# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

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

data_Compound1
_database_code_depnum_ccdc_archive 'CCDC 1044688'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H30 Cd Cl2 N12 O8'
_chemical_formula_sum            'C36 H30 Cd Cl2 N12 O8'
_chemical_formula_weight         942.02

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'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   R-3c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'

_cell_length_a                   31.070(5)
_cell_length_b                   31.070(5)
_cell_length_c                   31.862(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                120.000(5)
_cell_volume                     26637(7)
_cell_formula_units_Z            18
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'Rod Shaped'
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             8568
_exptl_absorpt_coefficient_mu    0.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9192
_exptl_absorpt_correction_T_max  0.9420
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            158511
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         28.27
_reflns_number_total             7342
_reflns_number_gt                6656
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0899P)²+326.4002P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.000003(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7342
_refine_ls_number_parameters     250
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_ref         0.1830
_refine_ls_wR_factor_gt          0.1793
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.050
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.58082(13) 1.06029(13) 0.27155(12) 0.0264(7) Uani 1 1 d . . .
H1 H 0.5726 1.0305 0.2849 0.032 Uiso 1 1 calc R . .
C2 C 0.62883(14) 1.09979(14) 0.27572(12) 0.0305(7) Uani 1 1 d . . .
H2 H 0.6523 1.0965 0.2912 0.037 Uiso 1 1 calc R . .
C3 C 0.64106(15) 1.14423(15) 0.25636(13) 0.0361(9) Uani 1 1 d . . .
C4 C 0.60551(16) 1.14692(16) 0.23220(15) 0.0415(10) Uani 1 1 d . . .
H4 H 0.6131 1.1760 0.2180 0.050 Uiso 1 1 calc R . .
C5 C 0.55838(14) 1.10565(14) 0.22945(13) 0.0336(8) Uani 1 1 d . . .
H5 H 0.5346 1.1077 0.2132 0.040 Uiso 1 1 calc R . .
C6 C 0.48857(15) 0.98115(14) 0.34653(11) 0.0292(7) Uani 1 1 d . . .
H6 H 0.5091 0.9734 0.3310 0.035 Uiso 1 1 calc R . .
C7 C 0.49170(16) 0.98144(16) 0.38985(12) 0.0332(8) Uani 1 1 d . . .
H7 H 0.5142 0.9745 0.4030 0.040 Uiso 1 1 calc R . .
C8 C 0.46044(15) 0.99234(16) 0.41351(12) 0.0325(8) Uani 1 1 d . . .
C9 C 0.42691(16) 1.00172(16) 0.39246(11) 0.0331(8) Uani 1 1 d . . .
H9 H 0.4050 1.0082 0.4073 0.040 Uiso 1 1 calc R . .
C10 C 0.42669(15) 1.00125(15) 0.34874(11) 0.0300(7) Uani 1 1 d . . .
H10 H 0.4044 1.0080 0.3348 0.036 Uiso 1 1 calc R . .
C11 C 0.46373(16) 0.99572(17) 0.45947(13) 0.0378(10) Uani 1 1 d . . .
H11 H 0.4387 0.9962 0.4751 0.045 Uiso 1 1 calc R . .
C12 C 0.37055(14) 0.89991(13) 0.21390(11) 0.0280(7) Uani 1 1 d . . .
H12 H 0.3962 0.9040 0.1963 0.034 Uiso 1 1 calc R . .
C13 C 0.32623(14) 0.85555(13) 0.21246(12) 0.0295(7) Uani 1 1 d . . .
H13 H 0.3222 0.8303 0.1944 0.035 Uiso 1 1 calc R . .
C14 C 0.28759(13) 0.84940(13) 0.23865(12) 0.0281(7) Uani 1 1 d . . .
C15 C 0.29493(14) 0.88856(15) 0.26375(13) 0.0333(8) Uani 1 1 d . . .
H15 H 0.2694 0.8859 0.2808 0.040 Uiso 1 1 calc R . .
C16 C 0.34043(14) 0.93184(14) 0.26341(12) 0.0301(8) Uani 1 1 d . . .
H16 H 0.3448 0.9581 0.2804 0.036 Uiso 1 1 calc R . .
C17 C 0.24051(14) 0.80134(14) 0.24009(13) 0.0340(8) Uani 1 1 d . . .
H17 H 0.2170 0.7955 0.2607 0.041 Uiso 1 1 calc R . .
C18 C 0.18868(16) 0.69095(16) 0.23934(15) 0.0433(10) Uani 1 1 d . . .
H18 H 0.2178 0.6981 0.2532 0.052 Uiso 1 1 calc R . .
Cd1 Cd 0.461165(10) 1.0000 0.2500 0.01716(12) Uani 1 2 d S . .
Cl1 Cl 0.30504(8) 0.01829(7) 0.33637(12) 0.1171(11) Uani 1 1 d D . .
N1 N 0.54578(11) 1.06293(11) 0.24922(9) 0.0254(6) Uani 1 1 d . . .
N2 N 0.45697(12) 0.99164(12) 0.32577(10) 0.0261(6) Uani 1 1 d . . .
N3 N 0.50134(15) 0.99796(17) 0.47780(9) 0.0423(9) Uani 1 1 d . . .
N4 N 0.18758(13) 0.72388(13) 0.21714(12) 0.0414(9) Uani 1 1 d . . .
N5 N 0.23243(14) 0.76825(13) 0.21311(12) 0.0416(9) Uani 1 1 d . . .
N6 N 0.37849(11) 0.93765(11) 0.23961(9) 0.0249(6) Uani 1 1 d . . .
O1 O 0.2775(3) 0.0398(3) 0.3465(3) 0.1542(18) Uani 1 1 d . . .
O2 O 0.3528(3) 0.0504(3) 0.3238(3) 0.1542(18) Uani 1 1 d . . .
O3 O 0.3146(3) 0.0142(3) 0.37548(15) 0.1542(18) Uani 1 1 d D . .
O4 O 0.2874(3) -0.0282(3) 0.3312(3) 0.1542(18) Uani 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.337(5) . ?
C1 C2 1.385(5) . ?
C2 C3 1.381(6) . ?
C3 C4 1.383(6) . ?
C3 C18 1.479(5) 6_565 ?
C4 C5 1.385(5) . ?
C5 N1 1.339(5) . ?
C6 N2 1.352(5) . ?
C6 C7 1.383(5) . ?
C7 C8 1.398(6) . ?
C8 C9 1.387(6) . ?
C8 C11 1.468(5) . ?
C9 C10 1.393(5) . ?
C10 N2 1.338(5) . ?
C11 N3 1.277(6) . ?
C12 N6 1.348(5) . ?
C12 C13 1.379(5) . ?
C13 C14 1.395(5) . ?
C14 C15 1.376(5) . ?
C14 C17 1.479(5) . ?
C15 C16 1.380(5) . ?
C16 N6 1.339(5) . ?
C17 N5 1.265(6) . ?
C18 N4 1.258(6) . ?
C18 C3 1.479(5) 6_455 ?
Cd1 N6 2.342(3) 4_675 ?
Cd1 N6 2.342(3) . ?
Cd1 N1 2.365(3) 4_675 ?
Cd1 N1 2.365(3) . ?
Cd1 N2 2.425(3) 4_675 ?
Cd1 N2 2.425(3) . ?
Cl1 O4 1.273(8) . ?
Cl1 O3 1.3019(10) . ?
Cl1 O1 1.360(8) . ?
Cl1 O2 1.370(8) . ?
N3 N3 1.427(6) 19_676 ?
N4 N5 1.392(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.1(3) . . ?
C3 C2 C1 118.6(4) . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 C18 121.9(4) . 6_565 ?
C4 C3 C18 119.4(4) . 6_565 ?
C3 C4 C5 119.1(4) . . ?
N1 C5 C4 122.5(4) . . ?
N2 C6 C7 122.9(4) . . ?
C6 C7 C8 119.0(4) . . ?
C9 C8 C7 118.4(4) . . ?
C9 C8 C11 120.0(4) . . ?
C7 C8 C11 121.6(4) . . ?
C8 C9 C10 118.8(4) . . ?
N2 C10 C9 123.3(4) . . ?
N3 C11 C8 119.3(4) . . ?
N6 C12 C13 123.2(3) . . ?
C12 C13 C14 118.6(3) . . ?
C15 C14 C13 118.4(3) . . ?
C15 C14 C17 121.2(4) . . ?
C13 C14 C17 120.4(3) . . ?
C14 C15 C16 119.5(4) . . ?
N6 C16 C15 122.8(3) . . ?
N5 C17 C14 119.6(4) . . ?
N4 C18 C3 120.9(4) . 6_455 ?
N6 Cd1 N6 93.81(15) 4_675 . ?
N6 Cd1 N1 171.25(10) 4_675 4_675 ?
N6 Cd1 N1 88.03(11) . 4_675 ?
N6 Cd1 N1 88.03(11) 4_675 . ?
N6 Cd1 N1 171.25(10) . . ?
N1 Cd1 N1 91.44(16) 4_675 . ?
N6 Cd1 N2 94.25(11) 4_675 4_675 ?
N6 Cd1 N2 85.74(10) . 4_675 ?
N1 Cd1 N2 94.42(10) 4_675 4_675 ?
N1 Cd1 N2 85.60(10) . 4_675 ?
N6 Cd1 N2 85.73(10) 4_675 . ?
N6 Cd1 N2 94.25(11) . . ?
N1 Cd1 N2 85.60(10) 4_675 . ?
N1 Cd1 N2 94.42(10) . . ?
N2 Cd1 N2 179.97(15) 4_675 . ?
O4 Cl1 O3 90.2(7) . . ?
O4 Cl1 O1 124.5(5) . . ?
O3 Cl1 O1 93.0(6) . . ?
O4 Cl1 O2 118.9(5) . . ?
O3 Cl1 O2 97.6(7) . . ?
O1 Cl1 O2 115.4(5) . . ?
C1 N1 C5 117.9(3) . . ?
C1 N1 Cd1 123.1(2) . . ?
C5 N1 Cd1 118.5(2) . . ?
C10 N2 C6 117.6(3) . . ?
C10 N2 Cd1 121.8(2) . . ?
C6 N2 Cd1 120.4(2) . . ?
C11 N3 N3 111.5(5) . 19_676 ?
C18 N4 N5 115.9(4) . . ?
C17 N5 N4 115.8(4) . . ?
C16 N6 C12 117.5(3) . . ?
C16 N6 Cd1 124.1(2) . . ?
C12 N6 Cd1 117.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.871
_refine_diff_density_min         -3.771
_refine_diff_density_rms         0.131
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.002 3708 612 ' '
2 0.667 0.333 0.057 3721 612 ' '
3 0.333 0.667 0.390 3721 612 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound2
_database_code_depnum_ccdc_archive 'CCDC 1044689'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H32 Cd Cl2 N8 O11'
_chemical_formula_sum            'C28 H32 Cd Cl2 N8 O11'
_chemical_formula_weight         839.92

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   18.938(8)
_cell_length_b                   16.008(7)
_cell_length_c                   15.549(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.948(6)
_cell_angle_gamma                90.00
_cell_volume                     3910(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'Rod Shaped'
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1704
_exptl_absorpt_coefficient_mu    0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8822
_exptl_absorpt_correction_T_max  0.9214
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33545
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         28.29
_reflns_number_total             9349
_reflns_number_gt                8576
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+27.0135P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.32(4)
_refine_ls_number_reflns         9349
_refine_ls_number_parameters     421
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0833
_refine_ls_R_factor_gt           0.0771
_refine_ls_wR_factor_ref         0.2310
_refine_ls_wR_factor_gt          0.2159
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_restrained_S_all      0.936
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N5 N 0.9971(3) 0.19259(13) 0.2414(4) 0.0253(9) Uani 1 1 d G . .
C13 C 0.9410(4) 0.24108(15) 0.2511(5) 0.045(2) Uani 1 1 d G . .
H13 H 0.8999 0.2156 0.2573 0.054 Uiso 1 1 calc R . .
C14 C 0.9464(4) 0.32770(15) 0.2516(5) 0.065(4) Uani 1 1 d G . .
H14 H 0.9088 0.3601 0.2581 0.078 Uiso 1 1 calc R . .
C15 C 1.0078(4) 0.36583(13) 0.2423(6) 0.085(5) Uani 1 1 d G . .
C16 C 1.0638(4) 0.31734(16) 0.2326(6) 0.093(7) Uani 1 1 d G . .
H16 H 1.1049 0.3429 0.2264 0.112 Uiso 1 1 calc R . .
C17 C 1.0585(3) 0.23072(16) 0.2321(5) 0.062(4) Uani 1 1 d G . .
H17 H 1.0960 0.1983 0.2256 0.075 Uiso 1 1 calc R . .
N8 N 0.9913(3) -0.10158(13) 0.2302(3) 0.038(2) Uani 1 1 d G . .
C20 C 0.9779(3) -0.13413(16) 0.1394(3) 0.048(2) Uani 1 1 d G . .
H20 H 0.9647 -0.0987 0.0849 0.058 Uiso 1 1 calc R . .
C21 C 0.9843(4) -0.21969(17) 0.1299(4) 0.055(2) Uani 1 1 d G . .
H21 H 0.9754 -0.2415 0.0691 0.066 Uiso 1 1 calc R . .
C22 C 1.0041(4) -0.27269(13) 0.2113(4) 0.048(2) Uani 1 1 d G . .
C23 C 1.0175(4) -0.24014(14) 0.3021(4) 0.057(3) Uani 1 1 d G . .
H23 H 1.0307 -0.2756 0.3566 0.069 Uiso 1 1 calc R . .
C24 C 1.0111(4) -0.15459(15) 0.3116(4) 0.056(3) Uani 1 1 d G . .
H24 H 1.0200 -0.1328 0.3724 0.067 Uiso 1 1 calc R . .
Cd1 Cd 1.00164(5) 0.046060(18) 0.24802(6) 0.02100(14) Uani 1 1 d . . .
O2 O 0.9950(7) 0.0491(5) 0.3957(8) 0.040(3) Uani 1 1 d . . .
O1 O 1.0064(7) 0.0509(5) 0.1003(8) 0.035(2) Uani 1 1 d . . .
Cl5 Cl 0.1564(3) 0.2017(3) 0.6045(4) 0.0835(15) Uani 1 1 d D . .
N4 N 0.1481(7) -0.0411(5) -0.1579(9) 0.024(2) Uani 1 1 d . . .
C5 C 0.8037(7) 0.1022(8) 0.0803(7) 0.037(2) Uani 1 1 d . . .
H5 H 0.8296 0.1418 0.0628 0.045 Uiso 1 1 calc R . .
N2 N 0.5475(5) -0.0081(8) 0.0257(7) 0.045(3) Uani 1 1 d . . .
N3 N 0.4604(6) 0.0093(6) -0.0252(7) 0.036(2) Uani 1 1 d . . .
C11 C 0.1881(6) 0.0156(6) -0.1786(8) 0.032(2) Uani 1 1 d . . .
H11 H 0.1556 0.0578 -0.2254 0.039 Uiso 1 1 calc R . .
N1 N 0.8515(8) 0.0403(5) 0.1518(10) 0.030(3) Uani 1 1 d . . .
C4 C 0.7184(7) 0.1043(9) 0.0361(9) 0.048(3) Uani 1 1 d . . .
H4 H 0.6859 0.1467 -0.0104 0.057 Uiso 1 1 calc R . .
C3 C 0.6791(6) 0.0437(5) 0.0596(9) 0.033(3) Uani 1 1 d . . .
C7 C 0.4249(9) -0.0524(8) -0.0121(12) 0.038(3) Uani 1 1 d . . .
H7 H 0.4553 -0.0998 0.0247 0.045 Uiso 1 1 calc R . .
C12 C 0.2755(8) 0.0159(9) -0.1348(10) 0.043(3) Uani 1 1 d . . .
H12 H 0.2986 0.0564 -0.1551 0.052 Uiso 1 1 calc R . .
C2 C 0.7271(6) -0.0196(8) 0.1312(8) 0.033(2) Uani 1 1 d . . .
H2 H 0.7016 -0.0606 0.1473 0.040 Uiso 1 1 calc R . .
C1 C 0.8138(7) -0.0186(9) 0.1768(9) 0.040(2) Uani 1 1 d . . .
H1 H 0.8474 -0.0590 0.2258 0.048 Uiso 1 1 calc R . .
C6 C 0.5899(8) 0.0472(6) 0.0141(10) 0.028(3) Uani 1 1 d . . .
H6 H 0.5604 0.0931 -0.0271 0.034 Uiso 1 1 calc R . .
C8 C 0.3295(10) -0.0440(6) -0.0604(10) 0.038(4) Uani 1 1 d . . .
C10 C 0.1977(5) -0.0952(6) -0.0863(8) 0.029(2) Uani 1 1 d . . .
H10 H 0.1719 -0.1339 -0.0676 0.035 Uiso 1 1 calc R . .
C9 C 0.2881(5) -0.1005(7) -0.0341(8) 0.031(2) Uani 1 1 d . . .
H9 H 0.3189 -0.1408 0.0165 0.037 Uiso 1 1 calc R . .
O4 O 0.4081(7) 0.7287(7) 1.0067(9) 0.073(3) Uani 1 1 d . . .
Cl21 Cl 0.3536(3) 0.7038(3) 0.8997(3) 0.0638(10) Uani 1 1 d D . .
O6 O 0.2660(8) 0.6969(8) 0.8718(10) 0.098(5) Uani 1 1 d . . .
O3 O 0.3853(9) 0.6173(8) 0.9063(9) 0.106(5) Uani 1 1 d D . .
O7 O 0.2363(7) 0.2031(10) 0.6209(10) 0.094(5) Uani 1 1 d . . .
O9 O 0.0969(7) 0.2288(8) 0.5108(11) 0.123(6) Uani 1 1 d D . .
O10 O 0.1349(6) 0.2751(6) 0.6426(7) 0.072(2) Uani 1 1 d D . .
O8 O 0.1226(12) 0.1185(9) 0.5967(11) 0.141(8) Uani 1 1 d D . .
O5 O 0.3301(17) 0.7066(15) 0.795(2) 0.191(9) Uani 1 1 d U . .
C28 C 0.8519(4) 0.8960(6) 0.8803(6) 0.0380(19) Uani 1 1 d . . .
H28A H 0.9069 0.9084 0.9430 0.046 Uiso 1 1 calc R . .
H28B H 0.8538 0.9119 0.8214 0.046 Uiso 1 1 calc R . .
C25 C 0.7756(13) 0.7960(14) 0.9128(13) 0.124(10) Uani 1 1 d . . .
H25A H 0.8066 0.7812 0.9856 0.149 Uiso 1 1 calc R . .
H25B H 0.7310 0.7553 0.8724 0.149 Uiso 1 1 calc R . .
O11 O 0.8347(11) 0.8040(10) 0.8756(12) 0.141(7) Uani 1 1 d . . .
C27 C 0.7867(11) 0.9441(11) 0.8795(16) 0.105(7) Uani 1 1 d . . .
H27 H 0.7777 1.0015 0.8714 0.126 Uiso 1 1 calc R . .
C26 C 0.7403(15) 0.8842(14) 0.894(2) 0.144(11) Uani 1 1 d . . .
H26A H 0.6824 0.8837 0.8326 0.172 Uiso 1 1 calc R . .
H26B H 0.7381 0.9009 0.9520 0.172 Uiso 1 1 calc R . .
C18 C 1.0182(8) 0.4561(5) 0.2294(8) 0.049(3) Uani 1 1 d . . .
N7 N 1.0176(12) 0.5898(5) 0.2691(11) 0.076(5) Uani 1 1 d . . .
N6 N 0.999(3) 0.5032(6) 0.2553(15) 0.219(15) Uani 1 1 d . . .
C19 C 1.0093(6) 0.6373(5) 0.2015(7) 0.0402(17) Uani 1 1 d . . .
H19 H 1.0063 0.6156 0.1441 0.048 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N5 C13 1.3900 . ?
N5 C17 1.3900 . ?
N5 Cd1 2.347(2) . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 C18 1.487(8) . ?
C16 C17 1.3900 . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
N8 C20 1.3900 . ?
N8 C24 1.3900 . ?
N8 Cd1 2.375(2) . ?
C20 C21 1.3900 . ?
C20 H20 0.9300 . ?
C21 C22 1.3900 . ?
C21 H21 0.9300 . ?
C22 C23 1.3900 . ?
C22 C19 1.458(9) 1_545 ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
Cd1 N4 2.304(11) 2_655 ?
Cd1 N1 2.362(12) . ?
Cd1 O1 2.350(9) . ?
Cd1 O2 2.369(11) . ?
Cl5 O9 1.323(11) . ?
Cl5 O7 1.387(12) . ?
Cl5 O8 1.453(13) . ?
Cl5 O10 1.471(8) . ?
N4 C10 1.305(14) . ?
N4 C11 1.332(13) . ?
N4 Cd1 2.304(11) 2_454 ?
C5 C4 1.359(16) . ?
C5 N1 1.384(15) . ?
C5 H5 0.9300 . ?
N2 C6 1.272(16) . ?
N2 N3 1.403(7) . ?
N3 C7 1.274(16) . ?
C11 C12 1.395(14) . ?
C11 H11 0.9300 . ?
N1 C1 1.363(16) . ?
C4 C3 1.391(16) . ?
C4 H4 0.9300 . ?
C3 C2 1.400(14) . ?
C3 C6 1.422(16) . ?
C7 C8 1.53(2) . ?
C7 H7 0.9300 . ?
C12 C8 1.407(19) . ?
C12 H12 0.9300 . ?
C2 C1 1.377(14) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
C6 H6 0.9300 . ?
C8 C9 1.400(15) . ?
C10 C9 1.430(11) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
O4 Cl21 1.440(13) . ?
Cl21 O5 1.43(3) . ?
Cl21 O6 1.465(15) . ?
Cl21 O3 1.490(12) . ?
C28 C27 1.449(13) . ?
C28 O11 1.501(17) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C25 O11 1.524(16) . ?
C25 C26 1.52(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C27 C26 1.40(2) . ?
C27 H27 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C18 N6 1.01(2) . ?
N7 C19 1.234(15) . ?
N7 N6 1.417(17) . ?
C19 C22 1.458(9) 1_565 ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N5 C17 120.0 . . ?
C13 N5 Cd1 124.38(11) . . ?
C17 N5 Cd1 115.54(11) . . ?
C14 C13 N5 120.0 . . ?
C14 C13 H13 120.0 . . ?
N5 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 C18 128.5(7) . . ?
C16 C15 C18 111.1(7) . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 N5 120.0 . . ?
C16 C17 H17 120.0 . . ?
N5 C17 H17 120.0 . . ?
C20 N8 C24 120.0 . . ?
C20 N8 Cd1 116.61(11) . . ?
C24 N8 Cd1 122.59(10) . . ?
C21 C20 N8 120.0 . . ?
C21 C20 H20 120.0 . . ?
N8 C20 H20 120.0 . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.0 . . ?
C21 C22 C19 120.6(4) . 1_545 ?
C23 C22 C19 119.4(4) . 1_545 ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
N8 C24 C23 120.0 . . ?
N8 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
N4 Cd1 N5 93.7(2) 2_655 . ?
N4 Cd1 N1 175.79(16) 2_655 . ?
N5 Cd1 N1 90.6(2) . . ?
N4 Cd1 O1 86.1(4) 2_655 . ?
N5 Cd1 O1 86.8(2) . . ?
N1 Cd1 O1 94.1(4) . . ?
N4 Cd1 O2 94.7(4) 2_655 . ?
N5 Cd1 O2 90.1(2) . . ?
N1 Cd1 O2 85.3(4) . . ?
O1 Cd1 O2 176.86(18) . . ?
N4 Cd1 N8 91.8(2) 2_655 . ?
N5 Cd1 N8 172.17(18) . . ?
N1 Cd1 N8 84.0(2) . . ?
O1 Cd1 N8 88.0(2) . . ?
O2 Cd1 N8 95.0(2) . . ?
O9 Cl5 O7 111.6(10) . . ?
O9 Cl5 O8 98.3(7) . . ?
O7 Cl5 O8 114.5(12) . . ?
O9 Cl5 O10 85.7(9) . . ?
O7 Cl5 O10 115.6(7) . . ?
O8 Cl5 O10 123.9(11) . . ?
C10 N4 C11 115.0(10) . . ?
C10 N4 Cd1 123.8(7) . 2_454 ?
C11 N4 Cd1 121.0(7) . 2_454 ?
C4 C5 N1 118.9(12) . . ?
C4 C5 H5 120.5 . . ?
N1 C5 H5 120.5 . . ?
C6 N2 N3 114.7(9) . . ?
C7 N3 N2 108.3(9) . . ?
N4 C11 C12 124.3(10) . . ?
N4 C11 H11 117.8 . . ?
C12 C11 H11 117.8 . . ?
C1 N1 C5 120.8(12) . . ?
C1 N1 Cd1 118.9(9) . . ?
C5 N1 Cd1 119.8(8) . . ?
C5 C4 C3 120.7(12) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C3 C2 120.5(10) . . ?
C4 C3 C6 120.2(10) . . ?
C2 C3 C6 119.2(10) . . ?
N3 C7 C8 115.9(11) . . ?
N3 C7 H7 122.1 . . ?
C8 C7 H7 122.1 . . ?
C11 C12 C8 121.3(12) . . ?
C11 C12 H12 119.4 . . ?
C8 C12 H12 119.4 . . ?
C1 C2 C3 117.4(11) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
N1 C1 C2 121.7(13) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
N2 C6 C3 124.7(11) . . ?
N2 C6 H6 117.6 . . ?
C3 C6 H6 117.6 . . ?
C9 C8 C12 114.3(12) . . ?
C9 C8 C7 120.0(12) . . ?
C12 C8 C7 125.6(11) . . ?
N4 C10 C9 125.9(10) . . ?
N4 C10 H10 117.0 . . ?
C9 C10 H10 117.0 . . ?
C8 C9 C10 119.0(10) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
O5 Cl21 O4 150.9(12) . . ?
O5 Cl21 O6 94.8(12) . . ?
O4 Cl21 O6 109.0(8) . . ?
O5 Cl21 O3 87.9(12) . . ?
O4 Cl21 O3 100.2(6) . . ?
O6 Cl21 O3 107.2(9) . . ?
C27 C28 O11 111.1(10) . . ?
C27 C28 H28A 109.4 . . ?
O11 C28 H28A 109.4 . . ?
C27 C28 H28B 109.4 . . ?
O11 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
O11 C25 C26 100.6(13) . . ?
O11 C25 H25A 111.7 . . ?
C26 C25 H25A 111.7 . . ?
O11 C25 H25B 111.7 . . ?
C26 C25 H25B 111.7 . . ?
H25A C25 H25B 109.4 . . ?
C28 O11 C25 104.4(12) . . ?
C26 C27 C28 103.9(13) . . ?
C26 C27 H27 128.0 . . ?
C28 C27 H27 128.0 . . ?
C27 C26 C25 114.9(12) . . ?
C27 C26 H26A 108.5 . . ?
C25 C26 H26A 108.5 . . ?
C27 C26 H26B 108.5 . . ?
C25 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
N6 C18 C15 124(2) . . ?
C19 N7 N6 124.8(11) . . ?
C18 N6 N7 133(3) . . ?
N7 C19 C22 120.3(10) . 1_565 ?
N7 C19 H19 119.8 . . ?
C22 C19 H19 119.8 1_565 . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         4.394
_refine_diff_density_min         -1.292
_refine_diff_density_rms         0.239
