# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
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data_P21onc

#=====================================================================  
_audit_creation_method           SHELXL-2014/5
_chemical_name_systematic        
bis(tris((1-Methylimidazol-2-yl)methyl)amine-N,N',N'',N''')-cadmium(ii)diperchlorate
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H42 Cd N14, 2(Cl O4)'
_chemical_formula_sum            'C30 H42 Cd Cl2 N14 O8'
_chemical_formula_weight         910.07

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'
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'
Cl Cl 0.3639 0.7018 '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'

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

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

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

_cell_length_a                   12.1411(2)
_cell_length_b                   13.5194(2)
_cell_length_c                   12.3562(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.2041(6)
_cell_angle_gamma                90
_cell_volume                     1915.29(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      3.86
_cell_measurement_theta_max      69.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.342
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.226
_exptl_absorpt_coefficient_mu    6.428
_shelx_estimated_absorpt_T_min   0.217
_shelx_estimated_absorpt_T_max   0.324
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2195
_exptl_absorpt_correction_T_max  0.4770
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'ω and ψ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21803
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.855
_diffrn_reflns_theta_max         66.970
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             3368
_reflns_number_gt                3306
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2004)'
_computing_cell_refinement       'SAINTPLUS (Bruker AXS, 2004)'
_computing_data_reduction        SAINTPLUS
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/5 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 3.3 (CCDC, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+2.0193P] 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         3368
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0573
_refine_ls_wR_factor_gt          0.0569
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.0000 0.5000 0.5000 0.00781(7) Uani 1 2 d S . P . .
N1 N 0.24685(13) 0.44801(11) 0.53360(13) 0.0114(3) Uani 1 1 d . . . . .
N2 N 0.07698(13) 0.52698(12) 0.34392(13) 0.0125(3) Uani 1 1 d . . . . .
N3 N 0.20331(14) 0.58063(11) 0.26316(14) 0.0163(3) Uani 1 1 d . . . . .
N4 N 0.14778(13) 0.57690(11) 0.65074(13) 0.0115(3) Uani 1 1 d . . . . .
N5 N 0.30636(13) 0.58751(11) 0.80196(13) 0.0137(3) Uani 1 1 d . . . . .
N6 N 0.06386(13) 0.33273(11) 0.54863(13) 0.0118(3) Uani 1 1 d . . . . .
N7 N 0.16254(13) 0.19359(11) 0.56267(13) 0.0133(3) Uani 1 1 d . . . . .
C1 C 0.28687(16) 0.51775(14) 0.46491(17) 0.0134(4) Uani 1 1 d . . . . .
H1A H 0.3517 0.4896 0.4459 0.016 Uiso 1 1 calc R U . . .
H1B H 0.3133 0.5782 0.5079 0.016 Uiso 1 1 calc R U . . .
C2 C 0.18874(16) 0.54002(13) 0.35787(15) 0.0118(4) Uani 1 1 d . . . . .
C3 C 0.01714(17) 0.56087(14) 0.23505(16) 0.0155(4) Uani 1 1 d . . . . .
H3 H -0.0636 0.5608 0.2014 0.019 Uiso 1 1 calc R U . . .
C4 C 0.09379(18) 0.59440(14) 0.18442(16) 0.0189(4) Uani 1 1 d . . . . .
H4 H 0.0759 0.6212 0.1114 0.023 Uiso 1 1 calc R U . . .
C5 C 0.31452(19) 0.60883(16) 0.2502(2) 0.0260(5) Uani 1 1 d . . . . .
H5A H 0.3003 0.6454 0.1803 0.039 Uiso 1 1 calc R U . . .
H5B H 0.3586 0.5504 0.2478 0.039 Uiso 1 1 calc R U . . .
H5C H 0.3577 0.6492 0.3139 0.039 Uiso 1 1 calc R U . . .
C6 C 0.30797(15) 0.45869(14) 0.65588(15) 0.0137(4) Uani 1 1 d . . . . .
H6A H 0.3898 0.4726 0.6693 0.016 Uiso 1 1 calc R U . . .
H6B H 0.3025 0.3977 0.6952 0.016 Uiso 1 1 calc R U . . .
C7 C 0.25387(15) 0.54172(13) 0.70093(15) 0.0113(4) Uani 1 1 d . . . . .
C8 C 0.13173(16) 0.64876(14) 0.72359(16) 0.0156(4) Uani 1 1 d . . . . .
H8 H 0.0645 0.6865 0.7104 0.019 Uiso 1 1 calc R U . . .
C9 C 0.22862(17) 0.65595(14) 0.81715(16) 0.0167(4) Uani 1 1 d . . . . .
H9 H 0.2403 0.6985 0.8791 0.020 Uiso 1 1 calc R U . . .
C10 C 0.42323(17) 0.56720(15) 0.88082(17) 0.0213(4) Uani 1 1 d . . . . .
H10A H 0.4359 0.6041 0.9502 0.032 Uiso 1 1 calc R U . . .
H10B H 0.4800 0.5863 0.8459 0.032 Uiso 1 1 calc R U . . .
H10C H 0.4308 0.4978 0.8982 0.032 Uiso 1 1 calc R U . . .
C11 C 0.24363(15) 0.34561(13) 0.49447(16) 0.0126(4) Uani 1 1 d . . . . .
H11A H 0.3201 0.3155 0.5263 0.015 Uiso 1 1 calc R U . . .
H11B H 0.2210 0.3435 0.4115 0.015 Uiso 1 1 calc R U . . .
C12 C 0.15642(15) 0.29089(13) 0.53412(14) 0.0110(3) Uani 1 1 d . . . . .
C13 C 0.00865(16) 0.25958(14) 0.58864(16) 0.0148(4) Uani 1 1 d . . . . .
H13 H -0.0596 0.2679 0.6062 0.018 Uiso 1 1 calc R U . . .
C14 C 0.06860(16) 0.17346(14) 0.59871(16) 0.0160(4) Uani 1 1 d . . . . .
H14 H 0.0502 0.1131 0.6246 0.019 Uiso 1 1 calc R U . . .
C15 C 0.25142(17) 0.12204(14) 0.55890(18) 0.0195(4) Uani 1 1 d . . . . .
H15A H 0.2148 0.0602 0.5294 0.029 Uiso 1 1 calc R U . . .
H15B H 0.3054 0.1123 0.6348 0.029 Uiso 1 1 calc R U . . .
H15C H 0.2925 0.1466 0.5100 0.029 Uiso 1 1 calc R U . . .
Cl1 Cl 0.47945(4) 0.26757(3) 0.34836(4) 0.01418(10) Uani 1 1 d . . . . .
O1 O 0.40134(13) 0.20410(11) 0.38296(13) 0.0247(3) Uani 1 1 d . . . . .
O2 O 0.59676(12) 0.25422(11) 0.42635(12) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.47467(12) 0.24192(10) 0.23359(11) 0.0199(3) Uani 1 1 d . . . . .
O4 O 0.44539(13) 0.36971(10) 0.35074(13) 0.0251(3) 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
Cd1 N4 2.3602(15) 3_566 ?
Cd1 N4 2.3602(15) . ?
Cd1 N6 2.4019(15) 3_566 ?
Cd1 N6 2.4020(15) . ?
Cd1 N2 2.4313(15) 3_566 ?
Cd1 N2 2.4313(15) . ?
Cd1 N1 2.9715(14) . ?
N1 C6 1.455(2) . ?
N1 C1 1.455(2) . ?
N1 C11 1.463(2) . ?
N2 C2 1.322(2) . ?
N2 C3 1.380(2) . ?
N3 C2 1.356(2) . ?
N3 C4 1.378(3) . ?
N3 C5 1.462(2) . ?
N4 C7 1.321(2) . ?
N4 C8 1.381(2) . ?
N5 C7 1.351(2) . ?
N5 C9 1.378(2) . ?
N5 C10 1.459(2) . ?
N6 C12 1.322(2) . ?
N6 C13 1.375(2) . ?
N7 C12 1.358(2) . ?
N7 C14 1.381(2) . ?
N7 C15 1.461(2) . ?
C1 C2 1.491(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.359(3) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.497(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.355(3) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.500(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 C14 1.357(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
Cl1 O3 1.4424(13) . ?
Cl1 O1 1.4441(14) . ?
Cl1 O2 1.4445(14) . ?
Cl1 O4 1.4446(14) . ?

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
N4 Cd1 N4 180.0 3_566 . ?
N4 Cd1 N6 96.79(5) 3_566 3_566 ?
N4 Cd1 N6 83.21(5) . 3_566 ?
N4 Cd1 N6 83.21(5) 3_566 . ?
N4 Cd1 N6 96.79(5) . . ?
N6 Cd1 N6 180.0 3_566 . ?
N4 Cd1 N2 99.73(5) 3_566 3_566 ?
N4 Cd1 N2 80.27(5) . 3_566 ?
N6 Cd1 N2 99.38(5) 3_566 3_566 ?
N6 Cd1 N2 80.62(5) . 3_566 ?
N4 Cd1 N2 80.27(5) 3_566 . ?
N4 Cd1 N2 99.73(5) . . ?
N6 Cd1 N2 80.62(5) 3_566 . ?
N6 Cd1 N2 99.38(5) . . ?
N2 Cd1 N2 180.0 3_566 . ?
N4 Cd1 N1 118.43(5) 3_566 . ?
N4 Cd1 N1 61.57(5) . . ?
N6 Cd1 N1 119.04(5) 3_566 . ?
N6 Cd1 N1 60.96(5) . . ?
N2 Cd1 N1 119.13(5) 3_566 . ?
N2 Cd1 N1 60.86(5) . . ?
C6 N1 C1 112.79(15) . . ?
C6 N1 C11 112.72(14) . . ?
C1 N1 C11 113.46(14) . . ?
C6 N1 Cd1 105.55(10) . . ?
C1 N1 Cd1 106.27(10) . . ?
C11 N1 Cd1 105.17(10) . . ?
C2 N2 C3 105.74(15) . . ?
C2 N2 Cd1 124.22(12) . . ?
C3 N2 Cd1 127.34(12) . . ?
C2 N3 C4 107.13(15) . . ?
C2 N3 C5 126.00(17) . . ?
C4 N3 C5 126.80(17) . . ?
C7 N4 C8 105.79(15) . . ?
C7 N4 Cd1 125.65(12) . . ?
C8 N4 Cd1 126.20(12) . . ?
C7 N5 C9 107.31(15) . . ?
C7 N5 C10 126.19(16) . . ?
C9 N5 C10 126.49(16) . . ?
C12 N6 C13 106.12(15) . . ?
C12 N6 Cd1 126.00(12) . . ?
C13 N6 Cd1 127.72(12) . . ?
C12 N7 C14 107.11(15) . . ?
C12 N7 C15 127.66(16) . . ?
C14 N7 C15 125.22(16) . . ?
N1 C1 C2 109.01(15) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
N2 C2 N3 111.17(16) . . ?
N2 C2 C1 125.10(16) . . ?
N3 C2 C1 123.67(16) . . ?
C4 C3 N2 109.82(17) . . ?
C4 C3 H3 125.1 . . ?
N2 C3 H3 125.1 . . ?
C3 C4 N3 106.13(16) . . ?
C3 C4 H4 126.9 . . ?
N3 C4 H4 126.9 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 108.92(14) . . ?
N1 C6 H6A 109.9 . . ?
C7 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C7 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N4 C7 N5 111.08(16) . . ?
N4 C7 C6 125.07(16) . . ?
N5 C7 C6 123.78(16) . . ?
C9 C8 N4 109.74(16) . . ?
C9 C8 H8 125.1 . . ?
N4 C8 H8 125.1 . . ?
C8 C9 N5 106.08(16) . . ?
C8 C9 H9 127.0 . . ?
N5 C9 H9 127.0 . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 107.68(14) . . ?
N1 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
N1 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
N6 C12 N7 110.84(16) . . ?
N6 C12 C11 123.79(16) . . ?
N7 C12 C11 125.35(16) . . ?
C14 C13 N6 109.87(16) . . ?
C14 C13 H13 125.1 . . ?
N6 C13 H13 125.1 . . ?
C13 C14 N7 106.05(16) . . ?
C13 C14 H14 127.0 . . ?
N7 C14 H14 127.0 . . ?
N7 C15 H15A 109.5 . . ?
N7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 Cl1 O1 109.29(9) . . ?
O3 Cl1 O2 109.75(8) . . ?
O1 Cl1 O2 109.13(9) . . ?
O3 Cl1 O4 109.31(9) . . ?
O1 Cl1 O4 109.98(9) . . ?
O2 Cl1 O4 109.38(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C1 C2 -150.80(15) . . . . ?
C11 N1 C1 C2 79.47(18) . . . . ?
Cd1 N1 C1 C2 -35.60(16) . . . . ?
C3 N2 C2 N3 0.0(2) . . . . ?
Cd1 N2 C2 N3 -162.54(12) . . . . ?
C3 N2 C2 C1 177.39(17) . . . . ?
Cd1 N2 C2 C1 14.9(2) . . . . ?
C4 N3 C2 N2 0.2(2) . . . . ?
C5 N3 C2 N2 177.37(17) . . . . ?
C4 N3 C2 C1 -177.27(17) . . . . ?
C5 N3 C2 C1 -0.1(3) . . . . ?
N1 C1 C2 N2 20.8(2) . . . . ?
N1 C1 C2 N3 -162.10(16) . . . . ?
C2 N2 C3 C4 -0.2(2) . . . . ?
Cd1 N2 C3 C4 161.64(13) . . . . ?
N2 C3 C4 N3 0.3(2) . . . . ?
C2 N3 C4 C3 -0.3(2) . . . . ?
C5 N3 C4 C3 -177.44(18) . . . . ?
C1 N1 C6 C7 81.89(18) . . . . ?
C11 N1 C6 C7 -148.00(15) . . . . ?
Cd1 N1 C6 C7 -33.73(15) . . . . ?
C8 N4 C7 N5 -0.1(2) . . . . ?
Cd1 N4 C7 N5 -163.41(11) . . . . ?
C8 N4 C7 C6 177.10(17) . . . . ?
Cd1 N4 C7 C6 13.8(3) . . . . ?
C9 N5 C7 N4 0.2(2) . . . . ?
C10 N5 C7 N4 179.51(17) . . . . ?
C9 N5 C7 C6 -177.04(17) . . . . ?
C10 N5 C7 C6 2.3(3) . . . . ?
N1 C6 C7 N4 20.8(2) . . . . ?
N1 C6 C7 N5 -162.39(16) . . . . ?
C7 N4 C8 C9 -0.1(2) . . . . ?
Cd1 N4 C8 C9 163.15(13) . . . . ?
N4 C8 C9 N5 0.2(2) . . . . ?
C7 N5 C9 C8 -0.2(2) . . . . ?
C10 N5 C9 C8 -179.53(18) . . . . ?
C6 N1 C11 C12 74.56(18) . . . . ?
C1 N1 C11 C12 -155.67(15) . . . . ?
Cd1 N1 C11 C12 -39.94(14) . . . . ?
C13 N6 C12 N7 0.3(2) . . . . ?
Cd1 N6 C12 N7 -175.45(11) . . . . ?
C13 N6 C12 C11 -178.12(16) . . . . ?
Cd1 N6 C12 C11 6.1(2) . . . . ?
C14 N7 C12 N6 -0.8(2) . . . . ?
C15 N7 C12 N6 -179.82(17) . . . . ?
C14 N7 C12 C11 177.64(16) . . . . ?
C15 N7 C12 C11 -1.4(3) . . . . ?
N1 C11 C12 N6 29.8(2) . . . . ?
N1 C11 C12 N7 -148.45(16) . . . . ?
C12 N6 C13 C14 0.3(2) . . . . ?
Cd1 N6 C13 C14 175.94(12) . . . . ?
N6 C13 C14 N7 -0.7(2) . . . . ?
C12 N7 C14 C13 0.9(2) . . . . ?
C15 N7 C14 C13 179.97(17) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.068

_shelxl_version_number           2014/5


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/toluene'
_database_code_depnum_ccdc_archive 'CCDC 1018639'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_CDBIPA2

#===================================================================== 
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"bis(bis((1-Methylimidazol-2-yl)methyl)((2-pyridyl)methyl)amine-N,N',N'',N''')-cadmium(ii) diperchlorate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H40 Cd N12, C7 H8, 2(Cl O4)'
_chemical_formula_sum            'C39 H48 Cd Cl2 N12 O8'
_chemical_formula_weight         996.19

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.851(2)
_cell_length_b                   11.767(4)
_cell_length_c                   11.940(3)
_cell_angle_alpha                63.640(16)
_cell_angle_beta                 83.337(14)
_cell_angle_gamma                85.850(18)
_cell_volume                     1106.4(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    31
_cell_measurement_theta_min      5.77
_cell_measurement_theta_max      12.47

_exptl_crystal_description       thick_plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.679
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.897
_exptl_absorpt_process_details   
;
Psi-scans (North, A. C. T., 
Phillips, D. C. and Mathews, F. S. (1968) Acta. Cryst. A24, 351-359 
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5087
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.035
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4895
_reflns_number_gt                3565
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 3.3 (CCDC, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0803P)²+0.9089P]
 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         4895
_refine_ls_number_parameters     289
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1613
_refine_ls_wR_factor_gt          0.1424
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.0000 0.5000 0.0531(2) Uani 1 2 d S . P . .
N1 N 0.6311(4) 0.2331(3) 0.4520(4) 0.0545(9) Uani 1 1 d . . . . .
N2 N 0.7137(5) 0.0728(4) 0.3416(4) 0.0720(12) Uani 1 1 d . . . . .
N3 N 0.8705(6) 0.2074(6) 0.1912(5) 0.0970(18) Uani 1 1 d . . . . .
N4 N 0.3400(4) 0.1859(3) 0.4247(4) 0.0571(10) Uani 1 1 d . . . . .
N5 N 0.2494(5) 0.3733(4) 0.4015(4) 0.0577(10) Uani 1 1 d . . . . .
N6 N 0.6093(6) 0.0198(5) 0.6800(4) 0.0767(13) Uani 1 1 d . . . . .
C1 C 0.6875(6) 0.2902(4) 0.3194(5) 0.0649(13) Uani 1 1 d . . . . .
H1A H 0.7615 0.3539 0.3033 0.078 Uiso 1 1 calc R U . . .
H1B H 0.6040 0.3314 0.2685 0.078 Uiso 1 1 calc R U . . .
C2 C 0.7594(6) 0.1900(5) 0.2855(5) 0.0639(13) Uani 1 1 d . . . . .
C3 C 0.7949(8) 0.0046(6) 0.2855(6) 0.092(2) Uani 1 1 d . . . . .
H3A H 0.7825 -0.0811 0.3091 0.111 Uiso 1 1 calc R U . . .
C4 C 0.8982(9) 0.0815(10) 0.1884(7) 0.122(3) Uani 1 1 d . . . . .
H4A H 0.9669 0.0601 0.1353 0.146 Uiso 1 1 calc R U . . .
C5 C 0.9468(10) 0.3165(10) 0.1071(8) 0.141(4) Uani 1 1 d . . . . .
H5A H 0.8803 0.3892 0.0907 0.212 Uiso 1 1 calc R U . . .
H5B H 0.9778 0.3106 0.0300 0.212 Uiso 1 1 calc R U . . .
H5C H 1.0348 0.3249 0.1425 0.212 Uiso 1 1 calc R U . . .
C6 C 0.5075(5) 0.3091(5) 0.4796(5) 0.0615(12) Uani 1 1 d . . . . .
H6A H 0.5331 0.3981 0.4381 0.074 Uiso 1 1 calc R U . . .
H6B H 0.4920 0.2831 0.5693 0.074 Uiso 1 1 calc R U . . .
C7 C 0.3670(5) 0.2900(4) 0.4341(4) 0.0507(10) Uani 1 1 d . . . . .
C8 C 0.1965(6) 0.2044(5) 0.3840(5) 0.0699(14) Uani 1 1 d . . . . .
H8A H 0.1460 0.1468 0.3688 0.084 Uiso 1 1 calc R U . . .
C9 C 0.1410(6) 0.3195(5) 0.3699(5) 0.0716(14) Uani 1 1 d . . . . .
H9A H 0.0466 0.3551 0.3436 0.086 Uiso 1 1 calc R U . . .
C10 C 0.2376(7) 0.4972(5) 0.4024(6) 0.0825(17) Uani 1 1 d . . . . .
H10A H 0.3235 0.5467 0.3528 0.124 Uiso 1 1 calc R U . . .
H10B H 0.2360 0.4863 0.4871 0.124 Uiso 1 1 calc R U . . .
H10C H 0.1456 0.5402 0.3679 0.124 Uiso 1 1 calc R U . . .
C11 C 0.7522(6) 0.2026(5) 0.5344(5) 0.0675(13) Uani 1 1 d . . . . .
H11A H 0.7839 0.2798 0.5345 0.081 Uiso 1 1 calc R U . . .
H11B H 0.8391 0.1668 0.5027 0.081 Uiso 1 1 calc R U . . .
C12 C 0.7019(6) 0.1112(6) 0.6646(5) 0.0690(14) Uani 1 1 d . . . . .
C13 C 0.7526(10) 0.1152(10) 0.7671(8) 0.127(3) Uani 1 1 d . . . . .
H13A H 0.8180 0.1809 0.7487 0.152 Uiso 1 1 calc R U . . .
C14 C 0.7256(13) 0.0474(12) 0.8759(9) 0.146(4) Uani 1 1 d . . . . .
H14A H 0.7623 0.0580 0.9405 0.175 Uiso 1 1 calc R U . . .
C15 C 0.6262(9) -0.0552(7) 0.8942(7) 0.094(2) Uani 1 1 d . . . . .
H15A H 0.5982 -0.1153 0.9756 0.113 Uiso 1 1 calc R U . . .
C16 C 0.5749(9) -0.0657(7) 0.7991(6) 0.0913(19) Uani 1 1 d . . . . .
H16A H 0.5140 -0.1335 0.8154 0.110 Uiso 1 1 calc R U . . .
Cl1 Cl 0.1627(2) 0.32321(15) 0.77164(15) 0.0834(4) Uani 1 1 d . . . . .
O1 O 0.0914(8) 0.3022(6) 0.6803(6) 0.138(2) Uani 1 1 d . U . . .
O2 O 0.1386(12) 0.2186(7) 0.8843(7) 0.197(3) Uani 1 1 d . U . . .
O3 O 0.3131(8) 0.3383(11) 0.7347(9) 0.206(4) Uani 1 1 d . U . . .
O4 O 0.0978(9) 0.4277(6) 0.7830(8) 0.170(3) Uani 1 1 d . U . . .
C17 C 0.3515(17) 0.491(2) 0.0571(16) 0.229(11) Uani 1 1 d . . . . .
H17A H 0.2524 0.4842 0.0947 0.274 Uiso 1 1 calc R U . A 1
C19 C 0.589(3) 0.5864(16) -0.0042(18) 0.192(7) Uani 1 1 d . . . . .
H19A H 0.6512 0.6482 -0.0072 0.230 Uiso 1 1 calc R U . B 1
C18A C 0.452(2) 0.5800(15) 0.0500(12) 0.180(7) Uani 0.5 1 d . . P C 1
C20 C 0.401(4) 0.657(3) 0.090(2) 0.214(15) Uani 0.5 1 d . . P C 1
H20A H 0.4706 0.6637 0.1420 0.321 Uiso 0.5 1 calc R U P C 1
H20B H 0.3046 0.6285 0.1378 0.321 Uiso 0.5 1 calc R U P C 1
H20C H 0.3868 0.7383 0.0202 0.321 Uiso 0.5 1 calc R U P C 1
C18B C 0.452(2) 0.5800(15) 0.0500(12) 0.180(7) Uani 0.5 1 d . . P C 2
H18B H 0.4205 0.6358 0.0845 0.216 Uiso 0.5 1 calc R U P C 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
Cd1 N4 2.387(4) . ?
Cd1 N4 2.387(4) 2_656 ?
Cd1 N2 2.420(4) . ?
Cd1 N2 2.420(4) 2_656 ?
Cd1 N6 2.563(5) 2_656 ?
Cd1 N6 2.563(5) . ?
Cd1 N1 2.848(4) . ?
N1 C11 1.457(6) . ?
N1 C1 1.459(6) . ?
N1 C6 1.462(6) . ?
N2 C2 1.308(7) . ?
N2 C3 1.376(7) . ?
N3 C2 1.358(7) . ?
N3 C5 1.391(10) . ?
N3 C4 1.499(11) . ?
N4 C7 1.319(6) . ?
N4 C8 1.380(6) . ?
N5 C7 1.344(6) . ?
N5 C9 1.359(7) . ?
N5 C10 1.459(6) . ?
N6 C12 1.333(8) . ?
N6 C16 1.342(7) . ?
C1 C2 1.489(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.393(11) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.483(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.350(7) . ?
C8 H8A 0.9300 . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.482(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.372(9) . ?
C13 C14 1.191(12) . ?
C13 H13A 0.9300 . ?
C14 C15 1.468(14) . ?
C14 H14A 0.9300 . ?
C15 C16 1.327(9) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
Cl1 O3 1.352(7) . ?
Cl1 O2 1.368(7) . ?
Cl1 O4 1.374(6) . ?
Cl1 O1 1.439(6) . ?
C17 C19 1.37(2) 2_665 ?
C17 C18A 1.39(2) . ?
C17 H17A 0.9300 . ?
C19 C18A 1.296(19) . ?
C19 C17 1.37(2) 2_665 ?
C19 H19A 0.9300 . ?
C18A C20 1.23(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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
N4 Cd1 N4 180.00(13) . 2_656 ?
N4 Cd1 N2 99.54(14) . . ?
N4 Cd1 N2 80.46(14) 2_656 . ?
N4 Cd1 N2 80.46(14) . 2_656 ?
N4 Cd1 N2 99.54(14) 2_656 2_656 ?
N2 Cd1 N2 180.0 . 2_656 ?
N4 Cd1 N6 79.41(14) . 2_656 ?
N4 Cd1 N6 100.58(14) 2_656 2_656 ?
N2 Cd1 N6 80.14(17) . 2_656 ?
N2 Cd1 N6 99.86(17) 2_656 2_656 ?
N4 Cd1 N6 100.59(14) . . ?
N4 Cd1 N6 79.42(14) 2_656 . ?
N2 Cd1 N6 99.86(17) . . ?
N2 Cd1 N6 80.14(17) 2_656 . ?
N6 Cd1 N6 180.0 2_656 . ?
N4 Cd1 N1 62.92(12) . . ?
N4 Cd1 N1 117.08(12) 2_656 . ?
N2 Cd1 N1 62.57(13) . . ?
N2 Cd1 N1 117.43(13) 2_656 . ?
N6 Cd1 N1 118.88(14) 2_656 . ?
N6 Cd1 N1 61.12(14) . . ?
C11 N1 C1 112.7(4) . . ?
C11 N1 C6 112.5(4) . . ?
C1 N1 C6 112.0(4) . . ?
C11 N1 Cd1 107.2(3) . . ?
C1 N1 Cd1 105.9(3) . . ?
C6 N1 Cd1 105.9(3) . . ?
C2 N2 C3 108.8(5) . . ?
C2 N2 Cd1 124.2(3) . . ?
C3 N2 Cd1 126.7(4) . . ?
C2 N3 C5 130.4(7) . . ?
C2 N3 C4 106.4(6) . . ?
C5 N3 C4 123.2(6) . . ?
C7 N4 C8 105.4(4) . . ?
C7 N4 Cd1 123.3(3) . . ?
C8 N4 Cd1 130.6(3) . . ?
C7 N5 C9 107.1(4) . . ?
C7 N5 C10 126.7(4) . . ?
C9 N5 C10 126.1(4) . . ?
C12 N6 C16 115.6(5) . . ?
C12 N6 Cd1 124.4(4) . . ?
C16 N6 Cd1 120.1(4) . . ?
N1 C1 C2 109.4(4) . . ?
N1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
N2 C2 N3 111.8(5) . . ?
N2 C2 C1 122.1(4) . . ?
N3 C2 C1 126.0(5) . . ?
N2 C3 C4 110.7(6) . . ?
N2 C3 H3A 124.7 . . ?
C4 C3 H3A 124.7 . . ?
C3 C4 N3 102.4(5) . . ?
C3 C4 H4A 128.8 . . ?
N3 C4 H4A 128.8 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 108.6(4) . . ?
N1 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
C7 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
N4 C7 N5 111.4(4) . . ?
N4 C7 C6 123.7(4) . . ?
N5 C7 C6 124.9(4) . . ?
C9 C8 N4 109.2(5) . . ?
C9 C8 H8A 125.4 . . ?
N4 C8 H8A 125.4 . . ?
C8 C9 N5 106.9(5) . . ?
C8 C9 H9A 126.6 . . ?
N5 C9 H9A 126.6 . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 111.5(4) . . ?
N1 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
N1 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
N6 C12 C13 120.2(7) . . ?
N6 C12 C11 117.7(5) . . ?
C13 C12 C11 122.1(7) . . ?
C14 C13 C12 129.8(12) . . ?
C14 C13 H13A 115.1 . . ?
C12 C13 H13A 115.1 . . ?
C13 C14 C15 110.6(10) . . ?
C13 C14 H14A 124.7 . . ?
C15 C14 H14A 124.7 . . ?
C16 C15 C14 122.6(7) . . ?
C16 C15 H15A 118.7 . . ?
C14 C15 H15A 118.7 . . ?
C15 C16 N6 121.2(7) . . ?
C15 C16 H16A 119.4 . . ?
N6 C16 H16A 119.4 . . ?
O3 Cl1 O2 110.6(6) . . ?
O3 Cl1 O4 111.3(6) . . ?
O2 Cl1 O4 108.9(5) . . ?
O3 Cl1 O1 108.2(5) . . ?
O2 Cl1 O1 107.5(5) . . ?
O4 Cl1 O1 110.2(5) . . ?
C19 C17 C18A 114.2(17) 2_665 . ?
C19 C17 H17A 122.9 2_665 . ?
C18A C17 H17A 122.9 . . ?
C18A C19 C17 125(2) . 2_665 ?
C18A C19 H19A 117.5 . . ?
C17 C19 H19A 117.5 2_665 . ?
C20 C18A C19 122(3) . . ?
C20 C18A C17 117(3) . . ?
C19 C18A C17 121(2) . . ?
C18A C20 H20A 109.5 . . ?
C18A C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18A C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 N1 C1 C2 76.3(5) . . . . ?
C6 N1 C1 C2 -155.7(4) . . . . ?
Cd1 N1 C1 C2 -40.7(5) . . . . ?
C3 N2 C2 N3 0.0(7) . . . . ?
Cd1 N2 C2 N3 -173.1(4) . . . . ?
C3 N2 C2 C1 176.5(5) . . . . ?
Cd1 N2 C2 C1 3.3(8) . . . . ?
C5 N3 C2 N2 178.2(7) . . . . ?
C4 N3 C2 N2 -0.1(7) . . . . ?
C5 N3 C2 C1 1.9(11) . . . . ?
C4 N3 C2 C1 -176.3(6) . . . . ?
N1 C1 C2 N2 30.5(7) . . . . ?
N1 C1 C2 N3 -153.6(5) . . . . ?
C2 N2 C3 C4 0.0(8) . . . . ?
Cd1 N2 C3 C4 173.0(5) . . . . ?
N2 C3 C4 N3 -0.1(8) . . . . ?
C2 N3 C4 C3 0.1(7) . . . . ?
C5 N3 C4 C3 -178.3(7) . . . . ?
C11 N1 C6 C7 -156.2(4) . . . . ?
C1 N1 C6 C7 75.7(5) . . . . ?
Cd1 N1 C6 C7 -39.3(4) . . . . ?
C8 N4 C7 N5 -0.2(5) . . . . ?
Cd1 N4 C7 N5 -171.0(3) . . . . ?
C8 N4 C7 C6 177.7(5) . . . . ?
Cd1 N4 C7 C6 6.9(6) . . . . ?
C9 N5 C7 N4 0.2(6) . . . . ?
C10 N5 C7 N4 178.8(5) . . . . ?
C9 N5 C7 C6 -177.6(5) . . . . ?
C10 N5 C7 C6 1.0(8) . . . . ?
N1 C6 C7 N4 27.6(7) . . . . ?
N1 C6 C7 N5 -154.8(4) . . . . ?
C7 N4 C8 C9 0.1(6) . . . . ?
Cd1 N4 C8 C9 170.0(4) . . . . ?
N4 C8 C9 N5 0.1(6) . . . . ?
C7 N5 C9 C8 -0.2(6) . . . . ?
C10 N5 C9 C8 -178.8(5) . . . . ?
C1 N1 C11 C12 -162.5(4) . . . . ?
C6 N1 C11 C12 69.8(5) . . . . ?
Cd1 N1 C11 C12 -46.3(4) . . . . ?
C16 N6 C12 C13 -1.6(8) . . . . ?
Cd1 N6 C12 C13 178.9(4) . . . . ?
C16 N6 C12 C11 175.7(5) . . . . ?
Cd1 N6 C12 C11 -3.8(7) . . . . ?
N1 C11 C12 N6 37.2(6) . . . . ?
N1 C11 C12 C13 -145.6(5) . . . . ?
N6 C12 C13 C14 -0.9(12) . . . . ?
C11 C12 C13 C14 -178.1(8) . . . . ?
C12 C13 C14 C15 2.0(13) . . . . ?
C13 C14 C15 C16 -0.9(12) . . . . ?
C14 C15 C16 N6 -1.4(12) . . . . ?
C12 N6 C16 C15 2.5(10) . . . . ?
Cd1 N6 C16 C15 -177.9(5) . . . . ?
C17 C19 C18A C20 -176(2) 2_665 . . . ?
C17 C19 C18A C17 -1(3) 2_665 . . . ?
C19 C17 C18A C20 176(2) 2_665 . . . ?
C19 C17 C18A C19 1(3) 2_665 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O4 0.97 2.65 3.590(9) 163.0 2_666
C9 H9A O4 0.93 2.64 3.437(9) 143.4 2_566
C10 H10B O1 0.96 2.63 3.259(9) 123.3 .
C10 H10C O1 0.96 2.63 3.554(9) 160.4 2_566

_refine_diff_density_max         0.628
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.078

_shelxl_version_number           2013-2


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/toluene'
_database_code_depnum_ccdc_archive 'CCDC 1018640'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_DB9A

#=====================================================================  
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"bis(bis((1-Methylimidazol-2-yl)methyl)((2-pyridyl)methyl)amine-N,N',N'',N''')-mercury(ii) diperchlorate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H40 Hg N12, C7 H8, 2(Cl O4)'
_chemical_formula_sum            'C39 H48 Cl2 Hg N12 O8'
_chemical_formula_weight         1084.38

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9004(16)
_cell_length_b                   11.778(2)
_cell_length_c                   11.9676(17)
_cell_angle_alpha                63.234(11)
_cell_angle_beta                 82.953(13)
_cell_angle_gamma                85.246(19)
_cell_volume                     1111.1(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    71
_cell_measurement_theta_min      1.11
_cell_measurement_theta_max      15.04

_exptl_crystal_description       thick_needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.94
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.44
_exptl_absorpt_coefficient_mu    3.648
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5764
_exptl_absorpt_correction_T_max  0.8713
_exptl_absorpt_process_details   
;
Psi-scans (North, A. C. T., 
Phillips, D. C. and Mathews, F. S. (1968) Acta. Cryst. A24, 351-359 
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4883
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.029
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_point_group_measured_fraction_full 0.955
_reflns_number_total             4575
_reflns_number_gt                4317
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 3.3 (CCDC, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0565P)²+0.1273P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0059(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4575
_refine_ls_number_parameters     290
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0864
_refine_ls_wR_factor_gt          0.0839
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.5000 0.5000 0.5000 0.06280(12) Uani 1 2 d S . P . .
N1 N 0.3620(4) 0.2661(3) 0.5530(3) 0.0589(7) Uani 1 1 d . . . . .
N2 N 0.2922(6) 0.4299(5) 0.6651(5) 0.0908(12) Uani 1 1 d . . . . .
N3 N 0.1306(5) 0.2994(6) 0.8104(4) 0.0992(15) Uani 1 1 d . . . . .
N4 N 0.6553(4) 0.3124(4) 0.5747(4) 0.0719(9) Uani 1 1 d . . . . .
N5 N 0.7418(4) 0.1240(4) 0.5993(3) 0.0673(8) Uani 1 1 d . . . . .
N6 N 0.3735(6) 0.4740(4) 0.3160(4) 0.0853(11) Uani 1 1 d . . . . .
C1 C 0.3097(5) 0.2122(4) 0.6869(4) 0.0689(10) Uani 1 1 d . . . . .
H1A H 0.3942 0.1709 0.7362 0.083 Uiso 1 1 calc R U . . .
H1B H 0.2350 0.1487 0.7068 0.083 Uiso 1 1 calc R U . . .
C2 C 0.2424(5) 0.3134(5) 0.7190(4) 0.0704(10) Uani 1 1 d . . . . .
C3 C 0.2103(10) 0.4945(8) 0.7234(8) 0.123(3) Uani 1 1 d . . . . .
H3A H 0.2232 0.5793 0.7036 0.148 Uiso 1 1 calc R U . . .
C4 C 0.1085(10) 0.4193(11) 0.8131(8) 0.134(3) Uani 1 1 d . . . . .
H4A H 0.0388 0.4406 0.8656 0.161 Uiso 1 1 calc R U . . .
C5 C 0.0468(9) 0.1878(11) 0.8912(7) 0.146(4) Uani 1 1 d . . . . .
H5A H 0.1092 0.1133 0.9037 0.219 Uiso 1 1 calc R U . . .
H5B H -0.0417 0.1870 0.8531 0.219 Uiso 1 1 calc R U . . .
H5C H 0.0169 0.1884 0.9708 0.219 Uiso 1 1 calc R U . . .
C6 C 0.4834(5) 0.1884(4) 0.5266(4) 0.0653(9) Uani 1 1 d . . . . .
H6A H 0.4968 0.2124 0.4372 0.078 Uiso 1 1 calc R U . . .
H6B H 0.4579 0.0994 0.5708 0.078 Uiso 1 1 calc R U . . .
C7 C 0.6256(5) 0.2078(4) 0.5680(4) 0.0601(9) Uani 1 1 d . . . . .
C8 C 0.7983(6) 0.2916(6) 0.6148(6) 0.0872(14) Uani 1 1 d . . . . .
H8A H 0.8488 0.3482 0.6305 0.105 Uiso 1 1 calc R U . . .
C9 C 0.8528(6) 0.1782(6) 0.6275(5) 0.0838(14) Uani 1 1 d . . . . .
H9A H 0.9479 0.1426 0.6511 0.101 Uiso 1 1 calc R U . . .
C10 C 0.7521(7) 0.0000(5) 0.5998(6) 0.0911(15) Uani 1 1 d . . . . .
H10A H 0.6679 -0.0494 0.6521 0.137 Uiso 1 1 calc R U . . .
H10B H 0.8450 -0.0430 0.6319 0.137 Uiso 1 1 calc R U . . .
H10C H 0.7502 0.0106 0.5156 0.137 Uiso 1 1 calc R U . . .
C11 C 0.2377(5) 0.2943(4) 0.4755(5) 0.0708(11) Uani 1 1 d . . . . .
H11A H 0.1544 0.3341 0.5065 0.085 Uiso 1 1 calc R U . . .
H11B H 0.2026 0.2153 0.4824 0.085 Uiso 1 1 calc R U . . .
C12 C 0.2825(5) 0.3799(4) 0.3407(4) 0.0682(10) Uani 1 1 d . . . . .
C13 C 0.2255(8) 0.3653(6) 0.2453(6) 0.0954(16) Uani 1 1 d . . . . .
H13A H 0.1605 0.2997 0.2652 0.114 Uiso 1 1 calc R U . . .
C14 C 0.2639(9) 0.4455(8) 0.1243(7) 0.113(2) Uani 1 1 d . . . . .
H14A H 0.2292 0.4355 0.0592 0.136 Uiso 1 1 calc R U . . .
C15 C 0.3571(8) 0.5435(7) 0.1009(6) 0.1012(18) Uani 1 1 d . . . . .
H15A H 0.3834 0.6026 0.0184 0.121 Uiso 1 1 calc R U . . .
C16 C 0.4105(9) 0.5546(7) 0.1960(5) 0.1031(18) Uani 1 1 d . . . . .
H16A H 0.4749 0.6203 0.1775 0.124 Uiso 1 1 calc R U . . .
Cl1 Cl -0.16366(17) 0.17059(13) 0.23093(12) 0.0863(3) Uani 1 1 d . . . . .
O1 O -0.0930(9) 0.1863(7) 0.3242(6) 0.154(2) Uani 1 1 d . U . . .
O2 O -0.1020(11) 0.0671(7) 0.2196(10) 0.199(3) Uani 1 1 d . U . . .
O3 O -0.1316(13) 0.2784(8) 0.1210(7) 0.210(4) Uani 1 1 d . U . . .
O4 O -0.3153(8) 0.1645(12) 0.2664(9) 0.208(4) Uani 1 1 d . U . . .
C17 C 0.3526(16) -0.0054(17) 1.0561(14) 0.213(9) Uani 1 1 d . . . . .
H17A H 0.2539 -0.0079 1.0931 0.255 Uiso 1 1 calc R U . A 1
C19 C 0.5936(16) 0.0867(15) 0.9879(13) 0.180(6) Uani 1 1 d . . . . .
H19A H 0.6575 0.1492 0.9796 0.216 Uiso 1 1 calc R U . B 1
C18A C 0.4555(17) 0.0855(13) 1.0427(11) 0.173(5) Uani 0.5 1 d . . P C 1
C20 C 0.392(3) 0.161(3) 1.0789(18) 0.172(9) Uani 0.5 1 d . . P C 1
H20A H 0.4510 0.1677 1.1377 0.258 Uiso 0.5 1 calc R U P C 1
H20B H 0.2934 0.1315 1.1191 0.258 Uiso 0.5 1 calc R U P C 1
H20C H 0.3828 0.2428 1.0083 0.258 Uiso 0.5 1 calc R U P C 1
C18B C 0.4555(17) 0.0855(13) 1.0427(11) 0.173(5) Uani 0.5 1 d . . P C 2
H18B H 0.4259 0.1450 1.0728 0.207 Uiso 0.5 1 calc R U P C 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
Hg1 N4 2.369(4) 2_666 ?
Hg1 N4 2.369(4) . ?
Hg1 N2 2.428(5) . ?
Hg1 N2 2.428(5) 2_666 ?
Hg1 N6 2.735(4) . ?
Hg1 N1 2.881(3) . ?
N1 C11 1.451(6) . ?
N1 C6 1.455(5) . ?
N1 C1 1.462(5) . ?
N2 C2 1.315(7) . ?
N2 C3 1.364(7) . ?
N3 C2 1.345(6) . ?
N3 C4 1.424(11) . ?
N3 C5 1.435(11) . ?
N4 C7 1.320(5) . ?
N4 C8 1.379(7) . ?
N5 C7 1.334(6) . ?
N5 C9 1.371(6) . ?
N5 C10 1.453(6) . ?
N6 C12 1.329(7) . ?
N6 C16 1.334(7) . ?
C1 C2 1.472(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.340(13) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.484(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.331(8) . ?
C8 H8A 0.9300 . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.490(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.387(7) . ?
C13 C14 1.344(10) . ?
C13 H13A 0.9300 . ?
C14 C15 1.382(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.348(9) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
Cl1 O2 1.351(7) . ?
Cl1 O4 1.362(7) . ?
Cl1 O3 1.374(7) . ?
Cl1 O1 1.433(6) . ?
C17 C19 1.32(2) 2_657 ?
C17 C18A 1.41(2) . ?
C17 H17A 0.9300 . ?
C19 C17 1.32(2) 2_657 ?
C19 C18A 1.319(17) . ?
C19 H19A 0.9300 . ?
C18A C20 1.22(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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
N4 Hg1 N4 180.0 2_666 . ?
N4 Hg1 N2 81.13(15) 2_666 . ?
N4 Hg1 N2 98.87(15) . . ?
N4 Hg1 N2 98.87(15) 2_666 2_666 ?
N4 Hg1 N2 81.13(15) . 2_666 ?
N2 Hg1 N2 180.0 . 2_666 ?
N4 Hg1 N6 80.17(14) 2_666 . ?
N4 Hg1 N6 99.83(14) . . ?
N2 Hg1 N6 99.70(16) . . ?
N2 Hg1 N6 80.29(15) 2_666 . ?
N4 Hg1 N1 117.01(11) 2_666 . ?
N4 Hg1 N1 62.99(11) . . ?
N2 Hg1 N1 62.98(13) . . ?
N2 Hg1 N1 117.02(13) 2_666 . ?
N6 Hg1 N1 59.42(11) . . ?
C11 N1 C6 113.4(3) . . ?
C11 N1 C1 112.1(3) . . ?
C6 N1 C1 111.8(3) . . ?
C11 N1 Hg1 109.2(2) . . ?
C6 N1 Hg1 105.2(2) . . ?
C1 N1 Hg1 104.6(2) . . ?
C2 N2 C3 106.9(6) . . ?
C2 N2 Hg1 123.3(3) . . ?
C3 N2 Hg1 129.7(5) . . ?
C2 N3 C4 106.6(6) . . ?
C2 N3 C5 128.3(6) . . ?
C4 N3 C5 125.1(6) . . ?
C7 N4 C8 105.4(4) . . ?
C7 N4 Hg1 123.7(3) . . ?
C8 N4 Hg1 130.3(3) . . ?
C7 N5 C9 107.1(4) . . ?
C7 N5 C10 126.9(4) . . ?
C9 N5 C10 126.0(4) . . ?
C12 N6 C16 118.3(5) . . ?
C12 N6 Hg1 122.6(3) . . ?
C16 N6 Hg1 119.0(4) . . ?
N1 C1 C2 110.0(3) . . ?
N1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
N2 C2 N3 110.9(5) . . ?
N2 C2 C1 123.1(4) . . ?
N3 C2 C1 125.9(5) . . ?
C4 C3 N2 110.7(7) . . ?
C4 C3 H3A 124.6 . . ?
N2 C3 H3A 124.6 . . ?
C3 C4 N3 104.9(6) . . ?
C3 C4 H4A 127.6 . . ?
N3 C4 H4A 127.6 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 109.1(3) . . ?
N1 C6 H6A 109.9 . . ?
C7 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C7 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N4 C7 N5 111.1(4) . . ?
N4 C7 C6 124.2(4) . . ?
N5 C7 C6 124.6(4) . . ?
C9 C8 N4 109.5(5) . . ?
C9 C8 H8A 125.2 . . ?
N4 C8 H8A 125.2 . . ?
C8 C9 N5 106.8(5) . . ?
C8 C9 H9A 126.6 . . ?
N5 C9 H9A 126.6 . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 112.3(4) . . ?
N1 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N6 C12 C13 121.5(5) . . ?
N6 C12 C11 117.3(4) . . ?
C13 C12 C11 121.1(5) . . ?
C14 C13 C12 120.4(6) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C13 C14 C15 117.1(6) . . ?
C13 C14 H14A 121.4 . . ?
C15 C14 H14A 121.4 . . ?
C16 C15 C14 120.8(6) . . ?
C16 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
N6 C16 C15 121.9(7) . . ?
N6 C16 H16A 119.1 . . ?
C15 C16 H16A 119.1 . . ?
O2 Cl1 O4 114.3(6) . . ?
O2 Cl1 O3 109.9(6) . . ?
O4 Cl1 O3 110.7(7) . . ?
O2 Cl1 O1 109.5(6) . . ?
O4 Cl1 O1 106.8(5) . . ?
O3 Cl1 O1 105.2(6) . . ?
C19 C17 C18A 115.0(15) 2_657 . ?
C19 C17 H17A 122.5 2_657 . ?
C18A C17 H17A 122.5 . . ?
C17 C19 C18A 124.5(18) 2_657 . ?
C17 C19 H19A 117.7 2_657 . ?
C18A C19 H19A 117.7 . . ?
C20 C18A C19 129(2) . . ?
C20 C18A C17 110(2) . . ?
C19 C18A C17 120.5(17) . . ?
C18A C20 H20A 109.5 . . ?
C18A C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18A C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 N1 C1 C2 -76.8(5) . . . . ?
C6 N1 C1 C2 154.7(4) . . . . ?
Hg1 N1 C1 C2 41.4(4) . . . . ?
C3 N2 C2 N3 0.1(7) . . . . ?
Hg1 N2 C2 N3 177.7(3) . . . . ?
C3 N2 C2 C1 -176.1(5) . . . . ?
Hg1 N2 C2 C1 1.4(7) . . . . ?
C4 N3 C2 N2 0.2(6) . . . . ?
C5 N3 C2 N2 -179.9(6) . . . . ?
C4 N3 C2 C1 176.3(5) . . . . ?
C5 N3 C2 C1 -3.8(9) . . . . ?
N1 C1 C2 N2 -34.5(7) . . . . ?
N1 C1 C2 N3 149.8(5) . . . . ?
C2 N2 C3 C4 -0.4(9) . . . . ?
Hg1 N2 C3 C4 -177.8(5) . . . . ?
N2 C3 C4 N3 0.5(9) . . . . ?
C2 N3 C4 C3 -0.5(8) . . . . ?
C5 N3 C4 C3 179.6(7) . . . . ?
C11 N1 C6 C7 157.2(4) . . . . ?
C1 N1 C6 C7 -75.0(4) . . . . ?
Hg1 N1 C6 C7 37.9(4) . . . . ?
C8 N4 C7 N5 -1.0(5) . . . . ?
Hg1 N4 C7 N5 170.7(3) . . . . ?
C8 N4 C7 C6 -179.0(4) . . . . ?
Hg1 N4 C7 C6 -7.3(6) . . . . ?
C9 N5 C7 N4 -0.1(5) . . . . ?
C10 N5 C7 N4 -178.3(5) . . . . ?
C9 N5 C7 C6 177.8(4) . . . . ?
C10 N5 C7 C6 -0.3(7) . . . . ?
N1 C6 C7 N4 -27.0(6) . . . . ?
N1 C6 C7 N5 155.3(4) . . . . ?
C7 N4 C8 C9 1.8(6) . . . . ?
Hg1 N4 C8 C9 -169.1(4) . . . . ?
N4 C8 C9 N5 -1.9(6) . . . . ?
C7 N5 C9 C8 1.3(6) . . . . ?
C10 N5 C9 C8 179.5(5) . . . . ?
C6 N1 C11 C12 -67.9(5) . . . . ?
C1 N1 C11 C12 164.5(4) . . . . ?
Hg1 N1 C11 C12 49.1(4) . . . . ?
C16 N6 C12 C13 -0.5(8) . . . . ?
Hg1 N6 C12 C13 -176.9(4) . . . . ?
C16 N6 C12 C11 -177.6(5) . . . . ?
Hg1 N6 C12 C11 6.0(6) . . . . ?
N1 C11 C12 N6 -39.3(6) . . . . ?
N1 C11 C12 C13 143.6(5) . . . . ?
N6 C12 C13 C14 1.2(9) . . . . ?
C11 C12 C13 C14 178.2(5) . . . . ?
C12 C13 C14 C15 -2.0(10) . . . . ?
C13 C14 C15 C16 2.1(11) . . . . ?
C12 N6 C16 C15 0.6(10) . . . . ?
Hg1 N6 C16 C15 177.1(5) . . . . ?
C14 C15 C16 N6 -1.5(11) . . . . ?
C17 C19 C18A C20 -175(2) 2_657 . . . ?
C17 C19 C18A C17 -1(3) 2_657 . . . ?
C19 C17 C18A C20 175.8(17) 2_657 . . . ?
C19 C17 C18A C19 1(2) 2_657 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1B O2 0.97 2.62 3.560(10) 163.3 2_556
C5 H5C O3 0.96 2.65 3.539(12) 154.6 1_556
C9 H9A O2 0.93 2.63 3.433(10) 145.6 2_656
C10 H10B O1 0.96 2.62 3.554(10) 164.1 2_656
C10 H10C O1 0.96 2.63 3.234(9) 121.5 1_655
C13 H13A O1 0.93 2.57 3.452(10) 157.4 .

_refine_diff_density_max         0.652
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.070

_shelxl_version_number           2013-2


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acteonitrile/toluene'
_database_code_depnum_ccdc_archive 'CCDC 1018641'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C2onc

#===================================================================== 
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"bis(((1-Methylimidazol-2-yl)methyl)bis((2-pyridyl)methyl)amine-N,N',N'',N''')-cadmium(ii) diperchlorate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H38 Cd N10, 2(Cl O4), C7 H8'
_chemical_formula_sum            'C41 H46 Cd Cl2 N10 O8'
_chemical_formula_weight         990.18

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'
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'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   21.2799(4)
_cell_length_b                   11.8681(2)
_cell_length_c                   17.1300(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.3330(10)
_cell_angle_gamma                90
_cell_volume                     4280.54(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      68.29

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             2032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.481
_exptl_crystal_size_mid          0.342
_exptl_crystal_size_min          0.267
_exptl_absorpt_coefficient_mu    5.780
_shelx_estimated_absorpt_T_min   0.167
_shelx_estimated_absorpt_T_max   0.307
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2041
_exptl_absorpt_correction_T_max  0.3958
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'ω and ψ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23003
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.199
_diffrn_reflns_theta_max         67.000
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             3796
_reflns_number_gt                3734
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2004)'
_computing_cell_refinement       'SAINTPLUS (Bruker AXS, 2004)'
_computing_data_reduction        SAINTPLUS
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 3.3 (CCDC, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0144P)²+10.1885P]
 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         3796
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.0668
_refine_ls_wR_factor_gt          0.0666
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.0000 0.5000 0.02282(8) Uani 1 2 d S . P . .
C1 C 0.60894(11) 0.18864(19) 0.59809(14) 0.0267(5) Uani 1 1 d . . . . .
H1A H 0.6237 0.2484 0.6368 0.032 Uiso 1 1 calc R U . . .
H1B H 0.6304 0.1999 0.5512 0.032 Uiso 1 1 calc R U . . .
N1 N 0.53996(9) 0.19920(15) 0.57474(11) 0.0240(4) Uani 1 1 d . . . . .
N2 N 0.59393(9) -0.01410(16) 0.60375(12) 0.0256(4) Uani 1 1 d . . . . .
C2 C 0.62730(10) 0.07562(19) 0.63385(13) 0.0219(5) Uani 1 1 d . . . . .
N3 N 0.41843(10) 0.11621(17) 0.57166(13) 0.0321(5) Uani 1 1 d . . . . .
C3 C 0.67910(12) 0.0648(2) 0.69279(14) 0.0300(5) Uani 1 1 d . . . . .
H3 H 0.7013 0.1299 0.7141 0.036 Uiso 1 1 calc R U . . .
N4 N 0.53850(8) 0.13445(16) 0.42008(11) 0.0247(4) Uani 1 1 d . . . . .
C4 C 0.69819(12) -0.0408(2) 0.72024(15) 0.0345(6) Uani 1 1 d . . . . .
H4 H 0.7337 -0.0496 0.7603 0.041 Uiso 1 1 calc R U . . .
N5 N 0.55644(9) 0.30543(17) 0.37914(12) 0.0283(4) Uani 1 1 d . . . . .
C5 C 0.66464(11) -0.1335(2) 0.68843(15) 0.0304(5) Uani 1 1 d . . . . .
H5 H 0.6769 -0.2075 0.7054 0.037 Uiso 1 1 calc R U . . .
C7 C 0.50734(12) 0.2176(2) 0.64298(14) 0.0298(5) Uani 1 1 d . . . . .
H7A H 0.5157 0.2953 0.6628 0.036 Uiso 1 1 calc R U . . .
H7B H 0.5242 0.1648 0.6856 0.036 Uiso 1 1 calc R U . . .
C6 C 0.61271(11) -0.1156(2) 0.63120(15) 0.0301(5) Uani 1 1 d . . . . .
H6 H 0.5891 -0.1794 0.6102 0.036 Uiso 1 1 calc R U . . .
C8 C 0.43683(12) 0.20020(19) 0.62202(14) 0.0269(5) Uani 1 1 d . . . . .
C9 C 0.39372(13) 0.2657(2) 0.65542(14) 0.0329(6) Uani 1 1 d . . . . .
H9 H 0.4081 0.3255 0.6904 0.039 Uiso 1 1 calc R U . . .
C10 C 0.32962(14) 0.2430(2) 0.63715(16) 0.0405(7) Uani 1 1 d . . . . .
H10 H 0.2993 0.2872 0.6591 0.049 Uiso 1 1 calc R U . . .
C11 C 0.31023(13) 0.1551(3) 0.58648(18) 0.0443(7) Uani 1 1 d . . . . .
H11 H 0.2665 0.1366 0.5734 0.053 Uiso 1 1 calc R U . . .
C12 C 0.35627(13) 0.0951(2) 0.55542(18) 0.0401(6) Uani 1 1 d . . . . .
H12 H 0.3429 0.0349 0.5203 0.048 Uiso 1 1 calc R U . . .
C13 C 0.52536(12) 0.28750(19) 0.51526(14) 0.0278(5) Uani 1 1 d . . . . .
H13A H 0.5512 0.3554 0.5306 0.033 Uiso 1 1 calc R U . . .
H13B H 0.4799 0.3084 0.5104 0.033 Uiso 1 1 calc R U . . .
C14 C 0.54023(10) 0.24235(19) 0.43845(13) 0.0235(5) Uani 1 1 d . . . . .
C15 C 0.55432(11) 0.1285(2) 0.34505(14) 0.0311(6) Uani 1 1 d . . . . .
H15 H 0.5573 0.0609 0.3161 0.037 Uiso 1 1 calc R U . . .
C16 C 0.56498(11) 0.2330(2) 0.31877(14) 0.0324(6) Uani 1 1 d . . . . .
H16 H 0.5761 0.2526 0.2688 0.039 Uiso 1 1 calc R U . . .
C17 C 0.56237(16) 0.4281(2) 0.37722(18) 0.0445(7) Uani 1 1 d . . . . .
H17A H 0.5841 0.4500 0.3329 0.067 Uiso 1 1 calc R U . . .
H17B H 0.5869 0.4543 0.4267 0.067 Uiso 1 1 calc R U . . .
H17C H 0.5200 0.4622 0.3708 0.067 Uiso 1 1 calc R U . . .
Cl1A Cl 0.3689(2) 0.4595(3) 0.3446(2) 0.0143(10) Uani 0.492(6) 1 d . . P A 1
O1A O 0.3704(4) 0.5600(4) 0.3031(3) 0.0505(15) Uani 0.492(6) 1 d . . P A 1
O2A O 0.4134(2) 0.3794(4) 0.3235(4) 0.0522(17) Uani 0.492(6) 1 d . . P A 1
O3A O 0.30775(18) 0.4115(3) 0.3376(4) 0.0493(17) Uani 0.492(6) 1 d . . P A 1
O4A O 0.3902(3) 0.4842(4) 0.4281(3) 0.066(2) Uani 0.492(6) 1 d . . P A 1
Cl1B Cl 0.3722(3) 0.4616(5) 0.3441(3) 0.0441(17) Uani 0.508(6) 1 d . . P A 2
O1B O 0.4091(4) 0.5428(5) 0.3067(3) 0.0544(16) Uani 0.508(6) 1 d . . P A 2
O2B O 0.4116(3) 0.3802(4) 0.3811(5) 0.071(2) Uani 0.508(6) 1 d . . P A 2
O3B O 0.3287(3) 0.4064(3) 0.2800(3) 0.0554(19) Uani 0.508(6) 1 d . . P A 2
O4B O 0.3365(3) 0.5175(7) 0.3927(6) 0.122(4) Uani 0.508(6) 1 d . . P A 2
C18 C 0.27794(14) 0.7289(3) 0.5769(2) 0.0555(9) Uani 1 1 d . . . . .
H18 H 0.2973 0.7160 0.6297 0.067 Uiso 1 1 calc R U . B 1
C20 C 0.23861(14) 0.6616(3) 0.4483(2) 0.0568(9) Uani 1 1 d . . . . .
H20 H 0.2308 0.6010 0.4119 0.068 Uiso 1 1 calc R U . C 1
C19A C 0.26639(13) 0.6396(3) 0.5254(2) 0.0551(9) Uani 0.5 1 d . . P D 1
C21 C 0.2847(3) 0.5112(5) 0.5604(3) 0.0391(13) Uani 0.5 1 d . . P D 1
H21A H 0.3110 0.4729 0.5260 0.059 Uiso 0.5 1 calc R U P D 1
H21B H 0.2457 0.4680 0.5619 0.059 Uiso 0.5 1 calc R U P D 1
H21C H 0.3083 0.5170 0.6138 0.059 Uiso 0.5 1 calc R U P D 1
C19B C 0.26639(13) 0.6396(3) 0.5254(2) 0.0551(9) Uani 0.5 1 d . . P D 2
H19 H 0.2771 0.5648 0.5422 0.066 Uiso 0.5 1 calc R U P D 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
Cd1 N4 2.3273(19) . ?
Cd1 N4 2.3274(19) 5_656 ?
Cd1 N2 2.480(2) 5_656 ?
Cd1 N2 2.480(2) . ?
Cd1 N3 2.6531(19) . ?
Cd1 N3 2.6532(19) 5_656 ?
Cd1 N1 2.7633(18) . ?
C1 N1 1.470(3) . ?
C1 C2 1.503(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
N1 C7 1.460(3) . ?
N1 C13 1.463(3) . ?
N2 C6 1.333(3) . ?
N2 C2 1.341(3) . ?
C2 C3 1.389(3) . ?
N3 C12 1.335(3) . ?
N3 C8 1.339(3) . ?
C3 C4 1.380(4) . ?
C3 H3 0.9500 . ?
N4 C14 1.318(3) . ?
N4 C15 1.377(3) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9500 . ?
N5 C14 1.347(3) . ?
N5 C16 1.377(3) . ?
N5 C17 1.462(3) . ?
C5 C6 1.383(3) . ?
C5 H5 0.9500 . ?
C7 C8 1.506(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C6 H6 0.9500 . ?
C8 C9 1.388(3) . ?
C9 C10 1.381(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.497(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 C16 1.349(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
Cl1A O1A 1.392(6) . ?
Cl1A O3A 1.409(6) . ?
Cl1A O2A 1.424(6) . ?
Cl1A O4A 1.466(6) . ?
Cl1B O2B 1.373(7) . ?
Cl1B O4B 1.376(8) . ?
Cl1B O1B 1.450(8) . ?
Cl1B O3B 1.482(7) . ?
C18 C19A 1.378(5) . ?
C18 C20 1.398(5) 7_566 ?
C18 H18 0.9500 . ?
C20 C19A 1.392(5) . ?
C20 C18 1.398(5) 7_566 ?
C20 H20 0.9500 . ?
C19A C21 1.663(7) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
N4 Cd1 N4 180.0 . 5_656 ?
N4 Cd1 N2 81.26(6) . 5_656 ?
N4 Cd1 N2 98.74(6) 5_656 5_656 ?
N4 Cd1 N2 98.74(6) . . ?
N4 Cd1 N2 81.26(6) 5_656 . ?
N2 Cd1 N2 180.00(8) 5_656 . ?
N4 Cd1 N3 103.03(6) . . ?
N4 Cd1 N3 76.97(6) 5_656 . ?
N2 Cd1 N3 77.47(7) 5_656 . ?
N2 Cd1 N3 102.53(7) . . ?
N4 Cd1 N3 76.97(6) . 5_656 ?
N4 Cd1 N3 103.03(6) 5_656 5_656 ?
N2 Cd1 N3 102.52(7) 5_656 5_656 ?
N2 Cd1 N3 77.48(7) . 5_656 ?
N3 Cd1 N3 180.0 . 5_656 ?
N4 Cd1 N1 64.85(6) . . ?
N4 Cd1 N1 115.15(6) 5_656 . ?
N2 Cd1 N1 115.86(6) 5_656 . ?
N2 Cd1 N1 64.14(6) . . ?
N3 Cd1 N1 61.24(6) . . ?
N3 Cd1 N1 118.76(6) 5_656 . ?
N1 C1 C2 112.18(18) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C7 N1 C13 111.89(18) . . ?
C7 N1 C1 111.52(19) . . ?
C13 N1 C1 110.70(18) . . ?
C7 N1 Cd1 110.42(13) . . ?
C13 N1 Cd1 105.67(13) . . ?
C1 N1 Cd1 106.34(13) . . ?
C6 N2 C2 117.8(2) . . ?
C6 N2 Cd1 118.87(15) . . ?
C2 N2 Cd1 123.29(15) . . ?
N2 C2 C3 121.8(2) . . ?
N2 C2 C1 117.4(2) . . ?
C3 C2 C1 120.7(2) . . ?
C12 N3 C8 117.5(2) . . ?
C12 N3 Cd1 120.04(16) . . ?
C8 N3 Cd1 122.36(15) . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C14 N4 C15 105.7(2) . . ?
C14 N4 Cd1 121.73(15) . . ?
C15 N4 Cd1 131.96(16) . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C14 N5 C16 107.2(2) . . ?
C14 N5 C17 127.1(2) . . ?
C16 N5 C17 125.7(2) . . ?
C4 C5 C6 118.2(2) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C7 C8 111.2(2) . . ?
N1 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
N1 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N2 C6 C5 123.8(2) . . ?
N2 C6 H6 118.1 . . ?
C5 C6 H6 118.1 . . ?
N3 C8 C9 122.3(2) . . ?
N3 C8 C7 116.4(2) . . ?
C9 C8 C7 121.3(2) . . ?
C10 C9 C8 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 119.0(2) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 117.9(3) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
N3 C12 C11 124.1(3) . . ?
N3 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
N1 C13 C14 107.77(19) . . ?
N1 C13 H13A 110.2 . . ?
C14 C13 H13A 110.2 . . ?
N1 C13 H13B 110.2 . . ?
C14 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N4 C14 N5 111.2(2) . . ?
N4 C14 C13 123.8(2) . . ?
N5 C14 C13 125.0(2) . . ?
C16 C15 N4 109.9(2) . . ?
C16 C15 H15 125.1 . . ?
N4 C15 H15 125.1 . . ?
C15 C16 N5 106.0(2) . . ?
C15 C16 H16 127.0 . . ?
N5 C16 H16 127.0 . . ?
N5 C17 H17A 109.5 . . ?
N5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1A Cl1A O3A 113.1(5) . . ?
O1A Cl1A O2A 112.1(4) . . ?
O3A Cl1A O2A 110.4(4) . . ?
O1A Cl1A O4A 107.5(4) . . ?
O3A Cl1A O4A 108.4(4) . . ?
O2A Cl1A O4A 105.0(4) . . ?
O2B Cl1B O4B 114.4(7) . . ?
O2B Cl1B O1B 109.7(6) . . ?
O4B Cl1B O1B 109.2(6) . . ?
O2B Cl1B O3B 107.8(5) . . ?
O4B Cl1B O3B 108.7(6) . . ?
O1B Cl1B O3B 106.7(5) . . ?
C19A C18 C20 120.3(3) . 7_566 ?
C19A C18 H18 119.8 . . ?
C20 C18 H18 119.8 7_566 . ?
C19A C20 C18 121.4(3) . 7_566 ?
C19A C20 H20 119.3 . . ?
C18 C20 H20 119.3 7_566 . ?
C18 C19A C20 118.3(4) . . ?
C18 C19A C21 117.7(3) . . ?
C20 C19A C21 124.0(3) . . ?
C19A C21 H21A 109.5 . . ?
C19A C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19A C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C7 76.2(2) . . . . ?
C2 C1 N1 C13 -158.54(18) . . . . ?
C2 C1 N1 Cd1 -44.2(2) . . . . ?
C6 N2 C2 C3 -1.2(3) . . . . ?
Cd1 N2 C2 C3 179.00(16) . . . . ?
C6 N2 C2 C1 175.3(2) . . . . ?
Cd1 N2 C2 C1 -4.5(3) . . . . ?
N1 C1 C2 N2 36.2(3) . . . . ?
N1 C1 C2 C3 -147.2(2) . . . . ?
N2 C2 C3 C4 1.6(4) . . . . ?
C1 C2 C3 C4 -174.8(2) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C13 N1 C7 C8 69.3(2) . . . . ?
C1 N1 C7 C8 -166.13(19) . . . . ?
Cd1 N1 C7 C8 -48.1(2) . . . . ?
C2 N2 C6 C5 -0.3(4) . . . . ?
Cd1 N2 C6 C5 179.45(19) . . . . ?
C4 C5 C6 N2 1.4(4) . . . . ?
C12 N3 C8 C9 -1.5(4) . . . . ?
Cd1 N3 C8 C9 175.64(17) . . . . ?
C12 N3 C8 C7 176.5(2) . . . . ?
Cd1 N3 C8 C7 -6.4(3) . . . . ?
N1 C7 C8 N3 37.9(3) . . . . ?
N1 C7 C8 C9 -144.1(2) . . . . ?
N3 C8 C9 C10 0.9(4) . . . . ?
C7 C8 C9 C10 -177.0(2) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C10 C11 C12 -1.0(4) . . . . ?
C8 N3 C12 C11 0.8(4) . . . . ?
Cd1 N3 C12 C11 -176.4(2) . . . . ?
C10 C11 C12 N3 0.4(5) . . . . ?
C7 N1 C13 C14 -159.85(19) . . . . ?
C1 N1 C13 C14 75.1(2) . . . . ?
Cd1 N1 C13 C14 -39.6(2) . . . . ?
C15 N4 C14 N5 -0.1(3) . . . . ?
Cd1 N4 C14 N5 -172.03(14) . . . . ?
C15 N4 C14 C13 179.3(2) . . . . ?
Cd1 N4 C14 C13 7.4(3) . . . . ?
C16 N5 C14 N4 0.6(3) . . . . ?
C17 N5 C14 N4 179.1(2) . . . . ?
C16 N5 C14 C13 -178.8(2) . . . . ?
C17 N5 C14 C13 -0.4(4) . . . . ?
N1 C13 C14 N4 27.3(3) . . . . ?
N1 C13 C14 N5 -153.3(2) . . . . ?
C14 N4 C15 C16 -0.4(3) . . . . ?
Cd1 N4 C15 C16 170.30(16) . . . . ?
N4 C15 C16 N5 0.8(3) . . . . ?
C14 N5 C16 C15 -0.8(3) . . . . ?
C17 N5 C16 C15 -179.3(2) . . . . ?
C20 C18 C19A C20 0.6(5) 7_566 . . . ?
C20 C18 C19A C21 -177.6(3) 7_566 . . . ?
C18 C20 C19A C18 -0.7(5) 7_566 . . . ?
C18 C20 C19A C21 177.5(3) 7_566 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O1A 0.99 2.49 3.427(6) 157.3 5_666
C5 H5 O3A 0.95 2.56 3.392(5) 145.7 5_656
C5 H5 O3B 0.95 2.38 3.284(5) 159.2 5_656
C7 H7A O1B 0.99 2.51 3.398(6) 149.6 5_666
C6 H6 O2A 0.95 2.64 3.292(5) 126.7 5_656
C6 H6 O2B 0.95 2.39 3.185(6) 141.2 5_656
C9 H9 O1A 0.95 2.58 3.359(6) 139.2 6_566
C9 H9 O1B 0.95 2.53 3.426(6) 157.4 6_566
C11 H11 O3A 0.95 2.42 3.093(6) 127.8 7_556
C12 H12 N2 0.95 2.68 3.212(3) 115.6 5_656
C13 H13A O4A 0.99 2.33 3.318(6) 177.3 5_666
C13 H13B O2B 0.99 2.61 3.278(5) 124.8 .
C16 H16 O2A 0.95 2.22 3.082(6) 150.8 2_655
C17 H17A O1B 0.98 2.66 3.563(7) 154.3 2_655
C17 H17B O4A 0.98 2.57 3.500(5) 158.4 5_666
C17 H17C O2A 0.98 2.50 3.223(6) 130.7 .
C17 H17C O1B 0.98 2.63 3.579(8) 162.0 .
C17 H17C O2B 0.98 2.53 3.269(7) 131.7 .

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.062

_shelxl_version_number           2013-2


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/toluene'
_database_code_depnum_ccdc_archive 'CCDC 1018642'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_DB6

#===================================================================== 
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"bis(((1-Methylimidazol-2-yl)methyl)bis((2-pyridyl)methyl)amine-N,N',N'',N''')-mercury(ii) diperchlorate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H38 Hg N10, 2(Cl O4), C7 H8'
_chemical_formula_sum            'C41 H46 Cl2 Hg N10 O8'
_chemical_formula_weight         1078.37

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   21.4151(18)
_cell_length_b                   11.8611(10)
_cell_length_c                   17.6893(15)
_cell_angle_alpha                90
_cell_angle_beta                 96.467(7)
_cell_angle_gamma                90
_cell_volume                     4464.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    61
_cell_measurement_theta_min      5.10
_cell_measurement_theta_max      13.30

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_F_000             2156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    3.630
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2305
_exptl_absorpt_correction_T_max  0.3059
_exptl_absorpt_process_details   
;
Psi-scans: North, A. C. T., Phillips, D. C. and Mathews, F. S. (1968) 
Acta. Cryst. A24, 351-359
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5253
_diffrn_reflns_av_unetI/netI     0.0972
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5118
_reflns_number_gt                2630
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 3.3 (CCDC, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0483P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5118
_refine_ls_number_parameters     301
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.1370
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1312
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.5000 0.0000 0.5000 0.06039(17) Uani 1 2 d S . P . .
N1 N 0.4621(3) 0.2029(5) 0.4242(3) 0.0552(15) Uani 1 1 d . . . . .
N2 N 0.3978(3) -0.0088(7) 0.3955(4) 0.0701(17) Uani 1 1 d . . . . .
N3 N 0.5860(3) 0.1328(6) 0.4224(4) 0.079(2) Uani 1 1 d . . . . .
N4 N 0.4676(3) 0.1268(5) 0.5741(3) 0.0551(16) Uani 1 1 d . . . . .
N5 N 0.4475(3) 0.2943(6) 0.6160(4) 0.0660(18) Uani 1 1 d . . . . .
C1 C 0.3940(4) 0.1945(7) 0.4039(5) 0.067(2) Uani 1 1 d . . . . .
H1A H 0.3803 0.2570 0.3707 0.081 Uiso 1 1 calc R U . . .
H1B H 0.3735 0.2019 0.4498 0.081 Uiso 1 1 calc R U . . .
C2 C 0.3730(4) 0.0865(8) 0.3650(5) 0.060(2) Uani 1 1 d . . . . .
C3 C 0.3285(5) 0.0851(9) 0.3031(6) 0.083(3) Uani 1 1 d . . . . .
H3A H 0.3122 0.1523 0.2822 0.099 Uiso 1 1 calc R U . . .
C4 C 0.3082(5) -0.0169(11) 0.2721(6) 0.098(4) Uani 1 1 d . . . . .
H4A H 0.2779 -0.0188 0.2301 0.117 Uiso 1 1 calc R U . . .
C5 C 0.3328(5) -0.1159(10) 0.3030(6) 0.088(3) Uani 1 1 d . . . . .
H5A H 0.3200 -0.1858 0.2830 0.106 Uiso 1 1 calc R U . . .
C6 C 0.3770(5) -0.1064(9) 0.3648(6) 0.084(3) Uani 1 1 d . . . . .
H6A H 0.3936 -0.1725 0.3869 0.101 Uiso 1 1 calc R U . . .
C7 C 0.4946(4) 0.2230(8) 0.3568(5) 0.073(2) Uani 1 1 d . . . . .
H7A H 0.4838 0.2974 0.3368 0.088 Uiso 1 1 calc R U . . .
H7B H 0.4805 0.1681 0.3179 0.088 Uiso 1 1 calc R U . . .
C8 C 0.5651(4) 0.2143(7) 0.3755(5) 0.067(2) Uani 1 1 d . . . . .
C9 C 0.6046(5) 0.2885(8) 0.3437(5) 0.083(3) Uani 1 1 d . . . . .
H9A H 0.5882 0.3460 0.3116 0.100 Uiso 1 1 calc R U . . .
C10 C 0.6678(6) 0.2759(12) 0.3603(7) 0.109(4) Uani 1 1 d . . . . .
H10A H 0.6954 0.3245 0.3395 0.131 Uiso 1 1 calc R U . . .
C11 C 0.6901(5) 0.1912(13) 0.4078(7) 0.111(4) Uani 1 1 d . . . . .
H11A H 0.7331 0.1803 0.4202 0.133 Uiso 1 1 calc R U . . .
C12 C 0.6468(5) 0.1220(10) 0.4369(6) 0.102(3) Uani 1 1 d . . . . .
H12A H 0.6620 0.0637 0.4690 0.122 Uiso 1 1 calc R U . . .
C13 C 0.4770(4) 0.2848(7) 0.4833(4) 0.066(2) Uani 1 1 d . . . . .
H13A H 0.4515 0.3518 0.4727 0.079 Uiso 1 1 calc R U . . .
H13B H 0.5209 0.3063 0.4853 0.079 Uiso 1 1 calc R U . . .
C14 C 0.4646(3) 0.2355(7) 0.5575(5) 0.058(2) Uani 1 1 d . . . . .
C15 C 0.4535(4) 0.1166(8) 0.6476(5) 0.068(2) Uani 1 1 d . . . . .
H15A H 0.4528 0.0495 0.6747 0.081 Uiso 1 1 calc R U . . .
C16 C 0.4411(4) 0.2188(8) 0.6738(5) 0.075(3) Uani 1 1 d . . . . .
H16A H 0.4302 0.2358 0.7220 0.091 Uiso 1 1 calc R U . . .
C17 C 0.4383(5) 0.4167(7) 0.6203(5) 0.089(3) Uani 1 1 d . . . . .
H17A H 0.4140 0.4424 0.5747 0.133 Uiso 1 1 calc R U . . .
H17B H 0.4785 0.4536 0.6256 0.133 Uiso 1 1 calc R U . . .
H17C H 0.4166 0.4341 0.6635 0.133 Uiso 1 1 calc R U . . .
Cl1 Cl 0.37320(12) 0.5482(2) 0.34367(17) 0.0828(7) Uani 1 1 d D . . . .
O1A O 0.4139(5) 0.6276(10) 0.3175(8) 0.138(4) Uani 0.6386 1 d D U P A 1
O2A O 0.3687(8) 0.4480(10) 0.3109(8) 0.157(5) Uani 0.6386 1 d D U P A 1
O3A O 0.3982(8) 0.5278(13) 0.4223(7) 0.177(6) Uani 0.6386 1 d D U P A 1
O4A O 0.3158(6) 0.6000(12) 0.3481(10) 0.179(6) Uani 0.6386 1 d D U P A 1
O1B O 0.4196(9) 0.4811(17) 0.3127(13) 0.138(4) Uani 0.3614 1 d D U P A 2
O2B O 0.3430(11) 0.6074(16) 0.2799(10) 0.157(5) Uani 0.3614 1 d D U P A 2
O3B O 0.3289(10) 0.476(2) 0.3673(14) 0.177(6) Uani 0.3614 1 d D U P A 2
O4B O 0.4011(11) 0.617(2) 0.3979(14) 0.179(6) Uani 0.3614 1 d D U P A 2
C18 C 0.2406(8) 0.334(2) 0.4482(13) 0.139(6) Uani 1 1 d . . . . .
H18A H 0.2347 0.3936 0.4136 0.166 Uiso 1 1 calc R U . B 1
C20 C 0.2751(8) 0.269(3) 0.5741(11) 0.161(8) Uani 1 1 d . . . . .
H20A H 0.2922 0.2828 0.6239 0.193 Uiso 1 1 calc R U . C 1
C19A C 0.2659(7) 0.3559(17) 0.5233(17) 0.131(5) Uani 0.5 1 d . . P D 1
C21 C 0.2806(12) 0.464(3) 0.550(2) 0.174(14) Uani 0.5 1 d . . P D 1
H21A H 0.3001 0.4593 0.6016 0.261 Uiso 0.5 1 calc R U P D 1
H21B H 0.2429 0.5076 0.5483 0.261 Uiso 0.5 1 calc R U P D 1
H21C H 0.3090 0.4983 0.5188 0.261 Uiso 0.5 1 calc R U P D 1
C19B C 0.2659(7) 0.3559(17) 0.5233(17) 0.131(5) Uani 0.5 1 d . . P D 2
H19B H 0.2765 0.4292 0.5386 0.157 Uiso 0.5 1 calc R U P D 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
Hg1 N4 2.160(6) . ?
Hg1 N4 2.160(6) 5_656 ?
Hg1 N2 2.702(6) . ?
Hg1 N1 2.829(6) . ?
Hg1 N3 2.887(7) . ?
N1 C13 1.437(9) . ?
N1 C7 1.465(9) . ?
N1 C1 1.465(9) . ?
N2 C6 1.334(10) . ?
N2 C2 1.337(10) . ?
N3 C12 1.304(11) . ?
N3 C8 1.319(10) . ?
N4 C14 1.322(9) . ?
N4 C15 1.373(9) . ?
N5 C14 1.334(9) . ?
N5 C16 1.377(11) . ?
N5 C17 1.467(10) . ?
C1 C2 1.499(11) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.369(11) . ?
C3 C4 1.379(13) . ?
C3 H3A 0.9300 . ?
C4 C5 1.375(12) . ?
C4 H4A 0.9300 . ?
C5 C6 1.367(12) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.513(12) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.383(11) . ?
C9 C10 1.361(14) . ?
C9 H9A 0.9300 . ?
C10 C11 1.361(15) . ?
C10 H10A 0.9300 . ?
C11 C12 1.381(14) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.488(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 C16 1.335(11) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
Cl1 O2A 1.322(11) . ?
Cl1 O4B 1.347(14) . ?
Cl1 O3B 1.376(14) . ?
Cl1 O4A 1.384(11) . ?
Cl1 O1A 1.396(9) . ?
Cl1 O2B 1.421(14) . ?
Cl1 O1B 1.429(14) . ?
Cl1 O3A 1.453(11) . ?
C18 C20 1.32(2) 7_556 ?
C18 C19A 1.40(2) . ?
C18 H18A 0.9300 . ?
C20 C18 1.32(2) 7_556 ?
C20 C19A 1.37(2) . ?
C20 H20A 0.9300 . ?
C19A C21 1.38(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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
N4 Hg1 N4 180.0 . 5_656 ?
N4 Hg1 N2 98.7(2) . . ?
N4 Hg1 N2 81.3(2) 5_656 . ?
N4 Hg1 N1 66.5(2) . . ?
N4 Hg1 N1 113.5(2) 5_656 . ?
N2 Hg1 N1 62.7(2) . . ?
N4 Hg1 N3 100.1(2) . . ?
N4 Hg1 N3 79.9(2) 5_656 . ?
N2 Hg1 N3 101.9(2) . . ?
N1 Hg1 N3 58.31(19) . . ?
C13 N1 C7 113.3(6) . . ?
C13 N1 C1 111.0(6) . . ?
C7 N1 C1 111.3(6) . . ?
C13 N1 Hg1 101.6(4) . . ?
C7 N1 Hg1 112.7(5) . . ?
C1 N1 Hg1 106.4(5) . . ?
C6 N2 C2 118.0(7) . . ?
C6 N2 Hg1 121.4(7) . . ?
C2 N2 Hg1 119.8(6) . . ?
C12 N3 C8 117.2(9) . . ?
C12 N3 Hg1 121.9(7) . . ?
C8 N3 Hg1 120.6(6) . . ?
C14 N4 C15 106.6(7) . . ?
C14 N4 Hg1 123.7(5) . . ?
C15 N4 Hg1 129.3(5) . . ?
C14 N5 C16 107.1(7) . . ?
C14 N5 C17 127.4(8) . . ?
C16 N5 C17 125.4(7) . . ?
N1 C1 C2 114.1(7) . . ?
N1 C1 H1A 108.7 . . ?
C2 C1 H1A 108.7 . . ?
N1 C1 H1B 108.7 . . ?
C2 C1 H1B 108.7 . . ?
H1A C1 H1B 107.6 . . ?
N2 C2 C3 121.5(8) . . ?
N2 C2 C1 116.9(8) . . ?
C3 C2 C1 121.6(9) . . ?
C2 C3 C4 119.3(9) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C5 C4 C3 120.1(9) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C6 C5 C4 116.5(10) . . ?
C6 C5 H5A 121.7 . . ?
C4 C5 H5A 121.7 . . ?
N2 C6 C5 124.6(10) . . ?
N2 C6 H6A 117.7 . . ?
C5 C6 H6A 117.7 . . ?
N1 C7 C8 111.5(7) . . ?
N1 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N1 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N3 C8 C9 122.8(9) . . ?
N3 C8 C7 116.5(8) . . ?
C9 C8 C7 120.6(9) . . ?
C10 C9 C8 118.8(10) . . ?
C10 C9 H9A 120.6 . . ?
C8 C9 H9A 120.6 . . ?
C11 C10 C9 119.1(11) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
C10 C11 C12 117.7(11) . . ?
C10 C11 H11A 121.2 . . ?
C12 C11 H11A 121.2 . . ?
N3 C12 C11 124.4(11) . . ?
N3 C12 H12A 117.8 . . ?
C11 C12 H12A 117.8 . . ?
N1 C13 C14 109.2(6) . . ?
N1 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
N1 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
N4 C14 N5 110.4(7) . . ?
N4 C14 C13 124.8(7) . . ?
N5 C14 C13 124.8(8) . . ?
C16 C15 N4 108.8(8) . . ?
C16 C15 H15A 125.6 . . ?
N4 C15 H15A 125.6 . . ?
C15 C16 N5 107.0(8) . . ?
C15 C16 H16A 126.5 . . ?
N5 C16 H16A 126.5 . . ?
N5 C17 H17A 109.5 . . ?
N5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4B Cl1 O3B 115.1(13) . . ?
O2A Cl1 O4A 113.7(9) . . ?
O2A Cl1 O1A 118.6(9) . . ?
O4A Cl1 O1A 108.1(8) . . ?
O4B Cl1 O2B 113.1(12) . . ?
O3B Cl1 O2B 106.3(12) . . ?
O4B Cl1 O1B 109.8(12) . . ?
O3B Cl1 O1B 107.7(12) . . ?
O2B Cl1 O1B 104.2(11) . . ?
O2A Cl1 O3A 105.7(8) . . ?
O4A Cl1 O3A 104.7(9) . . ?
O1A Cl1 O3A 104.6(8) . . ?
C20 C18 C19A 121(2) 7_556 . ?
C20 C18 H18A 119.6 7_556 . ?
C19A C18 H18A 119.6 . . ?
C18 C20 C19A 119(2) 7_556 . ?
C18 C20 H20A 120.3 7_556 . ?
C19A C20 H20A 120.3 . . ?
C20 C19A C21 117(3) . . ?
C20 C19A C18 119.9(17) . . ?
C21 C19A C18 123(3) . . ?
C19A C21 H21A 109.5 . . ?
C19A C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19A C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C1 C2 -159.1(7) . . . . ?
C7 N1 C1 C2 73.8(9) . . . . ?
Hg1 N1 C1 C2 -49.4(7) . . . . ?
C6 N2 C2 C3 -1.4(12) . . . . ?
Hg1 N2 C2 C3 168.5(7) . . . . ?
C6 N2 C2 C1 175.9(9) . . . . ?
Hg1 N2 C2 C1 -14.2(9) . . . . ?
N1 C1 C2 N2 46.0(10) . . . . ?
N1 C1 C2 C3 -136.7(8) . . . . ?
N2 C2 C3 C4 0.9(14) . . . . ?
C1 C2 C3 C4 -176.3(8) . . . . ?
C2 C3 C4 C5 -0.3(15) . . . . ?
C3 C4 C5 C6 0.3(15) . . . . ?
C2 N2 C6 C5 1.4(14) . . . . ?
Hg1 N2 C6 C5 -168.3(8) . . . . ?
C4 C5 C6 N2 -0.9(16) . . . . ?
C13 N1 C7 C8 62.7(9) . . . . ?
C1 N1 C7 C8 -171.5(7) . . . . ?
Hg1 N1 C7 C8 -52.0(8) . . . . ?
C12 N3 C8 C9 -1.8(14) . . . . ?
Hg1 N3 C8 C9 172.4(6) . . . . ?
C12 N3 C8 C7 177.7(9) . . . . ?
Hg1 N3 C8 C7 -8.1(10) . . . . ?
N1 C7 C8 N3 40.3(11) . . . . ?
N1 C7 C8 C9 -140.2(8) . . . . ?
N3 C8 C9 C10 1.3(14) . . . . ?
C7 C8 C9 C10 -178.2(9) . . . . ?
C8 C9 C10 C11 -0.3(16) . . . . ?
C9 C10 C11 C12 -0.1(18) . . . . ?
C8 N3 C12 C11 1.4(16) . . . . ?
Hg1 N3 C12 C11 -172.7(9) . . . . ?
C10 C11 C12 N3 -0.5(19) . . . . ?
C7 N1 C13 C14 -157.1(6) . . . . ?
C1 N1 C13 C14 76.9(8) . . . . ?
Hg1 N1 C13 C14 -35.9(7) . . . . ?
C15 N4 C14 N5 -2.0(9) . . . . ?
Hg1 N4 C14 N5 -175.3(5) . . . . ?
C15 N4 C14 C13 179.6(7) . . . . ?
Hg1 N4 C14 C13 6.3(11) . . . . ?
C16 N5 C14 N4 2.0(9) . . . . ?
C17 N5 C14 N4 -179.5(8) . . . . ?
C16 N5 C14 C13 -179.6(7) . . . . ?
C17 N5 C14 C13 -1.1(13) . . . . ?
N1 C13 C14 N4 28.0(11) . . . . ?
N1 C13 C14 N5 -150.1(7) . . . . ?
C14 N4 C15 C16 1.2(10) . . . . ?
Hg1 N4 C15 C16 174.0(6) . . . . ?
N4 C15 C16 N5 0.0(10) . . . . ?
C14 N5 C16 C15 -1.2(10) . . . . ?
C17 N5 C16 C15 -179.7(8) . . . . ?
C18 C20 C19A C21 177.4(18) 7_556 . . . ?
C18 C20 C19A C18 -1(3) 7_556 . . . ?
C20 C18 C19A C20 1(3) 7_556 . . . ?
C20 C18 C19A C21 -177.2(19) 7_556 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O2A 0.97 2.50 3.441(16) 163.1 .
C5 H5A O2B 0.93 2.50 3.32(2) 146.2 1_545
C6 H6A O4B 0.93 2.51 3.36(3) 153.0 1_545
C7 H7A O1B 0.97 2.59 3.50(2) 158.0 .
C11 H11A O4A 0.93 2.49 3.189(16) 132.5 3_545
C13 H13A O3A 0.97 2.50 3.451(17) 168.1 .
C16 H16A O1A 0.93 2.40 3.234(14) 149.8 6_566
C17 H17B O1A 0.96 2.59 3.273(15) 128.0 5_666
C17 H17B O1B 0.96 2.45 3.36(3) 158.4 5_666

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-2


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/toluene'
_database_code_depnum_ccdc_archive 'CCDC 1018643'
