Electronic Supplementary Material for CrystEngComm
This journal is (c) The Royal Society of Chemistry 2007

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Ulli Englert'
_publ_contact_author_address     
;
Institute of Inorganic Chemistry
RWTH Aachen
Aachen
52074
GERMANY
;

_publ_contact_author_email       ULLRICH.ENGLERT@AC.RWTH-AACHEN.DE

_publ_section_title              
;
Pyridine complexes of mercury(II)halides: Implications
of a soft metal center for crystal engineering
;
loop_
_publ_author_name
'Ulli Englert'
'Chunhua Hu.'
'Irmgard Kalf'

data_hc118
_database_code_depnum_ccdc_archive 'CCDC 634015'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 1'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H6 Cl6 Hg N2'
_chemical_formula_weight         567.46

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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P-4b2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'

_cell_length_a                   14.144(3)
_cell_length_b                   14.144(3)
_cell_length_c                   3.8148(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     763.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6317
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      28.37

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    11.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.180
_exptl_absorpt_correction_T_max  0.329
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.549121
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            6317
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_sigmaI/netI    0.0564
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         28.37
_reflns_number_total             959
_reflns_number_gt                786
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.035(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_number_reflns         959
_refine_ls_number_parameters     47
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0798
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.5000 0.0000 0.5000 0.0367(2) Uani 1 4 d S . .
Cl1 Cl 0.40753(9) 0.09247(9) 1.0000 0.0427(5) Uani 1 2 d S . .
Cl2 Cl 0.63577(15) 0.38937(12) 0.7415(6) 0.0640(6) Uani 1 1 d . . .
N N 0.6195(3) 0.1195(3) 0.5000 0.0417(16) Uani 1 2 d S . .
C1 C 0.5989(4) 0.2079(4) 0.6034(17) 0.0389(15) Uani 1 1 d . . .
H1 H 0.5343 0.2230 0.6785 0.051 Uiso 1 1 calc R . .
C2 C 0.6656(5) 0.2769(5) 0.6060(17) 0.0413(15) Uani 1 1 d . . .
C3 C 0.7581(4) 0.2581(4) 0.5000 0.046(2) Uani 1 2 d S . .
H3 H 0.8071 0.3071 0.5000 0.060 Uiso 1 2 calc SR . .

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
Hg 0.0345(2) 0.0345(2) 0.0413(3) 0.000 0.000 -0.00769(15)
Cl1 0.0414(6) 0.0414(6) 0.0452(11) 0.0042(11) 0.0042(11) 0.0078(8)
Cl2 0.0728(12) 0.0383(9) 0.0810(13) -0.0079(11) 0.0058(12) -0.0063(9)
N 0.033(2) 0.033(2) 0.058(4) 0.003(4) -0.003(4) -0.006(2)
C1 0.033(3) 0.037(3) 0.047(4) 0.003(2) 0.003(2) 0.002(3)
C2 0.047(4) 0.035(3) 0.042(4) 0.000(2) 0.000(3) -0.002(3)
C3 0.047(3) 0.047(3) 0.044(5) 0.000(4) 0.000(4) -0.011(4)

_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
Hg N 2.390(6) 2_655 ?
Hg N 2.390(6) . ?
Hg Cl1 2.6570(13) 2_655 ?
Hg Cl1 2.6570(13) 2_654 ?
Hg Cl1 2.6570(13) . ?
Hg Cl1 2.6570(13) 1_554 ?
Cl1 Hg 2.6570(13) 1_556 ?
Cl2 C2 1.724(7) . ?
N C1 1.344(6) . ?
N C1 1.344(6) 7_546 ?
C1 C2 1.357(9) . ?
C1 H1 0.9800 . ?
C2 C3 1.395(7) . ?
C3 C2 1.395(7) 7_546 ?
C3 H3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg N 180.0(3) 2_655 . ?
N Hg Cl1 90.0 2_655 2_655 ?
N Hg Cl1 90.0 . 2_655 ?
N Hg Cl1 90.0 2_655 2_654 ?
N Hg Cl1 90.0 . 2_654 ?
Cl1 Hg Cl1 91.76(6) 2_655 2_654 ?
N Hg Cl1 90.0 2_655 . ?
N Hg Cl1 90.0 . . ?
Cl1 Hg Cl1 88.24(6) 2_655 . ?
Cl1 Hg Cl1 180.00(5) 2_654 . ?
N Hg Cl1 90.0 2_655 1_554 ?
N Hg Cl1 90.0 . 1_554 ?
Cl1 Hg Cl1 180.0 2_655 1_554 ?
Cl1 Hg Cl1 88.24(6) 2_654 1_554 ?
Cl1 Hg Cl1 91.76(6) . 1_554 ?
Hg Cl1 Hg 91.76(6) 1_556 . ?
C1 N C1 119.4(7) . 7_546 ?
C1 N Hg 120.3(4) . . ?
C1 N Hg 120.3(4) 7_546 . ?
N C1 C2 121.4(6) . . ?
N C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 C2 C3 120.8(7) . . ?
C1 C2 Cl2 119.7(5) . . ?
C3 C2 Cl2 119.5(5) . . ?
C2 C3 C2 116.3(8) 7_546 . ?
C2 C3 H3 121.9 7_546 . ?
C2 C3 H3 121.9 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.141

# Attachment '2-hc122.cif'

data_hc122
_database_code_depnum_ccdc_archive 'CCDC 634016'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 2'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H6 Br4 Cl2 Hg N2'
_chemical_formula_weight         745.30

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'
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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P-4b2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'

_cell_length_a                   14.147(2)
_cell_length_b                   14.147(2)
_cell_length_c                   3.8871(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     778.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5838
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      26.03

_exptl_crystal_description       needle
_exptl_crystal_colour            colorles
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668
_exptl_absorpt_coefficient_mu    20.492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.197
_exptl_absorpt_correction_T_max  0.441
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.445909
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5838
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         26.03
_reflns_number_total             775
_reflns_number_gt                704
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(2)
_refine_ls_number_reflns         775
_refine_ls_number_parameters     46
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0516
_refine_ls_wR_factor_gt          0.0507
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.5000 0.0000 0.5000 0.02728(14) Uani 1 4 d S . .
Cl Cl 0.40845(10) 0.09155(10) 1.0000 0.0332(5) Uani 1 2 d S . .
Br Br 0.63585(5) 0.39759(5) 0.7837(2) 0.0397(2) Uani 1 1 d . . .
N N 0.6195(3) 0.1195(3) 0.5000 0.0309(18) Uani 1 2 d S . .
C1 C 0.6006(4) 0.2063(5) 0.6154(18) 0.0319(18) Uani 1 1 d . . .
H1 H 0.5371 0.2205 0.7022 0.041 Uiso 1 1 calc R . .
C2 C 0.6676(5) 0.2761(5) 0.6157(16) 0.0275(16) Uani 1 1 d . . .
C3 C 0.7581(4) 0.2581(4) 0.5000 0.032(2) Uani 1 2 d S . .
H3 H 0.8070 0.3070 0.5000 0.042 Uiso 1 2 calc SR . .

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
Hg 0.02661(17) 0.02661(17) 0.0286(2) 0.000 0.000 -0.0073(2)
Cl 0.0309(7) 0.0309(7) 0.0379(13) 0.0034(11) 0.0034(11) 0.0063(9)
Br 0.0436(4) 0.0279(4) 0.0475(4) -0.0065(4) 0.0044(4) -0.0022(3)
N 0.026(2) 0.026(2) 0.040(5) 0.005(4) -0.005(4) 0.001(3)
C1 0.020(3) 0.033(4) 0.043(5) -0.001(3) 0.004(3) 0.002(3)
C2 0.037(4) 0.020(3) 0.025(4) -0.002(3) -0.004(3) 0.004(3)
C3 0.035(3) 0.035(3) 0.027(4) 0.005(4) -0.005(4) -0.004(4)

_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
Hg N 2.390(7) 2_655 ?
Hg N 2.390(7) . ?
Hg Cl 2.6707(15) 2_655 ?
Hg Cl 2.6707(15) 2_654 ?
Hg Cl 2.6707(15) . ?
Hg Cl 2.6707(15) 1_554 ?
Cl Hg 2.6707(15) 1_556 ?
Br C2 1.893(6) . ?
N C1 1.334(7) . ?
N C1 1.334(7) 7_546 ?
C1 C2 1.369(9) . ?
C1 H1 0.9800 . ?
C2 C3 1.380(8) . ?
C3 C2 1.380(8) 7_546 ?
C3 H3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg N 180.0(3) 2_655 . ?
N Hg Cl 90.0 2_655 2_655 ?
N Hg Cl 90.0 . 2_655 ?
N Hg Cl 90.0 2_655 2_654 ?
N Hg Cl 90.0 . 2_654 ?
Cl Hg Cl 93.39(7) 2_655 2_654 ?
N Hg Cl 90.0 2_655 . ?
N Hg Cl 90.0 . . ?
Cl Hg Cl 86.61(7) 2_655 . ?
Cl Hg Cl 180.00(6) 2_654 . ?
N Hg Cl 90.0 2_655 1_554 ?
N Hg Cl 90.0 . 1_554 ?
Cl Hg Cl 180.0 2_655 1_554 ?
Cl Hg Cl 86.61(7) 2_654 1_554 ?
Cl Hg Cl 93.39(7) . 1_554 ?
Hg Cl Hg 93.39(7) . 1_556 ?
C1 N C1 118.7(8) . 7_546 ?
C1 N Hg 120.6(4) . . ?
C1 N Hg 120.6(4) 7_546 . ?
N C1 C2 121.7(6) . . ?
N C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C1 C2 C3 120.6(6) . . ?
C1 C2 Br 119.4(5) . . ?
C3 C2 Br 120.0(5) . . ?
C2 C3 C2 116.7(8) 7_546 . ?
C2 C3 H3 121.7 7_546 . ?
C2 C3 H3 121.7 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.03
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.144

# Attachment '3a-hc212.cif'

data_hc212
_database_code_depnum_ccdc_archive 'CCDC 634017'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 3a'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H18 Cl2 Hg N2'
_chemical_formula_weight         485.79

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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P-4b2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'

_cell_length_a                   14.1357(7)
_cell_length_b                   14.1357(7)
_cell_length_c                   3.9721(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     793.70(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9498
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      28.30

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.033
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             460
_exptl_absorpt_coefficient_mu    10.021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.270
_exptl_absorpt_correction_T_max  0.670
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.402339
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9498
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         28.30
_reflns_number_total             998
_reflns_number_gt                886
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0219P)^2^+0.4458P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_number_reflns         998
_refine_ls_number_parameters     46
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0197
_refine_ls_wR_factor_ref         0.0497
_refine_ls_wR_factor_gt          0.0487
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.172
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.5000 0.0000 0.5000 0.03294(9) Uani 1 4 d S . .
Cl Cl 0.40367(5) 0.09633(5) 1.0000 0.0354(2) Uani 1 2 d S . .
N N 0.61420(17) 0.11420(17) 0.5000 0.0335(8) Uani 1 2 d S . .
C1 C 0.5950(3) 0.2006(3) 0.6131(10) 0.0358(9) Uani 1 1 d . . .
H1 H 0.5313 0.2140 0.6977 0.047 Uiso 1 1 calc R . .
C2 C 0.6616(3) 0.2724(3) 0.6161(10) 0.0353(9) Uani 1 1 d . . .
C3 C 0.7510(2) 0.2510(2) 0.5000 0.0422(12) Uani 1 2 d S . .
H3 H 0.8000 0.3000 0.5000 0.055 Uiso 1 2 calc SR . .
C4 C 0.6375(4) 0.3692(3) 0.7503(13) 0.0513(11) Uani 1 1 d . . .
H4A H 0.6930 0.4104 0.7327 0.067 Uiso 1 1 calc R . .
H4B H 0.6184 0.3640 0.9867 0.067 Uiso 1 1 calc R . .
H4C H 0.5854 0.3960 0.6186 0.067 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
Hg 0.02938(10) 0.02938(10) 0.04005(15) 0.000 0.000 -0.00899(9)
Cl 0.0343(3) 0.0343(3) 0.0377(5) 0.0047(8) 0.0047(8) 0.0052(4)
N 0.0301(11) 0.0301(11) 0.040(2) 0.002(3) -0.002(3) -0.0070(14)
C1 0.036(2) 0.033(2) 0.039(2) 0.0012(15) -0.0011(17) -0.0041(16)
C2 0.043(2) 0.028(2) 0.034(2) 0.0005(15) -0.0015(17) -0.0078(17)
C3 0.0423(18) 0.0423(18) 0.042(3) -0.008(3) 0.008(3) -0.017(2)
C4 0.060(3) 0.036(2) 0.058(3) -0.009(2) 0.006(3) -0.006(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg N 2.283(3) 2_655 ?
Hg N 2.283(3) . ?
Hg Cl 2.7664(8) 1_554 ?
Hg Cl 2.7664(8) . ?
Hg Cl 2.7664(8) 2_655 ?
Hg Cl 2.7664(8) 2_654 ?
Cl Hg 2.7664(8) 1_556 ?
N C1 1.329(4) . ?
N C1 1.329(4) 7_546 ?
C1 C2 1.384(5) . ?
C1 H1 0.9800 . ?
C2 C3 1.378(4) . ?
C2 C4 1.507(6) . ?
C3 C2 1.378(4) 7_546 ?
C3 H3 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg N 180.00(17) 2_655 . ?
N Hg Cl 90.0 2_655 1_554 ?
N Hg Cl 90.0 . 1_554 ?
N Hg Cl 90.0 2_655 . ?
N Hg Cl 90.0 . . ?
Cl Hg Cl 91.77(3) 1_554 . ?
N Hg Cl 90.0 2_655 2_655 ?
N Hg Cl 90.0 . 2_655 ?
Cl Hg Cl 180.00(3) 1_554 2_655 ?
Cl Hg Cl 88.23(3) . 2_655 ?
N Hg Cl 90.0 2_655 2_654 ?
N Hg Cl 90.0 . 2_654 ?
Cl Hg Cl 88.23(3) 1_554 2_654 ?
Cl Hg Cl 180.0 . 2_654 ?
Cl Hg Cl 91.77(3) 2_655 2_654 ?
Hg Cl Hg 91.77(3) 1_556 . ?
C1 N C1 119.3(4) . 7_546 ?
C1 N Hg 120.4(2) . . ?
C1 N Hg 120.4(2) 7_546 . ?
N C1 C2 122.5(4) . . ?
N C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 117.3(4) . . ?
C3 C2 C4 121.7(4) . . ?
C1 C2 C4 121.0(4) . . ?
C2 C3 C2 121.0(4) 7_546 . ?
C2 C3 H3 119.5 7_546 . ?
C2 C3 H3 119.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.335
_refine_diff_density_min         -1.047
_refine_diff_density_rms         0.110

# Attachment '3b-hc114.cif'

data_hc114
_database_code_depnum_ccdc_archive 'CCDC 634018'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 3b'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H18 Cl8 Hg4 N2'
_chemical_formula_weight         1300.26

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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.9960(9)
_cell_length_b                   20.203(4)
_cell_length_c                   16.572(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.292(5)
_cell_angle_gamma                90.00
_cell_volume                     1332.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16682
_cell_measurement_theta_min      1.59
_cell_measurement_theta_max      28.31

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_max          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    23.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.337
_exptl_absorpt_correction_T_max  0.621
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.542935
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            16682
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         28.31
_reflns_number_total             3311
_reflns_number_gt                2325
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+0.8909P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3311
_refine_ls_number_parameters     130
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0896
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.0000 0.0000 0.5000 0.04165(15) Uani 1 2 d S . .
Cl1 Cl 0.4465(6) 0.02662(13) 0.38188(15) 0.0441(6) Uani 1 1 d . . .
N N 0.0240(19) 0.1034(3) 0.5333(5) 0.0331(17) Uani 1 1 d . . .
C1 C 0.127(2) 0.1209(5) 0.6088(6) 0.041(2) Uani 1 1 d . . .
H1 H 0.1832 0.0859 0.6488 0.053 Uiso 1 1 calc R . .
C2 C 0.158(3) 0.1864(5) 0.6338(6) 0.044(2) Uani 1 1 d . . .
C3 C 0.069(3) 0.2331(5) 0.5758(7) 0.048(3) Uani 1 1 d . . .
H3 H 0.0878 0.2800 0.5909 0.063 Uiso 1 1 calc R . .
C4 C -0.048(3) 0.2171(5) 0.4963(6) 0.046(2) Uani 1 1 d . . .
C5 C -0.057(3) 0.1508(5) 0.4785(6) 0.046(3) Uani 1 1 d . . .
H5 H -0.1271 0.1374 0.4226 0.060 Uiso 1 1 calc R . .
C6 C 0.278(3) 0.2036(6) 0.7192(7) 0.061(3) Uani 1 1 d . . .
H6A H 0.3255 0.1629 0.7503 0.079 Uiso 1 1 calc R . .
H6B H 0.1042 0.2290 0.7435 0.079 Uiso 1 1 calc R . .
H6C H 0.4834 0.2302 0.7198 0.079 Uiso 1 1 calc R . .
C7 C -0.142(4) 0.2673(6) 0.4328(8) 0.070(4) Uani 1 1 d . . .
H7A H -0.2225 0.2450 0.3822 0.091 Uiso 1 1 calc R . .
H7B H 0.0546 0.2944 0.4239 0.091 Uiso 1 1 calc R . .
H7C H -0.3206 0.2957 0.4503 0.091 Uiso 1 1 calc R . .
Hg2 Hg 0.43881(10) 0.04972(2) 0.22348(3) 0.04655(14) Uani 1 1 d . . .
Cl2 Cl 0.0774(7) -0.03822(13) 0.17933(17) 0.0552(7) Uani 1 1 d . . .
Cl3 Cl -0.1677(7) 0.13577(13) 0.23021(17) 0.0519(6) Uani 1 1 d . . .
Hg3 Hg 0.0000 0.0000 0.0000 0.04686(16) Uani 1 2 d S . .
Cl4 Cl 0.3784(6) 0.08539(13) 0.02848(17) 0.0494(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.0538(3) 0.0274(3) 0.0438(3) -0.0074(2) 0.0047(3) -0.0045(2)
Cl1 0.0455(14) 0.0512(14) 0.0356(13) 0.0036(10) 0.0040(11) -0.0045(11)
N 0.045(4) 0.022(4) 0.033(4) -0.008(3) 0.006(3) -0.008(3)
C1 0.038(5) 0.039(5) 0.046(6) 0.000(4) 0.013(4) 0.000(4)
C2 0.048(6) 0.045(6) 0.040(6) -0.011(5) 0.012(5) 0.001(5)
C3 0.052(6) 0.025(5) 0.069(8) -0.012(5) 0.017(6) -0.001(4)
C4 0.060(7) 0.035(6) 0.044(6) -0.003(5) 0.012(5) -0.004(5)
C5 0.052(6) 0.052(7) 0.035(6) -0.009(5) 0.003(5) 0.000(5)
C6 0.073(8) 0.058(7) 0.050(7) -0.025(5) -0.009(6) 0.007(6)
C7 0.090(10) 0.045(7) 0.070(9) 0.013(6) -0.012(7) 0.006(6)
Hg2 0.0447(2) 0.0501(2) 0.0442(2) 0.00253(19) 0.00041(17) -0.01127(19)
Cl2 0.0621(17) 0.0540(17) 0.0487(16) -0.0014(12) 0.0001(13) -0.0173(13)
Cl3 0.0441(14) 0.0444(14) 0.0669(18) 0.0052(12) 0.0029(13) -0.0079(11)
Hg3 0.0404(3) 0.0485(3) 0.0512(4) -0.0040(3) 0.0017(3) -0.0075(3)
Cl4 0.0466(14) 0.0435(14) 0.0575(16) -0.0009(11) 0.0010(12) -0.0093(11)

_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 N 2.162(7) 3_556 ?
Hg1 N 2.162(7) . ?
Hg1 Cl1 2.819(2) . ?
Hg1 Cl1 2.819(2) 3_556 ?
Hg1 Cl1 2.866(3) 3_656 ?
Hg1 Cl1 2.866(3) 1_455 ?
Cl1 Hg2 2.664(2) . ?
Cl1 Hg1 2.866(3) 1_655 ?
N C1 1.328(12) . ?
N C5 1.339(13) . ?
C1 C2 1.390(13) . ?
C1 H1 0.9800 . ?
C2 C3 1.371(15) . ?
C2 C6 1.492(14) . ?
C3 C4 1.394(15) . ?
C3 H3 0.9800 . ?
C4 C5 1.372(14) . ?
C4 C7 1.486(15) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
Hg2 Cl3 2.340(3) 1_655 ?
Hg2 Cl2 2.363(3) . ?
Hg2 Cl3 2.993(3) . ?
Hg2 Cl2 3.248(3) 1_655 ?
Hg2 Cl4 3.298(3) . ?
Cl2 Hg3 3.058(3) . ?
Cl3 Hg2 2.340(3) 1_455 ?
Hg3 Cl4 2.314(2) . ?
Hg3 Cl4 2.314(2) 3 ?
Hg3 Cl2 3.058(3) 3 ?
Hg3 Cl4 3.096(3) 3_655 ?
Hg3 Cl4 3.096(3) 1_455 ?

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
N Hg1 N 180.0(4) 3_556 . ?
N Hg1 Cl1 91.3(2) 3_556 . ?
N Hg1 Cl1 88.7(2) . . ?
N Hg1 Cl1 88.7(2) 3_556 3_556 ?
N Hg1 Cl1 91.3(2) . 3_556 ?
Cl1 Hg1 Cl1 180.0 . 3_556 ?
N Hg1 Cl1 90.4(2) 3_556 3_656 ?
N Hg1 Cl1 89.6(2) . 3_656 ?
Cl1 Hg1 Cl1 90.69(7) . 3_656 ?
Cl1 Hg1 Cl1 89.31(7) 3_556 3_656 ?
N Hg1 Cl1 89.6(2) 3_556 1_455 ?
N Hg1 Cl1 90.4(2) . 1_455 ?
Cl1 Hg1 Cl1 89.31(7) . 1_455 ?
Cl1 Hg1 Cl1 90.69(7) 3_556 1_455 ?
Cl1 Hg1 Cl1 180.0 3_656 1_455 ?
Hg2 Cl1 Hg1 140.10(10) . . ?
Hg2 Cl1 Hg1 130.09(9) . 1_655 ?
Hg1 Cl1 Hg1 89.31(7) . 1_655 ?
C1 N C5 119.0(8) . . ?
C1 N Hg1 120.0(6) . . ?
C5 N Hg1 121.0(6) . . ?
N C1 C2 123.0(9) . . ?
N C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 115.9(9) . . ?
C3 C2 C6 123.0(10) . . ?
C1 C2 C6 121.1(10) . . ?
C2 C3 C4 123.1(9) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C5 C4 C3 115.5(10) . . ?
C5 C4 C7 120.9(10) . . ?
C3 C4 C7 123.5(10) . . ?
N C5 C4 123.4(9) . . ?
N C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Cl3 Hg2 Cl2 164.22(10) 1_655 . ?
Cl3 Hg2 Cl1 97.85(9) 1_655 . ?
Cl2 Hg2 Cl1 97.16(9) . . ?
Cl3 Hg2 Cl3 96.29(9) 1_655 . ?
Cl2 Hg2 Cl3 88.53(9) . . ?
Cl1 Hg2 Cl3 90.05(8) . . ?
Cl3 Hg2 Cl2 83.03(8) 1_655 1_655 ?
Cl2 Hg2 Cl2 89.39(9) . 1_655 ?
Cl1 Hg2 Cl2 100.85(8) . 1_655 ?
Cl3 Hg2 Cl2 169.08(8) . 1_655 ?
Cl3 Hg2 Cl4 82.67(8) 1_655 . ?
Cl2 Hg2 Cl4 82.73(8) . . ?
Cl1 Hg2 Cl4 175.64(7) . . ?
Cl3 Hg2 Cl4 85.59(7) . . ?
Cl2 Hg2 Cl4 83.50(7) 1_655 . ?
Hg2 Cl2 Hg3 96.61(9) . . ?
Hg2 Cl3 Hg2 96.29(9) 1_455 . ?
Cl4 Hg3 Cl4 180.00(16) . 3 ?
Cl4 Hg3 Cl2 90.89(8) . 3 ?
Cl4 Hg3 Cl2 89.11(8) 3 3 ?
Cl4 Hg3 Cl2 89.11(8) . . ?
Cl4 Hg3 Cl2 90.89(8) 3 . ?
Cl2 Hg3 Cl2 180.00(14) 3 . ?
Cl4 Hg3 Cl4 85.88(9) . 3_655 ?
Cl4 Hg3 Cl4 94.12(9) 3 3_655 ?
Cl2 Hg3 Cl4 90.18(8) 3 3_655 ?
Cl2 Hg3 Cl4 89.82(8) . 3_655 ?
Cl4 Hg3 Cl4 94.12(9) . 1_455 ?
Cl4 Hg3 Cl4 85.88(9) 3 1_455 ?
Cl2 Hg3 Cl4 89.82(8) 3 1_455 ?
Cl2 Hg3 Cl4 90.18(8) . 1_455 ?
Cl4 Hg3 Cl4 180.00(14) 3_655 1_455 ?
Hg3 Cl4 Hg2 91.40(8) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.367
_refine_diff_density_min         -1.035
_refine_diff_density_rms         0.220

# Attachment '4-hc130.cif'

data_hc130
_database_code_depnum_ccdc_archive 'CCDC 634019'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 4'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H3 Br2 Cl2 Hg N'
_chemical_formula_weight         508.39

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.0533(9)
_cell_length_b                   17.987(4)
_cell_length_c                   13.770(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.315(5)
_cell_angle_gamma                90.00
_cell_volume                     1003.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10162
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      28.29

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    23.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.092
_exptl_absorpt_correction_T_max  0.240
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.384463
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10162
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_av_sigmaI/netI    0.0727
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2492
_reflns_number_gt                1735
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0302P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2492
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg -0.11048(9) 0.26432(2) 0.43855(3) 0.04530(14) Uani 1 1 d . . .
Br1 Br 0.2435(2) 0.22568(6) 0.57436(7) 0.0486(3) Uani 1 1 d . . .
Br2 Br -0.4930(2) 0.33149(6) 0.33125(7) 0.0514(3) Uani 1 1 d . . .
Cl1 Cl -0.3010(7) 0.07178(17) 0.07934(19) 0.0662(8) Uani 1 1 d . . .
Cl2 Cl 0.3163(7) -0.05204(15) 0.3865(2) 0.0583(7) Uani 1 1 d . . .
N N -0.0657(17) 0.1473(4) 0.3397(5) 0.0428(18) Uani 1 1 d . . .
C1 C -0.179(2) 0.1411(5) 0.2481(7) 0.043(2) Uani 1 1 d . . .
H1 H -0.2890 0.1837 0.2177 0.056 Uiso 1 1 calc R . .
C2 C -0.143(2) 0.0767(6) 0.1963(6) 0.044(2) Uani 1 1 d . . .
C3 C 0.004(2) 0.0153(6) 0.2341(7) 0.049(3) Uani 1 1 d . . .
H3 H 0.0253 -0.0308 0.1968 0.063 Uiso 1 1 calc R . .
C4 C 0.125(2) 0.0215(5) 0.3297(7) 0.042(2) Uani 1 1 d . . .
C5 C 0.082(2) 0.0878(6) 0.3794(7) 0.045(2) Uani 1 1 d . . .
H5 H 0.1640 0.0914 0.4464 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
Hg 0.0413(2) 0.0466(2) 0.0479(2) 0.00032(18) -0.01264(15) 0.00481(16)
Br1 0.0441(5) 0.0559(6) 0.0457(5) 0.0058(5) -0.0128(4) -0.0005(4)
Br2 0.0407(5) 0.0628(7) 0.0506(6) 0.0164(5) -0.0080(4) 0.0032(4)
Cl1 0.0847(19) 0.0696(19) 0.0440(14) -0.0065(13) -0.0188(13) 0.0002(15)
Cl2 0.0736(17) 0.0448(14) 0.0564(15) 0.0072(12) -0.0037(13) 0.0096(12)
N 0.045(4) 0.042(5) 0.041(4) -0.005(4) -0.010(3) 0.002(3)
C1 0.048(5) 0.036(5) 0.046(6) -0.001(4) -0.004(4) 0.000(4)
C2 0.041(5) 0.052(6) 0.038(5) 0.000(5) -0.003(4) 0.002(4)
C3 0.063(6) 0.044(6) 0.039(6) -0.009(5) 0.007(5) -0.012(5)
C4 0.040(5) 0.037(5) 0.048(6) 0.005(4) 0.004(4) -0.007(4)
C5 0.039(5) 0.058(6) 0.038(5) 0.009(5) -0.008(4) -0.002(4)

_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
Hg Br1 2.4515(11) . ?
Hg Br2 2.4538(10) . ?
Hg N 2.515(7) . ?
Hg Br2 3.1541(11) 1_655 ?
Hg Br1 3.3000(12) 1_455 ?
Hg Cl1 3.614(3) 4_566 ?
Cl1 C2 1.733(9) . ?
Cl2 C4 1.720(10) . ?
N C5 1.341(11) . ?
N C1 1.344(11) . ?
C1 C2 1.368(13) . ?
C1 H1 0.9800 . ?
C2 C3 1.357(13) . ?
C3 C4 1.405(12) . ?
C3 H3 0.9800 . ?
C4 C5 1.386(13) . ?
C5 H5 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Hg Br2 164.61(4) . . ?
Br1 Hg N 97.58(17) . . ?
Br2 Hg N 97.68(17) . . ?
Br1 Hg Br2 90.19(3) . 1_655 ?
Br2 Hg Br2 91.70(3) . 1_655 ?
N Hg Br2 90.42(17) . 1_655 ?
Br1 Hg Br1 88.33(3) . 1_455 ?
Br2 Hg Br1 86.81(3) . 1_455 ?
N Hg Br1 100.97(17) . 1_455 ?
Br2 Hg Br1 168.61(3) 1_655 1_455 ?
Br1 Hg Cl1 87.02(5) . 4_566 ?
Br2 Hg Cl1 77.60(5) . 4_566 ?
N Hg Cl1 171.79(17) . 4_566 ?
Br2 Hg Cl1 96.39(5) 1_655 4_566 ?
Br1 Hg Cl1 72.26(5) 1_455 4_566 ?
C5 N C1 117.8(8) . . ?
C5 N Hg 118.7(6) . . ?
C1 N Hg 123.5(6) . . ?
N C1 C2 121.5(9) . . ?
N C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 122.4(9) . . ?
C3 C2 Cl1 118.3(7) . . ?
C1 C2 Cl1 119.2(8) . . ?
C2 C3 C4 116.4(9) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 H3 121.8 . . ?
C5 C4 C3 119.1(9) . . ?
C5 C4 Cl2 119.6(7) . . ?
C3 C4 Cl2 121.2(8) . . ?
N C5 C4 122.8(9) . . ?
N C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?

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
Br1 Hg N C1 -170.2(6) . . . . ?
Br1 Hg N C2 -168.7(8) . . . . ?
Br2 Hg N C1 11.8(7) . . . . ?
Br2 Hg N C2 13.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.257
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.209

# Attachment '5-hc187.cif'

data_hc187
_database_code_depnum_ccdc_archive 'CCDC 634020'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 5'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H6 Br6 Hg N2'
_chemical_formula_weight         834.22

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'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.0004(11)
_cell_length_b                   14.637(4)
_cell_length_c                   14.682(4)
_cell_angle_alpha                86.845(5)
_cell_angle_beta                 84.250(5)
_cell_angle_gamma                82.925(5)
_cell_volume                     848.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9630
_cell_measurement_theta_min      1.40
_cell_measurement_theta_max      26.10

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_exptl_absorpt_coefficient_mu    23.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.185
_exptl_absorpt_correction_T_max  0.499
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.370643
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9630
_diffrn_reflns_av_R_equivalents  0.1139
_diffrn_reflns_av_sigmaI/netI    0.1414
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.40
_diffrn_reflns_theta_max         26.10
_reflns_number_total             3324
_reflns_number_gt                1824
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3324
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1286
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_restrained_S_all      0.958
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.0000 0.0000 0.0000 0.0423(3) Uani 1 2 d S . .
Br1 Br -0.4111(4) 0.09368(12) -0.09830(11) 0.0446(4) Uani 1 1 d . . .
Br2 Br -0.5042(5) 0.39833(13) 0.12573(13) 0.0631(6) Uani 1 1 d . . .
Br3 Br 0.0466(5) 0.14186(14) 0.39128(12) 0.0599(5) Uani 1 1 d . . .
N11 N -0.105(4) 0.1277(9) 0.1205(9) 0.048(4) Uani 1 1 d . . .
C12 C -0.249(4) 0.2136(11) 0.1002(11) 0.048(5) Uani 1 1 d . . .
H12 H -0.3170 0.2286 0.0383 0.063 Uiso 1 1 calc R . .
C13 C -0.303(4) 0.2791(11) 0.1618(11) 0.039(4) Uani 1 1 d . . .
C14 C -0.218(4) 0.2595(12) 0.2536(11) 0.047(4) Uani 1 1 d . . .
H14 H -0.2592 0.3060 0.3002 0.061 Uiso 1 1 calc R . .
C15 C -0.075(4) 0.1717(12) 0.2721(10) 0.043(4) Uani 1 1 d . . .
C16 C -0.017(4) 0.1068(11) 0.2078(11) 0.043(4) Uani 1 1 d . . .
H16 H 0.0876 0.0447 0.2239 0.055 Uiso 1 1 calc R . .
Hg2 Hg 0.5000 0.5000 0.5000 0.0433(3) Uani 1 2 d S . .
Br4 Br 0.1785(4) 0.41579(12) 0.40063(11) 0.0478(5) Uani 1 1 d . . .
Br5 Br 0.7276(6) 0.90430(14) 0.37559(14) 0.0720(6) Uani 1 1 d . . .
Br6 Br 0.9746(6) 0.63285(15) 0.10924(13) 0.0683(6) Uani 1 1 d . . .
N21 N 0.554(3) 0.6360(10) 0.3737(8) 0.047(4) Uani 1 1 d . . .
C22 C 0.672(5) 0.6091(13) 0.2896(10) 0.061(6) Uani 1 1 d . . .
H22 H 0.6573 0.5464 0.2712 0.080 Uiso 1 1 calc R . .
C23 C 0.811(4) 0.6716(12) 0.2308(11) 0.051(5) Uani 1 1 d . . .
C24 C 0.831(4) 0.7608(11) 0.2503(11) 0.042(4) Uani 1 1 d . . .
H24 H 0.9232 0.8055 0.2055 0.055 Uiso 1 1 calc R . .
C25 C 0.711(4) 0.7823(10) 0.3390(11) 0.037(4) Uani 1 1 d . . .
C26 C 0.570(4) 0.7220(12) 0.3983(11) 0.051(5) Uani 1 1 d . . .
H26 H 0.4778 0.7409 0.4597 0.067 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 0.0476(6) 0.0460(6) 0.0335(5) 0.0061(4) -0.0116(4) -0.0033(5)
Br1 0.0476(10) 0.0492(11) 0.0369(9) 0.0127(8) -0.0106(8) -0.0070(8)
Br2 0.0794(14) 0.0499(12) 0.0593(12) 0.0013(9) -0.0159(11) 0.0012(10)
Br3 0.0743(13) 0.0706(14) 0.0366(10) 0.0006(9) -0.0162(9) -0.0076(11)
N11 0.076(10) 0.039(9) 0.031(8) -0.002(6) -0.009(7) -0.014(8)
C12 0.087(14) 0.033(10) 0.026(9) 0.009(7) -0.016(9) -0.006(10)
C13 0.030(9) 0.048(11) 0.040(10) -0.007(8) -0.001(7) -0.003(8)
C14 0.046(10) 0.048(12) 0.046(10) -0.009(8) 0.006(8) -0.003(9)
C15 0.043(10) 0.063(13) 0.024(8) -0.015(8) -0.005(7) 0.000(9)
C16 0.039(9) 0.038(10) 0.050(11) -0.011(8) 0.011(8) -0.008(8)
Hg2 0.0502(6) 0.0495(6) 0.0330(5) 0.0057(4) -0.0073(4) -0.0177(5)
Br4 0.0473(10) 0.0536(11) 0.0448(10) -0.0083(8) -0.0089(8) -0.0083(9)
Br5 0.1071(17) 0.0514(13) 0.0604(13) 0.0073(10) -0.0132(12) -0.0213(12)
Br6 0.0884(15) 0.0730(15) 0.0398(11) 0.0085(10) 0.0069(10) -0.0103(12)
N21 0.068(10) 0.054(10) 0.023(7) 0.010(6) -0.013(7) -0.018(8)
C22 0.104(16) 0.062(13) 0.022(9) 0.018(8) -0.009(10) -0.030(12)
C23 0.064(12) 0.050(12) 0.035(10) 0.010(8) -0.006(9) 0.006(9)
C24 0.035(10) 0.047(12) 0.045(10) 0.002(8) -0.009(8) 0.001(8)
C25 0.039(9) 0.023(9) 0.046(10) -0.004(7) 0.001(8) 0.005(7)
C26 0.069(12) 0.060(13) 0.029(9) -0.001(8) -0.001(9) -0.026(10)

_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 2.5239(17) 2 ?
Hg1 Br1 2.5239(17) . ?
Hg1 N11 2.612(13) 2 ?
Hg1 N11 2.612(13) . ?
Hg1 Br1 3.0675(16) 1_655 ?
Hg1 Br1 3.0675(16) 2_455 ?
Br1 Hg1 3.0675(16) 1_455 ?
Br2 C13 1.901(16) . ?
Br3 C15 1.876(15) . ?
N11 C12 1.347(19) . ?
N11 C16 1.37(2) . ?
C12 C13 1.34(2) . ?
C12 H12 0.9800 . ?
C13 C14 1.43(2) . ?
C14 C15 1.36(2) . ?
C14 H14 0.9800 . ?
C15 C16 1.36(2) . ?
C16 H16 0.9800 . ?
Hg2 Br4 2.5033(16) . ?
Hg2 Br4 2.5033(16) 2_666 ?
Hg2 N21 2.658(12) 2_666 ?
Hg2 N21 2.658(12) . ?
Hg2 Br4 3.0977(18) 2_566 ?
Hg2 Br4 3.0977(19) 1_655 ?
Br4 Hg2 3.0977(18) 1_455 ?
Br5 C25 1.904(15) . ?
Br6 C23 1.929(17) . ?
N21 C22 1.34(2) . ?
N21 C26 1.34(2) . ?
C22 C23 1.36(2) . ?
C22 H22 0.9800 . ?
C23 C24 1.37(2) . ?
C24 C25 1.38(2) . ?
C24 H24 0.9800 . ?
C25 C26 1.34(2) . ?
C26 H26 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Hg1 Br1 180.00(9) 2 . ?
Br1 Hg1 N11 89.9(3) 2 2 ?
Br1 Hg1 N11 90.1(3) . 2 ?
Br1 Hg1 N11 90.1(3) 2 . ?
Br1 Hg1 N11 89.9(3) . . ?
N11 Hg1 N11 180.0(9) 2 . ?
Br1 Hg1 Br1 89.17(5) 2 1_655 ?
Br1 Hg1 Br1 90.83(5) . 1_655 ?
N11 Hg1 Br1 89.7(3) 2 1_655 ?
N11 Hg1 Br1 90.3(3) . 1_655 ?
Br1 Hg1 Br1 90.83(5) 2 2_455 ?
Br1 Hg1 Br1 89.17(5) . 2_455 ?
N11 Hg1 Br1 90.3(3) 2 2_455 ?
N11 Hg1 Br1 89.7(3) . 2_455 ?
Br1 Hg1 Br1 180.00(5) 1_655 2_455 ?
Hg1 Br1 Hg1 90.83(5) . 1_455 ?
C12 N11 C16 118.5(13) . . ?
C12 N11 Hg1 122.1(10) . . ?
C16 N11 Hg1 119.4(10) . . ?
C13 C12 N11 122.2(15) . . ?
C13 C12 H12 118.9 . . ?
N11 C12 H12 118.9 . . ?
C12 C13 C14 120.7(16) . . ?
C12 C13 Br2 118.8(13) . . ?
C14 C13 Br2 120.5(12) . . ?
C15 C14 C13 115.7(15) . . ?
C15 C14 H14 122.2 . . ?
C13 C14 H14 122.2 . . ?
C16 C15 C14 122.5(16) . . ?
C16 C15 Br3 119.8(14) . . ?
C14 C15 Br3 117.7(12) . . ?
C15 C16 N11 120.4(16) . . ?
C15 C16 H16 119.8 . . ?
N11 C16 H16 119.8 . . ?
Br4 Hg2 Br4 180.00(7) . 2_666 ?
Br4 Hg2 N21 88.3(3) . 2_666 ?
Br4 Hg2 N21 91.7(3) 2_666 2_666 ?
Br4 Hg2 N21 91.7(3) . . ?
Br4 Hg2 N21 88.3(3) 2_666 . ?
N21 Hg2 N21 180.000(3) 2_666 . ?
Br4 Hg2 Br4 89.48(5) . 2_566 ?
Br4 Hg2 Br4 90.52(5) 2_666 2_566 ?
N21 Hg2 Br4 83.7(3) 2_666 2_566 ?
N21 Hg2 Br4 96.3(3) . 2_566 ?
Br4 Hg2 Br4 90.52(5) . 1_655 ?
Br4 Hg2 Br4 89.48(5) 2_666 1_655 ?
N21 Hg2 Br4 96.3(3) 2_666 1_655 ?
N21 Hg2 Br4 83.7(3) . 1_655 ?
Br4 Hg2 Br4 180.0 2_566 1_655 ?
Hg2 Br4 Hg2 90.52(5) . 1_455 ?
C22 N21 C26 121.1(14) . . ?
C22 N21 Hg2 115.0(11) . . ?
C26 N21 Hg2 120.4(10) . . ?
N21 C22 C23 117.6(17) . . ?
N21 C22 H22 121.2 . . ?
C23 C22 H22 121.2 . . ?
C22 C23 C24 124.7(17) . . ?
C22 C23 Br6 117.4(14) . . ?
C24 C23 Br6 117.9(12) . . ?
C23 C24 C25 114.0(15) . . ?
C23 C24 H24 123.0 . . ?
C25 C24 H24 123.0 . . ?
C26 C25 C24 122.5(15) . . ?
C26 C25 Br5 119.1(13) . . ?
C24 C25 Br5 118.3(12) . . ?
C25 C26 N21 120.0(15) . . ?
C25 C26 H26 120.0 . . ?
N21 C26 H26 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.10
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.323
_refine_diff_density_min         -1.478
_refine_diff_density_rms         0.247

# Attachment '6-HC115.CIF'

data_hc115
_database_code_depnum_ccdc_archive 'CCDC 634021'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 6'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H18 Br2 Hg N2'
_chemical_formula_weight         574.71

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0661(8)
_cell_length_b                   8.8122(8)
_cell_length_c                   12.9850(12)
_cell_angle_alpha                79.354(2)
_cell_angle_beta                 86.643(2)
_cell_angle_gamma                74.281(3)
_cell_volume                     873.13(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8130
_cell_measurement_theta_min      1.60
_cell_measurement_theta_max      25.99

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             532
_exptl_absorpt_coefficient_mu    13.380
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.284
_exptl_absorpt_correction_T_max  0.448
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.634237
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8130
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_sigmaI/netI    0.1025
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3423
_reflns_number_gt                2175
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0224P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3423
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1221
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.09180(6) 0.32565(6) 0.24683(4) 0.0626(2) Uani 1 1 d . . .
Br1 Br -0.18362(18) 0.49781(17) 0.29949(12) 0.0878(4) Uani 1 1 d . . .
Br2 Br 0.41008(16) 0.27630(19) 0.24320(11) 0.0823(4) Uani 1 1 d . . .
N11 N 0.0616(11) 0.0641(11) 0.3289(6) 0.058(2) Uani 1 1 d . . .
C12 C 0.1988(12) -0.0627(14) 0.3421(8) 0.052(3) Uani 1 1 d . . .
H12 H 0.3115 -0.0482 0.3173 0.068 Uiso 1 1 calc R . .
C13 C 0.1879(14) -0.2142(15) 0.3897(8) 0.059(3) Uani 1 1 d . . .
C14 C 0.0303(13) -0.2323(13) 0.4218(8) 0.055(3) Uani 1 1 d . . .
H14 H 0.0181 -0.3380 0.4551 0.071 Uiso 1 1 calc R . .
C15 C -0.1152(13) -0.1010(15) 0.4075(7) 0.053(3) Uani 1 1 d . . .
C16 C -0.0896(12) 0.0425(14) 0.3605(7) 0.051(3) Uani 1 1 d . . .
H16 H -0.1902 0.1355 0.3494 0.066 Uiso 1 1 calc R . .
C17 C 0.3460(15) -0.3538(17) 0.4063(12) 0.090(4) Uani 1 1 d . . .
H17A H 0.3855 -0.3711 0.4786 0.117 Uiso 1 1 calc R . .
H17B H 0.4373 -0.3308 0.3577 0.117 Uiso 1 1 calc R . .
H17C H 0.3181 -0.4502 0.3935 0.117 Uiso 1 1 calc R . .
C18 C -0.2923(13) -0.1169(16) 0.4398(9) 0.069(3) Uani 1 1 d . . .
H18A H -0.3401 -0.1558 0.3853 0.090 Uiso 1 1 calc R . .
H18B H -0.3667 -0.0123 0.4495 0.090 Uiso 1 1 calc R . .
H18C H -0.2856 -0.1931 0.5058 0.090 Uiso 1 1 calc R . .
N21 N 0.0310(12) 0.2805(12) 0.0783(7) 0.063(3) Uani 1 1 d . . .
C22 C 0.1604(16) 0.2114(14) 0.0202(8) 0.064(3) Uani 1 1 d . . .
H22 H 0.2787 0.1923 0.0438 0.083 Uiso 1 1 calc R . .
C23 C 0.1343(18) 0.1654(15) -0.0723(9) 0.074(4) Uani 1 1 d . . .
C24 C -0.035(2) 0.1965(17) -0.1010(9) 0.078(4) Uani 1 1 d . . .
H24 H -0.0597 0.1655 -0.1661 0.101 Uiso 1 1 calc R . .
C25 C -0.1709(17) 0.2680(18) -0.0434(11) 0.080(4) Uani 1 1 d . . .
C26 C -0.1308(15) 0.3082(16) 0.0480(10) 0.073(4) Uani 1 1 d . . .
H26 H -0.2245 0.3588 0.0921 0.095 Uiso 1 1 calc R . .
C27 C 0.2869(18) 0.0853(18) -0.1345(10) 0.090(4) Uani 1 1 d . . .
H27A H 0.2660 -0.0099 -0.1544 0.117 Uiso 1 1 calc R . .
H27B H 0.3908 0.0537 -0.0916 0.117 Uiso 1 1 calc R . .
H27C H 0.3028 0.1602 -0.1978 0.117 Uiso 1 1 calc R . .
C28 C -0.3540(18) 0.295(2) -0.0761(12) 0.106(5) Uani 1 1 d . . .
H28A H -0.3693 0.3533 -0.1483 0.138 Uiso 1 1 calc R . .
H28B H -0.4323 0.3576 -0.0294 0.138 Uiso 1 1 calc R . .
H28C H -0.3796 0.1914 -0.0718 0.138 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
Hg 0.0620(3) 0.0601(3) 0.0660(3) -0.0162(2) 0.0048(2) -0.0145(2)
Br1 0.0826(9) 0.0644(9) 0.1065(11) -0.0226(8) 0.0192(8) -0.0019(7)
Br2 0.0615(8) 0.0904(11) 0.0964(10) -0.0146(8) 0.0049(7) -0.0248(7)
N11 0.057(6) 0.055(6) 0.060(5) -0.011(4) -0.006(4) -0.013(5)
C12 0.038(6) 0.061(8) 0.061(7) -0.022(6) -0.001(5) -0.011(6)
C13 0.053(7) 0.058(8) 0.059(7) -0.008(6) -0.012(5) 0.000(6)
C14 0.048(6) 0.044(7) 0.070(7) -0.002(5) -0.011(5) -0.011(5)
C15 0.049(6) 0.079(9) 0.040(6) -0.016(6) 0.000(4) -0.028(6)
C16 0.042(6) 0.062(8) 0.044(6) -0.009(5) 0.005(4) -0.006(5)
C17 0.061(8) 0.068(10) 0.132(12) -0.014(8) 0.004(8) -0.003(7)
C18 0.052(7) 0.088(10) 0.073(8) -0.018(7) 0.009(5) -0.029(7)
N21 0.062(6) 0.067(7) 0.059(6) -0.019(5) 0.004(5) -0.013(5)
C22 0.077(8) 0.063(8) 0.054(7) -0.020(6) 0.008(6) -0.017(7)
C23 0.102(10) 0.064(9) 0.055(7) -0.001(6) -0.002(7) -0.028(8)
C24 0.111(11) 0.083(10) 0.046(7) -0.001(6) -0.019(7) -0.039(9)
C25 0.070(8) 0.089(11) 0.080(9) 0.015(8) -0.012(7) -0.038(8)
C26 0.058(8) 0.089(11) 0.078(8) -0.025(7) -0.001(6) -0.021(7)
C27 0.112(11) 0.079(11) 0.080(9) -0.033(8) 0.006(8) -0.016(9)
C28 0.098(11) 0.111(14) 0.107(11) 0.006(9) -0.035(9) -0.034(10)

_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
Hg N21 2.397(9) . ?
Hg N11 2.423(9) . ?
Hg Br1 2.4665(14) . ?
Hg Br2 2.4841(13) . ?
N11 C16 1.316(13) . ?
N11 C12 1.336(12) . ?
C12 C13 1.387(16) . ?
C12 H12 0.9800 . ?
C13 C14 1.356(15) . ?
C13 C17 1.507(15) . ?
C14 C15 1.401(14) . ?
C14 H14 0.9800 . ?
C15 C16 1.362(15) . ?
C15 C18 1.501(14) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N21 C22 1.328(13) . ?
N21 C26 1.330(13) . ?
C22 C23 1.380(15) . ?
C22 H22 0.9800 . ?
C23 C24 1.381(17) . ?
C23 C27 1.513(17) . ?
C24 C25 1.362(18) . ?
C24 H24 0.9800 . ?
C25 C26 1.379(17) . ?
C25 C28 1.505(17) . ?
C26 H26 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N21 Hg N11 91.1(3) . . ?
N21 Hg Br1 103.4(2) . . ?
N11 Hg Br1 100.4(2) . . ?
N21 Hg Br2 103.1(2) . . ?
N11 Hg Br2 101.0(2) . . ?
Br1 Hg Br2 145.31(6) . . ?
C16 N11 C12 118.2(10) . . ?
C16 N11 Hg 121.2(8) . . ?
C12 N11 Hg 120.6(7) . . ?
N11 C12 C13 122.5(10) . . ?
N11 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C14 C13 C12 117.8(10) . . ?
C14 C13 C17 121.0(12) . . ?
C12 C13 C17 121.2(11) . . ?
C13 C14 C15 120.4(11) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 116.9(9) . . ?
C16 C15 C18 121.1(11) . . ?
C14 C15 C18 122.0(11) . . ?
N11 C16 C15 124.1(10) . . ?
N11 C16 H16 117.9 . . ?
C15 C16 H16 117.9 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 N21 C26 120.2(10) . . ?
C22 N21 Hg 118.9(7) . . ?
C26 N21 Hg 120.5(7) . . ?
N21 C22 C23 122.3(12) . . ?
N21 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
C22 C23 C24 115.8(12) . . ?
C22 C23 C27 119.9(12) . . ?
C24 C23 C27 124.3(12) . . ?
C25 C24 C23 123.3(12) . . ?
C25 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C24 C25 C26 116.4(12) . . ?
C24 C25 C28 121.4(14) . . ?
C26 C25 C28 122.2(14) . . ?
N21 C26 C25 122.1(11) . . ?
N21 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.836
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.152

# Attachment '7-HC188.CIF'

data_hc188
_database_code_depnum_ccdc_archive 'CCDC 634022'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 7'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H3 Cl2 Hg I2 N'
_chemical_formula_weight         602.37

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'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   30.270(7)
_cell_length_b                   4.2661(10)
_cell_length_c                   18.671(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.470(4)
_cell_angle_gamma                90.00
_cell_volume                     2176.7(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    10928
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      28.33

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    20.249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.246
_exptl_absorpt_correction_T_max  0.545
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.450861
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10928
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         28.33
_reflns_number_total             2713
_reflns_number_gt                2301
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0284P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2713
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0716
_refine_ls_wR_factor_gt          0.0689
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.105962(10) 0.40592(7) 0.480893(16) 0.01890(9) Uani 1 1 d . . .
I1 I 0.183298(17) 0.09447(11) 0.49098(3) 0.01915(12) Uani 1 1 d . . .
I2 I 0.032982(17) 0.81160(11) 0.42816(3) 0.01969(12) Uani 1 1 d . . .
Cl1 Cl 0.22902(7) 0.0785(5) 0.82265(11) 0.0256(4) Uani 1 1 d . . .
Cl2 Cl 0.06535(7) 0.7503(5) 0.76166(11) 0.0265(4) Uani 1 1 d . . .
N N 0.1233(2) 0.3994(14) 0.6246(3) 0.0172(13) Uani 1 1 d . . .
C1 C 0.1636(3) 0.2595(18) 0.6779(4) 0.0186(15) Uani 1 1 d . . .
H1 H 0.1851 0.1504 0.6591 0.024 Uiso 1 1 calc R . .
C2 C 0.1759(3) 0.2622(17) 0.7572(4) 0.0169(15) Uani 1 1 d . . .
C3 C 0.1465(3) 0.4152(18) 0.7867(4) 0.0202(16) Uani 1 1 d . . .
H3 H 0.1549 0.4225 0.8436 0.026 Uiso 1 1 calc R . .
C4 C 0.1049(3) 0.5559(18) 0.7308(4) 0.0198(16) Uani 1 1 d . . .
C5 C 0.0942(3) 0.5519(17) 0.6516(4) 0.0184(15) Uani 1 1 d . . .
H5 H 0.0649 0.6611 0.6139 0.024 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
Hg 0.01860(16) 0.01927(16) 0.01720(14) 0.00091(11) 0.00615(12) 0.00512(12)
I1 0.0167(2) 0.0185(3) 0.0212(2) -0.00153(19) 0.0072(2) 0.00153(19)
I2 0.0148(2) 0.0141(2) 0.0267(3) 0.00145(19) 0.0056(2) 0.00074(19)
Cl1 0.0186(9) 0.0316(11) 0.0215(9) 0.0034(8) 0.0039(8) 0.0054(8)
Cl2 0.0250(10) 0.0345(12) 0.0218(9) 0.0018(8) 0.0117(8) 0.0087(9)
N 0.022(3) 0.018(3) 0.015(3) -0.002(2) 0.011(3) 0.001(3)
C1 0.021(4) 0.023(4) 0.013(3) -0.002(3) 0.008(3) -0.002(3)
C2 0.012(3) 0.017(4) 0.018(4) 0.001(3) 0.003(3) -0.002(3)
C3 0.019(4) 0.026(4) 0.015(3) 0.001(3) 0.006(3) -0.003(3)
C4 0.013(4) 0.021(4) 0.026(4) -0.002(3) 0.009(3) -0.005(3)
C5 0.018(4) 0.017(4) 0.017(3) 0.002(3) 0.004(3) -0.004(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
Hg N 2.502(6) . ?
Hg I1 2.6271(7) . ?
Hg I2 2.6408(7) . ?
Hg I2 3.2260(8) 1_545 ?
Hg I1 3.7101(9) 1_565 ?
Hg Cl2 3.792(2) 6_565 ?
I2 Hg 3.2260(8) 1_565 ?
Cl1 C2 1.732(7) . ?
Cl2 C4 1.746(8) . ?
N C1 1.338(9) . ?
N C5 1.355(9) . ?
C1 C2 1.362(10) . ?
C1 H1 0.9800 . ?
C2 C3 1.394(10) . ?
C3 C4 1.380(10) . ?
C3 H3 0.9800 . ?
C4 C5 1.371(10) . ?
C5 H5 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg I1 98.50(14) . . ?
N Hg I2 99.39(14) . . ?
I1 Hg I2 159.21(2) . . ?
N Hg I2 96.83(14) . 1_545 ?
I1 Hg I2 95.54(2) . 1_545 ?
I2 Hg I2 92.75(2) . 1_545 ?
N Hg I1 96.75(14) . 1_565 ?
I1 Hg I1 82.73(2) . 1_565 ?
I2 Hg I1 84.75(2) . 1_565 ?
I2 Hg I1 166.421(15) 1_545 1_565 ?
N Hg Cl2 167.51(14) . 6_565 ?
I1 Hg Cl2 81.59(3) . 6_565 ?
I2 Hg Cl2 83.21(4) . 6_565 ?
I2 Hg Cl2 70.78(3) 1_545 6_565 ?
I1 Hg Cl2 95.65(3) 1_565 6_565 ?
Hg I2 Hg 92.75(2) . 1_565 ?
C1 N C5 117.9(6) . . ?
C1 N Hg 120.4(4) . . ?
C5 N Hg 121.6(5) . . ?
N C1 C2 122.8(7) . . ?
N C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 120.7(7) . . ?
C1 C2 Cl1 120.0(6) . . ?
C3 C2 Cl1 119.3(6) . . ?
C4 C3 C2 115.8(7) . . ?
C4 C3 H3 122.1 . . ?
C2 C3 H3 122.1 . . ?
C5 C4 C3 121.7(7) . . ?
C5 C4 Cl2 118.9(6) . . ?
C3 C4 Cl2 119.3(6) . . ?
N C5 C4 121.1(7) . . ?
N C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?

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
I1 Hg N C1 0.1(6) . . . . ?
I1 Hg N C2 3.2(6) . . . . ?
I2 Hg N C1 -169.2(5) . . . . ?
I2 Hg N C2 -166.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.651
_refine_diff_density_min         -1.640
_refine_diff_density_rms         0.275

# Attachment '8-HC119.CIF'

data_hc119
_database_code_depnum_ccdc_archive 'CCDC 634023'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 8'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H3 Br2 Hg I2 N'
_chemical_formula_weight         691.29

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'
Br Br -0.2901 2.4595 '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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   31.509(4)
_cell_length_b                   4.3075(5)
_cell_length_c                   19.009(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.703(2)
_cell_angle_gamma                90.00
_cell_volume                     2324.8(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14973
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      28.30

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.950
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2368
_exptl_absorpt_coefficient_mu    25.375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.058
_exptl_absorpt_correction_T_max  0.169
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.343992
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14973
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_sigmaI/netI    0.0577
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         28.30
_reflns_number_total             2882
_reflns_number_gt                2165
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0170P)^2^+9.8617P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2882
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.106040(13) 0.42456(9) 0.48496(2) 0.04891(13) Uani 1 1 d . . .
I1 I 0.17993(2) 0.12276(13) 0.49282(4) 0.04810(17) Uani 1 1 d . . .
I2 I 0.03539(2) 0.81847(13) 0.43587(4) 0.04789(17) Uani 1 1 d . . .
Br1 Br 0.22935(3) 0.0720(3) 0.82877(6) 0.0582(3) Uani 1 1 d . . .
Br2 Br 0.06211(4) 0.7441(3) 0.76343(6) 0.0652(3) Uani 1 1 d . . .
N N 0.1229(3) 0.4033(17) 0.6278(4) 0.0486(18) Uani 1 1 d . . .
C1 C 0.1622(3) 0.266(2) 0.6791(5) 0.043(2) Uani 1 1 d . . .
H1 H 0.1833 0.1646 0.6606 0.056 Uiso 1 1 calc R . .
C2 C 0.1735(3) 0.2663(19) 0.7578(5) 0.0399(19) Uani 1 1 d . . .
C3 C 0.1444(3) 0.409(2) 0.7863(5) 0.043(2) Uani 1 1 d . . .
H3 H 0.1524 0.4143 0.8422 0.056 Uiso 1 1 calc R . .
C4 C 0.1039(3) 0.542(2) 0.7312(5) 0.045(2) Uani 1 1 d . . .
C5 C 0.0942(3) 0.544(2) 0.6539(5) 0.043(2) Uani 1 1 d . . .
H5 H 0.0658 0.6500 0.6166 0.056 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
Hg 0.0507(2) 0.0556(2) 0.0384(2) 0.00285(16) 0.01741(16) 0.01587(17)
I1 0.0435(3) 0.0516(3) 0.0480(4) -0.0045(3) 0.0187(3) 0.0070(3)
I2 0.0381(3) 0.0413(3) 0.0590(4) 0.0039(3) 0.0160(3) 0.0041(2)
Br1 0.0431(5) 0.0781(7) 0.0444(6) 0.0089(5) 0.0105(4) 0.0126(5)
Br2 0.0542(6) 0.0978(8) 0.0507(6) 0.0049(6) 0.0295(5) 0.0209(6)
N 0.050(5) 0.064(5) 0.033(4) 0.003(4) 0.019(4) -0.001(4)
C1 0.035(5) 0.060(5) 0.030(5) -0.007(4) 0.010(4) -0.004(4)
C2 0.023(4) 0.053(5) 0.034(5) -0.001(4) 0.003(3) -0.003(4)
C3 0.043(5) 0.059(5) 0.028(4) 0.000(4) 0.016(4) 0.000(4)
C4 0.039(5) 0.056(5) 0.042(5) -0.009(4) 0.021(4) -0.005(4)
C5 0.030(4) 0.068(6) 0.031(5) 0.004(4) 0.013(4) 0.004(4)

_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
Hg N 2.532(7) . ?
Hg I1 2.6138(7) . ?
Hg I2 2.6275(7) . ?
Hg I2 3.2925(8) 1_545 ?
Hg I1 3.7665(8) 1_565 ?
Hg Br2 3.8887(12) 6_565 ?
I2 Hg 3.2925(8) 1_565 ?
Br1 C2 1.887(8) . ?
Br2 C4 1.888(8) . ?
N C1 1.336(10) . ?
N C5 1.350(11) . ?
C1 C2 1.379(12) . ?
C1 H1 0.9800 . ?
C2 C3 1.393(12) . ?
C3 C4 1.378(11) . ?
C3 H3 0.9800 . ?
C4 C5 1.365(12) . ?
C5 H5 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg I1 98.84(17) . . ?
N Hg I2 98.94(17) . . ?
I1 Hg I2 159.72(3) . . ?
N Hg I2 94.40(17) . 1_545 ?
I1 Hg I2 95.62(2) . 1_545 ?
I2 Hg I2 92.68(2) . 1_545 ?
N Hg I1 98.51(17) . 1_565 ?
I1 Hg I1 82.81(2) . 1_565 ?
I2 Hg I1 84.97(2) . 1_565 ?
I2 Hg I1 167.088(19) 1_545 1_565 ?
N Hg Br2 164.81(17) . 6_565 ?
I1 Hg Br2 81.88(2) . 6_565 ?
I2 Hg Br2 83.52(3) . 6_565 ?
I2 Hg Br2 70.46(2) 1_545 6_565 ?
I1 Hg Br2 96.64(2) 1_565 6_565 ?
Hg I2 Hg 92.68(2) . 1_565 ?
C1 N C5 119.1(7) . . ?
C1 N Hg 119.7(6) . . ?
C5 N Hg 121.1(6) . . ?
N C1 C2 121.0(8) . . ?
N C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C1 C2 C3 121.2(8) . . ?
C1 C2 Br1 119.9(7) . . ?
C3 C2 Br1 118.9(6) . . ?
C4 C3 C2 115.9(8) . . ?
C4 C3 H3 122.1 . . ?
C2 C3 H3 122.1 . . ?
C5 C4 C3 121.5(8) . . ?
C5 C4 Br2 118.9(7) . . ?
C3 C4 Br2 119.5(7) . . ?
N C5 C4 121.3(8) . . ?
N C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?

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
I1 Hg N C1 1.4(7) . . . . ?
I1 Hg N C2 4.9(8) . . . . ?
I2 Hg N C1 -168.8(6) . . . . ?
I2 Hg N C2 -165.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.478
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.209

# Attachment '9a-HC124.CIF'

data_hc124
_database_code_depnum_ccdc_archive 'CCDC 634024'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 9a'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H9 Hg I2 N'
_chemical_formula_weight         561.54

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'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   31.055(3)
_cell_length_b                   4.3117(4)
_cell_length_c                   19.1185(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.520(2)
_cell_angle_gamma                90.00
_cell_volume                     2310.2(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10369
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      28.36

_exptl_crystal_description       needle
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1952
_exptl_absorpt_coefficient_mu    18.618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.135
_exptl_absorpt_correction_T_max  0.272
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.497903
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10369
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         28.36
_reflns_number_total             2862
_reflns_number_gt                1967
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0311P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2862
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.109314(14) 0.43919(10) 0.49620(2) 0.05475(16) Uani 1 1 d . . .
I1 I 0.18259(2) 0.14226(16) 0.49428(4) 0.0567(2) Uani 1 1 d . . .
I2 I 0.03793(2) 0.83569(15) 0.43678(4) 0.0552(2) Uani 1 1 d . . .
N N 0.1230(3) 0.416(2) 0.6298(4) 0.054(2) Uani 1 1 d . . .
C1 C 0.1630(3) 0.277(2) 0.6816(5) 0.048(2) Uani 1 1 d . . .
H1 H 0.1855 0.1905 0.6634 0.063 Uiso 1 1 calc R . .
C2 C 0.1733(3) 0.253(2) 0.7583(6) 0.051(2) Uani 1 1 d . . .
C3 C 0.1411(4) 0.384(2) 0.7831(6) 0.054(3) Uani 1 1 d . . .
H3 H 0.1476 0.3743 0.8380 0.071 Uiso 1 1 calc R . .
C4 C 0.1000(4) 0.529(2) 0.7301(6) 0.050(2) Uani 1 1 d . . .
C5 C 0.0933(4) 0.535(3) 0.6536(6) 0.057(3) Uani 1 1 d . . .
H5 H 0.0644 0.6345 0.6152 0.074 Uiso 1 1 calc R . .
C6 C 0.2184(4) 0.103(3) 0.8132(6) 0.063(3) Uani 1 1 d . . .
H6A H 0.2200 0.1055 0.8655 0.081 Uiso 1 1 calc R . .
H6B H 0.2457 0.2172 0.8131 0.081 Uiso 1 1 calc R . .
H6C H 0.2192 -0.1115 0.7971 0.081 Uiso 1 1 calc R . .
C7 C 0.0647(4) 0.667(3) 0.7551(7) 0.077(4) Uani 1 1 d . . .
H7A H 0.0759 0.6368 0.8110 0.100 Uiso 1 1 calc R . .
H7B H 0.0337 0.5652 0.7274 0.100 Uiso 1 1 calc R . .
H7C H 0.0614 0.8893 0.7434 0.100 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
Hg 0.0572(3) 0.0655(3) 0.0412(2) 0.00266(19) 0.02086(19) 0.0184(2)
I1 0.0524(4) 0.0604(4) 0.0601(4) -0.0045(3) 0.0269(3) 0.0089(3)
I2 0.0449(4) 0.0455(4) 0.0681(5) 0.0033(3) 0.0176(3) 0.0046(3)
N 0.054(5) 0.080(6) 0.031(4) -0.005(4) 0.022(4) 0.001(4)
C1 0.044(6) 0.067(6) 0.034(5) 0.002(5) 0.016(4) -0.001(5)
C2 0.046(6) 0.048(6) 0.050(6) 0.006(5) 0.012(5) -0.010(5)
C3 0.062(7) 0.070(7) 0.035(5) 0.002(5) 0.026(5) -0.005(5)
C4 0.051(6) 0.066(7) 0.041(5) -0.009(5) 0.027(5) -0.008(5)
C5 0.051(6) 0.075(7) 0.045(6) 0.003(5) 0.019(5) -0.004(5)
C6 0.053(7) 0.082(8) 0.047(6) 0.009(5) 0.016(5) -0.004(5)
C7 0.067(8) 0.116(11) 0.055(7) -0.008(7) 0.033(6) 0.013(7)

_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
Hg N 2.404(7) . ?
Hg I1 2.6251(8) . ?
Hg I2 2.6377(8) . ?
Hg I2 3.2873(9) 1_545 ?
Hg I1 3.8002(9) 1_565 ?
I2 Hg 3.2873(9) 1_565 ?
N C5 1.297(13) . ?
N C1 1.350(12) . ?
C1 C2 1.363(13) . ?
C1 H1 0.9800 . ?
C2 C3 1.398(15) . ?
C2 C6 1.487(14) . ?
C3 C4 1.391(15) . ?
C3 H3 0.9800 . ?
C4 C5 1.386(14) . ?
C4 C7 1.494(14) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N Hg I1 103.7(2) . . ?
N Hg I2 102.4(2) . . ?
I1 Hg I2 151.99(3) . . ?
N Hg I2 96.8(2) . 1_545 ?
I1 Hg I2 93.94(2) . 1_545 ?
I2 Hg I2 92.73(2) . 1_545 ?
N Hg I1 102.2(2) . 1_565 ?
I1 Hg I1 82.10(2) . 1_565 ?
I2 Hg I1 82.79(2) . 1_565 ?
I2 Hg I1 161.01(2) 1_545 1_565 ?
Hg I2 Hg 92.73(2) . 1_565 ?
C5 N C1 119.1(8) . . ?
C5 N Hg 122.0(7) . . ?
C1 N Hg 118.9(6) . . ?
N C1 C2 122.6(9) . . ?
N C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 117.6(9) . . ?
C1 C2 C6 120.3(10) . . ?
C3 C2 C6 122.0(9) . . ?
C4 C3 C2 120.1(9) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 116.7(10) . . ?
C5 C4 C7 122.3(10) . . ?
C3 C4 C7 121.0(9) . . ?
N C5 C4 123.9(10) . . ?
N C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 Hg N C1 2.0(8) . . . . ?
I1 Hg N C2 1.7(9) . . . . ?
I2 Hg N C1 -168.0(7) . . . . ?
I2 Hg N C2 -168.2(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.36
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.171
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.211

# Attachment '9b-HC125.CIF'

data_hc125
_database_code_depnum_ccdc_archive 'CCDC 634025'

_chemical_name_systematic        
;
?
;
_chemical_name_common            'Compound 9b'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H18 Hg I2 N2'
_chemical_formula_weight         668.69

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2309(6)
_cell_length_b                   9.1784(7)
_cell_length_c                   13.0920(10)
_cell_angle_alpha                79.229(3)
_cell_angle_beta                 88.173(3)
_cell_angle_gamma                74.877(3)
_cell_volume                     937.83(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14350
_cell_measurement_theta_min      1.58
_cell_measurement_theta_max      28.31

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604
_exptl_absorpt_coefficient_mu    11.489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.295
_exptl_absorpt_correction_T_max  0.502
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
Ratio of minimum to maximum apparent transmission: 0.586879
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14350
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0833
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         28.31
_reflns_number_total             4625
_reflns_number_gt                2722
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0271P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4625
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1042
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.08913(4) 0.31581(4) 0.24294(3) 0.05991(14) Uani 1 1 d . . .
I1 I -0.19274(8) 0.50042(7) 0.29314(6) 0.0792(2) Uani 1 1 d . . .
I2 I 0.41904(7) 0.28040(8) 0.24458(5) 0.0794(2) Uani 1 1 d . . .
N11 N 0.0625(8) 0.0630(7) 0.3285(5) 0.0505(16) Uani 1 1 d . . .
C12 C 0.1985(10) -0.0571(10) 0.3427(6) 0.052(2) Uani 1 1 d . . .
H12 H 0.3074 -0.0416 0.3179 0.068 Uiso 1 1 calc R . .
C13 C 0.1899(10) -0.2027(10) 0.3914(7) 0.058(2) Uani 1 1 d . . .
C14 C 0.0323(11) -0.2196(10) 0.4214(6) 0.058(2) Uani 1 1 d . . .
H14 H 0.0214 -0.3214 0.4547 0.076 Uiso 1 1 calc R . .
C15 C -0.1087(10) -0.0997(10) 0.4065(6) 0.052(2) Uani 1 1 d . . .
C16 C -0.0874(10) 0.0449(10) 0.3601(6) 0.054(2) Uani 1 1 d . . .
H16 H -0.1851 0.1344 0.3509 0.070 Uiso 1 1 calc R . .
C17 C 0.3446(12) -0.3324(12) 0.4082(8) 0.086(3) Uani 1 1 d . . .
H17A H 0.3845 -0.3502 0.4803 0.112 Uiso 1 1 calc R . .
H17B H 0.4322 -0.3071 0.3610 0.112 Uiso 1 1 calc R . .
H17C H 0.3190 -0.4254 0.3942 0.112 Uiso 1 1 calc R . .
C18 C -0.2770(11) -0.1177(12) 0.4405(7) 0.076(3) Uani 1 1 d . . .
H18A H -0.3271 -0.1562 0.3876 0.099 Uiso 1 1 calc R . .
H18B H -0.3495 -0.0181 0.4499 0.099 Uiso 1 1 calc R . .
H18C H -0.2656 -0.1908 0.5064 0.099 Uiso 1 1 calc R . .
N21 N 0.0286(10) 0.2656(9) 0.0763(5) 0.0648(19) Uani 1 1 d . . .
C22 C 0.1539(12) 0.1975(11) 0.0211(7) 0.069(2) Uani 1 1 d . . .
H22 H 0.2691 0.1770 0.0479 0.089 Uiso 1 1 calc R . .
C23 C 0.1320(14) 0.1539(11) -0.0714(7) 0.074(3) Uani 1 1 d . . .
C24 C -0.0323(17) 0.1805(13) -0.1046(8) 0.086(3) Uani 1 1 d . . .
H24 H -0.0544 0.1483 -0.1689 0.112 Uiso 1 1 calc R . .
C25 C -0.1653(15) 0.2505(13) -0.0502(8) 0.080(3) Uani 1 1 d . . .
C26 C -0.1289(12) 0.2933(11) 0.0423(7) 0.071(3) Uani 1 1 d . . .
H26 H -0.2216 0.3445 0.0826 0.092 Uiso 1 1 calc R . .
C27 C 0.2789(16) 0.0761(12) -0.1281(8) 0.100(4) Uani 1 1 d . . .
H27A H 0.2577 -0.0157 -0.1471 0.130 Uiso 1 1 calc R . .
H27B H 0.3799 0.0464 -0.0834 0.130 Uiso 1 1 calc R . .
H27C H 0.2960 0.1465 -0.1913 0.130 Uiso 1 1 calc R . .
C28 C -0.3512(14) 0.2866(16) -0.0823(10) 0.116(5) Uani 1 1 d . . .
H28A H -0.3677 0.3442 -0.1538 0.151 Uiso 1 1 calc R . .
H28B H -0.4207 0.3482 -0.0355 0.151 Uiso 1 1 calc R . .
H28C H -0.3840 0.1904 -0.0781 0.151 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
Hg 0.0523(2) 0.0624(3) 0.0675(2) -0.01903(17) 0.00330(16) -0.01450(17)
I1 0.0667(4) 0.0613(4) 0.1053(5) -0.0229(4) 0.0139(4) -0.0052(3)
I2 0.0528(4) 0.0898(5) 0.0980(5) -0.0153(4) 0.0026(3) -0.0243(4)
N11 0.051(4) 0.051(4) 0.051(4) -0.009(3) 0.000(3) -0.016(3)
C12 0.039(4) 0.059(6) 0.058(5) -0.014(4) 0.003(4) -0.010(4)
C13 0.050(5) 0.062(6) 0.064(5) -0.020(5) -0.002(4) -0.010(5)
C14 0.070(6) 0.048(5) 0.057(5) -0.007(4) -0.012(4) -0.015(5)
C15 0.044(5) 0.061(6) 0.056(5) -0.019(4) -0.009(4) -0.016(4)
C16 0.049(5) 0.062(6) 0.059(5) -0.025(4) -0.005(4) -0.016(4)
C17 0.073(7) 0.071(7) 0.101(8) -0.010(6) -0.001(6) 0.001(6)
C18 0.071(6) 0.087(8) 0.076(6) -0.025(5) -0.003(5) -0.024(6)
N21 0.064(5) 0.074(5) 0.060(5) -0.019(4) 0.008(4) -0.022(4)
C22 0.071(6) 0.077(7) 0.064(6) -0.023(5) -0.001(5) -0.021(5)
C23 0.097(8) 0.067(7) 0.065(6) -0.010(5) -0.001(6) -0.035(6)
C24 0.120(10) 0.090(8) 0.054(6) 0.001(6) -0.004(7) -0.046(8)
C25 0.104(8) 0.083(8) 0.062(6) 0.009(5) -0.028(6) -0.053(7)
C26 0.069(6) 0.070(7) 0.068(6) -0.003(5) -0.008(5) -0.014(5)
C27 0.156(12) 0.076(8) 0.069(7) -0.029(6) 0.016(7) -0.022(8)
C28 0.095(9) 0.134(12) 0.125(10) 0.006(8) -0.047(8) -0.053(8)

_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
Hg N21 2.405(7) . ?
Hg N11 2.442(6) . ?
Hg I1 2.6369(7) . ?
Hg I2 2.6497(7) . ?
N11 C16 1.331(9) . ?
N11 C12 1.339(9) . ?
C12 C13 1.388(11) . ?
C12 H12 0.9800 . ?
C13 C14 1.382(11) . ?
C13 C17 1.489(12) . ?
C14 C15 1.365(11) . ?
C14 H14 0.9800 . ?
C15 C16 1.405(11) . ?
C15 C18 1.482(11) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N21 C22 1.327(11) . ?
N21 C26 1.330(11) . ?
C22 C23 1.375(12) . ?
C22 H22 0.9800 . ?
C23 C24 1.379(14) . ?
C23 C27 1.488(14) . ?
C24 C25 1.369(15) . ?
C24 H24 0.9800 . ?
C25 C26 1.404(13) . ?
C25 C28 1.534(14) . ?
C26 H26 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N21 Hg N11 90.9(2) . . ?
N21 Hg I1 104.59(19) . . ?
N11 Hg I1 102.54(15) . . ?
N21 Hg I2 104.47(18) . . ?
N11 Hg I2 102.69(15) . . ?
I1 Hg I2 140.84(3) . . ?
C16 N11 C12 120.3(7) . . ?
C16 N11 Hg 119.8(5) . . ?
C12 N11 Hg 119.9(5) . . ?
N11 C12 C13 122.1(7) . . ?
N11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C14 C13 C12 116.7(8) . . ?
C14 C13 C17 122.8(8) . . ?
C12 C13 C17 120.5(8) . . ?
C15 C14 C13 122.4(8) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C16 117.1(8) . . ?
C14 C15 C18 122.3(8) . . ?
C16 C15 C18 120.6(8) . . ?
N11 C16 C15 121.4(8) . . ?
N11 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 N21 C26 119.2(8) . . ?
C22 N21 Hg 119.4(6) . . ?
C26 N21 Hg 121.2(6) . . ?
N21 C22 C23 124.0(9) . . ?
N21 C22 H22 118.0 . . ?
C23 C22 H22 118.0 . . ?
C22 C23 C24 116.1(10) . . ?
C22 C23 C27 120.8(10) . . ?
C24 C23 C27 123.0(10) . . ?
C25 C24 C23 121.8(10) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C24 C25 C26 117.5(10) . . ?
C24 C25 C28 125.2(11) . . ?
C26 C25 C28 117.3(11) . . ?
N21 C26 C25 121.3(10) . . ?
N21 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.152


