# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

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

data_ZnCl2
_database_code_depnum_ccdc_archive 'CCDC 1047992'
_audit_update_record             
;
2015-02-06 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Cl2 N2 Si Zn'
_chemical_formula_weight         376.65

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.3161(7)
_cell_length_b                   7.8934(4)
_cell_length_c                   16.9833(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.060(3)
_cell_angle_gamma                90.00
_cell_volume                     1601.58(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5768
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.83

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    1.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8013
_exptl_absorpt_correction_T_max  0.8013
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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 Breeze CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26149
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         26.50
_reflns_number_total             3317
_reflns_number_gt                2747
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0309P)²+1.4928P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3317
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0785
_refine_ls_wR_factor_gt          0.0731
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
Zn1 Zn 0.74248(2) 0.25452(4) -0.004572(18) 0.02734(10) Uani 1 1 d . . .
Cl1 Cl 0.64613(6) 0.01451(9) -0.02293(4) 0.03730(18) Uani 1 1 d . . .
Cl2 Cl 0.76958(7) 0.41358(11) -0.10467(5) 0.0475(2) Uani 1 1 d . . .
Si1 Si 0.98239(5) -0.18435(9) 0.24538(4) 0.02356(16) Uani 1 1 d . . .
C1 C 0.8968(2) 0.0548(3) 0.12199(16) 0.0287(6) Uani 1 1 d . . .
H1A H 0.8273 0.0180 0.1308 0.034 Uiso 1 1 calc R . .
C2 C 0.9926(2) 0.2238(4) 0.05201(18) 0.0350(7) Uani 1 1 d . . .
H2A H 0.9926 0.3084 0.0122 0.042 Uiso 1 1 calc R . .
C3 C 1.0927(2) 0.1576(4) 0.0940(2) 0.0418(7) Uani 1 1 d . . .
H3A H 1.1608 0.1945 0.0827 0.050 Uiso 1 1 calc R . .
C4 C 1.0937(2) 0.0366(4) 0.15270(18) 0.0357(7) Uani 1 1 d . . .
H4A H 1.1627 -0.0097 0.1824 0.043 Uiso 1 1 calc R . .
C5 C 0.9934(2) -0.0177(3) 0.16849(15) 0.0257(5) Uani 1 1 d . . .
C6 C 1.1089(2) -0.3196(3) 0.28047(17) 0.0315(6) Uani 1 1 d . . .
H6A H 1.1702 -0.2820 0.2561 0.038 Uiso 1 1 calc R . .
H6B H 1.1357 -0.3163 0.3403 0.038 Uiso 1 1 calc R . .
C7 C 1.0690(3) -0.4982(4) 0.2513(2) 0.0417(7) Uani 1 1 d . . .
H7A H 1.0831 -0.5190 0.1971 0.050 Uiso 1 1 calc R . .
H7B H 1.1113 -0.5835 0.2894 0.050 Uiso 1 1 calc R . .
C8 C 0.9446(3) -0.5156(4) 0.2464(2) 0.0477(8) Uani 1 1 d . . .
H8A H 0.9320 -0.5224 0.3018 0.057 Uiso 1 1 calc R . .
H8B H 0.9152 -0.6203 0.2168 0.057 Uiso 1 1 calc R . .
C9 C 0.8842(2) -0.3604(4) 0.20187(17) 0.0349(6) Uani 1 1 d . . .
H9A H 0.8100 -0.3442 0.2136 0.042 Uiso 1 1 calc R . .
H9B H 0.8747 -0.3700 0.1425 0.042 Uiso 1 1 calc R . .
C10 C 0.8725(2) -0.1626(3) 0.37501(15) 0.0270(6) Uani 1 1 d . . .
H10A H 0.8542 -0.2775 0.3612 0.032 Uiso 1 1 calc R . .
C11 C 0.8614(2) 0.0671(3) 0.45537(16) 0.0291(6) Uani 1 1 d . . .
H11A H 0.8350 0.1173 0.4980 0.035 Uiso 1 1 calc R . .
C12 C 0.9239(2) 0.1636(3) 0.41583(17) 0.0323(6) Uani 1 1 d . . .
H12A H 0.9411 0.2781 0.4311 0.039 Uiso 1 1 calc R . .
C13 C 0.9615(2) 0.0909(3) 0.35317(17) 0.0295(6) Uani 1 1 d . . .
H13A H 1.0057 0.1558 0.3256 0.035 Uiso 1 1 calc R . .
C14 C 0.93528(19) -0.0758(3) 0.33016(15) 0.0243(5) Uani 1 1 d . . .
N1 N 0.89473(17) 0.1737(3) 0.06511(13) 0.0286(5) Uani 1 1 d . . .
N2 N 0.83599(16) -0.0957(3) 0.43622(13) 0.0254(5) 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
Zn1 0.02927(17) 0.02891(18) 0.02714(18) 0.00665(13) 0.01323(13) 0.00378(13)
Cl1 0.0409(4) 0.0310(4) 0.0421(4) -0.0005(3) 0.0142(3) -0.0025(3)
Cl2 0.0582(5) 0.0503(5) 0.0432(4) 0.0207(4) 0.0299(4) 0.0073(4)
Si1 0.0236(3) 0.0238(4) 0.0240(4) 0.0017(3) 0.0070(3) -0.0009(3)
C1 0.0264(13) 0.0315(15) 0.0310(15) 0.0059(12) 0.0125(11) 0.0005(11)
C2 0.0380(15) 0.0306(15) 0.0394(17) 0.0102(13) 0.0152(13) -0.0019(12)
C3 0.0276(14) 0.0458(18) 0.0541(19) 0.0148(16) 0.0141(13) -0.0042(13)
C4 0.0258(13) 0.0366(16) 0.0445(18) 0.0083(14) 0.0081(13) -0.0015(11)
C5 0.0280(13) 0.0258(13) 0.0243(14) -0.0003(11) 0.0086(11) 0.0007(10)
C6 0.0324(14) 0.0310(15) 0.0334(15) 0.0043(13) 0.0121(12) 0.0052(11)
C7 0.0530(18) 0.0303(16) 0.0482(19) 0.0049(14) 0.0249(15) 0.0075(14)
C8 0.060(2) 0.0322(17) 0.054(2) -0.0049(15) 0.0218(17) -0.0095(15)
C9 0.0402(15) 0.0356(16) 0.0283(15) -0.0048(13) 0.0071(12) -0.0079(13)
C10 0.0305(13) 0.0229(13) 0.0287(14) -0.0043(11) 0.0092(11) -0.0028(11)
C11 0.0273(13) 0.0282(14) 0.0314(15) -0.0034(12) 0.0066(11) 0.0022(11)
C12 0.0335(14) 0.0221(14) 0.0402(16) -0.0024(12) 0.0069(12) -0.0013(11)
C13 0.0265(13) 0.0259(14) 0.0361(16) 0.0055(12) 0.0079(12) -0.0029(11)
C14 0.0210(12) 0.0258(13) 0.0259(13) -0.0002(11) 0.0052(10) 0.0001(10)
N1 0.0285(11) 0.0294(12) 0.0308(12) 0.0052(10) 0.0128(10) 0.0027(9)
N2 0.0262(10) 0.0258(12) 0.0256(11) -0.0024(9) 0.0089(9) -0.0011(9)

_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
Zn1 N2 2.055(2) 2_655 ?
Zn1 N1 2.060(2) . ?
Zn1 Cl2 2.2031(8) . ?
Zn1 Cl1 2.2169(8) . ?
Si1 C6 1.864(3) . ?
Si1 C9 1.872(3) . ?
Si1 C5 1.882(3) . ?
Si1 C14 1.884(3) . ?
C1 N1 1.343(3) . ?
C1 C5 1.382(3) . ?
C2 N1 1.337(3) . ?
C2 C3 1.369(4) . ?
C3 C4 1.378(4) . ?
C4 C5 1.393(3) . ?
C6 C7 1.535(4) . ?
C7 C8 1.520(4) . ?
C8 C9 1.534(4) . ?
C10 N2 1.337(3) . ?
C10 C14 1.390(3) . ?
C11 N2 1.344(3) . ?
C11 C12 1.369(4) . ?
C12 C13 1.384(4) . ?
C13 C14 1.388(4) . ?
N2 Zn1 2.055(2) 2_645 ?

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
N2 Zn1 N1 109.93(8) 2_655 . ?
N2 Zn1 Cl2 106.75(6) 2_655 . ?
N1 Zn1 Cl2 109.41(6) . . ?
N2 Zn1 Cl1 105.19(6) 2_655 . ?
N1 Zn1 Cl1 101.39(6) . . ?
Cl2 Zn1 Cl1 123.69(3) . . ?
C6 Si1 C9 96.37(13) . . ?
C6 Si1 C5 115.25(11) . . ?
C9 Si1 C5 113.18(12) . . ?
C6 Si1 C14 113.89(12) . . ?
C9 Si1 C14 110.47(12) . . ?
C5 Si1 C14 107.47(11) . . ?
N1 C1 C5 124.3(2) . . ?
N1 C2 C3 122.3(3) . . ?
C2 C3 C4 119.3(3) . . ?
C3 C4 C5 120.0(3) . . ?
C1 C5 C4 116.3(2) . . ?
C1 C5 Si1 119.23(19) . . ?
C4 C5 Si1 124.4(2) . . ?
C7 C6 Si1 104.21(19) . . ?
C8 C7 C6 109.8(2) . . ?
C7 C8 C9 108.5(2) . . ?
C8 C9 Si1 102.02(19) . . ?
N2 C10 C14 124.6(2) . . ?
N2 C11 C12 122.6(2) . . ?
C11 C12 C13 118.7(3) . . ?
C12 C13 C14 120.8(2) . . ?
C13 C14 C10 115.8(2) . . ?
C13 C14 Si1 123.54(19) . . ?
C10 C14 Si1 120.69(19) . . ?
C2 N1 C1 117.8(2) . . ?
C2 N1 Zn1 122.95(18) . . ?
C1 N1 Zn1 119.03(17) . . ?
C10 N2 C11 117.6(2) . . ?
C10 N2 Zn1 120.32(17) . 2_645 ?
C11 N2 Zn1 121.82(17) . 2_645 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.067
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ZnBr2
_database_code_depnum_ccdc_archive 'CCDC 1047993'
_audit_update_record             
;
2015-02-06 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Br2 N2 Si Zn'
_chemical_formula_weight         465.57

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.3877(5)
_cell_length_b                   7.9778(3)
_cell_length_c                   17.5325(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.989(2)
_cell_angle_gamma                90.00
_cell_volume                     1681.29(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4403
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    6.276
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3666
_exptl_absorpt_correction_T_max  0.5726
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Broker breeze CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13731
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3301
_reflns_number_gt                2473
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0436P)²+1.1992P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3301
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1004
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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
Zn1 Zn 0.25259(4) 0.24820(6) -0.00502(3) 0.03453(16) Uani 1 1 d . . .
Br1 Br 0.21943(5) 0.07894(7) 0.09596(3) 0.05715(19) Uani 1 1 d . . .
Br2 Br 0.35358(4) 0.49934(5) 0.02091(3) 0.04680(17) Uani 1 1 d . . .
Si1 Si 0.01907(10) 0.69482(14) -0.24498(6) 0.0312(3) Uani 1 1 d . . .
N1 N 0.1029(3) 0.3316(4) -0.07370(19) 0.0371(9) Uani 1 1 d . . .
N2 N 0.1653(3) 0.6039(4) -0.43000(19) 0.0330(8) Uani 1 1 d . . .
C1 C 0.1027(4) 0.4504(5) -0.1279(2) 0.0357(10) Uani 1 1 d . . .
H1A H 0.1720 0.4834 -0.1372 0.043 Uiso 1 1 calc R . .
C2 C 0.0052(4) 0.2854(5) -0.0609(3) 0.0442(12) Uani 1 1 d . . .
H2A H 0.0042 0.2006 -0.0230 0.053 Uiso 1 1 calc R . .
C3 C -0.0931(4) 0.3547(6) -0.0998(3) 0.0519(13) Uani 1 1 d . . .
H3A H -0.1611 0.3200 -0.0887 0.062 Uiso 1 1 calc R . .
C4 C -0.0921(4) 0.4772(5) -0.1561(3) 0.0445(12) Uani 1 1 d . . .
H4A H -0.1601 0.5258 -0.1842 0.053 Uiso 1 1 calc R . .
C5 C 0.0065(4) 0.5285(5) -0.1714(2) 0.0342(10) Uani 1 1 d . . .
C6 C -0.1076(4) 0.8276(5) -0.2787(3) 0.0426(11) Uani 1 1 d . . .
H6A H -0.1363 0.8200 -0.3364 0.051 Uiso 1 1 calc R . .
H6B H -0.1669 0.7929 -0.2530 0.051 Uiso 1 1 calc R . .
C7 C -0.0676(5) 1.0048(6) -0.2542(3) 0.0584(15) Uani 1 1 d . . .
H7A H -0.1090 1.0860 -0.2932 0.070 Uiso 1 1 calc R . .
H7B H -0.0831 1.0311 -0.2027 0.070 Uiso 1 1 calc R . .
C8 C 0.0550(5) 1.0223(6) -0.2482(4) 0.0697(18) Uani 1 1 d . . .
H8A H 0.0832 1.1269 -0.2200 0.084 Uiso 1 1 calc R . .
H8B H 0.0688 1.0278 -0.3015 0.084 Uiso 1 1 calc R . .
C9 C 0.1156(4) 0.8697(5) -0.2035(3) 0.0463(12) Uani 1 1 d . . .
H9A H 0.1241 0.8810 -0.1461 0.056 Uiso 1 1 calc R . .
H9B H 0.1897 0.8536 -0.2143 0.056 Uiso 1 1 calc R . .
C10 C 0.0652(3) 0.5879(5) -0.3275(2) 0.0311(10) Uani 1 1 d . . .
C11 C 0.0369(4) 0.4238(5) -0.3504(2) 0.0371(11) Uani 1 1 d . . .
H11A H -0.0081 0.3606 -0.3241 0.045 Uiso 1 1 calc R . .
C12 C 0.0737(4) 0.3525(5) -0.4107(3) 0.0410(11) Uani 1 1 d . . .
H12A H 0.0548 0.2399 -0.4259 0.049 Uiso 1 1 calc R . .
C13 C 0.1374(4) 0.4441(5) -0.4487(2) 0.0375(11) Uani 1 1 d . . .
H13A H 0.1630 0.3928 -0.4900 0.045 Uiso 1 1 calc R . .
C14 C 0.1284(3) 0.6706(5) -0.3710(2) 0.0337(10) Uani 1 1 d . . .
H14A H 0.1471 0.7842 -0.3579 0.040 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
Zn1 0.0373(3) 0.0347(3) 0.0352(3) 0.00841(19) 0.0159(2) 0.0041(2)
Br1 0.0699(4) 0.0578(3) 0.0537(3) 0.0245(2) 0.0344(3) 0.0076(3)
Br2 0.0513(3) 0.0384(3) 0.0530(3) -0.00053(19) 0.0170(2) -0.0037(2)
Si1 0.0318(7) 0.0306(6) 0.0314(6) 0.0030(4) 0.0083(5) -0.0006(5)
N1 0.038(2) 0.037(2) 0.038(2) 0.0080(15) 0.0128(17) 0.0040(17)
N2 0.035(2) 0.0324(19) 0.0336(19) -0.0043(14) 0.0121(16) -0.0012(16)
C1 0.032(2) 0.041(2) 0.038(2) 0.0067(18) 0.017(2) -0.001(2)
C2 0.044(3) 0.041(3) 0.051(3) 0.014(2) 0.018(2) -0.001(2)
C3 0.034(3) 0.053(3) 0.072(3) 0.021(2) 0.018(2) -0.003(2)
C4 0.032(3) 0.045(3) 0.056(3) 0.011(2) 0.008(2) 0.001(2)
C5 0.036(3) 0.031(2) 0.036(2) 0.0014(17) 0.008(2) 0.0008(19)
C6 0.045(3) 0.042(3) 0.043(3) 0.009(2) 0.016(2) 0.007(2)
C7 0.078(4) 0.039(3) 0.064(3) 0.005(2) 0.030(3) 0.010(3)
C8 0.092(5) 0.037(3) 0.082(4) -0.006(2) 0.023(4) -0.010(3)
C9 0.052(3) 0.047(3) 0.037(3) -0.003(2) 0.007(2) -0.016(2)
C10 0.025(2) 0.031(2) 0.037(2) 0.0038(17) 0.0077(18) 0.0006(18)
C11 0.033(2) 0.034(2) 0.045(3) 0.0081(19) 0.011(2) -0.006(2)
C12 0.048(3) 0.028(2) 0.049(3) -0.0071(19) 0.015(2) -0.004(2)
C13 0.043(3) 0.032(2) 0.037(2) -0.0053(18) 0.008(2) 0.001(2)
C14 0.038(3) 0.028(2) 0.037(2) -0.0014(17) 0.013(2) -0.0028(19)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.054(4) 2_544 ?
Zn1 N1 2.062(3) . ?
Zn1 Br1 2.3405(7) . ?
Zn1 Br2 2.3476(6) . ?
Si1 C6 1.866(4) . ?
Si1 C9 1.867(4) . ?
Si1 C5 1.883(4) . ?
Si1 C10 1.883(4) . ?
N1 C2 1.336(6) . ?
N1 C1 1.341(5) . ?
N2 C14 1.337(5) . ?
N2 C13 1.341(5) . ?
N2 Zn1 2.054(4) 2_554 ?
C1 C5 1.397(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.361(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.392(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.374(6) . ?
C4 H4A 0.9500 . ?
C6 C7 1.525(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.504(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.541(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C14 1.385(6) . ?
C10 C11 1.389(5) . ?
C11 C12 1.371(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.362(6) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N1 110.67(13) 2_544 . ?
N2 Zn1 Br1 107.30(9) 2_544 . ?
N1 Zn1 Br1 109.30(10) . . ?
N2 Zn1 Br2 105.87(9) 2_544 . ?
N1 Zn1 Br2 101.51(10) . . ?
Br1 Zn1 Br2 121.91(3) . . ?
C6 Si1 C9 96.3(2) . . ?
C6 Si1 C5 114.5(2) . . ?
C9 Si1 C5 114.27(18) . . ?
C6 Si1 C10 113.67(18) . . ?
C9 Si1 C10 110.7(2) . . ?
C5 Si1 C10 107.34(18) . . ?
C2 N1 C1 117.9(4) . . ?
C2 N1 Zn1 122.4(3) . . ?
C1 N1 Zn1 119.3(3) . . ?
C14 N2 C13 116.8(4) . . ?
C14 N2 Zn1 120.9(3) . 2_554 ?
C13 N2 Zn1 122.0(3) . 2_554 ?
N1 C1 C5 123.9(4) . . ?
N1 C1 H1A 118.0 . . ?
C5 C1 H1A 118.0 . . ?
N1 C2 C3 122.7(4) . . ?
N1 C2 H2A 118.6 . . ?
C3 C2 H2A 118.6 . . ?
C2 C3 C4 118.7(5) . . ?
C2 C3 H3A 120.6 . . ?
C4 C3 H3A 120.6 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 C1 116.2(4) . . ?
C4 C5 Si1 124.6(3) . . ?
C1 C5 Si1 119.2(3) . . ?
C7 C6 Si1 104.2(3) . . ?
C7 C6 H6A 110.9 . . ?
Si1 C6 H6A 110.9 . . ?
C7 C6 H6B 110.9 . . ?
Si1 C6 H6B 110.9 . . ?
H6A C6 H6B 108.9 . . ?
C8 C7 C6 111.0(4) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 C9 108.7(4) . . ?
C7 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C8 C9 Si1 101.8(3) . . ?
C8 C9 H9A 111.4 . . ?
Si1 C9 H9A 111.4 . . ?
C8 C9 H9B 111.4 . . ?
Si1 C9 H9B 111.4 . . ?
H9A C9 H9B 109.3 . . ?
C14 C10 C11 115.2(4) . . ?
C14 C10 Si1 121.6(3) . . ?
C11 C10 Si1 123.1(3) . . ?
C12 C11 C10 120.4(4) . . ?
C12 C11 H11A 119.8 . . ?
C10 C11 H11A 119.8 . . ?
C13 C12 C11 119.6(4) . . ?
C13 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
N2 C13 C12 122.4(4) . . ?
N2 C13 H13A 118.8 . . ?
C12 C13 H13A 118.8 . . ?
N2 C14 C10 125.5(4) . . ?
N2 C14 H14A 117.2 . . ?
C10 C14 H14A 117.2 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.121
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HgCl2
_database_code_depnum_ccdc_archive 'CCDC 1047994'
_audit_update_record             
;
2015-02-06 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Cl2 Hg N2 Si'
_chemical_formula_weight         511.87

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'
Si Si 0.0817 0.0704 '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   P2(1)/n

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

_cell_length_a                   12.5515(3)
_cell_length_b                   8.0518(2)
_cell_length_c                   17.0144(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.8440(10)
_cell_angle_gamma                90.00
_cell_volume                     1662.13(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4483
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      28.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.046
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    9.645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2255
_exptl_absorpt_correction_T_max  0.3907
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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 Breeze CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14812
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3616
_reflns_number_gt                2886
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0398P)²+1.9545P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3616
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0803
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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
Hg1 Hg 0.231102(16) 1.24672(2) -0.524111(10) 0.02950(9) Uani 1 1 d . . .
Cl1 Cl 0.14120(11) 0.99192(16) -0.51592(8) 0.0390(3) Uani 1 1 d . . .
Cl2 Cl 0.27192(14) 1.45631(18) -0.60722(9) 0.0527(4) Uani 1 1 d . . .
Si1 Si 0.48237(10) 0.80558(18) -0.25774(7) 0.0216(3) Uani 1 1 d . . .
N1 N 0.4047(3) 1.1563(5) -0.4386(2) 0.0313(9) Uani 1 1 d . . .
N2 N 0.3490(3) 0.9076(5) -0.0648(2) 0.0244(8) Uani 1 1 d . . .
C1 C 0.4040(4) 1.0397(6) -0.3830(3) 0.0285(11) Uani 1 1 d . . .
H1A H 0.3346 1.0043 -0.3765 0.034 Uiso 1 1 calc R . .
C2 C 0.5022(5) 1.2038(7) -0.4484(3) 0.0318(11) Uani 1 1 d . . .
H2A H 0.5043 1.2862 -0.4880 0.038 Uiso 1 1 calc R . .
C3 C 0.5986(4) 1.1389(7) -0.4041(3) 0.0359(12) Uani 1 1 d . . .
H3A H 0.6667 1.1746 -0.4131 0.043 Uiso 1 1 calc R . .
C4 C 0.5968(4) 1.0207(6) -0.3458(3) 0.0298(11) Uani 1 1 d . . .
H4A H 0.6641 0.9764 -0.3137 0.036 Uiso 1 1 calc R . .
C5 C 0.4983(4) 0.9665(6) -0.3340(2) 0.0263(10) Uani 1 1 d . . .
C6 C 0.6041(4) 0.6660(6) -0.2225(3) 0.0316(11) Uani 1 1 d . . .
H6A H 0.6631 0.6948 -0.2492 0.038 Uiso 1 1 calc R . .
H6B H 0.6340 0.6731 -0.1628 0.038 Uiso 1 1 calc R . .
C7 C 0.5582(5) 0.4938(7) -0.2477(4) 0.0482(15) Uani 1 1 d . . .
H7A H 0.5865 0.4555 -0.2939 0.058 Uiso 1 1 calc R . .
H7B H 0.5861 0.4163 -0.2019 0.058 Uiso 1 1 calc R . .
C8 C 0.4412(8) 0.4849(10) -0.2709(10) 0.169(7) Uani 1 1 d . . .
H8A H 0.4161 0.4486 -0.2230 0.203 Uiso 1 1 calc R . .
H8B H 0.4195 0.3974 -0.3129 0.203 Uiso 1 1 calc R . .
C9 C 0.3811(4) 0.6378(6) -0.3028(3) 0.0330(12) Uani 1 1 d . . .
H9A H 0.3126 0.6485 -0.2846 0.040 Uiso 1 1 calc R . .
H9B H 0.3626 0.6405 -0.3629 0.040 Uiso 1 1 calc R . .
C10 C 0.4394(4) 0.9163(6) -0.1736(2) 0.0227(9) Uani 1 1 d . . .
C11 C 0.3835(4) 0.8346(6) -0.1246(3) 0.0272(10) Uani 1 1 d . . .
H11A H 0.3688 0.7196 -0.1339 0.033 Uiso 1 1 calc R . .
C12 C 0.3711(4) 1.0680(6) -0.0500(3) 0.0271(10) Uani 1 1 d . . .
H12A H 0.3476 1.1202 -0.0073 0.033 Uiso 1 1 calc R . .
C13 C 0.4272(4) 1.1611(6) -0.0949(3) 0.0313(11) Uani 1 1 d . . .
H13A H 0.4420 1.2754 -0.0831 0.038 Uiso 1 1 calc R . .
C14 C 0.4611(4) 1.0857(6) -0.1565(3) 0.0269(10) Uani 1 1 d . . .
H14A H 0.4995 1.1483 -0.1879 0.032 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 0.03224(14) 0.02865(16) 0.03291(13) 0.00897(7) 0.01804(9) 0.00412(8)
Cl1 0.0431(8) 0.0311(7) 0.0478(7) 0.0038(5) 0.0206(6) -0.0053(6)
Cl2 0.0705(11) 0.0430(9) 0.0601(8) 0.0226(7) 0.0449(8) 0.0043(8)
Si1 0.0215(7) 0.0224(7) 0.0226(5) -0.0004(5) 0.0090(4) -0.0010(6)
N1 0.031(2) 0.031(3) 0.035(2) 0.0100(17) 0.0148(17) 0.004(2)
N2 0.028(2) 0.023(2) 0.0267(17) -0.0051(15) 0.0139(15) -0.0011(18)
C1 0.023(3) 0.032(3) 0.034(2) 0.008(2) 0.0129(18) 0.000(2)
C2 0.037(3) 0.030(3) 0.032(2) 0.008(2) 0.016(2) -0.003(2)
C3 0.028(3) 0.038(3) 0.046(3) 0.004(2) 0.017(2) -0.003(2)
C4 0.022(3) 0.029(3) 0.039(2) 0.001(2) 0.0082(19) -0.002(2)
C5 0.026(3) 0.033(3) 0.0221(19) -0.0031(18) 0.0108(17) 0.000(2)
C6 0.032(3) 0.028(3) 0.038(2) 0.005(2) 0.015(2) 0.007(2)
C7 0.058(4) 0.031(3) 0.063(3) 0.004(3) 0.027(3) 0.003(3)
C8 0.072(7) 0.036(5) 0.345(19) -0.056(8) -0.046(8) -0.003(5)
C9 0.033(3) 0.032(3) 0.035(2) -0.005(2) 0.011(2) -0.009(2)
C10 0.019(2) 0.022(3) 0.028(2) -0.0016(18) 0.0086(16) -0.001(2)
C11 0.033(3) 0.020(3) 0.032(2) -0.0053(19) 0.0147(19) -0.003(2)
C12 0.024(3) 0.030(3) 0.029(2) -0.0073(19) 0.0088(17) 0.004(2)
C13 0.034(3) 0.022(3) 0.040(2) -0.002(2) 0.013(2) -0.003(2)
C14 0.025(3) 0.023(3) 0.035(2) 0.0013(19) 0.0140(18) -0.002(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
Hg1 Cl2 2.3411(12) . ?
Hg1 Cl1 2.3627(13) . ?
Hg1 N2 2.399(4) 2_554 ?
Hg1 N1 2.402(4) . ?
Si1 C6 1.868(5) . ?
Si1 C9 1.878(5) . ?
Si1 C10 1.878(4) . ?
Si1 C5 1.880(5) . ?
N1 C2 1.333(6) . ?
N1 C1 1.334(6) . ?
N2 C12 1.331(6) . ?
N2 C11 1.339(5) . ?
N2 Hg1 2.399(3) 2_544 ?
C1 C5 1.393(6) . ?
C2 C3 1.356(7) . ?
C3 C4 1.379(7) . ?
C4 C5 1.374(6) . ?
C6 C7 1.521(7) . ?
C7 C8 1.421(12) . ?
C8 C9 1.473(10) . ?
C10 C11 1.386(6) . ?
C10 C14 1.407(6) . ?
C12 C13 1.384(6) . ?
C13 C14 1.370(6) . ?

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
Cl2 Hg1 Cl1 147.48(5) . . ?
Cl2 Hg1 N2 100.58(9) . 2_554 ?
Cl1 Hg1 N2 98.51(9) . 2_554 ?
Cl2 Hg1 N1 106.21(10) . . ?
Cl1 Hg1 N1 94.25(10) . . ?
N2 Hg1 N1 104.08(12) 2_554 . ?
C6 Si1 C9 96.3(2) . . ?
C6 Si1 C10 114.3(2) . . ?
C9 Si1 C10 110.8(2) . . ?
C6 Si1 C5 114.4(2) . . ?
C9 Si1 C5 113.3(2) . . ?
C10 Si1 C5 107.5(2) . . ?
C2 N1 C1 117.6(4) . . ?
C2 N1 Hg1 123.9(3) . . ?
C1 N1 Hg1 118.2(3) . . ?
C12 N2 C11 118.5(4) . . ?
C12 N2 Hg1 120.4(3) . 2_544 ?
C11 N2 Hg1 120.8(3) . 2_544 ?
N1 C1 C5 124.3(4) . . ?
N1 C2 C3 122.5(5) . . ?
C2 C3 C4 119.3(5) . . ?
C5 C4 C3 120.4(5) . . ?
C4 C5 C1 115.9(4) . . ?
C4 C5 Si1 125.4(4) . . ?
C1 C5 Si1 118.7(3) . . ?
C7 C6 Si1 103.8(4) . . ?
C8 C7 C6 114.5(5) . . ?
C7 C8 C9 117.0(8) . . ?
C8 C9 Si1 102.9(4) . . ?
C11 C10 C14 115.8(4) . . ?
C11 C10 Si1 121.5(3) . . ?
C14 C10 Si1 122.7(3) . . ?
N2 C11 C10 124.2(4) . . ?
N2 C12 C13 122.2(4) . . ?
C14 C13 C12 118.9(4) . . ?
C13 C14 C10 120.5(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.189
_refine_diff_density_min         -2.532
_refine_diff_density_rms         0.258
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HgBr2
_database_code_depnum_ccdc_archive 'CCDC 1047995'
_audit_update_record             
;
2015-02-06 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Br2 Hg N2 Si'
_chemical_formula_weight         600.79

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'
Si Si 0.0817 0.0704 '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   P2(1)/n

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

_cell_length_a                   12.6956(4)
_cell_length_b                   8.1560(2)
_cell_length_c                   17.4487(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.101(2)
_cell_angle_gamma                90.00
_cell_volume                     1744.34(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2721
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      25.87

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112
_exptl_absorpt_coefficient_mu    13.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0772
_exptl_absorpt_correction_T_max  0.2949
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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 Breeze CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14391
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3426
_reflns_number_gt                2654
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0109P)²+4.3387P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3426
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0674
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
Hg1 Hg 0.76468(2) 0.25541(3) 0.013404(14) 0.04055(9) Uani 1 1 d . . .
Br1 Br 0.85889(6) 0.52236(8) 0.01493(4) 0.05204(19) Uani 1 1 d . . .
Br2 Br 0.71958(7) 0.03726(10) 0.09734(5) 0.0676(2) Uani 1 1 d . . .
Si1 Si 0.98300(13) 0.2065(2) -0.25877(9) 0.0342(4) Uani 1 1 d . . .
N1 N 0.8503(4) 0.1031(6) -0.0719(3) 0.0369(12) Uani 1 1 d . . .
N2 N 0.9073(4) -0.1504(6) -0.4302(3) 0.0415(12) Uani 1 1 d . . .
C1 C 0.8841(4) 0.1744(7) -0.1294(3) 0.0334(13) Uani 1 1 d . . .
H1A H 0.8681 0.2876 -0.1390 0.040 Uiso 1 1 calc R . .
C2 C 0.8739(5) -0.0556(7) -0.0577(3) 0.0398(15) Uani 1 1 d . . .
H2A H 0.8499 -0.1091 -0.0169 0.048 Uiso 1 1 calc R . .
C3 C 0.9310(5) -0.1433(7) -0.0996(4) 0.0410(15) Uani 1 1 d . . .
H3A H 0.9475 -0.2556 -0.0876 0.049 Uiso 1 1 calc R . .
C4 C 0.9645(5) -0.0681(7) -0.1593(4) 0.0395(15) Uani 1 1 d . . .
H4A H 1.0042 -0.1285 -0.1891 0.047 Uiso 1 1 calc R . .
C5 C 0.9408(4) 0.0966(7) -0.1765(3) 0.0322(13) Uani 1 1 d . . .
C6 C 0.8830(5) 0.3706(8) -0.3024(4) 0.0520(18) Uani 1 1 d . . .
H6A H 0.8625 0.3660 -0.3611 0.062 Uiso 1 1 calc R . .
H6B H 0.8163 0.3620 -0.2834 0.062 Uiso 1 1 calc R . .
C7 C 0.9443(9) 0.5214(11) -0.2731(11) 0.198(9) Uani 1 1 d . . .
H7A H 0.9236 0.6049 -0.3156 0.237 Uiso 1 1 calc R . .
H7B H 0.9185 0.5618 -0.2277 0.237 Uiso 1 1 calc R . .
C8 C 1.0582(7) 0.5155(8) -0.2489(5) 0.069(2) Uani 1 1 d . . .
H8A H 1.0841 0.5895 -0.2028 0.083 Uiso 1 1 calc R . .
H8B H 1.0876 0.5570 -0.2925 0.083 Uiso 1 1 calc R . .
C9 C 1.1034(5) 0.3441(7) -0.2260(4) 0.0449(16) Uani 1 1 d . . .
H9A H 1.1351 0.3358 -0.1679 0.054 Uiso 1 1 calc R . .
H9B H 1.1602 0.3162 -0.2534 0.054 Uiso 1 1 calc R . .
C10 C 0.9050(5) -0.0332(7) -0.3773(3) 0.0399(15) Uani 1 1 d . . .
H10A H 0.8362 -0.0020 -0.3700 0.048 Uiso 1 1 calc R . .
C11 C 1.0031(5) -0.1935(8) -0.4425(4) 0.0434(15) Uani 1 1 d . . .
H11A H 1.0049 -0.2753 -0.4809 0.052 Uiso 1 1 calc R . .
C12 C 1.0984(5) -0.1230(8) -0.4012(4) 0.0479(17) Uani 1 1 d . . .
H12A H 1.1658 -0.1560 -0.4105 0.058 Uiso 1 1 calc R . .
C13 C 1.0962(5) -0.0028(8) -0.3455(4) 0.0445(16) Uani 1 1 d . . .
H13A H 1.1623 0.0466 -0.3164 0.053 Uiso 1 1 calc R . .
C14 C 0.9978(5) 0.0458(7) -0.3321(3) 0.0343(14) 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 0.04285(16) 0.03955(16) 0.04517(15) 0.01036(11) 0.02208(11) 0.00417(11)
Br1 0.0533(4) 0.0441(4) 0.0642(4) 0.0024(3) 0.0253(3) -0.0066(3)
Br2 0.0834(6) 0.0590(5) 0.0771(5) 0.0278(4) 0.0509(4) 0.0046(4)
Si1 0.0340(9) 0.0354(9) 0.0351(8) -0.0005(7) 0.0122(7) 0.0009(7)
N1 0.042(3) 0.034(3) 0.038(3) 0.004(2) 0.017(2) 0.002(2)
N2 0.038(3) 0.045(3) 0.046(3) -0.013(2) 0.017(2) -0.007(2)
C1 0.036(3) 0.029(3) 0.039(3) 0.007(3) 0.016(3) 0.004(3)
C2 0.041(4) 0.036(4) 0.042(3) 0.008(3) 0.010(3) -0.003(3)
C3 0.040(4) 0.031(3) 0.055(4) 0.005(3) 0.019(3) 0.006(3)
C4 0.040(4) 0.035(3) 0.048(4) -0.001(3) 0.018(3) 0.004(3)
C5 0.031(3) 0.036(3) 0.033(3) -0.004(3) 0.015(3) -0.002(3)
C6 0.051(4) 0.054(4) 0.051(4) 0.011(3) 0.013(3) 0.014(3)
C7 0.089(9) 0.043(6) 0.42(3) 0.072(9) -0.016(11) 0.004(6)
C8 0.094(7) 0.041(4) 0.078(5) -0.001(4) 0.033(5) -0.008(4)
C9 0.049(4) 0.042(4) 0.047(4) -0.005(3) 0.020(3) -0.009(3)
C10 0.033(3) 0.048(4) 0.042(3) -0.006(3) 0.016(3) -0.001(3)
C11 0.049(4) 0.040(4) 0.046(4) -0.006(3) 0.020(3) 0.004(3)
C12 0.038(4) 0.053(4) 0.057(4) -0.008(3) 0.020(3) 0.006(3)
C13 0.033(3) 0.048(4) 0.053(4) -0.007(3) 0.012(3) 0.002(3)
C14 0.035(3) 0.040(3) 0.032(3) 0.001(3) 0.015(3) 0.003(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 N1 2.404(5) . ?
Hg1 N2 2.411(5) 2_654 ?
Hg1 Br2 2.4649(7) . ?
Hg1 Br1 2.4809(7) . ?
Si1 C9 1.862(6) . ?
Si1 C6 1.865(6) . ?
Si1 C14 1.875(6) . ?
Si1 C5 1.885(6) . ?
N1 C1 1.325(7) . ?
N1 C2 1.337(7) . ?
N2 C10 1.335(7) . ?
N2 C11 1.336(7) . ?
N2 Hg1 2.411(5) 2_644 ?
C1 C5 1.381(7) . ?
C2 C3 1.360(8) . ?
C3 C4 1.368(8) . ?
C4 C5 1.392(8) . ?
C6 C7 1.474(12) . ?
C7 C8 1.398(13) . ?
C8 C9 1.525(9) . ?
C10 C14 1.394(8) . ?
C11 C12 1.363(8) . ?
C12 C13 1.386(8) . ?
C13 C14 1.387(8) . ?

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
N1 Hg1 N2 106.06(16) . 2_654 ?
N1 Hg1 Br2 101.95(11) . . ?
N2 Hg1 Br2 105.88(12) 2_654 . ?
N1 Hg1 Br1 99.55(12) . . ?
N2 Hg1 Br1 94.89(12) 2_654 . ?
Br2 Hg1 Br1 144.40(3) . . ?
C9 Si1 C6 96.3(3) . . ?
C9 Si1 C14 114.3(3) . . ?
C6 Si1 C14 113.7(3) . . ?
C9 Si1 C5 115.2(3) . . ?
C6 Si1 C5 110.7(3) . . ?
C14 Si1 C5 106.6(3) . . ?
C1 N1 C2 117.6(5) . . ?
C1 N1 Hg1 122.0(4) . . ?
C2 N1 Hg1 120.1(4) . . ?
C10 N2 C11 119.0(5) . . ?
C10 N2 Hg1 117.7(4) . 2_644 ?
C11 N2 Hg1 122.6(4) . 2_644 ?
N1 C1 C5 124.8(5) . . ?
N1 C2 C3 122.4(6) . . ?
C2 C3 C4 119.3(6) . . ?
C3 C4 C5 120.3(6) . . ?
C1 C5 C4 115.6(5) . . ?
C1 C5 Si1 122.0(4) . . ?
C4 C5 Si1 122.3(4) . . ?
C7 C6 Si1 102.5(5) . . ?
C8 C7 C6 119.1(8) . . ?
C7 C8 C9 113.6(6) . . ?
C8 C9 Si1 104.4(5) . . ?
N2 C10 C14 123.7(6) . . ?
N2 C11 C12 121.6(6) . . ?
C11 C12 C13 119.5(6) . . ?
C12 C13 C14 120.3(6) . . ?
C13 C14 C10 116.0(5) . . ?
C13 C14 Si1 124.7(4) . . ?
C10 C14 Si1 119.3(4) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.101
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.129
