# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 1479029'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C32 H25 Cd N5 O11'
_chemical_formula_weight         767.97

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.3766(4)
_cell_length_b                   24.7578(10)
_cell_length_c                   12.8736(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.9170(10)
_cell_angle_gamma                90
_cell_volume                     3089.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6190
_cell_measurement_theta_min      0.911
_cell_measurement_theta_max      0.932

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_F_000             1552
_exptl_transmission_factor_min   0.899
_exptl_transmission_factor_max   0.933
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.779
_shelx_estimated_absorpt_T_min   0.899
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22513
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.645
_diffrn_reflns_theta_max         28.216
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7593
_reflns_number_gt                5849
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0374P)²+0.7609P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7593
_refine_ls_number_parameters     442
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0785
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      21.748
_refine_ls_shift/su_max          0.003
_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 0.08692(2) 0.55913(2) 0.85519(2) 0.02756(6) Uani 1 1 d . . . . .
O1 O 0.26010(17) 0.60938(7) 0.85153(16) 0.0393(4) Uani 1 1 d . . . . .
C1 C 0.3553(2) 0.58831(10) 0.8259(2) 0.0286(5) Uani 1 1 d . . . . .
O1W O 0.23239(19) 0.53400(8) 1.03115(15) 0.0493(5) Uani 1 1 d . . . . .
H1WA H 0.3186 0.5319 1.0676 0.059 Uiso 1 1 d R U . . .
H1WB H 0.1920 0.5129 1.0618 0.059 Uiso 1 1 d R U . . .
N1 N -0.0427(2) 0.56916(9) 0.66296(18) 0.0376(5) Uani 1 1 d . . . . .
O2 O 0.34646(19) 0.54408(7) 0.77717(16) 0.0412(5) Uani 1 1 d . . . . .
C2 C 0.4873(2) 0.62092(9) 0.85711(19) 0.0262(5) Uani 1 1 d . . . . .
N2 N -0.2971(2) 0.47578(9) 0.47792(17) 0.0356(5) Uani 1 1 d . . . . .
H2A H -0.3130 0.4642 0.4115 0.043 Uiso 1 1 calc R U . . .
O2W O 0.4894(2) 0.54716(7) 1.20845(16) 0.0433(5) Uani 1 1 d . . . . .
H2WA H 0.5167 0.5613 1.2729 0.052 Uiso 1 1 d DR U . . .
H2WB H 0.5401 0.5198 1.2110 0.052 Uiso 1 1 d R U . . .
O3 O -0.13378(17) 0.55031(7) 0.88154(15) 0.0345(4) Uani 1 1 d . . . . .
N3 N -1.1831(2) 0.14018(8) 0.31828(19) 0.0381(5) Uani 1 1 d . . . . .
H3B H -1.1171 0.1180 0.3239 0.046 Uiso 1 1 calc DR U . . .
C3 C 0.4848(2) 0.67558(10) 0.88132(19) 0.0296(5) Uani 1 1 d . . . . .
H3A H 0.4041 0.6920 0.8813 0.036 Uiso 1 1 calc R U . . .
O4 O 0.96319(16) 0.63034(7) 0.89532(15) 0.0368(4) Uani 1 1 d . . . . .
N4 N -1.4201(2) 0.03499(9) 0.33422(17) 0.0334(5) Uani 1 1 d . . . . .
C4 C 0.6049(2) 0.70477(9) 0.9053(2) 0.0301(5) Uani 1 1 d . . . . .
N5 N 0.5992(3) 0.76336(9) 0.9228(2) 0.0436(6) Uani 1 1 d . . . . .
O5 O 0.6848(2) 0.79150(8) 0.9035(2) 0.0688(7) Uani 1 1 d . . . . .
C5 C 0.7284(2) 0.68211(10) 0.90958(19) 0.0292(5) Uani 1 1 d . . . . .
H5A H 0.8077 0.7030 0.9265 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7310(2) 0.62732(9) 0.88791(18) 0.0260(5) Uani 1 1 d . . . . .
O6 O 0.5083(3) 0.78077(9) 0.9527(2) 0.0686(7) Uani 1 1 d . . . . .
O7 O -0.3741(2) 0.47035(8) 0.62180(16) 0.0456(5) Uani 1 1 d . . . . .
C7 C 0.6095(2) 0.59767(10) 0.85976(19) 0.0269(5) Uani 1 1 d . . . . .
H7A H 0.6105 0.5613 0.8423 0.032 Uiso 1 1 calc R U . . .
O8 O -0.6046(2) 0.24877(8) 0.3824(2) 0.0546(6) Uani 1 1 d . . . . .
C8 C 0.8626(2) 0.60116(10) 0.88951(19) 0.0270(5) Uani 1 1 d . . . . .
O9 O -1.2422(2) 0.22884(8) 0.2959(2) 0.0633(6) Uani 1 1 d . . . . .
C9 C -0.0009(3) 0.59482(11) 0.5905(2) 0.0417(6) Uani 1 1 d . . . . .
H9A H 0.0676 0.6210 0.6162 0.050 Uiso 1 1 calc R U . . .
C10 C -0.0551(3) 0.58407(13) 0.4790(2) 0.0516(8) Uani 1 1 d . . . . .
H10A H -0.0257 0.6032 0.4294 0.062 Uiso 1 1 calc R U . . .
C11 C -0.1547(3) 0.54409(12) 0.4412(2) 0.0437(7) Uani 1 1 d . . . . .
H11A H -0.1899 0.5351 0.3661 0.052 Uiso 1 1 calc R U . . .
C12 C -0.2009(2) 0.51802(10) 0.5149(2) 0.0310(5) Uani 1 1 d . . . . .
C13 C -0.1441(3) 0.53284(12) 0.6256(2) 0.0395(6) Uani 1 1 d . . . . .
H13A H -0.1778 0.5169 0.6761 0.047 Uiso 1 1 calc R U . . .
C14 C -0.3679(3) 0.45129(10) 0.5361(2) 0.0345(6) Uani 1 1 d . . . . .
C15 C -0.4350(3) 0.39908(10) 0.4897(2) 0.0339(6) Uani 1 1 d . . . . .
C16 C -0.3842(3) 0.36563(10) 0.4274(2) 0.0355(6) Uani 1 1 d . . . . .
H16A H -0.3091 0.3768 0.4095 0.043 Uiso 1 1 calc R U . . .
C17 C -0.4430(3) 0.31584(11) 0.3914(2) 0.0367(6) Uani 1 1 d . . . . .
H17A H -0.4079 0.2934 0.3499 0.044 Uiso 1 1 calc R U . . .
C18 C -0.5547(3) 0.29992(10) 0.4179(2) 0.0390(6) Uani 1 1 d . . . . .
C19 C -0.6061(3) 0.33217(12) 0.4812(3) 0.0516(8) Uani 1 1 d . . . . .
H19A H -0.6810 0.3208 0.4991 0.062 Uiso 1 1 calc R U . . .
C20 C -0.5454(3) 0.38141(12) 0.5176(3) 0.0459(7) Uani 1 1 d . . . . .
H20A H -0.5787 0.4031 0.5614 0.055 Uiso 1 1 calc R U . . .
C21 C -0.7405(3) 0.23700(11) 0.3661(2) 0.0392(6) Uani 1 1 d . . . . .
C22 C -0.8480(3) 0.26914(11) 0.3009(3) 0.0476(7) Uani 1 1 d . . . . .
H22A H -0.8297 0.3008 0.2697 0.057 Uiso 1 1 calc R U . . .
C23 C -0.9818(3) 0.25419(11) 0.2824(2) 0.0428(7) Uani 1 1 d . . . . .
H23A H -1.0542 0.2761 0.2399 0.051 Uiso 1 1 calc R U . . .
C24 C -1.0094(3) 0.20610(10) 0.3271(2) 0.0353(6) Uani 1 1 d . . . . .
C25 C -0.9001(3) 0.17434(10) 0.3917(2) 0.0354(6) Uani 1 1 d . . . . .
H25A H -0.9180 0.1422 0.4215 0.043 Uiso 1 1 calc R U . . .
C26 C -0.7655(3) 0.18954(10) 0.4126(2) 0.0379(6) Uani 1 1 d . . . . .
H26A H -0.6927 0.1683 0.4571 0.045 Uiso 1 1 calc R U . . .
C27 C -1.1556(3) 0.19357(10) 0.3109(2) 0.0385(6) Uani 1 1 d . . . . .
C28 C -1.3071(3) 0.11744(10) 0.3176(2) 0.0315(5) Uani 1 1 d . . . . .
C29 C -1.3081(2) 0.06211(10) 0.3361(2) 0.0298(5) Uani 1 1 d . . . . .
H29A H -1.2264 0.0430 0.3505 0.036 Uiso 1 1 calc R U . . .
C30 C -1.5370(3) 0.06335(11) 0.3162(2) 0.0407(6) Uani 1 1 d . . . . .
H30A H -1.6157 0.0452 0.3157 0.049 Uiso 1 1 calc R U . . .
C31 C -1.5440(3) 0.11804(11) 0.2986(2) 0.0423(7) Uani 1 1 d . . . . .
H31A H -1.6265 0.1363 0.2863 0.051 Uiso 1 1 calc R U . . .
C32 C -1.4287(3) 0.14604(11) 0.2990(2) 0.0402(6) Uani 1 1 d . . . . .
H32A H -1.4323 0.1831 0.2872 0.048 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
Cd1 O1 2.2000(17) . ?
Cd1 O1W 2.3141(17) . ?
Cd1 N4 2.344(2) 4_766 ?
Cd1 O4 2.3446(17) 1_455 ?
Cd1 N1 2.370(2) . ?
Cd1 O3 2.4418(17) . ?
Cd1 C8 2.726(2) 1_455 ?
O1 C1 1.261(3) . ?
C1 O2 1.249(3) . ?
C1 C2 1.515(3) . ?
N1 C9 1.323(3) . ?
N1 C13 1.336(3) . ?
C2 C7 1.382(3) . ?
C2 C3 1.391(3) . ?
N2 C14 1.364(3) . ?
N2 C12 1.406(3) . ?
O3 C8 1.265(3) 1_455 ?
N3 C27 1.363(3) . ?
N3 C28 1.402(3) . ?
C3 C4 1.377(3) . ?
O4 C8 1.250(3) . ?
O4 Cd1 2.3446(17) 1_655 ?
N4 C29 1.335(3) . ?
N4 C30 1.348(3) . ?
N4 Cd1 2.344(2) 4_465 ?
C4 C5 1.382(3) . ?
C4 N5 1.472(3) . ?
N5 O6 1.218(3) . ?
N5 O5 1.222(3) . ?
C5 C6 1.387(3) . ?
C6 C7 1.391(3) . ?
C6 C8 1.504(3) . ?
O7 C14 1.222(3) . ?
O8 C21 1.381(3) . ?
O8 C18 1.383(3) . ?
C8 O3 1.265(3) 1_655 ?
C8 Cd1 2.726(2) 1_655 ?
O9 C27 1.218(3) . ?
C9 C10 1.368(4) . ?
C10 C11 1.388(4) . ?
C11 C12 1.368(4) . ?
C12 C13 1.383(3) . ?
C14 C15 1.488(3) . ?
C15 C16 1.382(4) . ?
C15 C20 1.388(4) . ?
C16 C17 1.380(4) . ?
C17 C18 1.377(4) . ?
C18 C19 1.377(4) . ?
C19 C20 1.375(4) . ?
C21 C22 1.383(4) . ?
C21 C26 1.384(4) . ?
C22 C23 1.374(4) . ?
C23 C24 1.396(4) . ?
C24 C25 1.387(4) . ?
C24 C27 1.488(4) . ?
C25 C26 1.377(3) . ?
C28 C29 1.391(3) . ?
C28 C32 1.391(3) . ?
C30 C31 1.371(4) . ?
C31 C32 1.381(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
O1 Cd1 O1W 85.45(7) . . ?
O1 Cd1 N4 123.48(7) . 4_766 ?
O1W Cd1 N4 80.10(7) . 4_766 ?
O1 Cd1 O4 95.46(6) . 1_455 ?
O1W Cd1 O4 101.75(7) . 1_455 ?
N4 Cd1 O4 140.90(7) 4_766 1_455 ?
O1 Cd1 N1 94.69(7) . . ?
O1W Cd1 N1 168.20(8) . . ?
N4 Cd1 N1 90.07(7) 4_766 . ?
O4 Cd1 N1 89.99(7) 1_455 . ?
O1 Cd1 O3 150.15(6) . . ?
O1W Cd1 O3 99.00(7) . . ?
N4 Cd1 O3 86.28(6) 4_766 . ?
O4 Cd1 O3 54.69(6) 1_455 . ?
N1 Cd1 O3 86.76(7) . . ?
O1 Cd1 C8 122.61(7) . 1_455 ?
O1W Cd1 C8 103.91(7) . 1_455 ?
N4 Cd1 C8 113.89(7) 4_766 1_455 ?
O4 Cd1 C8 27.23(6) 1_455 1_455 ?
N1 Cd1 C8 85.98(7) . 1_455 ?
O3 Cd1 C8 27.63(6) . 1_455 ?
C1 O1 Cd1 119.61(16) . . ?
O2 C1 O1 124.7(2) . . ?
O2 C1 C2 119.9(2) . . ?
O1 C1 C2 115.4(2) . . ?
C9 N1 C13 118.9(2) . . ?
C9 N1 Cd1 125.40(18) . . ?
C13 N1 Cd1 112.69(17) . . ?
C7 C2 C3 119.4(2) . . ?
C7 C2 C1 121.3(2) . . ?
C3 C2 C1 119.4(2) . . ?
C14 N2 C12 126.9(2) . . ?
C8 O3 Cd1 88.80(14) 1_455 . ?
C27 N3 C28 127.1(2) . . ?
C4 C3 C2 118.2(2) . . ?
C8 O4 Cd1 93.65(14) . 1_655 ?
C29 N4 C30 117.7(2) . . ?
C29 N4 Cd1 120.47(16) . 4_465 ?
C30 N4 Cd1 121.76(17) . 4_465 ?
C3 C4 C5 123.2(2) . . ?
C3 C4 N5 118.0(2) . . ?
C5 C4 N5 118.8(2) . . ?
O6 N5 O5 124.3(2) . . ?
O6 N5 C4 118.3(2) . . ?
O5 N5 C4 117.3(2) . . ?
C4 C5 C6 118.3(2) . . ?
C5 C6 C7 119.2(2) . . ?
C5 C6 C8 120.1(2) . . ?
C7 C6 C8 120.7(2) . . ?
C2 C7 C6 121.7(2) . . ?
C21 O8 C18 119.0(2) . . ?
O4 C8 O3 122.1(2) . 1_655 ?
O4 C8 C6 119.1(2) . . ?
O3 C8 C6 118.7(2) 1_655 . ?
O4 C8 Cd1 59.13(12) . 1_655 ?
O3 C8 Cd1 63.57(12) 1_655 1_655 ?
C6 C8 Cd1 170.16(16) . 1_655 ?
N1 C9 C10 122.1(3) . . ?
C9 C10 C11 118.8(3) . . ?
C12 C11 C10 119.6(3) . . ?
C11 C12 C13 117.6(2) . . ?
C11 C12 N2 119.8(2) . . ?
C13 C12 N2 122.4(2) . . ?
N1 C13 C12 122.7(2) . . ?
O7 C14 N2 122.4(2) . . ?
O7 C14 C15 122.0(2) . . ?
N2 C14 C15 115.6(2) . . ?
C16 C15 C20 118.8(2) . . ?
C16 C15 C14 122.2(2) . . ?
C20 C15 C14 118.7(2) . . ?
C17 C16 C15 121.0(2) . . ?
C18 C17 C16 118.9(3) . . ?
C17 C18 C19 121.2(2) . . ?
C17 C18 O8 115.4(2) . . ?
C19 C18 O8 123.2(2) . . ?
C20 C19 C18 119.3(3) . . ?
C19 C20 C15 120.7(3) . . ?
O8 C21 C22 121.9(2) . . ?
O8 C21 C26 116.9(3) . . ?
C22 C21 C26 121.1(3) . . ?
C23 C22 C21 119.8(3) . . ?
C22 C23 C24 120.1(3) . . ?
C25 C24 C23 119.1(2) . . ?
C25 C24 C27 122.7(2) . . ?
C23 C24 C27 118.0(2) . . ?
C26 C25 C24 121.2(2) . . ?
C25 C26 C21 118.7(3) . . ?
O9 C27 N3 123.0(3) . . ?
O9 C27 C24 122.0(2) . . ?
N3 C27 C24 114.9(2) . . ?
C29 C28 C32 118.0(2) . . ?
C29 C28 N3 117.2(2) . . ?
C32 C28 N3 124.8(2) . . ?
N4 C29 C28 123.5(2) . . ?
N4 C30 C31 122.3(3) . . ?
C30 C31 C32 120.0(3) . . ?
C31 C32 C28 118.5(2) . . ?

_refine_diff_density_max         0.775
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.067


####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1479030'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C34 H29 Cd N5 O8 S'
_chemical_formula_weight         780.08

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'
S S 0.1246 0.1234 '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                   10.4806(7)
_cell_length_b                   13.6856(9)
_cell_length_c                   13.7734(10)
_cell_angle_alpha                102.637(2)
_cell_angle_beta                 108.6560(10)
_cell_angle_gamma                107.2190(10)
_cell_volume                     1677.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2533
_cell_measurement_theta_min      1.661
_cell_measurement_theta_max      28.243

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   0.867
_exptl_transmission_factor_max   0.880
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.773
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12398
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.661
_diffrn_reflns_theta_max         28.243
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8217
_reflns_number_gt                5734
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0515P)²+0.1083P] 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         8217
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1121
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_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
Cd1 Cd 0.51118(3) 0.21138(2) 0.50820(2) 0.03261(9) Uani 1 1 d . . . . .
S1 S 0.02005(10) 0.20816(8) 0.51548(9) 0.0418(2) Uani 1 1 d . . . . .
O1 O 0.2856(3) 0.2125(2) 0.4903(2) 0.0459(7) Uani 1 1 d . . . . .
N1 N 0.3898(3) 0.0768(2) 0.3345(3) 0.0382(7) Uani 1 1 d . . . . .
C1 C 0.4419(4) 0.0020(3) 0.3048(3) 0.0360(8) Uani 1 1 d . . . . .
H1A H 0.5249 0.0021 0.3565 0.043 Uiso 1 1 calc R U . . .
N2 N 0.4465(4) -0.1467(3) 0.1781(3) 0.0453(8) Uani 1 1 d . . . . .
H2A H 0.4880 -0.1686 0.2287 0.054 Uiso 1 1 calc R U . . .
C2 C 0.3788(4) -0.0747(3) 0.2020(3) 0.0416(9) Uani 1 1 d . . . . .
O2 O 0.3635(2) 0.1355(2) 0.6088(2) 0.0412(6) Uani 1 1 d . . . . .
O3 O -0.3298(3) 0.1325(2) 0.5755(2) 0.0453(7) Uani 1 1 d . . . . .
N3 N 0.2855(3) 0.4638(2) 0.2823(3) 0.0377(7) Uani 1 1 d . . . . .
H3B H 0.2062 0.4058 0.2543 0.045 Uiso 1 1 calc R U . . .
C3 C 0.2522(5) -0.0790(4) 0.1262(4) 0.0634(13) Uani 1 1 d . . . . .
H3A H 0.2044 -0.1320 0.0568 0.076 Uiso 1 1 calc R U . . .
O4 O 0.7508(3) 0.2431(3) 0.4964(3) 0.0607(9) Uani 1 1 d . . . . .
N4 N 0.5302(3) 0.3551(2) 0.4347(3) 0.0357(7) Uani 1 1 d . . . . .
C4 C 0.1976(5) -0.0015(4) 0.1564(4) 0.0706(15) Uani 1 1 d . . . . .
H4A H 0.1126 -0.0017 0.1070 0.085 Uiso 1 1 calc R U . . .
O5 O 0.3858(4) -0.1602(3) 0.0019(3) 0.0841(12) Uani 1 1 d . . . . .
C5 C 0.2701(5) 0.0750(4) 0.2593(4) 0.0535(11) Uani 1 1 d . . . . .
H5A H 0.2347 0.1279 0.2776 0.064 Uiso 1 1 calc R U . . .
N5 N 0.8436(5) 0.1485(6) 0.2138(4) 0.1021(19) Uani 1 1 d . . . . .
O6 O 0.7302(3) -0.4626(3) -0.0039(3) 0.0687(10) Uani 1 1 d . . . . .
C6 C 0.4489(5) -0.1828(4) 0.0794(4) 0.0498(11) Uani 1 1 d . . . . .
O7 O 1.3797(3) -0.3549(2) 0.3134(2) 0.0425(6) Uani 1 1 d . . . . .
C7 C 0.5339(4) -0.2522(3) 0.0678(3) 0.0437(9) Uani 1 1 d . . . . .
O8 O 1.0541(3) 0.2631(3) 0.2323(3) 0.0748(11) Uani 1 1 d . . . . .
C8 C 0.5768(5) -0.3035(3) 0.1387(4) 0.0499(11) Uani 1 1 d . . . . .
H8A H 0.5584 -0.2930 0.2010 0.060 Uiso 1 1 calc R U . . .
C9 C 0.6481(5) -0.3713(4) 0.1180(4) 0.0586(12) Uani 1 1 d . . . . .
H9A H 0.6785 -0.4056 0.1669 0.070 Uiso 1 1 calc R U . . .
C10 C 0.6732(4) -0.3872(4) 0.0256(4) 0.0517(12) Uani 1 1 d . . . . .
C11 C 0.6336(6) -0.3354(5) -0.0455(4) 0.0763(16) Uani 1 1 d . . . . .
H11A H 0.6540 -0.3451 -0.1070 0.092 Uiso 1 1 calc R U . . .
C12 C 0.5626(6) -0.2682(5) -0.0245(4) 0.0751(16) Uani 1 1 d . . . . .
H12A H 0.5337 -0.2333 -0.0731 0.090 Uiso 1 1 calc R U . . .
C13 C 0.8617(4) -0.4554(4) 0.0688(3) 0.0469(10) Uani 1 1 d . . . . .
C14 C 0.9731(5) -0.3579(3) 0.1400(3) 0.0512(11) Uani 1 1 d . . . . .
H14A H 0.9592 -0.2932 0.1453 0.061 Uiso 1 1 calc R U . . .
C15 C 1.1054(4) -0.3564(3) 0.2036(3) 0.0435(10) Uani 1 1 d . . . . .
H15A H 1.1820 -0.2901 0.2504 0.052 Uiso 1 1 calc R U . . .
C16 C 1.1265(4) -0.4532(3) 0.1988(3) 0.0355(8) Uani 1 1 d . . . . .
C17 C 1.0126(4) -0.5503(3) 0.1262(3) 0.0431(9) Uani 1 1 d . . . . .
H17A H 1.0251 -0.6155 0.1213 0.052 Uiso 1 1 calc R U . . .
C18 C 0.8804(4) -0.5519(3) 0.0606(3) 0.0462(10) Uani 1 1 d . . . . .
H18A H 0.8047 -0.6176 0.0114 0.055 Uiso 1 1 calc R U . . .
C19 C 1.2736(4) -0.4439(3) 0.2691(3) 0.0350(8) Uani 1 1 d . . . . .
C20 C 0.4180(4) 0.4549(3) 0.3385(3) 0.0339(8) Uani 1 1 d . . . . .
C21 C 0.4126(4) 0.3737(3) 0.3846(3) 0.0336(8) Uani 1 1 d . . . . .
H21A H 0.3225 0.3303 0.3803 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6599(4) 0.4186(3) 0.4422(4) 0.0427(9) Uani 1 1 d . . . . .
H22A H 0.7424 0.4062 0.4770 0.051 Uiso 1 1 calc R U . . .
C23 C 0.6755(4) 0.5020(3) 0.4001(4) 0.0503(11) Uani 1 1 d . . . . .
H23A H 0.7675 0.5456 0.4075 0.060 Uiso 1 1 calc R U . . .
C24 C 0.5537(4) 0.5200(3) 0.3470(4) 0.0438(10) Uani 1 1 d . . . . .
H24A H 0.5622 0.5751 0.3172 0.053 Uiso 1 1 calc R U . . .
C25 C 0.2710(3) 0.1673(3) 0.5581(3) 0.0324(8) Uani 1 1 d . . . . .
C26 C 0.1366(3) 0.1529(3) 0.5776(3) 0.0315(8) Uani 1 1 d . . . . .
C27 C 0.0835(4) 0.0978(3) 0.6349(3) 0.0425(9) Uani 1 1 d . . . . .
H27A H 0.1316 0.0624 0.6742 0.051 Uiso 1 1 calc R U . . .
C28 C -0.0536(4) 0.0988(3) 0.6297(3) 0.0448(10) Uani 1 1 d . . . . .
H28A H -0.1054 0.0636 0.6644 0.054 Uiso 1 1 calc R U . . .
C29 C -0.1004(4) 0.1564(3) 0.5691(3) 0.0327(8) Uani 1 1 d . . . . .
C30 C -0.2392(4) 0.1776(3) 0.5436(3) 0.0331(8) Uani 1 1 d . . . . .
C31 C 0.9374(6) 0.2432(5) 0.2474(5) 0.085(2) Uani 1 1 d . . . . .
C32 C 0.9130(8) 0.3397(6) 0.3122(6) 0.108(2) Uani 1 1 d . . . . .
H32A H 0.9944 0.4068 0.3323 0.162 Uiso 1 1 calc R U . . .
H32B H 0.8243 0.3431 0.2672 0.162 Uiso 1 1 calc R U . . .
H32C H 0.9055 0.3285 0.3769 0.162 Uiso 1 1 calc R U . . .
C33 C 0.8657(8) 0.0594(5) 0.1507(6) 0.101(2) Uani 1 1 d . . . . .
H33A H 0.7850 -0.0081 0.1306 0.152 Uiso 1 1 calc R U . . .
H33B H 0.8712 0.0719 0.0860 0.152 Uiso 1 1 calc R U . . .
H33C H 0.9553 0.0559 0.1940 0.152 Uiso 1 1 calc R U . . .
C34 C 0.7060(6) 0.1245(7) 0.2319(6) 0.135(3) Uani 1 1 d . . . . .
H34A H 0.6480 0.0474 0.2002 0.202 Uiso 1 1 calc R U . . .
H34B H 0.7305 0.1484 0.3089 0.202 Uiso 1 1 calc R U . . .
H34C H 0.6511 0.1622 0.1982 0.202 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
Cd1 O1 2.302(2) . ?
Cd1 O3 2.306(2) 1_655 ?
Cd1 N1 2.339(3) . ?
Cd1 N4 2.388(3) . ?
Cd1 O7 2.442(3) 2_756 ?
Cd1 O4 2.484(3) . ?
Cd1 O2 2.538(3) . ?
Cd1 C30 2.701(3) 1_655 ?
Cd1 C25 2.750(3) . ?
S1 C29 1.713(3) . ?
S1 C26 1.720(3) . ?
O1 C25 1.252(4) . ?
N1 C5 1.337(5) . ?
N1 C1 1.343(4) . ?
C1 C2 1.373(5) . ?
N2 C6 1.352(5) . ?
N2 C2 1.416(4) . ?
C2 C3 1.377(5) . ?
O2 C25 1.251(4) . ?
O3 C30 1.230(4) . ?
O3 Cd1 2.306(2) 1_455 ?
N3 C19 1.351(4) 1_465 ?
N3 C20 1.412(4) . ?
C3 C4 1.394(6) . ?
O4 C30 1.227(5) 1_655 ?
N4 C21 1.334(4) . ?
N4 C22 1.335(4) . ?
C4 C5 1.368(6) . ?
O5 C6 1.219(5) . ?
N5 C31 1.245(7) . ?
N5 C33 1.459(8) . ?
N5 C34 1.495(7) . ?
O6 C13 1.380(4) . ?
O6 C10 1.388(5) . ?
C6 C7 1.499(5) . ?
O7 C19 1.237(4) . ?
O7 Cd1 2.442(3) 2_756 ?
C7 C8 1.361(6) . ?
C7 C12 1.384(6) . ?
O8 C31 1.267(6) . ?
C8 C9 1.390(5) . ?
C9 C10 1.365(6) . ?
C10 C11 1.360(7) . ?
C11 C12 1.382(6) . ?
C13 C14 1.370(6) . ?
C13 C18 1.377(6) . ?
C14 C15 1.375(5) . ?
C15 C16 1.397(5) . ?
C16 C17 1.381(5) . ?
C16 C19 1.485(5) . ?
C17 C18 1.381(5) . ?
C19 N3 1.351(4) 1_645 ?
C20 C24 1.388(5) . ?
C20 C21 1.391(5) . ?
C22 C23 1.381(5) . ?
C23 C24 1.376(5) . ?
C25 C26 1.482(4) . ?
C26 C27 1.340(5) . ?
C27 C28 1.421(5) . ?
C28 C29 1.347(5) . ?
C29 C30 1.513(5) . ?
C30 O4 1.227(5) 1_455 ?
C30 Cd1 2.701(3) 1_455 ?
C31 C32 1.561(9) . ?

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 O3 141.90(10) . 1_655 ?
O1 Cd1 N1 86.95(10) . . ?
O3 Cd1 N1 94.09(10) 1_655 . ?
O1 Cd1 N4 84.34(9) . . ?
O3 Cd1 N4 133.53(9) 1_655 . ?
N1 Cd1 N4 92.49(11) . . ?
O1 Cd1 O7 88.63(9) . 2_756 ?
O3 Cd1 O7 90.09(9) 1_655 2_756 ?
N1 Cd1 O7 175.44(9) . 2_756 ?
N4 Cd1 O7 85.92(10) . 2_756 ?
O1 Cd1 O4 164.11(10) . . ?
O3 Cd1 O4 53.92(9) 1_655 . ?
N1 Cd1 O4 90.55(11) . . ?
N4 Cd1 O4 80.09(10) . . ?
O7 Cd1 O4 93.39(10) 2_756 . ?
O1 Cd1 O2 53.84(9) . . ?
O3 Cd1 O2 89.03(9) 1_655 . ?
N1 Cd1 O2 102.39(10) . . ?
N4 Cd1 O2 133.96(9) . . ?
O7 Cd1 O2 75.83(9) 2_756 . ?
O4 Cd1 O2 141.79(9) . . ?
O1 Cd1 C30 168.77(10) . 1_655 ?
O3 Cd1 C30 26.98(10) 1_655 1_655 ?
N1 Cd1 C30 92.13(10) . 1_655 ?
N4 Cd1 C30 106.89(11) . 1_655 ?
O7 Cd1 C30 92.42(10) 2_756 1_655 ?
O4 Cd1 C30 26.95(10) . 1_655 ?
O2 Cd1 C30 115.66(10) . 1_655 ?
O1 Cd1 C25 26.87(10) . . ?
O3 Cd1 C25 115.70(10) 1_655 . ?
N1 Cd1 C25 95.49(10) . . ?
N4 Cd1 C25 109.33(10) . . ?
O7 Cd1 C25 81.03(10) 2_756 . ?
O4 Cd1 C25 168.50(10) . . ?
O2 Cd1 C25 26.98(9) . . ?
C30 Cd1 C25 142.55(11) 1_655 . ?
C29 S1 C26 91.76(17) . . ?
C25 O1 Cd1 96.9(2) . . ?
C5 N1 C1 117.5(3) . . ?
C5 N1 Cd1 121.1(3) . . ?
C1 N1 Cd1 121.3(2) . . ?
N1 C1 C2 123.2(3) . . ?
C6 N2 C2 123.1(3) . . ?
C1 C2 C3 119.0(4) . . ?
C1 C2 N2 118.5(3) . . ?
C3 C2 N2 122.5(4) . . ?
C25 O2 Cd1 86.0(2) . . ?
C30 O3 Cd1 94.7(2) . 1_455 ?
C19 N3 C20 125.2(3) 1_465 . ?
C2 C3 C4 118.0(4) . . ?
C30 O4 Cd1 86.5(2) 1_655 . ?
C21 N4 C22 118.3(3) . . ?
C21 N4 Cd1 121.3(2) . . ?
C22 N4 Cd1 120.4(2) . . ?
C5 C4 C3 119.5(4) . . ?
N1 C5 C4 122.7(4) . . ?
C31 N5 C33 118.9(6) . . ?
C31 N5 C34 121.8(7) . . ?
C33 N5 C34 119.2(6) . . ?
C13 O6 C10 119.4(3) . . ?
O5 C6 N2 122.3(4) . . ?
O5 C6 C7 120.3(4) . . ?
N2 C6 C7 117.4(4) . . ?
C19 O7 Cd1 133.8(2) . 2_756 ?
C8 C7 C12 119.2(4) . . ?
C8 C7 C6 124.2(4) . . ?
C12 C7 C6 116.5(4) . . ?
C7 C8 C9 120.2(4) . . ?
C10 C9 C8 119.6(4) . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 O6 117.0(4) . . ?
C9 C10 O6 121.5(4) . . ?
C10 C11 C12 118.7(5) . . ?
C11 C12 C7 120.9(5) . . ?
C14 C13 C18 120.9(4) . . ?
C14 C13 O6 122.8(4) . . ?
C18 C13 O6 116.2(4) . . ?
C13 C14 C15 119.5(4) . . ?
C14 C15 C16 120.9(4) . . ?
C17 C16 C15 118.4(3) . . ?
C17 C16 C19 124.2(3) . . ?
C15 C16 C19 117.3(3) . . ?
C16 C17 C18 120.8(4) . . ?
C13 C18 C17 119.5(4) . . ?
O7 C19 N3 122.0(3) . 1_645 ?
O7 C19 C16 120.8(3) . . ?
N3 C19 C16 117.1(3) 1_645 . ?
C24 C20 C21 117.6(3) . . ?
C24 C20 N3 123.8(3) . . ?
C21 C20 N3 118.5(3) . . ?
N4 C21 C20 123.3(3) . . ?
N4 C22 C23 122.3(3) . . ?
C24 C23 C22 119.3(4) . . ?
C23 C24 C20 119.3(4) . . ?
O2 C25 O1 123.2(3) . . ?
O2 C25 C26 120.1(3) . . ?
O1 C25 C26 116.6(3) . . ?
O2 C25 Cd1 67.03(18) . . ?
O1 C25 Cd1 56.21(17) . . ?
C26 C25 Cd1 172.6(3) . . ?
C27 C26 C25 130.1(3) . . ?
C27 C26 S1 111.1(2) . . ?
C25 C26 S1 118.7(3) . . ?
C26 C27 C28 113.2(3) . . ?
C29 C28 C27 112.5(3) . . ?
C28 C29 C30 129.1(3) . . ?
C28 C29 S1 111.4(3) . . ?
C30 C29 S1 119.5(3) . . ?
O4 C30 O3 124.9(3) 1_455 . ?
O4 C30 C29 116.6(3) 1_455 . ?
O3 C30 C29 118.5(3) . . ?
O4 C30 Cd1 66.60(19) 1_455 1_455 ?
O3 C30 Cd1 58.31(18) . 1_455 ?
C29 C30 Cd1 176.5(3) . 1_455 ?
N5 C31 O8 121.6(7) . . ?
N5 C31 C32 119.5(6) . . ?
O8 C31 C32 118.8(5) . . ?

_refine_diff_density_max         0.991
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.088


####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1479031'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C30 H24 Cd N4 O9 S'
_chemical_formula_weight         728.99

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'
S S 0.1246 0.1234 '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                   10.4913(5)
_cell_length_b                   11.7339(6)
_cell_length_c                   13.5701(7)
_cell_angle_alpha                76.6910(10)
_cell_angle_beta                 71.2070(10)
_cell_angle_gamma                65.6420(10)
_cell_volume                     1431.50(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4729
_cell_measurement_theta_min      0.843
_cell_measurement_theta_max      0.858

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   0.848
_exptl_transmission_factor_max   0.862
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.900
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.862
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10542
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.595
_diffrn_reflns_theta_max         28.220
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7005
_reflns_number_gt                6060
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0498P)²+1.9098P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7005
_refine_ls_number_parameters     406
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0936
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Cd1 Cd 0.99068(2) -0.00829(2) 0.20356(2) 0.02856(7) Uani 1 1 d . . . . .
S1 S 1.48989(7) -0.01246(8) 0.19169(6) 0.03243(16) Uani 1 1 d . . . . .
O1 O 1.1997(2) 0.0184(3) 0.20017(19) 0.0461(6) Uani 1 1 d . . . . .
N1 N 0.9215(3) 0.1968(2) 0.11584(19) 0.0323(5) Uani 1 1 d . . . . .
C1 C 1.2877(3) -0.0650(3) 0.1420(2) 0.0302(6) Uani 1 1 d . . . . .
O1W O 0.4618(8) 0.0997(8) 0.4056(6) 0.195(3) Uani 1 1 d . U . . .
H1WA H 0.3958 0.1513 0.3765 0.234 Uiso 1 1 d R U . . .
H1WB H 0.5365 0.0678 0.3574 0.234 Uiso 1 1 d R U . . .
O2 O 1.2497(2) -0.1284(2) 0.1025(2) 0.0415(5) Uani 1 1 d . . . . .
N2 N 0.7074(3) 0.3850(3) -0.0700(2) 0.0380(6) Uani 1 1 d . . . . .
H2A H 0.6880 0.3240 -0.0782 0.046 Uiso 1 1 calc R U . . .
C2 C 1.4444(3) -0.0902(3) 0.1239(2) 0.0259(5) Uani 1 1 d . . . . .
O2W O 0.7908(4) 0.7423(3) 0.7083(3) 0.0758(10) Uani 1 1 d . U . . .
H2WA H 0.7599 0.6929 0.7574 0.091 Uiso 1 1 d R U . . .
H2WB H 0.7646 0.8116 0.7323 0.091 Uiso 1 1 d R U . . .
O3 O 1.7291(3) 0.0163(3) 0.2370(2) 0.0528(7) Uani 1 1 d . . . . .
N3 N 1.0036(3) 0.2385(2) 0.5038(2) 0.0342(5) Uani 1 1 d . . . . .
H3B H 1.0533 0.2687 0.4484 0.041 Uiso 1 1 calc R U . . .
C3 C 1.5632(3) -0.1670(3) 0.0604(2) 0.0303(6) Uani 1 1 d . . . . .
H3A H 1.5594 -0.2168 0.0179 0.036 Uiso 1 1 calc R U . . .
N4 N 0.8993(3) 0.0693(2) 0.36896(18) 0.0292(5) Uani 1 1 d . . . . .
O4 O 0.9062(2) -0.0941(3) 0.1165(2) 0.0453(6) Uani 1 1 d . . . . .
C4 C 1.6936(3) -0.1625(3) 0.0664(2) 0.0318(6) Uani 1 1 d . . . . .
H4A H 1.7850 -0.2089 0.0281 0.038 Uiso 1 1 calc R U . . .
C5 C 1.6699(3) -0.0826(3) 0.1348(2) 0.0282(6) Uani 1 1 d . . . . .
O5 O 0.6717(4) 0.5916(3) -0.1196(2) 0.0639(9) Uani 1 1 d . . . . .
O6 O 0.3268(3) 0.5456(2) -0.4032(2) 0.0495(6) Uani 1 1 d . . . . .
C6 C 1.7754(3) -0.0512(3) 0.1649(2) 0.0348(7) Uani 1 1 d . . . . .
O7 O 0.9472(3) 0.2126(2) 0.68133(17) 0.0399(5) Uani 1 1 d . . . . .
C7 C 0.9614(4) 0.2813(3) 0.1376(2) 0.0384(7) Uani 1 1 d . . . . .
H7A H 1.0204 0.2553 0.1832 0.046 Uiso 1 1 calc R U . . .
C8 C 0.9180(4) 0.4042(4) 0.0948(3) 0.0451(8) Uani 1 1 d . . . . .
H8A H 0.9469 0.4605 0.1121 0.054 Uiso 1 1 calc R U . . .
C9 C 0.8313(4) 0.4453(3) 0.0257(3) 0.0437(8) Uani 1 1 d . . . . .
H9A H 0.8001 0.5290 -0.0031 0.052 Uiso 1 1 calc R U . . .
C10 C 0.7923(3) 0.3583(3) 0.0007(2) 0.0333(6) Uani 1 1 d . . . . .
C11 C 0.8393(3) 0.2350(3) 0.0487(2) 0.0323(6) Uani 1 1 d . . . . .
H11A H 0.8119 0.1766 0.0330 0.039 Uiso 1 1 calc R U . . .
C12 C 0.6535(4) 0.4973(3) -0.1263(3) 0.0386(7) Uani 1 1 d . . . . .
C13 C 0.5677(3) 0.5027(3) -0.1975(2) 0.0332(6) Uani 1 1 d . . . . .
C14 C 0.5701(4) 0.3970(3) -0.2287(3) 0.0414(7) Uani 1 1 d . . . . .
H14A H 0.6277 0.3174 -0.2046 0.050 Uiso 1 1 calc R U . . .
C15 C 0.4886(4) 0.4078(3) -0.2950(3) 0.0443(8) Uani 1 1 d . . . . .
H15A H 0.4908 0.3362 -0.3148 0.053 Uiso 1 1 calc R U . . .
C16 C 0.4039(4) 0.5257(3) -0.3314(3) 0.0368(7) Uani 1 1 d . . . . .
C17 C 0.3997(4) 0.6327(3) -0.3017(3) 0.0404(7) Uani 1 1 d . . . . .
H17A H 0.3419 0.7120 -0.3260 0.048 Uiso 1 1 calc R U . . .
C18 C 0.4823(4) 0.6207(3) -0.2356(3) 0.0388(7) Uani 1 1 d . . . . .
H18A H 0.4806 0.6926 -0.2165 0.047 Uiso 1 1 calc R U . . .
C19 C 0.2585(4) 0.4660(3) -0.4002(3) 0.0379(7) Uani 1 1 d . . . . .
C20 C 0.1979(5) 0.4053(4) -0.3085(3) 0.0483(9) Uani 1 1 d . . . . .
H20A H 0.2105 0.4098 -0.2449 0.058 Uiso 1 1 calc R U . . .
C21 C 0.1186(4) 0.3379(3) -0.3121(3) 0.0438(8) Uani 1 1 d . . . . .
H21A H 0.0759 0.2991 -0.2501 0.053 Uiso 1 1 calc R U . . .
C22 C 0.1013(3) 0.3269(3) -0.4063(2) 0.0332(6) Uani 1 1 d . . . . .
C23 C 0.1659(4) 0.3874(4) -0.4980(3) 0.0461(8) Uani 1 1 d . . . . .
H23A H 0.1565 0.3810 -0.5621 0.055 Uiso 1 1 calc R U . . .
C24 C 0.2432(4) 0.4566(4) -0.4945(3) 0.0465(8) Uani 1 1 d . . . . .
H24A H 0.2849 0.4969 -0.5559 0.056 Uiso 1 1 calc R U . . .
C25 C 0.7793(3) 0.0586(3) 0.4381(2) 0.0353(6) Uani 1 1 d . . . . .
H25A H 0.7298 0.0189 0.4212 0.042 Uiso 1 1 calc R U . . .
C26 C 0.7273(4) 0.1049(4) 0.5338(3) 0.0426(8) Uani 1 1 d . . . . .
H26A H 0.6444 0.0953 0.5806 0.051 Uiso 1 1 calc R U . . .
C27 C 0.7980(3) 0.1656(3) 0.5603(3) 0.0396(7) Uani 1 1 d . . . . .
H27A H 0.7635 0.1977 0.6244 0.048 Uiso 1 1 calc R U . . .
C28 C 0.9218(3) 0.1773(3) 0.4887(2) 0.0299(6) Uani 1 1 d . . . . .
C29 C 0.9679(3) 0.1268(3) 0.3946(2) 0.0304(6) Uani 1 1 d . . . . .
H29A H 1.0516 0.1336 0.3468 0.036 Uiso 1 1 calc R U . . .
C30 C 1.0118(3) 0.2545(3) 0.5974(2) 0.0324(6) 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 O4 2.270(2) . ?
Cd1 O1 2.325(2) . ?
Cd1 N1 2.352(3) . ?
Cd1 N4 2.371(2) . ?
Cd1 O7 2.501(2) 2_756 ?
Cd1 O3 2.535(2) 1_455 ?
Cd1 O2 2.565(3) . ?
Cd1 C6 2.729(3) 1_455 ?
S1 C5 1.706(3) . ?
S1 C2 1.712(3) . ?
O1 C1 1.255(4) . ?
N1 C11 1.333(4) . ?
N1 C7 1.342(4) . ?
C1 O2 1.251(4) . ?
C1 C2 1.491(3) . ?
N2 C12 1.356(4) . ?
N2 C10 1.411(4) . ?
C2 C3 1.359(4) . ?
O3 C6 1.246(4) . ?
O3 Cd1 2.535(2) 1_655 ?
N3 C30 1.360(4) . ?
N3 C28 1.409(4) . ?
C3 C4 1.420(4) . ?
N4 C29 1.329(4) . ?
N4 C25 1.340(4) . ?
O4 C6 1.252(4) 1_455 ?
C4 C5 1.364(4) . ?
C5 C6 1.493(4) . ?
O5 C12 1.226(4) . ?
O6 C19 1.379(4) . ?
O6 C16 1.380(4) . ?
C6 O4 1.252(4) 1_655 ?
C6 Cd1 2.729(3) 1_655 ?
O7 C30 1.232(4) . ?
O7 Cd1 2.501(2) 2_756 ?
C7 C8 1.367(5) . ?
C8 C9 1.385(5) . ?
C9 C10 1.385(4) . ?
C10 C11 1.395(4) . ?
C12 C13 1.494(4) . ?
C13 C14 1.388(4) . ?
C13 C18 1.391(4) . ?
C14 C15 1.382(5) . ?
C15 C16 1.379(5) . ?
C16 C17 1.384(5) . ?
C17 C18 1.384(5) . ?
C19 C24 1.374(5) . ?
C19 C20 1.384(5) . ?
C20 C21 1.380(5) . ?
C21 C22 1.388(4) . ?
C22 C23 1.399(5) . ?
C22 C30 1.488(4) 1_454 ?
C23 C24 1.380(5) . ?
C25 C26 1.379(5) . ?
C26 C27 1.383(5) . ?
C27 C28 1.386(4) . ?
C28 C29 1.388(4) . ?
C30 C22 1.488(4) 1_656 ?

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
O4 Cd1 O1 141.44(8) . . ?
O4 Cd1 N1 97.68(9) . . ?
O1 Cd1 N1 86.24(9) . . ?
O4 Cd1 N4 133.37(8) . . ?
O1 Cd1 N4 84.47(8) . . ?
N1 Cd1 N4 91.78(9) . . ?
O4 Cd1 O7 88.05(8) . 2_756 ?
O1 Cd1 O7 92.44(9) . 2_756 ?
N1 Cd1 O7 172.36(8) . 2_756 ?
N4 Cd1 O7 80.60(8) . 2_756 ?
O4 Cd1 O3 54.14(8) . 1_455 ?
O1 Cd1 O3 163.53(9) . 1_455 ?
N1 Cd1 O3 85.63(9) . 1_455 ?
N4 Cd1 O3 81.49(8) . 1_455 ?
O7 Cd1 O3 93.72(9) 2_756 1_455 ?
O4 Cd1 O2 89.28(8) . . ?
O1 Cd1 O2 53.29(8) . . ?
N1 Cd1 O2 106.44(8) . . ?
N4 Cd1 O2 131.32(8) . . ?
O7 Cd1 O2 78.57(7) 2_756 . ?
O3 Cd1 O2 143.07(8) 1_455 . ?
O4 Cd1 C6 27.07(9) . 1_455 ?
O1 Cd1 C6 167.82(9) . 1_455 ?
N1 Cd1 C6 91.81(9) . 1_455 ?
N4 Cd1 C6 107.62(9) . 1_455 ?
O7 Cd1 C6 91.04(8) 2_756 1_455 ?
O3 Cd1 C6 27.07(9) 1_455 1_455 ?
O2 Cd1 C6 116.22(9) . 1_455 ?
C5 S1 C2 91.81(13) . . ?
C1 O1 Cd1 97.29(18) . . ?
C11 N1 C7 118.1(3) . . ?
C11 N1 Cd1 123.2(2) . . ?
C7 N1 Cd1 118.6(2) . . ?
O2 C1 O1 123.1(3) . . ?
O2 C1 C2 120.1(3) . . ?
O1 C1 C2 116.8(3) . . ?
C1 O2 Cd1 86.21(19) . . ?
C12 N2 C10 126.6(3) . . ?
C3 C2 C1 130.5(3) . . ?
C3 C2 S1 111.8(2) . . ?
C1 C2 S1 117.7(2) . . ?
C6 O3 Cd1 85.19(19) . 1_655 ?
C30 N3 C28 126.4(3) . . ?
C2 C3 C4 112.3(3) . . ?
C29 N4 C25 118.1(3) . . ?
C29 N4 Cd1 119.32(19) . . ?
C25 N4 Cd1 122.5(2) . . ?
C6 O4 Cd1 97.4(2) 1_455 . ?
C5 C4 C3 112.4(3) . . ?
C4 C5 C6 129.9(3) . . ?
C4 C5 S1 111.69(19) . . ?
C6 C5 S1 118.4(2) . . ?
C19 O6 C16 121.4(3) . . ?
O3 C6 O4 123.3(3) . 1_655 ?
O3 C6 C5 118.4(3) . . ?
O4 C6 C5 118.3(3) 1_655 . ?
O3 C6 Cd1 67.74(16) . 1_655 ?
O4 C6 Cd1 55.56(15) 1_655 1_655 ?
C5 C6 Cd1 173.9(2) . 1_655 ?
C30 O7 Cd1 134.2(2) . 2_756 ?
N1 C7 C8 122.1(3) . . ?
C7 C8 C9 120.2(3) . . ?
C8 C9 C10 118.2(3) . . ?
C9 C10 C11 118.1(3) . . ?
C9 C10 N2 124.8(3) . . ?
C11 C10 N2 117.1(3) . . ?
N1 C11 C10 123.2(3) . . ?
O5 C12 N2 122.6(3) . . ?
O5 C12 C13 120.4(3) . . ?
N2 C12 C13 117.0(3) . . ?
C14 C13 C18 118.4(3) . . ?
C14 C13 C12 123.8(3) . . ?
C18 C13 C12 117.8(3) . . ?
C15 C14 C13 121.2(3) . . ?
C16 C15 C14 119.5(3) . . ?
C15 C16 O6 123.4(3) . . ?
C15 C16 C17 120.4(3) . . ?
O6 C16 C17 116.1(3) . . ?
C18 C17 C16 119.6(3) . . ?
C17 C18 C13 120.9(3) . . ?
C24 C19 O6 115.9(3) . . ?
C24 C19 C20 120.3(3) . . ?
O6 C19 C20 123.7(3) . . ?
C21 C20 C19 119.6(3) . . ?
C20 C21 C22 121.3(3) . . ?
C21 C22 C23 117.9(3) . . ?
C21 C22 C30 117.7(3) . 1_454 ?
C23 C22 C30 124.3(3) . 1_454 ?
C24 C23 C22 120.9(3) . . ?
C19 C24 C23 120.0(3) . . ?
N4 C25 C26 121.7(3) . . ?
C25 C26 C27 120.2(3) . . ?
C26 C27 C28 118.2(3) . . ?
C27 C28 C29 118.0(3) . . ?
C27 C28 N3 124.6(3) . . ?
C29 C28 N3 117.3(3) . . ?
N4 C29 C28 123.7(3) . . ?
O7 C30 N3 121.9(3) . . ?
O7 C30 C22 121.4(3) . 1_656 ?
N3 C30 C22 116.7(3) . 1_656 ?

_refine_diff_density_max         2.145
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.090


####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1479032'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C30 H24 N4 O9 S Zn'
_chemical_formula_weight         681.96

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   10.1284(10)
_cell_length_b                   12.0926(12)
_cell_length_c                   13.4971(14)
_cell_angle_alpha                78.314(2)
_cell_angle_beta                 70.447(2)
_cell_angle_gamma                65.607(2)
_cell_volume                     1414.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3665
_cell_measurement_theta_min      1.606
_cell_measurement_theta_max      28.405

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   0.840
_exptl_transmission_factor_max   0.855
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.007
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.855
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10608
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.606
_diffrn_reflns_theta_max         28.405
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7023
_reflns_number_gt                5280
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0775P)²+0.7752P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7023
_refine_ls_number_parameters     406
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1359
_refine_ls_wR_factor_gt          0.1241
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.002
_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
Zn1 Zn -0.01770(3) 0.02118(3) 0.20439(3) 0.03292(11) Uani 1 1 d . . . . .
S1 S -0.52837(7) 0.00026(7) 0.18701(6) 0.03315(17) Uani 1 1 d . . . . .
O1 O -0.1056(2) -0.0585(2) 0.14641(17) 0.0407(5) Uani 1 1 d . . . . .
N1 N -0.0956(3) 0.0729(2) 0.35845(18) 0.0311(5) Uani 1 1 d . . . . .
C1 C -0.2492(3) -0.0110(3) 0.1793(2) 0.0343(6) Uani 1 1 d . . . . .
O1W O 0.7973(3) 0.7263(3) 0.7084(2) 0.0640(7) Uani 1 1 d . . . . .
H1WA H 0.8070 0.6780 0.7631 0.077 Uiso 1 1 d R U . . .
H1WB H 0.7356 0.7962 0.7286 0.077 Uiso 1 1 d DR U . . .
N2 N 0.0098(3) 0.2333(2) 0.5028(2) 0.0403(6) Uani 1 1 d . . . . .
H2A H 0.0609 0.2638 0.4482 0.048 Uiso 1 1 calc R U . . .
C2 C -0.3356(3) -0.0625(2) 0.1447(2) 0.0290(5) Uani 1 1 d . . . . .
O2 O -0.3190(3) 0.0745(2) 0.23803(19) 0.0500(6) Uani 1 1 d . . . . .
O2W O 0.5732(5) 0.8693(5) 0.5872(4) 0.1412(18) Uani 1 1 d . . . . .
H2WA H 0.6359 0.8075 0.6112 0.169 Uiso 1 1 d DR U . . .
H2WB H 0.4966 0.8994 0.6383 0.169 Uiso 1 1 d R U . . .
O3 O -0.7091(2) -0.15055(19) 0.06821(18) 0.0424(5) Uani 1 1 d . . . . .
N3 N 0.7228(3) 0.3805(2) 0.9369(2) 0.0384(6) Uani 1 1 d . . . . .
H3B H 0.6934 0.3252 0.9316 0.046 Uiso 1 1 calc R U . . .
C3 C -0.2866(3) -0.1534(3) 0.0810(2) 0.0354(6) Uani 1 1 d . . . . .
H3A H -0.1851 -0.1981 0.0508 0.042 Uiso 1 1 calc R U . . .
N4 N 0.9375(3) 0.1942(2) 1.12071(18) 0.0334(5) Uani 1 1 d . . . . .
O4 O -0.8061(2) -0.0109(2) 0.18425(18) 0.0421(5) Uani 1 1 d . . . . .
C4 C -0.4063(3) -0.1730(3) 0.0652(2) 0.0339(6) Uani 1 1 d . . . . .
H4A H -0.3926 -0.2313 0.0234 0.041 Uiso 1 1 calc R U . . .
O5 O -0.0478(3) 0.2038(2) 0.68092(18) 0.0549(6) Uani 1 1 d . . . . .
C5 C -0.5441(3) -0.0962(2) 0.1187(2) 0.0259(5) Uani 1 1 d . . . . .
O6 O 0.3221(3) 0.5411(2) 0.6136(2) 0.0534(7) Uani 1 1 d . . . . .
C6 C -0.6973(3) -0.0863(2) 0.1221(2) 0.0281(5) Uani 1 1 d . . . . .
O7 O 0.7122(3) 0.5723(2) 0.8796(2) 0.0616(7) Uani 1 1 d . . . . .
C7 C -0.2180(3) 0.0591(3) 0.4299(2) 0.0395(7) Uani 1 1 d . . . . .
H7A H -0.2693 0.0216 0.4115 0.047 Uiso 1 1 calc R U . . .
C8 C -0.2698(4) 0.0986(3) 0.5294(3) 0.0484(8) Uani 1 1 d . . . . .
H8A H -0.3541 0.0864 0.5774 0.058 Uiso 1 1 calc R U . . .
C9 C -0.1976(4) 0.1562(3) 0.5586(3) 0.0451(7) Uani 1 1 d . . . . .
H9A H -0.2321 0.1834 0.6258 0.054 Uiso 1 1 calc R U . . .
C10 C -0.0718(3) 0.1725(3) 0.4849(2) 0.0342(6) Uani 1 1 d . . . . .
C11 C -0.0240(3) 0.1269(3) 0.3878(2) 0.0334(6) Uani 1 1 d . . . . .
H11A H 0.0632 0.1341 0.3398 0.040 Uiso 1 1 calc R U . . .
C12 C 0.0154(4) 0.2482(3) 0.5986(2) 0.0396(7) Uani 1 1 d . . . . .
C13 C 0.1044(3) 0.3214(3) 0.5979(2) 0.0370(6) Uani 1 1 d . . . . .
C14 C 0.2355(4) 0.4593(3) 0.5175(3) 0.0446(7) Uani 1 1 d . . . . .
H14A H 0.2720 0.5045 0.4583 0.053 Uiso 1 1 calc R U . . .
C15 C 0.2566(4) 0.4609(3) 0.6123(3) 0.0405(7) Uani 1 1 d . . . . .
C16 C 0.2047(4) 0.3923(3) 0.7005(3) 0.0492(8) Uani 1 1 d . . . . .
H16A H 0.2209 0.3924 0.7643 0.059 Uiso 1 1 calc R U . . .
C17 C 0.1287(4) 0.3238(3) 0.6924(3) 0.0438(7) Uani 1 1 d . . . . .
H17A H 0.0931 0.2784 0.7517 0.053 Uiso 1 1 calc R U . . .
C18 C 0.1593(4) 0.3900(3) 0.5103(3) 0.0461(8) Uani 1 1 d . . . . .
H18A H 0.1447 0.3893 0.4460 0.055 Uiso 1 1 calc R U . . .
C19 C 0.4081(4) 0.5203(3) 0.6808(2) 0.0393(7) Uani 1 1 d . . . . .
C20 C 0.5001(4) 0.4049(3) 0.7096(3) 0.0471(8) Uani 1 1 d . . . . .
H20A H 0.5020 0.3364 0.6870 0.057 Uiso 1 1 calc R U . . .
C21 C 0.5893(4) 0.3929(3) 0.7727(3) 0.0440(7) Uani 1 1 d . . . . .
H21A H 0.6519 0.3157 0.7920 0.053 Uiso 1 1 calc R U . . .
C22 C 0.5869(3) 0.4941(3) 0.8076(2) 0.0344(6) Uani 1 1 d . . . . .
C23 C 0.4962(3) 0.6095(3) 0.7750(2) 0.0356(6) Uani 1 1 d . . . . .
H23A H 0.4961 0.6783 0.7957 0.043 Uiso 1 1 calc R U . . .
C24 C 0.4066(3) 0.6228(3) 0.7122(2) 0.0368(6) Uani 1 1 d . . . . .
H24A H 0.3458 0.7000 0.6913 0.044 Uiso 1 1 calc R U . . .
C25 C 0.6800(4) 0.4858(3) 0.8772(2) 0.0389(7) Uani 1 1 d . . . . .
C26 C 0.8107(3) 0.3517(3) 1.0071(2) 0.0334(6) Uani 1 1 d . . . . .
C27 C 0.8512(4) 0.4342(3) 1.0364(3) 0.0446(7) Uani 1 1 d . . . . .
H27A H 0.8186 0.5156 1.0112 0.054 Uiso 1 1 calc R U . . .
C28 C 0.9416(4) 0.3920(3) 1.1043(3) 0.0474(8) Uani 1 1 d . . . . .
H28A H 0.9737 0.4445 1.1230 0.057 Uiso 1 1 calc R U . . .
C29 C 0.9832(4) 0.2736(3) 1.1435(2) 0.0406(7) Uani 1 1 d . . . . .
H29A H 1.0456 0.2464 1.1877 0.049 Uiso 1 1 calc R U . . .
C30 C 0.8549(3) 0.2326(3) 1.0526(2) 0.0325(6) Uani 1 1 d . . . . .
H30A H 0.8256 0.1776 1.0347 0.039 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
Zn1 O4 1.9447(19) 1_655 ?
Zn1 O1 1.9525(19) . ?
Zn1 N1 2.088(2) . ?
Zn1 N4 2.112(2) 1_454 ?
S1 C2 1.709(3) . ?
S1 C5 1.709(2) . ?
O1 C1 1.274(4) . ?
N1 C11 1.341(3) . ?
N1 C7 1.342(4) . ?
C1 O2 1.244(4) . ?
C1 C2 1.488(3) . ?
N2 C12 1.362(4) . ?
N2 C10 1.411(3) . ?
C2 C3 1.358(4) . ?
O3 C6 1.229(3) . ?
N3 C25 1.350(4) . ?
N3 C26 1.409(3) . ?
C3 C4 1.414(3) . ?
N4 C30 1.335(3) . ?
N4 C29 1.346(4) . ?
N4 Zn1 2.112(2) 1_656 ?
O4 C6 1.269(4) . ?
O4 Zn1 1.9447(19) 1_455 ?
C4 C5 1.363(4) . ?
O5 C12 1.224(4) . ?
C5 C6 1.492(3) . ?
O6 C19 1.379(3) . ?
O6 C15 1.388(3) . ?
O7 C25 1.226(4) . ?
C7 C8 1.375(5) . ?
C8 C9 1.379(4) . ?
C9 C10 1.391(4) . ?
C10 C11 1.379(4) . ?
C12 C13 1.499(4) . ?
C13 C17 1.386(4) . ?
C13 C18 1.392(4) . ?
C14 C15 1.372(4) . ?
C14 C18 1.388(4) . ?
C15 C16 1.386(5) . ?
C16 C17 1.382(4) . ?
C19 C24 1.382(4) . ?
C19 C20 1.384(4) . ?
C20 C21 1.386(4) . ?
C21 C22 1.385(4) . ?
C22 C23 1.396(4) . ?
C22 C25 1.502(4) . ?
C23 C24 1.380(4) . ?
C26 C27 1.388(4) . ?
C26 C30 1.395(4) . ?
C27 C28 1.387(4) . ?
C28 C29 1.361(5) . ?

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
O4 Zn1 O1 129.12(9) 1_655 . ?
O4 Zn1 N1 96.41(9) 1_655 . ?
O1 Zn1 N1 125.40(9) . . ?
O4 Zn1 N4 94.88(9) 1_655 1_454 ?
O1 Zn1 N4 103.64(9) . 1_454 ?
N1 Zn1 N4 99.94(9) . 1_454 ?
C2 S1 C5 91.69(13) . . ?
C1 O1 Zn1 109.52(19) . . ?
C11 N1 C7 117.3(2) . . ?
C11 N1 Zn1 119.10(19) . . ?
C7 N1 Zn1 123.54(19) . . ?
O2 C1 O1 123.7(2) . . ?
O2 C1 C2 119.3(3) . . ?
O1 C1 C2 117.0(3) . . ?
C12 N2 C10 126.1(3) . . ?
C3 C2 C1 130.4(2) . . ?
C3 C2 S1 111.61(19) . . ?
C1 C2 S1 118.0(2) . . ?
C25 N3 C26 126.8(2) . . ?
C2 C3 C4 112.9(3) . . ?
C30 N4 C29 118.1(2) . . ?
C30 N4 Zn1 123.09(18) . 1_656 ?
C29 N4 Zn1 118.54(19) . 1_656 ?
C6 O4 Zn1 123.85(18) . 1_455 ?
C5 C4 C3 112.0(2) . . ?
C4 C5 C6 128.8(2) . . ?
C4 C5 S1 111.85(18) . . ?
C6 C5 S1 119.3(2) . . ?
C19 O6 C15 122.0(2) . . ?
O3 C6 O4 125.7(2) . . ?
O3 C6 C5 119.5(3) . . ?
O4 C6 C5 114.8(2) . . ?
N1 C7 C8 122.1(3) . . ?
C7 C8 C9 120.4(3) . . ?
C8 C9 C10 118.1(3) . . ?
C11 C10 C9 118.0(3) . . ?
C11 C10 N2 117.9(3) . . ?
C9 C10 N2 124.1(3) . . ?
N1 C11 C10 124.0(3) . . ?
O5 C12 N2 122.2(3) . . ?
O5 C12 C13 121.5(3) . . ?
N2 C12 C13 116.4(3) . . ?
C17 C13 C18 118.1(3) . . ?
C17 C13 C12 117.2(3) . . ?
C18 C13 C12 124.6(3) . . ?
C15 C14 C18 119.6(3) . . ?
C14 C15 C16 120.6(3) . . ?
C14 C15 O6 115.2(3) . . ?
C16 C15 O6 124.1(3) . . ?
C17 C16 C15 119.3(3) . . ?
C16 C17 C13 121.4(3) . . ?
C14 C18 C13 121.0(3) . . ?
O6 C19 C24 115.9(3) . . ?
O6 C19 C20 122.9(3) . . ?
C24 C19 C20 121.0(3) . . ?
C19 C20 C21 119.0(3) . . ?
C22 C21 C20 121.1(3) . . ?
C21 C22 C23 118.7(3) . . ?
C21 C22 C25 123.1(3) . . ?
C23 C22 C25 118.2(3) . . ?
C24 C23 C22 120.8(3) . . ?
C23 C24 C19 119.4(3) . . ?
O7 C25 N3 122.6(3) . . ?
O7 C25 C22 120.6(3) . . ?
N3 C25 C22 116.7(2) . . ?
C27 C26 C30 118.3(3) . . ?
C27 C26 N3 124.7(3) . . ?
C30 C26 N3 117.0(2) . . ?
C28 C27 C26 118.2(3) . . ?
C29 C28 C27 120.0(3) . . ?
N4 C29 C28 122.4(3) . . ?
N4 C30 C26 122.8(2) . . ?

_refine_diff_density_max         0.960
_refine_diff_density_min         -1.230
_refine_diff_density_rms         0.079


####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1479033'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C32 H24 N4 O8 Zn'
_chemical_formula_weight         657.92

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'
Zn Zn 0.2839 1.4301 '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                   9.773(2)
_cell_length_b                   11.977(3)
_cell_length_c                   14.070(3)
_cell_angle_alpha                89.630(5)
_cell_angle_beta                 69.748(4)
_cell_angle_gamma                67.361(4)
_cell_volume                     1410.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2970
_cell_measurement_theta_min      1.559
_cell_measurement_theta_max      27.749

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   0.865
_exptl_transmission_factor_max   0.880
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.933
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9893
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.559
_diffrn_reflns_theta_max         27.749
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             6524
_reflns_number_gt                5158
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0378P)²+21.0713P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6524
_refine_ls_number_parameters     406
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0807
_refine_ls_wR_factor_ref         0.2404
_refine_ls_wR_factor_gt          0.2315
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_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
Zn1 Zn -0.01249(9) -0.53869(8) -0.28370(6) 0.0272(2) Uani 1 1 d . . . . .
N1 N -0.0430(7) -0.5814(5) -0.1369(4) 0.0290(12) Uani 1 1 d . . . . .
O1 O 0.1796(5) -0.5104(4) -0.3117(4) 0.0329(11) Uani 1 1 d . . . . .
C1 C 0.1924(7) -0.4279(6) -0.3673(5) 0.0236(12) Uani 1 1 d . . . . .
O1W O 0.4852(7) -0.7221(6) -0.1995(5) 0.0548(16) Uani 1 1 d . . . . .
H1WA H 0.5134 -0.6638 -0.2167 0.066 Uiso 1 1 d R U . . .
H1WB H 0.5184 -0.7717 -0.2535 0.066 Uiso 1 1 d R U . . .
N2 N 0.2280(7) -0.7169(5) -0.0044(5) 0.0332(13) Uani 1 1 d . . . . .
H2A H 0.3138 -0.7391 -0.0584 0.040 Uiso 1 1 calc R U . . .
O2 O 0.0924(6) -0.3691(5) -0.4048(4) 0.0372(12) Uani 1 1 d . . . . .
C2 C 0.3358(7) -0.4012(6) -0.3835(5) 0.0231(12) Uani 1 1 d . . . . .
N3 N 1.0953(7) -0.8825(6) 0.4195(5) 0.0353(14) Uani 1 1 d . . . . .
H3B H 1.0196 -0.8215 0.4110 0.042 Uiso 1 1 calc R U . . .
O3 O 0.6625(8) -0.5694(6) -0.2399(6) 0.0605(19) Uani 1 1 d . . . . .
C3 C 0.3676(8) -0.3212(7) -0.4515(5) 0.0332(15) Uani 1 1 d . . . . .
H3A H 0.2995 -0.2843 -0.4858 0.040 Uiso 1 1 calc R U . . .
O4 O 0.8046(6) -0.4660(5) -0.3187(4) 0.0403(13) Uani 1 1 d . . . . .
N4 N 1.1085(7) -0.7161(5) 0.6294(4) 0.0290(12) Uani 1 1 d . . . . .
C4 C 0.5003(9) -0.2968(7) -0.4678(6) 0.0405(18) Uani 1 1 d . . . . .
H4A H 0.5223 -0.2440 -0.5137 0.049 Uiso 1 1 calc R U . . .
O5 O 0.1314(7) -0.6962(6) 0.1690(4) 0.0516(15) Uani 1 1 d . U . . .
C5 C 0.6007(8) -0.3509(7) -0.4158(6) 0.0351(16) Uani 1 1 d . . . . .
H5A H 0.6884 -0.3325 -0.4258 0.042 Uiso 1 1 calc R U . . .
O6 O 0.8492(7) -1.0343(5) 0.0936(5) 0.0478(14) Uani 1 1 d . U . . .
C6 C 0.5723(7) -0.4318(6) -0.3493(5) 0.0290(14) Uani 1 1 d . . . . .
C7 C 0.4380(7) -0.4559(6) -0.3333(5) 0.0265(13) Uani 1 1 d . . . . .
H7A H 0.4170 -0.5096 -0.2882 0.032 Uiso 1 1 calc R U . . .
O7 O 1.2674(9) -1.0787(6) 0.3582(6) 0.070(2) Uani 1 1 d . U . . .
C8 C 0.6855(8) -0.4952(7) -0.2966(6) 0.0345(16) Uani 1 1 d . . . . .
C9 C 0.0857(8) -0.6259(6) -0.1122(5) 0.0283(13) Uani 1 1 d . . . . .
H9A H 0.1828 -0.6322 -0.1603 0.034 Uiso 1 1 calc R U . . .
C10 C 0.0820(8) -0.6637(6) -0.0174(5) 0.0289(14) Uani 1 1 d . . . . .
C11 C -0.0670(9) -0.6459(7) 0.0547(6) 0.0386(17) Uani 1 1 d . . . . .
H11A H -0.0768 -0.6667 0.1198 0.046 Uiso 1 1 calc R U . . .
C12 C -0.1988(9) -0.5977(7) 0.0290(6) 0.0409(18) Uani 1 1 d . . . . .
H12A H -0.2987 -0.5861 0.0766 0.049 Uiso 1 1 calc R U . . .
C13 C -0.1839(8) -0.5662(7) -0.0673(6) 0.0331(15) Uani 1 1 d . . . . .
H13A H -0.2744 -0.5337 -0.0840 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2448(9) -0.7364(7) 0.0882(5) 0.0334(15) Uani 1 1 d . . . . .
C15 C 0.4105(9) -0.8104(6) 0.0839(5) 0.0324(15) Uani 1 1 d . . . . .
C16 C 0.5390(9) -0.8767(8) -0.0021(6) 0.0397(17) Uani 1 1 d . . . . .
H16A H 0.5273 -0.8739 -0.0651 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6850(9) -0.9475(7) 0.0022(6) 0.0386(17) Uani 1 1 d . . . . .
H17A H 0.7715 -0.9913 -0.0574 0.046 Uiso 1 1 calc R U . . .
C18 C 0.7024(9) -0.9533(7) 0.0947(6) 0.0369(16) Uani 1 1 d . . . . .
C19 C 0.5764(10) -0.8870(8) 0.1829(6) 0.047(2) Uani 1 1 d . . . . .
H19A H 0.5897 -0.8897 0.2454 0.057 Uiso 1 1 calc R U . . .
C20 C 0.4293(9) -0.8160(8) 0.1779(6) 0.0428(19) Uani 1 1 d . . . . .
H20A H 0.3430 -0.7721 0.2374 0.051 Uiso 1 1 calc R U . . .
C21 C 0.9144(9) -1.0130(6) 0.1599(6) 0.0333(15) Uani 1 1 d . . . . .
C22 C 1.0209(8) -1.1173(6) 0.1803(6) 0.0314(14) Uani 1 1 d . . . . .
H22A H 1.0398 -1.1940 0.1516 0.038 Uiso 1 1 calc R U . . .
C23 C 1.0985(9) -1.1080(7) 0.2425(6) 0.0358(16) Uani 1 1 d . . . . .
H23A H 1.1692 -1.1782 0.2562 0.043 Uiso 1 1 calc R U . . .
C24 C 1.0709(8) -0.9927(6) 0.2850(5) 0.0292(14) Uani 1 1 d . . . . .
C25 C 0.9675(9) -0.8888(7) 0.2621(6) 0.0372(16) Uani 1 1 d . . . . .
H25A H 0.9504 -0.8118 0.2891 0.045 Uiso 1 1 calc R U . . .
C26 C 0.8898(10) -0.8991(7) 0.1994(6) 0.0411(18) Uani 1 1 d . . . . .
H26A H 0.8209 -0.8293 0.1840 0.049 Uiso 1 1 calc R U . . .
C27 C 1.1540(9) -0.9888(7) 0.3569(6) 0.0357(16) Uani 1 1 d . . . . .
C28 C 1.1464(8) -0.8627(7) 0.4972(5) 0.0323(15) Uani 1 1 d . . . . .
C29 C 1.2665(9) -0.9504(7) 0.5222(6) 0.0407(18) Uani 1 1 d . . . . .
H29A H 1.3184 -1.0300 0.4876 0.049 Uiso 1 1 calc R U . . .
C30 C 1.3072(9) -0.9178(8) 0.5985(6) 0.0418(18) Uani 1 1 d . . . . .
H30A H 1.3885 -0.9750 0.6153 0.050 Uiso 1 1 calc R U . . .
C31 C 1.2277(8) -0.8004(7) 0.6501(5) 0.0356(16) Uani 1 1 d . . . . .
H31A H 1.2577 -0.7790 0.7008 0.043 Uiso 1 1 calc R U . . .
C32 C 1.0683(8) -0.7464(6) 0.5554(5) 0.0296(14) Uani 1 1 d . . . . .
H32A H 0.9847 -0.6877 0.5417 0.035 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
Zn1 O4 1.898(5) 1_455 ?
Zn1 O1 1.942(4) . ?
Zn1 N1 2.072(6) . ?
Zn1 N4 2.123(6) 1_454 ?
N1 C13 1.328(9) . ?
N1 C9 1.331(8) . ?
O1 C1 1.274(8) . ?
C1 O2 1.246(7) . ?
C1 C2 1.497(8) . ?
N2 C14 1.377(9) . ?
N2 C10 1.399(9) . ?
C2 C7 1.380(9) . ?
C2 C3 1.393(9) . ?
N3 C27 1.352(9) . ?
N3 C28 1.406(9) . ?
O3 C8 1.223(9) . ?
C3 C4 1.380(10) . ?
O4 C8 1.278(8) . ?
O4 Zn1 1.898(5) 1_655 ?
N4 C32 1.329(8) . ?
N4 C31 1.337(9) . ?
N4 Zn1 2.123(6) 1_656 ?
C4 C5 1.386(10) . ?
O5 C14 1.215(9) . ?
C5 C6 1.381(10) . ?
O6 C21 1.372(8) . ?
O6 C18 1.383(9) . ?
C6 C7 1.394(9) . ?
C6 C8 1.506(9) . ?
O7 C27 1.218(9) . ?
C9 C10 1.398(9) . ?
C10 C11 1.391(10) . ?
C11 C12 1.369(11) . ?
C12 C13 1.378(10) . ?
C14 C15 1.496(10) . ?
C15 C16 1.366(10) . ?
C15 C20 1.394(10) . ?
C16 C17 1.374(10) . ?
C17 C18 1.367(10) . ?
C18 C19 1.375(11) . ?
C19 C20 1.386(10) . ?
C21 C26 1.375(10) . ?
C21 C22 1.388(9) . ?
C22 C23 1.370(10) . ?
C23 C24 1.397(10) . ?
C24 C25 1.388(10) . ?
C24 C27 1.510(9) . ?
C25 C26 1.381(10) . ?
C28 C29 1.391(10) . ?
C28 C32 1.398(10) . ?
C29 C30 1.374(11) . ?
C30 C31 1.374(11) . ?

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
O4 Zn1 O1 133.8(2) 1_455 . ?
O4 Zn1 N1 118.7(2) 1_455 . ?
O1 Zn1 N1 98.1(2) . . ?
O4 Zn1 N4 103.6(2) 1_455 1_454 ?
O1 Zn1 N4 94.9(2) . 1_454 ?
N1 Zn1 N4 100.9(2) . 1_454 ?
C13 N1 C9 119.1(6) . . ?
C13 N1 Zn1 123.1(5) . . ?
C9 N1 Zn1 117.8(5) . . ?
C1 O1 Zn1 115.9(4) . . ?
O2 C1 O1 123.8(6) . . ?
O2 C1 C2 120.5(6) . . ?
O1 C1 C2 115.7(5) . . ?
C14 N2 C10 124.9(6) . . ?
C7 C2 C3 119.6(6) . . ?
C7 C2 C1 121.0(6) . . ?
C3 C2 C1 119.4(6) . . ?
C27 N3 C28 126.0(6) . . ?
C4 C3 C2 119.9(6) . . ?
C8 O4 Zn1 127.7(5) . 1_655 ?
C32 N4 C31 118.9(6) . . ?
C32 N4 Zn1 122.0(5) . 1_656 ?
C31 N4 Zn1 119.2(5) . 1_656 ?
C3 C4 C5 120.0(7) . . ?
C6 C5 C4 120.9(6) . . ?
C21 O6 C18 122.1(6) . . ?
C5 C6 C7 118.7(6) . . ?
C5 C6 C8 120.9(6) . . ?
C7 C6 C8 120.3(6) . . ?
C2 C7 C6 120.9(6) . . ?
O3 C8 O4 125.2(7) . . ?
O3 C8 C6 120.8(6) . . ?
O4 C8 C6 114.0(6) . . ?
N1 C9 C10 123.2(6) . . ?
C11 C10 C9 116.7(6) . . ?
C11 C10 N2 126.2(6) . . ?
C9 C10 N2 117.1(6) . . ?
C12 C11 C10 119.4(7) . . ?
C11 C12 C13 120.1(7) . . ?
N1 C13 C12 121.4(7) . . ?
O5 C14 N2 121.9(7) . . ?
O5 C14 C15 121.8(6) . . ?
N2 C14 C15 116.3(6) . . ?
C16 C15 C20 118.7(7) . . ?
C16 C15 C14 125.6(6) . . ?
C20 C15 C14 115.6(6) . . ?
C15 C16 C17 121.5(7) . . ?
C18 C17 C16 119.5(7) . . ?
C17 C18 C19 120.7(7) . . ?
C17 C18 O6 115.9(7) . . ?
C19 C18 O6 123.3(7) . . ?
C18 C19 C20 119.3(7) . . ?
C19 C20 C15 120.2(7) . . ?
O6 C21 C26 124.9(7) . . ?
O6 C21 C22 114.9(6) . . ?
C26 C21 C22 120.1(7) . . ?
C23 C22 C21 120.5(6) . . ?
C22 C23 C24 119.7(7) . . ?
C25 C24 C23 119.4(6) . . ?
C25 C24 C27 123.5(6) . . ?
C23 C24 C27 117.1(6) . . ?
C26 C25 C24 120.4(7) . . ?
C21 C26 C25 119.8(7) . . ?
O7 C27 N3 122.3(7) . . ?
O7 C27 C24 120.7(7) . . ?
N3 C27 C24 117.0(6) . . ?
C29 C28 C32 117.5(7) . . ?
C29 C28 N3 125.1(7) . . ?
C32 C28 N3 117.5(6) . . ?
C30 C29 C28 119.0(7) . . ?
C29 C30 C31 119.9(7) . . ?
N4 C31 C30 121.8(7) . . ?
N4 C32 C28 122.9(6) . . ?

_refine_diff_density_max         1.980
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.129


####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1479034'
_audit_update_record             
;
2016-07-16 deposited with the CCDC.
2016-08-30 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         ?
_chemical_formula_sum            'C40 H30 N6 O13 Zn2'
_chemical_formula_weight         933.44

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'
Zn Zn 0.2839 1.4301 '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                   32.186(4)
_cell_length_b                   7.6775(9)
_cell_length_c                   16.1688(18)
_cell_angle_alpha                90
_cell_angle_beta                 99.030(2)
_cell_angle_gamma                90
_cell_volume                     3945.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1666
_cell_measurement_theta_min      2.551
_cell_measurement_theta_max      28.261

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             1904
_exptl_transmission_factor_min   0.791
_exptl_transmission_factor_max   0.810
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    1.291
_shelx_estimated_absorpt_T_min   0.791
_shelx_estimated_absorpt_T_max   0.810
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.791
_exptl_absorpt_correction_T_max  0.810
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14016
_diffrn_reflns_av_unetI/netI     0.0840
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.551
_diffrn_reflns_theta_max         28.261
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4887
_reflns_number_gt                2966
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0646P)²-1.8800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4887
_refine_ls_number_parameters     276
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1322
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Zn1 Zn 0.31512(2) 0.74061(5) 0.75284(2) 0.02494(13) Uani 1 1 d . . . . .
O1 O 0.30868(9) 0.7254(3) 0.86989(15) 0.0338(6) Uani 1 1 d . . . . .
N1 N 0.36872(9) 0.6048(4) 0.74931(18) 0.0293(7) Uani 1 1 d . . . . .
C1 C 0.29716(11) 0.5929(5) 0.9075(2) 0.0231(8) Uani 1 1 d . . . . .
O1W O 0.35214(11) 0.2155(5) 0.9602(2) 0.0751(12) Uani 1 1 d . U . . .
H1WA H 0.3306 0.2588 0.9299 0.090 Uiso 1 1 d R U . . .
H1WB H 0.3481 0.2200 1.0108 0.090 Uiso 1 1 d R U . . .
O2 O 0.28803(8) 0.4493(3) 0.87460(14) 0.0322(6) Uani 1 1 d . . . . .
C2 C 0.29560(11) 0.6203(4) 0.99901(19) 0.0210(7) Uani 1 1 d . . . . .
N2 N 0.43076(11) 0.3139(5) 0.8991(2) 0.0507(10) Uani 1 1 d . . . . .
H2A H 0.4112 0.2656 0.9217 0.061 Uiso 1 1 calc R U . . .
O3 O 0.32516(9) 1.1029(3) 1.11495(16) 0.0394(7) Uani 1 1 d . . . . .
N3 N 0.26484(9) 0.3778(4) 1.17965(17) 0.0234(6) Uani 1 1 d . . . . .
H3B H 0.2390 0.3490 1.1789 0.028 Uiso 1 1 calc R U . . .
C3 C 0.30770(11) 0.7794(4) 1.0366(2) 0.0243(8) Uani 1 1 d . . . . .
H3A H 0.3178 0.8673 1.0056 0.029 Uiso 1 1 calc R U . . .
O4 O 0.30775(8) 1.0069(3) 1.23330(14) 0.0294(6) Uani 1 1 d . . . . .
C4 C 0.30466(11) 0.8068(4) 1.1200(2) 0.0224(8) Uani 1 1 d . . . . .
C5 C 0.29101(11) 0.6733(5) 1.1675(2) 0.0213(7) Uani 1 1 d . . . . .
H5A H 0.2901 0.6904 1.2241 0.026 Uiso 1 1 calc R U . . .
O5 O 0.50090(10) 0.3514(5) 0.9075(2) 0.0637(10) Uani 1 1 d . . . . .
C6 C 0.27873(11) 0.5145(4) 1.13015(19) 0.0205(7) Uani 1 1 d . . . . .
O6 O 0.5000 -0.0467(6) 1.2500 0.0751(17) Uani 1 2 d S T P . .
C7 C 0.28112(11) 0.4883(5) 1.0460(2) 0.0250(8) Uani 1 1 d . . . . .
H7A H 0.2730 0.3820 1.0210 0.030 Uiso 1 1 calc R U . . .
C8 C 0.31368(11) 0.9832(5) 1.1575(2) 0.0269(8) Uani 1 1 d . . . . .
C9 C 0.38396(12) 0.5107(6) 0.8184(2) 0.0392(10) Uani 1 1 d . . . . .
H9A H 0.3700 0.5173 0.8644 0.047 Uiso 1 1 calc R U . . .
C10 C 0.41879(13) 0.4068(6) 0.8240(3) 0.0398(10) Uani 1 1 d . . . . .
C11 C 0.43966(14) 0.3998(6) 0.7561(3) 0.0518(13) Uani 1 1 d . . . . .
H11A H 0.4637 0.3322 0.7576 0.062 Uiso 1 1 calc R U . . .
C12 C 0.42402(16) 0.4958(7) 0.6854(3) 0.0569(14) Uani 1 1 d . . . . .
H12A H 0.4376 0.4926 0.6386 0.068 Uiso 1 1 calc R U . . .
C13 C 0.38878(14) 0.5947(6) 0.6844(3) 0.0445(11) Uani 1 1 d . . . . .
H13A H 0.3785 0.6573 0.6363 0.053 Uiso 1 1 calc R U . . .
C14 C 0.47119(15) 0.2955(6) 0.9381(3) 0.0453(11) Uani 1 1 d . . . . .
C15 C 0.47690(15) 0.2060(6) 1.0208(3) 0.0431(11) Uani 1 1 d . . . . .
C16 C 0.44722(15) 0.0973(7) 1.0465(3) 0.0571(14) Uani 1 1 d . . . . .
H16A H 0.4218 0.0792 1.0115 0.068 Uiso 1 1 calc R U . . .
C17 C 0.45471(16) 0.0145(7) 1.1239(3) 0.0575(14) Uani 1 1 d . . . . .
H17A H 0.4349 -0.0607 1.1405 0.069 Uiso 1 1 calc R U . . .
C18 C 0.49235(18) 0.0468(6) 1.1755(3) 0.0560(13) Uani 1 1 d . . . . .
C19 C 0.52164(18) 0.1544(7) 1.1524(3) 0.0678(16) Uani 1 1 d . . . . .
H19A H 0.5466 0.1754 1.1887 0.081 Uiso 1 1 calc R U . . .
C20 C 0.51438(17) 0.2334(6) 1.0743(3) 0.0610(14) Uani 1 1 d . . . . .
H20A H 0.5348 0.3054 1.0578 0.073 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
Zn1 O1 1.940(2) . ?
Zn1 O4 1.972(2) 6_575 ?
Zn1 N1 2.024(3) . ?
Zn1 N3 2.060(3) 6_565 ?
O1 C1 1.270(4) . ?
N1 C13 1.318(4) . ?
N1 C9 1.356(5) . ?
C1 O2 1.239(4) . ?
C1 C2 1.503(4) . ?
C2 C7 1.390(5) . ?
C2 C3 1.393(5) . ?
N2 C14 1.362(6) . ?
N2 C10 1.408(5) . ?
O3 C8 1.238(4) . ?
N3 C6 1.433(4) . ?
N3 Zn1 2.060(3) 6_566 ?
C3 C4 1.383(4) . ?
O4 C8 1.283(4) . ?
O4 Zn1 1.972(2) 6_576 ?
C4 C5 1.392(5) . ?
C4 C8 1.494(5) . ?
C5 C6 1.391(5) . ?
O5 C14 1.221(5) . ?
C6 C7 1.389(4) . ?
O6 C18 1.391(5) 2_657 ?
O6 C18 1.391(5) . ?
C9 C10 1.367(5) . ?
C10 C11 1.375(6) . ?
C11 C12 1.387(6) . ?
C12 C13 1.364(6) . ?
C14 C15 1.489(6) . ?
C15 C16 1.381(6) . ?
C15 C20 1.386(6) . ?
C16 C17 1.390(6) . ?
C17 C18 1.382(7) . ?
C18 C19 1.349(7) . ?
C19 C20 1.387(7) . ?

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 Zn1 O4 100.77(10) . 6_575 ?
O1 Zn1 N1 102.63(12) . . ?
O4 Zn1 N1 125.68(12) 6_575 . ?
O1 Zn1 N3 109.85(11) . 6_565 ?
O4 Zn1 N3 106.13(11) 6_575 6_565 ?
N1 Zn1 N3 110.65(12) . 6_565 ?
C1 O1 Zn1 126.8(2) . . ?
C13 N1 C9 117.8(3) . . ?
C13 N1 Zn1 125.4(3) . . ?
C9 N1 Zn1 116.8(2) . . ?
O2 C1 O1 125.1(3) . . ?
O2 C1 C2 120.3(3) . . ?
O1 C1 C2 114.6(3) . . ?
C7 C2 C3 119.7(3) . . ?
C7 C2 C1 120.2(3) . . ?
C3 C2 C1 120.1(3) . . ?
C14 N2 C10 124.4(4) . . ?
C6 N3 Zn1 111.0(2) . 6_566 ?
C4 C3 C2 120.1(3) . . ?
C8 O4 Zn1 105.1(2) . 6_576 ?
C3 C4 C5 120.2(3) . . ?
C3 C4 C8 119.6(3) . . ?
C5 C4 C8 120.1(3) . . ?
C6 C5 C4 119.9(3) . . ?
C7 C6 C5 119.8(3) . . ?
C7 C6 N3 120.7(3) . . ?
C5 C6 N3 119.5(3) . . ?
C18 O6 C18 117.8(5) 2_657 . ?
C6 C7 C2 120.3(3) . . ?
O3 C8 O4 121.8(3) . . ?
O3 C8 C4 120.3(3) . . ?
O4 C8 C4 117.9(3) . . ?
N1 C9 C10 123.6(4) . . ?
C9 C10 C11 117.9(4) . . ?
C9 C10 N2 117.6(4) . . ?
C11 C10 N2 124.5(4) . . ?
C10 C11 C12 118.6(4) . . ?
C13 C12 C11 119.9(4) . . ?
N1 C13 C12 122.3(4) . . ?
O5 C14 N2 121.8(4) . . ?
O5 C14 C15 122.1(4) . . ?
N2 C14 C15 116.0(4) . . ?
C16 C15 C20 118.7(4) . . ?
C16 C15 C14 123.8(4) . . ?
C20 C15 C14 117.6(4) . . ?
C15 C16 C17 121.1(5) . . ?
C18 C17 C16 118.3(5) . . ?
C19 C18 C17 121.8(5) . . ?
C19 C18 O6 121.3(5) . . ?
C17 C18 O6 116.7(5) . . ?
C18 C19 C20 119.6(5) . . ?
C15 C20 C19 120.5(5) . . ?

_refine_diff_density_max         0.599
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.092




