# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1939143'
loop_
_audit_author_name
_audit_author_address
'Maciej Kubicki'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Cl2 Hg N4 O2'
_chemical_formula_sum            'C24 H20 Cl2 Hg N4 O2'
_chemical_formula_weight         667.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   19.6861(19)
_cell_length_b                   4.7958(4)
_cell_length_c                   25.169(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.404(9)
_cell_angle_gamma                90
_cell_volume                     2329.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    3448
_cell_measurement_theta_min      3.2680
_cell_measurement_theta_max      24.4780

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    6.867
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.44037
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.1544
_diffrn_reflns_number            4096
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_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             4096
_reflns_number_gt                2888
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          'Refined as a 2-component twin.,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)+(0.1421P)²+63.5984P] 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         4096
_refine_ls_number_parameters     301
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0980
_refine_ls_wR_factor_ref         0.2862
_refine_ls_wR_factor_gt          0.2655
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.060
_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 0.21293(5) 0.0459(2) 0.51970(3) 0.0400(4) Uani 1 1 d . . . . .
Cl1 Cl 0.1362(3) -0.1745(14) 0.5677(2) 0.0526(16) Uani 1 1 d . . . . .
Cl2 Cl 0.3040(3) 0.0119(13) 0.4688(2) 0.0434(13) Uani 1 1 d . . . . .
N1A N 0.1391(9) 0.341(4) 0.4597(7) 0.034(4) Uani 1 1 d . . . . .
C2A C 0.1639(12) 0.523(4) 0.4269(7) 0.033(5) Uani 1 1 d . . . . .
H2A H 0.2123 0.5303 0.4280 0.040 Uiso 1 1 calc R U . . .
C3A C 0.1209(11) 0.697(4) 0.3924(8) 0.036(5) Uani 1 1 d . . . . .
C4A C 0.0501(14) 0.697(6) 0.3908(9) 0.053(7) Uani 1 1 d . . . . .
H4A H 0.0197 0.8174 0.3673 0.064 Uiso 1 1 calc R U . . .
C5A C 0.0258(13) 0.512(6) 0.4250(10) 0.058(7) Uani 1 1 d . . . . .
H5A H -0.0223 0.5096 0.4254 0.069 Uiso 1 1 calc R U . . .
C6A C 0.0685(15) 0.337(5) 0.4577(9) 0.051(6) Uani 1 1 d . . . . .
H6A H 0.0497 0.2087 0.4798 0.061 Uiso 1 1 calc R U . . .
C7A C 0.1546(11) 0.884(5) 0.3581(8) 0.036(5) Uani 1 1 d . . . . .
H7A H 0.2036 0.8833 0.3621 0.044 Uiso 1 1 calc R U . . .
N8A N 0.1188(9) 1.044(4) 0.3238(6) 0.033(4) Uani 1 1 d . . . . .
C9A C 0.1448(10) 1.240(5) 0.2937(8) 0.033(5) Uani 1 1 d . . . . .
C10A C 0.1003(13) 1.350(5) 0.2485(8) 0.039(5) Uani 1 1 d . . . . .
O10A O 0.0343(9) 1.252(4) 0.2365(7) 0.058(5) Uani 1 1 d . . . . .
H10A H 0.0310 1.1095 0.2553 0.087 Uiso 1 1 calc R U . . .
C11A C 0.1201(12) 1.547(5) 0.2154(9) 0.039(5) Uani 1 1 d . . . . .
H11A H 0.0878 1.6146 0.1849 0.047 Uiso 1 1 calc R U . . .
C12A C 0.1877(14) 1.649(6) 0.2264(10) 0.055(7) Uani 1 1 d . . . . .
H12A H 0.2026 1.7858 0.2039 0.066 Uiso 1 1 calc R U . . .
C13A C 0.2327(12) 1.543(5) 0.2713(10) 0.044(5) Uani 1 1 d . . . . .
H13A H 0.2781 1.6190 0.2802 0.053 Uiso 1 1 calc R U . . .
C14A C 0.2159(12) 1.338(5) 0.3034(8) 0.038(5) Uani 1 1 d . . . . .
H14A H 0.2498 1.2598 0.3316 0.046 Uiso 1 1 calc R U . . .
N1B N 0.2796(9) 0.319(4) 0.5901(6) 0.033(4) Uani 1 1 d . . . . .
C2B C 0.3272(10) 0.512(4) 0.5804(8) 0.031(5) Uani 1 1 d . . . . .
H2B H 0.3331 0.5382 0.5442 0.037 Uiso 1 1 calc R U . . .
C3B C 0.3669(11) 0.671(4) 0.6209(9) 0.036(5) Uani 1 1 d . . . . .
C4B C 0.3574(14) 0.624(5) 0.6725(10) 0.051(7) Uani 1 1 d . . . . .
H4B H 0.3829 0.7297 0.7017 0.061 Uiso 1 1 calc R U . . .
C5B C 0.3125(12) 0.432(5) 0.6821(8) 0.039(5) Uani 1 1 d . . . . .
H5B H 0.3091 0.3957 0.7186 0.047 Uiso 1 1 calc R U . . .
C6B C 0.2712(12) 0.285(5) 0.6417(9) 0.041(5) Uani 1 1 d . . . . .
H6B H 0.2370 0.1607 0.6497 0.049 Uiso 1 1 calc R U . . .
C7B C 0.4160(10) 0.873(4) 0.6059(9) 0.032(5) Uani 1 1 d . . . . .
H7B H 0.4210 0.8880 0.5693 0.039 Uiso 1 1 calc R U . . .
N8B N 0.4509(9) 1.025(4) 0.6412(6) 0.033(4) Uani 1 1 d . . . . .
C9B C 0.5000(10) 1.224(5) 0.6297(9) 0.035(4) Uani 1 1 d . U . . .
C10B C 0.5329(9) 1.373(4) 0.6734(8) 0.031(3) Uani 1 1 d . U . . .
O10B O 0.5197(8) 1.327(4) 0.7226(6) 0.045(4) Uani 1 1 d . U . . .
H10B H 0.4967 1.1794 0.7222 0.068 Uiso 1 1 calc R U . . .
C11B C 0.5800(10) 1.572(5) 0.6669(9) 0.039(4) Uani 1 1 d . U . . .
H11B H 0.6034 1.6720 0.6977 0.047 Uiso 1 1 calc R U . . .
C12B C 0.5947(11) 1.632(5) 0.6162(9) 0.041(4) Uani 1 1 d . U . . .
H12B H 0.6268 1.7750 0.6123 0.050 Uiso 1 1 calc R U . . .
C13B C 0.5615(13) 1.479(5) 0.5708(11) 0.053(6) Uani 1 1 d . U . . .
H13B H 0.5716 1.5099 0.5359 0.064 Uiso 1 1 calc R U . . .
C14B C 0.5139(13) 1.283(5) 0.5788(10) 0.050(6) Uani 1 1 d . U . . .
H14B H 0.4894 1.1839 0.5483 0.060 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 N1A 2.350(18) . ?
Hg1 Cl1 2.363(6) . ?
Hg1 N1B 2.379(17) . ?
Hg1 Cl2 2.407(6) . ?
N1A C2A 1.36(3) . ?
N1A C6A 1.38(3) . ?
C2A C3A 1.37(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.39(3) . ?
C3A C7A 1.49(3) . ?
C4A C5A 1.38(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.35(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A N8A 1.26(3) . ?
C7A H7A 0.9500 . ?
N8A C9A 1.37(3) . ?
C9A C10A 1.40(3) . ?
C9A C14A 1.45(3) . ?
C10A O10A 1.36(3) . ?
C10A C11A 1.37(3) . ?
O10A H10A 0.8400 . ?
C11A C12A 1.39(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.39(3) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.35(3) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
N1B C6B 1.35(3) . ?
N1B C2B 1.37(3) . ?
C2B C3B 1.38(3) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.37(3) . ?
C3B C7B 1.47(3) . ?
C4B C5B 1.33(3) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.37(3) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B N8B 1.25(3) . ?
C7B H7B 0.9500 . ?
N8B C9B 1.43(3) . ?
C9B C10B 1.36(3) . ?
C9B C14B 1.39(3) . ?
C10B O10B 1.33(2) . ?
C10B C11B 1.36(3) . ?
O10B H10B 0.8400 . ?
C11B C12B 1.39(3) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.41(3) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.37(3) . ?
C13B H13B 0.9500 . ?
C14B H14B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1A Hg1 Cl1 102.8(5) . . ?
N1A Hg1 N1B 109.1(6) . . ?
Cl1 Hg1 N1B 100.4(4) . . ?
N1A Hg1 Cl2 97.4(4) . . ?
Cl1 Hg1 Cl2 149.4(2) . . ?
N1B Hg1 Cl2 94.2(5) . . ?
C2A N1A C6A 118(2) . . ?
C2A N1A Hg1 121.9(14) . . ?
C6A N1A Hg1 120.3(15) . . ?
N1A C2A C3A 122(2) . . ?
N1A C2A H2A 119.1 . . ?
C3A C2A H2A 119.1 . . ?
C2A C3A C4A 121(2) . . ?
C2A C3A C7A 116(2) . . ?
C4A C3A C7A 123(2) . . ?
C5A C4A C3A 117(2) . . ?
C5A C4A H4A 121.5 . . ?
C3A C4A H4A 121.5 . . ?
C6A C5A C4A 122(3) . . ?
C6A C5A H5A 119.1 . . ?
C4A C5A H5A 119.1 . . ?
C5A C6A N1A 121(2) . . ?
C5A C6A H6A 119.5 . . ?
N1A C6A H6A 119.5 . . ?
N8A C7A C3A 121(2) . . ?
N8A C7A H7A 119.7 . . ?
C3A C7A H7A 119.7 . . ?
C7A N8A C9A 125.2(18) . . ?
N8A C9A C10A 118.0(18) . . ?
N8A C9A C14A 125.7(19) . . ?
C10A C9A C14A 116(2) . . ?
O10A C10A C11A 119(2) . . ?
O10A C10A C9A 117.9(19) . . ?
C11A C10A C9A 123(2) . . ?
C10A O10A H10A 109.5 . . ?
C10A C11A C12A 120(2) . . ?
C10A C11A H11A 120.1 . . ?
C12A C11A H11A 120.1 . . ?
C13A C12A C11A 118(2) . . ?
C13A C12A H12A 121.1 . . ?
C11A C12A H12A 121.1 . . ?
C14A C13A C12A 124(2) . . ?
C14A C13A H13A 118.0 . . ?
C12A C13A H13A 118.0 . . ?
C13A C14A C9A 118(2) . . ?
C13A C14A H14A 120.8 . . ?
C9A C14A H14A 120.8 . . ?
C6B N1B C2B 118.0(18) . . ?
C6B N1B Hg1 119.6(14) . . ?
C2B N1B Hg1 122.4(13) . . ?
N1B C2B C3B 123(2) . . ?
N1B C2B H2B 118.5 . . ?
C3B C2B H2B 118.5 . . ?
C4B C3B C2B 117(2) . . ?
C4B C3B C7B 125(2) . . ?
C2B C3B C7B 118.5(19) . . ?
C5B C4B C3B 120(2) . . ?
C5B C4B H4B 119.8 . . ?
C3B C4B H4B 119.8 . . ?
C4B C5B C6B 123(2) . . ?
C4B C5B H5B 118.7 . . ?
C6B C5B H5B 118.7 . . ?
N1B C6B C5B 119(2) . . ?
N1B C6B H6B 120.5 . . ?
C5B C6B H6B 120.5 . . ?
N8B C7B C3B 120.1(19) . . ?
N8B C7B H7B 120.0 . . ?
C3B C7B H7B 120.0 . . ?
C7B N8B C9B 123.1(18) . . ?
C10B C9B C14B 119(2) . . ?
C10B C9B N8B 114.8(19) . . ?
C14B C9B N8B 126.0(19) . . ?
O10B C10B C11B 119.3(19) . . ?
O10B C10B C9B 120.9(19) . . ?
C11B C10B C9B 120(2) . . ?
C10B O10B H10B 109.5 . . ?
C10B C11B C12B 122(2) . . ?
C10B C11B H11B 119.2 . . ?
C12B C11B H11B 119.2 . . ?
C11B C12B C13B 119(2) . . ?
C11B C12B H12B 120.4 . . ?
C13B C12B H12B 120.4 . . ?
C14B C13B C12B 117(2) . . ?
C14B C13B H13B 121.3 . . ?
C12B C13B H13B 121.3 . . ?
C13B C14B C9B 123(2) . . ?
C13B C14B H14B 118.6 . . ?
C9B C14B H14B 118.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A N1A C2A C3A -1(3) . . . . ?
Hg1 N1A C2A C3A -179.2(15) . . . . ?
N1A C2A C3A C4A 2(3) . . . . ?
N1A C2A C3A C7A -179.1(18) . . . . ?
C2A C3A C4A C5A -1(4) . . . . ?
C7A C3A C4A C5A -180(2) . . . . ?
C3A C4A C5A C6A -1(4) . . . . ?
C4A C5A C6A N1A 2(4) . . . . ?
C2A N1A C6A C5A -1(3) . . . . ?
Hg1 N1A C6A C5A 177.4(19) . . . . ?
C2A C3A C7A N8A 177(2) . . . . ?
C4A C3A C7A N8A -3(3) . . . . ?
C3A C7A N8A C9A 174.2(19) . . . . ?
C7A N8A C9A C10A 164(2) . . . . ?
C7A N8A C9A C14A -13(3) . . . . ?
N8A C9A C10A O10A -1(3) . . . . ?
C14A C9A C10A O10A 177(2) . . . . ?
N8A C9A C10A C11A 180(2) . . . . ?
C14A C9A C10A C11A -2(3) . . . . ?
O10A C10A C11A C12A -179(2) . . . . ?
C9A C10A C11A C12A 0(3) . . . . ?
C10A C11A C12A C13A 0(4) . . . . ?
C11A C12A C13A C14A 3(4) . . . . ?
C12A C13A C14A C9A -6(4) . . . . ?
N8A C9A C14A C13A -177(2) . . . . ?
C10A C9A C14A C13A 5(3) . . . . ?
C6B N1B C2B C3B 0(3) . . . . ?
Hg1 N1B C2B C3B -179.3(15) . . . . ?
N1B C2B C3B C4B 1(3) . . . . ?
N1B C2B C3B C7B -179.6(18) . . . . ?
C2B C3B C4B C5B 1(3) . . . . ?
C7B C3B C4B C5B -179(2) . . . . ?
C3B C4B C5B C6B -4(4) . . . . ?
C2B N1B C6B C5B -3(3) . . . . ?
Hg1 N1B C6B C5B 176.4(16) . . . . ?
C4B C5B C6B N1B 5(4) . . . . ?
C4B C3B C7B N8B -3(3) . . . . ?
C2B C3B C7B N8B 177.8(19) . . . . ?
C3B C7B N8B C9B 179.4(18) . . . . ?
C7B N8B C9B C10B 179(2) . . . . ?
C7B N8B C9B C14B 2(3) . . . . ?
C14B C9B C10B O10B 178(2) . . . . ?
N8B C9B C10B O10B 1(3) . . . . ?
C14B C9B C10B C11B -2(3) . . . . ?
N8B C9B C10B C11B -178.9(19) . . . . ?
O10B C10B C11B C12B -179(2) . . . . ?
C9B C10B C11B C12B 1(3) . . . . ?
C10B C11B C12B C13B -2(3) . . . . ?
C11B C12B C13B C14B 2(4) . . . . ?
C12B C13B C14B C9B -3(4) . . . . ?
C10B C9B C14B C13B 3(4) . . . . ?
N8B C9B C14B C13B 179(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O10A H10A N8A 0.84 2.21 2.67(2) 114.8 .
O10A H10A O10A 0.84 2.18 2.90(2) 143.8 2_545
O10B H10B N8B 0.84 2.19 2.65(2) 114.7 .
O10B H10B O10B 0.84 2.25 2.947(18) 140.3 2_646

_refine_diff_density_max         5.451
_refine_diff_density_min         -3.955
_refine_diff_density_rms         0.395

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1939145'
loop_
_audit_author_name
_audit_author_address
'Maciej Kubicki'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Cl2 Hg N4 O2, H2 O'
_chemical_formula_sum            'C24 H22 Cl2 Hg N4 O3'
_chemical_formula_weight         685.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

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

_cell_length_a                   17.5323(6)
_cell_length_b                   3.84380(10)
_cell_length_c                   34.5553(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.079(3)
_cell_angle_gamma                90
_cell_volume                     2292.77(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(1)
_cell_measurement_reflns_used    4256
_cell_measurement_theta_min      3.6050
_cell_measurement_theta_max      26.4760

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.987
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    6.982
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.27352
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      130(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.2413
_diffrn_measurement_method       ω-scan
_diffrn_reflns_number            7833
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.593
_diffrn_reflns_theta_max         26.598
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2238
_reflns_number_gt                2208
_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0303P)²+1.0944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     .
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2238
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0563
_refine_ls_wR_factor_gt          0.0559
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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 0.2500 0.47422(4) 0.5000 0.01389(8) Uani 1 2 d S T P . .
Cl1 Cl 0.33554(5) -0.02332(16) 0.54342(3) 0.01570(19) Uani 1 1 d . . . . .
N1 N 0.33746(18) 0.4902(5) 0.45637(11) 0.0153(7) Uani 1 1 d . . . . .
C2 C 0.32127(18) 0.6459(8) 0.42106(9) 0.0167(6) Uani 1 1 d . . . . .
H2 H 0.2706 0.7355 0.4125 0.020 Uiso 1 1 calc R U . . .
C3 C 0.37562(17) 0.6802(8) 0.39683(10) 0.0178(7) Uani 1 1 d . . . . .
H3 H 0.3620 0.7902 0.3720 0.021 Uiso 1 1 calc R U . . .
C4 C 0.4504(2) 0.5534(7) 0.40888(12) 0.0164(7) Uani 1 1 d . . . . .
C5 C 0.46604(19) 0.3866(8) 0.44532(10) 0.0190(7) Uani 1 1 d . . . . .
H5 H 0.5159 0.2907 0.4545 0.023 Uiso 1 1 calc R U . . .
C6 C 0.40880(17) 0.3617(8) 0.46803(10) 0.0173(7) Uani 1 1 d . . . . .
H6 H 0.4205 0.2493 0.4928 0.021 Uiso 1 1 calc R U . . .
C7 C 0.51376(19) 0.5939(8) 0.38674(11) 0.0183(7) Uani 1 1 d . . . . .
H7 H 0.5619 0.4841 0.3964 0.022 Uiso 1 1 calc R U . . .
N8 N 0.50726(15) 0.7702(7) 0.35502(8) 0.0199(6) Uani 1 1 d . . . . .
C9 C 0.57337(18) 0.8231(8) 0.33724(10) 0.0182(7) Uani 1 1 d . . . . .
C10 C 0.64896(18) 0.7399(8) 0.35495(10) 0.0202(7) Uani 1 1 d . . . . .
H20 H 0.6581 0.6349 0.3802 0.024 Uiso 1 1 calc R U . . .
C11 C 0.71033(19) 0.8085(8) 0.33616(10) 0.0209(7) Uani 1 1 d . . . . .
H11 H 0.7613 0.7437 0.3482 0.025 Uiso 1 1 calc R U . . .
C12 C 0.6982(3) 0.9725(7) 0.29961(14) 0.0239(9) Uani 1 1 d . . . . .
C13 C 0.6239(3) 1.0553(9) 0.28181(13) 0.0274(9) Uani 1 1 d . . . . .
H13 H 0.6151 1.1636 0.2567 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5619(3) 0.9815(7) 0.30031(14) 0.0244(9) Uani 1 1 d . . . . .
H14 H 0.5109 1.0393 0.2877 0.029 Uiso 1 1 calc R U . . .
O15 O 0.7602(2) 1.0513(6) 0.28267(11) 0.0368(8) Uani 1 1 d . . . . .
H15A H 0.7460 1.1775 0.2592 0.044 Uiso 0.5 1 d R U P . .
H15B H 0.7996 0.9579 0.2879 0.044 Uiso 0.5 1 d R U P . .
O1W O 0.8878(3) 0.7907(13) 0.31511(13) 0.0272(11) Uani 0.5 1 d . . P . .
H1W1 H 0.8994 0.5884 0.3094 0.033 Uiso 0.5 1 d R U P . .
H1W2 H 0.9223 0.9264 0.3263 0.033 Uiso 0.5 1 d 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
Hg1 N1 2.332(4) . ?
Hg1 N1 2.332(4) 2_556 ?
Hg1 Cl1 2.7146(8) 2_556 ?
Hg1 Cl1 2.7147(8) . ?
Hg1 Cl1 2.7280(8) 1_565 ?
Hg1 Cl1 2.7281(8) 2_566 ?
Cl1 Hg1 2.7281(8) 1_545 ?
N1 C6 1.339(4) . ?
N1 C2 1.344(5) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(5) . ?
C4 C7 1.464(5) . ?
C5 C6 1.381(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N8 1.277(4) . ?
C7 H7 0.9500 . ?
N8 C9 1.418(4) . ?
C9 C14 1.396(5) . ?
C9 C10 1.396(4) . ?
C10 C11 1.376(4) . ?
C10 H20 0.9500 . ?
C11 C12 1.394(5) . ?
C11 H11 0.9500 . ?
C12 O15 1.356(5) . ?
C12 C13 1.377(6) . ?
C13 C14 1.383(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
O15 H15A 0.9412 . ?
O15 H15B 0.7707 . ?
O1W H1W1 0.8359 . ?
O1W H1W2 0.8401 . ?

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 N1 176.99(10) . 2_556 ?
N1 Hg1 Cl1 91.34(7) . 2_556 ?
N1 Hg1 Cl1 90.78(7) 2_556 2_556 ?
N1 Hg1 Cl1 90.78(7) . . ?
N1 Hg1 Cl1 91.34(7) 2_556 . ?
Cl1 Hg1 Cl1 90.43(3) 2_556 . ?
N1 Hg1 Cl1 88.66(7) . 1_565 ?
N1 Hg1 Cl1 89.21(7) 2_556 1_565 ?
Cl1 Hg1 Cl1 179.717(18) 2_556 1_565 ?
Cl1 Hg1 Cl1 89.86(3) . 1_565 ?
N1 Hg1 Cl1 89.21(7) . 2_566 ?
N1 Hg1 Cl1 88.66(7) 2_556 2_566 ?
Cl1 Hg1 Cl1 89.86(3) 2_556 2_566 ?
Cl1 Hg1 Cl1 179.718(19) . 2_566 ?
Cl1 Hg1 Cl1 89.86(3) 1_565 2_566 ?
Hg1 Cl1 Hg1 89.86(3) . 1_545 ?
C6 N1 C2 118.4(3) . . ?
C6 N1 Hg1 118.7(2) . . ?
C2 N1 Hg1 122.7(2) . . ?
N1 C2 C3 122.3(3) . . ?
N1 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 117.2(3) . . ?
C3 C4 C7 124.6(3) . . ?
C5 C4 C7 118.2(3) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
N1 C6 C5 122.4(3) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
N8 C7 C4 122.9(3) . . ?
N8 C7 H7 118.5 . . ?
C4 C7 H7 118.5 . . ?
C7 N8 C9 119.4(3) . . ?
C14 C9 C10 118.3(3) . . ?
C14 C9 N8 117.4(3) . . ?
C10 C9 N8 124.2(3) . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H20 119.7 . . ?
C9 C10 H20 119.7 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
O15 C12 C13 121.5(4) . . ?
O15 C12 C11 119.0(4) . . ?
C13 C12 C11 119.5(4) . . ?
C12 C13 C14 120.3(4) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C9 120.9(4) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
C12 O15 H15A 112.1 . . ?
C12 O15 H15B 123.2 . . ?
H15A O15 H15B 122.2 . . ?
H1W1 O1W H1W2 120.1 . . ?

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 N1 C2 C3 -0.6(4) . . . . ?
Hg1 N1 C2 C3 174.3(2) . . . . ?
N1 C2 C3 C4 -0.5(5) . . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C2 C3 C4 C7 -176.1(3) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C7 C4 C5 C6 176.3(3) . . . . ?
C2 N1 C6 C5 0.6(5) . . . . ?
Hg1 N1 C6 C5 -174.5(2) . . . . ?
C4 C5 C6 N1 0.5(5) . . . . ?
C3 C4 C7 N8 4.4(5) . . . . ?
C5 C4 C7 N8 -173.3(3) . . . . ?
C4 C7 N8 C9 174.3(3) . . . . ?
C7 N8 C9 C14 172.6(3) . . . . ?
C7 N8 C9 C10 -10.0(5) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
N8 C9 C10 C11 -178.2(3) . . . . ?
C9 C10 C11 C12 2.0(5) . . . . ?
C10 C11 C12 O15 176.9(3) . . . . ?
C10 C11 C12 C13 -2.1(5) . . . . ?
O15 C12 C13 C14 -178.0(3) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
C12 C13 C14 C9 0.2(5) . . . . ?
C10 C9 C14 C13 -0.3(5) . . . . ?
N8 C9 C14 C13 177.3(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 Cl1 0.95 2.76 3.444(3) 129.2 2_566
C5 H5 Cl1 0.95 2.79 3.705(3) 162.2 5_656
C6 H6 Cl1 0.95 2.70 3.435(3) 134.9 .
C14 H14 O1W 0.95 2.59 3.300(6) 132.1 6_575
O15 H15A O15 0.94 1.77 2.697(7) 167.7 7_675
O15 H15B O1W 0.77 1.78 2.528(6) 161.7 .
O1W H1W1 N8 0.84 2.63 3.150(5) 121.6 6_665
O1W H1W2 N8 0.84 2.01 2.850(5) 176.9 6_675

_refine_diff_density_max         1.002
_refine_diff_density_min         -1.152
_refine_diff_density_rms         0.184

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1939144'
loop_
_audit_author_name
_audit_author_address
'Maciej Kubicki'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Br2 Hg N4 O2'
_chemical_formula_sum            'C24 H20 Br2 Hg N4 O2'
_chemical_formula_weight         756.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   4.93100(14)
_cell_length_b                   17.3546(4)
_cell_length_c                   28.8630(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.909(2)
_cell_angle_gamma                90
_cell_volume                     2468.60(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9743
_cell_measurement_theta_min      3.2200
_cell_measurement_theta_max      22.6820

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    9.500
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.36995
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      298(2)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.2413
_diffrn_reflns_number            42510
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.162
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4320
_reflns_number_gt                3683
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0334P)²+12.6740P] 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         4320
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0833
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1248
_refine_ls_goodness_of_fit_ref   1.361
_refine_ls_restrained_S_all      1.361
_refine_ls_shift/su_max          0.002
_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 0.07454(10) 0.69198(3) 0.58287(2) 0.05140(19) Uani 1 1 d . . . . .
Br1 Br -0.1475(3) 0.56403(9) 0.58653(5) 0.0725(5) Uani 1 1 d . . . . .
Br2 Br 0.0257(3) 0.83630(8) 0.58294(5) 0.0596(4) Uani 1 1 d . . . . .
N1A N 0.3528(19) 0.6797(5) 0.5171(3) 0.044(2) Uani 1 1 d . . . . .
C2A C 0.504(2) 0.7395(7) 0.5048(4) 0.041(3) Uani 1 1 d . . . . .
H2A H 0.4900 0.7856 0.5209 0.050 Uiso 1 1 calc R U . . .
C3A C 0.683(2) 0.7351(7) 0.4686(4) 0.043(3) Uani 1 1 d . . . . .
C4A C 0.697(3) 0.6674(7) 0.4448(4) 0.052(3) Uani 1 1 d . . . . .
H4A H 0.8133 0.6629 0.4202 0.062 Uiso 1 1 calc R U . . .
C5A C 0.542(3) 0.6062(8) 0.4571(5) 0.064(4) Uani 1 1 d . . . . .
H5A H 0.5543 0.5595 0.4417 0.077 Uiso 1 1 calc R U . . .
C6A C 0.362(2) 0.6149(7) 0.4935(4) 0.050(3) Uani 1 1 d . . . . .
H6A H 0.2474 0.5744 0.5009 0.060 Uiso 1 1 calc R U . . .
C7A C 0.853(2) 0.8014(7) 0.4578(4) 0.042(3) Uani 1 1 d . . . . .
H7A H 0.8270 0.8471 0.4739 0.050 Uiso 1 1 calc R U . . .
N8A N 1.029(2) 0.7995(5) 0.4281(3) 0.047(2) Uani 1 1 d . . . . .
C9A C 1.201(2) 0.8634(7) 0.4190(4) 0.047(3) Uani 1 1 d . . . . .
C10A C 1.348(2) 0.8565(8) 0.3790(4) 0.051(3) Uani 1 1 d . . . . .
O10A O 1.308(2) 0.7941(6) 0.3506(3) 0.068(3) Uani 1 1 d . . . . .
H10A H 1.1836 0.7678 0.3601 0.101 Uiso 1 1 calc R U . . .
C11A C 1.535(3) 0.9120(9) 0.3671(5) 0.064(4) Uani 1 1 d . . . . .
H11A H 1.6362 0.9066 0.3407 0.077 Uiso 1 1 calc R U . . .
C12A C 1.567(3) 0.9749(9) 0.3953(6) 0.074(4) Uani 1 1 d . . . . .
H12A H 1.6880 1.0132 0.3871 0.088 Uiso 1 1 calc R U . . .
C13A C 1.429(3) 0.9833(8) 0.4347(6) 0.074(4) Uani 1 1 d . . . . .
H13A H 1.4560 1.0263 0.4535 0.089 Uiso 1 1 calc R U . . .
C14A C 1.245(3) 0.9267(8) 0.4465(5) 0.059(4) Uani 1 1 d . . . . .
H14A H 1.1503 0.9317 0.4737 0.071 Uiso 1 1 calc R U . . .
N1B N 0.3439(19) 0.6845(5) 0.6545(3) 0.048(2) Uani 1 1 d . . . . .
C2B C 0.532(2) 0.7381(7) 0.6659(4) 0.044(3) Uani 1 1 d . . . . .
H2B H 0.5594 0.7775 0.6447 0.053 Uiso 1 1 calc R U . . .
C3B C 0.686(2) 0.7392(7) 0.7060(4) 0.040(3) Uani 1 1 d . . . . .
C4B C 0.634(2) 0.6806(7) 0.7374(4) 0.050(3) Uani 1 1 d . . . . .
H4B H 0.7329 0.6781 0.7654 0.060 Uiso 1 1 calc R U . . .
C5B C 0.440(3) 0.6269(7) 0.7274(4) 0.051(3) Uani 1 1 d . . . . .
H5B H 0.3995 0.5887 0.7487 0.061 Uiso 1 1 calc R U . . .
C6B C 0.307(3) 0.6304(7) 0.6851(5) 0.054(3) Uani 1 1 d . . . . .
H6B H 0.1825 0.5918 0.6777 0.065 Uiso 1 1 calc R U . . .
C7B C 0.892(2) 0.7980(7) 0.7145(4) 0.044(3) Uani 1 1 d . . . . .
H7B H 0.9157 0.8365 0.6926 0.053 Uiso 1 1 calc R U . . .
N8B N 1.039(2) 0.7977(6) 0.7513(3) 0.048(2) Uani 1 1 d . . . . .
C9B C 1.241(2) 0.8554(6) 0.7592(4) 0.037(3) Uani 1 1 d . . . . .
C10B C 1.362(2) 0.8522(7) 0.8033(4) 0.047(3) Uani 1 1 d . . . . .
O10B O 1.2963(19) 0.7968(6) 0.8342(3) 0.070(3) Uani 1 1 d . . . . .
H10B H 1.1433 0.8048 0.8434 0.106 Uiso 1 1 calc R U . . .
C11B C 1.567(3) 0.9032(8) 0.8172(4) 0.062(4) Uani 1 1 d . . . . .
H11B H 1.6469 0.9006 0.8468 0.075 Uiso 1 1 calc R U . . .
C12B C 1.649(3) 0.9573(8) 0.7859(5) 0.065(4) Uani 1 1 d . . . . .
H12B H 1.7879 0.9912 0.7943 0.078 Uiso 1 1 calc R U . . .
C13B C 1.527(3) 0.9622(7) 0.7422(5) 0.061(4) Uani 1 1 d . . . . .
H13B H 1.5807 0.9998 0.7214 0.073 Uiso 1 1 calc R U . . .
C14B C 1.326(2) 0.9109(7) 0.7297(5) 0.054(3) Uani 1 1 d . . . . .
H14B H 1.2444 0.9143 0.7003 0.065 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 N1A 2.390(9) . ?
Hg1 N1B 2.423(9) . ?
Hg1 Br1 2.4796(14) . ?
Hg1 Br2 2.5162(14) . ?
N1A C6A 1.316(14) . ?
N1A C2A 1.334(14) . ?
C2A C3A 1.391(15) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.363(16) . ?
C3A C7A 1.461(15) . ?
C4A C5A 1.365(17) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.404(17) . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?
C7A N8A 1.243(13) . ?
C7A H7A 0.9300 . ?
N8A C9A 1.427(15) . ?
C9A C14A 1.368(17) . ?
C9A C10A 1.387(16) . ?
C10A O10A 1.368(14) . ?
C10A C11A 1.385(17) . ?
O10A H10A 0.8200 . ?
C11A C12A 1.366(19) . ?
C11A H11A 0.9300 . ?
C12A C13A 1.35(2) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.385(18) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9300 . ?
N1B C6B 1.305(14) . ?
N1B C2B 1.348(14) . ?
C2B C3B 1.363(15) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.392(16) . ?
C3B C7B 1.454(15) . ?
C4B C5B 1.359(16) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.368(16) . ?
C5B H5B 0.9300 . ?
C6B H6B 0.9300 . ?
C7B N8B 1.266(14) . ?
C7B H7B 0.9300 . ?
N8B C9B 1.425(14) . ?
C9B C14B 1.360(16) . ?
C9B C10B 1.388(15) . ?
C10B O10B 1.357(14) . ?
C10B C11B 1.395(17) . ?
O10B H10B 0.8200 . ?
C11B C12B 1.372(18) . ?
C11B H11B 0.9300 . ?
C12B C13B 1.382(18) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.372(17) . ?
C13B H13B 0.9300 . ?
C14B H14B 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
N1A Hg1 N1B 111.1(3) . . ?
N1A Hg1 Br1 102.7(2) . . ?
N1B Hg1 Br1 98.4(2) . . ?
N1A Hg1 Br2 98.5(2) . . ?
N1B Hg1 Br2 95.9(2) . . ?
Br1 Hg1 Br2 148.10(6) . . ?
C6A N1A C2A 119.9(11) . . ?
C6A N1A Hg1 121.1(8) . . ?
C2A N1A Hg1 118.9(8) . . ?
N1A C2A C3A 122.2(11) . . ?
N1A C2A H2A 118.9 . . ?
C3A C2A H2A 118.9 . . ?
C4A C3A C2A 117.9(11) . . ?
C4A C3A C7A 122.2(11) . . ?
C2A C3A C7A 119.9(11) . . ?
C3A C4A C5A 120.1(12) . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C4A C5A C6A 119.1(12) . . ?
C4A C5A H5A 120.4 . . ?
C6A C5A H5A 120.4 . . ?
N1A C6A C5A 120.7(11) . . ?
N1A C6A H6A 119.7 . . ?
C5A C6A H6A 119.7 . . ?
N8A C7A C3A 123.0(11) . . ?
N8A C7A H7A 118.5 . . ?
C3A C7A H7A 118.5 . . ?
C7A N8A C9A 122.8(11) . . ?
C14A C9A C10A 118.5(12) . . ?
C14A C9A N8A 126.9(12) . . ?
C10A C9A N8A 114.5(11) . . ?
O10A C10A C11A 119.1(12) . . ?
O10A C10A C9A 120.0(11) . . ?
C11A C10A C9A 120.9(13) . . ?
C10A O10A H10A 109.5 . . ?
C12A C11A C10A 118.3(14) . . ?
C12A C11A H11A 120.9 . . ?
C10A C11A H11A 120.9 . . ?
C13A C12A C11A 122.3(14) . . ?
C13A C12A H12A 118.9 . . ?
C11A C12A H12A 118.9 . . ?
C12A C13A C14A 118.8(14) . . ?
C12A C13A H13A 120.6 . . ?
C14A C13A H13A 120.6 . . ?
C9A C14A C13A 121.2(13) . . ?
C9A C14A H14A 119.4 . . ?
C13A C14A H14A 119.4 . . ?
C6B N1B C2B 116.1(11) . . ?
C6B N1B Hg1 122.1(8) . . ?
C2B N1B Hg1 121.7(8) . . ?
N1B C2B C3B 125.2(11) . . ?
N1B C2B H2B 117.4 . . ?
C3B C2B H2B 117.4 . . ?
C2B C3B C4B 115.8(11) . . ?
C2B C3B C7B 121.2(11) . . ?
C4B C3B C7B 123.0(10) . . ?
C5B C4B C3B 120.4(11) . . ?
C5B C4B H4B 119.8 . . ?
C3B C4B H4B 119.8 . . ?
C4B C5B C6B 118.2(12) . . ?
C4B C5B H5B 120.9 . . ?
C6B C5B H5B 120.9 . . ?
N1B C6B C5B 124.3(12) . . ?
N1B C6B H6B 117.9 . . ?
C5B C6B H6B 117.9 . . ?
N8B C7B C3B 121.1(11) . . ?
N8B C7B H7B 119.5 . . ?
C3B C7B H7B 119.5 . . ?
C7B N8B C9B 120.6(10) . . ?
C14B C9B C10B 118.1(11) . . ?
C14B C9B N8B 128.7(11) . . ?
C10B C9B N8B 113.2(11) . . ?
O10B C10B C9B 121.8(11) . . ?
O10B C10B C11B 116.5(11) . . ?
C9B C10B C11B 121.6(12) . . ?
C10B O10B H10B 109.5 . . ?
C12B C11B C10B 118.1(12) . . ?
C12B C11B H11B 121.0 . . ?
C10B C11B H11B 121.0 . . ?
C13B C12B C11B 121.0(13) . . ?
C13B C12B H12B 119.5 . . ?
C11B C12B H12B 119.5 . . ?
C14B C13B C12B 119.1(12) . . ?
C14B C13B H13B 120.4 . . ?
C12B C13B H13B 120.4 . . ?
C9B C14B C13B 122.1(12) . . ?
C9B C14B H14B 119.0 . . ?
C13B C14B H14B 119.0 . . ?

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
C6A N1A C2A C3A -2.9(17) . . . . ?
Hg1 N1A C2A C3A 176.1(8) . . . . ?
N1A C2A C3A C4A 1.3(17) . . . . ?
N1A C2A C3A C7A -177.5(10) . . . . ?
C2A C3A C4A C5A -0.9(18) . . . . ?
C7A C3A C4A C5A 177.9(11) . . . . ?
C3A C4A C5A C6A 2(2) . . . . ?
C2A N1A C6A C5A 4.0(18) . . . . ?
Hg1 N1A C6A C5A -175.0(9) . . . . ?
C4A C5A C6A N1A -4(2) . . . . ?
C4A C3A C7A N8A -3.8(18) . . . . ?
C2A C3A C7A N8A 174.9(11) . . . . ?
C3A C7A N8A C9A -177.5(10) . . . . ?
C7A N8A C9A C14A 16.2(19) . . . . ?
C7A N8A C9A C10A -167.8(11) . . . . ?
C14A C9A C10A O10A -179.7(12) . . . . ?
N8A C9A C10A O10A 3.9(17) . . . . ?
C14A C9A C10A C11A 0.2(19) . . . . ?
N8A C9A C10A C11A -176.1(11) . . . . ?
O10A C10A C11A C12A 178.3(12) . . . . ?
C9A C10A C11A C12A -2(2) . . . . ?
C10A C11A C12A C13A 2(2) . . . . ?
C11A C12A C13A C14A -1(2) . . . . ?
C10A C9A C14A C13A 1(2) . . . . ?
N8A C9A C14A C13A 176.7(12) . . . . ?
C12A C13A C14A C9A -1(2) . . . . ?
C6B N1B C2B C3B 0.9(18) . . . . ?
Hg1 N1B C2B C3B 178.0(9) . . . . ?
N1B C2B C3B C4B -1.8(17) . . . . ?
N1B C2B C3B C7B 177.6(11) . . . . ?
C2B C3B C4B C5B -0.1(17) . . . . ?
C7B C3B C4B C5B -179.5(11) . . . . ?
C3B C4B C5B C6B 2.6(18) . . . . ?
C2B N1B C6B C5B 1.9(19) . . . . ?
Hg1 N1B C6B C5B -175.1(10) . . . . ?
C4B C5B C6B N1B -4(2) . . . . ?
C2B C3B C7B N8B -178.2(11) . . . . ?
C4B C3B C7B N8B 1.2(18) . . . . ?
C3B C7B N8B C9B 179.7(10) . . . . ?
C7B N8B C9B C14B -7.2(18) . . . . ?
C7B N8B C9B C10B 172.8(11) . . . . ?
C14B C9B C10B O10B -177.5(11) . . . . ?
N8B C9B C10B O10B 2.5(16) . . . . ?
C14B C9B C10B C11B -1.1(18) . . . . ?
N8B C9B C10B C11B 178.9(11) . . . . ?
O10B C10B C11B C12B 176.5(12) . . . . ?
C9B C10B C11B C12B 0.0(19) . . . . ?
C10B C11B C12B C13B 1(2) . . . . ?
C11B C12B C13B C14B -1(2) . . . . ?
C10B C9B C14B C13B 1.0(18) . . . . ?
N8B C9B C14B C13B -179.0(12) . . . . ?
C12B C13B C14B C9B 0(2) . . . . ?

_refine_diff_density_max         0.959
_refine_diff_density_min         -1.123
_refine_diff_density_rms         0.135

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1939146'
loop_
_audit_author_name
_audit_author_address
'Maciej Kubicki'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Br2 Hg N4 O2, 2(C H4 O)'
_chemical_formula_sum            'C26 H28 Br2 Hg N4 O4'
_chemical_formula_weight         820.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      orthorhombic
_space_group_IT_number           32
_space_group_name_H-M_alt        'P b a 2'
_space_group_name_Hall           'P 2 -2ab'

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

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

_cell_length_a                   8.9772(4)
_cell_length_b                   31.7959(11)
_cell_length_c                   4.7115(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1344.84(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(1)
_cell_measurement_reflns_used    871
_cell_measurement_theta_min      3.1970
_cell_measurement_theta_max      26.4554

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_F_000             788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    8.733
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.20267
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21t (release 14-08-2012 CrysAlis171 .NET)
(compiled Aug 14 2012,18:12:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      130(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.2413
_diffrn_measurement_method       ω-scan
_diffrn_reflns_number            2899
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         3.423
_diffrn_reflns_theta_max         26.513
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.674
_diffrn_reflns_point_group_measured_fraction_full 0.728
_reflns_number_total             1878
_reflns_number_gt                1754
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.275
_reflns_Friedel_fraction_max     0.333
_reflns_Friedel_fraction_full    0.379

_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0685P)²+1.0508P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     .
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.02(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1878
_refine_ls_number_parameters     171
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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
Hg1A Hg 0.0000 0.5000 -0.3783(3) 0.01882(19) Uani 1 2 d S T P . .
Br1A Br -0.19239(11) 0.55377(3) -0.5151(3) 0.0248(3) Uani 1 1 d . . . . .
N1A N 0.1582(9) 0.5413(3) -0.0787(19) 0.016(2) Uani 1 1 d . . . . .
C2A C 0.1069(11) 0.5770(3) 0.038(3) 0.018(2) Uani 1 1 d . . . . .
H2A H 0.0115 0.5866 -0.0200 0.022 Uiso 1 1 calc R U . . .
C3A C 0.1829(12) 0.6003(3) 0.234(2) 0.018(2) Uani 1 1 d . . . . .
H3A H 0.1396 0.6247 0.3154 0.022 Uiso 1 1 calc R U . . .
C4A C 0.3263(12) 0.5872(3) 0.312(2) 0.015(2) Uani 1 1 d . . . . .
C5A C 0.3814(13) 0.5512(3) 0.184(2) 0.021(3) Uani 1 1 d . . . . .
H5A H 0.4789 0.5415 0.2281 0.026 Uiso 1 1 calc R U . . .
C6A C 0.2938(11) 0.5291(3) -0.008(3) 0.022(2) Uani 1 1 d . . . . .
H6A H 0.3329 0.5043 -0.0913 0.027 Uiso 1 1 calc R U . . .
C7A C 0.4183(12) 0.6099(3) 0.521(3) 0.020(2) Uani 1 1 d . . . . .
H7A H 0.5163 0.6001 0.5573 0.024 Uiso 1 1 calc R U . . .
N8A N 0.3726(10) 0.6421(2) 0.656(2) 0.0152(18) Uani 1 1 d . . . . .
C9A C 0.4637(12) 0.6624(4) 0.862(2) 0.015(2) Uani 1 1 d . . . . .
C10A C 0.5992(11) 0.6463(3) 0.965(3) 0.020(2) Uani 1 1 d . . . . .
H10A H 0.6358 0.6201 0.8985 0.024 Uiso 1 1 calc R U . . .
C11A C 0.6794(11) 0.6691(3) 1.166(2) 0.019(2) Uani 1 1 d . . . . .
H11A H 0.7721 0.6583 1.2305 0.023 Uiso 1 1 calc R U . . .
C12A C 0.6287(11) 0.7067(3) 1.273(2) 0.014(2) Uani 1 1 d . . . . .
C13A C 0.4908(11) 0.7223(4) 1.176(3) 0.018(3) Uani 1 1 d . . . . .
H13A H 0.4523 0.7480 1.2487 0.022 Uiso 1 1 calc R U . . .
C14A C 0.4119(11) 0.6997(3) 0.973(3) 0.018(2) Uani 1 1 d . . . . .
H14A H 0.3191 0.7104 0.9080 0.021 Uiso 1 1 calc R U . . .
O15A O 0.7108(8) 0.7271(2) 1.466(2) 0.0259(18) Uani 1 1 d . . . . .
H15A H 0.6724 0.7507 1.4995 0.039 Uiso 1 1 calc R U . . .
O1B O 0.1174(8) 0.6928(2) 0.5478(16) 0.026(2) Uani 1 1 d . . . . .
H1B H 0.1989 0.6814 0.5892 0.039 Uiso 1 1 calc R U . . .
C1B C 0.0074(12) 0.6813(4) 0.753(4) 0.028(3) Uani 1 1 d . . . . .
H1B3 H 0.0527 0.6807 0.9426 0.042 Uiso 1 1 calc R U . . .
H1B2 H -0.0321 0.6534 0.7078 0.042 Uiso 1 1 calc R U . . .
H1B1 H -0.0739 0.7019 0.7508 0.042 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
Hg1A N1A 2.395(9) 2_565 ?
Hg1A N1A 2.395(9) . ?
Hg1A Br1A 2.5143(10) 2_565 ?
Hg1A Br1A 2.5143(10) . ?
N1A C6A 1.321(13) . ?
N1A C2A 1.339(13) . ?
C2A C3A 1.369(15) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.402(15) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.387(15) . ?
C4A C7A 1.475(15) . ?
C5A C6A 1.389(16) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A N8A 1.269(14) . ?
C7A H7A 0.9500 . ?
N8A C9A 1.424(14) . ?
C9A C14A 1.379(15) . ?
C9A C10A 1.407(15) . ?
C10A C11A 1.390(16) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.377(15) . ?
C11A H11A 0.9500 . ?
C12A O15A 1.339(13) . ?
C12A C13A 1.411(15) . ?
C13A C14A 1.392(16) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
O15A H15A 0.8400 . ?
O1B C1B 1.432(16) . ?
O1B H1B 0.8400 . ?
C1B H1B3 0.9800 . ?
C1B H1B2 0.9800 . ?
C1B H1B1 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1A Hg1A N1A 107.8(4) 2_565 . ?
N1A Hg1A Br1A 100.7(2) 2_565 2_565 ?
N1A Hg1A Br1A 96.7(2) . 2_565 ?
N1A Hg1A Br1A 96.7(2) 2_565 . ?
N1A Hg1A Br1A 100.7(2) . . ?
Br1A Hg1A Br1A 150.29(8) 2_565 . ?
C6A N1A C2A 117.5(9) . . ?
C6A N1A Hg1A 122.3(8) . . ?
C2A N1A Hg1A 120.1(6) . . ?
N1A C2A C3A 124.3(9) . . ?
N1A C2A H2A 117.8 . . ?
C3A C2A H2A 117.8 . . ?
C2A C3A C4A 118.3(10) . . ?
C2A C3A H3A 120.8 . . ?
C4A C3A H3A 120.8 . . ?
C5A C4A C3A 117.3(10) . . ?
C5A C4A C7A 119.7(10) . . ?
C3A C4A C7A 123.0(10) . . ?
C4A C5A C6A 119.9(10) . . ?
C4A C5A H5A 120.1 . . ?
C6A C5A H5A 120.1 . . ?
N1A C6A C5A 122.6(11) . . ?
N1A C6A H6A 118.7 . . ?
C5A C6A H6A 118.7 . . ?
N8A C7A C4A 123.1(10) . . ?
N8A C7A H7A 118.4 . . ?
C4A C7A H7A 118.4 . . ?
C7A N8A C9A 121.3(9) . . ?
C14A C9A C10A 118.2(10) . . ?
C14A C9A N8A 117.1(10) . . ?
C10A C9A N8A 124.7(10) . . ?
C11A C10A C9A 119.7(9) . . ?
C11A C10A H10A 120.1 . . ?
C9A C10A H10A 120.1 . . ?
C12A C11A C10A 122.0(9) . . ?
C12A C11A H11A 119.0 . . ?
C10A C11A H11A 119.0 . . ?
O15A C12A C11A 119.3(9) . . ?
O15A C12A C13A 122.2(10) . . ?
C11A C12A C13A 118.5(10) . . ?
C14A C13A C12A 119.2(10) . . ?
C14A C13A H13A 120.4 . . ?
C12A C13A H13A 120.4 . . ?
C9A C14A C13A 122.3(9) . . ?
C9A C14A H14A 118.8 . . ?
C13A C14A H14A 118.8 . . ?
C12A O15A H15A 109.5 . . ?
C1B O1B H1B 109.5 . . ?
O1B C1B H1B3 109.5 . . ?
O1B C1B H1B2 109.5 . . ?
H1B3 C1B H1B2 109.5 . . ?
O1B C1B H1B1 109.5 . . ?
H1B3 C1B H1B1 109.5 . . ?
H1B2 C1B H1B1 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A N1A C2A C3A -3.1(17) . . . . ?
Hg1A N1A C2A C3A 172.9(9) . . . . ?
N1A C2A C3A C4A 2.6(17) . . . . ?
C2A C3A C4A C5A -0.2(15) . . . . ?
C2A C3A C4A C7A -180.0(10) . . . . ?
C3A C4A C5A C6A -1.3(16) . . . . ?
C7A C4A C5A C6A 178.4(11) . . . . ?
C2A N1A C6A C5A 1.4(18) . . . . ?
Hg1A N1A C6A C5A -174.5(9) . . . . ?
C4A C5A C6A N1A 0.8(19) . . . . ?
C5A C4A C7A N8A -176.8(10) . . . . ?
C3A C4A C7A N8A 2.9(17) . . . . ?
C4A C7A N8A C9A 178.2(10) . . . . ?
C7A N8A C9A C14A 172.7(11) . . . . ?
C7A N8A C9A C10A -9.4(17) . . . . ?
C14A C9A C10A C11A -2.5(17) . . . . ?
N8A C9A C10A C11A 179.6(10) . . . . ?
C9A C10A C11A C12A 1.7(17) . . . . ?
C10A C11A C12A O15A 179.9(11) . . . . ?
C10A C11A C12A C13A 0.1(17) . . . . ?
O15A C12A C13A C14A 179.2(10) . . . . ?
C11A C12A C13A C14A -0.9(17) . . . . ?
C10A C9A C14A C13A 1.7(18) . . . . ?
N8A C9A C14A C13A 179.8(10) . . . . ?
C12A C13A C14A C9A 0.0(18) . . . . ?

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
C3A H3A O1B 0.95 2.43 3.345(13) 160.5 .
C13A H13A O15A 0.95 2.53 3.282(13) 136.7 3_465
C14A H14A O1B 0.95 2.54 3.323(13) 139.4 .
O15A H15A O1B 0.84 1.88 2.707(10) 170.1 3_566
O1B H1B N8A 0.84 2.02 2.849(11) 167.0 .
C1B H1B1 O15A 0.98 2.48 3.322(14) 143.2 1_454

_refine_diff_density_max         1.642
_refine_diff_density_min         -1.658
_refine_diff_density_rms         0.212

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1939147'
loop_
_audit_author_name
_audit_author_address
'Maciej Kubicki'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Hg I2 N4 O2, 2(C H4 O)'
_chemical_formula_sum            'C26 H28 Hg I2 N4 O4'
_chemical_formula_weight         914.91

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           32
_space_group_name_H-M_alt        'P b a 2'
_space_group_name_Hall           'P 2 -2ab'

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

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

_cell_length_a                   9.1791(6)
_cell_length_b                   32.206(2)
_cell_length_c                   4.7036(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1390.49(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    4787
_cell_measurement_theta_min      3.3500
_cell_measurement_theta_max      28.0150

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.185
_exptl_crystal_F_000             860
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    7.794
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.25444
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.1544
_diffrn_reflns_number            13814
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         2.920
_diffrn_reflns_theta_max         28.284
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3040
_reflns_number_gt                2629
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.689
_reflns_Friedel_fraction_max     0.813
_reflns_Friedel_fraction_full    0.979

_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0503P)²+1.4893P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     .
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 961 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3040
_refine_ls_number_parameters     171
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_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 0.5000 0.5000 0.29872(19) 0.01876(18) Uani 1 2 d S T P . .
I1 I 0.70083(8) 0.55619(2) 0.15016(18) 0.0217(2) Uani 1 1 d . . . . .
N1 N 0.6555(11) 0.4571(3) 0.592(2) 0.019(2) Uani 1 1 d . . . . .
C2 C 0.7909(13) 0.4684(4) 0.669(4) 0.023(3) Uani 1 1 d . . . . .
H2 H 0.8319 0.4927 0.5878 0.028 Uiso 1 1 calc R U . . .
C3 C 0.8730(13) 0.4459(4) 0.863(3) 0.020(3) Uani 1 1 d . . . . .
H3 H 0.9672 0.4555 0.9141 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8201(13) 0.4095(4) 0.982(3) 0.017(3) Uani 1 1 d . . . . .
C5 C 0.6792(14) 0.3969(4) 0.891(3) 0.021(3) Uani 1 1 d . . . . .
H5 H 0.6368 0.3721 0.9614 0.026 Uiso 1 1 calc R U . . .
C6 C 0.6056(13) 0.4210(4) 0.699(3) 0.021(3) Uani 1 1 d . . . . .
H6 H 0.5127 0.4117 0.6369 0.025 Uiso 1 1 calc R U . . .
C7 C 0.9037(14) 0.3875(4) 1.191(3) 0.020(3) Uani 1 1 d . . . . .
H7 H 0.9986 0.3976 1.2327 0.024 Uiso 1 1 calc R U . . .
N8 N 0.8599(10) 0.3553(3) 1.326(2) 0.016(2) Uani 1 1 d . . . . .
C9 C 0.9493(14) 0.3356(4) 1.533(3) 0.018(3) Uani 1 1 d . . . . .
C10 C 1.0833(12) 0.3508(4) 1.629(3) 0.019(3) Uani 1 1 d . . . . .
H10 H 1.1210 0.3759 1.5537 0.023 Uiso 1 1 calc R U . . .
C11 C 1.1616(13) 0.3290(4) 1.834(3) 0.023(3) Uani 1 1 d . . . . .
H11 H 1.2516 0.3398 1.9010 0.027 Uiso 1 1 calc R U . . .
C12 C 1.1095(13) 0.2918(4) 1.940(3) 0.019(3) Uani 1 1 d . . . . .
O12 O 1.1937(8) 0.2716(2) 2.137(3) 0.0223(18) Uani 1 1 d . . . . .
H12 H 1.1604 0.2476 2.1639 0.033 Uiso 1 1 calc R U . . .
C13 C 0.9768(13) 0.2763(4) 1.847(3) 0.021(3) Uani 1 1 d . . . . .
H13 H 0.9408 0.2507 1.9189 0.026 Uiso 1 1 calc R U . . .
C14 C 0.8977(12) 0.2986(3) 1.648(4) 0.020(2) Uani 1 1 d . . . . .
H14 H 0.8056 0.2883 1.5884 0.025 Uiso 1 1 calc R U . . .
O1A O 0.6047(9) 0.3069(3) 0.2180(19) 0.025(3) Uani 1 1 d . . . . .
H1A H 0.6691 0.3253 0.2128 0.038 Uiso 1 1 calc R U . . .
C1A C 0.4937(13) 0.3185(5) 0.419(3) 0.027(3) Uani 1 1 d . . . . .
H1A1 H 0.4066 0.3015 0.3872 0.041 Uiso 1 1 calc R U . . .
H1A2 H 0.4693 0.3479 0.3931 0.041 Uiso 1 1 calc R U . . .
H1A3 H 0.5297 0.3140 0.6124 0.041 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 2.419(11) . ?
Hg1 N1 2.419(10) 2_665 ?
Hg1 I1 2.6759(8) 2_665 ?
Hg1 I1 2.6760(8) . ?
N1 C6 1.345(16) . ?
N1 C2 1.345(16) . ?
C2 C3 1.386(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.422(17) . ?
C4 C7 1.434(18) . ?
C5 C6 1.369(19) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N8 1.280(16) . ?
C7 H7 0.9500 . ?
N8 C9 1.425(15) . ?
C9 C14 1.394(17) . ?
C9 C10 1.397(18) . ?
C10 C11 1.392(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(19) . ?
C11 H11 0.9500 . ?
C12 O12 1.371(17) . ?
C12 C13 1.389(17) . ?
O12 H12 0.8400 . ?
C13 C14 1.386(19) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
O1A C1A 1.438(16) . ?
O1A H1A 0.8400 . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Hg1 N1 110.5(5) . 2_665 ?
N1 Hg1 I1 99.7(2) . 2_665 ?
N1 Hg1 I1 97.4(2) 2_665 2_665 ?
N1 Hg1 I1 97.4(2) . . ?
N1 Hg1 I1 99.7(2) 2_665 . ?
I1 Hg1 I1 149.73(5) 2_665 . ?
C6 N1 C2 116.6(11) . . ?
C6 N1 Hg1 120.3(8) . . ?
C2 N1 Hg1 123.0(8) . . ?
N1 C2 C3 122.5(11) . . ?
N1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C2 C3 C4 121.2(11) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 115.9(11) . . ?
C3 C4 C7 120.5(12) . . ?
C5 C4 C7 123.6(12) . . ?
C6 C5 C4 119.1(12) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 124.6(12) . . ?
N1 C6 H6 117.7 . . ?
C5 C6 H6 117.7 . . ?
N8 C7 C4 124.8(12) . . ?
N8 C7 H7 117.6 . . ?
C4 C7 H7 117.6 . . ?
C7 N8 C9 121.3(11) . . ?
C14 C9 C10 118.3(11) . . ?
C14 C9 N8 116.8(12) . . ?
C10 C9 N8 124.9(12) . . ?
C11 C10 C9 120.1(11) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C12 C11 C10 120.6(12) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
O12 C12 C11 117.5(11) . . ?
O12 C12 C13 122.4(12) . . ?
C11 C12 C13 120.1(12) . . ?
C12 O12 H12 109.5 . . ?
C14 C13 C12 119.1(12) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C9 121.9(12) . . ?
C13 C14 H14 119.1 . . ?
C9 C14 H14 119.1 . . ?
C1A O1A H1A 109.5 . . ?
O1A C1A H1A1 109.5 . . ?
O1A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
O1A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -4(2) . . . . ?
Hg1 N1 C2 C3 172.5(11) . . . . ?
N1 C2 C3 C4 2(2) . . . . ?
C2 C3 C4 C5 1(2) . . . . ?
C2 C3 C4 C7 -177.4(13) . . . . ?
C3 C4 C5 C6 -1.0(19) . . . . ?
C7 C4 C5 C6 177.2(13) . . . . ?
C2 N1 C6 C5 4(2) . . . . ?
Hg1 N1 C6 C5 -172.6(10) . . . . ?
C4 C5 C6 N1 -2(2) . . . . ?
C3 C4 C7 N8 175.4(13) . . . . ?
C5 C4 C7 N8 -3(2) . . . . ?
C4 C7 N8 C9 -179.1(12) . . . . ?
C7 N8 C9 C14 -174.0(13) . . . . ?
C7 N8 C9 C10 6(2) . . . . ?
C14 C9 C10 C11 0(2) . . . . ?
N8 C9 C10 C11 179.8(14) . . . . ?
C9 C10 C11 C12 1(2) . . . . ?
C10 C11 C12 O12 178.7(13) . . . . ?
C10 C11 C12 C13 -1(2) . . . . ?
O12 C12 C13 C14 179.8(13) . . . . ?
C11 C12 C13 C14 0(2) . . . . ?
C12 C13 C14 C9 2(2) . . . . ?
C10 C9 C14 C13 -1(2) . . . . ?
N8 C9 C14 C13 178.6(13) . . . . ?

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
O12 H12 O1A 0.84 1.84 2.682(13) 174.7 3_557
O1A H1A N8 0.84 2.07 2.861(13) 156.9 1_554

_refine_diff_density_max         2.608
_refine_diff_density_min         -2.658
_refine_diff_density_rms         0.258

