# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
# start Validation Reply Form
_vrf_PLAT417_ALERT_2_B           
;
PLAT417_ALERT_2_B Short Inter D-H..H-D H5A .. H6B ..
1.88 Ang.
PLAT417_ALERT_2_B Short Inter D-H..H-D H8B .. H9A ..
1.92 Ang.
Correct files and parameters used. It is possible that
these D-H..H-D distances are an artifact of refinement.

PLAT420_ALERT_2_B D-H Without Acceptor O6 - H6B ...
?
O6 does not appear to donate a H-bond. The fact that
there O6 can donate a H-bond does not necessarily imply there must be
an acceptor.

PLAT420_ALERT_2_B D-H Without Acceptor O9 - H9A ...
?
O9 does not appear to donate a H-bond. The fact that
there O9 can donate a H-bond does not necessarily imply there must be
an acceptor.

;

# end Validation Reply Form 
_audit_creation_date             2014-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C27 H28 Cu N6 O5 S, 4(H2 O)'
_chemical_formula_sum            'C27 H36 Cu N6 O9 S'
_chemical_formula_weight         684.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h12 n2 o4 s1 cu'
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'
Cu Cu 0.3201 1.2651 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   37.162(5)
_cell_length_b                   8.603(5)
_cell_length_c                   20.236(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 100.733(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     6356(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    893
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.4391
_cell_measurement_theta_min      3.1712
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2856
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1440
_diffrn_reflns_av_unetI/netI     0.2399
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13498
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.177
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0454
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -8.00   40.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -26.7692   77.0000   60.0000 48

#__ type_ start__ end____ width___ exp.time_
  2 omega   13.00   43.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -26.7692   77.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  3 omega  -44.00   33.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -26.7692   77.0000 -150.0000 77

#__ type_ start__ end____ width___ exp.time_
  4 omega    3.00   95.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       27.0817   77.0000  -60.0000 92
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0064230000
_diffrn_orient_matrix_UB_12      0.0020820000
_diffrn_orient_matrix_UB_13      -0.0352455000
_diffrn_orient_matrix_UB_21      0.0181611000
_diffrn_orient_matrix_UB_22      0.0118581000
_diffrn_orient_matrix_UB_23      -0.0051458000
_diffrn_orient_matrix_UB_31      0.0024596000
_diffrn_orient_matrix_UB_32      -0.0816310000
_diffrn_orient_matrix_UB_33      -0.0016804000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4372
_reflns_number_total             6490
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.110
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.00043(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         6490
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2281
_refine_ls_R_factor_gt           0.0951
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1528
_refine_ls_wR_factor_ref         0.2416
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Uiso: H5A(0.08) H5B(0.08)
3.a Free rotating group:
 O8(H8A,H8B), O7(H7A,H7B), O9(H9A,H9B), O6(H6A,H6B)
3.b Rotating group:
 O5(H5A,H5B)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5C,H5D), C4(H4A,H4B)
3.d Aromatic/amide H refined with riding coordinates:
 N6(H6), N2(H2), C16(H16), C23(H23), C9(H9), C24(H24), C12(H12), N4(H4),
 C26(H26), C7(H7), C21(H21), C14(H14), C10(H10), C25(H25), C11(H11), C17(H17),
 C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.86902(3) 0.14514(13) 0.02171(5) 0.0379(4) Uani 1 1 d . . . . .
S1 S 0.90105(7) 0.6049(4) 0.18005(12) 0.0654(8) Uani 1 1 d . . . . .
O5 O 0.92326(14) -0.0001(7) 0.0390(3) 0.0527(17) Uani 1 1 d . . . . .
H5A H 0.9381 0.0316 0.0125 0.080 Uiso 1 1 d GR . . . .
H5B H 0.9347 0.0121 0.0810 0.080 Uiso 1 1 d GR . . . .
O2 O 0.83084(14) 0.3831(7) 0.0808(3) 0.0458(16) Uani 1 1 d . . . . .
O1 O 0.87058(15) 0.1933(7) 0.1177(2) 0.0432(15) Uani 1 1 d . . . . .
N6 N 0.94572(19) 0.4945(9) 0.0276(3) 0.049(2) Uani 1 1 d . . . . .
H6 H 0.9670 0.5312 0.0446 0.059 Uiso 1 1 calc R . . . .
O4 O 0.99583(16) 0.6485(8) 0.3978(3) 0.0615(19) Uani 1 1 d . . . . .
N2 N 0.83046(18) -0.2978(8) 0.0480(3) 0.0427(18) Uani 1 1 d . . . . .
H2 H 0.8341 -0.3965 0.0486 0.051 Uiso 1 1 calc R . . . .
C1 C 0.8513(2) 0.3138(12) 0.1266(4) 0.045(2) Uani 1 1 d . . . . .
O3 O 0.99053(17) 0.4154(9) 0.3503(3) 0.070(2) Uani 1 1 d . . . . .
C22 C 0.8909(2) 0.4556(10) -0.0354(4) 0.034(2) Uani 1 1 d . . . . .
N1 N 0.83996(17) -0.0447(9) 0.0346(3) 0.0418(19) Uani 1 1 d . . . . .
C13 C 0.8012(2) -0.2228(11) 0.0633(4) 0.040(2) Uani 1 1 d . . . . .
O8 O 0.96783(17) -0.1031(12) 0.1580(4) 0.075(2) Uani 1 1 d . . . . .
H8A H 0.9779 -0.1815 0.1435 0.112 Uiso 1 1 d G . . . .
H8B H 0.9869 -0.0473 0.1691 0.112 Uiso 1 1 d G . . . .
O7 O 0.9108(2) 0.0166(9) 0.2214(3) 0.063(2) Uani 1 1 d . . . . .
H7A H 0.9239 -0.0558 0.2100 0.095 Uiso 1 1 d G . . . .
H7B H 0.9003 0.0658 0.1865 0.095 Uiso 1 1 d G . . . .
N3 N 0.85912(18) 0.1160(8) -0.0788(3) 0.0447(19) Uani 1 1 d . . . . .
N5 N 0.89750(16) 0.3353(8) 0.0117(3) 0.0362(18) Uani 1 1 d . . . . .
C16 C 0.7902(2) 0.1102(12) -0.1122(4) 0.054(3) Uani 1 1 d . . . . .
H16 H 0.7854 0.1205 -0.0689 0.065 Uiso 1 1 calc R . . . .
C23 C 0.8607(2) 0.4895(12) -0.0842(4) 0.055(3) Uani 1 1 d . . . . .
H23 H 0.8399 0.4276 -0.0905 0.066 Uiso 1 1 calc R . . . .
C9 C 0.7805(2) 0.0473(11) 0.0655(4) 0.047(2) Uani 1 1 d . . . . .
H9 H 0.7845 0.1529 0.0603 0.057 Uiso 1 1 calc R . . . .
C2 C 0.8535(2) 0.3642(10) 0.1998(4) 0.042(2) Uani 1 1 d . . . . .
H2A H 0.8728 0.3068 0.2283 0.051 Uiso 1 1 calc R . . . .
H2B H 0.8306 0.3393 0.2138 0.051 Uiso 1 1 calc R . . . .
C24 C 0.8629(3) 0.6211(13) -0.1239(4) 0.061(3) Uani 1 1 d . . . . .
H24 H 0.8429 0.6470 -0.1569 0.073 Uiso 1 1 calc R . . . .
C12 C 0.7688(3) -0.2772(13) 0.0817(4) 0.058(3) Uani 1 1 d . . . . .
H12 H 0.7648 -0.3831 0.0862 0.069 Uiso 1 1 calc R . . . .
C15 C 0.8255(2) 0.1031(11) -0.1239(4) 0.044(2) Uani 1 1 d . . . . .
N4 N 0.8702(2) 0.0910(9) -0.1827(3) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.8823 0.0843 -0.2148 0.067 Uiso 1 1 calc R . . . .
C27 C 0.9212(2) 0.5564(12) -0.0255(4) 0.045(2) Uani 1 1 d . . . . .
O9 O 1.0263(3) 0.1111(9) 0.1766(5) 0.098(3) Uani 1 1 d . . . . .
H9A H 1.0154 0.1255 0.2095 0.148 Uiso 1 1 d G . . . .
H9B H 1.0317 0.1984 0.1613 0.148 Uiso 1 1 d G . . . .
C26 C 0.9234(3) 0.6842(12) -0.0653(5) 0.062(3) Uani 1 1 d . . . . .
H26 H 0.9439 0.7479 -0.0584 0.074 Uiso 1 1 calc R . . . .
C8 C 0.8058(2) -0.0666(12) 0.0557(4) 0.040(2) Uani 1 1 d . . . . .
C6 C 0.9801(2) 0.5501(14) 0.3541(5) 0.054(3) Uani 1 1 d . . . . .
C7 C 0.8531(2) -0.1856(12) 0.0312(4) 0.043(2) Uani 1 1 d . . . . .
H7 H 0.8754 -0.2067 0.0188 0.052 Uiso 1 1 calc R . . . .
C21 C 0.9300(2) 0.3651(11) 0.0479(4) 0.049(2) Uani 1 1 d . . . . .
H21 H 0.9411 0.3036 0.0838 0.059 Uiso 1 1 calc R . . . .
C3 C 0.8609(2) 0.5389(12) 0.2088(4) 0.057(3) Uani 1 1 d . . . . .
H3A H 0.8633 0.5643 0.2561 0.068 Uiso 1 1 calc R . . . .
H3B H 0.8399 0.5952 0.1846 0.068 Uiso 1 1 calc R . . . .
C14 C 0.8841(2) 0.1081(11) -0.1167(4) 0.046(2) Uani 1 1 d . . . . .
H14 H 0.9090 0.1138 -0.0995 0.056 Uiso 1 1 calc R . . . .
C5 C 0.9469(2) 0.6096(12) 0.3055(4) 0.057(3) Uani 1 1 d . . . . .
H5C H 0.9260 0.6079 0.3279 0.069 Uiso 1 1 calc R . . . .
H5D H 0.9513 0.7170 0.2948 0.069 Uiso 1 1 calc R . . . .
C10 C 0.7486(2) -0.0108(15) 0.0837(4) 0.061(3) Uani 1 1 d . . . . .
H10 H 0.7303 0.0583 0.0899 0.073 Uiso 1 1 calc R . . . .
C25 C 0.8938(3) 0.7141(12) -0.1156(5) 0.069(3) Uani 1 1 d . . . . .
H25 H 0.8946 0.7977 -0.1444 0.083 Uiso 1 1 calc R . . . .
C11 C 0.7434(3) -0.1701(15) 0.0927(4) 0.067(4) Uani 1 1 d . . . . .
H11 H 0.7222 -0.2038 0.1066 0.081 Uiso 1 1 calc R . . . .
O6 O 0.9705(2) 0.0880(11) -0.0482(5) 0.108(3) Uani 1 1 d . . . . .
H6A H 0.9773 0.1403 -0.0794 0.161 Uiso 1 1 d G . . . .
H6B H 0.9797 0.1272 -0.0103 0.161 Uiso 1 1 d G . . . .
C20 C 0.8328(3) 0.0862(12) -0.1885(4) 0.057(3) Uani 1 1 d . . . . .
C17 C 0.7624(2) 0.1016(15) -0.1672(5) 0.092(5) Uani 1 1 d . . . . .
H17 H 0.7383 0.1093 -0.1614 0.110 Uiso 1 1 calc R . . . .
C4 C 0.9374(2) 0.5198(13) 0.2411(4) 0.068(3) Uani 1 1 d . . . . .
H4A H 0.9302 0.4155 0.2513 0.082 Uiso 1 1 calc R . . . .
H4B H 0.9591 0.5114 0.2211 0.082 Uiso 1 1 calc R . . . .
C18 C 0.7700(4) 0.0814(18) -0.2322(6) 0.117(6) Uani 1 1 d . . . . .
H18 H 0.7505 0.0711 -0.2681 0.141 Uiso 1 1 calc R . . . .
C19 C 0.8049(3) 0.0762(15) -0.2446(5) 0.091(4) Uani 1 1 d . . . . .
H19 H 0.8097 0.0666 -0.2879 0.109 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O5 2.342(5) . ?
Cu1 O1 1.977(5) . ?
Cu1 N1 2.002(7) . ?
Cu1 N3 2.014(6) . ?
Cu1 N5 1.979(7) . ?
S1 C3 1.791(9) . ?
S1 C4 1.807(9) . ?
O5 H5A 0.8819 . ?
O5 H5B 0.8817 . ?
O2 C1 1.238(9) . ?
O1 C1 1.292(11) . ?
N6 H6 0.8600 . ?
N6 C27 1.380(10) . ?
N6 C21 1.356(10) . ?
O4 C6 1.283(11) . ?
N2 H2 0.8600 . ?
N2 C13 1.350(10) . ?
N2 C7 1.362(10) . ?
C1 C2 1.530(10) . ?
O3 C6 1.229(11) . ?
C22 N5 1.397(10) . ?
C22 C23 1.380(10) . ?
C22 C27 1.406(11) . ?
N1 C8 1.425(9) . ?
N1 C7 1.313(10) . ?
C13 C12 1.404(12) . ?
C13 C8 1.367(12) . ?
O8 H8A 0.8496 . ?
O8 H8B 0.8517 . ?
O7 H7A 0.8484 . ?
O7 H7B 0.8511 . ?
N3 C15 1.407(9) . ?
N3 C14 1.310(10) . ?
N5 C21 1.317(9) . ?
C16 H16 0.9300 . ?
C16 C15 1.376(11) . ?
C16 C17 1.372(10) . ?
C23 H23 0.9300 . ?
C23 C24 1.399(13) . ?
C9 H9 0.9300 . ?
C9 C8 1.399(11) . ?
C9 C10 1.397(12) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.533(12) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(13) . ?
C12 H12 0.9300 . ?
C12 C11 1.367(14) . ?
C15 C20 1.392(11) . ?
N4 H4 0.8600 . ?
N4 C14 1.348(9) . ?
N4 C20 1.372(10) . ?
C27 C26 1.374(12) . ?
O9 H9A 0.8508 . ?
O9 H9B 0.8500 . ?
C26 H26 0.9300 . ?
C26 C25 1.376(13) . ?
C6 C5 1.514(11) . ?
C7 H7 0.9300 . ?
C21 H21 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C14 H14 0.9300 . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C5 C4 1.500(11) . ?
C10 H10 0.9300 . ?
C10 C11 1.401(14) . ?
C25 H25 0.9300 . ?
C11 H11 0.9300 . ?
O6 H6A 0.8503 . ?
O6 H6B 0.8498 . ?
C20 C19 1.390(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.406(15) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.369(16) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O5 95.6(2) . . ?
O1 Cu1 N1 87.7(2) . . ?
O1 Cu1 N3 170.1(3) . . ?
O1 Cu1 N5 90.5(2) . . ?
N1 Cu1 O5 90.9(3) . . ?
N1 Cu1 N3 91.6(3) . . ?
N3 Cu1 O5 94.3(2) . . ?
N5 Cu1 O5 89.7(2) . . ?
N5 Cu1 N1 178.2(3) . . ?
N5 Cu1 N3 90.0(3) . . ?
C3 S1 C4 102.2(4) . . ?
Cu1 O5 H5A 111.3 . . ?
Cu1 O5 H5B 109.1 . . ?
H5A O5 H5B 107.8 . . ?
C1 O1 Cu1 112.9(5) . . ?
C27 N6 H6 126.5 . . ?
C21 N6 H6 126.5 . . ?
C21 N6 C27 107.1(7) . . ?
C13 N2 H2 126.9 . . ?
C13 N2 C7 106.2(8) . . ?
C7 N2 H2 126.9 . . ?
O2 C1 O1 124.2(8) . . ?
O2 C1 C2 120.2(9) . . ?
O1 C1 C2 115.6(8) . . ?
N5 C22 C27 108.9(7) . . ?
C23 C22 N5 131.4(8) . . ?
C23 C22 C27 119.6(8) . . ?
C8 N1 Cu1 132.8(7) . . ?
C7 N1 Cu1 122.2(6) . . ?
C7 N1 C8 104.6(8) . . ?
N2 C13 C12 132.0(9) . . ?
N2 C13 C8 108.6(8) . . ?
C8 C13 C12 119.3(9) . . ?
H8A O8 H8B 98.1 . . ?
H7A O7 H7B 109.8 . . ?
C15 N3 Cu1 129.6(5) . . ?
C14 N3 Cu1 125.5(6) . . ?
C14 N3 C15 104.8(7) . . ?
C22 N5 Cu1 130.7(5) . . ?
C21 N5 Cu1 123.8(6) . . ?
C21 N5 C22 105.2(7) . . ?
C15 C16 H16 121.5 . . ?
C17 C16 H16 121.5 . . ?
C17 C16 C15 117.1(8) . . ?
C22 C23 H23 121.4 . . ?
C22 C23 C24 117.1(9) . . ?
C24 C23 H23 121.4 . . ?
C8 C9 H9 122.8 . . ?
C10 C9 H9 122.8 . . ?
C10 C9 C8 114.4(9) . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C1 C2 C3 111.6(7) . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C23 C24 H24 118.9 . . ?
C25 C24 C23 122.3(9) . . ?
C25 C24 H24 118.9 . . ?
C13 C12 H12 121.0 . . ?
C11 C12 C13 118.1(10) . . ?
C11 C12 H12 121.0 . . ?
C16 C15 N3 130.1(8) . . ?
C16 C15 C20 121.7(8) . . ?
C20 C15 N3 108.2(8) . . ?
C14 N4 H4 126.8 . . ?
C14 N4 C20 106.3(7) . . ?
C20 N4 H4 126.8 . . ?
N6 C27 C22 105.6(8) . . ?
C26 C27 N6 131.5(9) . . ?
C26 C27 C22 122.9(8) . . ?
H9A O9 H9B 109.5 . . ?
C27 C26 H26 121.4 . . ?
C27 C26 C25 117.2(10) . . ?
C25 C26 H26 121.4 . . ?
C13 C8 N1 107.6(8) . . ?
C13 C8 C9 124.8(8) . . ?
C9 C8 N1 127.6(9) . . ?
O4 C6 C5 115.8(10) . . ?
O3 C6 O4 123.8(9) . . ?
O3 C6 C5 120.4(10) . . ?
N2 C7 H7 123.5 . . ?
N1 C7 N2 112.9(7) . . ?
N1 C7 H7 123.5 . . ?
N6 C21 H21 123.4 . . ?
N5 C21 N6 113.1(8) . . ?
N5 C21 H21 123.4 . . ?
S1 C3 H3A 108.6 . . ?
S1 C3 H3B 108.6 . . ?
C2 C3 S1 114.5(6) . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
N3 C14 N4 113.9(8) . . ?
N3 C14 H14 123.1 . . ?
N4 C14 H14 123.1 . . ?
C6 C5 H5C 108.5 . . ?
C6 C5 H5D 108.5 . . ?
H5C C5 H5D 107.5 . . ?
C4 C5 C6 115.0(9) . . ?
C4 C5 H5C 108.5 . . ?
C4 C5 H5D 108.5 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 121.9(10) . . ?
C11 C10 H10 119.0 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.8(10) . . ?
C26 C25 H25 119.6 . . ?
C12 C11 C10 121.4(9) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
H6A O6 H6B 109.5 . . ?
N4 C20 C15 106.8(8) . . ?
N4 C20 C19 131.3(9) . . ?
C19 C20 C15 121.8(10) . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(10) . . ?
C18 C17 H17 119.5 . . ?
S1 C4 H4A 108.7 . . ?
S1 C4 H4B 108.7 . . ?
C5 C4 S1 114.3(7) . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C17 C18 H18 118.8 . . ?
C19 C18 C17 122.5(9) . . ?
C19 C18 H18 118.8 . . ?
C20 C19 H19 122.1 . . ?
C18 C19 C20 115.9(10) . . ?
C18 C19 H19 122.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O6 0.88 1.93 2.816(9) 176.3 .
O5 H5B O8 0.88 2.05 2.800(9) 141.9 .
N6 H6 O4 0.86 1.92 2.744(9) 159.8 2_755
N2 H2 O2 0.86 2.02 2.824(10) 156.2 1_545
O8 H8A O4 0.85 2.02 2.869(10) 173.6 2_745
O8 H8B O9 0.85 1.98 2.821(12) 166.8 .
O7 H7A O8 0.85 2.14 2.866(9) 143.3 .
O7 H7B O1 0.85 1.95 2.787(8) 169.4 .
N4 H4 O7 0.86 2.01 2.827(10) 157.9 6
O9 H9B O3 0.85 2.04 2.724(11) 137.3 2_755
O6 H6A O4 0.85 2.03 2.757(10) 143.5 6_565

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
Cu1 O1 C1 O2 7.2(11) . . . . ?
Cu1 O1 C1 C2 -175.9(5) . . . . ?
Cu1 N1 C8 C13 -172.8(5) . . . . ?
Cu1 N1 C8 C9 9.1(11) . . . . ?
Cu1 N1 C7 N2 173.9(5) . . . . ?
Cu1 N3 C15 C16 1.7(14) . . . . ?
Cu1 N3 C15 C20 179.3(7) . . . . ?
Cu1 N3 C14 N4 -178.9(6) . . . . ?
Cu1 N5 C21 N6 173.8(5) . . . . ?
O2 C1 C2 C3 -51.8(10) . . . . ?
O1 C1 C2 C3 131.2(8) . . . . ?
N6 C27 C26 C25 179.1(9) . . . . ?
O4 C6 C5 C4 158.1(9) . . . . ?
N2 C13 C12 C11 -178.5(8) . . . . ?
N2 C13 C8 N1 0.0(8) . . . . ?
N2 C13 C8 C9 178.2(7) . . . . ?
C1 C2 C3 S1 -55.4(9) . . . . ?
O3 C6 C5 C4 -21.5(14) . . . . ?
C22 N5 C21 N6 -1.1(9) . . . . ?
C22 C23 C24 C25 0.4(14) . . . . ?
C22 C27 C26 C25 1.6(14) . . . . ?
C13 N2 C7 N1 -0.3(9) . . . . ?
C13 C12 C11 C10 2.4(14) . . . . ?
N3 C15 C20 N4 -0.8(11) . . . . ?
N3 C15 C20 C19 -177.6(10) . . . . ?
N5 C22 C23 C24 179.9(8) . . . . ?
N5 C22 C27 N6 0.2(9) . . . . ?
N5 C22 C27 C26 178.3(8) . . . . ?
C16 C15 C20 N4 177.0(9) . . . . ?
C16 C15 C20 C19 0.2(16) . . . . ?
C16 C17 C18 C19 -3(2) . . . . ?
C23 C22 N5 Cu1 9.0(13) . . . . ?
C23 C22 N5 C21 -176.6(9) . . . . ?
C23 C22 C27 N6 177.7(7) . . . . ?
C23 C22 C27 C26 -4.2(13) . . . . ?
C23 C24 C25 C26 -3.1(15) . . . . ?
C9 C10 C11 C12 -2.6(14) . . . . ?
C12 C13 C8 N1 -177.8(7) . . . . ?
C12 C13 C8 C9 0.4(12) . . . . ?
C15 N3 C14 N4 -0.1(10) . . . . ?
C15 C16 C17 C18 2.0(18) . . . . ?
C15 C20 C19 C18 -1.1(18) . . . . ?
N4 C20 C19 C18 -177.0(12) . . . . ?
C27 N6 C21 N5 1.2(10) . . . . ?
C27 C22 N5 Cu1 -173.9(5) . . . . ?
C27 C22 N5 C21 0.5(9) . . . . ?
C27 C22 C23 C24 3.0(12) . . . . ?
C27 C26 C25 C24 2.0(15) . . . . ?
C8 N1 C7 N2 0.3(9) . . . . ?
C8 C13 C12 C11 -1.3(12) . . . . ?
C8 C9 C10 C11 1.6(12) . . . . ?
C6 C5 C4 S1 -173.5(7) . . . . ?
C7 N2 C13 C12 177.6(8) . . . . ?
C7 N2 C13 C8 0.2(9) . . . . ?
C7 N1 C8 C13 -0.2(8) . . . . ?
C7 N1 C8 C9 -178.3(7) . . . . ?
C21 N6 C27 C22 -0.8(10) . . . . ?
C21 N6 C27 C26 -178.7(10) . . . . ?
C3 S1 C4 C5 -81.6(8) . . . . ?
C14 N3 C15 C16 -177.1(10) . . . . ?
C14 N3 C15 C20 0.5(10) . . . . ?
C14 N4 C20 C15 0.7(11) . . . . ?
C14 N4 C20 C19 177.1(12) . . . . ?
C10 C9 C8 N1 177.3(7) . . . . ?
C10 C9 C8 C13 -0.5(11) . . . . ?
C20 N4 C14 N3 -0.4(11) . . . . ?
C17 C16 C15 N3 176.7(10) . . . . ?
C17 C16 C15 C20 -0.7(15) . . . . ?
C17 C18 C19 C20 2(2) . . . . ?
C4 S1 C3 C2 -69.7(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 1012378'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2
_audit_creation_date             2014-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H20 Cu N4 O4 S, 4(H2 O)'
_chemical_formula_sum            'C20 H28 Cu N4 O8 S'
_chemical_formula_weight         548.06
_chemical_melting_point          ?
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'
Cu Cu 0.3201 1.2651 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.1535(5)
_cell_length_b                   16.3971(7)
_cell_length_c                   15.7138(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.707(2)
_cell_angle_gamma                90.00
_cell_volume                     2505.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    924
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      42.84
_cell_measurement_theta_min      5.43
_exptl_absorpt_coefficient_mu    1.005
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4266
_diffrn_reflns_theta_full        35.242
_diffrn_reflns_theta_max         42.84
_diffrn_reflns_theta_min         5.43
_diffrn_ambient_temperature      296.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1538
_reflns_number_total             1891
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         1891
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0564
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0180P)²+8.0904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1182
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 N2-H2
 0.82 with sigma of 0.02
 H3C-O3 = O3-H3D
 0.85 with sigma of 0.02
 H4B-O4 = O4-H4A
 0.85 with sigma of 0.02
 H3C-H3D
 1.349 with sigma of 0.04
 H4B-H4A
 1.393 with sigma of 0.04
3. Rigid bond restraints
 N1, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed X: H4B(0.05027)
 Fixed Y: H4B(0.320991)
 Fixed Z: H4B(0.822141)
5.a Free rotating group:
 O3(H3C), O4(H4A)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2197(5) 0.1741(3) 0.7954(3) 0.0419(13) Uani 1 1 d . . . . .
C2 C 0.3269(6) 0.2397(3) 0.8042(4) 0.0542(15) Uani 1 1 d . . . . .
H2A H 0.3186 0.2791 0.8485 0.065 Uiso 1 1 calc R . . . .
H2B H 0.3111 0.2680 0.7480 0.065 Uiso 1 1 calc R . . . .
C3 C 0.4713(6) 0.2041(4) 0.8312(3) 0.0602(17) Uani 1 1 d . . . . .
H3A H 0.4866 0.1757 0.8874 0.072 Uiso 1 1 calc R . . . .
H3B H 0.5375 0.2482 0.8399 0.072 Uiso 1 1 calc R . . . .
N1 N -0.0642(4) 0.0036(2) 0.8225(2) 0.0365(9) Uani 1 1 d . U . . .
C4 C -0.1809(5) 0.0055(3) 0.8429(3) 0.0382(11) Uani 1 1 d . U . . .
H4 H -0.2547 0.0386 0.8142 0.046 Uiso 1 1 calc R . . . .
C5 C -0.0558(5) -0.0822(3) 0.9368(3) 0.0347(11) Uani 1 1 d . . . . .
C6 C 0.0022(6) -0.1370(3) 1.0045(3) 0.0464(14) Uani 1 1 d . . . . .
H6 H -0.0470 -0.1571 1.0416 0.056 Uiso 1 1 calc R . . . .
C7 C 0.1355(6) -0.1601(3) 1.0141(3) 0.0541(15) Uani 1 1 d . . . . .
H7 H 0.1776 -0.1964 1.0592 0.065 Uiso 1 1 calc R . . . .
C8 C 0.2098(6) -0.1311(3) 0.9587(3) 0.0496(14) Uani 1 1 d . . . . .
H8 H 0.2996 -0.1489 0.9672 0.060 Uiso 1 1 calc R . . . .
C9 C 0.1532(5) -0.0766(3) 0.8916(3) 0.0408(13) Uani 1 1 d . . . . .
H9 H 0.2033 -0.0568 0.8549 0.049 Uiso 1 1 calc R . . . .
C10 C 0.0189(5) -0.0522(3) 0.8809(3) 0.0322(11) Uani 1 1 d . . . . .
N2 N -0.1821(4) -0.0453(3) 0.9091(3) 0.0388(10) Uani 1 1 d D . . . .
O1 O 0.1194(3) 0.1730(2) 0.7258(2) 0.0418(9) Uani 1 1 d . . . . .
O2 O 0.2295(4) 0.1229(2) 0.8553(2) 0.0562(10) Uani 1 1 d . . . . .
S1 S 0.5000 0.13460(14) 0.7500 0.0592(6) Uani 1 2 d S T P . .
Cu1 Cu 0.0000 0.08443(5) 0.7500 0.0351(3) Uani 1 2 d S T P . .
H2 H -0.245(4) -0.052(3) 0.932(3) 0.038(15) Uiso 1 1 d D . . . .
O3 O 0.0915(4) 0.4342(3) 0.9876(3) 0.0575(11) Uani 1 1 d D . . . .
H3C H 0.0696 0.3951 0.9469 0.086 Uiso 1 1 d DG . . . .
O4 O -0.0186(8) 0.3361(4) 0.8356(4) 0.122(2) Uani 1 1 d D . . . .
H4A H -0.0705 0.2948 0.8324 0.182 Uiso 1 1 d DG . . . .
H3D H 0.140(6) 0.412(3) 1.034(2) 0.10(3) Uiso 1 1 d D . . . .
H4B H 0.0503 0.3210 0.8221 0.44(14) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.508(7) . ?
C1 O1 1.262(6) . ?
C1 O2 1.244(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.521(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 S1 1.796(6) . ?
N1 C4 1.313(6) . ?
N1 C10 1.396(6) . ?
N1 Cu1 1.976(4) 2_556 ?
N1 Cu1 1.976(4) . ?
C4 H4 0.9300 . ?
C4 N2 1.336(6) . ?
C5 C6 1.389(7) . ?
C5 C10 1.403(6) . ?
C5 N2 1.371(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.372(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.389(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.384(6) . ?
N2 H2 0.825(19) . ?
O1 Cu1 1.996(3) 2_556 ?
O1 Cu1 1.996(3) . ?
O2 Cu1 2.520(3) 2_556 ?
O2 Cu1 2.520(3) . ?
S1 C3 1.796(6) 2_656 ?
Cu1 N1 1.976(4) 2_556 ?
Cu1 O1 1.996(3) 2_556 ?
Cu1 Cu1 0.0000(17) 2_556 ?
O3 H3C 0.8879 . ?
O3 H3D 0.83(2) . ?
O4 H4A 0.8501 . ?
O4 H4B 0.825(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 118.1(5) . . ?
O2 C1 C2 120.9(5) . . ?
O2 C1 O1 121.0(5) . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C1 C2 C3 111.4(5) . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C2 C3 S1 112.7(4) . . ?
H3A C3 H3B 107.8 . . ?
S1 C3 H3A 109.0 . . ?
S1 C3 H3B 109.0 . . ?
C4 N1 C10 105.8(4) . . ?
C4 N1 Cu1 126.5(3) . 2_556 ?
C4 N1 Cu1 126.5(3) . . ?
C10 N1 Cu1 125.6(3) . . ?
C10 N1 Cu1 125.6(3) . 2_556 ?
Cu1 N1 Cu1 0.0 2_556 . ?
N1 C4 H4 123.6 . . ?
N1 C4 N2 112.7(4) . . ?
N2 C4 H4 123.6 . . ?
C6 C5 C10 121.3(5) . . ?
N2 C5 C6 132.9(5) . . ?
N2 C5 C10 105.8(4) . . ?
C5 C6 H6 121.6 . . ?
C7 C6 C5 116.8(5) . . ?
C7 C6 H6 121.6 . . ?
C6 C7 H7 118.9 . . ?
C6 C7 C8 122.2(5) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.3(5) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 121.3 . . ?
C8 C9 C10 117.4(5) . . ?
C10 C9 H9 121.3 . . ?
N1 C10 C5 107.9(4) . . ?
C9 C10 N1 131.1(4) . . ?
C9 C10 C5 120.9(4) . . ?
C4 N2 C5 107.7(4) . . ?
C4 N2 H2 127(3) . . ?
C5 N2 H2 125(3) . . ?
C1 O1 Cu1 103.2(3) . . ?
C1 O1 Cu1 103.2(3) . 2_556 ?
Cu1 O1 Cu1 0.00(3) 2_556 . ?
C1 O2 Cu1 79.3(3) . 2_556 ?
C1 O2 Cu1 79.3(3) . . ?
Cu1 O2 Cu1 0.00(4) 2_556 . ?
C3 S1 C3 101.2(4) 2_656 . ?
N1 Cu1 N1 95.8(2) . 2_556 ?
N1 Cu1 O1 156.38(14) . . ?
N1 Cu1 O1 156.38(14) 2_556 2_556 ?
N1 Cu1 O1 93.37(15) 2_556 . ?
N1 Cu1 O1 93.37(14) . 2_556 ?
N1 Cu1 O2 98.65(14) 2_556 . ?
N1 Cu1 O2 100.68(14) . . ?
O1 Cu1 O1 86.7(2) . 2_556 ?
O1 Cu1 O2 56.33(13) . . ?
O1 Cu1 O2 100.97(14) 2_556 . ?
Cu1 Cu1 N1 0(10) 2_556 2_556 ?
Cu1 Cu1 N1 0(10) 2_556 . ?
Cu1 Cu1 O1 0(10) 2_556 . ?
Cu1 Cu1 O1 0(10) 2_556 2_556 ?
Cu1 Cu1 O2 0(10) 2_556 . ?
H3C O3 H3D 106.2 . . ?
H4A O4 H4B 107.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O3 0.825(19) 2.10(2) 2.924(6) 178(5) 3_445
O3 H3C O4 0.89 1.97 2.830(7) 161.5 .
O4 H4A O1 0.85 2.19 2.927(6) 144.3 2_556
O3 H3D O2 0.83(2) 1.95(2) 2.774(5) 171(6) 7_557

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
C1 C2 C3 S1 62.4(5) . . . . ?
C2 C1 O1 Cu1 -174.9(4) . . . . ?
C2 C1 O1 Cu1 -174.9(4) . . . 2_556 ?
C2 C1 O2 Cu1 175.9(5) . . . 2_556 ?
C2 C1 O2 Cu1 175.9(5) . . . . ?
C2 C3 S1 C3 78.8(4) . . . 2_656 ?
N1 C4 N2 C5 1.8(6) . . . . ?
C4 N1 C10 C5 -0.5(5) . . . . ?
C4 N1 C10 C9 -177.8(5) . . . . ?
C5 C6 C7 C8 -0.6(8) . . . . ?
C6 C5 C10 N1 -177.6(4) . . . . ?
C6 C5 C10 C9 0.0(7) . . . . ?
C6 C5 N2 C4 177.0(5) . . . . ?
C6 C7 C8 C9 0.8(8) . . . . ?
C7 C8 C9 C10 -0.6(8) . . . . ?
C8 C9 C10 N1 177.2(5) . . . . ?
C8 C9 C10 C5 0.2(7) . . . . ?
C10 N1 C4 N2 -0.8(5) . . . . ?
C10 C5 C6 C7 0.2(7) . . . . ?
C10 C5 N2 C4 -2.0(5) . . . . ?
N2 C5 C6 C7 -178.7(5) . . . . ?
N2 C5 C10 N1 1.5(5) . . . . ?
N2 C5 C10 C9 179.2(4) . . . . ?
O1 C1 C2 C3 -130.8(5) . . . . ?
O1 C1 O2 Cu1 -3.8(4) . . . . ?
O1 C1 O2 Cu1 -3.8(4) . . . 2_556 ?
O2 C1 C2 C3 49.6(7) . . . . ?
O2 C1 O1 Cu1 4.8(6) . . . 2_556 ?
O2 C1 O1 Cu1 4.8(6) . . . . ?
Cu1 N1 C4 N2 -164.9(3) 2_556 . . . ?
Cu1 N1 C4 N2 -164.9(3) . . . . ?
Cu1 N1 C10 C5 163.8(3) 2_556 . . . ?
Cu1 N1 C10 C5 163.8(3) . . . . ?
Cu1 N1 C10 C9 -13.5(7) . . . . ?
Cu1 N1 C10 C9 -13.5(7) 2_556 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 1012379'
