#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:57:53 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179997 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/91/7029116.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_7029116
loop_
_publ_author_name
'Janzen, D. E.'
'Kooyman, A. M.'
_publ_section_title
;
 Gold(iii) assisted C-H activation of 1,4,7-trithiacyclononane: synthesis
 and spontaneous resolution of a bicyclic chiral sulfonium salt.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3424
_journal_page_last               3427
_journal_paper_doi               10.1039/c3dt53545b
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C6 H11 S3, Au Cl4'
_chemical_formula_sum            'C6 H11 Au Cl4 S3'
_chemical_formula_weight         518.11
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   8.8141(8)
_cell_length_b                   15.9546(15)
_cell_length_c                   19.3740(18)
_cell_measurement_reflns_used    22385
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.59
_cell_measurement_theta_min      3.13
_cell_volume                     2724.5(4)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 6.849
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            26974
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    12.041
_exptl_absorpt_correction_T_max  0.300
_exptl_absorpt_correction_T_min  0.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    2.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1936.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.960
_refine_diff_density_min         -1.000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     127
_refine_ls_number_reflns         3125
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0154P)²+4.9738P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0519
_reflns_number_gt                2507
_reflns_number_total             3125
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c3dt53545b.txt
_cod_data_source_block           2
_cod_original_cell_volume        2724.5(5)
_cod_database_code               7029116
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,+Z
3 +X,1/2-Y,1/2+Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 1/2+X,1/2-Y,-Z
7 -X,1/2+Y,1/2-Z
8 1/2+X,+Y,1/2-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
Au1 Au 0.249939(19) 0.025926(9) 0.341544(7) 0.01924(6) Uani 1.0 8 d .
Cl1 Cl 0.09671(14) 0.04374(7) 0.43473(6) 0.0362(3) Uani 1.0 8 d .
Cl2 Cl 0.28538(13) 0.16756(7) 0.33541(6) 0.0305(3) Uani 1.0 8 d .
Cl3 Cl 0.40640(14) 0.00717(7) 0.24899(6) 0.0329(3) Uani 1.0 8 d .
Cl4 Cl 0.21663(13) -0.11516(7) 0.35131(6) 0.0308(3) Uani 1.0 8 d .
S1 S 0.19109(16) 0.28269(7) 0.50888(6) 0.0352(3) Uani 1.0 8 d .
S2 S 0.18470(13) 0.30404(7) 0.65787(5) 0.0236(3) Uani 1.0 8 d .
S3 S 0.36231(15) 0.12345(7) 0.60298(7) 0.0375(3) Uani 1.0 8 d .
C1 C 0.1271(7) 0.3851(3) 0.5364(3) 0.0397(13) Uani 1.0 8 d .
C2 C 0.1818(6) 0.4019(3) 0.6102(3) 0.0330(11) Uani 1.0 8 d .
C3 C 0.3858(5) 0.2804(3) 0.6599(3) 0.0294(11) Uani 1.0 8 d .
C4 C 0.4118(6) 0.1889(3) 0.6758(3) 0.0357(12) Uani 1.0 8 d .
C5 C 0.1623(6) 0.1451(3) 0.6009(3) 0.0338(11) Uani 1.0 8 d .
C6 C 0.1202(5) 0.2360(3) 0.5874(2) 0.0249(10) Uani 1.0 8 d .
H1A H 0.1677 0.4285 0.5050 0.0476 Uiso 1.0 8 calc R
H1B H 0.0149 0.3876 0.5347 0.0476 Uiso 1.0 8 calc R
H2A H 0.1129 0.4422 0.6331 0.0395 Uiso 1.0 8 calc R
H2B H 0.2849 0.4265 0.6092 0.0395 Uiso 1.0 8 calc R
H3A H 0.4316 0.2942 0.6147 0.0352 Uiso 1.0 8 calc R
H3B H 0.4358 0.3153 0.6955 0.0352 Uiso 1.0 8 calc R
H4A H 0.3497 0.1726 0.7162 0.0428 Uiso 1.0 8 calc R
H4B H 0.5198 0.1801 0.6878 0.0428 Uiso 1.0 8 calc R
H5A H 0.1155 0.1100 0.5646 0.0405 Uiso 1.0 8 calc R
H5B H 0.1177 0.1280 0.6456 0.0405 Uiso 1.0 8 calc R
H6 H 0.0070 0.2393 0.5859 0.0299 Uiso 1.0 8 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Au1 0.01598(9) 0.02243(9) 0.01930(9) -0.00040(6) -0.00029(7) 0.00018(6)
Cl1 0.0409(8) 0.0397(7) 0.0279(6) 0.0002(6) 0.0153(6) -0.0014(5)
Cl2 0.0304(7) 0.0243(6) 0.0367(6) -0.0044(5) 0.0019(5) -0.0017(5)
Cl3 0.0319(7) 0.0355(6) 0.0313(6) 0.0052(5) 0.0138(5) 0.0010(5)
Cl4 0.0269(7) 0.0237(6) 0.0417(7) -0.0004(5) 0.0020(5) 0.0034(5)
S1 0.0455(8) 0.0383(7) 0.0217(6) 0.0065(6) 0.0033(6) 0.0005(5)
S2 0.0216(6) 0.0274(6) 0.0219(6) 0.0038(5) 0.0011(5) -0.0035(5)
S3 0.0371(8) 0.0221(6) 0.0535(8) 0.0056(6) 0.0130(6) -0.0015(6)
C1 0.054(4) 0.030(3) 0.035(3) 0.013(3) -0.003(3) 0.005(3)
C2 0.034(3) 0.017(3) 0.047(3) 0.004(2) -0.003(3) -0.003(2)
C3 0.019(3) 0.035(3) 0.034(3) 0.003(2) -0.003(2) -0.004(2)
C4 0.029(3) 0.035(3) 0.043(3) 0.010(3) -0.004(3) 0.007(3)
C5 0.034(3) 0.023(3) 0.045(3) -0.008(2) 0.005(3) -0.005(2)
C6 0.023(3) 0.028(3) 0.024(3) -0.0052(19) 0.0006(18) -0.0039(18)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Au Au -2.0133 8.8022
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 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_publ_flag
Cl1 Au1 Cl2 89.94(4) yes
Cl1 Au1 Cl3 179.17(5) yes
Cl1 Au1 Cl4 88.91(4) yes
Cl2 Au1 Cl3 90.36(4) yes
Cl2 Au1 Cl4 178.16(5) yes
Cl3 Au1 Cl4 90.78(4) yes
C1 S1 C6 90.9(2) yes
C2 S2 C3 101.8(3) yes
C2 S2 C6 97.2(2) yes
C3 S2 C6 101.3(2) yes
C4 S3 C5 98.2(3) yes
S1 C1 C2 109.6(4) yes
S2 C2 C1 109.2(3) yes
S2 C3 C4 110.7(4) yes
S3 C4 C3 111.3(4) yes
S3 C5 C6 115.3(4) yes
S1 C6 S2 106.0(3) yes
S1 C6 C5 117.0(3) yes
S2 C6 C5 111.2(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 Cl1 2.2725(12) yes
Au1 Cl2 2.2843(12) yes
Au1 Cl3 2.2818(12) yes
Au1 Cl4 2.2779(12) yes
S1 C1 1.808(5) yes
S1 C6 1.805(5) yes
S2 C2 1.814(5) yes
S2 C3 1.812(5) yes
S2 C6 1.835(5) yes
S3 C4 1.809(5) yes
S3 C5 1.797(5) yes
C1 C2 1.532(7) yes
C3 C4 1.509(7) yes
C5 C6 1.519(6) yes
