# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1855819'
loop_
_audit_author_name
_audit_author_address
'Alireza Salimi'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-02-16 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT369_shelx               
;
PROBLEM: Long   C(sp2)-C(sp2) Bond  C2       - C6       .       1.57 Ang.
RESPONSE: This alert results in from moderate diffracting crystal
and quality of the data.
;
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  0.76A   From Hg1             2.51 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  1.72A   From N3             -2.76 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
# Added during the CSD deposition process: Saturday 16 February 2019 03:13 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H13 Hg I2 N3 O2'
_chemical_formula_weight         685.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.9713(3)
_cell_length_b                   12.5068(3)
_cell_length_c                   12.1087(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.4760(10)
_cell_angle_gamma                90
_cell_volume                     1661.45(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9925
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.12

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.741
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.098
_exptl_absorpt_coefficient_mu    12.984
_shelx_estimated_absorpt_T_min   0.194
_shelx_estimated_absorpt_T_max   0.363
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2199
_exptl_absorpt_correction_T_max  0.4278
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            25559
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.341
_diffrn_reflns_theta_max         27.139
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3678
_reflns_number_gt                3453
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX-3 (Bruker, 2015)'
_computing_cell_refinement       'Bruker SAINT (Bruker, 2015)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+64.8406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3678
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1217
_refine_ls_goodness_of_fit_ref   1.370
_refine_ls_restrained_S_all      1.370
_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 0.4256(13) 0.6191(11) 0.0654(12) 0.029(3) Uani 1 1 d . . . . .
H1 H 0.4734 0.6561 0.1189 0.034 Uiso 1 1 calc R U . . .
C2 C 0.3448(12) 0.5421(11) 0.1026(12) 0.028(3) Uani 1 1 d . . . . .
C3 C 0.2765(14) 0.4890(11) 0.0242(14) 0.036(4) Uani 1 1 d . . . . .
H3 H 0.2208 0.4348 0.0456 0.043 Uiso 1 1 calc R U . . .
C4 C 0.2897(12) 0.5158(11) -0.0881(13) 0.029(3) Uani 1 1 d . . . . .
H4 H 0.2429 0.4804 -0.1434 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3716(11) 0.5938(10) -0.1159(10) 0.020(2) Uani 1 1 d . . . . .
H5 H 0.3802 0.6129 -0.1914 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3448(12) 0.5282(12) 0.2315(15) 0.036(4) Uani 1 1 d . . . . .
C7 C 0.2620(15) 0.4340(12) 0.3813(11) 0.034(3) Uani 1 1 d . . . . .
C8 C 0.3599(14) 0.4283(12) 0.4569(12) 0.033(3) Uani 1 1 d . . . . .
H8 H 0.4413 0.4409 0.4340 0.039 Uiso 1 1 calc R U . . .
C9 C 0.3342(12) 0.4038(10) 0.5650(10) 0.024(3) Uani 1 1 d . . . . .
H9 H 0.3971 0.4014 0.6193 0.029 Uiso 1 1 calc R U . . .
C10 C 0.2147(13) 0.3829(11) 0.5928(11) 0.029(3) Uani 1 1 d . . . . .
H10 H 0.1969 0.3648 0.6671 0.034 Uiso 1 1 calc R U . . .
C11 C 0.1463(14) 0.4122(11) 0.4154(11) 0.030(3) Uani 1 1 d . . . . .
H11 H 0.0812 0.4152 0.3633 0.036 Uiso 1 1 calc R U . . .
C12 C -0.0006(14) 0.3394(13) 0.1172(13) 0.036(3) Uani 1 1 d . . . . .
H12A H -0.0672 0.3063 0.1584 0.055 Uiso 1 1 calc R U . . .
H12B H -0.0027 0.3141 0.0406 0.055 Uiso 1 1 calc R U . . .
H12C H -0.0100 0.4173 0.1184 0.055 Uiso 1 1 calc R U . . .
N1 N 0.4403(10) 0.6444(8) -0.0390(8) 0.021(2) Uani 1 1 d . . . . .
N2 N 0.1226(10) 0.3871(9) 0.5195(9) 0.026(2) Uani 1 1 d . . . . .
N3 N 0.2763(11) 0.4513(9) 0.2656(11) 0.033(3) Uani 1 1 d . . . . .
H3A H 0.2385 0.4097 0.2177 0.040 Uiso 1 1 calc R U . . .
O1 O 0.4060(8) 0.5890(7) 0.2911(7) 0.0211(18) Uani 1 1 d . . . . .
O2 O 0.1119(9) 0.3113(8) 0.1664(9) 0.034(2) Uani 1 1 d . . . . .
I1 I 0.55485(8) 0.82162(7) -0.29030(7) 0.0267(2) Uani 1 1 d . . . . .
I2 I 0.71189(9) 0.80505(8) 0.10281(8) 0.0338(2) Uani 1 1 d . . . . .
Hg1 Hg 0.57004(5) 0.80502(4) -0.07370(4) 0.02743(15) Uani 1 1 d . . . . .
H2A H 0.1088 0.2491 0.1920 0.041 Uiso 1 1 d . U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.035(7) 0.023(6) 0.028(7) 0.001(6) -0.005(6) 0.011(6)
C2 0.023(6) 0.028(7) 0.035(7) 0.013(6) 0.008(5) 0.016(5)
C3 0.036(8) 0.019(7) 0.053(10) 0.013(6) 0.016(7) 0.008(6)
C4 0.020(6) 0.023(7) 0.044(8) -0.004(6) 0.000(6) -0.001(5)
C5 0.019(6) 0.027(6) 0.016(6) 0.007(5) 0.002(4) 0.013(5)
C6 0.018(6) 0.026(7) 0.064(10) -0.006(7) -0.005(7) 0.004(5)
C7 0.050(9) 0.030(7) 0.021(7) 0.004(6) 0.002(6) 0.016(7)
C8 0.033(7) 0.030(7) 0.036(8) 0.011(6) 0.002(6) 0.014(6)
C9 0.033(7) 0.023(6) 0.016(6) 0.000(5) -0.006(5) -0.001(5)
C10 0.036(8) 0.029(7) 0.020(6) 0.000(5) -0.011(6) 0.002(6)
C11 0.039(8) 0.023(7) 0.027(7) -0.007(5) -0.013(6) 0.011(6)
C12 0.037(8) 0.039(8) 0.033(8) 0.011(7) -0.011(6) -0.008(7)
N1 0.028(6) 0.018(5) 0.019(5) 0.003(4) 0.002(4) -0.003(4)
N2 0.030(6) 0.020(5) 0.028(6) 0.001(5) -0.012(5) -0.007(5)
N3 0.036(7) 0.021(6) 0.043(7) 0.002(5) -0.005(6) -0.002(5)
O1 0.026(5) 0.014(4) 0.023(4) 0.000(3) -0.005(4) -0.008(3)
O2 0.033(5) 0.029(5) 0.040(6) 0.002(5) -0.008(4) 0.000(4)
I1 0.0289(4) 0.0287(4) 0.0223(4) 0.0016(3) -0.0024(3) -0.0083(3)
I2 0.0363(5) 0.0331(5) 0.0316(5) 0.0002(4) -0.0195(4) -0.0015(4)
Hg1 0.0270(3) 0.0312(3) 0.0239(3) -0.0016(2) -0.01008(19) 0.0022(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.315(17) . ?
C1 C2 1.39(2) . ?
C2 C3 1.37(2) . ?
C2 C6 1.57(2) . ?
C3 C4 1.41(2) . ?
C4 C5 1.370(19) . ?
C5 N1 1.351(16) . ?
C6 O1 1.242(17) . ?
C6 N3 1.291(19) . ?
C7 C11 1.36(2) . ?
C7 C8 1.41(2) . ?
C7 N3 1.428(18) . ?
C8 C9 1.376(19) . ?
C9 C10 1.38(2) . ?
C10 N2 1.340(16) . ?
C11 N2 1.326(18) . ?
C12 O2 1.410(17) . ?
N1 Hg1 2.500(10) . ?
N2 Hg1 2.445(11) 2_545 ?
I1 Hg1 2.6349(10) . ?
I2 Hg1 2.6335(9) . ?
Hg1 N2 2.445(11) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 124.2(13) . . ?
C3 C2 C1 117.2(13) . . ?
C3 C2 C6 128.9(13) . . ?
C1 C2 C6 113.8(13) . . ?
C2 C3 C4 119.4(13) . . ?
C5 C4 C3 118.7(13) . . ?
N1 C5 C4 121.8(12) . . ?
O1 C6 N3 125.8(16) . . ?
O1 C6 C2 120.4(14) . . ?
N3 C6 C2 113.9(13) . . ?
C11 C7 C8 120.0(13) . . ?
C11 C7 N3 115.9(13) . . ?
C8 C7 N3 123.8(14) . . ?
C9 C8 C7 117.9(14) . . ?
C8 C9 C10 118.5(12) . . ?
N2 C10 C9 122.9(13) . . ?
N2 C11 C7 121.7(12) . . ?
C1 N1 C5 118.6(11) . . ?
C1 N1 Hg1 115.4(9) . . ?
C5 N1 Hg1 125.2(8) . . ?
C11 N2 C10 119.1(13) . . ?
C11 N2 Hg1 122.1(9) . 2_545 ?
C10 N2 Hg1 117.0(9) . 2_545 ?
C6 N3 C7 119.7(14) . . ?
N2 Hg1 N1 78.3(4) 2 . ?
N2 Hg1 I2 106.8(3) 2 . ?
N1 Hg1 I2 101.4(2) . . ?
N2 Hg1 I1 100.8(3) 2 . ?
N1 Hg1 I1 101.5(2) . . ?
I2 Hg1 I1 147.13(4) . . ?

_refine_diff_density_max         2.586
_refine_diff_density_min         -2.530
_refine_diff_density_rms         0.283

_shelxl_version_number           2013-4

_shelx_res_file                  
;
TITL aszn23 in P2/n
CELL  0.71073  10.9713  12.5068  12.1087   90.000   90.476   90.000
ZERR     4.00   0.0003   0.0003   0.0003    0.000    0.001    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    I    HG
UNIT  48 52 12 8 8 4
MERG   2
FMAP   2
PLAN   20
SIZE     0.098   0.162   0.188
ACTA
BOND
L.S.  20
TEMP  -153.00
WGHT    0.000000   64.840607
FVAR       0.06656
C1    1    0.425597    0.619148    0.065437    11.00000    0.03535    0.02264 =
         0.02808    0.00075   -0.00531    0.01092
AFIX  43
H1    2    0.473399    0.656099    0.118928    11.00000   -1.20000
AFIX   0
C2    1    0.344836    0.542059    0.102582    11.00000    0.02317    0.02757 =
         0.03477    0.01318    0.00801    0.01579
C3    1    0.276495    0.489025    0.024245    11.00000    0.03608    0.01851 =
         0.05318    0.01274    0.01555    0.00788
AFIX  43
H3    2    0.220822    0.434819    0.045648    11.00000   -1.20000
AFIX   0
C4    1    0.289736    0.515763   -0.088084    11.00000    0.02000    0.02282 =
         0.04354   -0.00447    0.00040   -0.00066
AFIX  43
H4    2    0.242876    0.480392   -0.143374    11.00000   -1.20000
AFIX   0
C5    1    0.371574    0.593816   -0.115937    11.00000    0.01859    0.02651 =
         0.01558    0.00662    0.00211    0.01301
AFIX  43
H5    2    0.380217    0.612869   -0.191415    11.00000   -1.20000
AFIX   0
C6    1    0.344777    0.528244    0.231499    11.00000    0.01766    0.02565 =
         0.06350   -0.00617   -0.00466    0.00423
C7    1    0.261971    0.433995    0.381295    11.00000    0.04971    0.03026 =
         0.02069    0.00416    0.00230    0.01634
C8    1    0.359942    0.428293    0.456906    11.00000    0.03255    0.02964 =
         0.03618    0.01084    0.00223    0.01364
AFIX  43
H8    2    0.441287    0.440930    0.434002    11.00000   -1.20000
AFIX   0
C9    1    0.334174    0.403849    0.564989    11.00000    0.03266    0.02261 =
         0.01620    0.00025   -0.00638   -0.00118
AFIX  43
H9    2    0.397120    0.401407    0.619281    11.00000   -1.20000
AFIX   0
C10   1    0.214660    0.382934    0.592755    11.00000    0.03595    0.02915 =
         0.02041    0.00024   -0.01071    0.00167
AFIX  43
H10   2    0.196943    0.364774    0.667092    11.00000   -1.20000
AFIX   0
C11   1    0.146335    0.412238    0.415424    11.00000    0.03868    0.02278 =
         0.02726   -0.00672   -0.01299    0.01079
AFIX  43
H11   2    0.081185    0.415152    0.363339    11.00000   -1.20000
AFIX   0
C12   1   -0.000606    0.339400    0.117200    11.00000    0.03745    0.03905 =
         0.03272    0.01062   -0.01143   -0.00763
AFIX 137
H12A  2   -0.067205    0.306272    0.158392    11.00000   -1.50000
H12B  2   -0.002748    0.314141    0.040595    11.00000   -1.50000
H12C  2   -0.010033    0.417310    0.118442    11.00000   -1.50000
AFIX   0
N1    3    0.440284    0.644399   -0.039021    11.00000    0.02781    0.01779 =
         0.01875    0.00341    0.00167   -0.00286
N2    3    0.122647    0.387132    0.519475    11.00000    0.02962    0.02024 =
         0.02815    0.00056   -0.01178   -0.00716
N3    3    0.276260    0.451324    0.265558    11.00000    0.03600    0.02118 =
         0.04299    0.00180   -0.00499   -0.00218
AFIX  43
H3A   2    0.238510    0.409737    0.217664    11.00000   -1.20000
AFIX   0
O1    4    0.406036    0.589029    0.291064    11.00000    0.02598    0.01428 =
         0.02297    0.00026   -0.00531   -0.00759
O2    4    0.111857    0.311313    0.166363    11.00000    0.03321    0.02873 =
         0.03988    0.00231   -0.00803    0.00021
I1    5    0.554848    0.821623   -0.290305    11.00000    0.02888    0.02872 =
         0.02232    0.00162   -0.00241   -0.00832
I2    5    0.711893    0.805053    0.102810    11.00000    0.03634    0.03308 =
         0.03164    0.00020   -0.01949   -0.00148
HG1   6    0.570037    0.805025   -0.073702    11.00000    0.02704    0.03116 =
         0.02393   -0.00159   -0.01008    0.00223
H2A   2   10.108753   10.249142   10.192004    11.00000   -1.50000
HKLF    4

REM  aszn23 in P2/n
REM R1 =  0.0552 for    3453 Fo > 4sig(Fo)  and  0.0587 for all    3678 data
REM    182 parameters refined using      0 restraints

END

WGHT      0.0000     64.8423

REM Highest difference peak  2.586,  deepest hole -2.530,  1-sigma level  0.283
Q1    1   0.5417  0.7632 -0.0407  11.00000  0.05    2.59
Q2    1   0.2927  0.4740  0.1813  11.00000  0.05    2.12
Q3    1   0.5814  0.7788  0.1515  11.00000  0.05    2.10
Q4    1   0.5411  0.8512 -0.0402  11.00000  0.05    1.88
Q5    1  -0.2269  0.2800  0.1725  11.00000  0.05    1.80
Q6    1   0.6602  0.7790  0.1480  11.00000  0.05    1.80
Q7    1   0.6900  0.8240 -0.1156  11.00000  0.05    1.78
Q8    1   0.4379  0.3809  0.2945  11.00000  0.05    1.70
Q9    1   0.1814  0.2765  0.0756  11.00000  0.05    1.34
Q10   1   0.6788  0.8606  0.1381  11.00000  0.05    1.30
Q11   1   0.6810  0.7241 -0.2550  11.00000  0.05    1.28
Q12   1   0.1560  0.5803  0.0387  11.00000  0.05    1.27
Q13   1   0.0864  0.3257 -0.0340  11.00000  0.05    1.14
Q14   1   0.1813  0.3805  0.0815  11.00000  0.05    1.08
Q15   1   0.1656  0.2774  0.6327  11.00000  0.05    1.05
Q16   1   0.4751  0.6806  0.0914  11.00000  0.05    1.05
Q17   1   0.3373  0.5060  0.2966  11.00000  0.05    1.03
Q18   1   0.5477  0.8030 -0.1189  11.00000  0.05    1.01
Q19   1   0.7141  0.7604 -0.0448  11.00000  0.05    1.01
Q20   1   0.3055  0.5676  0.4264  11.00000  0.05    0.99
;
_shelx_res_checksum              99557
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1855820'
loop_
_audit_author_name
_audit_author_address
'Alireza Salimi'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-02-16 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  0.72A   From Hg1             5.69 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT971_shelx_2             
;
PROBLEM: Check Calcd Resid. Dens.  1.80A   From O1              5.34 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT971_shelx_3             
;
PROBLEM: Check Calcd Resid. Dens.  0.69A   From Hg1             4.46 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  1.56A   From O1             -5.34 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT975_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  1.02A   From O1              2.11 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT342_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02333 Ang.
RESPONSE: This alert results in from moderate diffracting crystal
and quality of the data.
;
_vrf_PLAT971_shelx_4             
;
PROBLEM: Check Calcd Resid. Dens.  0.97A   From N3              3.38 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx_2             
;
PROBLEM: Check Calcd Resid. Dens.  1.57A   From N2             -3.48 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
# Added during the CSD deposition process: Friday 04 January 2019 08:02 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H9 Br2 Hg N3 O'
_chemical_formula_weight         559.62

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

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

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

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

_cell_length_a                   7.9879(14)
_cell_length_b                   13.791(2)
_cell_length_c                   12.334(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.939(2)
_cell_angle_gamma                90
_cell_volume                     1355.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9982
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      28.54

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.742
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.062
_exptl_absorpt_coefficient_mu    17.240
_shelx_estimated_absorpt_T_min   0.116
_shelx_estimated_absorpt_T_max   0.415
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1839
_exptl_absorpt_correction_T_max  0.6709
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26546
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.218
_diffrn_reflns_theta_max         28.552
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3455
_reflns_number_gt                3261
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+90.5305P] 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         3455
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0817
_refine_ls_wR_factor_ref         0.1787
_refine_ls_wR_factor_gt          0.1776
_refine_ls_goodness_of_fit_ref   1.421
_refine_ls_restrained_S_all      1.421
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.456(2) 0.4736(13) 0.2193(14) 0.028(4) Uani 1 1 d . . . . .
H1 H 0.5172 0.4961 0.2833 0.034 Uiso 1 1 calc R U . . .
C2 C 0.535(2) 0.4129(13) 0.1510(15) 0.027(4) Uani 1 1 d . . . . .
C3 C 0.448(2) 0.3807(14) 0.0611(16) 0.033(4) Uani 1 1 d . . . . .
H3 H 0.5012 0.3403 0.0115 0.039 Uiso 1 1 calc R U . . .
C4 C 0.278(2) 0.4062(13) 0.0398(14) 0.024(2) Uani 1 1 d . . . . .
H4 H 0.2130 0.3807 -0.0213 0.029 Uiso 1 1 calc R U . . .
C5 C 0.208(2) 0.4697(13) 0.1111(14) 0.024(2) Uani 1 1 d . . . . .
H5 H 0.0952 0.4901 0.0965 0.029 Uiso 1 1 calc R U . . .
C6 C 0.722(2) 0.3839(14) 0.1644(14) 0.031(4) Uani 1 1 d . . . . .
C7 C 0.950(2) 0.3467(14) 0.2976(16) 0.031(2) Uani 1 1 d . . . . .
C8 C 1.024(2) 0.3866(12) 0.3933(16) 0.028(4) Uani 1 1 d . . . . .
H8 H 0.9694 0.4369 0.4302 0.034 Uiso 1 1 calc R U . . .
C9 C 1.175(2) 0.3516(13) 0.4320(13) 0.026(4) Uani 1 1 d . . . . .
H9 H 1.2237 0.3737 0.4999 0.032 Uiso 1 1 calc R U . . .
C10 C 1.258(2) 0.2842(12) 0.3732(12) 0.020(3) Uani 1 1 d . . . . .
H10 H 1.3656 0.2627 0.4000 0.024 Uiso 1 1 calc R U . . .
C11 C 1.037(2) 0.2779(13) 0.2415(14) 0.028(4) Uani 1 1 d . . . . .
H11 H 0.9874 0.2518 0.1756 0.033 Uiso 1 1 calc R U . . .
N1 N 0.2940(17) 0.5032(11) 0.1996(11) 0.023(3) Uani 1 1 d . . . . .
N2 N 1.1899(18) 0.2476(10) 0.2788(11) 0.022(3) Uani 1 1 d . . . . .
N3 N 0.7829(19) 0.3814(12) 0.2670(13) 0.031(2) Uani 1 1 d . . . . .
H3A H 0.7196 0.4016 0.3181 0.037 Uiso 1 1 calc R U . . .
O1 O 0.8026(15) 0.3598(9) 0.0841(9) 0.026(3) Uani 1 1 d . . . . .
Br1 Br 0.3734(2) 0.61327(16) 0.48022(13) 0.0317(4) Uani 1 1 d . . . . .
Br2 Br -0.1311(2) 0.63103(13) 0.25850(13) 0.0253(3) Uani 1 1 d . . . . .
Hg1 Hg 0.17449(8) 0.62317(5) 0.31328(5) 0.02695(19) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.032(9) 0.025(8) 0.025(8) 0.000(7) -0.018(7) -0.012(7)
C2 0.021(8) 0.022(8) 0.039(10) 0.005(7) 0.000(7) -0.004(6)
C3 0.028(9) 0.024(8) 0.046(10) 0.002(8) 0.002(7) 0.005(7)
C4 0.020(5) 0.029(6) 0.024(5) 0.001(5) -0.004(4) 0.008(5)
C5 0.020(5) 0.029(6) 0.024(5) 0.001(5) -0.004(4) 0.008(5)
C6 0.045(10) 0.025(9) 0.024(8) 0.010(7) 0.001(7) 0.000(8)
C7 0.032(6) 0.026(6) 0.037(6) 0.001(5) 0.006(5) -0.006(5)
C8 0.023(8) 0.013(7) 0.049(10) 0.004(7) 0.013(7) 0.005(6)
C9 0.028(8) 0.030(9) 0.020(7) 0.005(6) 0.000(6) 0.007(7)
C10 0.018(7) 0.025(8) 0.017(7) 0.005(6) -0.007(5) 0.002(6)
C11 0.028(8) 0.027(9) 0.026(8) 0.001(7) -0.016(7) -0.007(7)
N1 0.021(7) 0.025(7) 0.022(6) 0.005(5) -0.009(5) -0.002(5)
N2 0.026(7) 0.022(6) 0.018(6) 0.002(5) -0.008(5) -0.002(5)
N3 0.032(6) 0.026(6) 0.037(6) 0.001(5) 0.006(5) -0.006(5)
O1 0.030(6) 0.028(6) 0.022(5) 0.003(5) 0.010(5) 0.010(5)
Br1 0.0280(8) 0.0486(11) 0.0179(7) 0.0041(7) -0.0032(6) 0.0012(8)
Br2 0.0258(7) 0.0225(8) 0.0267(7) -0.0011(6) -0.0046(6) 0.0003(6)
Hg1 0.0262(3) 0.0333(3) 0.0207(3) 0.0015(3) -0.0028(2) -0.0005(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.36(2) . ?
C1 C2 1.37(3) . ?
C2 C3 1.34(3) . ?
C2 C6 1.54(3) . ?
C3 C4 1.41(2) . ?
C4 C5 1.38(2) . ?
C5 N1 1.33(2) . ?
C6 O1 1.26(2) . ?
C6 N3 1.33(2) . ?
C7 C11 1.39(3) . ?
C7 C8 1.39(3) . ?
C7 N3 1.44(2) . ?
C8 C9 1.36(2) . ?
C9 C10 1.38(2) . ?
C10 N2 1.348(19) . ?
C11 N2 1.34(2) . ?
N1 Hg1 2.408(15) . ?
N2 Hg1 2.362(15) 2_645 ?
Br1 Hg1 2.5164(17) . ?
Br2 Hg1 2.4902(18) . ?
Hg1 N2 2.362(15) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.0(15) . . ?
C3 C2 C1 118.2(16) . . ?
C3 C2 C6 116.5(17) . . ?
C1 C2 C6 125.1(16) . . ?
C2 C3 C4 120.7(18) . . ?
C5 C4 C3 117.5(16) . . ?
N1 C5 C4 122.3(15) . . ?
O1 C6 N3 124.4(18) . . ?
O1 C6 C2 121.9(16) . . ?
N3 C6 C2 113.6(16) . . ?
C11 C7 C8 119.8(17) . . ?
C11 C7 N3 125.5(17) . . ?
C8 C7 N3 114.7(16) . . ?
C9 C8 C7 118.0(17) . . ?
C8 C9 C10 120.2(16) . . ?
N2 C10 C9 122.0(15) . . ?
N2 C11 C7 121.1(16) . . ?
C5 N1 C1 118.2(15) . . ?
C5 N1 Hg1 120.9(11) . . ?
C1 N1 Hg1 120.8(11) . . ?
C11 N2 C10 118.8(15) . . ?
C11 N2 Hg1 119.9(11) . 2_645 ?
C10 N2 Hg1 121.1(11) . 2_645 ?
C6 N3 C7 122.2(17) . . ?
N2 Hg1 N1 90.4(5) 2_655 . ?
N2 Hg1 Br2 108.2(3) 2_655 . ?
N1 Hg1 Br2 107.0(3) . . ?
N2 Hg1 Br1 98.5(3) 2_655 . ?
N1 Hg1 Br1 100.7(3) . . ?
Br2 Hg1 Br1 140.93(6) . . ?

_refine_diff_density_max         4.741
_refine_diff_density_min         -4.052
_refine_diff_density_rms         0.385

_shelxl_version_number           2013-4

_shelx_res_file                  
;
TITL umi1701_a.res in P2(1)/n
CELL  0.71073   7.9879  13.7912  12.3337   90.000   93.939   90.000
ZERR     4.00   0.0014   0.0024   0.0021    0.000    0.002    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    BR   HG
UNIT  44 36 12 4 8 4
MERG   2
EADP N3 C7
EADP C5 C4
FMAP   2
PLAN   20
SIZE     0.062   0.133   0.219
ACTA
BOND
LIST   4
L.S.  20
TEMP  -153.00
WGHT    0.000000   90.530502
FVAR       0.18449
C1    1    0.456212    0.473634    0.219318    11.00000    0.03230    0.02473 =
         0.02547   -0.00046   -0.01831   -0.01239
AFIX  43
H1    2    0.517199    0.496108    0.283258    11.00000   -1.20000
AFIX   0
C2    1    0.535398    0.412901    0.150987    11.00000    0.02075    0.02157 =
         0.03931    0.00458   -0.00020   -0.00388
C3    1    0.447871    0.380681    0.061143    11.00000    0.02816    0.02379 =
         0.04553    0.00226    0.00162    0.00535
AFIX  43
H3    2    0.501190    0.340317    0.011469    11.00000   -1.20000
AFIX   0
C4    1    0.277520    0.406175    0.039785    11.00000    0.02043    0.02853 =
         0.02372    0.00126   -0.00355    0.00812
AFIX  43
H4    2    0.213029    0.380691   -0.021261    11.00000   -1.20000
AFIX   0
C5    1    0.208058    0.469686    0.111136    11.00000    0.02043    0.02853 =
         0.02372    0.00126   -0.00355    0.00812
AFIX  43
H5    2    0.095170    0.490068    0.096454    11.00000   -1.20000
AFIX   0
C6    1    0.721545    0.383922    0.164371    11.00000    0.04466    0.02520 =
         0.02384    0.00981    0.00071    0.00045
C7    1    0.950174    0.346745    0.297610    11.00000    0.03154    0.02599 =
         0.03651    0.00093    0.00628   -0.00641
C8    1    1.023592    0.386645    0.393259    11.00000    0.02311    0.01338 =
         0.04938    0.00445    0.01338    0.00490
AFIX  43
H8    2    0.969373    0.436873    0.430233    11.00000   -1.20000
AFIX   0
C9    1    1.174789    0.351607    0.431973    11.00000    0.02811    0.03044 =
         0.02049    0.00467   -0.00003    0.00707
AFIX  43
H9    2    1.223708    0.373714    0.499897    11.00000   -1.20000
AFIX   0
C10   1    1.257510    0.284161    0.373183    11.00000    0.01825    0.02471 =
         0.01710    0.00459   -0.00679    0.00229
AFIX  43
H10   2    1.365569    0.262715    0.399969    11.00000   -1.20000
AFIX   0
C11   1    1.037030    0.277895    0.241451    11.00000    0.02792    0.02694 =
         0.02553    0.00115   -0.01627   -0.00740
AFIX  43
H11   2    0.987413    0.251827    0.175562    11.00000   -1.20000
AFIX   0
N1    3    0.293983    0.503194    0.199622    11.00000    0.02103    0.02510 =
         0.02184    0.00532   -0.00942   -0.00156
N2    3    1.189859    0.247615    0.278758    11.00000    0.02638    0.02166 =
         0.01806    0.00206   -0.00789   -0.00190
N3    3    0.782906    0.381440    0.266967    11.00000    0.03154    0.02599 =
         0.03651    0.00093    0.00628   -0.00641
AFIX  43
H3A   2    0.719649    0.401597    0.318117    11.00000   -1.20000
AFIX   0
O1    4    0.802644    0.359829    0.084051    11.00000    0.02958    0.02808 =
         0.02151    0.00327    0.00950    0.00964
BR1   5    0.373354    0.613265    0.480221    11.00000    0.02799    0.04860 =
         0.01786    0.00408   -0.00320    0.00117
BR2   5   -0.131118    0.631034    0.258498    11.00000    0.02575    0.02255 =
         0.02665   -0.00113   -0.00459    0.00026
HG1   6    0.174490    0.623175    0.313277    11.00000    0.02618    0.03331 =
         0.02074    0.00146   -0.00277   -0.00045
HKLF    4

REM  umi1701_a.res in P2(1)/n
REM R1 =  0.0817 for    3261 Fo > 4sig(Fo)  and  0.0846 for all    3455 data
REM    151 parameters refined using      0 restraints

END

WGHT      0.0000     90.5299

REM Highest difference peak  4.741,  deepest hole -4.052,  1-sigma level  0.385
Q1    1   0.1163  0.6609  0.3267  11.00000  0.05    4.74
Q2    1   0.1318  0.5790  0.3174  11.00000  0.05    4.63
Q3    1   0.8808  0.4027 -0.0248  11.00000  0.05    4.17
Q4    1  -0.0384  0.6453  0.1491  11.00000  0.05    2.64
Q5    1   0.6753  0.4004  0.2371  11.00000  0.05    2.64
Q6    1   0.4570  0.5967  0.3748  11.00000  0.05    2.25
Q7    1   0.6838  0.3407  0.1037  11.00000  0.05    2.17
Q8    1   0.3228  0.5709  0.4885  11.00000  0.05    1.95
Q9    1   0.3035  0.5909  0.1942  11.00000  0.05    1.89
Q10   1   0.8056  0.3576  0.3888  11.00000  0.05    1.79
Q11   1   0.1774  0.4048 -0.1059  11.00000  0.05    1.79
Q12   1   0.8301  0.3750  0.1831  11.00000  0.05    1.71
Q13   1   0.1804  0.3977  0.0395  11.00000  0.05    1.65
Q14   1   0.8790  0.1614  0.2541  11.00000  0.05    1.62
Q15   1   0.9158  0.1490  0.1529  11.00000  0.05    1.52
Q16   1   0.2185  0.6200  0.3401  11.00000  0.05    1.46
Q17   1   0.5631  0.6355  0.5159  11.00000  0.05    1.40
Q18   1   0.7931  0.3617  0.0074  11.00000  0.05    1.40
Q19   1   1.0140  0.3673  0.1635  11.00000  0.05    1.35
Q20   1   0.9813  0.3781  0.5661  11.00000  0.05    1.35
;
_shelx_res_checksum              95399
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1855821'
loop_
_audit_author_name
_audit_author_address
'Alireza Salimi'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-02-16 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  2.02A   From C8              5.38 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT971_shelx_2             
;
PROBLEM: Check Calcd Resid. Dens.  1.27A   From N1              3.83 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  1.50A   From N2             -4.67 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx_2             
;
PROBLEM: Check Calcd Resid. Dens.  1.99A   From C8             -4.05 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx_3             
;
PROBLEM: Check Calcd Resid. Dens.  1.23A   From C3             -3.78 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT213_shelx               
;
PROBLEM: Atom C11             has ADP max/min Ratio .....        4.1 prolat
RESPONSE: These alerts result in from moderate diffracting crystal 
and quality of the data.
;
_vrf_PLAT342_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.03 Ang.
RESPONSE: These alerts result in from moderate diffracting crystal 
and quality of the data.
;
_vrf_PLAT369_shelx               
;
PROBLEM: Long   C(sp2)-C(sp2) Bond  C2       - C6       .       1.59 Ang.
RESPONSE: These alerts result in from moderate diffracting crystal 
and quality of the data.
;
_vrf_PLAT971_shelx_3             
;
PROBLEM: Check Calcd Resid. Dens.  0.98A   From C6              2.57 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT971_shelx_4             
;
PROBLEM: Check Calcd Resid. Dens.  0.75A   From Hg1             2.54 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT971_shelx_5             
;
PROBLEM: Check Calcd Resid. Dens.  1.64A   From C3              2.52 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx_4             
;
PROBLEM: Check Calcd Resid. Dens.  0.83A   From Hg1            -2.70 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 pyridine rings, and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
# Added during the CSD deposition process: Friday 04 January 2019 04:53 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H9 Cl2 Hg N3 O'
_chemical_formula_weight         470.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.9213(6)
_cell_length_b                   13.4161(10)
_cell_length_c                   11.9553(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.349(2)
_cell_angle_gamma                90
_cell_volume                     1264.99(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6312
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      26.46

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.472
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.184
_exptl_absorpt_coefficient_mu    12.579
_shelx_estimated_absorpt_T_min   0.162
_shelx_estimated_absorpt_T_max   0.206
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2163
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15429
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.287
_diffrn_reflns_theta_max         26.511
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2619
_reflns_number_gt                2511
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+86.6279P] 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         2619
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0926
_refine_ls_wR_factor_ref         0.2081
_refine_ls_wR_factor_gt          0.2072
_refine_ls_goodness_of_fit_ref   1.528
_refine_ls_restrained_S_all      1.528
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.449(3) 0.5306(14) 0.7243(18) 0.028(3) Uani 1 1 d . . . . .
H1 H 0.5089 0.5083 0.7921 0.033 Uiso 1 1 calc R U . . .
C2 C 0.534(3) 0.5927(14) 0.6558(18) 0.028(3) Uani 1 1 d . . . . .
C3 C 0.446(3) 0.6226(18) 0.560(2) 0.036(5) Uani 1 1 d . . . . .
H3 H 0.4990 0.6632 0.5088 0.044 Uiso 1 1 calc R U . . .
C4 C 0.279(2) 0.5948(14) 0.5363(15) 0.022(3) Uani 1 1 d . . . . .
H4 H 0.2158 0.6188 0.4702 0.027 Uiso 1 1 calc R U . . .
C5 C 0.205(3) 0.5337(15) 0.6068(15) 0.022(3) Uani 1 1 d . . . . .
H5 H 0.0903 0.5139 0.5887 0.027 Uiso 1 1 calc R U . . .
C6 C 0.727(3) 0.6274(16) 0.6670(17) 0.030(3) Uani 1 1 d . . . . .
C7 C 0.956(3) 0.6593(17) 0.800(2) 0.036(5) Uani 1 1 d . . . . .
C8 C 1.032(3) 0.6222(17) 0.900(2) 0.035(5) Uani 1 1 d . . . . .
H8 H 0.9706 0.5779 0.9428 0.041 Uiso 1 1 calc R U . . .
C9 C 1.186(2) 0.6471(17) 0.9352(16) 0.026(4) Uani 1 1 d . . . . .
H9 H 1.2424 0.6180 1.0010 0.031 Uiso 1 1 calc R U . . .
C10 C 1.268(3) 0.7193(15) 0.8722(16) 0.025(3) Uani 1 1 d . . . . .
H10 H 1.3764 0.7429 0.9018 0.030 Uiso 1 1 calc R U . . .
C11 C 1.043(3) 0.7261(16) 0.7391(18) 0.034(5) Uani 1 1 d . . . . .
H11 H 0.9907 0.7521 0.6705 0.040 Uiso 1 1 calc R U . . .
N1 N 0.291(2) 0.4998(12) 0.7032(13) 0.021(3) Uani 1 1 d . . . . .
N2 N 1.204(2) 0.7553(13) 0.7763(14) 0.025(3) Uani 1 1 d . . . . .
N3 N 0.784(3) 0.6315(15) 0.7703(18) 0.045(5) Uani 1 1 d . . . . .
H3A H 0.7176 0.6171 0.8230 0.054 Uiso 1 1 calc R U . . .
O1 O 0.803(2) 0.6380(11) 0.5860(12) 0.030(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3612(7) 0.3905(5) 0.9813(4) 0.0330(11) Uani 1 1 d . . . . .
Cl2 Cl -0.1283(7) 0.3778(4) 0.7632(4) 0.0325(11) Uani 1 1 d . . . . .
Hg1 Hg 0.16572(11) 0.38138(7) 0.81616(7) 0.0322(3) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.032(8) 0.009(6) 0.038(8) -0.010(6) -0.020(6) 0.006(5)
C2 0.032(8) 0.009(6) 0.038(8) -0.010(6) -0.020(6) 0.006(5)
C3 0.026(11) 0.025(11) 0.059(15) -0.019(11) 0.008(10) -0.011(10)
C4 0.024(7) 0.023(7) 0.017(6) 0.000(5) -0.013(5) -0.002(6)
C5 0.024(7) 0.023(7) 0.017(6) 0.000(5) -0.013(5) -0.002(6)
C6 0.045(7) 0.019(6) 0.025(6) -0.002(5) 0.000(5) -0.007(5)
C7 0.024(11) 0.027(11) 0.055(15) -0.015(11) -0.009(10) -0.013(9)
C8 0.034(12) 0.017(10) 0.053(14) -0.009(10) 0.005(10) -0.002(10)
C9 0.020(10) 0.038(12) 0.020(9) 0.004(8) -0.001(7) -0.010(9)
C10 0.027(7) 0.022(7) 0.024(6) -0.011(5) -0.010(5) -0.003(5)
C11 0.043(13) 0.023(11) 0.029(11) -0.008(9) -0.029(10) 0.002(10)
N1 0.027(9) 0.015(8) 0.019(8) -0.003(6) -0.004(7) 0.005(6)
N2 0.027(7) 0.022(7) 0.024(6) -0.011(5) -0.010(5) -0.003(5)
N3 0.062(14) 0.027(11) 0.048(12) 0.005(9) 0.010(10) 0.009(10)
O1 0.045(7) 0.019(6) 0.025(6) -0.002(5) 0.000(5) -0.007(5)
Cl1 0.035(3) 0.042(3) 0.021(2) 0.002(2) -0.0021(19) 0.000(2)
Cl2 0.037(3) 0.029(3) 0.030(2) -0.001(2) -0.006(2) -0.001(2)
Hg1 0.0366(5) 0.0355(5) 0.0238(4) 0.0004(4) -0.0002(3) 0.0009(4)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.32(3) . ?
C1 C2 1.39(3) . ?
C2 C3 1.34(3) . ?
C2 C6 1.59(3) . ?
C3 C4 1.38(3) . ?
C4 C5 1.35(3) . ?
C5 N1 1.36(2) . ?
C6 O1 1.19(3) . ?
C6 N3 1.28(3) . ?
C7 C8 1.37(3) . ?
C7 C11 1.38(3) . ?
C7 N3 1.43(3) . ?
C8 C9 1.30(3) . ?
C9 C10 1.42(3) . ?
C10 N2 1.30(3) . ?
C11 N2 1.37(3) . ?
N1 Hg1 2.361(17) . ?
N2 Hg1 2.315(18) 2_656 ?
Cl1 Hg1 2.396(5) . ?
Cl2 Hg1 2.357(5) . ?
Hg1 N2 2.315(18) 2_646 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 125.6(19) . . ?
C3 C2 C1 116(2) . . ?
C3 C2 C6 114(2) . . ?
C1 C2 C6 130.2(18) . . ?
C2 C3 C4 121(2) . . ?
C5 C4 C3 119.9(19) . . ?
C4 C5 N1 121.4(18) . . ?
O1 C6 N3 128(2) . . ?
O1 C6 C2 121.1(19) . . ?
N3 C6 C2 110(2) . . ?
C8 C7 C11 119.7(19) . . ?
C8 C7 N3 117(2) . . ?
C11 C7 N3 123(2) . . ?
C9 C8 C7 121(2) . . ?
C8 C9 C10 118(2) . . ?
N2 C10 C9 124.0(19) . . ?
N2 C11 C7 120.6(19) . . ?
C1 N1 C5 116.5(18) . . ?
C1 N1 Hg1 122.8(13) . . ?
C5 N1 Hg1 120.5(13) . . ?
C10 N2 C11 117.1(19) . . ?
C10 N2 Hg1 122.5(14) . 2_656 ?
C11 N2 Hg1 119.8(14) . 2_656 ?
C6 N3 C7 120(2) . . ?
N2 Hg1 Cl2 109.3(5) 2_646 . ?
N2 Hg1 N1 89.4(5) 2_646 . ?
Cl2 Hg1 N1 108.4(4) . . ?
N2 Hg1 Cl1 98.5(4) 2_646 . ?
Cl2 Hg1 Cl1 140.26(18) . . ?
N1 Hg1 Cl1 99.4(4) . . ?

_refine_diff_density_max         4.418
_refine_diff_density_min         -3.426
_refine_diff_density_rms         0.325

_shelxl_version_number           2013-4

_shelx_res_file                  
;
TITL umi1702 in P2/n
CELL  0.71073   7.9213  13.4161  11.9553   90.000   95.349   90.000
ZERR     4.00   0.0006   0.0010   0.0009    0.000    0.002    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    CL   HG
UNIT  44 36 12 4 8 4
MERG   2
EADP C1 C2
EADP C5 C4
EADP O1 C6
EADP C10 N2
SIZE     0.184   0.207   0.227
ACTA
BOND
LIST   4
L.S.  20
TEMP  -153.00
WGHT    0.000000   86.627899
FVAR       0.06995
C1    1    0.448589    0.530615    0.724266    11.00000    0.03155    0.00882 =
         0.03840   -0.00953   -0.01971    0.00550
AFIX  43
H1    2    0.508869    0.508347    0.792086    11.00000   -1.20000
AFIX   0
C2    1    0.534385    0.592728    0.655849    11.00000    0.03155    0.00882 =
         0.03840   -0.00953   -0.01971    0.00550
C3    1    0.445868    0.622566    0.560315    11.00000    0.02586    0.02452 =
         0.05947   -0.01893    0.00848   -0.01140
AFIX  43
H3    2    0.499015    0.663195    0.508767    11.00000   -1.20000
AFIX   0
C4    1    0.278694    0.594843    0.536294    11.00000    0.02426    0.02325 =
         0.01691    0.00022   -0.01258   -0.00232
AFIX  43
H4    2    0.215800    0.618777    0.470188    11.00000   -1.20000
AFIX   0
C5    1    0.204734    0.533739    0.606775    11.00000    0.02426    0.02325 =
         0.01691    0.00022   -0.01258   -0.00232
AFIX  43
H5    2    0.090294    0.513923    0.588737    11.00000   -1.20000
AFIX   0
C6    1    0.727292    0.627421    0.666976    11.00000    0.04471    0.01947 =
         0.02537   -0.00223   -0.00008   -0.00690
C7    1    0.956279    0.659276    0.800084    11.00000    0.02351    0.02687 =
         0.05529   -0.01463   -0.00915   -0.01348
C8    1    1.031803    0.622180    0.899533    11.00000    0.03355    0.01743 =
         0.05283   -0.00886    0.00503   -0.00241
AFIX  43
H8    2    0.970575    0.577863    0.942757    11.00000   -1.20000
AFIX   0
C9    1    1.186389    0.647073    0.935237    11.00000    0.01959    0.03799 =
         0.02029    0.00420   -0.00050   -0.00960
AFIX  43
H9    2    1.242391    0.617981    1.001015    11.00000   -1.20000
AFIX   0
C10   1    1.268261    0.719348    0.872212    11.00000    0.02664    0.02229 =
         0.02358   -0.01114   -0.01024   -0.00314
AFIX  43
H10   2    1.376426    0.742862    0.901836    11.00000   -1.20000
AFIX   0
C11   1    1.043131    0.726138    0.739058    11.00000    0.04253    0.02322 =
         0.02888   -0.00783   -0.02879    0.00186
AFIX  43
H11   2    0.990664    0.752149    0.670515    11.00000   -1.20000
AFIX   0
N1    3    0.290523    0.499841    0.703210    11.00000    0.02748    0.01531 =
         0.01918   -0.00271   -0.00419    0.00476
N2    3    1.204134    0.755333    0.776339    11.00000    0.02664    0.02229 =
         0.02358   -0.01114   -0.01024   -0.00314
N3    3    0.784280    0.631457    0.770320    11.00000    0.06183    0.02678 =
         0.04756    0.00478    0.00965    0.00852
AFIX  43
H3A   2    0.717628    0.617119    0.823000    11.00000   -1.20000
AFIX   0
O1    4    0.802708    0.637953    0.585963    11.00000    0.04471    0.01947 =
         0.02537   -0.00223   -0.00008   -0.00690
MOLE    1
CL1   5    0.361226    0.390474    0.981340    11.00000    0.03471    0.04239 =
         0.02104    0.00153   -0.00208   -0.00026
CL2   5   -0.128327    0.377807    0.763222    11.00000    0.03670    0.02904 =
         0.02997   -0.00068   -0.00618   -0.00083
HG1   6    0.165722    0.381385    0.816164    11.00000    0.03664    0.03555 =
         0.02377    0.00043   -0.00020    0.00088
HKLF    4

REM  umi1702 in P2/n
REM R1 =  0.0926 for    2511 Fo > 4sig(Fo)  and  0.0952 for all    2619 data
REM    139 parameters refined using      0 restraints

END

WGHT      0.0000     85.7437

REM Highest difference peak  4.418,  deepest hole -3.426,  1-sigma level  0.325
Q1    1   1.0182  0.6441  1.0568  11.00000  0.05    4.42
Q2    1   0.3203  0.4089  0.6834  11.00000  0.05    2.59
Q3    1   0.6636  0.6171  0.7392  11.00000  0.05    2.57
Q4    1   0.1337  0.4376  0.8239  11.00000  0.05    2.36
Q5    1   0.8246  0.6360  0.6952  11.00000  0.05    2.29
Q6    1   0.1052  0.3384  0.8226  11.00000  0.05    2.16
Q7    1   0.4411  0.6680  0.4342  11.00000  0.05    1.94
Q8    1   0.8122  0.6545  0.8771  11.00000  0.05    1.73
Q9    1  -0.0463  0.3564  0.6424  11.00000  0.05    1.56
Q10   1   0.0692  0.3951  0.7895  11.00000  0.05    1.37
Q11   1   1.3050  0.6412  1.0984  11.00000  0.05    1.29
Q12   1   0.5269  0.3639  1.0258  11.00000  0.05    1.17
Q13   1   1.0757  0.8504  0.8026  11.00000  0.05    1.15
Q14   1   0.1864  0.3807  0.7487  11.00000  0.05    1.15
Q15   1   0.0752  0.3822  0.8829  11.00000  0.05    1.13
Q16   1   0.1122  0.3913  0.9012  11.00000  0.05    1.11
Q17   1   0.4392  0.5745  0.4344  11.00000  0.05    1.06
Q18   1   0.9605  0.6058  0.7335  11.00000  0.05    1.06
Q19   1   0.6721  0.6594  0.6176  11.00000  0.05    1.04
Q20   1  -0.3352  0.4017  0.7233  11.00000  0.05    1.02
;
_shelx_res_checksum              23521
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1889063'
loop_
_audit_author_name
_audit_author_address
'Alireza Salimi'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-01-07 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 N6 O2'
_chemical_formula_weight         398.42

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 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'

_cell_length_a                   3.8737(3)
_cell_length_b                   21.9191(16)
_cell_length_c                   10.6759(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.751(2)
_cell_angle_gamma                90
_cell_volume                     901.91(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4453
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.21
_exptl_crystal_description       column
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.083
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9403
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.858
_diffrn_reflns_theta_max         28.293
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2237
_reflns_number_gt                2034
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.988
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.3563P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.5(18)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2237
_refine_ls_number_parameters     137
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.053
_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
O1 O 0.5160(5) 0.63339(8) 0.67428(14) 0.0255(4) Uani 1 1 d . . . . .
N3 N 0.5658(5) 0.68262(8) 0.48838(17) 0.0162(4) Uani 1 1 d . . . . .
H3A H 0.5206 0.6792 0.4062 0.019 Uiso 1 1 calc R U . . .
N2 N 0.9656(5) 0.80330(8) 0.69941(16) 0.0182(4) Uani 1 1 d . . . . .
N1 N -0.0394(5) 0.54289(9) 0.30022(18) 0.0207(4) Uani 1 1 d . . . . .
C6 C 0.4635(6) 0.63526(10) 0.55929(19) 0.0171(5) Uani 1 1 d . . . . .
C7 C 0.7359(5) 0.73621(9) 0.5332(2) 0.0151(4) Uani 1 1 d . . . . .
C1 C 0.1222(6) 0.58885(10) 0.3650(2) 0.0178(4) Uani 1 1 d . . . . .
H1 H 0.1281 0.6275 0.3248 0.021 Uiso 1 1 calc R U . . .
C2 C 0.2820(6) 0.58366(10) 0.4873(2) 0.0153(4) Uani 1 1 d . . . . .
C8 C 0.8326(6) 0.77818(10) 0.44504(19) 0.0176(5) Uani 1 1 d . . . . .
H8 H 0.7898 0.7696 0.3577 0.021 Uiso 1 1 calc R U . . .
C11 C 0.8133(6) 0.75072(10) 0.66097(19) 0.0174(5) Uani 1 1 d . . . . .
H11 H 0.7557 0.7222 0.7225 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2616(6) 0.52783(10) 0.5473(2) 0.0190(5) Uani 1 1 d . . . . .
H3 H 0.3608 0.5226 0.6316 0.023 Uiso 1 1 calc R U . . .
C5 C -0.0453(6) 0.48913(11) 0.3592(2) 0.0204(5) Uani 1 1 d . . . . .
H5 H -0.1511 0.4555 0.3143 0.025 Uiso 1 1 calc R U . . .
C10 C 1.0494(6) 0.84344(10) 0.6133(2) 0.0180(5) Uani 1 1 d . . . . .
H10 H 1.1529 0.8810 0.6409 0.022 Uiso 1 1 calc R U . . .
C9 C 0.9903(6) 0.83218(11) 0.4846(2) 0.0190(5) Uani 1 1 d . . . . .
H9 H 1.0572 0.8611 0.4253 0.023 Uiso 1 1 calc R U . . .
C4 C 0.0942(7) 0.47982(10) 0.4822(2) 0.0208(5) Uani 1 1 d . . . . .
H4 H 0.0756 0.4412 0.5213 0.025 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0421(11) 0.0227(8) 0.0115(7) 0.0009(6) 0.0009(7) -0.0075(8)
N3 0.0237(10) 0.0161(9) 0.0089(8) -0.0009(7) 0.0017(7) -0.0006(7)
N2 0.0245(11) 0.0183(9) 0.0112(8) -0.0015(7) -0.0005(7) 0.0009(8)
N1 0.0257(11) 0.0217(10) 0.0148(9) -0.0003(8) 0.0019(8) -0.0018(8)
C6 0.0207(12) 0.0172(10) 0.0136(10) 0.0003(8) 0.0028(8) 0.0017(9)
C7 0.0154(11) 0.0157(9) 0.0141(10) -0.0021(8) 0.0013(8) 0.0024(9)
C1 0.0232(12) 0.0162(10) 0.0146(10) 0.0016(8) 0.0038(8) -0.0003(9)
C2 0.0164(11) 0.0157(10) 0.0144(9) -0.0011(8) 0.0042(8) 0.0009(8)
C8 0.0225(12) 0.0200(11) 0.0103(9) -0.0008(8) 0.0016(8) 0.0002(9)
C11 0.0234(12) 0.0182(10) 0.0106(10) 0.0019(8) 0.0018(8) 0.0021(9)
C3 0.0227(12) 0.0211(11) 0.0130(10) 0.0021(8) 0.0007(8) 0.0009(9)
C5 0.0236(13) 0.0175(11) 0.0202(11) -0.0034(8) 0.0022(9) -0.0025(9)
C10 0.0225(12) 0.0153(10) 0.0158(10) -0.0007(8) 0.0003(9) 0.0005(8)
C9 0.0230(12) 0.0196(11) 0.0141(9) 0.0032(8) 0.0010(8) 0.0003(9)
C4 0.0249(12) 0.0163(10) 0.0215(11) 0.0028(9) 0.0034(9) -0.0007(9)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.225(2) . ?
N3 C6 1.367(3) . ?
N3 C7 1.407(3) . ?
N3 H3A 0.8800 . ?
N2 C10 1.336(3) . ?
N2 C11 1.340(3) . ?
N1 C5 1.337(3) . ?
N1 C1 1.341(3) . ?
C6 C2 1.502(3) . ?
C7 C8 1.394(3) . ?
C7 C11 1.404(3) . ?
C1 C2 1.392(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(3) . ?
C8 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C11 H11 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C5 C4 1.384(3) . ?
C5 H5 0.9500 . ?
C10 C9 1.392(3) . ?
C10 H10 0.9500 . ?
C9 H9 0.9500 . ?
C4 H4 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
C6 N3 C7 126.72(18) . . ?
C6 N3 H3A 116.6 . . ?
C7 N3 H3A 116.6 . . ?
C10 N2 C11 119.05(18) . . ?
C5 N1 C1 116.62(19) . . ?
O1 C6 N3 123.5(2) . . ?
O1 C6 C2 120.67(19) . . ?
N3 C6 C2 115.79(18) . . ?
C8 C7 C11 117.44(19) . . ?
C8 C7 N3 118.05(18) . . ?
C11 C7 N3 124.51(19) . . ?
N1 C1 C2 124.3(2) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C6 118.23(19) . . ?
C1 C2 C6 124.04(19) . . ?
C9 C8 C7 120.05(19) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
N2 C11 C7 122.48(19) . . ?
N2 C11 H11 118.8 . . ?
C7 C11 H11 118.8 . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
N1 C5 C4 123.6(2) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
N2 C10 C9 122.3(2) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C8 C9 C10 118.6(2) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C5 C4 C3 118.8(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?

_refine_diff_density_max         0.182
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.044

_shelxl_version_number           2013-4

_shelx_res_file                  
;
TITL shelxt_a.res in Cc
CELL  0.71073   3.8737  21.9191  10.6759   90.000   95.751   90.000
ZERR     2.00   0.0003   0.0016   0.0008    0.000    0.002    0.000
LATT  -7
SYMM    X, - Y, 1/2 + Z
SFAC  C    H    O    N
UNIT  44 36 4 12
MERG   2
TWIN
FMAP   2
PLAN   20
SIZE     0.083   0.104   0.202
ACTA
BOND   $H
LIST   6
L.S.  10
TEMP  -173.00
WGHT    0.041500    0.356300
BASF   0.47727
FVAR       0.20815
O1    3    0.516015    0.633393    0.674277    11.00000    0.04210    0.02266 =
         0.01150    0.00088    0.00092   -0.00746
N3    4    0.565811    0.682622    0.488380    11.00000    0.02367    0.01608 =
         0.00891   -0.00085    0.00171   -0.00063
AFIX  43
H3A   2    0.520613    0.679247    0.406237    11.00000   -1.20000
AFIX   0
N2    4    0.965598    0.803301    0.699405    11.00000    0.02445    0.01833 =
         0.01121   -0.00145   -0.00050    0.00095
N1    4   -0.039355    0.542888    0.300224    11.00000    0.02568    0.02171 =
         0.01483   -0.00035    0.00186   -0.00180
C6    1    0.463537    0.635262    0.559293    11.00000    0.02066    0.01721 =
         0.01357    0.00026    0.00276    0.00172
C7    1    0.735893    0.736213    0.533152    11.00000    0.01543    0.01573 =
         0.01405   -0.00209    0.00134    0.00240
C1    1    0.122239    0.588853    0.365004    11.00000    0.02315    0.01616 =
         0.01460    0.00156    0.00377   -0.00031
AFIX  43
H1    2    0.128055    0.627464    0.324849    11.00000   -1.20000
AFIX   0
C2    1    0.281994    0.583661    0.487254    11.00000    0.01638    0.01570 =
         0.01438   -0.00110    0.00418    0.00086
C8    1    0.832598    0.778179    0.445043    11.00000    0.02249    0.01995 =
         0.01026   -0.00078    0.00158    0.00022
AFIX  43
H8    2    0.789828    0.769571    0.357653    11.00000   -1.20000
AFIX   0
C11   1    0.813344    0.750720    0.660967    11.00000    0.02341    0.01819 =
         0.01056    0.00194    0.00178    0.00213
AFIX  43
H11   2    0.755650    0.722187    0.722530    11.00000   -1.20000
AFIX   0
C3    1    0.261596    0.527826    0.547290    11.00000    0.02266    0.02106 =
         0.01298    0.00213    0.00066    0.00093
AFIX  43
H3    2    0.360773    0.522594    0.631649    11.00000   -1.20000
AFIX   0
C5    1   -0.045287    0.489134    0.359248    11.00000    0.02365    0.01748 =
         0.02020   -0.00336    0.00218   -0.00253
AFIX  43
H5    2   -0.151092    0.455500    0.314285    11.00000   -1.20000
AFIX   0
C10   1    1.049356    0.843445    0.613305    11.00000    0.02246    0.01530 =
         0.01580   -0.00068    0.00030    0.00047
AFIX  43
H10   2    1.152930    0.881026    0.640878    11.00000   -1.20000
AFIX   0
C9    1    0.990286    0.832178    0.484591    11.00000    0.02304    0.01964 =
         0.01407    0.00317    0.00099    0.00034
AFIX  43
H9    2    1.057220    0.861085    0.425283    11.00000   -1.20000
AFIX   0
C4    1    0.094229    0.479818    0.482216    11.00000    0.02492    0.01628 =
         0.02153    0.00284    0.00339   -0.00069
AFIX  43
H4    2    0.075587    0.441190    0.521329    11.00000   -1.20000
AFIX   0
HKLF    4

REM  shelxt_a.res in Cc
REM R1 =  0.0346 for    2034 Fo > 4sig(Fo)  and  0.0408 for all    2237 data
REM    137 parameters refined using      2 restraints

END

WGHT      0.0415      0.3563

REM Highest difference peak  0.182,  deepest hole -0.218,  1-sigma level  0.044
Q1    1   0.7646  0.7410  0.5982  11.00000  0.05    0.18
Q2    1   0.2352  0.5896  0.4286  11.00000  0.05    0.18
Q3    1   0.2588  0.5568  0.5238  11.00000  0.05    0.17
Q4    1   1.0030  0.8362  0.5468  11.00000  0.05    0.16
Q5    1   0.1158  0.4824  0.4155  11.00000  0.05    0.15
Q6    1   0.3018  0.6100  0.5271  11.00000  0.05    0.14
Q7    1   0.4198  0.6032  0.5157  11.00000  0.05    0.14
Q8    1  -0.2182  0.5468  0.2395  11.00000  0.05    0.14
Q9    1   0.6013  0.5208  0.4971  11.00000  0.05    0.14
Q10   1  -0.0181  0.4916  0.4311  11.00000  0.05    0.13
Q11   1   0.9954  0.8003  0.4696  11.00000  0.05    0.13
Q12   1   0.6085  0.8332  0.4169  11.00000  0.05    0.12
Q13   1  -0.0144  0.5496  0.2227  11.00000  0.05    0.12
Q14   1   1.4279  0.8087  0.7380  11.00000  0.05    0.12
Q15   1   0.6116  0.5457  0.4190  11.00000  0.05    0.12
Q16   1  -0.1723  0.6133  0.3433  11.00000  0.05    0.12
Q17   1  -0.3957  0.4587  0.5006  11.00000  0.05    0.11
Q18   1   0.1027  0.5064  0.5177  11.00000  0.05    0.11
Q19   1   1.3927  0.8387  0.4573  11.00000  0.05    0.11
Q20   1   0.0500  0.6520  0.6606  11.00000  0.05    0.11
;
_shelx_res_checksum              1009
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1855822'
loop_
_audit_author_name
_audit_author_address
'Alireza Salimi'
;Ferdowsi University of Mashhad
Iran
;
_audit_update_record             
;
2019-02-16 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  0.80A   From I2              3.54 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
_vrf_PLAT972_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  0.62A   From I2             -3.27 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 pyridine rings, amide backbone  and also near
 to the metal centre. Thus,such residual density is likely not from
 unaccounted atom types. In addition, the very high absorption coefficient
 and very low ratios of min/max transmission factor for this compound can be
 introduce as a reason for this issue which are related to 
the presence of the heavy atoms and evidently relatively 
poor crystal quality as well as absorption correction method.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H9 Cd I2 N3 O'
_chemical_formula_weight         565.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.0392(7)
_cell_length_b                   14.4602(12)
_cell_length_c                   12.4285(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.449(2)
_cell_angle_gamma                90
_cell_volume                     1443.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.602
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    5.781
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.520
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2466
_exptl_absorpt_correction_T_max  0.3378
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20987
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.162
_diffrn_reflns_theta_max         28.381
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3607
_reflns_number_gt                3213
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+43.4052P] 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         3607
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0601
_refine_ls_wR_factor_ref         0.1242
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4709(13) 0.4864(8) 0.7066(9) 0.036(2) Uani 1 1 d . . . . .
H1 H 0.5361 0.5137 0.7637 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5437(13) 0.4197(7) 0.6443(10) 0.035(2) Uani 1 1 d . . . . .
C3 C 0.4487(16) 0.3804(8) 0.5659(9) 0.040(3) Uani 1 1 d . . . . .
H3 H 0.4948 0.3337 0.5223 0.048 Uiso 1 1 calc R U . . .
C4 C 0.2864(14) 0.4062(9) 0.5477(9) 0.040(3) Uani 1 1 d . . . . .
H4 H 0.2188 0.3777 0.4926 0.048 Uiso 1 1 calc R U . . .
C5 C 0.2245(12) 0.4735(7) 0.6101(8) 0.030(2) Uani 1 1 d . . . . .
H5 H 0.1126 0.4926 0.5961 0.036 Uiso 1 1 calc R U . . .
C6 C 0.7250(16) 0.3880(8) 0.6554(9) 0.039(3) Uani 1 1 d . . . . .
C7 C 0.9496(13) 0.3596(7) 0.7885(10) 0.036(2) Uani 1 1 d . . . . .
C8 C 1.0182(13) 0.4011(8) 0.8771(10) 0.038(2) Uani 1 1 d . . . . .
H8 H 0.9666 0.4528 0.9090 0.045 Uiso 1 1 calc R U . . .
C9 C 1.1663(12) 0.3655(7) 0.9196(8) 0.031(2) Uani 1 1 d . . . . .
H9 H 1.2182 0.3927 0.9820 0.037 Uiso 1 1 calc R U . . .
N1 N 0.3124(10) 0.5145(6) 0.6903(6) 0.0284(18) Uani 1 1 d . . . . .
N3 N 0.7856(12) 0.3929(6) 0.7543(8) 0.038(2) Uani 1 1 d . . . . .
H3A H 0.7233 0.4179 0.8031 0.045 Uiso 1 1 calc R U . . .
O1 O 0.8073(9) 0.3635(5) 0.5789(6) 0.0320(16) Uani 1 1 d . . . . .
C10 C 1.2379(12) 0.2914(7) 0.8721(8) 0.029(2) Uani 1 1 d . . . . .
H10 H 1.3380 0.2666 0.9035 0.035 Uiso 1 1 calc R U . . .
C11 C 1.0275(13) 0.2876(7) 0.7415(9) 0.034(2) Uani 1 1 d . . . . .
H11 H 0.9786 0.2611 0.6777 0.041 Uiso 1 1 calc R U . . .
N2 N 1.1716(10) 0.2526(6) 0.7825(7) 0.0281(17) Uani 1 1 d . . . . .
Cd1 Cd 0.20435(9) 0.62958(5) 0.79078(6) 0.02978(18) Uani 1 1 d . . . . .
I1 I -0.12511(8) 0.64519(4) 0.75435(5) 0.02801(15) Uani 1 1 d . . . . .
I2 I 0.37085(9) 0.62228(6) 0.98282(5) 0.0418(2) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.030(5) 0.034(5) 0.042(6) 0.014(5) -0.017(4) -0.013(4)
C2 0.029(5) 0.025(5) 0.052(7) 0.015(5) -0.004(5) -0.001(4)
C3 0.055(7) 0.039(6) 0.027(5) -0.004(4) 0.014(5) 0.011(5)
C4 0.039(6) 0.051(7) 0.029(5) 0.002(5) -0.004(4) 0.010(5)
C5 0.022(4) 0.043(6) 0.025(4) 0.000(4) -0.005(4) 0.004(4)
C6 0.053(7) 0.026(5) 0.039(6) 0.000(4) 0.001(5) -0.002(5)
C7 0.032(5) 0.025(5) 0.050(6) 0.009(5) -0.012(5) 0.004(4)
C8 0.026(5) 0.033(6) 0.054(7) 0.000(5) 0.003(5) 0.004(4)
C9 0.026(5) 0.035(5) 0.033(5) 0.002(4) 0.010(4) -0.001(4)
N1 0.022(4) 0.038(5) 0.024(4) 0.007(3) -0.007(3) -0.005(3)
N3 0.049(6) 0.032(5) 0.034(5) -0.011(4) 0.014(4) -0.007(4)
O1 0.027(3) 0.041(4) 0.028(3) -0.004(3) 0.000(3) 0.020(3)
C10 0.025(5) 0.040(5) 0.022(4) 0.002(4) -0.004(4) 0.005(4)
C11 0.031(5) 0.034(5) 0.035(5) 0.009(4) -0.015(4) -0.010(4)
N2 0.021(4) 0.035(4) 0.028(4) 0.005(3) -0.007(3) -0.002(3)
Cd1 0.0274(4) 0.0376(4) 0.0237(3) 0.0012(3) -0.0066(3) -0.0004(3)
I1 0.0268(3) 0.0272(3) 0.0293(3) 0.0002(2) -0.0066(2) -0.0009(2)
I2 0.0353(4) 0.0663(5) 0.0230(3) 0.0054(3) -0.0088(3) -0.0009(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.345(13) . ?
C1 C2 1.382(17) . ?
C2 C3 1.339(16) . ?
C2 C6 1.529(16) . ?
C3 C4 1.367(16) . ?
C4 C5 1.352(15) . ?
C5 N1 1.336(12) . ?
C6 O1 1.233(14) . ?
C6 N3 1.305(15) . ?
C7 C8 1.352(16) . ?
C7 C11 1.360(16) . ?
C7 N3 1.450(14) . ?
C8 C9 1.380(14) . ?
C9 C10 1.363(14) . ?
N1 Cd1 2.275(9) . ?
C10 N2 1.336(12) . ?
C11 N2 1.344(12) . ?
N2 Cd1 2.251(9) 2_646 ?
Cd1 N2 2.251(9) 2_656 ?
Cd1 I1 2.6774(10) . ?
Cd1 I2 2.6883(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.2(10) . . ?
C3 C2 C1 117.6(10) . . ?
C3 C2 C6 116.8(11) . . ?
C1 C2 C6 125.7(10) . . ?
C2 C3 C4 121.0(11) . . ?
C5 C4 C3 118.3(11) . . ?
N1 C5 C4 123.5(10) . . ?
O1 C6 N3 123.5(11) . . ?
O1 C6 C2 123.9(10) . . ?
N3 C6 C2 112.6(11) . . ?
C8 C7 C11 120.7(10) . . ?
C8 C7 N3 115.2(10) . . ?
C11 C7 N3 124.0(10) . . ?
C7 C8 C9 117.5(10) . . ?
C10 C9 C8 120.0(10) . . ?
C5 N1 C1 116.5(9) . . ?
C5 N1 Cd1 122.2(7) . . ?
C1 N1 Cd1 121.3(7) . . ?
C6 N3 C7 123.7(10) . . ?
N2 C10 C9 122.0(9) . . ?
N2 C11 C7 122.1(10) . . ?
C10 N2 C11 117.7(9) . . ?
C10 N2 Cd1 120.1(6) . 2_646 ?
C11 N2 Cd1 122.2(7) . 2_646 ?
N2 Cd1 N1 99.8(3) 2_656 . ?
N2 Cd1 I1 108.5(2) 2_656 . ?
N1 Cd1 I1 111.5(2) . . ?
N2 Cd1 I2 100.3(2) 2_656 . ?
N1 Cd1 I2 105.74(19) . . ?
I1 Cd1 I2 127.22(4) . . ?

_refine_diff_density_max         3.374
_refine_diff_density_min         -3.366
_refine_diff_density_rms         0.254

_shelxl_version_number           2013-4

_shelx_res_file                  
;
TITL umi1707 in P2/n
CELL  0.71073   8.0392  14.4602  12.4285   90.000   92.449   90.000
ZERR     4.00   0.0007   0.0012   0.0010    0.000    0.002    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    CD   I
UNIT  44 36 12 4 4 8
MERG   2
FMAP   2
PLAN   20
SIZE     0.130   0.154   0.156
ACTA
BOND
L.S.  20
TEMP  -153.14
WGHT    0.000000   43.405201
FVAR       0.05989
C1    1    0.470907    0.486371    0.706578    11.00000    0.03013    0.03416 =
         0.04203    0.01368   -0.01733   -0.01331
AFIX  43
H1    2    0.536072    0.513664    0.763705    11.00000   -1.20000
AFIX   0
C2    1    0.543653    0.419736    0.644250    11.00000    0.02873    0.02523 =
         0.05187    0.01547   -0.00419   -0.00130
C3    1    0.448709    0.380355    0.565872    11.00000    0.05511    0.03919 =
         0.02694   -0.00394    0.01395    0.01137
AFIX  43
H3    2    0.494810    0.333743    0.522268    11.00000   -1.20000
AFIX   0
C4    1    0.286388    0.406234    0.547663    11.00000    0.03887    0.05086 =
         0.02873    0.00152   -0.00387    0.00983
AFIX  43
H4    2    0.218824    0.377695    0.492564    11.00000   -1.20000
AFIX   0
C5    1    0.224471    0.473467    0.610059    11.00000    0.02165    0.04292 =
         0.02464    0.00027   -0.00545    0.00421
AFIX  43
H5    2    0.112557    0.492573    0.596114    11.00000   -1.20000
AFIX   0
C6    1    0.725028    0.388038    0.655379    11.00000    0.05301    0.02560 =
         0.03887   -0.00011    0.00102   -0.00184
C7    1    0.949553    0.359574    0.788452    11.00000    0.03169    0.02517 =
         0.05042    0.00893   -0.01166    0.00400
C8    1    1.018248    0.401068    0.877120    11.00000    0.02595    0.03337 =
         0.05354    0.00044    0.00281    0.00370
AFIX  43
H8    2    0.966592    0.452770    0.909005    11.00000   -1.20000
AFIX   0
C9    1    1.166270    0.365498    0.919598    11.00000    0.02620    0.03524 =
         0.03301    0.00243    0.01036   -0.00137
AFIX  43
H9    2    1.218228    0.392667    0.981993    11.00000   -1.20000
AFIX   0
N1    3    0.312363    0.514476    0.690321    11.00000    0.02240    0.03842 =
         0.02372    0.00695   -0.00702   -0.00472
N3    3    0.785555    0.392927    0.754349    11.00000    0.04856    0.03161 =
         0.03402   -0.01057    0.01365   -0.00711
AFIX  43
H3A   2    0.723305    0.417878    0.803148    11.00000   -1.20000
AFIX   0
O1    4    0.807336    0.363511    0.578875    11.00000    0.02670    0.04103 =
         0.02812   -0.00369   -0.00042    0.02021
MOLE    1
C10   1    1.237887    0.291418    0.872052    11.00000    0.02510    0.03960 =
         0.02172    0.00164   -0.00379    0.00497
AFIX  43
H10   2    1.337999    0.266599    0.903510    11.00000   -1.20000
AFIX   0
C11   1    1.027523    0.287557    0.741512    11.00000    0.03103    0.03407 =
         0.03500    0.00871   -0.01464   -0.00995
AFIX  43
H11   2    0.978630    0.261111    0.677730    11.00000   -1.20000
AFIX   0
N2    3    1.171615    0.252620    0.782542    11.00000    0.02051    0.03489 =
         0.02832    0.00496   -0.00707   -0.00171
CD1   5    0.204347    0.629580    0.790777    11.00000    0.02736    0.03765 =
         0.02366    0.00120   -0.00658   -0.00045
I1    6   -0.125110    0.645191    0.754347    11.00000    0.02683    0.02718 =
         0.02935    0.00020   -0.00663   -0.00086
I2    6    0.370848    0.622284    0.982825    11.00000    0.03531    0.06628 =
         0.02299    0.00545   -0.00885   -0.00089
HKLF    4

REM  umi1707 in P2/n
REM R1 =  0.0601 for    3213 Fo > 4sig(Fo)  and  0.0698 for all    3607 data
REM    163 parameters refined using      0 restraints

END

WGHT      0.0000     43.4056

REM Highest difference peak  3.374,  deepest hole -3.366,  1-sigma level  0.254
Q1    1   0.3163  0.5798  0.9875  11.00000  0.05    3.37
Q2    1   0.1467  0.6597  0.8140  11.00000  0.05    2.49
Q3    1   0.1679  0.5813  0.7972  11.00000  0.05    2.20
Q4    1   0.6771  0.4117  0.7298  11.00000  0.05    2.13
Q5    1   0.8349  0.3777  0.6762  11.00000  0.05    1.85
Q6    1  -0.2018  0.6601  0.7693  11.00000  0.05    1.69
Q7    1   0.2858  0.3512  0.4361  11.00000  0.05    1.63
Q8    1   0.9809  0.3597  0.7194  11.00000  0.05    1.44
Q9    1   1.3097  0.3970  0.9812  11.00000  0.05    1.44
Q10   1   0.9437  0.3614  1.0469  11.00000  0.05    1.30
Q11   1   0.3924  0.6241  0.9542  11.00000  0.05    1.15
Q12   1  -0.1438  0.5955  0.7386  11.00000  0.05    1.05
Q13   1   0.2192  0.6354  0.7631  11.00000  0.05    0.94
Q14   1  -0.1102  0.6571  0.7170  11.00000  0.05    0.88
Q15   1   1.2211  0.2079  0.7291  11.00000  0.05    0.86
Q16   1  -0.0315  0.5825  0.7192  11.00000  0.05    0.86
Q17   1   1.0501  0.2617  0.6934  11.00000  0.05    0.85
Q18   1   0.4974  0.6009  0.8436  11.00000  0.05    0.84
Q19   1   0.5117  0.6241  1.0740  11.00000  0.05    0.83
Q20   1   0.4770  0.6817  0.9599  11.00000  0.05    0.83
;
_shelx_res_checksum              75267
