# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_hg-br2_mo
_database_code_depnum_ccdc_archive 'CCDC 1510961'
_audit_update_record             
;
2016-10-21 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2016-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.31 svn.r3340 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Br2 Hg N2 S2'
_chemical_formula_sum            'C10 H8 Br2 Hg N2 S2'
_chemical_formula_weight         580.69
_chemical_melting_point          ?
_chemical_oxdiff_formula         ?
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.3831(12)
_cell_length_b                   10.0721(8)
_cell_length_c                   11.1876(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.401(9)
_cell_angle_gamma                90
_cell_volume                     1508.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3421
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.6
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.762
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.358
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             1056
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_number            7022
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.787
_diffrn_reflns_theta_min         4.046
_diffrn_ambient_temperature      293
_diffrn_detector                 'HPAD Dectris PILATUS 200K'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
scan:
	Number of images: 227
	           Slice: -24.5000 - 89.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -180.0000
	             XTD: 30.0000
	          2theta: -1.0000
scan:
	Number of images: 149
	           Slice: -54.0000 - 20.5000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -56.0000
	             Phi: -144.0000
	             XTD: 30.0000
	          2theta: -1.0000
scan:
	Number of images: 116
	           Slice: -9.0000 - 49.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 24.0000
	             Phi: -108.0000
	             XTD: 30.0000
	          2theta: -1.0000
;
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku XtaLabPro
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.002026
_diffrn_orient_matrix_UB_12      -0.071236
_diffrn_orient_matrix_UB_13      -0.023038
_diffrn_orient_matrix_UB_21      -0.002583
_diffrn_orient_matrix_UB_22      -0.030603
_diffrn_orient_matrix_UB_23      0.094401
_diffrn_orient_matrix_UB_31      -0.089440
_diffrn_orient_matrix_UB_32      -0.001849
_diffrn_orient_matrix_UB_33      -0.003047
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rigaku mm003'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_type              'Enhanced (Mo) X-ray microSource'
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1631
_reflns_number_total             1894
_reflns_odcompleteness_completeness 96.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_reduction        
;
CrysAlisPro 1.171.39.7b (Rigaku Oxford Diffraction, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.310
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.174
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         1892
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0898
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8198(17) 0.1802(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Hg1 Hg 0.5000 0.48115(3) 0.7500 0.04617(13) Uani 1 2 d S T P . .
Br1 Br 0.67778(5) 0.54544(8) 0.71878(8) 0.0624(3) Uani 1 1 d . . . . .
S1 S 0.43679(14) 0.00654(15) 0.30011(17) 0.0448(3) Uani 1 1 d . . . . .
N1 N 0.4780(4) 0.3205(5) 0.5913(5) 0.0442(12) Uani 1 1 d . . . . .
C2 C 0.3938(5) 0.2469(7) 0.5792(6) 0.0487(15) Uani 1 1 d . . . . .
H2 H 0.3417 0.2616 0.6322 0.058 Uiso 1 1 calc R . . . .
C5 C 0.5455(5) 0.2060(7) 0.4202(6) 0.0452(14) Uani 1 1 d . . . . .
H5 H 0.5980 0.1942 0.3673 0.054 Uiso 1 1 calc R . . . .
C6 C 0.5503(5) 0.2991(7) 0.5115(6) 0.0481(14) Uani 1 1 d . . . . .
H6 H 0.6080 0.3502 0.5177 0.058 Uiso 1 1 calc R . . . .
C4 C 0.4584(5) 0.1315(6) 0.4116(5) 0.0382(12) Uani 1 1 d . . . . .
C3 C 0.3815(5) 0.1511(7) 0.4919(6) 0.0456(14) Uani 1 1 d . . . . .
H3 H 0.3232 0.1010 0.4872 0.055 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.03654(17) 0.05139(19) 0.0507(2) 0.000 0.0063(2) 0.000
Br1 0.0385(3) 0.0719(4) 0.0770(6) 0.0036(4) 0.0129(4) -0.0070(3)
S1 0.0444(8) 0.0483(8) 0.0416(7) 0.0013(6) -0.0028(7) -0.0070(6)
N1 0.040(3) 0.048(2) 0.045(3) -0.001(2) 0.004(2) -0.001(2)
C2 0.043(3) 0.054(3) 0.049(4) 0.004(3) 0.009(3) 0.004(3)
C5 0.042(3) 0.049(3) 0.045(3) 0.000(3) 0.010(3) -0.004(3)
C6 0.042(3) 0.053(3) 0.049(4) -0.004(3) 0.007(3) -0.010(3)
C4 0.044(3) 0.039(3) 0.031(3) 0.005(2) 0.000(2) -0.001(2)
C3 0.035(3) 0.054(3) 0.048(3) 0.007(3) 0.000(3) -0.002(3)

_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
Hg1 Br1 2.4928(7) 2_656 ?
Hg1 Br1 2.4928(7) . ?
Hg1 N1 2.419(5) 2_656 ?
Hg1 N1 2.419(5) . ?
S1 S1 2.036(4) 2_655 ?
S1 C4 1.794(6) . ?
N1 C2 1.355(8) . ?
N1 C6 1.339(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(9) . ?
C5 C4 1.389(8) . ?
C6 H6 0.9300 . ?
C4 C3 1.385(9) . ?
C3 H3 0.9300 . ?

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
Br1 Hg1 Br1 149.89(4) . 2_656 ?
N1 Hg1 Br1 100.50(12) . . ?
N1 Hg1 Br1 100.51(12) 2_656 2_656 ?
N1 Hg1 Br1 99.51(12) 2_656 . ?
N1 Hg1 Br1 99.51(12) . 2_656 ?
N1 Hg1 N1 96.0(3) . 2_656 ?
C4 S1 S1 104.6(2) . 2_655 ?
C2 N1 Hg1 122.4(4) . . ?
C6 N1 Hg1 120.8(4) . . ?
C6 N1 C2 116.7(5) . . ?
N1 C2 H2 118.4 . . ?
N1 C2 C3 123.2(6) . . ?
C3 C2 H2 118.4 . . ?
C6 C5 H5 121.6 . . ?
C6 C5 C4 116.8(6) . . ?
C4 C5 H5 121.6 . . ?
N1 C6 C5 124.7(6) . . ?
N1 C6 H6 117.6 . . ?
C5 C6 H6 117.6 . . ?
C5 C4 S1 123.9(5) . . ?
C3 C4 S1 115.7(5) . . ?
C3 C4 C5 120.4(6) . . ?
C2 C3 C4 118.2(6) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Hg1 N1 C2 C3 -177.4(5) . . . . ?
Hg1 N1 C6 C5 177.8(5) . . . . ?
S1 S1 C4 C5 -0.3(5) 2_655 . . . ?
S1 S1 C4 C3 179.8(4) 2_655 . . . ?
S1 C4 C3 C2 -179.5(5) . . . . ?
N1 C2 C3 C4 -1.4(9) . . . . ?
C2 N1 C6 C5 -1.3(9) . . . . ?
C5 C4 C3 C2 0.6(9) . . . . ?
C6 N1 C2 C3 1.7(9) . . . . ?
C6 C5 C4 S1 179.8(5) . . . . ?
C6 C5 C4 C3 -0.2(9) . . . . ?
C4 C5 C6 N1 0.6(10) . . . . ?

_shelx_SHELXL_version_number     2014/7

_iucr_refine_instructions_details 
;

    hg-br2_mo.res created by SHELXL-2014/7

TITL hg-br2_mo_a.res in C2/c
REM Old TITL HG-Br2_Mo in Cc
REM SHELXT solution in C2/c
REM R1 0.134, Rweak 0.016, Alpha 0.032, Orientation as input
REM Formula found by SHELXT: C10 Br2 Hg N2 H1
REM EXTI 0.001149
CELL 0.71073 13.3831 10.0721 11.1876 90 90.401 90
ZERR 4 0.0012 0.0008 0.0011 0 0.009 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Br Hg N S
UNIT 40 32 8 4 8 8
 
L.S. 10
PLAN  20
BOND $H
list 4
MORE -1
CONF
fmap 2
acta 52
TWIN -1 0 -0.017 0 -1 0 0 0 1 2
OMIT 4 0 8
OMIT 7 5 5
REM <olex2.extras>
REM <HklSrc "%./HG-Br2_Mo_hklf5.hkl">
REM </olex2.extras>
 
WGHT    0.051200
BASF   0.18017
FVAR       3.11600
HG1   4    0.500000    0.481148    0.750000    10.50000    0.03654    0.05139 =
         0.05066    0.00000    0.00629    0.00000
BR1   3    0.677782    0.545440    0.718779    11.00000    0.03852    0.07194 =
         0.07697    0.00357    0.01292   -0.00701
S1    6    0.436793    0.006545    0.300105    11.00000    0.04438    0.04828 =
         0.04157    0.00128   -0.00275   -0.00704
N1    5    0.478001    0.320517    0.591296    11.00000    0.04050    0.04763 =
         0.04458   -0.00087    0.00413   -0.00114
C2    1    0.393769    0.246915    0.579177    11.00000    0.04331    0.05431 =
         0.04869    0.00415    0.00877    0.00353
AFIX  43
H2    2    0.341690    0.261625    0.632163    11.00000   -1.20000
AFIX   0
C5    1    0.545508    0.206048    0.420191    11.00000    0.04199    0.04886 =
         0.04496   -0.00011    0.01021   -0.00442
AFIX  43
H5    2    0.598039    0.194152    0.367276    11.00000   -1.20000
AFIX   0
C6    1    0.550348    0.299076    0.511495    11.00000    0.04231    0.05322 =
         0.04891   -0.00377    0.00658   -0.00995
AFIX  43
H6    2    0.607995    0.350240    0.517730    11.00000   -1.20000
AFIX   0
C4    1    0.458422    0.131530    0.411618    11.00000    0.04425    0.03892 =
         0.03140    0.00508   -0.00023   -0.00069
C3    1    0.381492    0.151052    0.491905    11.00000    0.03512    0.05352 =
         0.04803    0.00676   -0.00035   -0.00220
AFIX  43
H3    2    0.323184    0.101036    0.487220    11.00000   -1.20000
AFIX   0
HKLF 4
 
REM  hg-br2_mo_a.res in C2/c
REM R1 =  0.0354 for    1631 Fo > 4sig(Fo)  and  0.0438 for all    1892 data
REM     79 parameters refined using      0 restraints
 
END  
     
WGHT      0.0512      0.0000 

REM Highest difference peak  1.310,  deepest hole -0.488,  1-sigma level  0.174
Q1    1   0.4520  0.4847  0.7911  11.00000  0.05    1.31
Q2    1   0.5000  0.5558  0.7500  10.50000  0.05    1.23
Q3    1   0.6900  0.4753  0.7231  11.00000  0.05    1.12
Q4    1   0.7265  0.5239  0.7027  11.00000  0.05    1.04
Q5    1   0.4548  0.4794  0.6877  11.00000  0.05    1.03
Q6    1   0.6390  0.5089  0.7434  11.00000  0.05    0.94
Q7    1   0.6723  0.5430  0.8240  11.00000  0.05    0.89
Q8    1   0.5000  0.0112  0.2500  10.50000  0.05    0.89
Q9    1   0.3781  0.0256  0.2376  11.00000  0.05    0.71
Q10   1   0.5441  0.0070  0.3450  11.00000  0.05    0.64
Q11   1   0.4156  0.0019  0.2401  11.00000  0.05    0.58
Q12   1   0.7043  0.6097  0.6522  11.00000  0.05    0.53
Q13   1   0.8116  0.5199  0.6965  11.00000  0.05    0.47
Q14   1   0.5913  0.5223  0.6577  11.00000  0.05    0.46
Q15   1   0.5149  0.6406  0.6982  11.00000  0.05    0.44
Q16   1   0.5095  0.3193  0.6446  11.00000  0.05    0.40
Q17   1   0.3969  0.2111  0.4678  11.00000  0.05    0.38
Q18   1   0.4262  0.0662  0.3166  11.00000  0.05    0.37
Q19   1   0.6711  0.2856  0.5943  11.00000  0.05    0.37
Q20   1   0.4502 -0.0394  0.4406  11.00000  0.05    0.37

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0354 for 1631 Fo > 4sig(Fo) and 0.0438 for all 1893 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.31, deepest hole -0.49
  REM Mean Shift 0, Max Shift -0.001.
  
  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0438
  REM R1_gt = 0.0354
  REM wR_ref = 0.0898
  REM GOOF = 1.028
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 1893
  REM Reflections_gt = 1631
  REM Parameters = n/a
  REM Hole = -0.49
  REM Peak = 1.31
  REM Flack = n/a
  
  
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 12.783
_oxdiff_exptl_absorpt_empirical_full_min 0.329
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8198(17)
2 0.1802(17)


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HgCl2
_database_code_depnum_ccdc_archive 'CCDC 1510960'
_audit_update_record             
;
2016-10-21 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2016-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.31 svn.r3340 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Cl2 Hg N2 S2'
_chemical_formula_sum            'C10 H8 Cl2 Hg N2 S2'
_chemical_formula_weight         491.79
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.9022(10)
_cell_length_b                   9.8132(11)
_cell_length_c                   11.2707(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.389(7)
_cell_angle_gamma                90
_cell_volume                     1424.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    276
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.5
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.451
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.378
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB,Higashi, 1998'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       platelet
_exptl_crystal_F_000             912
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8203
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_min         4.153
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -95.0000 - 85.0000
	     Image width: 0.5000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -8.0000
	             Phi: -144.0000
	             XTD: 35.0000
	          2theta: -5.0000
scan:
	Number of images: 234
	           Slice: -85.5000 - 31.5000
	     Image width: 0.5000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -56.0000
	             Phi: -108.0000
	             XTD: 35.0000
	          2theta: -5.0000
scan:
	Number of images: 90
	           Slice: -42.5000 - 2.5000
	     Image width: 0.5000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 36.0000
	             XTD: 35.0000
	          2theta: -5.0000
;
_diffrn_radiation_monochromator  'Confocal mirrors'
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 'HPAD Dectris Pilatus 200K'
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku XtalabPro mm003
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.040616
_diffrn_orient_matrix_UB_12      -0.064779
_diffrn_orient_matrix_UB_13      -0.013503
_diffrn_orient_matrix_UB_21      0.037799
_diffrn_orient_matrix_UB_22      -0.041435
_diffrn_orient_matrix_UB_23      0.085081
_diffrn_orient_matrix_UB_31      -0.070829
_diffrn_orient_matrix_UB_32      0.028644
_diffrn_orient_matrix_UB_33      0.045417
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rigaku microsource mm003'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1448
_reflns_number_total             1626
_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       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         1624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0205
_refine_ls_R_factor_gt           0.0178
_refine_ls_restrained_S_all      0.883
_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)+(0.0110P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0357
_refine_ls_wR_factor_ref         0.0361
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Hg1 Hg 0.5000 0.48868(2) 0.7500 0.04751(7) Uani 1 2 d S T P . .
Cl1 Cl 0.67566(6) 0.54529(10) 0.79156(8) 0.0669(2) Uani 1 1 d . . . . .
S1 S 0.56478(6) 0.00951(7) 0.30505(6) 0.04901(17) Uani 1 1 d . . . . .
N1 N 0.52072(19) 0.3266(2) 0.5921(2) 0.0462(5) Uani 1 1 d . . . . .
C2 C 0.4442(2) 0.3038(3) 0.5085(2) 0.0482(7) Uani 1 1 d . . . . .
H2 H 0.3832 0.3540 0.5115 0.058 Uiso 1 1 calc R . . . .
C3 C 0.4514(2) 0.2103(3) 0.4190(2) 0.0469(7) Uani 1 1 d . . . . .
H3 H 0.3967 0.1981 0.3626 0.056 Uiso 1 1 calc R . . . .
C4 C 0.5413(2) 0.1346(3) 0.4140(2) 0.0405(6) Uani 1 1 d . . . . .
C5 C 0.6206(2) 0.1563(3) 0.5002(2) 0.0469(6) Uani 1 1 d . . . . .
H5 H 0.6819 0.1064 0.5000 0.056 Uiso 1 1 calc R . . . .
C6 C 0.6070(2) 0.2528(3) 0.5861(3) 0.0487(7) Uani 1 1 d . . . . .
H6 H 0.6609 0.2674 0.6431 0.058 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.04377(10) 0.05456(11) 0.04317(9) 0.000 -0.00599(6) 0.000
Cl1 0.0458(4) 0.0795(5) 0.0737(5) -0.0029(4) -0.0110(4) -0.0088(4)
S1 0.0577(4) 0.0508(4) 0.0391(3) 0.0032(3) 0.0076(3) 0.0097(3)
N1 0.0501(15) 0.0487(12) 0.0390(12) -0.0004(10) -0.0050(10) 0.0015(11)
C2 0.0463(18) 0.0552(16) 0.0422(15) -0.0008(12) -0.0058(12) 0.0088(13)
C3 0.0495(17) 0.0507(15) 0.0391(14) 0.0001(12) -0.0080(13) 0.0049(12)
C4 0.0474(16) 0.0417(13) 0.0328(13) 0.0072(10) 0.0053(11) -0.0006(11)
C5 0.0418(16) 0.0539(15) 0.0450(15) 0.0083(12) 0.0010(12) 0.0051(12)
C6 0.0439(17) 0.0565(16) 0.0442(15) 0.0035(13) -0.0108(13) -0.0035(13)

_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
Hg1 Cl1 2.3535(8) 2_656 ?
Hg1 Cl1 2.3536(8) . ?
Hg1 N1 2.413(2) 2_656 ?
Hg1 N1 2.413(2) . ?
S1 S1 2.0221(16) 2_655 ?
S1 C4 1.775(3) . ?
N1 C2 1.342(4) . ?
N1 C6 1.334(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(4) . ?
C4 C5 1.385(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(4) . ?
C6 H6 0.9300 . ?

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
Cl1 Hg1 Cl1 152.70(5) 2_656 . ?
Cl1 Hg1 N1 98.98(6) . 2_656 ?
Cl1 Hg1 N1 98.91(6) 2_656 2_656 ?
Cl1 Hg1 N1 98.98(6) 2_656 . ?
Cl1 Hg1 N1 98.92(6) . . ?
N1 Hg1 N1 97.56(11) . 2_656 ?
C4 S1 S1 104.83(10) . 2_655 ?
C2 N1 Hg1 121.22(19) . . ?
C6 N1 Hg1 121.66(18) . . ?
C6 N1 C2 117.1(2) . . ?
N1 C2 H2 118.4 . . ?
N1 C2 C3 123.3(3) . . ?
C3 C2 H2 118.4 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 S1 125.3(2) . . ?
C3 C4 C5 118.4(3) . . ?
C5 C4 S1 116.3(2) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5 120.6 . . ?
N1 C6 C5 123.5(2) . . ?
N1 C6 H6 118.2 . . ?
C5 C6 H6 118.2 . . ?

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
Hg1 N1 C2 C3 -178.3(2) . . . . ?
Hg1 N1 C6 C5 177.7(2) . . . . ?
S1 S1 C4 C3 1.1(3) 2_655 . . . ?
S1 S1 C4 C5 -178.92(19) 2_655 . . . ?
S1 C4 C5 C6 179.4(2) . . . . ?
N1 C2 C3 C4 0.4(4) . . . . ?
C2 N1 C6 C5 -0.2(4) . . . . ?
C2 C3 C4 S1 -179.9(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 N1 0.7(4) . . . . ?
C6 N1 C2 C3 -0.4(4) . . . . ?

_shelx_SHELXL_version_number     2014/7

_iucr_refine_instructions_details 
;

    hg-cl2.res created by SHELXL-2014/7

TITL shelx_a.res in C2/c
REM Old TITL shelx in C2/c #15
REM SHELXT solution in C2/c
REM R1 0.114, Rweak 0.005, Alpha 0.020, Orientation as input
REM Formula found by SHELXT: C10 N2 S4 I
REM #####
CELL 0.71075 12.9022 9.8132 11.2707 90 93.389 90
ZERR 4 0.001 0.0011 0.0008 0 0.007 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H N S I Cl Hg
UNIT 40 32 8 8 0 8 4
 
L.S. 4
PLAN  20
BOND $H
LIST 4
MORE -1
CONF
fmap 2
acta
OMIT 2 4 2
OMIT 1 1 2
REM <olex2.extras>
REM <HklSrc "%./Hg-Cl2.hkl">
REM </olex2.extras>
 
WGHT    0.011000
FVAR       0.12229
HG1   7    0.500000    0.488681    0.750000    10.50000    0.04377    0.05456 =
         0.04317    0.00000   -0.00599    0.00000
CL1   6    0.675663    0.545290    0.791565    11.00000    0.04582    0.07949 =
         0.07372   -0.00290   -0.01105   -0.00880
S1    4    0.564780    0.009506    0.305046    11.00000    0.05774    0.05080 =
         0.03905    0.00323    0.00757    0.00968
N1    3    0.520720    0.326620    0.592093    11.00000    0.05009    0.04868 =
         0.03897   -0.00043   -0.00495    0.00150
C2    1    0.444202    0.303823    0.508513    11.00000    0.04626    0.05518 =
         0.04223   -0.00082   -0.00578    0.00884
AFIX  43
H2    2    0.383244    0.353965    0.511478    11.00000   -1.20000
AFIX   0
C3    1    0.451428    0.210350    0.419037    11.00000    0.04952    0.05069 =
         0.03910    0.00013   -0.00802    0.00494
AFIX  43
H3    2    0.396686    0.198122    0.362587    11.00000   -1.20000
AFIX   0
C4    1    0.541315    0.134559    0.414005    11.00000    0.04738    0.04166 =
         0.03281    0.00724    0.00533   -0.00056
C5    1    0.620615    0.156254    0.500240    11.00000    0.04179    0.05387 =
         0.04500    0.00833    0.00102    0.00514
AFIX  43
H5    2    0.681889    0.106373    0.499970    11.00000   -1.20000
AFIX   0
C6    1    0.607029    0.252759    0.586076    11.00000    0.04389    0.05647 =
         0.04418    0.00348   -0.01083   -0.00348
AFIX  43
H6    2    0.660920    0.267448    0.643133    11.00000   -1.20000
AFIX   0
HKLF 4
 
REM  shelx_a.res in C2/c
REM R1 =  0.0178 for    1448 Fo > 4sig(Fo)  and  0.0205 for all    1624 data
REM     78 parameters refined using      0 restraints
 
END  
     
WGHT      0.0110      0.0000 

REM Highest difference peak  0.361,  deepest hole -0.489,  1-sigma level  0.083
Q1    1   0.5000  0.3960  0.7500  10.50000  0.05    0.36
Q2    1   0.4377  0.4535  0.7144  11.00000  0.05    0.35
Q3    1   0.4972  0.4860  0.8787  11.00000  0.05    0.34
Q4    1   0.5603  0.5576  0.7973  11.00000  0.05    0.33
Q5    1   0.7953  0.0038  0.4643  11.00000  0.05    0.28
Q6    1   0.6502  0.0023  0.4765  11.00000  0.05    0.28
Q7    1   0.5909  0.5273  0.8784  11.00000  0.05    0.28
Q8    1   0.4189  0.4368  0.6120  11.00000  0.05    0.28
Q9    1   0.6370  0.2580  0.6231  11.00000  0.05    0.26
Q10   1   0.3082  0.1635  0.2629  11.00000  0.05    0.26
Q11   1   0.7447 -0.0155  0.5639  11.00000  0.05    0.25
Q12   1   0.4183  0.4961  0.8080  11.00000  0.05    0.24
Q13   1   0.3120  0.4187  0.3822  11.00000  0.05    0.23
Q14   1   0.4418  0.4950  0.5380  11.00000  0.05    0.23
Q15   1   0.5000  0.5984  0.7500  10.50000  0.05    0.23
Q16   1   0.5115  0.4592  0.5170  11.00000  0.05    0.23
Q17   1   0.7493  0.3872  0.7612  11.00000  0.05    0.22
Q18   1   0.5351  0.0595  0.5389  11.00000  0.05    0.22
Q19   1   0.5410  0.3994  0.6379  11.00000  0.05    0.21
Q20   1   0.4643  0.3180  0.6287  11.00000  0.05    0.21

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0178 for 1448 Fo > 4sig(Fo) and 0.0205 for all 8488 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.36, deepest hole -0.49
  REM Mean Shift 0, Max Shift 0.000.
  
  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0205
  REM R1_gt = 0.0178
  REM wR_ref = 0.0361
  REM GOOF = 0.883
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 8488
  REM Reflections_gt = 1448
  REM Parameters = n/a
  REM Hole = -0.49
  REM Peak = 0.36
  REM Flack = n/a
  
  
;
_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HgI2
_database_code_depnum_ccdc_archive 'CCDC 1510962'
_audit_update_record             
;
2017-02-15 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2016-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.31 svn.r3340 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Hg I2 N2 S2'
_chemical_formula_sum            'C10 H8 Hg I2 N2 S2'
_chemical_formula_weight         674.69
_chemical_melting_point          ?
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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.9527(11)
_cell_length_b                   10.2881(8)
_cell_length_c                   10.9667(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.445(9)
_cell_angle_gamma                90
_cell_volume                     1569.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    337
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.6
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.987
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB, Higashi 1998'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.855
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1200
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.532
_diffrn_reflns_theta_min         3.961
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
scan:
	Number of images: 322
	           Slice: -95.0000 - 66.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -24.0000
	             Phi: 108.0000
	             XTD: 35.0000
	          2theta: -5.0000
scan:
	Number of images: 251
	           Slice: -95.0000 - 30.5000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 108.0000
	             XTD: 35.0000
	          2theta: -5.0000
scan:
	Number of images: 149
	           Slice: -43.0000 - 31.5000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 56.0000
	             Phi: -36.0000
	             XTD: 35.0000
	          2theta: -5.0000
scan:
	Number of images: 124
	           Slice: -95.0000 - -33.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -24.0000
	             Phi: 72.0000
	             XTD: 35.0000
	          2theta: -5.0000
;
_diffrn_radiation_monochromator  'Confocal mirrors'
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 'HPAD Dectris Pilatus 200K'
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku XtalabPro mm003
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.003791
_diffrn_orient_matrix_UB_12      0.067740
_diffrn_orient_matrix_UB_13      -0.023310
_diffrn_orient_matrix_UB_21      -0.025113
_diffrn_orient_matrix_UB_22      0.029232
_diffrn_orient_matrix_UB_23      0.089033
_diffrn_orient_matrix_UB_31      0.087423
_diffrn_orient_matrix_UB_32      0.018690
_diffrn_orient_matrix_UB_33      0.018523
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rigaku microsource mm003'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1688
_reflns_number_total             1810
_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       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.184
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         1802
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0177
_refine_ls_restrained_S_all      1.035
_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)+(0.0213P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0409
_refine_ls_wR_factor_ref         0.0414
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Hg1 Hg 0.5000 0.52474(2) 0.2500 0.02351(6) Uani 1 2 d S T P . .
I1 I 0.31914(2) 0.45240(2) 0.26866(2) 0.03183(8) Uani 1 1 d . . . . .
S1 S 0.56102(5) 0.99807(8) 0.70532(7) 0.02223(15) Uani 1 1 d . . . . .
N1 N 0.52251(19) 0.6864(3) 0.4102(2) 0.0245(5) Uani 1 1 d . . . . .
C2 C 0.4531(2) 0.7078(3) 0.4852(3) 0.0270(7) Uani 1 1 d . . . . .
H2 H 0.3963 0.6569 0.4747 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4592(2) 0.7998(3) 0.5772(3) 0.0259(6) Uani 1 1 d . . . . .
H3 H 0.4082 0.8113 0.6287 0.031 Uiso 1 1 calc R . . . .
C4 C 0.5420(2) 0.8754(3) 0.5928(3) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.6029(2) 0.7587(3) 0.4272(3) 0.0246(6) Uani 1 1 d . . . . .
H5 H 0.6535 0.7435 0.3758 0.029 Uiso 1 1 calc R . . . .
C6 C 0.6152(2) 0.8540(3) 0.5159(3) 0.0226(6) Uani 1 1 d . . . . .
H6 H 0.6726 0.9040 0.5243 0.027 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.01977(9) 0.02576(10) 0.02545(10) 0.000 0.00472(6) 0.000
I1 0.02009(12) 0.03563(12) 0.04038(15) 0.00452(9) 0.00630(9) -0.00258(8)
S1 0.0219(4) 0.0250(3) 0.0200(3) -0.0008(3) 0.0029(3) -0.0033(3)
N1 0.0282(14) 0.0235(13) 0.0222(12) -0.0011(10) 0.0050(10) -0.0014(10)
C2 0.0270(17) 0.0284(16) 0.0264(16) -0.0010(13) 0.0082(13) -0.0060(13)
C3 0.0272(16) 0.0275(15) 0.0239(15) 0.0007(13) 0.0079(12) -0.0040(12)
C4 0.0236(14) 0.0218(14) 0.0184(13) 0.0035(11) 0.0025(11) 0.0017(11)
C5 0.0220(15) 0.0292(16) 0.0233(15) 0.0027(13) 0.0073(12) 0.0041(12)
C6 0.0218(14) 0.0253(14) 0.0209(14) 0.0040(12) 0.0029(11) -0.0019(12)

_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
Hg1 I1 2.6540(3) . ?
Hg1 I1 2.6540(3) 2_655 ?
Hg1 N1 2.421(3) 2_655 ?
Hg1 N1 2.421(3) . ?
S1 S1 2.0293(15) 2_656 ?
S1 C4 1.771(3) . ?
N1 C2 1.337(4) . ?
N1 C5 1.347(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(4) . ?
C4 C6 1.392(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(5) . ?
C6 H6 0.9500 . ?

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
I1 Hg1 I1 147.427(12) . 2_655 ?
N1 Hg1 I1 100.25(6) 2_655 . ?
N1 Hg1 I1 100.25(6) . 2_655 ?
N1 Hg1 I1 101.96(6) . . ?
N1 Hg1 I1 101.96(6) 2_655 2_655 ?
N1 Hg1 N1 93.26(12) 2_655 . ?
C4 S1 S1 104.49(11) . 2_656 ?
C2 N1 Hg1 120.0(2) . . ?
C2 N1 C5 117.3(3) . . ?
C5 N1 Hg1 122.7(2) . . ?
N1 C2 H2 118.1 . . ?
N1 C2 C3 123.8(3) . . ?
C3 C2 H2 118.1 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.5(3) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 S1 124.2(2) . . ?
C3 C4 C6 118.6(3) . . ?
C6 C4 S1 117.2(2) . . ?
N1 C5 H5 118.4 . . ?
N1 C5 C6 123.1(3) . . ?
C6 C5 H5 118.4 . . ?
C4 C6 H6 120.6 . . ?
C5 C6 C4 118.7(3) . . ?
C5 C6 H6 120.6 . . ?

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
Hg1 N1 C2 C3 -178.7(2) . . . . ?
Hg1 N1 C5 C6 177.9(2) . . . . ?
S1 S1 C4 C3 -0.6(3) 2_656 . . . ?
S1 S1 C4 C6 179.6(2) 2_656 . . . ?
S1 C4 C6 C5 179.8(2) . . . . ?
N1 C2 C3 C4 0.4(5) . . . . ?
N1 C5 C6 C4 1.0(5) . . . . ?
C2 N1 C5 C6 -1.3(4) . . . . ?
C2 C3 C4 S1 179.5(2) . . . . ?
C2 C3 C4 C6 -0.7(4) . . . . ?
C3 C4 C6 C5 0.0(4) . . . . ?
C5 N1 C2 C3 0.6(5) . . . . ?

_shelx_SHELXL_version_number     2014/7

_iucr_refine_instructions_details 
;

    hgi2.res created by SHELXL-2014/7

TITL shelx_a.res in C2/c
REM Old TITL shelx in C2/c #15
REM SHELXT solution in C2/c
REM R1 0.078, Rweak 0.005, Alpha 0.042, Orientation as input
REM Formula found by SHELXT: C12 Hg I2 S2
CELL 0.71075 13.9527 10.2881 10.9667 90 94.445 90
ZERR 4 0.0011 0.0008 0.0009 0 0.009 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Hg I N S
UNIT 40 32 4 8 8 8
 
L.S. 4
PLAN  20
  -100
BOND $H
LIST 4
MORE -1
CONF
fmap 2 53
acta
OMIT 3 1 10
OMIT -2 4 5
OMIT 4 10 7
OMIT -3 1 1
OMIT 0 2 1
OMIT 1 3 4
OMIT -1 1 2
OMIT 0 0 2
REM <olex2.extras>
REM <HklSrc "%./hgi2.hkl">
REM </olex2.extras>
 
WGHT    0.021300
FVAR       0.14249
HG1   3    0.500000    0.524744    0.250000    10.50000    0.01977    0.02576 =
         0.02545    0.00000    0.00472    0.00000
I1    4    0.319142    0.452400    0.268663    11.00000    0.02009    0.03563 =
         0.04038    0.00452    0.00630   -0.00258
S1    6    0.561017    0.998073    0.705322    11.00000    0.02194    0.02500 =
         0.01995   -0.00077    0.00285   -0.00334
N1    5    0.522506    0.686366    0.410158    11.00000    0.02824    0.02350 =
         0.02216   -0.00113    0.00497   -0.00140
C2    1    0.453079    0.707846    0.485233    11.00000    0.02701    0.02840 =
         0.02644   -0.00100    0.00817   -0.00603
AFIX  43
H2    2    0.396255    0.656901    0.474672    11.00000   -1.20000
AFIX   0
C3    1    0.459243    0.799832    0.577230    11.00000    0.02720    0.02752 =
         0.02390    0.00075    0.00793   -0.00403
AFIX  43
H3    2    0.408163    0.811260    0.628683    11.00000   -1.20000
AFIX   0
C4    1    0.541971    0.875351    0.592802    11.00000    0.02356    0.02176 =
         0.01838    0.00351    0.00251    0.00165
C5    1    0.602861    0.758709    0.427194    11.00000    0.02199    0.02923 =
         0.02335    0.00269    0.00733    0.00412
AFIX  43
H5    2    0.653480    0.743546    0.375802    11.00000   -1.20000
AFIX   0
C6    1    0.615205    0.854020    0.515937    11.00000    0.02177    0.02530 =
         0.02088    0.00400    0.00289   -0.00193
AFIX  43
H6    2    0.672596    0.903989    0.524266    11.00000   -1.20000
AFIX   0
HKLF 4
 
REM  shelx_a.res in C2/c
REM R1 =  0.0177 for    1688 Fo > 4sig(Fo)  and  0.0197 for all    1802 data
REM     78 parameters refined using      0 restraints
 
END  
     
WGHT      0.0213      0.0000 

REM Highest difference peak  1.184,  deepest hole -0.780,  1-sigma level  0.131
Q1    1   0.5032  0.5191  0.1632  11.00000  0.05    1.18
Q2    1   0.5026  0.5091  0.4498  11.00000  0.05    0.86
Q3    1   0.3213  0.4427  0.1921  11.00000  0.05    0.75
Q4    1   0.3172  0.4627  0.1005  11.00000  0.05    0.60
Q5    1   0.3171  0.5202  0.5037  11.00000  0.05    0.48
Q6    1   0.3019  0.5346  0.3921  11.00000  0.05    0.46
Q7    1   0.5415  0.5763  0.2519  11.00000  0.05    0.46
Q8    1   0.3151  0.4466  0.3723  11.00000  0.05    0.44
Q9    1   0.4316  0.4631  0.2977  11.00000  0.05    0.42
Q10   1   0.4170  0.5276  0.3926  11.00000  0.05    0.40
Q11   1   0.5697  0.9851  0.4021  11.00000  0.05    0.40
Q12   1   0.4399  0.5239  0.3646  11.00000  0.05    0.37
Q13   1   0.3765  0.5977  0.6163  11.00000  0.05    0.37
Q14   1   0.2558  0.5259  0.3336  11.00000  0.05    0.35
Q15   1   0.3941  0.4040  0.2139  11.00000  0.05    0.35
Q16   1   0.2814  0.3966  0.2556  11.00000  0.05    0.34
Q17   1   0.4834  0.4598  0.3814  11.00000  0.05    0.34
Q18   1   0.4197  0.7033  0.7372  11.00000  0.05    0.34
Q19   1   0.5401  0.4582  0.3800  11.00000  0.05    0.34
Q20   1   0.5973  0.7507  0.2356  11.00000  0.05    0.33

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0177 for 1688 Fo > 4sig(Fo) and 0.0197 for all 11411 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.18, deepest hole -0.78
  REM Mean Shift 0, Max Shift 0.000.
  
  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0197
  REM R1_gt = 0.0177
  REM wR_ref = 0.0414
  REM GOOF = 1.035
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 11411
  REM Reflections_gt = 1688
  REM Parameters = n/a
  REM Hole = -0.78
  REM Peak = 1.18
  REM Flack = n/a
  
  
;
_olex2_submission_special_instructions 'No special instructions were received'



