#------------------------------------------------------------------------------
#$Date: 2016-03-21 19:10:27 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178838 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/92/4109233.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_4109233
loop_
_publ_author_name
'Sergiy V. Rosokha'
'Jay K. Kochi'
_publ_section_title
;
 Continuum of Outer- and Inner-Sphere Mechanisms for Organic Electron
 Transfer. Steric Modulation of the Precursor Complex in Paramagnetic
 (Ion-Radical) Self-Exchanges
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3683
_journal_page_last               3697
_journal_paper_doi               10.1021/ja069149m
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C18 H32 N2, Cl6 Sb'
_chemical_formula_sum            'C18 H32 Cl6 N2 Sb'
_chemical_formula_weight         610.91
_chemical_name_systematic
; 
 ? 
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.290(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.334(7)
_cell_length_b                   9.643(4)
_cell_length_c                   13.568(5)
_cell_measurement_reflns_used    1739
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      21.78
_cell_measurement_theta_min      2.36
_cell_volume                     2529.6(17)
_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. 6.14 (Sheldrick, 2001)'
_computing_structure_solution    'SHELXTL v. 6.14 (Sheldrick, 2001)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0974
_diffrn_reflns_av_sigmaI/netI    0.1218
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18369
_diffrn_reflns_theta_full        30.07
_diffrn_reflns_theta_max         30.07
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.732
_exptl_absorpt_correction_T_max  0.881393
_exptl_absorpt_correction_T_min  0.739527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Semi-empirical (SADABS procedure)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_description       plate
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.846
_refine_diff_density_min         -1.110
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         3694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.932
_refine_ls_R_factor_all          0.1728
_refine_ls_R_factor_gt           0.0677
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0748P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1757
_reflns_number_gt                1665
_reflns_number_total             3694
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja069149msi20061220_055649.cif
_cod_data_source_block           ros40
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4109233
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Sb1 Sb 0.5000 0.56414(6) 0.2500 0.0598(3) Uani 1 2 d S
Cl3 Cl 0.45678(12) 0.7396(3) 0.3442(2) 0.1123(10) Uani 1 1 d .
Cl1 Cl 0.39421(10) 0.5643(3) 0.1599(2) 0.0951(8) Uani 1 1 d .
Cl2 Cl 0.54355(12) 0.3944(2) 0.1439(2) 0.0892(7) Uani 1 1 d .
N1 N 0.2005(2) 0.5321(4) 0.3834(3) 0.0237(10) Uani 1 1 d .
C4 C 0.2487(3) 0.4536(5) 0.3205(4) 0.0291(13) Uani 1 1 d .
H4 H 0.2911 0.5117 0.3126 0.035 Uiso 1 1 calc R
C1 C 0.2246(3) 0.6379(5) 0.4406(4) 0.0218(11) Uani 1 1 d .
C8 C 0.1047(3) 0.4485(6) 0.4919(4) 0.0368(14) Uani 1 1 d .
H8A H 0.1403 0.3931 0.5252 0.055 Uiso 1 1 calc R
H8B H 0.0613 0.3961 0.4894 0.055 Uiso 1 1 calc R
H8C H 0.0975 0.5351 0.5283 0.055 Uiso 1 1 calc R
C2 C 0.1797(3) 0.7354(5) 0.4856(4) 0.0244(11) Uani 1 1 d .
H2 H 0.1312 0.7254 0.4764 0.029 Uiso 1 1 calc R
C9 C 0.0765(3) 0.5726(7) 0.3295(5) 0.0466(16) Uani 1 1 d .
H9A H 0.0722 0.6629 0.3620 0.070 Uiso 1 1 calc R
H9B H 0.0313 0.5269 0.3275 0.070 Uiso 1 1 calc R
H9C H 0.0933 0.5859 0.2621 0.070 Uiso 1 1 calc R
C3 C 0.2036(3) 0.8427(5) 0.5413(4) 0.0247(12) Uani 1 1 d .
H3 H 0.1714 0.9062 0.5687 0.030 Uiso 1 1 calc R
C6 C 0.2197(4) 0.4272(7) 0.2182(4) 0.0506(17) Uani 1 1 d .
H6A H 0.1810 0.3617 0.2225 0.076 Uiso 1 1 calc R
H6B H 0.2559 0.3881 0.1763 0.076 Uiso 1 1 calc R
H6C H 0.2033 0.5147 0.1898 0.076 Uiso 1 1 calc R
C7 C 0.1280(3) 0.4818(5) 0.3872(4) 0.0276(12) Uani 1 1 d .
H7 H 0.1283 0.3907 0.3520 0.033 Uiso 1 1 calc R
C5 C 0.2707(3) 0.3198(6) 0.3708(5) 0.0448(16) Uani 1 1 d .
H5A H 0.2869 0.3403 0.4378 0.067 Uiso 1 1 calc R
H5B H 0.3082 0.2767 0.3334 0.067 Uiso 1 1 calc R
H5C H 0.2313 0.2562 0.3737 0.067 Uiso 1 1 calc R
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'
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
Cl3 Sb1 Cl3 84.25(16) 2_655 .
Cl3 Sb1 Cl2 92.32(10) 2_655 .
Cl3 Sb1 Cl2 176.02(11) . .
Cl3 Sb1 Cl2 176.01(11) 2_655 2_655
Cl3 Sb1 Cl2 92.32(10) . 2_655
Cl2 Sb1 Cl2 91.18(12) . 2_655
Cl3 Sb1 Cl1 91.63(9) 2_655 .
Cl3 Sb1 Cl1 88.33(10) . .
Cl2 Sb1 Cl1 89.74(9) . .
Cl2 Sb1 Cl1 90.29(9) 2_655 .
Cl3 Sb1 Cl1 88.33(10) 2_655 2_655
Cl3 Sb1 Cl1 91.63(9) . 2_655
Cl2 Sb1 Cl1 90.29(9) . 2_655
Cl2 Sb1 Cl1 89.74(9) 2_655 2_655
Cl1 Sb1 Cl1 179.95(12) . 2_655
C1 N1 C4 119.9(4) . .
C1 N1 C7 123.0(4) . .
C4 N1 C7 116.9(4) . .
N1 C4 C6 112.5(5) . .
N1 C4 C5 110.6(4) . .
C6 C4 C5 111.8(5) . .
N1 C4 H4 107.2 . .
C6 C4 H4 107.2 . .
C5 C4 H4 107.2 . .
N1 C1 C2 122.2(5) . .
N1 C1 C3 121.9(4) . 7_566
C2 C1 C3 115.9(4) . 7_566
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C3 C2 C1 122.4(5) . .
C3 C2 H2 118.8 . .
C1 C2 H2 118.8 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C2 C3 C1 121.7(4) . 7_566
C2 C3 H3 119.2 . .
C1 C3 H3 119.2 7_566 .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N1 C7 C8 112.6(4) . .
N1 C7 C9 113.9(4) . .
C8 C7 C9 113.6(5) . .
N1 C7 H7 105.2 . .
C8 C7 H7 105.2 . .
C9 C7 H7 105.2 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 Cl3 2.282(2) 2_655
Sb1 Cl3 2.282(2) .
Sb1 Cl2 2.339(2) .
Sb1 Cl2 2.339(2) 2_655
Sb1 Cl1 2.377(2) .
Sb1 Cl1 2.377(2) 2_655
N1 C1 1.363(6) .
N1 C4 1.476(6) .
N1 C7 1.483(6) .
C4 C6 1.516(8) .
C4 C5 1.519(8) .
C4 H4 1.0000 .
C1 C2 1.419(7) .
C1 C3 1.422(7) 7_566
C8 C7 1.527(8) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C2 C3 1.361(6) .
C2 H2 0.9500 .
C9 C7 1.537(8) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C3 C1 1.422(7) 7_566
C3 H3 0.9500 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7 1.0000 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
