# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1031697'
_audit_update_record             
;
2014-10-30 deposited with the CCDC.
2015-02-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C34 H34 Cd2 N12 O6'
_chemical_formula_sum            'C34 H34 Cd2 N12 O6'
_chemical_formula_weight         931.53

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnna

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

_cell_length_a                   23.984(5)
_cell_length_b                   13.122(3)
_cell_length_c                   11.917(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3750.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4263
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1864
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7341
_exptl_absorpt_correction_T_max  0.7812
_exptl_absorpt_process_details   Process-auto

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean 10.0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            34525
_diffrn_reflns_av_R_equivalents  0.0840
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         27.43
_reflns_number_total             4263
_reflns_number_gt                3121
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Process-auto
_computing_cell_refinement       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0362P)²+4.3220P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4263
_refine_ls_number_parameters     247
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Cd1 Cd 0.2500 0.0000 0.05118(3) 0.03112(11) Uani 1 2 d S . .
Cd2 Cd 0.457538(15) 0.2500 0.2500 0.03145(11) Uani 1 2 d S . .
O1 O 0.48075(14) 0.6817(2) -0.1167(3) 0.0533(8) Uani 1 1 d . . .
O2 O 0.50303(13) 0.5848(2) -0.2605(3) 0.0548(8) Uani 1 1 d . . .
O3 O 0.18601(14) 0.1335(2) 0.0617(3) 0.0598(9) Uani 1 1 d . . .
N1 N 0.32669(16) 0.2001(3) -0.0117(3) 0.0451(9) Uani 1 1 d . . .
N2 N 0.31981(15) 0.1226(3) 0.0611(3) 0.0424(8) Uani 1 1 d . . .
N3 N 0.35518(15) 0.1286(3) 0.1440(3) 0.0454(9) Uani 1 1 d . . .
N4 N 0.38740(14) 0.2108(2) 0.1260(3) 0.0392(8) Uani 1 1 d . . .
N5 N 0.2500 0.0000 0.2516(4) 0.0384(11) Uani 1 2 d S . .
N6 N 0.2500 0.0000 0.8487(4) 0.0419(11) Uani 1 2 d S . .
N7 N 0.0939(2) 0.1291(3) 0.0861(4) 0.0755(14) Uani 1 1 d . . .
C1 C 0.36892(16) 0.2537(3) 0.0323(3) 0.0358(8) Uani 1 1 d . . .
C2 C 0.39293(17) 0.3454(3) -0.0199(3) 0.0365(9) Uani 1 1 d . . .
C3 C 0.39911(18) 0.4353(3) 0.0393(3) 0.0425(10) Uani 1 1 d . . .
H3 H 0.3862 0.4399 0.1127 0.100 Uiso 1 1 calc . . .
C4 C 0.42472(19) 0.5191(3) -0.0111(4) 0.0431(10) Uani 1 1 d . . .
H4 H 0.4281 0.5799 0.0286 0.100 Uiso 1 1 calc . . .
C5 C 0.44506(17) 0.5128(3) -0.1190(3) 0.0385(9) Uani 1 1 d . . .
C6 C 0.4374(3) 0.4239(4) -0.1786(4) 0.0626(15) Uani 1 1 d . . .
H6 H 0.4493 0.4199 -0.2528 0.100 Uiso 1 1 calc . . .
C7 C 0.4121(2) 0.3402(3) -0.1286(4) 0.0615(14) Uani 1 1 d . . .
H7 H 0.4081 0.2800 -0.1690 0.100 Uiso 1 1 calc . . .
C8 C 0.47821(17) 0.5989(3) -0.1694(4) 0.0409(10) Uani 1 1 d . . .
C9 C 0.24483(19) 0.0864(3) 0.3103(3) 0.0426(10) Uani 1 1 d . . .
H9 H 0.2419 0.1474 0.2709 0.100 Uiso 1 1 calc . . .
C10 C 0.24362(19) 0.0900(3) 0.4263(3) 0.0434(10) Uani 1 1 d . . .
H10 H 0.2386 0.1518 0.4631 0.100 Uiso 1 1 calc . . .
C11 C 0.2500 0.0000 0.4874(4) 0.0370(12) Uani 1 2 d S . .
C12 C 0.2500 0.0000 0.6122(4) 0.0369(12) Uani 1 2 d S . .
C13 C 0.2657(2) 0.0852(3) 0.6738(3) 0.0480(12) Uani 1 1 d . . .
H13 H 0.2766 0.1444 0.6370 0.100 Uiso 1 1 calc . . .
C14 C 0.2652(2) 0.0822(3) 0.7894(3) 0.0476(12) Uani 1 1 d . . .
H14 H 0.2759 0.1404 0.8283 0.100 Uiso 1 1 calc . . .
C15 C 0.1365(3) 0.1375(4) 0.0237(5) 0.0684(15) Uani 1 1 d U . .
C16 C 0.1021(3) 0.1103(5) 0.2068(5) 0.0764(16) Uani 1 1 d U . .
H16A H 0.0665 0.1065 0.2434 0.100 Uiso 1 1 calc . . .
H16B H 0.1235 0.1649 0.2388 0.100 Uiso 1 1 calc . . .
H16C H 0.1217 0.0472 0.2170 0.100 Uiso 1 1 calc . . .
C17 C 0.0351(3) 0.1283(5) 0.0467(6) 0.089(2) Uani 1 1 d U . .
H17A H 0.0106 0.1222 0.1100 0.100 Uiso 1 1 calc . . .
H17B H 0.0295 0.0715 -0.0028 0.100 Uiso 1 1 calc . . .
H17C H 0.0272 0.1905 0.0075 0.100 Uiso 1 1 calc . . .
C18 C 0.1273(3) 0.1552(5) -0.1014(6) 0.095(2) Uani 1 1 d U . .
H18A H 0.0881 0.1552 -0.1172 0.100 Uiso 1 1 calc . . .
H18B H 0.1451 0.1017 -0.1433 0.100 Uiso 1 1 calc . . .
H18C H 0.1431 0.2197 -0.1225 0.100 Uiso 1 1 calc . . .


_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 N2 2.325(3) . ?
Cd1 N2 2.325(3) 2 ?
Cd1 O3 2.332(3) 2 ?
Cd1 O3 2.332(3) . ?
Cd1 N5 2.388(4) . ?
Cd1 N6 2.412(4) 1_554 ?
Cd2 N4 2.298(3) . ?
Cd2 N4 2.298(3) 4 ?
Cd2 O1 2.349(3) 5_665 ?
Cd2 O1 2.349(3) 8_656 ?
Cd2 O2 2.368(3) 5_665 ?
Cd2 O2 2.368(3) 8_656 ?
Cd2 C8 2.689(4) 5_665 ?
Cd2 C8 2.689(4) 8_656 ?
O1 C8 1.256(5) . ?
O1 Cd2 2.349(3) 5_665 ?
O2 C8 1.252(5) . ?
O2 Cd2 2.368(3) 5_665 ?
O3 C15 1.272(6) . ?
N1 C1 1.339(5) . ?
N1 N2 1.347(4) . ?
N2 N3 1.305(5) . ?
N3 N4 1.344(4) . ?
N4 C1 1.326(5) . ?
N5 C9 1.338(5) . ?
N5 C9 1.338(5) 2 ?
N6 C14 1.340(5) 2 ?
N6 C14 1.340(5) . ?
N6 Cd1 2.412(4) 1_556 ?
N7 C15 1.269(7) . ?
N7 C16 1.472(7) . ?
N7 C17 1.487(8) . ?
C1 C2 1.472(5) . ?
C2 C7 1.377(6) . ?
C2 C3 1.382(5) . ?
C3 C4 1.396(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(6) . ?
C5 C8 1.506(5) . ?
C6 C7 1.389(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 Cd2 2.689(4) 5_665 ?
C9 C10 1.383(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.397(5) . ?
C10 H10 0.9300 . ?
C11 C10 1.397(5) 2 ?
C11 C12 1.487(7) . ?
C12 C13 1.389(5) . ?
C12 C13 1.389(5) 2 ?
C13 C14 1.378(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C18 1.524(9) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
N2 Cd1 N2 174.19(17) . 2 ?
N2 Cd1 O3 92.46(12) . 2 ?
N2 Cd1 O3 87.22(12) 2 2 ?
N2 Cd1 O3 87.22(12) . . ?
N2 Cd1 O3 92.46(12) 2 . ?
O3 Cd1 O3 173.81(17) 2 . ?
N2 Cd1 N5 87.09(8) . . ?
N2 Cd1 N5 87.09(8) 2 . ?
O3 Cd1 N5 86.91(8) 2 . ?
O3 Cd1 N5 86.91(8) . . ?
N2 Cd1 N6 92.91(8) . 1_554 ?
N2 Cd1 N6 92.91(8) 2 1_554 ?
O3 Cd1 N6 93.09(8) 2 1_554 ?
O3 Cd1 N6 93.09(8) . 1_554 ?
N5 Cd1 N6 180.0 . 1_554 ?
N4 Cd2 N4 85.87(18) . 4 ?
N4 Cd2 O1 96.40(12) . 5_665 ?
N4 Cd2 O1 144.19(11) 4 5_665 ?
N4 Cd2 O1 144.19(11) . 8_656 ?
N4 Cd2 O1 96.40(12) 4 8_656 ?
O1 Cd2 O1 101.91(17) 5_665 8_656 ?
N4 Cd2 O2 122.09(11) . 5_665 ?
N4 Cd2 O2 93.07(11) 4 5_665 ?
O1 Cd2 O2 55.59(11) 5_665 5_665 ?
O1 Cd2 O2 93.56(11) 8_656 5_665 ?
N4 Cd2 O2 93.07(11) . 8_656 ?
N4 Cd2 O2 122.09(11) 4 8_656 ?
O1 Cd2 O2 93.56(11) 5_665 8_656 ?
O1 Cd2 O2 55.59(10) 8_656 8_656 ?
O2 Cd2 O2 132.93(16) 5_665 8_656 ?
N4 Cd2 C8 110.78(12) . 5_665 ?
N4 Cd2 C8 118.98(13) 4 5_665 ?
O1 Cd2 C8 27.84(11) 5_665 5_665 ?
O1 Cd2 C8 99.33(12) 8_656 5_665 ?
O2 Cd2 C8 27.76(11) 5_665 5_665 ?
O2 Cd2 C8 115.29(12) 8_656 5_665 ?
N4 Cd2 C8 118.98(13) . 8_656 ?
N4 Cd2 C8 110.78(12) 4 8_656 ?
O1 Cd2 C8 99.33(12) 5_665 8_656 ?
O1 Cd2 C8 27.84(11) 8_656 8_656 ?
O2 Cd2 C8 115.29(12) 5_665 8_656 ?
O2 Cd2 C8 27.76(11) 8_656 8_656 ?
C8 Cd2 C8 110.06(18) 5_665 8_656 ?
C8 O1 Cd2 91.3(2) . 5_665 ?
C8 O2 Cd2 90.5(2) . 5_665 ?
C15 O3 Cd1 128.7(3) . . ?
C1 N1 N2 103.7(3) . . ?
N3 N2 N1 111.2(3) . . ?
N3 N2 Cd1 123.3(2) . . ?
N1 N2 Cd1 125.3(3) . . ?
N2 N3 N4 107.5(3) . . ?
C1 N4 N3 106.4(3) . . ?
C1 N4 Cd2 133.7(3) . . ?
N3 N4 Cd2 119.8(2) . . ?
C9 N5 C9 117.0(5) . 2 ?
C9 N5 Cd1 121.5(2) . . ?
C9 N5 Cd1 121.5(2) 2 . ?
C14 N6 C14 116.3(5) 2 . ?
C14 N6 Cd1 121.9(2) 2 1_556 ?
C14 N6 Cd1 121.9(2) . 1_556 ?
C15 N7 C16 118.7(5) . . ?
C15 N7 C17 125.4(6) . . ?
C16 N7 C17 115.7(5) . . ?
N4 C1 N1 111.1(3) . . ?
N4 C1 C2 124.8(3) . . ?
N1 C1 C2 124.0(3) . . ?
C7 C2 C3 119.1(4) . . ?
C7 C2 C1 119.2(4) . . ?
C3 C2 C1 121.6(4) . . ?
C2 C3 C4 120.1(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 C8 120.9(4) . . ?
C6 C5 C8 119.9(4) . . ?
C5 C6 C7 120.4(4) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C2 C7 C6 120.7(4) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O2 C8 O1 122.6(4) . . ?
O2 C8 C5 119.1(4) . . ?
O1 C8 C5 118.3(4) . . ?
O2 C8 Cd2 61.7(2) . 5_665 ?
O1 C8 Cd2 60.9(2) . 5_665 ?
C5 C8 Cd2 176.4(3) . 5_665 ?
N5 C9 C10 123.6(4) . . ?
N5 C9 H9 118.2 . . ?
C10 C9 H9 118.2 . . ?
C9 C10 C11 119.3(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C10 117.1(5) 2 . ?
C10 C11 C12 121.5(2) 2 . ?
C10 C11 C12 121.5(2) . . ?
C13 C12 C13 116.2(5) . 2 ?
C13 C12 C11 121.9(2) . . ?
C13 C12 C11 121.9(2) 2 . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
N6 C14 C13 123.6(4) . . ?
N6 C14 H14 118.2 . . ?
C13 C14 H14 118.2 . . ?
N7 C15 O3 122.6(6) . . ?
N7 C15 C18 118.1(6) . . ?
O3 C15 C18 119.3(6) . . ?
N7 C16 H16A 109.5 . . ?
N7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N7 C17 H17A 109.5 . . ?
N7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.631
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.090
