# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2107635'
loop_
_audit_author_name
_audit_author_address
'Damir Safin'
;University of Tyumen
Russia
;
_audit_update_record             
;
2021-09-04 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12.50 H12 Cd N6 O7.50'
_chemical_formula_weight         478.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

_cell_length_a                   13.4405(3)
_cell_length_b                   16.5001(4)
_cell_length_c                   14.9111(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3306.83(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    130.0
_cell_measurement_reflns_used    3378
_cell_measurement_theta_min      2.9611
_cell_measurement_theta_max      73.8414

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_F_000             1896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6600
_exptl_crystal_size_mid          0.0400
_exptl_crystal_size_min          0.0200
_exptl_absorpt_coefficient_mu    11.116
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.144
_exptl_absorpt_correction_T_max  0.803
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            7904
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.243
_diffrn_reflns_theta_max         74.006
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             3232
_reflns_number_gt                2456
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0669P)²+2.6069P] 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         3232
_refine_ls_number_parameters     262
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.1059
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.042
_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
C1 C 0.1333(3) 0.3961(3) 0.2079(3) 0.0310(9) Uani 1 1 d . . . . .
H1 H 0.137154 0.342017 0.225331 0.037 Uiso 1 1 calc R U . . .
C2 C 0.1362(3) 0.4557(3) 0.2734(3) 0.0293(9) Uani 1 1 d . . . . .
H2 H 0.142298 0.441653 0.333572 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1301(3) 0.5364(3) 0.2485(3) 0.0255(8) Uani 1 1 d . . . . .
C4 C 0.1208(3) 0.5543(3) 0.1575(3) 0.0311(9) Uani 1 1 d . . . . .
H4 H 0.116018 0.607856 0.138416 0.037 Uiso 1 1 calc R U . . .
C5 C 0.1187(3) 0.4918(3) 0.0962(3) 0.0302(9) Uani 1 1 d . . . . .
H5 H 0.112494 0.504497 0.035662 0.036 Uiso 1 1 calc R U . . .
C6 C 0.1305(3) 0.5987(3) 0.3218(3) 0.0272(8) Uani 1 1 d . . . . .
C7 C 0.1297(4) 0.8077(3) 0.3413(3) 0.0345(10) Uani 1 1 d . . . . .
H7 H 0.129906 0.823517 0.281393 0.041 Uiso 1 1 calc R U . . .
C8 C 0.1300(3) 0.8680(3) 0.4133(3) 0.0329(9) Uani 1 1 d . . . . .
C9 C 0.1290(4) 0.9505(3) 0.3934(4) 0.0457(12) Uani 1 1 d . . . . .
H9 H 0.128561 0.968138 0.334139 0.055 Uiso 1 1 calc R U . . .
C10 C 0.1287(5) 1.0059(3) 0.4636(5) 0.0518(14) Uani 1 1 d . . . . .
H10 H 0.126869 1.061329 0.452654 0.062 Uiso 1 1 calc R U . . .
C11 C 0.1313(5) 0.9764(4) 0.5494(4) 0.0541(15) Uani 1 1 d . . . . .
H11 H 0.131837 1.011951 0.597780 0.065 Uiso 1 1 calc R U . . .
C12 C 0.1330(5) 0.8928(4) 0.5642(4) 0.0532(14) Uani 1 1 d . . . . .
H12 H 0.135338 0.873891 0.622912 0.064 Uiso 1 1 calc R U . . .
C13 C -0.0375(9) 0.1161(9) 0.2198(11) 0.085(4) Uani 0.5 1 d D U P A -1
H13A H -0.007524 0.158673 0.254390 0.127 Uiso 0.5 1 calc R U P A -1
H13B H -0.008385 0.114949 0.161053 0.127 Uiso 0.5 1 calc R U P A -1
H13C H -0.026466 0.065050 0.249023 0.127 Uiso 0.5 1 calc R U P A -1
O8 O -0.1380(7) 0.1299(5) 0.2126(5) 0.0500(18) Uani 0.5 1 d D U P A -1
O1 O 0.1290(3) 0.5789(2) 0.4013(2) 0.0347(7) Uani 1 1 d . . . . .
O2 O 0.2992(3) 0.3246(2) 0.0265(2) 0.0372(8) Uani 1 1 d . . . . .
O3 O 0.4104(3) 0.2980(4) 0.1268(3) 0.0755(17) Uani 1 1 d . . . . .
O4 O 0.2623(3) 0.2496(2) 0.1403(2) 0.0441(8) Uani 1 1 d . . . . .
O5 O -0.0500(3) 0.3364(3) 0.0134(2) 0.0449(9) Uani 1 1 d . . . . .
O6 O 0.0006(3) 0.2587(2) 0.1201(2) 0.0427(8) Uani 1 1 d . . . . .
O7 O -0.1550(3) 0.2944(3) 0.1143(3) 0.0530(11) Uani 1 1 d D . . . .
Cd Cd 0.12631(3) 0.30460(2) 0.01482(2) 0.02981(14) Uani 1 1 d . . . . .
N1 N 0.1251(3) 0.4138(2) 0.1196(2) 0.0279(7) Uani 1 1 d . . . . .
N2 N 0.1315(3) 0.8390(3) 0.4975(3) 0.0371(9) Uani 1 1 d . . . . .
N3 N 0.3252(3) 0.2912(3) 0.0981(3) 0.0374(9) Uani 1 1 d . . . . .
N4 N -0.0706(3) 0.2967(3) 0.0831(3) 0.0368(9) Uani 1 1 d . . . . .
N5 N 0.1293(3) 0.7334(2) 0.3626(2) 0.0270(7) Uani 1 1 d . . . . .
N6 N 0.1300(3) 0.6769(2) 0.2959(2) 0.0311(8) Uani 1 1 d D . . . .
H8A H -0.1671(17) 0.1611(18) 0.178(4) 0.09(6) Uiso 0.5 1 d D . P B -1
H6A H 0.151(4) 0.688(4) 0.2451(19) 0.053(19) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.354(5) . ?
C1 C2 1.387(6) . ?
C2 C3 1.385(6) . ?
C3 C4 1.393(6) . ?
C3 C6 1.500(6) . ?
C4 C5 1.380(6) . ?
C5 N1 1.336(6) . ?
C6 O1 1.230(5) . ?
C6 N6 1.348(6) . ?
C7 N5 1.267(6) . ?
C7 C8 1.464(7) . ?
C8 N2 1.344(7) . ?
C8 C9 1.393(7) . ?
C9 C10 1.391(8) . ?
C10 C11 1.369(9) . ?
C11 C12 1.397(9) . ?
C12 N2 1.332(7) . ?
C13 O8 1.373(9) . ?
O1 Cd 2.561(3) 8_566 ?
O2 N3 1.252(5) . ?
O2 Cd 2.353(4) . ?
O3 N3 1.227(6) . ?
O4 N3 1.258(6) . ?
O5 N4 1.259(6) . ?
O5 Cd 2.427(4) . ?
O6 N4 1.270(6) . ?
O6 Cd 2.428(3) . ?
O7 N4 1.226(6) . ?
Cd N5 2.355(4) 8_565 ?
Cd N2 2.385(5) 8_565 ?
Cd N1 2.385(4) . ?
N5 N6 1.363(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
N1 C1 C2 122.3(4) . . ?
C3 C2 C1 119.5(4) . . ?
C2 C3 C4 118.1(4) . . ?
C2 C3 C6 117.5(4) . . ?
C4 C3 C6 124.4(4) . . ?
C5 C4 C3 119.3(4) . . ?
N1 C5 C4 123.1(4) . . ?
O1 C6 N6 122.0(4) . . ?
O1 C6 C3 121.4(4) . . ?
N6 C6 C3 116.5(4) . . ?
N5 C7 C8 118.2(4) . . ?
N2 C8 C9 123.1(5) . . ?
N2 C8 C7 116.4(4) . . ?
C9 C8 C7 120.5(5) . . ?
C10 C9 C8 118.8(6) . . ?
C11 C10 C9 118.1(6) . . ?
C10 C11 C12 119.9(6) . . ?
N2 C12 C11 122.7(6) . . ?
C6 O1 Cd 116.0(3) . 8_566 ?
N3 O2 Cd 106.1(3) . . ?
N4 O5 Cd 95.5(3) . . ?
N4 O6 Cd 95.1(3) . . ?
O2 Cd N5 95.30(12) . 8_565 ?
O2 Cd N2 96.82(14) . 8_565 ?
N5 Cd N2 68.35(14) 8_565 8_565 ?
O2 Cd N1 81.49(12) . . ?
N5 Cd N1 146.35(13) 8_565 . ?
N2 Cd N1 145.26(14) 8_565 . ?
O2 Cd O5 159.11(14) . . ?
N5 Cd O5 93.76(12) 8_565 . ?
N2 Cd O5 104.02(14) 8_565 . ?
N1 Cd O5 80.55(13) . . ?
O2 Cd O6 133.07(11) . . ?
N5 Cd O6 123.52(12) 8_565 . ?
N2 Cd O6 77.30(14) 8_565 . ?
N1 Cd O6 78.88(13) . . ?
O5 Cd O6 52.66(12) . . ?
O2 Cd O1 85.97(11) . 8_565 ?
N5 Cd O1 64.06(11) 8_565 8_565 ?
N2 Cd O1 132.38(12) 8_565 8_565 ?
N1 Cd O1 82.29(12) . 8_565 ?
O5 Cd O1 81.14(12) . 8_565 ?
O6 Cd O1 132.17(12) . 8_565 ?
C5 N1 C1 117.9(4) . . ?
C5 N1 Cd 123.8(3) . . ?
C1 N1 Cd 118.3(3) . . ?
C12 N2 C8 117.4(5) . . ?
C12 N2 Cd 125.6(4) . 8_566 ?
C8 N2 Cd 117.0(3) . 8_566 ?
O3 N3 O2 121.2(5) . . ?
O3 N3 O4 120.2(5) . . ?
O2 N3 O4 118.6(4) . . ?
O7 N4 O5 122.2(5) . . ?
O7 N4 O6 121.1(5) . . ?
O5 N4 O6 116.8(4) . . ?
C7 N5 N6 118.5(4) . . ?
C7 N5 Cd 120.0(3) . 8_566 ?
N6 N5 Cd 121.5(3) . 8_566 ?
C6 N6 N5 116.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.3(7) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
C1 C2 C3 C6 178.2(4) . . . . ?
C2 C3 C4 C5 -0.4(7) . . . . ?
C6 C3 C4 C5 -178.3(4) . . . . ?
C3 C4 C5 N1 0.1(7) . . . . ?
C2 C3 C6 O1 -5.2(7) . . . . ?
C4 C3 C6 O1 172.7(4) . . . . ?
C2 C3 C6 N6 176.5(4) . . . . ?
C4 C3 C6 N6 -5.6(7) . . . . ?
N5 C7 C8 N2 1.1(7) . . . . ?
N5 C7 C8 C9 -179.0(5) . . . . ?
N2 C8 C9 C10 -0.5(9) . . . . ?
C7 C8 C9 C10 179.6(5) . . . . ?
C8 C9 C10 C11 1.2(9) . . . . ?
C9 C10 C11 C12 -0.7(10) . . . . ?
C10 C11 C12 N2 -0.6(11) . . . . ?
N6 C6 O1 Cd -0.5(6) . . . 8_566 ?
C3 C6 O1 Cd -178.7(3) . . . 8_566 ?
C4 C5 N1 C1 0.5(7) . . . . ?
C4 C5 N1 Cd -178.2(3) . . . . ?
C2 C1 N1 C5 -0.7(7) . . . . ?
C2 C1 N1 Cd 178.1(3) . . . . ?
C11 C12 N2 C8 1.2(9) . . . . ?
C11 C12 N2 Cd -176.9(5) . . . 8_566 ?
C9 C8 N2 C12 -0.7(8) . . . . ?
C7 C8 N2 C12 179.2(5) . . . . ?
C9 C8 N2 Cd 177.6(4) . . . 8_566 ?
C7 C8 N2 Cd -2.6(6) . . . 8_566 ?
Cd O2 N3 O3 -173.2(4) . . . . ?
Cd O2 N3 O4 7.4(5) . . . . ?
Cd O5 N4 O7 178.2(4) . . . . ?
Cd O5 N4 O6 -1.7(4) . . . . ?
Cd O6 N4 O7 -178.2(4) . . . . ?
Cd O6 N4 O5 1.7(4) . . . . ?
C8 C7 N5 N6 -179.4(4) . . . . ?
C8 C7 N5 Cd 1.0(6) . . . 8_566 ?
O1 C6 N6 N5 1.0(7) . . . . ?
C3 C6 N6 N5 179.3(4) . . . . ?
C7 N5 N6 C6 179.3(5) . . . . ?
Cd N5 N6 C6 -1.0(5) 8_566 . . . ?

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
C1 H1 O4 0.93 2.60 3.141(6) 117.5 .
C1 H1 O7 0.93 2.53 3.150(6) 124.5 4
C2 H2 O7 0.93 2.56 3.154(6) 122.4 4
C4 H4 O5 0.93 2.60 3.264(6) 128.8 5_565
C5 H5 O1 0.93 2.44 3.134(5) 131.4 8_565
C7 H7 O3 0.93 2.41 3.247(7) 150.5 7_665
O8 H8A O7 0.830(10) 2.400(10) 3.094(9) 141(2) .
N6 H6A O4 0.828(10) 2.20(2) 2.986(5) 159(6) 7_665
O8 H8A O7 0.830(10) 2.400(10) 3.094(9) 141(2) .
N6 H6A O4 0.828(10) 2.20(2) 2.986(5) 159(6) 7_665

_refine_diff_density_max         1.241
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.126



####################################################################### 
# 
# 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_grat006
_database_code_depnum_ccdc_archive 'CCDC 2107636'
loop_
_audit_author_name
_audit_author_address
'Damir Safin'
;University of Tyumen
Russia
;
_audit_update_record             
;
2021-09-04 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 Cd N6 O8'
_chemical_formula_weight         522.75

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.3201(4)
_cell_length_b                   12.4952(6)
_cell_length_c                   18.8596(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.139(2)
_cell_angle_gamma                90.00
_cell_volume                     1949.43(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      32.91

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    1.178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7816
_exptl_absorpt_correction_T_max  0.9116
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27845
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         33.15
_reflns_number_total             7389
_reflns_number_gt                6005
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0774P)²+5.9343P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7389
_refine_ls_number_parameters     294
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1597
_refine_ls_wR_factor_gt          0.1525
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.33057(3) 0.89628(2) 0.176480(13) 0.02008(8) Uani 1 1 d . . .
N1 N 0.0700(4) 0.9395(3) 0.12324(17) 0.0236(6) Uani 1 1 d . A .
N2 N 0.3069(4) 1.0800(3) 0.14045(17) 0.0216(6) Uani 1 1 d . A .
N3 N 0.4381(4) 1.1458(3) 0.15719(17) 0.0226(6) Uani 1 1 d . . .
H3B H 0.436(9) 1.225(6) 0.174(4) 0.06(2) Uiso 1 1 d . . .
N4 N 0.9850(4) 1.2846(2) 0.26022(17) 0.0216(6) Uani 1 1 d . . .
O1 O 0.5851(3) 0.9969(2) 0.18787(15) 0.0234(5) Uani 1 1 d . A .
N5 N 0.1662(4) 0.9194(3) 0.30440(18) 0.0237(6) Uani 1 1 d D . .
O2 O 0.2615(4) 0.9874(2) 0.28291(16) 0.0289(6) Uani 1 1 d D A .
O3 O 0.1512(4) 0.8307(2) 0.27091(15) 0.0266(6) Uani 1 1 d D A .
O4 O 0.0914(4) 0.9364(3) 0.35623(17) 0.0364(7) Uani 1 1 d D A .
N6 N 0.3250(13) 0.7565(8) 0.0545(4) 0.0354(18) Uani 0.74(3) 1 d PD A 1
O5 O 0.4117(11) 0.8398(8) 0.0648(4) 0.0310(13) Uani 0.74(3) 1 d PD A 1
O6 O 0.2425(13) 0.7300(8) 0.1047(6) 0.0378(15) Uani 0.74(3) 1 d PD A 1
O7 O 0.3115(17) 0.7091(8) -0.0030(4) 0.061(3) Uani 0.74(3) 1 d PD A 1
N6' N 0.348(4) 0.785(2) 0.0476(12) 0.0354(18) Uani 0.26(3) 1 d PD A 2
O5' O 0.426(4) 0.8680(17) 0.0676(14) 0.0310(13) Uani 0.26(3) 1 d PD A 2
O6' O 0.273(4) 0.734(3) 0.0923(19) 0.0378(15) Uani 0.26(3) 1 d PD A 2
O7' O 0.370(4) 0.742(2) -0.0097(11) 0.061(3) Uani 0.26(3) 1 d PD A 2
C1 C 0.0403(5) 1.0393(3) 0.09798(19) 0.0225(7) Uani 1 1 d . . .
C2 C -0.1095(5) 1.0672(4) 0.0634(2) 0.0266(7) Uani 1 1 d . A .
H2A H -0.1281 1.1378 0.0458 0.032 Uiso 1 1 calc R . .
C3 C -0.2321(5) 0.9916(4) 0.0548(2) 0.0301(8) Uani 1 1 d . . .
H3A H -0.3352 1.0095 0.0312 0.036 Uiso 1 1 calc R A .
C4 C -0.2012(5) 0.8892(4) 0.0815(2) 0.0302(8) Uani 1 1 d . A .
H4A H -0.2825 0.8356 0.0765 0.036 Uiso 1 1 calc R . .
C5 C -0.0486(5) 0.8669(3) 0.1155(2) 0.0267(7) Uani 1 1 d . . .
H5A H -0.0275 0.7971 0.1342 0.032 Uiso 1 1 calc R A .
C6 C 0.1746(5) 1.1184(3) 0.10885(19) 0.0223(7) Uani 1 1 d . A .
C7 C 0.1513(6) 1.2309(3) 0.0841(2) 0.0291(8) Uani 1 1 d . . .
H7A H 0.2569 1.2641 0.0806 0.044 Uiso 1 1 calc R A .
H7B H 0.0937 1.2710 0.1182 0.044 Uiso 1 1 calc R . .
H7C H 0.0881 1.2318 0.0372 0.044 Uiso 1 1 calc R . .
C8 C 0.5758(5) 1.0947(3) 0.18408(19) 0.0211(6) Uani 1 1 d . A .
C9 C 0.7185(4) 1.1633(3) 0.20776(19) 0.0202(6) Uani 1 1 d . . .
C10 C 0.7345(5) 1.2684(3) 0.18490(19) 0.0220(6) Uani 1 1 d . A .
H10A H 0.6547 1.2999 0.1515 0.026 Uiso 1 1 calc R . .
C11 C 0.8698(5) 1.3257(3) 0.2121(2) 0.0225(7) Uani 1 1 d . . .
H11A H 0.8819 1.3971 0.1962 0.027 Uiso 1 1 calc R A .
C12 C 0.9707(5) 1.1821(3) 0.2798(2) 0.0241(7) Uani 1 1 d . . .
H12A H 1.0532 1.1513 0.3122 0.029 Uiso 1 1 calc R A .
C13 C 0.8394(5) 1.1197(3) 0.2544(2) 0.0238(7) Uani 1 1 d . A .
H13A H 0.8329 1.0472 0.2690 0.029 Uiso 1 1 calc R . .
O8 O -0.4485(6) 1.0881(3) 0.3509(2) 0.0510(10) Uani 1 1 d . . .
H8A H -0.576(11) 1.080(7) 0.336(4) 0.07(2) Uiso 1 1 d . . .
C14 C -0.2303(10) 1.0582(6) 0.4465(4) 0.0602(17) Uani 1 1 d . . .
H14A H -0.2078 1.0359 0.4963 0.090 Uiso 1 1 calc R . .
H14B H -0.1905 1.1313 0.4410 0.090 Uiso 1 1 calc R . .
H14C H -0.1759 1.0096 0.4160 0.090 Uiso 1 1 calc R . .
C15 C -0.4103(9) 1.0550(6) 0.4249(3) 0.0546(15) Uani 1 1 d . . .
H15A H -0.4507 0.9815 0.4311 0.065 Uiso 1 1 calc R . .
H15B H -0.4654 1.1032 0.4563 0.065 Uiso 1 1 calc R . .


_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' 2.31(3) . ?
Cd1 N4 2.310(3) 2_645 ?
Cd1 N1 2.353(3) . ?
Cd1 O5 2.386(7) . ?
Cd1 N2 2.396(3) . ?
Cd1 O2 2.430(3) . ?
Cd1 O1 2.452(3) . ?
Cd1 O6 2.544(10) . ?
Cd1 O3 2.577(3) . ?
Cd1 O6' 2.59(3) . ?
N1 C5 1.337(5) . ?
N1 C1 1.349(5) . ?
N2 C6 1.287(5) . ?
N2 N3 1.377(5) . ?
N3 C8 1.362(5) . ?
N4 C12 1.342(5) . ?
N4 C11 1.349(5) . ?
N4 Cd1 2.310(3) 2_655 ?
O1 C8 1.226(4) . ?
N5 O4 1.233(4) . ?
N5 O2 1.259(4) . ?
N5 O3 1.275(4) . ?
N6 O7 1.231(6) . ?
N6 O5 1.270(7) . ?
N6 O6 1.271(8) . ?
N6' O7' 1.237(14) . ?
N6' O5' 1.256(14) . ?
N6' O6' 1.277(15) . ?
C1 C2 1.388(5) . ?
C1 C6 1.489(6) . ?
C2 C3 1.387(6) . ?
C3 C4 1.388(7) . ?
C4 C5 1.388(6) . ?
C6 C7 1.488(5) . ?
C8 C9 1.493(5) . ?
C9 C13 1.375(5) . ?
C9 C10 1.393(5) . ?
C10 C11 1.386(5) . ?
C12 C13 1.385(6) . ?
O8 C15 1.458(8) . ?
C14 C15 1.509(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5' Cd1 N4 95.4(7) . 2_645 ?
O5' Cd1 N1 92.6(8) . . ?
N4 Cd1 N1 152.90(12) 2_645 . ?
O5' Cd1 O5 9.0(5) . . ?
N4 Cd1 O5 92.4(2) 2_645 . ?
N1 Cd1 O5 91.5(2) . . ?
O5' Cd1 N2 85.4(6) . . ?
N4 Cd1 N2 139.05(11) 2_645 . ?
N1 Cd1 N2 67.35(12) . . ?
O5 Cd1 N2 93.2(2) . . ?
O5' Cd1 O2 160.3(5) . . ?
N4 Cd1 O2 93.38(11) 2_645 . ?
N1 Cd1 O2 87.50(11) . . ?
O5 Cd1 O2 169.1(2) . . ?
N2 Cd1 O2 76.45(10) . . ?
O5' Cd1 O1 77.2(7) . . ?
N4 Cd1 O1 75.22(10) 2_645 . ?
N1 Cd1 O1 131.86(10) . . ?
O5 Cd1 O1 84.6(2) . . ?
N2 Cd1 O1 65.02(10) . . ?
O2 Cd1 O1 88.03(10) . . ?
O5' Cd1 O6 60.6(5) . . ?
N4 Cd1 O6 85.4(3) 2_645 . ?
N1 Cd1 O6 76.1(3) . . ?
O5 Cd1 O6 51.79(18) . . ?
N2 Cd1 O6 128.4(3) . . ?
O2 Cd1 O6 137.9(2) . . ?
O1 Cd1 O6 131.5(2) . . ?
O5' Cd1 O3 147.9(6) . . ?
N4 Cd1 O3 81.51(11) 2_645 . ?
N1 Cd1 O3 78.03(11) . . ?
O5 Cd1 O3 139.1(3) . . ?
N2 Cd1 O3 117.70(10) . . ?
O2 Cd1 O3 51.14(9) . . ?
O1 Cd1 O3 131.38(10) . . ?
O6 Cd1 O3 87.3(2) . . ?
O5' Cd1 O6' 52.6(5) . . ?
N4 Cd1 O6' 85.0(9) 2_645 . ?
N1 Cd1 O6' 79.4(9) . . ?
O5 Cd1 O6' 43.8(5) . . ?
N2 Cd1 O6' 124.9(8) . . ?
O2 Cd1 O6' 146.0(6) . . ?
O1 Cd1 O6' 123.8(6) . . ?
O6 Cd1 O6' 8.1(6) . . ?
O3 Cd1 O6' 95.3(6) . . ?
C5 N1 C1 119.0(4) . . ?
C5 N1 Cd1 121.8(3) . . ?
C1 N1 Cd1 119.3(3) . . ?
C6 N2 N3 120.0(3) . . ?
C6 N2 Cd1 122.0(3) . . ?
N3 N2 Cd1 118.0(2) . . ?
C8 N3 N2 114.8(3) . . ?
C12 N4 C11 118.1(3) . . ?
C12 N4 Cd1 120.5(3) . 2_655 ?
C11 N4 Cd1 120.1(2) . 2_655 ?
C8 O1 Cd1 117.2(3) . . ?
O4 N5 O2 121.8(4) . . ?
O4 N5 O3 120.8(3) . . ?
O2 N5 O3 117.4(3) . . ?
N5 O2 Cd1 99.3(2) . . ?
N5 O3 Cd1 91.9(2) . . ?
O7 N6 O5 121.7(7) . . ?
O7 N6 O6 121.7(8) . . ?
O5 N6 O6 116.3(6) . . ?
N6 O5 Cd1 99.6(5) . . ?
N6 O6 Cd1 92.1(5) . . ?
O7' N6' O5' 120(2) . . ?
O7' N6' O6' 119(2) . . ?
O5' N6' O6' 119(2) . . ?
N6' O5' Cd1 100.2(16) . . ?
N6' O6' Cd1 86.6(16) . . ?
N1 C1 C2 121.3(4) . . ?
N1 C1 C6 117.3(3) . . ?
C2 C1 C6 121.4(4) . . ?
C3 C2 C1 119.8(4) . . ?
C2 C3 C4 118.7(4) . . ?
C5 C4 C3 118.5(4) . . ?
N1 C5 C4 122.8(4) . . ?
N2 C6 C7 125.0(4) . . ?
N2 C6 C1 114.1(3) . . ?
C7 C6 C1 120.9(4) . . ?
O1 C8 N3 122.3(4) . . ?
O1 C8 C9 120.7(4) . . ?
N3 C8 C9 116.9(3) . . ?
C13 C9 C10 118.9(3) . . ?
C13 C9 C8 117.9(3) . . ?
C10 C9 C8 123.2(3) . . ?
C11 C10 C9 118.3(4) . . ?
N4 C11 C10 122.8(3) . . ?
N4 C12 C13 122.1(4) . . ?
C9 C13 C12 119.6(3) . . ?
O8 C15 C14 111.0(5) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        33.15
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.378
_refine_diff_density_min         -3.067
_refine_diff_density_rms         0.132
####################################################################### 
# 
# 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_s1
_database_code_depnum_ccdc_archive 'CCDC 2107637'
loop_
_audit_author_name
_audit_author_address
'Damir Safin'
;University of Tyumen
Russia
;
_audit_update_record             
;
2021-09-04 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H11 Cd N5 O4'
_chemical_formula_weight         413.67

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

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   10.4146(3)
_cell_length_b                   8.9125(3)
_cell_length_c                   16.3565(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.0000(10)
_cell_angle_gamma                90
_cell_volume                     1479.30(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      34.38

_exptl_crystal_description       Blocky
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.857
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.505
_shelx_estimated_absorpt_T_min   0.806
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6207
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_process_details   'Bruker AXScale'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48666
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         34.423
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6208
_reflns_number_gt                5381
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0248P)²+0.5521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6208
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0213
_refine_ls_wR_factor_ref         0.0522
_refine_ls_wR_factor_gt          0.0490
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
Cd Cd 0.98219(2) 0.80144(2) 0.02194(2) 0.01319(3) Uani 1 1 d . . . . .
O1 O 1.09417(9) 1.02727(11) 0.08539(5) 0.01521(16) Uani 1 1 d . . . . .
O2 O 1.16460(10) 0.76338(13) -0.04857(6) 0.02185(19) Uani 1 1 d . . . . .
O3 O 0.99847(11) 0.61377(16) -0.07836(8) 0.0353(3) Uani 1 1 d . . . . .
O4 O 1.16763(13) 0.57684(18) -0.13364(9) 0.0420(3) Uani 1 1 d . . . . .
N1 N 1.36280(11) 1.20618(12) 0.36347(7) 0.01582(18) Uani 1 1 d . . . . .
N2 N 0.95887(10) 0.99693(14) 0.18087(6) 0.01725(19) Uani 1 1 d . . . . .
N3 N 0.88111(10) 0.91455(13) 0.11705(6) 0.01624(19) Uani 1 1 d . . . . .
N4 N 0.75777(11) 0.72961(13) -0.00171(7) 0.0177(2) Uani 1 1 d . . . . .
N5 N 1.11162(12) 0.64972(16) -0.08802(8) 0.0239(2) Uani 1 1 d . . . . .
C1 C 1.23413(13) 1.22585(16) 0.36154(8) 0.0184(2) Uani 1 1 d . . . . .
H1A H 1.2105 1.2749 0.4076 0.022 Uiso 1 1 calc R U . . .
C2 C 1.13443(13) 1.17811(15) 0.29574(8) 0.0176(2) Uani 1 1 d . . . . .
H2A H 1.0446 1.1927 0.2972 0.021 Uiso 1 1 calc R U . . .
C3 C 1.16839(12) 1.10814(14) 0.22726(7) 0.0150(2) Uani 1 1 d . . . . .
C4 C 1.30152(12) 1.09482(16) 0.22702(8) 0.0176(2) Uani 1 1 d . . . . .
H4A H 1.3280 1.0533 0.1799 0.021 Uiso 1 1 calc R U . . .
C5 C 1.39500(12) 1.14284(16) 0.29643(8) 0.0177(2) Uani 1 1 d . . . . .
H5A H 1.4856 1.1304 0.2965 0.021 Uiso 1 1 calc R U . . .
C6 C 1.06678(12) 1.04153(14) 0.15825(7) 0.0147(2) Uani 1 1 d . . . . .
C7 C 0.75760(13) 0.89872(17) 0.11445(8) 0.0195(2) Uani 1 1 d . . . . .
C8 C 0.68538(13) 0.80241(16) 0.04486(8) 0.0186(2) Uani 1 1 d . . . . .
C9 C 0.69624(14) 0.64740(17) -0.06702(9) 0.0217(2) Uani 1 1 d . . . . .
H9A H 0.7480 0.5971 -0.0995 0.026 Uiso 1 1 calc R U . . .
C10 C 0.55990(14) 0.63185(18) -0.08987(10) 0.0260(3) Uani 1 1 d . . . . .
H10A H 0.5193 0.5735 -0.1373 0.031 Uiso 1 1 calc R U . . .
C11 C 0.48504(15) 0.7037(2) -0.04162(11) 0.0292(3) Uani 1 1 d . . . . .
H11A H 0.3918 0.6942 -0.0548 0.035 Uiso 1 1 calc R U . . .
C12 C 0.54856(14) 0.79018(19) 0.02656(10) 0.0269(3) Uani 1 1 d . . . . .
H12A H 0.4988 0.8404 0.0603 0.032 Uiso 1 1 calc R U . . .
C13 C 0.68783(15) 0.9733(2) 0.17407(10) 0.0343(4) Uani 1 1 d . . . . .
H13A H 0.7515 1.0300 0.2160 0.051 Uiso 1 1 calc R U . . .
H13B H 0.6456 0.8970 0.2023 0.051 Uiso 1 1 calc R U . . .
H13C H 0.6207 1.0418 0.1430 0.051 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
Cd N3 2.2982(11) . ?
Cd O1 2.3274(9) 3_775 ?
Cd N1 2.3407(11) 2_745 ?
Cd N4 2.3697(11) . ?
Cd O3 2.3754(12) . ?
Cd O1 2.4380(9) . ?
Cd O2 2.4575(10) . ?
O1 C6 1.2925(14) . ?
O1 Cd 2.3274(9) 3_775 ?
O2 N5 1.2597(17) . ?
O3 N5 1.2649(16) . ?
O4 N5 1.2309(16) . ?
N1 C5 1.3413(16) . ?
N1 C1 1.3447(17) . ?
N1 Cd 2.3407(11) 2_755 ?
N2 C6 1.3209(16) . ?
N2 N3 1.3799(15) . ?
N3 C7 1.2851(16) . ?
N4 C9 1.3344(18) . ?
N4 C8 1.3521(17) . ?
C1 C2 1.3837(18) . ?
C2 C3 1.3952(17) . ?
C3 C4 1.3925(17) . ?
C3 C6 1.4862(17) . ?
C4 C5 1.3866(18) . ?
C7 C8 1.4876(19) . ?
C7 C13 1.4965(19) . ?
C8 C12 1.3928(19) . ?
C9 C10 1.3915(19) . ?
C10 C11 1.385(2) . ?
C11 C12 1.394(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
N3 Cd O1 95.28(4) . 3_775 ?
N3 Cd N1 87.45(4) . 2_745 ?
O1 Cd N1 154.03(4) 3_775 2_745 ?
N3 Cd N4 69.13(4) . . ?
O1 Cd N4 84.09(4) 3_775 . ?
N1 Cd N4 120.66(4) 2_745 . ?
N3 Cd O3 153.01(4) . . ?
O1 Cd O3 90.36(4) 3_775 . ?
N1 Cd O3 98.86(4) 2_745 . ?
N4 Cd O3 85.30(4) . . ?
N3 Cd O1 66.28(3) . . ?
O1 Cd O1 80.17(3) 3_775 . ?
N1 Cd O1 77.34(3) 2_745 . ?
N4 Cd O1 130.71(4) . . ?
O3 Cd O1 140.69(3) . . ?
N3 Cd O2 153.95(4) . . ?
O1 Cd O2 84.58(3) 3_775 . ?
N1 Cd O2 81.89(4) 2_745 . ?
N4 Cd O2 136.41(4) . . ?
O3 Cd O2 52.84(4) . . ?
O1 Cd O2 88.14(3) . . ?
C6 O1 Cd 121.48(8) . 3_775 ?
C6 O1 Cd 106.86(7) . . ?
Cd O1 Cd 99.83(3) 3_775 . ?
N5 O2 Cd 93.19(8) . . ?
N5 O3 Cd 96.95(9) . . ?
C5 N1 C1 117.82(11) . . ?
C5 N1 Cd 123.58(9) . 2_755 ?
C1 N1 Cd 118.40(8) . 2_755 ?
C6 N2 N3 109.87(10) . . ?
C7 N3 N2 119.75(11) . . ?
C7 N3 Cd 122.48(9) . . ?
N2 N3 Cd 117.72(7) . . ?
C9 N4 C8 119.09(12) . . ?
C9 N4 Cd 123.88(9) . . ?
C8 N4 Cd 115.65(9) . . ?
O4 N5 O2 121.48(13) . . ?
O4 N5 O3 121.60(14) . . ?
O2 N5 O3 116.92(12) . . ?
N1 C1 C2 123.20(12) . . ?
C1 C2 C3 118.72(12) . . ?
C4 C3 C2 118.21(11) . . ?
C4 C3 C6 120.20(11) . . ?
C2 C3 C6 121.50(11) . . ?
C5 C4 C3 119.18(11) . . ?
N1 C5 C4 122.73(12) . . ?
O1 C6 N2 127.35(11) . . ?
O1 C6 C3 118.19(11) . . ?
N2 C6 C3 114.38(10) . . ?
N3 C7 C8 114.75(11) . . ?
N3 C7 C13 123.97(13) . . ?
C8 C7 C13 121.25(12) . . ?
N4 C8 C12 120.97(13) . . ?
N4 C8 C7 117.25(11) . . ?
C12 C8 C7 121.76(12) . . ?
N4 C9 C10 123.16(13) . . ?
C11 C10 C9 118.18(14) . . ?
C10 C11 C12 119.01(14) . . ?
C8 C12 C11 119.58(14) . . ?

_refine_diff_density_max         1.093
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.091

_shelxl_version_number           2013-4



