# 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 1832633'
loop_
_audit_author_name
_audit_author_address
'Ali Samie'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        1
_chemical_name_common            1
_chemical_melting_point          447.9
_chemical_formula_moiety         'C24 H18 Cl2 Hg N2 O4'
_chemical_formula_sum            'C24 H18 Cl2 Hg N2 O4'
_chemical_formula_weight         669.89

# start Validation Reply Form
_vrf_PLAT971_1                   
;
PROBLEM: Check Calcd Resid. Dens.  1.03A   From Hg2             3.47 eA-3  
RESPONSE: The alert was mainly due to there is q peak 
that not assigned to any element. However, when observed closely 
the electron density appears to be around the heavy metal centre.
Thus, such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT972_1                   
;
PROBLEM: Check Calcd Resid. Dens.  0.95A   From Hg1            -2.56 eA-3  
RESPONSE: The alert was mainly due to there is q peak 
that not assigned to any element. However, when observed closely 
the electron density appears to be around the heavy metal centre.
Thus, such residual density is likely not from unaccounted atom types.
;
# end Validation Reply Form

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      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                   9.449(4)
_cell_length_b                   15.591(7)
_cell_length_c                   17.606(7)
_cell_angle_alpha                99.55(2)
_cell_angle_beta                 97.950(16)
_cell_angle_gamma                107.597(11)
_cell_volume                     2388.6(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5422
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      33.5

_exptl_crystal_description       unknown
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    6.701
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2837
_exptl_absorpt_correction_T_max  0.5023
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 13.6612
_diffrn_reflns_number            24487
_diffrn_reflns_av_unetI/netI     0.1529
_diffrn_reflns_av_R_equivalents  0.1707
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.405
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             10375
_reflns_number_gt                6913
_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_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'

_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)+(0.0135P)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     SHELXL
_refine_ls_extinction_coef       0.00144(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10375
_refine_ls_number_parameters     596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_ref         0.1760
_refine_ls_wR_factor_gt          0.1548
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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 0.7819(10) 0.9946(6) 0.3459(6) 0.049(2) Uani 1 1 d . . . . .
C2 C 0.8295(11) 0.9986(8) 0.4237(6) 0.062(3) Uani 1 1 d . . . . .
H2 H 0.8421 0.9471 0.4399 0.075 Uiso 1 1 calc R U . . .
C3 C 0.8586(13) 1.0790(9) 0.4780(7) 0.081(4) Uani 1 1 d . . . . .
H3 H 0.8901 1.0826 0.5312 0.097 Uiso 1 1 calc R U . . .
C4 C 0.8401(12) 1.1545(10) 0.4521(8) 0.087(4) Uani 1 1 d . . . . .
H4 H 0.8588 1.2092 0.4884 0.105 Uiso 1 1 calc R U . . .
C5 C 0.7942(11) 1.1503(8) 0.3732(7) 0.079(4) Uani 1 1 d . . . . .
H5 H 0.7832 1.2020 0.3567 0.095 Uiso 1 1 calc R U . . .
C6 C 0.7647(10) 1.0690(7) 0.3187(6) 0.063(3) Uani 1 1 d . . . . .
H6 H 0.7342 1.0649 0.2654 0.076 Uiso 1 1 calc R U . . .
C7 C 0.6563(12) 0.8344(7) 0.2907(6) 0.062(3) Uani 1 1 d . . . . .
C8 C 0.6479(11) 0.7586(8) 0.2244(6) 0.055(3) Uani 1 1 d . . . . .
C9 C 0.7276(11) 0.7765(7) 0.1637(5) 0.052(2) Uani 1 1 d . . . . .
H9 H 0.7886 0.8365 0.1659 0.062 Uiso 1 1 calc R U . . .
C10 C 0.6320(11) 0.6230(7) 0.1002(6) 0.055(3) Uani 1 1 d . . . . .
H10 H 0.6254 0.5770 0.0575 0.066 Uiso 1 1 calc R U . . .
C11 C 0.5532(12) 0.5990(8) 0.1574(7) 0.072(3) Uani 1 1 d . . . . .
H11 H 0.4961 0.5379 0.1543 0.087 Uiso 1 1 calc R U . . .
C12 C 0.5611(11) 0.6688(8) 0.2206(6) 0.067(3) Uani 1 1 d . . . . .
H12 H 0.5078 0.6546 0.2600 0.081 Uiso 1 1 calc R U . . .
C13 C 0.3737(10) 0.5093(6) -0.3377(6) 0.047(2) Uani 1 1 d . . . . .
C14 C 0.4394(11) 0.4786(7) -0.3943(6) 0.061(3) Uani 1 1 d . . . . .
H14 H 0.5381 0.5113 -0.3971 0.073 Uiso 1 1 calc R U . . .
C15 C 0.3580(11) 0.3981(7) -0.4482(6) 0.069(3) Uani 1 1 d . . . . .
H15 H 0.4000 0.3770 -0.4892 0.083 Uiso 1 1 calc R U . . .
C16 C 0.2139(11) 0.3485(8) -0.4415(7) 0.068(3) Uani 1 1 d . . . . .
H16 H 0.1600 0.2933 -0.4774 0.082 Uiso 1 1 calc R U . . .
C17 C 0.1491(12) 0.3800(8) -0.3821(7) 0.074(3) Uani 1 1 d . . . . .
H17 H 0.0525 0.3463 -0.3770 0.089 Uiso 1 1 calc R U . . .
C18 C 0.2318(11) 0.4635(7) -0.3298(6) 0.058(3) Uani 1 1 d . . . . .
H18 H 0.1900 0.4874 -0.2900 0.069 Uiso 1 1 calc R U . . .
C19 C 0.4450(12) 0.6706(7) -0.2849(6) 0.064(3) Uani 1 1 d . . . . .
C20 C 0.5440(10) 0.7461(7) -0.2181(5) 0.050(2) Uani 1 1 d . . . . .
C21 C 0.6289(10) 0.7284(7) -0.1566(5) 0.051(2) Uani 1 1 d . . . . .
H21 H 0.6259 0.6680 -0.1577 0.062 Uiso 1 1 calc R U . . .
C22 C 0.7191(11) 0.8820(7) -0.0914(6) 0.053(2) Uani 1 1 d . . . . .
H22 H 0.7755 0.9275 -0.0473 0.063 Uiso 1 1 calc R U . . .
C23 C 0.6388(12) 0.9049(7) -0.1530(7) 0.071(3) Uani 1 1 d . . . . .
H23 H 0.6440 0.9657 -0.1515 0.085 Uiso 1 1 calc R U . . .
C24 C 0.5510(12) 0.8347(7) -0.2168(6) 0.073(3) Uani 1 1 d . . . . .
H24 H 0.4967 0.8485 -0.2586 0.087 Uiso 1 1 calc R U . . .
C25 C 1.1297(10) 0.4863(7) 0.3418(6) 0.051(2) Uani 1 1 d . . . . .
C26 C 1.1226(10) 0.4847(7) 0.4185(5) 0.055(2) Uani 1 1 d . . . . .
H26 H 1.0665 0.4309 0.4315 0.066 Uiso 1 1 calc R U . . .
C27 C 1.1971(11) 0.5612(8) 0.4757(6) 0.065(3) Uani 1 1 d . . . . .
H27 H 1.1918 0.5598 0.5278 0.078 Uiso 1 1 calc R U . . .
C28 C 1.2819(11) 0.6423(8) 0.4569(7) 0.071(3) Uani 1 1 d . . . . .
H28 H 1.3353 0.6945 0.4962 0.085 Uiso 1 1 calc R U . . .
C29 C 1.2851(12) 0.6437(8) 0.3792(7) 0.074(3) Uani 1 1 d . . . . .
H29 H 1.3381 0.6980 0.3659 0.089 Uiso 1 1 calc R U . . .
C30 C 1.2101(11) 0.5649(7) 0.3203(6) 0.065(3) Uani 1 1 d . . . . .
H30 H 1.2141 0.5654 0.2678 0.078 Uiso 1 1 calc R U . . .
C31 C 1.0841(11) 0.3341(7) 0.2738(6) 0.058(3) Uani 1 1 d . . . . .
C32 C 0.9790(10) 0.2601(7) 0.2069(6) 0.050(2) Uani 1 1 d . . . . .
C33 C 0.8692(10) 0.2758(7) 0.1554(5) 0.055(2) Uani 1 1 d . . . . .
H33 H 0.8599 0.3342 0.1629 0.066 Uiso 1 1 calc R U . . .
C34 C 0.7903(11) 0.1269(7) 0.0828(6) 0.054(2) Uani 1 1 d . . . . .
H34 H 0.7262 0.0817 0.0403 0.065 Uiso 1 1 calc R U . . .
C35 C 0.8969(11) 0.1052(8) 0.1307(6) 0.066(3) Uani 1 1 d . . . . .
H35 H 0.9047 0.0465 0.1217 0.079 Uiso 1 1 calc R U . . .
C36 C 0.9915(10) 0.1742(7) 0.1926(6) 0.057(3) Uani 1 1 d . . . . .
H36 H 1.0655 0.1619 0.2254 0.068 Uiso 1 1 calc R U . . .
C37 C 0.7181(11) 0.0105(7) -0.3344(6) 0.056(3) Uani 1 1 d . . . . .
C38 C 0.5947(11) -0.0172(7) -0.3926(6) 0.061(3) Uani 1 1 d . . . . .
H38 H 0.5297 0.0172 -0.3951 0.074 Uiso 1 1 calc R U . . .
C39 C 0.5656(11) -0.0967(8) -0.4484(7) 0.075(3) Uani 1 1 d . . . . .
H39 H 0.4796 -0.1177 -0.4883 0.089 Uiso 1 1 calc R U . . .
C40 C 0.6660(12) -0.1442(7) -0.4441(7) 0.068(3) Uani 1 1 d . . . . .
H40 H 0.6487 -0.1969 -0.4827 0.082 Uiso 1 1 calc R U . . .
C41 C 0.7918(12) -0.1163(7) -0.3843(6) 0.071(3) Uani 1 1 d . . . . .
H41 H 0.8566 -0.1508 -0.3812 0.085 Uiso 1 1 calc R U . . .
C42 C 0.8198(12) -0.0354(7) -0.3285(6) 0.066(3) Uani 1 1 d . . . . .
H42 H 0.9055 -0.0133 -0.2884 0.080 Uiso 1 1 calc R U . . .
C43 C 0.8484(11) 0.1692(7) -0.2737(6) 0.058(3) Uani 1 1 d . . . . .
C44 C 0.8588(11) 0.2439(8) -0.2064(6) 0.052(2) Uani 1 1 d . . . . .
C45 C 0.7594(12) 0.2278(7) -0.1538(5) 0.059(3) Uani 1 1 d . . . . .
H45 H 0.6883 0.1693 -0.1613 0.071 Uiso 1 1 calc R U . . .
C46 C 0.8666(11) 0.3774(7) -0.0832(6) 0.058(3) Uani 1 1 d . . . . .
H46 H 0.8690 0.4231 -0.0414 0.070 Uiso 1 1 calc R U . . .
C47 C 0.9679(11) 0.3988(8) -0.1310(6) 0.064(3) Uani 1 1 d . . . . .
H47 H 1.0389 0.4575 -0.1216 0.077 Uiso 1 1 calc R U . . .
C48 C 0.9621(12) 0.3295(7) -0.1949(6) 0.062(3) Uani 1 1 d . . . . .
H48 H 1.0286 0.3423 -0.2290 0.074 Uiso 1 1 calc R U . . .
Cl1 Cl 1.0236(3) 0.89676(17) 0.07843(15) 0.0622(7) Uani 1 1 d . . . . .
Cl2 Cl 0.8340(3) 0.60104(18) -0.07043(15) 0.0663(7) Uani 1 1 d . . . . .
Cl3 Cl 0.6455(3) 0.39892(18) 0.07379(16) 0.0672(7) Uani 1 1 d . . . . .
Cl4 Cl 0.4600(3) 0.09959(19) -0.07252(16) 0.0696(7) Uani 1 1 d . . . . .
Hg1 Hg 0.86862(4) 0.74931(2) 0.00416(2) 0.05310(15) Uani 1 1 d . . . . .
Hg2 Hg 0.60304(4) 0.24920(3) 0.00030(2) 0.05288(15) Uani 1 1 d . . . . .
N1 N 0.7177(8) 0.7091(5) 0.1026(4) 0.0516(19) Uani 1 1 d . . . . .
N2 N 0.7153(8) 0.7947(5) -0.0952(4) 0.0478(18) Uani 1 1 d . . . . .
N3 N 0.7758(9) 0.2094(5) 0.0950(5) 0.056(2) Uani 1 1 d . . . . .
N4 N 0.7637(8) 0.2931(5) -0.0939(4) 0.0467(18) Uani 1 1 d . . . . .
O1 O 0.5719(10) 0.8263(6) 0.3352(5) 0.099(3) Uani 1 1 d . . . . .
O2 O 0.7631(8) 0.9142(5) 0.2892(4) 0.0596(19) Uani 1 1 d . . . . .
O3 O 0.3613(10) 0.6788(6) -0.3373(5) 0.119(4) Uani 1 1 d . . . . .
O4 O 0.4616(7) 0.5884(5) -0.2779(4) 0.0590(19) Uani 1 1 d . . . . .
O5 O 1.1836(8) 0.3244(6) 0.3155(5) 0.088(3) Uani 1 1 d . . . . .
O6 O 1.0447(8) 0.4118(5) 0.2802(4) 0.0608(19) Uani 1 1 d . . . . .
O7 O 0.9293(10) 0.1785(6) -0.3211(5) 0.098(3) Uani 1 1 d . . . . .
O8 O 0.7403(8) 0.0889(5) -0.2751(4) 0.0581(18) 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 C2 1.367(13) . ?
C1 C6 1.370(13) . ?
C1 O2 1.414(11) . ?
C2 C3 1.371(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(16) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(13) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.188(11) . ?
C7 O2 1.351(12) . ?
C7 C8 1.493(14) . ?
C8 C12 1.377(14) . ?
C8 C9 1.408(13) . ?
C9 N1 1.344(11) . ?
C9 H9 0.9300 . ?
C10 N1 1.331(11) . ?
C10 C11 1.369(14) . ?
C10 H10 0.9300 . ?
C11 C12 1.398(14) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.342(12) . ?
C13 C18 1.354(12) . ?
C13 O4 1.423(11) . ?
C14 C15 1.374(13) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(13) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(13) . ?
C16 H16 0.9300 . ?
C17 C18 1.393(13) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 O3 1.181(11) . ?
C19 O4 1.360(12) . ?
C19 C20 1.488(13) . ?
C20 C24 1.360(13) . ?
C20 C21 1.373(12) . ?
C21 N2 1.334(10) . ?
C21 H21 0.9300 . ?
C22 N2 1.340(11) . ?
C22 C23 1.394(13) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(14) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.366(12) . ?
C25 C30 1.376(13) . ?
C25 O6 1.396(11) . ?
C26 C27 1.352(12) . ?
C26 H26 0.9300 . ?
C27 C28 1.396(15) . ?
C27 H27 0.9300 . ?
C28 C29 1.376(14) . ?
C28 H28 0.9300 . ?
C29 C30 1.391(13) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 O5 1.174(11) . ?
C31 O6 1.362(12) . ?
C31 C32 1.496(13) . ?
C32 C36 1.365(13) . ?
C32 C33 1.388(12) . ?
C33 N3 1.344(11) . ?
C33 H33 0.9300 . ?
C34 N3 1.319(11) . ?
C34 C35 1.381(13) . ?
C34 H34 0.9300 . ?
C35 C36 1.380(13) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 C38 1.348(13) . ?
C37 C42 1.363(13) . ?
C37 O8 1.410(11) . ?
C38 C39 1.375(13) . ?
C38 H38 0.9300 . ?
C39 C40 1.371(14) . ?
C39 H39 0.9300 . ?
C40 C41 1.378(14) . ?
C40 H40 0.9300 . ?
C41 C42 1.394(13) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 O7 1.205(11) . ?
C43 O8 1.350(12) . ?
C43 C44 1.487(13) . ?
C44 C48 1.357(13) . ?
C44 C45 1.406(13) . ?
C45 N4 1.326(11) . ?
C45 H45 0.9300 . ?
C46 N4 1.342(11) . ?
C46 C47 1.362(13) . ?
C46 H46 0.9300 . ?
C47 C48 1.407(13) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
Cl1 Hg1 2.361(3) . ?
Cl2 Hg1 2.365(3) . ?
Cl3 Hg2 2.360(3) . ?
Cl4 Hg2 2.352(3) . ?
Hg1 N1 2.436(7) . ?
Hg1 N2 2.447(7) . ?
Hg2 N4 2.444(7) . ?
Hg2 N3 2.456(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.6(10) . . ?
C2 C1 O2 119.8(9) . . ?
C6 C1 O2 117.3(9) . . ?
C1 C2 C3 119.7(11) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 118.7(12) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 121.2(12) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 119.8(12) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 117.9(10) . . ?
C1 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
O1 C7 O2 124.9(10) . . ?
O1 C7 C8 123.6(10) . . ?
O2 C7 C8 111.2(9) . . ?
C12 C8 C9 117.9(10) . . ?
C12 C8 C7 120.9(9) . . ?
C9 C8 C7 121.2(10) . . ?
N1 C9 C8 121.7(10) . . ?
N1 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
N1 C10 C11 123.2(10) . . ?
N1 C10 H10 118.4 . . ?
C11 C10 H10 118.4 . . ?
C10 C11 C12 118.1(10) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C8 C12 C11 119.9(10) . . ?
C8 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C18 123.1(9) . . ?
C14 C13 O4 118.9(8) . . ?
C18 C13 O4 117.6(9) . . ?
C13 C14 C15 118.8(9) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C14 C15 C16 119.9(10) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.6(11) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 118.4(10) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C13 C18 C17 119.1(9) . . ?
C13 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
O3 C19 O4 123.2(10) . . ?
O3 C19 C20 125.7(10) . . ?
O4 C19 C20 111.1(9) . . ?
C24 C20 C21 118.5(9) . . ?
C24 C20 C19 120.1(9) . . ?
C21 C20 C19 121.4(10) . . ?
N2 C21 C20 122.3(9) . . ?
N2 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
N2 C22 C23 120.4(9) . . ?
N2 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 118.5(10) . . ?
C24 C23 H23 120.8 . . ?
C22 C23 H23 120.8 . . ?
C20 C24 C23 120.2(10) . . ?
C20 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C30 121.6(9) . . ?
C26 C25 O6 122.2(9) . . ?
C30 C25 O6 115.9(9) . . ?
C27 C26 C25 120.1(10) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.5(10) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C29 C28 C27 118.9(10) . . ?
C29 C28 H28 120.6 . . ?
C27 C28 H28 120.6 . . ?
C28 C29 C30 120.9(11) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C25 C30 C29 118.0(10) . . ?
C25 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
O5 C31 O6 125.8(10) . . ?
O5 C31 C32 123.7(10) . . ?
O6 C31 C32 110.5(8) . . ?
C36 C32 C33 117.1(9) . . ?
C36 C32 C31 120.6(9) . . ?
C33 C32 C31 122.3(9) . . ?
N3 C33 C32 122.1(9) . . ?
N3 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
N3 C34 C35 122.5(10) . . ?
N3 C34 H34 118.7 . . ?
C35 C34 H34 118.7 . . ?
C36 C35 C34 117.3(10) . . ?
C36 C35 H35 121.4 . . ?
C34 C35 H35 121.4 . . ?
C32 C36 C35 121.6(9) . . ?
C32 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
C38 C37 C42 123.2(10) . . ?
C38 C37 O8 118.3(9) . . ?
C42 C37 O8 118.4(10) . . ?
C37 C38 C39 119.4(10) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
C40 C39 C38 118.6(11) . . ?
C40 C39 H39 120.7 . . ?
C38 C39 H39 120.7 . . ?
C39 C40 C41 122.0(10) . . ?
C39 C40 H40 119.0 . . ?
C41 C40 H40 119.0 . . ?
C40 C41 C42 118.6(10) . . ?
C40 C41 H41 120.7 . . ?
C42 C41 H41 120.7 . . ?
C37 C42 C41 118.1(11) . . ?
C37 C42 H42 121.0 . . ?
C41 C42 H42 121.0 . . ?
O7 C43 O8 123.4(10) . . ?
O7 C43 C44 124.0(10) . . ?
O8 C43 C44 112.6(9) . . ?
C48 C44 C45 118.3(10) . . ?
C48 C44 C43 121.1(9) . . ?
C45 C44 C43 120.5(10) . . ?
N4 C45 C44 122.2(10) . . ?
N4 C45 H45 118.9 . . ?
C44 C45 H45 118.9 . . ?
N4 C46 C47 122.9(10) . . ?
N4 C46 H46 118.5 . . ?
C47 C46 H46 118.5 . . ?
C46 C47 C48 118.2(10) . . ?
C46 C47 H47 120.9 . . ?
C48 C47 H47 120.9 . . ?
C44 C48 C47 119.6(10) . . ?
C44 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
Cl1 Hg1 Cl2 152.04(10) . . ?
Cl1 Hg1 N1 96.12(19) . . ?
Cl2 Hg1 N1 100.71(19) . . ?
Cl1 Hg1 N2 99.54(19) . . ?
Cl2 Hg1 N2 96.61(19) . . ?
N1 Hg1 N2 107.2(2) . . ?
Cl4 Hg2 Cl3 156.69(10) . . ?
Cl4 Hg2 N4 97.08(19) . . ?
Cl3 Hg2 N4 97.74(19) . . ?
Cl4 Hg2 N3 98.79(19) . . ?
Cl3 Hg2 N3 96.06(19) . . ?
N4 Hg2 N3 100.6(2) . . ?
C10 N1 C9 119.0(9) . . ?
C10 N1 Hg1 122.8(7) . . ?
C9 N1 Hg1 118.1(7) . . ?
C21 N2 C22 120.0(8) . . ?
C21 N2 Hg1 116.9(6) . . ?
C22 N2 Hg1 123.1(6) . . ?
C34 N3 C33 119.4(9) . . ?
C34 N3 Hg2 121.1(7) . . ?
C33 N3 Hg2 119.1(7) . . ?
C45 N4 C46 118.7(9) . . ?
C45 N4 Hg2 117.9(7) . . ?
C46 N4 Hg2 122.9(6) . . ?
C7 O2 C1 118.9(8) . . ?
C19 O4 C13 117.6(7) . . ?
C31 O6 C25 117.2(8) . . ?
C43 O8 C37 119.7(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
C6 C1 C2 C3 1.5(15) . . . . ?
O2 C1 C2 C3 175.1(9) . . . . ?
C1 C2 C3 C4 -0.6(17) . . . . ?
C2 C3 C4 C5 -0.4(18) . . . . ?
C3 C4 C5 C6 0.6(17) . . . . ?
C2 C1 C6 C5 -1.3(15) . . . . ?
O2 C1 C6 C5 -175.1(8) . . . . ?
C4 C5 C6 C1 0.3(16) . . . . ?
O1 C7 C8 C12 -13.7(18) . . . . ?
O2 C7 C8 C12 171.3(9) . . . . ?
O1 C7 C8 C9 166.0(11) . . . . ?
O2 C7 C8 C9 -8.9(14) . . . . ?
C12 C8 C9 N1 1.5(15) . . . . ?
C7 C8 C9 N1 -178.2(9) . . . . ?
N1 C10 C11 C12 1.3(17) . . . . ?
C9 C8 C12 C11 -0.6(17) . . . . ?
C7 C8 C12 C11 179.2(10) . . . . ?
C10 C11 C12 C8 -0.7(18) . . . . ?
C18 C13 C14 C15 1.6(16) . . . . ?
O4 C13 C14 C15 174.8(9) . . . . ?
C13 C14 C15 C16 -2.6(16) . . . . ?
C14 C15 C16 C17 1.4(17) . . . . ?
C15 C16 C17 C18 0.8(16) . . . . ?
C14 C13 C18 C17 0.6(15) . . . . ?
O4 C13 C18 C17 -172.6(9) . . . . ?
C16 C17 C18 C13 -1.8(15) . . . . ?
O3 C19 C20 C24 -4.7(19) . . . . ?
O4 C19 C20 C24 175.9(10) . . . . ?
O3 C19 C20 C21 174.8(12) . . . . ?
O4 C19 C20 C21 -4.6(14) . . . . ?
C24 C20 C21 N2 1.2(15) . . . . ?
C19 C20 C21 N2 -178.3(9) . . . . ?
N2 C22 C23 C24 2.4(16) . . . . ?
C21 C20 C24 C23 -1.9(17) . . . . ?
C19 C20 C24 C23 177.5(10) . . . . ?
C22 C23 C24 C20 0.2(18) . . . . ?
C30 C25 C26 C27 -0.8(15) . . . . ?
O6 C25 C26 C27 -174.4(9) . . . . ?
C25 C26 C27 C28 -0.1(16) . . . . ?
C26 C27 C28 C29 1.7(16) . . . . ?
C27 C28 C29 C30 -2.4(16) . . . . ?
C26 C25 C30 C29 0.1(15) . . . . ?
O6 C25 C30 C29 174.1(8) . . . . ?
C28 C29 C30 C25 1.5(16) . . . . ?
O5 C31 C32 C36 2.4(16) . . . . ?
O6 C31 C32 C36 -175.9(9) . . . . ?
O5 C31 C32 C33 -175.4(11) . . . . ?
O6 C31 C32 C33 6.3(13) . . . . ?
C36 C32 C33 N3 1.6(15) . . . . ?
C31 C32 C33 N3 179.5(9) . . . . ?
N3 C34 C35 C36 -0.8(16) . . . . ?
C33 C32 C36 C35 -1.4(15) . . . . ?
C31 C32 C36 C35 -179.3(9) . . . . ?
C34 C35 C36 C32 1.0(15) . . . . ?
C42 C37 C38 C39 1.7(17) . . . . ?
O8 C37 C38 C39 -176.0(10) . . . . ?
C37 C38 C39 C40 -1.7(17) . . . . ?
C38 C39 C40 C41 2.1(18) . . . . ?
C39 C40 C41 C42 -2.4(17) . . . . ?
C38 C37 C42 C41 -2.0(16) . . . . ?
O8 C37 C42 C41 175.8(9) . . . . ?
C40 C41 C42 C37 2.3(16) . . . . ?
O7 C43 C44 C48 0.8(17) . . . . ?
O8 C43 C44 C48 179.4(9) . . . . ?
O7 C43 C44 C45 179.6(10) . . . . ?
O8 C43 C44 C45 -1.8(14) . . . . ?
C48 C44 C45 N4 0.0(15) . . . . ?
C43 C44 C45 N4 -178.9(9) . . . . ?
N4 C46 C47 C48 1.0(16) . . . . ?
C45 C44 C48 C47 0.6(15) . . . . ?
C43 C44 C48 C47 179.5(10) . . . . ?
C46 C47 C48 C44 -1.1(16) . . . . ?
C11 C10 N1 C9 -0.5(15) . . . . ?
C11 C10 N1 Hg1 176.4(8) . . . . ?
C8 C9 N1 C10 -1.0(14) . . . . ?
C8 C9 N1 Hg1 -178.0(7) . . . . ?
C20 C21 N2 C22 1.4(14) . . . . ?
C20 C21 N2 Hg1 -176.5(7) . . . . ?
C23 C22 N2 C21 -3.2(15) . . . . ?
C23 C22 N2 Hg1 174.6(7) . . . . ?
C35 C34 N3 C33 1.1(15) . . . . ?
C35 C34 N3 Hg2 173.5(7) . . . . ?
C32 C33 N3 C34 -1.5(15) . . . . ?
C32 C33 N3 Hg2 -174.1(7) . . . . ?
C44 C45 N4 C46 -0.1(14) . . . . ?
C44 C45 N4 Hg2 -173.2(7) . . . . ?
C47 C46 N4 C45 -0.4(14) . . . . ?
C47 C46 N4 Hg2 172.3(7) . . . . ?
O1 C7 O2 C1 2.3(17) . . . . ?
C8 C7 O2 C1 177.2(9) . . . . ?
C2 C1 O2 C7 64.3(13) . . . . ?
C6 C1 O2 C7 -121.8(10) . . . . ?
O3 C19 O4 C13 0.5(17) . . . . ?
C20 C19 O4 C13 180.0(8) . . . . ?
C14 C13 O4 C19 100.2(11) . . . . ?
C18 C13 O4 C19 -86.2(11) . . . . ?
O5 C31 O6 C25 -0.2(16) . . . . ?
C32 C31 O6 C25 178.0(8) . . . . ?
C26 C25 O6 C31 -69.6(12) . . . . ?
C30 C25 O6 C31 116.4(10) . . . . ?
O7 C43 O8 C37 0.0(16) . . . . ?
C44 C43 O8 C37 -178.6(8) . . . . ?
C38 C37 O8 C43 -106.3(11) . . . . ?
C42 C37 O8 C43 75.9(13) . . . . ?

_refine_diff_density_max         3.424
_refine_diff_density_min         -2.539
_refine_diff_density_rms         0.200

_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_4
_database_code_depnum_ccdc_archive 'CCDC 1832636'
loop_
_audit_author_name
_audit_author_address
'Ali Samie'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        4
_chemical_name_common            4
_chemical_melting_point          396.6
_chemical_formula_moiety         'C22 H16 Cl2 Hg N4 O4'
_chemical_formula_sum            'C22 H16 Cl2 Hg N4 O4'
_chemical_formula_weight         671.88

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           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                   33.59(4)
_cell_length_b                   5.376(6)
_cell_length_c                   13.679(17)
_cell_angle_alpha                90
_cell_angle_beta                 112.928(13)
_cell_angle_gamma                90
_cell_volume                     2275(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3606
_cell_measurement_theta_min      1.3
_cell_measurement_theta_max      33.7

_exptl_crystal_description       unknown
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    7.038
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2392
_exptl_absorpt_correction_T_max  0.6561
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 13.6612
_diffrn_reflns_number            10902
_diffrn_reflns_av_unetI/netI     0.0892
_diffrn_reflns_av_R_equivalents  0.1585
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.979
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2476
_reflns_number_gt                2111
_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_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'

_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)+(0.0196P)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         2476
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1148
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_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 0.6672(2) 0.5474(9) 0.1785(5) 0.0396(12) Uani 1 1 d . . . . .
C2 C 0.66180(16) 0.7352(8) 0.1074(4) 0.0499(12) Uani 1 1 d . . . . .
H2 H 0.6409 0.8615 0.0985 0.060 Uiso 1 1 calc R U . . .
C3 C 0.68720(18) 0.7391(9) 0.0486(4) 0.0568(13) Uani 1 1 d . . . . .
H3 H 0.6836 0.8687 -0.0014 0.068 Uiso 1 1 calc R U . . .
C4 C 0.7176(3) 0.5573(13) 0.0619(7) 0.0634(18) Uani 1 1 d . . . . .
H4 H 0.7350 0.5605 0.0212 0.076 Uiso 1 1 calc R U . . .
C5 C 0.72268(17) 0.3688(10) 0.1350(5) 0.0584(14) Uani 1 1 d . . . . .
H5 H 0.7437 0.2427 0.1444 0.070 Uiso 1 1 calc R U . . .
C6 C 0.69770(16) 0.3627(8) 0.1941(4) 0.0467(11) Uani 1 1 d . . . . .
H6 H 0.7013 0.2343 0.2445 0.056 Uiso 1 1 calc R U . . .
C7 C 0.64103(14) 0.6797(8) 0.3080(4) 0.0415(10) Uani 1 1 d . . . . .
C8 C 0.60944(15) 0.6051(9) 0.3546(4) 0.0379(10) Uani 1 1 d . . . . .
C9 C 0.58290(16) 0.3951(10) 0.3162(4) 0.0437(11) Uani 1 1 d . . . . .
H9 H 0.5861 0.2973 0.2619 0.052 Uiso 1 1 calc R U . . .
C10 C 0.5510(2) 0.4705(9) 0.4313(6) 0.0481(15) Uani 1 1 d . . . . .
H10 H 0.5308 0.4282 0.4616 0.058 Uiso 1 1 calc R U . . .
C11 C 0.57728(17) 0.6773(10) 0.4689(4) 0.0526(12) Uani 1 1 d . . . . .
H11 H 0.5744 0.7728 0.5242 0.063 Uiso 1 1 calc R U . . .
Cl1 Cl 0.53541(4) -0.0882(3) 0.13806(11) 0.0526(3) Uani 1 1 d . . . . .
Hg1 Hg 0.5000 0.00399(4) 0.2500 0.04227(14) Uani 1 2 d S T P . .
N1 N 0.55356(12) 0.3300(7) 0.3537(3) 0.0452(9) Uani 1 1 d . . . . .
N2 N 0.60630(13) 0.7468(7) 0.4305(3) 0.0476(9) Uani 1 1 d . . . . .
O1 O 0.66334(13) 0.8609(7) 0.3330(3) 0.0729(12) Uani 1 1 d . . . . .
O2 O 0.6397(2) 0.5165(5) 0.2323(5) 0.0531(14) 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 C2 1.364(7) . ?
C1 C6 1.382(8) . ?
C1 O2 1.399(8) . ?
C6 C5 1.373(7) . ?
C5 C4 1.387(10) . ?
C4 C3 1.373(9) . ?
C3 C2 1.382(7) . ?
C7 O1 1.195(5) . ?
C7 O2 1.344(7) . ?
C7 C8 1.490(6) . ?
C8 N2 1.325(6) . ?
C8 C9 1.407(7) . ?
C9 N1 1.323(6) . ?
C10 N1 1.332(8) . ?
C10 C11 1.387(8) . ?
C11 N2 1.329(6) . ?
Cl1 Hg1 2.329(2) . ?
Hg1 Cl1 2.329(2) 2_655 ?
Hg1 N1 2.517(4) 2_655 ?
Hg1 N1 2.517(4) . ?

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
C2 C1 C6 121.8(6) . . ?
C2 C1 O2 122.1(5) . . ?
C6 C1 O2 115.8(5) . . ?
C5 C6 C1 118.5(5) . . ?
C6 C5 C4 120.6(5) . . ?
C3 C4 C5 119.5(7) . . ?
C4 C3 C2 120.5(5) . . ?
C1 C2 C3 119.0(5) . . ?
O1 C7 O2 125.6(5) . . ?
O1 C7 C8 124.7(5) . . ?
O2 C7 C8 109.7(4) . . ?
N2 C8 C9 121.5(4) . . ?
N2 C8 C7 117.9(4) . . ?
C9 C8 C7 120.6(4) . . ?
N1 C9 C8 121.8(5) . . ?
N1 C10 C11 121.4(6) . . ?
N2 C11 C10 122.5(5) . . ?
Cl1 Hg1 Cl1 155.43(9) 2_655 . ?
Cl1 Hg1 N1 94.76(12) 2_655 2_655 ?
Cl1 Hg1 N1 102.32(12) . 2_655 ?
Cl1 Hg1 N1 102.33(12) 2_655 . ?
Cl1 Hg1 N1 94.76(12) . . ?
N1 Hg1 N1 91.71(19) 2_655 . ?
C9 N1 C10 116.6(5) . . ?
C9 N1 Hg1 116.2(3) . . ?
C10 N1 Hg1 126.2(4) . . ?
C8 N2 C11 116.3(4) . . ?
C7 O2 C1 119.8(4) . . ?

_refine_diff_density_max         1.349
_refine_diff_density_min         -1.998
_refine_diff_density_rms         0.174

_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_2
_database_code_depnum_ccdc_archive 'CCDC 1832634'
loop_
_audit_author_name
_audit_author_address
'Ali Samie'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        2
_chemical_name_common            2
_chemical_melting_point          435.6
_chemical_formula_moiety         'C24 H18 Br2 Hg N2 O4'
_chemical_formula_sum            'C24 H18 Br2 Hg N2 O4'
_chemical_formula_weight         758.81

# start Validation Reply Form
_vrf_RINTA01_2                   
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Due to poor crystal quality and weak diffractions, 
the Rint value is high.
;
_vrf_PLAT020_2                   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.190 Report
RESPONSE: Due to poor crystal quality and weak diffractions, 
the Rint value is high.
;
_vrf_PLAT919_2                   
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check 
RESPONSE: This is due to the poor quality of crystal.
;
_vrf_PLAT934_2                   
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          2 Check 
RESPONSE: This is due to the poor quality of crystal.
;
_vrf_PLAT972_2                   
;
PROBLEM: Check Calcd Resid. Dens.  0.92A   From Hg1            -2.93 eA-3  
RESPONSE: The alert was mainly due to there is q peak 
that not assigned to any element. However, when observed closely 
the electron density appears to be around the heavy metal centre.
Thus, such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT973_2                   
;
PROBLEM: Check Calcd Positive Resid. Density on       Hg2       1.52 eA-3  
RESPONSE: The alert was mainly due to there is q peak 
that not assigned to any element. However, when observed closely 
the electron density appears to be around the heavy metal centre.
Thus, such residual density is likely not from unaccounted atom types.
;
# end Validation Reply Form

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'
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      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                   9.436(5)
_cell_length_b                   15.890(10)
_cell_length_c                   17.648(10)
_cell_angle_alpha                99.93(3)
_cell_angle_beta                 97.67(2)
_cell_angle_gamma                107.083(17)
_cell_volume                     2443(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7974
_cell_measurement_theta_min      1.2
_cell_measurement_theta_max      33.7

_exptl_crystal_description       unknown
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.063
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    9.603
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2037
_exptl_absorpt_correction_T_max  0.4211
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 13.6612
_diffrn_reflns_number            25114
_diffrn_reflns_av_unetI/netI     0.1846
_diffrn_reflns_av_R_equivalents  0.1904
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.375
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             10615
_reflns_number_gt                7110
_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_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'Bruker SHELXTL'

_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)+(0.0134P)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     SHELXL
_refine_ls_extinction_coef       0.0039(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10615
_refine_ls_number_parameters     596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0785
_refine_ls_wR_factor_ref         0.1828
_refine_ls_wR_factor_gt          0.1651
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.6268(11) 0.4905(7) 0.8385(5) 0.046(2) Uani 1 1 d . . . . .
C2 C 0.5601(12) 0.5212(7) 0.8980(5) 0.056(3) Uani 1 1 d . . . . .
H2 H 0.4611 0.4877 0.9024 0.067 Uiso 1 1 calc R U . . .
C3 C 0.6390(13) 0.5998(8) 0.9498(6) 0.070(3) Uani 1 1 d . . . . .
H3 H 0.5945 0.6222 0.9906 0.084 Uiso 1 1 calc R U . . .
C4 C 0.7869(14) 0.6490(8) 0.9439(7) 0.069(3) Uani 1 1 d . . . . .
H4 H 0.8431 0.7037 0.9808 0.082 Uiso 1 1 calc R U . . .
C5 C 0.8468(13) 0.6159(8) 0.8839(6) 0.068(3) Uani 1 1 d . . . . .
H5 H 0.9449 0.6492 0.8782 0.082 Uiso 1 1 calc R U . . .
C6 C 0.7686(11) 0.5355(7) 0.8316(5) 0.057(3) Uani 1 1 d . . . . .
H6 H 0.8132 0.5120 0.7913 0.068 Uiso 1 1 calc R U . . .
C7 C 0.5560(14) 0.3312(7) 0.7885(6) 0.060(3) Uani 1 1 d . . . . .
C8 C 0.4572(12) 0.2571(7) 0.7237(5) 0.047(2) Uani 1 1 d . . . . .
C9 C 0.3752(11) 0.2753(7) 0.6609(5) 0.048(2) Uani 1 1 d . . . . .
H9 H 0.3769 0.3355 0.6618 0.058 Uiso 1 1 calc R U . . .
C10 C 0.2898(12) 0.1253(7) 0.5979(5) 0.048(2) Uani 1 1 d . . . . .
H10 H 0.2336 0.0791 0.5532 0.057 Uiso 1 1 calc R U . . .
C11 C 0.3660(13) 0.1032(7) 0.6601(6) 0.063(3) Uani 1 1 d . . . . .
H11 H 0.3593 0.0422 0.6591 0.076 Uiso 1 1 calc R U . . .
C12 C 0.4498(12) 0.1694(7) 0.7222(6) 0.063(3) Uani 1 1 d . . . . .
H12 H 0.5038 0.1552 0.7649 0.075 Uiso 1 1 calc R U . . .
C13 C 0.2189(12) 0.0067(7) 0.1533(5) 0.052(3) Uani 1 1 d . . . . .
C14 C 0.1709(12) 0.0008(8) 0.0753(5) 0.059(3) Uani 1 1 d . . . . .
H14 H 0.1575 0.0515 0.0573 0.071 Uiso 1 1 calc R U . . .
C15 C 0.1419(14) -0.0819(9) 0.0225(6) 0.074(3) Uani 1 1 d . . . . .
H15 H 0.1100 -0.0868 -0.0319 0.088 Uiso 1 1 calc R U . . .
C16 C 0.1586(14) -0.1548(9) 0.0475(7) 0.075(4) Uani 1 1 d . . . . .
H16 H 0.1382 -0.2102 0.0108 0.090 Uiso 1 1 calc R U . . .
C17 C 0.2064(13) -0.1484(7) 0.1285(8) 0.075(3) Uani 1 1 d . . . . .
H17 H 0.2156 -0.1996 0.1470 0.090 Uiso 1 1 calc R U . . .
C18 C 0.2399(12) -0.0647(7) 0.1807(6) 0.061(3) Uani 1 1 d . . . . .
H18 H 0.2771 -0.0578 0.2349 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3402(14) 0.1621(8) 0.2051(6) 0.062(3) Uani 1 1 d . . . . .
C20 C 0.3490(12) 0.2380(8) 0.2719(5) 0.051(3) Uani 1 1 d . . . . .
C21 C 0.2760(12) 0.2223(7) 0.3342(5) 0.048(2) Uani 1 1 d . . . . .
H21 H 0.2159 0.1623 0.3329 0.057 Uiso 1 1 calc R U . . .
C22 C 0.3687(13) 0.3699(8) 0.3950(6) 0.055(3) Uani 1 1 d . . . . .
H22 H 0.3787 0.4166 0.4390 0.066 Uiso 1 1 calc R U . . .
C23 C 0.4418(14) 0.3931(8) 0.3339(6) 0.069(3) Uani 1 1 d . . . . .
H23 H 0.4946 0.4541 0.3344 0.083 Uiso 1 1 calc R U . . .
C24 C 0.4339(14) 0.3242(8) 0.2738(6) 0.069(3) Uani 1 1 d . . . . .
H24 H 0.4880 0.3365 0.2331 0.083 Uiso 1 1 calc R U . . .
C25 C 1.1336(12) 0.4900(7) 0.8415(6) 0.051(3) Uani 1 1 d . . . . .
C26 C 1.2125(12) 0.5655(7) 0.8207(6) 0.058(3) Uani 1 1 d . . . . .
H26 H 1.2162 0.5649 0.7671 0.070 Uiso 1 1 calc R U . . .
C27 C 1.2875(13) 0.6435(7) 0.8772(6) 0.065(3) Uani 1 1 d . . . . .
H27 H 1.3429 0.6968 0.8631 0.078 Uiso 1 1 calc R U . . .
C28 C 1.2807(13) 0.6427(9) 0.9542(7) 0.071(3) Uani 1 1 d . . . . .
H28 H 1.3321 0.6956 0.9940 0.086 Uiso 1 1 calc R U . . .
C29 C 1.1977(14) 0.5633(10) 0.9739(6) 0.075(4) Uani 1 1 d . . . . .
H29 H 1.1938 0.5628 1.0273 0.089 Uiso 1 1 calc R U . . .
C30 C 1.1235(12) 0.4880(9) 0.9183(5) 0.064(3) Uani 1 1 d . . . . .
H30 H 1.0656 0.4347 0.9317 0.077 Uiso 1 1 calc R U . . .
C31 C 1.0844(13) 0.3349(8) 0.7770(6) 0.056(3) Uani 1 1 d . . . . .
C32 C 0.9850(11) 0.2645(7) 0.7116(5) 0.045(2) Uani 1 1 d . . . . .
C33 C 0.8747(11) 0.2787(7) 0.6581(5) 0.049(2) Uani 1 1 d . . . . .
H33 H 0.8629 0.3367 0.6645 0.058 Uiso 1 1 calc R U . . .
C34 C 0.8002(12) 0.1309(7) 0.5878(6) 0.050(2) Uani 1 1 d . . . . .
H34 H 0.7364 0.0846 0.5450 0.060 Uiso 1 1 calc R U . . .
C35 C 0.9081(15) 0.1123(9) 0.6391(6) 0.073(4) Uani 1 1 d . . . . .
H35 H 0.9176 0.0537 0.6310 0.088 Uiso 1 1 calc R U . . .
C36 C 0.9983(13) 0.1781(7) 0.7001(5) 0.058(3) Uani 1 1 d . . . . .
H36 H 1.0709 0.1657 0.7353 0.070 Uiso 1 1 calc R U . . .
C37 C 0.7220(13) 0.0098(7) 0.1635(5) 0.051(3) Uani 1 1 d . . . . .
C38 C 0.8190(12) -0.0367(7) 0.1692(6) 0.063(3) Uani 1 1 d . . . . .
H38 H 0.9048 -0.0155 0.2107 0.076 Uiso 1 1 calc R U . . .
C39 C 0.7936(14) -0.1161(7) 0.1141(6) 0.065(3) Uani 1 1 d . . . . .
H39 H 0.8617 -0.1496 0.1180 0.078 Uiso 1 1 calc R U . . .
C40 C 0.6686(14) -0.1463(8) 0.0534(6) 0.068(3) Uani 1 1 d . . . . .
H40 H 0.6527 -0.1998 0.0150 0.082 Uiso 1 1 calc R U . . .
C41 C 0.5682(14) -0.0996(9) 0.0483(6) 0.076(4) Uani 1 1 d . . . . .
H41 H 0.4807 -0.1218 0.0077 0.091 Uiso 1 1 calc R U . . .
C42 C 0.5948(13) -0.0185(7) 0.1035(6) 0.060(3) Uani 1 1 d . . . . .
H42 H 0.5280 0.0159 0.1000 0.072 Uiso 1 1 calc R U . . .
C43 C 0.8447(15) 0.1636(7) 0.2211(6) 0.058(3) Uani 1 1 d . . . . .
C44 C 0.8537(12) 0.2384(7) 0.2870(5) 0.048(2) Uani 1 1 d . . . . .
C45 C 0.7620(12) 0.2261(7) 0.3422(5) 0.048(2) Uani 1 1 d . . . . .
H45 H 0.6897 0.1680 0.3356 0.057 Uiso 1 1 calc R U . . .
C46 C 0.8699(13) 0.3694(7) 0.4117(5) 0.052(3) Uani 1 1 d . . . . .
H46 H 0.8741 0.4153 0.4551 0.062 Uiso 1 1 calc R U . . .
C47 C 0.9708(14) 0.3909(8) 0.3617(6) 0.065(3) Uani 1 1 d . . . . .
H47 H 1.0422 0.4496 0.3700 0.078 Uiso 1 1 calc R U . . .
C48 C 0.9614(11) 0.3224(6) 0.2994(5) 0.048(2) Uani 1 1 d . . . . .
H48 H 1.0300 0.3332 0.2646 0.057 Uiso 1 1 calc R U . . .
Br1 Br -0.02449(13) 0.09969(7) 0.42196(6) 0.0580(3) Uani 1 1 d . . . . .
Br2 Br 0.17301(14) 0.40558(7) 0.57146(6) 0.0598(3) Uani 1 1 d . . . . .
Br3 Br 0.46160(14) 0.09262(7) 0.42733(6) 0.0624(3) Uani 1 1 d . . . . .
Br4 Br 0.64955(14) 0.40271(7) 0.57373(6) 0.0604(3) Uani 1 1 d . . . . .
Hg1 Hg 0.14512(5) 0.25191(2) 0.49644(2) 0.04895(16) Uani 1 1 d . . . . .
Hg2 Hg 0.61557(5) 0.24813(2) 0.50031(2) 0.04881(16) Uani 1 1 d . . . . .
N1 N 0.2939(9) 0.2092(5) 0.5994(4) 0.0428(18) Uani 1 1 d . . . . .
N2 N 0.2866(10) 0.2868(5) 0.3947(4) 0.0457(19) Uani 1 1 d . . . . .
N3 N 0.7868(10) 0.2126(5) 0.5987(4) 0.049(2) Uani 1 1 d . . . . .
N4 N 0.7678(10) 0.2880(5) 0.4021(4) 0.0477(19) Uani 1 1 d . . . . .
O1 O 0.6401(13) 0.3245(6) 0.8414(5) 0.127(5) Uani 1 1 d . . . . .
O2 O 0.5389(9) 0.4114(5) 0.7814(4) 0.057(2) Uani 1 1 d . . . . .
O3 O 0.4231(11) 0.1693(6) 0.1594(4) 0.090(3) Uani 1 1 d . . . . .
O4 O 0.2387(9) 0.0848(5) 0.2092(4) 0.0567(19) Uani 1 1 d . . . . .
O5 O 1.1852(10) 0.3293(6) 0.8213(4) 0.080(3) Uani 1 1 d . . . . .
O6 O 1.0490(10) 0.4136(5) 0.7820(4) 0.059(2) Uani 1 1 d . . . . .
O7 O 0.9259(12) 0.1727(6) 0.1741(4) 0.098(3) Uani 1 1 d . . . . .
O8 O 0.7402(9) 0.0881(5) 0.2206(4) 0.059(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 C6 1.352(14) . ?
C1 C2 1.385(12) . ?
C1 O2 1.418(12) . ?
C2 C3 1.353(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.365(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.373(14) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.183(11) . ?
C7 O2 1.354(11) . ?
C7 C8 1.473(14) . ?
C8 C12 1.371(14) . ?
C8 C9 1.386(12) . ?
C9 N1 1.335(11) . ?
C9 H9 0.9500 . ?
C10 N1 1.318(11) . ?
C10 C11 1.385(13) . ?
C10 H10 0.9500 . ?
C11 C12 1.347(14) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.362(14) . ?
C13 C14 1.369(12) . ?
C13 O4 1.392(11) . ?
C14 C15 1.404(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.350(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.417(14) . ?
C16 H16 0.9500 . ?
C17 C18 1.404(14) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O3 1.193(12) . ?
C19 O4 1.339(14) . ?
C19 C20 1.508(13) . ?
C20 C24 1.361(15) . ?
C20 C21 1.393(13) . ?
C21 N2 1.318(11) . ?
C21 H21 0.9500 . ?
C22 N2 1.320(14) . ?
C22 C23 1.399(14) . ?
C22 H22 0.9500 . ?
C23 C24 1.364(13) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.353(15) . ?
C25 C30 1.377(13) . ?
C25 O6 1.408(13) . ?
C26 C27 1.379(14) . ?
C26 H26 0.9500 . ?
C27 C28 1.370(14) . ?
C27 H27 0.9500 . ?
C28 C29 1.403(18) . ?
C28 H28 0.9500 . ?
C29 C30 1.343(15) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 O5 1.184(11) . ?
C31 O6 1.377(12) . ?
C31 C32 1.452(15) . ?
C32 C36 1.398(13) . ?
C32 C33 1.405(12) . ?
C33 N3 1.329(12) . ?
C33 H33 0.9500 . ?
C34 N3 1.325(11) . ?
C34 C35 1.401(14) . ?
C34 H34 0.9500 . ?
C35 C36 1.349(15) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.338(13) . ?
C37 C42 1.393(14) . ?
C37 O8 1.410(11) . ?
C38 C39 1.390(13) . ?
C38 H38 0.9500 . ?
C39 C40 1.386(15) . ?
C39 H39 0.9500 . ?
C40 C41 1.367(14) . ?
C40 H40 0.9500 . ?
C41 C42 1.410(14) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 O7 1.201(12) . ?
C43 O8 1.308(14) . ?
C43 C44 1.488(13) . ?
C44 C48 1.380(14) . ?
C44 C45 1.387(13) . ?
C45 N4 1.297(10) . ?
C45 H45 0.9500 . ?
C46 N4 1.334(13) . ?
C46 C47 1.392(15) . ?
C46 H46 0.9500 . ?
C47 C48 1.381(13) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
Br1 Hg1 2.4915(18) . ?
Br2 Hg1 2.4897(19) . ?
Br3 Hg2 2.4838(19) . ?
Br4 Hg2 2.4786(19) . ?
Hg1 N2 2.421(7) . ?
Hg1 N1 2.456(7) . ?
Hg2 N4 2.444(7) . ?
Hg2 N3 2.464(7) . ?

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
C6 C1 C2 122.2(10) . . ?
C6 C1 O2 119.9(9) . . ?
C2 C1 O2 117.9(9) . . ?
C3 C2 C1 118.5(11) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.8(11) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 118.2(11) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 C6 121.5(12) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 118.7(9) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
O1 C7 O2 122.3(10) . . ?
O1 C7 C8 126.2(9) . . ?
O2 C7 C8 111.4(8) . . ?
C12 C8 C9 118.5(10) . . ?
C12 C8 C7 120.9(8) . . ?
C9 C8 C7 120.5(9) . . ?
N1 C9 C8 120.9(9) . . ?
N1 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
N1 C10 C11 121.3(10) . . ?
N1 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 119.1(10) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C8 120.0(9) . . ?
C11 C12 H12 120.0 . . ?
C8 C12 H12 120.0 . . ?
C18 C13 C14 122.1(10) . . ?
C18 C13 O4 116.7(9) . . ?
C14 C13 O4 121.1(10) . . ?
C13 C14 C15 118.4(10) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
C16 C15 C14 121.4(11) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.9(11) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 118.5(11) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C13 C18 C17 119.7(10) . . ?
C13 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
O3 C19 O4 125.0(10) . . ?
O3 C19 C20 123.7(11) . . ?
O4 C19 C20 111.0(9) . . ?
C24 C20 C21 118.2(10) . . ?
C24 C20 C19 120.1(9) . . ?
C21 C20 C19 121.7(11) . . ?
N2 C21 C20 123.0(10) . . ?
N2 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
N2 C22 C23 123.5(10) . . ?
N2 C22 H22 118.3 . . ?
C23 C22 H22 118.3 . . ?
C24 C23 C22 117.2(11) . . ?
C24 C23 H23 121.4 . . ?
C22 C23 H23 121.4 . . ?
C20 C24 C23 120.2(10) . . ?
C20 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C30 122.1(11) . . ?
C26 C25 O6 118.6(9) . . ?
C30 C25 O6 119.1(11) . . ?
C25 C26 C27 120.1(10) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C28 C27 C26 118.9(11) . . ?
C28 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C27 C28 C29 119.7(12) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C30 C29 C28 121.0(11) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C25 118.2(12) . . ?
C29 C30 H30 120.9 . . ?
C25 C30 H30 120.9 . . ?
O5 C31 O6 121.9(11) . . ?
O5 C31 C32 126.8(10) . . ?
O6 C31 C32 111.3(8) . . ?
C36 C32 C33 117.4(9) . . ?
C36 C32 C31 119.4(9) . . ?
C33 C32 C31 123.2(9) . . ?
N3 C33 C32 121.3(9) . . ?
N3 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
N3 C34 C35 120.5(10) . . ?
N3 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 119.7(10) . . ?
C36 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
C35 C36 C32 120.1(10) . . ?
C35 C36 H36 120.0 . . ?
C32 C36 H36 120.0 . . ?
C38 C37 C42 122.2(10) . . ?
C38 C37 O8 121.1(10) . . ?
C42 C37 O8 116.6(9) . . ?
C37 C38 C39 119.7(11) . . ?
C37 C38 H38 120.1 . . ?
C39 C38 H38 120.1 . . ?
C40 C39 C38 119.8(10) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C41 C40 C39 120.4(11) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C40 C41 C42 119.8(11) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C37 C42 C41 118.0(9) . . ?
C37 C42 H42 121.0 . . ?
C41 C42 H42 121.0 . . ?
O7 C43 O8 124.5(10) . . ?
O7 C43 C44 122.8(11) . . ?
O8 C43 C44 112.7(9) . . ?
C48 C44 C45 116.5(9) . . ?
C48 C44 C43 121.2(9) . . ?
C45 C44 C43 122.1(10) . . ?
N4 C45 C44 124.8(10) . . ?
N4 C45 H45 117.6 . . ?
C44 C45 H45 117.6 . . ?
N4 C46 C47 123.7(9) . . ?
N4 C46 H46 118.1 . . ?
C47 C46 H46 118.1 . . ?
C48 C47 C46 116.4(11) . . ?
C48 C47 H47 121.8 . . ?
C46 C47 H47 121.8 . . ?
C44 C48 C47 120.8(10) . . ?
C44 C48 H48 119.6 . . ?
C47 C48 H48 119.6 . . ?
N2 Hg1 N1 110.6(3) . . ?
N2 Hg1 Br2 101.65(19) . . ?
N1 Hg1 Br2 97.12(17) . . ?
N2 Hg1 Br1 96.5(2) . . ?
N1 Hg1 Br1 100.14(19) . . ?
Br2 Hg1 Br1 148.66(5) . . ?
N4 Hg2 N3 103.7(3) . . ?
N4 Hg2 Br4 98.61(19) . . ?
N3 Hg2 Br4 96.53(18) . . ?
N4 Hg2 Br3 97.5(2) . . ?
N3 Hg2 Br3 99.7(2) . . ?
Br4 Hg2 Br3 153.70(5) . . ?
C10 N1 C9 120.1(8) . . ?
C10 N1 Hg1 123.2(6) . . ?
C9 N1 Hg1 116.6(6) . . ?
C21 N2 C22 117.8(8) . . ?
C21 N2 Hg1 119.8(7) . . ?
C22 N2 Hg1 122.3(6) . . ?
C34 N3 C33 121.1(8) . . ?
C34 N3 Hg2 119.8(6) . . ?
C33 N3 Hg2 118.7(6) . . ?
C45 N4 C46 117.6(8) . . ?
C45 N4 Hg2 119.6(7) . . ?
C46 N4 Hg2 122.4(6) . . ?
C7 O2 C1 119.0(7) . . ?
C19 O4 C13 118.8(8) . . ?
C31 O6 C25 119.7(8) . . ?
C43 O8 C37 119.5(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
C6 C1 C2 C3 1.3(15) . . . . ?
O2 C1 C2 C3 -175.6(9) . . . . ?
C1 C2 C3 C4 -0.8(16) . . . . ?
C2 C3 C4 C5 1.1(17) . . . . ?
C3 C4 C5 C6 -2.0(17) . . . . ?
C2 C1 C6 C5 -2.2(15) . . . . ?
O2 C1 C6 C5 174.7(9) . . . . ?
C4 C5 C6 C1 2.6(17) . . . . ?
O1 C7 C8 C12 4(2) . . . . ?
O2 C7 C8 C12 -175.9(10) . . . . ?
O1 C7 C8 C9 -173.3(13) . . . . ?
O2 C7 C8 C9 7.3(15) . . . . ?
C12 C8 C9 N1 -1.7(15) . . . . ?
C7 C8 C9 N1 175.2(9) . . . . ?
N1 C10 C11 C12 -2.2(17) . . . . ?
C10 C11 C12 C8 0.9(17) . . . . ?
C9 C8 C12 C11 1.0(17) . . . . ?
C7 C8 C12 C11 -175.9(11) . . . . ?
C18 C13 C14 C15 0.4(17) . . . . ?
O4 C13 C14 C15 -175.2(10) . . . . ?
C13 C14 C15 C16 0.9(18) . . . . ?
C14 C15 C16 C17 -0.1(18) . . . . ?
C15 C16 C17 C18 -1.9(17) . . . . ?
C14 C13 C18 C17 -2.5(17) . . . . ?
O4 C13 C18 C17 173.3(10) . . . . ?
C16 C17 C18 C13 3.2(17) . . . . ?
O3 C19 C20 C24 13.2(18) . . . . ?
O4 C19 C20 C24 -173.1(11) . . . . ?
O3 C19 C20 C21 -164.6(11) . . . . ?
O4 C19 C20 C21 9.2(15) . . . . ?
C24 C20 C21 N2 -0.6(16) . . . . ?
C19 C20 C21 N2 177.2(9) . . . . ?
N2 C22 C23 C24 -4.1(18) . . . . ?
C21 C20 C24 C23 -2.4(18) . . . . ?
C19 C20 C24 C23 179.8(11) . . . . ?
C22 C23 C24 C20 4.5(18) . . . . ?
C30 C25 C26 C27 0.8(16) . . . . ?
O6 C25 C26 C27 175.3(9) . . . . ?
C25 C26 C27 C28 0.1(16) . . . . ?
C26 C27 C28 C29 -0.3(16) . . . . ?
C27 C28 C29 C30 -0.5(17) . . . . ?
C28 C29 C30 C25 1.4(17) . . . . ?
C26 C25 C30 C29 -1.5(16) . . . . ?
O6 C25 C30 C29 -176.0(9) . . . . ?
O5 C31 C32 C36 4.5(17) . . . . ?
O6 C31 C32 C36 -176.2(9) . . . . ?
O5 C31 C32 C33 -175.2(11) . . . . ?
O6 C31 C32 C33 4.1(14) . . . . ?
C36 C32 C33 N3 -0.2(15) . . . . ?
C31 C32 C33 N3 179.5(9) . . . . ?
N3 C34 C35 C36 0.2(17) . . . . ?
C34 C35 C36 C32 -0.6(17) . . . . ?
C33 C32 C36 C35 0.5(16) . . . . ?
C31 C32 C36 C35 -179.2(10) . . . . ?
C42 C37 C38 C39 -0.2(17) . . . . ?
O8 C37 C38 C39 176.7(10) . . . . ?
C37 C38 C39 C40 0.4(17) . . . . ?
C38 C39 C40 C41 -1.5(18) . . . . ?
C39 C40 C41 C42 2.4(19) . . . . ?
C38 C37 C42 C41 1.0(17) . . . . ?
O8 C37 C42 C41 -176.1(9) . . . . ?
C40 C41 C42 C37 -2.0(17) . . . . ?
O7 C43 C44 C48 -2.6(18) . . . . ?
O8 C43 C44 C48 177.2(10) . . . . ?
O7 C43 C44 C45 -178.1(11) . . . . ?
O8 C43 C44 C45 1.7(15) . . . . ?
C48 C44 C45 N4 2.2(15) . . . . ?
C43 C44 C45 N4 177.9(10) . . . . ?
N4 C46 C47 C48 -0.1(16) . . . . ?
C45 C44 C48 C47 -2.9(14) . . . . ?
C43 C44 C48 C47 -178.7(10) . . . . ?
C46 C47 C48 C44 2.0(15) . . . . ?
C11 C10 N1 C9 1.5(15) . . . . ?
C11 C10 N1 Hg1 -174.7(7) . . . . ?
C8 C9 N1 C10 0.5(14) . . . . ?
C8 C9 N1 Hg1 177.0(7) . . . . ?
C20 C21 N2 C22 1.1(14) . . . . ?
C20 C21 N2 Hg1 177.2(7) . . . . ?
C23 C22 N2 C21 1.3(16) . . . . ?
C23 C22 N2 Hg1 -174.7(8) . . . . ?
C35 C34 N3 C33 0.1(15) . . . . ?
C35 C34 N3 Hg2 173.6(8) . . . . ?
C32 C33 N3 C34 -0.2(15) . . . . ?
C32 C33 N3 Hg2 -173.7(7) . . . . ?
C44 C45 N4 C46 -0.4(15) . . . . ?
C44 C45 N4 Hg2 -173.3(7) . . . . ?
C47 C46 N4 C45 -0.7(15) . . . . ?
C47 C46 N4 Hg2 172.0(8) . . . . ?
O1 C7 O2 C1 1.2(18) . . . . ?
C8 C7 O2 C1 -179.3(9) . . . . ?
C6 C1 O2 C7 84.4(12) . . . . ?
C2 C1 O2 C7 -98.6(11) . . . . ?
O3 C19 O4 C13 -4.5(18) . . . . ?
C20 C19 O4 C13 -178.1(9) . . . . ?
C18 C13 O4 C19 122.8(11) . . . . ?
C14 C13 O4 C19 -61.4(15) . . . . ?
O5 C31 O6 C25 -0.3(16) . . . . ?
C32 C31 O6 C25 -179.6(9) . . . . ?
C26 C25 O6 C31 117.6(11) . . . . ?
C30 C25 O6 C31 -67.8(13) . . . . ?
O7 C43 O8 C37 2.4(18) . . . . ?
C44 C43 O8 C37 -177.4(9) . . . . ?
C38 C37 O8 C43 75.8(14) . . . . ?
C42 C37 O8 C43 -107.1(12) . . . . ?

_refine_diff_density_max         2.439
_refine_diff_density_min         -3.139
_refine_diff_density_rms         0.263

_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_5
_database_code_depnum_ccdc_archive 'CCDC 1832637'
loop_
_audit_author_name
_audit_author_address
'Ali Samie'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        5
_chemical_name_common            5
_chemical_melting_point          380.7
_chemical_formula_moiety         'C22 H16 Br2 Hg N4 O4'
_chemical_formula_sum            'C22 H16 Br2 Hg N4 O4'
_chemical_formula_weight         760.80

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'
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           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                   18.977(13)
_cell_length_b                   4.969(3)
_cell_length_c                   26.436(17)
_cell_angle_alpha                90
_cell_angle_beta                 97.967(8)
_cell_angle_gamma                90
_cell_volume                     2469(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    143(2)
_cell_measurement_reflns_used    3203
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      33.4

_exptl_crystal_description       unknown
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    9.506
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2146
_exptl_absorpt_correction_T_max  0.4068
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      143(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 13.6612
_diffrn_reflns_number            11245
_diffrn_reflns_av_unetI/netI     0.0946
_diffrn_reflns_av_R_equivalents  0.1525
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.838
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2693
_reflns_number_gt                2323
_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_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'

_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)+(0.0323P)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     SHELXL
_refine_ls_extinction_coef       0.00111(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2693
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1210
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
C2A C 0.6888(12) -0.542(4) 0.0243(8) 0.079(5) Uani 0.5049 1 d . . P A 1
H2A H 0.7317 -0.4851 0.0442 0.094 Uiso 0.5049 1 calc R U P A 1
C3A C 0.6884(13) -0.608(4) -0.0266(7) 0.083(6) Uani 0.5049 1 d . . P A 1
H3A H 0.7307 -0.5996 -0.0421 0.099 Uiso 0.5049 1 calc R U P A 1
C6A C 0.5654(11) -0.638(4) 0.0194(7) 0.071(5) Uani 0.5049 1 d . . P A 1
H6A H 0.5236 -0.6501 0.0353 0.085 Uiso 0.5049 1 calc R U P A 1
C5A C 0.5623(13) -0.703(4) -0.0312(8) 0.087(6) Uani 0.5049 1 d . . P A 1
H5A H 0.5188 -0.7594 -0.0505 0.104 Uiso 0.5049 1 calc R U P A 1
C2B C 0.6518(10) -0.379(4) 0.0150(7) 0.065(4) Uani 0.4951 1 d . . P A 2
H2B H 0.6698 -0.2103 0.0278 0.079 Uiso 0.4951 1 calc R U P A 2
C3B C 0.6514(12) -0.443(5) -0.0350(7) 0.079(5) Uani 0.4951 1 d . . P A 2
H3B H 0.6696 -0.3186 -0.0571 0.094 Uiso 0.4951 1 calc R U P A 2
C6B C 0.5991(11) -0.809(3) 0.0298(6) 0.061(4) Uani 0.4951 1 d . . P A 2
H6B H 0.5818 -0.9334 0.0524 0.073 Uiso 0.4951 1 calc R U P A 2
C10B C 0.5986(12) -0.867(4) -0.0214(8) 0.079(6) Uani 0.4951 1 d . . P A 2
H5B H 0.5799 -1.0339 -0.0345 0.094 Uiso 0.4951 1 calc R U P A 2
C1 C 0.6263(5) -0.5594(16) 0.0466(3) 0.0554(19) Uani 1 1 d . . . . .
O1 O 0.7015(5) -0.798(2) 0.1282(3) 0.126(4) Uani 1 1 d . . . . .
N2 N 0.6924(4) -0.6190(13) 0.2266(3) 0.0623(18) Uani 1 1 d . . . . .
C11 C 0.6832(4) -0.5232(16) 0.2722(3) 0.0603(19) Uani 1 1 d . . . . .
H11 H 0.7105 -0.5984 0.3017 0.072 Uiso 1 1 calc R U . . .
C4 C 0.6250(6) -0.685(2) -0.0540(3) 0.077(3) Uani 1 1 d . . . . .
H4 H 0.6232 -0.7272 -0.0892 0.092 Uiso 1 1 calc R U . A 1
Hg1 Hg 0.5000 0.12570(7) 0.2500 0.05270(19) Uani 1 2 d S T P . .
Br1 Br 0.46624(5) 0.21807(18) 0.15815(3) 0.0658(3) Uani 1 1 d . . . . .
C8 C 0.6537(4) -0.4995(14) 0.1863(3) 0.0513(16) Uani 1 1 d . . . . .
C7 C 0.6648(5) -0.6084(16) 0.1352(3) 0.061(2) Uani 1 1 d . . . . .
O2 O 0.6239(3) -0.4773(11) 0.09756(19) 0.0606(13) Uani 1 1 d . . . . .
C10 C 0.6355(5) -0.3187(16) 0.2788(3) 0.062(2) Uani 1 1 d . . . . .
H10 H 0.6305 -0.2585 0.3122 0.074 Uiso 1 1 calc R U . . .
C9 C 0.6057(4) -0.2969(15) 0.1925(3) 0.0528(17) Uani 1 1 d . . . . .
H9 H 0.5784 -0.2200 0.1632 0.063 Uiso 1 1 calc R U . . .
N1 N 0.5969(3) -0.2072(12) 0.2386(2) 0.0541(14) 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
C2A C3A 1.38(3) . ?
C2A C1 1.40(2) . ?
C2A H2A 0.9500 . ?
C3A C4 1.37(2) . ?
C3A H3A 0.9500 . ?
C6A C1 1.332(19) . ?
C6A C5A 1.37(3) . ?
C6A H6A 0.9500 . ?
C5A C4 1.41(3) . ?
C5A H5A 0.9500 . ?
C2B C1 1.36(2) . ?
C2B C3B 1.36(2) . ?
C2B H2B 0.9500 . ?
C3B C4 1.37(2) . ?
C3B H3B 0.9500 . ?
C6B C10B 1.38(3) . ?
C6B C1 1.391(18) . ?
C6B H6B 0.9500 . ?
C10B C4 1.39(2) . ?
C10B H5B 0.9500 . ?
C1 O2 1.414(9) . ?
O1 C7 1.203(10) . ?
N2 C11 1.331(10) . ?
N2 C8 1.346(9) . ?
C11 C10 1.387(12) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
Hg1 Br1 2.4669(17) . ?
Hg1 Br1 2.4669(17) 2_655 ?
Hg1 N1 2.523(6) . ?
Hg1 N1 2.523(6) 2_655 ?
C8 C9 1.382(10) . ?
C8 C7 1.497(11) . ?
C7 O2 1.342(9) . ?
C10 N1 1.324(9) . ?
C10 H10 0.9500 . ?
C9 N1 1.330(9) . ?
C9 H9 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
C3A C2A C1 120.3(19) . . ?
C3A C2A H2A 119.8 . . ?
C1 C2A H2A 119.8 . . ?
C4 C3A C2A 118(2) . . ?
C4 C3A H3A 121.1 . . ?
C2A C3A H3A 121.1 . . ?
C1 C6A C5A 121(2) . . ?
C1 C6A H6A 119.5 . . ?
C5A C6A H6A 119.5 . . ?
C6A C5A C4 118.4(19) . . ?
C6A C5A H5A 120.8 . . ?
C4 C5A H5A 120.8 . . ?
C1 C2B C3B 119.3(16) . . ?
C1 C2B H2B 120.4 . . ?
C3B C2B H2B 120.4 . . ?
C2B C3B C4 120.9(17) . . ?
C2B C3B H3B 119.5 . . ?
C4 C3B H3B 119.5 . . ?
C10B C6B C1 116.8(16) . . ?
C10B C6B H6B 121.6 . . ?
C1 C6B H6B 121.6 . . ?
C6B C10B C4 121.2(15) . . ?
C6B C10B H5B 119.4 . . ?
C4 C10B H5B 119.4 . . ?
C2B C1 C6B 122.5(12) . . ?
C6A C1 C2A 120.8(14) . . ?
C6A C1 O2 117.4(12) . . ?
C2B C1 O2 117.2(10) . . ?
C6B C1 O2 120.2(10) . . ?
C2A C1 O2 121.6(11) . . ?
C11 N2 C8 115.7(7) . . ?
N2 C11 C10 123.0(7) . . ?
N2 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C3B C4 C10B 119.3(13) . . ?
C3A C4 C5A 121.7(14) . . ?
C3A C4 H4 119.2 . . ?
C5A C4 H4 119.2 . . ?
Br1 Hg1 Br1 158.56(5) . 2_655 ?
Br1 Hg1 N1 95.68(13) . . ?
Br1 Hg1 N1 98.34(13) 2_655 . ?
Br1 Hg1 N1 98.34(13) . 2_655 ?
Br1 Hg1 N1 95.68(13) 2_655 2_655 ?
N1 Hg1 N1 98.1(3) . 2_655 ?
N2 C8 C9 121.6(7) . . ?
N2 C8 C7 115.1(7) . . ?
C9 C8 C7 123.2(7) . . ?
O1 C7 O2 123.7(8) . . ?
O1 C7 C8 125.4(8) . . ?
O2 C7 C8 110.8(7) . . ?
C7 O2 C1 118.4(6) . . ?
N1 C10 C11 120.3(8) . . ?
N1 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
N1 C9 C8 121.4(7) . . ?
N1 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C10 N1 C9 117.9(7) . . ?
C10 N1 Hg1 120.7(5) . . ?
C9 N1 Hg1 121.0(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
C1 C2A C3A C4 1(3) . . . . ?
C1 C6A C5A C4 0(3) . . . . ?
C1 C2B C3B C4 1(3) . . . . ?
C1 C6B C10B C4 1(3) . . . . ?
C5A C6A C1 C2B 45(2) . . . . ?
C5A C6A C1 C6B -78(2) . . . . ?
C5A C6A C1 C2A 0(3) . . . . ?
C5A C6A C1 O2 175.5(15) . . . . ?
C3B C2B C1 C6A -46(2) . . . . ?
C3B C2B C1 C6B 0(3) . . . . ?
C3B C2B C1 C2A 75(2) . . . . ?
C3B C2B C1 O2 -176.3(16) . . . . ?
C10B C6B C1 C6A 75(2) . . . . ?
C10B C6B C1 C2B -1(2) . . . . ?
C10B C6B C1 C2A -46(2) . . . . ?
C10B C6B C1 O2 175.4(14) . . . . ?
C3A C2A C1 C6A 0(3) . . . . ?
C3A C2A C1 C2B -77(2) . . . . ?
C3A C2A C1 C6B 46(2) . . . . ?
C3A C2A C1 O2 -175.9(14) . . . . ?
C8 N2 C11 C10 1.7(12) . . . . ?
C2B C3B C4 C3A -80(2) . . . . ?
C2B C3B C4 C10B 0(3) . . . . ?
C2B C3B C4 C5A 44(2) . . . . ?
C2A C3A C4 C3B 72(2) . . . . ?
C2A C3A C4 C10B -46(2) . . . . ?
C2A C3A C4 C5A -1(3) . . . . ?
C6B C10B C4 C3B -1(3) . . . . ?
C6B C10B C4 C3A 46(2) . . . . ?
C6B C10B C4 C5A -76(2) . . . . ?
C6A C5A C4 C3B -44(2) . . . . ?
C6A C5A C4 C3A 1(3) . . . . ?
C6A C5A C4 C10B 76(2) . . . . ?
C11 N2 C8 C9 -2.2(12) . . . . ?
C11 N2 C8 C7 179.8(7) . . . . ?
N2 C8 C7 O1 4.4(14) . . . . ?
C9 C8 C7 O1 -173.6(10) . . . . ?
N2 C8 C7 O2 179.9(6) . . . . ?
C9 C8 C7 O2 1.9(12) . . . . ?
O1 C7 O2 C1 -2.8(14) . . . . ?
C8 C7 O2 C1 -178.3(6) . . . . ?
C6A C1 O2 C7 121.4(12) . . . . ?
C2B C1 O2 C7 -115.7(12) . . . . ?
C6B C1 O2 C7 68.1(14) . . . . ?
C2A C1 O2 C7 -62.7(15) . . . . ?
N2 C11 C10 N1 -0.6(13) . . . . ?
N2 C8 C9 N1 1.5(12) . . . . ?
C7 C8 C9 N1 179.4(7) . . . . ?
C11 C10 N1 C9 -0.2(12) . . . . ?
C11 C10 N1 Hg1 172.8(6) . . . . ?
C8 C9 N1 C10 -0.2(12) . . . . ?
C8 C9 N1 Hg1 -173.2(6) . . . . ?

_refine_diff_density_max         1.910
_refine_diff_density_min         -1.226
_refine_diff_density_rms         0.170

_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_3
_database_code_depnum_ccdc_archive 'CCDC 1832635'
loop_
_audit_author_name
_audit_author_address
'Ali Samie'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        3
_chemical_name_common            3
_chemical_melting_point          389.3
_chemical_formula_moiety         'C24 H18 Hg I2 N2 O4'
_chemical_formula_sum            'C24 H18 Hg I2 N2 O4'
_chemical_formula_weight         852.79

# start Validation Reply Form
_vrf_PLAT972_3                   
;
PROBLEM: Check Calcd Resid. Dens.  0.84A   From Hg2            -2.64 eA-3  
RESPONSE: The alert was mainly due to there is q peak 
that not assigned to any element. However, when observed closely 
the electron density appears to be around the heavy metal centre.
Thus, such residual density is likely not from unaccounted atom types.
;
# end Validation Reply Form

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   22.181(7)
_cell_length_b                   10.916(3)
_cell_length_c                   27.340(7)
_cell_angle_alpha                90
_cell_angle_beta                 127.333(18)
_cell_angle_gamma                90
_cell_volume                     5264(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    12823
_cell_measurement_theta_min      0.9
_cell_measurement_theta_max      33.7

_exptl_crystal_description       unknown
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.152
_exptl_crystal_F_000             3152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    8.225
_shelx_estimated_absorpt_T_min   0.265
_shelx_estimated_absorpt_T_max   0.559
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1772
_exptl_absorpt_correction_T_max  0.3162
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 13.6612
_diffrn_reflns_number            52368
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.088
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11478
_reflns_number_gt                9696
_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_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'

_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)+(0.0469P)²+3.4358P] 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         11478
_refine_ls_number_parameters     595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1247
_refine_ls_wR_factor_gt          0.1179
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_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
C1 C 0.3987(4) 0.7655(7) 0.4887(3) 0.0344(15) Uani 1 1 d . . . . .
C2 C 0.3878(4) 0.8553(8) 0.4502(3) 0.0458(18) Uani 1 1 d . . . . .
H2 H 0.3752 0.9357 0.4545 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3951(5) 0.8294(9) 0.4039(4) 0.055(2) Uani 1 1 d . . . . .
H3 H 0.3884 0.8921 0.3769 0.065 Uiso 1 1 calc R U . . .
C4 C 0.4126(5) 0.7098(9) 0.3981(4) 0.054(2) Uani 1 1 d . . . . .
H4 H 0.4170 0.6908 0.3665 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4234(4) 0.6200(8) 0.4376(3) 0.0478(19) Uani 1 1 d . . . . .
H5 H 0.4362 0.5393 0.4338 0.057 Uiso 1 1 calc R U . . .
C6 C 0.4157(4) 0.6463(8) 0.4838(3) 0.0428(17) Uani 1 1 d . . . . .
H6 H 0.4219 0.5843 0.5109 0.051 Uiso 1 1 calc R U . . .
C13 C 0.6588(4) 0.7265(6) 1.0584(3) 0.0364(16) Uani 1 1 d . . . . .
C14 C 0.7298(5) 0.7449(7) 1.1143(4) 0.0446(18) Uani 1 1 d . . . . .
H14 H 0.7726 0.7669 1.1161 0.054 Uiso 1 1 calc R U . . .
C15 C 0.7355(5) 0.7298(7) 1.1671(4) 0.050(2) Uani 1 1 d . . . . .
H15 H 0.7831 0.7417 1.2061 0.061 Uiso 1 1 calc R U . . .
C16 C 0.6730(5) 0.6976(8) 1.1643(4) 0.055(2) Uani 1 1 d . . . . .
H16 H 0.6781 0.6864 1.2011 0.065 Uiso 1 1 calc R U . . .
C17 C 0.6035(5) 0.6818(9) 1.1079(4) 0.061(2) Uani 1 1 d . . . . .
H17 H 0.5604 0.6619 1.1060 0.073 Uiso 1 1 calc R U . . .
C18 C 0.5962(4) 0.6946(8) 1.0547(4) 0.049(2) Uani 1 1 d . . . . .
H18 H 0.5486 0.6817 1.0159 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6869(4) 0.6603(7) 0.8529(4) 0.0442(18) Uani 1 1 d . . . . .
H23 H 0.7120 0.6179 0.8396 0.053 Uiso 1 1 calc R U . . .
C26 C 0.9220(5) 1.0920(9) 0.9482(4) 0.063(3) Uani 1 1 d . . . . .
H26 H 0.9615 1.1271 0.9485 0.075 Uiso 1 1 calc R U . . .
C27 C 0.9220(7) 1.1024(12) 0.9991(4) 0.083(4) Uani 1 1 d . . . . .
H27 H 0.9616 1.1473 1.0338 0.100 Uiso 1 1 calc R U . . .
C28 C 0.8688(9) 1.0521(10) 1.0009(5) 0.088(4) Uani 1 1 d . . . . .
H28 H 0.8718 1.0583 1.0369 0.106 Uiso 1 1 calc R U . . .
C29 C 0.8077(10) 0.9890(10) 0.9484(8) 0.102(5) Uani 1 1 d . . . . .
H29 H 0.7682 0.9549 0.9484 0.122 Uiso 1 1 calc R U . . .
C30 C 0.8064(8) 0.9777(9) 0.8966(6) 0.075(3) Uani 1 1 d . . . . .
H30 H 0.7665 0.9346 0.8613 0.090 Uiso 1 1 calc R U . . .
C35 C 0.8078(4) 1.0817(7) 0.6540(3) 0.0406(16) Uani 1 1 d . . . . .
H35 H 0.7785 1.1204 0.6149 0.049 Uiso 1 1 calc R U . . .
C37 C 1.1114(4) 1.0228(7) 0.5950(3) 0.0376(16) Uani 1 1 d . . . . .
C38 C 1.1084(5) 1.1448(8) 0.5815(4) 0.052(2) Uani 1 1 d . . . . .
H38 H 1.1114 1.2063 0.6075 0.062 Uiso 1 1 calc R U . . .
C39 C 1.1008(5) 1.1756(10) 0.5290(5) 0.067(3) Uani 1 1 d . . . . .
H39 H 1.0986 1.2593 0.5185 0.080 Uiso 1 1 calc R U . . .
C40 C 1.0963(5) 1.0842(13) 0.4916(4) 0.080(4) Uani 1 1 d . . . . .
H40 H 1.0915 1.1056 0.4557 0.095 Uiso 1 1 calc R U . . .
C41 C 1.0986(6) 0.9631(13) 0.5061(4) 0.079(3) Uani 1 1 d . . . . .
H41 H 1.0941 0.9008 0.4797 0.095 Uiso 1 1 calc R U . . .
C42 C 1.1076(5) 0.9325(9) 0.5587(4) 0.055(2) Uani 1 1 d . . . . .
H42 H 1.1112 0.8489 0.5699 0.066 Uiso 1 1 calc R U . . .
Hg2 Hg 0.98102(2) 0.75706(3) 0.74291(2) 0.03442(8) Uani 1 1 d . . . . .
C25 C 0.8636(5) 1.0299(7) 0.8979(4) 0.0436(18) Uani 1 1 d . . . . .
C31 C 0.8378(4) 1.0964(6) 0.8043(3) 0.0375(15) Uani 1 1 d . . . . .
C32 C 0.8442(4) 1.0608(6) 0.7557(3) 0.0328(14) Uani 1 1 d . . . . .
C33 C 0.8933(4) 0.9668(6) 0.7650(3) 0.0300(13) Uani 1 1 d . . . . .
H33 H 0.9233 0.9270 0.8038 0.036 Uiso 1 1 calc R U . . .
C34 C 0.8565(4) 0.9880(6) 0.6661(3) 0.0362(15) Uani 1 1 d . . . . .
H34 H 0.8603 0.9621 0.6349 0.043 Uiso 1 1 calc R U . . .
C36 C 0.8017(4) 1.1188(7) 0.6989(3) 0.0366(15) Uani 1 1 d . . . . .
H36 H 0.7685 1.1840 0.6910 0.044 Uiso 1 1 calc R U . . .
C43 C 1.1797(4) 0.9943(7) 0.7025(4) 0.0407(17) Uani 1 1 d . . . . .
C44 C 1.1704(4) 0.9539(6) 0.7500(3) 0.0328(14) Uani 1 1 d . . . . .
C45 C 1.1025(4) 0.9029(6) 0.7335(3) 0.0312(14) Uani 1 1 d . . . . .
H45 H 1.0617 0.8921 0.6911 0.037 Uiso 1 1 calc R U . . .
C46 C 1.1508(4) 0.8850(6) 0.8354(3) 0.0347(14) Uani 1 1 d . . . . .
H46 H 1.1435 0.8634 0.8652 0.042 Uiso 1 1 calc R U . . .
C47 C 1.2205(4) 0.9320(6) 0.8555(3) 0.0397(16) Uani 1 1 d . . . . .
H47 H 1.2604 0.9410 0.8982 0.048 Uiso 1 1 calc R U . . .
C48 C 1.2312(4) 0.9657(6) 0.8120(3) 0.0360(15) Uani 1 1 d . . . . .
H48 H 1.2787 0.9960 0.8244 0.043 Uiso 1 1 calc R U . . .
N3 N 0.8997(3) 0.9311(5) 0.7221(3) 0.0350(13) Uani 1 1 d . . . . .
N4 N 1.0934(3) 0.8688(5) 0.7758(3) 0.0327(12) Uani 1 1 d . . . . .
O7 O 1.2377(3) 1.0287(7) 0.7131(3) 0.0663(19) Uani 1 1 d . . . . .
O8 O 1.1135(3) 0.9853(5) 0.6457(2) 0.0409(12) Uani 1 1 d . . . . .
O5 O 0.8106(4) 1.1913(5) 0.8056(3) 0.0530(15) Uani 1 1 d . . . . .
O6 O 0.8656(3) 1.0094(5) 0.8480(3) 0.0470(13) Uani 1 1 d . . . . .
I3 I 1.01429(3) 0.68573(5) 0.84981(2) 0.04438(13) Uani 1 1 d . . . . .
I4 I 0.92993(3) 0.67322(5) 0.63262(2) 0.04403(13) Uani 1 1 d . . . . .
C7 C 0.3331(4) 0.7671(7) 0.5320(3) 0.0355(15) Uani 1 1 d . . . . .
C8 C 0.3402(4) 0.7993(6) 0.5884(3) 0.0332(14) Uani 1 1 d . . . . .
C9 C 0.4055(4) 0.8522(6) 0.6396(3) 0.0342(14) Uani 1 1 d . . . . .
H9 H 0.4465 0.8690 0.6383 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3554(4) 0.8552(7) 0.6927(3) 0.0370(15) Uani 1 1 d . . . . .
H10 H 0.3609 0.8741 0.7291 0.044 Uiso 1 1 calc R U . . .
C11 C 0.2879(5) 0.8022(8) 0.6431(4) 0.0463(19) Uani 1 1 d . . . . .
H11 H 0.2478 0.7849 0.6456 0.056 Uiso 1 1 calc R U . . .
C12 C 0.2807(4) 0.7754(7) 0.5906(4) 0.0422(17) Uani 1 1 d . . . . .
H12 H 0.2351 0.7406 0.5560 0.051 Uiso 1 1 calc R U . . .
C19 C 0.6758(4) 0.6608(7) 0.9839(3) 0.0381(16) Uani 1 1 d . . . . .
C20 C 0.6626(4) 0.6939(6) 0.9261(3) 0.0349(15) Uani 1 1 d . . . . .
C21 C 0.6137(4) 0.7894(6) 0.8885(3) 0.0351(15) Uani 1 1 d . . . . .
H21 H 0.5880 0.8336 0.9008 0.042 Uiso 1 1 calc R U . . .
C22 C 0.6378(4) 0.7549(6) 0.8187(3) 0.0380(16) Uani 1 1 d . . . . .
H22 H 0.6286 0.7752 0.7809 0.046 Uiso 1 1 calc R U . . .
C24 C 0.6988(4) 0.6286(7) 0.9066(4) 0.0412(17) Uani 1 1 d . . . . .
H24 H 0.7315 0.5624 0.9306 0.049 Uiso 1 1 calc R U . . .
N1 N 0.4125(3) 0.8802(5) 0.6900(2) 0.0310(11) Uani 1 1 d . . . . .
N2 N 0.6021(3) 0.8201(5) 0.8360(3) 0.0341(12) Uani 1 1 d . . . . .
O1 O 0.2774(3) 0.7215(6) 0.4864(3) 0.0624(17) Uani 1 1 d . . . . .
O2 O 0.3963(3) 0.7953(5) 0.5377(2) 0.0399(12) Uani 1 1 d . . . . .
O3 O 0.7069(4) 0.5668(5) 1.0131(3) 0.0546(15) Uani 1 1 d . . . . .
O4 O 0.6498(3) 0.7469(5) 1.0025(2) 0.0433(13) Uani 1 1 d . . . . .
I1 I 0.47346(3) 1.07118(4) 0.83676(2) 0.04159(13) Uani 1 1 d . . . . .
I2 I 0.58325(4) 1.05892(6) 0.71922(3) 0.05682(16) Uani 1 1 d . . . . .
Hg1 Hg 0.52118(2) 0.99567(3) 0.77338(2) 0.03739(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
C1 C2 1.348(10) . ?
C1 C6 1.383(11) . ?
C1 O2 1.414(8) . ?
C2 C3 1.398(11) . ?
C3 C4 1.398(13) . ?
C4 C5 1.370(12) . ?
C5 C6 1.401(10) . ?
C13 C18 1.375(10) . ?
C13 C14 1.392(11) . ?
C13 O4 1.433(8) . ?
C14 C15 1.381(12) . ?
C15 C16 1.386(13) . ?
C16 C17 1.379(13) . ?
C17 C18 1.370(12) . ?
C23 C24 1.370(11) . ?
C23 C22 1.375(11) . ?
C26 C25 1.367(12) . ?
C26 C27 1.397(13) . ?
C27 C28 1.328(18) . ?
C28 C29 1.42(2) . ?
C29 C30 1.405(15) . ?
C30 C25 1.372(13) . ?
C35 C36 1.374(10) . ?
C35 C34 1.375(10) . ?
C37 C42 1.364(11) . ?
C37 C38 1.372(12) . ?
C37 O8 1.419(8) . ?
C38 C39 1.381(12) . ?
C39 C40 1.389(16) . ?
C40 C41 1.371(17) . ?
C41 C42 1.369(12) . ?
Hg2 N4 2.407(5) . ?
Hg2 N3 2.438(6) . ?
Hg2 I4 2.6589(9) . ?
Hg2 I3 2.6604(9) . ?
C25 O6 1.408(9) . ?
C31 O5 1.211(8) . ?
C31 O6 1.348(9) . ?
C31 C32 1.469(10) . ?
C32 C36 1.389(10) . ?
C32 C33 1.404(9) . ?
C33 N3 1.321(8) . ?
C34 N3 1.367(9) . ?
C43 O7 1.196(9) . ?
C43 O8 1.347(9) . ?
C43 C44 1.498(10) . ?
C44 C48 1.391(10) . ?
C44 C45 1.400(9) . ?
C45 N4 1.341(8) . ?
C46 N4 1.339(9) . ?
C46 C47 1.389(10) . ?
C47 C48 1.396(10) . ?
C7 O1 1.208(8) . ?
C7 O2 1.347(8) . ?
C7 C8 1.496(9) . ?
C8 C12 1.380(10) . ?
C8 C9 1.388(9) . ?
C9 N1 1.326(8) . ?
C10 N1 1.342(8) . ?
C10 C11 1.397(10) . ?
C11 C12 1.379(10) . ?
C19 O3 1.225(9) . ?
C19 O4 1.352(8) . ?
C19 C20 1.468(10) . ?
C20 C21 1.402(10) . ?
C20 C24 1.396(9) . ?
C21 N2 1.340(9) . ?
C22 N2 1.348(9) . ?
N1 Hg1 2.436(5) . ?
N2 Hg1 2.469(6) . ?
I1 Hg1 2.6510(7) . ?
I2 Hg1 2.6527(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.6(7) . . ?
C2 C1 O2 118.8(7) . . ?
C6 C1 O2 118.5(7) . . ?
C1 C2 C3 119.6(8) . . ?
C4 C3 C2 119.0(8) . . ?
C5 C4 C3 120.4(7) . . ?
C4 C5 C6 120.4(8) . . ?
C1 C6 C5 118.0(8) . . ?
C18 C13 C14 122.5(7) . . ?
C18 C13 O4 118.6(7) . . ?
C14 C13 O4 118.8(7) . . ?
C15 C14 C13 117.1(8) . . ?
C14 C15 C16 121.2(8) . . ?
C17 C16 C15 119.8(8) . . ?
C18 C17 C16 120.4(8) . . ?
C17 C18 C13 119.0(8) . . ?
C24 C23 C22 118.5(7) . . ?
C25 C26 C27 118.0(11) . . ?
C28 C27 C26 122.7(11) . . ?
C27 C28 C29 119.3(10) . . ?
C30 C29 C28 118.9(12) . . ?
C25 C30 C29 119.1(12) . . ?
C36 C35 C34 119.5(7) . . ?
C42 C37 C38 122.3(7) . . ?
C42 C37 O8 116.9(7) . . ?
C38 C37 O8 120.6(7) . . ?
C37 C38 C39 118.1(9) . . ?
C38 C39 C40 120.0(9) . . ?
C41 C40 C39 120.5(9) . . ?
C40 C41 C42 119.6(11) . . ?
C37 C42 C41 119.6(10) . . ?
N4 Hg2 N3 98.31(19) . . ?
N4 Hg2 I4 103.32(13) . . ?
N3 Hg2 I4 104.94(14) . . ?
N4 Hg2 I3 101.76(13) . . ?
N3 Hg2 I3 99.03(14) . . ?
I4 Hg2 I3 142.07(2) . . ?
C26 C25 C30 121.9(9) . . ?
C26 C25 O6 119.1(8) . . ?
C30 C25 O6 118.8(8) . . ?
O5 C31 O6 123.0(7) . . ?
O5 C31 C32 125.1(7) . . ?
O6 C31 C32 111.9(6) . . ?
C36 C32 C33 117.4(6) . . ?
C36 C32 C31 121.2(6) . . ?
C33 C32 C31 121.3(6) . . ?
N3 C33 C32 123.0(6) . . ?
N3 C34 C35 121.5(7) . . ?
C35 C36 C32 119.8(7) . . ?
O7 C43 O8 124.2(7) . . ?
O7 C43 C44 125.2(7) . . ?
O8 C43 C44 110.6(6) . . ?
C48 C44 C45 119.2(6) . . ?
C48 C44 C43 119.2(6) . . ?
C45 C44 C43 121.6(6) . . ?
N4 C45 C44 121.8(6) . . ?
N4 C46 C47 122.6(6) . . ?
C46 C47 C48 119.0(7) . . ?
C44 C48 C47 118.3(7) . . ?
C33 N3 C34 118.7(6) . . ?
C33 N3 Hg2 119.0(4) . . ?
C34 N3 Hg2 122.1(5) . . ?
C46 N4 C45 119.0(6) . . ?
C46 N4 Hg2 121.7(4) . . ?
C45 N4 Hg2 118.8(4) . . ?
C43 O8 C37 118.3(5) . . ?
C31 O6 C25 118.8(6) . . ?
O1 C7 O2 123.7(6) . . ?
O1 C7 C8 124.3(7) . . ?
O2 C7 C8 112.0(5) . . ?
C12 C8 C9 118.4(6) . . ?
C12 C8 C7 119.6(6) . . ?
C9 C8 C7 122.0(6) . . ?
N1 C9 C8 122.4(6) . . ?
N1 C10 C11 121.6(6) . . ?
C12 C11 C10 118.5(7) . . ?
C11 C12 C8 119.7(7) . . ?
O3 C19 O4 122.5(7) . . ?
O3 C19 C20 125.0(7) . . ?
O4 C19 C20 112.5(6) . . ?
C21 C20 C24 118.0(7) . . ?
C21 C20 C19 122.1(6) . . ?
C24 C20 C19 119.9(6) . . ?
N2 C21 C20 122.1(6) . . ?
N2 C22 C23 123.3(7) . . ?
C23 C24 C20 119.8(7) . . ?
C9 N1 C10 119.4(6) . . ?
C9 N1 Hg1 121.2(4) . . ?
C10 N1 Hg1 119.0(4) . . ?
C21 N2 C22 118.2(6) . . ?
C21 N2 Hg1 121.6(4) . . ?
C22 N2 Hg1 120.1(5) . . ?
C7 O2 C1 118.2(5) . . ?
C19 O4 C13 118.5(5) . . ?
N1 Hg1 N2 97.91(19) . . ?
N1 Hg1 I1 102.25(13) . . ?
N2 Hg1 I1 101.44(13) . . ?
N1 Hg1 I2 99.57(13) . . ?
N2 Hg1 I2 100.61(13) . . ?
I1 Hg1 I2 146.32(2) . . ?

_refine_diff_density_max         1.603
_refine_diff_density_min         -2.683
_refine_diff_density_rms         0.229

_shelxl_version_number           2013-4

