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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409084'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(m2-chloro)-(acridine)-cadmium)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Cd Cl2 N'
_chemical_formula_sum            'C13 H9 Cd Cl2 N'
_chemical_formula_weight         362.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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                   18.041(2)
_cell_length_b                   10.0013(13)
_cell_length_c                   7.0529(9)
_cell_angle_alpha                90
_cell_angle_beta                 111.642(5)
_cell_angle_gamma                90
_cell_volume                     1182.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2229
_cell_measurement_theta_min      2.371
_cell_measurement_theta_max      33.047

_exptl_crystal_description       needle-like
_exptl_crystal_colour            green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.032
_exptl_absorpt_coefficient_mu    2.269
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            22730
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_av_R_equivalents  0.0978
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.371
_diffrn_reflns_theta_max         33.047
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2229
_reflns_number_gt                1951
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.1504P)²+44.1491P] 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         2229
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0822
_refine_ls_wR_factor_ref         0.2627
_refine_ls_wR_factor_gt          0.2544
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_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
Cd1 Cd 0.5000 0.57395(6) 0.7500 0.0139(2) Uani 1 2 d S T P . .
Cl1 Cl 0.40735(13) 0.43135(19) 0.4712(3) 0.0213(4) Uani 1 1 d . . . . .
N1 N 0.5000 0.8013(8) 0.7500 0.0116(13) Uani 1 2 d S T P . .
C1 C 0.5657(4) 0.8700(7) 0.8649(10) 0.0143(11) Uani 1 1 d . . . . .
C2 C 0.6352(5) 0.7994(8) 0.9889(12) 0.0197(13) Uani 1 1 d . . . . .
H2 H 0.6348 0.7064 0.9906 0.024 Uiso 1 1 calc R U . . .
C6 C 0.5682(4) 1.0129(7) 0.8672(10) 0.0141(11) Uani 1 1 d . . . . .
C3 C 0.7025(5) 0.8669(8) 1.1055(12) 0.0204(14) Uani 1 1 d . . . . .
H3 H 0.7472 0.8190 1.1861 0.025 Uiso 1 1 calc R U . . .
C5 C 0.6398(5) 1.0804(8) 0.9901(12) 0.0198(14) Uani 1 1 d . . . . .
H5 H 0.6415 1.1733 0.9911 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7055(5) 1.0094(9) 1.1058(12) 0.0205(14) Uani 1 1 d . . . . .
H4 H 0.7520 1.0537 1.1845 0.025 Uiso 1 1 calc R U . . .
C7 C 0.5000 1.0823(10) 0.7500 0.0163(17) Uani 1 2 d S T P . .
H7 H 0.5000 1.1753 0.7500 0.020 Uiso 1 2 calc R U P . .


_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
Cd1 N1 2.274(8) . ?
Cd1 Cl1 2.504(2) . ?
Cd1 Cl1 2.5039(19) 2_656 ?
Cd1 Cl1 2.675(2) 6_566 ?
Cd1 Cl1 2.675(2) 5_666 ?
Cl1 Cd1 2.675(2) 5_666 ?
N1 C1 1.351(8) . ?
N1 C1 1.351(8) 2_656 ?
C1 C2 1.424(10) . ?
C1 C6 1.429(10) . ?
C2 C3 1.368(11) . ?
C2 H2 0.9300 . ?
C6 C7 1.389(8) . ?
C6 C5 1.432(10) . ?
C3 C4 1.426(12) . ?
C3 H3 0.9300 . ?
C5 C4 1.365(12) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C7 C6 1.389(8) 2_656 ?
C7 H7 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 Cl1 124.72(5) . . ?
N1 Cd1 Cl1 124.72(5) . 2_656 ?
Cl1 Cd1 Cl1 110.55(10) . 2_656 ?
N1 Cd1 Cl1 91.14(4) . 6_566 ?
Cl1 Cd1 Cl1 93.84(7) . 6_566 ?
Cl1 Cd1 Cl1 84.86(7) 2_656 6_566 ?
N1 Cd1 Cl1 91.14(4) . 5_666 ?
Cl1 Cd1 Cl1 84.86(7) . 5_666 ?
Cl1 Cd1 Cl1 93.84(7) 2_656 5_666 ?
Cl1 Cd1 Cl1 177.73(8) 6_566 5_666 ?
Cd1 Cl1 Cd1 95.14(7) . 5_666 ?
C1 N1 C1 118.8(8) . 2_656 ?
C1 N1 Cd1 120.6(4) . . ?
C1 N1 Cd1 120.6(4) 2_656 . ?
N1 C1 C2 119.7(6) . . ?
N1 C1 C6 122.2(6) . . ?
C2 C1 C6 118.1(6) . . ?
C3 C2 C1 120.7(7) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C7 C6 C1 118.4(6) . . ?
C7 C6 C5 121.9(7) . . ?
C1 C6 C5 119.7(6) . . ?
C2 C3 C4 121.3(7) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C4 C5 C6 120.5(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C4 C3 119.6(7) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C6 C7 C6 120.0(9) 2_656 . ?
C6 C7 H7 120.0 2_656 . ?
C6 C7 H7 120.0 . . ?

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
C1 N1 C1 C2 179.2(8) 2_656 . . . ?
Cd1 N1 C1 C2 -0.8(8) . . . . ?
C1 N1 C1 C6 -0.6(5) 2_656 . . . ?
Cd1 N1 C1 C6 179.4(5) . . . . ?
N1 C1 C2 C3 179.6(6) . . . . ?
C6 C1 C2 C3 -0.5(11) . . . . ?
N1 C1 C6 C7 1.3(9) . . . . ?
C2 C1 C6 C7 -178.6(6) . . . . ?
N1 C1 C6 C5 -179.3(6) . . . . ?
C2 C1 C6 C5 0.9(10) . . . . ?
C1 C2 C3 C4 -0.4(12) . . . . ?
C7 C6 C5 C4 179.1(6) . . . . ?
C1 C6 C5 C4 -0.3(11) . . . . ?
C6 C5 C4 C3 -0.6(12) . . . . ?
C2 C3 C4 C5 1.0(12) . . . . ?
C1 C6 C7 C6 -0.6(4) . . . 2_656 ?
C5 C6 C7 C6 179.9(8) . . . 2_656 ?

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
C2 H2 Cl1 0.93 2.89 3.792(8) 162.8 2_656

_refine_diff_density_max         8.077
_refine_diff_density_min         -2.027
_refine_diff_density_rms         0.454

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409085'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
catena-(bis(m2-bromo)-(acridine)-cadmium)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Br2 Cd N'
_chemical_formula_sum            'C13 H9 Br2 Cd N'
_chemical_formula_weight         451.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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'

_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                   18.1586(8)
_cell_length_b                   10.3322(5)
_cell_length_c                   7.2771(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.45(3)
_cell_angle_gamma                90
_cell_volume                     1279.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9256
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.344
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    7.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.661
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_reflns_number            6850
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1471
_reflns_number_gt                1111
_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       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    
;
ORTEP-3 for Windows (Farrugia, 1997), 
Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0367P)²+1.9236P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0010(2)
_refine_ls_number_reflns         1471
_refine_ls_number_parameters     68
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0713
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Cd1 Cd 0.0000 0.92475(3) 0.2500 0.03509(15) Uani 1 2 d S T P . .
Br1 Br 0.09653(2) 1.07598(4) 0.51856(6) 0.04099(15) Uani 1 1 d . . . . .
N1 N 0.0000 0.7033(4) 0.2500 0.0329(9) Uani 1 2 d S T P . .
C7 C 0.0000 0.4325(5) 0.2500 0.0388(13) Uani 1 2 d S T P . .
H7 H 0.0000 0.3425 0.2500 0.047 Uiso 1 2 calc R U P . .
C1 C -0.0644(2) 0.6369(4) 0.1362(5) 0.0327(8) Uani 1 1 d . . . . .
C5 C -0.1364(3) 0.4346(4) 0.0154(6) 0.0417(9) Uani 1 1 d . . . . .
H5 H -0.1382 0.3447 0.0141 0.050 Uiso 1 1 calc R U . . .
C6 C -0.0670(2) 0.4984(4) 0.1351(5) 0.0351(8) Uani 1 1 d . . . . .
C4 C -0.1995(2) 0.5019(5) -0.0960(6) 0.0486(11) Uani 1 1 d . . . . .
H4 H -0.2449 0.4588 -0.1719 0.058 Uiso 1 1 calc R U . . .
C2 C -0.1318(2) 0.7040(4) 0.0153(6) 0.0417(9) Uani 1 1 d . . . . .
H2 H -0.1316 0.7940 0.0130 0.050 Uiso 1 1 calc R U . . .
C3 C -0.1966(2) 0.6391(4) -0.0971(6) 0.0475(10) Uani 1 1 d . . . . .
H3 H -0.2400 0.6853 -0.1765 0.057 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
Cd1 N1 2.288(4) . ?
Cd1 Br1 2.6344(8) . ?
Cd1 Br1 2.6344(8) 2 ?
Cd1 Br1 2.8234(7) 6_575 ?
Cd1 Br1 2.8234(6) 5_576 ?
Br1 Cd1 2.8234(7) 5_576 ?
N1 C1 1.359(4) . ?
N1 C1 1.359(4) 2 ?
C7 C6 1.390(4) . ?
C7 C6 1.390(4) 2 ?
C7 H7 0.9300 . ?
C1 C2 1.415(5) . ?
C1 C6 1.432(5) . ?
C5 C4 1.344(6) . ?
C5 C6 1.419(5) . ?
C5 H5 0.9300 . ?
C4 C3 1.419(7) . ?
C4 H4 0.9300 . ?
C2 C3 1.353(5) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 Br1 126.380(15) . . ?
N1 Cd1 Br1 126.380(15) . 2 ?
Br1 Cd1 Br1 107.24(3) . 2 ?
N1 Cd1 Br1 89.845(11) . 6_575 ?
Br1 Cd1 Br1 93.054(13) . 6_575 ?
Br1 Cd1 Br1 87.130(13) 2 6_575 ?
N1 Cd1 Br1 89.845(11) . 5_576 ?
Br1 Cd1 Br1 87.130(13) . 5_576 ?
Br1 Cd1 Br1 93.054(13) 2 5_576 ?
Br1 Cd1 Br1 179.69(2) 6_575 5_576 ?
Cd1 Br1 Cd1 92.870(13) . 5_576 ?
C1 N1 C1 119.4(4) . 2 ?
C1 N1 Cd1 120.3(2) . . ?
C1 N1 Cd1 120.3(2) 2 . ?
C6 C7 C6 121.3(5) . 2 ?
C6 C7 H7 119.3 . . ?
C6 C7 H7 119.3 2 . ?
N1 C1 C2 120.3(3) . . ?
N1 C1 C6 121.8(3) . . ?
C2 C1 C6 117.9(3) . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 123.0(4) . . ?
C7 C6 C1 117.8(3) . . ?
C5 C6 C1 119.2(3) . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C1 C2 -179.4(4) 2 . . . ?
Cd1 N1 C1 C2 0.6(4) . . . . ?
C1 N1 C1 C6 1.1(2) 2 . . . ?
Cd1 N1 C1 C6 -178.9(2) . . . . ?
C6 C7 C6 C5 179.8(4) 2 . . . ?
C6 C7 C6 C1 1.0(2) 2 . . . ?
C4 C5 C6 C7 -178.9(3) . . . . ?
C4 C5 C6 C1 -0.1(6) . . . . ?
N1 C1 C6 C7 -2.1(4) . . . . ?
C2 C1 C6 C7 178.4(3) . . . . ?
N1 C1 C6 C5 179.0(3) . . . . ?
C2 C1 C6 C5 -0.5(5) . . . . ?
C6 C5 C4 C3 1.1(6) . . . . ?
N1 C1 C2 C3 -179.3(3) . . . . ?
C6 C1 C2 C3 0.2(6) . . . . ?
C1 C2 C3 C4 0.7(6) . . . . ?
C5 C4 C3 C2 -1.4(6) . . . . ?

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
C2 H2 Br1 0.93 3.01 3.918(4) 166.4 2

_refine_diff_density_max         0.851
_refine_diff_density_min         -1.509
_refine_diff_density_rms         0.377

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409086'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(m2-iodido)-(acridine)-cadmium)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Cd I2 N'
_chemical_formula_sum            'C13 H9 Cd I2 N'
_chemical_formula_weight         545.41

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'
Cd Cd -0.8075 1.2024 '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'

_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                   17.7013(8)
_cell_length_b                   10.7920(5)
_cell_length_c                   7.6053(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.355(2)
_cell_angle_gamma                90
_cell_volume                     1386.72(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.612
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.126
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    6.004
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5385
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'


_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            40004
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.239
_diffrn_reflns_theta_max         34.977
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3040
_reflns_number_gt                2539
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0344P)²+1.7995P] 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         3040
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0683
_refine_ls_wR_factor_gt          0.0642
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
C1 C 0.06163(13) 0.3510(2) 0.3630(3) 0.0202(4) Uani 1 1 d . . . . .
C6 C 0.06402(14) 0.4839(2) 0.3646(3) 0.0213(4) Uani 1 1 d . . . . .
C5 C 0.13123(16) 0.5459(2) 0.4839(4) 0.0276(5) Uani 1 1 d . . . . .
H5 H 0.1333 0.6320 0.4847 0.033 Uiso 1 1 calc R U . . .
C4 C 0.19184(16) 0.4805(3) 0.5956(4) 0.0313(6) Uani 1 1 d . . . . .
H4 H 0.2354 0.5218 0.6723 0.038 Uiso 1 1 calc R U . . .
C3 C 0.18919(16) 0.3487(3) 0.5962(4) 0.0318(6) Uani 1 1 d . . . . .
H3 H 0.2310 0.3047 0.6743 0.038 Uiso 1 1 calc R U . . .
C2 C 0.12624(16) 0.2860(2) 0.4842(4) 0.0286(5) Uani 1 1 d . . . . .
H2 H 0.1256 0.1999 0.4871 0.034 Uiso 1 1 calc R U . . .
C7 C 0.0000 0.5483(3) 0.2500 0.0235(6) Uani 1 2 d S T P . .
H7 H 0.0000 0.6345 0.2500 0.028 Uiso 1 2 calc R U P . .
N1 N 0.0000 0.2872(2) 0.2500 0.0200(5) Uani 1 2 d S T P . .
Cd1 Cd 0.0000 0.07441(2) 0.2500 0.01987(6) Uani 1 2 d S T P . .
I1 I 0.10399(2) 0.08768(2) -0.00010(2) 0.02275(5) 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
C1 N1 1.358(3) . ?
C1 C2 1.422(4) . ?
C1 C6 1.434(3) . ?
C6 C7 1.392(3) . ?
C6 C5 1.429(3) . ?
C5 C4 1.351(4) . ?
C5 H5 0.9300 . ?
C4 C3 1.423(4) . ?
C4 H4 0.9300 . ?
C3 C2 1.364(4) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C7 C6 1.392(3) 2 ?
C7 H7 0.9300 . ?
N1 C1 1.358(3) 2 ?
N1 Cd1 2.297(3) . ?
Cd1 I1 2.8237(2) 6_556 ?
Cd1 I1 2.8238(2) 5 ?
Cd1 I1 3.01915(18) . ?
Cd1 I1 3.01918(18) 2 ?
I1 Cd1 2.8237(2) 5 ?

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 C1 C2 119.9(2) . . ?
N1 C1 C6 121.9(2) . . ?
C2 C1 C6 118.2(2) . . ?
C7 C6 C5 122.1(2) . . ?
C7 C6 C1 118.5(2) . . ?
C5 C6 C1 119.4(2) . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C6 C7 C6 120.0(3) . 2 ?
C6 C7 H7 120.0 . . ?
C6 C7 H7 120.0 2 . ?
C1 N1 C1 119.0(3) . 2 ?
C1 N1 Cd1 120.48(14) . . ?
C1 N1 Cd1 120.48(14) 2 . ?
N1 Cd1 I1 128.280(6) . 6_556 ?
N1 Cd1 I1 128.280(6) . 5 ?
I1 Cd1 I1 103.440(11) 6_556 5 ?
N1 Cd1 I1 87.280(5) . . ?
I1 Cd1 I1 93.205(6) 6_556 . ?
I1 Cd1 I1 90.166(5) 5 . ?
N1 Cd1 I1 87.280(5) . 2 ?
I1 Cd1 I1 90.166(6) 6_556 2 ?
I1 Cd1 I1 93.204(6) 5 2 ?
I1 Cd1 I1 174.560(10) . 2 ?
Cd1 I1 Cd1 89.835(5) 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
N1 C1 C6 C7 1.7(3) . . . . ?
C2 C1 C6 C7 -178.3(2) . . . . ?
N1 C1 C6 C5 -178.75(19) . . . . ?
C2 C1 C6 C5 1.3(3) . . . . ?
C7 C6 C5 C4 178.9(2) . . . . ?
C1 C6 C5 C4 -0.6(4) . . . . ?
C6 C5 C4 C3 -0.3(4) . . . . ?
C5 C4 C3 C2 0.5(4) . . . . ?
C4 C3 C2 C1 0.3(4) . . . . ?
N1 C1 C2 C3 178.9(2) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C5 C6 C7 C6 179.7(2) . . . 2 ?
C1 C6 C7 C6 -0.81(13) . . . 2 ?
C2 C1 N1 C1 179.1(3) . . . 2 ?
C6 C1 N1 C1 -0.87(14) . . . 2 ?
C2 C1 N1 Cd1 -0.9(3) . . . . ?
C6 C1 N1 Cd1 179.13(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
C2 H2 I1 0.93 3.13 4.057(3) 173.6 6_556

_refine_diff_density_max         1.998
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.232

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409087'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(m2-chloro)-(phenazine)-cadmium)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Cd Cl2 N2'
_chemical_formula_sum            'C12 H8 Cd Cl2 N2'
_chemical_formula_weight         363.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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                   16.6766(9)
_cell_length_b                   10.0104(5)
_cell_length_c                   7.0588(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.055(2)
_cell_angle_gamma                90
_cell_volume                     1171.82(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.060
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.017
_exptl_absorpt_coefficient_mu    2.293
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6387
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'


_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            14520
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.376
_diffrn_reflns_theta_max         27.989
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1415
_reflns_number_gt                1265
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0455P)²+0.3529P] 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         1415
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0686
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
Cd1 Cd 0.0000 0.06552(3) 0.7500 0.01272(12) Uani 1 2 d S T P . .
Cl1 Cl -0.09797(4) -0.05818(7) 0.93337(10) 0.01587(16) Uani 1 1 d . . . . .
N1 N 0.0000 0.2964(3) 0.7500 0.0138(7) Uani 1 2 d S T P . .
C1 C -0.06680(16) 0.3661(3) 0.7814(4) 0.0128(5) Uani 1 1 d . . . . .
C6 C -0.13970(17) 0.2998(3) 0.8125(4) 0.0172(6) Uani 1 1 d . . . . .
H2 H -0.1419 0.2069 0.8116 0.021 Uiso 1 1 calc R U . . .
N2 N 0.0000 0.5798(3) 0.7500 0.0135(7) Uani 1 2 d S T P . .
C5 C -0.20608(18) 0.3720(3) 0.8435(4) 0.0188(6) Uani 1 1 d . . . . .
H6 H -0.2536 0.3275 0.8615 0.023 Uiso 1 1 calc R U . . .
C3 C -0.13650(18) 0.5808(3) 0.8202(4) 0.0175(6) Uani 1 1 d . . . . .
H4 H -0.1358 0.6736 0.8249 0.021 Uiso 1 1 calc R U . . .
C2 C -0.06590(17) 0.5099(3) 0.7823(4) 0.0139(5) Uani 1 1 d . . . . .
C4 C -0.20462(18) 0.5141(3) 0.8493(4) 0.0191(6) Uani 1 1 d . . . . .
H4A H -0.2506 0.5611 0.8731 0.023 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
Cd1 N1 2.311(3) . ?
Cd1 Cl1 2.5148(7) . ?
Cd1 Cl1 2.5148(7) 2_556 ?
Cd1 Cl1 2.6268(7) 6 ?
Cd1 Cl1 2.6268(7) 5_557 ?
Cl1 Cd1 2.6267(7) 5_557 ?
N1 C1 1.353(3) . ?
N1 C1 1.353(3) 2_556 ?
C1 C6 1.422(4) . ?
C1 C2 1.440(4) . ?
C6 C5 1.359(4) . ?
C6 H2 0.9300 . ?
N2 C2 1.342(3) 2_556 ?
N2 C2 1.342(3) . ?
C5 C4 1.423(4) . ?
C5 H6 0.9300 . ?
C3 C4 1.352(4) . ?
C3 C2 1.424(4) . ?
C3 H4 0.9300 . ?
C4 H4A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 Cl1 119.499(18) . . ?
N1 Cd1 Cl1 119.498(18) . 2_556 ?
Cl1 Cd1 Cl1 121.00(4) . 2_556 ?
N1 Cd1 Cl1 91.604(14) . 6 ?
Cl1 Cd1 Cl1 92.56(2) . 6 ?
Cl1 Cd1 Cl1 85.86(2) 2_556 6 ?
N1 Cd1 Cl1 91.604(15) . 5_557 ?
Cl1 Cd1 Cl1 85.86(2) . 5_557 ?
Cl1 Cd1 Cl1 92.56(2) 2_556 5_557 ?
Cl1 Cd1 Cl1 176.79(3) 6 5_557 ?
Cd1 Cl1 Cd1 94.14(2) . 5_557 ?
C1 N1 C1 117.9(3) . 2_556 ?
C1 N1 Cd1 121.07(17) . . ?
C1 N1 Cd1 121.07(17) 2_556 . ?
N1 C1 C6 121.1(3) . . ?
N1 C1 C2 120.5(3) . . ?
C6 C1 C2 118.4(3) . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H2 120.0 . . ?
C1 C6 H2 120.0 . . ?
C2 N2 C2 117.2(3) 2_556 . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H6 119.2 . . ?
C4 C5 H6 119.2 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H4 119.8 . . ?
C2 C3 H4 119.8 . . ?
N2 C2 C3 118.7(3) . . ?
N2 C2 C1 121.9(3) . . ?
C3 C2 C1 119.4(3) . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?

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
C1 N1 C1 C6 179.0(3) 2_556 . . . ?
Cd1 N1 C1 C6 -1.0(3) . . . . ?
C1 N1 C1 C2 -0.40(18) 2_556 . . . ?
Cd1 N1 C1 C2 179.60(18) . . . . ?
N1 C1 C6 C5 -179.9(2) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
C1 C6 C5 C4 -1.1(4) . . . . ?
C2 N2 C2 C3 179.0(3) 2_556 . . . ?
C2 N2 C2 C1 -0.41(18) 2_556 . . . ?
C4 C3 C2 N2 178.6(2) . . . . ?
C4 C3 C2 C1 -2.0(4) . . . . ?
N1 C1 C2 N2 0.9(4) . . . . ?
C6 C1 C2 N2 -178.6(2) . . . . ?
N1 C1 C2 C3 -178.5(2) . . . . ?
C6 C1 C2 C3 2.1(4) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C6 C5 C4 C3 1.2(4) . . . . ?

_refine_diff_density_max         2.047
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.132

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409088'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
catena-(bis(m2-chloro)-(acridine)-mercury)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Cl2 Hg N'
_chemical_formula_sum            'C13 H9 Cl2 Hg N'
_chemical_formula_weight         450.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   17.8278(6)
_cell_length_b                   10.0406(4)
_cell_length_c                   7.1913(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.792(2)
_cell_angle_gamma                90
_cell_volume                     1195.26(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5739
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      32.03

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.505
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    13.296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.357
_exptl_absorpt_correction_T_max  0.516
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements 
;

_exptl_special_details           
;
multi-scan from symmetry-related measurements 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_reflns_number            6508
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_av_R_equivalents  0.0981
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.372
_diffrn_reflns_theta_max         32.036
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2075
_reflns_number_gt                1768
_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       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1628P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2075
_refine_ls_number_parameters     68
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0745
_refine_ls_wR_factor_ref         0.2099
_refine_ls_wR_factor_gt          0.1979
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
C1 C -0.0668(5) 0.3661(8) 0.1310(13) 0.0216(15) Uani 1 1 d . . . . .
C2 C -0.1366(6) 0.2961(10) 0.0059(14) 0.0273(18) Uani 1 1 d . . . . .
H1 H -0.1367 0.2035 0.0040 0.033 Uiso 1 1 calc R U . . .
C7 C 0.0000 0.5797(10) 0.2500 0.022(3) Uani 1 2 d S T P . .
H5 H 0.0000 0.6723 0.2500 0.027 Uiso 1 2 calc R U P . .
N1 N 0.0000 0.2986(10) 0.2500 0.0210(19) Uani 1 2 d S T P . .
C3 C -0.2034(6) 0.3645(10) -0.1111(15) 0.0287(19) Uani 1 1 d . . . . .
H2 H -0.2481 0.3171 -0.1941 0.034 Uiso 1 1 calc R U . . .
C4 C -0.2071(7) 0.5055(11) -0.1109(15) 0.0303(19) Uani 1 1 d . . . . .
H3 H -0.2539 0.5498 -0.1903 0.036 Uiso 1 1 calc R U . . .
C5 C -0.1404(7) 0.5756(9) 0.0089(19) 0.027(2) Uani 1 1 d . . . . .
H4 H -0.1425 0.6681 0.0100 0.032 Uiso 1 1 calc R U . . .
C6 C -0.0683(5) 0.5099(10) 0.1312(13) 0.0230(15) Uani 1 1 d . . . . .
Cl1 Cl -0.09441(19) -0.0728(2) -0.0006(4) 0.0299(5) Uani 1 1 d . . . . .
Hg1 Hg 0.0000 0.07838(4) 0.2500 0.0261(2) Uani 1 2 d S T P . .


_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
C1 N1 1.361(10) . ?
C1 C2 1.421(13) . ?
C1 C6 1.445(12) . ?
C2 C3 1.362(14) . ?
C2 H1 0.9300 . ?
C7 C6 1.389(11) 2 ?
C7 C6 1.389(11) . ?
C7 H5 0.9300 . ?
N1 C1 1.361(10) 2 ?
N1 Hg1 2.211(10) . ?
C3 C4 1.416(16) . ?
C3 H2 0.9300 . ?
C4 C5 1.376(16) . ?
C4 H3 0.9300 . ?
C5 C6 1.423(14) . ?
C5 H4 0.9300 . ?
Cl1 Hg1 2.476(3) . ?
Cl1 Hg1 2.880(3) 5 ?
Hg1 Cl1 2.476(3) 2 ?
Hg1 Cl1 2.880(3) 6_556 ?
Hg1 Cl1 2.880(3) 5 ?

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 C1 C2 120.5(8) . . ?
N1 C1 C6 120.6(7) . . ?
C2 C1 C6 118.9(8) . . ?
C3 C2 C1 120.0(9) . . ?
C3 C2 H1 120.0 . . ?
C1 C2 H1 120.0 . . ?
C6 C7 C6 119.5(10) 2 . ?
C6 C7 H5 120.3 2 . ?
C6 C7 H5 120.3 . . ?
C1 N1 C1 120.3(10) . 2 ?
C1 N1 Hg1 119.8(5) . . ?
C1 N1 Hg1 119.8(5) 2 . ?
C2 C3 C4 122.3(9) . . ?
C2 C3 H2 118.8 . . ?
C4 C3 H2 118.8 . . ?
C5 C4 C3 118.8(9) . . ?
C5 C4 H3 120.6 . . ?
C3 C4 H3 120.6 . . ?
C4 C5 C6 121.5(9) . . ?
C4 C5 H4 119.2 . . ?
C6 C5 H4 119.2 . . ?
C7 C6 C5 122.1(9) . . ?
C7 C6 C1 119.5(7) . . ?
C5 C6 C1 118.4(8) . . ?
Hg1 Cl1 Hg1 93.94(9) . 5 ?
N1 Hg1 Cl1 127.79(6) . . ?
N1 Hg1 Cl1 127.79(6) . 2 ?
Cl1 Hg1 Cl1 104.41(12) . 2 ?
N1 Hg1 Cl1 91.12(4) . 6_556 ?
Cl1 Hg1 Cl1 92.56(9) . 6_556 ?
Cl1 Hg1 Cl1 86.06(9) 2 6_556 ?
N1 Hg1 Cl1 91.12(4) . 5 ?
Cl1 Hg1 Cl1 86.06(9) . 5 ?
Cl1 Hg1 Cl1 92.56(9) 2 5 ?
Cl1 Hg1 Cl1 177.75(8) 6_556 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
N1 C1 C2 C3 179.4(8) . . . . ?
C6 C1 C2 C3 0.0(13) . . . . ?
C2 C1 N1 C1 179.8(10) . . . 2 ?
C6 C1 N1 C1 -0.9(5) . . . 2 ?
C2 C1 N1 Hg1 -0.2(10) . . . . ?
C6 C1 N1 Hg1 179.1(5) . . . . ?
C1 C2 C3 C4 -1.3(15) . . . . ?
C2 C3 C4 C5 1.3(13) . . . . ?
C3 C4 C5 C6 0.2(15) . . . . ?
C6 C7 C6 C5 178.9(10) 2 . . . ?
C6 C7 C6 C1 -0.9(5) 2 . . . ?
C4 C5 C6 C7 178.8(9) . . . . ?
C4 C5 C6 C1 -1.4(15) . . . . ?
N1 C1 C6 C7 1.8(10) . . . . ?
C2 C1 C6 C7 -178.9(8) . . . . ?
N1 C1 C6 C5 -178.0(9) . . . . ?
C2 C1 C6 C5 1.3(11) . . . . ?

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
C2 H1 Cl1 0.93 2.88 3.783(11) 164.8 .

_refine_diff_density_max         11.686
_refine_diff_density_min         -5.029
_refine_diff_density_rms         0.626

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409089'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 catena-(bis(m2-bromo)-(acridine)-mercury)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Br2 Hg N'
_chemical_formula_sum            'C13 H9 Br2 Hg N'
_chemical_formula_weight         539.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   17.9548(13)
_cell_length_b                   10.3152(8)
_cell_length_c                   7.4205(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.814(2)
_cell_angle_gamma                90
_cell_volume                     1284.64(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.790
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    18.176
_shelx_estimated_absorpt_T_min   0.068
_shelx_estimated_absorpt_T_max   0.530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5147
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            7569
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         2.318
_diffrn_reflns_theta_max         30.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1961
_reflns_number_gt                1557
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0286P)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_number_reflns         1961
_refine_ls_number_parameters     79
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0561
_refine_ls_wR_factor_gt          0.0524
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.978
_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 0.0000 0.07429(2) 0.7500 0.04122(8) Uani 1 2 d S TU P . .
Br1 Br -0.09887(2) -0.07986(3) 0.50407(5) 0.04257(10) Uani 1 1 d . U . . .
N1 N 0.0000 0.2920(3) 0.7500 0.0289(7) Uani 1 2 d S TU P . .
C7 C 0.0000 0.5627(4) 0.7500 0.0335(9) Uani 1 2 d S TU P . .
H7 H 0.0000 0.6529 0.7500 0.040 Uiso 1 2 calc R U P . .
C6 C 0.06635(19) 0.4961(3) 0.8675(4) 0.0312(7) Uani 1 1 d . U . . .
C1 C 0.06442(18) 0.3579(3) 0.8663(4) 0.0296(6) Uani 1 1 d . U . . .
C5 C 0.1365(2) 0.5600(3) 0.9893(5) 0.0410(8) Uani 1 1 d . U . . .
H5 H 0.1385 0.6501 0.9895 0.049 Uiso 1 1 calc R U . . .
C4 C 0.2001(2) 0.4929(4) 1.1044(5) 0.0459(8) Uani 1 1 d . U . . .
H4 H 0.2456 0.5361 1.1825 0.055 Uiso 1 1 calc R U . . .
C2 C 0.1319(2) 0.2910(3) 0.9909(5) 0.0425(8) Uani 1 1 d . U . . .
H2 H 0.1319 0.2009 0.9946 0.051 Uiso 1 1 calc R U . . .
C3 C 0.1967(2) 0.3575(4) 1.1049(5) 0.0476(9) Uani 1 1 d . U . . .
H3 H 0.2403 0.3115 1.1861 0.057 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 2.245(3) . ?
Hg1 Br1 2.5900(4) . ?
Hg1 Br1 2.5899(4) 2_556 ?
Hg1 Br1 3.0145(4) 6_556 ?
Hg1 Br1 3.0145(4) 5_556 ?
Br1 Hg1 3.0145(4) 5_556 ?
N1 C1 1.355(3) . ?
N1 C1 1.355(3) 2_556 ?
C7 C6 1.383(4) 2_556 ?
C7 C6 1.383(4) . ?
C7 H7 0.9300 . ?
C6 C5 1.425(5) . ?
C6 C1 1.426(4) . ?
C1 C2 1.415(4) . ?
C5 C4 1.349(5) . ?
C5 H5 0.9300 . ?
C4 C3 1.398(6) . ?
C4 H4 0.9300 . ?
C2 C3 1.357(5) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Hg1 Br1 127.876(9) . . ?
N1 Hg1 Br1 127.876(9) . 2_556 ?
Br1 Hg1 Br1 104.247(19) . 2_556 ?
N1 Hg1 Br1 88.909(7) . 6_556 ?
Br1 Hg1 Br1 92.515(12) . 6_556 ?
Br1 Hg1 Br1 88.825(11) 2_556 6_556 ?
N1 Hg1 Br1 88.909(7) . 5_556 ?
Br1 Hg1 Br1 88.825(11) . 5_556 ?
Br1 Hg1 Br1 92.515(13) 2_556 5_556 ?
Br1 Hg1 Br1 177.819(14) 6_556 5_556 ?
Hg1 Br1 Hg1 91.175(11) . 5_556 ?
C1 N1 C1 119.8(4) . 2_556 ?
C1 N1 Hg1 120.12(19) . . ?
C1 N1 Hg1 120.12(19) 2_556 . ?
C6 C7 C6 120.4(4) 2_556 . ?
C6 C7 H7 119.8 2_556 . ?
C6 C7 H7 119.8 . . ?
C7 C6 C5 122.6(3) . . ?
C7 C6 C1 118.6(3) . . ?
C5 C6 C1 118.7(3) . . ?
N1 C1 C2 120.7(3) . . ?
N1 C1 C6 121.3(3) . . ?
C2 C1 C6 118.0(3) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C7 C6 C5 179.2(3) 2_556 . . . ?
C6 C7 C6 C1 -0.72(16) 2_556 . . . ?
C1 N1 C1 C2 179.1(3) 2_556 . . . ?
Hg1 N1 C1 C2 -0.8(3) . . . . ?
C1 N1 C1 C6 -0.75(17) 2_556 . . . ?
Hg1 N1 C1 C6 179.25(17) . . . . ?
C7 C6 C1 N1 1.5(3) . . . . ?
C5 C6 C1 N1 -178.4(3) . . . . ?
C7 C6 C1 C2 -178.4(3) . . . . ?
C5 C6 C1 C2 1.7(4) . . . . ?
C7 C6 C5 C4 179.1(3) . . . . ?
C1 C6 C5 C4 -0.9(5) . . . . ?
C6 C5 C4 C3 -0.4(5) . . . . ?
N1 C1 C2 C3 179.0(3) . . . . ?
C6 C1 C2 C3 -1.1(5) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C5 C4 C3 C2 1.1(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
C2 H2 Br1 0.93 2.96 3.874(4) 168.9 2_556

_refine_diff_density_max         1.363
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.153

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409090'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
catena-(bis(m2-chloro)-(phenazine)-mercury)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 Cl4 Hg2 N4'
_chemical_formula_sum            'C24 H16 Cl4 Hg2 N4'
_chemical_formula_weight         903.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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'

_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                   7.7038(2)
_cell_length_b                   9.0194(2)
_cell_length_c                   9.5803(3)
_cell_angle_alpha                64.986(2)
_cell_angle_beta                 80.681(2)
_cell_angle_gamma                82.477(2)
_cell_volume                     593.82(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    4644
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      30.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.526
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    13.384
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8491
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.361
_diffrn_reflns_theta_max         29.980
_diffrn_reflns_theta_full        25.241
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3431
_reflns_number_gt                2615
_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       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0162P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3431
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0587
_refine_ls_wR_factor_gt          0.0571
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_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
C1 C 0.7059(5) 0.9715(5) 0.3836(4) 0.0238(9) Uani 1 1 d . . . . .
C2 C 0.7418(5) 1.1281(6) 0.3767(5) 0.0244(9) Uani 1 1 d . . . . .
C3 C 0.7276(5) 1.2694(6) 0.2373(5) 0.0297(10) Uani 1 1 d . . . . .
H3 H 0.7523 1.3701 0.2317 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6782(6) 1.2606(6) 0.1111(5) 0.0324(10) Uani 1 1 d . . . . .
H4 H 0.6695 1.3549 0.0201 0.039 Uiso 1 1 calc R U . . .
C5 C 0.6401(5) 1.1078(6) 0.1181(5) 0.0307(10) Uani 1 1 d . . . . .
H5 H 0.6048 1.1032 0.0317 0.037 Uiso 1 1 calc R U . . .
C6 C 0.6542(5) 0.9682(6) 0.2490(5) 0.0270(9) Uani 1 1 d . . . . .
H6 H 0.6299 0.8691 0.2507 0.032 Uiso 1 1 calc R U . . .
C7 C 0.7632(5) 0.8462(5) 0.6390(5) 0.0239(9) Uani 1 1 d . . . . .
C8 C 0.7973(5) 1.0048(5) 0.6301(4) 0.0238(9) Uani 1 1 d . . . . .
C9 C 0.8440(5) 1.0109(6) 0.7650(5) 0.0293(10) Uani 1 1 d . . . . .
H9 H 0.8665 1.1112 0.7618 0.035 Uiso 1 1 calc R U . . .
C10 C 0.8567(5) 0.8749(6) 0.8975(5) 0.0304(10) Uani 1 1 d . . . . .
H10 H 0.8887 0.8821 0.9839 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8213(5) 0.7203(6) 0.9056(5) 0.0325(10) Uani 1 1 d . . . . .
H11 H 0.8286 0.6272 0.9979 0.039 Uiso 1 1 calc R U . . .
C12 C 0.7769(5) 0.7075(6) 0.7798(5) 0.0300(10) Uani 1 1 d . . . . .
H12 H 0.7552 0.6054 0.7868 0.036 Uiso 1 1 calc R U . . .
N1 N 0.7199(4) 0.8343(4) 0.5133(4) 0.0233(7) Uani 1 1 d . . . . .
N2 N 0.7869(4) 1.1418(5) 0.5008(4) 0.0277(8) Uani 1 1 d . . . . .
Hg1 Hg 0.74175(2) 0.54826(2) 0.50538(2) 0.03531(7) Uani 1 1 d . . . . .
Cl1 Cl 0.53786(13) 0.40355(14) 0.71246(11) 0.0305(2) Uani 1 1 d . . . . .
Cl2 Cl 0.95867(12) 0.60621(14) 0.29211(11) 0.0295(2) 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
C1 N1 1.340(5) . ?
C1 C6 1.423(5) . ?
C1 C2 1.447(6) . ?
C2 N2 1.348(5) . ?
C2 C3 1.411(6) . ?
C3 C4 1.361(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.418(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.358(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.350(5) . ?
C7 C12 1.407(6) . ?
C7 C8 1.453(6) . ?
C8 N2 1.334(5) . ?
C8 C9 1.421(5) . ?
C9 C10 1.348(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.424(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.358(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
N1 Hg1 2.596(3) . ?
Hg1 Cl1 2.3333(10) . ?
Hg1 Cl2 2.3368(10) . ?

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 C1 C6 121.2(4) . . ?
N1 C1 C2 120.8(3) . . ?
C6 C1 C2 118.0(4) . . ?
N2 C2 C3 119.5(4) . . ?
N2 C2 C1 121.4(4) . . ?
C3 C2 C1 119.1(4) . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 121.0(4) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 120.8(4) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C7 C12 121.4(4) . . ?
N1 C7 C8 119.8(4) . . ?
C12 C7 C8 118.7(4) . . ?
N2 C8 C9 119.9(4) . . ?
N2 C8 C7 122.3(3) . . ?
C9 C8 C7 117.8(4) . . ?
C10 C9 C8 121.6(4) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 120.2(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 121.1(4) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?
C1 N1 C7 118.5(4) . . ?
C1 N1 Hg1 120.6(2) . . ?
C7 N1 Hg1 119.2(3) . . ?
C8 N2 C2 117.2(4) . . ?
Cl1 Hg1 Cl2 160.23(4) . . ?
Cl1 Hg1 N1 103.42(8) . . ?
Cl2 Hg1 N1 96.35(8) . . ?

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
N1 C1 C2 N2 -1.4(6) . . . . ?
C6 C1 C2 N2 178.2(3) . . . . ?
N1 C1 C2 C3 179.3(4) . . . . ?
C6 C1 C2 C3 -1.1(6) . . . . ?
N2 C2 C3 C4 -178.4(4) . . . . ?
C1 C2 C3 C4 1.0(6) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
C4 C5 C6 C1 0.7(6) . . . . ?
N1 C1 C6 C5 179.9(4) . . . . ?
C2 C1 C6 C5 0.3(6) . . . . ?
N1 C7 C8 N2 0.2(6) . . . . ?
C12 C7 C8 N2 -180.0(4) . . . . ?
N1 C7 C8 C9 -179.4(3) . . . . ?
C12 C7 C8 C9 0.4(6) . . . . ?
N2 C8 C9 C10 -179.7(4) . . . . ?
C7 C8 C9 C10 0.0(6) . . . . ?
C8 C9 C10 C11 -0.6(6) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C10 C11 C12 C7 -0.6(6) . . . . ?
N1 C7 C12 C11 179.7(4) . . . . ?
C8 C7 C12 C11 -0.1(6) . . . . ?
C6 C1 N1 C7 -177.6(3) . . . . ?
C2 C1 N1 C7 2.0(5) . . . . ?
C6 C1 N1 Hg1 17.5(5) . . . . ?
C2 C1 N1 Hg1 -162.9(3) . . . . ?
C12 C7 N1 C1 178.8(4) . . . . ?
C8 C7 N1 C1 -1.4(5) . . . . ?
C12 C7 N1 Hg1 -16.1(5) . . . . ?
C8 C7 N1 Hg1 163.7(3) . . . . ?
C9 C8 N2 C2 -180.0(4) . . . . ?
C7 C8 N2 C2 0.4(5) . . . . ?
C3 C2 N2 C8 179.5(4) . . . . ?
C1 C2 N2 C8 0.2(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
C9 H9 Cl2 0.93 2.85 3.747(5) 161.8 2_776
C12 H12 Cl2 0.93 2.94 3.509(4) 120.8 2_766
C3 H3 Cl1 0.93 2.96 3.524(4) 120.0 2_676
C6 H6 Cl1 0.93 2.79 3.693(4) 163.8 2_666
C3 H3 Cl1 0.93 2.96 3.524(4) 120.0 2_676
C6 H6 Cl1 0.93 2.79 3.693(4) 163.8 2_666
C9 H9 Cl2 0.93 2.85 3.747(5) 161.8 2_776
C12 H12 Cl2 0.93 2.94 3.509(4) 120.8 2_766

_refine_diff_density_max         3.456
_refine_diff_density_min         -1.316
_refine_diff_density_rms         0.153

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409091'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(m2-bromo)-(phenazine)-mercury)
;
_chemical_name_common            
;
catena-(bis(m2-bromo)-(phenazine)-mercury)
;
_chemical_melting_point          .
_chemical_formula_moiety         'C12 H8 Br2 Hg N2'
_chemical_formula_sum            'C12 H8 Br2 Hg N2'
_chemical_formula_weight         540.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.0543(4)
_cell_length_b                   9.3336(5)
_cell_length_c                   9.7594(5)
_cell_angle_alpha                64.112(2)
_cell_angle_beta                 75.888(2)
_cell_angle_gamma                83.030(2)
_cell_volume                     640.03(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.805
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.032
_exptl_absorpt_coefficient_mu    18.244
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3095
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            14560
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2614
_reflns_number_gt                2187
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;

_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)+(0.1120P)²+24.7937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_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         2614
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0787
_refine_ls_wR_factor_ref         0.2177
_refine_ls_wR_factor_gt          0.2030
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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 0.25892(9) 0.94206(10) 0.49535(8) 0.0522(3) Uani 1 1 d . . . . .
Br1 Br 0.4757(2) 1.1019(2) 0.2728(2) 0.0388(4) Uani 1 1 d . . . . .
Br2 Br 0.0272(2) 0.8827(2) 0.72494(19) 0.0394(4) Uani 1 1 d . . . . .
N1 N 0.2803(16) 0.6622(15) 0.4870(15) 0.030(3) Uani 1 1 d . . . . .
N2 N 0.2145(17) 0.3638(15) 0.5042(15) 0.033(3) Uani 1 1 d . . . . .
C12 C 0.234(2) 0.7862(19) 0.226(2) 0.038(4) Uani 1 1 d . . . . .
H12 H 0.2559 0.8856 0.2175 0.046 Uiso 1 1 calc R U . . .
C1 C 0.2909(18) 0.5283(17) 0.6142(16) 0.027(3) Uani 1 1 d . . . . .
C7 C 0.2427(18) 0.6493(17) 0.3646(17) 0.028(3) Uani 1 1 d . . . . .
C6 C 0.336(2) 0.531(2) 0.744(2) 0.041(4) Uani 1 1 d . . . . .
H6 H 0.3576 0.6285 0.7410 0.050 Uiso 1 1 calc R U . . .
C3 C 0.264(2) 0.2362(19) 0.762(2) 0.041(4) Uani 1 1 d . . . . .
H3 H 0.2421 0.1373 0.7694 0.049 Uiso 1 1 calc R U . . .
C9 C 0.167(2) 0.490(2) 0.246(2) 0.044(4) Uani 1 1 d . . . . .
H9 H 0.1474 0.3914 0.2510 0.053 Uiso 1 1 calc R U . . .
C8 C 0.2080(19) 0.4978(17) 0.3766(17) 0.028(3) Uani 1 1 d . . . . .
C2 C 0.2544(19) 0.3777(17) 0.6235(18) 0.030(3) Uani 1 1 d . . . . .
C11 C 0.194(2) 0.773(2) 0.107(2) 0.040(4) Uani 1 1 d . . . . .
H11 H 0.1900 0.8643 0.0152 0.048 Uiso 1 1 calc R U . . .
C5 C 0.349(2) 0.397(2) 0.872(2) 0.041(4) Uani 1 1 d . . . . .
H5 H 0.3854 0.4004 0.9540 0.050 Uiso 1 1 calc R U . . .
C10 C 0.156(2) 0.623(2) 0.116(2) 0.043(4) Uani 1 1 d . . . . .
H10 H 0.1251 0.6172 0.0329 0.052 Uiso 1 1 calc R U . . .
C4 C 0.307(2) 0.250(2) 0.882(2) 0.045(4) Uani 1 1 d . . . . .
H4 H 0.3085 0.1586 0.9738 0.054 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 Br2 2.4369(17) . ?
Hg1 Br1 2.4380(17) . ?
Hg1 N1 2.633(13) . ?
N1 C1 1.335(19) . ?
N1 C7 1.358(19) . ?
N2 C8 1.33(2) . ?
N2 C2 1.34(2) . ?
C12 C11 1.34(2) . ?
C12 C7 1.41(2) . ?
C12 H12 0.9300 . ?
C1 C6 1.41(2) . ?
C1 C2 1.43(2) . ?
C7 C8 1.42(2) . ?
C6 C5 1.35(3) . ?
C6 H6 0.9300 . ?
C3 C4 1.36(3) . ?
C3 C2 1.43(2) . ?
C3 H3 0.9300 . ?
C9 C10 1.35(3) . ?
C9 C8 1.42(2) . ?
C9 H9 0.9300 . ?
C11 C10 1.43(3) . ?
C11 H11 0.9300 . ?
C5 C4 1.41(3) . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2 Hg1 Br1 157.26(7) . . ?
Br2 Hg1 N1 97.9(3) . . ?
Br1 Hg1 N1 104.8(3) . . ?
C1 N1 C7 117.8(13) . . ?
C1 N1 Hg1 120.9(9) . . ?
C7 N1 Hg1 119.8(10) . . ?
C8 N2 C2 116.7(12) . . ?
C11 C12 C7 120.0(15) . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
N1 C1 C6 121.1(14) . . ?
N1 C1 C2 120.7(14) . . ?
C6 C1 C2 118.2(14) . . ?
N1 C7 C12 120.2(14) . . ?
N1 C7 C8 120.3(14) . . ?
C12 C7 C8 119.5(14) . . ?
C5 C6 C1 121.5(16) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
C4 C3 C2 118.5(15) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
C10 C9 C8 120.8(16) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
N2 C8 C7 122.5(14) . . ?
N2 C8 C9 119.0(14) . . ?
C7 C8 C9 118.5(14) . . ?
N2 C2 C3 118.3(14) . . ?
N2 C2 C1 122.0(14) . . ?
C3 C2 C1 119.7(15) . . ?
C12 C11 C10 121.8(16) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C6 C5 C4 119.7(16) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C9 C10 C11 119.4(16) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C3 C4 C5 122.4(16) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?

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
C12 H12 Br1 0.93 3.13 3.960(17) 149.9 .
C12 H12 Br2 0.93 3.07 3.664(17) 123.2 2_576
C6 H6 Br1 0.93 2.93 3.832(17) 163.7 2_676
C3 H3 Br1 0.93 3.07 3.666(16) 123.4 2_666
C9 H9 Br2 0.93 2.96 3.855(18) 161.9 2_566

_refine_diff_density_max         9.605
_refine_diff_density_min         -4.349
_refine_diff_density_rms         0.423

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409092'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(2-bromo)-(2-phenazine)-mercury)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Br4 Hg2 N2'
_chemical_formula_sum            'C12 H8 Br4 Hg2 N2'
_chemical_formula_weight         901.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   4.0824(2)
_cell_length_b                   9.6723(5)
_cell_length_c                   11.1027(5)
_cell_angle_alpha                71.406(2)
_cell_angle_beta                 80.156(2)
_cell_angle_gamma                78.525(2)
_cell_volume                     404.48(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.699
_exptl_crystal_F_000             394
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    28.823
_shelx_estimated_absorpt_T_min   0.039
_shelx_estimated_absorpt_T_max   0.596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2667
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            17111
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.948
_diffrn_reflns_theta_max         30.505
_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             2457
_reflns_number_gt                2377
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0327P)²+2.2304P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         2457
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0700
_refine_ls_wR_factor_gt          0.0691
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_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
N1 N 0.6523(10) 0.5807(4) 0.8794(3) 0.0148(6) Uani 1 1 d . . . . .
C1 C 0.5571(11) 0.4502(4) 0.8959(4) 0.0144(7) Uani 1 1 d . . . . .
C4 C 0.6009(11) 0.6304(4) 0.9833(4) 0.0147(7) Uani 1 1 d . . . . .
C2 C 0.6166(12) 0.3887(5) 0.7920(4) 0.0180(8) Uani 1 1 d . . . . .
H2 H 0.7289 0.4371 0.7143 0.022 Uiso 1 1 calc R U . . .
C6 C 0.6589(12) 0.8171(5) 1.0764(4) 0.0192(8) Uani 1 1 d . . . . .
H3 H 0.7355 0.9039 1.0700 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5094(12) 0.2595(5) 0.8062(4) 0.0190(8) Uani 1 1 d . . . . .
H6 H 0.5474 0.2208 0.7375 0.023 Uiso 1 1 calc R U . . .
C5 C 0.7104(12) 0.7658(5) 0.9726(4) 0.0184(8) Uani 1 1 d . . . . .
H4 H 0.8162 0.8186 0.8953 0.022 Uiso 1 1 calc R U . . .
Hg1 Hg 0.70892(4) 0.78448(2) 0.63754(2) 0.02352(7) Uani 1 1 d . . . . .
Br1 Br 0.25596(11) 0.97494(5) 0.68268(4) 0.01725(9) Uani 1 1 d . . . . .
Br2 Br 1.20332(11) 0.64998(5) 0.54447(4) 0.01700(9) 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
N1 C1 1.342(5) . ?
N1 C4 1.356(5) . ?
C1 C2 1.424(6) . ?
C1 C4 1.435(6) 2_667 ?
C4 C5 1.430(6) . ?
C4 C1 1.435(6) 2_667 ?
C2 C3 1.359(6) . ?
C2 H2 0.9300 . ?
C6 C5 1.364(6) . ?
C6 C3 1.414(6) 2_667 ?
C6 H3 0.9300 . ?
C3 C6 1.414(6) 2_667 ?
C3 H6 0.9300 . ?
C5 H4 0.9300 . ?
Hg1 Br2 2.4358(5) . ?
Hg1 Br1 2.4455(5) . ?
Hg1 Br2 3.1105(5) 1_455 ?
Br2 Hg1 3.1105(5) 1_655 ?

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
C1 N1 C4 116.7(3) . . ?
N1 C1 C2 119.6(4) . . ?
N1 C1 C4 121.6(4) . 2_667 ?
C2 C1 C4 118.9(4) . 2_667 ?
N1 C4 C5 119.1(4) . . ?
N1 C4 C1 121.7(4) . 2_667 ?
C5 C4 C1 119.2(4) . 2_667 ?
C3 C2 C1 120.0(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C5 C6 C3 121.0(4) . 2_667 ?
C5 C6 H3 119.5 . . ?
C3 C6 H3 119.5 2_667 . ?
C2 C3 C6 121.2(4) . 2_667 ?
C2 C3 H6 119.4 . . ?
C6 C3 H6 119.4 2_667 . ?
C6 C5 C4 119.6(4) . . ?
C6 C5 H4 120.2 . . ?
C4 C5 H4 120.2 . . ?
Br2 Hg1 Br1 164.619(18) . . ?
Br2 Hg1 Br2 94.002(14) . 1_455 ?
Br1 Hg1 Br2 90.305(14) . 1_455 ?
Hg1 Br2 Hg1 94.003(14) . 1_655 ?

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
C4 N1 C1 C2 -177.4(4) . . . . ?
C4 N1 C1 C4 1.9(7) . . . 2_667 ?
C1 N1 C4 C5 177.4(4) . . . . ?
C1 N1 C4 C1 -1.9(7) . . . 2_667 ?
N1 C1 C2 C3 -177.4(4) . . . . ?
C4 C1 C2 C3 3.3(7) 2_667 . . . ?
C1 C2 C3 C6 -0.7(7) . . . 2_667 ?
C3 C6 C5 C4 -1.7(7) 2_667 . . . ?
N1 C4 C5 C6 179.8(4) . . . . ?
C1 C4 C5 C6 -1.0(7) 2_667 . . . ?

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
C2 H2 Br2 0.93 3.07 3.924(4) 154.0 .
C5 H4 Br1 0.93 2.90 3.821(4) 168.7 1_655
C2 H2 Br2 0.93 3.07 3.924(4) 154.0 .
C5 H4 Br1 0.93 2.90 3.821(4) 168.7 1_655
C2 H2 Br2 0.93 3.07 3.924(4) 154.0 .
C5 H4 Br1 0.93 2.90 3.821(4) 168.7 1_655

_refine_diff_density_max         3.104
_refine_diff_density_min         -2.456
_refine_diff_density_rms         0.296

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_mo_CS123a_twin5
_database_code_depnum_ccdc_archive 'CCDC 1409093'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        catena-(bis(2-chloro)-(quinoline)-mercury)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H7 Cl2 Hg N'
_chemical_formula_sum            'C9 H7 Cl2 Hg N'
_chemical_formula_weight         400.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.3885(4)
_cell_length_b                   7.6432(5)
_cell_length_c                   9.6655(7)
_cell_angle_alpha                68.076(2)
_cell_angle_beta                 87.897(2)
_cell_angle_gamma                88.821(2)
_cell_volume                     506.00(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    569(2)
_cell_measurement_reflns_used    2500
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.630
_exptl_crystal_F_000             364
_exptl_transmission_factor_min   0.0810
_exptl_transmission_factor_max   0.3360
_exptl_crystal_size_max          0.323
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.089
_exptl_absorpt_coefficient_mu    15.685
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.081
_exptl_absorpt_correction_T_max  0.336
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      569(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            2500
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.759
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2500
_reflns_number_gt                2201
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'
_refine_special_details          
;
 Refined as a 2-component perfect 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)+(0.0312P)²+3.9887P] 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         2500
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.75229(6) 0.55282(5) 0.93577(3) 0.03846(12) Uani 1 1 d . . . . .
Cl1 Cl 0.5734(3) 0.2894(4) 0.9507(3) 0.0416(5) Uani 1 1 d . . . . .
Cl2 Cl 0.9141(3) 0.5844(4) 1.1437(3) 0.0410(5) Uani 1 1 d . . . . .
N1 N 0.7753(11) 0.8300(9) 0.7468(7) 0.0293(14) Uani 1 1 d . . . . .
C1 C 0.8220(13) 0.9795(16) 0.7760(12) 0.041(2) Uani 1 1 d . . . . .
H1 H 0.8419 0.9630 0.8745 0.049 Uiso 1 1 calc R U . . .
C2 C 0.8428(14) 1.1596(15) 0.6667(13) 0.041(2) Uani 1 1 d . . . . .
H2 H 0.8786 1.2595 0.6921 0.049 Uiso 1 1 calc R U . . .
C3 C 0.8102(13) 1.1868(13) 0.5230(11) 0.037(2) Uani 1 1 d . . . . .
H3 H 0.8225 1.3062 0.4489 0.044 Uiso 1 1 calc R U . . .
C4 C 0.7572(13) 1.0331(10) 0.4858(8) 0.0301(15) Uani 1 1 d . . . . .
C5 C 0.7423(12) 0.8541(9) 0.6022(7) 0.0237(13) Uani 1 1 d . . . . .
C6 C 0.6900(12) 0.6992(12) 0.5673(11) 0.033(2) Uani 1 1 d . . . . .
H6 H 0.6787 0.5805 0.6425 0.039 Uiso 1 1 calc R U . . .
C7 C 0.6557(13) 0.7232(15) 0.4220(12) 0.038(2) Uani 1 1 d . . . . .
H7 H 0.6232 0.6201 0.3996 0.046 Uiso 1 1 calc R U . . .
C8 C 0.6696(13) 0.9018(16) 0.3080(11) 0.039(2) Uani 1 1 d . . . . .
H8 H 0.6438 0.9165 0.2108 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7199(15) 1.0533(12) 0.3374(9) 0.0373(19) Uani 1 1 d . . . . .
H9 H 0.7301 1.1707 0.2604 0.045 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 2.226(6) . ?
Hg1 Cl1 2.388(2) . ?
Hg1 Cl2 2.465(2) . ?
Hg1 Cl2 2.850(2) 2_767 ?
Cl2 Hg1 2.850(2) 2_767 ?
N1 C1 1.330(12) . ?
N1 C5 1.370(9) . ?
C1 C2 1.395(16) . ?
C1 H1 0.9300 . ?
C2 C3 1.356(15) . ?
C2 H2 0.9300 . ?
C3 C4 1.416(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.413(10) . ?
C4 C9 1.421(12) . ?
C5 C6 1.411(10) . ?
C6 C7 1.379(14) . ?
C6 H6 0.9300 . ?
C7 C8 1.401(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.353(14) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Hg1 Cl1 127.6(2) . . ?
N1 Hg1 Cl2 106.36(19) . . ?
Cl1 Hg1 Cl2 125.55(9) . . ?
N1 Hg1 Cl2 93.2(2) . 2_767 ?
Cl1 Hg1 Cl2 96.40(8) . 2_767 ?
Cl2 Hg1 Cl2 86.51(8) . 2_767 ?
Hg1 Cl2 Hg1 93.49(8) . 2_767 ?
C1 N1 C5 118.5(7) . . ?
C1 N1 Hg1 118.4(6) . . ?
C5 N1 Hg1 123.2(5) . . ?
N1 C1 C2 123.6(9) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.9(9) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.9(9) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 117.9(7) . . ?
C5 C4 C9 119.7(7) . . ?
C3 C4 C9 122.5(8) . . ?
N1 C5 C6 120.1(7) . . ?
N1 C5 C4 121.2(6) . . ?
C6 C5 C4 118.7(7) . . ?
C7 C6 C5 120.2(8) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 120.5(9) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 120.9(9) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C4 120.1(8) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?

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
C5 N1 C1 C2 -1.3(14) . . . . ?
Hg1 N1 C1 C2 179.2(8) . . . . ?
N1 C1 C2 C3 1.6(16) . . . . ?
C1 C2 C3 C4 -0.5(15) . . . . ?
C2 C3 C4 C5 -0.7(14) . . . . ?
C2 C3 C4 C9 179.6(10) . . . . ?
C1 N1 C5 C6 -179.1(9) . . . . ?
Hg1 N1 C5 C6 0.4(12) . . . . ?
C1 N1 C5 C4 0.0(13) . . . . ?
Hg1 N1 C5 C4 179.5(7) . . . . ?
C3 C4 C5 N1 1.0(14) . . . . ?
C9 C4 C5 N1 -179.3(9) . . . . ?
C3 C4 C5 C6 -179.9(8) . . . . ?
C9 C4 C5 C6 -0.1(14) . . . . ?
N1 C5 C6 C7 179.6(9) . . . . ?
C4 C5 C6 C7 0.5(14) . . . . ?
C5 C6 C7 C8 -1.0(14) . . . . ?
C6 C7 C8 C9 1.2(15) . . . . ?
C7 C8 C9 C4 -0.9(16) . . . . ?
C5 C4 C9 C8 0.3(16) . . . . ?
C3 C4 C9 C8 -179.9(10) . . . . ?

_refine_diff_density_max         2.736
_refine_diff_density_min         -1.407
_refine_diff_density_rms         0.229

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409094'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
catena-(bis(2-bromo)-(quinoline)-mercury)
;
_chemical_name_common            catena-(bis(2-bromo)-(quinoline)-mercury)
_chemical_melting_point          .
_chemical_formula_moiety         'C9 H7 Br2 Hg N'
_chemical_formula_sum            'C9 H7 Br2 Hg N'
_chemical_formula_weight         489.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.6214(10)
_cell_length_b                   7.6716(11)
_cell_length_c                   10.0092(14)
_cell_angle_alpha                112.155(3)
_cell_angle_beta                 91.133(3)
_cell_angle_gamma                91.574(3)
_cell_volume                     541.52(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.002
_exptl_crystal_F_000             436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    21.542
_shelx_estimated_absorpt_T_min   0.077
_shelx_estimated_absorpt_T_max   0.222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1873
_exptl_absorpt_correction_T_max  0.7473
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            8350
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.675
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2224
_reflns_number_gt                1882
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0372P)²+3.2101P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         2224
_refine_ls_number_parameters     118
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1006
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.080
_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 0.74594(5) 0.48459(5) 0.93808(4) 0.04314(16) Uani 1 1 d . U . . .
Br1 Br 0.59150(12) 0.73873(13) 1.14549(10) 0.0438(2) Uani 1 1 d . U . . .
Br2 Br 0.92344(12) 0.22626(13) 0.95882(11) 0.0425(2) Uani 1 1 d . U . . .
N1 N 0.7250(9) 0.5725(10) 0.7466(8) 0.0339(15) Uani 1 1 d . U . . .
C9 C 0.7594(11) 0.4561(11) 0.6086(9) 0.0308(16) Uani 1 1 d . U . . .
C4 C 0.7445(11) 0.5186(12) 0.4935(10) 0.0323(17) Uani 1 1 d . U . . .
C1 C 0.6785(12) 0.7457(13) 0.7705(11) 0.043(2) Uani 1 1 d . U . . .
H1 H 0.6569 0.8246 0.8648 0.052 Uiso 1 1 calc R U . . .
C8 C 0.8081(12) 0.2696(12) 0.5774(9) 0.0364(19) Uani 1 1 d . U . . .
H8 H 0.8166 0.2248 0.6515 0.044 Uiso 1 1 calc R U . . .
C5 C 0.7820(13) 0.3950(14) 0.3521(10) 0.042(2) Uani 1 1 d . U . . .
H5 H 0.7757 0.4364 0.2760 0.050 Uiso 1 1 calc R U . . .
C2 C 0.6600(13) 0.8173(13) 0.6615(11) 0.046(2) Uani 1 1 d . U . . .
H2 H 0.6257 0.9402 0.6836 0.055 Uiso 1 1 calc R U . . .
C6 C 0.8272(13) 0.2161(14) 0.3277(10) 0.045(2) Uani 1 1 d . U . . .
H6 H 0.8478 0.1340 0.2341 0.054 Uiso 1 1 calc R U . . .
C7 C 0.8430(13) 0.1541(13) 0.4405(10) 0.042(2) Uani 1 1 d . U . . .
H7 H 0.8778 0.0322 0.4223 0.051 Uiso 1 1 calc R U . . .
C3 C 0.6923(12) 0.7063(13) 0.5248(11) 0.042(2) Uani 1 1 d . U . . .
H3 H 0.6806 0.7517 0.4512 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 2.263(7) . ?
Hg1 Br2 2.4995(10) . ?
Hg1 Br1 2.5819(10) . ?
Hg1 Br1 2.9733(10) 2_667 ?
Br1 Hg1 2.9733(10) 2_667 ?
N1 C1 1.318(11) . ?
N1 C9 1.368(11) . ?
C9 C8 1.407(12) . ?
C9 C4 1.409(12) . ?
C4 C5 1.415(13) . ?
C4 C3 1.424(13) . ?
C1 C2 1.401(14) . ?
C1 H1 0.9300 . ?
C8 C7 1.358(12) . ?
C8 H8 0.9300 . ?
C5 C6 1.356(14) . ?
C5 H5 0.9300 . ?
C2 C3 1.344(14) . ?
C2 H2 0.9300 . ?
C6 C7 1.384(13) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Hg1 Br2 127.17(18) . . ?
N1 Hg1 Br1 105.91(18) . . ?
Br2 Hg1 Br1 126.22(4) . . ?
N1 Hg1 Br1 91.93(18) . 2_667 ?
Br2 Hg1 Br1 96.12(3) . 2_667 ?
Br1 Hg1 Br1 89.44(3) . 2_667 ?
Hg1 Br1 Hg1 90.56(3) . 2_667 ?
C1 N1 C9 118.7(8) . . ?
C1 N1 Hg1 117.8(6) . . ?
C9 N1 Hg1 123.4(5) . . ?
N1 C9 C8 120.9(8) . . ?
N1 C9 C4 121.0(8) . . ?
C8 C9 C4 118.1(8) . . ?
C9 C4 C5 119.6(8) . . ?
C9 C4 C3 118.1(8) . . ?
C5 C4 C3 122.3(8) . . ?
N1 C1 C2 123.5(9) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C7 C8 C9 120.9(8) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C6 C5 C4 119.9(9) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C3 C2 C1 119.2(9) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C5 C6 C7 120.8(9) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 120.6(9) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C2 C3 C4 119.5(9) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C9 C8 -179.5(9) . . . . ?
Hg1 N1 C9 C8 1.1(11) . . . . ?
C1 N1 C9 C4 -0.5(12) . . . . ?
Hg1 N1 C9 C4 -179.9(6) . . . . ?
N1 C9 C4 C5 179.7(8) . . . . ?
C8 C9 C4 C5 -1.3(13) . . . . ?
N1 C9 C4 C3 -0.1(12) . . . . ?
C8 C9 C4 C3 179.0(8) . . . . ?
C9 N1 C1 C2 0.9(14) . . . . ?
Hg1 N1 C1 C2 -179.7(8) . . . . ?
N1 C9 C8 C7 -179.8(8) . . . . ?
C4 C9 C8 C7 1.2(13) . . . . ?
C9 C4 C5 C6 1.8(14) . . . . ?
C3 C4 C5 C6 -178.4(9) . . . . ?
N1 C1 C2 C3 -0.7(15) . . . . ?
C4 C5 C6 C7 -2.2(15) . . . . ?
C9 C8 C7 C6 -1.6(15) . . . . ?
C5 C6 C7 C8 2.1(15) . . . . ?
C1 C2 C3 C4 0.0(15) . . . . ?
C9 C4 C3 C2 0.3(13) . . . . ?
C5 C4 C3 C2 -179.4(9) . . . . ?

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
C2 H2 Br1 0.93 2.98 3.814(9) 149.7 2_677

_refine_diff_density_max         2.132
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.239

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409095'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(2-Iodo)-diiodo-bis(quinoline)-di-mercury
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 Hg2 I4 N2'
_chemical_formula_sum            'C18 H14 Hg2 I4 N2'
_chemical_formula_weight         1167.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.0024(5)
_cell_length_b                   8.7714(6)
_cell_length_c                   9.5211(6)
_cell_angle_alpha                86.141(2)
_cell_angle_beta                 67.909(2)
_cell_angle_gamma                71.203(2)
_cell_volume                     585.11(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    569(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.312
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.311
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.033
_exptl_absorpt_coefficient_mu    18.385
_shelx_estimated_absorpt_T_min   0.069
_shelx_estimated_absorpt_T_max   0.582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0690
_exptl_absorpt_correction_T_max  0.5820
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      569(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            13330
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.313
_diffrn_reflns_theta_max         26.360
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2383
_reflns_number_gt                2092
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0757P)²+12.3499P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         2383
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1483
_refine_ls_wR_factor_gt          0.1415
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.58199(10) 0.76965(7) 0.05623(6) 0.0580(3) Uani 1 1 d . . . . .
I1 I 0.22346(12) 0.98198(10) 0.10227(10) 0.0402(2) Uani 1 1 d . . . . .
I2 I 0.79250(12) 0.50067(10) -0.11246(10) 0.0422(3) Uani 1 1 d . . . . .
N1 N 0.6176(16) 0.7832(13) 0.2879(12) 0.039(2) Uani 1 1 d . . . . .
C1 C 0.753(2) 0.831(2) 0.2941(18) 0.052(4) Uani 1 1 d . . . . .
H1 H 0.8342 0.8581 0.2039 0.063 Uiso 1 1 calc R U . . .
C2 C 0.786(2) 0.845(2) 0.425(2) 0.054(4) Uani 1 1 d . . . . .
H2 H 0.8867 0.8777 0.4216 0.064 Uiso 1 1 calc R U . . .
C3 C 0.667(2) 0.8109(19) 0.5572(18) 0.051(4) Uani 1 1 d . . . . .
H3 H 0.6844 0.8207 0.6468 0.061 Uiso 1 1 calc R U . . .
C4 C 0.5143(18) 0.7595(14) 0.5602(14) 0.035(3) Uani 1 1 d . . . . .
C5 C 0.4945(18) 0.7442(14) 0.4225(14) 0.034(3) Uani 1 1 d . . . . .
C6 C 0.343(2) 0.6920(17) 0.4228(18) 0.045(3) Uani 1 1 d . . . . .
H6 H 0.3288 0.6799 0.3321 0.054 Uiso 1 1 calc R U . . .
C7 C 0.222(2) 0.660(2) 0.554(2) 0.057(4) Uani 1 1 d . . . . .
H7 H 0.1214 0.6295 0.5536 0.069 Uiso 1 1 calc R U . . .
C8 C 0.244(2) 0.6727(19) 0.6917(18) 0.054(4) Uani 1 1 d . . . . .
H8 H 0.1614 0.6460 0.7809 0.064 Uiso 1 1 calc R U . . .
C9 C 0.382(2) 0.7221(18) 0.6951(15) 0.047(3) Uani 1 1 d . . . . .
H9 H 0.3935 0.7326 0.7876 0.056 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 2.343(10) . ?
Hg1 I2 2.6264(10) . ?
Hg1 I1 2.7591(11) . ?
Hg1 I1 3.0698(11) 2_675 ?
I1 Hg1 3.0698(11) 2_675 ?
N1 C1 1.31(2) . ?
N1 C5 1.392(17) . ?
C1 C2 1.38(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.35(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.42(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.398(18) . ?
C4 C9 1.42(2) . ?
C5 C6 1.43(2) . ?
C6 C7 1.34(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.40(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.32(2) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Hg1 I2 115.3(3) . . ?
N1 Hg1 I1 104.5(3) . . ?
I2 Hg1 I1 133.62(4) . . ?
N1 Hg1 I1 97.4(3) . 2_675 ?
I2 Hg1 I1 104.27(3) . 2_675 ?
I1 Hg1 I1 92.64(3) . 2_675 ?
Hg1 I1 Hg1 87.36(3) . 2_675 ?
C1 N1 C5 118.1(11) . . ?
C1 N1 Hg1 120.2(9) . . ?
C5 N1 Hg1 121.8(9) . . ?
N1 C1 C2 124.9(14) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
C3 C2 C1 118.3(14) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.2(13) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 118.0(13) . . ?
C5 C4 C9 118.6(13) . . ?
C3 C4 C9 123.5(12) . . ?
N1 C5 C4 120.6(12) . . ?
N1 C5 C6 120.5(11) . . ?
C4 C5 C6 118.9(13) . . ?
C7 C6 C5 119.8(14) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 121.3(15) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 120.3(14) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C4 121.2(13) . . ?
C8 C9 H9 119.4 . . ?
C4 C9 H9 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 1(2) . . . . ?
Hg1 N1 C1 C2 179.3(12) . . . . ?
N1 C1 C2 C3 -2(2) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
C2 C3 C4 C5 1(2) . . . . ?
C2 C3 C4 C9 -179.5(14) . . . . ?
C1 N1 C5 C4 1.2(17) . . . . ?
Hg1 N1 C5 C4 -177.4(8) . . . . ?
C1 N1 C5 C6 179.6(12) . . . . ?
Hg1 N1 C5 C6 1.0(15) . . . . ?
C3 C4 C5 N1 -1.9(18) . . . . ?
C9 C4 C5 N1 178.5(11) . . . . ?
C3 C4 C5 C6 179.6(12) . . . . ?
C9 C4 C5 C6 0.0(18) . . . . ?
N1 C5 C6 C7 -177.7(13) . . . . ?
C4 C5 C6 C7 1(2) . . . . ?
C5 C6 C7 C8 -2(2) . . . . ?
C6 C7 C8 C9 3(2) . . . . ?
C7 C8 C9 C4 -2(2) . . . . ?
C5 C4 C9 C8 0(2) . . . . ?
C3 C4 C9 C8 -179.1(14) . . . . ?

_refine_diff_density_max         5.325
_refine_diff_density_min         -3.503
_refine_diff_density_rms         0.350

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1409096'
_audit_update_record             
;
2015-06-26 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(2-Iodo)-diiodo-bis(phenazine)-di-mercury
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 Hg2 I4 N2'
_chemical_formula_sum            'C26 H18 Hg2 I4 N2'
_chemical_formula_weight         1267.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.1694(4)
_cell_length_b                   9.1306(4)
_cell_length_c                   9.9609(5)
_cell_angle_alpha                84.347(2)
_cell_angle_beta                 70.877(2)
_cell_angle_gamma                77.262(2)
_cell_volume                     684.44(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.074
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.068
_exptl_absorpt_coefficient_mu    15.731
_shelx_estimated_absorpt_T_min   0.070
_shelx_estimated_absorpt_T_max   0.414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3750
_exptl_absorpt_correction_T_max  0.7481
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            19502
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.165
_diffrn_reflns_theta_max         26.371
_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             2804
_reflns_number_gt                2793
_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 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_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)+(0.0318P)²+2.5152P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         2804
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0678
_refine_ls_wR_factor_gt          0.0677
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_restrained_S_all      1.207
_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
C1 C 0.6127(7) 0.1455(6) 0.0275(5) 0.0208(10) Uani 1 1 d . . . . .
C2 C 0.7518(7) 0.0232(6) 0.0259(6) 0.0259(11) Uani 1 1 d . . . . .
H2 H 0.7786 -0.0059 0.1096 0.031 Uiso 1 1 calc R U . . .
C3 C 0.8486(8) -0.0540(7) -0.0937(6) 0.0293(12) Uani 1 1 d . . . . .
H3 H 0.9396 -0.1345 -0.0904 0.035 Uiso 1 1 calc R U . . .
C4 C 0.8119(8) -0.0129(7) -0.2239(6) 0.0308(12) Uani 1 1 d . . . . .
H4 H 0.8790 -0.0658 -0.3056 0.037 Uiso 1 1 calc R U . . .
C5 C 0.6777(7) 0.1045(7) -0.2280(6) 0.0280(12) Uani 1 1 d . . . . .
H5 H 0.6533 0.1312 -0.3130 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5743(7) 0.1870(6) -0.1039(6) 0.0231(10) Uani 1 1 d . . . . .
C7 C 0.4388(7) 0.3087(6) -0.1051(6) 0.0254(11) Uani 1 1 d . . . . .
H7 H 0.4109 0.3368 -0.1886 0.031 Uiso 1 1 calc R U . . .
C8 C 0.3446(7) 0.3890(6) 0.0170(5) 0.0210(10) Uani 1 1 d . . . . .
C9 C 0.2052(8) 0.5167(6) 0.0195(6) 0.0268(11) Uani 1 1 d . . . . .
H9 H 0.1751 0.5470 -0.0627 0.032 Uiso 1 1 calc R U . . .
C10 C 0.1166(7) 0.5938(6) 0.1409(6) 0.0268(11) Uani 1 1 d . . . . .
H10 H 0.0251 0.6756 0.1422 0.032 Uiso 1 1 calc R U . . .
C11 C 0.1649(7) 0.5484(6) 0.2650(6) 0.0247(11) Uani 1 1 d . . . . .
H11 H 0.1049 0.6025 0.3472 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2946(7) 0.4298(6) 0.2677(6) 0.0244(11) Uani 1 1 d . . . . .
H12 H 0.3228 0.4041 0.3513 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3900(7) 0.3424(5) 0.1444(5) 0.0208(10) Uani 1 1 d . . . . .
Hg1 Hg 0.58911(3) 0.16129(2) 0.35758(2) 0.02638(8) Uani 1 1 d . . . . .
I1 I 0.26394(4) 0.14041(4) 0.58211(4) 0.02475(10) Uani 1 1 d . . . . .
I2 I 0.77408(5) 0.35887(4) 0.38324(4) 0.02906(10) Uani 1 1 d . . . . .
N1 N 0.5197(6) 0.2220(5) 0.1472(5) 0.0203(8) 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
C1 N1 1.351(7) . ?
C1 C2 1.403(8) . ?
C1 C6 1.440(7) . ?
C2 C3 1.358(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.422(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.362(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.424(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(8) . ?
C7 C8 1.387(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.435(8) . ?
C8 C13 1.435(7) . ?
C9 C10 1.361(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.415(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.343(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.430(7) . ?
C12 H12 0.9300 . ?
C13 N1 1.354(7) . ?
Hg1 N1 2.330(4) . ?
Hg1 I2 2.6739(4) . ?
Hg1 I1 2.8423(4) 2_656 ?
Hg1 I1 2.8882(4) . ?
I1 Hg1 2.8423(4) 2_656 ?

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 C1 C2 121.3(5) . . ?
N1 C1 C6 121.3(5) . . ?
C2 C1 C6 117.4(5) . . ?
C3 C2 C1 122.3(5) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 120.6(6) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 120.9(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 122.3(5) . . ?
C7 C6 C1 118.3(5) . . ?
C5 C6 C1 119.4(5) . . ?
C8 C7 C6 120.6(5) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 122.2(5) . . ?
C7 C8 C13 118.4(5) . . ?
C9 C8 C13 119.4(5) . . ?
C10 C9 C8 120.7(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 119.3(5) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 122.1(5) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C13 121.1(5) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
N1 C13 C12 121.3(5) . . ?
N1 C13 C8 121.4(5) . . ?
C12 C13 C8 117.3(5) . . ?
N1 Hg1 I2 107.52(10) . . ?
N1 Hg1 I1 119.98(11) . 2_656 ?
I2 Hg1 I1 113.306(13) . 2_656 ?
N1 Hg1 I1 107.45(10) . . ?
I2 Hg1 I1 118.029(14) . . ?
I1 Hg1 I1 90.130(11) 2_656 . ?
Hg1 I1 Hg1 89.870(11) 2_656 . ?
C1 N1 C13 120.0(4) . . ?
C1 N1 Hg1 121.4(3) . . ?
C13 N1 Hg1 118.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -179.1(5) . . . . ?
C6 C1 C2 C3 0.3(8) . . . . ?
C1 C2 C3 C4 0.1(9) . . . . ?
C2 C3 C4 C5 -0.4(9) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C4 C5 C6 C7 178.8(5) . . . . ?
C4 C5 C6 C1 0.1(8) . . . . ?
N1 C1 C6 C7 0.2(7) . . . . ?
C2 C1 C6 C7 -179.2(5) . . . . ?
N1 C1 C6 C5 179.0(5) . . . . ?
C2 C1 C6 C5 -0.4(7) . . . . ?
C5 C6 C7 C8 -178.0(5) . . . . ?
C1 C6 C7 C8 0.7(8) . . . . ?
C6 C7 C8 C9 179.2(5) . . . . ?
C6 C7 C8 C13 -0.4(8) . . . . ?
C7 C8 C9 C10 -179.3(5) . . . . ?
C13 C8 C9 C10 0.2(8) . . . . ?
C8 C9 C10 C11 1.0(8) . . . . ?
C9 C10 C11 C12 -0.9(8) . . . . ?
C10 C11 C12 C13 -0.4(8) . . . . ?
C11 C12 C13 N1 -179.4(5) . . . . ?
C11 C12 C13 C8 1.6(7) . . . . ?
C7 C8 C13 N1 -0.9(7) . . . . ?
C9 C8 C13 N1 179.5(5) . . . . ?
C7 C8 C13 C12 178.1(5) . . . . ?
C9 C8 C13 C12 -1.5(7) . . . . ?
C2 C1 N1 C13 177.9(5) . . . . ?
C6 C1 N1 C13 -1.4(7) . . . . ?
C2 C1 N1 Hg1 1.9(6) . . . . ?
C6 C1 N1 Hg1 -177.4(3) . . . . ?
C12 C13 N1 C1 -177.2(5) . . . . ?
C8 C13 N1 C1 1.8(7) . . . . ?
C12 C13 N1 Hg1 -1.0(6) . . . . ?
C8 C13 N1 Hg1 177.9(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
C2 H2 I1 0.93 3.13 4.013(5) 158.9 2_656
C12 H12 I1 0.93 3.16 3.873(5) 134.5 .

_refine_diff_density_max         2.877
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.247

_shelxl_version_number           2014-3

