#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/50/1505072.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_1505072
loop_
_publ_author_name
'Sun, Duoli'
'Rosokha, Sergiy V.'
'Kochi, Jay K.'
_publ_section_title
;
 Reversible interchange of charge-transfer versus electron-transfer states
 in organic electron transfer via cross-exchanges between diamagnetic
 (donor/acceptor) dyads.
;
_journal_issue                   24
_journal_name_full               'The journal of physical chemistry. B'
_journal_page_first              6655
_journal_page_last               6666
_journal_paper_doi               10.1021/jp068994o
_journal_volume                  111
_journal_year                    2007
_chemical_formula_moiety         'C12 H14 O4, C7 H8, Cl6 Sb'
_chemical_formula_sum            'C19 H22 Cl6 N0 O4 Sb'
_chemical_formula_weight         648.82
_chemical_name_systematic
; 
 ? 
;
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.899(3)
_cell_angle_beta                 101.326(3)
_cell_angle_gamma                91.302(3)
_cell_formula_units_Z            2
_cell_length_a                   7.8863(13)
_cell_length_b                   14.082(2)
_cell_length_c                   14.387(2)
_cell_measurement_reflns_used    6034
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      0.000
_cell_measurement_theta_min      0.000
_cell_volume                     1423.0(4)
_computing_cell_refinement       'SAINT V6.28 (BrukerAXS, 1997-2001)'
_computing_data_collection       'SMART V5.630 (BrukerAXS, 1997-2001)'
_computing_data_reduction        'SAINT & SADABS V2.06 (Sheldrick, 2000)'
_computing_molecular_graphics    'XP V5.06 (BrukerAXS, 1997-99)'
_computing_publication_material  'SHELXL-93, XCIF V5.05 (BrukerAXS, 1997-99)'
_computing_structure_refinement  'SHELXTL v. 6.12 (Sheldrick, 2001)'
_computing_structure_solution    'SHELXTL v. 6.12 (Sheldrick, 2001)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'Siemens SMART'
_diffrn_measurement_method
;
ω-scan, frame range 0.3 deg, hemisphere
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17703
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         1.59
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.553
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.769969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Semi-empirical (SADABS procedure)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             642
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         8100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0280P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0660
_refine_ls_wR_factor_ref         0.0683
_reflns_number_gt                6359
_reflns_number_total             8100
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp068994osi20061228_020637.cif
_cod_data_source_block           sun17
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               1505072
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C12 C 0.3425(3) 0.4982(2) 0.1998(2) 0.0473(7) Uani 1 1 d .
H12A H 0.4171 0.4778 0.1494 0.071 Uiso 1 1 calc R
H12B H 0.2484 0.5340 0.1777 0.071 Uiso 1 1 calc R
H12C H 0.2927 0.4356 0.2032 0.071 Uiso 1 1 calc R
C4 C 0.6592(3) 0.45377(18) 0.47204(17) 0.0270(5) Uani 1 1 d .
H4 H 0.7620 0.4244 0.4545 0.032 Uiso 1 1 calc R
C2 C 0.4069(3) 0.54765(17) 0.44645(17) 0.0246(5) Uani 1 1 d .
C8 C 0.3383(3) 0.02870(17) 1.03686(18) 0.0271(5) Uani 1 1 d .
H8 H 0.2343 0.0471 1.0605 0.032 Uiso 1 1 calc R
C3 C 0.5594(3) 0.50250(18) 0.41942(17) 0.0257(5) Uani 1 1 d .
C6 C 0.5637(3) 0.04382(17) 0.94491(17) 0.0253(5) Uani 1 1 d .
C7 C 0.4085(3) 0.07178(17) 0.98021(18) 0.0251(5) Uani 1 1 d .
C51 C 0.3615(3) 0.1337(2) 0.7812(2) 0.0390(6) Uani 1 1 d .
H51A H 0.3100 0.0609 0.7532 0.059 Uiso 1 1 calc R
H51B H 0.4413 0.1398 0.7391 0.059 Uiso 1 1 calc R
H51C H 0.2690 0.1785 0.7791 0.059 Uiso 1 1 calc R
C5 C 0.4599(3) 0.16710(18) 0.8922(2) 0.0317(5) Uani 1 1 d .
C1 C 0.4482(3) 0.5700(2) 0.30507(19) 0.0313(5) Uani 1 1 d .
C52 C 0.5393(3) 0.27823(19) 0.9496(2) 0.0428(7) Uani 1 1 d .
H52A H 0.4473 0.3245 0.9547 0.064 Uiso 1 1 calc R
H52B H 0.6197 0.2930 0.9119 0.064 Uiso 1 1 calc R
H52C H 0.6029 0.2901 1.0198 0.064 Uiso 1 1 calc R
C13 C 0.5252(4) 0.6725(2) 0.3150(3) 0.0510(8) Uani 1 1 d .
H13A H 0.5903 0.7133 0.3869 0.077 Uiso 1 1 calc R
H13B H 0.4319 0.7111 0.2972 0.077 Uiso 1 1 calc R
H13C H 0.6040 0.6603 0.2675 0.077 Uiso 1 1 calc R
C201 C 0.0501(3) 0.3260(2) 0.9014(2) 0.0364(6) Uani 1 1 d .
H201 H 0.0915 0.3535 0.9749 0.044 Uiso 1 1 calc R
C202 C 0.0903(3) 0.38300(19) 0.8483(2) 0.0346(6) Uani 1 1 d .
C203 C 0.0279(3) 0.3407(2) 0.7405(2) 0.0368(6) Uani 1 1 d .
H203 H 0.0548 0.3781 0.7022 0.044 Uiso 1 1 calc R
C204 C 0.1980(4) 0.4884(2) 0.9052(2) 0.0511(8) Uani 1 1 d .
H20A H 0.1398 0.5358 0.9572 0.077 Uiso 1 1 calc R
H20B H 0.2111 0.5173 0.8551 0.077 Uiso 1 1 calc R
H20C H 0.3131 0.4804 0.9402 0.077 Uiso 1 1 calc R
C205 C -0.0724(3) 0.2451(2) 0.6888(2) 0.0403(6) Uani 1 1 d .
H205 H -0.1146 0.2173 0.6154 0.048 Uiso 1 1 calc R
C206 C -0.1117(3) 0.1896(2) 0.7431(2) 0.0392(6) Uani 1 1 d .
H206 H -0.1817 0.1241 0.7073 0.047 Uiso 1 1 calc R
C207 C -0.0494(3) 0.2294(2) 0.8496(2) 0.0393(6) Uani 1 1 d .
H207 H -0.0745 0.1909 0.8873 0.047 Uiso 1 1 calc R
Cl1 Cl 1.01679(8) 0.58594(5) 0.68629(5) 0.03934(15) Uani 1 1 d .
Cl5 Cl 1.30421(8) 0.79447(6) 0.76337(6) 0.04745(18) Uani 1 1 d .
Cl2 Cl 0.69332(8) 0.73720(5) 0.69953(6) 0.04695(18) Uani 1 1 d .
Cl4 Cl 0.98163(9) 0.94593(5) 0.77764(6) 0.04605(17) Uani 1 1 d .
Cl6 Cl 1.01731(10) 0.79376(6) 0.90669(5) 0.04731(18) Uani 1 1 d .
Cl3 Cl 0.97769(10) 0.73442(6) 0.55407(5) 0.05150(19) Uani 1 1 d .
O1 O 0.3406(2) 0.58984(13) 0.38129(12) 0.0316(4) Uani 1 1 d .
O3 O 0.3458(2) 0.14504(13) 0.95134(13) 0.0323(4) Uani 1 1 d .
O2 O 0.5867(2) 0.51614(13) 0.33659(12) 0.0317(4) Uani 1 1 d .
O4 O 0.5972(2) 0.09898(13) 0.89269(13) 0.0327(4) Uani 1 1 d .
Sb1 Sb 0.998687(19) 0.765849(12) 0.731018(12) 0.02418(5) Uani 1 1 d .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 C12 H12A 109.5 . .
C1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C3 C4 C2 112.1(2) . 2_666
C3 C4 H4 123.9 . .
C2 C4 H4 123.9 2_666 .
O1 C2 C4 126.6(2) . 2_666
O1 C2 C3 109.46(19) . .
C4 C2 C3 123.9(2) 2_666 .
C6 C8 C7 112.0(2) 2_657 .
C6 C8 H8 124.0 2_657 .
C7 C8 H8 124.0 . .
O2 C3 C4 127.1(2) . .
O2 C3 C2 109.0(2) . .
C4 C3 C2 123.9(2) . .
O4 C6 C8 126.4(2) . 2_657
O4 C6 C7 109.3(2) . .
C8 C6 C7 124.2(2) 2_657 .
O3 C7 C8 126.6(2) . .
O3 C7 C6 109.71(19) . .
C8 C7 C6 123.7(2) . .
C5 C51 H51A 109.5 . .
C5 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C5 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
O3 C5 O4 104.41(18) . .
O3 C5 C52 108.9(2) . .
O4 C5 C52 108.8(2) . .
O3 C5 C51 109.1(2) . .
O4 C5 C51 108.10(19) . .
C52 C5 C51 116.9(2) . .
O2 C1 O1 104.71(17) . .
O2 C1 C13 108.8(2) . .
O1 C1 C13 108.6(2) . .
O2 C1 C12 108.8(2) . .
O1 C1 C12 108.78(19) . .
C13 C1 C12 116.4(2) . .
C5 C52 H52A 109.5 . .
C5 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C5 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C1 C13 H13A 109.5 . .
C1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C202 C201 C207 121.4(2) . .
C202 C201 H201 119.3 . .
C207 C201 H201 119.3 . .
C201 C202 C203 118.1(2) . .
C201 C202 C204 121.2(2) . .
C203 C202 C204 120.7(3) . .
C205 C203 C202 120.7(2) . .
C205 C203 H203 119.7 . .
C202 C203 H203 119.7 . .
C202 C204 H20A 109.5 . .
C202 C204 H20B 109.5 . .
H20A C204 H20B 109.5 . .
C202 C204 H20C 109.5 . .
H20A C204 H20C 109.5 . .
H20B C204 H20C 109.5 . .
C206 C205 C203 120.4(2) . .
C206 C205 H205 119.8 . .
C203 C205 H205 119.8 . .
C205 C206 C207 119.9(2) . .
C205 C206 H206 120.1 . .
C207 C206 H206 120.1 . .
C206 C207 C201 119.6(3) . .
C206 C207 H207 120.2 . .
C201 C207 H207 120.2 . .
C2 O1 C1 108.15(17) . .
C7 O3 C5 108.27(17) . .
C3 O2 C1 108.61(17) . .
C6 O4 C5 108.26(17) . .
Cl2 Sb1 Cl5 179.70(3) . .
Cl2 Sb1 Cl4 89.85(2) . .
Cl5 Sb1 Cl4 90.21(3) . .
Cl2 Sb1 Cl1 90.30(2) . .
Cl5 Sb1 Cl1 89.64(2) . .
Cl4 Sb1 Cl1 179.38(3) . .
Cl2 Sb1 Cl6 89.39(3) . .
Cl5 Sb1 Cl6 90.31(3) . .
Cl4 Sb1 Cl6 89.91(3) . .
Cl1 Sb1 Cl6 89.49(3) . .
Cl2 Sb1 Cl3 90.11(3) . .
Cl5 Sb1 Cl3 90.18(3) . .
Cl4 Sb1 Cl3 91.12(3) . .
Cl1 Sb1 Cl3 89.49(3) . .
Cl6 Sb1 Cl3 178.86(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C12 C1 1.496(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C4 C3 1.369(3) .
C4 C2 1.380(3) 2_666
C4 H4 0.9500 .
C2 O1 1.333(3) .
C2 C4 1.380(3) 2_666
C2 C3 1.422(3) .
C8 C6 1.372(3) 2_657
C8 C7 1.379(3) .
C8 H8 0.9500 .
C3 O2 1.337(3) .
C6 O4 1.334(3) .
C6 C8 1.372(3) 2_657
C6 C7 1.420(3) .
C7 O3 1.331(3) .
C51 C5 1.504(3) .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C5 O3 1.460(3) .
C5 O4 1.464(3) .
C5 C52 1.493(3) .
C1 O2 1.448(3) .
C1 O1 1.459(3) .
C1 C13 1.493(3) .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C201 C202 1.382(3) .
C201 C207 1.386(4) .
C201 H201 0.9500 .
C202 C203 1.393(4) .
C202 C204 1.510(3) .
C203 C205 1.379(4) .
C203 H203 0.9500 .
C204 H20A 0.9800 .
C204 H20B 0.9800 .
C204 H20C 0.9800 .
C205 C206 1.376(4) .
C205 H205 0.9500 .
C206 C207 1.378(4) .
C206 H206 0.9500 .
C207 H207 0.9500 .
Cl1 Sb1 2.3632(7) .
Cl5 Sb1 2.3554(7) .
Cl2 Sb1 2.3552(7) .
Cl4 Sb1 2.3604(8) .
Cl6 Sb1 2.3687(8) .
Cl3 Sb1 2.3712(8) .
