# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_jasrsa

_nottingham_internal_coll_name   JASRSA
_nottingham_internal_coll_number 12272
_nottingham_internal_coll_client JAS/RS
_nottingham_internal_coll_type   CUSTOM
_nottingham_internal_coll_frame_time 2
_nottingham_internal_coll_frame_width 2
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_user   WL
_nottingham_internal_coll_date   4/3/2013
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user WL
_nottingham_internal_process_date 10/5/2013
_nottingham_internal_solution_user WL
_nottingham_internal_solution_date 10/5/2013
_nottingham_internal_refinement_user WL
_nottingham_internal_refinement_date 10/5/2013
_nottingham_internal_validation_user WL
_nottingham_internal_validation_date 10/5/2013
_nottingham_internal_archive_date 10/6/2013

_audit_creation_date             2013-06-10
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H14 O2 S2'
_chemical_formula_sum            'C14 H14 O2 S2'
_chemical_formula_weight         278.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H14 S2 O2'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.7235(12)
_cell_length_b                   7.5497(11)
_cell_length_c                   15.671(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.432(15)
_cell_angle_gamma                90
_cell_volume                     671.45(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1043
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.1250
_cell_measurement_theta_min      5.7100
_exptl_absorpt_coefficient_mu    3.519
_exptl_absorpt_correction_T_max  1.228
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.612
_exptl_crystal_size_mid          0.2273
_exptl_crystal_size_min          0.046
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2646
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.811
_diffrn_reflns_theta_min         6.519
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9458
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -127.00   29.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.6002    0.0000    0.0000 78

#__ type_ start__ end____ width___ exp.time_
  2 omega -130.00 -102.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -60.0000 -125.0000 -180.0000 14

#__ type_ start__ end____ width___ exp.time_
  3 omega -112.00  -84.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -60.0000 -125.0000   60.0000 14

#__ type_ start__ end____ width___ exp.time_
  4 omega   93.00  157.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   45.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   67.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000    0.0000 14

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   69.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  150.0000 17

#__ type_ start__ end____ width___ exp.time_
  7 omega   34.00   62.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  120.0000 14

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   70.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000   60.0000 15

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00   66.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000 -180.0000 16

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00   73.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -45.0000   60.0000 16

#__ type_ start__ end____ width___ exp.time_
 11 omega  122.00  154.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   61.0000   60.0000 16

#__ type_ start__ end____ width___ exp.time_
 12 omega   49.00   77.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472 -125.0000    0.0000 14

#__ type_ start__ end____ width___ exp.time_
 13 omega   86.00  112.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   30.0000 -180.0000 13

#__ type_ start__ end____ width___ exp.time_
 14 omega  131.00  157.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   30.0000 -180.0000 13

#__ type_ start__ end____ width___ exp.time_
 15 omega   47.00   75.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -45.0000 -150.0000 14

#__ type_ start__ end____ width___ exp.time_
 16 omega   41.00   73.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -45.0000  -30.0000 16

#__ type_ start__ end____ width___ exp.time_
 17 omega   33.00   61.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000   30.0000 14
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0674387000
_diffrn_orient_matrix_UB_12      0.0121081000
_diffrn_orient_matrix_UB_13      -0.0981979000
_diffrn_orient_matrix_UB_21      -0.2011789000
_diffrn_orient_matrix_UB_22      -0.1334271000
_diffrn_orient_matrix_UB_23      0.0052284000
_diffrn_orient_matrix_UB_31      -0.1695375000
_diffrn_orient_matrix_UB_32      0.1538879000
_diffrn_orient_matrix_UB_33      0.0122776000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1086
_reflns_number_total             1306
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0720P)²+0.3241P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1443
_refine_special_details          
;
The oxygen atom is disordered over two possible positions; the 
occupancies were refined competitively, converging at a ratio of 0.60:0.40.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H,H,H,H) groups
2. Others
 Sof(O2A)=1-FVAR(1)
 Sof(O2)=FVAR(1)
 Sof(H9BD)=Sof(H9BE)=Sof(H9BF)=1-FVAR(2)
 Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=FVAR(2)
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8)
3.b Idealised Me refined as rotating group:
 C9(H9AA,H9AB,H9AC), C9(H9BD,H9BE,H9BF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.42509(14) 0.62628(10) 0.48682(4) 0.0558(3) Uani 1 1 d . . . . .
O2 O 0.5933(11) 0.7581(9) 0.4948(4) 0.126(3) Uani 0.597(8) 1 d . . P A 1
O2A O 0.2478(16) 0.6544(13) 0.5250(5) 0.120(4) Uani 0.403(8) 1 d . . P A 2
C3 C 0.3305(5) 0.5890(3) 0.37565(17) 0.0428(6) Uani 1 1 d . . . . .
C4 C 0.1139(4) 0.5079(4) 0.35116(18) 0.0485(7) Uani 1 1 d . . . . .
H4 H 0.0196 0.4700 0.3933 0.058 Uiso 1 1 calc R U . . .
C5 C 0.0378(4) 0.4834(4) 0.26469(19) 0.0485(7) Uani 1 1 d . . . . .
H5 H -0.1096 0.4275 0.2478 0.058 Uiso 1 1 calc R U . . .
C6 C 0.1729(5) 0.5389(3) 0.20169(16) 0.0439(6) Uani 1 1 d . . . . .
C7 C 0.3890(5) 0.6177(3) 0.22788(17) 0.0450(6) Uani 1 1 d . . . . .
H7 H 0.4836 0.6555 0.1858 0.054 Uiso 1 1 calc R U . . .
C8 C 0.4695(4) 0.6425(3) 0.31404(17) 0.0428(6) Uani 1 1 d . . . . .
H8 H 0.6187 0.6957 0.3310 0.051 Uiso 1 1 calc R U . . .
C9 C 0.0832(6) 0.5147(4) 0.10784(19) 0.0627(8) Uani 1 1 d . . . . .
H9AA H 0.0058 0.6238 0.0852 0.094 Uiso 0.60(8) 1 calc R U P B 1
H9AB H -0.0301 0.4168 0.1012 0.094 Uiso 0.60(8) 1 calc R U P B 1
H9AC H 0.2155 0.4877 0.0761 0.094 Uiso 0.60(8) 1 calc R U P B 1
H9BD H 0.0795 0.3882 0.0937 0.094 Uiso 0.40(8) 1 calc R U P B 2
H9BE H 0.1878 0.5763 0.0728 0.094 Uiso 0.40(8) 1 calc R U P B 2
H9BF H -0.0761 0.5639 0.0958 0.094 Uiso 0.40(8) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 S1 2.1096(15) 3_666 ?
S1 O2 1.379(6) . ?
S1 O2A 1.261(7) . ?
S1 C3 1.778(3) . ?
C3 C4 1.391(4) . ?
C3 C8 1.388(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(4) . ?
C6 C7 1.386(4) . ?
C6 C9 1.505(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.382(4) . ?
C8 H8 0.9500 . ?
C9 H9AA 0.9800 . ?
C9 H9AB 0.9800 . ?
C9 H9AC 0.9800 . ?
C9 H9BD 0.9800 . ?
C9 H9BE 0.9800 . ?
C9 H9BF 0.9800 . ?

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
O2 S1 S1 111.9(3) . 3_666 ?
O2 S1 C3 108.9(3) . . ?
O2A S1 S1 113.0(4) . 3_666 ?
O2A S1 C3 109.2(4) . . ?
C3 S1 S1 96.50(9) . 3_666 ?
C4 C3 S1 119.2(2) . . ?
C8 C3 S1 120.4(2) . . ?
C8 C3 C4 120.4(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C9 120.3(3) . . ?
C7 C6 C5 118.3(2) . . ?
C7 C6 C9 121.3(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 H7 119.4 . . ?
C3 C8 H8 120.3 . . ?
C7 C8 C3 119.5(2) . . ?
C7 C8 H8 120.3 . . ?
C6 C9 H9AA 109.5 . . ?
C6 C9 H9AB 109.5 . . ?
C6 C9 H9AC 109.5 . . ?
C6 C9 H9BD 109.5 . . ?
C6 C9 H9BE 109.5 . . ?
C6 C9 H9BF 109.5 . . ?
H9AA C9 H9AB 109.5 . . ?
H9AA C9 H9AC 109.5 . . ?
H9AB C9 H9AC 109.5 . . ?
H9BD C9 H9BE 109.5 . . ?
H9BD C9 H9BF 109.5 . . ?
H9BE C9 H9BF 109.5 . . ?

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
S1 S1 C3 C4 85.1(2) 3_666 . . . ?
S1 S1 C3 C8 -95.8(2) 3_666 . . . ?
S1 C3 C4 C5 178.3(2) . . . . ?
S1 C3 C8 C7 -177.79(19) . . . . ?
O2 S1 C3 C4 -159.0(4) . . . . ?
O2 S1 C3 C8 20.0(4) . . . . ?
O2A S1 C3 C4 -32.0(5) . . . . ?
O2A S1 C3 C8 147.0(5) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C3 C8 C7 1.2(4) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C4 C5 C6 C9 -178.4(3) . . . . ?
C5 C6 C7 C8 -0.4(4) . . . . ?
C6 C7 C8 C3 -0.6(4) . . . . ?
C8 C3 C4 C5 -0.8(4) . . . . ?
C9 C6 C7 C8 178.9(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 0 0.1657 -0.0018 -1.0014 -0.0004 -0.0120 0.1340 -0.1538
-2 0 1 0.2542 -1.9974 0.0015 1.0120 0.0353 0.4069 0.3513
2 0 -1 0.3412 1.9974 -0.0015 -1.0120 -0.0353 -0.4069 -0.3513
0 0 1 0.0230 -0.0003 0.0006 1.0010 -0.0983 0.0052 0.0124
0 0 -1 0.0230 0.0003 -0.0006 -1.0010 0.0983 -0.0052 -0.0124
0 5 1 0.0452 0.2342 4.8803 0.6009 -0.0157 -0.6951 0.7187


_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2
_database_code_depnum_ccdc_archive 'CCDC 1014879'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_jsrscc

_nottingham_internal_coll_name   JSRSCC
_nottingham_internal_coll_number 12536
_nottingham_internal_coll_client JAS/RS
_nottingham_internal_coll_type   CUSTOM
_nottingham_internal_coll_frame_time '2 AND 4'
_nottingham_internal_coll_frame_width 2
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_user   WL
_nottingham_internal_coll_date   6/6/2013
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user WL
_nottingham_internal_process_date 6/6/2013
_nottingham_internal_solution_user WL
_nottingham_internal_solution_date 6/6/2013
_nottingham_internal_refinement_user WL
_nottingham_internal_refinement_date 10/6/2013
_nottingham_internal_validation_user WL
_nottingham_internal_validation_date 10/6/2013
_nottingham_internal_archive_date 10/6/2013

_audit_creation_date             2013-06-10
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H22 O2 S2'
_chemical_formula_sum            'C18 H22 O2 S2'
_chemical_formula_weight         334.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H14 S'
_chemical_oxdiff_usercomment     
'JSRCCC #12536 IN FOMBLIN FIML ON MICROMOUNT FOR JS/RS'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5624(11)
_cell_length_b                   8.0233(11)
_cell_length_c                   8.1209(9)
_cell_angle_alpha                84.776(10)
_cell_angle_beta                 69.822(12)
_cell_angle_gamma                61.946(15)
_cell_volume                     406.64(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4466
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      76.9720
_cell_measurement_theta_min      5.7970
_exptl_absorpt_coefficient_mu    2.995
_exptl_absorpt_correction_T_max  1.499
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             178
_exptl_crystal_size_max          0.4824
_exptl_crystal_size_mid          0.1558
_exptl_crystal_size_min          0.1068
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7093
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.827
_diffrn_reflns_theta_min         5.826
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9845
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00  -13.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -61.0000  -30.0000 18

#__ type_ start__ end____ width___ exp.time_
  2 omega -107.00  -53.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -45.0000  150.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00   10.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  150.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega  -66.00   32.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   77.0000 -180.0000 49

#__ type_ start__ end____ width___ exp.time_
  5 omega  -33.00   -3.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  125.0000  -60.0000 15

#__ type_ start__ end____ width___ exp.time_
  6 omega  -42.00  -16.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -45.0000  150.0000 13

#__ type_ start__ end____ width___ exp.time_
  7 omega  -91.00  -37.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  125.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  8 omega  -62.00   30.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000  -60.0000 46

#__ type_ start__ end____ width___ exp.time_
  9 omega   10.00   36.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   84.0000   54.1146 13

#__ type_ start__ end____ width___ exp.time_
 10 omega    7.00   33.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   89.0000  -72.8750 13

#__ type_ start__ end____ width___ exp.time_
 11 omega    6.00   32.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   90.0000  158.4585 13

#__ type_ start__ end____ width___ exp.time_
 12 omega   19.00   45.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000 -150.2471 13

#__ type_ start__ end____ width___ exp.time_
 13 omega   18.00   44.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000  -52.3054 13

#__ type_ start__ end____ width___ exp.time_
 14 omega   20.00   46.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000   72.3629 13

#__ type_ start__ end____ width___ exp.time_
 15 omega   30.00   56.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   71.0000   21.5915 13

#__ type_ start__ end____ width___ exp.time_
 16 omega   29.00   55.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000 -115.5614 13

#__ type_ start__ end____ width___ exp.time_
 17 omega   32.00   68.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000  148.4010 18

#__ type_ start__ end____ width___ exp.time_
 18 omega   35.00   63.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   63.0000  -37.3554 14

#__ type_ start__ end____ width___ exp.time_
 19 omega   34.00   64.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   77.0000  -31.4658 15

#__ type_ start__ end____ width___ exp.time_
 20 omega   34.00   84.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000   95.1257 25

#__ type_ start__ end____ width___ exp.time_
 21 omega   37.00   85.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000   34.0855 24

#__ type_ start__ end____ width___ exp.time_
 22 omega   45.00   99.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   72.0000 -130.0588 27

#__ type_ start__ end____ width___ exp.time_
 23 omega   49.00   93.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000  174.0776 22

#__ type_ start__ end____ width___ exp.time_
 24 omega   96.00  148.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000  174.0776 26

#__ type_ start__ end____ width___ exp.time_
 25 omega   63.00   89.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   48.0000  168.7307 13

#__ type_ start__ end____ width___ exp.time_
 26 omega   61.00  111.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   55.0000  -45.5361 25

#__ type_ start__ end____ width___ exp.time_
 27 omega  111.00  137.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      102.0000   71.0000   45.7548 13

#__ type_ start__ end____ width___ exp.time_
 28 omega   73.00  107.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      102.0000   71.0000   45.7548 17

#__ type_ start__ end____ width___ exp.time_
 29 omega   49.00  135.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -61.0000    0.0000 43

#__ type_ start__ end____ width___ exp.time_
 30 omega   87.00  177.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000    0.0000 45

#__ type_ start__ end____ width___ exp.time_
 31 omega  120.00  176.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
 32 omega   80.00  118.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -150.0000 19

#__ type_ start__ end____ width___ exp.time_
 33 omega   84.00  120.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000   90.0000 18

#__ type_ start__ end____ width___ exp.time_
 34 omega   88.00  140.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega   50.00   96.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -94.0000  -90.0000 23

#__ type_ start__ end____ width___ exp.time_
 36 omega   83.00  177.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -60.0000 47

#__ type_ start__ end____ width___ exp.time_
 37 omega   81.00  107.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -120.0000 13

#__ type_ start__ end____ width___ exp.time_
 38 omega   84.00  178.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
 39 omega   80.00  172.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  150.0000 46

#__ type_ start__ end____ width___ exp.time_
 40 omega   78.00  108.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000 -125.0000  150.0000 15

#__ type_ start__ end____ width___ exp.time_
 41 omega   89.00  115.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   45.0000  -90.0000 13

#__ type_ start__ end____ width___ exp.time_
 42 omega   77.00  105.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -94.0000 -150.0000 14

#__ type_ start__ end____ width___ exp.time_
 43 omega   43.00  135.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -61.0000  120.0000 46

#__ type_ start__ end____ width___ exp.time_
 44 omega   30.00   58.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -94.0000 -150.0000 14

#__ type_ start__ end____ width___ exp.time_
 45 omega   44.00  122.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000 -125.0000    0.0000 39

#__ type_ start__ end____ width___ exp.time_
 46 omega   81.00  167.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  120.0000 43

#__ type_ start__ end____ width___ exp.time_
 47 omega   48.00  108.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -94.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
 48 omega   85.00  175.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000  -90.0000 45

#__ type_ start__ end____ width___ exp.time_
 49 omega   80.00  122.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000 -125.0000 -180.0000 21

#__ type_ start__ end____ width___ exp.time_
 50 omega  129.00  175.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000   60.0000 23

#__ type_ start__ end____ width___ exp.time_
 51 omega   81.00  123.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000   60.0000 21

#__ type_ start__ end____ width___ exp.time_
 52 omega  132.00  158.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
 53 omega  124.00  164.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -120.0000 20

#__ type_ start__ end____ width___ exp.time_
 54 omega   80.00  120.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -30.0000 20

#__ type_ start__ end____ width___ exp.time_
 55 omega   79.00  171.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   80.0000  177.8772 46

#__ type_ start__ end____ width___ exp.time_
 56 omega   86.00  112.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
 57 omega  128.00  154.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000   90.0000 13

#__ type_ start__ end____ width___ exp.time_
 58 omega   84.00  112.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   61.0000   60.0000 14

#__ type_ start__ end____ width___ exp.time_
 59 omega   81.00  153.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000   90.0000 36

#__ type_ start__ end____ width___ exp.time_
 60 omega   79.00  105.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   85.0000  -16.6325 13
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1775278000
_diffrn_orient_matrix_UB_12      0.0585967000
_diffrn_orient_matrix_UB_13      -0.0487245000
_diffrn_orient_matrix_UB_21      -0.1305980000
_diffrn_orient_matrix_UB_22      0.1480899000
_diffrn_orient_matrix_UB_23      0.1603348000
_diffrn_orient_matrix_UB_31      0.1088780000
_diffrn_orient_matrix_UB_32      -0.1494228000
_diffrn_orient_matrix_UB_33      0.1143240000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1627
_reflns_number_total             1709
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.686
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         1709
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1101P)²+0.3759P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1733
_refine_ls_wR_factor_ref         0.1748
_refine_special_details          
;
The oxygen atom is disordered over two possible positions; the 
occupancy was refined competitively, converging at a ratio of 0.55:0.45.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(O2A)=1-FVAR(1)
 Sof(O2)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7)
3.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.60320(9) 0.06233(8) 0.45251(8) 0.0242(3) Uani 1 1 d . . . . .
O2 O 0.8173(7) -0.0606(7) 0.4603(7) 0.0505(15) Uani 0.545(8) 1 d . . P A 1
O2A O 0.6144(12) 0.1210(9) 0.2842(8) 0.057(2) Uani 0.455(8) 1 d . . P A 2
C3 C 0.4587(4) 0.2520(3) 0.6219(3) 0.0188(5) Uani 1 1 d . . . . .
C4 C 0.5002(4) 0.2239(3) 0.7811(3) 0.0203(5) Uani 1 1 d . . . . .
C5 C 0.3790(4) 0.3733(4) 0.9125(3) 0.0201(5) Uani 1 1 d . . . . .
H5 H 0.4038 0.3558 1.0213 0.024 Uiso 1 1 calc R U . . .
C6 C 0.2228(4) 0.5476(3) 0.8893(3) 0.0193(5) Uani 1 1 d . . . . .
C7 C 0.1887(4) 0.5719(3) 0.7284(3) 0.0197(5) Uani 1 1 d . . . . .
H7 H 0.0842 0.6910 0.7105 0.024 Uiso 1 1 calc R U . . .
C8 C 0.3037(4) 0.4265(4) 0.5934(3) 0.0195(5) Uani 1 1 d . . . . .
C9 C 0.6735(4) 0.0422(4) 0.8134(4) 0.0290(6) Uani 1 1 d . . . . .
H9A H 0.6523 -0.0647 0.7936 0.044 Uiso 1 1 calc R U . . .
H9B H 0.6676 0.0497 0.9351 0.044 Uiso 1 1 calc R U . . .
H9C H 0.8131 0.0238 0.7325 0.044 Uiso 1 1 calc R U . . .
C10 C 0.0938(4) 0.7079(4) 1.0322(3) 0.0251(6) Uani 1 1 d . . . . .
H10A H -0.0492 0.7195 1.0894 0.038 Uiso 1 1 calc R U . . .
H10B H 0.0823 0.8264 0.9809 0.038 Uiso 1 1 calc R U . . .
H10C H 0.1643 0.6822 1.1196 0.038 Uiso 1 1 calc R U . . .
C11 C 0.2608(4) 0.4654(4) 0.4221(3) 0.0246(6) Uani 1 1 d . . . . .
H11A H 0.3902 0.4519 0.3270 0.037 Uiso 1 1 calc R U . . .
H11B H 0.1453 0.5946 0.4317 0.037 Uiso 1 1 calc R U . . .
H11C H 0.2192 0.3748 0.3963 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 S1 2.1282(12) 2_656 ?
S1 O2 1.468(5) . ?
S1 O2A 1.392(6) . ?
S1 C3 1.784(2) . ?
C3 C4 1.408(3) . ?
C3 C8 1.405(4) . ?
C4 C5 1.393(3) . ?
C4 C9 1.510(3) . ?
C5 C6 1.393(4) . ?
C6 C7 1.396(3) . ?
C6 C10 1.505(3) . ?
C7 C8 1.393(3) . ?
C8 C11 1.508(3) . ?

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
O2 S1 S1 112.7(2) . 2_656 ?
O2 S1 C3 109.8(2) . . ?
O2A S1 S1 112.4(3) . 2_656 ?
O2A S1 C3 114.1(3) . . ?
C3 S1 S1 96.16(8) . 2_656 ?
C4 C3 S1 119.73(19) . . ?
C8 C3 S1 118.87(19) . . ?
C8 C3 C4 121.4(2) . . ?
C3 C4 C9 123.1(2) . . ?
C5 C4 C3 118.0(2) . . ?
C5 C4 C9 118.9(2) . . ?
C6 C5 C4 122.0(2) . . ?
C5 C6 C7 118.4(2) . . ?
C5 C6 C10 121.4(2) . . ?
C7 C6 C10 120.2(2) . . ?
C8 C7 C6 121.9(2) . . ?
C3 C8 C11 123.1(2) . . ?
C7 C8 C3 118.2(2) . . ?
C7 C8 C11 118.7(2) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 -1 0 0.0601 -1.0002 -0.9996 0.0005 -0.2362 -0.0173 0.0405
1 4 -2 0.1616 1.0049 3.9978 -2.0012 0.5102 0.1399 -0.7167
-5 -2 -3 0.2197 -4.9956 -1.9994 -2.9986 -0.8579 -0.1245 -0.5880
-1 2 4 0.0478 -0.9989 1.9971 4.0035 -0.2554 1.0681 0.0505
1 -2 -4 0.0590 0.9989 -1.9971 -4.0035 0.2554 -1.0681 -0.0505
2 -3 0 0.1739 1.9944 -2.9971 -0.0020 0.1785 -0.7046 0.6648
0 0 -5 0.1450 0.0029 0.0013 -5.0031 0.2444 -0.8024 -0.5718
1 1 0 0.0873 1.0002 0.9996 -0.0005 0.2362 0.0173 -0.0405
2 4 3 0.0674 2.0010 3.9969 3.0011 0.4432 0.8118 -0.0363
3 0 5 0.2055 2.9941 -0.0003 5.0009 0.2878 0.4108 0.8978
1 -4 1 0.1855 0.9937 -3.9969 0.9992 -0.1065 -0.5615 0.8197
-2 3 -4 0.2345 -1.9921 2.9981 -4.0005 0.0169 0.0627 -1.1222
4 2 -2 0.0742 3.9995 2.0003 -2.0037 0.9249 -0.5474 -0.0925
-2 -3 4 0.1229 -2.0038 -2.9994 4.0033 -0.7266 0.4594 0.6877
4 -1 2 0.1979 3.9936 -0.9984 1.9982 0.5531 -0.3490 0.8124
-3 -5 -2 0.0581 -3.0017 -4.9967 -2.0000 -0.7282 -0.6686 0.1912


_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2
_database_code_depnum_ccdc_archive 'CCDC 1014880'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_jsrscb

_nottingham_internal_coll_name   JSRSCB
_nottingham_internal_coll_number 12490
_nottingham_internal_coll_client JAS/RS
_nottingham_internal_coll_type   CUSTOM
_nottingham_internal_coll_frame_time '2 AND 4'
_nottingham_internal_coll_frame_width 2
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_user   WL
_nottingham_internal_coll_date   24/5/2013
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user WL
_nottingham_internal_process_date 24/5/2013
_nottingham_internal_solution_user WL
_nottingham_internal_solution_date 24/5/2013
_nottingham_internal_refinement_user AW
_nottingham_internal_refinement_date 10/6/2013
_nottingham_internal_validation_user WL
_nottingham_internal_validation_date 10/6/2013
_nottingham_internal_archive_date 10/6/2013

_audit_creation_date             2013-06-10
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H14 S2'
_chemical_formula_sum            'C14 H14 S2'
_chemical_formula_weight         246.37
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H14 S2'
_chemical_oxdiff_usercomment     
'JSRSCB #12490 IN FOMBLIN FILM ON MICROMOUNT FOR JS/RS'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.5701(7)
_cell_length_b                   5.7018(6)
_cell_length_c                   14.6979(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.682(8)
_cell_angle_gamma                90
_cell_volume                     632.29(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2719
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.1400
_cell_measurement_theta_min      3.0040
_exptl_absorpt_coefficient_mu    3.545
_exptl_absorpt_correction_T_max  1.190
_exptl_absorpt_correction_T_min  0.346
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             260
_exptl_crystal_size_max          0.5996
_exptl_crystal_size_mid          0.2451
_exptl_crystal_size_min          0.0366
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4647
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.546
_diffrn_reflns_theta_min         3.017
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.8958
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -99.00  -59.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000 -156.0000   67.0000 20

#__ type_ start__ end____ width___ exp.time_
  2 omega  -45.00   33.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
  3 omega   54.00  108.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.2573  156.0000  104.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   73.00  103.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.2573   57.0000  120.0000 15

#__ type_ start__ end____ width___ exp.time_
  5 omega   15.00   99.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.2573   57.0000   30.0000 42

#__ type_ start__ end____ width___ exp.time_
  6 omega   43.00   85.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.2573   38.0000  -30.0000 21

#__ type_ start__ end____ width___ exp.time_
  7 omega   77.00  103.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   61.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
  8 omega  114.00  170.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000  -90.0000 28

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00   68.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526  -45.0000   30.0000 17

#__ type_ start__ end____ width___ exp.time_
 10 omega   74.00  100.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000  -90.0000 13

#__ type_ start__ end____ width___ exp.time_
 11 omega   80.00  106.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   61.0000  -60.0000 13

#__ type_ start__ end____ width___ exp.time_
 12 omega   78.00  106.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   61.0000    0.0000 14

#__ type_ start__ end____ width___ exp.time_
 13 omega  147.00  173.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   30.0000 -150.0000 13

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   88.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526  -77.0000   30.0000 24

#__ type_ start__ end____ width___ exp.time_
 15 omega   72.00  118.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526 -119.0000 -136.0000 23

#__ type_ start__ end____ width___ exp.time_
 16 omega   83.00  135.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   30.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega  117.00  169.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega   74.00  100.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000  -60.0000 13

#__ type_ start__ end____ width___ exp.time_
 19 omega   79.00  119.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   61.0000   30.0000 20

#__ type_ start__ end____ width___ exp.time_
 20 omega   74.00  102.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000  -30.0000 14

#__ type_ start__ end____ width___ exp.time_
 21 omega   60.00   90.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526  -30.0000  -60.0000 15

#__ type_ start__ end____ width___ exp.time_
 22 omega   73.00   99.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000    0.0000 13

#__ type_ start__ end____ width___ exp.time_
 23 omega   90.00  174.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   35.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
 24 omega   33.00   89.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526  -94.0000  120.0000 28

#__ type_ start__ end____ width___ exp.time_
 25 omega   74.00  100.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   77.0000   30.0000 13

#__ type_ start__ end____ width___ exp.time_
 26 omega   86.00  138.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526   45.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 27 omega   53.00   79.00   2.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      103.2526  -94.0000  -30.0000 13
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1826711000
_diffrn_orient_matrix_UB_12      0.1146376000
_diffrn_orient_matrix_UB_13      0.0071674000
_diffrn_orient_matrix_UB_21      0.0182204000
_diffrn_orient_matrix_UB_22      -0.0378757000
_diffrn_orient_matrix_UB_23      0.1041308000
_diffrn_orient_matrix_UB_31      0.0893050000
_diffrn_orient_matrix_UB_32      0.2417218000
_diffrn_orient_matrix_UB_33      0.0129840000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.914
_reflns_Friedel_fraction_max     0.828
_reflns_number_gt                2278
_reflns_number_total             2393
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 903 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.132(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2393
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0380P)²+0.1738P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0787
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C11(H11), C12(H12), C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.13053(11) 0.56351(15) 0.70528(5) 0.0367(2) Uani 1 1 d . . . . .
S2 S 0.11442(10) 0.25860(18) 0.77482(5) 0.0391(2) Uani 1 1 d . . . . .
C3 C 0.1967(4) 0.4827(6) 0.59535(19) 0.0249(6) Uani 1 1 d . . . . .
C4 C 0.1580(4) 0.6444(5) 0.5257(2) 0.0271(6) Uani 1 1 d . . . . .
H4 H 0.0988 0.7867 0.5376 0.033 Uiso 1 1 calc R U . . .
C5 C 0.2065(4) 0.5965(5) 0.4389(2) 0.0272(6) Uani 1 1 d . . . . .
H5 H 0.1812 0.7078 0.3915 0.033 Uiso 1 1 calc R U . . .
C6 C 0.2917(4) 0.3883(6) 0.4197(2) 0.0258(6) Uani 1 1 d . . . . .
C7 C 0.3294(4) 0.2289(5) 0.49042(19) 0.0256(6) Uani 1 1 d . . . . .
H7 H 0.3874 0.0859 0.4784 0.031 Uiso 1 1 calc R U . . .
C8 C 0.2838(4) 0.2752(6) 0.57828(19) 0.0262(6) Uani 1 1 d . . . . .
H8 H 0.3119 0.1661 0.6261 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3433(5) 0.3333(7) 0.3247(2) 0.0392(8) Uani 1 1 d . . . . .
H9A H 0.3145 0.4675 0.2845 0.059 Uiso 1 1 calc R U . . .
H9B H 0.2779 0.1950 0.3011 0.059 Uiso 1 1 calc R U . . .
H9C H 0.4708 0.3019 0.3271 0.059 Uiso 1 1 calc R U . . .
C10 C 0.3316(4) 0.1997(6) 0.82655(18) 0.0282(7) Uani 1 1 d . . . . .
C11 C 0.4760(4) 0.3470(6) 0.8211(2) 0.0294(6) Uani 1 1 d . . . . .
H11 H 0.4631 0.4914 0.7889 0.035 Uiso 1 1 calc R U . . .
C12 C 0.6404(4) 0.2816(6) 0.8631(2) 0.0300(6) Uani 1 1 d . . . . .
H12 H 0.7392 0.3828 0.8593 0.036 Uiso 1 1 calc R U . . .
C13 C 0.6625(4) 0.0712(6) 0.91033(18) 0.0279(6) Uani 1 1 d . . . . .
C14 C 0.5148(4) -0.0726(6) 0.9154(2) 0.0312(7) Uani 1 1 d . . . . .
H14 H 0.5268 -0.2165 0.9479 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3508(4) -0.0097(6) 0.8740(2) 0.0308(7) Uani 1 1 d . . . . .
H15 H 0.2516 -0.1101 0.8782 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8399(5) -0.0028(7) 0.9546(2) 0.0379(8) Uani 1 1 d . . . . .
H16A H 0.8829 -0.1391 0.9223 0.057 Uiso 1 1 calc R U . . .
H16B H 0.8280 -0.0442 1.0185 0.057 Uiso 1 1 calc R U . . .
H16C H 0.9244 0.1267 0.9518 0.057 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 S2 2.0255(13) . ?
S1 C3 1.790(3) . ?
S2 C10 1.786(3) . ?
C3 C4 1.391(4) . ?
C3 C8 1.387(4) . ?
C4 C5 1.383(4) . ?
C5 C6 1.391(4) . ?
C6 C7 1.393(4) . ?
C6 C9 1.512(4) . ?
C7 C8 1.389(4) . ?
C10 C11 1.386(4) . ?
C10 C15 1.385(5) . ?
C11 C12 1.394(4) . ?
C12 C13 1.389(5) . ?
C13 C14 1.394(5) . ?
C13 C16 1.504(4) . ?
C14 C15 1.384(5) . ?

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
C3 S1 S2 105.50(11) . . ?
C10 S2 S1 106.55(12) . . ?
C4 C3 S1 115.9(2) . . ?
C8 C3 S1 123.7(2) . . ?
C8 C3 C4 120.4(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 121.2(3) . . ?
C5 C6 C7 118.4(3) . . ?
C5 C6 C9 121.5(3) . . ?
C7 C6 C9 120.1(3) . . ?
C8 C7 C6 121.3(3) . . ?
C3 C8 C7 119.2(3) . . ?
C11 C10 S2 124.3(2) . . ?
C15 C10 S2 115.6(2) . . ?
C15 C10 C11 120.1(3) . . ?
C10 C11 C12 119.5(3) . . ?
C13 C12 C11 121.3(3) . . ?
C12 C13 C14 118.0(3) . . ?
C12 C13 C16 121.7(3) . . ?
C14 C13 C16 120.3(3) . . ?
C15 C14 C13 121.3(3) . . ?
C14 C15 C10 119.9(3) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 0 0 0.1621 -0.9997 -0.0002 -0.0018 0.1826 -0.0184 -0.0893
1 0 0 0.0831 0.9997 0.0002 0.0018 -0.1826 0.0184 0.0893
1 -4 -1 0.2391 0.9954 -4.0036 -0.9935 -0.6479 0.0663 -0.8918
0 4 1 0.3468 0.0043 4.0038 0.9954 0.4653 -0.0479 0.9811
0 0 1 0.0183 -0.0004 0.0006 1.0004 0.0073 0.1041 0.0131
0 0 -1 0.0183 0.0004 -0.0006 -1.0004 -0.0073 -0.1041 -0.0131
-4 2 1 0.1668 -3.9968 2.0016 0.9906 0.9667 -0.0455 0.1398
2 3 1 0.3214 2.0025 3.0033 1.0003 -0.0143 0.0269 0.9178
0 -4 -1 0.2463 -0.0043 -4.0038 -0.9954 -0.4653 0.0479 -0.9811
5 1 -1 0.1310 5.0000 1.0009 -0.9925 -0.8057 -0.0502 0.6756


_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2
_database_code_depnum_ccdc_archive 'CCDC 1014881'
