# 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_1
_audit_block_doi                 10.5517/cc14p050
_database_code_depnum_ccdc_archive 'CCDC 1062871'
_audit_update_record             
;
2015-07-18 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H27 Cd N5 O6'
_chemical_formula_sum            'C24 H27 Cd N5 O6'
_chemical_formula_weight         593.90

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'
Cd Cd -0.8075 1.2024 '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'

_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                   15.5320(15)
_cell_length_b                   23.552(2)
_cell_length_c                   7.4160(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.191(2)
_cell_angle_gamma                90
_cell_volume                     2546.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7300
_cell_measurement_theta_min      1.643
_cell_measurement_theta_max      25.038

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.906
_shelx_estimated_absorpt_T_min   0.826
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7300
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.643
_diffrn_reflns_theta_max         25.038
_diffrn_reflns_theta_full        25.038
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2253
_reflns_number_gt                1693
_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       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL
_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)+(0.0529P)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         2253
_refine_ls_number_parameters     123
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0978
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.025
_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 0.13528(2) 0.2500 0.0769(2) Uani 1 2 d S T P . .
O1 O 0.05190(18) 0.16657(12) 0.0126(4) 0.0828(7) Uani 1 1 d . . . . .
O2 O 0.1314(2) 0.19236(13) 0.3076(4) 0.1008(9) Uani 1 1 d . . . . .
N1 N 0.08559(18) 0.05591(13) 0.3768(4) 0.0671(7) Uani 1 1 d . . . . .
N3 N 0.1268(5) 0.1914(3) -0.2590(10) 0.0952(19) Uani 0.5 1 d . U P . .
H3A H 0.1310 0.1913 -0.3716 0.114 Uiso 0.5 1 calc R U P . .
H3B H 0.0841 0.1724 -0.2376 0.114 Uiso 0.5 1 calc R U P . .
C1 C 0.1188(3) 0.19170(15) 0.1313(6) 0.0756(10) Uani 1 1 d . . . . .
C2 C 0.1865(2) 0.22182(14) 0.0609(5) 0.0703(9) Uani 1 1 d . U . . .
C3 C 0.1808(3) 0.21838(16) -0.1308(5) 0.0768(10) Uani 1 1 d . U . . .
C4 C 0.2554(3) 0.25362(16) 0.1901(5) 0.0780(10) Uani 1 1 d . U . . .
H4 H 0.2588 0.2562 0.3175 0.094 Uiso 1 1 calc R U . . .
C5 C 0.1734(3) 0.05790(19) 0.4980(5) 0.0836(11) Uani 1 1 d . . . . .
H5 H 0.2000 0.0929 0.5424 0.100 Uiso 1 1 calc R U . . .
C6 C 0.2243(3) 0.0090(2) 0.5572(6) 0.0944(13) Uani 1 1 d . . . . .
H6 H 0.2852 0.0113 0.6377 0.113 Uiso 1 1 calc R U . . .
C7 C 0.1862(3) -0.0411(2) 0.4990(7) 0.0944(12) Uani 1 1 d . . . . .
H7 H 0.2196 -0.0743 0.5412 0.113 Uiso 1 1 calc R U . . .
C8 C 0.0978(3) -0.04368(17) 0.3769(6) 0.0795(10) Uani 1 1 d . . . . .
H8 H 0.0706 -0.0787 0.3345 0.095 Uiso 1 1 calc R U . . .
C9 C 0.0480(2) 0.00610(15) 0.3156(4) 0.0598(8) 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 O1 2.296(2) 2 ?
Cd1 O1 2.296(2) . ?
Cd1 N1 2.298(3) . ?
Cd1 N1 2.299(3) 2 ?
Cd1 O2 2.357(3) 2 ?
Cd1 O2 2.357(3) . ?
Cd1 C1 2.658(4) 2 ?
Cd1 C1 2.658(4) . ?
O1 C1 1.254(4) . ?
O2 C1 1.254(4) . ?
N1 C9 1.319(4) . ?
N1 C5 1.350(4) . ?
N3 C3 1.208(7) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C1 C2 1.503(5) . ?
C2 C4 1.384(5) . ?
C2 C3 1.397(5) . ?
C3 C4 1.382(5) 7 ?
C4 C3 1.382(5) 7 ?
C4 H4 0.9300 . ?
C5 C6 1.380(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.325(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.361(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.392(5) . ?
C8 H8 0.9300 . ?
C9 C9 1.472(6) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O1 142.56(14) 2 . ?
O1 Cd1 N1 104.71(10) 2 . ?
O1 Cd1 N1 105.55(10) . . ?
O1 Cd1 N1 105.55(10) 2 2 ?
O1 Cd1 N1 104.71(10) . 2 ?
N1 Cd1 N1 71.16(14) . 2 ?
O1 Cd1 O2 56.26(9) 2 2 ?
O1 Cd1 O2 100.91(9) . 2 ?
N1 Cd1 O2 151.71(11) . 2 ?
N1 Cd1 O2 92.71(10) 2 2 ?
O1 Cd1 O2 100.91(9) 2 . ?
O1 Cd1 O2 56.26(9) . . ?
N1 Cd1 O2 92.71(10) . . ?
N1 Cd1 O2 151.71(11) 2 . ?
O2 Cd1 O2 110.44(16) 2 . ?
O1 Cd1 C1 28.13(9) 2 2 ?
O1 Cd1 C1 124.12(11) . 2 ?
N1 Cd1 C1 129.84(11) . 2 ?
N1 Cd1 C1 99.94(10) 2 2 ?
O2 Cd1 C1 28.14(10) 2 2 ?
O2 Cd1 C1 108.15(10) . 2 ?
O1 Cd1 C1 124.12(11) 2 . ?
O1 Cd1 C1 28.13(9) . . ?
N1 Cd1 C1 99.94(10) . . ?
N1 Cd1 C1 129.84(11) 2 . ?
O2 Cd1 C1 108.15(10) 2 . ?
O2 Cd1 C1 28.14(10) . . ?
C1 Cd1 C1 120.01(15) 2 . ?
C1 O1 Cd1 92.2(2) . . ?
C1 O2 Cd1 89.4(2) . . ?
C9 N1 C5 119.0(3) . . ?
C9 N1 Cd1 117.2(2) . . ?
C5 N1 Cd1 123.5(3) . . ?
C3 N3 H3A 120.0 . . ?
C3 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
O2 C1 O1 122.1(4) . . ?
O2 C1 C2 118.7(4) . . ?
O1 C1 C2 119.2(3) . . ?
O2 C1 Cd1 62.5(2) . . ?
O1 C1 Cd1 59.67(19) . . ?
C2 C1 Cd1 178.1(3) . . ?
C4 C2 C3 119.8(3) . . ?
C4 C2 C1 118.8(3) . . ?
C3 C2 C1 121.4(4) . . ?
N3 C3 C4 112.3(5) . 7 ?
N3 C3 C2 127.8(5) . . ?
C4 C3 C2 119.8(4) 7 . ?
C3 C4 C2 120.4(4) 7 . ?
C3 C4 H4 119.8 7 . ?
C2 C4 H4 119.8 . . ?
N1 C5 C6 121.3(4) . . ?
N1 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 119.9(4) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 119.4(4) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 C9 120.0(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
N1 C9 C8 120.4(3) . . ?
N1 C9 C9 117.04(18) . 2 ?
C8 C9 C9 122.5(2) . 2 ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.048


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 -0.018 0.000 -0.036 538 154 ' '
2 0.482 0.500 0.098 538 154 ' '
_platon_squeeze_details          
;                                                
;
