Uani 1.00 d . . .
Cl(8) Cl 0.8932(2) 0.0493(1) 0.1973(4) 0.187(2) Uani 1.00 d . . .
O(1) O 0.4154(4) 0.4070(2) 0.8392(6) 0.134(3) Uani 1.00 d . . .
O(2) O 0.2259(3) 0.3596(2) -0.1373(5) 0.093(2) Uani 1.00 d . . .
C(1) C 0.4567(3) 0.2089(2) 0.4860(5) 0.042(1) Uani 1.00 d . . .
C(2) C 0.4133(4) 0.2421(2) 0.4410(6) 0.047(2) Uani 1.00 d . . .
C(3) C 0.3297(4) 0.2427(2) 0.3967(6) 0.053(2) Uani 1.00 d . . .
C(4) C 0.2903(4) 0.2098(2) 0.4039(6) 0.058(2) Uani 1.00 d . . .
C(5) C 0.3328(4) 0.1767(2) 0.4629(6) 0.051(2) Uani 1.00 d . . .
C(6) C 0.2929(4) 0.1440(2) 0.4836(7) 0.072(2) Uani 1.00 d . . .
C(7) C 0.3349(5) 0.1122(2) 0.5550(8) 0.078(2) Uani 1.00 d . . .
C(8) C 0.4200(5) 0.1121(2) 0.6149(7) 0.072(2) Uani 1.00 d . . .
C(9) C 0.4592(4) 0.1431(2) 0.5917(6) 0.057(2) Uani 1.00 d . . .
C(10) C 0.4180(3) 0.1758(2) 0.5122(6) 0.046(2) Uani 1.00 d . . .
C(11) C 0.4586(4) 0.2788(2) 0.4378(6) 0.054(2) Uani 1.00 d . . .
C(12) C 0.4104(3) 0.3150(2) 0.4078(6) 0.047(2) Uani 1.00 d . . .
C(13) C 0.4136(4) 0.3391(2) 0.5188(6) 0.055(2) Uani 1.00 d . . .
C(14) C 0.4216(4) 0.3236(2) 0.6474(7) 0.069(2) Uani 1.00 d . . .
C(15) C 0.4222(4) 0.3478(3) 0.7503(7) 0.084(3) Uani 1.00 d . . .
C(16) C 0.4168(5) 0.3872(3) 0.7320(8) 0.090(3) Uani 1.00 d . . .
C(17) C 0.4116(4) 0.4034(2) 0.6118(8) 0.076(2) Uani 1.00 d . . .
C(18) C 0.4107(4) 0.3798(2) 0.5074(7) 0.061(2) Uani 1.00 d . . .
C(19) C 0.4004(9) 0.4452(4) 0.827(1) 0.197(6) Uani 1.00 d . . .
C(20) C 0.3618(3) 0.3258(2) 0.2690(6) 0.048(2) Uani 1.00 d . . .
C(21) C 0.3700(4) 0.3094(2) 0.1522(7) 0.068(2) Uani 1.00 d . . .
C(22) C 0.3229(4) 0.3204(3) 0.0213(7) 0.080(3) Uani 1.00 d . . .
C(23) C 0.2630(4) 0.3486(2) -0.0052(7) 0.066(2) Uani 1.00 d . . .
C(24) C 0.2487(4) 0.3627(2) 0.1018(7) 0.061(2) Uani 1.00 d . . .
C(25) C 0.2951(4) 0.3514(2) 0.2355(6) 0.055(2) Uani 1.00 d . . .
C(26) C 0.1670(5) 0.3932(3) -0.1772(8) 0.117(3) Uani 1.00 d . . .
H(1) H 0.2997 0.2667 0.3587 0.0607 Uiso 1.00 calc . . .
H(2) H 0.2316 0.2102 0.3635 0.0605 Uiso 1.00 calc . . .
H(3) H 0.2344 0.1431 0.4478 0.0758 Uiso 1.00 calc . . .
H(4) H 0.3087 0.0909 0.5707 0.0864 Uiso 1.00 calc . . .
H(5) H 0.4497 0.0906 0.6692 0.0789 Uiso 1.00 calc . . .
H(6) H 0.5189 0.1431 0.6332 0.0579 Uiso 1.00 calc . . .
H(7) H 0.4722 0.2754 0.3602 0.0592 Uiso 1.00 calc . . .
H(8) H 0.4260 0.2956 0.6614 0.0705 Uiso 1.00 calc . . .
H(9) H 0.4276 0.3372 0.8400 0.0879 Uiso 1.00 calc . . .
H(10) H 0.4129 0.4315 0.6041 0.0748 Uiso 1.00 calc . . .
H(11) H 0.4076 0.3915 0.4215 0.0662 Uiso 1.00 calc . . .
H(12) H 0.3973 0.4601 0.8979 0.1827 Uiso 1.00 calc . . .
H(13) H 0.4374 0.4604 0.7964 0.1827 Uiso 1.00 calc . . .
H(14) H 0.3461 0.4518 0.7413 0.1827 Uiso 1.00 calc . . .
H(15) H 0.4103 0.2895 0.1688 0.0724 Uiso 1.00 calc . . .
H(16) H 0.3347 0.3095 -0.0529 0.0955 Uiso 1.00 calc . . .
H(17) H 0.2026 0.3803 0.0801 0.0677 Uiso 1.00 calc . . .
H(18) H 0.2831 0.3617 0.3092 0.0654 Uiso 1.00 calc . . .
H(19) H 0.1900 0.4148 -0.1259 0.1079 Uiso 1.00 calc . . .
H(20) H 0.1437 0.3964 -0.2715 0.1079 Uiso 1.00 calc . . .
H(21) H 0.1228 0.3846 -0.1506 0.1079 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)
;
Cl Cl 0.148 0.159
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Sb Sb -0.587 1.546
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
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
Cl(1) Sb(1) Cl(2) 180.0 . . . yes
Cl(1) Sb(1) Cl(3) 91.82(7) . . . yes
Cl(1) Sb(1) Cl(3) 91.82(7) . . 4_755 yes
Cl(1) Sb(1) Cl(4) 90.77(5) . . . yes
Cl(1) Sb(1) Cl(4) 90.77(5) . . 4_755 yes
Cl(2) Sb(1) Cl(3) 88.18(7) . . . yes
Cl(2) Sb(1) Cl(3) 88.18(7) . . 4_755 yes
Cl(2) Sb(1) Cl(4) 89.23(5) . . . yes
Cl(2) Sb(1) Cl(4) 89.23(5) . . 4_755 yes
Cl(3) Sb(1) Cl(3) 176.4(1) . . 4_755 yes
Cl(3) Sb(1) Cl(4) 90.03(7) . . . yes
Cl(3) Sb(1) Cl(4) 89.92(7) . . 4_755 yes
Cl(3) Sb(1) Cl(4) 89.92(7) 4_755 . . yes
Cl(3) Sb(1) Cl(4) 90.03(7) 4_755 . 4_755 yes
Cl(4) Sb(1) Cl(4) 178.45(10) . . 4_755 yes
Cl(5) Sb(2) Cl(6) 177.7(4) . . . yes
Cl(5) Sb(2) Cl(7) 89.2(3) . . . yes
Cl(5) Sb(2) Cl(7) 89.2(3) . . 2_555 yes
Cl(5) Sb(2) Cl(8) 89.7(3) . . . yes
Cl(5) Sb(2) Cl(8) 89.7(3) . . 2_555 yes
Cl(6) Sb(2) Cl(7) 92.4(1) . . . yes
Cl(6) Sb(2) Cl(7) 92.4(1) . . 2_555 yes
Cl(6) Sb(2) Cl(8) 88.7(1) . . . yes
Cl(6) Sb(2) Cl(8) 88.7(1) . . 2_555 yes
Cl(7) Sb(2) Cl(7) 90.1(2) . . 2_555 yes
Cl(7) Sb(2) Cl(8) 88.0(1) . . . yes
Cl(7) Sb(2) Cl(8) 177.7(1) . . 2_555 yes
Cl(7) Sb(2) Cl(8) 177.7(1) 2_555 . . yes
Cl(7) Sb(2) Cl(8) 88.0(1) 2_555 . 2_555 yes
Cl(8) Sb(2) Cl(8) 94.0(2) . . 2_555 yes
C(16) O(1) C(19) 119.6(9) . . . yes
C(23) O(2) C(26) 119.6(6) . . . yes
C(1) C(1) C(2) 119.1(4) 4_656 . . yes
C(1) C(1) C(10) 122.6(4) 4_656 . . yes
C(2) C(1) C(10) 118.1(5) . . . yes
C(1) C(2) C(3) 121.7(6) . . . yes
C(1) C(2) C(11) 117.5(5) . . . yes
C(3) C(2) C(11) 120.7(6) . . . yes
C(2) C(3) C(4) 120.0(6) . . . yes
C(3) C(4) C(5) 120.3(6) . . . yes
C(4) C(5) C(6) 120.2(6) . . . yes
C(4) C(5) C(10) 120.4(6) . . . yes
C(6) C(5) C(10) 119.3(6) . . . yes
C(5) C(6) C(7) 121.2(7) . . . yes
C(6) C(7) C(8) 120.4(7) . . . yes
C(7) C(8) C(9) 118.8(7) . . . yes
C(8) C(9) C(10) 122.7(6) . . . yes
C(1) C(10) C(5) 118.2(5) . . . yes
C(1) C(10) C(9) 124.5(5) . . . yes
C(5) C(10) C(9) 117.3(6) . . . yes
C(2) C(11) C(11) 109.4(4) . . 4_656 yes
C(2) C(11) C(12) 114.9(5) . . . yes
C(11) C(11) C(12) 117.8(4) 4_656 . . yes
C(11) C(12) C(13) 120.2(5) . . . yes
C(11) C(12) C(20) 119.9(5) . . . yes
C(13) C(12) C(20) 120.0(5) . . . yes
C(12) C(13) C(14) 122.3(6) . . . yes
C(12) C(13) C(18) 121.5(6) . . . yes
C(14) C(13) C(18) 116.2(6) . . . yes
C(13) C(14) C(15) 120.4(7) . . . yes
C(14) C(15) C(16) 120.9(7) . . . yes
O(1) C(16) C(15) 114.2(8) . . . yes
O(1) C(16) C(17) 125.1(9) . . . yes
C(15) C(16) C(17) 120.7(7) . . . yes
C(16) C(17) C(18) 119.5(7) . . . yes
C(13) C(18) C(17) 122.3(6) . . . yes
C(12) C(20) C(21) 123.5(6) . . . yes
C(12) C(20) C(25) 121.0(5) . . . yes
C(21) C(20) C(25) 115.2(5) . . . yes
C(20) C(21) C(22) 122.0(7) . . . yes
C(21) C(22) C(23) 120.3(6) . . . yes
O(2) C(23) C(22) 114.3(7) . . . yes
O(2) C(23) C(24) 126.1(7) . . . yes
C(22) C(23) C(24) 119.7(6) . . . yes
C(23) C(24) C(25) 120.7(6) . . . yes
C(20) C(25) C(24) 121.5(6) . . . 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
Sb(1) Cl(1) 2.331(3) . . yes
Sb(1) Cl(2) 2.371(3) . . yes
Sb(1) Cl(3) 2.351(2) . . yes
Sb(1) Cl(3) 2.351(2) . 4_755 yes
Sb(1) Cl(4) 2.365(2) . . yes
Sb(1) Cl(4) 2.365(2) . 4_755 yes
Sb(2) Cl(5) 2.287(6) . . yes
Sb(2) Cl(6) 2.309(4) . . yes
Sb(2) Cl(7) 2.324(3) . . yes
Sb(2) Cl(7) 2.324(3) . 2_555 yes
Sb(2) Cl(8) 2.325(4) . . yes
Sb(2) Cl(8) 2.325(4) . 2_555 yes
O(1) C(16) 1.342(9) . . yes
O(1) C(19) 1.34(1) . . yes
O(2) C(23) 1.330(7) . . yes
O(2) C(26) 1.520(10) . . yes
C(1) C(1) 1.49(1) . 4_656 yes
C(1) C(2) 1.361(7) . . yes
C(1) C(10) 1.433(8) . . yes
C(2) C(3) 1.403(8) . . yes
C(2) C(11) 1.526(8) . . yes
C(3) C(4) 1.366(8) . . yes
C(4) C(5) 1.376(8) . . yes
C(5) C(6) 1.415(9) . . yes
C(5) C(10) 1.427(8) . . yes
C(6) C(7) 1.368(10) . . yes
C(7) C(8) 1.417(10) . . yes
C(8) C(9) 1.373(9) . . yes
C(9) C(10) 1.420(8) . . yes
C(11) C(11) 1.53(1) . 4_656 yes
C(11) C(12) 1.486(8) . . yes
C(12) C(13) 1.426(8) . . yes
C(12) C(20) 1.412(8) . . yes
C(13) C(14) 1.421(9) . . yes
C(13) C(18) 1.410(9) . . yes
C(14) C(15) 1.376(10) . . yes
C(15) C(16) 1.37(1) . . yes
C(16) C(17) 1.36(1) . . yes
C(17) C(18) 1.374(9) . . yes
C(20) C(21) 1.435(8) . . yes
C(20) C(25) 1.430(8) . . yes
C(21) C(22) 1.344(9) . . yes
C(22) C(23) 1.407(10) . . yes
C(23) C(24) 1.367(9) . . yes
C(24) C(25) 1.368(8) . . yes
