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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_allu267
_database_code_depnum_ccdc_archive 'CCDC 1471829'
_audit_update_record             
;
2016-04-01 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H26 Cl N4 O3 Pd S, Cl'
_chemical_formula_sum            'C19 H26 Cl2 N4 O3 Pd S'
_chemical_formula_weight         567.80

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.9628(5)
_cell_length_b                   18.5602(13)
_cell_length_c                   17.4498(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.011(2)
_cell_angle_gamma                90
_cell_volume                     2213.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7395
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      29.89

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   0.840
_exptl_transmission_factor_max   0.942
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.203
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8401
_exptl_absorpt_correction_T_max  0.9423
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker X8 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27622
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.195
_diffrn_reflns_theta_max         29.991
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             12711
_reflns_number_gt                10705
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_max     0.971
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0377P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4420 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(19)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         12711
_refine_ls_number_parameters     545
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0829
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
Pd1A Pd 0.86628(6) 0.87987(2) 0.12945(2) 0.01674(10) Uani 1 1 d . . . . .
Cl1A Cl 0.8781(2) 0.77091(9) 0.06716(9) 0.0243(3) Uani 1 1 d . . . . .
S1A S 1.1779(2) 0.87042(10) 0.19296(8) 0.0197(3) Uani 1 1 d . . . . .
O1A O 0.5844(6) 0.8891(3) 0.0755(2) 0.0207(10) Uani 1 1 d . . . . .
O2A O 0.4774(8) 0.9428(3) -0.1878(4) 0.0524(16) Uani 1 1 d . . . . .
O3A O 0.7594(7) 0.8941(3) -0.1299(3) 0.0465(14) Uani 1 1 d . . . . .
H30A H 0.8088 0.9001 -0.0825 0.070 Uiso 1 1 calc R U . . .
N1A N 0.8632(7) 0.9747(3) 0.1807(3) 0.0178(11) Uani 1 1 d . . . . .
N2A N 1.0300(7) 0.9940(3) 0.2331(3) 0.0201(11) Uani 1 1 d . . . . .
H2A H 1.0333 1.0346 0.2595 0.024 Uiso 1 1 calc R U . . .
N3A N 1.3451(8) 0.9693(3) 0.2946(3) 0.0207(12) Uani 1 1 d . . . . .
N4A N 0.2669(7) 0.8671(3) -0.0967(3) 0.0253(11) Uani 1 1 d . . . . .
H4A H 0.2324 0.9111 -0.1294 0.030 Uiso 1 1 calc R U . . .
C1A C 0.4774(9) 0.9481(3) 0.0737(3) 0.0184(13) Uani 1 1 d . . . . .
C2A C 0.2911(9) 0.9471(4) 0.0234(3) 0.0211(13) Uani 1 1 d . . . . .
C3A C 0.1655(9) 1.0050(4) 0.0228(3) 0.0220(14) Uani 1 1 d . . . . .
H3A H 0.0408 1.0034 -0.0107 0.026 Uiso 1 1 calc R U . . .
C4A C 0.2155(9) 1.0655(4) 0.0697(4) 0.0210(14) Uani 1 1 d . . . . .
C5A C 0.3990(10) 1.0677(4) 0.1165(4) 0.0227(14) Uani 1 1 d . . . . .
H5A H 0.4359 1.1087 0.1485 0.027 Uiso 1 1 calc R U . . .
C6A C 0.5331(9) 1.0106(3) 0.1182(3) 0.0180(13) Uani 1 1 d . . . . .
C7A C 0.7208(9) 1.0193(3) 0.1699(3) 0.0179(13) Uani 1 1 d . . . . .
H7A H 0.7401 1.0628 0.1989 0.021 Uiso 1 1 calc R U . . .
C8A C 1.1879(9) 0.9502(3) 0.2438(3) 0.0177(13) Uani 1 1 d . . . . .
C9A C 0.0699(10) 1.1259(4) 0.0708(4) 0.0286(15) Uani 1 1 d . . . . .
H9A1 H 0.0846 1.1452 0.1239 0.043 Uiso 1 1 calc R U . . .
H9A2 H -0.0633 1.1073 0.0540 0.043 Uiso 1 1 calc R U . . .
H9A3 H 0.0940 1.1643 0.0352 0.043 Uiso 1 1 calc R U . . .
C10A C 0.2122(9) 0.8790(4) -0.0179(3) 0.0226(13) Uani 1 1 d . . . . .
H10A H 0.0678 0.8796 -0.0248 0.027 Uiso 1 1 calc R U . . .
H10B H 0.2600 0.8374 0.0161 0.027 Uiso 1 1 calc R U . . .
C11A C 0.1597(10) 0.8025(3) -0.1385(4) 0.0375(18) Uani 1 1 d . . . . .
H11A H 0.0319 0.7950 -0.1227 0.045 Uiso 1 1 calc R U . . .
H11B H 0.1383 0.8085 -0.1959 0.045 Uiso 1 1 calc R U . . .
C12A C 0.2985(11) 0.7408(4) -0.1116(5) 0.0397(18) Uani 1 1 d . . . . .
H12A H 0.2927 0.7263 -0.0575 0.048 Uiso 1 1 calc R U . . .
H12B H 0.2679 0.6985 -0.1464 0.048 Uiso 1 1 calc R U . . .
C13A C 0.4960(11) 0.7717(3) -0.1164(4) 0.0342(15) Uani 1 1 d . . . . .
H13A H 0.5212 0.7686 -0.1702 0.041 Uiso 1 1 calc R U . . .
H13B H 0.6017 0.7462 -0.0806 0.041 Uiso 1 1 calc R U . . .
C14A C 0.4813(9) 0.8506(3) -0.0915(3) 0.0253(13) Uani 1 1 d . . . . .
H14A H 0.5496 0.8558 -0.0359 0.030 Uiso 1 1 calc R U . . .
C15A C 0.5700(11) 0.9022(4) -0.1401(4) 0.0294(16) Uani 1 1 d . . . . .
C19A C 1.5204(9) 0.9250(4) 0.3132(4) 0.0241(14) Uani 1 1 d . . . . .
H19A H 1.5690 0.9119 0.2653 0.029 Uiso 1 1 calc R U . . .
H19B H 1.4946 0.8804 0.3406 0.029 Uiso 1 1 calc R U . . .
C18A C 1.6635(10) 0.9720(4) 0.3650(4) 0.0283(17) Uani 1 1 d . . . . .
H18A H 1.7385 1.0019 0.3341 0.034 Uiso 1 1 calc R U . . .
H18B H 1.7561 0.9428 0.4027 0.034 Uiso 1 1 calc R U . . .
C17A C 1.5356(11) 1.0191(4) 0.4072(4) 0.0346(18) Uani 1 1 d . . . . .
H17A H 1.5032 0.9936 0.4529 0.042 Uiso 1 1 calc R U . . .
H17B H 1.6026 1.0649 0.4249 0.042 Uiso 1 1 calc R U . . .
C16A C 1.3534(10) 1.0328(4) 0.3463(4) 0.0287(16) Uani 1 1 d . . . . .
H16A H 1.2359 1.0357 0.3704 0.034 Uiso 1 1 calc R U . . .
H16B H 1.3652 1.0780 0.3174 0.034 Uiso 1 1 calc R U . . .
Pd1B Pd 0.14796(6) 0.75938(2) 0.35919(2) 0.01678(10) Uani 1 1 d . . . . .
Cl1B Cl 0.1422(2) 0.86916(9) 0.42119(9) 0.0240(3) Uani 1 1 d . . . . .
S1B S -0.1631(2) 0.77038(9) 0.29627(9) 0.0201(4) Uani 1 1 d . . . . .
O1B O 0.4302(6) 0.7490(3) 0.4111(2) 0.0201(10) Uani 1 1 d . . . . .
O2B O 0.2972(7) 0.7342(3) 0.5727(3) 0.0481(15) Uani 1 1 d . . . . .
O3B O 0.4218(7) 0.6979(3) 0.6933(3) 0.0342(11) Uani 1 1 d . . . . .
H30B H 0.3067 0.6839 0.6925 0.051 Uiso 1 1 calc R U . . .
N1B N 0.1472(7) 0.6641(3) 0.3091(3) 0.0175(11) Uani 1 1 d . . . . .
N2B N -0.0220(7) 0.6451(3) 0.2555(3) 0.0225(12) Uani 1 1 d . . . . .
H2B H -0.0280 0.6044 0.2292 0.027 Uiso 1 1 calc R U . . .
N3B N -0.3358(8) 0.6728(3) 0.1944(3) 0.0218(12) Uani 1 1 d . . . . .
N4B N 0.6376(7) 0.7891(2) 0.5471(3) 0.0206(11) Uani 1 1 d . . . . .
H4B H 0.5057 0.7822 0.5134 0.025 Uiso 1 1 calc R U . . .
C1B C 0.5326(9) 0.6897(4) 0.4137(3) 0.0211(14) Uani 1 1 d . . . . .
C2B C 0.7219(9) 0.6902(4) 0.4633(3) 0.0207(13) Uani 1 1 d . . . . .
C3B C 0.8429(10) 0.6308(4) 0.4670(4) 0.0245(15) Uani 1 1 d . . . . .
H3B H 0.9668 0.6324 0.5011 0.029 Uiso 1 1 calc R U . . .
C4B C 0.7907(10) 0.5682(4) 0.4227(4) 0.0270(15) Uani 1 1 d . . . . .
C5B C 0.6102(11) 0.5677(4) 0.3751(4) 0.0265(16) Uani 1 1 d . . . . .
H5B H 0.5733 0.5264 0.3435 0.032 Uiso 1 1 calc R U . . .
C6B C 0.4735(9) 0.6260(3) 0.3704(3) 0.0190(13) Uani 1 1 d . . . . .
C7B C 0.2901(9) 0.6173(3) 0.3194(3) 0.0203(13) Uani 1 1 d . . . . .
H7B H 0.2695 0.5738 0.2903 0.024 Uiso 1 1 calc R U . . .
C8B C -0.1755(9) 0.6910(4) 0.2454(3) 0.0200(13) Uani 1 1 d . . . . .
C9B C 0.9304(11) 0.5066(4) 0.4271(4) 0.0353(18) Uani 1 1 d . . . . .
H9B1 H 0.9462 0.4839 0.4787 0.053 Uiso 1 1 calc R U . . .
H9B2 H 1.0575 0.5243 0.4189 0.053 Uiso 1 1 calc R U . . .
H9B3 H 0.8794 0.4711 0.3867 0.053 Uiso 1 1 calc R U . . .
C10B C 0.7873(8) 0.7603(5) 0.5031(3) 0.0247(13) Uani 1 1 d . . . . .
H10C H 0.8093 0.7961 0.4636 0.030 Uiso 1 1 calc R U . . .
H10D H 0.9129 0.7529 0.5398 0.030 Uiso 1 1 calc R U . . .
C11B C 0.6638(10) 0.8685(3) 0.5637(4) 0.0326(16) Uani 1 1 d . . . . .
H11C H 0.7976 0.8842 0.5599 0.039 Uiso 1 1 calc R U . . .
H11D H 0.5679 0.8971 0.5267 0.039 Uiso 1 1 calc R U . . .
C12B C 0.6294(12) 0.8767(4) 0.6459(5) 0.049(2) Uani 1 1 d . . . . .
H12C H 0.6969 0.9199 0.6714 0.058 Uiso 1 1 calc R U . . .
H12D H 0.4880 0.8802 0.6468 0.058 Uiso 1 1 calc R U . . .
C13B C 0.7160(10) 0.8087(4) 0.6846(4) 0.0362(17) Uani 1 1 d . . . . .
H13C H 0.6709 0.8000 0.7342 0.043 Uiso 1 1 calc R U . . .
H13D H 0.8608 0.8103 0.6948 0.043 Uiso 1 1 calc R U . . .
C14B C 0.6365(8) 0.7513(3) 0.6231(3) 0.0235(12) Uani 1 1 d . . . . .
H14B H 0.7266 0.7089 0.6286 0.028 Uiso 1 1 calc R U . . .
C15B C 0.4331(11) 0.7273(4) 0.6257(4) 0.0253(15) Uani 1 1 d . . . . .
C19B C -0.5087(9) 0.7201(4) 0.1764(4) 0.0262(15) Uani 1 1 d . . . . .
H19C H -0.4796 0.7652 0.1505 0.031 Uiso 1 1 calc R U . . .
H19D H -0.5611 0.7320 0.2238 0.031 Uiso 1 1 calc R U . . .
C18B C -0.6498(12) 0.6708(7) 0.1201(5) 0.062(3) Uani 1 1 d . . . . .
H18C H -0.7280 0.6409 0.1497 0.075 Uiso 1 1 calc R U . . .
H18D H -0.7403 0.7002 0.0819 0.075 Uiso 1 1 calc R U . . .
C17B C -0.5308(12) 0.6257(5) 0.0806(5) 0.049(2) Uani 1 1 d . . . . .
H17C H -0.4976 0.6509 0.0349 0.059 Uiso 1 1 calc R U . . .
H17D H -0.6001 0.5804 0.0627 0.059 Uiso 1 1 calc R U . . .
C16B C -0.3469(11) 0.6104(4) 0.1414(4) 0.0301(17) Uani 1 1 d . . . . .
H16C H -0.3595 0.5648 0.1695 0.036 Uiso 1 1 calc R U . . .
H16D H -0.2298 0.6077 0.1170 0.036 Uiso 1 1 calc R U . . .
Cl2A Cl 0.9703(3) 1.15263(11) 0.28946(11) 0.0339(4) Uani 1 1 d . . . . .
Cl2B Cl 0.9989(3) 0.98047(11) 0.78852(12) 0.0403(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1A N1A 1.977(5) . ?
Pd1A O1A 2.015(4) . ?
Pd1A S1A 2.2470(16) . ?
Pd1A Cl1A 2.3049(17) . ?
S1A C8A 1.722(6) . ?
O1A C1A 1.321(8) . ?
O2A C15A 1.211(8) . ?
O3A C15A 1.305(9) . ?
O3A H30A 0.8400 . ?
N1A C7A 1.277(8) . ?
N1A N2A 1.381(7) . ?
N2A C8A 1.351(8) . ?
N2A H2A 0.8800 . ?
N3A C8A 1.318(8) . ?
N3A C19A 1.456(8) . ?
N3A C16A 1.480(8) . ?
N4A C14A 1.510(8) . ?
N4A C10A 1.511(7) . ?
N4A C11A 1.523(7) . ?
N4A H4A 1.0000 . ?
C1A C6A 1.410(8) . ?
C1A C2A 1.420(8) . ?
C2A C3A 1.384(9) . ?
C2A C10A 1.506(9) . ?
C3A C4A 1.394(9) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.380(9) . ?
C4A C9A 1.514(9) . ?
C5A C6A 1.408(9) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.448(8) . ?
C7A H7A 0.9500 . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A C12A 1.515(10) . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
C12A C13A 1.507(10) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C14A 1.536(9) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A C15A 1.490(10) . ?
C14A H14A 1.0000 . ?
C19A C18A 1.493(9) . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C18A C17A 1.533(10) . ?
C18A H18A 0.9900 . ?
C18A H18B 0.9900 . ?
C17A C16A 1.512(9) . ?
C17A H17A 0.9900 . ?
C17A H17B 0.9900 . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
Pd1B N1B 1.972(5) . ?
Pd1B O1B 2.010(4) . ?
Pd1B S1B 2.2428(16) . ?
Pd1B Cl1B 2.3109(17) . ?
S1B C8B 1.713(7) . ?
O1B C1B 1.307(8) . ?
O2B C15B 1.196(8) . ?
O3B C15B 1.316(8) . ?
O3B H30B 0.8400 . ?
N1B C7B 1.307(8) . ?
N1B N2B 1.402(6) . ?
N2B C8B 1.352(8) . ?
N2B H2B 0.8800 . ?
N3B C8B 1.331(8) . ?
N3B C19B 1.475(8) . ?
N3B C16B 1.475(8) . ?
N4B C14B 1.501(7) . ?
N4B C10B 1.505(8) . ?
N4B C11B 1.506(7) . ?
N4B H4B 1.0000 . ?
C1B C6B 1.422(9) . ?
C1B C2B 1.432(8) . ?
C2B C3B 1.382(9) . ?
C2B C10B 1.504(10) . ?
C3B C4B 1.406(10) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.367(9) . ?
C4B C9B 1.493(10) . ?
C5B C6B 1.434(9) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.419(8) . ?
C7B H7B 0.9500 . ?
C9B H9B1 0.9800 . ?
C9B H9B2 0.9800 . ?
C9B H9B3 0.9800 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B C12B 1.506(10) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12B C13B 1.502(10) . ?
C12B H12C 0.9900 . ?
C12B H12D 0.9900 . ?
C13B C14B 1.537(8) . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
C14B C15B 1.494(9) . ?
C14B H14B 1.0000 . ?
C19B C18B 1.549(11) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C18B C17B 1.443(13) . ?
C18B H18C 0.9900 . ?
C18B H18D 0.9900 . ?
C17B C16B 1.526(9) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?

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
N1A Pd1A O1A 92.4(2) . . ?
N1A Pd1A S1A 86.53(15) . . ?
O1A Pd1A S1A 178.31(13) . . ?
N1A Pd1A Cl1A 177.88(16) . . ?
O1A Pd1A Cl1A 88.48(14) . . ?
S1A Pd1A Cl1A 92.63(6) . . ?
C8A S1A Pd1A 97.3(2) . . ?
C1A O1A Pd1A 125.2(4) . . ?
C15A O3A H30A 109.5 . . ?
C7A N1A N2A 117.5(5) . . ?
C7A N1A Pd1A 125.8(4) . . ?
N2A N1A Pd1A 116.7(4) . . ?
C8A N2A N1A 119.7(5) . . ?
C8A N2A H2A 120.2 . . ?
N1A N2A H2A 120.2 . . ?
C8A N3A C19A 123.5(6) . . ?
C8A N3A C16A 123.7(5) . . ?
C19A N3A C16A 112.4(5) . . ?
C14A N4A C10A 113.1(4) . . ?
C14A N4A C11A 105.0(5) . . ?
C10A N4A C11A 111.4(5) . . ?
C14A N4A H4A 109.1 . . ?
C10A N4A H4A 109.1 . . ?
C11A N4A H4A 109.1 . . ?
O1A C1A C6A 125.1(6) . . ?
O1A C1A C2A 116.7(5) . . ?
C6A C1A C2A 118.3(6) . . ?
C3A C2A C1A 119.7(6) . . ?
C3A C2A C10A 118.4(6) . . ?
C1A C2A C10A 120.8(6) . . ?
C2A C3A C4A 122.3(6) . . ?
C2A C3A H3A 118.8 . . ?
C4A C3A H3A 118.8 . . ?
C5A C4A C3A 118.0(6) . . ?
C5A C4A C9A 121.2(6) . . ?
C3A C4A C9A 120.8(6) . . ?
C4A C5A C6A 121.7(6) . . ?
C4A C5A H5A 119.1 . . ?
C6A C5A H5A 119.1 . . ?
C5A C6A C1A 119.8(6) . . ?
C5A C6A C7A 116.5(6) . . ?
C1A C6A C7A 123.7(6) . . ?
N1A C7A C6A 127.1(6) . . ?
N1A C7A H7A 116.4 . . ?
C6A C7A H7A 116.4 . . ?
N3A C8A N2A 118.8(6) . . ?
N3A C8A S1A 121.6(5) . . ?
N2A C8A S1A 119.6(5) . . ?
C4A C9A H9A1 109.5 . . ?
C4A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C4A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C2A C10A N4A 115.2(5) . . ?
C2A C10A H10A 108.5 . . ?
N4A C10A H10A 108.5 . . ?
C2A C10A H10B 108.5 . . ?
N4A C10A H10B 108.5 . . ?
H10A C10A H10B 107.5 . . ?
C12A C11A N4A 102.8(5) . . ?
C12A C11A H11A 111.2 . . ?
N4A C11A H11A 111.2 . . ?
C12A C11A H11B 111.2 . . ?
N4A C11A H11B 111.2 . . ?
H11A C11A H11B 109.1 . . ?
C13A C12A C11A 103.2(6) . . ?
C13A C12A H12A 111.1 . . ?
C11A C12A H12A 111.1 . . ?
C13A C12A H12B 111.1 . . ?
C11A C12A H12B 111.1 . . ?
H12A C12A H12B 109.1 . . ?
C12A C13A C14A 103.7(6) . . ?
C12A C13A H13A 111.0 . . ?
C14A C13A H13A 111.0 . . ?
C12A C13A H13B 111.0 . . ?
C14A C13A H13B 111.0 . . ?
H13A C13A H13B 109.0 . . ?
C15A C14A N4A 110.4(5) . . ?
C15A C14A C13A 113.2(6) . . ?
N4A C14A C13A 107.1(5) . . ?
C15A C14A H14A 108.7 . . ?
N4A C14A H14A 108.7 . . ?
C13A C14A H14A 108.7 . . ?
O2A C15A O3A 123.8(7) . . ?
O2A C15A C14A 124.5(7) . . ?
O3A C15A C14A 111.4(6) . . ?
N3A C19A C18A 103.8(6) . . ?
N3A C19A H19A 111.0 . . ?
C18A C19A H19A 111.0 . . ?
N3A C19A H19B 111.0 . . ?
C18A C19A H19B 111.0 . . ?
H19A C19A H19B 109.0 . . ?
C19A C18A C17A 104.0(6) . . ?
C19A C18A H18A 111.0 . . ?
C17A C18A H18A 111.0 . . ?
C19A C18A H18B 111.0 . . ?
C17A C18A H18B 111.0 . . ?
H18A C18A H18B 109.0 . . ?
C16A C17A C18A 104.2(6) . . ?
C16A C17A H17A 110.9 . . ?
C18A C17A H17A 110.9 . . ?
C16A C17A H17B 110.9 . . ?
C18A C17A H17B 110.9 . . ?
H17A C17A H17B 108.9 . . ?
N3A C16A C17A 102.9(6) . . ?
N3A C16A H16A 111.2 . . ?
C17A C16A H16A 111.2 . . ?
N3A C16A H16B 111.2 . . ?
C17A C16A H16B 111.2 . . ?
H16A C16A H16B 109.1 . . ?
N1B Pd1B O1B 91.9(2) . . ?
N1B Pd1B S1B 86.80(15) . . ?
O1B Pd1B S1B 177.55(13) . . ?
N1B Pd1B Cl1B 177.82(16) . . ?
O1B Pd1B Cl1B 88.62(14) . . ?
S1B Pd1B Cl1B 92.73(6) . . ?
C8B S1B Pd1B 97.1(2) . . ?
C1B O1B Pd1B 125.2(4) . . ?
C15B O3B H30B 109.5 . . ?
C7B N1B N2B 116.5(5) . . ?
C7B N1B Pd1B 126.7(4) . . ?
N2B N1B Pd1B 116.9(4) . . ?
C8B N2B N1B 118.1(5) . . ?
C8B N2B H2B 120.9 . . ?
N1B N2B H2B 120.9 . . ?
C8B N3B C19B 122.5(6) . . ?
C8B N3B C16B 123.7(6) . . ?
C19B N3B C16B 113.1(5) . . ?
C14B N4B C10B 113.9(5) . . ?
C14B N4B C11B 107.9(5) . . ?
C10B N4B C11B 112.0(5) . . ?
C14B N4B H4B 107.6 . . ?
C10B N4B H4B 107.6 . . ?
C11B N4B H4B 107.6 . . ?
O1B C1B C6B 125.5(5) . . ?
O1B C1B C2B 116.6(6) . . ?
C6B C1B C2B 117.8(6) . . ?
C3B C2B C1B 120.4(6) . . ?
C3B C2B C10B 122.8(6) . . ?
C1B C2B C10B 116.6(6) . . ?
C2B C3B C4B 122.9(6) . . ?
C2B C3B H3B 118.5 . . ?
C4B C3B H3B 118.5 . . ?
C5B C4B C3B 116.8(7) . . ?
C5B C4B C9B 122.7(7) . . ?
C3B C4B C9B 120.5(6) . . ?
C4B C5B C6B 123.6(7) . . ?
C4B C5B H5B 118.2 . . ?
C6B C5B H5B 118.2 . . ?
C7B C6B C1B 124.2(6) . . ?
C7B C6B C5B 117.3(6) . . ?
C1B C6B C5B 118.4(6) . . ?
N1B C7B C6B 125.5(6) . . ?
N1B C7B H7B 117.2 . . ?
C6B C7B H7B 117.2 . . ?
N3B C8B N2B 117.9(6) . . ?
N3B C8B S1B 121.2(5) . . ?
N2B C8B S1B 120.9(5) . . ?
C4B C9B H9B1 109.5 . . ?
C4B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C4B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C2B C10B N4B 111.4(5) . . ?
C2B C10B H10C 109.4 . . ?
N4B C10B H10C 109.4 . . ?
C2B C10B H10D 109.4 . . ?
N4B C10B H10D 109.4 . . ?
H10C C10B H10D 108.0 . . ?
C12B C11B N4B 104.3(5) . . ?
C12B C11B H11C 110.9 . . ?
N4B C11B H11C 110.9 . . ?
C12B C11B H11D 110.9 . . ?
N4B C11B H11D 110.9 . . ?
H11C C11B H11D 108.9 . . ?
C13B C12B C11B 102.7(6) . . ?
C13B C12B H12C 111.2 . . ?
C11B C12B H12C 111.2 . . ?
C13B C12B H12D 111.2 . . ?
C11B C12B H12D 111.2 . . ?
H12C C12B H12D 109.1 . . ?
C12B C13B C14B 102.0(5) . . ?
C12B C13B H13C 111.4 . . ?
C14B C13B H13C 111.4 . . ?
C12B C13B H13D 111.4 . . ?
C14B C13B H13D 111.4 . . ?
H13C C13B H13D 109.2 . . ?
C15B C14B N4B 109.3(5) . . ?
C15B C14B C13B 113.8(5) . . ?
N4B C14B C13B 103.4(5) . . ?
C15B C14B H14B 110.1 . . ?
N4B C14B H14B 110.1 . . ?
C13B C14B H14B 110.1 . . ?
O2B C15B O3B 124.2(7) . . ?
O2B C15B C14B 124.1(6) . . ?
O3B C15B C14B 111.7(5) . . ?
N3B C19B C18B 100.1(6) . . ?
N3B C19B H19C 111.7 . . ?
C18B C19B H19C 111.7 . . ?
N3B C19B H19D 111.7 . . ?
C18B C19B H19D 111.7 . . ?
H19C C19B H19D 109.5 . . ?
C17B C18B C19B 107.1(7) . . ?
C17B C18B H18C 110.3 . . ?
C19B C18B H18C 110.3 . . ?
C17B C18B H18D 110.3 . . ?
C19B C18B H18D 110.3 . . ?
H18C C18B H18D 108.5 . . ?
C18B C17B C16B 104.9(7) . . ?
C18B C17B H17C 110.8 . . ?
C16B C17B H17C 110.8 . . ?
C18B C17B H17D 110.8 . . ?
C16B C17B H17D 110.8 . . ?
H17C C17B H17D 108.8 . . ?
N3B C16B C17B 103.1(6) . . ?
N3B C16B H16C 111.2 . . ?
C17B C16B H16C 111.1 . . ?
N3B C16B H16D 111.2 . . ?
C17B C16B H16D 111.2 . . ?
H16C C16B H16D 109.1 . . ?

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
C7A N1A N2A C8A -176.9(6) . . . . ?
Pd1A N1A N2A C8A 3.5(7) . . . . ?
Pd1A O1A C1A C6A -9.7(9) . . . . ?
Pd1A O1A C1A C2A 171.2(4) . . . . ?
O1A C1A C2A C3A 175.3(6) . . . . ?
C6A C1A C2A C3A -3.8(9) . . . . ?
O1A C1A C2A C10A 7.0(9) . . . . ?
C6A C1A C2A C10A -172.2(5) . . . . ?
C1A C2A C3A C4A 0.6(10) . . . . ?
C10A C2A C3A C4A 169.2(6) . . . . ?
C2A C3A C4A C5A 1.6(10) . . . . ?
C2A C3A C4A C9A -176.5(6) . . . . ?
C3A C4A C5A C6A -0.5(10) . . . . ?
C9A C4A C5A C6A 177.6(6) . . . . ?
C4A C5A C6A C1A -2.8(10) . . . . ?
C4A C5A C6A C7A -179.9(6) . . . . ?
O1A C1A C6A C5A -174.2(6) . . . . ?
C2A C1A C6A C5A 4.9(9) . . . . ?
O1A C1A C6A C7A 2.7(10) . . . . ?
C2A C1A C6A C7A -178.2(6) . . . . ?
N2A N1A C7A C6A -179.9(5) . . . . ?
Pd1A N1A C7A C6A -0.4(9) . . . . ?
C5A C6A C7A N1A 179.9(6) . . . . ?
C1A C6A C7A N1A 2.9(10) . . . . ?
C19A N3A C8A N2A 177.4(5) . . . . ?
C16A N3A C8A N2A 5.8(9) . . . . ?
C19A N3A C8A S1A -1.1(9) . . . . ?
C16A N3A C8A S1A -172.7(5) . . . . ?
N1A N2A C8A N3A -179.4(5) . . . . ?
N1A N2A C8A S1A -0.9(8) . . . . ?
Pd1A S1A C8A N3A 176.9(5) . . . . ?
Pd1A S1A C8A N2A -1.6(5) . . . . ?
C3A C2A C10A N4A 102.5(7) . . . . ?
C1A C2A C10A N4A -89.0(7) . . . . ?
C14A N4A C10A C2A 69.4(7) . . . . ?
C11A N4A C10A C2A -172.6(5) . . . . ?
C14A N4A C11A C12A 32.5(7) . . . . ?
C10A N4A C11A C12A -90.3(7) . . . . ?
N4A C11A C12A C13A -43.1(7) . . . . ?
C11A C12A C13A C14A 36.4(7) . . . . ?
C10A N4A C14A C15A -124.8(6) . . . . ?
C11A N4A C14A C15A 113.5(5) . . . . ?
C10A N4A C14A C13A 111.5(6) . . . . ?
C11A N4A C14A C13A -10.1(6) . . . . ?
C12A C13A C14A C15A -138.1(6) . . . . ?
C12A C13A C14A N4A -16.2(7) . . . . ?
N4A C14A C15A O2A -12.4(9) . . . . ?
C13A C14A C15A O2A 107.7(8) . . . . ?
N4A C14A C15A O3A 173.0(5) . . . . ?
C13A C14A C15A O3A -66.9(7) . . . . ?
C8A N3A C19A C18A 173.4(6) . . . . ?
C16A N3A C19A C18A -14.1(7) . . . . ?
N3A C19A C18A C17A 30.4(7) . . . . ?
C19A C18A C17A C16A -36.1(7) . . . . ?
C8A N3A C16A C17A 164.1(6) . . . . ?
C19A N3A C16A C17A -8.3(7) . . . . ?
C18A C17A C16A N3A 26.8(7) . . . . ?
C7B N1B N2B C8B 177.7(5) . . . . ?
Pd1B N1B N2B C8B -3.8(7) . . . . ?
Pd1B O1B C1B C6B 10.6(9) . . . . ?
Pd1B O1B C1B C2B -170.9(4) . . . . ?
O1B C1B C2B C3B -177.4(6) . . . . ?
C6B C1B C2B C3B 1.3(9) . . . . ?
O1B C1B C2B C10B -3.7(8) . . . . ?
C6B C1B C2B C10B 175.0(6) . . . . ?
C1B C2B C3B C4B 1.0(10) . . . . ?
C10B C2B C3B C4B -172.3(6) . . . . ?
C2B C3B C4B C5B -0.8(11) . . . . ?
C2B C3B C4B C9B 177.9(7) . . . . ?
C3B C4B C5B C6B -1.7(11) . . . . ?
C9B C4B C5B C6B 179.6(7) . . . . ?
O1B C1B C6B C7B -1.9(10) . . . . ?
C2B C1B C6B C7B 179.5(6) . . . . ?
O1B C1B C6B C5B 175.0(6) . . . . ?
C2B C1B C6B C5B -3.6(9) . . . . ?
C4B C5B C6B C7B -178.9(7) . . . . ?
C4B C5B C6B C1B 4.0(11) . . . . ?
N2B N1B C7B C6B 179.6(5) . . . . ?
Pd1B N1B C7B C6B 1.3(9) . . . . ?
C1B C6B C7B N1B -4.6(10) . . . . ?
C5B C6B C7B N1B 178.4(6) . . . . ?
C19B N3B C8B N2B -177.4(6) . . . . ?
C16B N3B C8B N2B -8.0(9) . . . . ?
C19B N3B C8B S1B 2.1(9) . . . . ?
C16B N3B C8B S1B 171.6(5) . . . . ?
N1B N2B C8B N3B 179.9(5) . . . . ?
N1B N2B C8B S1B 0.4(8) . . . . ?
Pd1B S1B C8B N3B -177.0(5) . . . . ?
Pd1B S1B C8B N2B 2.6(5) . . . . ?
C3B C2B C10B N4B -133.3(6) . . . . ?
C1B C2B C10B N4B 53.1(7) . . . . ?
C14B N4B C10B C2B 76.7(6) . . . . ?
C11B N4B C10B C2B -160.4(5) . . . . ?
C14B N4B C11B C12B -13.0(7) . . . . ?
C10B N4B C11B C12B -139.2(5) . . . . ?
N4B C11B C12B C13B 35.9(7) . . . . ?
C11B C12B C13B C14B -44.7(7) . . . . ?
C10B N4B C14B C15B -127.7(5) . . . . ?
C11B N4B C14B C15B 107.2(6) . . . . ?
C10B N4B C14B C13B 110.8(6) . . . . ?
C11B N4B C14B C13B -14.3(6) . . . . ?
C12B C13B C14B C15B -82.2(7) . . . . ?
C12B C13B C14B N4B 36.2(7) . . . . ?
N4B C14B C15B O2B 3.9(9) . . . . ?
C13B C14B C15B O2B 118.8(8) . . . . ?
N4B C14B C15B O3B -176.0(5) . . . . ?
C13B C14B C15B O3B -61.1(8) . . . . ?
C8B N3B C19B C18B -176.2(6) . . . . ?
C16B N3B C19B C18B 13.3(8) . . . . ?
N3B C19B C18B C17B -29.9(10) . . . . ?
C19B C18B C17B C16B 35.4(11) . . . . ?
C8B N3B C16B C17B -163.6(7) . . . . ?
C19B N3B C16B C17B 6.7(8) . . . . ?
C18B C17B C16B N3B -25.7(10) . . . . ?

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
N2A H2A Cl2A 0.88 2.31 3.157(6) 160.2 .
N4A H4A O2A 1.00 2.23 2.746(7) 110.8 .
N4A H4A Cl2B 1.00 2.34 3.240(5) 149.7 1_454
O3B H30B Cl2A 0.84 2.09 2.926(5) 170.4 2_646
N2B H2B Cl2B 0.88 2.34 3.162(6) 156.5 2_646
N4B H4B O1B 1.00 1.87 2.638(6) 131.7 .
N4B H4B O2B 1.00 2.13 2.695(7) 113.6 .

_refine_diff_density_max         1.193
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.109

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_feba395
_database_code_depnum_ccdc_archive 'CCDC 1471830'
_audit_update_record             
;
2016-04-01 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H26 Cl N4 Ni O3 S, Cl'
_chemical_formula_sum            'C19 H26 Cl2 N4 Ni O3 S'
_chemical_formula_weight         520.11

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.9292(2)
_cell_length_b                   18.4742(8)
_cell_length_c                   17.4103(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.171(2)
_cell_angle_gamma                90
_cell_volume                     2186.49(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.79

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   0.677
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.257
_shelx_estimated_absorpt_T_min   0.689
_shelx_estimated_absorpt_T_max   0.787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6774
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22835
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.385
_diffrn_reflns_theta_max         25.350
_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 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             7711
_reflns_number_gt                7032
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.870
_reflns_Friedel_fraction_max     0.927
_reflns_Friedel_fraction_full    0.929

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+1.4406P] 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 3048 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7711
_refine_ls_number_parameters     571
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0827
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      3.097
_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
Ni1A Ni 0.14279(9) 0.25039(3) 0.87277(4) 0.02433(17) Uani 1 1 d . . . . .
Cl1A Cl 0.13191(19) 0.14613(8) 0.93095(8) 0.0321(3) Uani 1 1 d . . . . .
S1A S -0.15660(18) 0.23454(8) 0.81424(8) 0.0272(3) Uani 1 1 d . . . . .
O1A O 0.4036(5) 0.2594(2) 0.9234(2) 0.0292(9) Uani 1 1 d . . . . .
O2A O 0.5138(7) 0.3101(3) 1.1863(4) 0.0741(16) Uani 1 1 d . . . . .
O3A O 0.2324(6) 0.2589(3) 1.1303(3) 0.0636(14) Uani 1 1 d . . . . .
H30A H 0.1808 0.2932 1.1508 0.095 Uiso 1 1 d DR U . . .
N1A N 0.1390(6) 0.3396(3) 0.8244(2) 0.0236(10) Uani 1 1 d . . . . .
N2A N -0.0298(6) 0.3588(3) 0.7710(3) 0.0292(11) Uani 1 1 d . . . . .
H2A H -0.0358 0.3994 0.7443 0.035 Uiso 1 1 calc R U . . .
N3A N -0.3440(6) 0.3300(3) 0.7118(3) 0.0278(11) Uani 1 1 d . . . . .
N4A N 0.7270(6) 0.2335(3) 1.0968(3) 0.0356(11) Uani 1 1 d . . . . .
H4A H 0.7613 0.2782 1.1290 0.043 Uiso 1 1 calc R U . . .
C1A C 0.5171(8) 0.3159(3) 0.9279(3) 0.0260(13) Uani 1 1 d . . . . .
C2A C 0.7065(8) 0.3136(3) 0.9773(3) 0.0273(13) Uani 1 1 d . . . . .
C3A C 0.8322(8) 0.3706(4) 0.9795(3) 0.0304(13) Uani 1 1 d . . . . .
H3A H 0.9575 0.3677 1.0132 0.036 Uiso 1 1 calc R U . . .
C4A C 0.7857(8) 0.4329(4) 0.9348(3) 0.0307(14) Uani 1 1 d . . . . .
C5A C 0.6032(9) 0.4364(3) 0.8871(4) 0.0304(14) Uani 1 1 d . . . . .
H5A H 0.5688 0.4781 0.8554 0.037 Uiso 1 1 calc R U . . .
C6A C 0.4653(8) 0.3797(3) 0.8840(3) 0.0253(12) Uani 1 1 d . . . . .
C7A C 0.2781(8) 0.3871(3) 0.8330(3) 0.0283(13) Uani 1 1 d . . . . .
H7A H 0.2542 0.4303 0.8031 0.034 Uiso 1 1 calc R U . . .
C8A C -0.1831(7) 0.3132(3) 0.7617(3) 0.0241(13) Uani 1 1 d . . . . .
C9A C 0.9337(9) 0.4928(4) 0.9357(4) 0.0402(16) Uani 1 1 d . . . . .
H9A H 0.9219 0.5128 0.8829 0.060 Uiso 1 1 calc R U . . .
H9B H 1.0667 0.4736 0.9534 0.060 Uiso 1 1 calc R U . . .
H9C H 0.9087 0.5311 0.9716 0.060 Uiso 1 1 calc R U . . .
C10A C 0.7799(7) 0.2441(4) 1.0177(3) 0.0307(13) Uani 1 1 d . . . . .
H10A H 0.9249 0.2427 1.0239 0.037 Uiso 1 1 calc R U . . .
H10B H 0.7260 0.2031 0.9835 0.037 Uiso 1 1 calc R U . . .
C11A C 0.8341(10) 0.1697(4) 1.1391(4) 0.0489(18) Uani 1 1 d . . . . .
H11A H 0.9622 0.1620 1.1231 0.059 Uiso 1 1 calc R U . . .
H11B H 0.8570 0.1767 1.1965 0.059 Uiso 1 1 calc R U . . .
C12A C 0.6972(9) 0.1072(4) 1.1143(4) 0.0505(17) Uani 1 1 d . . . . .
H12A H 0.7045 0.0908 1.0608 0.061 Uiso 1 1 calc R U . . .
H12B H 0.7283 0.0659 1.1509 0.061 Uiso 1 1 calc R U . . .
C13A C 0.4982(9) 0.1381(3) 1.1170(4) 0.0449(15) Uani 1 1 d . . . . .
H13A H 0.4705 0.1354 1.1706 0.054 Uiso 1 1 calc R U . . .
H13B H 0.3937 0.1118 1.0808 0.054 Uiso 1 1 calc R U . . .
C14A C 0.5111(8) 0.2166(3) 1.0914(3) 0.0362(13) Uani 1 1 d . . . . .
H14A H 0.4425 0.2212 1.0355 0.043 Uiso 1 1 calc R U . . .
C15A C 0.4224(9) 0.2691(4) 1.1395(4) 0.0410(16) Uani 1 1 d . . . . .
C16A C -0.3637(9) 0.3934(4) 0.6600(4) 0.0370(15) Uani 1 1 d . . . . .
H16A H -0.2474 0.3986 0.6352 0.044 Uiso 1 1 calc R U . . .
H16B H -0.3798 0.4383 0.6892 0.044 Uiso 1 1 calc R U . . .
C17A C -0.5465(10) 0.3774(4) 0.5995(4) 0.0485(18) Uani 1 1 d . . . . .
H17A H -0.6187 0.4225 0.5818 0.058 Uiso 1 1 calc R U . . .
H17B H -0.5128 0.3524 0.5536 0.058 Uiso 1 1 calc R U . . .
C18A C -0.6656(9) 0.3295(5) 0.6412(3) 0.0426(18) Uani 1 1 d . . . . .
H18A H -0.7568 0.2994 0.6035 0.051 Uiso 1 1 calc R U . . .
H18B H -0.7431 0.3586 0.6722 0.051 Uiso 1 1 calc R U . . .
C19A C -0.5170(7) 0.2823(4) 0.6946(3) 0.0324(14) Uani 1 1 d . . . . .
H19A H -0.5642 0.2692 0.7429 0.039 Uiso 1 1 calc R U . . .
H19B H -0.4881 0.2376 0.6676 0.039 Uiso 1 1 calc R U . . .
Ni1B Ni 0.15614(9) 0.62023(3) 0.36001(4) 0.02397(17) Uani 1 1 d . . . . .
Cl1B Cl 0.15052(19) 0.72489(8) 0.41863(8) 0.0323(3) Uani 1 1 d . . . . .
S1B S -0.14239(19) 0.63710(8) 0.30160(8) 0.0271(3) Uani 1 1 d . . . . .
O1B O 0.4167(5) 0.6111(2) 0.4085(2) 0.0303(9) Uani 1 1 d . . . . .
O2B O 0.2858(7) 0.5970(3) 0.5712(3) 0.0711(16) Uani 1 1 d . . . . .
O3B O 0.4123(6) 0.5613(3) 0.6919(2) 0.0493(12) Uani 1 1 d . . . . .
H30B H 0.3023 0.5413 0.6892 0.074 Uiso 1 1 calc R U . . .
N1B N 0.1501(6) 0.5303(3) 0.3121(2) 0.0243(10) Uani 1 1 d . . . . .
N2B N -0.0195(6) 0.5118(3) 0.2588(3) 0.0283(11) Uani 1 1 d . . . . .
H2B H -0.0275 0.4710 0.2322 0.034 Uiso 1 1 calc R U . . .
N3B N -0.3335(6) 0.5420(3) 0.1993(3) 0.0280(11) Uani 1 1 d . . . . .
N4B N 0.6221(6) 0.6549(2) 0.5459(2) 0.0313(10) Uani 1 1 d . . . . .
H4B H 0.4895 0.6476 0.5120 0.038 Uiso 1 1 calc R U . . .
C1B C 0.5289(8) 0.5524(3) 0.4139(3) 0.0277(13) Uani 1 1 d . . . . .
C2B C 0.7150(8) 0.5569(4) 0.4637(3) 0.0314(14) Uani 1 1 d . . . . .
C3B C 0.8402(8) 0.4977(4) 0.4702(3) 0.0368(15) Uani 1 1 d . . . . .
H3B H 0.9635 0.5005 0.5052 0.044 Uiso 1 1 calc R U . . .
C4B C 0.7919(9) 0.4341(4) 0.4274(4) 0.0371(15) Uani 1 1 d . . . . .
C5B C 0.6105(9) 0.4310(4) 0.3787(4) 0.0332(14) Uani 1 1 d . . . . .
H5B H 0.5752 0.3887 0.3483 0.040 Uiso 1 1 calc R U . . .
C6B C 0.4751(8) 0.4887(3) 0.3724(3) 0.0297(13) Uani 1 1 d . . . . .
C7B C 0.2886(8) 0.4811(3) 0.3217(3) 0.0277(13) Uani 1 1 d . . . . .
H7B H 0.2629 0.4374 0.2929 0.033 Uiso 1 1 calc R U . . .
C8B C -0.1701(8) 0.5585(3) 0.2498(3) 0.0256(13) Uani 1 1 d . . . . .
C9B C 0.9367(9) 0.3725(4) 0.4348(4) 0.0503(19) Uani 1 1 d . . . . .
H9D H 1.0697 0.3918 0.4378 0.075 Uiso 1 1 calc R U . . .
H9E H 0.9032 0.3408 0.3890 0.075 Uiso 1 1 calc R U . . .
H9F H 0.9314 0.3448 0.4824 0.075 Uiso 1 1 calc R U . . .
C10B C 0.7758(8) 0.6278(4) 0.5020(3) 0.0381(15) Uani 1 1 d . . . . .
H10C H 0.7939 0.6637 0.4617 0.046 Uiso 1 1 calc R U . . .
H10D H 0.9031 0.6221 0.5388 0.046 Uiso 1 1 calc R U . . .
C11B C 0.6453(10) 0.7343(3) 0.5659(4) 0.0487(16) Uani 1 1 d . . . . .
H11C H 0.7773 0.7515 0.5605 0.058 Uiso 0.75 1 calc R U P A 1
H11D H 0.5449 0.7632 0.5306 0.058 Uiso 0.75 1 calc R U P A 1
H11E H 0.5204 0.7565 0.5736 0.058 Uiso 0.25 1 calc R U P B 2
H11F H 0.6985 0.7619 0.5259 0.058 Uiso 0.25 1 calc R U P B 2
C12B C 0.6193(13) 0.7416(5) 0.6489(5) 0.050(2) Uani 0.75 1 d . . P C 1
H12C H 0.4786 0.7453 0.6522 0.060 Uiso 0.75 1 calc R U P C 1
H12D H 0.6911 0.7841 0.6748 0.060 Uiso 0.75 1 calc R U P C 1
C12X C 0.805(5) 0.7272(19) 0.6483(14) 0.062(10) Uani 0.25 1 d . . P C 2
H12E H 0.9365 0.7119 0.6398 0.074 Uiso 0.25 1 calc R U P C 2
H12F H 0.8175 0.7726 0.6790 0.074 Uiso 0.25 1 calc R U P C 2
C13B C 0.7088(10) 0.6712(4) 0.6836(3) 0.0488(16) Uani 1 1 d . . . . .
H13C H 0.6679 0.6604 0.7338 0.059 Uiso 0.75 1 calc R U P C 1
H13D H 0.8543 0.6729 0.6924 0.059 Uiso 0.75 1 calc R U P C 1
H13E H 0.6010 0.6922 0.7064 0.059 Uiso 0.25 1 calc R U P C 2
H13F H 0.8036 0.6477 0.7262 0.059 Uiso 0.25 1 calc R U P C 2
C14B C 0.6264(8) 0.6157(3) 0.6213(3) 0.0346(13) Uani 1 1 d . . . . .
H14B H 0.7166 0.5730 0.6249 0.042 Uiso 1 1 calc R U . . .
C15B C 0.4211(9) 0.5910(4) 0.6249(3) 0.0368(15) Uani 1 1 d . . . . .
C16B C -0.3532(9) 0.4796(4) 0.1466(4) 0.0410(16) Uani 1 1 d . . . . .
H16C H -0.3807 0.4349 0.1739 0.049 Uiso 0.65 1 calc R U P D 1
H16D H -0.2324 0.4725 0.1251 0.049 Uiso 0.65 1 calc R U P D 1
H16E H -0.3214 0.4336 0.1754 0.049 Uiso 0.35 1 calc R U P E 2
H16F H -0.2708 0.4847 0.1063 0.049 Uiso 0.35 1 calc R U P E 2
C17B C -0.530(2) 0.5001(9) 0.0810(7) 0.037(3) Uani 0.65 1 d . . P F 1
H17C H -0.4884 0.5306 0.0404 0.045 Uiso 0.65 1 calc R U P F 1
H17D H -0.5988 0.4566 0.0563 0.045 Uiso 0.65 1 calc R U P F 1
C18B C -0.6562(17) 0.5421(8) 0.1277(8) 0.034(3) Uani 0.65 1 d . . P F 1
H18C H -0.7239 0.5091 0.1587 0.041 Uiso 0.65 1 calc R U P F 1
H18D H -0.7558 0.5716 0.0928 0.041 Uiso 0.65 1 calc R U P F 1
C17X C -0.577(4) 0.4860(15) 0.1107(15) 0.040(6) Uani 0.35 1 d . . P F 2
H17E H -0.6070 0.4642 0.0577 0.048 Uiso 0.35 1 calc R U P F 2
H17F H -0.6571 0.4616 0.1443 0.048 Uiso 0.35 1 calc R U P F 2
C18X C -0.615(3) 0.5657(14) 0.1071(14) 0.033(5) Uani 0.35 1 d . . P F 2
H18E H -0.5657 0.5882 0.0629 0.040 Uiso 0.35 1 calc R U P F 2
H18F H -0.7569 0.5762 0.1015 0.040 Uiso 0.35 1 calc R U P F 2
C19B C -0.5037(8) 0.5917(4) 0.1829(3) 0.0326(14) Uani 1 1 d . . . . .
H19C H -0.4732 0.6361 0.1558 0.039 Uiso 0.65 1 calc R U P F 1
H19D H -0.5506 0.6051 0.2312 0.039 Uiso 0.65 1 calc R U P F 1
H19E H -0.5838 0.5884 0.2241 0.039 Uiso 0.35 1 calc R U P F 2
H19F H -0.4604 0.6424 0.1790 0.039 Uiso 0.35 1 calc R U P F 2
Cl2A Cl 0.0194(2) 0.51654(10) 0.71055(10) 0.0500(5) Uani 1 1 d . . . . .
Cl2B Cl 0.9940(2) 0.34627(10) 0.21226(11) 0.0546(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1A N1A 1.848(5) . ?
Ni1A O1A 1.858(4) . ?
Ni1A S1A 2.1468(14) . ?
Ni1A Cl1A 2.1843(16) . ?
S1A C8A 1.708(6) . ?
O1A C1A 1.300(7) . ?
O2A C15A 1.199(8) . ?
O3A C15A 1.308(7) . ?
N1A C7A 1.291(7) . ?
N1A N2A 1.392(6) . ?
N2A C8A 1.340(7) . ?
N3A C8A 1.311(7) . ?
N3A C16A 1.469(8) . ?
N3A C19A 1.471(7) . ?
N4A C10A 1.506(6) . ?
N4A C11A 1.506(8) . ?
N4A C14A 1.513(7) . ?
C1A C6A 1.413(8) . ?
C1A C2A 1.424(7) . ?
C2A C3A 1.363(8) . ?
C2A C10A 1.503(8) . ?
C3A C4A 1.392(9) . ?
C4A C5A 1.374(8) . ?
C4A C9A 1.506(9) . ?
C5A C6A 1.412(8) . ?
C6A C7A 1.430(7) . ?
C11A C12A 1.504(10) . ?
C12A C13A 1.501(9) . ?
C13A C14A 1.525(8) . ?
C14A C15A 1.490(9) . ?
C16A C17A 1.511(8) . ?
C17A C18A 1.490(10) . ?
C18A C19A 1.521(9) . ?
Ni1B O1B 1.847(4) . ?
Ni1B N1B 1.855(5) . ?
Ni1B S1B 2.1436(14) . ?
Ni1B Cl1B 2.1902(16) . ?
S1B C8B 1.700(6) . ?
O1B C1B 1.327(7) . ?
O2B C15B 1.194(7) . ?
O3B C15B 1.302(7) . ?
N1B C7B 1.309(7) . ?
N1B N2B 1.392(6) . ?
N2B C8B 1.341(7) . ?
N3B C8B 1.326(7) . ?
N3B C16B 1.464(8) . ?
N3B C19B 1.478(7) . ?
N4B C14B 1.495(7) . ?
N4B C11B 1.509(8) . ?
N4B C10B 1.512(7) . ?
C1B C6B 1.395(9) . ?
C1B C2B 1.409(7) . ?
C2B C3B 1.387(9) . ?
C2B C10B 1.494(9) . ?
C3B C4B 1.396(10) . ?
C4B C5B 1.374(8) . ?
C4B C9B 1.507(9) . ?
C5B C6B 1.409(8) . ?
C6B C7B 1.423(7) . ?
C11B C12B 1.496(10) . ?
C11B C12X 1.64(3) . ?
C12B C13B 1.516(11) . ?
C12X C13B 1.43(3) . ?
C13B C14B 1.522(8) . ?
C14B C15B 1.507(8) . ?
C16B C17B 1.549(15) . ?
C16B C17X 1.56(3) . ?
C17B C18B 1.52(2) . ?
C18B C19B 1.577(14) . ?
C17X C18X 1.50(4) . ?
C18X C19B 1.47(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1A Ni1A O1A 93.60(18) . . ?
N1A Ni1A S1A 88.75(13) . . ?
O1A Ni1A S1A 177.31(14) . . ?
N1A Ni1A Cl1A 177.01(13) . . ?
O1A Ni1A Cl1A 88.68(13) . . ?
S1A Ni1A Cl1A 89.02(6) . . ?
C8A S1A Ni1A 97.59(19) . . ?
C1A O1A Ni1A 128.5(4) . . ?
C7A N1A N2A 114.6(5) . . ?
C7A N1A Ni1A 127.5(4) . . ?
N2A N1A Ni1A 117.8(4) . . ?
C8A N2A N1A 117.7(5) . . ?
C8A N3A C16A 124.2(5) . . ?
C8A N3A C19A 123.2(5) . . ?
C16A N3A C19A 112.2(4) . . ?
C10A N4A C11A 111.4(5) . . ?
C10A N4A C14A 112.5(4) . . ?
C11A N4A C14A 104.9(5) . . ?
O1A C1A C6A 123.4(5) . . ?
O1A C1A C2A 119.3(5) . . ?
C6A C1A C2A 117.3(5) . . ?
C3A C2A C1A 120.2(5) . . ?
C3A C2A C10A 119.4(5) . . ?
C1A C2A C10A 119.8(5) . . ?
C2A C3A C4A 123.1(5) . . ?
C5A C4A C3A 117.6(6) . . ?
C5A C4A C9A 121.1(6) . . ?
C3A C4A C9A 121.2(5) . . ?
C4A C5A C6A 121.7(6) . . ?
C5A C6A C1A 120.0(5) . . ?
C5A C6A C7A 118.5(5) . . ?
C1A C6A C7A 121.4(5) . . ?
N1A C7A C6A 125.0(5) . . ?
N3A C8A N2A 118.9(5) . . ?
N3A C8A S1A 123.1(4) . . ?
N2A C8A S1A 118.0(4) . . ?
C2A C10A N4A 114.7(5) . . ?
C12A C11A N4A 103.7(5) . . ?
C13A C12A C11A 103.4(6) . . ?
C12A C13A C14A 104.3(5) . . ?
C15A C14A N4A 109.9(5) . . ?
C15A C14A C13A 113.6(5) . . ?
N4A C14A C13A 106.9(5) . . ?
O2A C15A O3A 124.0(6) . . ?
O2A C15A C14A 124.9(6) . . ?
O3A C15A C14A 110.7(6) . . ?
N3A C16A C17A 103.7(5) . . ?
C18A C17A C16A 104.2(5) . . ?
C17A C18A C19A 105.3(5) . . ?
N3A C19A C18A 102.1(5) . . ?
O1B Ni1B N1B 93.35(18) . . ?
O1B Ni1B S1B 176.64(14) . . ?
N1B Ni1B S1B 88.94(14) . . ?
O1B Ni1B Cl1B 88.37(13) . . ?
N1B Ni1B Cl1B 177.24(14) . . ?
S1B Ni1B Cl1B 89.43(6) . . ?
C8B S1B Ni1B 97.31(19) . . ?
C1B O1B Ni1B 127.9(4) . . ?
C7B N1B N2B 114.7(5) . . ?
C7B N1B Ni1B 127.8(4) . . ?
N2B N1B Ni1B 117.5(4) . . ?
C8B N2B N1B 117.2(5) . . ?
C8B N3B C16B 124.1(5) . . ?
C8B N3B C19B 122.1(5) . . ?
C16B N3B C19B 113.2(4) . . ?
C14B N4B C11B 106.6(4) . . ?
C14B N4B C10B 112.8(4) . . ?
C11B N4B C10B 112.6(5) . . ?
O1B C1B C6B 124.0(5) . . ?
O1B C1B C2B 116.7(5) . . ?
C6B C1B C2B 119.3(6) . . ?
C3B C2B C1B 119.2(6) . . ?
C3B C2B C10B 122.5(5) . . ?
C1B C2B C10B 118.1(6) . . ?
C2B C3B C4B 122.5(5) . . ?
C5B C4B C3B 117.4(6) . . ?
C5B C4B C9B 122.4(7) . . ?
C3B C4B C9B 120.2(6) . . ?
C4B C5B C6B 122.1(6) . . ?
C1B C6B C5B 119.4(5) . . ?
C1B C6B C7B 121.6(5) . . ?
C5B C6B C7B 119.0(6) . . ?
N1B C7B C6B 124.5(5) . . ?
N3B C8B N2B 118.3(5) . . ?
N3B C8B S1B 122.8(4) . . ?
N2B C8B S1B 118.8(4) . . ?
C2B C10B N4B 110.6(4) . . ?
C12B C11B N4B 106.4(5) . . ?
N4B C11B C12X 98.5(13) . . ?
C11B C12B C13B 101.1(6) . . ?
C13B C12X C11B 98.1(16) . . ?
C12X C13B C14B 108.8(11) . . ?
C12B C13B C14B 103.0(5) . . ?
N4B C14B C15B 108.9(4) . . ?
N4B C14B C13B 103.9(5) . . ?
C15B C14B C13B 113.6(5) . . ?
O2B C15B O3B 125.1(6) . . ?
O2B C15B C14B 123.0(5) . . ?
O3B C15B C14B 111.9(5) . . ?
N3B C16B C17B 103.6(7) . . ?
N3B C16B C17X 99.1(11) . . ?
C18B C17B C16B 100.7(9) . . ?
C17B C18B C19B 103.6(9) . . ?
C18X C17X C16B 104.1(18) . . ?
C19B C18X C17X 103.1(17) . . ?
C18X C19B N3B 103.3(11) . . ?
N3B C19B C18B 99.9(7) . . ?

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
N1A Ni1A O1A C1A 8.8(4) . . . . ?
Cl1A Ni1A O1A C1A -169.3(4) . . . . ?
O1A Ni1A N1A C7A -3.6(5) . . . . ?
S1A Ni1A N1A C7A 177.8(5) . . . . ?
O1A Ni1A N1A N2A 174.9(3) . . . . ?
S1A Ni1A N1A N2A -3.8(3) . . . . ?
C7A N1A N2A C8A -177.4(5) . . . . ?
Ni1A N1A N2A C8A 4.0(6) . . . . ?
Ni1A O1A C1A C6A -9.2(7) . . . . ?
Ni1A O1A C1A C2A 172.9(4) . . . . ?
O1A C1A C2A C3A 176.3(5) . . . . ?
C6A C1A C2A C3A -1.7(8) . . . . ?
O1A C1A C2A C10A 5.6(8) . . . . ?
C6A C1A C2A C10A -172.4(4) . . . . ?
C1A C2A C3A C4A -0.2(8) . . . . ?
C10A C2A C3A C4A 170.4(5) . . . . ?
C2A C3A C4A C5A 0.6(8) . . . . ?
C2A C3A C4A C9A -176.5(5) . . . . ?
C3A C4A C5A C6A 1.0(9) . . . . ?
C9A C4A C5A C6A 178.1(5) . . . . ?
C4A C5A C6A C1A -3.0(9) . . . . ?
C4A C5A C6A C7A 179.9(5) . . . . ?
O1A C1A C6A C5A -174.7(5) . . . . ?
C2A C1A C6A C5A 3.3(8) . . . . ?
O1A C1A C6A C7A 2.3(8) . . . . ?
C2A C1A C6A C7A -179.7(5) . . . . ?
N2A N1A C7A C6A -179.6(5) . . . . ?
Ni1A N1A C7A C6A -1.1(8) . . . . ?
C5A C6A C7A N1A -180.0(5) . . . . ?
C1A C6A C7A N1A 3.0(8) . . . . ?
C16A N3A C8A N2A 5.2(8) . . . . ?
C19A N3A C8A N2A 177.2(5) . . . . ?
C16A N3A C8A S1A -173.4(4) . . . . ?
C19A N3A C8A S1A -1.4(7) . . . . ?
N1A N2A C8A N3A 179.9(4) . . . . ?
N1A N2A C8A S1A -1.5(6) . . . . ?
Ni1A S1A C8A N3A 177.5(4) . . . . ?
Ni1A S1A C8A N2A -1.1(4) . . . . ?
C3A C2A C10A N4A 100.0(6) . . . . ?
C1A C2A C10A N4A -89.3(6) . . . . ?
C11A N4A C10A C2A -170.2(5) . . . . ?
C14A N4A C10A C2A 72.4(6) . . . . ?
C10A N4A C11A C12A -90.2(6) . . . . ?
C14A N4A C11A C12A 31.8(6) . . . . ?
N4A C11A C12A C13A -41.7(7) . . . . ?
C11A C12A C13A C14A 34.9(6) . . . . ?
C10A N4A C14A C15A -125.1(5) . . . . ?
C11A N4A C14A C15A 113.6(5) . . . . ?
C10A N4A C14A C13A 111.2(5) . . . . ?
C11A N4A C14A C13A -10.1(6) . . . . ?
C12A C13A C14A C15A -136.8(5) . . . . ?
C12A C13A C14A N4A -15.3(6) . . . . ?
N4A C14A C15A O2A -12.2(9) . . . . ?
C13A C14A C15A O2A 107.6(8) . . . . ?
N4A C14A C15A O3A 174.8(5) . . . . ?
C13A C14A C15A O3A -65.5(7) . . . . ?
C8A N3A C16A C17A 163.9(6) . . . . ?
C19A N3A C16A C17A -8.9(7) . . . . ?
N3A C16A C17A C18A 27.4(7) . . . . ?
C16A C17A C18A C19A -36.1(7) . . . . ?
C8A N3A C19A C18A 174.4(5) . . . . ?
C16A N3A C19A C18A -12.8(6) . . . . ?
C17A C18A C19A N3A 29.9(7) . . . . ?
N1B Ni1B O1B C1B -10.7(4) . . . . ?
Cl1B Ni1B O1B C1B 167.2(4) . . . . ?
O1B Ni1B N1B C7B 5.6(5) . . . . ?
S1B Ni1B N1B C7B -176.8(5) . . . . ?
O1B Ni1B N1B N2B -173.7(3) . . . . ?
S1B Ni1B N1B N2B 3.8(3) . . . . ?
C7B N1B N2B C8B 176.6(5) . . . . ?
Ni1B N1B N2B C8B -3.9(6) . . . . ?
Ni1B O1B C1B C6B 10.4(7) . . . . ?
Ni1B O1B C1B C2B -171.2(3) . . . . ?
O1B C1B C2B C3B -178.6(5) . . . . ?
C6B C1B C2B C3B -0.1(8) . . . . ?
O1B C1B C2B C10B -3.7(7) . . . . ?
C6B C1B C2B C10B 174.7(5) . . . . ?
C1B C2B C3B C4B 2.2(9) . . . . ?
C10B C2B C3B C4B -172.5(5) . . . . ?
C2B C3B C4B C5B -1.6(9) . . . . ?
C2B C3B C4B C9B 177.9(6) . . . . ?
C3B C4B C5B C6B -1.0(9) . . . . ?
C9B C4B C5B C6B 179.6(6) . . . . ?
O1B C1B C6B C5B 176.0(5) . . . . ?
C2B C1B C6B C5B -2.3(8) . . . . ?
O1B C1B C6B C7B -2.0(8) . . . . ?
C2B C1B C6B C7B 179.7(5) . . . . ?
C4B C5B C6B C1B 2.9(9) . . . . ?
C4B C5B C6B C7B -179.0(5) . . . . ?
N2B N1B C7B C6B 179.2(5) . . . . ?
Ni1B N1B C7B C6B -0.2(8) . . . . ?
C1B C6B C7B N1B -3.2(9) . . . . ?
C5B C6B C7B N1B 178.7(5) . . . . ?
C16B N3B C8B N2B -6.9(8) . . . . ?
C19B N3B C8B N2B -177.2(5) . . . . ?
C16B N3B C8B S1B 171.8(5) . . . . ?
C19B N3B C8B S1B 1.4(8) . . . . ?
N1B N2B C8B N3B -179.9(4) . . . . ?
N1B N2B C8B S1B 1.4(6) . . . . ?
Ni1B S1B C8B N3B -177.4(4) . . . . ?
Ni1B S1B C8B N2B 1.2(4) . . . . ?
C3B C2B C10B N4B -131.3(6) . . . . ?
C1B C2B C10B N4B 54.0(6) . . . . ?
C14B N4B C10B C2B 75.7(5) . . . . ?
C11B N4B C10B C2B -163.6(5) . . . . ?
C14B N4B C11B C12B -11.9(7) . . . . ?
C10B N4B C11B C12B -136.1(6) . . . . ?
C14B N4B C11B C12X 38.2(12) . . . . ?
C10B N4B C11B C12X -86.0(12) . . . . ?
N4B C11B C12B C13B 34.1(7) . . . . ?
C12X C11B C12B C13B -53.0(15) . . . . ?
C12B C11B C12X C13B 56.8(13) . . . . ?
N4B C11B C12X C13B -47.6(19) . . . . ?
C11B C12X C13B C12B -51.8(13) . . . . ?
C11B C12X C13B C14B 41(2) . . . . ?
C11B C12B C13B C12X 60.3(14) . . . . ?
C11B C12B C13B C14B -43.5(7) . . . . ?
C11B N4B C14B C15B 106.1(6) . . . . ?
C10B N4B C14B C15B -129.8(5) . . . . ?
C11B N4B C14B C13B -15.4(6) . . . . ?
C10B N4B C14B C13B 108.7(5) . . . . ?
C12X C13B C14B N4B -18.3(17) . . . . ?
C12B C13B C14B N4B 36.7(6) . . . . ?
C12X C13B C14B C15B -136.5(17) . . . . ?
C12B C13B C14B C15B -81.5(7) . . . . ?
N4B C14B C15B O2B 6.7(10) . . . . ?
C13B C14B C15B O2B 122.0(8) . . . . ?
N4B C14B C15B O3B -175.0(5) . . . . ?
C13B C14B C15B O3B -59.7(8) . . . . ?
C8B N3B C16B C17B -158.8(7) . . . . ?
C19B N3B C16B C17B 12.3(8) . . . . ?
C8B N3B C16B C17X 174.6(11) . . . . ?
C19B N3B C16B C17X -14.2(11) . . . . ?
N3B C16B C17B C18B -34.3(11) . . . . ?
C17X C16B C17B C18B 49(3) . . . . ?
C16B C17B C18B C19B 43.6(12) . . . . ?
N3B C16B C17X C18X 34.1(19) . . . . ?
C17B C16B C17X C18X -68(3) . . . . ?
C16B C17X C18X C19B -43(2) . . . . ?
C17X C18X C19B N3B 32.5(19) . . . . ?
C17X C18X C19B C18B -52(3) . . . . ?
C8B N3B C19B C18X 160.3(10) . . . . ?
C16B N3B C19B C18X -11.0(11) . . . . ?
C8B N3B C19B C18B -174.5(6) . . . . ?
C16B N3B C19B C18B 14.2(7) . . . . ?
C17B C18B C19B C18X 64(3) . . . . ?
C17B C18B C19B N3B -35.9(11) . . . . ?

_refine_diff_density_max         0.665
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.061

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_mimi203
_database_code_depnum_ccdc_archive 'CCDC 1471831'
_audit_update_record             
;
2016-04-01 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C19 H26 N4 O3 S), 5(C H4 O)'
_chemical_formula_sum            'C81 H124 N16 O17 S4'
_chemical_formula_weight         1722.19

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   10.5018(4)
_cell_length_b                   24.7063(9)
_cell_length_c                   16.9193(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.967(2)
_cell_angle_gamma                90
_cell_volume                     4389.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      29.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             1844
_exptl_transmission_factor_min   0.965
_exptl_transmission_factor_max   0.978
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.123
_exptl_absorpt_coefficient_mu    0.182
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9646
_exptl_absorpt_correction_T_max  0.9779
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41021
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.041
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8046
_reflns_number_gt                7573
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.951
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1010P)²+5.4538P] 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 3557 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(15)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         8046
_refine_ls_number_parameters     560
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1492
_refine_ls_wR_factor_gt          0.1451
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
S1A S 0.30240(10) 0.66579(5) 0.44828(7) 0.0325(3) Uani 1 1 d . . . . .
O1A O 0.1896(3) 0.52967(13) 0.52527(17) 0.0281(7) Uani 1 1 d . . . . .
H1A H 0.2298 0.5491 0.4935 0.042 Uiso 1 1 calc R U . . .
O2A O 0.3436(4) 0.44147(16) 0.7161(3) 0.0523(10) Uani 1 1 d . . . . .
O3A O 0.3916(4) 0.52842(15) 0.7022(2) 0.0468(9) Uani 1 1 d . . . . .
N1A N 0.3760(3) 0.55155(14) 0.4318(2) 0.0224(7) Uani 1 1 d . . . . .
N2A N 0.4552(3) 0.58717(14) 0.3950(2) 0.0217(7) Uani 1 1 d . . . . .
H2A H 0.5210 0.5754 0.3684 0.026 Uiso 1 1 calc R U . . .
N3A N 0.5148(3) 0.67343(14) 0.3651(2) 0.0261(8) Uani 1 1 d . . . . .
N4A N 0.0929(3) 0.45773(16) 0.6922(2) 0.0310(8) Uani 1 1 d . . . . .
H4A H 0.1432 0.4245 0.7057 0.037 Uiso 1 1 calc R U . . .
C1A C 0.2207(4) 0.47716(18) 0.5142(2) 0.0232(8) Uani 1 1 d . . . . .
C2A C 0.1496(4) 0.4373(2) 0.5533(2) 0.0274(9) Uani 1 1 d . . . . .
C3A C 0.1779(4) 0.3827(2) 0.5404(3) 0.0295(10) Uani 1 1 d . . . . .
H3A H 0.1290 0.3558 0.5663 0.035 Uiso 1 1 calc R U . . .
C4A C 0.2747(5) 0.36655(19) 0.4914(3) 0.0311(10) Uani 1 1 d . . . . .
C5A C 0.3461(5) 0.40648(18) 0.4548(2) 0.0266(9) Uani 1 1 d . . . . .
H5A H 0.4144 0.3960 0.4220 0.032 Uiso 1 1 calc R U . . .
C6A C 0.3205(4) 0.46137(18) 0.4646(2) 0.0234(9) Uani 1 1 d . . . . .
C7A C 0.3995(4) 0.50059(18) 0.4245(2) 0.0228(8) Uani 1 1 d . . . . .
H7A H 0.4682 0.4887 0.3930 0.027 Uiso 1 1 calc R U . . .
C8A C 0.4306(4) 0.64141(18) 0.4004(2) 0.0232(8) Uani 1 1 d . . . . .
C9A C 0.3057(6) 0.3074(2) 0.4785(3) 0.0433(13) Uani 1 1 d . . . . .
H9A H 0.3247 0.3013 0.4226 0.065 Uiso 1 1 calc R U . . .
H9B H 0.2326 0.2851 0.4932 0.065 Uiso 1 1 calc R U . . .
H9C H 0.3799 0.2973 0.5112 0.065 Uiso 1 1 calc R U . . .
C10A C 0.0451(4) 0.4526(2) 0.6081(3) 0.0321(10) Uani 1 1 d . . . . .
H10A H -0.0226 0.4247 0.6054 0.038 Uiso 1 1 calc R U . . .
H10B H 0.0075 0.4875 0.5908 0.038 Uiso 1 1 calc R U . . .
C11A C -0.0146(4) 0.4620(2) 0.7488(3) 0.0378(11) Uani 1 1 d . . . . .
H11A H -0.0511 0.4260 0.7604 0.045 Uiso 1 1 calc R U . . .
H11B H -0.0827 0.4860 0.7279 0.045 Uiso 1 1 calc R U . . .
C12A C 0.0493(5) 0.4862(2) 0.8217(3) 0.0439(12) Uani 1 1 d . . . . .
H12A H -0.0142 0.5015 0.8580 0.053 Uiso 1 1 calc R U . . .
H12B H 0.1013 0.4589 0.8503 0.053 Uiso 1 1 calc R U . . .
C13A C 0.1318(6) 0.5300(2) 0.7875(3) 0.0464(13) Uani 1 1 d . . . . .
H13A H 0.2055 0.5377 0.8230 0.056 Uiso 1 1 calc R U . . .
H13B H 0.0825 0.5637 0.7793 0.056 Uiso 1 1 calc R U . . .
C14A C 0.1767(5) 0.5065(2) 0.7071(3) 0.0355(10) Uani 1 1 d . . . . .
H14A H 0.1619 0.5338 0.6643 0.043 Uiso 1 1 calc R U . . .
C15A C 0.3187(4) 0.48967(19) 0.7092(3) 0.0263(9) Uani 1 1 d . . . . .
C16A C 0.6335(4) 0.65414(18) 0.3298(3) 0.0280(9) Uani 1 1 d . . . . .
H16A H 0.6166 0.6367 0.2780 0.034 Uiso 1 1 calc R U . . .
H16B H 0.6779 0.6281 0.3651 0.034 Uiso 1 1 calc R U . . .
C17A C 0.7112(5) 0.7059(2) 0.3205(3) 0.0349(10) Uani 1 1 d . . . . .
H17A H 0.7651 0.7040 0.2731 0.042 Uiso 1 1 calc R U . . .
H17B H 0.7663 0.7123 0.3676 0.042 Uiso 1 1 calc R U . . .
C18A C 0.6106(5) 0.7504(2) 0.3116(3) 0.0373(11) Uani 1 1 d . . . . .
H18A H 0.6459 0.7861 0.3271 0.045 Uiso 1 1 calc R U . . .
H18B H 0.5778 0.7525 0.2564 0.045 Uiso 1 1 calc R U . . .
C19A C 0.5073(5) 0.73282(18) 0.3673(3) 0.0335(10) Uani 1 1 d . . . . .
H19A H 0.5238 0.7467 0.4214 0.040 Uiso 1 1 calc R U . . .
H19B H 0.4226 0.7456 0.3487 0.040 Uiso 1 1 calc R U . . .
S1B S 0.82892(13) 0.12502(5) -0.06563(8) 0.0413(3) Uani 1 1 d . . . . .
O1B O 0.7006(3) 0.25239(14) 0.0203(2) 0.0337(8) Uani 1 1 d . . . . .
H1B H 0.7484 0.2353 -0.0102 0.051 Uiso 1 1 calc R U . . .
O2B O 0.8946(3) 0.34811(14) 0.2545(2) 0.0339(7) Uani 1 1 d . . . . .
O3B O 0.8488(3) 0.27285(14) 0.18521(19) 0.0325(7) Uani 1 1 d . . . . .
N1B N 0.8898(3) 0.24149(15) -0.0720(2) 0.0257(7) Uani 1 1 d . . . . .
N2B N 0.9748(4) 0.20855(16) -0.1090(2) 0.0273(8) Uani 1 1 d . . . . .
H2B H 1.0397 0.2223 -0.1343 0.033 Uiso 1 1 calc R U . . .
N3B N 1.0508(4) 0.12545(16) -0.1386(2) 0.0304(8) Uani 1 1 d . . . . .
N4B N 0.6061(3) 0.28830(17) 0.1757(2) 0.0318(9) Uani 1 1 d . . . . .
H4B H 0.6695 0.2622 0.1543 0.038 Uiso 1 1 calc R U . . .
C1B C 0.7224(4) 0.3063(2) 0.0128(3) 0.0288(10) Uani 1 1 d . . . . .
C2B C 0.6445(4) 0.3413(2) 0.0558(3) 0.0333(10) Uani 1 1 d . . . . .
C3B C 0.6604(5) 0.3971(2) 0.0486(3) 0.0363(11) Uani 1 1 d . . . . .
H3B H 0.6048 0.4205 0.0762 0.044 Uiso 1 1 calc R U . . .
C4B C 0.7546(5) 0.4196(2) 0.0024(3) 0.0340(10) Uani 1 1 d . . . . .
C5B C 0.8323(5) 0.3843(2) -0.0383(3) 0.0302(10) Uani 1 1 d . . . . .
H5B H 0.8979 0.3988 -0.0699 0.036 Uiso 1 1 calc R U . . .
C6B C 0.8180(4) 0.32791(18) -0.0346(2) 0.0256(9) Uani 1 1 d . . . . .
C7B C 0.9043(4) 0.29305(18) -0.0778(2) 0.0256(9) Uani 1 1 d . . . . .
H7B H 0.9694 0.3080 -0.1094 0.031 Uiso 1 1 calc R U . . .
C8B C 0.9571(5) 0.15396(18) -0.1059(2) 0.0286(10) Uani 1 1 d . . . . .
C9B C 0.7726(7) 0.4802(2) -0.0039(3) 0.0492(14) Uani 1 1 d . . . . .
H9D H 0.8636 0.4888 -0.0006 0.074 Uiso 1 1 calc R U . . .
H9E H 0.7284 0.4981 0.0394 0.074 Uiso 1 1 calc R U . . .
H9F H 0.7374 0.4929 -0.0546 0.074 Uiso 1 1 calc R U . . .
C10B C 0.5443(5) 0.3163(2) 0.1060(3) 0.0394(12) Uani 1 1 d . . . . .
H10C H 0.4944 0.2898 0.0744 0.047 Uiso 1 1 calc R U . . .
H10D H 0.4854 0.3446 0.1247 0.047 Uiso 1 1 calc R U . . .
C11B C 0.5132(5) 0.2560(2) 0.2228(3) 0.0452(13) Uani 1 1 d . . . . .
H11C H 0.4293 0.2742 0.2246 0.054 Uiso 1 1 calc R U . . .
H11D H 0.5020 0.2192 0.2007 0.054 Uiso 1 1 calc R U . . .
C12B C 0.5754(6) 0.2542(3) 0.3030(4) 0.0641(19) Uani 1 1 d . . . . .
H12C H 0.5117 0.2467 0.3441 0.077 Uiso 1 1 calc R U . . .
H12D H 0.6417 0.2257 0.3054 0.077 Uiso 1 1 calc R U . . .
C13B C 0.6331(6) 0.3088(3) 0.3147(3) 0.060(2) Uani 1 1 d . . . . .
H13C H 0.7058 0.3071 0.3527 0.072 Uiso 1 1 calc R U . . .
H13D H 0.5694 0.3347 0.3347 0.072 Uiso 1 1 calc R U . . .
C14B C 0.6779(4) 0.3255(2) 0.2324(3) 0.0326(10) Uani 1 1 d . . . . .
H14B H 0.6566 0.3642 0.2214 0.039 Uiso 1 1 calc R U . . .
C15B C 0.8211(4) 0.31523(18) 0.2225(3) 0.0258(9) Uani 1 1 d . . . . .
C16B C 1.1727(5) 0.1471(2) -0.1640(3) 0.0357(11) Uani 1 1 d . . . . .
H16C H 1.2075 0.1732 -0.1250 0.043 Uiso 1 1 calc R U . . .
H16D H 1.1639 0.1653 -0.2160 0.043 Uiso 1 1 calc R U . . .
C17B C 1.2581(6) 0.0968(2) -0.1695(3) 0.0455(13) Uani 1 1 d . . . . .
H17C H 1.3227 0.1013 -0.2109 0.055 Uiso 1 1 calc R U . . .
H17D H 1.3017 0.0893 -0.1184 0.055 Uiso 1 1 calc R U . . .
C18B C 1.1645(6) 0.0519(2) -0.1910(3) 0.0471(14) Uani 1 1 d . . . . .
H18C H 1.1421 0.0526 -0.2481 0.057 Uiso 1 1 calc R U . . .
H18D H 1.1998 0.0159 -0.1773 0.057 Uiso 1 1 calc R U . . .
C19B C 1.0508(6) 0.0650(2) -0.1416(3) 0.0398(12) Uani 1 1 d . . . . .
H19C H 0.9713 0.0512 -0.1666 0.048 Uiso 1 1 calc R U . . .
H19D H 1.0600 0.0494 -0.0880 0.048 Uiso 1 1 calc R U . . .
O8A O 0.4327(7) 0.3816(3) 0.2647(5) 0.0452(17) Uani 0.5 1 d D . P A 1
H8A H 0.4688 0.3988 0.3016 0.068 Uiso 0.5 1 calc R U P A 1
O8B O 0.4359(6) 0.4177(4) 0.2045(5) 0.067(3) Uani 0.5 1 d D . P A 2
H8B H 0.4932 0.4237 0.2385 0.100 Uiso 0.5 1 calc R U P A 2
C40 C 0.3206(7) 0.4082(3) 0.2421(4) 0.0618(18) Uani 1 1 d D . . . .
H40A H 0.2747 0.4194 0.2893 0.093 Uiso 0.5 1 d R U P A 1
H40B H 0.2669 0.3836 0.2105 0.093 Uiso 0.5 1 d R U P A 1
H40C H 0.3415 0.4401 0.2105 0.093 Uiso 0.5 1 d R U P A 1
H40D H 0.3343 0.4092 0.2995 0.093 Uiso 0.5 1 d R U P A 2
H40E H 0.2877 0.3725 0.2266 0.093 Uiso 0.5 1 d R U P A 2
H40F H 0.2589 0.4361 0.2265 0.093 Uiso 0.5 1 d R U P A 2
O7 O -0.0536(8) 0.6601(4) 0.1032(5) 0.059(2) Uani 0.5 1 d D . P B -1
H7 H -0.1313 0.6526 0.1064 0.088 Uiso 0.5 1 calc R U P B -1
C39 C -0.0086(11) 0.6431(5) 0.0291(6) 0.050(3) Uani 0.5 1 d D . P B -1
H39A H -0.0583 0.6607 -0.0131 0.074 Uiso 0.5 1 d R U P B -1
H39B H -0.0176 0.6037 0.0245 0.074 Uiso 0.5 1 d R U P B -1
H39C H 0.0813 0.6530 0.0246 0.074 Uiso 0.5 1 d R U P B -1
O9 O 0.0798(5) 0.5914(3) 0.3569(3) 0.0785(16) Uani 1 1 d D . . . .
H9X H 0.0883 0.5595 0.3734 0.118 Uiso 0.5 1 d R U P C -2
H9Y H 0.0605 0.5611 0.3757 0.118 Uiso 0.5 1 d R U P D -1
C41A C -0.0182(17) 0.6270(9) 0.3679(13) 0.082(6) Uani 0.5 1 d D . P E -1
H41A H -0.0964 0.6068 0.3786 0.123 Uiso 0.5 1 d R U P E -1
H41B H -0.0308 0.6490 0.3202 0.123 Uiso 0.5 1 d R U P E -1
H41C H 0.0024 0.6506 0.4129 0.123 Uiso 0.5 1 d R U P E -1
C41B C -0.0021(18) 0.6193(9) 0.4053(11) 0.082(6) Uani 0.5 1 d D . P E -2
H41D H -0.0880 0.6041 0.3997 0.123 Uiso 0.5 1 d R U P E -2
H41E H -0.0036 0.6576 0.3902 0.123 Uiso 0.5 1 d R U P E -2
H41F H 0.0273 0.6159 0.4603 0.123 Uiso 0.5 1 d R U P E -2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1A C8A 1.693(4) . ?
O1A C1A 1.351(5) . ?
O2A C15A 1.224(6) . ?
O3A C15A 1.233(6) . ?
N1A C7A 1.289(6) . ?
N1A N2A 1.367(5) . ?
N2A C8A 1.368(6) . ?
N3A C8A 1.335(6) . ?
N3A C16A 1.470(5) . ?
N3A C19A 1.470(6) . ?
N4A C11A 1.497(6) . ?
N4A C10A 1.506(6) . ?
N4A C14A 1.510(6) . ?
C1A C2A 1.407(6) . ?
C1A C6A 1.409(6) . ?
C2A C3A 1.401(7) . ?
C2A C10A 1.497(6) . ?
C3A C4A 1.382(7) . ?
C4A C5A 1.391(6) . ?
C4A C9A 1.515(7) . ?
C5A C6A 1.393(6) . ?
C6A C7A 1.452(6) . ?
C11A C12A 1.516(8) . ?
C12A C13A 1.506(8) . ?
C13A C14A 1.559(7) . ?
C14A C15A 1.548(6) . ?
C16A C17A 1.527(6) . ?
C17A C18A 1.531(7) . ?
C18A C19A 1.514(7) . ?
S1B C8B 1.679(5) . ?
O1B C1B 1.358(6) . ?
O2B C15B 1.239(5) . ?
O3B C15B 1.259(5) . ?
N1B C7B 1.287(6) . ?
N1B N2B 1.367(5) . ?
N2B C8B 1.363(6) . ?
N3B C8B 1.338(6) . ?
N3B C16B 1.459(6) . ?
N3B C19B 1.494(6) . ?
N4B C11B 1.500(6) . ?
N4B C10B 1.505(7) . ?
N4B C14B 1.519(5) . ?
C1B C6B 1.400(6) . ?
C1B C2B 1.402(6) . ?
C2B C3B 1.395(8) . ?
C2B C10B 1.497(7) . ?
C3B C4B 1.387(8) . ?
C4B C5B 1.385(7) . ?
C4B C9B 1.513(8) . ?
C5B C6B 1.402(7) . ?
C6B C7B 1.456(6) . ?
C11B C12B 1.496(8) . ?
C12B C13B 1.491(10) . ?
C13B C14B 1.534(7) . ?
C14B C15B 1.537(6) . ?
C16B C17B 1.536(7) . ?
C17B C18B 1.523(9) . ?
C18B C19B 1.504(8) . ?
O8A C40 1.396(8) . ?
O8B C40 1.398(8) . ?
O7 C39 1.410(11) . ?
O9 C41A 1.369(13) . ?
O9 C41B 1.381(14) . ?

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
C7A N1A N2A 117.8(4) . . ?
N1A N2A C8A 118.9(3) . . ?
C8A N3A C16A 124.2(4) . . ?
C8A N3A C19A 122.9(4) . . ?
C16A N3A C19A 112.3(3) . . ?
C11A N4A C10A 111.6(3) . . ?
C11A N4A C14A 106.3(4) . . ?
C10A N4A C14A 114.2(4) . . ?
O1A C1A C2A 118.4(4) . . ?
O1A C1A C6A 122.2(4) . . ?
C2A C1A C6A 119.5(4) . . ?
C3A C2A C1A 119.1(4) . . ?
C3A C2A C10A 119.9(4) . . ?
C1A C2A C10A 121.0(4) . . ?
C4A C3A C2A 122.1(4) . . ?
C3A C4A C5A 118.1(4) . . ?
C3A C4A C9A 121.8(4) . . ?
C5A C4A C9A 120.1(4) . . ?
C4A C5A C6A 122.1(4) . . ?
C5A C6A C1A 119.2(4) . . ?
C5A C6A C7A 118.7(4) . . ?
C1A C6A C7A 122.1(4) . . ?
N1A C7A C6A 119.7(4) . . ?
N3A C8A N2A 115.0(4) . . ?
N3A C8A S1A 122.8(3) . . ?
N2A C8A S1A 122.2(3) . . ?
C2A C10A N4A 111.8(3) . . ?
N4A C11A C12A 102.7(4) . . ?
C13A C12A C11A 102.8(4) . . ?
C12A C13A C14A 104.6(4) . . ?
N4A C14A C15A 110.4(4) . . ?
N4A C14A C13A 105.0(4) . . ?
C15A C14A C13A 112.7(4) . . ?
O2A C15A O3A 129.2(5) . . ?
O2A C15A C14A 117.9(4) . . ?
O3A C15A C14A 112.9(4) . . ?
N3A C16A C17A 103.2(4) . . ?
C16A C17A C18A 104.1(4) . . ?
C19A C18A C17A 103.5(4) . . ?
N3A C19A C18A 103.4(4) . . ?
C7B N1B N2B 118.4(4) . . ?
C8B N2B N1B 118.8(4) . . ?
C8B N3B C16B 125.7(4) . . ?
C8B N3B C19B 122.7(4) . . ?
C16B N3B C19B 110.9(4) . . ?
C11B N4B C10B 112.6(4) . . ?
C11B N4B C14B 107.8(3) . . ?
C10B N4B C14B 114.9(4) . . ?
O1B C1B C6B 123.5(4) . . ?
O1B C1B C2B 117.0(4) . . ?
C6B C1B C2B 119.5(5) . . ?
C3B C2B C1B 119.5(5) . . ?
C3B C2B C10B 123.0(4) . . ?
C1B C2B C10B 117.5(5) . . ?
C4B C3B C2B 122.2(4) . . ?
C5B C4B C3B 117.3(5) . . ?
C5B C4B C9B 120.8(5) . . ?
C3B C4B C9B 121.8(5) . . ?
C4B C5B C6B 122.6(5) . . ?
C1B C6B C5B 118.9(4) . . ?
C1B C6B C7B 121.3(4) . . ?
C5B C6B C7B 119.8(4) . . ?
N1B C7B C6B 118.2(4) . . ?
N3B C8B N2B 113.8(4) . . ?
N3B C8B S1B 123.0(3) . . ?
N2B C8B S1B 123.2(4) . . ?
C2B C10B N4B 109.6(4) . . ?
C12B C11B N4B 102.7(4) . . ?
C13B C12B C11B 105.3(6) . . ?
C12B C13B C14B 104.6(4) . . ?
N4B C14B C13B 104.7(4) . . ?
N4B C14B C15B 107.9(3) . . ?
C13B C14B C15B 111.7(4) . . ?
O2B C15B O3B 128.1(4) . . ?
O2B C15B C14B 116.6(4) . . ?
O3B C15B C14B 115.2(4) . . ?
N3B C16B C17B 103.7(4) . . ?
C18B C17B C16B 103.2(4) . . ?
C19B C18B C17B 103.0(4) . . ?
N3B C19B C18B 103.6(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
C7A N1A N2A C8A 178.5(4) . . . . ?
O1A C1A C2A C3A 178.0(4) . . . . ?
C6A C1A C2A C3A -1.4(6) . . . . ?
O1A C1A C2A C10A -2.2(6) . . . . ?
C6A C1A C2A C10A 178.4(4) . . . . ?
C1A C2A C3A C4A 0.9(6) . . . . ?
C10A C2A C3A C4A -178.9(4) . . . . ?
C2A C3A C4A C5A 0.7(7) . . . . ?
C2A C3A C4A C9A 179.4(4) . . . . ?
C3A C4A C5A C6A -1.7(6) . . . . ?
C9A C4A C5A C6A 179.6(4) . . . . ?
C4A C5A C6A C1A 1.1(6) . . . . ?
C4A C5A C6A C7A 179.9(4) . . . . ?
O1A C1A C6A C5A -178.9(4) . . . . ?
C2A C1A C6A C5A 0.5(6) . . . . ?
O1A C1A C6A C7A 2.4(6) . . . . ?
C2A C1A C6A C7A -178.3(4) . . . . ?
N2A N1A C7A C6A 177.9(3) . . . . ?
C5A C6A C7A N1A 178.9(4) . . . . ?
C1A C6A C7A N1A -2.4(6) . . . . ?
C16A N3A C8A N2A -6.3(6) . . . . ?
C19A N3A C8A N2A -177.5(4) . . . . ?
C16A N3A C8A S1A 173.8(3) . . . . ?
C19A N3A C8A S1A 2.7(6) . . . . ?
N1A N2A C8A N3A 177.9(3) . . . . ?
N1A N2A C8A S1A -2.2(5) . . . . ?
C3A C2A C10A N4A 88.2(5) . . . . ?
C1A C2A C10A N4A -91.6(5) . . . . ?
C11A N4A C10A C2A -168.7(4) . . . . ?
C14A N4A C10A C2A 70.8(5) . . . . ?
C10A N4A C11A C12A -160.7(4) . . . . ?
C14A N4A C11A C12A -35.7(5) . . . . ?
N4A C11A C12A C13A 43.7(5) . . . . ?
C11A C12A C13A C14A -34.8(5) . . . . ?
C11A N4A C14A C15A 135.7(4) . . . . ?
C10A N4A C14A C15A -100.9(5) . . . . ?
C11A N4A C14A C13A 14.0(5) . . . . ?
C10A N4A C14A C13A 137.4(4) . . . . ?
C12A C13A C14A N4A 13.1(5) . . . . ?
C12A C13A C14A C15A -107.0(5) . . . . ?
N4A C14A C15A O2A -15.3(6) . . . . ?
C13A C14A C15A O2A 101.7(5) . . . . ?
N4A C14A C15A O3A 163.7(4) . . . . ?
C13A C14A C15A O3A -79.3(5) . . . . ?
C8A N3A C16A C17A -163.8(4) . . . . ?
C19A N3A C16A C17A 8.1(5) . . . . ?
N3A C16A C17A C18A -27.6(5) . . . . ?
C16A C17A C18A C19A 37.1(5) . . . . ?
C8A N3A C19A C18A -173.1(4) . . . . ?
C16A N3A C19A C18A 14.9(5) . . . . ?
C17A C18A C19A N3A -31.5(5) . . . . ?
C7B N1B N2B C8B -177.3(4) . . . . ?
O1B C1B C2B C3B -178.2(4) . . . . ?
C6B C1B C2B C3B 2.3(7) . . . . ?
O1B C1B C2B C10B -0.1(6) . . . . ?
C6B C1B C2B C10B -179.6(4) . . . . ?
C1B C2B C3B C4B -2.6(7) . . . . ?
C10B C2B C3B C4B 179.4(4) . . . . ?
C2B C3B C4B C5B 1.2(7) . . . . ?
C2B C3B C4B C9B -178.9(5) . . . . ?
C3B C4B C5B C6B 0.5(7) . . . . ?
C9B C4B C5B C6B -179.3(4) . . . . ?
O1B C1B C6B C5B 179.9(4) . . . . ?
C2B C1B C6B C5B -0.6(6) . . . . ?
O1B C1B C6B C7B -1.9(6) . . . . ?
C2B C1B C6B C7B 177.5(4) . . . . ?
C4B C5B C6B C1B -0.8(6) . . . . ?
C4B C5B C6B C7B -179.0(4) . . . . ?
N2B N1B C7B C6B -176.5(4) . . . . ?
C1B C6B C7B N1B 0.6(6) . . . . ?
C5B C6B C7B N1B 178.8(4) . . . . ?
C16B N3B C8B N2B 10.2(6) . . . . ?
C19B N3B C8B N2B 179.9(4) . . . . ?
C16B N3B C8B S1B -170.5(4) . . . . ?
C19B N3B C8B S1B -0.7(6) . . . . ?
N1B N2B C8B N3B -175.1(4) . . . . ?
N1B N2B C8B S1B 5.5(6) . . . . ?
C3B C2B C10B N4B -111.4(5) . . . . ?
C1B C2B C10B N4B 70.5(5) . . . . ?
C11B N4B C10B C2B -172.4(4) . . . . ?
C14B N4B C10B C2B 63.7(5) . . . . ?
C10B N4B C11B C12B -155.0(5) . . . . ?
C14B N4B C11B C12B -27.2(6) . . . . ?
N4B C11B C12B C13B 38.6(6) . . . . ?
C11B C12B C13B C14B -35.3(7) . . . . ?
C11B N4B C14B C13B 6.1(6) . . . . ?
C10B N4B C14B C13B 132.5(5) . . . . ?
C11B N4B C14B C15B 125.2(4) . . . . ?
C10B N4B C14B C15B -108.3(4) . . . . ?
C12B C13B C14B N4B 17.7(6) . . . . ?
C12B C13B C14B C15B -98.9(5) . . . . ?
N4B C14B C15B O2B 168.5(4) . . . . ?
C13B C14B C15B O2B -76.9(6) . . . . ?
N4B C14B C15B O3B -14.3(6) . . . . ?
C13B C14B C15B O3B 100.3(5) . . . . ?
C8B N3B C16B C17B 161.2(4) . . . . ?
C19B N3B C16B C17B -9.5(5) . . . . ?
N3B C16B C17B C18B 30.2(5) . . . . ?
C16B C17B C18B C19B -39.7(5) . . . . ?
C8B N3B C19B C18B 173.8(4) . . . . ?
C16B N3B C19B C18B -15.1(5) . . . . ?
C17B C18B C19B N3B 33.6(5) . . . . ?

_refine_diff_density_max         0.908
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.069

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_feba397
_database_code_depnum_ccdc_archive 'CCDC 1492553'
_audit_update_record             
;
2016-07-12 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_feba397             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal was weakly diffracting and the resolution of the collected X-ray data was estimated to be 1.02 \%A. Nevertheless, the structure could be solved and electron density of the molecule is well-defined, allowing for the determination of the atomic connectivity and refinement with anisotropic temperature factors for all non-hydrogen atoms.
;
_vrf_REFNR01_feba397             
;
PROBLEM: Ratio of reflections to parameters is < 8 for a
RESPONSE: This was the best crystal tested for diffraction.
;
_vrf_RINTA01_feba397             
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The crystal was of poor quality.
;
_vrf_PLAT088_feba397             
;
PROBLEM: Poor Data / Parameter Ratio ....................       7.87 Note
RESPONSE: The number of parameters could be reduced by refining the structure isotropically. Anisotropic refinement looks quite satisfactorily.
;
# Added during the CSD deposition process: Tuesday 12 July 2016 02:15 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Cl2 Cu N4 O3 S'
_chemical_formula_sum            'C20 H28 Cl2 Cu N4 O3 S'
_chemical_formula_weight         538.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   20.3880(16)
_cell_length_b                   14.1122(7)
_cell_length_c                   15.9901(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.503(6)
_cell_angle_gamma                90
_cell_volume                     4523.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5497
_cell_measurement_theta_min      3.83
_cell_measurement_theta_max      61.86

_exptl_crystal_description       rod
_exptl_crystal_colour            pale-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_F_000             2232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    4.658
_shelx_estimated_absorpt_T_min   0.701
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7874
_exptl_absorpt_correction_T_max  0.9426
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  STOE
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20830
_diffrn_reflns_av_unetI/netI     0.1194
_diffrn_reflns_av_R_equivalents  0.2471
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.411
_diffrn_reflns_theta_max         49.093
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.543
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.543
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.543
_reflns_number_total             2219
_reflns_number_gt                1302
_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       'STOE X-Area'
_computing_cell_refinement       'STOE X-Area'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0490P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2219
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1307
_refine_ls_wR_factor_gt          0.1201
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      0.942
_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
Cu1 Cu 0.58984(7) 0.44521(9) 0.19658(8) 0.0523(5) Uani 1 1 d . . . . .
Cl1 Cl 0.68457(12) 0.39655(16) 0.28671(15) 0.0620(7) Uani 1 1 d . . . . .
Cl2 Cl 0.64602(11) 0.49019(16) 0.05910(15) 0.0586(7) Uani 1 1 d . . . . .
S1 S 0.55334(12) 0.29590(16) 0.16447(16) 0.0558(7) Uani 1 1 d . . . . .
O1 O 0.6055(3) 0.5704(4) 0.2421(4) 0.0542(16) Uani 1 1 d . . . . .
O2 O 0.8524(4) 0.6577(6) 0.5251(4) 0.077(2) Uani 1 1 d . . . . .
O3 O 0.7839(3) 0.5777(5) 0.5910(4) 0.0618(18) Uani 1 1 d . . . . .
H30 H 0.7467 0.5504 0.5791 0.093 Uiso 1 1 calc R U . . .
N1 N 0.5032(4) 0.4876(6) 0.1269(5) 0.053(2) Uani 1 1 d . . . . .
N2 N 0.4612(4) 0.4174(5) 0.0894(5) 0.053(2) Uani 1 1 d . . . . .
H2 H 0.4236 0.4324 0.0556 0.064 Uiso 1 1 calc R U . . .
N3 N 0.4340(3) 0.2594(5) 0.0707(5) 0.0491(19) Uani 1 1 d . . . . .
N4 N 0.7219(4) 0.6521(5) 0.2904(5) 0.057(2) Uani 1 1 d . . . . .
H4 H 0.6936 0.5939 0.2881 0.068 Uiso 1 1 calc R U . . .
C1 C 0.5806(5) 0.6506(6) 0.2040(6) 0.054(3) Uani 1 1 d . . . . .
C2 C 0.6151(5) 0.7351(6) 0.2312(6) 0.054(3) Uani 1 1 d . . . . .
C3 C 0.5873(6) 0.8211(7) 0.1995(7) 0.065(3) Uani 1 1 d . . . . .
H3 H 0.6111 0.8777 0.2172 0.078 Uiso 1 1 calc R U . . .
C4 C 0.5272(5) 0.8289(7) 0.1438(7) 0.061(3) Uani 1 1 d . . . . .
C5 C 0.4951(5) 0.7448(7) 0.1166(7) 0.061(3) Uani 1 1 d . . . . .
H5 H 0.4537 0.7471 0.0781 0.073 Uiso 1 1 calc R U . . .
C6 C 0.5222(4) 0.6557(6) 0.1447(6) 0.053(3) Uani 1 1 d . . . . .
C7 C 0.4838(5) 0.5745(7) 0.1105(6) 0.054(3) Uani 1 1 d . . . . .
H7 H 0.4422 0.5849 0.0740 0.065 Uiso 1 1 calc R U . . .
C8 C 0.4779(5) 0.3237(7) 0.1046(6) 0.049(2) Uani 1 1 d . . . . .
C9 C 0.4966(6) 0.9242(7) 0.1204(9) 0.084(4) Uani 1 1 d . . . . .
H9A H 0.4746 0.9238 0.0606 0.126 Uiso 1 1 calc R U . . .
H9B H 0.5316 0.9727 0.1291 0.126 Uiso 1 1 calc R U . . .
H9C H 0.4637 0.9383 0.1563 0.126 Uiso 1 1 calc R U . . .
C10 C 0.6770(5) 0.7349(7) 0.2961(7) 0.066(3) Uani 1 1 d . . . . .
H10A H 0.6647 0.7353 0.3532 0.079 Uiso 1 1 calc R U . . .
H10B H 0.7020 0.7940 0.2903 0.079 Uiso 1 1 calc R U . . .
C11 C 0.7518(5) 0.6518(7) 0.2124(7) 0.059(3) Uani 1 1 d . . . . .
H11A H 0.7550 0.7171 0.1909 0.071 Uiso 1 1 calc R U . . .
H11B H 0.7245 0.6133 0.1673 0.071 Uiso 1 1 calc R U . . .
C12 C 0.8205(5) 0.6090(7) 0.2386(6) 0.060(3) Uani 1 1 d . . . . .
H12A H 0.8555 0.6563 0.2334 0.072 Uiso 1 1 calc R U . . .
H12B H 0.8261 0.5537 0.2024 0.072 Uiso 1 1 calc R U . . .
C13 C 0.8249(5) 0.5789(8) 0.3307(7) 0.068(3) Uani 1 1 d . . . . .
H13A H 0.8126 0.5114 0.3343 0.081 Uiso 1 1 calc R U . . .
H13B H 0.8707 0.5882 0.3631 0.081 Uiso 1 1 calc R U . . .
C14 C 0.7768(5) 0.6410(8) 0.3643(6) 0.061(3) Uani 1 1 d . . . . .
H14 H 0.7981 0.7042 0.3784 0.073 Uiso 1 1 calc R U . . .
C15 C 0.7509(5) 0.6052(8) 0.4403(6) 0.066(3) Uani 1 1 d . . . . .
H15A H 0.7095 0.6401 0.4448 0.079 Uiso 1 1 calc R U . . .
H15B H 0.7392 0.5374 0.4315 0.079 Uiso 1 1 calc R U . . .
C16 C 0.7989(6) 0.6154(8) 0.5215(8) 0.066(3) Uani 1 1 d . . . . .
C17 C 0.3673(4) 0.2799(7) 0.0201(7) 0.058(3) Uani 1 1 d . . . . .
H17A H 0.3705 0.3007 -0.0381 0.069 Uiso 1 1 calc R U . . .
H17B H 0.3440 0.3293 0.0476 0.069 Uiso 1 1 calc R U . . .
C18 C 0.3323(5) 0.1860(6) 0.0188(7) 0.058(3) Uani 1 1 d . . . . .
H18A H 0.3001 0.1777 -0.0351 0.069 Uiso 1 1 calc R U . . .
H18B H 0.3081 0.1811 0.0669 0.069 Uiso 1 1 calc R U . . .
C19 C 0.3871(5) 0.1128(7) 0.0266(7) 0.067(3) Uani 1 1 d . . . . .
H19A H 0.3977 0.0975 -0.0299 0.080 Uiso 1 1 calc R U . . .
H19B H 0.3738 0.0539 0.0527 0.080 Uiso 1 1 calc R U . . .
C20 C 0.4462(5) 0.1580(6) 0.0831(7) 0.058(3) Uani 1 1 d . . . . .
H20A H 0.4482 0.1400 0.1433 0.070 Uiso 1 1 calc R U . . .
H20B H 0.4885 0.1393 0.0654 0.070 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
Cu1 O1 1.916(6) . ?
Cu1 N1 2.001(8) . ?
Cu1 S1 2.262(3) . ?
Cu1 Cl1 2.294(2) . ?
Cu1 Cl2 2.732(3) . ?
S1 C8 1.702(10) . ?
O1 C1 1.340(11) . ?
O2 C16 1.237(13) . ?
O3 C16 1.317(14) . ?
O3 H30 0.8400 . ?
N1 C7 1.301(11) . ?
N1 N2 1.373(10) . ?
N2 C8 1.376(11) . ?
N2 H2 0.8800 . ?
N3 C8 1.320(12) . ?
N3 C20 1.460(12) . ?
N3 C17 1.478(12) . ?
N4 C14 1.480(12) . ?
N4 C11 1.485(13) . ?
N4 C10 1.497(13) . ?
N4 H4 1.0000 . ?
C1 C6 1.383(13) . ?
C1 C2 1.413(13) . ?
C2 C3 1.396(14) . ?
C2 C10 1.480(14) . ?
C3 C4 1.382(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(14) . ?
C4 C9 1.501(14) . ?
C5 C6 1.413(13) . ?
C5 H5 0.9500 . ?
C6 C7 1.438(13) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.513(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.520(14) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.487(15) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.498(14) . ?
C14 H14 1.0000 . ?
C15 C16 1.483(15) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 C18 1.503(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.510(14) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.510(14) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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 Cu1 N1 90.3(3) . . ?
O1 Cu1 S1 166.1(2) . . ?
N1 Cu1 S1 86.1(2) . . ?
O1 Cu1 Cl1 88.54(18) . . ?
N1 Cu1 Cl1 174.9(2) . . ?
S1 Cu1 Cl1 93.91(9) . . ?
O1 Cu1 Cl2 91.5(2) . . ?
N1 Cu1 Cl2 86.5(2) . . ?
S1 Cu1 Cl2 101.69(10) . . ?
Cl1 Cu1 Cl2 98.43(9) . . ?
C8 S1 Cu1 98.0(4) . . ?
C1 O1 Cu1 125.6(6) . . ?
C16 O3 H30 109.5 . . ?
C7 N1 N2 116.7(7) . . ?
C7 N1 Cu1 126.8(6) . . ?
N2 N1 Cu1 116.4(6) . . ?
N1 N2 C8 120.1(7) . . ?
N1 N2 H2 120.0 . . ?
C8 N2 H2 120.0 . . ?
C8 N3 C20 122.1(7) . . ?
C8 N3 C17 125.3(7) . . ?
C20 N3 C17 112.5(7) . . ?
C14 N4 C11 107.7(7) . . ?
C14 N4 C10 114.6(8) . . ?
C11 N4 C10 113.7(7) . . ?
C14 N4 H4 106.8 . . ?
C11 N4 H4 106.8 . . ?
C10 N4 H4 106.8 . . ?
O1 C1 C6 124.3(8) . . ?
O1 C1 C2 116.5(9) . . ?
C6 C1 C2 119.0(8) . . ?
C3 C2 C1 118.4(9) . . ?
C3 C2 C10 119.6(9) . . ?
C1 C2 C10 121.8(8) . . ?
C4 C3 C2 123.8(9) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C3 C4 C5 116.6(8) . . ?
C3 C4 C9 120.7(10) . . ?
C5 C4 C9 122.6(10) . . ?
C4 C5 C6 121.8(9) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 120.2(8) . . ?
C1 C6 C7 124.0(8) . . ?
C5 C6 C7 115.7(8) . . ?
N1 C7 C6 123.4(8) . . ?
N1 C7 H7 118.3 . . ?
C6 C7 H7 118.3 . . ?
N3 C8 N2 117.4(8) . . ?
N3 C8 S1 123.3(7) . . ?
N2 C8 S1 119.3(7) . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 N4 114.3(8) . . ?
C2 C10 H10A 108.7 . . ?
N4 C10 H10A 108.7 . . ?
C2 C10 H10B 108.7 . . ?
N4 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
N4 C11 C12 105.7(8) . . ?
N4 C11 H11A 110.6 . . ?
C12 C11 H11A 110.6 . . ?
N4 C11 H11B 110.6 . . ?
C12 C11 H11B 110.6 . . ?
H11A C11 H11B 108.7 . . ?
C11 C12 C13 105.5(8) . . ?
C11 C12 H12A 110.6 . . ?
C13 C12 H12A 110.6 . . ?
C11 C12 H12B 110.6 . . ?
C13 C12 H12B 110.6 . . ?
H12A C12 H12B 108.8 . . ?
C14 C13 C12 105.0(8) . . ?
C14 C13 H13A 110.7 . . ?
C12 C13 H13A 110.7 . . ?
C14 C13 H13B 110.7 . . ?
C12 C13 H13B 110.7 . . ?
H13A C13 H13B 108.8 . . ?
N4 C14 C13 103.1(8) . . ?
N4 C14 C15 110.9(8) . . ?
C13 C14 C15 116.6(9) . . ?
N4 C14 H14 108.6 . . ?
C13 C14 H14 108.6 . . ?
C15 C14 H14 108.6 . . ?
C16 C15 C14 113.8(9) . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
O2 C16 O3 119.7(9) . . ?
O2 C16 C15 121.5(12) . . ?
O3 C16 C15 118.8(10) . . ?
N3 C17 C18 102.9(7) . . ?
N3 C17 H17A 111.2 . . ?
C18 C17 H17A 111.2 . . ?
N3 C17 H17B 111.2 . . ?
C18 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
C17 C18 C19 105.1(8) . . ?
C17 C18 H18A 110.7 . . ?
C19 C18 H18A 110.7 . . ?
C17 C18 H18B 110.7 . . ?
C19 C18 H18B 110.7 . . ?
H18A C18 H18B 108.8 . . ?
C18 C19 C20 105.0(8) . . ?
C18 C19 H19A 110.8 . . ?
C20 C19 H19A 110.8 . . ?
C18 C19 H19B 110.8 . . ?
C20 C19 H19B 110.8 . . ?
H19A C19 H19B 108.8 . . ?
N3 C20 C19 103.6(7) . . ?
N3 C20 H20A 111.0 . . ?
C19 C20 H20A 111.0 . . ?
N3 C20 H20B 111.0 . . ?
C19 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?

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
C7 N1 N2 C8 -179.2(8) . . . . ?
Cu1 N1 N2 C8 3.7(10) . . . . ?
Cu1 O1 C1 C6 25.8(12) . . . . ?
Cu1 O1 C1 C2 -158.2(7) . . . . ?
O1 C1 C2 C3 -173.7(8) . . . . ?
C6 C1 C2 C3 2.5(13) . . . . ?
O1 C1 C2 C10 2.2(13) . . . . ?
C6 C1 C2 C10 178.5(9) . . . . ?
C1 C2 C3 C4 1.1(15) . . . . ?
C10 C2 C3 C4 -174.9(10) . . . . ?
C2 C3 C4 C5 -2.5(15) . . . . ?
C2 C3 C4 C9 172.8(11) . . . . ?
C3 C4 C5 C6 0.3(15) . . . . ?
C9 C4 C5 C6 -174.9(11) . . . . ?
O1 C1 C6 C5 171.3(9) . . . . ?
C2 C1 C6 C5 -4.7(14) . . . . ?
O1 C1 C6 C7 -5.9(15) . . . . ?
C2 C1 C6 C7 178.2(9) . . . . ?
C4 C5 C6 C1 3.3(15) . . . . ?
C4 C5 C6 C7 -179.3(10) . . . . ?
N2 N1 C7 C6 -179.9(9) . . . . ?
Cu1 N1 C7 C6 -3.0(13) . . . . ?
C1 C6 C7 N1 -5.8(15) . . . . ?
C5 C6 C7 N1 176.9(9) . . . . ?
C20 N3 C8 N2 -179.6(8) . . . . ?
C17 N3 C8 N2 -2.1(13) . . . . ?
C20 N3 C8 S1 0.9(13) . . . . ?
C17 N3 C8 S1 178.4(7) . . . . ?
N1 N2 C8 N3 176.3(8) . . . . ?
N1 N2 C8 S1 -4.3(11) . . . . ?
Cu1 S1 C8 N3 -178.1(7) . . . . ?
Cu1 S1 C8 N2 2.5(8) . . . . ?
C3 C2 C10 N4 -147.1(9) . . . . ?
C1 C2 C10 N4 36.9(13) . . . . ?
C14 N4 C10 C2 -168.5(8) . . . . ?
C11 N4 C10 C2 67.0(11) . . . . ?
C14 N4 C11 C12 18.0(10) . . . . ?
C10 N4 C11 C12 146.1(8) . . . . ?
N4 C11 C12 C13 4.4(10) . . . . ?
C11 C12 C13 C14 -25.0(10) . . . . ?
C11 N4 C14 C13 -33.6(9) . . . . ?
C10 N4 C14 C13 -161.2(8) . . . . ?
C11 N4 C14 C15 -159.1(8) . . . . ?
C10 N4 C14 C15 73.3(11) . . . . ?
C12 C13 C14 N4 35.6(10) . . . . ?
C12 C13 C14 C15 157.4(8) . . . . ?
N4 C14 C15 C16 -165.2(9) . . . . ?
C13 C14 C15 C16 77.3(12) . . . . ?
C14 C15 C16 O2 6.1(15) . . . . ?
C14 C15 C16 O3 -173.3(9) . . . . ?
C8 N3 C17 C18 -164.9(9) . . . . ?
C20 N3 C17 C18 12.8(11) . . . . ?
N3 C17 C18 C19 -28.3(10) . . . . ?
C17 C18 C19 C20 34.0(11) . . . . ?
C8 N3 C20 C19 -174.4(9) . . . . ?
C17 N3 C20 C19 7.8(11) . . . . ?
C18 C19 C20 N3 -25.3(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
O3 H30 Cl2 0.84 2.10 2.925(7) 167.5 6_566
N2 H2 Cl2 0.88 2.37 3.197(8) 156.6 5_665
N4 H4 Cl1 1.00 2.79 3.684(8) 149.0 .
N4 H4 O1 1.00 1.84 2.624(10) 132.5 .
C7 H7 Cl2 0.95 2.74 3.547(10) 143.6 5_665
C10 H10A O2 0.99 2.54 3.385(13) 143.5 7_666
C10 H10B O3 0.99 2.60 3.220(12) 120.5 7_666
C11 H11A Cl1 0.99 2.81 3.688(10) 148.2 4_655
C11 H11B Cl2 0.99 2.75 3.733(10) 172.3 .
C12 H12A S1 0.99 2.98 3.810(10) 141.7 4_655
C12 H12B O3 0.99 2.61 3.526(12) 154.3 6_565

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-3

