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

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

data_b17123
_database_code_depnum_ccdc_archive 'CCDC 1524985'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H8 Br4 Hg2 N2 O'
_chemical_formula_weight         856.97
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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   24.248(5)
_cell_length_b                   4.0519(10)
_cell_length_c                   30.236(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.062(12)
_cell_angle_gamma                90
_cell_volume                     2915.4(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      36.26
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.905
_exptl_crystal_F_000             2976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.718
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    31.983
_shelx_estimated_absorpt_T_min   0.016
_shelx_estimated_absorpt_T_max   0.230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2504
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49764
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_theta_min         2.391
_diffrn_reflns_theta_max         36.428
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7119
_reflns_number_gt                5948
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+82.8864P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         7119
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.54410(2) 0.78444(5) 0.36813(2) 0.01369(5) Uani 1 1 d . . . . .
Br1 Br 0.53158(2) 0.41195(14) 0.42948(2) 0.01473(10) Uani 1 1 d . . . . .
Br2 Br 0.57052(3) 1.15259(15) 0.31124(2) 0.01699(11) Uani 1 1 d . . . . .
O1 O 0.44085(17) 0.9101(11) 0.34391(14) 0.0150(7) Uani 1 1 d . . . . .
N1 N 0.31206(19) 0.6138(13) 0.41144(15) 0.0134(8) Uani 1 1 d . . . . .
N2 N 0.4024(2) 0.6874(12) 0.33108(16) 0.0136(8) Uani 1 1 d . . . . .
C1 C 0.3649(2) 0.5949(14) 0.35377(18) 0.0128(9) Uani 1 1 d . . . . .
H1A H 0.3383 0.4347 0.3403 0.015 Uiso 1 1 calc R U . . .
C2 C 0.3601(2) 0.7148(14) 0.39784(18) 0.0126(9) Uani 1 1 d . . . . .
C3 C 0.4007(2) 0.8995(14) 0.42655(19) 0.0145(9) Uani 1 1 d . . . . .
H3A H 0.4332 0.9754 0.4164 0.017 Uiso 1 1 calc R U . . .
C4 C 0.3932(3) 0.9714(16) 0.4700(2) 0.0177(10) Uani 1 1 d . . . . .
H4A H 0.4203 1.0982 0.4898 0.021 Uiso 1 1 calc R U . . .
C5 C 0.3458(3) 0.8553(17) 0.48384(19) 0.0197(11) Uani 1 1 d . . . . .
H5A H 0.3406 0.8918 0.5138 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3059(2) 0.6850(15) 0.45343(18) 0.0151(10) Uani 1 1 d . . . . .
H6A H 0.2725 0.6153 0.4628 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4037(3) 0.5411(16) 0.28624(18) 0.0167(10) Uani 1 1 d . . . . .
H7A H 0.4346 0.6392 0.2740 0.025 Uiso 1 1 calc R U . . .
H7B H 0.4094 0.3022 0.2894 0.025 Uiso 1 1 calc R U . . .
H7C H 0.3680 0.5855 0.2657 0.025 Uiso 1 1 calc R U . . .
Hg2 Hg 0.21886(2) 0.54319(5) 0.35875(2) 0.01351(5) Uani 1 1 d . . . . .
Br3 Br 0.23595(2) 0.93533(14) 0.30013(2) 0.01427(10) Uani 1 1 d . . . . .
Br4 Br 0.17990(2) 0.17437(14) 0.41044(2) 0.01397(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 Br2 2.4532(7) . ?
Hg1 Br1 2.4549(8) . ?
Hg1 O1 2.522(4) . ?
O1 N2 1.302(6) . ?
N1 C6 1.338(7) . ?
N1 C2 1.370(7) . ?
N1 Hg2 2.519(5) . ?
N2 C1 1.296(7) . ?
N2 C7 1.486(7) . ?
C1 C2 1.444(8) . ?
C1 H1A 0.9500 . ?
C2 C3 1.399(8) . ?
C3 C4 1.391(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.379(9) . ?
C4 H4A 0.9500 . ?
C5 C6 1.385(9) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
Hg2 Br3 2.4737(7) . ?
Hg2 Br4 2.4769(7) . ?
Hg2 Br3 3.1082(8) 1_545 ?
Br3 Hg2 3.1082(8) 1_565 ?

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
Br2 Hg1 Br1 172.09(2) . . ?
Br2 Hg1 O1 92.97(10) . . ?
Br1 Hg1 O1 94.80(10) . . ?
N2 O1 Hg1 124.1(3) . . ?
C6 N1 C2 118.5(5) . . ?
C6 N1 Hg2 112.0(4) . . ?
C2 N1 Hg2 123.7(3) . . ?
C1 N2 O1 125.3(5) . . ?
C1 N2 C7 120.5(5) . . ?
O1 N2 C7 114.1(4) . . ?
N2 C1 C2 125.5(5) . . ?
N2 C1 H1A 117.3 . . ?
C2 C1 H1A 117.3 . . ?
N1 C2 C3 120.8(5) . . ?
N1 C2 C1 113.6(5) . . ?
C3 C2 C1 125.5(5) . . ?
C4 C3 C2 119.6(5) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C5 C4 C3 118.9(5) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
C4 C5 C6 119.0(5) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
N1 C6 C5 123.1(5) . . ?
N1 C6 H6A 118.4 . . ?
C5 C6 H6A 118.4 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Br3 Hg2 Br4 167.48(2) . . ?
Br3 Hg2 N1 97.29(11) . . ?
Br4 Hg2 N1 94.24(11) . . ?
Br3 Hg2 Br3 92.38(3) . 1_545 ?
Br4 Hg2 Br3 89.45(3) . 1_545 ?
N1 Hg2 Br3 104.42(11) . 1_545 ?
Hg2 Br3 Hg2 92.37(3) . 1_565 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Hg1 O1 N2 C1 109.2(6) . . . . ?
Hg1 O1 N2 C7 -71.6(5) . . . . ?
O1 N2 C1 C2 -2.0(9) . . . . ?
C7 N2 C1 C2 178.9(5) . . . . ?
C6 N1 C2 C3 -2.5(8) . . . . ?
Hg2 N1 C2 C3 148.4(4) . . . . ?
C6 N1 C2 C1 173.8(5) . . . . ?
Hg2 N1 C2 C1 -35.2(6) . . . . ?
N2 C1 C2 N1 170.9(6) . . . . ?
N2 C1 C2 C3 -12.9(9) . . . . ?
N1 C2 C3 C4 2.3(9) . . . . ?
C1 C2 C3 C4 -173.6(6) . . . . ?
C2 C3 C4 C5 0.6(9) . . . . ?
C3 C4 C5 C6 -3.1(9) . . . . ?
C2 N1 C6 C5 -0.1(9) . . . . ?
Hg2 N1 C6 C5 -154.3(5) . . . . ?
C4 C5 C6 N1 3.0(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3A Br1 0.95 2.93 3.779(6) 148.8 1_565
C3 H3A O1 0.95 2.25 2.851(7) 120.2 .
C5 H5A Br4 0.95 3.00 3.873(6) 152.9 7_566
C6 H6A Br4 0.95 3.06 3.712(6) 126.9 .
C7 H7B O1 0.98 2.31 3.128(8) 140.3 1_545
C7 H7C Br3 0.98 2.96 3.883(6) 157.3 4_545

_refine_diff_density_max         2.716
_refine_diff_density_min         -3.554
_refine_diff_density_rms         0.426

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17130
_database_code_depnum_ccdc_archive 'CCDC 1524987'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H14 Br2 Hg N2 O'
_chemical_formula_weight         538.64
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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.6676(5)
_cell_length_b                   8.2857(3)
_cell_length_c                   15.1174(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.631(2)
_cell_angle_gamma                90
_cell_volume                     1367.74(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      36.04
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.616
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.659
_exptl_crystal_size_mid          0.535
_exptl_crystal_size_min          0.425
_exptl_absorpt_coefficient_mu    17.078
_shelx_estimated_absorpt_T_min   0.031
_shelx_estimated_absorpt_T_max   0.052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3762
_exptl_absorpt_correction_T_max  0.747
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47496
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.913
_diffrn_reflns_theta_max         36.727
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6518
_reflns_number_gt                5379
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²+0.2079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0073(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6518
_refine_ls_number_parameters     146
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.083
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.43179(2) 0.31589(2) 0.24837(2) 0.00917(5) Uani 1 1 d . . . . .
Br1 Br 0.34048(4) 0.57685(4) 0.18343(3) 0.01239(8) Uani 1 1 d . . . . .
Br2 Br 0.45113(4) 0.03161(5) 0.20768(3) 0.01423(9) Uani 1 1 d . . . . .
O1 O 0.6461(2) 0.3594(3) 0.34099(19) 0.0078(5) Uani 1 1 d . U . . .
N1 N 0.4538(3) 0.3152(3) 0.4103(2) 0.0066(5) Uani 1 1 d . . . . .
N2 N 0.6937(3) 0.2356(4) 0.3942(2) 0.0053(5) Uani 1 1 d . . . . .
C1 C 0.6502(3) 0.1749(4) 0.4547(3) 0.0070(6) Uani 1 1 d . . . . .
H1A H 0.6916 0.0835 0.4894 0.008 Uiso 1 1 calc R U . . .
C2 C 0.5437(3) 0.2330(4) 0.4751(2) 0.0061(6) Uani 1 1 d . . . . .
C3 C 0.5402(4) 0.1997(4) 0.5646(3) 0.0084(6) Uani 1 1 d . . . . .
H3A H 0.6026 0.1368 0.6085 0.010 Uiso 1 1 calc R U . . .
C4 C 0.4441(4) 0.2601(5) 0.5882(3) 0.0129(7) Uani 1 1 d . . . . .
H4A H 0.4408 0.2414 0.6492 0.015 Uiso 1 1 calc R U . . .
C5 C 0.3539(4) 0.3472(5) 0.5225(3) 0.0117(7) Uani 1 1 d . . . . .
H5A H 0.2875 0.3909 0.5373 0.014 Uiso 1 1 calc R U . . .
C6 C 0.3617(3) 0.3699(4) 0.4343(3) 0.0098(6) Uani 1 1 d . . . . .
H6A H 0.2979 0.4277 0.3884 0.012 Uiso 1 1 calc R U . . .
C7 C 0.8118(3) 0.1748(4) 0.3849(3) 0.0062(6) Uani 1 1 d . . . . .
C8 C 0.8386(3) 0.0033(5) 0.4214(3) 0.0123(7) Uani 1 1 d . . . . .
H8A H 0.8485 0.0003 0.4885 0.018 Uiso 1 1 calc R U . . .
H8B H 0.7706 -0.0671 0.3856 0.018 Uiso 1 1 calc R U . . .
H8C H 0.9142 -0.0343 0.4136 0.018 Uiso 1 1 calc R U . . .
C9 C 0.9115(4) 0.2916(5) 0.4433(3) 0.0150(7) Uani 1 1 d . . . . .
H9A H 0.9194 0.2848 0.5099 0.023 Uiso 1 1 calc R U . . .
H9B H 0.9897 0.2628 0.4369 0.023 Uiso 1 1 calc R U . . .
H9C H 0.8892 0.4020 0.4204 0.023 Uiso 1 1 calc R U . . .
C10 C 0.7963(4) 0.1812(5) 0.2816(3) 0.0132(7) Uani 1 1 d . . . . .
H10A H 0.7790 0.2924 0.2587 0.020 Uiso 1 1 calc R U . . .
H10B H 0.8717 0.1440 0.2735 0.020 Uiso 1 1 calc R U . . .
H10C H 0.7281 0.1112 0.2455 0.020 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 N1 2.369(3) . ?
Hg1 O1 2.424(3) . ?
Hg1 Br1 2.4570(4) . ?
Hg1 Br2 2.4648(4) . ?
O1 N2 1.301(4) . ?
N1 C6 1.329(5) . ?
N1 C2 1.342(5) . ?
N2 C1 1.295(5) . ?
N2 C7 1.519(5) . ?
C1 C2 1.463(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.395(5) . ?
C3 C4 1.385(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.370(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.380(6) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C10 1.509(5) . ?
C7 C8 1.517(5) . ?
C7 C9 1.532(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
N1 Hg1 O1 71.91(10) . . ?
N1 Hg1 Br1 106.79(7) . . ?
O1 Hg1 Br1 108.28(6) . . ?
N1 Hg1 Br2 105.62(7) . . ?
O1 Hg1 Br2 96.88(6) . . ?
Br1 Hg1 Br2 143.725(15) . . ?
N2 O1 Hg1 111.6(2) . . ?
C6 N1 C2 118.2(3) . . ?
C6 N1 Hg1 118.5(3) . . ?
C2 N1 Hg1 121.9(2) . . ?
C1 N2 O1 123.7(3) . . ?
C1 N2 C7 122.0(3) . . ?
O1 N2 C7 114.1(3) . . ?
N2 C1 C2 126.5(3) . . ?
N2 C1 H1A 116.8 . . ?
C2 C1 H1A 116.8 . . ?
N1 C2 C3 121.7(3) . . ?
N1 C2 C1 121.1(3) . . ?
C3 C2 C1 117.1(3) . . ?
C4 C3 C2 118.8(4) . . ?
C4 C3 H3A 120.6 . . ?
C2 C3 H3A 120.6 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
C4 C5 C6 118.4(4) . . ?
C4 C5 H5A 120.8 . . ?
C6 C5 H5A 120.8 . . ?
N1 C6 C5 123.5(4) . . ?
N1 C6 H6A 118.2 . . ?
C5 C6 H6A 118.2 . . ?
C10 C7 C8 110.1(3) . . ?
C10 C7 N2 107.6(3) . . ?
C8 C7 N2 110.8(3) . . ?
C10 C7 C9 111.3(3) . . ?
C8 C7 C9 111.4(3) . . ?
N2 C7 C9 105.5(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
Hg1 O1 N2 C1 -55.7(4) . . . . ?
Hg1 O1 N2 C7 128.8(2) . . . . ?
O1 N2 C1 C2 -0.8(6) . . . . ?
C7 N2 C1 C2 174.4(3) . . . . ?
C6 N1 C2 C3 2.2(5) . . . . ?
Hg1 N1 C2 C3 -164.2(3) . . . . ?
C6 N1 C2 C1 -177.5(3) . . . . ?
Hg1 N1 C2 C1 16.1(5) . . . . ?
N2 C1 C2 N1 25.6(6) . . . . ?
N2 C1 C2 C3 -154.1(4) . . . . ?
N1 C2 C3 C4 -3.1(6) . . . . ?
C1 C2 C3 C4 176.6(3) . . . . ?
C2 C3 C4 C5 1.6(6) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C2 N1 C6 C5 0.3(5) . . . . ?
Hg1 N1 C6 C5 167.1(3) . . . . ?
C4 C5 C6 N1 -1.7(6) . . . . ?
C1 N2 C7 C10 143.7(3) . . . . ?
O1 N2 C7 C10 -40.7(4) . . . . ?
C1 N2 C7 C8 23.4(5) . . . . ?
O1 N2 C7 C8 -161.0(3) . . . . ?
C1 N2 C7 C9 -97.3(4) . . . . ?
O1 N2 C7 C9 78.3(4) . . . . ?

_refine_diff_density_max         3.550
_refine_diff_density_min         -4.190
_refine_diff_density_rms         0.438

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17150
_database_code_depnum_ccdc_archive 'CCDC 1524990'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H42 Br10 Hg5 N6 O3'
_chemical_formula_weight         2336.74
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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.826(3)
_cell_length_b                   12.179(3)
_cell_length_c                   13.318(4)
_cell_angle_alpha                103.855(14)
_cell_angle_beta                 109.337(14)
_cell_angle_gamma                105.385(10)
_cell_volume                     1215.2(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9901
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      40.80
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.193
_exptl_crystal_F_000             1038
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.574
_exptl_crystal_size_mid          0.384
_exptl_crystal_size_min          0.322
_exptl_absorpt_coefficient_mu    23.995
_shelx_estimated_absorpt_T_min   0.026
_shelx_estimated_absorpt_T_max   0.048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3817
_exptl_absorpt_correction_T_max  0.748
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42972
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.966
_diffrn_reflns_theta_max         35.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11086
_reflns_number_gt                9515
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+21.1270P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         11086
_refine_ls_number_parameters     313
_refine_ls_number_restraints     117
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1313
_refine_ls_wR_factor_gt          0.1280
_refine_ls_goodness_of_fit_ref   1.227
_refine_ls_restrained_S_all      1.221
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.73294(3) 0.36821(2) 0.71241(2) 0.01103(6) Uani 1 1 d . . . . .
Hg2 Hg 0.88502(4) 0.33045(3) 1.03682(2) 0.01518(6) Uani 1 1 d . . . . .
Hg3 Hg 0.5000 0.0000 0.5000 0.01052(7) Uani 1 2 d S . P . .
Br1 Br 0.91714(9) 0.54142(6) 0.68527(6) 0.01030(12) Uani 1 1 d . . . . .
Br2 Br 0.74050(13) 0.19388(7) 0.77947(7) 0.02119(17) Uani 1 1 d . . . . .
Br3 Br 1.17348(9) 0.41793(7) 1.04181(6) 0.01238(12) Uani 1 1 d . . . . .
Br4 Br 0.5948(3) 0.2868(2) 1.03293(18) 0.0182(4) Uani 0.5 1 d . . P A 1
Br5 Br 0.6250(3) 0.3400(2) 1.05372(17) 0.0162(3) Uani 0.5 1 d . . P A 2
Br6 Br 0.23016(10) 0.00091(7) 0.50759(7) 0.01643(14) Uani 1 1 d . . . . .
O1 O 0.5820(6) 0.2369(5) 0.5111(4) 0.0082(8) Uani 1 1 d . . . . .
N1 N 0.4844(7) 0.2740(5) 0.4424(4) 0.0051(8) Uani 1 1 d . . . . .
N2 N 0.4442(8) 0.3458(6) 0.6657(5) 0.0108(10) Uani 1 1 d . . . . .
C1 C 0.3689(9) 0.3135(7) 0.4623(6) 0.0105(11) Uani 1 1 d . . . . .
H1A H 0.3050 0.3395 0.4064 0.013 Uiso 1 1 calc R U . . .
C2 C 0.3266(9) 0.3223(6) 0.5612(6) 0.0085(10) Uani 1 1 d . . . . .
C3 C 0.1557(10) 0.3080(8) 0.5407(7) 0.0149(13) Uani 1 1 d . . . . .
H3A H 0.0751 0.2940 0.4664 0.018 Uiso 1 1 calc R U . . .
C4 C 0.1038(11) 0.3141(8) 0.6278(7) 0.0166(14) Uani 1 1 d . . . . .
H4A H -0.0133 0.3017 0.6139 0.020 Uiso 1 1 calc R U . . .
C5 C 0.2246(11) 0.3384(8) 0.7360(7) 0.0187(15) Uani 1 1 d . . . . .
H5A H 0.1934 0.3434 0.7983 0.022 Uiso 1 1 calc R U . . .
C6 C 0.3923(11) 0.3553(8) 0.7501(7) 0.0194(16) Uani 1 1 d . . . . .
H6A H 0.4768 0.3751 0.8248 0.023 Uiso 1 1 calc R U . . .
C7 C 0.5041(8) 0.2624(6) 0.3320(6) 0.0076(10) Uani 1 1 d . . . . .
C8 C 0.6958(10) 0.3303(8) 0.3663(7) 0.0185(15) Uani 1 1 d . . . . .
H8A H 0.7282 0.4172 0.4074 0.028 Uiso 1 1 calc R U . . .
H8B H 0.7648 0.2971 0.4158 0.028 Uiso 1 1 calc R U . . .
H8C H 0.7178 0.3202 0.2978 0.028 Uiso 1 1 calc R U . . .
C9 C 0.4471(11) 0.1276(7) 0.2682(6) 0.0144(13) Uani 1 1 d . . . . .
H9A H 0.4577 0.1154 0.1957 0.022 Uiso 1 1 calc R U . . .
H9B H 0.5206 0.0941 0.3142 0.022 Uiso 1 1 calc R U . . .
H9C H 0.3262 0.0858 0.2532 0.022 Uiso 1 1 calc R U . . .
C10 C 0.3966(10) 0.3170(8) 0.2595(6) 0.0138(13) Uani 1 1 d . . . . .
H10A H 0.4346 0.4044 0.3017 0.021 Uiso 1 1 calc R U . . .
H10B H 0.4118 0.3055 0.1886 0.021 Uiso 1 1 calc R U . . .
H10C H 0.2740 0.2763 0.2415 0.021 Uiso 1 1 calc R U . . .
O2 O 1.055(2) -0.1264(12) 0.9411(13) 0.024(3) Uani 0.5 1 d . U P A -1
N3 N 1.0676(19) -0.0255(14) 0.9242(13) 0.011(2) Uani 0.5 1 d . U P A -1
N4 N 0.8793(17) 0.1302(12) 1.0803(11) 0.0107(18) Uani 0.5 1 d . U P A -1
C11 C 1.0141(17) 0.0531(12) 0.9714(11) 0.0077(19) Uani 0.5 1 d . U P A -1
H11A H 1.0254 0.1239 0.9516 0.009 Uiso 0.5 1 calc R U P A -1
C12 C 0.938(2) 0.0421(14) 1.0526(14) 0.009(2) Uani 0.5 1 d . U P A -1
C13 C 0.929(2) -0.0498(14) 1.0986(14) 0.015(2) Uani 0.5 1 d . U P A -1
H13A H 0.9678 -0.1134 1.0768 0.018 Uiso 0.5 1 calc R U P A -1
C14 C 0.858(2) -0.0424(18) 1.1797(16) 0.021(3) Uani 0.5 1 d . U P A -1
H14A H 0.8445 -0.1044 1.2115 0.025 Uiso 0.5 1 calc R U P A -1
C15 C 0.809(3) 0.0488(17) 1.2126(16) 0.020(3) Uani 0.5 1 d . U P A -1
H15A H 0.7708 0.0560 1.2719 0.024 Uiso 0.5 1 calc R U P A -1
C16 C 0.814(2) 0.1319(15) 1.1600(14) 0.014(2) Uani 0.5 1 d . U P A -1
H16A H 0.7704 0.1934 1.1796 0.017 Uiso 0.5 1 calc R U P A -1
C17 C 1.159(2) -0.0025(14) 0.8497(13) 0.013(2) Uani 0.5 1 d . U P A -1
C18 C 1.343(2) 0.0072(16) 0.9097(14) 0.017(2) Uani 0.5 1 d . U P A -1
H18A H 1.4024 0.0767 0.9822 0.025 Uiso 0.5 1 calc R U P A -1
H18B H 1.3417 -0.0680 0.9246 0.025 Uiso 0.5 1 calc R U P A -1
H18C H 1.4040 0.0191 0.8614 0.025 Uiso 0.5 1 calc R U P A -1
C19 C 1.063(3) -0.1086(16) 0.7378(15) 0.020(3) Uani 0.5 1 d . U P A -1
H19A H 1.1199 -0.0959 0.6873 0.030 Uiso 0.5 1 calc R U P A -1
H19B H 1.0639 -0.1842 0.7513 0.030 Uiso 0.5 1 calc R U P A -1
H19C H 0.9430 -0.1149 0.7019 0.030 Uiso 0.5 1 calc R U P A -1
C20 C 1.169(2) 0.1199(14) 0.8286(13) 0.013(2) Uani 0.5 1 d . U P A -1
H20A H 1.2310 0.1884 0.9018 0.020 Uiso 0.5 1 calc R U P A -1
H20B H 1.2301 0.1305 0.7802 0.020 Uiso 0.5 1 calc R U P A -1
H20C H 1.0511 0.1173 0.7906 0.020 Uiso 0.5 1 calc R U P A -1


_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 N2 2.336(6) . ?
Hg1 O1 2.444(5) . ?
Hg1 Br1 2.4816(9) . ?
Hg1 Br2 2.5007(10) . ?
Hg2 Br5 2.409(2) . ?
Hg2 Br4 2.454(2) . ?
Hg2 Br3 2.4569(11) . ?
Hg2 N4 2.630(13) . ?
Hg2 Br2 3.0642(13) . ?
Hg3 Br6 2.4198(11) 2_656 ?
Hg3 Br6 2.4198(11) . ?
O1 N1 1.291(7) . ?
N1 C1 1.311(8) . ?
N1 C7 1.516(8) . ?
N2 C2 1.338(9) . ?
N2 C6 1.339(9) . ?
C1 C2 1.471(9) . ?
C1 H1A 0.9500 . ?
C2 C3 1.395(10) . ?
C3 C4 1.376(11) . ?
C3 H3A 0.9500 . ?
C4 C5 1.382(12) . ?
C4 H4A 0.9500 . ?
C5 C6 1.380(12) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C9 1.510(10) . ?
C7 C10 1.520(10) . ?
C7 C8 1.523(10) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O2 N3 1.284(19) . ?
N3 C11 1.30(2) . ?
N3 C17 1.50(2) . ?
N4 C12 1.34(2) . ?
N4 C16 1.365(19) . ?
C11 C12 1.46(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.40(2) . ?
C13 C14 1.41(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.33(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.36(2) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C19 1.51(2) . ?
C17 C18 1.51(2) . ?
C17 C20 1.57(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
N2 Hg1 O1 76.09(19) . . ?
N2 Hg1 Br1 116.98(16) . . ?
O1 Hg1 Br1 96.01(12) . . ?
N2 Hg1 Br2 100.53(16) . . ?
O1 Hg1 Br2 93.55(12) . . ?
Br1 Hg1 Br2 142.49(3) . . ?
Br5 Hg2 Br3 154.29(6) . . ?
Br4 Hg2 Br3 167.49(6) . . ?
Br4 Hg2 N4 87.7(3) . . ?
Br3 Hg2 N4 104.5(3) . . ?
Br5 Hg2 Br2 100.42(6) . . ?
Br4 Hg2 Br2 92.80(6) . . ?
Br3 Hg2 Br2 89.58(3) . . ?
N4 Hg2 Br2 92.1(3) . . ?
Br6 Hg3 Br6 180.0 2_656 . ?
Hg1 Br2 Hg2 99.29(3) . . ?
N1 O1 Hg1 117.2(4) . . ?
O1 N1 C1 123.3(6) . . ?
O1 N1 C7 115.4(5) . . ?
C1 N1 C7 121.2(5) . . ?
C2 N2 C6 117.7(7) . . ?
C2 N2 Hg1 125.1(4) . . ?
C6 N2 Hg1 117.1(5) . . ?
N1 C1 C2 127.6(6) . . ?
N1 C1 H1A 116.2 . . ?
C2 C1 H1A 116.2 . . ?
N2 C2 C3 121.3(6) . . ?
N2 C2 C1 122.9(6) . . ?
C3 C2 C1 115.9(6) . . ?
C4 C3 C2 120.0(7) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 119.0(7) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
C6 C5 C4 117.4(7) . . ?
C6 C5 H5A 121.3 . . ?
C4 C5 H5A 121.3 . . ?
N2 C6 C5 124.5(8) . . ?
N2 C6 H6A 117.8 . . ?
C5 C6 H6A 117.8 . . ?
C9 C7 N1 106.5(5) . . ?
C9 C7 C10 110.2(6) . . ?
N1 C7 C10 112.7(5) . . ?
C9 C7 C8 111.7(6) . . ?
N1 C7 C8 106.0(5) . . ?
C10 C7 C8 109.8(6) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 N3 C11 123.5(14) . . ?
O2 N3 C17 114.1(13) . . ?
C11 N3 C17 122.3(14) . . ?
C12 N4 C16 118.0(13) . . ?
C12 N4 Hg2 136.0(11) . . ?
C16 N4 Hg2 105.6(9) . . ?
N3 C11 C12 125.5(13) . . ?
N3 C11 H11A 117.2 . . ?
C12 C11 H11A 117.2 . . ?
N4 C12 C13 122.7(15) . . ?
N4 C12 C11 113.4(14) . . ?
C13 C12 C11 123.8(14) . . ?
C12 C13 C14 115.7(15) . . ?
C12 C13 H13A 122.1 . . ?
C14 C13 H13A 122.1 . . ?
C15 C14 C13 121.8(17) . . ?
C15 C14 H14A 119.1 . . ?
C13 C14 H14A 119.1 . . ?
C14 C15 C16 119.0(16) . . ?
C14 C15 H15A 120.5 . . ?
C16 C15 H15A 120.5 . . ?
N4 C16 C15 122.4(14) . . ?
N4 C16 H16A 118.8 . . ?
C15 C16 H16A 118.8 . . ?
C19 C17 N3 107.7(13) . . ?
C19 C17 C18 111.0(14) . . ?
N3 C17 C18 107.9(13) . . ?
C19 C17 C20 110.0(13) . . ?
N3 C17 C20 113.1(12) . . ?
C18 C17 C20 107.2(13) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Hg1 O1 N1 C1 -48.9(8) . . . . ?
Hg1 O1 N1 C7 134.6(4) . . . . ?
O1 N1 C1 C2 -0.7(12) . . . . ?
C7 N1 C1 C2 175.7(7) . . . . ?
C6 N2 C2 C3 -0.1(11) . . . . ?
Hg1 N2 C2 C3 178.7(6) . . . . ?
C6 N2 C2 C1 178.0(7) . . . . ?
Hg1 N2 C2 C1 -3.1(10) . . . . ?
N1 C1 C2 N2 32.3(12) . . . . ?
N1 C1 C2 C3 -149.5(8) . . . . ?
N2 C2 C3 C4 -2.1(12) . . . . ?
C1 C2 C3 C4 179.7(7) . . . . ?
C2 C3 C4 C5 2.1(13) . . . . ?
C3 C4 C5 C6 0.0(13) . . . . ?
C2 N2 C6 C5 2.3(13) . . . . ?
Hg1 N2 C6 C5 -176.6(8) . . . . ?
C4 C5 C6 N2 -2.3(15) . . . . ?
O1 N1 C7 C9 63.8(7) . . . . ?
C1 N1 C7 C9 -112.9(7) . . . . ?
O1 N1 C7 C10 -175.4(6) . . . . ?
C1 N1 C7 C10 8.0(9) . . . . ?
O1 N1 C7 C8 -55.3(7) . . . . ?
C1 N1 C7 C8 128.1(7) . . . . ?
O2 N3 C11 C12 2(3) . . . . ?
C17 N3 C11 C12 -174.5(13) . . . . ?
C16 N4 C12 C13 2(2) . . . . ?
Hg2 N4 C12 C13 173.7(12) . . . . ?
C16 N4 C12 C11 -176.6(13) . . . . ?
Hg2 N4 C12 C11 -5(2) . . . . ?
N3 C11 C12 N4 -174.3(13) . . . . ?
N3 C11 C12 C13 7(3) . . . . ?
N4 C12 C13 C14 -2(2) . . . . ?
C11 C12 C13 C14 177.2(15) . . . . ?
C12 C13 C14 C15 -2(3) . . . . ?
C13 C14 C15 C16 6(3) . . . . ?
C12 N4 C16 C15 1(2) . . . . ?
Hg2 N4 C16 C15 -172.8(15) . . . . ?
C14 C15 C16 N4 -5(3) . . . . ?
O2 N3 C17 C19 57.1(18) . . . . ?
C11 N3 C17 C19 -126.1(16) . . . . ?
O2 N3 C17 C18 -62.7(18) . . . . ?
C11 N3 C17 C18 114.1(16) . . . . ?
O2 N3 C17 C20 178.9(14) . . . . ?
C11 N3 C17 C20 -4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A Br1 0.95 2.87 3.755(7) 156.4 2_666
C6 H6A Br3 0.95 3.02 3.698(8) 129.4 2_767
C6 H6A Br5 0.95 3.08 3.958(9) 155.0 .
C8 H8C Br1 0.98 3.12 3.717(7) 120.8 2_766
C10 H10B Br4 0.98 3.02 3.950(7) 158.2 1_554
C10 H10B Br5 0.98 3.02 3.922(7) 153.5 1_554
C19 H19B Br1 0.98 3.03 3.921(17) 152.3 1_545
C20 H20C Br2 0.98 3.09 3.997(16) 154.1 .

_refine_diff_density_max         2.293
_refine_diff_density_min         -5.734
_refine_diff_density_rms         0.400

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17122
_database_code_depnum_ccdc_archive 'CCDC 1524984'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H8 Cl2 Hg N2 O'
_chemical_formula_weight         407.64
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.177(5)
_cell_length_b                   12.427(4)
_cell_length_c                   7.338(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.362(12)
_cell_angle_gamma                90
_cell_volume                     1005.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9957
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      36.08
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.692
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.703
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.033
_exptl_absorpt_coefficient_mu    15.795
_shelx_estimated_absorpt_T_min   0.032
_shelx_estimated_absorpt_T_max   0.624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.405
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34022
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.469
_diffrn_reflns_theta_max         36.169
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4784
_reflns_number_gt                4080
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0154P)²+0.6134P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         4784
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_ref         0.0399
_refine_ls_wR_factor_gt          0.0382
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.05736(2) 0.33051(2) 0.53461(2) 0.01286(2) Uani 1 1 d . . . . .
Cl1 Cl 0.16619(5) 0.48246(4) 0.47760(8) 0.01831(10) Uani 1 1 d . . . . .
Cl2 Cl -0.07484(5) 0.20655(4) 0.63035(7) 0.01617(10) Uani 1 1 d . . . . .
O1 O 0.19161(14) 0.21507(12) 0.3588(2) 0.0139(3) Uani 1 1 d . . . . .
N1 N 0.24924(16) 0.12685(15) 0.4234(2) 0.0122(3) Uani 1 1 d . . . . .
N2 N 0.55472(16) 0.13959(16) 0.3417(3) 0.0144(3) Uani 1 1 d . . . . .
C1 C 0.36417(19) 0.11073(17) 0.4270(3) 0.0127(4) Uani 1 1 d . . . . .
H1A H 0.3948 0.0419 0.4673 0.015 Uiso 1 1 calc R U . . .
C2 C 0.45134(19) 0.18816(17) 0.3750(3) 0.0126(4) Uani 1 1 d . . . . .
C3 C 0.4349(2) 0.29919(18) 0.3722(3) 0.0148(4) Uani 1 1 d . . . . .
H3A H 0.3605 0.3299 0.3932 0.018 Uiso 1 1 calc R U . . .
C4 C 0.5303(2) 0.36410(19) 0.3376(3) 0.0166(4) Uani 1 1 d . . . . .
H4A H 0.5237 0.4403 0.3402 0.020 Uiso 1 1 calc R U . . .
C5 C 0.6353(2) 0.31539(18) 0.2993(3) 0.0171(4) Uani 1 1 d . . . . .
H5A H 0.7012 0.3576 0.2729 0.021 Uiso 1 1 calc R U . . .
C6 C 0.6420(2) 0.20404(19) 0.3002(3) 0.0151(4) Uani 1 1 d . . . . .
H6A H 0.7131 0.1716 0.2695 0.018 Uiso 1 1 calc R U . . .
C7 C 0.1728(2) 0.04384(19) 0.4878(3) 0.0182(4) Uani 1 1 d . . . . .
H7A H 0.0891 0.0699 0.4750 0.027 Uiso 1 1 calc R U . . .
H7B H 0.1753 -0.0215 0.4137 0.027 Uiso 1 1 calc R U . . .
H7C H 0.2029 0.0275 0.6178 0.027 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 Cl1 2.3207(8) . ?
Hg1 Cl2 2.3211(8) . ?
Hg1 O1 2.5696(17) . ?
Hg1 O1 2.6593(17) 4_566 ?
O1 N1 1.320(2) . ?
O1 Hg1 2.6594(17) 4_565 ?
N1 C1 1.296(3) . ?
N1 C7 1.466(3) . ?
N2 C6 1.335(3) . ?
N2 C2 1.360(3) . ?
C1 C2 1.463(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.392(3) . ?
C3 C4 1.393(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.389(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
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
Cl1 Hg1 Cl2 166.58(2) . . ?
Cl1 Hg1 O1 89.87(5) . . ?
Cl2 Hg1 O1 103.52(5) . . ?
Cl1 Hg1 O1 95.66(4) . 4_566 ?
Cl2 Hg1 O1 83.23(4) . 4_566 ?
O1 Hg1 O1 92.27(5) . 4_566 ?
N1 O1 Hg1 125.04(12) . . ?
N1 O1 Hg1 108.40(12) . 4_565 ?
Hg1 O1 Hg1 106.11(6) . 4_565 ?
C1 N1 O1 124.04(18) . . ?
C1 N1 C7 120.83(18) . . ?
O1 N1 C7 115.10(17) . . ?
C6 N2 C2 116.6(2) . . ?
N1 C1 C2 126.35(19) . . ?
N1 C1 H1A 116.8 . . ?
C2 C1 H1A 116.8 . . ?
N2 C2 C3 123.5(2) . . ?
N2 C2 C1 112.08(18) . . ?
C3 C2 C1 124.3(2) . . ?
C2 C3 C4 118.2(2) . . ?
C2 C3 H3A 120.9 . . ?
C4 C3 H3A 120.9 . . ?
C5 C4 C3 118.8(2) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
C6 C5 C4 118.8(2) . . ?
C6 C5 H5A 120.6 . . ?
C4 C5 H5A 120.6 . . ?
N2 C6 C5 124.0(2) . . ?
N2 C6 H6A 118.0 . . ?
C5 C6 H6A 118.0 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 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
Hg1 O1 N1 C1 -127.44(17) . . . . ?
Hg1 O1 N1 C1 106.36(19) 4_565 . . . ?
Hg1 O1 N1 C7 54.4(2) . . . . ?
Hg1 O1 N1 C7 -71.75(18) 4_565 . . . ?
O1 N1 C1 C2 4.9(3) . . . . ?
C7 N1 C1 C2 -177.0(2) . . . . ?
C6 N2 C2 C3 -1.6(3) . . . . ?
C6 N2 C2 C1 -177.46(18) . . . . ?
N1 C1 C2 N2 -162.0(2) . . . . ?
N1 C1 C2 C3 22.2(3) . . . . ?
N2 C2 C3 C4 -1.5(3) . . . . ?
C1 C2 C3 C4 173.8(2) . . . . ?
C2 C3 C4 C5 2.9(3) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C2 N2 C6 C5 3.6(3) . . . . ?
C4 C5 C6 N2 -2.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A N2 0.95 2.67 3.589(3) 163.6 3_656
C3 H3A O1 0.95 2.35 2.900(3) 116.6 .
C5 H5A Cl1 0.95 2.94 3.568(2) 125.2 3_666
C5 H5A Cl2 0.95 2.97 3.663(3) 130.4 4_665
C7 H7A Cl2 0.98 2.87 3.713(3) 145.0 .
C7 H7B Cl2 0.98 2.56 3.365(3) 139.8 3_556
C7 H7C Cl1 0.98 2.74 3.622(3) 150.0 4_566

_refine_diff_density_max         1.223
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.165

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17109
_database_code_depnum_ccdc_archive 'CCDC 1524989'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H14 Hg2 I4 N2 O'
_chemical_formula_weight         1087.01
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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.936(4)
_cell_length_b                   13.151(6)
_cell_length_c                   9.486(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.655(14)
_cell_angle_gamma                90
_cell_volume                     996.3(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    110
_cell_measurement_reflns_used    8412
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      30.36
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.623
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    21.583
_shelx_estimated_absorpt_T_min   0.072
_shelx_estimated_absorpt_T_max   0.302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3308
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17724
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.402
_diffrn_reflns_theta_max         30.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5932
_reflns_number_gt                5489
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.998
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0408P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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 
;
 Refined as an inversion twin.
;

_refine_ls_abs_structure_Flack   0.032(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5932
_refine_ls_number_parameters     176
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.34333(7) 0.15786(4) 0.81533(7) 0.01595(13) Uani 1 1 d . . . . .
Hg2 Hg 0.38440(8) -0.14757(4) 0.84428(8) 0.02083(15) Uani 1 1 d . . . . .
I1 I 0.32770(16) 0.30668(8) 0.62715(14) 0.0281(3) Uani 1 1 d . . . . .
I2 I 0.52159(13) 0.05021(8) 1.07178(12) 0.0195(2) Uani 1 1 d . . . . .
I3 I 0.09381(15) -0.17717(9) 0.83709(17) 0.0325(3) Uani 1 1 d . . . . .
I4 I 0.66109(14) -0.17259(8) 0.82094(14) 0.0239(2) Uani 1 1 d . . . . .
O1 O 0.2681(12) 0.0089(8) 0.6378(12) 0.014(2) Uani 1 1 d . . . . .
N1 N 0.0612(15) 0.1091(9) 0.7542(15) 0.014(2) Uani 1 1 d . . . . .
N2 N 0.1300(15) 0.0106(9) 0.5023(13) 0.011(2) Uani 1 1 d . U . . .
C1 C -0.0098(19) 0.0472(11) 0.4865(18) 0.015(3) Uani 1 1 d . . . . .
H1A H -0.0950 0.0549 0.3814 0.018 Uiso 1 1 calc R U . . .
C2 C -0.0538(18) 0.0789(10) 0.6139(17) 0.014(3) Uani 1 1 d D U . . .
C3 C -0.2241(19) 0.0747(11) 0.573(2) 0.020(3) Uani 1 1 d D U . . .
H3A H -0.3026 0.0565 0.4687 0.024 Uiso 1 1 calc R U . . .
C4 C -0.2775(19) 0.0974(12) 0.6859(16) 0.017(3) Uani 1 1 d D U . . .
H4A H -0.3930 0.0960 0.6612 0.021 Uiso 1 1 calc R U . . .
C5 C -0.1562(16) 0.1223(12) 0.8369(16) 0.018(3) Uani 1 1 d D U . . .
H5A H -0.1862 0.1338 0.9198 0.021 Uiso 1 1 calc R U . . .
C6 C 0.0085(18) 0.1300(11) 0.8635(18) 0.015(3) Uani 1 1 d D U . . .
H6A H 0.0894 0.1513 0.9649 0.018 Uiso 1 1 calc R U . . .
C7 C 0.1531(15) -0.0285(9) 0.3639(16) 0.013(3) Uani 1 1 d D . . . .
C8 C 0.191(3) -0.1408(12) 0.399(2) 0.031(4) Uani 1 1 d D . . . .
H8A H 0.1034 -0.1719 0.4207 0.047 Uiso 1 1 calc R U . . .
H8B H 0.2996 -0.1487 0.4918 0.047 Uiso 1 1 calc R U . . .
H8C H 0.1937 -0.1743 0.3083 0.047 Uiso 1 1 calc R U . . .
C9 C 0.305(3) 0.0246(17) 0.370(2) 0.048(7) Uani 1 1 d D . . . .
H9A H 0.3239 0.0024 0.2808 0.072 Uiso 1 1 calc R U . . .
H9B H 0.4025 0.0078 0.4690 0.072 Uiso 1 1 calc R U . . .
H9C H 0.2861 0.0983 0.3638 0.072 Uiso 1 1 calc R U . . .
C10 C -0.002(2) -0.0154(16) 0.2086(19) 0.033(5) Uani 1 1 d D . . . .
H10A H -0.0940 -0.0548 0.2102 0.050 Uiso 1 1 calc R U . . .
H10B H 0.0212 -0.0396 0.1225 0.050 Uiso 1 1 calc R U . . .
H10C H -0.0326 0.0567 0.1924 0.050 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 N1 2.407(12) . ?
Hg1 O1 2.472(10) . ?
Hg1 I1 2.6101(14) . ?
Hg1 I2 2.6425(14) . ?
Hg2 I3 2.5962(16) . ?
Hg2 I4 2.6004(15) . ?
Hg2 I2 3.2483(16) . ?
O1 N2 1.324(15) . ?
N1 C2 1.326(19) . ?
N1 C6 1.345(17) . ?
N2 C1 1.283(19) . ?
N2 C7 1.509(17) . ?
C1 C2 1.489(19) . ?
C1 H1A 0.9500 . ?
C2 C3 1.392(16) . ?
C3 C4 1.390(15) . ?
C3 H3A 0.9500 . ?
C4 C5 1.393(15) . ?
C4 H4A 0.9500 . ?
C5 C6 1.381(15) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C9 1.501(17) . ?
C7 C10 1.511(17) . ?
C7 C8 1.518(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
N1 Hg1 O1 71.9(3) . . ?
N1 Hg1 I1 107.8(3) . . ?
O1 Hg1 I1 102.3(2) . . ?
N1 Hg1 I2 102.3(3) . . ?
O1 Hg1 I2 94.0(2) . . ?
I1 Hg1 I2 148.93(5) . . ?
I3 Hg2 I4 163.10(5) . . ?
I3 Hg2 I2 102.27(4) . . ?
I4 Hg2 I2 93.90(4) . . ?
Hg1 I2 Hg2 85.72(4) . . ?
N2 O1 Hg1 119.9(8) . . ?
C2 N1 C6 117.0(13) . . ?
C2 N1 Hg1 125.3(9) . . ?
C6 N1 Hg1 116.8(9) . . ?
C1 N2 O1 123.7(11) . . ?
C1 N2 C7 122.1(12) . . ?
O1 N2 C7 114.0(10) . . ?
N2 C1 C2 127.4(14) . . ?
N2 C1 H1A 116.3 . . ?
C2 C1 H1A 116.3 . . ?
N1 C2 C3 123.4(12) . . ?
N1 C2 C1 122.1(13) . . ?
C3 C2 C1 114.5(13) . . ?
C4 C3 C2 119.1(14) . . ?
C4 C3 H3A 120.5 . . ?
C2 C3 H3A 120.5 . . ?
C3 C4 C5 117.8(14) . . ?
C3 C4 H4A 121.1 . . ?
C5 C4 H4A 121.1 . . ?
C6 C5 C4 118.6(13) . . ?
C6 C5 H5A 120.7 . . ?
C4 C5 H5A 120.7 . . ?
N1 C6 C5 123.8(14) . . ?
N1 C6 H6A 118.1 . . ?
C5 C6 H6A 118.1 . . ?
C9 C7 N2 106.3(11) . . ?
C9 C7 C10 113.5(15) . . ?
N2 C7 C10 112.8(11) . . ?
C9 C7 C8 109.8(15) . . ?
N2 C7 C8 104.0(11) . . ?
C10 C7 C8 110.0(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
Hg1 O1 N2 C1 -41.5(16) . . . . ?
Hg1 O1 N2 C7 134.9(8) . . . . ?
O1 N2 C1 C2 -10(2) . . . . ?
C7 N2 C1 C2 173.7(12) . . . . ?
C6 N1 C2 C3 4(2) . . . . ?
Hg1 N1 C2 C3 -164.1(11) . . . . ?
C6 N1 C2 C1 -176.0(13) . . . . ?
Hg1 N1 C2 C1 15.6(19) . . . . ?
N2 C1 C2 N1 26(2) . . . . ?
N2 C1 C2 C3 -154.1(14) . . . . ?
N1 C2 C3 C4 -4(2) . . . . ?
C1 C2 C3 C4 176.5(14) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C3 C4 C5 C6 4(2) . . . . ?
C2 N1 C6 C5 0(2) . . . . ?
Hg1 N1 C6 C5 169.1(11) . . . . ?
C4 C5 C6 N1 -4(2) . . . . ?
C1 N2 C7 C9 127.5(16) . . . . ?
O1 N2 C7 C9 -49.0(17) . . . . ?
C1 N2 C7 C10 2.4(19) . . . . ?
O1 N2 C7 C10 -174.0(13) . . . . ?
C1 N2 C7 C8 -116.7(15) . . . . ?
O1 N2 C7 C8 66.9(14) . . . . ?

_refine_diff_density_max         5.161
_refine_diff_density_min         -2.098
_refine_diff_density_rms         0.385

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17143
_database_code_depnum_ccdc_archive 'CCDC 1524986'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H8 Hg2 I4 N2 O'
_chemical_formula_weight         1044.93
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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   25.096(4)
_cell_length_b                   4.3521(8)
_cell_length_c                   30.983(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.799(12)
_cell_angle_gamma                90
_cell_volume                     3324.1(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      32.79
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    4.176
_exptl_crystal_F_000             3552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.466
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    25.866
_shelx_estimated_absorpt_T_min   0.029
_shelx_estimated_absorpt_T_max   0.448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3074
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41441
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         1.652
_diffrn_reflns_theta_max         33.003
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6254
_reflns_number_gt                5642
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0467P)²+135.6126P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         6254
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1079
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.46275(2) 0.23865(8) 0.63037(2) 0.01928(8) Uani 1 1 d . . . . .
Hg2 Hg 0.77783(2) 0.50591(7) 0.63761(2) 0.01697(7) Uani 1 1 d . . . . .
I1 I 0.47485(2) 0.59804(12) 0.56514(2) 0.01671(10) Uani 1 1 d . . . . .
I2 I 0.43354(2) -0.11183(13) 0.69023(2) 0.01859(11) Uani 1 1 d . . . . .
I3 I 0.81953(2) 0.85959(12) 0.58371(2) 0.01517(10) Uani 1 1 d . . . . .
I4 I 0.76185(2) 0.11946(12) 0.69946(2) 0.01470(10) Uani 1 1 d . . . . .
O1 O 0.5652(2) 0.1380(15) 0.6568(2) 0.0190(11) Uani 1 1 d . . . . .
N1 N 0.5989(3) 0.3617(18) 0.6667(2) 0.0174(13) Uani 1 1 d . . . . .
N2 N 0.6847(2) 0.4257(17) 0.5864(2) 0.0146(12) Uani 1 1 d . . . . .
C1 C 0.6340(3) 0.445(2) 0.6429(2) 0.0155(14) Uani 1 1 d . . . . .
H1A H 0.6579 0.6060 0.6545 0.019 Uiso 1 1 calc R U . . .
C2 C 0.6409(3) 0.3201(18) 0.6007(3) 0.0131(12) Uani 1 1 d . . . . .
C3 C 0.6043(3) 0.1158(18) 0.5763(3) 0.0158(13) Uani 1 1 d . . . . .
H3A H 0.5743 0.0392 0.5877 0.019 Uiso 1 1 calc R U . . .
C4 C 0.6128(4) 0.026(2) 0.5348(3) 0.0242(17) Uani 1 1 d . . . . .
H4A H 0.5895 -0.1187 0.5177 0.029 Uiso 1 1 calc R U . . .
C5 C 0.6565(3) 0.155(2) 0.5191(3) 0.0190(15) Uani 1 1 d . . . . .
H5A H 0.6615 0.1130 0.4901 0.023 Uiso 1 1 calc R U . . .
C6 C 0.6922(3) 0.343(2) 0.5463(3) 0.0186(15) Uani 1 1 d . . . . .
H6A H 0.7233 0.4163 0.5362 0.022 Uiso 1 1 calc R U . . .
C7 C 0.5972(4) 0.519(2) 0.7088(3) 0.0235(17) Uani 1 1 d . . . . .
H7A H 0.6241 0.6850 0.7133 0.035 Uiso 1 1 calc R U . . .
H7B H 0.5609 0.6060 0.7079 0.035 Uiso 1 1 calc R U . . .
H7C H 0.6054 0.3717 0.7330 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 O1 2.586(6) . ?
Hg1 I2 2.6103(7) . ?
Hg1 I1 2.6177(7) . ?
Hg2 N2 2.591(7) . ?
Hg2 I3 2.6281(6) . ?
Hg2 I4 2.6364(6) . ?
O1 N1 1.287(10) . ?
N1 C1 1.301(10) . ?
N1 C7 1.481(11) . ?
N2 C6 1.338(10) . ?
N2 C2 1.343(9) . ?
C1 C2 1.455(11) . ?
C1 H1A 0.9500 . ?
C2 C3 1.394(11) . ?
C3 C4 1.399(12) . ?
C3 H3A 0.9500 . ?
C4 C5 1.395(13) . ?
C4 H4A 0.9500 . ?
C5 C6 1.378(12) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
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
O1 Hg1 I2 94.10(13) . . ?
O1 Hg1 I1 95.33(13) . . ?
I2 Hg1 I1 170.52(2) . . ?
N2 Hg2 I3 96.33(14) . . ?
N2 Hg2 I4 96.72(15) . . ?
I3 Hg2 I4 165.55(2) . . ?
N1 O1 Hg1 121.1(5) . . ?
O1 N1 C1 123.9(7) . . ?
O1 N1 C7 115.8(7) . . ?
C1 N1 C7 120.3(8) . . ?
C6 N2 C2 118.7(7) . . ?
C6 N2 Hg2 109.8(5) . . ?
C2 N2 Hg2 122.9(5) . . ?
N1 C1 C2 127.8(8) . . ?
N1 C1 H1A 116.1 . . ?
C2 C1 H1A 116.1 . . ?
N2 C2 C3 122.3(7) . . ?
N2 C2 C1 114.4(7) . . ?
C3 C2 C1 123.2(7) . . ?
C2 C3 C4 118.7(8) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 118.1(8) . . ?
C5 C4 H4A 120.9 . . ?
C3 C4 H4A 120.9 . . ?
C6 C5 C4 119.3(8) . . ?
C6 C5 H5A 120.3 . . ?
C4 C5 H5A 120.3 . . ?
N2 C6 C5 122.6(7) . . ?
N2 C6 H6A 118.7 . . ?
C5 C6 H6A 118.7 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 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
Hg1 O1 N1 C1 -108.5(8) . . . . ?
Hg1 O1 N1 C7 73.8(8) . . . . ?
O1 N1 C1 C2 3.3(13) . . . . ?
C7 N1 C1 C2 -179.0(8) . . . . ?
C6 N2 C2 C3 3.1(12) . . . . ?
Hg2 N2 C2 C3 -141.3(6) . . . . ?
C6 N2 C2 C1 -174.8(7) . . . . ?
Hg2 N2 C2 C1 40.7(9) . . . . ?
N1 C1 C2 N2 -172.4(8) . . . . ?
N1 C1 C2 C3 9.7(13) . . . . ?
N2 C2 C3 C4 -2.1(12) . . . . ?
C1 C2 C3 C4 175.7(8) . . . . ?
C2 C3 C4 C5 -2.3(12) . . . . ?
C3 C4 C5 C6 5.6(13) . . . . ?
C2 N2 C6 C5 0.4(13) . . . . ?
Hg2 N2 C6 C5 149.2(7) . . . . ?
C4 C5 C6 N2 -4.8(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3A I1 0.95 3.12 3.916(8) 142.2 1_545
C3 H3A O1 0.95 2.24 2.846(10) 121.1 .
C5 H5A I3 0.95 3.18 4.031(8) 150.5 7_656
C6 H6A I3 0.95 3.22 3.903(9) 130.1 .

_refine_diff_density_max         1.503
_refine_diff_density_min         -2.976
_refine_diff_density_rms         0.379

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17144
_database_code_depnum_ccdc_archive 'CCDC 1524988'
_audit_update_record             
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H14 Cl4 Hg2 N2 O'
_chemical_formula_weight         721.21
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.292(3)
_cell_length_b                   16.703(5)
_cell_length_c                   11.941(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.668(9)
_cell_angle_gamma                90
_cell_volume                     1653.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      36.95
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.898
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.194
_exptl_absorpt_coefficient_mu    19.189
_shelx_estimated_absorpt_T_min   0.071
_shelx_estimated_absorpt_T_max   0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4362
_exptl_absorpt_correction_T_max  0.7473
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33394
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.097
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3612
_reflns_number_gt                3371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0442P)²+4.0600P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         3612
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.353
_refine_ls_restrained_S_all      1.353
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg2 Hg 0.89474(3) 0.52763(2) 0.63478(2) 0.01141(10) Uani 1 1 d . . . . .
Cl1 Cl 0.88028(18) 0.58701(9) 0.45119(12) 0.0121(3) Uani 1 1 d . . . . .
Cl2 Cl 1.11097(18) 0.60597(9) 0.74467(13) 0.0139(3) Uani 1 1 d . . . . .
O1 O 0.6630(5) 0.5907(3) 0.7144(4) 0.0120(9) Uani 1 1 d . . . . .
N1 N 0.6915(6) 0.6097(3) 0.8202(4) 0.0088(10) Uani 1 1 d . . . . .
N2 N 0.8293(6) 0.4462(3) 0.7755(5) 0.0116(11) Uani 1 1 d . . . . .
C1 C 0.7493(7) 0.5607(4) 0.8952(5) 0.0116(12) Uani 1 1 d . . . . .
H1A H 0.7654 0.5818 0.9686 0.014 Uiso 1 1 calc R U . . .
C2 C 0.7930(8) 0.4762(4) 0.8800(6) 0.0120(13) Uani 1 1 d . . . . .
C3 C 0.7959(8) 0.4269(4) 0.9724(6) 0.0183(14) Uani 1 1 d . . . . .
H3A H 0.7763 0.4487 1.0442 0.022 Uiso 1 1 calc R U . . .
C4 C 0.8266(8) 0.3467(4) 0.9620(6) 0.0193(14) Uani 1 1 d . . . . .
H4A H 0.8272 0.3126 1.0257 0.023 Uiso 1 1 calc R U . . .
C5 C 0.8569(8) 0.3160(4) 0.8563(6) 0.0193(15) Uani 1 1 d . . . . .
H5A H 0.8752 0.2604 0.8463 0.023 Uiso 1 1 calc R U . . .
C6 C 0.8599(7) 0.3675(4) 0.7670(6) 0.0156(13) Uani 1 1 d . . . . .
H6A H 0.8847 0.3465 0.6957 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6560(8) 0.6980(4) 0.8447(5) 0.0123(12) Uani 1 1 d . . . . .
C8 C 0.6714(9) 0.7150(4) 0.9710(6) 0.0178(14) Uani 1 1 d . . . . .
H8A H 0.7821 0.7040 0.9975 0.027 Uiso 1 1 calc R U . . .
H8B H 0.6452 0.7712 0.9851 0.027 Uiso 1 1 calc R U . . .
H8C H 0.5966 0.6805 1.0109 0.027 Uiso 1 1 calc R U . . .
C9 C 0.4853(7) 0.7144(4) 0.8010(6) 0.0200(15) Uani 1 1 d . . . . .
H9A H 0.4089 0.6828 0.8439 0.030 Uiso 1 1 calc R U . . .
H9B H 0.4610 0.7715 0.8093 0.030 Uiso 1 1 calc R U . . .
H9C H 0.4759 0.6995 0.7217 0.030 Uiso 1 1 calc R U . . .
C10 C 0.7796(8) 0.7457(4) 0.7809(6) 0.0166(13) Uani 1 1 d . . . . .
H10A H 0.8881 0.7337 0.8111 0.025 Uiso 1 1 calc R U . . .
H10B H 0.7726 0.7311 0.7014 0.025 Uiso 1 1 calc R U . . .
H10C H 0.7577 0.8030 0.7889 0.025 Uiso 1 1 calc R U . . .
Hg1 Hg 0.38316(3) 0.52213(2) 0.65357(2) 0.01225(10) Uani 1 1 d . . . . .
Cl3 Cl 0.40660(19) 0.44224(10) 0.81273(13) 0.0163(3) Uani 1 1 d . . . . .
Cl4 Cl 0.3779(2) 0.59439(10) 0.48610(13) 0.0173(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg2 N2 2.240(5) . ?
Hg2 Cl1 2.4060(15) . ?
Hg2 O1 2.411(4) . ?
Hg2 Cl2 2.5519(16) . ?
Hg2 Cl1 2.8831(16) 3_766 ?
Cl1 Hg2 2.8831(16) 3_766 ?
Cl2 Hg1 2.8952(17) 1_655 ?
O1 N1 1.318(6) . ?
N1 C1 1.295(8) . ?
N1 C7 1.533(8) . ?
N2 C6 1.343(8) . ?
N2 C2 1.386(8) . ?
C1 C2 1.470(8) . ?
C1 H1A 0.9500 . ?
C2 C3 1.377(9) . ?
C3 C4 1.370(9) . ?
C3 H3A 0.9500 . ?
C4 C5 1.391(10) . ?
C4 H4A 0.9500 . ?
C5 C6 1.371(9) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C9 1.519(9) . ?
C7 C10 1.521(9) . ?
C7 C8 1.536(9) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
Hg1 Cl3 2.3257(16) . ?
Hg1 Cl4 2.3351(16) . ?
Hg1 Cl2 2.8952(17) 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
N2 Hg2 Cl1 157.94(14) . . ?
N2 Hg2 O1 75.91(17) . . ?
Cl1 Hg2 O1 99.20(11) . . ?
N2 Hg2 Cl2 96.17(14) . . ?
Cl1 Hg2 Cl2 105.83(5) . . ?
O1 Hg2 Cl2 97.43(11) . . ?
N2 Hg2 Cl1 92.14(14) . 3_766 ?
Cl1 Hg2 Cl1 87.99(5) . 3_766 ?
O1 Hg2 Cl1 164.18(11) . 3_766 ?
Cl2 Hg2 Cl1 94.09(5) . 3_766 ?
Hg2 Cl1 Hg2 92.01(5) . 3_766 ?
Hg2 Cl2 Hg1 95.89(5) . 1_655 ?
N1 O1 Hg2 111.1(3) . . ?
C1 N1 O1 124.3(5) . . ?
C1 N1 C7 123.1(5) . . ?
O1 N1 C7 112.6(5) . . ?
C6 N2 C2 117.9(6) . . ?
C6 N2 Hg2 119.2(4) . . ?
C2 N2 Hg2 121.3(4) . . ?
N1 C1 C2 127.5(6) . . ?
N1 C1 H1A 116.2 . . ?
C2 C1 H1A 116.2 . . ?
C3 C2 N2 120.4(6) . . ?
C3 C2 C1 118.3(6) . . ?
N2 C2 C1 121.3(6) . . ?
C4 C3 C2 120.8(6) . . ?
C4 C3 H3A 119.6 . . ?
C2 C3 H3A 119.6 . . ?
C3 C4 C5 118.8(6) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
C6 C5 C4 118.9(6) . . ?
C6 C5 H5A 120.6 . . ?
C4 C5 H5A 120.6 . . ?
N2 C6 C5 123.2(6) . . ?
N2 C6 H6A 118.4 . . ?
C5 C6 H6A 118.4 . . ?
C9 C7 C10 111.6(6) . . ?
C9 C7 N1 106.9(5) . . ?
C10 C7 N1 105.8(5) . . ?
C9 C7 C8 110.7(5) . . ?
C10 C7 C8 111.0(5) . . ?
N1 C7 C8 110.7(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Cl3 Hg1 Cl4 174.53(6) . . ?
Cl3 Hg1 Cl2 91.03(5) . 1_455 ?
Cl4 Hg1 Cl2 94.38(5) . 1_455 ?

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
Hg2 O1 N1 C1 -50.5(6) . . . . ?
Hg2 O1 N1 C7 126.9(4) . . . . ?
O1 N1 C1 C2 -0.6(10) . . . . ?
C7 N1 C1 C2 -177.7(6) . . . . ?
C6 N2 C2 C3 2.9(9) . . . . ?
Hg2 N2 C2 C3 -162.4(5) . . . . ?
C6 N2 C2 C1 -176.6(6) . . . . ?
Hg2 N2 C2 C1 18.1(8) . . . . ?
N1 C1 C2 C3 -156.7(6) . . . . ?
N1 C1 C2 N2 22.8(10) . . . . ?
N2 C2 C3 C4 -3.3(10) . . . . ?
C1 C2 C3 C4 176.2(6) . . . . ?
C2 C3 C4 C5 0.8(10) . . . . ?
C3 C4 C5 C6 2.0(10) . . . . ?
C2 N2 C6 C5 -0.1(9) . . . . ?
Hg2 N2 C6 C5 165.6(5) . . . . ?
C4 C5 C6 N2 -2.4(10) . . . . ?
C1 N1 C7 C9 -130.0(6) . . . . ?
O1 N1 C7 C9 52.6(6) . . . . ?
C1 N1 C7 C10 110.9(6) . . . . ?
O1 N1 C7 C10 -66.5(6) . . . . ?
C1 N1 C7 C8 -9.3(8) . . . . ?
O1 N1 C7 C8 173.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3A Cl2 0.95 2.82 3.487(7) 128.5 3_767
C3 H3A Cl3 0.95 2.95 3.799(7) 149.8 3_667
C5 H5A Cl2 0.95 2.80 3.722(7) 163.4 2_746
C6 H6A Cl1 0.95 2.88 3.512(7) 124.9 3_766
C8 H8C Cl3 0.98 2.94 3.752(7) 141.0 3_667
C10 H10A Cl2 0.98 2.95 3.641(7) 128.7 .
C10 H10C Cl1 0.98 2.84 3.542(7) 129.5 4_576
C10 H10C Cl3 0.98 2.94 3.783(7) 144.8 2_656

_refine_diff_density_max         2.492
_refine_diff_density_min         -2.312
_refine_diff_density_rms         0.485

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
