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#$Date: 2019-11-24 03:45:16 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236553 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/40/1554089.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_1554089
loop_
_publ_author_name
'Navale, Tushar S.'
'Talipov, Marat R.'
'Shukla, Ruchi'
'Rathore, Rajendra'
_publ_section_title
;
 Interplay between Entropy and Enthalpy in (Intramolecular)
 Cyclophane-Like Folding versus (Intermolecular) Dimerization of
 Diarylalkane Cation Radicals
;
_journal_issue                   35
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              19558
_journal_paper_doi               10.1021/acs.jpcc.6b07006
_journal_volume                  120
_journal_year                    2016
_chemical_formula_sum            'C20 H26 Cl6 O4 Sb'
_chemical_formula_weight         664.86
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.52(3)
_cell_angle_beta                 96.36(3)
_cell_angle_gamma                111.59(3)
_cell_formula_units_Z            1
_cell_length_a                   7.1982(14)
_cell_length_b                   9.0420(18)
_cell_length_c                   10.639(2)
_cell_measurement_reflns_used    4627
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66
_cell_measurement_theta_min      4
_cell_volume                     636.0(3)
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 v2.0-2 (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0133
_diffrn_reflns_av_sigmaI/netI    0.0140
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5234
_diffrn_reflns_theta_full        66.90
_diffrn_reflns_theta_max         66.90
_diffrn_reflns_theta_min         4.21
_exptl_absorpt_coefficient_mu    14.618
_exptl_absorpt_correction_T_max  0.4742
_exptl_absorpt_correction_T_min  0.2341
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
 Numerical (based on real shape of the crystal) absorption
 correction followed by:
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             331
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2072
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0160
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0266P)²+0.2548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0404
_refine_ls_wR_factor_ref         0.0404
_reflns_number_gt                2071
_reflns_number_total             2072
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp6b07006_si_001.cif
_cod_data_source_block           raj7fa
_cod_original_cell_volume        636.0(2)
_cod_database_code               1554089
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.5000 0.5000 0.5000 0.01703(7) Uani 1 2 d S . .
Cl1 Cl 0.3240(6) 0.2204(2) 0.4864(5) 0.0717(11) Uani 0.465(4) 1 d P A 1
Cl2 Cl 0.1934(3) 0.5324(4) 0.4413(3) 0.0598(10) Uani 0.465(4) 1 d P A 1
Cl3 Cl 0.4539(7) 0.5228(3) 0.71584(17) 0.0578(8) Uani 0.465(4) 1 d P A 1
Cl1A Cl 0.2744(2) 0.2355(2) 0.43208(16) 0.0318(4) Uani 0.535(4) 1 d P A 2
Cl2A Cl 0.2787(3) 0.59776(18) 0.38781(15) 0.0405(5) Uani 0.535(4) 1 d P A 2
Cl3A Cl 0.3406(3) 0.50178(13) 0.68247(16) 0.0327(4) Uani 0.535(4) 1 d P A 2
O1 O 0.0287(2) -0.24296(16) 1.18483(13) 0.0259(3) Uani 1 1 d . . .
O2 O 0.3218(2) 0.00550(18) 0.75960(13) 0.0315(3) Uani 1 1 d . . .
C1 C 0.0514(3) -0.2816(2) 0.96956(19) 0.0226(4) Uani 1 1 d . . .
C2 C 0.1019(3) -0.1742(2) 1.08264(18) 0.0203(4) Uani 1 1 d . . .
C3 C 0.2176(3) -0.0118(2) 1.08242(18) 0.0201(4) Uani 1 1 d . . .
C4 C 0.2881(3) 0.0484(2) 0.97290(18) 0.0207(4) Uani 1 1 d . . .
C5 C 0.2416(3) -0.0609(2) 0.86117(18) 0.0232(4) Uani 1 1 d . . .
C6 C 0.1227(3) -0.2219(2) 0.86051(19) 0.0241(4) Uani 1 1 d . . .
C7 C 0.0753(4) -0.1441(3) 1.3032(2) 0.0332(5) Uani 1 1 d . . .
C8 C 0.4111(3) 0.2215(2) 0.9686(2) 0.0269(4) Uani 1 1 d . . .
C9 C 0.2945(4) -0.0985(4) 0.6457(2) 0.0441(6) Uani 1 1 d . . .
C10 C -0.0683(3) -0.4570(2) 0.9724(2) 0.0275(4) Uani 1 1 d . . .
H3 H 0.248(3) 0.056(3) 1.157(2) 0.022(5) Uiso 1 1 d . . .
H6 H 0.092(3) -0.292(3) 0.785(2) 0.029(6) Uiso 1 1 d . . .
H7A H 0.220(4) -0.100(3) 1.329(3) 0.043(7) Uiso 1 1 d . . .
H7B H 0.012(4) -0.214(3) 1.363(3) 0.044(7) Uiso 1 1 d . . .
H7C H 0.026(4) -0.065(3) 1.298(3) 0.046(7) Uiso 1 1 d . . .
H8A H 0.426(4) 0.280(3) 1.050(2) 0.033(6) Uiso 1 1 d . . .
H8B H 0.351(4) 0.266(3) 0.908(2) 0.028(6) Uiso 1 1 d . . .
H8C H 0.543(4) 0.234(3) 0.946(2) 0.037(7) Uiso 1 1 d . . .
H9A H 0.155(5) -0.144(3) 0.610(3) 0.045(7) Uiso 1 1 d . . .
H9B H 0.349(4) -0.176(4) 0.660(3) 0.050(8) Uiso 1 1 d . . .
H9C H 0.365(5) -0.027(4) 0.588(3) 0.057(8) Uiso 1 1 d . . .
H10A H -0.175(3) -0.471(3) 1.022(2) 0.022(5) Uiso 1 1 d . . .
H10B H -0.131(4) -0.508(3) 0.888(2) 0.033(6) Uiso 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 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.0562 5.8946 '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
Cl2A Sb1 Cl2A 180.0 2_666 .
Cl2A Sb1 Cl2 23.33(6) 2_666 2_666
Cl2A Sb1 Cl2 156.67(6) . 2_666
Cl2A Sb1 Cl2 156.67(6) 2_666 .
Cl2A Sb1 Cl2 23.33(6) . .
Cl2 Sb1 Cl2 180.0 2_666 .
Cl2A Sb1 Cl1A 90.16(5) 2_666 2_666
Cl2A Sb1 Cl1A 89.84(5) . 2_666
Cl2 Sb1 Cl1A 77.50(7) 2_666 2_666
Cl2 Sb1 Cl1A 102.50(7) . 2_666
Cl2A Sb1 Cl1A 89.84(5) 2_666 .
Cl2A Sb1 Cl1A 90.16(5) . .
Cl2 Sb1 Cl1A 102.50(7) 2_666 .
Cl2 Sb1 Cl1A 77.50(7) . .
Cl1A Sb1 Cl1A 180.000(2) 2_666 .
Cl2A Sb1 Cl1 105.56(12) 2_666 2_666
Cl2A Sb1 Cl1 74.44(11) . 2_666
Cl2 Sb1 Cl1 89.88(10) 2_666 2_666
Cl2 Sb1 Cl1 90.12(9) . 2_666
Cl1A Sb1 Cl1 16.89(11) 2_666 2_666
Cl1A Sb1 Cl1 163.10(11) . 2_666
Cl2A Sb1 Cl1 74.44(11) 2_666 .
Cl2A Sb1 Cl1 105.56(12) . .
Cl2 Sb1 Cl1 90.12(9) 2_666 .
Cl2 Sb1 Cl1 89.88(10) . .
Cl1A Sb1 Cl1 163.11(11) 2_666 .
Cl1A Sb1 Cl1 16.89(11) . .
Cl1 Sb1 Cl1 179.999(1) 2_666 .
Cl2A Sb1 Cl3 73.75(6) 2_666 .
Cl2A Sb1 Cl3 106.25(6) . .
Cl2 Sb1 Cl3 90.70(8) 2_666 .
Cl2 Sb1 Cl3 89.30(8) . .
Cl1A Sb1 Cl3 79.14(9) 2_666 .
Cl1A Sb1 Cl3 100.86(9) . .
Cl1 Sb1 Cl3 90.30(10) 2_666 .
Cl1 Sb1 Cl3 89.70(10) . .
Cl2A Sb1 Cl3 106.25(6) 2_666 2_666
Cl2A Sb1 Cl3 73.74(6) . 2_666
Cl2 Sb1 Cl3 89.30(8) 2_666 2_666
Cl2 Sb1 Cl3 90.69(8) . 2_666
Cl1A Sb1 Cl3 100.86(9) 2_666 2_666
Cl1A Sb1 Cl3 79.14(9) . 2_666
Cl1 Sb1 Cl3 89.70(10) 2_666 2_666
Cl1 Sb1 Cl3 90.30(10) . 2_666
Cl3 Sb1 Cl3 179.999(1) . 2_666
Cl2A Sb1 Cl3A 89.95(5) 2_666 .
Cl2A Sb1 Cl3A 90.05(5) . .
Cl2 Sb1 Cl3A 109.13(7) 2_666 .
Cl2 Sb1 Cl3A 70.87(7) . .
Cl1A Sb1 Cl3A 89.65(6) 2_666 .
Cl1A Sb1 Cl3A 90.35(6) . .
Cl1 Sb1 Cl3A 96.45(8) 2_666 .
Cl1 Sb1 Cl3A 83.55(8) . .
Cl3 Sb1 Cl3A 19.51(6) . .
Cl3 Sb1 Cl3A 160.49(6) 2_666 .
Cl2A Sb1 Cl3A 90.05(5) 2_666 2_666
Cl2A Sb1 Cl3A 89.95(5) . 2_666
Cl2 Sb1 Cl3A 70.87(7) 2_666 2_666
Cl2 Sb1 Cl3A 109.13(7) . 2_666
Cl1A Sb1 Cl3A 90.36(6) 2_666 2_666
Cl1A Sb1 Cl3A 89.64(6) . 2_666
Cl1 Sb1 Cl3A 83.55(8) 2_666 2_666
Cl1 Sb1 Cl3A 96.45(8) . 2_666
Cl3 Sb1 Cl3A 160.50(6) . 2_666
Cl3 Sb1 Cl3A 19.51(6) 2_666 2_666
Cl3A Sb1 Cl3A 180.0 . 2_666
C2 O1 C7 118.13(16) . .
C5 O2 C9 118.03(19) . .
C6 C1 C2 118.37(17) . .
C6 C1 C10 121.60(18) . .
C2 C1 C10 119.96(18) . .
O1 C2 C3 124.95(18) . .
O1 C2 C1 114.40(16) . .
C3 C2 C1 120.65(18) . .
C4 C3 C2 121.02(18) . .
C4 C3 H3 119.9(14) . .
C2 C3 H3 119.1(13) . .
C3 C4 C5 117.90(17) . .
C3 C4 C8 122.59(18) . .
C5 C4 C8 119.51(18) . .
O2 C5 C6 124.38(18) . .
O2 C5 C4 114.49(17) . .
C6 C5 C4 121.13(18) . .
C1 C6 C5 120.88(18) . .
C1 C6 H6 119.4(14) . .
C5 C6 H6 119.7(14) . .
O1 C7 H7A 109.5(16) . .
O1 C7 H7B 105.6(16) . .
H7A C7 H7B 109(2) . .
O1 C7 H7C 111.5(18) . .
H7A C7 H7C 111(2) . .
H7B C7 H7C 110(2) . .
C4 C8 H8A 109.9(15) . .
C4 C8 H8B 111.9(15) . .
H8A C8 H8B 108(2) . .
C4 C8 H8C 109.9(15) . .
H8A C8 H8C 110(2) . .
H8B C8 H8C 107(2) . .
O2 C9 H9A 109.8(17) . .
O2 C9 H9B 111.9(18) . .
H9A C9 H9B 112(3) . .
O2 C9 H9C 103.8(18) . .
H9A C9 H9C 107(2) . .
H9B C9 H9C 111(3) . .
C1 C10 C10 111.1(2) . 2_547
C1 C10 H10A 109.9(13) . .
C10 C10 H10A 109.8(13) 2_547 .
C1 C10 H10B 110.6(14) . .
C10 C10 H10B 108.7(15) 2_547 .
H10A C10 H10B 106.6(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 Cl2A 2.3428(12) 2_666
Sb1 Cl2A 2.3428(12) .
Sb1 Cl2 2.3537(14) 2_666
Sb1 Cl2 2.3538(14) .
Sb1 Cl1A 2.355(2) 2_666
Sb1 Cl1A 2.355(2) .
Sb1 Cl1 2.361(2) 2_666
Sb1 Cl1 2.361(2) .
Sb1 Cl3 2.3636(15) .
Sb1 Cl3 2.3636(15) 2_666
Sb1 Cl3A 2.3641(13) .
Sb1 Cl3A 2.3642(13) 2_666
O1 C2 1.347(2) .
O1 C7 1.430(3) .
O2 C5 1.350(2) .
O2 C9 1.437(3) .
C1 C6 1.381(3) .
C1 C2 1.422(3) .
C1 C10 1.505(3) .
C2 C3 1.396(3) .
C3 C4 1.385(3) .
C3 H3 0.92(2) .
C4 C5 1.423(3) .
C4 C8 1.495(3) .
C5 C6 1.390(3) .
C6 H6 0.95(2) .
C7 H7A 0.97(3) .
C7 H7B 0.96(3) .
C7 H7C 0.91(3) .
C8 H8A 0.96(3) .
C8 H8B 0.93(2) .
C8 H8C 0.97(3) .
C9 H9A 0.96(3) .
C9 H9B 0.93(3) .
C9 H9C 0.96(3) .
C10 C10 1.552(4) 2_547
C10 H10A 0.96(2) .
C10 H10B 0.96(3) .
