# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_d8242
_database_code_depnum_ccdc_archive 'CCDC 1936076'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Cl4 N4 Zn2'
_chemical_formula_sum            'C15 H20 Cl4 N4 Zn2'
_chemical_formula_weight         528.89

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   8.2155(5)
_cell_length_b                   9.0903(6)
_cell_length_c                   28.4307(15)
_cell_angle_alpha                90
_cell_angle_beta                 89.934(6)
_cell_angle_gamma                90
_cell_volume                     2123.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1839
_cell_measurement_theta_min      3.6580
_cell_measurement_theta_max      26.2940

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.768
_shelx_estimated_absorpt_T_min   0.636
_shelx_estimated_absorpt_T_max   0.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.34489
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            7738
_diffrn_reflns_av_unetI/netI     0.0720
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         3.636
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4848
_reflns_number_gt                3145
_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0739P)²+0.6615P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4848
_refine_ls_number_parameters     227
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.1620
_refine_ls_wR_factor_gt          0.1424
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.18644(8) 0.58920(7) 0.43933(2) 0.0363(2) Uani 1 1 d . . . . .
Zn2 Zn 0.98982(8) 0.11239(7) 0.31789(2) 0.0385(2) Uani 1 1 d . . . . .
Cl1 Cl 0.9511(2) 0.68973(17) 0.41792(6) 0.0497(4) Uani 1 1 d . . . . .
Cl2 Cl 1.3353(2) 0.6983(2) 0.49358(6) 0.0600(5) Uani 1 1 d . . . . .
Cl3 Cl 0.9758(2) 0.35633(16) 0.31527(6) 0.0512(4) Uani 1 1 d . . . . .
Cl4 Cl 1.2319(2) 0.0093(2) 0.31170(7) 0.0668(5) Uani 1 1 d . . . . .
N1 N 1.1459(6) 0.3713(5) 0.45192(16) 0.0378(11) Uani 1 1 d . . . . .
N2 N 0.8515(6) 0.0167(5) 0.37074(16) 0.0376(11) Uani 1 1 d . . . . .
H2N H 0.898975 -0.064519 0.377944 0.056 Uiso 1 1 d R U . . .
N3 N 0.8156(6) 0.0271(5) 0.27152(16) 0.0382(11) Uani 1 1 d . . . . .
H3N H 0.866534 -0.018763 0.249528 0.057 Uiso 1 1 d R U . . .
N4 N 0.6695(6) 0.0647(5) 0.11993(16) 0.0390(12) Uani 1 1 d . . . . .
C1 C 1.2614(8) 0.2840(7) 0.4695(2) 0.0453(16) Uani 1 1 d . . . . .
H1A H 1.354104 0.326615 0.482329 0.054 Uiso 1 1 calc R U . . .
C2 C 1.2482(8) 0.1329(7) 0.4691(2) 0.0499(17) Uani 1 1 d . . . . .
H2A H 1.331463 0.074745 0.481146 0.060 Uiso 1 1 calc R U . . .
C3 C 1.1112(8) 0.0698(7) 0.4510(2) 0.0457(16) Uani 1 1 d . . . . .
H3A H 1.101565 -0.032071 0.449916 0.055 Uiso 1 1 calc R U . . .
C4 C 0.9872(7) 0.1577(6) 0.43432(19) 0.0370(13) Uani 1 1 d . . . . .
C5 C 1.0100(7) 0.3091(6) 0.43551(19) 0.0363(13) Uani 1 1 d . . . . .
H5A H 0.927205 0.369585 0.424420 0.044 Uiso 1 1 calc R U . . .
C6 C 0.8295(8) 0.0996(7) 0.4156(2) 0.0424(14) Uani 1 1 d . . . . .
H6A H 0.780502 0.035324 0.438870 0.051 Uiso 1 1 calc R U . . .
H6B H 0.755559 0.181146 0.410293 0.051 Uiso 1 1 calc R U . . .
C7 C 0.6929(8) -0.0238(7) 0.3491(2) 0.0439(15) Uani 1 1 d . U . . .
H7A H 0.634326 0.069004 0.344493 0.053 Uiso 1 1 calc R U . . .
C8 C 0.5847(12) -0.1170(12) 0.3792(4) 0.104(3) Uani 1 1 d . U . . .
H8A H 0.637329 -0.209177 0.385543 0.156 Uiso 1 1 calc R U . . .
H8B H 0.483861 -0.134544 0.363137 0.156 Uiso 1 1 calc R U . . .
H8C H 0.563362 -0.067081 0.408358 0.156 Uiso 1 1 calc R U . . .
C9 C 0.7264(8) -0.0835(7) 0.3001(2) 0.0466(16) Uani 1 1 d . . . . .
H9A H 0.790533 -0.172760 0.302414 0.056 Uiso 1 1 calc R U . . .
H9B H 0.624242 -0.107669 0.284872 0.056 Uiso 1 1 calc R U . . .
C10 C 0.7081(8) 0.1385(7) 0.2489(2) 0.0430(15) Uani 1 1 d . . . . .
H10A H 0.770438 0.227389 0.243387 0.052 Uiso 1 1 calc R U . . .
H10B H 0.620418 0.162790 0.270466 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6354(7) 0.0872(6) 0.2028(2) 0.0393(14) Uani 1 1 d . . . . .
C12 C 0.4818(9) 0.0249(8) 0.1990(2) 0.0548(17) Uani 1 1 d . . . . .
H12A H 0.417435 0.011332 0.225587 0.066 Uiso 1 1 calc R U . . .
C13 C 0.4257(8) -0.0167(9) 0.1551(2) 0.0588(19) Uani 1 1 d . . . . .
H13A H 0.323961 -0.060490 0.151964 0.071 Uiso 1 1 calc R U . . .
C14 C 0.5197(8) 0.0067(8) 0.1170(2) 0.0510(17) Uani 1 1 d . . . . .
H14A H 0.479243 -0.018206 0.087496 0.061 Uiso 1 1 calc R U . . .
C15 C 0.7224(7) 0.1046(6) 0.1623(2) 0.0361(13) Uani 1 1 d . . . . .
H15A H 0.825107 0.146969 0.164456 0.043 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 N1 2.040(5) . ?
Zn1 N4 2.070(5) 2_755 ?
Zn1 Cl2 2.2051(16) . ?
Zn1 Cl1 2.2241(16) . ?
Zn2 N2 2.074(5) . ?
Zn2 N3 2.096(4) . ?
Zn2 Cl4 2.2056(19) . ?
Zn2 Cl3 2.2217(16) . ?
N1 C1 1.334(7) . ?
N1 C5 1.336(7) . ?
N2 C7 1.488(7) . ?
N2 C6 1.492(7) . ?
N2 H2N 0.8599 . ?
N3 C9 1.486(8) . ?
N3 C10 1.489(7) . ?
N3 H3N 0.8599 . ?
N4 C15 1.332(7) . ?
N4 C14 1.342(8) . ?
C1 C2 1.377(9) . ?
C1 H1A 0.9300 . ?
C2 C3 1.365(9) . ?
C2 H2A 0.9300 . ?
C3 C4 1.379(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.389(8) . ?
C4 C6 1.497(8) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.497(11) . ?
C7 C9 1.520(9) . ?
C7 H7A 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.516(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C15 1.362(8) . ?
C11 C12 1.388(9) . ?
C12 C13 1.383(9) . ?
C12 H12A 0.9300 . ?
C13 C14 1.348(9) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N4 97.6(2) . 2_755 ?
N1 Zn1 Cl2 113.87(13) . . ?
N4 Zn1 Cl2 107.51(13) 2_755 . ?
N1 Zn1 Cl1 107.76(14) . . ?
N4 Zn1 Cl1 108.53(13) 2_755 . ?
Cl2 Zn1 Cl1 119.31(7) . . ?
N2 Zn2 N3 85.79(18) . . ?
N2 Zn2 Cl4 111.89(14) . . ?
N3 Zn2 Cl4 114.16(14) . . ?
N2 Zn2 Cl3 114.48(14) . . ?
N3 Zn2 Cl3 108.22(13) . . ?
Cl4 Zn2 Cl3 117.92(8) . . ?
C1 N1 C5 118.3(5) . . ?
C1 N1 Zn1 121.8(4) . . ?
C5 N1 Zn1 119.1(4) . . ?
C7 N2 C6 111.9(5) . . ?
C7 N2 Zn2 106.5(3) . . ?
C6 N2 Zn2 118.2(3) . . ?
C7 N2 H2N 106.5 . . ?
C6 N2 H2N 106.6 . . ?
Zn2 N2 H2N 106.5 . . ?
C9 N3 C10 113.8(5) . . ?
C9 N3 Zn2 104.1(3) . . ?
C10 N3 Zn2 115.2(4) . . ?
C9 N3 H3N 108.0 . . ?
C10 N3 H3N 107.7 . . ?
Zn2 N3 H3N 107.7 . . ?
C15 N4 C14 117.6(6) . . ?
C15 N4 Zn1 121.4(4) . 2_745 ?
C14 N4 Zn1 121.0(4) . 2_745 ?
N1 C1 C2 122.3(5) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C3 C2 C1 119.1(6) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C2 C3 C4 119.7(6) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 C5 117.8(5) . . ?
C3 C4 C6 123.9(5) . . ?
C5 C4 C6 118.3(5) . . ?
N1 C5 C4 122.7(5) . . ?
N1 C5 H5A 118.6 . . ?
C4 C5 H5A 118.6 . . ?
N2 C6 C4 112.2(5) . . ?
N2 C6 H6A 109.2 . . ?
C4 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C4 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N2 C7 C8 115.1(5) . . ?
N2 C7 C9 108.0(5) . . ?
C8 C7 C9 115.4(6) . . ?
N2 C7 H7A 105.8 . . ?
C8 C7 H7A 105.8 . . ?
C9 C7 H7A 105.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C7 110.4(5) . . ?
N3 C9 H9A 109.6 . . ?
C7 C9 H9A 109.6 . . ?
N3 C9 H9B 109.6 . . ?
C7 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
N3 C10 C11 113.5(5) . . ?
N3 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
N3 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C15 C11 C12 117.3(5) . . ?
C15 C11 C10 119.3(6) . . ?
C12 C11 C10 123.5(6) . . ?
C13 C12 C11 119.0(7) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C14 C13 C12 119.4(6) . . ?
C14 C13 H13A 120.3 . . ?
C12 C13 H13A 120.3 . . ?
N4 C14 C13 122.5(6) . . ?
N4 C14 H14A 118.8 . . ?
C13 C14 H14A 118.8 . . ?
N4 C15 C11 124.1(5) . . ?
N4 C15 H15A 117.9 . . ?
C11 C15 H15A 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 3.1(10) . . . . ?
Zn1 N1 C1 C2 -166.3(5) . . . . ?
N1 C1 C2 C3 -1.1(11) . . . . ?
C1 C2 C3 C4 -1.5(10) . . . . ?
C2 C3 C4 C5 1.9(10) . . . . ?
C2 C3 C4 C6 -177.4(6) . . . . ?
C1 N1 C5 C4 -2.6(9) . . . . ?
Zn1 N1 C5 C4 167.1(5) . . . . ?
C3 C4 C5 N1 0.1(9) . . . . ?
C6 C4 C5 N1 179.5(5) . . . . ?
C7 N2 C6 C4 -172.6(5) . . . . ?
Zn2 N2 C6 C4 -48.3(6) . . . . ?
C3 C4 C6 N2 -67.2(8) . . . . ?
C5 C4 C6 N2 113.6(6) . . . . ?
C6 N2 C7 C8 -59.0(8) . . . . ?
Zn2 N2 C7 C8 170.4(6) . . . . ?
C6 N2 C7 C9 170.4(5) . . . . ?
Zn2 N2 C7 C9 39.8(5) . . . . ?
C10 N3 C9 C7 -83.6(6) . . . . ?
Zn2 N3 C9 C7 42.5(5) . . . . ?
N2 C7 C9 N3 -57.3(6) . . . . ?
C8 C7 C9 N3 172.3(6) . . . . ?
C9 N3 C10 C11 -83.9(6) . . . . ?
Zn2 N3 C10 C11 156.1(4) . . . . ?
N3 C10 C11 C15 -85.5(7) . . . . ?
N3 C10 C11 C12 95.7(7) . . . . ?
C15 C11 C12 C13 0.4(9) . . . . ?
C10 C11 C12 C13 179.2(6) . . . . ?
C11 C12 C13 C14 -1.3(11) . . . . ?
C15 N4 C14 C13 -2.5(10) . . . . ?
Zn1 N4 C14 C13 177.0(6) 2_745 . . . ?
C12 C13 C14 N4 2.4(11) . . . . ?
C14 N4 C15 C11 1.5(9) . . . . ?
Zn1 N4 C15 C11 -177.9(4) 2_745 . . . ?
C12 C11 C15 N4 -0.5(9) . . . . ?
C10 C11 C15 N4 -179.4(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
_geom_hbond_publ_flag
N2 H2N Cl1 0.86 2.54 3.362(5) 159.6 1_545 yes
N3 H3N Cl3 0.86 2.52 3.380(5) 177.5 2_745 yes

_refine_diff_density_max         1.675
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.112

####################################################################### 
# 
# 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_d9895
_database_code_depnum_ccdc_archive 'CCDC 1936077'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Cl4 N4 Zn2'
_chemical_formula_sum            'C15 H20 Cl4 N4 Zn2'
_chemical_formula_weight         528.89

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'
Cl Cl 0.1484 0.1585 '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'
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/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                   11.1502(16)
_cell_length_b                   7.9734(11)
_cell_length_c                   24.052(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.187(14)
_cell_angle_gamma                90
_cell_volume                     2097.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1587
_cell_measurement_theta_min      3.8540
_cell_measurement_theta_max      24.8000

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    2.802
_shelx_estimated_absorpt_T_min   0.618
_shelx_estimated_absorpt_T_max   0.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53955
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            6801
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.181
_diffrn_reflns_theta_max         26.000
_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             4090
_reflns_number_gt                2975
_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0754P)²+1.5322P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4090
_refine_ls_number_parameters     231
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1406
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.049
_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 0.74455(5) 0.58037(8) 0.26497(3) 0.0524(2) Uani 1 1 d . . . . .
Zn2 Zn 0.25808(5) 0.74160(8) -0.00213(3) 0.0564(2) Uani 1 1 d . . . . .
Cl1 Cl 0.88097(19) 0.4212(3) 0.23466(8) 0.0983(6) Uani 1 1 d . . . . .
Cl2 Cl 0.59411(17) 0.4799(3) 0.30242(8) 0.0914(6) Uani 1 1 d . . . . .
Cl3 Cl 0.34095(15) 0.9573(2) -0.03776(8) 0.0822(5) Uani 1 1 d . . . . .
Cl4 Cl 0.14633(15) 0.5508(2) -0.05517(7) 0.0783(5) Uani 1 1 d . . . . .
N1 N 0.8500(4) 0.3548(6) 0.45329(18) 0.0556(11) Uani 1 1 d . . . . .
N2 N 0.8373(4) 0.7711(5) 0.31471(19) 0.0531(11) Uani 1 1 d . . . . .
H2N H 0.910765 0.772908 0.308588 0.080 Uiso 1 1 d R U . A .
N3 N 0.6838(4) 0.7657(5) 0.20516(18) 0.0524(11) Uani 1 1 d . . . . .
H3N H 0.609320 0.790015 0.206554 0.079 Uiso 1 1 d R U . . .
N4 N 0.3952(4) 0.6155(6) 0.05037(18) 0.0538(11) Uani 1 1 d . . . . .
C1 C 0.9578(5) 0.2935(7) 0.4481(2) 0.0601(14) Uani 1 1 d . . . . .
H1 H 0.981596 0.189673 0.464092 0.072 Uiso 1 1 calc R U . . .
C2 C 1.0344(5) 0.3757(8) 0.4205(3) 0.0686(17) Uani 1 1 d . . . . .
H2A H 1.109412 0.328676 0.417914 0.082 Uiso 1 1 calc R U . . .
C3 C 1.0013(6) 0.5298(8) 0.3962(3) 0.0685(16) Uani 1 1 d . . . . .
H3A H 1.053955 0.588180 0.377531 0.082 Uiso 1 1 calc R U . . .
C4 C 0.8894(5) 0.5953(7) 0.3999(2) 0.0572(14) Uani 1 1 d . . . . .
C5 C 0.8168(5) 0.5035(8) 0.4286(2) 0.0597(14) Uani 1 1 d . . . . .
H5 H 0.740457 0.546407 0.431116 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8451(6) 0.7619(7) 0.3765(2) 0.0685(16) Uani 1 1 d . . . . .
H6A H 0.764988 0.783472 0.385046 0.082 Uiso 1 1 calc R U . . .
H6B H 0.900220 0.848427 0.394716 0.082 Uiso 1 1 calc R U . . .
C7 C 0.7826(8) 0.9271(8) 0.2885(3) 0.090(2) Uani 0.5 1 d D . P A 1
H7A H 0.699408 0.923104 0.296061 0.107 Uiso 0.5 1 calc R U P A 1
C8 C 0.8330(18) 1.0777(16) 0.3186(7) 0.127(5) Uani 0.5 1 d D . P A 1
H8A H 0.845675 1.058132 0.358717 0.191 Uiso 0.5 1 calc R U P A 1
H8B H 0.776880 1.169105 0.308758 0.191 Uiso 0.5 1 calc R U P A 1
H8C H 0.909537 1.104913 0.308209 0.191 Uiso 0.5 1 calc R U P A 1
C7' C 0.7826(8) 0.9271(8) 0.2885(3) 0.090(2) Uani 0.5 1 d D . P A 2
H7'A H 0.848540 1.009761 0.297602 0.107 Uiso 0.5 1 calc R U P A 2
C8' C 0.6815(14) 1.0058(19) 0.3054(8) 0.127(5) Uani 0.5 1 d D . P A 2
H8'1 H 0.613651 0.929407 0.300258 0.191 Uiso 0.5 1 calc R U P A 2
H8'2 H 0.659031 1.104116 0.282708 0.191 Uiso 0.5 1 calc R U P A 2
H8'3 H 0.703191 1.037121 0.344573 0.191 Uiso 0.5 1 calc R U P A 2
C9 C 0.7622(7) 0.9118(8) 0.2258(3) 0.085(2) Uani 1 1 d . . . . .
H9A H 0.723821 1.013414 0.208727 0.102 Uiso 1 1 calc R U . A 1
H9B H 0.840434 0.899802 0.214269 0.102 Uiso 1 1 calc R U . A 1
C10 C 0.6901(5) 0.7266(8) 0.1457(2) 0.0626(15) Uani 1 1 d . . . . .
H10A H 0.765597 0.666879 0.144986 0.075 Uiso 1 1 calc R U . . .
H10B H 0.692226 0.830776 0.125062 0.075 Uiso 1 1 calc R U . . .
C11 C 0.5848(5) 0.6229(7) 0.1160(2) 0.0543(13) Uani 1 1 d . . . . .
C12 C 0.5829(6) 0.4517(8) 0.1188(3) 0.0745(18) Uani 1 1 d . . . . .
H12 H 0.646745 0.394635 0.141713 0.089 Uiso 1 1 calc R U . . .
C13 C 0.4854(6) 0.3631(8) 0.0875(3) 0.0742(17) Uani 1 1 d . . . . .
H13 H 0.482161 0.246777 0.089822 0.089 Uiso 1 1 calc R U . . .
C14 C 0.3955(6) 0.4489(7) 0.0537(3) 0.0635(15) Uani 1 1 d . . . . .
H14 H 0.331273 0.389543 0.031985 0.076 Uiso 1 1 calc R U . . .
C15 C 0.4889(5) 0.6983(7) 0.0811(2) 0.0520(13) Uani 1 1 d . . . . .
H15 H 0.488908 0.814653 0.078670 0.062 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 N2 2.082(4) . ?
Zn1 N3 2.082(4) . ?
Zn1 Cl2 2.2030(17) . ?
Zn1 Cl1 2.2103(18) . ?
Zn2 N4 2.048(4) . ?
Zn2 N1 2.049(5) 2_655 ?
Zn2 Cl3 2.2032(15) . ?
Zn2 Cl4 2.2086(16) . ?
N1 C1 1.325(6) . ?
N1 C5 1.346(7) . ?
N2 C7' 1.472(7) . ?
N2 C7 1.472(7) . ?
N2 C6 1.473(7) . ?
N2 H2N 0.8600 . ?
N3 C10 1.480(7) . ?
N3 C9 1.483(7) . ?
N3 H3N 0.8600 . ?
N4 C14 1.330(7) . ?
N4 C15 1.332(6) . ?
C1 C2 1.348(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.380(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.372(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.372(8) . ?
C4 C6 1.489(8) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.457(9) . ?
C7 C9 1.485(10) . ?
C7 H7A 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7' C8' 1.417(9) . ?
C7' C9 1.485(10) . ?
C7' H7'A 0.9800 . ?
C8' H8'1 0.9600 . ?
C8' H8'2 0.9600 . ?
C8' H8'3 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.499(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C15 1.364(7) . ?
C11 C12 1.367(8) . ?
C12 C13 1.390(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.348(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N3 86.39(17) . . ?
N2 Zn1 Cl2 111.32(14) . . ?
N3 Zn1 Cl2 111.67(13) . . ?
N2 Zn1 Cl1 108.18(14) . . ?
N3 Zn1 Cl1 109.39(14) . . ?
Cl2 Zn1 Cl1 123.60(9) . . ?
N4 Zn2 N1 108.33(17) . 2_655 ?
N4 Zn2 Cl3 107.70(13) . . ?
N1 Zn2 Cl3 102.54(13) 2_655 . ?
N4 Zn2 Cl4 106.73(14) . . ?
N1 Zn2 Cl4 107.80(13) 2_655 . ?
Cl3 Zn2 Cl4 123.05(8) . . ?
C1 N1 C5 117.4(5) . . ?
C1 N1 Zn2 122.5(4) . 2_645 ?
C5 N1 Zn2 119.9(4) . 2_645 ?
C7' N2 C6 114.4(5) . . ?
C7 N2 C6 114.4(5) . . ?
C7' N2 Zn1 104.6(4) . . ?
C7 N2 Zn1 104.6(4) . . ?
C6 N2 Zn1 118.0(4) . . ?
C7' N2 H2N 104.0 . . ?
C7 N2 H2N 104.0 . . ?
C6 N2 H2N 107.6 . . ?
Zn1 N2 H2N 107.3 . . ?
C10 N3 C9 110.8(5) . . ?
C10 N3 Zn1 116.6(3) . . ?
C9 N3 Zn1 103.5(3) . . ?
C10 N3 H3N 108.2 . . ?
C9 N3 H3N 108.7 . . ?
Zn1 N3 H3N 108.7 . . ?
C14 N4 C15 117.9(5) . . ?
C14 N4 Zn2 121.4(4) . . ?
C15 N4 Zn2 120.7(4) . . ?
N1 C1 C2 122.7(6) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 119.9(5) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 118.9(6) . . ?
C4 C3 H3A 120.6 . . ?
C2 C3 H3A 120.6 . . ?
C3 C4 C5 117.5(5) . . ?
C3 C4 C6 123.6(6) . . ?
C5 C4 C6 118.8(5) . . ?
N1 C5 C4 123.6(5) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
N2 C6 C4 112.1(4) . . ?
N2 C6 H6A 109.2 . . ?
C4 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C4 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C8 C7 N2 113.3(8) . . ?
C8 C7 C9 122.7(9) . . ?
N2 C7 C9 109.5(5) . . ?
C8 C7 H7A 102.8 . . ?
N2 C7 H7A 102.8 . . ?
C9 C7 H7A 102.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C8' C7' N2 122.6(10) . . ?
C8' C7' C9 110.7(10) . . ?
N2 C7' C9 109.5(5) . . ?
C8' C7' H7'A 104.0 . . ?
N2 C7' H7'A 104.0 . . ?
C9 C7' H7'A 104.0 . . ?
C7' C8' H8'1 109.5 . . ?
C7' C8' H8'2 109.5 . . ?
H8'1 C8' H8'2 109.5 . . ?
C7' C8' H8'3 109.5 . . ?
H8'1 C8' H8'3 109.5 . . ?
H8'2 C8' H8'3 109.5 . . ?
N3 C9 C7' 111.6(6) . . ?
N3 C9 C7 111.6(6) . . ?
N3 C9 H9A 109.3 . . ?
C7 C9 H9A 109.3 . . ?
N3 C9 H9B 109.3 . . ?
C7 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
N3 C10 C11 113.4(4) . . ?
N3 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
N3 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C15 C11 C12 116.9(6) . . ?
C15 C11 C10 119.9(5) . . ?
C12 C11 C10 123.0(5) . . ?
C11 C12 C13 119.9(6) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 118.7(6) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
N4 C14 C13 122.4(6) . . ?
N4 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
N4 C15 C11 124.1(5) . . ?
N4 C15 H15 118.0 . . ?
C11 C15 H15 118.0 . . ?

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
C5 N1 C1 C2 1.5(8) . . . . ?
Zn2 N1 C1 C2 -173.4(5) 2_645 . . . ?
N1 C1 C2 C3 -0.2(9) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C2 C3 C4 C5 0.8(8) . . . . ?
C2 C3 C4 C6 178.5(5) . . . . ?
C1 N1 C5 C4 -1.6(8) . . . . ?
Zn2 N1 C5 C4 173.4(4) 2_645 . . . ?
C3 C4 C5 N1 0.5(8) . . . . ?
C6 C4 C5 N1 -177.3(5) . . . . ?
C7' N2 C6 C4 174.3(5) . . . . ?
C7 N2 C6 C4 174.3(5) . . . . ?
Zn1 N2 C6 C4 50.6(6) . . . . ?
C3 C4 C6 N2 60.5(8) . . . . ?
C5 C4 C6 N2 -121.7(6) . . . . ?
C6 N2 C7 C8 47.5(12) . . . . ?
Zn1 N2 C7 C8 178.1(10) . . . . ?
C6 N2 C7 C9 -171.5(6) . . . . ?
Zn1 N2 C7 C9 -40.9(7) . . . . ?
C6 N2 C7' C8' -39.3(12) . . . . ?
Zn1 N2 C7' C8' 91.2(11) . . . . ?
C6 N2 C7' C9 -171.5(6) . . . . ?
Zn1 N2 C7' C9 -40.9(7) . . . . ?
C10 N3 C9 C7' -165.5(6) . . . . ?
Zn1 N3 C9 C7' -39.7(6) . . . . ?
C10 N3 C9 C7 -165.5(6) . . . . ?
Zn1 N3 C9 C7 -39.7(6) . . . . ?
C8' C7' C9 N3 -81.0(10) . . . . ?
N2 C7' C9 N3 57.2(8) . . . . ?
C8 C7 C9 N3 -166.2(11) . . . . ?
N2 C7 C9 N3 57.2(8) . . . . ?
C9 N3 C10 C11 -160.4(5) . . . . ?
Zn1 N3 C10 C11 81.5(5) . . . . ?
N3 C10 C11 C15 99.0(6) . . . . ?
N3 C10 C11 C12 -85.6(7) . . . . ?
C15 C11 C12 C13 -0.7(8) . . . . ?
C10 C11 C12 C13 -176.2(5) . . . . ?
C11 C12 C13 C14 1.5(9) . . . . ?
C15 N4 C14 C13 1.1(8) . . . . ?
Zn2 N4 C14 C13 179.3(5) . . . . ?
C12 C13 C14 N4 -1.7(9) . . . . ?
C14 N4 C15 C11 -0.2(8) . . . . ?
Zn2 N4 C15 C11 -178.4(4) . . . . ?
C12 C11 C15 N4 0.1(8) . . . . ?
C10 C11 C15 N4 175.7(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
_geom_hbond_publ_flag
N2 H2N Cl1 0.86 2.97 3.763(5) 154.5 2_755 yes
N3 H3N Cl2 0.86 2.70 3.512(5) 157.8 2_655 yes

_refine_diff_density_max         0.989
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_d6533
_database_code_depnum_ccdc_archive 'CCDC 1936083'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_vrf_PLAT430_d6533               
;
PROBLEM:   Short Inter D...A Contact  O1W      ..O3       .       2.77 Ang.  
                                                      x,y,z  =      1_555 Check 
RESPONSE: The disordered O1w causes the short interaction.
;
_vrf_PLAT306_d6533               
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O1W Check 
RESPONSE: The H atoms of the disordered water molecules have not been added.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Ag N4, N O3, H2O'
_chemical_formula_sum            'C15 H22 Ag N5 O4'
_chemical_formula_weight         444.24

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'
Ag Ag -0.8971 1.1015 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.8131(5)
_cell_length_b                   10.9659(5)
_cell_length_c                   18.8718(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1823.83(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1690
_cell_measurement_theta_min      3.6660
_cell_measurement_theta_max      23.4760

_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             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.135
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69946
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            5697
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.163
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.008
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             3122
_reflns_number_gt                2552
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.689
_reflns_Friedel_fraction_max     0.938
_reflns_Friedel_fraction_full    0.938

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0546P)²+1.4553P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.47(9)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3122
_refine_ls_number_parameters     228
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1242
_refine_ls_wR_factor_gt          0.1153
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.041
_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
Ag1 Ag -0.15911(10) 1.00962(6) 0.42507(3) 0.0713(3) Uani 1 1 d . . . . .
O1 O 0.8886(16) 0.6126(16) 0.6966(14) 0.269(12) Uani 1 1 d . . . . .
O1W O 0.976(2) 0.209(2) 0.6715(11) 0.262(9) Uani 1 1 d . U . . .
O2 O 0.6917(11) 0.5098(13) 0.7004(7) 0.163(6) Uani 1 1 d . . . . .
O3 O 0.8952(19) 0.4530(18) 0.6701(14) 0.266(11) Uani 1 1 d . . . . .
N1 N 0.0170(9) 0.9316(7) 0.5026(4) 0.0593(19) Uani 1 1 d . . . . .
N2 N 0.2351(8) 0.6121(7) 0.6663(4) 0.0536(19) Uani 1 1 d . . . . .
H2N H 0.138461 0.601299 0.666764 0.080 Uiso 1 1 d R U . . .
N3 N 0.3886(8) 0.3746(7) 0.6759(4) 0.0549(19) Uani 1 1 d . . . . .
H3N H 0.494681 0.387671 0.689518 0.082 Uiso 1 1 calc R U . . .
N4 N 0.6663(10) 0.0990(7) 0.5025(4) 0.066(2) Uani 1 1 d . . . . .
N5 N 0.8168(14) 0.5295(10) 0.6900(6) 0.086(3) Uani 1 1 d . . . . .
C1 C 0.1207(13) 0.8521(10) 0.4857(6) 0.076(3) Uani 1 1 d . . . . .
H1 H 0.138634 0.835914 0.438047 0.091 Uiso 1 1 calc R U . . .
C2 C 0.2056(13) 0.7905(11) 0.5367(7) 0.084(3) Uani 1 1 d . . . . .
H2A H 0.280228 0.735816 0.522282 0.100 Uiso 1 1 calc R U . . .
C3 C 0.1814(11) 0.8088(8) 0.6073(6) 0.063(3) Uani 1 1 d . . . . .
C4 C 0.0749(13) 0.8935(11) 0.6242(6) 0.080(3) Uani 1 1 d . . . . .
H4 H 0.055798 0.911685 0.671515 0.096 Uiso 1 1 calc R U . . .
C5 C -0.0055(12) 0.9532(10) 0.5714(5) 0.082(3) Uani 1 1 d . . . . .
H5 H -0.078008 1.010550 0.584413 0.098 Uiso 1 1 calc R U . . .
C6 C 0.2664(13) 0.7449(10) 0.6635(6) 0.087(4) Uani 1 1 d . . . . .
H6A H 0.240576 0.780781 0.708957 0.105 Uiso 1 1 calc R U . . .
H6B H 0.374123 0.757234 0.655894 0.105 Uiso 1 1 calc R U . . .
C7 C 0.2996(13) 0.5602(9) 0.7319(5) 0.065(3) Uani 1 1 d . . . . .
H7A H 0.244283 0.591883 0.772389 0.078 Uiso 1 1 calc R U . . .
H7B H 0.404541 0.585661 0.736411 0.078 Uiso 1 1 calc R U . . .
C8 C 0.2920(11) 0.4235(10) 0.7325(5) 0.063(3) Uani 1 1 d . . . . .
H8 H 0.186973 0.398755 0.723313 0.075 Uiso 1 1 calc R U . . .
C9 C 0.3380(18) 0.3764(13) 0.8061(6) 0.110(5) Uani 1 1 d . . . . .
H9A H 0.431837 0.413761 0.820151 0.165 Uiso 1 1 calc R U . . .
H9B H 0.350583 0.289512 0.804397 0.165 Uiso 1 1 calc R U . . .
H9C H 0.260349 0.396564 0.839828 0.165 Uiso 1 1 calc R U . . .
C10 C 0.3677(11) 0.2437(8) 0.6624(6) 0.067(3) Uani 1 1 d . . . . .
H10A H 0.263774 0.229239 0.647656 0.081 Uiso 1 1 calc R U . . .
H10B H 0.384848 0.198931 0.705963 0.081 Uiso 1 1 calc R U . . .
C11 C 0.4746(11) 0.1966(8) 0.6057(5) 0.054(2) Uani 1 1 d . . . . .
C12 C 0.4349(12) 0.0968(10) 0.5653(7) 0.084(3) Uani 1 1 d . . . . .
H12 H 0.340606 0.060458 0.572080 0.100 Uiso 1 1 calc R U . . .
C13 C 0.5299(13) 0.0510(10) 0.5163(6) 0.081(3) Uani 1 1 d . . . . .
H13 H 0.499342 -0.017312 0.490781 0.097 Uiso 1 1 calc R U . . .
C14 C 0.6999(11) 0.1952(10) 0.5399(6) 0.071(3) Uani 1 1 d . . . . .
H14 H 0.793240 0.231825 0.531161 0.085 Uiso 1 1 calc R U . . .
C15 C 0.6105(10) 0.2470(9) 0.5907(5) 0.062(2) Uani 1 1 d . . . . .
H15 H 0.642971 0.316295 0.614706 0.074 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
Ag1 N1 2.299(7) . ?
Ag1 N3 2.327(7) 3_466 ?
Ag1 N4 2.338(8) 1_465 ?
Ag1 N2 2.371(7) 3_466 ?
O1 N5 1.117(15) . ?
O1 O3 1.82(2) . ?
O2 N5 1.140(13) . ?
O3 N5 1.150(17) . ?
N1 C1 1.303(12) . ?
N1 C5 1.334(12) . ?
N2 C7 1.477(11) . ?
N2 C6 1.483(13) . ?
N2 H2N 0.8600 . ?
N3 C8 1.469(11) . ?
N3 C10 1.469(12) . ?
N3 H3N 0.9800 . ?
N4 C14 1.303(12) . ?
N4 C13 1.338(13) . ?
C1 C2 1.394(15) . ?
C1 H1 0.9300 . ?
C2 C3 1.366(15) . ?
C2 H2A 0.9300 . ?
C3 C4 1.358(14) . ?
C3 C6 1.475(13) . ?
C4 C5 1.387(13) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.501(13) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.536(15) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.517(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C15 1.349(12) . ?
C11 C12 1.379(14) . ?
C12 C13 1.345(15) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.364(13) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ag1 N3 127.0(3) . 3_466 ?
N1 Ag1 N4 101.7(3) . 1_465 ?
N3 Ag1 N4 113.7(3) 3_466 1_465 ?
N1 Ag1 N2 121.2(3) . 3_466 ?
N3 Ag1 N2 77.5(3) 3_466 3_466 ?
N4 Ag1 N2 115.6(3) 1_465 3_466 ?
N5 O1 O3 37.2(9) . . ?
N5 O3 O1 35.9(9) . . ?
C1 N1 C5 117.5(9) . . ?
C1 N1 Ag1 124.5(7) . . ?
C5 N1 Ag1 116.9(6) . . ?
C7 N2 C6 109.6(8) . . ?
C7 N2 Ag1 104.0(5) . 3_566 ?
C6 N2 Ag1 117.0(7) . 3_566 ?
C7 N2 H2N 108.6 . . ?
C6 N2 H2N 108.7 . . ?
Ag1 N2 H2N 108.6 3_566 . ?
C8 N3 C10 114.2(8) . . ?
C8 N3 Ag1 107.0(5) . 3_566 ?
C10 N3 Ag1 111.6(6) . 3_566 ?
C8 N3 H3N 107.9 . . ?
C10 N3 H3N 107.9 . . ?
Ag1 N3 H3N 107.9 3_566 . ?
C14 N4 C13 114.7(9) . . ?
C14 N4 Ag1 121.9(7) . 1_645 ?
C13 N4 Ag1 123.2(7) . 1_645 ?
O1 N5 O2 133.1(16) . . ?
O1 N5 O3 106.9(15) . . ?
O2 N5 O3 119.9(16) . . ?
N1 C1 C2 122.1(10) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 121.2(10) . . ?
C1 C2 H2A 119.4 . . ?
C3 C2 H2A 119.4 . . ?
C4 C3 C2 116.0(10) . . ?
C4 C3 C6 120.5(10) . . ?
C2 C3 C6 123.6(10) . . ?
C3 C4 C5 120.5(10) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 122.7(9) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C3 C6 N2 113.4(8) . . ?
C3 C6 H6A 108.9 . . ?
N2 C6 H6A 108.9 . . ?
C3 C6 H6B 108.9 . . ?
N2 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 112.0(9) . . ?
N2 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N3 C8 C7 109.4(9) . . ?
N3 C8 C9 112.5(9) . . ?
C7 C8 C9 109.3(10) . . ?
N3 C8 H8 108.5 . . ?
C7 C8 H8 108.5 . . ?
C9 C8 H8 108.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 112.1(8) . . ?
N3 C10 H10A 109.2 . . ?
C11 C10 H10A 109.2 . . ?
N3 C10 H10B 109.2 . . ?
C11 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C15 C11 C12 115.8(9) . . ?
C15 C11 C10 124.1(9) . . ?
C12 C11 C10 120.1(9) . . ?
C13 C12 C11 121.2(10) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 N4 123.1(10) . . ?
C12 C13 H13 118.5 . . ?
N4 C13 H13 118.5 . . ?
N4 C14 C15 125.9(9) . . ?
N4 C14 H14 117.1 . . ?
C15 C14 H14 117.1 . . ?
C11 C15 C14 119.3(9) . . ?
C11 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?

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
O3 O1 N5 O2 178(3) . . . . ?
O1 O3 N5 O2 -178(3) . . . . ?
C5 N1 C1 C2 0.3(16) . . . . ?
Ag1 N1 C1 C2 -167.5(9) . . . . ?
N1 C1 C2 C3 1.5(19) . . . . ?
C1 C2 C3 C4 -2.6(18) . . . . ?
C1 C2 C3 C6 179.1(11) . . . . ?
C2 C3 C4 C5 1.9(17) . . . . ?
C6 C3 C4 C5 -179.7(11) . . . . ?
C1 N1 C5 C4 -0.9(17) . . . . ?
Ag1 N1 C5 C4 167.8(9) . . . . ?
C3 C4 C5 N1 -0.2(19) . . . . ?
C4 C3 C6 N2 114.9(11) . . . . ?
C2 C3 C6 N2 -66.8(15) . . . . ?
C7 N2 C6 C3 -168.8(9) . . . . ?
Ag1 N2 C6 C3 73.2(10) 3_566 . . . ?
C6 N2 C7 C8 -171.5(10) . . . . ?
Ag1 N2 C7 C8 -45.6(10) 3_566 . . . ?
C10 N3 C8 C7 -168.8(9) . . . . ?
Ag1 N3 C8 C7 -44.7(10) 3_566 . . . ?
C10 N3 C8 C9 69.5(12) . . . . ?
Ag1 N3 C8 C9 -166.5(9) 3_566 . . . ?
N2 C7 C8 N3 64.8(12) . . . . ?
N2 C7 C8 C9 -171.5(8) . . . . ?
C8 N3 C10 C11 -177.5(8) . . . . ?
Ag1 N3 C10 C11 61.0(9) 3_566 . . . ?
N3 C10 C11 C15 26.5(13) . . . . ?
N3 C10 C11 C12 -153.0(9) . . . . ?
C15 C11 C12 C13 2.6(16) . . . . ?
C10 C11 C12 C13 -177.8(10) . . . . ?
C11 C12 C13 N4 -1.1(18) . . . . ?
C14 N4 C13 C12 -0.8(16) . . . . ?
Ag1 N4 C13 C12 174.2(9) 1_645 . . . ?
C13 N4 C14 C15 1.1(16) . . . . ?
Ag1 N4 C14 C15 -174.0(8) 1_645 . . . ?
C12 C11 C15 C14 -2.3(14) . . . . ?
C10 C11 C15 C14 178.1(9) . . . . ?
N4 C14 C15 C11 0.5(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
_geom_hbond_publ_flag
N2 H2N O1 0.86 2.28 3.107(15) 162.4 1_455 yes
N3 H3N O2 0.98 2.20 3.090(13) 149.9 . yes

_refine_diff_density_max         0.766
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_d10030
_database_code_depnum_ccdc_archive 'CCDC 1936078'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_vrf_PLAT412_d10030              
;
PROBLEM:  Short Intra XH3 .. XHn     H9'1     ..H6A      .       1.63 Ang.  
                                                      x,y,z  =      1_555 Check  
RESPONSE: The short contact is caused by the disordered C9 atom.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Cd2 Cl4 N4'
_chemical_formula_sum            'C15 H20 Cd2 Cl4 N4'
_chemical_formula_weight         622.95

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
H H 0.0000 0.0000 '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                   10.0058(3)
_cell_length_b                   13.0872(4)
_cell_length_c                   16.0032(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.587(3)
_cell_angle_gamma                90
_cell_volume                     2091.47(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3056
_cell_measurement_theta_min      3.6940
_cell_measurement_theta_max      29.1890

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.550
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.733
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            7354
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.365
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4086
_reflns_number_gt                3442
_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0351P)²+5.4038P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4086
_refine_ls_number_parameters     231
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.058
_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 0.90292(4) 0.45385(3) 0.39472(2) 0.02503(13) Uani 1 1 d . . . . .
Cd2 Cd 0.13346(4) 0.17063(3) 0.26953(2) 0.02628(13) Uani 1 1 d . . . . .
Cl1 Cl 0.89170(15) 0.60567(11) 0.50274(9) 0.0324(3) Uani 1 1 d . . . . .
Cl2 Cl 0.29720(15) 0.03930(13) 0.20452(9) 0.0357(4) Uani 1 1 d . . . . .
Cl3 Cl -0.05419(15) 0.06201(12) 0.19655(10) 0.0371(4) Uani 1 1 d . . . . .
Cl4 Cl -0.06397(17) 0.28874(13) 0.31037(11) 0.0440(4) Uani 1 1 d . . . . .
N1 N 0.7235(5) 0.3732(4) 0.4552(3) 0.0301(11) Uani 1 1 d . . . . .
N2 N 0.3004(5) 0.2779(4) 0.3350(3) 0.0357(13) Uani 1 1 d . . . . .
H2N H 0.259644 0.307635 0.383559 0.054 Uiso 1 1 calc R U . . .
N3 N 0.1995(6) 0.2832(5) 0.1587(3) 0.0475(16) Uani 1 1 d . . . . .
H3N H 0.215552 0.244064 0.117346 0.071 Uiso 1 1 d R U . B .
N4 N 0.1478(5) 0.4197(4) -0.1001(3) 0.0285(11) Uani 1 1 d . . . . .
C1 C 0.6393(6) 0.3165(5) 0.4067(4) 0.0314(14) Uani 1 1 d . . . . .
H1 H 0.667716 0.295782 0.355124 0.038 Uiso 1 1 calc R U . . .
C2 C 0.5137(6) 0.2864(5) 0.4272(4) 0.0330(14) Uani 1 1 d . . . . .
C3 C 0.4721(7) 0.3211(7) 0.5028(5) 0.061(2) Uani 1 1 d . . . . .
H3 H 0.386814 0.305266 0.518874 0.073 Uiso 1 1 calc R U . . .
C4 C 0.5568(8) 0.3789(8) 0.5541(5) 0.075(3) Uani 1 1 d . . . . .
H4 H 0.529634 0.402281 0.605221 0.090 Uiso 1 1 calc R U . . .
C5 C 0.6833(8) 0.4020(7) 0.5290(4) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.741767 0.438930 0.565005 0.063 Uiso 1 1 calc R U . . .
C6 C 0.4221(6) 0.2246(5) 0.3691(5) 0.0434(17) Uani 1 1 d . . . . .
H6A H 0.472290 0.201912 0.322633 0.052 Uiso 1 1 calc R U . . .
H6B H 0.394943 0.164216 0.398795 0.052 Uiso 1 1 calc R U . . .
C7 C 0.3227(10) 0.3648(7) 0.2781(6) 0.075(3) Uani 1 1 d . . . . .
H7A H 0.406818 0.398288 0.294477 0.090 Uiso 1 1 calc R U . A 1
H7B H 0.251139 0.414409 0.281167 0.090 Uiso 1 1 calc R U . A 1
C8 C 0.3260(10) 0.3240(9) 0.1895(6) 0.084(3) Uani 0.5 1 d D U P B 1
H8A H 0.382755 0.263156 0.196299 0.101 Uiso 0.5 1 calc R U P B 1
C9 C 0.408(3) 0.394(2) 0.144(2) 0.181(11) Uani 0.5 1 d D U P B 1
H9A H 0.368524 0.404472 0.088563 0.272 Uiso 0.5 1 calc R U P B 1
H9B H 0.496485 0.366411 0.141018 0.272 Uiso 0.5 1 calc R U P B 1
H9C H 0.413911 0.458781 0.172931 0.272 Uiso 0.5 1 calc R U P B 1
C8' C 0.3260(10) 0.3240(9) 0.1895(6) 0.084(3) Uani 0.5 1 d D . P B 2
H8'A H 0.323691 0.388950 0.158936 0.101 Uiso 0.5 1 calc R U P B 2
C9' C 0.4685(15) 0.307(3) 0.195(2) 0.181(11) Uani 0.5 1 d D . P B 2
H9'1 H 0.488572 0.247390 0.228802 0.272 Uiso 0.5 1 calc R U P B 2
H9'2 H 0.512892 0.365203 0.220626 0.272 Uiso 0.5 1 calc R U P B 2
H9'3 H 0.499069 0.296711 0.140183 0.272 Uiso 0.5 1 calc R U P B 2
C10 C 0.0976(8) 0.3572(6) 0.1258(4) 0.053(2) Uani 1 1 d . . . . .
H10A H 0.080091 0.405136 0.170026 0.064 Uiso 1 1 calc R U . . .
H10B H 0.015032 0.320403 0.111805 0.064 Uiso 1 1 calc R U . . .
C11 C 0.1171(7) 0.3723(5) -0.0290(4) 0.0338(15) Uani 1 1 d . . . . .
H11 H 0.083167 0.306219 -0.032947 0.041 Uiso 1 1 calc R U . . .
C12 C 0.1335(7) 0.4169(5) 0.0501(4) 0.0349(15) Uani 1 1 d . . . . .
C13 C 0.1780(8) 0.5156(6) 0.0530(4) 0.050(2) Uani 1 1 d . . . . .
H13 H 0.186229 0.549427 0.104201 0.060 Uiso 1 1 calc R U . . .
C14 C 0.2104(8) 0.5650(6) -0.0175(4) 0.0480(18) Uani 1 1 d . . . . .
H14 H 0.241823 0.631895 -0.014831 0.058 Uiso 1 1 calc R U . . .
C15 C 0.1959(7) 0.5143(5) -0.0937(4) 0.0367(15) Uani 1 1 d . . . . .
H15 H 0.220665 0.547511 -0.141743 0.044 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 N1 2.344(5) . ?
Cd1 Cl4 2.5800(16) 1_655 ?
Cd1 Cl3 2.5894(15) 2_655 ?
Cd1 Cl1 2.6406(15) . ?
Cd1 Cl1 2.6647(15) 3_766 ?
Cd1 Cl2 2.7175(16) 2_655 ?
Cd2 N2 2.375(5) . ?
Cd2 N4 2.394(5) 4_566 ?
Cd2 N3 2.428(5) . ?
Cd2 Cl3 2.5760(16) . ?
Cd2 Cl4 2.6231(16) . ?
Cd2 Cl2 2.6333(16) . ?
N1 C5 1.326(8) . ?
N1 C1 1.334(7) . ?
N2 C6 1.478(8) . ?
N2 C7 1.483(9) . ?
N2 H2N 0.9800 . ?
N3 C8' 1.432(11) . ?
N3 C8 1.432(11) . ?
N3 C10 1.480(8) . ?
N3 H3N 0.8600 . ?
N4 C15 1.330(8) . ?
N4 C11 1.348(7) . ?
C1 C2 1.376(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.381(10) . ?
C2 C6 1.500(9) . ?
C3 C4 1.370(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(10) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8' 1.518(14) . ?
C7 C8 1.518(14) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.459(10) . ?
C8 H8A 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C8' C9' 1.440(10) . ?
C8' H8'A 0.9800 . ?
C9' H9'1 0.9600 . ?
C9' H9'2 0.9600 . ?
C9' H9'3 0.9600 . ?
C10 C12 1.504(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.394(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.365(10) . ?
C13 C14 1.359(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 Cl4 88.04(13) . 1_655 ?
N1 Cd1 Cl3 165.74(13) . 2_655 ?
Cl4 Cd1 Cl3 93.67(6) 1_655 2_655 ?
N1 Cd1 Cl1 90.19(13) . . ?
Cl4 Cd1 Cl1 169.98(6) 1_655 . ?
Cl3 Cd1 Cl1 90.47(5) 2_655 . ?
N1 Cd1 Cl1 101.26(12) . 3_766 ?
Cl4 Cd1 Cl1 87.60(5) 1_655 3_766 ?
Cl3 Cd1 Cl1 92.96(5) 2_655 3_766 ?
Cl1 Cd1 Cl1 83.08(5) . 3_766 ?
N1 Cd1 Cl2 82.60(12) . 2_655 ?
Cl4 Cd1 Cl2 98.80(6) 1_655 2_655 ?
Cl3 Cd1 Cl2 83.15(5) 2_655 2_655 ?
Cl1 Cd1 Cl2 90.74(5) . 2_655 ?
Cl1 Cd1 Cl2 172.69(5) 3_766 2_655 ?
N2 Cd2 N4 84.57(17) . 4_566 ?
N2 Cd2 N3 75.4(2) . . ?
N4 Cd2 N3 158.66(19) 4_566 . ?
N2 Cd2 Cl3 177.24(13) . . ?
N4 Cd2 Cl3 97.17(12) 4_566 . ?
N3 Cd2 Cl3 103.16(16) . . ?
N2 Cd2 Cl4 93.52(14) . . ?
N4 Cd2 Cl4 94.54(13) 4_566 . ?
N3 Cd2 Cl4 93.91(14) . . ?
Cl3 Cd2 Cl4 84.22(5) . . ?
N2 Cd2 Cl2 97.03(14) . . ?
N4 Cd2 Cl2 90.97(12) 4_566 . ?
N3 Cd2 Cl2 84.42(14) . . ?
Cl3 Cd2 Cl2 85.10(5) . . ?
Cl4 Cd2 Cl2 168.51(5) . . ?
Cd1 Cl1 Cd1 96.92(5) . 3_766 ?
Cd2 Cl2 Cd1 92.61(5) . 2_645 ?
Cd2 Cl3 Cd1 97.02(5) . 2_645 ?
Cd1 Cl4 Cd2 138.35(7) 1_455 . ?
C5 N1 C1 117.5(5) . . ?
C5 N1 Cd1 121.5(4) . . ?
C1 N1 Cd1 118.8(4) . . ?
C6 N2 C7 115.9(6) . . ?
C6 N2 Cd2 115.1(4) . . ?
C7 N2 Cd2 108.1(4) . . ?
C6 N2 H2N 105.6 . . ?
C7 N2 H2N 105.6 . . ?
Cd2 N2 H2N 105.6 . . ?
C8' N3 C10 116.9(7) . . ?
C8 N3 C10 116.9(7) . . ?
C8' N3 Cd2 104.5(4) . . ?
C8 N3 Cd2 104.5(4) . . ?
C10 N3 Cd2 116.4(4) . . ?
C8' N3 H3N 106.4 . . ?
C8 N3 H3N 106.4 . . ?
C10 N3 H3N 105.8 . . ?
Cd2 N3 H3N 105.9 . . ?
C15 N4 C11 117.6(5) . . ?
C15 N4 Cd2 121.9(4) . 4_565 ?
C11 N4 Cd2 120.2(4) . 4_565 ?
N1 C1 C2 125.0(6) . . ?
N1 C1 H1 117.5 . . ?
C2 C1 H1 117.5 . . ?
C1 C2 C3 116.4(6) . . ?
C1 C2 C6 122.6(6) . . ?
C3 C2 C6 120.9(6) . . ?
C4 C3 C2 119.8(7) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.3(7) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 122.0(7) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
N2 C6 C2 115.6(6) . . ?
N2 C6 H6A 108.4 . . ?
C2 C6 H6A 108.4 . . ?
N2 C6 H6B 108.4 . . ?
C2 C6 H6B 108.4 . . ?
H6A C6 H6B 107.4 . . ?
N2 C7 C8' 108.5(7) . . ?
N2 C7 C8 108.5(7) . . ?
N2 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
N2 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
N3 C8 C9 125.4(17) . . ?
N3 C8 C7 112.4(8) . . ?
C9 C8 C7 106.8(17) . . ?
N3 C8 H8A 103.2 . . ?
C9 C8 H8A 103.2 . . ?
C7 C8 H8A 103.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C8' C9' 144.5(19) . . ?
N3 C8' C7 112.4(8) . . ?
C9' C8' C7 94.2(17) . . ?
N3 C8' H8'A 99.2 . . ?
C9' C8' H8'A 99.2 . . ?
C7 C8' H8'A 99.2 . . ?
C8' C9' H9'1 109.5 . . ?
C8' C9' H9'2 109.5 . . ?
H9'1 C9' H9'2 109.5 . . ?
C8' C9' H9'3 109.5 . . ?
H9'1 C9' H9'3 109.5 . . ?
H9'2 C9' H9'3 109.5 . . ?
N3 C10 C12 115.7(6) . . ?
N3 C10 H10A 108.4 . . ?
C12 C10 H10A 108.4 . . ?
N3 C10 H10B 108.4 . . ?
C12 C10 H10B 108.4 . . ?
H10A C10 H10B 107.4 . . ?
N4 C11 C12 123.6(6) . . ?
N4 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C13 C12 C11 116.6(6) . . ?
C13 C12 C10 123.8(6) . . ?
C11 C12 C10 119.6(6) . . ?
C14 C13 C12 121.0(6) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 119.0(7) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
N4 C15 C14 122.0(6) . . ?
N4 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?

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
C5 N1 C1 C2 0.5(10) . . . . ?
Cd1 N1 C1 C2 -162.8(5) . . . . ?
N1 C1 C2 C3 2.2(10) . . . . ?
N1 C1 C2 C6 178.5(6) . . . . ?
C1 C2 C3 C4 -2.5(12) . . . . ?
C6 C2 C3 C4 -178.8(8) . . . . ?
C2 C3 C4 C5 0.3(15) . . . . ?
C1 N1 C5 C4 -2.9(12) . . . . ?
Cd1 N1 C5 C4 159.9(7) . . . . ?
C3 C4 C5 N1 2.6(15) . . . . ?
C7 N2 C6 C2 65.9(8) . . . . ?
Cd2 N2 C6 C2 -166.5(4) . . . . ?
C1 C2 C6 N2 -112.3(7) . . . . ?
C3 C2 C6 N2 63.9(9) . . . . ?
C6 N2 C7 C8' 88.3(9) . . . . ?
Cd2 N2 C7 C8' -42.6(8) . . . . ?
C6 N2 C7 C8 88.3(9) . . . . ?
Cd2 N2 C7 C8 -42.6(8) . . . . ?
C10 N3 C8 C9 -51(2) . . . . ?
Cd2 N3 C8 C9 179(2) . . . . ?
C10 N3 C8 C7 81.3(9) . . . . ?
Cd2 N3 C8 C7 -49.0(9) . . . . ?
N2 C7 C8 N3 65.7(10) . . . . ?
N2 C7 C8 C9 -153.2(17) . . . . ?
C10 N3 C8' C9' -143(3) . . . . ?
Cd2 N3 C8' C9' 87(3) . . . . ?
C10 N3 C8' C7 81.3(9) . . . . ?
Cd2 N3 C8' C7 -49.0(9) . . . . ?
N2 C7 C8' N3 65.7(10) . . . . ?
N2 C7 C8' C9' -90.3(17) . . . . ?
C8' N3 C10 C12 63.1(9) . . . . ?
C8 N3 C10 C12 63.1(9) . . . . ?
Cd2 N3 C10 C12 -172.5(5) . . . . ?
C15 N4 C11 C12 -0.2(9) . . . . ?
Cd2 N4 C11 C12 174.5(5) 4_565 . . . ?
N4 C11 C12 C13 2.8(10) . . . . ?
N4 C11 C12 C10 -179.4(6) . . . . ?
N3 C10 C12 C13 -101.5(9) . . . . ?
N3 C10 C12 C11 80.8(9) . . . . ?
C11 C12 C13 C14 -3.1(11) . . . . ?
C10 C12 C13 C14 179.2(7) . . . . ?
C12 C13 C14 C15 0.9(12) . . . . ?
C11 N4 C15 C14 -2.2(10) . . . . ?
Cd2 N4 C15 C14 -176.8(5) 4_565 . . . ?
C13 C14 C15 N4 1.9(11) . . . . ?

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
_geom_hbond_publ_flag
N2 H2N Cl1 0.98 2.69 3.658(6) 169.5 3_666 yes
N3 H3N Cl1 0.86 2.80 3.551(6) 146.1 2_645 yes

_refine_diff_density_max         1.515
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_d7291
_database_code_depnum_ccdc_archive 'CCDC 1939932'
loop_
_audit_author_name
_audit_author_address
'Shan Gao' 'Heilongjiang University'
_audit_update_record             
;
2019-07-11 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_vrf_PLAT430_d7291               
;
PROBLEM:  Short Inter D...A Contact  O1W      ..O8       .       2.33 Ang.   
                                       1-x,y,3/2-z  =      2_656 Check 
RESPONSE: The disordered O8 and O3w causes the short interaction.
;
_vrf_PLAT306_d7291               
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O1W Check
RESPONSE: The H atoms of the disordered water molecules have not been added.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H22 Ag N4, 3(N O3),2(H2O)'
_chemical_formula_sum            'C15 H26 Ag N7 O11'
_chemical_formula_weight         588.28

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

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

_cell_length_a                   8.5231(5)
_cell_length_b                   12.7666(6)
_cell_length_c                   21.7740(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.182(5)
_cell_angle_gamma                90
_cell_volume                     2362.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1629
_cell_measurement_theta_min      3.0817
_cell_measurement_theta_max      27.5608

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.921
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93796
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            6727
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.082
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             4034
_reflns_number_gt                2675
_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.1934P)²+1.5187P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4034
_refine_ls_number_parameters     318
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.1005
_refine_ls_wR_factor_ref         0.3008
_refine_ls_wR_factor_gt          0.2688
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
Ag1 Ag 0.37033(10) 0.45469(7) 0.80690(4) 0.0823(5) Uani 1 1 d . . . . .
O1 O -0.0379(12) -0.3097(10) 0.5607(6) 0.141(4) Uani 1 1 d . . . . .
O1W O 0.500000 0.0559(5) 0.750000 0.0254(13) Uani 1 2 d S TU P . .
O2 O -0.2170(8) -0.2590(6) 0.4903(4) 0.092(2) Uani 1 1 d . . . . .
O2W O 0.000000 -0.1812(7) 0.750000 0.067(2) Uani 1 2 d S TU P . .
O3 O 0.0091(7) -0.1893(5) 0.4974(3) 0.0605(15) Uani 1 1 d . . . . .
O3W O -0.231(3) -0.232(2) 0.8087(11) 0.124(8) Uani 0.5 1 d . U P A 1
O3W' O -0.325(4) -0.230(3) 0.7955(15) 0.166(13) Uani 0.5 1 d . U P B 2
O4 O 0.5133(11) 0.2410(10) 0.8281(5) 0.130(4) Uani 1 1 d . . . . .
O5 O 0.3106(9) 0.2633(7) 0.8734(5) 0.114(3) Uani 1 1 d . . . . .
O6 O 0.4884(13) 0.1554(8) 0.9049(5) 0.119(3) Uani 1 1 d . . . . .
O7 O 0.406(3) -0.071(2) 0.8293(9) 0.218(9) Uani 1 1 d . . . . .
O8 O 0.245(2) 0.0387(18) 0.7800(9) 0.204(8) Uani 1 1 d . . . . .
O9 O 0.175(3) -0.090(3) 0.857(3) 0.39(2) Uani 1 1 d . . . . .
N1 N 0.2125(8) 0.4124(6) 0.7280(3) 0.0542(17) Uani 1 1 d . . . . .
N2 N 0.1787(8) 0.1195(5) 0.6167(3) 0.0498(16) Uani 1 1 d . . . . .
H2N1 H 0.271948 0.136318 0.631120 0.075 Uiso 1 1 d R U . . .
H2N2 H 0.162868 0.147868 0.580989 0.075 Uiso 1 1 d R U . . .
N3 N 0.2887(7) -0.1558(5) 0.5764(3) 0.0466(15) Uani 1 1 d . . . . .
H3N1 H 0.203827 -0.176732 0.556376 0.070 Uiso 1 1 d R U . . .
H3N2 H 0.283967 -0.173882 0.614256 0.070 Uiso 1 1 d R U . . .
N4 N 0.4932(9) -0.4797(5) 0.6164(3) 0.0558(17) Uani 1 1 d . . . . .
N5 N -0.0810(9) -0.2539(6) 0.5178(4) 0.0625(19) Uani 1 1 d . . . . .
N6 N 0.4349(8) 0.2175(5) 0.8676(3) 0.0502(16) Uani 1 1 d . . . . .
N7 N 0.264(4) -0.040(2) 0.8223(15) 0.198(9) Uani 1 1 d . U . . .
C1 C 0.1872(9) 0.3122(6) 0.7163(4) 0.0466(18) Uani 1 1 d . . . . .
H1A H 0.238113 0.262746 0.742003 0.056 Uiso 1 1 calc R U . . .
C2 C 0.0880(8) 0.2779(6) 0.6673(4) 0.0454(17) Uani 1 1 d . . . . .
C3 C 0.0136(9) 0.3536(7) 0.6298(4) 0.054(2) Uani 1 1 d . . . . .
H3A H -0.054535 0.334051 0.596452 0.065 Uiso 1 1 calc R U . . .
C4 C 0.0414(12) 0.4571(7) 0.6424(5) 0.063(2) Uani 1 1 d . . . . .
H4A H -0.006360 0.508376 0.617113 0.076 Uiso 1 1 calc R U . . .
C5 C 0.1407(11) 0.4856(8) 0.6928(4) 0.062(2) Uani 1 1 d . . . . .
H5A H 0.157148 0.555996 0.702094 0.074 Uiso 1 1 calc R U . . .
C6 C 0.0637(9) 0.1630(6) 0.6580(4) 0.054(2) Uani 1 1 d . . . . .
H6A H 0.075367 0.127555 0.697469 0.065 Uiso 1 1 calc R U . . .
H6B H -0.042277 0.150380 0.640169 0.065 Uiso 1 1 calc R U . . .
C7 C 0.1702(10) 0.0016(6) 0.6093(4) 0.054(2) Uani 1 1 d . U . . .
H7A H 0.178528 -0.030869 0.649715 0.065 Uiso 1 1 calc R U . . .
H7B H 0.068862 -0.017258 0.589218 0.065 Uiso 1 1 calc R U . . .
C8 C 0.2958(10) -0.0393(6) 0.5730(4) 0.0483(18) Uani 1 1 d . U . . .
H8A H 0.397709 -0.015701 0.591796 0.058 Uiso 1 1 calc R U . . .
C9 C 0.2815(13) -0.0060(8) 0.5047(5) 0.067(2) Uani 1 1 d . U . . .
H9A H 0.367015 -0.035407 0.484123 0.100 Uiso 1 1 calc R U . . .
H9B H 0.183517 -0.030791 0.485564 0.100 Uiso 1 1 calc R U . . .
H9C H 0.285103 0.069042 0.502048 0.100 Uiso 1 1 calc R U . . .
C10 C 0.4253(10) -0.2098(6) 0.5515(5) 0.057(2) Uani 1 1 d . . . . .
H10A H 0.522003 -0.185136 0.573052 0.068 Uiso 1 1 calc R U . . .
H10B H 0.429177 -0.192896 0.508230 0.068 Uiso 1 1 calc R U . . .
C11 C 0.4998(10) -0.3761(6) 0.6067(4) 0.054(2) Uani 1 1 d . . . . .
H11A H 0.565886 -0.335989 0.633186 0.065 Uiso 1 1 calc R U . . .
C12 C 0.4129(9) -0.3257(6) 0.5590(4) 0.0466(18) Uani 1 1 d . . . . .
C13 C 0.3198(8) -0.3884(7) 0.5198(4) 0.0485(19) Uani 1 1 d . . . . .
H13A H 0.262053 -0.358768 0.486261 0.058 Uiso 1 1 calc R U . . .
C14 C 0.3118(10) -0.4931(7) 0.5297(5) 0.056(2) Uani 1 1 d . . . . .
H14A H 0.247244 -0.535194 0.503788 0.067 Uiso 1 1 calc R U . . .
C15 C 0.3985(10) -0.5355(6) 0.5777(4) 0.053(2) Uani 1 1 d . . . . .
H15A H 0.391647 -0.607332 0.584101 0.063 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
Ag1 N4 2.136(7) 2_666 ?
Ag1 N1 2.172(7) . ?
O1 N5 1.211(11) . ?
O2 N5 1.267(10) . ?
O3 N5 1.232(9) . ?
O4 N6 1.165(10) . ?
O5 N6 1.225(9) . ?
O6 N6 1.201(10) . ?
O7 N7 1.28(3) . ?
O8 N7 1.36(3) . ?
O9 N7 1.28(4) . ?
N1 C1 1.318(11) . ?
N1 C5 1.328(12) . ?
N2 C6 1.484(10) . ?
N2 C7 1.516(11) . ?
N2 H2N1 0.8600 . ?
N2 H2N2 0.8598 . ?
N3 C10 1.489(11) . ?
N3 C8 1.490(9) . ?
N3 H3N1 0.8600 . ?
N3 H3N2 0.8601 . ?
N4 C15 1.330(12) . ?
N4 C11 1.342(11) . ?
C1 C2 1.383(11) . ?
C1 H1A 0.9300 . ?
C2 C3 1.388(11) . ?
C2 C6 1.494(11) . ?
C3 C4 1.366(13) . ?
C3 H3A 0.9300 . ?
C4 C5 1.385(14) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.472(12) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.542(13) . ?
C8 H8A 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C12 1.494(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.388(11) . ?
C11 H11A 0.9300 . ?
C12 C13 1.379(11) . ?
C13 C14 1.357(13) . ?
C13 H13A 0.9300 . ?
C14 C15 1.348(14) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Ag1 N1 170.7(3) 2_666 . ?
C1 N1 C5 120.6(8) . . ?
C1 N1 Ag1 118.5(6) . . ?
C5 N1 Ag1 120.9(6) . . ?
C6 N2 C7 114.0(6) . . ?
C6 N2 H2N1 108.7 . . ?
C7 N2 H2N1 108.8 . . ?
C6 N2 H2N2 108.9 . . ?
C7 N2 H2N2 108.6 . . ?
H2N1 N2 H2N2 107.7 . . ?
C10 N3 C8 114.1(6) . . ?
C10 N3 H3N1 108.8 . . ?
C8 N3 H3N1 108.7 . . ?
C10 N3 H3N2 108.5 . . ?
C8 N3 H3N2 108.7 . . ?
H3N1 N3 H3N2 107.8 . . ?
C15 N4 C11 117.3(7) . . ?
C15 N4 Ag1 123.8(5) . 2_646 ?
C11 N4 Ag1 118.9(6) . 2_646 ?
O1 N5 O3 120.6(8) . . ?
O1 N5 O2 123.4(9) . . ?
O3 N5 O2 116.0(8) . . ?
O4 N6 O6 117.3(9) . . ?
O4 N6 O5 120.0(10) . . ?
O6 N6 O5 122.3(9) . . ?
O9 N7 O7 112(4) . . ?
O9 N7 O8 136(4) . . ?
O7 N7 O8 112(3) . . ?
N1 C1 C2 122.5(8) . . ?
N1 C1 H1A 118.7 . . ?
C2 C1 H1A 118.7 . . ?
C1 C2 C3 117.5(7) . . ?
C1 C2 C6 119.1(8) . . ?
C3 C2 C6 123.4(8) . . ?
C4 C3 C2 119.3(8) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C5 120.0(9) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
N1 C5 C4 120.1(9) . . ?
N1 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
N2 C6 C2 111.0(6) . . ?
N2 C6 H6A 109.4 . . ?
C2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C2 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 N2 112.2(7) . . ?
C8 C7 H7A 109.2 . . ?
N2 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
N2 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C7 C8 N3 107.0(7) . . ?
C7 C8 C9 114.3(7) . . ?
N3 C8 C9 108.8(7) . . ?
C7 C8 H8A 108.9 . . ?
N3 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C12 110.9(7) . . ?
N3 C10 H10A 109.5 . . ?
C12 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
C12 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N4 C11 C12 123.2(8) . . ?
N4 C11 H11A 118.4 . . ?
C12 C11 H11A 118.4 . . ?
C13 C12 C11 116.5(7) . . ?
C13 C12 C10 123.4(7) . . ?
C11 C12 C10 120.1(7) . . ?
C14 C13 C12 120.4(7) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C15 C14 C13 119.2(8) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
N4 C15 C14 123.3(8) . . ?
N4 C15 H15A 118.4 . . ?
C14 C15 H15A 118.4 . . ?

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
C5 N1 C1 C2 0.8(12) . . . . ?
Ag1 N1 C1 C2 179.6(5) . . . . ?
N1 C1 C2 C3 -0.1(11) . . . . ?
N1 C1 C2 C6 -178.9(7) . . . . ?
C1 C2 C3 C4 0.3(11) . . . . ?
C6 C2 C3 C4 179.1(8) . . . . ?
C2 C3 C4 C5 -1.2(13) . . . . ?
C1 N1 C5 C4 -1.7(12) . . . . ?
Ag1 N1 C5 C4 179.5(6) . . . . ?
C3 C4 C5 N1 1.9(13) . . . . ?
C7 N2 C6 C2 175.1(7) . . . . ?
C1 C2 C6 N2 -91.2(9) . . . . ?
C3 C2 C6 N2 90.0(9) . . . . ?
C6 N2 C7 C8 -174.5(7) . . . . ?
N2 C7 C8 N3 172.3(6) . . . . ?
N2 C7 C8 C9 -67.2(9) . . . . ?
C10 N3 C8 C7 -169.6(7) . . . . ?
C10 N3 C8 C9 66.4(9) . . . . ?
C8 N3 C10 C12 177.6(7) . . . . ?
C15 N4 C11 C12 0.3(13) . . . . ?
Ag1 N4 C11 C12 -178.5(6) 2_646 . . . ?
N4 C11 C12 C13 -1.7(13) . . . . ?
N4 C11 C12 C10 179.4(8) . . . . ?
N3 C10 C12 C13 80.3(10) . . . . ?
N3 C10 C12 C11 -100.9(9) . . . . ?
C11 C12 C13 C14 2.2(12) . . . . ?
C10 C12 C13 C14 -178.9(8) . . . . ?
C12 C13 C14 C15 -1.4(13) . . . . ?
C11 N4 C15 C14 0.7(13) . . . . ?
Ag1 N4 C15 C14 179.4(7) 2_646 . . . ?
C13 C14 C15 N4 -0.2(14) . . . . ?

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
_geom_hbond_publ_flag
N2 H2N1 O4 0.86 2.38 3.206(13) 159.9 2_656 yes
N2 H2N1 O6 0.86 2.25 2.946(12) 137.5 2_656 yes
N2 H2N2 O2 0.86 2.18 2.970(12) 153.1 3_556 yes
N2 H2N2 O3 0.86 2.23 2.991(10) 147.5 3_556 yes
N2 H2N2 N5 0.86 2.59 3.443(11) 170.1 3_556 yes
N3 H3N1 O3 0.86 2.03 2.868(9) 164.7 . yes
N3 H3N1 N5 0.86 2.70 3.542(10) 167.7 . yes
N3 H3N2 O3W^a 0.86 1.92 2.76(2) 166.6 2_556 yes
N3 H3N2 O3W'^b 0.86 2.10 2.94(4) 166.9 2_556 yes

_refine_diff_density_max         2.424
_refine_diff_density_min         -0.996
_refine_diff_density_rms         0.165

####################################################################### 
# 
# 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_d8440
_database_code_depnum_ccdc_archive 'CCDC 1936084'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Ag N4, Cl O4'
_chemical_formula_sum            'C15 H20 Ag Cl N4 O4'
_chemical_formula_weight         463.67

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           ?
_space_group_name_H-M_alt        'P b c 21'
_space_group_name_Hall           'P 2c -2b'

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

_cell_length_a                   9.2925(17)
_cell_length_b                   17.4748(16)
_cell_length_c                   11.8010(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1916.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1601
_cell_measurement_theta_min      3.4528
_cell_measurement_theta_max      27.5608

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.217
_shelx_estimated_absorpt_T_min   0.811
_shelx_estimated_absorpt_T_max   0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.34948
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            10622
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.453
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3740
_reflns_number_gt                1766
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    0.989

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0629P)²+2.0203P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(18)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3740
_refine_ls_number_parameters     228
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1488
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.1950
_refine_ls_wR_factor_gt          0.1572
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
Ag1 Ag 0.25853(18) 0.82645(5) 1.0031(5) 0.1363(7) Uani 1 1 d . . . . .
Cl1 Cl -0.2388(6) 0.5236(2) 0.4989(11) 0.1182(13) Uani 1 1 d . . . . .
O1 O -0.1427(18) 0.4773(11) 0.445(2) 0.261(14) Uani 1 1 d . . . . .
O2 O -0.338(2) 0.4762(11) 0.521(3) 0.248(11) Uani 1 1 d . . . . .
O3 O -0.161(4) 0.563(2) 0.563(2) 0.350(19) Uani 1 1 d . . . . .
O4 O -0.302(3) 0.5664(11) 0.4191(17) 0.239(10) Uani 1 1 d . . . . .
N1 N 0.4006(19) 0.7574(10) 0.8803(18) 0.132(7) Uani 1 1 d . . . . .
N2 N 0.3583(19) 0.5630(9) 0.5962(14) 0.121(5) Uani 1 1 d . . . . .
H2N H 0.443323 0.556361 0.569162 0.182 Uiso 1 1 d R U . . .
N3 N 0.1622(18) 0.5643(9) 0.4061(14) 0.116(5) Uani 1 1 d . . . . .
H3N H 0.077587 0.555368 0.432568 0.173 Uiso 1 1 d R U . . .
N4 N 0.1227(16) 0.7595(11) 0.1303(14) 0.126(6) Uani 1 1 d . . . . .
C1 C 0.505(4) 0.7905(18) 0.814(3) 0.183(13) Uani 1 1 d . . . . .
H1 H 0.532735 0.839327 0.836178 0.219 Uiso 1 1 calc R U . . .
C2 C 0.568(3) 0.7647(19) 0.728(4) 0.23(2) Uani 1 1 d . . . . .
H2 H 0.635801 0.794034 0.690234 0.273 Uiso 1 1 calc R U . . .
C3 C 0.531(3) 0.6856(19) 0.689(3) 0.171(13) Uani 1 1 d . . . . .
H3A H 0.576265 0.661732 0.627821 0.206 Uiso 1 1 calc R U . . .
C4 C 0.429(3) 0.6538(13) 0.748(3) 0.144(9) Uani 1 1 d . U . . .
C5 C 0.364(2) 0.6905(13) 0.842(2) 0.118(6) Uani 1 1 d . U . . .
H5 H 0.290316 0.664762 0.878983 0.141 Uiso 1 1 calc R U . . .
C6 C 0.369(3) 0.5698(13) 0.720(2) 0.137(8) Uani 1 1 d . . . . .
H6A H 0.433678 0.531177 0.749489 0.165 Uiso 1 1 calc R U . . .
H6B H 0.275118 0.562710 0.754153 0.165 Uiso 1 1 calc R U . . .
C7 C 0.271(3) 0.4980(16) 0.565(2) 0.130(9) Uani 1 1 d . . . . .
H7A H 0.178705 0.500908 0.603501 0.156 Uiso 1 1 calc R U . . .
H7B H 0.318371 0.451090 0.588787 0.156 Uiso 1 1 calc R U . . .
C8 C 0.249(2) 0.498(2) 0.440(3) 0.155(12) Uani 1 1 d . . . . .
H8 H 0.345194 0.508761 0.408665 0.186 Uiso 1 1 calc R U . . .
C9 C 0.226(3) 0.4179(12) 0.413(2) 0.192(12) Uani 1 1 d . . . . .
H9A H 0.246895 0.408917 0.334789 0.288 Uiso 1 1 calc R U . . .
H9B H 0.126995 0.405033 0.428063 0.288 Uiso 1 1 calc R U . . .
H9C H 0.287265 0.386796 0.459543 0.288 Uiso 1 1 calc R U . . .
C10 C 0.144(4) 0.5741(11) 0.288(2) 0.196(14) Uani 1 1 d . . . . .
H10A H 0.074627 0.536489 0.262377 0.236 Uiso 1 1 calc R U . . .
H10B H 0.234872 0.562393 0.251759 0.236 Uiso 1 1 calc R U . . .
C11 C 0.097(2) 0.6493(12) 0.2480(16) 0.111(7) Uani 1 1 d . . . . .
C12 C 0.001(4) 0.6889(18) 0.304(2) 0.157(12) Uani 1 1 d . . . . .
H12 H -0.026324 0.669536 0.374364 0.188 Uiso 1 1 calc R U . . .
C13 C 0.015(3) 0.789(2) 0.172(3) 0.189(11) Uani 1 1 d . U . . .
H13 H -0.022616 0.833913 0.141853 0.227 Uiso 1 1 calc R U . . .
C14 C 0.162(2) 0.6871(11) 0.160(2) 0.123(6) Uani 1 1 d . . . . .
H14 H 0.234160 0.662637 0.119551 0.148 Uiso 1 1 calc R U . . .
C15 C -0.057(2) 0.751(3) 0.274(3) 0.201(11) Uani 1 1 d . U . . .
H15 H -0.137096 0.771719 0.310002 0.241 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
Ag1 N4 2.284(18) 1_556 ?
Ag1 N1 2.302(18) . ?
Ag1 N3 2.399(17) 4_565 ?
Ag1 N2 2.408(17) 4_565 ?
Cl1 O3 1.25(2) . ?
Cl1 O2 1.27(2) . ?
Cl1 O4 1.338(17) . ?
Cl1 O1 1.366(16) . ?
N1 C5 1.30(2) . ?
N1 C1 1.37(4) . ?
N2 C7 1.44(3) . ?
N2 C6 1.47(2) . ?
N2 H2N 0.8599 . ?
N3 C10 1.41(3) . ?
N3 C8 1.47(4) . ?
N3 H3N 0.8600 . ?
N4 C13 1.23(4) . ?
N4 C14 1.36(2) . ?
C1 C2 1.25(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.50(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.30(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.42(3) . ?
C4 C6 1.61(3) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.50(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.45(4) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.46(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.31(4) . ?
C11 C14 1.37(3) . ?
C12 C15 1.27(5) . ?
C12 H12 0.9300 . ?
C13 C15 1.52(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Ag1 N1 117.5(6) 1_556 . ?
N4 Ag1 N3 121.0(6) 1_556 4_565 ?
N1 Ag1 N3 109.3(7) . 4_565 ?
N4 Ag1 N2 108.9(7) 1_556 4_565 ?
N1 Ag1 N2 119.1(7) . 4_565 ?
N3 Ag1 N2 73.9(4) 4_565 4_565 ?
O3 Cl1 O2 131(2) . . ?
O3 Cl1 O4 112.1(16) . . ?
O2 Cl1 O4 100.9(16) . . ?
O3 Cl1 O1 103(2) . . ?
O2 Cl1 O1 100.6(12) . . ?
O4 Cl1 O1 106.7(18) . . ?
C5 N1 C1 111(2) . . ?
C5 N1 Ag1 122.9(17) . . ?
C1 N1 Ag1 122.8(18) . . ?
C7 N2 C6 111(2) . . ?
C7 N2 Ag1 107.5(14) . 4_564 ?
C6 N2 Ag1 114.5(13) . 4_564 ?
C7 N2 H2N 108.4 . . ?
C6 N2 H2N 108.6 . . ?
Ag1 N2 H2N 107.0 4_564 . ?
C10 N3 C8 115(2) . . ?
C10 N3 Ag1 114.7(14) . 4_564 ?
C8 N3 Ag1 107.1(14) . 4_564 ?
C10 N3 H3N 105.7 . . ?
C8 N3 H3N 105.2 . . ?
Ag1 N3 H3N 108.3 4_564 . ?
C13 N4 C14 120(2) . . ?
C13 N4 Ag1 120(2) . 1_554 ?
C14 N4 Ag1 119.9(15) . 1_554 ?
C2 C1 N1 130(3) . . ?
C2 C1 H1 115.1 . . ?
N1 C1 H1 115.1 . . ?
C1 C2 C3 119(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 113(3) . . ?
C4 C3 H3A 123.5 . . ?
C2 C3 H3A 123.5 . . ?
C3 C4 C5 123(3) . . ?
C3 C4 C6 122(3) . . ?
C5 C4 C6 115(2) . . ?
N1 C5 C4 125(2) . . ?
N1 C5 H5 117.6 . . ?
C4 C5 H5 117.6 . . ?
N2 C6 C4 108(2) . . ?
N2 C6 H6A 110.2 . . ?
C4 C6 H6A 110.2 . . ?
N2 C6 H6B 110.1 . . ?
C4 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
N2 C7 C8 109(3) . . ?
N2 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C9 C8 N3 128(2) . . ?
C9 C8 C7 104(3) . . ?
N3 C8 C7 110(3) . . ?
C9 C8 H8 104.3 . . ?
N3 C8 H8 104.3 . . ?
C7 C8 H8 104.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 117.6(18) . . ?
N3 C10 H10A 107.9 . . ?
C11 C10 H10A 107.9 . . ?
N3 C10 H10B 107.9 . . ?
C11 C10 H10B 107.9 . . ?
H10A C10 H10B 107.2 . . ?
C12 C11 C14 115(2) . . ?
C12 C11 C10 121(2) . . ?
C14 C11 C10 123(2) . . ?
C15 C12 C11 127(3) . . ?
C15 C12 H12 116.5 . . ?
C11 C12 H12 116.5 . . ?
N4 C13 C15 119(3) . . ?
N4 C13 H13 120.3 . . ?
C15 C13 H13 120.3 . . ?
N4 C14 C11 122(2) . . ?
N4 C14 H14 119.1 . . ?
C11 C14 H14 119.1 . . ?
C12 C15 C13 114(3) . . ?
C12 C15 H15 123.0 . . ?
C13 C15 H15 123.0 . . ?

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
C5 N1 C1 C2 -2(6) . . . . ?
Ag1 N1 C1 C2 -163(4) . . . . ?
N1 C1 C2 C3 -1(8) . . . . ?
C1 C2 C3 C4 3(6) . . . . ?
C2 C3 C4 C5 -1(4) . . . . ?
C2 C3 C4 C6 178(3) . . . . ?
C1 N1 C5 C4 4(3) . . . . ?
Ag1 N1 C5 C4 164.7(16) . . . . ?
C3 C4 C5 N1 -2(4) . . . . ?
C6 C4 C5 N1 178(2) . . . . ?
C7 N2 C6 C4 -165.0(17) . . . . ?
Ag1 N2 C6 C4 -43(2) 4_564 . . . ?
C3 C4 C6 N2 -40(4) . . . . ?
C5 C4 C6 N2 140(2) . . . . ?
C6 N2 C7 C8 174(2) . . . . ?
Ag1 N2 C7 C8 48(2) 4_564 . . . ?
C10 N3 C8 C9 -58(4) . . . . ?
Ag1 N3 C8 C9 173(2) 4_564 . . . ?
C10 N3 C8 C7 175(2) . . . . ?
Ag1 N3 C8 C7 46(2) 4_564 . . . ?
N2 C7 C8 C9 153.6(18) . . . . ?
N2 C7 C8 N3 -66(2) . . . . ?
C8 N3 C10 C11 -162(2) . . . . ?
Ag1 N3 C10 C11 -37(4) 4_564 . . . ?
N3 C10 C11 C12 -38(5) . . . . ?
N3 C10 C11 C14 132(3) . . . . ?
C14 C11 C12 C15 15(5) . . . . ?
C10 C11 C12 C15 -173(3) . . . . ?
C14 N4 C13 C15 12(5) . . . . ?
Ag1 N4 C13 C15 -168(3) 1_554 . . . ?
C13 N4 C14 C11 -10(4) . . . . ?
Ag1 N4 C14 C11 170.0(15) 1_554 . . . ?
C12 C11 C14 N4 -4(3) . . . . ?
C10 C11 C14 N4 -175(2) . . . . ?
C11 C12 C15 C13 -13(5) . . . . ?
N4 C13 C15 C12 -2(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
_geom_hbond_publ_flag
N2 H2N O2 0.86 2.53 3.33(2) 153.6 1_655 yes
N3 H3N O1 0.86 2.46 3.25(3) 151.8 . yes

_refine_diff_density_max         0.450
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_d8455
_database_code_depnum_ccdc_archive 'CCDC 1936079'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_vrf_PLAT601_d8455               
;
PROBLEM:  Structure Contains Solvent Accessible VOIDS of .        558 Ang**3 
RESPONSE: No additional water molecules detected from TGA.  
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Cd N4 O4 S'
_chemical_formula_sum            'C15 H20 Cd N4 O4 S'
_chemical_formula_weight         464.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'

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

_cell_length_a                   13.2119(9)
_cell_length_b                   13.2119(9)
_cell_length_c                   19.7637(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2987.7(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1718
_cell_measurement_theta_min      3.7080
_cell_measurement_theta_max      24.0260

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             1404
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.226
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.847
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96655
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            5524
_diffrn_reflns_av_unetI/netI     0.1094
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.252
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_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 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.949
_reflns_number_total             3689
_reflns_number_gt                2747
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.665
_reflns_Friedel_fraction_max     0.867
_reflns_Friedel_fraction_full    0.888

_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0735P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 806 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(5)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3689
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1514
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 0.24675(9) 0.54815(9) 0.68617(5) 0.0371(3) Uani 1 1 d . . . . .
S1 S -0.0577(3) 0.3860(4) 0.68850(17) 0.0389(8) Uani 1 1 d . . . . .
O1 O 0.0520(9) 0.4957(10) 0.6836(7) 0.066(3) Uani 1 1 d . . . . .
O2 O -0.0499(10) 0.2972(10) 0.6475(6) 0.059(3) Uani 1 1 d . . . . .
O3 O -0.1517(9) 0.4054(10) 0.6622(5) 0.050(3) Uani 1 1 d . . . . .
O4 O -0.0763(12) 0.3521(14) 0.7589(6) 0.079(4) Uani 1 1 d . . . . .
N1 N 0.2963(11) 0.5558(11) 0.4223(6) 0.045(3) Uani 1 1 d . . . . .
N2 N 0.2019(10) 0.3676(10) 0.6365(5) 0.038(3) Uani 1 1 d . . . . .
H2N H 0.127841 0.329076 0.629252 0.057 Uiso 1 1 d R U . . .
N3 N 0.2339(10) 0.4388(10) 0.7803(6) 0.039(3) Uani 1 1 d . . . . .
H3N H 0.188676 0.445354 0.809067 0.059 Uiso 1 1 d R U . . .
N4 N 0.3914(9) 0.7173(10) 0.9292(6) 0.039(3) Uani 1 1 d . . . . .
C1 C 0.1814(16) 0.5154(18) 0.4058(8) 0.066(5) Uani 1 1 d . . . . .
H1 H 0.165380 0.547320 0.368234 0.079 Uiso 1 1 calc R U . . .
C2 C 0.0950(15) 0.436(2) 0.4393(10) 0.089(8) Uani 1 1 d . . . . .
H2A H 0.018935 0.413331 0.426218 0.107 Uiso 1 1 calc R U . . .
C3 C 0.1148(16) 0.3834(19) 0.4962(9) 0.074(6) Uani 1 1 d . . . . .
H3A H 0.052412 0.325255 0.520332 0.089 Uiso 1 1 calc R U . . .
C4 C 0.2306(13) 0.4203(13) 0.5155(8) 0.043(4) Uani 1 1 d . . . . .
C5 C 0.3179(13) 0.5077(13) 0.4751(7) 0.042(4) Uani 1 1 d . . . . .
H5 H 0.395526 0.533336 0.485937 0.051 Uiso 1 1 calc R U . . .
C6 C 0.2603(13) 0.3686(15) 0.5735(7) 0.046(4) Uani 1 1 d . . . . .
H6A H 0.239149 0.288956 0.562233 0.055 Uiso 1 1 calc R U . . .
H6B H 0.344117 0.412386 0.580634 0.055 Uiso 1 1 calc R U . . .
C7 C 0.228(2) 0.3054(18) 0.6916(10) 0.083(5) Uani 1 1 d . . . . .
H7 H 0.313264 0.342344 0.696877 0.100 Uiso 1 1 calc R U . . .
C8 C 0.178(2) 0.1757(16) 0.6763(10) 0.083(5) Uani 1 1 d . . . . .
H8A H 0.095737 0.134480 0.684623 0.125 Uiso 1 1 calc R U . . .
H8B H 0.215281 0.144866 0.704923 0.125 Uiso 1 1 calc R U . . .
H8C H 0.192804 0.166245 0.629776 0.125 Uiso 1 1 calc R U . . .
C9 C 0.1759(17) 0.3158(14) 0.7577(7) 0.055(4) Uani 1 1 d . . . . .
H9A H 0.093018 0.286734 0.751704 0.066 Uiso 1 1 calc R U . . .
H9B H 0.185053 0.268466 0.792058 0.066 Uiso 1 1 calc R U . . .
C10 C 0.3467(15) 0.4740(12) 0.8148(8) 0.049(4) Uani 1 1 d . . . . .
H10A H 0.400390 0.471128 0.782406 0.059 Uiso 1 1 calc R U . . .
H10B H 0.333552 0.418152 0.850352 0.059 Uiso 1 1 calc R U . . .
C11 C 0.4022(13) 0.5943(12) 0.8450(6) 0.038(3) Uani 1 1 d . . . . .
C12 C 0.5007(14) 0.6885(17) 0.8197(8) 0.060(5) Uani 1 1 d . . . . .
H12 H 0.536611 0.680213 0.781293 0.072 Uiso 1 1 calc R U . . .
C13 C 0.5472(17) 0.7967(17) 0.8515(9) 0.069(6) Uani 1 1 d . . . . .
H13 H 0.617525 0.859638 0.837025 0.083 Uiso 1 1 calc R U . . .
C14 C 0.4907(15) 0.8078(14) 0.9014(8) 0.059(5) Uani 1 1 d . . . . .
H14 H 0.519137 0.881965 0.919861 0.071 Uiso 1 1 calc R U . . .
C15 C 0.3500(13) 0.6140(13) 0.9005(7) 0.041(4) Uani 1 1 d . . . . .
H15 H 0.282595 0.551307 0.918275 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O1 2.306(11) . ?
Cd1 N3 2.310(11) . ?
Cd1 N4 2.322(11) 2_664 ?
Cd1 O3 2.364(10) 4_666 ?
Cd1 N2 2.365(12) . ?
Cd1 N1 2.407(12) 3_565 ?
S1 O4 1.446(12) . ?
S1 O1 1.453(11) . ?
S1 O2 1.471(12) . ?
S1 O3 1.482(10) . ?
N1 C5 1.324(18) . ?
N1 C1 1.37(2) . ?
N2 C6 1.460(17) . ?
N2 C7 1.51(2) . ?
N2 H2N 0.8600 . ?
N3 C10 1.486(18) . ?
N3 C9 1.477(19) . ?
N3 H3N 0.8601 . ?
N4 C15 1.318(17) . ?
N4 C14 1.373(19) . ?
C1 C2 1.28(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.41(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.41(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.40(2) . ?
C4 C6 1.48(2) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.52(2) . ?
C7 C8 1.53(3) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.502(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.37(2) . ?
C11 C15 1.388(19) . ?
C12 C13 1.39(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.29(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 N3 96.2(4) . . ?
O1 Cd1 N4 89.8(4) . 2_664 ?
N3 Cd1 N4 173.0(4) . 2_664 ?
O1 Cd1 O3 171.3(4) . 4_666 ?
N3 Cd1 O3 89.5(4) . 4_666 ?
N4 Cd1 O3 85.0(4) 2_664 4_666 ?
O1 Cd1 N2 90.5(4) . . ?
N3 Cd1 N2 78.5(4) . . ?
N4 Cd1 N2 105.2(4) 2_664 . ?
O3 Cd1 N2 84.2(4) 4_666 . ?
O1 Cd1 N1 82.0(4) . 3_565 ?
N3 Cd1 N1 91.5(4) . 3_565 ?
N4 Cd1 N1 85.7(4) 2_664 3_565 ?
O3 Cd1 N1 104.5(4) 4_666 3_565 ?
N2 Cd1 N1 166.8(4) . 3_565 ?
O4 S1 O1 107.6(8) . . ?
O4 S1 O2 110.6(8) . . ?
O1 S1 O2 109.0(7) . . ?
O4 S1 O3 111.4(7) . . ?
O1 S1 O3 108.0(7) . . ?
O2 S1 O3 110.1(7) . . ?
S1 O1 Cd1 134.8(8) . . ?
S1 O3 Cd1 166.2(6) . 4_566 ?
C5 N1 C1 117.5(14) . . ?
C5 N1 Cd1 121.4(10) . 2_664 ?
C1 N1 Cd1 121.0(10) . 2_664 ?
C6 N2 C7 110.9(13) . . ?
C6 N2 Cd1 118.7(9) . . ?
C7 N2 Cd1 103.9(9) . . ?
C6 N2 H2N 107.7 . . ?
C7 N2 H2N 107.6 . . ?
Cd1 N2 H2N 107.6 . . ?
C10 N3 C9 111.7(11) . . ?
C10 N3 Cd1 115.2(8) . . ?
C9 N3 Cd1 106.3(8) . . ?
C10 N3 H3N 107.7 . . ?
C9 N3 H3N 107.8 . . ?
Cd1 N3 H3N 107.8 . . ?
C15 N4 C14 116.9(13) . . ?
C15 N4 Cd1 123.6(9) . 3_565 ?
C14 N4 Cd1 119.5(10) . 3_565 ?
C2 C1 N1 123.8(16) . . ?
C2 C1 H1 118.1 . . ?
N1 C1 H1 118.1 . . ?
C1 C2 C3 120.3(17) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 H2A 119.9 . . ?
C4 C3 C2 118.8(17) . . ?
C4 C3 H3A 120.6 . . ?
C2 C3 H3A 120.6 . . ?
C5 C4 C3 115.8(15) . . ?
C5 C4 C6 121.4(13) . . ?
C3 C4 C6 122.8(15) . . ?
N1 C5 C4 123.8(14) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N2 C6 C4 113.7(12) . . ?
N2 C6 H6A 108.8 . . ?
C4 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C4 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C9 109.5(15) . . ?
N2 C7 C8 112.4(16) . . ?
C9 C7 C8 108.2(17) . . ?
N2 C7 H7 108.9 . . ?
C9 C7 H7 108.9 . . ?
C8 C7 H7 108.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C7 110.5(14) . . ?
N3 C9 H9A 109.5 . . ?
C7 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N3 C10 C11 113.4(11) . . ?
N3 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
N3 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C15 117.0(14) . . ?
C12 C11 C10 123.8(14) . . ?
C15 C11 C10 119.1(13) . . ?
C11 C12 C13 120.0(14) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 118.7(17) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C13 C14 N4 124.2(16) . . ?
C13 C14 H14 117.9 . . ?
N4 C14 H14 117.9 . . ?
N4 C15 C11 123.1(13) . . ?
N4 C15 H15 118.4 . . ?
C11 C15 H15 118.4 . . ?

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
O4 S1 O1 Cd1 77.1(13) . . . . ?
O2 S1 O1 Cd1 -42.9(13) . . . . ?
O3 S1 O1 Cd1 -162.6(9) . . . . ?
O4 S1 O3 Cd1 33(3) . . . 4_566 ?
O1 S1 O3 Cd1 -85(3) . . . 4_566 ?
O2 S1 O3 Cd1 156(3) . . . 4_566 ?
C5 N1 C1 C2 2(3) . . . . ?
Cd1 N1 C1 C2 177.1(18) 2_664 . . . ?
N1 C1 C2 C3 -1(4) . . . . ?
C1 C2 C3 C4 1(3) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C2 C3 C4 C6 -178.7(18) . . . . ?
C1 N1 C5 C4 -1(2) . . . . ?
Cd1 N1 C5 C4 -177.0(11) 2_664 . . . ?
C3 C4 C5 N1 1(2) . . . . ?
C6 C4 C5 N1 179.2(14) . . . . ?
C7 N2 C6 C4 175.5(14) . . . . ?
Cd1 N2 C6 C4 -64.4(15) . . . . ?
C5 C4 C6 N2 129.4(15) . . . . ?
C3 C4 C6 N2 -53(2) . . . . ?
C6 N2 C7 C9 174.8(15) . . . . ?
Cd1 N2 C7 C9 46.2(17) . . . . ?
C6 N2 C7 C8 -65(2) . . . . ?
Cd1 N2 C7 C8 166.4(15) . . . . ?
C10 N3 C9 C7 -80.8(16) . . . . ?
Cd1 N3 C9 C7 45.5(16) . . . . ?
N2 C7 C9 N3 -65.7(19) . . . . ?
C8 C7 C9 N3 171.6(15) . . . . ?
C9 N3 C10 C11 -173.9(12) . . . . ?
Cd1 N3 C10 C11 64.7(14) . . . . ?
N3 C10 C11 C12 -108.8(18) . . . . ?
N3 C10 C11 C15 69.0(17) . . . . ?
C15 C11 C12 C13 3(2) . . . . ?
C10 C11 C12 C13 -179.1(15) . . . . ?
C11 C12 C13 C14 -5(3) . . . . ?
C12 C13 C14 N4 5(3) . . . . ?
C15 N4 C14 C13 -3(3) . . . . ?
Cd1 N4 C14 C13 179.7(16) 3_565 . . . ?
C14 N4 C15 C11 0(2) . . . . ?
Cd1 N4 C15 C11 177.6(10) 3_565 . . . ?
C12 C11 C15 N4 0(2) . . . . ?
C10 C11 C15 N4 -178.5(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
_geom_hbond_publ_flag
N2 H2N O2 0.86 2.20 2.981(16) 151.3 . yes
N3 H3N O4 0.86 2.39 3.227(17) 163.6 5_556 yes

_refine_diff_density_max         1.052
_refine_diff_density_min         -0.647
_refine_diff_density_rms         0.138

####################################################################### 
# 
# 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_d5609
_database_code_depnum_ccdc_archive 'CCDC 1936081'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H22 Cd N5 O4, N O3'
_chemical_formula_sum            'C15 H22 Cd N6 O7'
_chemical_formula_weight         510.78

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   10.1912(12)
_cell_length_b                   11.3272(5)
_cell_length_c                   18.4750(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.764(9)
_cell_angle_gamma                90
_cell_volume                     2071.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1559
_cell_measurement_theta_min      3.2252
_cell_measurement_theta_max      27.5580

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.103
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81601
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            6231
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.225
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_full        25.007
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3635
_reflns_number_gt                2538
_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0993P)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         3635
_refine_ls_number_parameters     266
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1766
_refine_ls_wR_factor_gt          0.1584
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 0.60677(5) 0.53931(4) 0.70807(3) 0.0564(3) Uani 1 1 d . . . . .
O1 O 0.4536(6) 0.3774(4) 0.6602(3) 0.0761(15) Uani 1 1 d . . . . .
O1W O 0.7304(6) 0.6879(5) 0.7882(3) 0.0727(14) Uani 1 1 d D . . . .
H1W1 H 0.814(2) 0.692(9) 0.791(4) 0.109 Uiso 1 1 d D U . . .
H1W2 H 0.717(7) 0.672(8) 0.831(2) 0.109 Uiso 1 1 d D U . . .
O2 O 0.4674(8) 0.4178(6) 0.5507(3) 0.105(2) Uani 1 1 d . . . . .
O3 O 0.3553(10) 0.2689(7) 0.5711(4) 0.138(3) Uani 1 1 d . . . . .
O4 O 1.1771(10) 0.5396(8) 0.8730(6) 0.076(4) Uiso 0.539(13) 1 d D . P A 1
O4' O 1.092(4) 0.464(3) 0.8895(16) 0.33(2) Uiso 0.461(13) 1 d D . P A 2
O5 O 1.0617(18) 0.4693(15) 0.7726(7) 0.166(8) Uiso 0.539(13) 1 d D . P A 1
O5' O 0.972(3) 0.558(2) 0.7995(10) 0.163(10) Uiso 0.461(13) 1 d D . P A 2
O6 O 0.9745(16) 0.593(2) 0.8330(15) 0.228(14) Uiso 0.539(13) 1 d D . P A 1
O6' O 0.998(3) 0.621(2) 0.9104(12) 0.210(12) Uiso 0.461(13) 1 d D . P A 2
N1 N 0.5999(6) 0.1308(4) 0.8054(3) 0.0563(14) Uani 1 1 d . . . . .
N2 N 0.7829(7) 0.4253(5) 0.6821(4) 0.0687(17) Uani 1 1 d . . . . .
H2N H 0.853386 0.441413 0.716680 0.103 Uiso 1 1 d R U . . .
N3 N 0.6779(6) 0.6530(4) 0.6146(3) 0.0563(14) Uani 1 1 d . . . . .
H3N H 0.623709 0.636344 0.572553 0.085 Uiso 1 1 d R U . . .
N4 N 0.4218(7) 0.9586(4) 0.6765(3) 0.0594(15) Uani 1 1 d . . . . .
N5 N 0.4235(8) 0.3545(5) 0.5931(3) 0.074(2) Uani 1 1 d . . . . .
N6 N 1.0670(12) 0.5259(13) 0.8292(8) 0.103(5) Uiso 0.539(13) 1 d D . P A 1
N6' N 1.033(2) 0.5558(17) 0.8657(11) 0.113(7) Uiso 0.461(13) 1 d D . P A 2
C1 C 0.6322(8) 0.1796(5) 0.7458(4) 0.0601(18) Uani 1 1 d . . . . .
H1 H 0.572596 0.169572 0.699510 0.072 Uiso 1 1 calc R U . . .
C2 C 0.7486(8) 0.2438(6) 0.7489(5) 0.065(2) Uani 1 1 d . . . . .
C3 C 0.8401(9) 0.2524(7) 0.8166(6) 0.084(3) Uani 1 1 d . . . . .
H3A H 0.921210 0.292636 0.821071 0.101 Uiso 1 1 calc R U . . .
C4 C 0.8092(10) 0.2011(8) 0.8764(6) 0.101(3) Uani 1 1 d . . . . .
H4 H 0.870418 0.205641 0.922521 0.121 Uiso 1 1 calc R U . . .
C5 C 0.6860(9) 0.1409(6) 0.8702(5) 0.071(2) Uani 1 1 d . . . . .
H5 H 0.665707 0.108078 0.912387 0.086 Uiso 1 1 calc R U . . .
C6 C 0.7740(10) 0.2962(6) 0.6789(5) 0.087(3) Uani 1 1 d . . . . .
H6A H 0.857641 0.264470 0.670680 0.104 Uiso 1 1 calc R U . . .
H6B H 0.701480 0.273234 0.637022 0.104 Uiso 1 1 calc R U . . .
C7 C 0.8107(10) 0.4730(6) 0.6108(5) 0.077(2) Uani 1 1 d . . . . .
H7 H 0.739796 0.446028 0.568372 0.092 Uiso 1 1 calc R U . . .
C8 C 0.8117(8) 0.6039(6) 0.6126(4) 0.070(2) Uani 1 1 d . . . . .
H8A H 0.878255 0.630475 0.656253 0.084 Uiso 1 1 calc R U . . .
H8B H 0.837989 0.633551 0.568878 0.084 Uiso 1 1 calc R U . . .
C9 C 0.9508(15) 0.4294(10) 0.6009(9) 0.160(6) Uani 1 1 d . . . . .
H9A H 1.020600 0.455631 0.642388 0.240 Uiso 1 1 calc R U . . .
H9B H 0.966817 0.461121 0.555589 0.240 Uiso 1 1 calc R U . . .
H9C H 0.951158 0.344760 0.598702 0.240 Uiso 1 1 calc R U . . .
C10 C 0.6893(8) 0.7823(5) 0.6190(4) 0.0625(19) Uani 1 1 d . . . . .
H10A H 0.729626 0.809279 0.579396 0.075 Uiso 1 1 calc R U . . .
H10B H 0.750807 0.802827 0.665941 0.075 Uiso 1 1 calc R U . . .
C11 C 0.5342(8) 0.8974(5) 0.6764(4) 0.0515(16) Uani 1 1 d . . . . .
H11 H 0.597790 0.887782 0.721292 0.062 Uiso 1 1 calc R U . . .
C12 C 0.5607(7) 0.8482(5) 0.6134(4) 0.0527(16) Uani 1 1 d . . . . .
C13 C 0.4665(10) 0.8659(7) 0.5474(4) 0.076(2) Uani 1 1 d . . . . .
H13 H 0.481610 0.835735 0.503263 0.091 Uiso 1 1 calc R U . . .
C14 C 0.3495(10) 0.9282(7) 0.5463(5) 0.081(2) Uani 1 1 d . . . . .
H14 H 0.284795 0.940079 0.502036 0.097 Uiso 1 1 calc R U . . .
C15 C 0.3322(9) 0.9710(7) 0.6109(4) 0.072(2) Uani 1 1 d . . . . .
H15 H 0.252805 1.011940 0.610248 0.087 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 N1 2.307(6) 2_656 ?
Cd1 N2 2.352(6) . ?
Cd1 O1W 2.393(5) . ?
Cd1 N4 2.400(5) 2_646 ?
Cd1 N3 2.401(5) . ?
Cd1 O1 2.434(5) . ?
O1 N5 1.233(7) . ?
O1W H1W1 0.847(10) . ?
O1W H1W2 0.847(10) . ?
O2 N5 1.223(7) . ?
O3 N5 1.205(8) . ?
O4 N6 1.227(6) . ?
O4' N6' 1.233(9) . ?
O5 N6 1.217(6) . ?
O5' N6' 1.233(9) . ?
O6 N6 1.229(6) . ?
O6' N6' 1.224(9) . ?
N1 C5 1.310(9) . ?
N1 C1 1.342(8) . ?
N2 C6 1.466(8) . ?
N2 C7 1.512(9) . ?
N2 H2N 0.8600 . ?
N3 C10 1.471(8) . ?
N3 C8 1.480(9) . ?
N3 H3N 0.8600 . ?
N4 C15 1.340(10) . ?
N4 C11 1.340(9) . ?
C1 C2 1.381(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(12) . ?
C2 C6 1.499(10) . ?
C3 C4 1.350(12) . ?
C3 H3A 0.9300 . ?
C4 C5 1.410(13) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.483(10) . ?
C7 C9 1.561(15) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C12 1.489(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.374(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(10) . ?
C13 C14 1.382(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.338(11) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 N2 161.1(2) 2_656 . ?
N1 Cd1 O1W 94.79(19) 2_656 . ?
N2 Cd1 O1W 101.4(2) . . ?
N1 Cd1 N4 88.1(2) 2_656 2_646 ?
N2 Cd1 N4 103.4(2) . 2_646 ?
O1W Cd1 N4 82.84(19) . 2_646 ?
N1 Cd1 N3 96.06(19) 2_656 . ?
N2 Cd1 N3 76.80(19) . . ?
O1W Cd1 N3 82.15(18) . . ?
N4 Cd1 N3 164.7(2) 2_646 . ?
N1 Cd1 O1 79.00(19) 2_656 . ?
N2 Cd1 O1 88.1(2) . . ?
O1W Cd1 O1 162.26(17) . . ?
N4 Cd1 O1 80.38(18) 2_646 . ?
N3 Cd1 O1 114.84(17) . . ?
N5 O1 Cd1 120.6(4) . . ?
Cd1 O1W H1W1 117(7) . . ?
Cd1 O1W H1W2 104(6) . . ?
H1W1 O1W H1W2 110.6(19) . . ?
C5 N1 C1 118.2(7) . . ?
C5 N1 Cd1 122.2(5) . 2_646 ?
C1 N1 Cd1 119.5(5) . 2_646 ?
C6 N2 C7 110.2(6) . . ?
C6 N2 Cd1 120.9(5) . . ?
C7 N2 Cd1 107.0(4) . . ?
C6 N2 H2N 105.9 . . ?
C7 N2 H2N 106.0 . . ?
Cd1 N2 H2N 105.9 . . ?
C10 N3 C8 108.4(5) . . ?
C10 N3 Cd1 121.8(4) . . ?
C8 N3 Cd1 104.7(4) . . ?
C10 N3 H3N 107.0 . . ?
C8 N3 H3N 107.1 . . ?
Cd1 N3 H3N 107.0 . . ?
C15 N4 C11 116.8(6) . . ?
C15 N4 Cd1 124.3(5) . 2_656 ?
C11 N4 Cd1 118.9(5) . 2_656 ?
O3 N5 O2 121.7(6) . . ?
O3 N5 O1 119.6(6) . . ?
O2 N5 O1 118.7(6) . . ?
O5 N6 O4 118.7(8) . . ?
O5 N6 O6 119.9(8) . . ?
O4 N6 O6 118.5(8) . . ?
O6' N6' O4' 117.8(11) . . ?
O6' N6' O5' 119.7(11) . . ?
O4' N6' O5' 117.5(11) . . ?
N1 C1 C2 123.9(8) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 117.8(7) . . ?
C3 C2 C6 122.5(8) . . ?
C1 C2 C6 119.7(8) . . ?
C4 C3 C2 118.3(8) . . ?
C4 C3 H3A 120.8 . . ?
C2 C3 H3A 120.8 . . ?
C3 C4 C5 121.2(9) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 120.4(8) . . ?
N1 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
N2 C6 C2 112.5(6) . . ?
N2 C6 H6A 109.1 . . ?
C2 C6 H6A 109.1 . . ?
N2 C6 H6B 109.1 . . ?
C2 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 N2 109.8(6) . . ?
C8 C7 C9 108.5(7) . . ?
N2 C7 C9 110.8(8) . . ?
C8 C7 H7 109.2 . . ?
N2 C7 H7 109.2 . . ?
C9 C7 H7 109.2 . . ?
N3 C8 C7 112.0(6) . . ?
N3 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
N3 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C12 116.0(6) . . ?
N3 C10 H10A 108.3 . . ?
C12 C10 H10A 108.3 . . ?
N3 C10 H10B 108.3 . . ?
C12 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
N4 C11 C12 123.5(7) . . ?
N4 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C11 C12 C13 117.1(7) . . ?
C11 C12 C10 119.4(6) . . ?
C13 C12 C10 123.5(6) . . ?
C12 C13 C14 120.4(7) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 117.9(8) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 N4 124.3(8) . . ?
C14 C15 H15 117.9 . . ?
N4 C15 H15 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O1 N5 O3 174.7(7) . . . . ?
Cd1 O1 N5 O2 -3.2(10) . . . . ?
C5 N1 C1 C2 -2.6(9) . . . . ?
Cd1 N1 C1 C2 175.0(5) 2_646 . . . ?
N1 C1 C2 C3 3.8(10) . . . . ?
N1 C1 C2 C6 -179.1(6) . . . . ?
C1 C2 C3 C4 -2.1(11) . . . . ?
C6 C2 C3 C4 -179.2(7) . . . . ?
C2 C3 C4 C5 -0.5(13) . . . . ?
C1 N1 C5 C4 -0.2(10) . . . . ?
Cd1 N1 C5 C4 -177.8(6) 2_646 . . . ?
C3 C4 C5 N1 1.8(13) . . . . ?
C7 N2 C6 C2 179.1(7) . . . . ?
Cd1 N2 C6 C2 -55.3(10) . . . . ?
C3 C2 C6 N2 -64.5(10) . . . . ?
C1 C2 C6 N2 118.4(8) . . . . ?
C6 N2 C7 C8 176.7(8) . . . . ?
Cd1 N2 C7 C8 43.6(8) . . . . ?
C6 N2 C7 C9 -63.4(10) . . . . ?
Cd1 N2 C7 C9 163.4(7) . . . . ?
C10 N3 C8 C7 178.0(6) . . . . ?
Cd1 N3 C8 C7 46.6(7) . . . . ?
N2 C7 C8 N3 -64.2(9) . . . . ?
C9 C7 C8 N3 174.5(8) . . . . ?
C8 N3 C10 C12 173.7(6) . . . . ?
Cd1 N3 C10 C12 -64.9(8) . . . . ?
C15 N4 C11 C12 0.0(9) . . . . ?
Cd1 N4 C11 C12 -179.7(5) 2_656 . . . ?
N4 C11 C12 C13 1.4(9) . . . . ?
N4 C11 C12 C10 179.6(6) . . . . ?
N3 C10 C12 C11 105.4(7) . . . . ?
N3 C10 C12 C13 -76.5(9) . . . . ?
C11 C12 C13 C14 -1.6(11) . . . . ?
C10 C12 C13 C14 -179.8(7) . . . . ?
C12 C13 C14 C15 0.6(12) . . . . ?
C13 C14 C15 N4 0.9(13) . . . . ?
C11 N4 C15 C14 -1.2(11) . . . . ?
Cd1 N4 C15 C14 178.4(6) 2_656 . . . ?

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
_geom_hbond_publ_flag
O1W H1W1 O6 0.847(10) 1.98(6) 2.653(12) 136(8) . yes
O1W H1W2 O3 0.847(10) 2.38(6) 3.072(8) 139(8) 2_656 yes
N2 H2N O5 0.86 2.15 2.976(17) 160.4 . yes
N3 H3N O2 0.86 2.33 3.163(8) 164.2 3_666 yes

_refine_diff_density_max         0.846
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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_d8109
_database_code_depnum_ccdc_archive 'CCDC 1936082'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 Ag N4, Cl O4'
_chemical_formula_sum            'C15 H20 Ag Cl N4 O4'
_chemical_formula_weight         463.67

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.9927(7)
_cell_length_b                   10.6548(8)
_cell_length_c                   19.9208(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1908.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1599
_cell_measurement_theta_min      3.6070
_cell_measurement_theta_max      24.4470

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.222
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77843
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            7485
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.602
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_full        25.242
_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 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             4330
_reflns_number_gt                2743
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.729
_reflns_Friedel_fraction_max     0.961
_reflns_Friedel_fraction_full    0.968

_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.0995P)²+0.5987P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 822 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         4330
_refine_ls_number_parameters     240
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1908
_refine_ls_wR_factor_gt          0.1633
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.070
_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
Ag1 Ag -0.20875(11) 0.49644(8) 0.07186(3) 0.0794(4) Uani 1 1 d . . . . .
Cl1 Cl -0.1830(4) -0.0365(3) -0.18657(17) 0.0940(10) Uani 1 1 d D . . . .
O1 O -0.3423(8) -0.036(2) -0.1884(12) 0.145(9) Uani 0.598(12) 1 d D . P A 1
O1' O -0.282(3) 0.052(2) -0.2206(14) 0.145(9) Uani 0.402(12) 1 d D . P A 2
O2 O -0.1190(17) -0.110(2) -0.2408(9) 0.143(7) Uani 0.598(12) 1 d D . P A 1
O2' O -0.068(2) -0.081(3) -0.2320(13) 0.143(7) Uani 0.402(12) 1 d D . P A 2
O3 O -0.117(3) 0.0900(13) -0.1872(13) 0.206(11) Uani 0.598(12) 1 d D . P A 1
O3' O -0.120(4) 0.012(3) -0.1246(10) 0.206(11) Uani 0.402(12) 1 d D . P A 2
O4 O -0.130(2) -0.093(2) -0.1244(7) 0.158(8) Uani 0.598(12) 1 d D . P A 1
O4' O -0.282(3) -0.143(2) -0.1716(13) 0.158(8) Uani 0.402(12) 1 d D . P A 2
N1 N -0.3681(12) 0.4031(9) -0.0039(5) 0.074(2) Uani 1 1 d . . . . .
N2 N -0.6195(9) 0.1108(7) -0.1673(4) 0.0583(19) Uani 1 1 d . . . . .
H2N H -0.527025 0.093211 -0.172874 0.087 Uiso 1 1 d R U . . .
N3 N -0.7751(9) -0.1313(8) -0.1602(4) 0.0586(19) Uani 1 1 d . . . . .
H3N H -0.869464 -0.125353 -0.166334 0.088 Uiso 1 1 d R U . . .
N4 N -1.0321(11) -0.4247(9) -0.0050(4) 0.068(2) Uani 1 1 d . . . . .
C1 C -0.4977(14) 0.4501(12) -0.0212(7) 0.084(4) Uani 1 1 d . . . . .
H1 H -0.533399 0.519700 0.001903 0.101 Uiso 1 1 calc R U . . .
C2 C -0.5802(15) 0.4018(12) -0.0707(8) 0.092(4) Uani 1 1 d . . . . .
H2A H -0.668835 0.441555 -0.082001 0.111 Uiso 1 1 calc R U . . .
C3 C -0.5406(11) 0.2978(9) -0.1051(5) 0.058(2) Uani 1 1 d . . . . .
C4 C -0.4101(16) 0.2497(11) -0.0873(7) 0.094(4) Uani 1 1 d . . . . .
H4 H -0.374549 0.179252 -0.109678 0.113 Uiso 1 1 calc R U . . .
C5 C -0.3251(17) 0.3022(13) -0.0359(7) 0.105(5) Uani 1 1 d . . . . .
H5 H -0.235615 0.264522 -0.024058 0.126 Uiso 1 1 calc R U . . .
C6 C -0.6368(14) 0.2478(9) -0.1602(6) 0.074(3) Uani 1 1 d . . . . .
H6A H -0.739944 0.267316 -0.150665 0.089 Uiso 1 1 calc R U . . .
H6B H -0.610245 0.288236 -0.202186 0.089 Uiso 1 1 calc R U . . .
C7 C -0.7058(17) 0.0594(11) -0.2237(5) 0.074(3) Uani 1 1 d . . . . .
H7 H -0.809027 0.088356 -0.220807 0.089 Uiso 1 1 calc R U . . .
C8 C -0.643(3) 0.086(2) -0.2961(9) 0.168(9) Uani 1 1 d . . . . .
H8A H -0.538391 0.069383 -0.296865 0.251 Uiso 1 1 calc R U . . .
H8B H -0.661441 0.171527 -0.307945 0.251 Uiso 1 1 calc R U . . .
H8C H -0.692305 0.031550 -0.327784 0.251 Uiso 1 1 calc R U . . .
C9 C -0.7012(15) -0.0820(10) -0.2204(5) 0.071(3) Uani 1 1 d . . . . .
H9A H -0.749312 -0.116209 -0.259953 0.085 Uiso 1 1 calc R U . . .
H9B H -0.598402 -0.109505 -0.220683 0.085 Uiso 1 1 calc R U . . .
C10 C -0.7410(13) -0.2642(11) -0.1494(7) 0.086(4) Uani 1 1 d . . . . .
H10A H -0.638862 -0.272394 -0.134311 0.103 Uiso 1 1 calc R U . . .
H10B H -0.750593 -0.309024 -0.191554 0.103 Uiso 1 1 calc R U . . .
C11 C -0.8429(12) -0.3219(9) -0.0983(6) 0.064(3) Uani 1 1 d . . . . .
C12 C -0.8174(12) -0.3096(11) -0.0316(6) 0.071(3) Uani 1 1 d . . . . .
H12 H -0.735265 -0.264641 -0.016554 0.085 Uiso 1 1 calc R U . . .
C13 C -0.9126(14) -0.3634(12) 0.0138(6) 0.082(3) Uani 1 1 d . . . . .
H13 H -0.891873 -0.356276 0.059406 0.098 Uiso 1 1 calc R U . . .
C14 C -0.9674(15) -0.3856(15) -0.1162(6) 0.094(4) Uani 1 1 d . . . . .
H14 H -0.992338 -0.394523 -0.161250 0.113 Uiso 1 1 calc R U . . .
C15 C -1.0542(16) -0.4354(16) -0.0684(6) 0.104(5) Uani 1 1 d . . . . .
H15 H -1.136698 -0.481266 -0.082249 0.125 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
Ag1 N1 2.307(9) . ?
Ag1 N3 2.348(8) 3 ?
Ag1 N2 2.359(8) 3 ?
Ag1 N4 2.361(9) 1_665 ?
Cl1 O1 1.433(7) . ?
Cl1 O2' 1.455(7) . ?
Cl1 O3' 1.456(8) . ?
Cl1 O2 1.456(7) . ?
Cl1 O4 1.460(8) . ?
Cl1 O1' 1.465(9) . ?
Cl1 O3 1.474(8) . ?
Cl1 O4' 1.476(8) . ?
N1 C5 1.308(16) . ?
N1 C1 1.314(16) . ?
N2 C7 1.471(13) . ?
N2 C6 1.474(13) . ?
N2 H2N 0.8600 . ?
N3 C10 1.464(14) . ?
N3 C9 1.469(13) . ?
N3 H3N 0.8600 . ?
N4 C15 1.284(14) . ?
N4 C13 1.311(15) . ?
C1 C2 1.338(18) . ?
C1 H1 0.9300 . ?
C2 C3 1.350(17) . ?
C2 H2A 0.9300 . ?
C3 C4 1.329(16) . ?
C3 C6 1.496(14) . ?
C4 C5 1.395(16) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.509(16) . ?
C7 C8 1.57(2) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.502(15) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.355(15) . ?
C11 C14 1.357(16) . ?
C12 C13 1.371(16) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.341(16) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ag1 N3 126.6(3) . 3 ?
N1 Ag1 N2 122.0(3) . 3 ?
N3 Ag1 N2 77.2(3) 3 3 ?
N1 Ag1 N4 98.5(4) . 1_665 ?
N3 Ag1 N4 116.0(3) 3 1_665 ?
N2 Ag1 N4 117.8(3) 3 1_665 ?
O2' Cl1 O3' 111.5(15) . . ?
O1 Cl1 O2 112.2(10) . . ?
O1 Cl1 O4 110.6(12) . . ?
O2 Cl1 O4 105.9(12) . . ?
O2' Cl1 O1' 110.9(15) . . ?
O3' Cl1 O1' 113.5(15) . . ?
O1 Cl1 O3 113.8(13) . . ?
O2 Cl1 O3 109.1(13) . . ?
O4 Cl1 O3 104.7(12) . . ?
O2' Cl1 O4' 107.5(14) . . ?
O3' Cl1 O4' 109.9(14) . . ?
O1' Cl1 O4' 103.0(13) . . ?
C5 N1 C1 116.6(10) . . ?
C5 N1 Ag1 119.3(9) . . ?
C1 N1 Ag1 123.9(8) . . ?
C7 N2 C6 112.7(9) . . ?
C7 N2 Ag1 104.9(6) . 3_455 ?
C6 N2 Ag1 111.5(7) . 3_455 ?
C7 N2 H2N 109.3 . . ?
C6 N2 H2N 109.2 . . ?
Ag1 N2 H2N 109.1 3_455 . ?
C10 N3 C9 111.8(9) . . ?
C10 N3 Ag1 115.4(8) . 3_455 ?
C9 N3 Ag1 106.1(6) . 3_455 ?
C10 N3 H3N 107.4 . . ?
C9 N3 H3N 107.6 . . ?
Ag1 N3 H3N 108.2 3_455 . ?
C15 N4 C13 116.9(10) . . ?
C15 N4 Ag1 120.1(8) . 1_445 ?
C13 N4 Ag1 122.9(8) . 1_445 ?
N1 C1 C2 122.6(11) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 122.9(12) . . ?
C1 C2 H2A 118.5 . . ?
C3 C2 H2A 118.5 . . ?
C4 C3 C2 114.4(10) . . ?
C4 C3 C6 124.7(10) . . ?
C2 C3 C6 120.8(10) . . ?
C3 C4 C5 121.7(11) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
N1 C5 C4 121.7(12) . . ?
N1 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
N2 C6 C3 111.2(8) . . ?
N2 C6 H6A 109.4 . . ?
C3 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C3 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C9 108.9(10) . . ?
N2 C7 C8 116.6(12) . . ?
C9 C7 C8 102.0(13) . . ?
N2 C7 H7 109.7 . . ?
C9 C7 H7 109.7 . . ?
C8 C7 H7 109.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C7 112.4(10) . . ?
N3 C9 H9A 109.1 . . ?
C7 C9 H9A 109.1 . . ?
N3 C9 H9B 109.1 . . ?
C7 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
N3 C10 C11 111.5(8) . . ?
N3 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N3 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C14 116.5(10) . . ?
C12 C11 C10 121.5(10) . . ?
C14 C11 C10 122.0(11) . . ?
C11 C12 C13 120.0(10) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
N4 C13 C12 122.1(11) . . ?
N4 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C15 C14 C11 119.4(11) . . ?
C15 C14 H14 120.3 . . ?
C11 C14 H14 120.3 . . ?
N4 C15 C14 125.0(12) . . ?
N4 C15 H15 117.5 . . ?
C14 C15 H15 117.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -3(2) . . . . ?
Ag1 N1 C1 C2 172.2(11) . . . . ?
N1 C1 C2 C3 3(2) . . . . ?
C1 C2 C3 C4 -2(2) . . . . ?
C1 C2 C3 C6 -179.8(12) . . . . ?
C2 C3 C4 C5 2(2) . . . . ?
C6 C3 C4 C5 179.1(13) . . . . ?
C1 N1 C5 C4 2(2) . . . . ?
Ag1 N1 C5 C4 -173.0(12) . . . . ?
C3 C4 C5 N1 -2(2) . . . . ?
C7 N2 C6 C3 -176.6(9) . . . . ?
Ag1 N2 C6 C3 65.8(10) 3_455 . . . ?
C4 C3 C6 N2 31.3(16) . . . . ?
C2 C3 C6 N2 -151.4(11) . . . . ?
C6 N2 C7 C9 -171.1(11) . . . . ?
Ag1 N2 C7 C9 -49.6(13) 3_455 . . . ?
C6 N2 C7 C8 74.4(16) . . . . ?
Ag1 N2 C7 C8 -164.1(12) 3_455 . . . ?
C10 N3 C9 C7 -166.9(11) . . . . ?
Ag1 N3 C9 C7 -40.3(14) 3_455 . . . ?
N2 C7 C9 N3 64.5(16) . . . . ?
C8 C7 C9 N3 -171.7(11) . . . . ?
C9 N3 C10 C11 -166.6(10) . . . . ?
Ag1 N3 C10 C11 72.0(11) 3_455 . . . ?
N3 C10 C11 C12 -82.3(14) . . . . ?
N3 C10 C11 C14 95.6(14) . . . . ?
C14 C11 C12 C13 2.0(18) . . . . ?
C10 C11 C12 C13 180.0(10) . . . . ?
C15 N4 C13 C12 2(2) . . . . ?
Ag1 N4 C13 C12 -174.7(9) 1_445 . . . ?
C11 C12 C13 N4 -1.9(19) . . . . ?
C12 C11 C14 C15 -2(2) . . . . ?
C10 C11 C14 C15 179.8(14) . . . . ?
C13 N4 C15 C14 -2(3) . . . . ?
Ag1 N4 C15 C14 174.5(14) 1_445 . . . ?
C11 C14 C15 N4 2(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
_geom_hbond_publ_flag
N2 H2N O1^a 0.86 2.18 2.974(15) 153.2 . yes
N2 H2N O1'^b 0.86 2.44 3.28(3) 164.4 . yes
N3 H3N O2'^b 0.86 2.26 3.04(3) 151.3 1_455 yes

_refine_diff_density_max         0.789
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_d8247
_database_code_depnum_ccdc_archive 'CCDC 1936080'
_audit_update_record             
;
2019-07-01 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_vrf_PLAT234_d8247               
;
PROBLEM:  Large Hirshfeld Difference Cl1      --O4       .       0.26 Ang.    
RESPONSE: The Hirshfeld difference is a consequence of the different 
orientation of the atoms.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H22 Cd Cl N4 O5, Cl O4'
_chemical_formula_sum            'C15 H22 Cd Cl2 N4 O9'
_chemical_formula_weight         585.66

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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.4896(4)
_cell_length_b                   11.6220(4)
_cell_length_c                   19.7734(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2180.78(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2141
_cell_measurement_theta_min      3.4410
_cell_measurement_theta_max      24.5690

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.301
_shelx_estimated_absorpt_T_min   0.772
_shelx_estimated_absorpt_T_max   0.849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88674
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_reflns_number            4706
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.454
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 0.897
_reflns_number_total             3446
_reflns_number_gt                3104
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.571
_reflns_Friedel_fraction_max     0.763
_reflns_Friedel_fraction_full    0.763

_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       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_cell_refinement       
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction        
;
CrysAlis Pro (Agilent, 2013)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_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)+(0.1035P)²+10.4495P] 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 
;
 Flack x determined using 909 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(5)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3446
_refine_ls_number_parameters     287
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.1956
_refine_ls_wR_factor_gt          0.1872
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.092
_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 0.48117(11) -0.03465(9) 0.17655(5) 0.0454(4) Uani 1 1 d . . . . .
Cl1 Cl 0.8000(5) -0.2223(4) 0.1943(5) 0.119(3) Uani 1 1 d D U . . .
Cl2 Cl 0.0323(7) 0.0216(4) 0.0396(3) 0.0977(18) Uani 1 1 d . . . . .
O1 O 0.6713(11) -0.1698(11) 0.1706(8) 0.094(4) Uani 1 1 d D U . . .
O1W O 0.2846(17) 0.0901(15) 0.1699(9) 0.098(5) Uani 1 1 d D . . . .
H1W1 H 0.32(3) 0.157(10) 0.169(13) 0.147 Uiso 1 1 d D U . . .
H1W2 H 0.23(2) 0.08(2) 0.135(8) 0.147 Uiso 1 1 d D U . . .
O2 O 0.8010(15) -0.3450(8) 0.1807(13) 0.144(9) Uani 1 1 d D . . . .
O3 O 0.9316(10) -0.1655(12) 0.1807(10) 0.110(6) Uani 1 1 d D . . . .
O4 O 0.783(3) -0.211(2) 0.2692(6) 0.195(12) Uani 1 1 d D U . . .
O5 O 0.101(2) -0.0775(15) 0.0584(12) 0.130(8) Uani 1 1 d . . . . .
O6 O 0.007(4) 0.0312(19) -0.0342(12) 0.223(18) Uani 1 1 d . . . . .
O7 O -0.106(3) 0.018(3) 0.062(2) 0.26(2) Uani 1 1 d . . . . .
O8 O 0.107(4) 0.1207(19) 0.0617(13) 0.184(13) Uani 1 1 d . . . . .
N1 N 0.6182(13) 0.0574(10) 0.2575(7) 0.049(3) Uani 1 1 d . . . . .
N2 N 0.5804(17) 0.3536(11) 0.4164(6) 0.053(3) Uani 1 1 d . . . . .
H2N H 0.668856 0.365710 0.422564 0.080 Uiso 1 1 d R U . . .
N3 N 0.4296(17) 0.5744(11) 0.4157(7) 0.055(4) Uani 1 1 d . . . . .
H3N H 0.340201 0.563089 0.417914 0.082 Uiso 1 1 d R U . . .
N4 N 0.3605(13) 0.8774(10) 0.2665(7) 0.045(3) Uani 1 1 d . . . . .
C1 C 0.7539(17) 0.0675(13) 0.2494(10) 0.058(4) Uani 1 1 d . . . . .
H1 H 0.796068 0.032993 0.212121 0.069 Uiso 1 1 calc R U . . .
C2 C 0.836(2) 0.1267(16) 0.2936(11) 0.068(5) Uani 1 1 d . . . . .
H2A H 0.932544 0.128584 0.286299 0.081 Uiso 1 1 calc R U . . .
C3 C 0.783(2) 0.1825(16) 0.3474(11) 0.064(5) Uani 1 1 d . . . . .
H3A H 0.839824 0.225392 0.376386 0.077 Uiso 1 1 calc R U . . .
C4 C 0.6348(17) 0.1716(12) 0.3571(8) 0.047(4) Uani 1 1 d . . . . .
C5 C 0.5617(15) 0.1073(11) 0.3116(7) 0.042(3) Uani 1 1 d . . . . .
H5 H 0.465556 0.097576 0.318799 0.051 Uiso 1 1 calc R U . . .
C6 C 0.565(2) 0.2277(12) 0.4151(8) 0.055(4) Uani 1 1 d . . . . .
H6A H 0.465219 0.208922 0.414036 0.066 Uiso 1 1 calc R U . . .
H6B H 0.603473 0.196313 0.456639 0.066 Uiso 1 1 calc R U . . .
C7 C 0.511(3) 0.3981(15) 0.4775(8) 0.077(6) Uani 1 1 d . . . . .
H7A H 0.564979 0.374529 0.516676 0.093 Uiso 1 1 calc R U . . .
H7B H 0.418318 0.363040 0.481075 0.093 Uiso 1 1 calc R U . . .
C8 C 0.494(3) 0.5264(15) 0.4791(9) 0.079(5) Uani 1 1 d D U . . .
H8 H 0.588181 0.560008 0.483790 0.095 Uiso 1 1 calc R U . . .
C9 C 0.409(4) 0.557(3) 0.5439(15) 0.163(13) Uani 1 1 d D U . . .
H9A H 0.321848 0.515550 0.544033 0.245 Uiso 1 1 calc R U . . .
H9B H 0.390284 0.638317 0.544486 0.245 Uiso 1 1 calc R U . . .
H9C H 0.463191 0.536705 0.583145 0.245 Uiso 1 1 calc R U . . .
C10 C 0.455(2) 0.7017(13) 0.4175(9) 0.067(5) Uani 1 1 d . . . . .
H10A H 0.553443 0.716552 0.407666 0.080 Uiso 1 1 calc R U . . .
H10B H 0.435723 0.729928 0.462695 0.080 Uiso 1 1 calc R U . . .
C11 C 0.365(2) 0.7671(12) 0.3677(9) 0.055(4) Uani 1 1 d . . . . .
C12 C 0.223(2) 0.7765(17) 0.3763(11) 0.068(5) Uani 1 1 d . . . . .
H12 H 0.177746 0.741901 0.412660 0.082 Uiso 1 1 calc R U . . .
C13 C 0.150(2) 0.8386(17) 0.3293(12) 0.083(7) Uani 1 1 d . . . . .
H13 H 0.053634 0.847843 0.334186 0.099 Uiso 1 1 calc R U . . .
C14 C 0.218(2) 0.8880(14) 0.2747(11) 0.066(5) Uani 1 1 d . . . . .
H14 H 0.165370 0.929013 0.243009 0.079 Uiso 1 1 calc R U . . .
C15 C 0.4279(17) 0.8181(11) 0.3117(7) 0.046(3) Uani 1 1 d . . . . .
H15 H 0.524563 0.809033 0.306259 0.055 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 N1 2.323(13) . ?
Cd1 N2 2.324(13) 4_645 ?
Cd1 N4 2.350(13) 1_545 ?
Cd1 O1W 2.366(13) . ?
Cd1 N3 2.377(13) 4_645 ?
Cd1 O1 2.395(9) . ?
Cl1 O3 1.437(7) . ?
Cl1 O1 1.443(7) . ?
Cl1 O2 1.451(7) . ?
Cl1 O4 1.496(8) . ?
Cl2 O5 1.375(17) . ?
Cl2 O7 1.39(3) . ?
Cl2 O8 1.42(2) . ?
Cl2 O6 1.48(2) . ?
O1W H1W1 0.849(14) . ?
O1W H1W2 0.851(13) . ?
N1 C1 1.30(2) . ?
N1 C5 1.330(19) . ?
N2 C7 1.47(2) . ?
N2 C6 1.472(19) . ?
N2 H2N 0.8600 . ?
N3 C8 1.50(2) . ?
N3 C10 1.50(2) . ?
N3 H3N 0.8600 . ?
N4 C15 1.296(19) . ?
N4 C14 1.37(2) . ?
C1 C2 1.36(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.34(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.43(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.36(2) . ?
C4 C6 1.48(2) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.50(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.555(13) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.51(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.36(3) . ?
C11 C15 1.39(2) . ?
C12 C13 1.36(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.38(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 N2 160.5(5) . 4_645 ?
N1 Cd1 N4 87.2(5) . 1_545 ?
N2 Cd1 N4 103.5(5) 4_645 1_545 ?
N1 Cd1 O1W 101.4(6) . . ?
N2 Cd1 O1W 95.7(6) 4_645 . ?
N4 Cd1 O1W 85.7(5) 1_545 . ?
N1 Cd1 N3 94.8(5) . 4_645 ?
N2 Cd1 N3 77.3(5) 4_645 4_645 ?
N4 Cd1 N3 170.6(5) 1_545 4_645 ?
O1W Cd1 N3 84.9(5) . 4_645 ?
N1 Cd1 O1 85.1(5) . . ?
N2 Cd1 O1 77.5(5) 4_645 . ?
N4 Cd1 O1 96.9(5) 1_545 . ?
O1W Cd1 O1 173.2(6) . . ?
N3 Cd1 O1 92.5(5) 4_645 . ?
O3 Cl1 O1 118.7(9) . . ?
O3 Cl1 O2 114.3(9) . . ?
O1 Cl1 O2 111.2(9) . . ?
O3 Cl1 O4 103.7(12) . . ?
O1 Cl1 O4 101.2(11) . . ?
O2 Cl1 O4 105.7(12) . . ?
O5 Cl2 O7 109.8(17) . . ?
O5 Cl2 O8 111.0(14) . . ?
O7 Cl2 O8 113(2) . . ?
O5 Cl2 O6 113.9(16) . . ?
O7 Cl2 O6 99(2) . . ?
O8 Cl2 O6 108.8(15) . . ?
Cl1 O1 Cd1 154.0(10) . . ?
Cd1 O1W H1W1 104(10) . . ?
Cd1 O1W H1W2 114(10) . . ?
H1W1 O1W H1W2 110.00 . . ?
C1 N1 C5 117.2(15) . . ?
C1 N1 Cd1 120.7(12) . . ?
C5 N1 Cd1 121.9(9) . . ?
C7 N2 C6 108.5(14) . . ?
C7 N2 Cd1 109.9(10) . 4_655 ?
C6 N2 Cd1 121.1(10) . 4_655 ?
C7 N2 H2N 105.3 . . ?
C6 N2 H2N 105.2 . . ?
Cd1 N2 H2N 105.5 4_655 . ?
C8 N3 C10 106.4(13) . . ?
C8 N3 Cd1 107.3(10) . 4_655 ?
C10 N3 Cd1 119.2(11) . 4_655 ?
C8 N3 H3N 107.5 . . ?
C10 N3 H3N 107.9 . . ?
Cd1 N3 H3N 108.0 4_655 . ?
C15 N4 C14 117.0(15) . . ?
C15 N4 Cd1 120.9(10) . 1_565 ?
C14 N4 Cd1 122.1(12) . 1_565 ?
N1 C1 C2 122.2(18) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 122.9(19) . . ?
C3 C2 H2A 118.5 . . ?
C1 C2 H2A 118.5 . . ?
C2 C3 C4 115.4(18) . . ?
C2 C3 H3A 122.3 . . ?
C4 C3 H3A 122.3 . . ?
C5 C4 C3 117.6(16) . . ?
C5 C4 C6 121.8(15) . . ?
C3 C4 C6 120.6(16) . . ?
N1 C5 C4 124.5(14) . . ?
N1 C5 H5 117.8 . . ?
C4 C5 H5 117.8 . . ?
N2 C6 C4 114.0(14) . . ?
N2 C6 H6A 108.8 . . ?
C4 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C4 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 114.5(16) . . ?
N2 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
N2 C7 H7B 108.6 . . ?
C8 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 N3 113.3(15) . . ?
C7 C8 C9 108(2) . . ?
N3 C8 C9 113(2) . . ?
C7 C8 H8 107.6 . . ?
N3 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 113.0(14) . . ?
N3 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C15 119.3(17) . . ?
C12 C11 C10 121.2(18) . . ?
C15 C11 C10 119.5(17) . . ?
C13 C12 C11 117.3(18) . . ?
C13 C12 H12 121.4 . . ?
C11 C12 H12 121.4 . . ?
C12 C13 C14 121(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
N4 C14 C13 120.8(19) . . ?
N4 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
N4 C15 C11 124.4(16) . . ?
N4 C15 H15 117.8 . . ?
C11 C15 H15 117.8 . . ?

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
O3 Cl1 O1 Cd1 -80(3) . . . . ?
O2 Cl1 O1 Cd1 145(2) . . . . ?
O4 Cl1 O1 Cd1 33(3) . . . . ?
C5 N1 C1 C2 0(2) . . . . ?
Cd1 N1 C1 C2 176.0(13) . . . . ?
N1 C1 C2 C3 -2(3) . . . . ?
C1 C2 C3 C4 3(3) . . . . ?
C2 C3 C4 C5 0(2) . . . . ?
C2 C3 C4 C6 179.1(14) . . . . ?
C1 N1 C5 C4 3(2) . . . . ?
Cd1 N1 C5 C4 -173.5(10) . . . . ?
C3 C4 C5 N1 -3(2) . . . . ?
C6 C4 C5 N1 178.1(12) . . . . ?
C7 N2 C6 C4 -178.0(16) . . . . ?
Cd1 N2 C6 C4 54(2) 4_655 . . . ?
C5 C4 C6 N2 -120.5(16) . . . . ?
C3 C4 C6 N2 60(2) . . . . ?
C6 N2 C7 C8 -169(2) . . . . ?
Cd1 N2 C7 C8 -34(3) 4_655 . . . ?
N2 C7 C8 N3 50(3) . . . . ?
N2 C7 C8 C9 176(2) . . . . ?
C10 N3 C8 C7 -165(2) . . . . ?
Cd1 N3 C8 C7 -37(2) 4_655 . . . ?
C10 N3 C8 C9 72(2) . . . . ?
Cd1 N3 C8 C9 -159.5(18) 4_655 . . . ?
C8 N3 C10 C11 -164.7(16) . . . . ?
Cd1 N3 C10 C11 74(2) 4_655 . . . ?
N3 C10 C11 C12 69(2) . . . . ?
N3 C10 C11 C15 -110.3(18) . . . . ?
C15 C11 C12 C13 -1(3) . . . . ?
C10 C11 C12 C13 179.1(16) . . . . ?
C11 C12 C13 C14 1(3) . . . . ?
C15 N4 C14 C13 1(2) . . . . ?
Cd1 N4 C14 C13 -177.8(12) 1_565 . . . ?
C12 C13 C14 N4 -1(3) . . . . ?
C14 N4 C15 C11 -1(2) . . . . ?
Cd1 N4 C15 C11 177.5(10) 1_565 . . . ?
C12 C11 C15 N4 2(2) . . . . ?
C10 C11 C15 N4 -179.0(13) . . . . ?

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
_geom_hbond_publ_flag
O1W H1W1 O4 0.849(14) 2.2(3) 2.69(3) 117(24) 4_655 yes
O1W H1W2 O8 0.851(13) 1.94(11) 2.75(3) 158 . yes
N2 H2N O5 0.86 2.31 3.17(3) 172.6 4_655 yes
N3 H3N O7 0.86 2.32 3.17(3) 171.9 4 yes

_refine_diff_density_max         1.245
_refine_diff_density_min         -0.971
_refine_diff_density_rms         0.139

