# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_Comp_1CL_2797
_database_code_depnum_ccdc_archive 'CCDC 1578395'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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 H19 Cd N4 O8'
_chemical_formula_sum            'C18 H19 Cd N4 O8'
_chemical_formula_weight         531.77

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                   11.4313(3)
_cell_length_b                   14.6649(3)
_cell_length_c                   12.9413(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.751(3)
_cell_angle_gamma                90
_cell_volume                     2115.96(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2605
_cell_measurement_theta_min      3.0227
_cell_measurement_theta_max      29.0227

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             1068
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.085
_shelx_estimated_absorpt_T_min   0.829
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_T_min  0.97411
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6695
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.029
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3697
_reflns_number_gt                2765
_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, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0289P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3697
_refine_ls_number_parameters     295
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0844
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.49030(3) 0.97669(2) 0.14667(3) 0.03378(13) Uani 1 1 d . . . . .
O1 O 0.4584(3) 0.59833(19) 0.1199(3) 0.0539(10) Uani 1 1 d . . . . .
O2 O 0.5034(3) 1.35819(19) 0.1429(3) 0.0596(11) Uani 1 1 d . . . . .
O3 O 0.3259(3) 0.8909(2) 0.0693(3) 0.0539(9) Uani 1 1 d . . . . .
O4 O 0.4005(4) 0.9315(2) -0.0617(4) 0.0948(15) Uani 1 1 d . . . . .
O5 O 0.0220(5) 0.8867(4) 0.0496(6) 0.138(2) Uani 1 1 d . . . . .
O6 O 0.0768(4) 0.9578(5) -0.0817(4) 0.1116(18) Uani 1 1 d . . . . .
H1O6 H 0.022(8) 1.042(6) -0.067(6) 0.167 Uiso 1 1 d . U . . .
O7 O 0.4304(3) 0.9309(2) 0.3100(2) 0.0486(8) Uani 1 1 d . . . . .
O8 O 0.6004(3) 1.0036(2) 0.3203(3) 0.0492(9) Uani 1 1 d . . . . .
N1 N 0.6116(3) 0.8511(2) 0.1365(3) 0.0384(9) Uani 1 1 d . . . . .
N2 N 0.6315(3) 0.5244(2) 0.1243(4) 0.0485(11) Uani 1 1 d D . . . .
H1N H 0.7068(18) 0.526(3) 0.133(4) 0.073 Uiso 1 1 d D U . . .
H2N H 0.596(3) 0.476(2) 0.132(4) 0.073 Uiso 1 1 d D U . . .
N3 N 0.3694(3) 1.1025(2) 0.1548(3) 0.0405(10) Uani 1 1 d . . . . .
N4 N 0.3313(4) 1.4280(2) 0.1519(4) 0.0502(11) Uani 1 1 d D . . . .
H3N H 0.260(2) 1.424(3) 0.161(4) 0.075 Uiso 1 1 d D U . . .
H4N H 0.363(3) 1.4791(19) 0.148(4) 0.075 Uiso 1 1 d D U . . .
C1 C 0.5657(4) 0.7675(3) 0.1308(3) 0.0335(10) Uani 1 1 d . . . . .
H1 H 0.4847 0.7615 0.1310 0.040 Uiso 1 1 calc R U . . .
C2 C 0.6303(4) 0.6894(3) 0.1247(3) 0.0314(10) Uani 1 1 d . . . . .
C3 C 0.7505(4) 0.6989(3) 0.1231(4) 0.0422(12) Uani 1 1 d . . . . .
H3 H 0.7973 0.6480 0.1174 0.051 Uiso 1 1 calc R U . . .
C4 C 0.7989(4) 0.7845(3) 0.1300(4) 0.0529(14) Uani 1 1 d . . . . .
H4 H 0.8797 0.7923 0.1303 0.063 Uiso 1 1 calc R U . . .
C5 C 0.7281(4) 0.8587(3) 0.1364(4) 0.0470(13) Uani 1 1 d . . . . .
H5 H 0.7623 0.9165 0.1408 0.056 Uiso 1 1 calc R U . . .
C6 C 0.5662(4) 0.5993(3) 0.1225(4) 0.0382(11) Uani 1 1 d . . . . .
C7 C 0.4072(4) 1.1880(3) 0.1481(3) 0.0370(11) Uani 1 1 d . . . . .
H7 H 0.4790 1.1967 0.1269 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3466(4) 1.2640(3) 0.1706(3) 0.0350(11) Uani 1 1 d . . . . .
C9 C 0.2415(4) 1.2499(3) 0.2042(4) 0.0525(14) Uani 1 1 d . . . . .
H9 H 0.1986 1.2991 0.2221 0.063 Uiso 1 1 calc R U . . .
C10 C 0.2008(5) 1.1624(3) 0.2109(5) 0.0654(17) Uani 1 1 d . . . . .
H10 H 0.1302 1.1516 0.2334 0.078 Uiso 1 1 calc R U . . .
C11 C 0.2659(4) 1.0915(3) 0.1840(4) 0.0525(14) Uani 1 1 d . . . . .
H11 H 0.2362 1.0327 0.1863 0.063 Uiso 1 1 calc R U . . .
C12 C 0.4005(4) 1.3547(3) 0.1552(4) 0.0392(11) Uani 1 1 d . . . . .
C13 C 0.3282(4) 0.8880(3) -0.0263(4) 0.0471(13) Uani 1 1 d . . . . .
C14 C 0.2442(6) 0.8239(4) -0.0937(5) 0.085(2) Uani 1 1 d . . . . .
H14A H 0.2863 0.7679 -0.1017 0.102 Uiso 1 1 calc R U . . .
H14B H 0.2168 0.8505 -0.1635 0.102 Uiso 1 1 calc R U . . .
C15 C 0.1363(6) 0.8020(5) -0.0476(6) 0.106(3) Uani 1 1 d . . . . .
H15A H 0.0805 0.7641 -0.0967 0.128 Uiso 1 1 calc R U . . .
H15B H 0.1619 0.7686 0.0182 0.128 Uiso 1 1 calc R U . . .
C16 C 0.0756(6) 0.8891(6) -0.0275(8) 0.098(2) Uani 1 1 d . . . . .
C17 C 0.5220(4) 0.9669(3) 0.3621(4) 0.0464(13) Uani 1 1 d . . . . .
C18 C 0.5392(5) 0.9681(4) 0.4824(4) 0.0804(19) Uani 1 1 d . . . . .
H18A H 0.5242 0.9075 0.5067 0.097 Uiso 1 1 calc R U . . .
H18B H 0.6217 0.9839 0.5141 0.097 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 O4 2.277(4) 3_675 ?
Cd1 O3 2.299(3) . ?
Cd1 N3 2.321(3) . ?
Cd1 N1 2.326(3) . ?
Cd1 O8 2.353(3) . ?
Cd1 O7 2.455(3) . ?
Cd1 C17 2.735(5) . ?
O1 C6 1.225(5) . ?
O2 C12 1.223(5) . ?
O3 C13 1.245(6) . ?
O4 C13 1.211(5) . ?
O4 Cd1 2.277(4) 3_675 ?
O5 C16 1.281(9) . ?
O6 C16 1.229(8) . ?
O7 C17 1.232(5) . ?
O8 C17 1.264(5) . ?
N1 C1 1.330(5) . ?
N1 C5 1.336(5) . ?
N2 C6 1.326(5) . ?
N3 C11 1.330(5) . ?
N3 C7 1.334(5) . ?
N4 C12 1.330(5) . ?
C1 C2 1.375(5) . ?
C2 C3 1.386(6) . ?
C2 C6 1.507(6) . ?
C3 C4 1.367(6) . ?
C4 C5 1.370(6) . ?
C7 C8 1.377(5) . ?
C8 C9 1.381(6) . ?
C8 C12 1.497(5) . ?
C9 C10 1.374(6) . ?
C10 C11 1.367(6) . ?
C13 C14 1.482(7) . ?
C14 C15 1.517(8) . ?
C15 C16 1.504(9) . ?
C17 C18 1.526(6) . ?
C18 C18 1.436(10) 3_676 ?

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 O3 126.57(16) 3_675 . ?
O4 Cd1 N3 86.97(12) 3_675 . ?
O3 Cd1 N3 90.99(12) . . ?
O4 Cd1 N1 92.50(12) 3_675 . ?
O3 Cd1 N1 88.99(12) . . ?
N3 Cd1 N1 179.32(13) . . ?
O4 Cd1 O8 97.30(15) 3_675 . ?
O3 Cd1 O8 136.12(12) . . ?
N3 Cd1 O8 91.24(12) . . ?
N1 Cd1 O8 89.25(12) . . ?
O4 Cd1 O7 149.78(15) 3_675 . ?
O3 Cd1 O7 82.47(12) . . ?
N3 Cd1 O7 84.05(12) . . ?
N1 Cd1 O7 96.61(12) . . ?
O8 Cd1 O7 54.25(10) . . ?
O4 Cd1 C17 124.03(17) 3_675 . ?
O3 Cd1 C17 109.08(14) . . ?
N3 Cd1 C17 86.66(13) . . ?
N1 Cd1 C17 93.99(13) . . ?
O8 Cd1 C17 27.49(12) . . ?
O7 Cd1 C17 26.77(11) . . ?
C13 O3 Cd1 104.9(3) . . ?
C13 O4 Cd1 170.6(4) . 3_675 ?
C17 O7 Cd1 89.4(3) . . ?
C17 O8 Cd1 93.3(3) . . ?
C1 N1 C5 117.3(4) . . ?
C1 N1 Cd1 120.0(3) . . ?
C5 N1 Cd1 122.7(3) . . ?
C11 N3 C7 117.0(4) . . ?
C11 N3 Cd1 119.5(3) . . ?
C7 N3 Cd1 122.6(3) . . ?
N1 C1 C2 124.1(4) . . ?
C1 C2 C3 117.6(4) . . ?
C1 C2 C6 117.8(4) . . ?
C3 C2 C6 124.6(4) . . ?
C4 C3 C2 118.7(4) . . ?
C3 C4 C5 119.8(4) . . ?
N1 C5 C4 122.4(4) . . ?
O1 C6 N2 123.3(4) . . ?
O1 C6 C2 119.5(4) . . ?
N2 C6 C2 117.1(4) . . ?
N3 C7 C8 124.2(4) . . ?
C7 C8 C9 117.3(4) . . ?
C7 C8 C12 116.8(4) . . ?
C9 C8 C12 125.9(4) . . ?
C10 C9 C8 119.3(4) . . ?
C11 C10 C9 118.9(5) . . ?
N3 C11 C10 123.3(4) . . ?
O2 C12 N4 123.0(4) . . ?
O2 C12 C8 119.3(4) . . ?
N4 C12 C8 117.6(4) . . ?
O4 C13 O3 121.6(5) . . ?
O4 C13 C14 121.3(6) . . ?
O3 C13 C14 117.0(5) . . ?
C13 C14 C15 112.4(5) . . ?
C16 C15 C14 109.5(6) . . ?
O6 C16 O5 122.3(9) . . ?
O6 C16 C15 122.3(9) . . ?
O5 C16 C15 115.5(9) . . ?
O7 C17 O8 123.0(4) . . ?
O7 C17 C18 117.7(5) . . ?
O8 C17 C18 119.3(5) . . ?
O7 C17 Cd1 63.9(3) . . ?
O8 C17 Cd1 59.2(2) . . ?
C18 C17 Cd1 176.4(4) . . ?
C18 C18 C17 112.4(6) 3_676 . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H1O6 O6 1.42(10) 2.44(8) 3.273(11) 114(4) 3_575
N2 H1N O8 0.843(18) 2.18(2) 3.005(5) 167(4) 2_645
N2 H2N O2 0.839(18) 2.043(18) 2.881(5) 177(5) 1_545
N4 H3N O7 0.846(18) 2.30(2) 3.138(5) 173(4) 2
N4 H4N O1 0.839(18) 2.134(18) 2.964(5) 171(5) 1_565

_refine_diff_density_max         0.531
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_Comp_4CL_4179
_database_code_depnum_ccdc_archive 'CCDC 1578398'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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 H20 Cd N4 O6'
_chemical_formula_sum            'C18 H20 Cd N4 O6'
_chemical_formula_weight         500.78

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      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                   9.240(2)
_cell_length_b                   9.716(3)
_cell_length_c                   11.092(5)
_cell_angle_alpha                100.29(3)
_cell_angle_beta                 90.03(2)
_cell_angle_gamma                100.76(2)
_cell_volume                     961.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    517
_cell_measurement_theta_min      3.3910
_cell_measurement_theta_max      17.1760

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.179
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.00264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5888
_diffrn_reflns_av_unetI/netI     0.2486
_diffrn_reflns_av_R_equivalents  0.1038
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.970
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3532
_reflns_number_gt                1593
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.1429P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3532
_refine_ls_number_parameters     262
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.2304
_refine_ls_R_factor_gt           0.1235
_refine_ls_wR_factor_ref         0.3390
_refine_ls_wR_factor_gt          0.2738
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.64965(12) 0.68370(12) 0.05983(13) 0.0489(6) Uani 1 1 d . . . . .
O1 O 0.2639(15) 1.1695(14) 0.4282(13) 0.071(4) Uani 1 1 d . . . . .
O2 O 0.8978(13) 0.3180(12) -0.5082(13) 0.059(4) Uani 1 1 d . . . . .
O3 O 0.8462(13) 0.8507(11) 0.1839(13) 0.064(4) Uani 1 1 d . . . . .
O4 O 0.7526(12) 0.9139(10) 0.0305(11) 0.045(3) Uani 1 1 d . . . . .
O5 O 0.5449(13) 1.3636(16) 0.0778(13) 0.080(5) Uani 1 1 d . . . . .
O6 O 0.6900(13) 1.5408(11) 0.1940(12) 0.058(4) Uani 1 1 d . . . . .
N1 N 0.4788(14) 0.7816(14) 0.1958(15) 0.046(4) Uani 1 1 d . . . . .
N2 N 0.1864(16) 0.9938(16) 0.5367(13) 0.058(4) Uani 1 1 d . . . . .
H2A H 0.1467 1.0494 0.5904 0.069 Uiso 1 1 calc R U . . .
H2B H 0.1822 0.9064 0.5435 0.069 Uiso 1 1 calc R U . . .
N3 N 0.7728(12) 0.5730(12) -0.1046(12) 0.031(3) Uani 1 1 d . . . . .
N4 N 1.0970(15) 0.3323(14) -0.3926(14) 0.049(4) Uani 1 1 d . . . . .
H4A H 1.1408 0.2875 -0.4511 0.059 Uiso 1 1 calc R U . . .
H4B H 1.1401 0.3617 -0.3215 0.059 Uiso 1 1 calc R U . . .
C1 C 0.4055(16) 0.8729(15) 0.1553(17) 0.043(3) Uani 1 1 d . U . . .
H1 H 0.4045 0.8768 0.0721 0.051 Uiso 1 1 calc R U . . .
C2 C 0.3321(17) 0.9602(15) 0.2336(17) 0.043(3) Uani 1 1 d . U . . .
H2 H 0.2879 1.0275 0.2054 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3258(17) 0.9456(16) 0.3543(18) 0.047(3) Uani 1 1 d . U . . .
C4 C 0.4032(18) 0.8499(16) 0.3896(18) 0.050(3) Uani 1 1 d . U . . .
H4 H 0.4032 0.8394 0.4713 0.060 Uiso 1 1 calc R U . . .
C5 C 0.4774(18) 0.7725(17) 0.3111(19) 0.049(3) Uani 1 1 d . U . . .
H5 H 0.5294 0.7105 0.3391 0.059 Uiso 1 1 calc R U . . .
C6 C 0.2547(18) 1.0434(17) 0.4424(18) 0.049(3) Uani 1 1 d . U . . .
C7 C 0.8437(16) 0.4706(15) -0.0873(17) 0.043(3) Uani 1 1 d . U . . .
H7 H 0.8472 0.4464 -0.0101 0.052 Uiso 1 1 calc R U . . .
C8 C 0.9145(16) 0.3975(16) -0.1863(17) 0.043(3) Uani 1 1 d . U . . .
H8 H 0.9662 0.3275 -0.1739 0.052 Uiso 1 1 calc R U . . .
C9 C 0.9049(16) 0.4323(16) -0.3004(17) 0.042(2) Uani 1 1 d . U . . .
C10 C 0.8222(17) 0.5339(15) -0.3134(17) 0.045(3) Uani 1 1 d . U . . .
H10 H 0.8050 0.5499 -0.3919 0.054 Uiso 1 1 calc R U . . .
C11 C 0.7644(17) 0.6119(16) -0.2171(17) 0.044(3) Uani 1 1 d . U . . .
H11 H 0.7210 0.6883 -0.2273 0.053 Uiso 1 1 calc R U . . .
C12 C 0.9691(18) 0.3549(16) -0.4112(18) 0.042(3) Uani 1 1 d . U . . .
C13 C 0.8351(19) 0.9434(18) 0.1239(18) 0.047(3) Uani 1 1 d . U . . .
C14 C 0.9218(17) 1.0868(15) 0.1628(16) 0.043(3) Uani 1 1 d . U . . .
H14A H 1.0088 1.0966 0.1139 0.052 Uiso 1 1 calc R U . . .
H14B H 0.9548 1.0966 0.2475 0.052 Uiso 1 1 calc R U . . .
C15 C 0.8405(18) 1.2112(16) 0.1526(17) 0.045(3) Uani 1 1 d . U . . .
H15A H 0.8184 1.2110 0.0671 0.054 Uiso 1 1 calc R U . . .
H15B H 0.9035 1.3015 0.1865 0.054 Uiso 1 1 calc R U . . .
C16 C 0.6920(19) 1.1930(16) 0.2253(17) 0.049(3) Uani 1 1 d . U . . .
H16A H 0.6157 1.1280 0.1725 0.059 Uiso 1 1 calc R U . . .
H16B H 0.7070 1.1500 0.2956 0.059 Uiso 1 1 calc R U . . .
C17 C 0.641(2) 1.3243(17) 0.2672(17) 0.052(3) Uani 1 1 d . U . . .
H17A H 0.7108 1.3830 0.3297 0.063 Uiso 1 1 calc R U . . .
H17B H 0.5476 1.3022 0.3058 0.063 Uiso 1 1 calc R U . . .
C18 C 0.621(2) 1.4112(17) 0.1692(18) 0.049(3) Uani 1 1 d . 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 O5 2.283(12) 2_675 ?
Cd1 O6 2.283(12) 1_545 ?
Cd1 O4 2.341(10) . ?
Cd1 N3 2.353(11) . ?
Cd1 N1 2.392(14) . ?
Cd1 O3 2.435(11) . ?
Cd1 C13 2.748(17) . ?
O1 C6 1.251(19) . ?
O2 C12 1.222(19) . ?
O3 C13 1.231(19) . ?
O4 C13 1.244(19) . ?
O5 C18 1.20(2) . ?
O5 Cd1 2.283(12) 2_675 ?
O6 C18 1.28(2) . ?
O6 Cd1 2.283(11) 1_565 ?
N1 C5 1.30(2) . ?
N1 C1 1.35(2) . ?
N2 C6 1.34(2) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N3 C7 1.330(18) . ?
N3 C11 1.37(2) . ?
N4 C12 1.264(19) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C1 C2 1.37(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.37(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.38(2) . ?
C3 C6 1.48(2) . ?
C4 C5 1.32(2) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.43(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.37(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.38(2) . ?
C9 C12 1.51(2) . ?
C10 C11 1.36(2) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 C14 1.46(2) . ?
C14 C15 1.56(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.59(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.44(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.52(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?

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
O5 Cd1 O6 125.0(5) 2_675 1_545 ?
O5 Cd1 O4 98.9(5) 2_675 . ?
O6 Cd1 O4 135.6(4) 1_545 . ?
O5 Cd1 N3 84.4(4) 2_675 . ?
O6 Cd1 N3 96.4(5) 1_545 . ?
O4 Cd1 N3 93.6(4) . . ?
O5 Cd1 N1 83.0(5) 2_675 . ?
O6 Cd1 N1 90.2(5) 1_545 . ?
O4 Cd1 N1 89.2(4) . . ?
N3 Cd1 N1 167.4(4) . . ?
O5 Cd1 O3 150.9(5) 2_675 . ?
O6 Cd1 O3 82.4(4) 1_545 . ?
O4 Cd1 O3 53.3(4) . . ?
N3 Cd1 O3 103.9(4) . . ?
N1 Cd1 O3 87.7(5) . . ?
O5 Cd1 C13 124.8(6) 2_675 . ?
O6 Cd1 C13 108.9(5) 1_545 . ?
O4 Cd1 C13 26.8(4) . . ?
N3 Cd1 C13 101.5(5) . . ?
N1 Cd1 C13 86.5(5) . . ?
O3 Cd1 C13 26.6(4) . . ?
C13 O3 Cd1 91.1(10) . . ?
C13 O4 Cd1 95.2(10) . . ?
C18 O5 Cd1 161.2(13) . 2_675 ?
C18 O6 Cd1 116.2(11) . 1_565 ?
C5 N1 C1 119.6(15) . . ?
C5 N1 Cd1 122.1(11) . . ?
C1 N1 Cd1 116.8(12) . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C7 N3 C11 121.8(14) . . ?
C7 N3 Cd1 119.1(11) . . ?
C11 N3 Cd1 119.1(10) . . ?
C12 N4 H4A 120.0 . . ?
C12 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 C1 C2 121.7(17) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C1 C2 C3 118.3(15) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C2 C3 C4 116.8(17) . . ?
C2 C3 C6 119.6(15) . . ?
C4 C3 C6 123.1(18) . . ?
C5 C4 C3 122(2) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
N1 C5 C4 121.2(16) . . ?
N1 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
O1 C6 N2 122.5(17) . . ?
O1 C6 C3 119.1(18) . . ?
N2 C6 C3 118.3(16) . . ?
N3 C7 C8 120.5(16) . . ?
N3 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 118.8(15) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 117.6(16) . . ?
C8 C9 C12 122.3(15) . . ?
C10 C9 C12 119.9(17) . . ?
C11 C10 C9 123.5(18) . . ?
C11 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C10 C11 N3 117.3(15) . . ?
C10 C11 H11 121.3 . . ?
N3 C11 H11 121.3 . . ?
O2 C12 N4 125.5(17) . . ?
O2 C12 C9 120.2(15) . . ?
N4 C12 C9 114.3(16) . . ?
O3 C13 O4 120.0(15) . . ?
O3 C13 C14 119.0(16) . . ?
O4 C13 C14 120.9(16) . . ?
O3 C13 Cd1 62.3(9) . . ?
O4 C13 Cd1 58.0(8) . . ?
C14 C13 Cd1 174.6(12) . . ?
C13 C14 C15 115.6(14) . . ?
C13 C14 H14A 108.4 . . ?
C15 C14 H14A 108.4 . . ?
C13 C14 H14B 108.4 . . ?
C15 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
C14 C15 C16 109.7(13) . . ?
C14 C15 H15A 109.7 . . ?
C16 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
C16 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C17 C16 C15 114.2(14) . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C18 115.8(16) . . ?
C16 C17 H17A 108.3 . . ?
C18 C17 H17A 108.3 . . ?
C16 C17 H17B 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
O5 C18 O6 122.9(18) . . ?
O5 C18 C17 123.1(17) . . ?
O6 C18 C17 114.0(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O3 0.86 2.51 3.24(2) 142.1 2_676
N2 H2B O2 0.86 2.13 2.943(19) 157.0 2_665
N4 H4A O1 0.86 2.08 2.936(18) 171.3 1_644
N4 H4B O6 0.86 2.08 2.893(18) 157.4 2_775

_refine_diff_density_max         2.440
_refine_diff_density_min         -1.449
_refine_diff_density_rms         0.206

####################################################################### 
# 
# 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_Compound_10CL_3579
_database_code_depnum_ccdc_archive 'CCDC 1578404'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C23 H23 N5 O7 Zn'
_chemical_formula_sum            'C23 H23 N5 O7 Zn'
_chemical_formula_weight         546.83

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      tetragonal
_space_group_IT_number           110
_space_group_name_H-M_alt        'I 41 c d'
_space_group_name_Hall           'I 4bw -2c'

_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'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'

_cell_length_a                   17.9994(3)
_cell_length_b                   17.9994(3)
_cell_length_c                   28.3709(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9191.6(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3138
_cell_measurement_theta_min      3.3150
_cell_measurement_theta_max      28.6620

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_F_000             4512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    1.125
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.90464
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9515
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.201
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3680
_reflns_number_gt                3364
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.955
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.995

_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0296P)²+2.1723P] 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       0.00014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.746(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3680
_refine_ls_number_parameters     339
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.053
_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 0.08253(2) 0.07711(2) 0.24753(3) 0.02028(14) Uani 1 1 d . . . . .
O1 O 0.0421(2) 0.0859(2) 0.01033(11) 0.0529(10) Uani 1 1 d . . . . .
O2 O 0.25183(17) -0.01069(18) 0.39641(11) 0.0406(8) Uani 1 1 d . . . . .
O3 O -0.01992(14) 0.11528(16) 0.23783(11) 0.0346(8) Uani 1 1 d . . . . .
O4 O -0.10662(15) 0.03247(14) 0.25703(11) 0.0293(7) Uani 1 1 d . . . . .
O5 O -0.28100(19) 0.40048(16) 0.25540(12) 0.0428(8) Uani 1 1 d . . . . .
O6 O -0.36906(17) 0.31753(18) 0.24530(12) 0.0393(8) Uani 1 1 d . . . . .
N1 N 0.1021(2) 0.0554(2) 0.17266(14) 0.0265(8) Uani 1 1 d . . . . .
N2 N -0.0105(2) 0.1653(2) 0.06128(15) 0.0389(10) Uani 1 1 d D . . . .
H1N H -0.006(3) 0.190(3) 0.0874(11) 0.058 Uiso 1 1 d D U . . .
H2N H -0.038(2) 0.189(3) 0.0410(13) 0.058 Uiso 1 1 d D U . . .
N3 N 0.07563(18) 0.07868(17) 0.32446(15) 0.0242(10) Uani 1 1 d . . . . .
N4 N 0.1806(2) -0.0464(2) 0.45699(13) 0.0345(9) Uani 1 1 d D . . . .
H3N H 0.2163(18) -0.071(2) 0.4689(16) 0.052 Uiso 1 1 d D U . . .
H4N H 0.1374(15) -0.053(3) 0.4695(16) 0.052 Uiso 1 1 d D U . . .
C1 C 0.1595(3) 0.0125(3) 0.16101(15) 0.0340(11) Uani 1 1 d . . . . .
H1 H 0.1892 -0.0066 0.1849 0.041 Uiso 1 1 calc R U . . .
C2 C 0.1767(3) -0.0045(2) 0.11494(17) 0.0403(12) Uani 1 1 d . . . . .
H2 H 0.2164 -0.0356 0.1079 0.048 Uiso 1 1 calc R U . . .
C3 C 0.1340(3) 0.0254(2) 0.07977(16) 0.0385(12) Uani 1 1 d . . . . .
H3 H 0.1440 0.0136 0.0485 0.046 Uiso 1 1 calc R U . . .
C4 C 0.0760(2) 0.0729(2) 0.09046(19) 0.0275(12) Uani 1 1 d . . . . .
C5 C 0.0610(2) 0.0852(2) 0.13808(15) 0.0260(10) Uani 1 1 d . . . . .
H5 H 0.0209 0.1152 0.1461 0.031 Uiso 1 1 calc R U . . .
C6 C 0.0341(2) 0.1084(3) 0.05075(15) 0.0320(10) Uani 1 1 d . . . . .
C7 C 0.0218(2) 0.1103(2) 0.34964(15) 0.0299(10) Uani 1 1 d . . . . .
H7 H -0.0146 0.1375 0.3340 0.036 Uiso 1 1 calc R U . . .
C8 C 0.0180(2) 0.1044(3) 0.39808(16) 0.0344(11) Uani 1 1 d . . . . .
H8 H -0.0199 0.1277 0.4147 0.041 Uiso 1 1 calc R U . . .
C9 C 0.0710(3) 0.0635(3) 0.42150(19) 0.0313(12) Uani 1 1 d . . . . .
H9 H 0.0684 0.0572 0.4540 0.038 Uiso 1 1 calc R U . . .
C10 C 0.1283(2) 0.0319(2) 0.39601(14) 0.0245(9) Uani 1 1 d . . . . .
C11 C 0.1277(2) 0.0411(2) 0.34737(14) 0.0249(9) Uani 1 1 d . . . . .
H11 H 0.1659 0.0197 0.3299 0.030 Uiso 1 1 calc R U . . .
C12 C 0.1915(2) -0.0107(2) 0.41675(14) 0.0272(9) Uani 1 1 d . . . . .
C13 C -0.0847(2) 0.0964(2) 0.2484(3) 0.0211(8) Uani 1 1 d . . . . .
C14 C -0.1408(2) 0.1582(2) 0.25142(17) 0.0218(8) Uani 1 1 d . . . . .
C15 C -0.1179(2) 0.2318(2) 0.24998(16) 0.0312(10) Uani 1 1 d . . . . .
H15 H -0.0675 0.2432 0.2487 0.037 Uiso 1 1 calc R U . . .
C16 C -0.1700(2) 0.2882(2) 0.25051(17) 0.0321(10) Uani 1 1 d . . . . .
H16 H -0.1543 0.3374 0.2496 0.038 Uiso 1 1 calc R U . . .
C17 C -0.2456(2) 0.2726(2) 0.25239(18) 0.0272(10) Uani 1 1 d . . . . .
C18 C -0.2672(2) 0.1996(2) 0.25457(18) 0.0340(11) Uani 1 1 d . . . . .
H18 H -0.3176 0.1884 0.2561 0.041 Uiso 1 1 calc R U . . .
C19 C -0.2159(2) 0.1422(2) 0.25457(16) 0.0303(10) Uani 1 1 d . . . . .
H19 H -0.2318 0.0932 0.2567 0.036 Uiso 1 1 calc R U . . .
C20 C -0.3014(2) 0.3345(2) 0.25119(16) 0.0315(10) Uani 1 1 d . . . . .
O1S O 0.8674(2) 0.1931(2) 0.37673(16) 0.0729(12) Uani 1 1 d . . . . .
N1S N 0.75787(19) 0.2546(3) 0.3764(2) 0.0369(9) Uani 1 1 d . . . . .
C1S C 0.8000(3) 0.1952(3) 0.3769(2) 0.0529(15) Uani 1 1 d . . . . .
H1S H 0.7755 0.1496 0.3775 0.063 Uiso 1 1 calc R U . . .
C2S C 0.7919(3) 0.3272(3) 0.3756(2) 0.0534(14) Uani 1 1 d . . . . .
H2S1 H 0.8400 0.3247 0.3901 0.080 Uiso 1 1 calc R U . . .
H2S2 H 0.7613 0.3616 0.3927 0.080 Uiso 1 1 calc R U . . .
H2S3 H 0.7971 0.3436 0.3436 0.080 Uiso 1 1 calc R U . . .
C3S C 0.6781(2) 0.2511(3) 0.3755(3) 0.0541(13) Uani 1 1 d . . . . .
H3S1 H 0.6602 0.2732 0.3469 0.081 Uiso 1 1 calc R U . . .
H3S2 H 0.6584 0.2776 0.4020 0.081 Uiso 1 1 calc R U . . .
H3S3 H 0.6625 0.2001 0.3770 0.081 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 O3 1.987(3) . ?
Zn1 O4 2.037(3) 10_444 ?
Zn1 O6 2.088(3) 13_554 ?
Zn1 N3 2.186(4) . ?
Zn1 N1 2.188(4) . ?
O1 C6 1.225(5) . ?
O2 C12 1.229(5) . ?
O3 C13 1.252(5) . ?
O4 C13 1.240(5) . ?
O4 Zn1 2.037(3) 10_444 ?
O5 C20 1.249(5) . ?
O6 C20 1.266(5) . ?
O6 Zn1 2.088(3) 13_454 ?
N1 C1 1.331(6) . ?
N1 C5 1.341(6) . ?
N2 C6 1.335(5) . ?
N3 C11 1.326(5) . ?
N3 C7 1.332(5) . ?
N4 C12 1.325(5) . ?
C1 C2 1.377(6) . ?
C2 C3 1.369(6) . ?
C3 C4 1.382(6) . ?
C4 C5 1.396(7) . ?
C4 C6 1.500(6) . ?
C7 C8 1.380(5) . ?
C8 C9 1.376(6) . ?
C9 C10 1.382(6) . ?
C10 C11 1.390(5) . ?
C10 C12 1.493(6) . ?
C13 C14 1.504(5) . ?
C14 C19 1.385(5) . ?
C14 C15 1.389(5) . ?
C15 C16 1.382(5) . ?
C16 C17 1.390(6) . ?
C17 C18 1.371(6) . ?
C17 C20 1.502(5) . ?
C18 C19 1.386(6) . ?
O1S C1S 1.215(6) . ?
N1S C1S 1.311(6) . ?
N1S C3S 1.437(5) . ?
N1S C2S 1.444(6) . ?

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
O3 Zn1 O4 123.41(11) . 10_444 ?
O3 Zn1 O6 93.96(12) . 13_554 ?
O4 Zn1 O6 142.60(12) 10_444 13_554 ?
O3 Zn1 N3 94.65(13) . . ?
O4 Zn1 N3 83.83(12) 10_444 . ?
O6 Zn1 N3 92.41(13) 13_554 . ?
O3 Zn1 N1 94.40(13) . . ?
O4 Zn1 N1 85.47(13) 10_444 . ?
O6 Zn1 N1 93.79(13) 13_554 . ?
N3 Zn1 N1 168.65(13) . . ?
C13 O3 Zn1 137.6(3) . . ?
C13 O4 Zn1 143.5(3) . 10_444 ?
C20 O6 Zn1 100.2(3) . 13_454 ?
C1 N1 C5 118.6(4) . . ?
C1 N1 Zn1 118.0(3) . . ?
C5 N1 Zn1 123.4(3) . . ?
C11 N3 C7 118.0(4) . . ?
C11 N3 Zn1 116.3(3) . . ?
C7 N3 Zn1 125.6(3) . . ?
N1 C1 C2 122.6(4) . . ?
C3 C2 C1 118.6(4) . . ?
C2 C3 C4 120.4(4) . . ?
C3 C4 C5 117.2(4) . . ?
C3 C4 C6 118.6(4) . . ?
C5 C4 C6 124.2(4) . . ?
N1 C5 C4 122.5(4) . . ?
O1 C6 N2 122.2(4) . . ?
O1 C6 C4 120.2(4) . . ?
N2 C6 C4 117.5(4) . . ?
N3 C7 C8 122.4(4) . . ?
C9 C8 C7 119.2(4) . . ?
C8 C9 C10 119.0(5) . . ?
C9 C10 C11 117.7(4) . . ?
C9 C10 C12 125.0(4) . . ?
C11 C10 C12 117.3(4) . . ?
N3 C11 C10 123.6(4) . . ?
O2 C12 N4 122.4(4) . . ?
O2 C12 C10 119.2(4) . . ?
N4 C12 C10 118.4(4) . . ?
O4 C13 O3 126.6(3) . . ?
O4 C13 C14 117.5(4) . . ?
O3 C13 C14 116.0(4) . . ?
C19 C14 C15 119.3(4) . . ?
C19 C14 C13 120.3(4) . . ?
C15 C14 C13 120.4(4) . . ?
C16 C15 C14 120.0(4) . . ?
C15 C16 C17 121.1(4) . . ?
C18 C17 C16 118.3(4) . . ?
C18 C17 C20 121.5(4) . . ?
C16 C17 C20 120.3(4) . . ?
C17 C18 C19 121.7(4) . . ?
C14 C19 C18 119.7(4) . . ?
O5 C20 O6 121.7(4) . . ?
O5 C20 C17 120.4(4) . . ?
O6 C20 C17 117.9(4) . . ?
C1S N1S C3S 122.8(5) . . ?
C1S N1S C2S 119.6(4) . . ?
C3S N1S C2S 117.6(5) . . ?
O1S C1S N1S 127.0(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H1N O2 0.87(2) 2.00(3) 2.865(5) 177(5) 7_554
N2 H2N O5 0.87(2) 2.23(3) 3.069(5) 161(4) 4_454
N4 H3N O6 0.85(2) 2.25(2) 3.094(5) 175(4) 12_444
N4 H4N O1 0.86(2) 2.16(3) 3.002(5) 167(4) 5
C2 H2 O1S 0.93 2.45 3.305(6) 153.4 11_534
C5 H5 O2 0.93 2.40 3.079(5) 129.8 7_554
C7 H7 O1S 0.93 2.64 3.245(6) 123.1 1_455
C8 H8 O1S 0.93 2.58 3.204(6) 124.8 1_455
C1S H1S O2 0.93 2.60 3.493(6) 159.9 10_544

_refine_diff_density_max         0.328
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_Comp_7CL_3214
_database_code_depnum_ccdc_archive 'CCDC 1578401'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C12 H17 N3 O7 Zn'
_chemical_formula_sum            'C12 H17 N3 O7 Zn'
_chemical_formula_weight         380.65

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   30.7094(13)
_cell_length_b                   7.0123(3)
_cell_length_c                   7.4215(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1598.16(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1135
_cell_measurement_theta_min      3.5250
_cell_measurement_theta_max      26.5360

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.576
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.94503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3621
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         3.049
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2191
_reflns_number_gt                1756
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.995

_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0645P)²+0.0160P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.54(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2191
_refine_ls_number_parameters     324
_refine_ls_number_restraints     356
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      0.986
_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
Zn1 Zn 0.22246(2) 0.05209(10) 0.5903(9) 0.0225(3) Uani 1 1 d . . . . .
O1 O 0.1928(4) -0.0952(17) 0.7964(16) 0.033(3) Uani 1 1 d . . . . .
O2 O 0.1919(4) -0.0941(16) 0.3728(14) 0.026(3) Uani 1 1 d . . . . .
O3 O 0.2555(4) 0.2258(15) 0.4021(14) 0.031(3) Uani 1 1 d . . . . .
O4 O 0.2534(4) 0.2153(15) 0.7833(13) 0.029(3) Uani 1 1 d . . . . .
O5 O 0.27649(12) -0.1442(7) 0.588(3) 0.0297(13) Uani 1 1 d D . . . .
H2O5 H 0.2601(18) -0.220(10) 0.654(9) 0.045 Uiso 1 1 d D U . . .
H1O5 H 0.3014(13) -0.131(11) 0.642(9) 0.045 Uiso 1 1 d D U . . .
C1 C 0.2082(5) -0.206(2) 0.919(2) 0.017(3) Uani 1 1 d . U . . .
C2 C 0.18373(19) -0.2356(9) 1.093(4) 0.0261(15) Uani 1 1 d . U . . .
H2A H 0.1733 -0.3661 1.0976 0.031 Uiso 1 1 calc R U . . .
H2B H 0.1584 -0.1527 1.0936 0.031 Uiso 1 1 calc R U . . .
C3 C 0.2896(6) 0.304(2) 0.763(3) 0.031(4) Uani 1 1 d . . . . .
N1 N 0.1676(4) 0.239(3) 0.602(3) 0.027(3) Uani 0.539(12) 1 d DG U P A 1
C4 C 0.1290(4) 0.161(2) 0.639(3) 0.030(3) Uani 0.539(12) 1 d DG U P A 1
H4 H 0.1275 0.0293 0.6503 0.036 Uiso 0.539(12) 1 calc R U P A 1
C5 C 0.0907(4) 0.2652(18) 0.6614(16) 0.035(3) Uani 0.539(12) 1 d DG U P A 1
C6 C 0.0956(5) 0.4671(19) 0.662(2) 0.035(3) Uani 0.539(12) 1 d DG U P A 1
H6 H 0.0765 0.5472 0.7229 0.042 Uiso 0.539(12) 1 calc R U P A 1
C7 C 0.1329(6) 0.540(3) 0.559(3) 0.033(3) Uani 0.539(12) 1 d DG U P A 1
H7 H 0.1320 0.6539 0.4945 0.040 Uiso 0.539(12) 1 calc R U P A 1
C8 C 0.1689(5) 0.427(3) 0.565(2) 0.029(3) Uani 0.539(12) 1 d DG U P A 1
H8 H 0.1958 0.4821 0.5423 0.035 Uiso 0.539(12) 1 calc R U P A 1
C9 C 0.0520(4) 0.150(2) 0.722(3) 0.046(4) Uani 0.539(12) 1 d DG U P A 1
N2 N 0.0147(4) 0.243(3) 0.753(3) 0.057(6) Uani 0.539(12) 1 d DG U P A 1
H2C H -0.0086 0.1806 0.7777 0.068 Uiso 0.539(12) 1 calc R U P A 1
H2D H 0.0141 0.3658 0.7476 0.068 Uiso 0.539(12) 1 calc R U P A 1
O1M O 0.0539(7) -0.025(2) 0.729(4) 0.059(6) Uani 0.539(12) 1 d D U P A 1
C1P C 0.0452(8) 0.363(3) 0.215(4) 0.079(6) Uani 0.539(12) 1 d D U P A 1
H1P H 0.0595 0.4803 0.2103 0.095 Uiso 0.539(12) 1 calc R U P A 1
C2P C 0.1153(9) 0.269(5) 0.162(7) 0.108(11) Uani 0.539(12) 1 d D U P A 1
H2P1 H 0.1359 0.2148 0.2440 0.161 Uiso 0.539(12) 1 calc R U P A 1
H2P2 H 0.1154 0.4054 0.1736 0.161 Uiso 0.539(12) 1 calc R U P A 1
H2P3 H 0.1231 0.2352 0.0404 0.161 Uiso 0.539(12) 1 calc R U P A 1
C3P C 0.0642(7) 0.004(3) 0.225(4) 0.079(6) Uani 0.539(12) 1 d D U P A 1
H3P1 H 0.0719 -0.0611 0.1159 0.119 Uiso 0.539(12) 1 calc R U P A 1
H3P2 H 0.0342 -0.0225 0.2536 0.119 Uiso 0.539(12) 1 calc R U P A 1
H3P3 H 0.0824 -0.0406 0.3217 0.119 Uiso 0.539(12) 1 calc R U P A 1
N1P N 0.0696(6) 0.192(3) 0.204(4) 0.074(5) Uani 0.539(12) 1 d D U P A 1
O1P O 0.0082(8) 0.359(4) 0.231(4) 0.096(7) Uani 0.539(12) 1 d D U P A 1
N1A N 0.1661(6) 0.237(4) 0.571(5) 0.026(3) Uani 0.461(12) 1 d D U P A 2
C4A C 0.1280(6) 0.159(3) 0.524(4) 0.028(3) Uani 0.461(12) 1 d D U P A 2
H4A H 0.1269 0.0279 0.5069 0.034 Uiso 0.461(12) 1 calc R U P A 2
C5A C 0.0899(6) 0.263(3) 0.500(3) 0.035(3) Uani 0.461(12) 1 d D U P A 2
C6A C 0.0889(6) 0.455(3) 0.555(4) 0.032(3) Uani 0.461(12) 1 d D U P A 2
H6A H 0.0634 0.5269 0.5523 0.038 Uiso 0.461(12) 1 calc R U P A 2
C7A C 0.1301(8) 0.536(3) 0.618(5) 0.032(3) Uani 0.461(12) 1 d D U P A 2
H7A H 0.1315 0.6584 0.6660 0.038 Uiso 0.461(12) 1 calc R U P A 2
C8A C 0.1658(7) 0.427(4) 0.604(7) 0.029(3) Uani 0.461(12) 1 d D U P A 2
H8A H 0.1927 0.4866 0.6172 0.035 Uiso 0.461(12) 1 calc R U P A 2
C9A C 0.0509(7) 0.153(3) 0.434(5) 0.051(4) Uani 0.461(12) 1 d D U P A 2
N2A N 0.0158(7) 0.254(4) 0.385(4) 0.056(6) Uani 0.461(12) 1 d D U P A 2
H2A1 H -0.0057 0.1981 0.3328 0.067 Uiso 0.461(12) 1 calc R U P A 2
H2A2 H 0.0147 0.3746 0.4062 0.067 Uiso 0.461(12) 1 calc R U P A 2
O1V O 0.0549(9) -0.019(3) 0.409(6) 0.070(7) Uani 0.461(12) 1 d D U P A 2
C1S C 0.0300(7) 0.245(4) 0.949(5) 0.073(5) Uani 0.461(12) 1 d D U P A 2
H1S H 0.0205 0.1199 0.9583 0.088 Uiso 0.461(12) 1 calc R U P A 2
C2S C 0.0746(11) 0.496(5) 1.028(6) 0.136(12) Uani 0.461(12) 1 d D U P A 2
H2S1 H 0.0459 0.5477 1.0120 0.204 Uiso 0.461(12) 1 calc R U P A 2
H2S2 H 0.0941 0.5519 0.9420 0.204 Uiso 0.461(12) 1 calc R U P A 2
H2S3 H 0.0846 0.5231 1.1478 0.204 Uiso 0.461(12) 1 calc R U P A 2
C3S C 0.1127(11) 0.197(6) 1.028(8) 0.115(13) Uani 0.461(12) 1 d D U P A 2
H3S1 H 0.1102 0.0614 1.0153 0.173 Uiso 0.461(12) 1 calc R U P A 2
H3S2 H 0.1226 0.2273 1.1472 0.173 Uiso 0.461(12) 1 calc R U P A 2
H3S3 H 0.1331 0.2451 0.9411 0.173 Uiso 0.461(12) 1 calc R U P A 2
N1S N 0.0731(8) 0.279(5) 1.000(5) 0.094(7) Uani 0.461(12) 1 d D U P A 2
O1S O 0.0050(8) 0.352(5) 0.897(4) 0.091(8) Uani 0.461(12) 1 d D U P A 2


_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 2.059(13) . ?
Zn1 O3 2.112(12) . ?
Zn1 O4 2.065(13) . ?
Zn1 O2 2.130(12) . ?
Zn1 N1 2.137(16) . ?
Zn1 O5 2.156(4) . ?
Zn1 N1A 2.17(2) . ?
O1 C1 1.291(19) . ?
O2 C3 1.22(2) 4_544 ?
O3 C1 1.22(2) 4_554 ?
O4 C3 1.28(2) . ?
C1 O3 1.22(2) 4_545 ?
C1 C2 1.51(3) . ?
C2 C3 1.53(3) 4_545 ?
C3 O2 1.22(2) 4 ?
C3 C2 1.53(3) 4_554 ?
N1 C4 1.3352 . ?
N1 C8 1.3436 . ?
C4 C5 1.3930 . ?
C5 C6 1.4233 . ?
C5 C9 1.5046 . ?
C6 C7 1.4678 . ?
C7 C8 1.3621 . ?
C9 O1M 1.231(13) . ?
C9 N2 1.3364 . ?
C1P O1P 1.14(3) . ?
C1P N1P 1.42(2) . ?
C2P N1P 1.53(3) . ?
C3P N1P 1.34(3) . ?
N1A C4A 1.337(16) . ?
N1A C8A 1.353(15) . ?
C4A C5A 1.391(17) . ?
C5A C6A 1.408(17) . ?
C5A C9A 1.505(17) . ?
C6A C7A 1.462(17) . ?
C7A C8A 1.343(16) . ?
C9A O1V 1.230(18) . ?
C9A N2A 1.339(19) . ?
C1S O1S 1.14(2) . ?
C1S N1S 1.40(2) . ?
C2S N1S 1.53(3) . ?
C3S N1S 1.36(3) . ?

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 O3 173.3(5) . . ?
O1 Zn1 O4 88.1(5) . . ?
O3 Zn1 O4 85.3(2) . . ?
O1 Zn1 O2 97.28(19) . . ?
O3 Zn1 O2 89.3(5) . . ?
O4 Zn1 O2 174.3(5) . . ?
O1 Zn1 N1 85.9(7) . . ?
O3 Zn1 N1 92.9(6) . . ?
O4 Zn1 N1 89.7(7) . . ?
O2 Zn1 N1 88.8(7) . . ?
O1 Zn1 O5 91.5(5) . . ?
O3 Zn1 O5 89.6(4) . . ?
O4 Zn1 O5 90.4(5) . . ?
O2 Zn1 O5 91.4(5) . . ?
N1 Zn1 O5 177.5(6) . . ?
O1 Zn1 N1A 89.7(10) . . ?
O3 Zn1 N1A 89.7(9) . . ?
O4 Zn1 N1A 94.6(9) . . ?
O2 Zn1 N1A 83.5(9) . . ?
O5 Zn1 N1A 174.9(10) . . ?
C1 O1 Zn1 131.8(11) . . ?
C3 O2 Zn1 125.6(12) 4_544 . ?
C1 O3 Zn1 126.4(11) 4_554 . ?
C3 O4 Zn1 125.9(12) . . ?
O1 C1 O3 119.8(16) . 4_545 ?
O1 C1 C2 120.3(12) . . ?
O3 C1 C2 119.5(13) 4_545 . ?
C1 C2 C3 114.6(5) . 4_545 ?
O4 C3 O2 127.5(18) . 4 ?
O4 C3 C2 118.2(15) . 4_554 ?
O2 C3 C2 113.9(15) 4 4_554 ?
C4 N1 C8 117.9 . . ?
C4 N1 Zn1 117.2(9) . . ?
C8 N1 Zn1 124.7(9) . . ?
N1 C4 C5 124.0 . . ?
C4 C5 C6 115.6 . . ?
C4 C5 C9 114.9 . . ?
C6 C5 C9 128.0 . . ?
C5 C6 C7 115.3 . . ?
C8 C7 C6 114.3 . . ?
N1 C8 C7 123.7 . . ?
O1M C9 N2 121.3(11) . . ?
O1M C9 C5 120.6(11) . . ?
N2 C9 C5 117.8 . . ?
O1P C1P N1P 121(3) . . ?
C3P N1P C1P 140(2) . . ?
C3P N1P C2P 119(2) . . ?
C1P N1P C2P 101(2) . . ?
C4A N1A C8A 116.2(12) . . ?
C4A N1A Zn1 118.2(13) . . ?
C8A N1A Zn1 125.6(14) . . ?
N1A C4A C5A 123.8(13) . . ?
C4A C5A C6A 118.9(13) . . ?
C4A C5A C9A 116.2(13) . . ?
C6A C5A C9A 124.5(14) . . ?
C5A C6A C7A 116.3(13) . . ?
C8A C7A C6A 117.5(14) . . ?
N1A C8A C7A 125.5(12) . . ?
O1V C9A N2A 124(2) . . ?
O1V C9A C5A 118.3(18) . . ?
N2A C9A C5A 117.3(16) . . ?
O1S C1S N1S 128(3) . . ?
C3S N1S C1S 145(3) . . ?
C3S N1S C2S 112(3) . . ?
C1S N1S C2S 103(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2O5 O1 0.88(2) 2.48(7) 3.021(16) 120(6) .
O5 H2O5 O3 0.88(2) 1.94(6) 2.69(2) 142(7) 4_545
C2 H2A O5 0.97 2.49 3.115(8) 122.3 4_545
C4 H4 O1 0.93 2.44 2.91(2) 110.9 .
N2 H2D O1P 0.86 2.05 2.88(3) 161.9 2_565
C3P H3P2 N2 0.96 2.16 2.99(3) 143.4 2_554
C4A H4A O2 0.93 2.39 2.88(3) 112.4 .
N2A H2A2 O1S 0.86 2.01 2.84(4) 160.5 2_564
C1S H1S O1V 0.93 2.45 3.06(4) 123.9 2
C2S H2S1 N2A 0.96 2.53 3.45(4) 160.2 2_565
C2S H2S1 O1S 0.96 2.05 2.56(4) 111.0 .

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_Comp_2(CL_4249)
_database_code_depnum_ccdc_archive 'CCDC 1578396'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C25 H31 Cd N7 O9'
_chemical_formula_sum            'C25 H31 Cd N7 O9'
_chemical_formula_weight         685.97

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/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                   14.4827(3)
_cell_length_b                   10.7160(2)
_cell_length_c                   18.3369(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.4010(19)
_cell_angle_gamma                90
_cell_volume                     2815.28(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3965
_cell_measurement_theta_min      3.7200
_cell_measurement_theta_max      27.2920

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.841
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.93856
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11268
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.942
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5193
_reflns_number_gt                3942
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0206P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5193
_refine_ls_number_parameters     403
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0648
_refine_ls_goodness_of_fit_ref   0.998
_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
Cd1 Cd 0.61323(2) 0.85825(2) 0.18339(2) 0.02317(9) Uani 1 1 d . . . . .
N1 N 0.68830(19) 1.0166(2) 0.26209(15) 0.0256(7) Uani 1 1 d . . . . .
N2 N 0.9365(2) 0.9424(3) 0.40825(19) 0.0372(8) Uani 1 1 d D . . . .
N3 N 0.73761(18) 0.8354(2) 0.11478(15) 0.0254(7) Uani 1 1 d . . . . .
N4 N 0.8786(2) 1.1368(3) 0.02829(18) 0.0374(8) Uani 1 1 d D . . . .
N5 N 0.5324(2) 0.6936(2) 0.11262(15) 0.0277(7) Uani 1 1 d . . . . .
N6 N 0.3290(2) 0.7433(3) -0.0783(2) 0.0443(9) Uani 1 1 d D . . . .
O1 O 0.92886(17) 1.1320(2) 0.45667(14) 0.0391(6) Uani 1 1 d . . . . .
O2 O 0.90043(17) 1.0086(2) -0.06503(13) 0.0407(7) Uani 1 1 d . . . . .
O3 O 0.2617(2) 0.5676(3) -0.04732(16) 0.0669(9) Uani 1 1 d . . . . .
O4 O 0.46949(16) 0.9596(2) 0.16764(13) 0.0356(6) Uani 1 1 d . . . . .
O5 O 0.56369(16) 1.0292(2) 0.09301(13) 0.0362(6) Uani 1 1 d . . . . .
O6 O 0.29066(16) 1.2070(2) 0.23640(13) 0.0342(6) Uani 1 1 d . . . . .
O7 O 0.43050(16) 1.2531(2) 0.21084(12) 0.0324(6) Uani 1 1 d . . . . .
C1 C 0.6500(2) 1.1302(3) 0.26454(18) 0.0283(8) Uani 1 1 d . . . . .
H1 H 0.5950 1.1474 0.2332 0.034 Uiso 1 1 calc R U . . .
C2 C 0.6888(2) 1.2222(3) 0.31152(19) 0.0315(9) Uani 1 1 d . . . . .
H2 H 0.6608 1.3003 0.3114 0.038 Uiso 1 1 calc R U . . .
C3 C 0.7692(2) 1.1977(3) 0.35859(19) 0.0332(9) Uani 1 1 d . . . . .
H3 H 0.7963 1.2590 0.3907 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8100(2) 1.0804(3) 0.35791(17) 0.0224(8) Uani 1 1 d . . . . .
C5 C 0.7668(2) 0.9944(3) 0.30828(18) 0.0267(8) Uani 1 1 d . . . . .
H5 H 0.7940 0.9160 0.3069 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8962(2) 1.0531(3) 0.41115(19) 0.0286(8) Uani 1 1 d . . . . .
C7 C 0.7700(2) 0.7218(3) 0.10293(19) 0.0318(9) Uani 1 1 d . . . . .
H7 H 0.7451 0.6541 0.1252 0.038 Uiso 1 1 calc R U . . .
C8 C 0.8384(2) 0.6989(3) 0.05964(19) 0.0321(9) Uani 1 1 d . . . . .
H8 H 0.8594 0.6182 0.0531 0.039 Uiso 1 1 calc R U . . .
C9 C 0.8747(2) 0.7987(3) 0.02640(18) 0.0283(8) Uani 1 1 d . . . . .
H9 H 0.9208 0.7862 -0.0032 0.034 Uiso 1 1 calc R U . . .
C10 C 0.8425(2) 0.9177(3) 0.03711(17) 0.0231(8) Uani 1 1 d . . . . .
C11 C 0.7741(2) 0.9312(3) 0.08203(18) 0.0254(8) Uani 1 1 d . . . . .
H11 H 0.7525 1.0111 0.0898 0.030 Uiso 1 1 calc R U . . .
C12 C 0.8770(2) 1.0261(3) -0.00391(19) 0.0260(8) Uani 1 1 d . . . . .
C13 C 0.5401(2) 0.5782(3) 0.14073(19) 0.0342(9) Uani 1 1 d . . . . .
H13 H 0.5878 0.5622 0.1794 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4813(3) 0.4823(3) 0.1155(2) 0.0349(9) Uani 1 1 d . . . . .
H14 H 0.4887 0.4036 0.1369 0.042 Uiso 1 1 calc R U . . .
C15 C 0.4110(3) 0.5051(3) 0.0578(2) 0.0349(9) Uani 1 1 d . . . . .
H15 H 0.3696 0.4420 0.0400 0.042 Uiso 1 1 calc R U . . .
C16 C 0.4029(2) 0.6224(3) 0.02667(19) 0.0268(8) Uani 1 1 d . . . . .
C17 C 0.4648(2) 0.7137(3) 0.05614(18) 0.0283(8) Uani 1 1 d . . . . .
H17 H 0.4590 0.7931 0.0356 0.034 Uiso 1 1 calc R U . . .
C18 C 0.3258(3) 0.6436(3) -0.0361(2) 0.0362(9) Uani 1 1 d . . . . .
C19 C 0.4862(2) 1.0301(3) 0.11675(19) 0.0270(8) Uani 1 1 d . . . . .
C20 C 0.4113(2) 1.1157(3) 0.08000(18) 0.0326(9) Uani 1 1 d . . . . .
H20A H 0.3882 1.0828 0.0315 0.039 Uiso 1 1 calc R U . . .
H20B H 0.4389 1.1966 0.0733 0.039 Uiso 1 1 calc R U . . .
C21 C 0.3292(2) 1.1336(3) 0.12191(19) 0.0325(9) Uani 1 1 d . . . . .
H21A H 0.2809 1.1801 0.0911 0.039 Uiso 1 1 calc R U . . .
H21B H 0.3037 1.0523 0.1312 0.039 Uiso 1 1 calc R U . . .
C22 C 0.3534(3) 1.2011(3) 0.19439(19) 0.0272(8) Uani 1 1 d . . . . .
N1S N 0.9240(2) 0.3425(3) 0.24441(17) 0.0384(8) Uani 1 1 d . . . . .
O1S O 0.84438(19) 0.1883(2) 0.17750(15) 0.0468(7) Uani 1 1 d . . . . .
C1S C 0.9113(3) 0.2275(4) 0.2203(2) 0.0372(9) Uani 1 1 d . . . . .
H1S H 0.9576 0.1701 0.2372 0.045 Uiso 1 1 calc R U . . .
C2S C 0.8557(3) 0.4373(4) 0.2205(3) 0.0866(18) Uani 1 1 d . . . . .
H2S1 H 0.8210 0.4139 0.1738 0.130 Uiso 1 1 calc R U . . .
H2S2 H 0.8867 0.5153 0.2154 0.130 Uiso 1 1 calc R U . . .
H2S3 H 0.8138 0.4459 0.2562 0.130 Uiso 1 1 calc R U . . .
C3S C 1.0059(3) 0.3788(4) 0.2947(2) 0.0588(13) Uani 1 1 d . . . . .
H3S1 H 1.0464 0.3081 0.3049 0.088 Uiso 1 1 calc R U . . .
H3S2 H 0.9875 0.4086 0.3398 0.088 Uiso 1 1 calc R U . . .
H3S3 H 1.0382 0.4438 0.2728 0.088 Uiso 1 1 calc R U . . .
O1W O 0.11045(18) 0.2023(2) 0.16402(15) 0.0409(7) Uani 1 1 d D . . . .
H3N H 0.864(3) 1.151(3) 0.0706(13) 0.061 Uiso 1 1 d D U . . .
H2N H 0.914(2) 0.885(3) 0.3783(16) 0.061 Uiso 1 1 d D U . . .
H6N H 0.2837(19) 0.755(3) -0.1133(16) 0.061 Uiso 1 1 d D U . . .
H5N H 0.3706(19) 0.801(3) -0.0702(19) 0.061 Uiso 1 1 d D U . . .
H1N H 0.979(2) 0.923(3) 0.4426(15) 0.061 Uiso 1 1 d D U . . .
H4N H 0.894(3) 1.199(3) 0.0032(16) 0.061 Uiso 1 1 d D U . . .
H1W H 0.1646(16) 0.200(3) 0.1896(17) 0.061 Uiso 1 1 d D U . . .
H2W H 0.099(2) 0.147(3) 0.1311(16) 0.061 Uiso 1 1 d D 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 O4 2.328(2) . ?
Cd1 N3 2.356(2) . ?
Cd1 N1 2.384(3) . ?
Cd1 N5 2.392(3) . ?
Cd1 O7 2.407(2) 2_645 ?
Cd1 O6 2.476(2) 2_645 ?
Cd1 O5 2.504(2) . ?
Cd1 C19 2.759(3) . ?
N1 C5 1.336(4) . ?
N1 C1 1.341(4) . ?
N2 C6 1.327(4) . ?
N3 C7 1.334(4) . ?
N3 C11 1.337(4) . ?
N4 C12 1.323(4) . ?
N5 C17 1.335(4) . ?
N5 C13 1.338(4) . ?
N6 C18 1.324(5) . ?
O1 C6 1.233(4) . ?
O2 C12 1.232(4) . ?
O3 C18 1.229(4) . ?
O4 C19 1.251(4) . ?
O5 C19 1.261(4) . ?
O6 C22 1.276(4) . ?
O6 Cd1 2.476(2) 2_655 ?
O7 C22 1.245(4) . ?
O7 Cd1 2.407(2) 2_655 ?
C1 C2 1.374(4) . ?
C2 C3 1.370(5) . ?
C3 C4 1.390(4) . ?
C4 C5 1.380(4) . ?
C4 C6 1.497(4) . ?
C7 C8 1.379(4) . ?
C8 C9 1.372(4) . ?
C9 C10 1.382(4) . ?
C10 C11 1.385(4) . ?
C10 C12 1.508(4) . ?
C13 C14 1.371(5) . ?
C14 C15 1.379(5) . ?
C15 C16 1.378(4) . ?
C16 C17 1.382(4) . ?
C16 C18 1.500(5) . ?
C19 C20 1.503(4) . ?
C20 C21 1.520(4) . ?
C21 C22 1.509(4) . ?
N1S C1S 1.313(4) . ?
N1S C2S 1.441(5) . ?
N1S C3S 1.446(5) . ?
O1S C1S 1.228(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
O4 Cd1 N3 136.20(9) . . ?
O4 Cd1 N1 93.63(9) . . ?
N3 Cd1 N1 94.62(9) . . ?
O4 Cd1 N5 85.36(9) . . ?
N3 Cd1 N5 89.16(9) . . ?
N1 Cd1 N5 175.44(9) . . ?
O4 Cd1 O7 89.01(8) . 2_645 ?
N3 Cd1 O7 133.91(8) . 2_645 ?
N1 Cd1 O7 89.77(8) . 2_645 ?
N5 Cd1 O7 85.77(8) . 2_645 ?
O4 Cd1 O6 142.56(8) . 2_645 ?
N3 Cd1 O6 80.90(8) . 2_645 ?
N1 Cd1 O6 86.52(9) . 2_645 ?
N5 Cd1 O6 91.57(9) . 2_645 ?
O7 Cd1 O6 53.55(7) 2_645 2_645 ?
O4 Cd1 O5 53.99(7) . . ?
N3 Cd1 O5 83.68(8) . . ?
N1 Cd1 O5 86.64(8) . . ?
N5 Cd1 O5 96.33(9) . . ?
O7 Cd1 O5 142.41(7) 2_645 . ?
O6 Cd1 O5 162.56(7) 2_645 . ?
O4 Cd1 C19 26.81(8) . . ?
N3 Cd1 C19 110.19(10) . . ?
N1 Cd1 C19 90.49(9) . . ?
N5 Cd1 C19 90.59(10) . . ?
O7 Cd1 C19 115.64(9) 2_645 . ?
O6 Cd1 C19 168.74(9) 2_645 . ?
O5 Cd1 C19 27.18(8) . . ?
C5 N1 C1 117.3(3) . . ?
C5 N1 Cd1 121.8(2) . . ?
C1 N1 Cd1 120.8(2) . . ?
C7 N3 C11 117.1(3) . . ?
C7 N3 Cd1 119.8(2) . . ?
C11 N3 Cd1 122.9(2) . . ?
C17 N5 C13 117.3(3) . . ?
C17 N5 Cd1 123.2(2) . . ?
C13 N5 Cd1 117.8(2) . . ?
C19 O4 Cd1 96.1(2) . . ?
C19 O5 Cd1 87.8(2) . . ?
C22 O6 Cd1 90.2(2) . 2_655 ?
C22 O7 Cd1 94.16(19) . 2_655 ?
N1 C1 C2 122.6(3) . . ?
C3 C2 C1 119.3(3) . . ?
C2 C3 C4 119.4(3) . . ?
C5 C4 C3 117.3(3) . . ?
C5 C4 C6 123.7(3) . . ?
C3 C4 C6 119.1(3) . . ?
N1 C5 C4 124.1(3) . . ?
O1 C6 N2 120.8(3) . . ?
O1 C6 C4 120.6(3) . . ?
N2 C6 C4 118.6(3) . . ?
N3 C7 C8 123.7(3) . . ?
C9 C8 C7 118.1(3) . . ?
C8 C9 C10 119.8(3) . . ?
C9 C10 C11 117.8(3) . . ?
C9 C10 C12 119.8(3) . . ?
C11 C10 C12 122.3(3) . . ?
N3 C11 C10 123.4(3) . . ?
O2 C12 N4 123.6(3) . . ?
O2 C12 C10 119.5(3) . . ?
N4 C12 C10 116.9(3) . . ?
N5 C13 C14 123.4(4) . . ?
C13 C14 C15 118.6(3) . . ?
C16 C15 C14 119.2(3) . . ?
C15 C16 C17 118.2(3) . . ?
C15 C16 C18 117.7(3) . . ?
C17 C16 C18 124.1(3) . . ?
N5 C17 C16 123.3(3) . . ?
O3 C18 N6 121.9(4) . . ?
O3 C18 C16 119.1(3) . . ?
N6 C18 C16 119.0(3) . . ?
O4 C19 O5 122.1(3) . . ?
O4 C19 C20 119.8(3) . . ?
O5 C19 C20 118.1(3) . . ?
O4 C19 Cd1 57.04(17) . . ?
O5 C19 Cd1 65.06(18) . . ?
C20 C19 Cd1 175.5(2) . . ?
C19 C20 C21 114.6(3) . . ?
C22 C21 C20 114.0(3) . . ?
O7 C22 O6 121.6(3) . . ?
O7 C22 C21 120.9(3) . . ?
O6 C22 C21 117.5(3) . . ?
C1S N1S C2S 120.2(3) . . ?
C1S N1S C3S 121.9(3) . . ?
C2S N1S C3S 117.9(3) . . ?
O1S C1S N1S 126.6(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O4 0.93 2.61 3.483(4) 155.7 2_655
C5 H5 O6 0.93 2.62 3.263(4) 126.8 2_645
C8 H8 O3 0.93 2.64 3.196(4) 118.6 3_665
C14 H14 O7 0.93 2.34 3.164(4) 147.2 1_545
C2S H2S1 O3 0.96 2.46 3.376(5) 159.9 3_665
C3S H3S2 O2 0.96 2.46 3.399(5) 165.0 4_576
N4 H3N O1S 0.849(17) 2.059(19) 2.904(4) 173(4) 1_565
N2 H2N O1W 0.857(17) 2.11(2) 2.928(4) 158(3) 2_655
N6 H6N O1S 0.856(17) 2.14(2) 2.969(4) 164(4) 3_665
N6 H5N O5 0.863(17) 2.12(2) 2.925(4) 155(3) 3_675
N2 H1N O1 0.843(17) 2.194(19) 3.027(4) 170(4) 3_776
N4 H4N O1 0.857(17) 2.096(19) 2.945(4) 171(3) 4_585
O1W H1W O6 0.853(17) 1.902(18) 2.750(4) 172(4) 1_545
O1W H2W O2 0.843(17) 2.07(2) 2.889(3) 166(3) 3_665

_refine_diff_density_max         0.666
_refine_diff_density_min         -0.377
_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_Comp_11CL_3200
_database_code_depnum_ccdc_archive 'CCDC 1578405'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C23 H23 Cd N5 O7'
_chemical_formula_sum            'C23 H23 Cd N5 O7'
_chemical_formula_weight         593.86

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      tetragonal
_space_group_IT_number           110
_space_group_name_H-M_alt        'I 41 c d'
_space_group_name_Hall           'I 4bw -2c'

_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'
'-y, x+1/2, z+1/4'
'-x, -y, z'
'y, -x+1/2, z+1/4'
'-x, y, z+1/2'
'x, -y, z+1/2'
'-y+1/2, -x, z+1/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+1/2, x+1, z+3/4'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1, z+3/4'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'
'-y+1, -x+1/2, z+3/4'
'y+1, x+1/2, z+3/4'

_cell_length_a                   18.3535(7)
_cell_length_b                   18.3535(7)
_cell_length_c                   28.8470(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9717.1(8)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2787
_cell_measurement_theta_min      3.5060
_cell_measurement_theta_max      27.9280

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             4800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.622
_shelx_estimated_absorpt_T_max   0.870
_exptl_absorpt_correction_T_min  0.89373
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11794
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.139
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_full        24.991
_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             4078
_reflns_number_gt                3610
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.956
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0409P)²+13.5082P] 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       0.00009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.58(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4078
_refine_ls_number_parameters     339
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.019
_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 1.07995(3) 0.07435(2) 0.24761(4) 0.02574(16) Uani 1 1 d . . . . .
O1 O 1.0410(4) 0.0928(4) 0.00923(19) 0.0641(18) Uani 1 1 d . . . . .
O2 O 1.2494(3) -0.0118(3) 0.3964(2) 0.0520(15) Uani 1 1 d . . . . .
O3 O 0.9739(3) 0.1230(3) 0.2358(2) 0.0578(17) Uani 1 1 d . . . . .
O4 O 0.8922(3) 0.0423(3) 0.2588(2) 0.0502(16) Uani 1 1 d . . . . .
O5 O 0.7103(3) 0.3963(3) 0.2562(2) 0.0446(14) Uani 1 1 d . . . . .
O6 O 0.6284(3) 0.3103(3) 0.2459(2) 0.0464(13) Uani 1 1 d . . . . .
N1 N 1.0971(4) 0.0527(4) 0.1681(3) 0.0372(16) Uani 1 1 d . . . . .
N2 N 0.9923(4) 0.1709(4) 0.0608(2) 0.0480(17) Uani 1 1 d D . . . .
N3 N 1.0721(4) 0.0754(3) 0.3292(3) 0.036(2) Uani 1 1 d . . . . .
N4 N 1.1813(4) -0.0485(4) 0.4568(2) 0.0432(15) Uani 1 1 d D . . . .
C1 C 1.1519(5) 0.0092(5) 0.1556(3) 0.053(2) Uani 1 1 d . . . . .
H1 H 1.1796 -0.0127 0.1787 0.064 Uiso 1 1 calc R U . . .
C2 C 1.1693(5) -0.0047(5) 0.1100(3) 0.064(3) Uani 1 1 d . . . . .
H2 H 1.2073 -0.0361 0.1025 0.076 Uiso 1 1 calc R U . . .
C3 C 1.1301(5) 0.0284(5) 0.0768(3) 0.057(2) Uani 1 1 d . . . . .
H3 H 1.1410 0.0192 0.0458 0.068 Uiso 1 1 calc R U . . .
C4 C 1.0740(4) 0.0755(4) 0.0873(4) 0.036(3) Uani 1 1 d . . . . .
C5 C 1.0593(4) 0.0856(4) 0.1347(3) 0.0346(17) Uani 1 1 d . . . . .
H5 H 1.0215 0.1166 0.1431 0.042 Uiso 1 1 calc R U . . .
C6 C 1.0344(4) 0.1141(5) 0.0495(2) 0.042(2) Uani 1 1 d . . . . .
C7 C 1.0207(4) 0.1073(4) 0.3547(3) 0.0412(18) Uani 1 1 d . . . . .
H7 H 0.9842 0.1340 0.3402 0.049 Uiso 1 1 calc R U . . .
C8 C 1.0208(5) 0.1015(5) 0.4026(3) 0.046(2) Uani 1 1 d . . . . .
H8 H 0.9847 0.1245 0.4199 0.055 Uiso 1 1 calc R U . . .
C9 C 1.0738(4) 0.0619(6) 0.4247(4) 0.041(3) Uani 1 1 d . . . . .
H9 H 1.0733 0.0567 0.4567 0.049 Uiso 1 1 calc R U . . .
C10 C 1.1282(4) 0.0299(4) 0.3982(2) 0.0314(16) Uani 1 1 d . . . . .
C11 C 1.1244(4) 0.0377(4) 0.3505(2) 0.0347(17) Uani 1 1 d . . . . .
H11 H 1.1601 0.0156 0.3324 0.042 Uiso 1 1 calc R U . . .
C12 C 1.1911(4) -0.0118(4) 0.4172(2) 0.0360(17) Uani 1 1 d . . . . .
C13 C 0.9113(4) 0.1037(4) 0.2487(4) 0.0329(16) Uani 1 1 d . . . . .
C14 C 0.8556(4) 0.1638(4) 0.2521(3) 0.0349(18) Uani 1 1 d . . . . .
C15 C 0.8756(4) 0.2367(4) 0.2503(3) 0.0425(18) Uani 1 1 d . . . . .
H15 H 0.9246 0.2492 0.2483 0.051 Uiso 1 1 calc R U . . .
C16 C 0.8238(4) 0.2904(4) 0.2516(3) 0.0402(17) Uani 1 1 d . . . . .
H16 H 0.8381 0.3390 0.2515 0.048 Uiso 1 1 calc R U . . .
C17 C 0.7510(4) 0.2732(4) 0.2530(3) 0.0359(19) Uani 1 1 d . . . . .
C18 C 0.7313(4) 0.2004(4) 0.2558(3) 0.043(2) Uani 1 1 d . . . . .
H18 H 0.6822 0.1883 0.2579 0.051 Uiso 1 1 calc R U . . .
C19 C 0.7823(4) 0.1457(4) 0.2556(3) 0.0392(19) Uani 1 1 d . . . . .
H19 H 0.7680 0.0972 0.2577 0.047 Uiso 1 1 calc R U . . .
C20 C 0.6930(4) 0.3306(4) 0.2519(3) 0.0351(18) Uani 1 1 d . . . . .
O1S O 0.8720(4) 0.2028(5) 0.3783(3) 0.100(3) Uani 1 1 d . . . . .
N1S N 0.7610(4) 0.2547(7) 0.3774(4) 0.054(2) Uani 1 1 d . . . . .
C1S C 0.8060(7) 0.1985(6) 0.3783(4) 0.077(4) Uani 1 1 d . . . . .
H1S H 0.7855 0.1521 0.3788 0.092 Uiso 1 1 calc R U . . .
C2S C 0.7886(7) 0.3278(6) 0.3760(4) 0.078(3) Uani 1 1 d . . . . .
H2S1 H 0.8362 0.3291 0.3897 0.117 Uiso 1 1 calc R U . . .
H2S2 H 0.7564 0.3593 0.3930 0.117 Uiso 1 1 calc R U . . .
H2S3 H 0.7915 0.3438 0.3444 0.117 Uiso 1 1 calc R U . . .
C3S C 0.6824(5) 0.2478(8) 0.3773(5) 0.080(3) Uani 1 1 d . . . . .
H3S1 H 0.6632 0.2691 0.3494 0.120 Uiso 1 1 calc R U . . .
H3S2 H 0.6626 0.2725 0.4037 0.120 Uiso 1 1 calc R U . . .
H3S3 H 0.6693 0.1972 0.3785 0.120 Uiso 1 1 calc R U . . .
H4N H 1.217(4) -0.074(5) 0.467(4) 0.120 Uiso 1 1 d D U . . .
H1N H 0.966(6) 0.193(6) 0.041(3) 0.120 Uiso 1 1 d D U . . .
H3N H 1.139(3) -0.056(6) 0.468(4) 0.120 Uiso 1 1 d D U . . .
H2N H 0.990(7) 0.194(5) 0.0866(19) 0.120 Uiso 1 1 d D 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 O3 2.167(5) . ?
Cd1 O4 2.224(5) 3_755 ?
Cd1 O6 2.297(5) 14_554 ?
Cd1 N1 2.348(8) . ?
Cd1 N3 2.358(10) . ?
Cd1 O5 2.465(5) 14_554 ?
Cd1 C20 2.714(7) 14_554 ?
O1 C6 1.233(9) . ?
O2 C12 1.226(9) . ?
O3 C13 1.259(10) . ?
O4 C13 1.215(10) . ?
O4 Cd1 2.224(5) 3_755 ?
O5 C20 1.253(8) . ?
O5 Cd1 2.465(5) 14_454 ?
O6 C20 1.255(9) . ?
O6 Cd1 2.297(5) 14_454 ?
N1 C5 1.332(12) . ?
N1 C1 1.333(11) . ?
N2 C6 1.338(10) . ?
N3 C11 1.333(10) . ?
N3 C7 1.332(10) . ?
N4 C12 1.339(9) . ?
C1 C2 1.376(11) . ?
C2 C3 1.345(12) . ?
C3 C4 1.378(11) . ?
C4 C5 1.405(14) . ?
C4 C6 1.490(12) . ?
C7 C8 1.387(10) . ?
C8 C9 1.369(11) . ?
C9 C10 1.388(11) . ?
C10 C11 1.386(9) . ?
C10 C12 1.490(10) . ?
C13 C14 1.508(9) . ?
C14 C19 1.388(10) . ?
C14 C15 1.389(10) . ?
C15 C16 1.369(9) . ?
C16 C17 1.373(10) . ?
C17 C18 1.387(11) . ?
C17 C20 1.498(9) . ?
C18 C19 1.372(10) . ?
C20 Cd1 2.714(7) 14_454 ?
O1S C1S 1.215(14) . ?
N1S C1S 1.320(15) . ?
N1S C3S 1.448(10) . ?
N1S C2S 1.435(15) . ?

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
O3 Cd1 O4 128.7(2) . 3_755 ?
O3 Cd1 O6 88.0(2) . 14_554 ?
O4 Cd1 O6 143.3(2) 3_755 14_554 ?
O3 Cd1 N1 92.1(3) . . ?
O4 Cd1 N1 87.0(2) 3_755 . ?
O6 Cd1 N1 94.8(2) 14_554 . ?
O3 Cd1 N3 95.6(2) . . ?
O4 Cd1 N3 82.9(2) 3_755 . ?
O6 Cd1 N3 92.2(2) 14_554 . ?
N1 Cd1 N3 169.8(3) . . ?
O3 Cd1 O5 142.9(2) . 14_554 ?
O4 Cd1 O5 88.4(2) 3_755 14_554 ?
O6 Cd1 O5 54.91(19) 14_554 14_554 ?
N1 Cd1 O5 90.3(2) . 14_554 ?
N3 Cd1 O5 87.6(2) . 14_554 ?
O3 Cd1 C20 115.4(2) . 14_554 ?
O4 Cd1 C20 115.9(2) 3_755 14_554 ?
O6 Cd1 C20 27.4(2) 14_554 14_554 ?
N1 Cd1 C20 92.9(2) . 14_554 ?
N3 Cd1 C20 89.8(3) . 14_554 ?
O5 Cd1 C20 27.48(19) 14_554 14_554 ?
C13 O3 Cd1 131.1(5) . . ?
C13 O4 Cd1 142.3(6) . 3_755 ?
C20 O5 Cd1 87.4(4) . 14_454 ?
C20 O6 Cd1 95.1(4) . 14_454 ?
C5 N1 C1 117.9(8) . . ?
C5 N1 Cd1 124.0(6) . . ?
C1 N1 Cd1 117.9(6) . . ?
C11 N3 C7 118.9(9) . . ?
C11 N3 Cd1 114.3(6) . . ?
C7 N3 Cd1 126.8(6) . . ?
N1 C1 C2 123.1(8) . . ?
C3 C2 C1 118.2(8) . . ?
C2 C3 C4 121.6(8) . . ?
C3 C4 C5 116.2(8) . . ?
C3 C4 C6 120.0(9) . . ?
C5 C4 C6 123.8(7) . . ?
N1 C5 C4 123.0(8) . . ?
O1 C6 N2 122.2(8) . . ?
O1 C6 C4 119.5(8) . . ?
N2 C6 C4 118.4(7) . . ?
N3 C7 C8 121.1(8) . . ?
C9 C8 C7 120.3(8) . . ?
C8 C9 C10 118.7(9) . . ?
C11 C10 C9 117.9(8) . . ?
C11 C10 C12 117.2(7) . . ?
C9 C10 C12 125.0(7) . . ?
N3 C11 C10 123.2(8) . . ?
O2 C12 N4 122.4(7) . . ?
O2 C12 C10 119.7(7) . . ?
N4 C12 C10 118.0(7) . . ?
O4 C13 O3 126.5(6) . . ?
O4 C13 C14 117.9(7) . . ?
O3 C13 C14 115.6(7) . . ?
C19 C14 C15 119.3(7) . . ?
C19 C14 C13 119.1(7) . . ?
C15 C14 C13 121.6(7) . . ?
C16 C15 C14 120.6(7) . . ?
C17 C16 C15 120.8(7) . . ?
C16 C17 C18 118.4(6) . . ?
C16 C17 C20 122.0(7) . . ?
C18 C17 C20 119.6(7) . . ?
C19 C18 C17 121.8(8) . . ?
C18 C19 C14 119.1(7) . . ?
O5 C20 O6 122.6(6) . . ?
O5 C20 C17 119.6(7) . . ?
O6 C20 C17 117.8(6) . . ?
O5 C20 Cd1 65.1(4) . 14_454 ?
O6 C20 Cd1 57.5(3) . 14_454 ?
C17 C20 Cd1 175.2(5) . 14_454 ?
C1S N1S C3S 123.7(11) . . ?
C1S N1S C2S 120.7(9) . . ?
C3S N1S C2S 115.6(10) . . ?
O1S C1S N1S 124.9(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O1S 0.93 2.47 3.303(13) 148.3 10_634
C5 H5 O2 0.93 2.47 3.171(9) 132.4 15_564
C7 H7 O1S 0.93 2.65 3.314(11) 128.4 .
C11 H11 O4 0.93 2.56 3.041(9) 112.4 3_755
N4 H4N O6 0.86(3) 2.15(3) 3.004(9) 174(11) 4_655
N2 H1N O5 0.85(3) 2.41(5) 3.215(9) 158(10) 12_554
N4 H3N O1 0.85(3) 2.26(4) 3.095(9) 167(10) 6
N2 H2N O2 0.86(3) 2.05(4) 2.893(9) 165(13) 15_564

_refine_diff_density_max         0.535
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_Compound_3(CL_3137)
_database_code_depnum_ccdc_archive 'CCDC 1578397'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C21 H27 Cd N5 O7'
_chemical_formula_sum            'C21 H27 Cd N5 O7'
_chemical_formula_weight         573.87

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

_space_group_crystal_system      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                   9.1569(3)
_cell_length_b                   9.3193(5)
_cell_length_c                   14.7832(7)
_cell_angle_alpha                74.014(5)
_cell_angle_beta                 81.153(4)
_cell_angle_gamma                79.432(4)
_cell_volume                     1185.04(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2568
_cell_measurement_theta_min      3.4580
_cell_measurement_theta_max      26.6430

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.973
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.97268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7276
_diffrn_reflns_av_unetI/netI     0.0861
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.931
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4615
_reflns_number_gt                3623
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0074P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4615
_refine_ls_number_parameters     321
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.12661(3) 0.29946(3) 0.03124(2) 0.02684(10) Uani 1 1 d . . . . .
O1 O -0.3340(4) -0.2430(3) 0.3318(2) 0.0663(12) Uani 1 1 d . . . . .
O2 O 0.4949(4) 0.7372(3) -0.3972(2) 0.0513(10) Uani 1 1 d . . . . .
O3 O 0.3211(3) 0.1556(3) 0.1244(2) 0.0379(8) Uani 1 1 d . . . . .
O4 O 0.2524(3) 0.0582(3) 0.0217(2) 0.0372(8) Uani 1 1 d . . . . .
O5 O 0.0194(3) -0.3005(3) 0.0771(2) 0.0484(9) Uani 1 1 d . . . . .
O6 O 0.1014(4) -0.5438(3) 0.1254(2) 0.0635(11) Uani 1 1 d . . . . .
N1 N -0.0400(3) 0.1653(3) 0.1446(2) 0.0265(8) Uani 1 1 d . . . . .
N2 N -0.3291(5) -0.1169(4) 0.4381(3) 0.0493(12) Uani 1 1 d D . . . .
H1N2 H -0.299(5) -0.045(4) 0.453(3) 0.074 Uiso 1 1 d D U . . .
H2N2 H -0.379(5) -0.176(4) 0.487(2) 0.074 Uiso 1 1 d D U . . .
N3 N 0.2751(4) 0.4491(3) -0.0879(2) 0.0280(8) Uani 1 1 d . . . . .
N4 N 0.6034(5) 0.8215(4) -0.2996(3) 0.0401(10) Uani 1 1 d D . . . .
H1N4 H 0.649(4) 0.880(4) -0.3465(17) 0.060 Uiso 1 1 d D U . . .
H2N4 H 0.622(5) 0.820(4) -0.2434(14) 0.060 Uiso 1 1 d D U . . .
C1 C -0.1218(4) 0.0787(4) 0.1209(3) 0.0280(10) Uani 1 1 d . . . . .
H1 H -0.1226 0.0849 0.0571 0.034 Uiso 1 1 calc R U . . .
C2 C -0.2051(4) -0.0195(4) 0.1871(3) 0.0275(10) Uani 1 1 d . . . . .
H2 H -0.2614 -0.0770 0.1678 0.033 Uiso 1 1 calc R U . . .
C3 C -0.2039(4) -0.0314(4) 0.2814(3) 0.0279(10) Uani 1 1 d . . . . .
C4 C -0.1185(5) 0.0566(4) 0.3071(3) 0.0371(12) Uani 1 1 d . . . . .
H4 H -0.1155 0.0518 0.3705 0.045 Uiso 1 1 calc R U . . .
C5 C -0.0382(5) 0.1511(4) 0.2366(3) 0.0376(12) Uani 1 1 d . . . . .
H5 H 0.0205 0.2083 0.2543 0.045 Uiso 1 1 calc R U . . .
C6 C -0.2941(5) -0.1409(4) 0.3532(3) 0.0329(11) Uani 1 1 d . . . . .
C7 C 0.2828(4) 0.4415(4) -0.1767(3) 0.0304(10) Uani 1 1 d . . . . .
H7 H 0.2347 0.3707 -0.1894 0.036 Uiso 1 1 calc R U . . .
C8 C 0.3593(4) 0.5341(4) -0.2513(3) 0.0303(10) Uani 1 1 d . . . . .
H8 H 0.3613 0.5262 -0.3129 0.036 Uiso 1 1 calc R U . . .
C9 C 0.4329(4) 0.6391(4) -0.2330(3) 0.0227(9) Uani 1 1 d . . . . .
C10 C 0.4274(4) 0.6441(4) -0.1410(3) 0.0280(10) Uani 1 1 d . . . . .
H10 H 0.4781 0.7108 -0.1259 0.034 Uiso 1 1 calc R U . . .
C11 C 0.3463(4) 0.5498(4) -0.0705(3) 0.0295(10) Uani 1 1 d . . . . .
H11 H 0.3410 0.5567 -0.0085 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5141(5) 0.7379(4) -0.3173(3) 0.0321(11) Uani 1 1 d . . . . .
C13 C 0.3229(4) 0.0458(4) 0.0903(3) 0.0277(10) Uani 1 1 d . . . . .
C14 C 0.4126(4) -0.1036(4) 0.1326(3) 0.0409(12) Uani 1 1 d . . . . .
H14A H 0.4300 -0.1056 0.1961 0.049 Uiso 1 1 calc R U . . .
H14B H 0.5090 -0.1126 0.0953 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3364(5) -0.2404(4) 0.1376(3) 0.0422(13) Uani 1 1 d . . . . .
H15A H 0.3150 -0.2367 0.0746 0.051 Uiso 1 1 calc R U . . .
H15B H 0.4045 -0.3325 0.1591 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1924(5) -0.2438(4) 0.2038(3) 0.0386(12) Uani 1 1 d . . . . .
H16A H 0.2115 -0.2324 0.2640 0.046 Uiso 1 1 calc R U . . .
H16B H 0.1198 -0.1587 0.1773 0.046 Uiso 1 1 calc R U . . .
C17 C 0.1262(5) -0.3889(4) 0.2209(3) 0.0429(13) Uani 1 1 d . . . . .
H17A H 0.1993 -0.4740 0.2468 0.051 Uiso 1 1 calc R U . . .
H17B H 0.0396 -0.3872 0.2677 0.051 Uiso 1 1 calc R U . . .
C18 C 0.0800(5) -0.4120(5) 0.1325(3) 0.0320(11) Uani 1 1 d . . . . .
O1S O 0.7760(4) 0.0482(3) 0.5564(2) 0.0617(11) Uani 1 1 d . . . . .
N1S N 0.7866(5) 0.2971(4) 0.5287(3) 0.0496(11) Uani 1 1 d . . . . .
C1S C 0.7218(6) 0.1757(6) 0.5613(3) 0.0532(15) Uani 1 1 d . . . . .
H1S H 0.6249 0.1882 0.5911 0.064 Uiso 1 1 calc R U . . .
C2S C 0.9373(6) 0.2875(6) 0.4821(4) 0.095(2) Uani 1 1 d . . . . .
H2S1 H 0.9988 0.3260 0.5143 0.143 Uiso 1 1 calc R U . . .
H2S2 H 0.9372 0.3460 0.4176 0.143 Uiso 1 1 calc R U . . .
H2S3 H 0.9762 0.1840 0.4836 0.143 Uiso 1 1 calc R U . . .
C3S C 0.7109(6) 0.4443(5) 0.5371(4) 0.090(2) Uani 1 1 d . . . . .
H3S1 H 0.7151 0.5146 0.4758 0.135 Uiso 1 1 calc R U . . .
H3S2 H 0.7590 0.4782 0.5790 0.135 Uiso 1 1 calc R U . . .
H3S3 H 0.6084 0.4377 0.5619 0.135 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 O5 2.235(3) 2 ?
Cd1 O6 2.241(3) 1_565 ?
Cd1 N1 2.336(3) . ?
Cd1 N3 2.345(3) . ?
Cd1 O4 2.362(3) . ?
Cd1 O3 2.393(3) . ?
Cd1 C13 2.715(4) . ?
O1 C6 1.211(4) . ?
O2 C12 1.223(5) . ?
O3 C13 1.255(4) . ?
O4 C13 1.253(4) . ?
O5 C18 1.232(5) . ?
O5 Cd1 2.235(3) 2 ?
O6 C18 1.239(4) . ?
O6 Cd1 2.241(3) 1_545 ?
N1 C5 1.333(5) . ?
N1 C1 1.339(4) . ?
N2 C6 1.316(5) . ?
N3 C7 1.325(5) . ?
N3 C11 1.334(4) . ?
N4 C12 1.325(4) . ?
C1 C2 1.382(5) . ?
C2 C3 1.369(5) . ?
C3 C4 1.388(4) . ?
C3 C6 1.514(5) . ?
C4 C5 1.378(5) . ?
C7 C8 1.383(5) . ?
C8 C9 1.389(4) . ?
C9 C10 1.367(5) . ?
C9 C12 1.512(5) . ?
C10 C11 1.382(5) . ?
C13 C14 1.504(5) . ?
C14 C15 1.541(4) . ?
C15 C16 1.516(5) . ?
C16 C17 1.525(4) . ?
C17 C18 1.514(5) . ?
O1S C1S 1.217(5) . ?
N1S C1S 1.312(5) . ?
N1S C2S 1.443(6) . ?
N1S C3S 1.448(6) . ?

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
O5 Cd1 O6 128.74(12) 2 1_565 ?
O5 Cd1 N1 87.42(10) 2 . ?
O6 Cd1 N1 86.60(11) 1_565 . ?
O5 Cd1 N3 89.08(10) 2 . ?
O6 Cd1 N3 92.65(11) 1_565 . ?
N1 Cd1 N3 174.84(11) . . ?
O5 Cd1 O4 90.50(10) 2 . ?
O6 Cd1 O4 139.26(11) 1_565 . ?
N1 Cd1 O4 84.55(10) . . ?
N3 Cd1 O4 99.27(11) . . ?
O5 Cd1 O3 145.23(10) 2 . ?
O6 Cd1 O3 85.14(11) 1_565 . ?
N1 Cd1 O3 87.16(10) . . ?
N3 Cd1 O3 97.86(10) . . ?
O4 Cd1 O3 54.79(9) . . ?
O5 Cd1 C13 117.70(12) 2 . ?
O6 Cd1 C13 111.92(13) 1_565 . ?
N1 Cd1 C13 82.83(11) . . ?
N3 Cd1 C13 102.17(11) . . ?
O4 Cd1 C13 27.46(9) . . ?
O3 Cd1 C13 27.54(9) . . ?
C13 O3 Cd1 90.6(2) . . ?
C13 O4 Cd1 92.2(2) . . ?
C18 O5 Cd1 126.9(3) . 2 ?
C18 O6 Cd1 147.8(3) . 1_545 ?
C5 N1 C1 117.1(3) . . ?
C5 N1 Cd1 121.1(2) . . ?
C1 N1 Cd1 120.8(3) . . ?
C7 N3 C11 117.9(3) . . ?
C7 N3 Cd1 119.9(2) . . ?
C11 N3 Cd1 122.1(3) . . ?
N1 C1 C2 122.9(4) . . ?
C1 C2 C3 119.4(3) . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 C6 118.8(3) . . ?
C4 C3 C6 122.8(4) . . ?
C5 C4 C3 118.5(4) . . ?
N1 C5 C4 123.7(3) . . ?
O1 C6 N2 122.4(4) . . ?
O1 C6 C3 120.9(4) . . ?
N2 C6 C3 116.7(3) . . ?
N3 C7 C8 122.9(3) . . ?
C7 C8 C9 119.0(4) . . ?
C10 C9 C8 117.8(3) . . ?
C10 C9 C12 125.3(3) . . ?
C8 C9 C12 116.8(3) . . ?
C9 C10 C11 119.7(3) . . ?
N3 C11 C10 122.6(4) . . ?
O2 C12 N4 123.5(4) . . ?
O2 C12 C9 119.3(3) . . ?
N4 C12 C9 117.2(4) . . ?
O4 C13 O3 121.5(4) . . ?
O4 C13 C14 119.4(4) . . ?
O3 C13 C14 119.2(4) . . ?
O4 C13 Cd1 60.4(2) . . ?
O3 C13 Cd1 61.8(2) . . ?
C14 C13 Cd1 171.6(3) . . ?
C13 C14 C15 113.6(3) . . ?
C16 C15 C14 112.1(4) . . ?
C17 C16 C15 113.2(4) . . ?
C18 C17 C16 113.6(3) . . ?
O5 C18 O6 126.4(4) . . ?
O5 C18 C17 117.6(4) . . ?
O6 C18 C17 116.0(4) . . ?
C1S N1S C2S 120.4(5) . . ?
C1S N1S C3S 121.9(5) . . ?
C2S N1S C3S 117.6(4) . . ?
O1S C1S N1S 126.4(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H1N2 O1S 0.855(18) 2.21(3) 2.982(4) 151(4) 1_455
N2 H2N2 O2 0.893(18) 1.98(2) 2.855(4) 167(4) 1_446
N4 H1N4 O1S 0.860(17) 2.187(19) 3.035(4) 168(3) 1_564
N4 H2N4 O3 0.867(17) 1.993(19) 2.852(4) 171(3) 2_665
C1 H1 O5 0.93 2.61 3.202(5) 122.4 2
C10 H10 O3 0.93 2.41 3.294(4) 159.1 2_665
C14 H14B O4 0.97 2.60 3.548(5) 164.4 2_655

_refine_diff_density_max         0.642
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.106

####################################################################### 
# 
# 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_Comp_8CL_3312
_database_code_depnum_ccdc_archive 'CCDC 1578402'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C12 H17 Cd N3 O7'
_chemical_formula_sum            'C12 H17 Cd N3 O7'
_chemical_formula_weight         427.68

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   31.0771(15)
_cell_length_b                   7.1271(4)
_cell_length_c                   7.6076(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1685.00(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    965
_cell_measurement_theta_min      3.4640
_cell_measurement_theta_max      22.8230

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.333
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.90394
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3679
_diffrn_reflns_av_unetI/netI     0.0910
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.981
_diffrn_reflns_theta_max         25.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2472
_reflns_number_gt                1668
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.858
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.996

_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS98 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0092P)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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.71(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2472
_refine_ls_number_parameters     324
_refine_ls_number_restraints     368
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.0724
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.965
_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
Cd1 Cd 0.22083(2) 0.04600(8) 0.5925(10) 0.0367(2) Uani 1 1 d . . . . .
O1 O 0.1874(6) -0.099(3) 0.811(2) 0.042(4) Uani 1 1 d . U . . .
O2 O 0.1870(7) -0.097(4) 0.356(2) 0.051(5) Uani 1 1 d . . . . .
O3 O 0.2589(7) 0.222(3) 0.401(2) 0.053(6) Uani 1 1 d . . . . .
O4 O 0.2577(7) 0.225(3) 0.789(2) 0.048(5) Uani 1 1 d . U . . .
O5 O 0.2775(2) -0.1744(8) 0.586(3) 0.045(2) Uani 1 1 d D . . . .
H2O5 H 0.268(4) -0.249(10) 0.671(9) 0.067 Uiso 1 1 d D U . . .
H1O5 H 0.291(3) -0.080(8) 0.630(11) 0.067 Uiso 1 1 d D U . . .
C1 C 0.2033(8) -0.203(4) 0.922(4) 0.032(4) Uani 1 1 d . U . . .
C2 C 0.1806(3) -0.2530(10) 1.090(6) 0.035(2) Uani 1 1 d . U . . .
H2A H 0.1535 -0.1851 1.0964 0.042 Uiso 1 1 calc R U . . .
H2B H 0.1741 -0.3861 1.0905 0.042 Uiso 1 1 calc R U . . .
C3 C 0.2915(9) 0.296(4) 0.757(3) 0.034(5) Uani 1 1 d . U . . .
N1 N 0.1627(5) 0.252(4) 0.610(3) 0.039(3) Uani 0.584(12) 1 d DG U P A 1
C4 C 0.1255(6) 0.175(3) 0.640(3) 0.043(3) Uani 0.584(12) 1 d DG U P A 1
H4 H 0.1237 0.0451 0.6292 0.051 Uiso 0.584(12) 1 calc R U P A 1
C5 C 0.0885(5) 0.270(2) 0.686(2) 0.045(3) Uani 0.584(12) 1 d DG U P A 1
C6 C 0.0898(6) 0.463(2) 0.668(3) 0.049(4) Uani 0.584(12) 1 d DG U P A 1
H6 H 0.0674 0.5369 0.7102 0.059 Uiso 0.584(12) 1 calc R U P A 1
C7 C 0.1268(7) 0.547(3) 0.582(4) 0.047(4) Uani 0.584(12) 1 d DG U P A 1
H7 H 0.1259 0.6668 0.5332 0.056 Uiso 0.584(12) 1 calc R U P A 1
C8 C 0.1629(6) 0.439(4) 0.579(3) 0.043(4) Uani 0.584(12) 1 d DG U P A 1
H8 H 0.1890 0.4966 0.5544 0.052 Uiso 0.584(12) 1 calc R U P A 1
C9 C 0.0483(6) 0.156(3) 0.728(4) 0.057(5) Uani 0.584(12) 1 d DG U P A 1
N2 N 0.0129(6) 0.248(3) 0.768(4) 0.068(7) Uani 0.584(12) 1 d DG U P A 1
H2C H -0.0099 0.1869 0.7972 0.082 Uiso 0.584(12) 1 calc R U P A 1
H2D H 0.0125 0.3684 0.7652 0.082 Uiso 0.584(12) 1 calc R U P A 1
O1M O 0.0519(8) -0.018(3) 0.729(4) 0.073(8) Uani 0.584(12) 1 d D U P A 1
C1P C 0.0448(9) 0.358(4) 0.213(5) 0.094(7) Uani 0.584(12) 1 d D U P A 1
H1P H 0.0604 0.4697 0.2089 0.113 Uiso 0.584(12) 1 calc R U P A 1
C2P C 0.1130(8) 0.260(4) 0.153(5) 0.106(11) Uani 0.584(12) 1 d D U P A 1
H2P1 H 0.1340 0.2080 0.2319 0.159 Uiso 0.584(12) 1 calc R U P A 1
H2P2 H 0.1126 0.3938 0.1644 0.159 Uiso 0.584(12) 1 calc R U P A 1
H2P3 H 0.1201 0.2261 0.0345 0.159 Uiso 0.584(12) 1 calc R U P A 1
C3P C 0.0627(8) 0.005(3) 0.227(4) 0.087(7) Uani 0.584(12) 1 d D U P A 1
H3P1 H 0.0703 -0.0642 0.1238 0.130 Uiso 0.584(12) 1 calc R U P A 1
H3P2 H 0.0331 -0.0179 0.2560 0.130 Uiso 0.584(12) 1 calc R U P A 1
H3P3 H 0.0806 -0.0341 0.3235 0.130 Uiso 0.584(12) 1 calc R U P A 1
N1P N 0.0682(7) 0.181(3) 0.199(4) 0.084(5) Uani 0.584(12) 1 d D U P A 1
O1P O 0.0101(8) 0.366(5) 0.228(4) 0.120(9) Uani 0.584(12) 1 d D U P A 1
N1A N 0.1617(9) 0.251(5) 0.579(7) 0.039(3) Uani 0.416(12) 1 d D U P A 2
C4A C 0.1256(10) 0.174(5) 0.521(5) 0.042(4) Uani 0.416(12) 1 d D U P A 2
H4A H 0.1266 0.0530 0.4766 0.051 Uiso 0.416(12) 1 calc R U P A 2
C5A C 0.0862(9) 0.267(4) 0.524(4) 0.046(3) Uani 0.416(12) 1 d D U P A 2
C6A C 0.0851(9) 0.458(4) 0.564(5) 0.049(4) Uani 0.416(12) 1 d D U P A 2
H6A H 0.0610 0.5314 0.5424 0.059 Uiso 0.416(12) 1 calc R U P A 2
C7A C 0.1240(12) 0.535(5) 0.642(5) 0.046(4) Uani 0.416(12) 1 d D U P A 2
H7A H 0.1237 0.6503 0.6992 0.055 Uiso 0.416(12) 1 calc R U P A 2
C8A C 0.1605(11) 0.433(6) 0.630(5) 0.043(4) Uani 0.416(12) 1 d D U P A 2
H8A H 0.1864 0.4913 0.6574 0.052 Uiso 0.416(12) 1 calc R U P A 2
C9A C 0.0491(11) 0.160(5) 0.439(6) 0.068(5) Uani 0.416(12) 1 d D U P A 2
N2A N 0.0133(11) 0.250(6) 0.404(7) 0.086(9) Uani 0.416(12) 1 d D U P A 2
H2A1 H -0.0074 0.1933 0.3512 0.104 Uiso 0.416(12) 1 calc R U P A 2
H2A2 H 0.0104 0.3656 0.4346 0.104 Uiso 0.416(12) 1 calc R U P A 2
O1A O 0.0551(12) -0.007(5) 0.398(6) 0.073(8) Uani 0.416(12) 1 d D U P A 2
C1S C 0.0294(10) 0.233(5) 0.933(5) 0.076(6) Uani 0.416(12) 1 d D U P A 2
H1S H 0.0180 0.1125 0.9375 0.091 Uiso 0.416(12) 1 calc R U P A 2
C2S C 0.0731(12) 0.469(4) 1.027(6) 0.144(14) Uani 0.416(12) 1 d D U P A 2
H2S1 H 0.0446 0.5165 1.0081 0.216 Uiso 0.416(12) 1 calc R U P A 2
H2S2 H 0.0927 0.5298 0.9484 0.216 Uiso 0.416(12) 1 calc R U P A 2
H2S3 H 0.0816 0.4935 1.1465 0.216 Uiso 0.416(12) 1 calc R U P A 2
C3S C 0.1097(13) 0.171(6) 1.005(8) 0.133(15) Uani 0.416(12) 1 d D U P A 2
H3S1 H 0.1051 0.0395 0.9866 0.199 Uiso 0.416(12) 1 calc R U P A 2
H3S2 H 0.1218 0.1906 1.1197 0.199 Uiso 0.416(12) 1 calc R U P A 2
H3S3 H 0.1291 0.2183 0.9174 0.199 Uiso 0.416(12) 1 calc R U P A 2
N1S N 0.0737(10) 0.258(5) 0.994(6) 0.092(8) Uani 0.416(12) 1 d D U P A 2
O1S O 0.0087(11) 0.344(6) 0.884(5) 0.089(9) Uani 0.416(12) 1 d D U P A 2


_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 O3 2.26(2) . ?
Cd1 O1 2.22(2) . ?
Cd1 O4 2.27(2) . ?
Cd1 O2 2.32(2) . ?
Cd1 N1A 2.35(3) . ?
Cd1 O5 2.361(7) . ?
Cd1 N1 2.334(19) . ?
O1 C1 1.23(3) . ?
O2 C3 1.27(3) 4_544 ?
O3 C1 1.30(3) 4_554 ?
O4 C3 1.19(4) . ?
C1 O3 1.30(3) 4_545 ?
C1 C2 1.50(4) . ?
C2 C3 1.57(4) 4_545 ?
C3 O2 1.27(3) 4 ?
C3 C2 1.57(4) 4_554 ?
N1 C4 1.2994 . ?
N1 C8 1.3511 . ?
C4 C5 1.3824 . ?
C5 C6 1.3781 . ?
C5 C9 1.5247 . ?
C6 C7 1.4534 . ?
C7 C8 1.3620 . ?
C9 O1M 1.244(15) . ?
C9 N2 1.3157 . ?
C1P O1P 1.09(3) . ?
C1P N1P 1.46(2) . ?
C2P N1P 1.54(3) . ?
C3P N1P 1.28(2) . ?
N1A C4A 1.32(2) . ?
N1A C8A 1.355(19) . ?
C4A C5A 1.395(19) . ?
C5A C6A 1.390(18) . ?
C5A C9A 1.53(2) . ?
C6A C7A 1.45(2) . ?
C7A C8A 1.351(19) . ?
C9A O1A 1.24(2) . ?
C9A N2A 1.31(2) . ?
C1S O1S 1.09(3) . ?
C1S N1S 1.46(3) . ?
C2S N1S 1.52(3) . ?
C3S N1S 1.28(3) . ?

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
O3 Cd1 O1 171.5(9) . . ?
O3 Cd1 O4 81.3(2) . . ?
O1 Cd1 O4 90.3(8) . . ?
O3 Cd1 O2 89.0(8) . . ?
O1 Cd1 O2 99.4(2) . . ?
O4 Cd1 O2 169.9(9) . . ?
O3 Cd1 N1A 92.1(13) . . ?
O1 Cd1 N1A 87.4(13) . . ?
O4 Cd1 N1A 94.2(13) . . ?
O2 Cd1 N1A 83.4(14) . . ?
O3 Cd1 O5 88.0(7) . . ?
O1 Cd1 O5 93.2(7) . . ?
O4 Cd1 O5 90.6(7) . . ?
O2 Cd1 O5 91.7(7) . . ?
N1A Cd1 O5 175.1(13) . . ?
O3 Cd1 N1 95.3(8) . . ?
O1 Cd1 N1 83.5(8) . . ?
O4 Cd1 N1 90.0(9) . . ?
O2 Cd1 N1 88.2(9) . . ?
O5 Cd1 N1 176.7(7) . . ?
C1 O1 Cd1 127.5(17) . . ?
C3 O2 Cd1 119.3(18) 4_544 . ?
C1 O3 Cd1 128.4(18) 4_554 . ?
C3 O4 Cd1 123(2) . . ?
O1 C1 O3 122(3) . 4_545 ?
O1 C1 C2 123(2) . . ?
O3 C1 C2 116(2) 4_545 . ?
C3 C2 C1 111.9(7) 4_545 . ?
O4 C3 O2 127(3) . 4 ?
O4 C3 C2 124(2) . 4_554 ?
O2 C3 C2 109(2) 4 4_554 ?
C4 N1 C8 117.0 . . ?
C4 N1 Cd1 115.4(10) . . ?
C8 N1 Cd1 127.4(10) . . ?
N1 C4 C5 125.0 . . ?
C6 C5 C4 116.2 . . ?
C6 C5 C9 125.1 . . ?
C4 C5 C9 118.2 . . ?
C5 C6 C7 118.7 . . ?
C8 C7 C6 115.1 . . ?
N1 C8 C7 123.5 . . ?
O1M C9 N2 124.5(12) . . ?
O1M C9 C5 117.3(12) . . ?
N2 C9 C5 118.1 . . ?
O1P C1P N1P 123(3) . . ?
C3P N1P C1P 140(2) . . ?
C3P N1P C2P 121(2) . . ?
C1P N1P C2P 99(2) . . ?
C4A N1A C8A 117.8(17) . . ?
C4A N1A Cd1 115.0(19) . . ?
C8A N1A Cd1 127(2) . . ?
N1A C4A C5A 123.0(18) . . ?
C6A C5A C4A 119.2(18) . . ?
C6A C5A C9A 124.3(19) . . ?
C4A C5A C9A 114.7(18) . . ?
C5A C6A C7A 116.0(18) . . ?
C8A C7A C6A 117.8(19) . . ?
N1A C8A C7A 123.9(19) . . ?
O1A C9A N2A 123(3) . . ?
O1A C9A C5A 118(2) . . ?
N2A C9A C5A 119(2) . . ?
O1S C1S N1S 125(4) . . ?
C3S N1S C1S 141(4) . . ?
C3S N1S C2S 118(3) . . ?
C1S N1S C2S 99(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2O5 O3 0.89(3) 1.95(6) 2.75(3) 149(8) 4_545
C2 H2B O5 0.97 2.55 3.274(9) 131.8 4_545
N2 H2D O1P 0.86 2.04 2.86(4) 159.4 2_565
C3P H3P2 N2 0.96 2.17 2.98(4) 140.1 2_554
C4A H4A O2 0.93 2.34 2.99(4) 126.3 .
N2A H2A2 O1S 0.86 2.18 2.97(6) 152.4 2_564
C1S H1S O1A 0.93 2.41 3.09(5) 130.0 2
C2S H2S1 N2A 0.96 2.57 3.48(6) 156.9 2_565
C2S H2S1 O1S 0.96 1.91 2.44(5) 112.8 .

_refine_diff_density_max         0.625
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_Comp_5CL_3198
_database_code_depnum_ccdc_archive 'CCDC 1578399'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C12 H17 N3 O7 Zn'
_chemical_formula_sum            'C12 H17 N3 O7 Zn'
_chemical_formula_weight         380.65

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           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                   7.1206(2)
_cell_length_b                   30.8546(13)
_cell_length_c                   7.4367(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.534(3)
_cell_angle_gamma                90
_cell_volume                     1633.78(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4101
_cell_measurement_theta_min      3.0360
_cell_measurement_theta_max      28.0850

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.541
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.77877
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12190
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.936
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3037
_reflns_number_gt                2752
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0630P)²+9.7561P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3037
_refine_ls_number_parameters     266
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1584
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.065
_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 0.81369(8) 0.22336(2) 0.55389(8) 0.0214(2) Uani 1 1 d . . . . .
O1 O 1.5084(8) 0.06054(18) 0.4778(11) 0.086(2) Uani 1 1 d . . . . .
O2 O 0.6720(5) 0.19279(12) 0.3401(5) 0.0297(8) Uani 1 1 d . . . . .
O3 O 0.6694(5) 0.19338(12) 0.7660(5) 0.0297(9) Uani 1 1 d . . . . .
O4 O 0.9823(5) 0.25457(12) 0.3621(5) 0.0295(9) Uani 1 1 d . . . . .
O5 O 0.9819(6) 0.25538(12) 0.7446(5) 0.0299(9) Uani 1 1 d . . . . .
O6 O 0.6221(5) 0.27682(13) 0.5531(5) 0.0290(9) Uani 1 1 d D . . . .
H2O6 H 0.553(7) 0.275(2) 0.458(5) 0.043 Uiso 1 1 d D U . . .
H1O6 H 0.563(8) 0.271(2) 0.652(4) 0.043 Uiso 1 1 d D U . . .
N1 N 0.9965(6) 0.16798(15) 0.5594(6) 0.0276(10) Uani 1 1 d . . . . .
N2 N 1.2931(10) 0.0194(2) 0.6116(12) 0.070(2) Uani 1 1 d D . . . .
H1N H 1.201(10) 0.016(3) 0.684(12) 0.105 Uiso 1 1 d D U . . .
H2N H 1.359(11) -0.0033(18) 0.588(13) 0.105 Uiso 1 1 d D U . . .
C1 C 0.5656(7) 0.20942(17) 0.2269(6) 0.0216(10) Uani 1 1 d . . . . .
C2 C 0.5335(8) 0.18361(17) 0.0518(7) 0.0268(11) Uani 1 1 d . . . . .
H2A H 0.6176 0.1589 0.0515 0.032 Uiso 1 1 calc R U . . .
H2B H 0.4059 0.1726 0.0504 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5648(7) 0.20991(17) 0.8811(7) 0.0220(10) Uani 1 1 d . . . . .
C4 C 1.1827(8) 0.1713(2) 0.5504(9) 0.0367(14) Uani 1 1 d . . . . .
H4 H 1.2351 0.1989 0.5459 0.044 Uiso 1 1 calc R U . . .
C5 C 1.3013(9) 0.1363(2) 0.5473(10) 0.0441(16) Uani 1 1 d . . . . .
H5 H 1.4305 0.1400 0.5392 0.053 Uiso 1 1 calc R U . . .
C6 C 1.2235(9) 0.0951(2) 0.5566(9) 0.0396(14) Uani 1 1 d . . . . .
C7 C 1.0303(9) 0.0910(2) 0.5687(10) 0.0431(16) Uani 1 1 d . . . . .
H7 H 0.9742 0.0639 0.5766 0.052 Uiso 1 1 calc R U . . .
C8 C 0.9235(8) 0.12816(18) 0.5686(9) 0.0352(13) Uani 1 1 d . . . . .
H8 H 0.7937 0.1254 0.5753 0.042 Uiso 1 1 calc R U . . .
C9 C 1.3547(10) 0.0565(2) 0.5453(12) 0.055(2) Uani 1 1 d . . . . .
O1S O 0.955(3) 0.9964(6) 0.781(5) 0.077(8) Uani 0.530(19) 1 d D U P A 1
N1S N 0.968(6) 0.9291(7) 0.899(6) 0.116(13) Uani 0.530(19) 1 d D U P A 1
C1S C 0.869(5) 0.9669(9) 0.848(4) 0.130(14) Uani 0.530(19) 1 d D U P A 1
H1S H 0.7406 0.9691 0.8664 0.156 Uiso 0.530(19) 1 calc R U P A 1
C2S C 1.187(5) 0.9299(8) 0.916(5) 0.154(15) Uani 0.530(19) 1 d D U P A 1
H2S1 H 1.2407 0.9208 0.8042 0.231 Uiso 0.530(19) 1 calc R U P A 1
H2S2 H 1.2259 0.9106 1.0102 0.231 Uiso 0.530(19) 1 calc R U P A 1
H2S3 H 1.2274 0.9588 0.9433 0.231 Uiso 0.530(19) 1 calc R U P A 1
C3S C 0.848(7) 0.8923(11) 0.941(6) 0.18(3) Uani 0.530(19) 1 d D U P A 1
H3S1 H 0.7240 0.9025 0.9679 0.275 Uiso 0.530(19) 1 calc R U P A 1
H3S2 H 0.8987 0.8771 1.0424 0.275 Uiso 0.530(19) 1 calc R U P A 1
H3S3 H 0.8418 0.8731 0.8389 0.275 Uiso 0.530(19) 1 calc R U P A 1
O1M O 0.938(8) 0.9965(12) 0.800(8) 0.154(19) Uani 0.470(19) 1 d D U P A 2
N1M N 0.873(7) 0.9276(12) 0.898(8) 0.155(19) Uani 0.470(19) 1 d D U P A 2
C1M C 0.983(7) 0.9591(13) 0.812(6) 0.145(16) Uani 0.470(19) 1 d D U P A 2
H1M H 1.0957 0.9506 0.7617 0.174 Uiso 0.470(19) 1 calc R U P A 2
C2M C 0.660(5) 0.9358(13) 0.927(5) 0.18(2) Uani 0.470(19) 1 d D U P A 2
H2M1 H 0.6327 0.9660 0.9095 0.271 Uiso 0.470(19) 1 calc R U P A 2
H2M2 H 0.6261 0.9275 1.0465 0.271 Uiso 0.470(19) 1 calc R U P A 2
H2M3 H 0.5884 0.9190 0.8415 0.271 Uiso 0.470(19) 1 calc R U P A 2
C3M C 0.965(7) 0.8855(12) 0.919(8) 0.15(2) Uani 0.470(19) 1 d D U P A 2
H3M1 H 0.9137 0.8655 0.8326 0.231 Uiso 0.470(19) 1 calc R U P A 2
H3M2 H 0.9450 0.8747 1.0380 0.231 Uiso 0.470(19) 1 calc R U P A 2
H3M3 H 1.0977 0.8886 0.8990 0.231 Uiso 0.470(19) 1 calc R U P A 2


_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 O5 2.096(4) . ?
Zn1 O2 2.099(4) . ?
Zn1 O3 2.105(4) . ?
Zn1 O4 2.106(4) . ?
Zn1 O6 2.140(4) . ?
Zn1 N1 2.148(4) . ?
O1 C9 1.215(9) . ?
O2 C1 1.238(6) . ?
O3 C3 1.249(6) . ?
O4 C3 1.251(6) 4_665 ?
O5 C1 1.246(6) 4_666 ?
N1 C4 1.332(7) . ?
N1 C8 1.336(7) . ?
N2 C9 1.321(10) . ?
C1 O5 1.246(6) 4_565 ?
C1 C2 1.542(7) . ?
C2 C3 1.525(7) 1_554 ?
C3 O4 1.251(6) 4_566 ?
C3 C2 1.525(7) 1_556 ?
C4 C5 1.374(8) . ?
C5 C6 1.388(9) . ?
C6 C7 1.385(9) . ?
C6 C9 1.517(8) . ?
C7 C8 1.375(8) . ?
O1S C1S 1.21(2) . ?
N1S C1S 1.41(4) . ?
N1S C3S 1.46(3) . ?
N1S C2S 1.56(5) . ?
O1M C1M 1.20(3) . ?
N1M C1M 1.40(4) . ?
N1M C3M 1.46(4) . ?
N1M C2M 1.56(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
O5 Zn1 O2 172.89(15) . . ?
O5 Zn1 O3 88.84(15) . . ?
O2 Zn1 O3 97.80(15) . . ?
O5 Zn1 O4 85.24(15) . . ?
O2 Zn1 O4 88.02(15) . . ?
O3 Zn1 O4 173.68(16) . . ?
O5 Zn1 O6 89.94(15) . . ?
O2 Zn1 O6 92.43(15) . . ?
O3 Zn1 O6 91.44(14) . . ?
O4 Zn1 O6 90.76(15) . . ?
O5 Zn1 N1 91.12(17) . . ?
O2 Zn1 N1 86.79(16) . . ?
O3 Zn1 N1 86.33(16) . . ?
O4 Zn1 N1 91.57(16) . . ?
O6 Zn1 N1 177.51(16) . . ?
C1 O2 Zn1 128.0(4) . . ?
C3 O3 Zn1 129.2(3) . . ?
C3 O4 Zn1 126.4(3) 4_665 . ?
C1 O5 Zn1 127.6(3) 4_666 . ?
C4 N1 C8 117.5(5) . . ?
C4 N1 Zn1 122.7(4) . . ?
C8 N1 Zn1 119.8(4) . . ?
O2 C1 O5 125.4(5) . 4_565 ?
O2 C1 C2 116.4(5) . . ?
O5 C1 C2 118.2(4) 4_565 . ?
C3 C2 C1 114.0(4) 1_554 . ?
O3 C3 O4 124.3(5) . 4_566 ?
O3 C3 C2 116.5(5) . 1_556 ?
O4 C3 C2 119.2(4) 4_566 1_556 ?
N1 C4 C5 123.5(6) . . ?
C4 C5 C6 118.4(6) . . ?
C7 C6 C5 118.9(6) . . ?
C7 C6 C9 123.0(6) . . ?
C5 C6 C9 118.0(6) . . ?
C8 C7 C6 118.3(6) . . ?
N1 C8 C7 123.4(5) . . ?
O1 C9 N2 123.2(6) . . ?
O1 C9 C6 119.9(7) . . ?
N2 C9 C6 116.9(6) . . ?
C1S N1S C3S 114(4) . . ?
C1S N1S C2S 120(2) . . ?
C3S N1S C2S 126(3) . . ?
O1S C1S N1S 119(3) . . ?
C1M N1M C3M 114(4) . . ?
C1M N1M C2M 120(3) . . ?
C3M N1M C2M 125(3) . . ?
O1M C1M N1M 123(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O1S 0.93 2.58 3.363(16) 142.1 1_545
C2 H2B O6 0.97 2.55 3.174(7) 121.8 4_565
N2 H2N O1 0.86(2) 2.06(2) 2.924(8) 174(10) 3_856
N2 H1N O1S 0.86(2) 2.00(5) 2.82(2) 160(11) 1_545
O6 H1O6 O4 0.87(2) 1.85(3) 2.693(5) 163(6) 4_566
O6 H2O6 O5 0.86(2) 1.91(4) 2.684(5) 149(6) 4_565

_refine_diff_density_max         0.844
_refine_diff_density_min         -1.781
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_Comp_9_CL_3356
_database_code_depnum_ccdc_archive 'CCDC 1578403'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C12 H17 N3 O6 S Zn'
_chemical_formula_sum            'C12 H17 N3 O6 S Zn'
_chemical_formula_weight         396.71

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   31.782(2)
_cell_length_b                   7.0949(5)
_cell_length_c                   7.3953(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1667.59(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1108
_cell_measurement_theta_min      3.7620
_cell_measurement_theta_max      27.6560

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.630
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.60691
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3607
_diffrn_reflns_av_unetI/netI     0.0670
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_theta_min         3.144
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2151
_reflns_number_gt                1782
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.990

_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0508P)²+0.6225P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.41(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2151
_refine_ls_number_parameters     330
_refine_ls_number_restraints     356
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 -0.22481(2) -0.07623(9) -0.5897(7) 0.0202(2) Uani 1 1 d . . . . .
O1 O -0.1937(3) 0.0649(13) -0.8046(15) 0.029(3) Uani 1 1 d . . . . .
O2 O -0.1953(3) 0.0676(12) -0.3783(16) 0.030(3) Uani 1 1 d . . . . .
O3 O -0.2553(3) -0.2440(13) -0.3983(14) 0.027(2) Uani 1 1 d . . . . .
O4 O -0.2552(3) -0.2398(14) -0.7832(14) 0.031(3) Uani 1 1 d . . . . .
O5 O -0.27682(13) 0.1181(6) -0.586(3) 0.0271(12) Uani 1 1 d D . . . .
H2O5 H -0.266(2) 0.197(10) -0.508(8) 0.041 Uiso 1 1 d D U . . .
H1O5 H -0.283(2) 0.170(12) -0.689(7) 0.041 Uiso 1 1 d D U . . .
C1 C -0.2123(4) 0.1766(19) -0.917(2) 0.023(3) Uani 1 1 d . U . . .
C2 C -0.18495(15) 0.2065(8) -1.087(3) 0.0234(13) Uani 1 1 d . U . . .
H2A H -0.1744 0.3349 -1.0870 0.028 Uiso 1 1 calc R U . . .
H2B H -0.1609 0.1226 -1.0812 0.028 Uiso 1 1 calc R U . . .
C3 C -0.2914(4) -0.3289(19) -0.761(2) 0.020(3) Uani 1 1 d . . . . .
N1 N -0.1705(5) -0.273(3) -0.585(4) 0.025(3) Uani 0.480(9) 1 d DG U P A 1
C4 C -0.1338(6) -0.179(2) -0.633(4) 0.029(3) Uani 0.480(9) 1 d DG U P A 1
H4 H -0.1334 -0.0475 -0.6371 0.035 Uiso 0.480(9) 1 calc R U P A 1
C5 C -0.0976(5) -0.280(2) -0.674(3) 0.031(3) Uani 0.480(9) 1 d DG U P A 1
C6 C -0.0982(5) -0.476(2) -0.668(3) 0.034(3) Uani 0.480(9) 1 d DG U P A 1
H6 H -0.0740 -0.5436 -0.6959 0.041 Uiso 0.480(9) 1 calc R U P A 1
C7 C -0.1348(6) -0.570(2) -0.620(3) 0.032(3) Uani 0.480(9) 1 d DG U P A 1
H7 H -0.1352 -0.7011 -0.6160 0.039 Uiso 0.480(9) 1 calc R U P A 1
C8 C -0.1710(5) -0.469(3) -0.579(4) 0.028(3) Uani 0.480(9) 1 d DG U P A 1
H8 H -0.1955 -0.5319 -0.5466 0.034 Uiso 0.480(9) 1 calc R U P A 1
C9 C -0.0579(6) -0.171(2) -0.717(6) 0.041(3) Uani 0.480(9) 1 d D U P A 1
N2 N -0.0256(5) -0.269(3) -0.771(5) 0.048(5) Uani 0.480(9) 1 d D U P A 1
H2C H -0.0275 -0.3894 -0.7810 0.058 Uiso 0.480(9) 1 calc R U P A 1
H2D H -0.0023 -0.2130 -0.7963 0.058 Uiso 0.480(9) 1 calc R U P A 1
S1 S -0.0607(3) 0.0621(15) -0.731(3) 0.086(4) Uani 0.480(9) 1 d D U P A 1
C1P C -0.0407(8) -0.372(4) -0.222(5) 0.093(6) Uani 0.480(9) 1 d D U P A 1
H1P H -0.0497 -0.4964 -0.2119 0.112 Uiso 0.480(9) 1 calc R U P A 1
C2P C -0.1134(7) -0.292(4) -0.165(5) 0.094(9) Uani 0.480(9) 1 d D U P A 1
H2P1 H -0.1333 -0.2360 -0.2465 0.142 Uiso 0.480(9) 1 calc R U P A 1
H2P2 H -0.1197 -0.2533 -0.0435 0.142 Uiso 0.480(9) 1 calc R U P A 1
H2P3 H -0.1152 -0.4268 -0.1734 0.142 Uiso 0.480(9) 1 calc R U P A 1
C3P C -0.0642(8) -0.033(4) -0.224(5) 0.103(7) Uani 0.480(9) 1 d D U P A 1
H3P1 H -0.0733 0.0231 -0.1125 0.155 Uiso 0.480(9) 1 calc R U P A 1
H3P2 H -0.0805 0.0162 -0.3221 0.155 Uiso 0.480(9) 1 calc R U P A 1
H3P3 H -0.0350 -0.0051 -0.2431 0.155 Uiso 0.480(9) 1 calc R U P A 1
N1P N -0.0696(6) -0.229(3) -0.214(5) 0.079(5) Uani 0.480(9) 1 d D U P A 1
O1P O -0.0018(6) -0.337(4) -0.241(5) 0.104(8) Uani 0.480(9) 1 d D U P A 1
N1A N -0.1718(5) -0.251(3) -0.588(5) 0.024(2) Uani 0.520(9) 1 d D U P A 2
C4A C -0.1340(6) -0.178(3) -0.536(4) 0.029(3) Uani 0.520(9) 1 d D U P A 2
H4A H -0.1335 -0.0509 -0.5067 0.035 Uiso 0.520(9) 1 calc R U P A 2
C5A C -0.0961(5) -0.275(2) -0.521(3) 0.032(3) Uani 0.520(9) 1 d D U P A 2
C6A C -0.0977(5) -0.468(2) -0.551(3) 0.035(3) Uani 0.520(9) 1 d D U P A 2
H6A H -0.0734 -0.5396 -0.5655 0.041 Uiso 0.520(9) 1 calc R U P A 2
C7A C -0.1369(6) -0.549(2) -0.559(4) 0.035(3) Uani 0.520(9) 1 d D U P A 2
H7A H -0.1401 -0.6768 -0.5365 0.042 Uiso 0.520(9) 1 calc R U P A 2
C8A C -0.1727(5) -0.437(3) -0.602(5) 0.028(3) Uani 0.520(9) 1 d D U P A 2
H8A H -0.1972 -0.4951 -0.6414 0.033 Uiso 0.520(9) 1 calc R U P A 2
C9A C -0.0585(6) -0.168(2) -0.460(6) 0.047(3) Uani 0.520(9) 1 d D U P A 2
N2A N -0.0234(5) -0.258(3) -0.432(5) 0.066(6) Uani 0.520(9) 1 d D U P A 2
H2A1 H -0.0221 -0.3773 -0.4495 0.079 Uiso 0.520(9) 1 calc R U P A 2
H2A2 H -0.0015 -0.1968 -0.3971 0.079 Uiso 0.520(9) 1 calc R U P A 2
S1A S -0.0587(3) 0.0673(12) -0.462(2) 0.077(3) Uani 0.520(9) 1 d D U P A 2
C1S C -0.0311(6) -0.243(3) -0.926(4) 0.070(4) Uani 0.520(9) 1 d D U P A 2
H1S H -0.0243 -0.1180 -0.9037 0.084 Uiso 0.520(9) 1 calc R U P A 2
C2S C -0.0762(7) -0.504(4) -1.038(5) 0.117(10) Uani 0.520(9) 1 d D U P A 2
H2S1 H -0.0494 -0.5669 -1.0401 0.175 Uiso 0.520(9) 1 calc R U P A 2
H2S2 H -0.0893 -0.5146 -1.1544 0.175 Uiso 0.520(9) 1 calc R U P A 2
H2S3 H -0.0939 -0.5616 -0.9482 0.175 Uiso 0.520(9) 1 calc R U P A 2
C3S C -0.1026(9) -0.170(4) -1.005(5) 0.119(10) Uani 0.520(9) 1 d D U P A 2
H3S1 H -0.0917 -0.0474 -0.9769 0.179 Uiso 0.520(9) 1 calc R U P A 2
H3S2 H -0.1244 -0.2022 -0.9205 0.179 Uiso 0.520(9) 1 calc R U P A 2
H3S3 H -0.1139 -0.1702 -1.1253 0.179 Uiso 0.520(9) 1 calc R U P A 2
N1S N -0.0700(6) -0.304(3) -0.993(4) 0.088(6) Uani 0.520(9) 1 d D U P A 2
O1S O -0.0065(6) -0.380(3) -0.901(4) 0.083(6) Uani 0.520(9) 1 d D U P A 2


_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 2.080(10) . ?
Zn1 O3 2.088(10) . ?
Zn1 O2 2.090(11) . ?
Zn1 N1A 2.093(16) . ?
Zn1 O1 2.122(11) . ?
Zn1 O5 2.153(4) . ?
Zn1 N1 2.221(16) . ?
O1 C1 1.289(16) . ?
O2 C3 1.211(17) 4_455 ?
O3 C1 1.183(18) 4_445 ?
O4 C3 1.322(16) . ?
C1 O3 1.183(18) 4_454 ?
C1 C2 1.54(2) . ?
C2 C3 1.52(2) 4_454 ?
C3 O2 1.211(17) 4_444 ?
C3 C2 1.52(2) 4_445 ?
N1 C4 1.3900 . ?
N1 C8 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C9 1.511(14) . ?
C6 C7 1.3900 . ?
C7 C8 1.3900 . ?
C9 N2 1.302(17) . ?
C9 S1 1.662(14) . ?
C1P O1P 1.27(2) . ?
C1P N1P 1.37(2) . ?
C2P N1P 1.51(2) . ?
C3P N1P 1.40(2) . ?
N1A C8A 1.320(13) . ?
N1A C4A 1.363(18) . ?
C4A C5A 1.388(14) . ?
C5A C6A 1.392(14) . ?
C5A C9A 1.486(15) . ?
C6A C7A 1.370(15) . ?
C7A C8A 1.425(16) . ?
C9A N2A 1.297(16) . ?
C9A S1A 1.673(15) . ?
C1S O1S 1.26(2) . ?
C1S N1S 1.40(2) . ?
C2S N1S 1.47(2) . ?
C3S N1S 1.40(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zn1 O3 86.15(16) . . ?
O4 Zn1 O2 174.6(5) . . ?
O3 Zn1 O2 88.8(5) . . ?
O4 Zn1 N1A 92.8(9) . . ?
O3 Zn1 N1A 91.7(8) . . ?
O2 Zn1 N1A 85.5(10) . . ?
O4 Zn1 O1 88.0(5) . . ?
O3 Zn1 O1 173.1(5) . . ?
O2 Zn1 O1 96.94(16) . . ?
N1A Zn1 O1 84.9(9) . . ?
O4 Zn1 O5 90.5(5) . . ?
O3 Zn1 O5 90.0(5) . . ?
O2 Zn1 O5 91.3(5) . . ?
N1A Zn1 O5 176.4(7) . . ?
O1 Zn1 O5 93.7(5) . . ?
O4 Zn1 N1 91.2(8) . . ?
O3 Zn1 N1 89.5(6) . . ?
O2 Zn1 N1 86.9(8) . . ?
O1 Zn1 N1 86.9(7) . . ?
O5 Zn1 N1 178.1(9) . . ?
C1 O1 Zn1 124.0(8) . . ?
C3 O2 Zn1 132.2(8) 4_455 . ?
C1 O3 Zn1 126.7(10) 4_445 . ?
C3 O4 Zn1 125.9(10) . . ?
O3 C1 O1 128.1(15) 4_454 . ?
O3 C1 C2 121.3(12) 4_454 . ?
O1 C1 C2 110.6(11) . . ?
C3 C2 C1 113.1(4) 4_454 . ?
O2 C3 O4 120.5(14) 4_444 . ?
O2 C3 C2 122.3(11) 4_444 4_445 ?
O4 C3 C2 117.2(12) . 4_445 ?
C4 N1 C8 120.0 . . ?
C4 N1 Zn1 110.2(9) . . ?
C8 N1 Zn1 128.3(10) . . ?
C5 C4 N1 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 C9 118.2(10) . . ?
C6 C5 C9 121.7(10) . . ?
C7 C6 C5 120.0 . . ?
C8 C7 C6 120.0 . . ?
C7 C8 N1 120.0 . . ?
N2 C9 C5 116.9(15) . . ?
N2 C9 S1 123.5(15) . . ?
C5 C9 S1 118.5(11) . . ?
O1P C1P N1P 121(3) . . ?
C1P N1P C3P 130(2) . . ?
C1P N1P C2P 114(2) . . ?
C3P N1P C2P 115(2) . . ?
C8A N1A C4A 114.8(12) . . ?
C8A N1A Zn1 124.9(12) . . ?
C4A N1A Zn1 119.1(13) . . ?
N1A C4A C5A 126.8(12) . . ?
C4A C5A C6A 116.2(11) . . ?
C4A C5A C9A 118.2(13) . . ?
C6A C5A C9A 125.4(13) . . ?
C7A C6A C5A 116.8(12) . . ?
C6A C7A C8A 120.2(11) . . ?
N1A C8A C7A 121.4(14) . . ?
N2A C9A C5A 119.6(15) . . ?
N2A C9A S1A 119.4(14) . . ?
C5A C9A S1A 120.1(12) . . ?
O1S C1S N1S 111(2) . . ?
C1S N1S C3S 118(2) . . ?
C1S N1S C2S 119.5(19) . . ?
C3S N1S C2S 123(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2O5 O2 0.87(2) 2.62(8) 3.034(16) 110(7) .
O5 H2O5 O4 0.87(2) 1.85(4) 2.66(2) 153(8) 4_455
O5 H1O5 O3 0.87(2) 2.05(7) 2.71(2) 132(7) 4_454
N2 H2C O1P 0.86 2.17 2.94(3) 147.8 2_544
N2A H2A1 O1S 0.86 1.98 2.75(3) 148.7 2_545

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.699
_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_Comp6CL_3179
_database_code_depnum_ccdc_archive 'CCDC 1578400'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C12 H17 Cd N3 O7'
_chemical_formula_sum            'C12 H17 Cd N3 O7'
_chemical_formula_weight         427.68

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                   7.2332(3)
_cell_length_b                   29.3496(10)
_cell_length_c                   7.6871(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.263(3)
_cell_angle_gamma                90
_cell_volume                     1627.38(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1697
_cell_measurement_theta_min      3.5080
_cell_measurement_theta_max      27.5800

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.380
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86812
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5522
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.908
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3021
_reflns_number_gt                2526
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0219P)²+0.6135P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3021
_refine_ls_number_parameters     220
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0691
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.061
_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 0.20201(4) 0.22023(2) 0.82377(3) 0.03120(10) Uani 1 1 d . . . . .
N1 N 0.4198(4) 0.16151(10) 0.8659(4) 0.0341(7) Uani 1 1 d . . . . .
N2 N 0.7918(5) 0.02491(14) 1.0881(6) 0.0674(12) Uani 1 1 d D . . . .
H1N2 H 0.692(5) 0.0252(15) 1.144(6) 0.101 Uiso 1 1 d D U . . .
H2N2 H 0.856(6) 0.0000(11) 1.093(7) 0.101 Uiso 1 1 d D U . . .
O1 O 0.9585(4) 0.05499(10) 0.8831(5) 0.0700(10) Uani 1 1 d . . . . .
O2 O 0.3838(4) 0.26216(9) 1.0169(3) 0.0471(7) Uani 1 1 d . . . . .
O3 O 0.3780(4) 0.25675(8) 0.6313(3) 0.0395(6) Uani 1 1 d . . . . .
O4 O 0.0728(4) 0.18935(8) 1.0603(3) 0.0438(7) Uani 1 1 d . . . . .
O5 O 0.0697(3) 0.18079(8) 0.5956(3) 0.0407(6) Uani 1 1 d . . . . .
O6 O -0.0123(4) 0.27981(9) 0.8288(3) 0.0420(7) Uani 1 1 d D . . . .
H1O6 H -0.065(5) 0.2720(13) 0.921(3) 0.063 Uiso 1 1 d D U . . .
H2O6 H -0.069(5) 0.2706(13) 0.732(3) 0.063 Uiso 1 1 d D U . . .
C1 C 0.4600(5) 0.29958(13) 0.9881(4) 0.0317(8) Uani 1 1 d . . . . .
C2 C 0.4137(5) 0.32312(12) 0.8132(4) 0.0322(8) Uani 1 1 d . . . . .
H2A H 0.4821 0.3515 0.8112 0.039 Uiso 1 1 calc R U . . .
H2B H 0.2826 0.3305 0.8026 0.039 Uiso 1 1 calc R U . . .
C3 C 0.4593(5) 0.29422(13) 0.6565(4) 0.0314(8) Uani 1 1 d . . . . .
C4 C 0.5967(5) 0.16597(13) 0.8288(5) 0.0395(9) Uani 1 1 d . . . . .
H4 H 0.6333 0.1933 0.7804 0.047 Uiso 1 1 calc R U . . .
C5 C 0.7274(5) 0.13216(13) 0.8588(5) 0.0428(10) Uani 1 1 d . . . . .
H5 H 0.8485 0.1367 0.8297 0.051 Uiso 1 1 calc R U . . .
C6 C 0.6775(5) 0.09192(13) 0.9317(5) 0.0370(9) Uani 1 1 d . . . . .
C7 C 0.4935(5) 0.08651(13) 0.9666(6) 0.0478(11) Uani 1 1 d . . . . .
H7 H 0.4530 0.0593 1.0128 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3725(5) 0.12169(13) 0.9322(6) 0.0461(11) Uani 1 1 d . . . . .
H8 H 0.2496 0.1175 0.9566 0.055 Uiso 1 1 calc R U . . .
C9 C 0.8208(6) 0.05522(14) 0.9674(6) 0.0473(11) Uani 1 1 d . . . . .
O1S O 0.4740(6) 0.01019(14) 0.2772(5) 0.1078(15) Uani 1 1 d . . . . .
N1S N 0.3076(6) 0.05970(13) 0.4269(5) 0.0648(11) Uani 1 1 d . . . . .
C1S C 0.4437(11) 0.0941(2) 0.4382(8) 0.138(3) Uani 1 1 d . . . . .
H1S1 H 0.5625 0.0811 0.4204 0.208 Uiso 1 1 calc R U . . .
H1S2 H 0.4474 0.1080 0.5514 0.208 Uiso 1 1 calc R U . . .
H1S3 H 0.4138 0.1168 0.3504 0.208 Uiso 1 1 calc R U . . .
C2S C 0.1442(9) 0.0647(2) 0.5241(8) 0.115(2) Uani 1 1 d . . . . .
H2S1 H 0.0400 0.0506 0.4607 0.173 Uiso 1 1 calc R U . . .
H2S2 H 0.1190 0.0965 0.5398 0.173 Uiso 1 1 calc R U . . .
H2S3 H 0.1656 0.0504 0.6360 0.173 Uiso 1 1 calc R U . . .
C3S C 0.3389(8) 0.02055(18) 0.3534(7) 0.0763(16) Uani 1 1 d . . . . .
H3S H 0.2482 -0.0017 0.3602 0.092 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 O5 2.255(2) . ?
Cd1 O2 2.271(3) . ?
Cd1 O3 2.289(2) . ?
Cd1 O4 2.292(2) . ?
Cd1 O6 2.339(3) . ?
Cd1 N1 2.341(3) . ?
N1 C8 1.330(4) . ?
N1 C4 1.338(4) . ?
N2 C9 1.313(5) . ?
O1 C9 1.229(4) . ?
O2 C1 1.256(4) . ?
O3 C3 1.255(4) . ?
O4 C3 1.242(4) 4_566 ?
O5 C1 1.244(4) 4_565 ?
C1 O5 1.244(4) 4_666 ?
C1 C2 1.526(5) . ?
C2 C3 1.529(5) . ?
C3 O4 1.242(4) 4_665 ?
C4 C5 1.378(5) . ?
C5 C6 1.367(5) . ?
C6 C7 1.386(5) . ?
C6 C9 1.506(5) . ?
C7 C8 1.367(5) . ?
O1S C3S 1.215(6) . ?
N1S C3S 1.307(6) . ?
N1S C1S 1.408(7) . ?
N1S C2S 1.452(6) . ?

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
O5 Cd1 O2 168.09(10) . . ?
O5 Cd1 O3 87.82(9) . . ?
O2 Cd1 O3 81.12(9) . . ?
O5 Cd1 O4 103.87(10) . . ?
O2 Cd1 O4 86.92(10) . . ?
O3 Cd1 O4 167.73(9) . . ?
O5 Cd1 O6 98.80(9) . . ?
O2 Cd1 O6 86.36(10) . . ?
O3 Cd1 O6 93.53(9) . . ?
O4 Cd1 O6 88.43(9) . . ?
O5 Cd1 N1 88.40(10) . . ?
O2 Cd1 N1 87.57(10) . . ?
O3 Cd1 N1 91.90(10) . . ?
O4 Cd1 N1 84.79(10) . . ?
O6 Cd1 N1 171.13(10) . . ?
C8 N1 C4 116.4(3) . . ?
C8 N1 Cd1 120.7(2) . . ?
C4 N1 Cd1 122.9(2) . . ?
C1 O2 Cd1 126.8(2) . . ?
C3 O3 Cd1 126.0(2) . . ?
C3 O4 Cd1 130.2(2) 4_566 . ?
C1 O5 Cd1 119.5(2) 4_565 . ?
O5 C1 O2 123.7(3) 4_666 . ?
O5 C1 C2 117.6(3) 4_666 . ?
O2 C1 C2 118.7(3) . . ?
C1 C2 C3 113.4(3) . . ?
O4 C3 O3 124.8(3) 4_665 . ?
O4 C3 C2 116.4(3) 4_665 . ?
O3 C3 C2 118.8(3) . . ?
N1 C4 C5 123.3(4) . . ?
C6 C5 C4 119.5(3) . . ?
C5 C6 C7 117.7(3) . . ?
C5 C6 C9 119.6(3) . . ?
C7 C6 C9 122.7(4) . . ?
C8 C7 C6 119.1(4) . . ?
N1 C8 C7 124.0(4) . . ?
O1 C9 N2 123.2(4) . . ?
O1 C9 C6 118.8(4) . . ?
N2 C9 C6 118.0(4) . . ?
C3S N1S C1S 121.0(5) . . ?
C3S N1S C2S 119.0(5) . . ?
C1S N1S C2S 119.1(5) . . ?
O1S C3S N1S 126.8(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H1N2 O1S 0.867(18) 1.99(2) 2.843(5) 166(4) 1_556
N2 H2N2 O1 0.867(18) 2.096(19) 2.958(4) 173(5) 3_757
O6 H1O6 O3 0.859(18) 1.90(2) 2.732(3) 163(4) 4_566
O6 H2O6 O2 0.864(18) 1.92(2) 2.750(4) 160(4) 4_565
C2 H2B O6 0.97 2.62 3.344(5) 131.6 .
C7 H7 O1S 0.93 2.49 3.285(6) 143.9 1_556
C8 H8 O4 0.93 2.62 3.151(4) 116.8 .
C2S H2S2 O5 0.96 2.54 3.498(6) 176.4 .
C2S H2S3 O1 0.96 2.51 3.171(7) 126.1 1_455

_refine_diff_density_max         0.454
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_Comp_12CL_3228
_database_code_depnum_ccdc_archive 'CCDC 1578406'
_audit_update_record             
;
2017-10-06 deposited with the CCDC.
2017-12-13 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         'C14 H22 Cd N2 O8'
_chemical_formula_sum            'C14 H22 Cd N2 O8'
_chemical_formula_weight         458.73

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      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                   6.0843(4)
_cell_length_b                   13.0084(6)
_cell_length_c                   23.5288(12)
_cell_angle_alpha                97.915(4)
_cell_angle_beta                 95.390(5)
_cell_angle_gamma                95.166(4)
_cell_volume                     1826.29(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3476
_cell_measurement_theta_min      3.2620
_cell_measurement_theta_max      28.2160

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.238
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.83817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9774
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.872
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6405
_reflns_number_gt                5012
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_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)+(0.0208P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6405
_refine_ls_number_parameters     520
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0663
_refine_ls_wR_factor_gt          0.0598
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_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
Cd1 Cd 0.30972(4) 1.35789(2) 0.13970(2) 0.02716(8) Uani 1 1 d . . . . .
Cd2 Cd 1.15556(4) 2.13467(2) 0.35966(2) 0.02775(8) Uani 1 1 d . . . . .
O1 O 0.6516(4) 1.48853(18) 0.15408(11) 0.0426(7) Uani 1 1 d . . . . .
O2 O 0.3329(4) 1.52580(18) 0.18476(11) 0.0443(7) Uani 1 1 d . . . . .
O3 O 1.1458(4) 1.97448(19) 0.29610(11) 0.0446(7) Uani 1 1 d . . . . .
O4 O 0.8280(4) 2.01123(18) 0.32812(11) 0.0437(7) Uani 1 1 d . . . . .
O5 O 0.5476(4) 1.25596(18) 0.09044(10) 0.0395(6) Uani 1 1 d . . . . .
O6 O 0.2210(4) 1.1750(2) 0.09896(11) 0.0469(7) Uani 1 1 d . . . . .
O7 O 1.2694(4) 2.28513(19) 0.42828(11) 0.0476(7) Uani 1 1 d . . . . .
O8 O 0.9139(4) 2.24984(19) 0.40205(11) 0.0471(7) Uani 1 1 d . . . . .
O9 O 0.1515(4) 1.3866(2) 0.04950(11) 0.0483(7) Uani 1 1 d . . . . .
O10 O 1.2266(5) 2.0256(2) 0.42892(11) 0.0523(8) Uani 1 1 d . . . . .
O1W O -0.0418(4) 1.3461(2) 0.16917(12) 0.0381(6) Uani 1 1 d D . . . .
H1W H -0.126(5) 1.2911(16) 0.1578(16) 0.057 Uiso 1 1 d D U . . .
H2W H -0.103(5) 1.4023(16) 0.1736(16) 0.057 Uiso 1 1 d D U . . .
O2W O 0.4461(4) 1.3057(2) 0.22675(11) 0.0397(7) Uani 1 1 d D . . . .
H3W H 0.532(5) 1.259(2) 0.2183(16) 0.060 Uiso 1 1 d D U . . .
H4W H 0.512(5) 1.3599(19) 0.2497(14) 0.060 Uiso 1 1 d D U . . .
O3W O 1.1018(4) 2.2208(2) 0.28142(12) 0.0542(8) Uani 1 1 d D . . . .
H5W H 1.209(4) 2.243(3) 0.2626(14) 0.081 Uiso 1 1 d D U . . .
H6W H 0.986(4) 2.193(3) 0.2599(15) 0.081 Uiso 1 1 d D U . . .
O4W O 1.5218(4) 2.1565(2) 0.34246(13) 0.0466(7) Uani 1 1 d D . . . .
H8W H 1.584(6) 2.103(2) 0.3286(16) 0.070 Uiso 1 1 d D U . . .
H7W H 1.617(5) 2.202(2) 0.3637(15) 0.070 Uiso 1 1 d D U . . .
N1 N -0.1472(5) 1.3646(3) -0.01723(14) 0.0422(8) Uani 1 1 d . . . . .
N2 N 1.3966(6) 1.8849(3) 0.44986(15) 0.0540(10) Uani 1 1 d . . . . .
C1 C 0.5375(6) 1.5489(3) 0.18215(15) 0.0321(9) Uani 1 1 d . . . . .
C2 C 0.6438(5) 1.6519(3) 0.21349(14) 0.0281(8) Uani 1 1 d . . . . .
C3 C 0.5210(5) 1.7172(3) 0.24627(15) 0.0328(9) Uani 1 1 d . . . . .
H3 H 0.3736 1.6956 0.2497 0.039 Uiso 1 1 calc R U . . .
C4 C 0.6147(5) 1.8140(3) 0.27393(15) 0.0318(9) Uani 1 1 d . . . . .
H4 H 0.5292 1.8575 0.2952 0.038 Uiso 1 1 calc R U . . .
C5 C 0.8349(5) 1.8467(3) 0.27017(14) 0.0275(8) Uani 1 1 d . . . . .
C6 C 0.9584(5) 1.7808(3) 0.23812(15) 0.0322(9) Uani 1 1 d . . . . .
H6 H 1.1064 1.8021 0.2351 0.039 Uiso 1 1 calc R U . . .
C7 C 0.8660(5) 1.6837(3) 0.21048(15) 0.0317(9) Uani 1 1 d . . . . .
H7 H 0.9525 1.6398 0.1899 0.038 Uiso 1 1 calc R U . . .
C8 C 0.9430(6) 1.9514(3) 0.29991(15) 0.0311(9) Uani 1 1 d . . . . .
C9 C 0.4036(6) 1.1780(3) 0.07896(15) 0.0336(9) Uani 1 1 d . . . . .
C10 C 0.4560(5) 1.0856(3) 0.03816(14) 0.0270(8) Uani 1 1 d . . . . .
C11 C 0.2968(5) 1.0006(3) 0.02086(14) 0.0320(9) Uani 1 1 d . . . . .
H11 H 0.1593 1.0009 0.0351 0.038 Uiso 1 1 calc R U . . .
C12 C 0.3397(6) 0.9161(3) -0.01703(15) 0.0328(9) Uani 1 1 d . . . . .
H12 H 0.2310 0.8602 -0.0284 0.039 Uiso 1 1 calc R U . . .
C13 C 1.0745(6) 2.3079(3) 0.43020(15) 0.0322(9) Uani 1 1 d . . . . .
C14 C 1.0331(5) 2.4067(3) 0.46641(14) 0.0272(8) Uani 1 1 d . . . . .
C15 C 1.2068(5) 2.4652(3) 0.50245(15) 0.0359(9) Uani 1 1 d . . . . .
H15 H 1.3469 2.4417 0.5044 0.043 Uiso 1 1 calc R U . . .
C16 C 1.1748(6) 2.5579(3) 0.53553(16) 0.0372(9) Uani 1 1 d . . . . .
H16 H 1.2934 2.5965 0.5592 0.045 Uiso 1 1 calc R U . . .
C17 C -0.0482(7) 1.3871(3) 0.03561(17) 0.0420(10) Uani 1 1 d . . . . .
H17 H -0.1363 1.4048 0.0649 0.050 Uiso 1 1 calc R U . . .
C18 C -0.3839(6) 1.3688(4) -0.02987(18) 0.0619(13) Uani 1 1 d . . . . .
H18A H -0.4473 1.3887 0.0054 0.093 Uiso 1 1 calc R U . . .
H18B H -0.4522 1.3013 -0.0479 0.093 Uiso 1 1 calc R U . . .
H18C H -0.4088 1.4191 -0.0554 0.093 Uiso 1 1 calc R U . . .
C19 C -0.0232(7) 1.3363(4) -0.06468(18) 0.0868(19) Uani 1 1 d . . . . .
H19A H 0.1288 1.3649 -0.0549 0.130 Uiso 1 1 calc R U . . .
H19B H -0.0846 1.3634 -0.0980 0.130 Uiso 1 1 calc R U . . .
H19C H -0.0307 1.2617 -0.0730 0.130 Uiso 1 1 calc R U . . .
C20 C 1.3731(7) 1.9671(3) 0.42260(17) 0.0518(11) Uani 1 1 d . . . . .
H20 H 1.4750 1.9814 0.3969 0.062 Uiso 1 1 calc R U . . .
C21 C 1.5783(9) 1.8223(4) 0.4414(2) 0.0957(19) Uani 1 1 d . . . . .
H21A H 1.6733 1.8520 0.4163 0.144 Uiso 1 1 calc R U . . .
H21B H 1.5208 1.7525 0.4244 0.144 Uiso 1 1 calc R U . . .
H21C H 1.6616 1.8206 0.4780 0.144 Uiso 1 1 calc R U . . .
C22 C 1.2453(8) 1.8569(4) 0.4899(2) 0.0838(17) Uani 1 1 d . . . . .
H22A H 1.1937 1.9189 0.5090 0.126 Uiso 1 1 calc R U . . .
H22B H 1.3199 1.8215 0.5180 0.126 Uiso 1 1 calc R U . . .
H22C H 1.1212 1.8117 0.4694 0.126 Uiso 1 1 calc R U . . .
N1X N 0.9752(6) 0.4641(3) 0.66108(15) 0.0519(9) Uani 1 1 d . . . . .
O1X O 1.3114(5) 0.5385(2) 0.70211(13) 0.0691(10) Uani 1 1 d . . . . .
C1X C 1.1132(8) 0.5402(4) 0.69188(18) 0.0582(13) Uani 1 1 d . . . . .
H1X H 1.0530 0.6001 0.7069 0.070 Uiso 1 1 calc R U . . .
C2X C 1.0575(8) 0.3695(4) 0.63701(19) 0.0740(15) Uani 1 1 d . . . . .
H2X1 H 1.0522 0.3662 0.5959 0.111 Uiso 1 1 calc R U . . .
H2X2 H 0.9674 0.3106 0.6459 0.111 Uiso 1 1 calc R U . . .
H2X3 H 1.2081 0.3683 0.6531 0.111 Uiso 1 1 calc R U . . .
C3X C 0.7389(7) 0.4723(4) 0.6511(2) 0.0941(19) Uani 1 1 d . . . . .
H3X1 H 0.7034 0.5344 0.6740 0.141 Uiso 1 1 calc R U . . .
H3X2 H 0.6578 0.4124 0.6617 0.141 Uiso 1 1 calc R U . . .
H3X3 H 0.6993 0.4758 0.6110 0.141 Uiso 1 1 calc R U . . .
N1S N 0.613(4) 0.990(3) 0.1652(14) 0.033(4) Uani 0.5 1 d . U P A 1
O1S O 0.761(2) 1.155(2) 0.2023(13) 0.062(4) Uani 0.5 1 d . . P A 1
C1S C 0.7815(13) 1.0738(8) 0.1726(4) 0.045(2) Uani 0.5 1 d . . P A 1
H1S H 0.9099 1.0665 0.1546 0.054 Uiso 0.5 1 calc R U P A 1
C2S C 0.4241(14) 0.9903(8) 0.1804(4) 0.062(3) Uani 0.5 1 d . . P A 1
H2S1 H 0.4321 1.0258 0.2193 0.093 Uiso 0.5 1 calc R U P A 1
H2S2 H 0.3592 0.9197 0.1787 0.093 Uiso 0.5 1 calc R U P A 1
H2S3 H 0.3343 1.0256 0.1552 0.093 Uiso 0.5 1 calc R U P A 1
C3S C 0.697(2) 0.8989(8) 0.1230(5) 0.073(3) Uani 0.5 1 d . . P A 1
H3S1 H 0.8541 0.9129 0.1217 0.109 Uiso 0.5 1 calc R U P A 1
H3S2 H 0.6216 0.8952 0.0850 0.109 Uiso 0.5 1 calc R U P A 1
H3S3 H 0.6669 0.8337 0.1370 0.109 Uiso 0.5 1 calc R U P A 1
N1S' N 0.670(4) 0.986(3) 0.1571(14) 0.036(4) Uani 0.5 1 d . U P B 2
O1S' O 0.685(2) 1.1490(18) 0.2088(13) 0.060(4) Uani 0.5 1 d . . P B 2
C1S' C 0.5767(16) 1.0664(10) 0.1945(4) 0.056(2) Uani 0.5 1 d . . P B 2
H1S' H 0.4372 1.0539 0.2068 0.067 Uiso 0.5 1 calc R U P B 2
C2S' C 0.856(2) 0.9862(11) 0.1449(6) 0.120(5) Uani 0.5 1 d . . P B 2
H2S4 H 0.9159 1.0567 0.1441 0.181 Uiso 0.5 1 calc R U P B 2
H2S5 H 0.8564 0.9458 0.1076 0.181 Uiso 0.5 1 calc R U P B 2
H2S6 H 0.9440 0.9565 0.1732 0.181 Uiso 0.5 1 calc R U P B 2
C3S' C 0.490(3) 0.8908(10) 0.1438(6) 0.140(7) Uani 0.5 1 d . . P B 2
H3S4 H 0.3495 0.9127 0.1533 0.210 Uiso 0.5 1 calc R U P B 2
H3S5 H 0.5300 0.8379 0.1664 0.210 Uiso 0.5 1 calc R U P B 2
H3S6 H 0.4784 0.8631 0.1035 0.210 Uiso 0.5 1 calc R U P B 2


_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 2.279(2) . ?
Cd1 O1W 2.308(2) . ?
Cd1 O5 2.331(2) . ?
Cd1 O9 2.339(2) . ?
Cd1 O2W 2.347(3) . ?
Cd1 O6 2.432(2) . ?
Cd1 O1 2.530(2) . ?
Cd1 C9 2.705(4) . ?
Cd1 C1 2.744(3) . ?
Cd2 O3W 2.296(3) . ?
Cd2 O4W 2.302(2) . ?
Cd2 O10 2.339(3) . ?
Cd2 O7 2.365(2) . ?
Cd2 O8 2.380(2) . ?
Cd2 O3 2.384(2) . ?
Cd2 O4 2.433(2) . ?
Cd2 C13 2.720(3) . ?
Cd2 C8 2.741(3) . ?
O1 C1 1.256(4) . ?
O2 C1 1.263(4) . ?
O3 C8 1.258(4) . ?
O4 C8 1.257(4) . ?
O5 C9 1.261(4) . ?
O6 C9 1.246(4) . ?
O7 C13 1.251(4) . ?
O8 C13 1.254(4) . ?
O9 C17 1.229(4) . ?
O10 C20 1.229(5) . ?
N1 C17 1.312(4) . ?
N1 C19 1.430(5) . ?
N1 C18 1.450(4) . ?
N2 C20 1.332(5) . ?
N2 C22 1.437(5) . ?
N2 C21 1.444(5) . ?
C1 C2 1.496(4) . ?
C2 C3 1.384(4) . ?
C2 C7 1.389(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.383(4) . ?
C5 C8 1.505(5) . ?
C6 C7 1.382(4) . ?
C9 C10 1.509(4) . ?
C10 C12 1.382(4) 2_675 ?
C10 C11 1.391(4) . ?
C11 C12 1.377(4) . ?
C12 C10 1.382(4) 2_675 ?
C13 C14 1.496(4) . ?
C14 C16 1.384(4) 2_7:6 ?
C14 C15 1.387(4) . ?
C15 C16 1.382(5) . ?
C16 C14 1.384(4) 2_7:6 ?
N1X C1X 1.323(5) . ?
N1X C2X 1.434(5) . ?
N1X C3X 1.451(5) . ?
O1X C1X 1.210(5) . ?
N1S C2S 1.23(2) . ?
N1S C1S 1.41(4) . ?
N1S C3S 1.59(3) . ?
O1S C1S 1.21(3) . ?
N1S' C2S' 1.19(2) . ?
N1S' C1S' 1.47(3) . ?
N1S' C3S' 1.55(4) . ?
O1S' C1S' 1.20(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cd1 O1W 84.13(9) . . ?
O2 Cd1 O5 135.28(9) . . ?
O1W Cd1 O5 140.58(9) . . ?
O2 Cd1 O9 97.32(10) . . ?
O1W Cd1 O9 88.46(9) . . ?
O5 Cd1 O9 87.22(9) . . ?
O2 Cd1 O2W 89.73(9) . . ?
O1W Cd1 O2W 88.98(9) . . ?
O5 Cd1 O2W 90.09(9) . . ?
O9 Cd1 O2W 172.22(9) . . ?
O2 Cd1 O6 169.57(9) . . ?
O1W Cd1 O6 85.51(9) . . ?
O5 Cd1 O6 55.06(8) . . ?
O9 Cd1 O6 83.55(9) . . ?
O2W Cd1 O6 88.92(9) . . ?
O2 Cd1 O1 54.22(8) . . ?
O1W Cd1 O1 138.03(9) . . ?
O5 Cd1 O1 81.16(8) . . ?
O9 Cd1 O1 100.56(9) . . ?
O2W Cd1 O1 86.22(9) . . ?
O6 Cd1 O1 135.95(8) . . ?
O2 Cd1 C9 162.98(11) . . ?
O1W Cd1 C9 112.88(10) . . ?
O5 Cd1 C9 27.74(9) . . ?
O9 Cd1 C9 83.08(10) . . ?
O2W Cd1 C9 91.16(10) . . ?
O6 Cd1 C9 27.42(9) . . ?
O1 Cd1 C9 108.89(10) . . ?
O2 Cd1 C1 27.17(9) . . ?
O1W Cd1 C1 110.92(10) . . ?
O5 Cd1 C1 108.32(10) . . ?
O9 Cd1 C1 101.84(10) . . ?
O2W Cd1 C1 85.94(10) . . ?
O6 Cd1 C1 162.65(10) . . ?
O1 Cd1 C1 27.16(9) . . ?
C9 Cd1 C1 136.04(11) . . ?
O3W Cd2 O4W 83.21(11) . . ?
O3W Cd2 O10 170.90(11) . . ?
O4W Cd2 O10 93.13(11) . . ?
O3W Cd2 O7 96.35(10) . . ?
O4W Cd2 O7 81.87(9) . . ?
O10 Cd2 O7 91.35(10) . . ?
O3W Cd2 O8 84.55(11) . . ?
O4W Cd2 O8 133.04(9) . . ?
O10 Cd2 O8 103.92(10) . . ?
O7 Cd2 O8 54.77(8) . . ?
O3W Cd2 O3 89.71(10) . . ?
O4W Cd2 O3 84.21(9) . . ?
O10 Cd2 O3 81.61(10) . . ?
O7 Cd2 O3 164.04(8) . . ?
O8 Cd2 O3 140.86(8) . . ?
O3W Cd2 O4 92.95(9) . . ?
O4W Cd2 O4 138.67(9) . . ?
O10 Cd2 O4 84.28(10) . . ?
O7 Cd2 O4 139.31(8) . . ?
O8 Cd2 O4 87.05(8) . . ?
O3 Cd2 O4 54.55(8) . . ?
O3W Cd2 C13 89.73(11) . . ?
O4W Cd2 C13 107.43(10) . . ?
O10 Cd2 C13 99.32(10) . . ?
O7 Cd2 C13 27.36(9) . . ?
O8 Cd2 C13 27.43(9) . . ?
O3 Cd2 C13 168.19(10) . . ?
O4 Cd2 C13 113.71(10) . . ?
O3W Cd2 C8 92.33(11) . . ?
O4W Cd2 C8 111.49(10) . . ?
O10 Cd2 C8 81.24(10) . . ?
O7 Cd2 C8 164.91(11) . . ?
O8 Cd2 C8 114.16(10) . . ?
O3 Cd2 C8 27.28(9) . . ?
O4 Cd2 C8 27.29(9) . . ?
C13 Cd2 C8 140.99(11) . . ?
C1 O1 Cd1 85.9(2) . . ?
C1 O2 Cd1 97.4(2) . . ?
C8 O3 Cd2 92.4(2) . . ?
C8 O4 Cd2 90.2(2) . . ?
C9 O5 Cd1 92.9(2) . . ?
C9 O6 Cd1 88.6(2) . . ?
C13 O7 Cd2 92.3(2) . . ?
C13 O8 Cd2 91.6(2) . . ?
C17 O9 Cd1 125.1(2) . . ?
C20 O10 Cd2 118.6(3) . . ?
C17 N1 C19 120.7(3) . . ?
C17 N1 C18 121.7(4) . . ?
C19 N1 C18 117.6(3) . . ?
C20 N2 C22 121.2(4) . . ?
C20 N2 C21 121.3(4) . . ?
C22 N2 C21 117.5(4) . . ?
O1 C1 O2 122.0(3) . . ?
O1 C1 C2 119.8(3) . . ?
O2 C1 C2 118.2(3) . . ?
O1 C1 Cd1 66.91(19) . . ?
O2 C1 Cd1 55.45(17) . . ?
C2 C1 Cd1 171.1(3) . . ?
C3 C2 C7 118.8(3) . . ?
C3 C2 C1 120.2(3) . . ?
C7 C2 C1 121.0(3) . . ?
C4 C3 C2 120.9(3) . . ?
C3 C4 C5 120.4(3) . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 C8 119.4(3) . . ?
C4 C5 C8 122.0(3) . . ?
C7 C6 C5 121.2(3) . . ?
C6 C7 C2 120.0(3) . . ?
O4 C8 O3 122.8(3) . . ?
O4 C8 C5 118.7(3) . . ?
O3 C8 C5 118.4(3) . . ?
O4 C8 Cd2 62.56(18) . . ?
O3 C8 Cd2 60.35(18) . . ?
C5 C8 Cd2 175.9(2) . . ?
O6 C9 O5 123.0(3) . . ?
O6 C9 C10 119.3(3) . . ?
O5 C9 C10 117.7(3) . . ?
O6 C9 Cd1 63.98(19) . . ?
O5 C9 Cd1 59.39(18) . . ?
C10 C9 Cd1 172.2(3) . . ?
C12 C10 C11 118.9(3) 2_675 . ?
C12 C10 C9 121.1(3) 2_675 . ?
C11 C10 C9 120.0(3) . . ?
C12 C11 C10 121.0(3) . . ?
C11 C12 C10 120.1(3) . 2_675 ?
O7 C13 O8 121.2(3) . . ?
O7 C13 C14 119.3(3) . . ?
O8 C13 C14 119.5(3) . . ?
O7 C13 Cd2 60.30(18) . . ?
O8 C13 Cd2 60.97(18) . . ?
C14 C13 Cd2 176.8(3) . . ?
C16 C14 C15 118.8(3) 2_7:6 . ?
C16 C14 C13 121.6(3) 2_7:6 . ?
C15 C14 C13 119.6(3) . . ?
C16 C15 C14 120.9(3) . . ?
C15 C16 C14 120.2(3) . 2_7:6 ?
O9 C17 N1 125.3(4) . . ?
O10 C20 N2 124.8(4) . . ?
C1X N1X C2X 120.1(4) . . ?
C1X N1X C3X 121.8(4) . . ?
C2X N1X C3X 118.1(4) . . ?
O1X C1X N1X 125.4(4) . . ?
C2S N1S C1S 128(2) . . ?
C2S N1S C3S 125(3) . . ?
C1S N1S C3S 105.9(14) . . ?
O1S C1S N1S 120.5(13) . . ?
C2S' N1S' C1S' 127(3) . . ?
C2S' N1S' C3S' 126(3) . . ?
C1S' N1S' C3S' 106.3(16) . . ?
O1S' C1S' N1S' 118.1(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W O5 0.837(17) 2.39(3) 3.009(3) 131(3) 1_455
O1W H1W O1S 0.837(17) 2.26(4) 2.90(3) 133(3) 1_455
O1W H1W O1S' 0.837(17) 2.58(4) 3.22(2) 134(3) 1_455
O1W H2W O1 0.848(17) 2.00(2) 2.778(3) 151(3) 1_455
O2W H3W O1S 0.852(17) 2.05(3) 2.90(2) 175(3) .
O2W H3W O1S' 0.852(17) 1.78(3) 2.62(2) 170(4) .
O2W H4W O1X 0.867(17) 1.815(19) 2.674(4) 171(3) 2_776
O3W H5W O2W 0.869(18) 1.918(18) 2.783(4) 173(4) 1_665
O3W H6W O1S 0.848(18) 1.82(3) 2.65(2) 166(4) 1_565
O3W H6W O1S' 0.848(18) 2.08(3) 2.92(2) 171(5) 1_565
O4W H8W O4 0.865(17) 1.99(2) 2.781(3) 153(3) 1_655
O4W H7W O8 0.860(17) 1.95(2) 2.741(3) 153(3) 1_655
C1X H1X O3W 0.93 2.58 3.481(6) 163.1 2_786
C3X H3X1 O1X 0.96 2.54 3.107(6) 118.1 1_455
C2S H2S3 O6 0.96 2.60 3.512(9) 157.8 .

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.080

