# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_L-2
_database_code_depnum_ccdc_archive 'CCDC 1530941'
_audit_update_record             
;
2017-04-03 deposited with the CCDC.
2017-04-18 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         'C18 H14 N2 O3'
_chemical_formula_sum            'C18 H14 N2 O3'
_chemical_formula_weight         306.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           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                   16.795(2)
_cell_length_b                   4.9853(7)
_cell_length_c                   18.303(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.387(14)
_cell_angle_gamma                90
_cell_volume                     1454.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    486
_cell_measurement_theta_min      3.2400
_cell_measurement_theta_max      15.6670

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14248
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_av_R_equivalents  0.0878
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.813
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2539
_reflns_number_gt                1150
_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       'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGx v2014.1'
_computing_publication_material  'WinGx v2014.1'
_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)+(0.0485P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0024(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2539
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1605
_refine_ls_R_factor_gt           0.0697
_refine_ls_wR_factor_ref         0.1685
_refine_ls_wR_factor_gt          0.1292
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.006
_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
H1 H 0.6701(18) 0.671(6) 0.5088(17) 0.048(11) Uiso 1 1 d . . . . .
H2A H 0.508(2) 0.106(8) 0.573(2) 0.093(15) Uiso 1 1 d . . . . .
O3 O 0.60640(15) 0.1078(5) 0.48057(13) 0.0644(8) Uani 1 1 d . . . . .
N1 N 0.66407(19) 0.5221(7) 0.48409(17) 0.0566(9) Uani 1 1 d . . . . .
C8 C 0.7825(2) 0.5060(7) 0.31181(19) 0.0525(9) Uani 1 1 d . . . . .
N2 N 0.5367(2) 0.2636(7) 0.59469(18) 0.0605(9) Uani 1 1 d . . . . .
C11 C 0.7024(2) 0.5039(7) 0.42558(19) 0.0514(10) Uani 1 1 d . . . . .
C4 C 0.8241(2) 0.5093(8) 0.2513(2) 0.0536(10) Uani 1 1 d . . . . .
O2 O 0.91975(19) 0.3451(7) 0.02288(17) 0.1111(12) Uani 1 1 d . . . . .
H2 H 0.9472 0.3598 -0.0068 0.167 Uiso 1 1 calc R U . . .
C1 C 0.9019(2) 0.5097(9) 0.1359(2) 0.0646(11) Uani 1 1 d . . . . .
O1 O 1.0063(2) 0.6630(8) 0.08362(17) 0.1176(13) Uani 1 1 d . . . . .
C14 C 0.6200(2) 0.3343(7) 0.50852(19) 0.0490(9) Uani 1 1 d . . . . .
C7 C 0.9460(3) 0.5115(10) 0.0772(2) 0.0762(14) Uani 1 1 d . . . . .
C16 C 0.5697(3) 0.6033(8) 0.6762(2) 0.0748(13) Uani 1 1 d . . . . .
H16 H 0.5721 0.7190 0.7167 0.090 Uiso 1 1 calc R U . . .
C17 C 0.6138(2) 0.6278(7) 0.62337(19) 0.0614(11) Uani 1 1 d . . . . .
H17 H 0.6512 0.7645 0.6226 0.074 Uiso 1 1 calc R U . . .
C13 C 0.7204(3) 0.3294(8) 0.3114(2) 0.0830(14) Uani 1 1 d . . . . .
H13 H 0.7039 0.2048 0.2717 0.100 Uiso 1 1 calc R U . . .
C18 C 0.5928(2) 0.4179(7) 0.57316(18) 0.0487(9) Uani 1 1 d . . . . .
C6 C 0.8388(3) 0.3400(10) 0.1330(2) 0.0936(16) Uani 1 1 d . . . . .
H6 H 0.8203 0.2208 0.0921 0.112 Uiso 1 1 calc R U . . .
C5 C 0.8009(2) 0.3399(9) 0.1903(2) 0.0906(15) Uani 1 1 d . . . . .
H5 H 0.7577 0.2186 0.1866 0.109 Uiso 1 1 calc R U . . .
C15 C 0.5223(2) 0.3756(9) 0.6566(2) 0.0716(12) Uani 1 1 d . . . . .
H15 H 0.4862 0.3090 0.6817 0.086 Uiso 1 1 calc R U . . .
C12 C 0.6811(3) 0.3260(8) 0.3666(2) 0.0837(14) Uani 1 1 d . . . . .
H12 H 0.6393 0.2001 0.3636 0.100 Uiso 1 1 calc R U . . .
C10 C 0.7636(3) 0.6845(8) 0.4276(2) 0.0842(14) Uani 1 1 d . . . . .
H10 H 0.7793 0.8100 0.4671 0.101 Uiso 1 1 calc R U . . .
C3 C 0.8879(3) 0.6821(9) 0.2532(2) 0.1024(17) Uani 1 1 d . . . . .
H3 H 0.9066 0.8015 0.2941 0.123 Uiso 1 1 calc R U . . .
C2 C 0.9256(3) 0.6843(10) 0.1961(3) 0.1055(17) Uani 1 1 d . . . . .
H2B H 0.9680 0.8076 0.1988 0.127 Uiso 1 1 calc R U . . .
C9 C 0.8031(3) 0.6843(9) 0.3714(2) 0.0892(15) Uani 1 1 d . . . . .
H9 H 0.8450 0.8099 0.3745 0.107 Uiso 1 1 calc R U . . .


_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
O3 C14 1.231(4) . ?
N1 C14 1.354(4) . ?
N1 C11 1.416(4) . ?
N1 H1 0.86(3) . ?
C8 C9 1.365(4) . ?
C8 C13 1.363(4) . ?
C8 C4 1.484(4) . ?
N2 C15 1.352(4) . ?
N2 C18 1.367(4) . ?
N2 H2A 0.94(4) . ?
C11 C12 1.355(4) . ?
C11 C10 1.358(4) . ?
C4 C5 1.356(5) . ?
C4 C3 1.367(5) . ?
O2 C7 1.263(5) . ?
O2 H2 0.8200 . ?
C1 C6 1.344(5) . ?
C1 C2 1.361(5) . ?
C1 C7 1.486(5) . ?
O1 C7 1.239(5) . ?
C14 C18 1.457(4) . ?
C16 C15 1.368(5) . ?
C16 C17 1.396(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(4) . ?
C17 H17 0.9300 . ?
C13 C12 1.371(4) . ?
C13 H13 0.9300 . ?
C6 C5 1.387(5) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C15 H15 0.9300 . ?
C12 H12 0.9300 . ?
C10 C9 1.387(5) . ?
C10 H10 0.9300 . ?
C3 C2 1.383(5) . ?
C3 H3 0.9300 . ?
C2 H2B 0.9300 . ?
C9 H9 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
C14 N1 C11 129.2(3) . . ?
C14 N1 H1 114(2) . . ?
C11 N1 H1 117(2) . . ?
C9 C8 C13 115.2(3) . . ?
C9 C8 C4 122.0(3) . . ?
C13 C8 C4 122.8(3) . . ?
C15 N2 C18 109.4(3) . . ?
C15 N2 H2A 120(2) . . ?
C18 N2 H2A 130(2) . . ?
C12 C11 C10 117.5(3) . . ?
C12 C11 N1 125.2(3) . . ?
C10 C11 N1 117.3(3) . . ?
C5 C4 C3 115.6(3) . . ?
C5 C4 C8 121.8(4) . . ?
C3 C4 C8 122.5(4) . . ?
C7 O2 H2 109.5 . . ?
C6 C1 C2 117.5(4) . . ?
C6 C1 C7 122.9(4) . . ?
C2 C1 C7 119.7(4) . . ?
O3 C14 N1 123.1(3) . . ?
O3 C14 C18 122.4(3) . . ?
N1 C14 C18 114.5(3) . . ?
O1 C7 O2 123.2(4) . . ?
O1 C7 C1 121.0(4) . . ?
O2 C7 C1 115.8(4) . . ?
C15 C16 C17 106.4(3) . . ?
C15 C16 H16 126.8 . . ?
C17 C16 H16 126.8 . . ?
C18 C17 C16 108.6(3) . . ?
C18 C17 H17 125.7 . . ?
C16 C17 H17 125.7 . . ?
C8 C13 C12 123.3(4) . . ?
C8 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
C17 C18 N2 107.0(3) . . ?
C17 C18 C14 133.3(3) . . ?
N2 C18 C14 119.6(3) . . ?
C1 C6 C5 121.0(4) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C4 C5 C6 122.8(4) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
N2 C15 C16 108.6(3) . . ?
N2 C15 H15 125.7 . . ?
C16 C15 H15 125.7 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C11 C10 C9 121.0(4) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C1 C2 C3 121.3(4) . . ?
C1 C2 H2B 119.4 . . ?
C3 C2 H2B 119.4 . . ?
C8 C9 C10 122.2(4) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?

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
C14 N1 C11 C12 21.9(6) . . . . ?
C14 N1 C11 C10 -160.1(4) . . . . ?
C9 C8 C4 C5 -177.0(4) . . . . ?
C13 C8 C4 C5 1.9(6) . . . . ?
C9 C8 C4 C3 3.1(6) . . . . ?
C13 C8 C4 C3 -178.1(4) . . . . ?
C11 N1 C14 O3 -0.3(6) . . . . ?
C11 N1 C14 C18 177.1(3) . . . . ?
C6 C1 C7 O1 -176.9(4) . . . . ?
C2 C1 C7 O1 2.7(6) . . . . ?
C6 C1 C7 O2 1.1(6) . . . . ?
C2 C1 C7 O2 -179.4(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C9 C8 C13 C12 -0.5(6) . . . . ?
C4 C8 C13 C12 -179.4(4) . . . . ?
C16 C17 C18 N2 -0.3(4) . . . . ?
C16 C17 C18 C14 -177.9(3) . . . . ?
C15 N2 C18 C17 0.5(4) . . . . ?
C15 N2 C18 C14 178.5(3) . . . . ?
O3 C14 C18 C17 164.3(4) . . . . ?
N1 C14 C18 C17 -13.2(6) . . . . ?
O3 C14 C18 N2 -13.1(5) . . . . ?
N1 C14 C18 N2 169.4(3) . . . . ?
C2 C1 C6 C5 -1.4(7) . . . . ?
C7 C1 C6 C5 178.1(4) . . . . ?
C3 C4 C5 C6 -0.1(7) . . . . ?
C8 C4 C5 C6 179.9(4) . . . . ?
C1 C6 C5 C4 0.6(7) . . . . ?
C18 N2 C15 C16 -0.5(4) . . . . ?
C17 C16 C15 N2 0.3(4) . . . . ?
C10 C11 C12 C13 0.1(6) . . . . ?
N1 C11 C12 C13 178.1(4) . . . . ?
C8 C13 C12 C11 0.3(7) . . . . ?
C12 C11 C10 C9 -0.5(6) . . . . ?
N1 C11 C10 C9 -178.6(4) . . . . ?
C5 C4 C3 C2 0.5(7) . . . . ?
C8 C4 C3 C2 -179.5(4) . . . . ?
C6 C1 C2 C3 1.8(7) . . . . ?
C7 C1 C2 C3 -177.7(4) . . . . ?
C4 C3 C2 C1 -1.5(8) . . . . ?
C13 C8 C9 C10 0.1(6) . . . . ?
C4 C8 C9 C10 179.1(4) . . . . ?
C11 C10 C9 C8 0.3(7) . . . . ?

_refine_diff_density_max         0.165
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_L2-Cd
_database_code_depnum_ccdc_archive 'CCDC 1530943'
_audit_update_record             
;
2017-04-03 deposited with the CCDC.
2017-04-18 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         'C40 H38 Cd N4 O8 S2'
_chemical_formula_sum            'C40 H38 Cd N4 O8 S2'
_chemical_formula_weight         879.27

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'
S S 0.1246 0.1234 '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                   16.2629(5)
_cell_length_b                   10.0577(3)
_cell_length_c                   23.5572(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.692(3)
_cell_angle_gamma                90
_cell_volume                     3826.94(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    11057
_cell_measurement_theta_min      3.4100
_cell_measurement_theta_max      29.0390

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             1800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.739
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 15.9853
_diffrn_reflns_number            3382
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.866
_diffrn_reflns_theta_max         25.001
_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3374
_reflns_number_gt                3344
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGx v2014.1'
_computing_publication_material  'WinGx v2014.1'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+99.8654P] 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         3374
_refine_ls_number_parameters     285
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0777
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1853
_refine_ls_goodness_of_fit_ref   1.290
_refine_ls_restrained_S_all      1.283
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001

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 1.0000 0.19294(9) 0.2500 0.0150(2) Uani 1 2 d S TU P . .
N1 N 0.7602(4) 0.3986(7) -0.2764(3) 0.0206(16) Uani 1 1 d . . . . .
H1 H 0.7954 0.4272 -0.2980 0.025 Uiso 1 1 calc R U . . .
O3 O 0.6318(4) 0.3104(8) -0.2739(3) 0.0295(15) Uani 1 1 d . . . . .
O2 O 0.9742(4) 0.2984(8) 0.1677(3) 0.0400(19) Uani 1 1 d . . . . .
C5 C 0.8396(5) 0.3928(9) -0.0993(4) 0.0191(18) Uani 1 1 d . . . . .
O1 O 0.8972(4) 0.4814(8) 0.1745(3) 0.0368(17) Uani 1 1 d . . . . .
N2 N 0.5935(4) 0.3418(7) -0.3918(3) 0.0225(16) Uani 1 1 d . . . . .
H2 H 0.5534 0.3071 -0.3762 0.027 Uiso 1 1 calc R U . . .
C1 C 0.7571(6) 0.2954(9) -0.1814(4) 0.0268(19) Uani 1 1 d . . . . .
H1A H 0.7209 0.2296 -0.1967 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8696(5) 0.4863(9) -0.1353(4) 0.0205(18) Uani 1 1 d . . . . .
H4 H 0.9077 0.5497 -0.1202 0.025 Uiso 1 1 calc R U . . .
C2 C 0.7849(5) 0.3929(8) -0.2165(3) 0.0175(17) Uani 1 1 d . . . . .
C6 C 0.7838(5) 0.2974(10) -0.1232(4) 0.0258(19) Uani 1 1 d . . . . .
H6 H 0.7641 0.2336 -0.0996 0.031 Uiso 1 1 calc R U . . .
C16 C 0.6682(6) 0.4207(10) -0.4572(4) 0.028(2) Uani 1 1 d . . . . .
H16 H 0.6849 0.4466 -0.4919 0.034 Uiso 1 1 calc R U . . .
C7 C 0.8661(5) 0.3938(8) -0.0364(3) 0.0169(17) Uani 1 1 d . . . . .
C17 C 0.5933(6) 0.3677(9) -0.4484(4) 0.025(2) Uani 1 1 d . . . . .
H17 H 0.5494 0.3519 -0.4765 0.030 Uiso 1 1 calc R U . . .
C14 C 0.6682(5) 0.3800(8) -0.3636(4) 0.0184(18) Uani 1 1 d . . . . .
C10 C 0.9109(5) 0.3936(9) 0.0824(4) 0.0217(19) Uani 1 1 d . . . . .
C15 C 0.7146(6) 0.4284(9) -0.4031(4) 0.028(2) Uani 1 1 d . . . . .
H15 H 0.7683 0.4611 -0.3957 0.034 Uiso 1 1 calc R U . . .
C3 C 0.8431(6) 0.4853(9) -0.1933(4) 0.0237(19) Uani 1 1 d . . . . .
H3 H 0.8645 0.5471 -0.2171 0.028 Uiso 1 1 calc R U . . .
C11 C 0.8968(5) 0.2751(8) 0.0531(4) 0.0237(19) Uani 1 1 d . . . . .
H11 H 0.9026 0.1949 0.0728 0.028 Uiso 1 1 calc R U . . .
C18 C 0.6840(5) 0.3615(8) -0.3016(3) 0.0159(17) Uani 1 1 d . . . . .
C12 C 0.8739(6) 0.2749(8) -0.0057(4) 0.0222(18) Uani 1 1 d . . . . .
H12 H 0.8637 0.1946 -0.0248 0.027 Uiso 1 1 calc R U . . .
C9 C 0.9039(5) 0.5127(9) 0.0521(4) 0.024(2) Uani 1 1 d . . . . .
H9 H 0.9132 0.5929 0.0714 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8830(6) 0.5127(9) -0.0069(4) 0.0227(19) Uani 1 1 d . . . . .
H8 H 0.8804 0.5927 -0.0268 0.027 Uiso 1 1 calc R U . . .
C13 C 0.9279(5) 0.3919(10) 0.1471(4) 0.026(2) Uani 1 1 d . . . . .
O4A O 1.0288(10) -0.0095(14) 0.2931(7) 0.037(3) Uani 0.5 1 d . U P A 1
S1A S 1.0584(3) -0.0472(4) 0.3544(2) 0.0253(10) Uani 0.5 1 d . U P A 1
O4B O 1.0457(10) 0.0413(15) 0.3225(7) 0.037(3) Uani 0.5 1 d . U P A 2
S1B S 1.0791(4) -0.0949(5) 0.3098(2) 0.0399(13) Uani 0.5 1 d . U P A 2
C19B C 1.144(2) -0.151(4) 0.3470(15) 0.073(12) Uiso 0.5 1 d . . P A 2
H19A H 1.1944 -0.1058 0.3426 0.110 Uiso 0.5 1 calc R U P A 2
H19B H 1.1488 -0.2434 0.3382 0.110 Uiso 0.5 1 calc R U P A 2
H19C H 1.1313 -0.1417 0.3857 0.110 Uiso 0.5 1 calc R U P A 2
C20B C 0.999(2) -0.213(3) 0.3182(18) 0.096(11) Uani 0.5 1 d . U P A 2
H19D H 0.9966 -0.2290 0.3582 0.143 Uiso 0.5 1 calc R U P A 2
H19E H 1.0109 -0.2951 0.2999 0.143 Uiso 0.5 1 calc R U P A 2
H19F H 0.9469 -0.1789 0.3012 0.143 Uiso 0.5 1 calc R U P A 2
C19A C 1.1497(14) -0.133(2) 0.3709(11) 0.033(5) Uani 0.5 1 d . U P A 1
H1AA H 1.1607 -0.1854 0.3387 0.049 Uiso 0.5 1 calc R U P A 1
H1AB H 1.1452 -0.1893 0.4031 0.049 Uiso 0.5 1 calc R U P A 1
H1AC H 1.1941 -0.0705 0.3800 0.049 Uiso 0.5 1 calc R U P A 1
C20A C 0.9858(13) -0.166(2) 0.3712(11) 0.040(5) Uani 0.5 1 d . U P A 1
H1BA H 0.9346 -0.1231 0.3763 0.061 Uiso 0.5 1 calc R U P A 1
H1BB H 1.0067 -0.2116 0.4058 0.061 Uiso 0.5 1 calc R U P A 1
H1BC H 0.9766 -0.2297 0.3406 0.061 Uiso 0.5 1 calc R U P A 1


_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 O2 2.206(6) 2_755 ?
Cd1 O2 2.206(6) . ?
Cd1 O4A 2.299(14) . ?
Cd1 O4A 2.299(14) 2_755 ?
Cd1 O3 2.278(6) 7_655 ?
Cd1 O3 2.278(6) 8_556 ?
Cd1 O4B 2.345(14) . ?
Cd1 O4B 2.345(14) 2_755 ?
N1 C18 1.362(10) . ?
N1 C2 1.422(10) . ?
N1 H1 0.8600 . ?
O3 C18 1.241(10) . ?
O3 Cd1 2.278(6) 7_655 ?
O2 C13 1.266(12) . ?
C5 C4 1.391(12) . ?
C5 C6 1.394(12) . ?
C5 C7 1.495(11) . ?
O1 C13 1.246(12) . ?
N2 C17 1.358(11) . ?
N2 C14 1.369(11) . ?
N2 H2 0.8600 . ?
C1 C6 1.389(12) . ?
C1 C2 1.392(12) . ?
C1 H1A 0.9300 . ?
C4 C3 1.385(12) . ?
C4 H4 0.9300 . ?
C2 C3 1.393(12) . ?
C6 H6 0.9300 . ?
C16 C17 1.366(13) . ?
C16 C15 1.405(13) . ?
C16 H16 0.9300 . ?
C7 C8 1.394(12) . ?
C7 C12 1.395(11) . ?
C17 H17 0.9300 . ?
C14 C15 1.356(12) . ?
C14 C18 1.465(11) . ?
C10 C11 1.383(13) . ?
C10 C9 1.393(13) . ?
C10 C13 1.516(12) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C11 C12 1.391(12) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C9 C8 1.390(12) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
O4A S1A 1.517(16) . ?
S1A C19A 1.72(2) . ?
S1A C20A 1.76(2) . ?
O4B S1B 1.517(17) . ?
S1B C19B 1.40(4) . ?
S1B C20B 1.79(3) . ?
C19B H19A 0.9600 . ?
C19B H19B 0.9600 . ?
C19B H19C 0.9600 . ?
C20B H19D 0.9600 . ?
C20B H19E 0.9600 . ?
C20B H19F 0.9600 . ?
C19A H1AA 0.9600 . ?
C19A H1AB 0.9600 . ?
C19A H1AC 0.9600 . ?
C20A H1BA 0.9600 . ?
C20A H1BB 0.9600 . ?
C20A H1BC 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
O2 Cd1 O2 122.6(4) 2_755 . ?
O2 Cd1 O4A 91.7(5) 2_755 . ?
O2 Cd1 O4A 145.2(5) . . ?
O2 Cd1 O4A 145.2(5) 2_755 2_755 ?
O2 Cd1 O4A 91.7(5) . 2_755 ?
O4A Cd1 O4A 55.3(8) . 2_755 ?
O2 Cd1 O3 83.0(2) 2_755 7_655 ?
O2 Cd1 O3 97.8(2) . 7_655 ?
O4A Cd1 O3 91.6(4) . 7_655 ?
O4A Cd1 O3 87.0(4) 2_755 7_655 ?
O2 Cd1 O3 97.8(2) 2_755 8_556 ?
O2 Cd1 O3 83.0(2) . 8_556 ?
O4A Cd1 O3 87.0(4) . 8_556 ?
O4A Cd1 O3 91.6(4) 2_755 8_556 ?
O3 Cd1 O3 178.3(4) 7_655 8_556 ?
O2 Cd1 O4B 70.2(5) 2_755 . ?
O2 Cd1 O4B 164.6(4) . . ?
O3 Cd1 O4B 92.2(4) 7_655 . ?
O3 Cd1 O4B 86.7(4) 8_556 . ?
O2 Cd1 O4B 164.6(4) 2_755 2_755 ?
O2 Cd1 O4B 70.2(5) . 2_755 ?
O3 Cd1 O4B 86.7(4) 7_655 2_755 ?
O3 Cd1 O4B 92.2(4) 8_556 2_755 ?
O4B Cd1 O4B 98.9(9) . 2_755 ?
C18 N1 C2 124.0(7) . . ?
C18 N1 H1 118.0 . . ?
C2 N1 H1 118.0 . . ?
C18 O3 Cd1 148.9(6) . 7_655 ?
C13 O2 Cd1 137.6(6) . . ?
C4 C5 C6 118.6(8) . . ?
C4 C5 C7 121.2(8) . . ?
C6 C5 C7 120.2(8) . . ?
C17 N2 C14 108.9(7) . . ?
C17 N2 H2 125.6 . . ?
C14 N2 H2 125.6 . . ?
C6 C1 C2 119.4(8) . . ?
C6 C1 H1A 120.3 . . ?
C2 C1 H1A 120.3 . . ?
C3 C4 C5 120.4(8) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C1 C2 C3 119.3(8) . . ?
C1 C2 N1 123.0(8) . . ?
C3 C2 N1 117.6(7) . . ?
C1 C6 C5 121.5(8) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C17 C16 C15 106.1(8) . . ?
C17 C16 H16 126.9 . . ?
C15 C16 H16 126.9 . . ?
C8 C7 C12 118.4(7) . . ?
C8 C7 C5 121.2(7) . . ?
C12 C7 C5 120.4(7) . . ?
N2 C17 C16 108.9(8) . . ?
N2 C17 H17 125.6 . . ?
C16 C17 H17 125.6 . . ?
C15 C14 N2 107.5(8) . . ?
C15 C14 C18 133.1(8) . . ?
N2 C14 C18 119.4(7) . . ?
C11 C10 C9 119.1(8) . . ?
C11 C10 C13 119.5(8) . . ?
C9 C10 C13 121.3(8) . . ?
C14 C15 C16 108.6(8) . . ?
C14 C15 H15 125.7 . . ?
C16 C15 H15 125.7 . . ?
C4 C3 C2 120.7(8) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C10 C11 C12 120.5(8) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
O3 C18 N1 121.9(7) . . ?
O3 C18 C14 121.7(7) . . ?
N1 C18 C14 116.4(7) . . ?
C11 C12 C7 120.8(8) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C8 C9 C10 120.5(8) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C8 C7 120.6(8) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
O1 C13 O2 126.5(8) . . ?
O1 C13 C10 118.4(8) . . ?
O2 C13 C10 115.2(8) . . ?
S1A O4A Cd1 131.8(9) . . ?
O4A S1A C19A 120.7(11) . . ?
O4A S1A C20A 103.7(10) . . ?
C19A S1A C20A 101.1(11) . . ?
S1B O4B Cd1 122.3(9) . . ?
C19B S1B O4B 119.8(18) . . ?
C19B S1B C20B 99(2) . . ?
O4B S1B C20B 107.2(15) . . ?
S1B C19B H19A 109.5 . . ?
S1B C19B H19B 109.5 . . ?
H19A C19B H19B 109.5 . . ?
S1B C19B H19C 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
S1B C20B H19D 109.5 . . ?
S1B C20B H19E 109.5 . . ?
H19D C20B H19E 109.5 . . ?
S1B C20B H19F 109.5 . . ?
H19D C20B H19F 109.5 . . ?
H19E C20B H19F 109.5 . . ?
S1A C19A H1AA 109.5 . . ?
S1A C19A H1AB 109.5 . . ?
H1AA C19A H1AB 109.5 . . ?
S1A C19A H1AC 109.5 . . ?
H1AA C19A H1AC 109.5 . . ?
H1AB C19A H1AC 109.5 . . ?
S1A C20A H1BA 109.5 . . ?
S1A C20A H1BB 109.5 . . ?
H1BA C20A H1BB 109.5 . . ?
S1A C20A H1BC 109.5 . . ?
H1BA C20A H1BC 109.5 . . ?
H1BB C20A H1BC 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
C6 C5 C4 C3 1.2(13) . . . . ?
C7 C5 C4 C3 -178.7(8) . . . . ?
C6 C1 C2 C3 4.1(14) . . . . ?
C6 C1 C2 N1 -179.6(8) . . . . ?
C18 N1 C2 C1 33.5(14) . . . . ?
C18 N1 C2 C3 -150.2(8) . . . . ?
C2 C1 C6 C5 -1.6(14) . . . . ?
C4 C5 C6 C1 -1.0(14) . . . . ?
C7 C5 C6 C1 178.9(8) . . . . ?
C4 C5 C7 C8 33.9(12) . . . . ?
C6 C5 C7 C8 -146.0(9) . . . . ?
C4 C5 C7 C12 -146.5(9) . . . . ?
C6 C5 C7 C12 33.6(12) . . . . ?
C14 N2 C17 C16 0.9(10) . . . . ?
C15 C16 C17 N2 -0.8(11) . . . . ?
C17 N2 C14 C15 -0.7(10) . . . . ?
C17 N2 C14 C18 -179.6(8) . . . . ?
N2 C14 C15 C16 0.2(11) . . . . ?
C18 C14 C15 C16 178.9(9) . . . . ?
C17 C16 C15 C14 0.4(11) . . . . ?
C5 C4 C3 C2 1.4(14) . . . . ?
C1 C2 C3 C4 -4.0(14) . . . . ?
N1 C2 C3 C4 179.5(8) . . . . ?
C9 C10 C11 C12 -1.6(13) . . . . ?
C13 C10 C11 C12 174.4(8) . . . . ?
Cd1 O3 C18 N1 129.5(9) 7_655 . . . ?
Cd1 O3 C18 C14 -53.1(16) 7_655 . . . ?
C2 N1 C18 O3 -5.2(13) . . . . ?
C2 N1 C18 C14 177.2(8) . . . . ?
C15 C14 C18 O3 -177.7(10) . . . . ?
N2 C14 C18 O3 0.9(13) . . . . ?
C15 C14 C18 N1 -0.2(14) . . . . ?
N2 C14 C18 N1 178.4(7) . . . . ?
C10 C11 C12 C7 1.1(14) . . . . ?
C8 C7 C12 C11 1.0(13) . . . . ?
C5 C7 C12 C11 -178.6(8) . . . . ?
C11 C10 C9 C8 0.0(13) . . . . ?
C13 C10 C9 C8 -175.9(8) . . . . ?
C10 C9 C8 C7 2.2(14) . . . . ?
C12 C7 C8 C9 -2.6(13) . . . . ?
C5 C7 C8 C9 177.0(8) . . . . ?
Cd1 O2 C13 O1 22.8(17) . . . . ?
Cd1 O2 C13 C10 -158.4(7) . . . . ?
C11 C10 C13 O1 -140.9(9) . . . . ?
C9 C10 C13 O1 34.9(13) . . . . ?
C11 C10 C13 O2 40.2(12) . . . . ?
C9 C10 C13 O2 -143.9(9) . . . . ?
Cd1 O4A S1A C19A -120.8(14) . . . . ?
Cd1 O4A S1A C20A 127.2(13) . . . . ?
Cd1 O4B S1B C19B 145(2) . . . . ?
Cd1 O4B S1B C20B -103.0(16) . . . . ?

_refine_diff_density_max         1.329
_refine_diff_density_min         -2.766
_refine_diff_density_rms         0.184

