# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1038024'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_audit_creation_date             2015-05-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C45 H33 Cl6 N9 Zn3'
_chemical_formula_sum            'C45 H33 Cl6 N9 Zn3'
_chemical_formula_weight         1108.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   18.1422(4)
_cell_length_b                   18.1422(4)
_cell_length_c                   25.8426(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7366.2(3)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    3354
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.0310
_cell_measurement_theta_min      4.4140
_shelx_estimated_absorpt_T_max   0.632
_shelx_estimated_absorpt_T_min   0.464
_exptl_absorpt_coefficient_mu    5.045
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             3348
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            ?
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.521
_diffrn_reflns_theta_min         3.292
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5281
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -41.00   35.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.4210   37.0000  -60.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega  -45.00   17.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.4210   37.0000 -180.0000 62

#__ type_ start__ end____ width___ exp.time_
  3 omega   31.00  109.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   30.0000 78

#__ type_ start__ end____ width___ exp.time_
  4 omega   74.00  107.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  150.0000 33

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   90.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega   37.00   86.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -150.0000 49

#__ type_ start__ end____ width___ exp.time_
  7 omega   42.00   67.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   47.00   80.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
  9 omega   43.00   78.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -30.0000 35
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0006329000
_diffrn_orient_matrix_UB_12      0.0837991000
_diffrn_orient_matrix_UB_13      0.0111441000
_diffrn_orient_matrix_UB_21      -0.0790468000
_diffrn_orient_matrix_UB_22      -0.0296891000
_diffrn_orient_matrix_UB_23      -0.0346146000
_diffrn_orient_matrix_UB_31      -0.0580363000
_diffrn_orient_matrix_UB_32      -0.0414155000
_diffrn_orient_matrix_UB_33      0.0471796000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2777
_reflns_number_total             3352
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.938
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+13.6742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1505
_refine_ls_wR_factor_ref         0.1574
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C10(H10), C4(H4), C11(H11), C9(H9), C5(H5), C2(H2), C12(H12), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.68788(3) 0.58273(3) 0.54879(2) 0.0547(2) Uani 1 1 d . . . . .
Cl2 Cl 0.61268(11) 0.49055(9) 0.48918(6) 0.0955(5) Uani 1 1 d . . . . .
Cl1 Cl 0.74038(7) 0.72056(6) 0.53183(4) 0.0638(3) Uani 1 1 d . . . . .
C15 C 0.74947(19) 0.40059(19) 0.74984(11) 0.0381(6) Uani 1 1 d . . . . .
H15 H 0.8052 0.4456 0.7503 0.046 Uiso 1 1 calc R . . . .
N2 N 0.66707(17) 0.53002(17) 0.70364(10) 0.0413(5) Uani 1 1 d . . . . .
N1 N 0.64907(18) 0.55975(19) 0.62288(11) 0.0483(6) Uani 1 1 d . . . . .
C13 C 0.6994(2) 0.5075(2) 0.75037(12) 0.0413(6) Uani 1 1 d . . . . .
H13A H 0.6724 0.5149 0.7808 0.050 Uiso 1 1 calc R . . . .
H13B H 0.7601 0.5464 0.7533 0.050 Uiso 1 1 calc R . . . .
N3 N 0.7868(2) 0.5703(2) 0.58291(12) 0.0541(7) Uani 1 1 d . . . . .
C14 C 0.68323(19) 0.41739(19) 0.74947(11) 0.0366(6) Uani 1 1 d . . . . .
C10 C 0.9221(2) 0.5815(2) 0.63789(17) 0.0548(8) Uani 1 1 d . . . . .
H10 H 0.9680 0.5860 0.6565 0.066 Uiso 1 1 calc R . . . .
C4 C 0.4533(2) 0.5468(3) 0.67483(19) 0.0617(10) Uani 1 1 d . . . . .
H4 H 0.4064 0.5525 0.6667 0.074 Uiso 1 1 calc R . . . .
C11 C 0.9257(3) 0.5880(3) 0.58528(18) 0.0642(10) Uani 1 1 d . . . . .
H11 H 0.9733 0.5953 0.5673 0.077 Uiso 1 1 calc R . . . .
C9 C 0.8482(2) 0.5679(2) 0.66360(14) 0.0496(7) Uani 1 1 d . . . . .
H9 H 0.8445 0.5639 0.6995 0.060 Uiso 1 1 calc R . . . .
C5 C 0.5106(2) 0.5581(2) 0.63669(17) 0.0564(9) Uani 1 1 d . . . . .
H5 H 0.5035 0.5704 0.6028 0.068 Uiso 1 1 calc R . . . .
C2 C 0.5319(2) 0.5181(3) 0.74043(16) 0.0564(9) Uani 1 1 d . . . . .
H2 H 0.5380 0.5042 0.7742 0.068 Uiso 1 1 calc R . . . .
C8 C 0.7808(2) 0.5606(2) 0.63425(14) 0.0453(7) Uani 1 1 d . . . . .
C1 C 0.5904(2) 0.5308(2) 0.70259(14) 0.0445(7) Uani 1 1 d . . . . .
C12 C 0.8578(3) 0.5836(3) 0.55951(16) 0.0650(10) Uani 1 1 d . . . . .
H12 H 0.8614 0.5903 0.5238 0.078 Uiso 1 1 calc R . . . .
C6 C 0.5807(2) 0.5499(2) 0.65166(15) 0.0474(7) Uani 1 1 d . . . . .
C7 C 0.6988(2) 0.5483(2) 0.65498(12) 0.0417(6) Uani 1 1 d . . . . .
C3 C 0.4637(3) 0.5271(3) 0.72548(18) 0.0644(10) Uani 1 1 d . . . . .
H3 H 0.4232 0.5197 0.7501 0.077 Uiso 1 1 calc R . . . .


_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
Zn1 Cl2 2.1794(13) . ?
Zn1 Cl1 2.2293(11) . ?
Zn1 N1 2.011(3) . ?
Zn1 N3 2.111(3) . ?
C15 C14 1.403(4) 3_665 ?
C15 C14 1.380(4) . ?
N2 C13 1.486(4) . ?
N2 C1 1.399(4) . ?
N2 C7 1.353(4) . ?
N1 C6 1.379(5) . ?
N1 C7 1.316(4) . ?
C13 C14 1.510(4) . ?
N3 C8 1.335(5) . ?
N3 C12 1.330(5) . ?
C14 C15 1.403(4) 2_655 ?
C10 C11 1.364(6) . ?
C10 C9 1.403(5) . ?
C4 C5 1.372(6) . ?
C4 C3 1.394(7) . ?
C11 C12 1.367(6) . ?
C9 C8 1.387(5) . ?
C5 C6 1.406(5) . ?
C2 C1 1.375(5) . ?
C2 C3 1.382(6) . ?
C8 C7 1.490(5) . ?
C1 C6 1.395(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Zn1 Cl1 118.31(5) . . ?
N1 Zn1 Cl2 119.61(11) . . ?
N1 Zn1 Cl1 109.19(9) . . ?
N1 Zn1 N3 78.95(12) . . ?
N3 Zn1 Cl2 116.91(11) . . ?
N3 Zn1 Cl1 107.04(10) . . ?
C14 C15 C14 121.2(3) . 3_665 ?
C1 N2 C13 123.3(3) . . ?
C7 N2 C13 130.2(3) . . ?
C7 N2 C1 106.4(3) . . ?
C6 N1 Zn1 137.7(2) . . ?
C7 N1 Zn1 115.9(2) . . ?
C7 N1 C6 106.4(3) . . ?
N2 C13 C14 113.3(2) . . ?
C8 N3 Zn1 114.3(2) . . ?
C12 N3 Zn1 126.0(3) . . ?
C12 N3 C8 118.9(3) . . ?
C15 C14 C15 118.8(3) . 2_655 ?
C15 C14 C13 121.4(3) . . ?
C15 C14 C13 119.8(3) 2_655 . ?
C11 C10 C9 119.2(4) . . ?
C5 C4 C3 121.6(4) . . ?
C10 C11 C12 118.6(4) . . ?
C8 C9 C10 118.5(3) . . ?
C4 C5 C6 116.4(4) . . ?
C1 C2 C3 116.3(4) . . ?
N3 C8 C9 121.4(3) . . ?
N3 C8 C7 112.7(3) . . ?
C9 C8 C7 125.7(3) . . ?
C2 C1 N2 132.3(3) . . ?
C2 C1 C6 122.0(3) . . ?
C6 C1 N2 105.7(3) . . ?
N3 C12 C11 123.4(4) . . ?
N1 C6 C5 129.8(4) . . ?
N1 C6 C1 108.9(3) . . ?
C1 C6 C5 121.3(3) . . ?
N2 C7 C8 129.9(3) . . ?
N1 C7 N2 112.6(3) . . ?
N1 C7 C8 117.5(3) . . ?
C2 C3 C4 122.5(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 311 65 ' '
2 0.333 0.667 0.667 308 65 ' '
3 0.667 0.333 0.333 308 65 ' '
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1038025'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_audit_creation_date             2015-05-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C90 H66 Cd6 Cl12 N18, 2(C1 H1 Cl3), 0.5(O1)'
_chemical_formula_sum            'C92 H68 Cd6 Cl18 N18 O0.50'
_chemical_formula_weight         2746.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H34 Cd3 Cl9 N9 O0.25'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   16.1561(8)
_cell_length_b                   16.1561(8)
_cell_length_c                   31.8535(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7200.5(8)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2068
_cell_measurement_temperature    160(10)
_cell_measurement_theta_max      75.0900
_cell_measurement_theta_min      4.1930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.537
_exptl_absorpt_correction_T_max  0.706
_exptl_absorpt_correction_T_min  0.329
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET)
(compiled Apr 23 2014,17:37:27)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.1071
_exptl_crystal_size_mid          0.0673
_exptl_crystal_size_min          0.0264
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_unetI/netI     0.0953
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6265
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.581
_diffrn_reflns_theta_min         3.450
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      160(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5281
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -94.00   -6.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3585  125.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega -118.00  -68.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3585  -77.0000 -150.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00   91.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  150.0000 55

#__ type_ start__ end____ width___ exp.time_
  4 omega   57.00   89.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   90.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   60.0000 51

#__ type_ start__ end____ width___ exp.time_
  6 omega  107.00  134.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  111.0000  -90.0000 27

#__ type_ start__ end____ width___ exp.time_
  7 omega   59.00  100.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -105.0000  102.0000 41

#__ type_ start__ end____ width___ exp.time_
  8 omega   76.00  110.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000   60.0000 34

#__ type_ start__ end____ width___ exp.time_
  9 omega   29.00  109.00   1.0000   67.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000  -60.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0945878000
_diffrn_orient_matrix_UB_12      -0.0947293000
_diffrn_orient_matrix_UB_13      -0.0062169000
_diffrn_orient_matrix_UB_21      0.0486785000
_diffrn_orient_matrix_UB_22      -0.0559310000
_diffrn_orient_matrix_UB_23      0.0150500000
_diffrn_orient_matrix_UB_31      -0.0289841000
_diffrn_orient_matrix_UB_32      0.0053899000
_diffrn_orient_matrix_UB_33      0.0454596000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2236
_reflns_number_total             3295
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET)
(compiled Apr 23 2014,17:37:27)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET)
(compiled Apr 23 2014,17:37:27)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET)
(compiled Apr 23 2014,17:37:27)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.903
_refine_diff_density_min         -1.194
_refine_diff_density_rms         0.230
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         3295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0766
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1373P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1987
_refine_ls_wR_factor_ref         0.2267
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: O1(0.08333)
3.a Ternary CH refined with riding coordinates:
 C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C9(H9), C15(H15), C2(H2), C10(H10), C11(H11), C8(H8), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Cd4 Cd 0.58095(5) 0.69611(5) 0.65818(2) 0.0372(3) Uani 1 1 d . . . . .
Cl2 Cl 0.42683(18) 0.5837(2) 0.61966(8) 0.0461(6) Uani 1 1 d . . . . .
Cl1 Cl 0.65674(18) 0.87217(18) 0.62583(8) 0.0421(5) Uani 1 1 d . . . . .
Cl3 Cl 0.6882(5) 0.4444(4) 0.48300(16) 0.1018(17) Uani 1 1 d . . . . .
N2 N 0.6815(6) 0.6813(6) 0.6097(3) 0.0388(18) Uani 1 1 d . . . . .
C6 C 0.7746(7) 0.7282(6) 0.6174(3) 0.0329(18) Uani 1 1 d . . . . .
N3 N 0.8295(6) 0.7367(6) 0.5831(3) 0.0419(19) Uani 1 1 d . . . . .
C13 C 0.9317(8) 0.7968(8) 0.5774(4) 0.047(3) Uani 1 1 d . . . . .
H13A H 0.9495 0.7804 0.5509 0.057 Uiso 1 1 calc R . . . .
H13B H 0.9641 0.7830 0.5996 0.057 Uiso 1 1 calc R . . . .
N1 N 0.7428(7) 0.7599(7) 0.6856(3) 0.045(2) Uani 1 1 d . . . . .
C1 C 0.7618(9) 0.7882(9) 0.7251(4) 0.051(3) Uani 1 1 d . . . . .
H1 H 0.7126 0.7829 0.7421 0.062 Uiso 1 1 calc R . . . .
C5 C 0.8104(10) 0.7640(8) 0.6606(3) 0.045(2) Uani 1 1 d . . . . .
C7 C 0.6758(9) 0.6632(8) 0.5671(3) 0.044(2) Uani 1 1 d . . . . .
C3 C 0.9253(10) 0.8303(8) 0.7166(5) 0.059(3) Uani 1 1 d . . . . .
H3 H 0.9865 0.8524 0.7271 0.071 Uiso 1 1 calc R . . . .
C9 C 0.6081(10) 0.6107(10) 0.4997(3) 0.058(3) Uani 1 1 d . . . . .
H9 H 0.5556 0.5827 0.4819 0.070 Uiso 1 1 calc R . . . .
C15 C 1.0626(7) 0.9649(6) 0.5780(3) 0.0338(19) Uani 1 1 d . . . . .
H15 H 1.1050 0.9418 0.5786 0.041 Uiso 1 1 calc R . . . .
C14 C 0.9662(7) 0.9021(7) 0.5776(3) 0.0346(19) Uani 1 1 d . . . . .
C2 C 0.8528(10) 0.8258(9) 0.7420(4) 0.056(3) Uani 1 1 d . . . . .
H2 H 0.8651 0.8474 0.7696 0.067 Uiso 1 1 calc R . . . .
C12 C 0.7651(9) 0.6943(8) 0.5502(4) 0.046(2) Uani 1 1 d . . . . .
C10 C 0.6996(10) 0.6433(10) 0.4831(4) 0.060(3) Uani 1 1 d . . . . .
H10 H 0.7064 0.6361 0.4546 0.072 Uiso 1 1 calc R . . . .
C11 C 0.7788(10) 0.6855(9) 0.5080(4) 0.056(3) Uani 1 1 d . . . . .
H11 H 0.8395 0.7074 0.4970 0.067 Uiso 1 1 calc R . . . .
C8 C 0.5938(9) 0.6190(9) 0.5419(3) 0.047(3) Uani 1 1 d . . . . .
H8 H 0.5330 0.5965 0.5530 0.057 Uiso 1 1 calc R . . . .
C4 C 0.9032(10) 0.8002(9) 0.6742(4) 0.054(3) Uani 1 1 d . . . . .
H4 H 0.9503 0.8048 0.6559 0.064 Uiso 1 1 calc R . . . .
C16 C 0.6667 0.3333 0.4666(9) 0.071(7) Uani 1 3 d S T P . .
H16 H 0.6667 0.3333 0.4358 0.085 Uiso 1 3 calc RS T P . .
O1 O 0.3333 0.6667 0.6667 0.035(7) Uani 0.5 6 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd4 Cl2 2.546(3) . ?
Cd4 Cl2 2.590(3) 15_556 ?
Cd4 Cl1 2.678(3) . ?
Cd4 Cl1 2.642(2) 14_456 ?
Cd4 N2 2.339(8) . ?
Cd4 N1 2.443(10) . ?
Cl2 Cd4 2.590(3) 14_456 ?
Cl1 Cd4 2.642(2) 15_556 ?
Cl3 C16 1.730(9) . ?
N2 C6 1.326(12) . ?
N2 C7 1.382(13) . ?
C6 N3 1.370(13) . ?
C6 C5 1.495(14) . ?
N3 C13 1.448(13) . ?
N3 C12 1.392(15) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.502(13) . ?
N1 C1 1.321(15) . ?
N1 C5 1.326(16) . ?
C1 H1 0.9300 . ?
C1 C2 1.388(18) . ?
C5 C4 1.378(18) . ?
C7 C12 1.377(17) . ?
C7 C8 1.400(16) . ?
C3 H3 0.9300 . ?
C3 C2 1.40(2) . ?
C3 C4 1.42(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.40(2) . ?
C9 C8 1.381(15) . ?
C15 H15 0.9300 . ?
C15 C14 1.407(13) 2_765 ?
C15 C14 1.368(13) . ?
C14 C15 1.408(13) 3_675 ?
C2 H2 0.9300 . ?
C12 C11 1.382(17) . ?
C10 H10 0.9300 . ?
C10 C11 1.36(2) . ?
C11 H11 0.9300 . ?
C8 H8 0.9300 . ?
C4 H4 0.9300 . ?
C16 Cl3 1.730(10) 2_655 ?
C16 Cl3 1.730(10) 3_665 ?
C16 H16 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Cd4 Cl2 98.22(14) . 15_556 ?
Cl2 Cd4 Cl1 109.69(9) . . ?
Cl2 Cd4 Cl1 84.08(8) 15_556 . ?
Cl2 Cd4 Cl1 89.33(8) 15_556 14_456 ?
Cl2 Cd4 Cl1 85.66(8) . 14_456 ?
Cl1 Cd4 Cl1 163.98(7) 14_456 . ?
N2 Cd4 Cl2 95.2(2) . . ?
N2 Cd4 Cl2 164.0(2) . 15_556 ?
N2 Cd4 Cl1 100.4(2) . 14_456 ?
N2 Cd4 Cl1 83.2(2) . . ?
N2 Cd4 N1 68.2(3) . . ?
N1 Cd4 Cl2 100.5(2) . 15_556 ?
N1 Cd4 Cl2 158.8(2) . . ?
N1 Cd4 Cl1 82.2(2) . . ?
N1 Cd4 Cl1 84.6(2) . 14_456 ?
Cd4 Cl2 Cd4 96.23(8) . 14_456 ?
Cd4 Cl1 Cd4 91.91(8) 15_556 . ?
C6 N2 Cd4 117.8(7) . . ?
C6 N2 C7 103.8(9) . . ?
C7 N2 Cd4 134.0(7) . . ?
N2 C6 N3 113.8(9) . . ?
N2 C6 C5 120.0(10) . . ?
N3 C6 C5 126.1(9) . . ?
C6 N3 C13 129.1(10) . . ?
C6 N3 C12 105.2(9) . . ?
C12 N3 C13 123.9(10) . . ?
N3 C13 H13A 108.7 . . ?
N3 C13 H13B 108.7 . . ?
N3 C13 C14 114.4(9) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C1 N1 Cd4 120.1(9) . . ?
C1 N1 C5 120.8(11) . . ?
C5 N1 Cd4 119.2(7) . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.2(13) . . ?
C2 C1 H1 118.9 . . ?
N1 C5 C6 112.6(10) . . ?
N1 C5 C4 121.9(10) . . ?
C4 C5 C6 125.5(11) . . ?
N2 C7 C8 128.0(11) . . ?
C12 C7 N2 111.0(10) . . ?
C12 C7 C8 120.9(10) . . ?
C2 C3 H3 120.9 . . ?
C2 C3 C4 118.3(11) . . ?
C4 C3 H3 120.9 . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C8 C9 C10 121.8(12) . . ?
C14 C15 H15 119.8 2_765 . ?
C14 C15 H15 119.8 . . ?
C14 C15 C14 120.4(9) . 2_765 ?
C15 C14 C13 118.7(9) . . ?
C15 C14 C13 121.8(9) 3_675 . ?
C15 C14 C15 119.5(9) . 3_675 ?
C1 C2 C3 118.4(11) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C7 C12 N3 106.0(10) . . ?
C7 C12 C11 122.3(12) . . ?
C11 C12 N3 131.6(12) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.3(11) . . ?
C11 C10 H10 119.4 . . ?
C12 C11 H11 121.4 . . ?
C10 C11 C12 117.3(12) . . ?
C10 C11 H11 121.4 . . ?
C7 C8 H8 121.8 . . ?
C9 C8 C7 116.4(12) . . ?
C9 C8 H8 121.8 . . ?
C5 C4 C3 118.5(13) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
Cl3 C16 Cl3 111.3(8) 3_665 . ?
Cl3 C16 Cl3 111.3(8) . 2_655 ?
Cl3 C16 Cl3 111.3(8) 3_665 2_655 ?
Cl3 C16 H16 107.6 3_665 . ?
Cl3 C16 H16 107.6 . . ?
Cl3 C16 H16 107.6 2_655 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd4 N2 C6 N3 -163.6(6) . . . . ?
Cd4 N2 C6 C5 18.0(12) . . . . ?
Cd4 N2 C7 C12 158.5(8) . . . . ?
Cd4 N2 C7 C8 -21.9(18) . . . . ?
Cd4 N1 C1 C2 -179.4(10) . . . . ?
Cd4 N1 C5 C6 0.9(11) . . . . ?
Cd4 N1 C5 C4 179.3(8) . . . . ?
N2 C6 N3 C13 167.5(10) . . . . ?
N2 C6 N3 C12 2.5(12) . . . . ?
N2 C6 C5 N1 -12.3(13) . . . . ?
N2 C6 C5 C4 169.3(11) . . . . ?
N2 C7 C12 N3 -2.2(13) . . . . ?
N2 C7 C12 C11 -179.2(11) . . . . ?
N2 C7 C8 C9 179.2(12) . . . . ?
C6 N2 C7 C12 3.6(12) . . . . ?
C6 N2 C7 C8 -176.8(12) . . . . ?
C6 N3 C13 C14 -65.3(15) . . . . ?
C6 N3 C12 C7 -0.1(12) . . . . ?
C6 N3 C12 C11 176.5(12) . . . . ?
C6 C5 C4 C3 -179.3(10) . . . . ?
N3 C6 C5 N1 169.4(9) . . . . ?
N3 C6 C5 C4 -8.9(17) . . . . ?
N3 C13 C14 C15 -7.5(16) . . . 3_675 ?
N3 C13 C14 C15 171.5(10) . . . . ?
N3 C12 C11 C10 -176.8(13) . . . . ?
C13 N3 C12 C7 -166.0(10) . . . . ?
C13 N3 C12 C11 11(2) . . . . ?
N1 C1 C2 C3 -2(2) . . . . ?
N1 C5 C4 C3 2.5(17) . . . . ?
C1 N1 C5 C6 179.6(10) . . . . ?
C1 N1 C5 C4 -1.9(17) . . . . ?
C5 C6 N3 C13 -14.2(17) . . . . ?
C5 C6 N3 C12 -179.2(9) . . . . ?
C5 N1 C1 C2 1.9(18) . . . . ?
C7 N2 C6 N3 -3.8(11) . . . . ?
C7 N2 C6 C5 177.8(9) . . . . ?
C7 C12 C11 C10 -0.6(19) . . . . ?
C9 C10 C11 C12 0(2) . . . . ?
C14 C15 C14 C13 179.1(8) 2_765 . . . ?
C14 C15 C14 C15 -2(2) 2_765 . . 3_675 ?
C2 C3 C4 C5 -2.9(17) . . . . ?
C12 N3 C13 C14 97.1(13) . . . . ?
C12 C7 C8 C9 -1.3(18) . . . . ?
C10 C9 C8 C7 1(2) . . . . ?
C8 C7 C12 N3 178.2(10) . . . . ?
C8 C7 C12 C11 1.2(19) . . . . ?
C8 C9 C10 C11 0(2) . . . . ?
C4 C3 C2 C1 2.8(18) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 1 0.0073 -0.0014 -0.0004 1.0000 -0.0060 0.0150 0.0455
0 0 -1 0.0191 0.0014 0.0004 -1.0000 0.0060 -0.0150 -0.0455
-5 3 -5 0.0216 -4.9874 2.9995 -5.0090 0.2187 -0.4859 -0.0670
4 -5 3 0.0246 4.0007 -5.0020 3.0008 0.0768 0.5197 -0.0065
-5 -4 -1 0.0526 -4.9677 -4.0097 -1.0260 0.8561 -0.0330 0.0757
0 5 1 0.0431 -0.0195 5.0050 1.0123 -0.4786 -0.2656 0.0736
5 -3 4 0.0295 4.9888 -2.9991 4.0090 -0.2127 0.4709 0.0215

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1038026'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_audit_creation_date             2015-05-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C45 H33 Br6 Hg3 N9, 1(Br2 Hg)'
_chemical_formula_sum            'C45 H33 Br8 Hg4 N9'
_chemical_formula_weight         2141.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   17.976(2)
_cell_length_b                   17.976(2)
_cell_length_c                   27.338(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7650.4(18)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    2225
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.6000
_cell_measurement_theta_min      3.7570
_shelx_estimated_absorpt_T_max   0.262
_shelx_estimated_absorpt_T_min   0.147
_exptl_absorpt_coefficient_mu    18.314
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22380
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    2.789
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             5796
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.1290
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.835
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            8048
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.542
_diffrn_reflns_theta_min         3.012
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5281
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.835
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -19.00   38.00   1.0000   36.0000
omega____ theta____ kappa____ phi______ frames
    -       12.0068  -99.0000  -60.0000 57

#__ type_ start__ end____ width___ exp.time_
  2 omega  -38.00   27.00   1.0000   36.0000
omega____ theta____ kappa____ phi______ frames
    -       12.0068  -77.0000    0.0000 65
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0134798000
_diffrn_orient_matrix_UB_12      -0.0038025000
_diffrn_orient_matrix_UB_13      -0.0246836000
_diffrn_orient_matrix_UB_21      0.0408038000
_diffrn_orient_matrix_UB_22      0.0074218000
_diffrn_orient_matrix_UB_23      -0.0078426000
_diffrn_orient_matrix_UB_31      -0.0151169000
_diffrn_orient_matrix_UB_32      -0.0447729000
_diffrn_orient_matrix_UB_33      0.0008116000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2046
_reflns_number_total             3980
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         4.896
_refine_diff_density_min         -2.541
_refine_diff_density_rms         0.281
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1625
_refine_ls_R_factor_gt           0.0791
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0751P)²+187.7281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1766
_refine_ls_wR_factor_ref         0.2219
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C9(H9), C15(H15), C8(H8), C11(H11), C2(H2), C1(H1), C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.66192(6) 0.57011(6) 0.62117(3) 0.0605(3) Uani 1 1 d . . . . .
Hg2 Hg 0.6667 0.3333 0.67300(5) 0.0586(4) Uani 1 3 d S T P . .
Br3 Br 0.6667 0.3333 0.58489(13) 0.0682(10) Uani 1 3 d S T P . .
Br1 Br 0.59705(15) 0.66425(15) 0.63758(7) 0.0647(6) Uani 1 1 d . . . . .
Br4 Br 0.6667 0.3333 0.76148(13) 0.0706(11) Uani 1 3 d S T P . .
Br2 Br 0.74404(16) 0.53815(14) 0.68148(7) 0.0685(7) Uani 1 1 d . . . . .
N3 N 0.6610(8) 0.5286(8) 0.4651(5) 0.037(3) Uani 1 1 d . . . . .
N2 N 0.6827(9) 0.5796(9) 0.5399(5) 0.041(3) Uani 1 1 d . . . . .
C13 C 0.6297(9) 0.4736(10) 0.4214(5) 0.031(3) Uani 1 1 d . . . . .
H13A H 0.6569 0.5080 0.3926 0.037 Uiso 1 1 calc R . . . .
H13B H 0.5682 0.4505 0.4184 0.037 Uiso 1 1 calc R . . . .
C10 C 0.8588(12) 0.7372(13) 0.4403(8) 0.059(5) Uani 1 1 d . . . . .
H10 H 0.8972 0.7709 0.4160 0.071 Uiso 1 1 calc R . . . .
C9 C 0.8724(9) 0.7697(10) 0.4862(7) 0.040(4) Uani 1 1 d . . . . .
H9 H 0.9172 0.8250 0.4925 0.048 Uiso 1 1 calc R . . . .
C14 C 0.6482(9) 0.3993(9) 0.4236(4) 0.023(3) Uani 1 1 d . . . . .
C15 C 0.5819(10) 0.3144(9) 0.4238(5) 0.032(3) Uani 1 1 d . . . . .
H15 H 0.5251 0.3019 0.4240 0.039 Uiso 1 1 calc R . . . .
C8 C 0.8178(12) 0.7188(11) 0.5245(7) 0.047(4) Uani 1 1 d . . . . .
H8 H 0.8271 0.7374 0.5568 0.056 Uiso 1 1 calc R . . . .
C12 C 0.7366(10) 0.6094(10) 0.4637(6) 0.036(4) Uani 1 1 d . . . . .
C7 C 0.7479(11) 0.6372(10) 0.5107(6) 0.039(4) Uani 1 1 d . . . . .
C11 C 0.7909(12) 0.6565(11) 0.4268(6) 0.050(5) Uani 1 1 d . . . . .
H11 H 0.7833 0.6364 0.3948 0.060 Uiso 1 1 calc R . . . .
C6 C 0.6329(10) 0.5152(10) 0.5112(5) 0.031(3) Uani 1 1 d . . . . .
C5 C 0.5500(11) 0.4439(10) 0.5308(6) 0.038(4) Uani 1 1 d . . . . .
N1 N 0.5464(10) 0.4455(9) 0.5801(6) 0.049(4) Uani 1 1 d . . . . .
C2 C 0.4105(11) 0.3238(11) 0.5751(8) 0.050(5) Uani 1 1 d . . . . .
H2 H 0.3623 0.2829 0.5919 0.059 Uiso 1 1 calc R . . . .
C1 C 0.4767(12) 0.3834(12) 0.6009(7) 0.050(5) Uani 1 1 d . . . . .
H1 H 0.4736 0.3809 0.6348 0.060 Uiso 1 1 calc R . . . .
C4 C 0.4845(10) 0.3847(10) 0.5037(7) 0.043(4) Uani 1 1 d . . . . .
H4 H 0.4882 0.3862 0.4698 0.052 Uiso 1 1 calc R . . . .
C3 C 0.4107(11) 0.3206(11) 0.5273(8) 0.052(5) Uani 1 1 d . . . . .
H3 H 0.3645 0.2782 0.5099 0.063 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 Br1 2.529(2) . ?
Hg1 Br2 2.465(2) . ?
Hg1 N2 2.246(14) . ?
Hg1 N1 2.437(16) . ?
Hg2 Br3 2.409(4) . ?
Hg2 Br4 2.419(4) . ?
N3 C13 1.471(18) . ?
N3 C12 1.41(2) . ?
N3 C6 1.333(18) . ?
N2 C7 1.37(2) . ?
N2 C6 1.31(2) . ?
C13 C14 1.53(2) . ?
C10 C9 1.35(3) . ?
C10 C11 1.40(3) . ?
C9 C8 1.41(2) . ?
C14 C15 1.38(2) 3_665 ?
C14 C15 1.39(2) . ?
C15 C14 1.379(19) 2_655 ?
C8 C7 1.42(2) . ?
C12 C7 1.36(2) . ?
C12 C11 1.36(2) . ?
C6 C5 1.50(2) . ?
C5 N1 1.35(2) . ?
C5 C4 1.35(2) . ?
N1 C1 1.32(2) . ?
C2 C1 1.34(3) . ?
C2 C3 1.31(3) . ?
C4 C3 1.41(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
Br2 Hg1 Br1 124.57(7) . . ?
N2 Hg1 Br1 103.8(3) . . ?
N2 Hg1 Br2 125.7(4) . . ?
N2 Hg1 N1 69.3(5) . . ?
N1 Hg1 Br1 103.3(3) . . ?
N1 Hg1 Br2 115.4(3) . . ?
Br3 Hg2 Br4 180.0 . . ?
C12 N3 C13 121.2(13) . . ?
C6 N3 C13 131.4(14) . . ?
C6 N3 C12 107.2(13) . . ?
C7 N2 Hg1 133.0(11) . . ?
C6 N2 Hg1 120.7(11) . . ?
C6 N2 C7 105.5(13) . . ?
N3 C13 C14 112.3(11) . . ?
C9 C10 C11 124.6(17) . . ?
C10 C9 C8 119.3(15) . . ?
C15 C14 C13 118.6(13) 3_665 . ?
C15 C14 C13 121.1(13) . . ?
C15 C14 C15 120.2(15) 3_665 . ?
C14 C15 C14 119.7(15) 2_655 . ?
C9 C8 C7 116.1(15) . . ?
C7 C12 N3 104.1(14) . . ?
C7 C12 C11 122.8(16) . . ?
C11 C12 N3 133.1(15) . . ?
N2 C7 C8 127.3(15) . . ?
C12 C7 N2 111.1(15) . . ?
C12 C7 C8 121.5(16) . . ?
C12 C11 C10 115.6(17) . . ?
N3 C6 C5 128.2(15) . . ?
N2 C6 N3 112.1(15) . . ?
N2 C6 C5 119.2(14) . . ?
N1 C5 C6 112.2(15) . . ?
C4 C5 C6 125.5(15) . . ?
C4 C5 N1 122.3(16) . . ?
C5 N1 Hg1 116.9(11) . . ?
C1 N1 Hg1 126.2(13) . . ?
C1 N1 C5 116.6(16) . . ?
C3 C2 C1 122.8(17) . . ?
N1 C1 C2 122.7(18) . . ?
C5 C4 C3 119.3(17) . . ?
C2 C3 C4 116.4(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1038027'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_audit_creation_date             2015-05-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C45 H33 Hg4 I8 N9'
_chemical_formula_sum            'C45 H33 Hg4 I8 N9'
_chemical_formula_weight         2517.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   18.3083(7)
_cell_length_b                   18.3083(7)
_cell_length_c                   29.1307(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     8456.2(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    2217
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7930
_cell_measurement_theta_min      3.6740
_shelx_estimated_absorpt_T_max   0.340
_shelx_estimated_absorpt_T_min   0.194
_exptl_absorpt_coefficient_mu    15.280
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    2.966
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             6660
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            6663
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.727
_diffrn_reflns_theta_min         3.471
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5281
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -73.00   22.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       12.0068    0.0000  -90.0000 95
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0279874000
_diffrn_orient_matrix_UB_12      0.0151974000
_diffrn_orient_matrix_UB_13      0.0189791000
_diffrn_orient_matrix_UB_21      0.0053784000
_diffrn_orient_matrix_UB_22      0.0407807000
_diffrn_orient_matrix_UB_23      -0.0033297000
_diffrn_orient_matrix_UB_31      -0.0344369000
_diffrn_orient_matrix_UB_32      -0.0101899000
_diffrn_orient_matrix_UB_33      0.0149053000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2613
_reflns_number_total             3961
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.820
_refine_diff_density_min         -2.096
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+118.0507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1379
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C9(H9), C2(H2), C5(H5), C4(H4), C12(H12), C11(H11), C10(H10), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.42978(4) 0.35448(4) 0.62272(2) 0.0627(2) Uani 1 1 d . . . . .
Hg2 Hg 0.6667 0.3333 0.67135(3) 0.0657(3) Uani 1 3 d S T P . .
I3 I 0.6667 0.3333 0.58100(5) 0.0632(4) Uani 1 3 d S T P . .
I1 I 0.33510(6) 0.42391(7) 0.64222(3) 0.0670(3) Uani 1 1 d . . . . .
I2 I 0.46185(7) 0.26263(8) 0.68001(3) 0.0879(4) Uani 1 1 d . . . . .
I4 I 0.6667 0.3333 0.76246(5) 0.0792(5) Uani 1 3 d S T P . .
N2 N 0.4739(5) 0.3441(5) 0.4754(3) 0.0349(19) Uani 1 1 d . . . . .
C6 C 0.3955(7) 0.2701(7) 0.4743(3) 0.039(2) Uani 1 1 d . . . . .
C15 C 0.6856(6) 0.4163(6) 0.4396(3) 0.036(2) Uani 1 1 d . . . . .
H15 H 0.6984 0.4723 0.4403 0.043 Uiso 1 1 calc R . . . .
C1 C 0.3646(6) 0.2612(7) 0.5185(4) 0.041(2) Uani 1 1 d . . . . .
N1 N 0.4210(5) 0.3261(6) 0.5447(3) 0.042(2) Uani 1 1 d . . . . .
N3 N 0.5551(6) 0.4610(6) 0.5829(3) 0.049(2) Uani 1 1 d . . . . .
C8 C 0.5560(6) 0.4544(6) 0.5369(4) 0.039(2) Uani 1 1 d . . . . .
C9 C 0.6162(7) 0.5197(7) 0.5108(5) 0.051(3) Uani 1 1 d . . . . .
H9 H 0.6144 0.5164 0.4789 0.061 Uiso 1 1 calc R . . . .
C2 C 0.2840(7) 0.1929(8) 0.5292(4) 0.051(3) Uani 1 1 d . . . . .
H2 H 0.2619 0.1858 0.5586 0.061 Uiso 1 1 calc R . . . .
C7 C 0.4856(6) 0.3755(6) 0.5183(3) 0.035(2) Uani 1 1 d . . . . .
C5 C 0.3500(8) 0.2144(8) 0.4398(4) 0.052(3) Uani 1 1 d . . . . .
H5 H 0.3711 0.2216 0.4101 0.062 Uiso 1 1 calc R . . . .
C4 C 0.2718(8) 0.1477(8) 0.4509(4) 0.060(3) Uani 1 1 d . . . . .
H4 H 0.2401 0.1087 0.4283 0.072 Uiso 1 1 calc R . . . .
C12 C 0.6172(9) 0.5319(8) 0.6027(5) 0.062(3) Uani 1 1 d . . . . .
H12 H 0.6177 0.5377 0.6344 0.075 Uiso 1 1 calc R . . . .
C11 C 0.6803(8) 0.5960(8) 0.5766(6) 0.070(4) Uani 1 1 d . . . . .
H11 H 0.7235 0.6433 0.5910 0.083 Uiso 1 1 calc R . . . .
C10 C 0.6789(7) 0.5901(8) 0.5325(5) 0.057(3) Uani 1 1 d . . . . .
H10 H 0.7206 0.6337 0.5152 0.069 Uiso 1 1 calc R . . . .
C3 C 0.2394(7) 0.1375(8) 0.4948(5) 0.061(3) Uani 1 1 d . . . . .
H3 H 0.1862 0.0920 0.5010 0.073 Uiso 1 1 calc R . . . .
C13 C 0.5310(6) 0.3729(7) 0.4350(3) 0.037(2) Uani 1 1 d . . . . .
H13A H 0.5554 0.4333 0.4316 0.045 Uiso 1 1 calc R . . . .
H13B H 0.4984 0.3463 0.4076 0.045 Uiso 1 1 calc R . . . .
C14 C 0.6020(7) 0.3523(7) 0.4390(3) 0.037(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg1 I1 2.6732(11) . ?
Hg1 I2 2.6355(11) . ?
Hg1 N1 2.318(9) . ?
Hg1 N3 2.436(10) . ?
Hg2 I3 2.6318(17) . ?
Hg2 I2 3.3085(11) . ?
Hg2 I2 3.3085(11) 2_655 ?
Hg2 I2 3.3085(11) 3_665 ?
Hg2 I4 2.6541(18) . ?
N2 C6 1.397(13) . ?
N2 C7 1.347(12) . ?
N2 C13 1.485(12) . ?
C6 C1 1.384(14) . ?
C6 C5 1.375(15) . ?
C15 C14 1.382(14) 3_665 ?
C15 C14 1.387(14) . ?
C1 N1 1.355(14) . ?
C1 C2 1.412(15) . ?
N1 C7 1.320(13) . ?
N3 C8 1.347(14) . ?
N3 C12 1.354(15) . ?
C8 C9 1.379(16) . ?
C8 C7 1.476(14) . ?
C9 C10 1.378(17) . ?
C2 C3 1.368(17) . ?
C5 C4 1.377(17) . ?
C4 C3 1.381(17) . ?
C12 C11 1.39(2) . ?
C11 C10 1.29(2) . ?
C13 C14 1.528(14) . ?
C14 C15 1.382(14) 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
I2 Hg1 I1 124.97(3) . . ?
N1 Hg1 I1 109.0(2) . . ?
N1 Hg1 I2 119.4(2) . . ?
N1 Hg1 N3 69.2(3) . . ?
N3 Hg1 I1 107.2(2) . . ?
N3 Hg1 I2 113.0(2) . . ?
I3 Hg2 I2 94.37(2) . 3_665 ?
I3 Hg2 I2 94.37(2) . 2_655 ?
I3 Hg2 I2 94.37(2) . . ?
I3 Hg2 I4 180.0 . . ?
I2 Hg2 I2 119.425(6) 2_655 3_665 ?
I2 Hg2 I2 119.425(6) 3_665 . ?
I2 Hg2 I2 119.424(6) 2_655 . ?
I4 Hg2 I2 85.63(2) . 3_665 ?
I4 Hg2 I2 85.63(2) . 2_655 ?
I4 Hg2 I2 85.63(2) . . ?
Hg1 I2 Hg2 105.82(4) . . ?
C6 N2 C13 121.7(8) . . ?
C7 N2 C6 107.7(8) . . ?
C7 N2 C13 130.5(8) . . ?
C1 C6 N2 104.7(9) . . ?
C5 C6 N2 133.2(10) . . ?
C5 C6 C1 122.1(10) . . ?
C14 C15 C14 120.7(11) 3_665 . ?
C6 C1 C2 119.6(11) . . ?
N1 C1 C6 109.6(9) . . ?
N1 C1 C2 130.7(10) . . ?
C1 N1 Hg1 133.4(7) . . ?
C7 N1 Hg1 118.7(7) . . ?
C7 N1 C1 107.5(9) . . ?
C8 N3 Hg1 116.8(7) . . ?
C8 N3 C12 117.9(11) . . ?
C12 N3 Hg1 124.6(8) . . ?
N3 C8 C9 120.7(10) . . ?
N3 C8 C7 114.1(9) . . ?
C9 C8 C7 125.1(10) . . ?
C10 C9 C8 119.3(12) . . ?
C3 C2 C1 117.8(11) . . ?
N2 C7 C8 129.3(9) . . ?
N1 C7 N2 110.6(9) . . ?
N1 C7 C8 120.1(9) . . ?
C6 C5 C4 117.5(11) . . ?
C5 C4 C3 121.5(12) . . ?
N3 C12 C11 121.5(12) . . ?
C10 C11 C12 120.0(12) . . ?
C11 C10 C9 120.6(13) . . ?
C2 C3 C4 121.4(11) . . ?
N2 C13 C14 112.8(8) . . ?
C15 C14 C15 119.2(11) 2_655 . ?
C15 C14 C13 120.5(9) . . ?
C15 C14 C13 120.2(10) 2_655 . ?

_olex2_submission_special_instructions 'No special instructions were received'
