# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_lot5_0m

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C14 H6 Br2 S2'
_chemical_formula_sum            'C14 H6 Br2 S2'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         398.13

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   7.339(5)
_cell_length_b                   3.915(3)
_cell_length_c                   22.078(14)
_cell_angle_alpha                90
_cell_angle_beta                 99.080(9)
_cell_angle_gamma                90
_cell_volume                     626.4(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2062
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      26.34
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.111
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    6.778
_shelx_estimated_absorpt_T_min   0.236
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.27
_exptl_absorpt_correction_T_max  0.49
_exptl_absorpt_process_details   
; 
semi empirical absorption correction with SADABS,
G.M. Sheldrick, SADABS, Version 2007/4, University of Göttingen. Germany. 
;

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'SMART APEX I, Bruker AXS'
_diffrn_measurement_method       \wscan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2888
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.868
_diffrn_reflns_theta_max         26.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             1226
_reflns_number_gt                1100
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker Suite (Bruker AXS)'
_computing_cell_refinement       'Bruker Suite (Bruker AXS)'
_computing_data_reduction        'Bruker Suite (Bruker AXS)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0971P)²+21.3774P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1226
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0920
_refine_ls_wR_factor_ref         0.2555
_refine_ls_wR_factor_gt          0.2529
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_restrained_S_all      1.187
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br Br -0.07697(18) -0.1845(3) 0.29560(6) 0.0346(5) Uani 1 1 d . . . . .
S S 0.2367(4) 0.4004(8) 0.51970(15) 0.0275(8) Uani 1 1 d . . . . .
C1 C 0.2408(18) 0.255(3) 0.4447(6) 0.026(3) Uani 1 1 d . . . . .
C2 C 0.0942(18) 0.107(3) 0.4072(6) 0.029(3) Uani 1 1 d . . . . .
H2 H -0.0189 0.0727 0.4202 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1242(18) 0.013(3) 0.3497(7) 0.031(3) Uani 1 1 d . . . . .
C4 C 0.2928(19) 0.055(3) 0.3297(6) 0.030(3) Uani 1 1 d . . . . .
H4 H 0.3079 -0.0191 0.2908 0.036 Uiso 1 1 calc R U . . .
C5 C 0.438(2) 0.207(3) 0.3677(7) 0.032(3) Uani 1 1 d . . . . .
H5 H 0.5510 0.2396 0.3543 0.038 Uiso 1 1 calc R U . . .
C6 C 0.4136(18) 0.308(3) 0.4258(6) 0.028(3) Uani 1 1 d . . . . .
C7 C 0.5366(18) 0.467(3) 0.4745(6) 0.028(3) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br 0.0368(8) 0.0150(7) 0.0477(9) -0.0016(5) -0.0070(6) -0.0003(5)
S 0.0296(16) 0.0133(14) 0.0393(18) 0.0001(12) 0.0048(13) -0.0023(12)
C1 0.034(7) 0.003(5) 0.043(7) 0.003(5) 0.007(5) -0.002(4)
C2 0.030(7) 0.013(6) 0.043(8) 0.001(5) -0.001(5) -0.001(5)
C3 0.028(7) 0.013(6) 0.048(8) 0.003(5) -0.006(5) 0.000(5)
C4 0.037(7) 0.013(6) 0.039(7) 0.004(5) -0.002(5) 0.003(5)
C5 0.035(7) 0.014(6) 0.046(8) 0.000(5) 0.007(6) 0.000(5)
C6 0.035(7) 0.006(5) 0.042(7) 0.004(5) 0.001(5) -0.004(5)
C7 0.031(6) 0.010(5) 0.043(7) 0.005(5) 0.003(5) 0.004(5)

_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
Br C3 1.910(13) . ?
S C7 1.728(14) 3_666 ?
S C1 1.755(14) . ?
C1 C2 1.377(18) . ?
C1 C6 1.412(19) . ?
C2 C3 1.37(2) . ?
C3 C4 1.39(2) . ?
C4 C5 1.383(19) . ?
C5 C6 1.38(2) . ?
C6 C7 1.431(18) . ?
C7 C7 1.35(3) 3_666 ?
C7 S 1.728(13) 3_666 ?

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
C7 S C1 90.5(6) 3_666 . ?
C2 C1 C6 122.5(13) . . ?
C2 C1 S 125.1(10) . . ?
C6 C1 S 112.4(10) . . ?
C3 C2 C1 116.4(12) . . ?
C2 C3 C4 123.0(12) . . ?
C2 C3 Br 117.8(10) . . ?
C4 C3 Br 119.2(11) . . ?
C5 C4 C3 120.0(13) . . ?
C6 C5 C4 119.0(13) . . ?
C5 C6 C1 119.2(12) . . ?
C5 C6 C7 131.5(13) . . ?
C1 C6 C7 109.3(12) . . ?
C7 C7 C6 115.1(15) 3_666 . ?
C7 C7 S 112.7(14) 3_666 3_666 ?
C6 C7 S 132.2(11) . 3_666 ?

_refine_diff_density_max         2.730
_refine_diff_density_min         -2.538
_refine_diff_density_rms         0.337

_shelxl_version_number           2013-2

_shelx_res_file                  
;
TITL lot5_0m in P2(1)/n
CELL 0.71073   7.3390   3.9153  22.0779  90.000  99.080  90.000
ZERR    2.00   0.0046   0.0025   0.0140   0.000   0.009   0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C  H  S  Br
UNIT 28  12  4  4
L.S. 4
ACTA
BOND
FMAP 2
PLAN 20
SIZE 0.3 0.1 0.02
TEMP 25.000
WGHT    0.097100   21.377390
FVAR       0.44006
BR    4   -0.076975   -0.184454    0.295598    11.00000    0.03677    0.01497 =
         0.04774   -0.00160   -0.00703   -0.00031
S     3    0.236709    0.400358    0.519701    11.00000    0.02960    0.01331 =
         0.03928    0.00005    0.00478   -0.00233
C1    1    0.240831    0.255314    0.444706    11.00000    0.03375    0.00332 =
         0.04261    0.00273    0.00659   -0.00199
C2    1    0.094246    0.107230    0.407234    11.00000    0.02978    0.01285 =
         0.04283    0.00137   -0.00094   -0.00127
AFIX  43
H2    2   -0.018909    0.072714    0.420201    11.00000   -1.20000
AFIX   0
C3    1    0.124197    0.013334    0.349709    11.00000    0.02772    0.01274 =
         0.04816    0.00252   -0.00629   -0.00007
C4    1    0.292760    0.054933    0.329705    11.00000    0.03665    0.01263 =
         0.03898    0.00358   -0.00216    0.00308
AFIX  43
H4    2    0.307934   -0.019120    0.290788    11.00000   -1.20000
AFIX   0
C5    1    0.438261    0.206640    0.367684    11.00000    0.03520    0.01432 =
         0.04649   -0.00006    0.00685   -0.00003
AFIX  43
H5    2    0.550972    0.239612    0.354324    11.00000   -1.20000
AFIX   0
C6    1    0.413626    0.308426    0.425752    11.00000    0.03547    0.00630 =
         0.04154    0.00387    0.00084   -0.00396
C7    1    0.536640    0.466609    0.474473    11.00000    0.03053    0.00953 =
         0.04251    0.00535    0.00336    0.00403
HKLF 4

REM  lot5_0m in P2(1)/n
REM R1 =  0.0920 for    1100 Fo > 4sig(Fo)  and  0.0966 for all    1226 data
REM     82 parameters refined using      0 restraints

END

WGHT      0.0956     21.4801

REM Highest difference peak  2.730,  deepest hole -2.538,  1-sigma level  0.337
Q1    1  -0.1040 -0.1891  0.3358  11.00000  0.05    2.73
Q2    1  -0.0703 -0.1827  0.2496  11.00000  0.05    1.77
Q3    1   0.6186  0.2493  0.3448  11.00000  0.05    1.71
Q4    1   0.0623 -0.1809  0.2832  11.00000  0.05    1.59
Q5    1   0.3389  0.1392  0.3695  11.00000  0.05    1.16
Q6    1   0.2176  0.3907  0.4764  11.00000  0.05    1.15
Q7    1   0.2374  0.4294  0.5626  11.00000  0.05    1.08
Q8    1   0.1706  0.2670  0.5414  11.00000  0.05    0.97
Q9    1  -0.0752 -0.0714  0.3889  11.00000  0.05    0.89
Q10   1   0.3775  0.2457  0.2470  11.00000  0.05    0.88
Q11   1  -0.1616 -0.1233  0.2702  11.00000  0.05    0.87
Q12   1  -0.0581 -0.0856  0.4342  11.00000  0.05    0.86
Q13   1   0.3374  0.3428  0.4365  11.00000  0.05    0.76
Q14   1   0.5967  0.5243  0.4600  11.00000  0.05    0.75
Q15   1   0.1036  0.0197  0.3336  11.00000  0.05    0.74
Q16   1  -0.2747 -0.0960  0.3338  11.00000  0.05    0.71
Q17   1   0.1094  0.0477  0.3779  11.00000  0.05    0.70
Q18   1   0.2176  0.0056  0.3495  11.00000  0.05    0.69
Q19   1   0.3382  0.3159  0.5326  11.00000  0.05    0.68
Q20   1   0.4541  0.5419  0.4741  11.00000  0.05    0.67
;
_shelx_res_checksum              15918
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

_database_code_depnum_ccdc_archive 'CCDC 975934'
#######################################################################
#
#                 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_lot7x

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C14 H8 S2'
_chemical_formula_sum            'C14 H8 S2'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         240.32

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'
S S 0.1246 0.1234 '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 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   11.8009(18)
_cell_length_b                   5.8622(9)
_cell_length_c                   7.9331(12)
_cell_angle_alpha                90
_cell_angle_beta                 105.974(3)
_cell_angle_gamma                90
_cell_volume                     527.61(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6463
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      36.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.466
_shelx_estimated_absorpt_T_min   0.854
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  0.62
_exptl_absorpt_process_details   
; 
semi empirical absorption correction with SADABS,
G.M. Sheldrick, SADABS, Version 2007/4, University of Göttingen. Germany. 
;

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'SMART APEX I, Bruker AXS'
_diffrn_measurement_method       \wscan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9359
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.795
_diffrn_reflns_theta_max         36.393
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2555
_reflns_number_gt                2320
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker Suite (Bruker AXS)'
_computing_cell_refinement       'Bruker Suite (Bruker AXS)'
_computing_data_reduction        'Bruker Suite (Bruker AXS)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0371P)²+0.1622P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2555
_refine_ls_number_parameters     89
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S S 0.07966(2) -0.28753(3) 0.14078(2) 0.01434(6) Uani 1 1 d . . . . .
C1 C 0.19290(6) -0.11464(12) 0.11080(9) 0.01350(11) Uani 1 1 d . . . . .
C2 C 0.31333(7) -0.16330(14) 0.16945(10) 0.01713(13) Uani 1 1 d . . . . .
H2 H 0.3394(12) -0.301(2) 0.2337(18) 0.021(3) Uiso 1 1 d . . . . .
C3 C 0.39199(7) -0.00799(15) 0.13206(11) 0.01922(14) Uani 1 1 d . . . . .
H3 H 0.4753(12) -0.041(2) 0.1717(18) 0.026(3) Uiso 1 1 d . . . . .
C4 C 0.35164(7) 0.19327(14) 0.03868(11) 0.01843(13) Uani 1 1 d . . . . .
H4 H 0.4075(14) 0.297(3) 0.013(2) 0.033(4) Uiso 1 1 d . . . . .
C5 C 0.23224(7) 0.24316(13) -0.01816(10) 0.01562(12) Uani 1 1 d . . . . .
H5 H 0.2050(12) 0.376(3) -0.0805(18) 0.024(3) Uiso 1 1 d . . . . .
C6 C 0.15108(6) 0.08852(12) 0.01762(9) 0.01244(11) Uani 1 1 d . . . . .
C7 C 0.02488(6) 0.09421(11) -0.02747(9) 0.01230(11) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S 0.01489(8) 0.01221(8) 0.01538(8) 0.00339(5) 0.00323(6) 0.00080(5)
C1 0.0141(2) 0.0133(3) 0.0129(2) -0.0003(2) 0.0035(2) 0.0003(2)
C2 0.0150(3) 0.0177(3) 0.0176(3) 0.0001(2) 0.0025(2) 0.0020(2)
C3 0.0139(3) 0.0226(3) 0.0205(3) -0.0020(3) 0.0037(2) -0.0001(2)
C4 0.0158(3) 0.0214(3) 0.0189(3) -0.0012(2) 0.0060(2) -0.0033(2)
C5 0.0165(3) 0.0160(3) 0.0152(3) 0.0003(2) 0.0057(2) -0.0024(2)
C6 0.0137(2) 0.0126(2) 0.0112(2) -0.00056(19) 0.00378(19) 0.0001(2)
C7 0.0142(2) 0.0116(2) 0.0116(2) 0.00081(19) 0.0043(2) 0.00071(19)

_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
S C7 1.7332(7) 3 ?
S C1 1.7449(7) . ?
C1 C2 1.3977(10) . ?
C1 C6 1.4169(10) . ?
C2 C3 1.3893(12) . ?
C3 C4 1.4048(12) . ?
C4 C5 1.3873(11) . ?
C5 C6 1.4033(10) . ?
C6 C7 1.4332(10) . ?
C7 C7 1.3768(13) 3 ?
C7 S 1.7332(7) 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
C7 S C1 90.69(3) 3 . ?
C2 C1 C6 121.43(7) . . ?
C2 C1 S 125.65(6) . . ?
C6 C1 S 112.92(5) . . ?
C3 C2 C1 118.23(7) . . ?
C2 C3 C4 120.90(7) . . ?
C5 C4 C3 120.99(7) . . ?
C4 C5 C6 119.13(7) . . ?
C5 C6 C1 119.30(6) . . ?
C5 C6 C7 130.90(7) . . ?
C1 C6 C7 109.79(6) . . ?
C7 C7 C6 114.00(8) 3 . ?
C7 C7 S 112.59(7) 3 3 ?
C6 C7 S 133.40(5) . 3 ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.071

_shelxl_version_number           2013-2

_shelx_res_file                  
;
TITL lot7x in P2(1)/c
CELL 0.71073  11.8009   5.8622   7.9331  90.000 105.974  90.000
ZERR    2.00   0.0018   0.0009   0.0012   0.000   0.003   0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  S
UNIT 28 16 4
ACTA
L.S. 4
BOND
FMAP 2
PLAN 20
SIZE 0.05 0.25 0.35
TEMP -173.090
WGHT    0.037100    0.162200
FVAR       0.31495
S     3    0.079657   -0.287532    0.140784    11.00000    0.01489    0.01221 =
         0.01538    0.00339    0.00323    0.00080
C1    1    0.192903   -0.114641    0.110800    11.00000    0.01412    0.01334 =
         0.01292   -0.00025    0.00352    0.00028
C2    1    0.313330   -0.163304    0.169449    11.00000    0.01499    0.01767 =
         0.01755    0.00015    0.00249    0.00196
H2    2    0.339406   -0.301241    0.233717    11.00000    0.02070
C3    1    0.391989   -0.007994    0.132060    11.00000    0.01393    0.02264 =
         0.02045   -0.00204    0.00367   -0.00011
H3    2    0.475307   -0.041143    0.171713    11.00000    0.02557
C4    1    0.351643    0.193273    0.038678    11.00000    0.01577    0.02142 =
         0.01887   -0.00115    0.00603   -0.00326
H4    2    0.407473    0.297054    0.012938    11.00000    0.03257
C5    1    0.232240    0.243158   -0.018156    11.00000    0.01646    0.01603 =
         0.01516    0.00033    0.00566   -0.00238
H5    2    0.204961    0.376092   -0.080525    11.00000    0.02417
C6    1    0.151084    0.088522    0.017622    11.00000    0.01375    0.01259 =
         0.01119   -0.00056    0.00378    0.00008
C7    1    0.024880    0.094214   -0.027465    11.00000    0.01415    0.01158 =
         0.01162    0.00081    0.00430    0.00071
HKLF 4

REM  lot7x in P2(1)/c
REM R1 =  0.0263 for    2320 Fo > 4sig(Fo)  and  0.0298 for all    2555 data
REM     89 parameters refined using      0 restraints

END

WGHT      0.0371      0.1619

REM Highest difference peak  0.623,  deepest hole -0.413,  1-sigma level  0.071
Q1    1   0.0000  0.0000  0.0000  10.50000  0.05    0.62
Q2    1   0.1753 -0.0122  0.0639  11.00000  0.05    0.57
Q3    1   0.3530 -0.0832  0.1574  11.00000  0.05    0.57
Q4    1   0.1945  0.1711  0.0025  11.00000  0.05    0.55
Q5    1   0.2921  0.2228  0.0062  11.00000  0.05    0.52
Q6    1   0.3754  0.1010  0.0960  11.00000  0.05    0.51
Q7    1   0.2542 -0.1348  0.1512  11.00000  0.05    0.50
Q8    1   0.0851  0.1046 -0.0133  11.00000  0.05    0.48
Q9    1   0.0350 -0.2128  0.0766  11.00000  0.05    0.43
Q10   1   0.1398 -0.1978  0.1387  11.00000  0.05    0.41
Q11   1   0.1187 -0.2224  0.2029  11.00000  0.05    0.29
Q12   1   0.1155 -0.3225  0.2195  11.00000  0.05    0.27
Q13   1   0.0390 -0.3426  0.0662  11.00000  0.05    0.24
Q14   1   0.3792  0.2222  0.0233  11.00000  0.05    0.17
Q15   1   0.3238 -0.2138  0.1786  11.00000  0.05    0.16
Q16   1   0.0382 -0.3582  0.1597  11.00000  0.05    0.13
Q17   1   0.1971  0.4454 -0.0509  11.00000  0.05    0.12
Q18   1   0.4602  0.0638  0.1401  11.00000  0.05    0.11
Q19   1   0.4173  0.0203  0.1792  11.00000  0.05    0.11
Q20   1   0.1649  0.4319 -0.1169  11.00000  0.05    0.11
;
_shelx_res_checksum              96680
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

_database_code_depnum_ccdc_archive 'CCDC 975935'
