# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'Bis(quinolyl)mercury (II)(Linear)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H12 Hg N2'
_chemical_formula_sum            'C18 H12 Hg N2'
_chemical_formula_weight         456.89

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'
Hg Hg -2.3894 9.2266 '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                   4.7776(3)
_cell_length_b                   11.4357(9)
_cell_length_c                   25.3031(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.3260(10)
_cell_angle_gamma                90
_cell_volume                     1382.42(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5380
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.35

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.195
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    11.127
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_T_max  0.573
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            16608
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.610
_diffrn_reflns_theta_max         28.945
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3458
_reflns_number_gt                2769
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0149P)²+1.8215P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3458
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0472
_refine_ls_wR_factor_gt          0.0433
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.004
_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
Hg1 Hg -0.42649(3) 0.41745(2) 0.63072(2) 0.01253(5) Uani 1 1 d . . . . .
C2 C 0.2111(9) 0.3716(4) 0.51074(17) 0.0167(9) Uani 1 1 d . . . . .
H2 H 0.2549 0.4441 0.4963 0.020 Uiso 1 1 calc R U . . .
N1 N 0.0221(7) 0.3687(3) 0.54864(14) 0.0152(8) Uani 1 1 d . . . . .
C10 C 0.0822(8) 0.1563(4) 0.55141(16) 0.0129(8) Uani 1 1 d . . . . .
C3 C 0.3503(8) 0.2736(4) 0.49068(17) 0.0178(9) Uani 1 1 d . . . . .
H3 H 0.4829 0.2815 0.4641 0.021 Uiso 1 1 calc R U . . .
C12 C -0.1906(8) 0.7721(4) 0.76686(17) 0.0182(9) Uani 1 1 d . . . . .
H12 H -0.0932 0.8117 0.7933 0.022 Uiso 1 1 calc R U . . .
C9 C -0.0447(8) 0.2615(4) 0.56962(15) 0.0117(8) Uani 1 1 d . . . . .
C8 C -0.2506(8) 0.2578(4) 0.60994(15) 0.0120(8) Uani 1 1 d . . . . .
C11 C -0.1307(9) 0.6537(4) 0.75517(17) 0.0185(9) Uani 1 1 d . . . . .
H11 H 0.0076 0.6170 0.7752 0.022 Uiso 1 1 calc R U . . .
C18 C -0.4595(8) 0.6472(3) 0.68851(15) 0.0113(8) Uani 1 1 d . . . . .
C19 C -0.5372(8) 0.7651(4) 0.69768(16) 0.0136(8) Uani 1 1 d . . . . .
C5 C -0.0022(9) 0.0482(3) 0.57326(17) 0.0154(9) Uani 1 1 d . . . . .
H5 H 0.0788 -0.0210 0.5616 0.018 Uiso 1 1 calc R U . . .
C16 C -0.7976(8) 0.6336(4) 0.61827(16) 0.0139(8) Uani 1 1 d . . . . .
H16 H -0.8870 0.5910 0.5918 0.017 Uiso 1 1 calc R U . . .
N2 N -0.2554(7) 0.5921(3) 0.71830(13) 0.0155(7) Uani 1 1 d . . . . .
C6 C -0.2029(9) 0.0453(4) 0.61159(18) 0.0168(9) Uani 1 1 d . . . . .
H6 H -0.2584 -0.0260 0.6258 0.020 Uiso 1 1 calc R U . . .
C15 C -0.8788(8) 0.7508(4) 0.62734(16) 0.0159(8) Uani 1 1 d . . . . .
H15 H -1.0203 0.7842 0.6069 0.019 Uiso 1 1 calc R U . . .
C13 C -0.3953(9) 0.8265(4) 0.73828(17) 0.0169(9) Uani 1 1 d . . . . .
H13 H -0.4416 0.9038 0.7455 0.020 Uiso 1 1 calc R U . . .
C4 C 0.2870(8) 0.1658(4) 0.51100(17) 0.0167(9) Uani 1 1 d . . . . .
H4 H 0.3771 0.0994 0.4985 0.020 Uiso 1 1 calc R U . . .
C14 C -0.7503(8) 0.8154(4) 0.66598(16) 0.0142(9) Uani 1 1 d . . . . .
H14 H -0.8033 0.8927 0.6714 0.017 Uiso 1 1 calc R U . . .
C17 C -0.5906(8) 0.5812(4) 0.64753(16) 0.0133(8) Uani 1 1 d . . . . .
C7 C -0.3266(8) 0.1502(4) 0.62978(16) 0.0139(9) Uani 1 1 d . . . . .
H7 H -0.4629 0.1465 0.6558 0.017 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
Hg1 C17 2.075(4) . ?
Hg1 C8 2.078(4) . ?
C2 N1 1.321(5) . ?
C2 C3 1.399(6) . ?
C2 H2 0.9300 . ?
N1 C9 1.374(5) . ?
C10 C5 1.414(5) . ?
C10 C4 1.423(6) . ?
C10 C9 1.425(5) . ?
C3 C4 1.370(6) . ?
C3 H3 0.9300 . ?
C12 C13 1.363(6) . ?
C12 C11 1.415(6) . ?
C12 H12 0.9300 . ?
C9 C8 1.422(5) . ?
C8 C7 1.378(6) . ?
C11 N2 1.310(5) . ?
C11 H11 0.9300 . ?
C18 N2 1.381(5) . ?
C18 C19 1.418(5) . ?
C18 C17 1.425(6) . ?
C19 C13 1.414(6) . ?
C19 C14 1.415(6) . ?
C5 C6 1.368(6) . ?
C5 H5 0.9300 . ?
C16 C17 1.370(6) . ?
C16 C15 1.415(6) . ?
C16 H16 0.9300 . ?
C6 C7 1.416(6) . ?
C6 H6 0.9300 . ?
C15 C14 1.368(6) . ?
C15 H15 0.9300 . ?
C13 H13 0.9300 . ?
C4 H4 0.9300 . ?
C14 H14 0.9300 . ?
C7 H7 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
C17 Hg1 C8 176.56(15) . . ?
N1 C2 C3 124.9(4) . . ?
N1 C2 H2 117.6 . . ?
C3 C2 H2 117.6 . . ?
C2 N1 C9 117.6(4) . . ?
C5 C10 C4 123.1(4) . . ?
C5 C10 C9 119.3(4) . . ?
C4 C10 C9 117.6(4) . . ?
C4 C3 C2 118.5(4) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C13 C12 C11 118.1(4) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
N1 C9 C8 117.8(4) . . ?
N1 C9 C10 121.9(4) . . ?
C8 C9 C10 120.3(4) . . ?
C7 C8 C9 118.2(4) . . ?
C7 C8 Hg1 125.7(3) . . ?
C9 C8 Hg1 116.0(3) . . ?
N2 C11 C12 124.9(4) . . ?
N2 C11 H11 117.6 . . ?
C12 C11 H11 117.6 . . ?
N2 C18 C19 122.0(4) . . ?
N2 C18 C17 117.5(4) . . ?
C19 C18 C17 120.6(4) . . ?
C13 C19 C14 123.4(4) . . ?
C13 C19 C18 117.8(4) . . ?
C14 C19 C18 118.8(4) . . ?
C6 C5 C10 120.1(4) . . ?
C6 C5 H5 120.0 . . ?
C10 C5 H5 120.0 . . ?
C17 C16 C15 121.6(4) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C11 N2 C18 117.4(4) . . ?
C5 C6 C7 120.3(4) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C14 C15 C16 120.3(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C12 C13 C19 119.9(4) . . ?
C12 C13 H13 120.1 . . ?
C19 C13 H13 120.1 . . ?
C3 C4 C10 119.5(4) . . ?
C3 C4 H4 120.3 . . ?
C10 C4 H4 120.3 . . ?
C15 C14 C19 120.3(4) . . ?
C15 C14 H14 119.9 . . ?
C19 C14 H14 119.9 . . ?
C16 C17 C18 118.3(4) . . ?
C16 C17 Hg1 123.8(3) . . ?
C18 C17 Hg1 117.5(3) . . ?
C8 C7 C6 121.8(4) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?

_refine_diff_density_max         0.848
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.178

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985133'
#######################################################################
#
#                 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_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'Bis(quinolyl)mercury (II)(Bent)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H12 Hg N2'
_chemical_formula_sum            'C18 H12 Hg N2'
_chemical_formula_weight         456.89

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   14.1731(17)
_cell_length_b                   6.2064(8)
_cell_length_c                   10.469(2)
_cell_angle_alpha                90
_cell_angle_beta                 131.0080(10)
_cell_angle_gamma                90
_cell_volume                     694.89(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3473
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.37

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.184
_exptl_crystal_F_000             428
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.081
_exptl_absorpt_coefficient_mu    11.068
_shelx_estimated_absorpt_T_min   0.270
_shelx_estimated_absorpt_T_max   0.468
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.276
_exptl_absorpt_correction_T_max  0.408
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(0)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3449
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.578
_diffrn_reflns_theta_max         25.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1279
_reflns_number_gt                1279
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.820
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0367P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.51(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1279
_refine_ls_number_parameters     97
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0180
_refine_ls_R_factor_gt           0.0180
_refine_ls_wR_factor_ref         0.0461
_refine_ls_wR_factor_gt          0.0461
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.091
_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
Hg1 Hg 0.5000 0.53999(2) 0.0000 0.01630(13) Uani 1 2 d S T P . .
N1 N 0.5244(6) 0.1785(11) 0.2195(9) 0.0187(14) Uani 1 1 d . . . . .
C9 C 0.6170(10) 0.1412(14) 0.2108(12) 0.0171(16) Uani 1 1 d . . . . .
C8 C 0.6305(8) 0.2918(13) 0.1243(10) 0.0175(15) Uani 1 1 d . . . . .
C7 C 0.7263(8) 0.2621(15) 0.1231(10) 0.0227(17) Uani 1 1 d D . . . .
H7 H 0.7379 0.3621 0.0683 0.027 Uiso 1 1 calc R U . . .
C6 C 0.8079(8) 0.081(2) 0.2040(10) 0.028(4) Uani 1 1 d D . . . .
H6 H 0.8727 0.0667 0.2030 0.034 Uiso 1 1 calc R U . . .
C10 C 0.6953(10) -0.0418(14) 0.2883(12) 0.0184(16) Uani 1 1 d . . . . .
C5 C 0.7925(8) -0.0683(15) 0.2820(11) 0.0218(17) Uani 1 1 d . . . . .
H5 H 0.8446 -0.1881 0.3314 0.026 Uiso 1 1 calc R U . . .
C4 C 0.6755(8) -0.1913(13) 0.3704(11) 0.0200(16) Uani 1 1 d . . . . .
H4 H 0.7233 -0.3162 0.4178 0.024 Uiso 1 1 calc R U . . .
C3 C 0.5850(8) -0.1497(13) 0.3793(11) 0.0209(17) Uani 1 1 d D . . . .
H3 H 0.5696 -0.2451 0.4322 0.025 Uiso 1 1 calc R U . . .
C2 C 0.5132(7) 0.051(4) 0.3024(10) 0.020(2) Uani 1 1 d D . . . .
H2 H 0.4562 0.0853 0.3157 0.025 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
Hg1 C8 2.080(8) . ?
Hg1 C8 2.080(8) 2_655 ?
N1 C2 1.26(2) . ?
N1 C9 1.394(12) . ?
C9 C8 1.399(12) . ?
C9 C10 1.413(11) . ?
C8 C7 1.380(12) . ?
C7 C6 1.423(14) . ?
C7 H7 0.9300 . ?
C6 C5 1.347(15) . ?
C6 H6 0.9300 . ?
C10 C4 1.412(12) . ?
C10 C5 1.431(13) . ?
C5 H5 0.9300 . ?
C4 C3 1.371(12) . ?
C4 H4 0.9300 . ?
C3 C2 1.47(2) . ?
C3 H3 0.9300 . ?
C2 H2 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
C8 Hg1 C8 84.5(5) . 2_655 ?
C2 N1 C9 119.3(9) . . ?
N1 C9 C8 117.7(8) . . ?
N1 C9 C10 120.9(8) . . ?
C8 C9 C10 121.3(8) . . ?
C7 C8 C9 118.0(8) . . ?
C7 C8 Hg1 124.8(6) . . ?
C9 C8 Hg1 117.2(6) . . ?
C8 C7 C6 121.4(8) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C5 C6 C7 120.8(8) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C4 C10 C9 118.9(8) . . ?
C4 C10 C5 122.3(8) . . ?
C9 C10 C5 118.8(8) . . ?
C6 C5 C10 119.5(8) . . ?
C6 C5 H5 120.2 . . ?
C10 C5 H5 120.2 . . ?
C3 C4 C10 119.1(8) . . ?
C3 C4 H4 120.5 . . ?
C10 C4 H4 120.5 . . ?
C4 C3 C2 117.7(7) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
N1 C2 C3 123.8(8) . . ?
N1 C2 H2 118.1 . . ?
C3 C2 H2 118.1 . . ?

_refine_diff_density_max         1.830
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.132

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985134'
#######################################################################
#
#                 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_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            '[Bis(quinolinium)mercury(II)][thiocyanate]'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 Hg N2, 2(C N S)'
_chemical_formula_sum            'C20 H14 Hg N4 S2'
_chemical_formula_weight         575.06

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'
Hg Hg -2.3894 9.2266 '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'

_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, -z'

_cell_length_a                   6.860(3)
_cell_length_b                   8.202(4)
_cell_length_c                   9.116(4)
_cell_angle_alpha                107.127(5)
_cell_angle_beta                 110.701(5)
_cell_angle_gamma                94.266(5)
_cell_volume                     449.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(0)
_cell_measurement_reflns_used    3346
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      25.23

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.126
_exptl_crystal_F_000             274
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    8.811
_shelx_estimated_absorpt_T_min   0.096
_shelx_estimated_absorpt_T_max   0.177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.020
_exptl_absorpt_correction_T_max  0.071
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4152
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.544
_diffrn_reflns_theta_max         24.799
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.942
_reflns_number_total             1529
_reflns_number_gt                1529
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1125P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1529
_refine_ls_number_parameters     128
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_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
Hg1 Hg 0.0000 0.0000 0.0000 0.0181(3) Uani 1 2 d S . P . .
S1 S 0.4317(4) 0.2930(4) 0.1242(4) 0.0279(6) Uani 1 1 d . . . . .
N1 N -0.1541(13) -0.1868(11) -0.4077(11) 0.0184(17) Uani 1 1 d D . . . .
C2 C -0.2111(16) -0.2918(14) -0.5618(14) 0.022(2) Uani 1 1 d . . . . .
H1 H -0.1916 -0.4060 -0.5810 0.027 Uiso 1 1 calc R U . . .
C11 C 0.6811(17) 0.2943(13) 0.1613(14) 0.023(2) Uani 1 1 d . . . . .
C6 C -0.2183(17) 0.3214(14) -0.3038(15) 0.023(2) Uani 1 1 d . . . . .
H8 H -0.2276 0.4382 -0.2790 0.027 Uiso 1 1 calc R U . . .
N2 N 0.8616(16) 0.3010(13) 0.1949(13) 0.028(2) Uani 1 1 d . . . . .
C10 C -0.2616(15) 0.0413(14) -0.5016(13) 0.0182(19) Uani 1 1 d . . . . .
C3 C -0.2979(16) -0.2384(14) -0.6944(13) 0.023(2) Uani 1 1 d . . . . .
H2 H -0.3392 -0.3149 -0.8031 0.027 Uiso 1 1 calc R U . . .
C7 C -0.1366(16) 0.2553(13) -0.1732(13) 0.020(2) Uani 1 1 d . . . . .
H7 H -0.0968 0.3302 -0.0640 0.024 Uiso 1 1 calc R U . . .
C9 C -0.1786(14) -0.0173(13) -0.3683(13) 0.0169(19) Uani 1 1 d . . . . .
C8 C -0.1128(15) 0.0863(13) -0.1991(12) 0.0156(18) Uani 1 1 d . . . . .
C5 C -0.2825(16) 0.2188(14) -0.4627(14) 0.021(2) Uani 1 1 d . . . . .
H9 H -0.3408 0.2630 -0.5480 0.025 Uiso 1 1 calc R U . . .
C4 C -0.3228(15) -0.0700(14) -0.6638(14) 0.021(2) Uani 1 1 d . . . . .
H3 H -0.3811 -0.0300 -0.7522 0.025 Uiso 1 1 calc R U . . .
H99 H -0.052(16) -0.208(18) -0.310(11) 0.03(3) Uiso 1 1 d D . . . .


_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 C8 2.058(9) 2 ?
Hg1 C8 2.058(9) . ?
S1 C11 1.621(11) . ?
N1 C2 1.310(15) . ?
N1 C9 1.369(13) . ?
C2 C3 1.360(16) . ?
C11 N2 1.158(15) . ?
C6 C5 1.332(17) . ?
C6 C7 1.407(16) . ?
C10 C4 1.380(16) . ?
C10 C9 1.388(15) . ?
C10 C5 1.424(15) . ?
C3 C4 1.363(16) . ?
C7 C8 1.369(14) . ?
C9 C8 1.408(14) . ?

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
C8 Hg1 C8 180.0 2 . ?
C2 N1 C9 122.9(9) . . ?
N1 C2 C3 121.9(10) . . ?
N2 C11 S1 176.9(11) . . ?
C5 C6 C7 120.9(10) . . ?
C4 C10 C9 120.7(10) . . ?
C4 C10 C5 122.3(9) . . ?
C9 C10 C5 117.0(10) . . ?
C2 C3 C4 118.3(10) . . ?
C8 C7 C6 123.1(10) . . ?
N1 C9 C10 116.2(9) . . ?
N1 C9 C8 119.0(9) . . ?
C10 C9 C8 124.7(9) . . ?
C7 C8 C9 114.3(9) . . ?
C7 C8 Hg1 120.2(7) . . ?
C9 C8 Hg1 125.4(7) . . ?
C6 C5 C10 119.9(10) . . ?
C3 C4 C10 120.1(10) . . ?

_refine_diff_density_max         5.758
_refine_diff_density_min         -2.858
_refine_diff_density_rms         0.418

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985135'
#######################################################################
#
#                 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_shelx

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            Chloro-8-quinolylmercury(II)
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H6 Cl Hg N'
_chemical_formula_sum            'C9 H6 Cl Hg N'
_chemical_formula_weight         364.19

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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'

_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                   10.133(5)
_cell_length_b                   4.048(5)
_cell_length_c                   21.799(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 91.253(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     893.9(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3950
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      25.42

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.706
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    17.453
_shelx_estimated_absorpt_T_min   0.066
_shelx_estimated_absorpt_T_max   0.274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.049
_exptl_absorpt_correction_T_max  0.175
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8065
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.869
_diffrn_reflns_theta_max         25.323
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1612
_reflns_number_gt                1402
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'



_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)+(0.0320P)²+6.5617P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1612
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0650
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
Hg1 Hg 0.05526(2) -0.24886(6) 0.92194(2) 0.01751(11) Uani 1 1 d . . . . .
Cl1 Cl -0.13729(14) 0.0776(4) 0.93463(6) 0.0179(3) Uani 1 1 d . . . . .
C9 C 0.2325(6) -0.6265(15) 0.8410(3) 0.0154(12) Uani 1 1 d . . . . .
C5 C 0.4493(6) -0.8704(16) 0.8648(3) 0.0201(13) Uani 1 1 d . . . . .
H5 H 0.5251 -0.9791 0.8525 0.024 Uiso 1 1 calc R U . . .
C2 C 0.1387(6) -0.6296(16) 0.7434(3) 0.0195(13) Uani 1 1 d . . . . .
H2 H 0.0716 -0.5650 0.7162 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3243(6) -0.5982(17) 0.9444(3) 0.0206(13) Uani 1 1 d . . . . .
H7 H 0.3182 -0.5327 0.9852 0.025 Uiso 1 1 calc R U . . .
C8 C 0.2223(6) -0.5257(14) 0.9034(3) 0.0167(13) Uani 1 1 d . . . . .
C4 C 0.3484(6) -0.9033(17) 0.7588(3) 0.0200(13) Uani 1 1 d . . . . .
H4 H 0.4194 -1.0236 0.7443 0.024 Uiso 1 1 calc R U . . .
N1 N 0.1295(4) -0.5426(12) 0.8011(2) 0.0158(10) Uani 1 1 d . . . . .
C6 C 0.4389(7) -0.7725(15) 0.9251(3) 0.0239(15) Uani 1 1 d . . . . .
H6 H 0.5066 -0.8199 0.9532 0.029 Uiso 1 1 calc R U . . .
C10 C 0.3463(6) -0.8079(13) 0.8214(3) 0.0140(12) Uani 1 1 d . . . . .
C3 C 0.2464(6) -0.8188(15) 0.7196(3) 0.0202(14) Uani 1 1 d . . . . .
H3 H 0.2467 -0.8824 0.6786 0.024 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
Hg1 C8 2.077(6) . ?
Hg1 Cl1 2.3776(19) . ?
C9 N1 1.386(7) . ?
C9 C8 1.426(8) . ?
C9 C10 1.440(8) . ?
C5 C6 1.378(10) . ?
C5 C10 1.416(9) . ?
C5 H5 0.9300 . ?
C2 N1 1.311(8) . ?
C2 C3 1.439(9) . ?
C2 H2 0.9300 . ?
C7 C8 1.383(8) . ?
C7 C6 1.431(9) . ?
C7 H7 0.9300 . ?
C4 C3 1.370(9) . ?
C4 C10 1.420(9) . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
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
C8 Hg1 Cl1 175.42(16) . . ?
N1 C9 C8 117.4(5) . . ?
N1 C9 C10 122.4(5) . . ?
C8 C9 C10 120.2(5) . . ?
C6 C5 C10 121.0(6) . . ?
C6 C5 H5 119.5 . . ?
C10 C5 H5 119.5 . . ?
N1 C2 C3 124.0(6) . . ?
N1 C2 H2 118.0 . . ?
C3 C2 H2 118.0 . . ?
C8 C7 C6 120.9(6) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.2(6) . . ?
C7 C8 Hg1 126.1(5) . . ?
C9 C8 Hg1 114.6(4) . . ?
C3 C4 C10 120.3(6) . . ?
C3 C4 H4 119.8 . . ?
C10 C4 H4 119.8 . . ?
C2 N1 C9 117.9(5) . . ?
C5 C6 C7 120.2(6) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C5 C10 C4 124.6(6) . . ?
C5 C10 C9 118.5(6) . . ?
C4 C10 C9 116.9(5) . . ?
C4 C3 C2 118.4(6) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?

_refine_diff_density_max         3.721
_refine_diff_density_min         -0.873
_refine_diff_density_rms         0.166

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 985136'
