#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:56:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179136 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/98/4309844.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_4309844
loop_
_publ_author_name
'Neil Burford'
'T. Stanley Cameron'
'Charles L. B. Macdonald'
'Katherine N. Robertson'
'Robert Schurko'
'Denise Walsh'
'Robert McDonald'
'Roderick E. Wasylishen'
_publ_contact_author_address
;
Department of Chemistry
Dalhousie University
Halifax, Nova Scotia
B3H 4J3
Canada
;
_publ_contact_author_email       ' neil.burford@dal.ca '
_publ_contact_author_fax         ' (902) 494-1310 '
_publ_contact_author_name        ' Neil Burford'
_publ_contact_author_phone       ' (902) 494-3190 '
_publ_section_title
;
Dissociation of
2,4-Bis(2,4,6-tri-tert-butylphenyl)-cyclo-1,3-dipnicta-2,4-diazanes (pnict
= P, As, Sb) Imposed by Substituent Steric Strain: A Cyclobutane/Olefin
Analogy
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8058
_journal_page_last               8064
_journal_paper_doi               10.1021/ic050770h
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C38 H58 F6 N2 O6 S2 Sb2'
_chemical_formula_sum            'C38 H58 F6 N2 O6 S2 Sb2'
_chemical_formula_weight         1060.48
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 90.1491(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.4948(6)
_cell_length_b                   16.5251(9)
_cell_length_c                   12.0097(7)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.00
_cell_volume                     2281.3(2)
_computing_cell_refinement       'Bruker SAINT (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker, 1997)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker P4/RA diffractometer/SMART 1000 CCD area detector'
_diffrn_measurement_method       'φ andω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11130
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.343
_exptl_absorpt_correction_T_max  0.7239
_exptl_absorpt_correction_T_min  0.5715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.24
_refine_diff_density_max         1.578
_refine_diff_density_min         -1.081
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.292
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.292
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0493
_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)+(0.0000P)²+17.5770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                4319
_reflns_number_total             4673
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic050770hsi20050513_022640_4.cif
_cod_data_source_block           '[Mes*NSbOTf]2'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4309844
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb Sb -0.07793(3) 0.42289(2) -0.00480(3) 0.02305(12) Uani 1 1 d . . .
S S 0.05467(16) 0.25817(10) -0.05742(15) 0.0387(4) Uani 1 1 d . . .
F1 F 0.0140(6) 0.1188(3) 0.0291(7) 0.110(3) Uani 1 1 d . . .
F2 F -0.0702(5) 0.2195(4) 0.1139(5) 0.089(2) Uani 1 1 d . . .
F3 F 0.1110(6) 0.2001(4) 0.1343(5) 0.0886(19) Uani 1 1 d . . .
O1 O 0.0644(4) 0.3394(3) -0.0026(4) 0.0329(10) Uani 1 1 d . . .
O2 O 0.1613(6) 0.2313(4) -0.0999(6) 0.0696(18) Uani 1 1 d . . .
O3 O -0.0484(5) 0.2533(4) -0.1240(5) 0.0586(15) Uani 1 1 d . . .
N N 0.0043(4) 0.4951(3) 0.1073(4) 0.0236(10) Uani 1 1 d . . .
C1 C 0.0253(7) 0.1954(5) 0.0628(8) 0.056(2) Uani 1 1 d . . .
C11 C 0.0177(5) 0.4577(4) 0.2172(5) 0.0268(12) Uani 1 1 d . . .
C12 C -0.0848(5) 0.4392(4) 0.2772(5) 0.0271(12) Uani 1 1 d . . .
C13 C -0.0774(5) 0.3763(4) 0.3554(5) 0.0297(13) Uani 1 1 d . . .
H13 H -0.1473 0.3572 0.3881 0.036 Uiso 1 1 calc R . .
C14 C 0.0255(6) 0.3409(4) 0.3870(5) 0.0330(14) Uani 1 1 d . . .
C15 C 0.1267(6) 0.3721(4) 0.3421(5) 0.0336(14) Uani 1 1 d . . .
H15 H 0.1991 0.3524 0.3694 0.040 Uiso 1 1 calc R . .
C16 C 0.1280(5) 0.4315(4) 0.2580(5) 0.0271(12) Uani 1 1 d . . .
C17 C -0.2024(5) 0.4856(4) 0.2723(5) 0.0340(14) Uani 1 1 d . . .
C18 C -0.1929(6) 0.5710(5) 0.2214(6) 0.0433(17) Uani 1 1 d . . .
H18A H -0.1322 0.6015 0.2604 0.052 Uiso 1 1 calc R . .
H18B H -0.2676 0.5991 0.2291 0.052 Uiso 1 1 calc R . .
H18C H -0.1730 0.5666 0.1424 0.052 Uiso 1 1 calc R . .
C19 C -0.2976(6) 0.4381(5) 0.2149(7) 0.0465(18) Uani 1 1 d . . .
H19A H -0.3028 0.3840 0.2479 0.056 Uiso 1 1 calc R . .
H19B H -0.2798 0.4333 0.1354 0.056 Uiso 1 1 calc R . .
H19C H -0.3721 0.4662 0.2241 0.056 Uiso 1 1 calc R . .
C20 C -0.2406(7) 0.5007(5) 0.3951(6) 0.0474(19) Uani 1 1 d . . .
H20A H -0.1806 0.5322 0.4338 0.057 Uiso 1 1 calc R . .
H20B H -0.2510 0.4486 0.4329 0.057 Uiso 1 1 calc R . .
H20C H -0.3141 0.5307 0.3958 0.057 Uiso 1 1 calc R . .
C21 C 0.0268(7) 0.2701(5) 0.4712(6) 0.0445(17) Uani 1 1 d . . .
C22 C 0.1497(7) 0.2490(6) 0.5076(8) 0.065(3) Uani 1 1 d . . .
H22A H 0.1855 0.2962 0.5434 0.078 Uiso 1 1 calc R . .
H22B H 0.1956 0.2334 0.4425 0.078 Uiso 1 1 calc R . .
H22C H 0.1473 0.2039 0.5605 0.078 Uiso 1 1 calc R . .
C23 C -0.0458(8) 0.2918(6) 0.5728(6) 0.057(2) Uani 1 1 d . . .
H23A H -0.1251 0.3056 0.5492 0.068 Uiso 1 1 calc R . .
H23B H -0.0109 0.3384 0.6109 0.068 Uiso 1 1 calc R . .
H23C H -0.0483 0.2456 0.6238 0.068 Uiso 1 1 calc R . .
C24 C -0.0275(8) 0.1960(5) 0.4144(7) 0.057(2) Uani 1 1 d . . .
H24A H -0.1069 0.2090 0.3904 0.069 Uiso 1 1 calc R . .
H24B H -0.0296 0.1507 0.4671 0.069 Uiso 1 1 calc R . .
H24C H 0.0192 0.1809 0.3495 0.069 Uiso 1 1 calc R . .
C25 C 0.2435(5) 0.4688(4) 0.2217(5) 0.0337(14) Uani 1 1 d . . .
C26 C 0.2358(6) 0.5612(4) 0.2377(6) 0.0401(16) Uani 1 1 d . . .
H26A H 0.3098 0.5861 0.2162 0.048 Uiso 1 1 calc R . .
H26B H 0.2196 0.5733 0.3160 0.048 Uiso 1 1 calc R . .
H26C H 0.1732 0.5829 0.1910 0.048 Uiso 1 1 calc R . .
C27 C 0.2793(6) 0.4449(5) 0.1018(6) 0.0397(16) Uani 1 1 d . . .
H27A H 0.3547 0.4693 0.0841 0.048 Uiso 1 1 calc R . .
H27B H 0.2205 0.4643 0.0490 0.048 Uiso 1 1 calc R . .
H27C H 0.2853 0.3858 0.0964 0.048 Uiso 1 1 calc R . .
C28 C 0.3459(6) 0.4424(5) 0.2965(6) 0.050(2) Uani 1 1 d . . .
H28A H 0.4178 0.4676 0.2698 0.060 Uiso 1 1 calc R . .
H28B H 0.3538 0.3834 0.2939 0.060 Uiso 1 1 calc R . .
H28C H 0.3312 0.4595 0.3733 0.060 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
N Sb N 79.3(2) 3_565 . ?
N Sb O1 96.82(18) 3_565 . ?
N Sb O1 90.92(18) . . ?
N Sb Sb 39.80(13) 3_565 3_565 ?
N Sb Sb 39.54(13) . 3_565 ?
O1 Sb Sb 95.01(11) . 3_565 ?
O2 S O3 120.2(4) . . ?
O2 S O1 112.3(3) . . ?
O3 S O1 110.9(3) . . ?
O2 S C1 105.9(4) . . ?
O3 S C1 104.9(4) . . ?
O1 S C1 100.2(4) . . ?
S O1 Sb 121.1(3) . . ?
C11 N Sb 142.1(4) . 3_565 ?
C11 N Sb 113.4(4) . . ?
Sb N Sb 100.7(2) 3_565 . ?
F3 C1 F2 107.6(8) . . ?
F3 C1 F1 109.2(7) . . ?
F2 C1 F1 110.3(8) . . ?
F3 C1 S 110.3(6) . . ?
F2 C1 S 110.8(5) . . ?
F1 C1 S 108.6(7) . . ?
C12 C11 C16 120.0(5) . . ?
C12 C11 N 117.6(5) . . ?
C16 C11 N 122.0(5) . . ?
C13 C12 C11 116.8(6) . . ?
C13 C12 C17 116.2(5) . . ?
C11 C12 C17 126.8(5) . . ?
C14 C13 C12 123.5(6) . . ?
C13 C14 C15 117.3(6) . . ?
C13 C14 C21 120.7(6) . . ?
C15 C14 C21 122.0(6) . . ?
C14 C15 C16 123.3(6) . . ?
C15 C16 C11 116.6(5) . . ?
C15 C16 C25 119.7(5) . . ?
C11 C16 C25 123.5(5) . . ?
C19 C17 C18 110.3(6) . . ?
C19 C17 C12 112.9(6) . . ?
C18 C17 C12 113.8(5) . . ?
C19 C17 C20 108.0(6) . . ?
C18 C17 C20 104.4(6) . . ?
C12 C17 C20 106.9(5) . . ?
C22 C21 C23 109.6(7) . . ?
C22 C21 C24 108.8(7) . . ?
C23 C21 C24 108.7(7) . . ?
C22 C21 C14 111.7(6) . . ?
C23 C21 C14 110.0(6) . . ?
C24 C21 C14 108.0(6) . . ?
C16 C25 C28 112.5(5) . . ?
C16 C25 C26 108.3(5) . . ?
C28 C25 C26 104.5(6) . . ?
C16 C25 C27 113.3(5) . . ?
C28 C25 C27 105.4(6) . . ?
C26 C25 C27 112.5(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb N 2.019(5) 3_565 ?
Sb N 2.030(5) . ?
Sb O1 2.140(4) . ?
Sb Sb 3.1172(7) 3_565 ?
S O2 1.401(6) . ?
S O3 1.430(6) . ?
S O1 1.499(4) . ?
S C1 1.811(9) . ?
F1 C1 1.335(11) . ?
F2 C1 1.320(10) . ?
F3 C1 1.307(10) . ?
N C11 1.465(7) . ?
N Sb 2.019(5) 3_565 ?
C11 C12 1.416(8) . ?
C11 C16 1.425(8) . ?
C12 C13 1.404(8) . ?
C12 C17 1.555(8) . ?
C13 C14 1.372(9) . ?
C14 C15 1.383(9) . ?
C14 C21 1.546(9) . ?
C15 C16 1.409(9) . ?
C16 C25 1.528(8) . ?
C17 C19 1.512(10) . ?
C17 C18 1.541(10) . ?
C17 C20 1.559(9) . ?
C21 C22 1.519(11) . ?
C21 C23 1.523(11) . ?
C21 C24 1.534(12) . ?
C25 C28 1.541(9) . ?
C25 C26 1.542(10) . ?
C25 C27 1.550(9) . ?
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
O2 S O1 Sb 148.2(4) . . . . ?
O3 S O1 Sb 10.6(4) . . . . ?
C1 S O1 Sb -99.8(4) . . . . ?
N Sb O1 S -110.9(3) 3_565 . . . ?
N Sb O1 S 169.7(3) . . . . ?
Sb Sb O1 S -150.9(3) 3_565 . . . ?
N Sb N C11 -163.1(5) 3_565 . . . ?
O1 Sb N C11 -66.4(4) . . . . ?
Sb Sb N C11 -163.1(5) 3_565 . . . ?
N Sb N Sb 0.0 3_565 . . 3_565 ?
O1 Sb N Sb 96.8(2) . . . 3_565 ?
O2 S C1 F3 56.6(8) . . . . ?
O3 S C1 F3 -175.2(6) . . . . ?
O1 S C1 F3 -60.2(7) . . . . ?
O2 S C1 F2 175.7(7) . . . . ?
O3 S C1 F2 -56.1(8) . . . . ?
O1 S C1 F2 58.9(7) . . . . ?
O2 S C1 F1 -63.0(7) . . . . ?
O3 S C1 F1 65.2(7) . . . . ?
O1 S C1 F1 -179.8(6) . . . . ?
Sb N C11 C12 143.9(5) 3_565 . . . ?
Sb N C11 C12 -63.7(6) . . . . ?
Sb N C11 C16 -43.5(9) 3_565 . . . ?
Sb N C11 C16 108.9(5) . . . . ?
C16 C11 C12 C13 -18.5(8) . . . . ?
N C11 C12 C13 154.2(5) . . . . ?
C16 C11 C12 C17 156.4(6) . . . . ?
N C11 C12 C17 -30.9(9) . . . . ?
C11 C12 C13 C14 9.7(9) . . . . ?
C17 C12 C13 C14 -165.8(6) . . . . ?
C12 C13 C14 C15 2.9(10) . . . . ?
C12 C13 C14 C21 -178.3(6) . . . . ?
C13 C14 C15 C16 -7.0(10) . . . . ?
C21 C14 C15 C16 174.2(6) . . . . ?
C14 C15 C16 C11 -1.7(9) . . . . ?
C14 C15 C16 C25 173.8(6) . . . . ?
C12 C11 C16 C15 14.8(8) . . . . ?
N C11 C16 C15 -157.6(6) . . . . ?
C12 C11 C16 C25 -160.5(6) . . . . ?
N C11 C16 C25 27.1(9) . . . . ?
C13 C12 C17 C19 -75.4(7) . . . . ?
C11 C12 C17 C19 109.7(7) . . . . ?
C13 C12 C17 C18 158.0(6) . . . . ?
C11 C12 C17 C18 -17.0(9) . . . . ?
C13 C12 C17 C20 43.3(8) . . . . ?
C11 C12 C17 C20 -131.7(7) . . . . ?
C13 C14 C21 C22 -171.2(7) . . . . ?
C15 C14 C21 C22 7.6(10) . . . . ?
C13 C14 C21 C23 -49.3(9) . . . . ?
C15 C14 C21 C23 129.5(7) . . . . ?
C13 C14 C21 C24 69.2(8) . . . . ?
C15 C14 C21 C24 -112.0(8) . . . . ?
C15 C16 C25 C28 -7.6(9) . . . . ?
C11 C16 C25 C28 167.5(6) . . . . ?
C15 C16 C25 C26 -122.7(6) . . . . ?
C11 C16 C25 C26 52.5(8) . . . . ?
C15 C16 C25 C27 111.8(7) . . . . ?
C11 C16 C25 C27 -73.1(8) . . . . ?
