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

####################################################################### 
# 
# 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_ac_1
_database_code_depnum_ccdc_archive 'CCDC 1405515'
_audit_update_record             
;
2015-06-08 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;
_audit_creation_date             2014-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H19 N3 O'
_chemical_formula_sum            'C26 H19 N3 O'
_chemical_formula_weight         389.44
_chemical_absolute_configuration unk
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z'

_cell_length_a                   5.9083(15)
_cell_length_b                   8.824(2)
_cell_length_c                   18.775(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.643(18)
_cell_angle_gamma                90.00
_cell_volume                     972.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1200
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.855
_cell_measurement_theta_min      2.554
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.5619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1553 before and 0.0843 after correction.
The Ratio of minimum to maximum transmission is 0.7541.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plates
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.288
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.024
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0831
_diffrn_reflns_av_unetI/netI     0.1245
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6241
_diffrn_reflns_theta_full        24.82
_diffrn_reflns_theta_max         24.82
_diffrn_reflns_theta_min         1.09
_diffrn_ambient_temperature      99.65
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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_number         0
_reflns_number_gt                2199
_reflns_number_total             3001
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.139
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3001
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0963
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1290P)²+0.9850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2477
_refine_ls_wR_factor_ref         0.2762
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. All non-hydrogens were 
 refined anisotropically.Hydrogens were placed 
 geometrically on their carrier atom and refined with a riding model.  
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14),
 C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C -0.3020(12) 0.7033(9) 0.6162(4) 0.0339(17) Uani 1 d . . .
H1 H -0.2830 0.6811 0.6660 0.041 Uiso 1 calc . . R
C2 C -0.4942(13) 0.7882(9) 0.5870(4) 0.0375(19) Uani 1 d . . .
H2 H -0.6063 0.8191 0.6164 0.045 Uiso 1 calc . . R
C3 C -0.5159(13) 0.8254(9) 0.5150(4) 0.0346(18) Uani 1 d . . .
H3 H -0.6400 0.8860 0.4949 0.042 Uiso 1 calc . . R
C4 C -0.1452(12) 0.6532(9) 0.5749(4) 0.0334(17) Uani 1 d . . .
H4 H -0.0195 0.5952 0.5960 0.040 Uiso 1 calc . . R
C5 C -0.1651(11) 0.6858(8) 0.5003(4) 0.0277(16) Uani 1 d . . .
C6 C -0.3522(11) 0.7725(8) 0.4715(4) 0.0266(15) Uani 1 d . . .
C7 C -0.3777(11) 0.8060(8) 0.3962(4) 0.0303(17) Uani 1 d . . .
H7 H -0.5012 0.8668 0.3759 0.036 Uiso 1 calc . . R
C8 C -0.2231(12) 0.7498(9) 0.3537(4) 0.0327(17) Uani 1 d . . .
H8 H -0.2402 0.7724 0.3039 0.039 Uiso 1 calc . . R
C9 C -0.0114(11) 0.6314(8) 0.4551(4) 0.0291(16) Uani 1 d . . .
H9 H 0.1163 0.5735 0.4749 0.035 Uiso 1 calc . . R
C10 C -0.0410(10) 0.6600(8) 0.3829(4) 0.0251(15) Uani 1 d . . .
C11 C 0.1199(11) 0.5898(8) 0.3350(4) 0.0287(16) Uani 1 d . . .
H11A H 0.2653 0.5624 0.3638 0.034 Uiso 1 calc . . R
H11B H 0.0517 0.4965 0.3125 0.034 Uiso 1 calc . . R
C12 C 0.3179(11) 0.6574(8) 0.2368(4) 0.0280(16) Uani 1 d . . .
C13 C 0.4244(11) 0.5159(8) 0.2396(4) 0.0312(17) Uani 1 d . . .
H13 H 0.3793 0.4375 0.2696 0.037 Uiso 1 calc . . R
C14 C 0.3801(11) 0.7661(9) 0.1893(4) 0.0313(17) Uani 1 d . . .
H14 H 0.3041 0.8610 0.1843 0.038 Uiso 1 calc . . R
C15 C 0.5559(11) 0.7322(9) 0.1494(4) 0.0313(17) Uani 1 d . . .
C16 C 0.6010(11) 0.4938(8) 0.1963(4) 0.0268(15) Uani 1 d . . .
C17 C 0.6337(12) 0.8468(9) 0.0982(4) 0.0328(17) Uani 1 d . . .
C18 C 0.8356(12) 0.8337(9) 0.0699(4) 0.0337(17) Uani 1 d . . .
H18 H 0.9344 0.7510 0.0833 0.040 Uiso 1 calc . . R
C19 C 0.8966(12) 0.9415(10) 0.0217(4) 0.0353(18) Uani 1 d . . .
H19 H 1.0346 0.9335 0.0006 0.042 Uiso 1 calc . . R
C20 C 0.7454(11) 1.0627(11) 0.0055(4) 0.048(2) Uani 1 d . . .
H20 H 0.7809 1.1417 -0.0257 0.057 Uiso 1 calc . . R
C21 C 0.5491(14) 1.0644(13) 0.0353(5) 0.062(3) Uani 1 d . . .
H21 H 0.4463 1.1451 0.0220 0.074 Uiso 1 calc . . R
C22 C 0.7200(11) 0.3476(8) 0.2015(4) 0.0269(15) Uani 1 d . . .
C23 C 0.9177(11) 0.3253(9) 0.1679(4) 0.0333(17) Uani 1 d . . .
H23 H 0.9779 0.4032 0.1407 0.040 Uiso 1 calc . . R
C24 C 1.0229(12) 0.1818(9) 0.1764(4) 0.0389(19) Uani 1 d . . .
H24 H 1.1525 0.1603 0.1526 0.047 Uiso 1 calc . . R
C25 C 0.9411(13) 0.0744(9) 0.2183(4) 0.0367(18) Uani 1 d . . .
H25 H 1.0145 -0.0211 0.2255 0.044 Uiso 1 calc . . R
C26 C 0.7445(13) 0.1087(9) 0.2506(5) 0.040(2) Uani 1 d . . .
H26 H 0.6866 0.0340 0.2801 0.048 Uiso 1 calc . . R
N1 N 0.6689(9) 0.5979(7) 0.1520(3) 0.0264(13) Uani 1 d . . .
N2 N 0.4853(10) 0.9628(9) 0.0820(4) 0.049(2) Uani 1 d . . .
N3 N 0.6345(10) 0.2412(7) 0.2420(3) 0.0328(15) Uani 1 d . . .
O1 O 0.1615(8) 0.6985(6) 0.2802(3) 0.0305(11) Uani 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
C1 C2 1.417(11) . ?
C1 C4 1.349(10) . ?
C2 C3 1.381(11) . ?
C3 C6 1.416(9) . ?
C4 C5 1.421(10) . ?
C5 C6 1.400(9) . ?
C5 C9 1.397(9) . ?
C6 C7 1.435(10) . ?
C7 C8 1.373(10) . ?
C8 C10 1.396(10) . ?
C9 C10 1.371(9) . ?
C10 C11 1.514(9) . ?
C11 O1 1.449(8) . ?
C12 C13 1.396(10) . ?
C12 C14 1.388(10) . ?
C12 O1 1.350(8) . ?
C13 C16 1.408(9) . ?
C14 C15 1.382(9) . ?
C15 C17 1.504(10) . ?
C15 N1 1.359(9) . ?
C16 C22 1.467(9) . ?
C16 N1 1.333(9) . ?
C17 C18 1.365(10) . ?
C17 N2 1.359(10) . ?
C18 C19 1.389(10) . ?
C19 C20 1.404(12) . ?
C20 C21 1.345(11) . ?
C21 N2 1.338(10) . ?
C22 C23 1.403(9) . ?
C22 N3 1.344(9) . ?
C23 C24 1.411(11) . ?
C24 C25 1.355(11) . ?
C25 C26 1.404(10) . ?
C26 N3 1.339(10) . ?

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
C4 C1 C2 121.6(7) . . ?
C3 C2 C1 118.9(7) . . ?
C2 C3 C6 119.6(7) . . ?
C1 C4 C5 121.0(7) . . ?
C6 C5 C4 117.5(6) . . ?
C9 C5 C4 122.9(6) . . ?
C9 C5 C6 119.5(6) . . ?
C3 C6 C7 120.0(6) . . ?
C5 C6 C3 121.3(6) . . ?
C5 C6 C7 118.7(6) . . ?
C8 C7 C6 119.8(7) . . ?
C7 C8 C10 120.7(7) . . ?
C10 C9 C5 121.3(6) . . ?
C8 C10 C11 120.5(6) . . ?
C9 C10 C8 119.8(6) . . ?
C9 C10 C11 119.6(6) . . ?
O1 C11 C10 108.7(5) . . ?
C14 C12 C13 119.3(6) . . ?
O1 C12 C13 123.6(6) . . ?
O1 C12 C14 117.0(6) . . ?
C12 C13 C16 117.6(7) . . ?
C15 C14 C12 118.1(7) . . ?
C14 C15 C17 120.4(7) . . ?
N1 C15 C14 124.5(7) . . ?
N1 C15 C17 115.1(6) . . ?
C13 C16 C22 117.8(6) . . ?
N1 C16 C13 124.2(6) . . ?
N1 C16 C22 118.0(6) . . ?
C18 C17 C15 122.5(7) . . ?
N2 C17 C15 114.3(6) . . ?
N2 C17 C18 123.2(7) . . ?
C17 C18 C19 119.9(7) . . ?
C18 C19 C20 117.1(6) . . ?
C21 C20 C19 118.4(8) . . ?
N2 C21 C20 125.9(8) . . ?
C23 C22 C16 120.8(6) . . ?
N3 C22 C16 116.3(6) . . ?
N3 C22 C23 122.9(7) . . ?
C22 C23 C24 117.0(7) . . ?
C25 C24 C23 120.7(7) . . ?
C24 C25 C26 117.9(7) . . ?
N3 C26 C25 123.4(7) . . ?
C16 N1 C15 116.2(6) . . ?
C21 N2 C17 115.3(7) . . ?
C26 N3 C22 118.0(6) . . ?
C12 O1 C11 115.8(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT089_ac_1                
;
PROBLEM:Poor Data / Parameter Ratio
RESPONSE:Crystals showed repeatedly very week diffraction for
resolutions better than 0.84 angstrom,and the present 
data were cut at 0.85 angstrom. This results in a poor data
over parameters ratio and a low precision on C-C bonds.
;
_vrf_PLAT340_ac_1                
;
PROBLEM:Low Bond Precision on C-C Bonds  0.0105 Ang.
RESPONSE:Crystals showed repeatedly very week diffraction for
resolutions better than 0.84 angstrom,and the present 
data were cut at 0.85 angstrom. This results in a poor data
over parameters ratio and a low precision on C-C bonds.
;
_vrf_RFACR01_ac_1                
;
PROBLEM:The value of the weighted R factor is > 0.25
RESPONSE:Crystals showed repeatedly very week diffraction for
resolutions better than 0.84 angstrom,and the present 
data were cut at 0.85 angstrom. This results in a poor data
over parameters ratio and a low precision on C-C bonds.
;
####################################################################### 
# 
# 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_cutpycl
_database_code_depnum_ccdc_archive 'CCDC 1405516'
_audit_update_record             
;
2015-06-08 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H12 Cl Cu N5 O7'
_chemical_formula_sum            'C15 H12 Cl Cu N5 O7'
_chemical_formula_weight         473.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N -0.0031 0.0040
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cl Cl 0.1408 0.1896
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cu Cu 0.1330 1.4803
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   8.684(2)
_cell_length_b                   19.023(5)
_cell_length_c                   10.487(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.817(3)
_cell_angle_gamma                90.00
_cell_volume                     1720.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5615
_cell_measurement_theta_min      4.35
_cell_measurement_theta_max      33.59

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             956
_exptl_absorpt_coefficient_mu    1.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_process_details   'SADABS Bruker AXS Madison WI US'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.77490
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Advanced Light Source station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5165
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.35
_diffrn_reflns_theta_max         31.10
_reflns_number_total             2054
_reflns_number_gt                1885
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v7.68a'
_computing_data_reduction        'Bruker SAINT v7.68a'
_computing_structure_solution    'SHELXT (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. All non-hydrogens were
 refined anisotropically. Hydrogens were found in a difference Fourier
 map, placed geometrically on their carrier atom and refined with a
 riding model, except H4, the water hydrogen on O4, that was refined
 freely with its thermal parameter 1.2 times that of O4.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0543P)²+1.3196P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2054
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.133952(16) 0.2500 0.01835(13) Uani 1 2 d S . .
Cl1 Cl 0.5000 0.46722(4) 0.2500 0.0418(2) Uani 1 2 d S . .
O1 O 0.38182(19) 0.13875(8) 0.44856(14) 0.0268(3) Uani 1 1 d . . .
O2 O 0.53572(18) 0.06958(9) 0.56952(16) 0.0324(4) Uani 1 1 d . . .
O3 O 0.29041(19) 0.06861(10) 0.58280(17) 0.0387(4) Uani 1 1 d . . .
O4 O 0.5000 0.03329(11) 0.2500 0.0266(4) Uani 1 2 d S . .
H4 H 0.514(3) 0.0079(14) 0.196(3) 0.032 Uiso 1 1 d . . .
N1 N 0.40136(19) 0.09198(9) 0.53360(15) 0.0226(3) Uani 1 1 d . . .
N2 N 0.71896(19) 0.15230(9) 0.33197(14) 0.0210(3) Uani 1 1 d . . .
N3 N 0.5000 0.23549(12) 0.2500 0.0191(4) Uani 1 2 d S . .
C1 C 0.8251(2) 0.10390(11) 0.37292(17) 0.0242(4) Uani 1 1 d . . .
H1A H 0.7962 0.0557 0.3707 0.029 Uiso 1 1 calc R . .
C2 C 0.9762(3) 0.12226(13) 0.4186(2) 0.0286(4) Uani 1 1 d . . .
H2A H 1.0506 0.0871 0.4455 0.034 Uiso 1 1 calc R . .
C3 C 1.0168(3) 0.19239(12) 0.4244(2) 0.0304(5) Uani 1 1 d . . .
H3A H 1.1198 0.2060 0.4554 0.036 Uiso 1 1 calc R . .
C4 C 0.9065(2) 0.24301(12) 0.38453(19) 0.0267(4) Uani 1 1 d . . .
H4A H 0.9317 0.2916 0.3898 0.032 Uiso 1 1 calc R . .
C5 C 0.7594(2) 0.22114(11) 0.33712(16) 0.0216(4) Uani 1 1 d . . .
C6 C 0.6313(2) 0.26943(11) 0.29163(17) 0.0215(4) Uani 1 1 d . . .
C7 C 0.6366(3) 0.34213(11) 0.29121(19) 0.0266(4) Uani 1 1 d . . .
H7A H 0.7299 0.3669 0.3180 0.032 Uiso 1 1 calc R . .
C8 C 0.5000 0.37726(15) 0.2500 0.0272(6) Uani 1 2 d S . .


_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 O4 1.915(2) . ?
Cu1 N3 1.931(2) . ?
Cu1 N2 2.0220(17) . ?
Cu1 N2 2.0220(17) 2_655 ?
Cu1 O1 2.4300(15) . ?
Cu1 O1 2.4300(15) 2_655 ?
Cl1 C8 1.711(3) . ?
O1 N1 1.257(2) . ?
O2 N1 1.257(2) . ?
O3 N1 1.229(2) . ?
O4 H4 0.77(3) . ?
N2 C1 1.337(3) . ?
N2 C5 1.355(3) . ?
N3 C6 1.338(2) . ?
N3 C6 1.338(2) 2_655 ?
C1 C2 1.387(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.379(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.477(3) . ?
C6 C7 1.384(3) . ?
C7 C8 1.385(3) . ?
C7 H7A 0.9500 . ?
C8 C7 1.385(3) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 N3 180.0 . . ?
O4 Cu1 N2 99.94(5) . . ?
N3 Cu1 N2 80.06(5) . . ?
O4 Cu1 N2 99.94(5) . 2_655 ?
N3 Cu1 N2 80.06(5) . 2_655 ?
N2 Cu1 N2 160.12(10) . 2_655 ?
O4 Cu1 O1 92.15(3) . . ?
N3 Cu1 O1 87.85(3) . . ?
N2 Cu1 O1 95.78(6) . . ?
N2 Cu1 O1 83.47(6) 2_655 . ?
O4 Cu1 O1 92.15(3) . 2_655 ?
N3 Cu1 O1 87.85(3) . 2_655 ?
N2 Cu1 O1 83.47(6) . 2_655 ?
N2 Cu1 O1 95.78(6) 2_655 2_655 ?
O1 Cu1 O1 175.70(7) . 2_655 ?
N1 O1 Cu1 123.11(12) . . ?
Cu1 O4 H4 129(2) . . ?
O3 N1 O1 120.49(17) . . ?
O3 N1 O2 119.85(17) . . ?
O1 N1 O2 119.66(16) . . ?
C1 N2 C5 119.17(18) . . ?
C1 N2 Cu1 126.53(15) . . ?
C5 N2 Cu1 114.19(14) . . ?
C6 N3 C6 122.3(2) . 2_655 ?
C6 N3 Cu1 118.86(12) . . ?
C6 N3 Cu1 118.86(12) 2_655 . ?
N2 C1 C2 121.7(2) . . ?
N2 C1 H1A 119.2 . . ?
C2 C1 H1A 119.2 . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C5 C4 C3 118.4(2) . . ?
C5 C4 H4A 120.8 . . ?
C3 C4 H4A 120.8 . . ?
N2 C5 C4 122.0(2) . . ?
N2 C5 C6 113.99(17) . . ?
C4 C5 C6 123.96(19) . . ?
N3 C6 C7 120.58(19) . . ?
N3 C6 C5 112.65(17) . . ?
C7 C6 C5 126.76(18) . . ?
C6 C7 C8 117.1(2) . . ?
C6 C7 H7A 121.5 . . ?
C8 C7 H7A 121.5 . . ?
C7 C8 C7 122.3(3) 2_655 . ?
C7 C8 Cl1 118.84(13) 2_655 . ?
C7 C8 Cl1 118.84(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O2 0.77(3) 2.01(3) 2.765(2) 171(3) 6

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        31.10
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.083
####################################################################### 
# 
# 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_ntpycu
_database_code_depnum_ccdc_archive 'CCDC 1405517'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H21 Cu N4 O5, N O3, C H4 O'
_chemical_formula_sum            'C27 H25 Cu N5 O9'
_chemical_formula_weight         627.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N -0.0031 0.0040
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cu Cu 0.1330 1.4803
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

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

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

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

_cell_length_a                   7.2118(9)
_cell_length_b                   19.471(2)
_cell_length_c                   37.885(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.302(2)
_cell_angle_gamma                90
_cell_volume                     5318.5(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9229
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      33.52

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_F_000             2584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.118
_shelx_estimated_absorpt_T_min   0.663
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS Bruker AXS Madison WI US'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Advanced Light Source station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56092
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         2.881
_diffrn_reflns_theta_max         33.073
_diffrn_reflns_theta_full        33.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             15461
_reflns_number_gt                12624
_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.
 All non-hydrogens were refined anisotropically. One of the nitrate
 ion (N9 O11>O13) was heavily disordered. Splitting it over two
 positions was attempted but did not result in a satisfactory
 refinement, and it was simply refined with displacement parameters
 restraints. Hydrogens on the coordinated water molecules were found
 in a difference Fourier map and refined with their thermal parameters
 1.2 times that of their carrier oxygens, as well as a soft distance
 restraint. The rest of hydrogens were placed geometrically on their
 carrier atom and refined with a riding model. At the end of the 
 refinement there remained one electron density peak of ca 1.5 electrons
 close to the disordered nitrate O13 oxygen, that could not be included
 in the structural model. 
;


_vrf_PLAT015_ntpycu              
;
PROBLEM: No _shelx_hkl_file record in SHELXL20xy CIF
RESPONSE: This structure was refined with an earlier version of shelx.
;

_vrf_PLAT094_ntpycu              
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.09
RESPONSE: There remained one electron density peak of ca 1.5 electrons
close to the disordered nitrate O13 oxygen, that could not be included
in the structural model, resulting in rather large Max / Min residual
density ratio.
;

_vrf_PLAT128_ntpycu              
;
PROBLEM:  Note: Alternate Setting of Space-group P21/c   .      P21/n 
RESPONSE: Transformation to the standard P21/c space group results in more
oblique cell, (higher beta angle), which is known to potentially result
in poorer convergence. It was thus decided to keep the P21/n setting.
;

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0910P)²+5.1924P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15461
_refine_ls_number_parameters     773
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1734
_refine_ls_wR_factor_gt          0.1648
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.025
_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
Cu1 Cu 0.67360(4) 0.26699(2) 0.60338(2) 0.02567(9) Uani 1 1 d . . . . .
O1 O 0.7209(3) 0.24722(11) 0.76137(5) 0.0362(4) Uani 1 1 d . . . . .
O2 O 0.8977(3) 0.30861(12) 0.57199(5) 0.0412(5) Uani 1 1 d . . . . .
O3 O 1.0011(3) 0.37206(13) 0.61486(5) 0.0460(5) Uani 1 1 d . . . . .
O4 O 1.1342(4) 0.3709(2) 0.56446(7) 0.0798(11) Uani 1 1 d . U . . .
O5 O 0.5619(3) 0.25647(11) 0.55577(5) 0.0357(4) Uani 1 1 d D . . . .
H5A H 0.470(4) 0.2291(16) 0.5507(10) 0.043 Uiso 1 1 d D U . . .
H5B H 0.578(5) 0.2774(17) 0.5362(7) 0.043 Uiso 1 1 d D U . . .
N1 N 0.5599(3) 0.35780(11) 0.61732(5) 0.0272(4) Uani 1 1 d . . . . .
N2 N 0.6964(3) 0.25919(11) 0.65410(5) 0.0251(4) Uani 1 1 d . . . . .
N3 N 0.7816(3) 0.17108(11) 0.60791(5) 0.0275(4) Uani 1 1 d . . . . .
N4 N 1.0153(3) 0.35057(12) 0.58431(6) 0.0326(5) Uani 1 1 d . . . . .
C1 C 0.4938(4) 0.40610(14) 0.59533(7) 0.0324(5) Uani 1 1 d . . . . .
H1A H 0.4946 0.3979 0.5706 0.039 Uiso 1 1 calc R U . . .
C2 C 0.4243(4) 0.46766(15) 0.60756(8) 0.0365(6) Uani 1 1 d . . . . .
H2A H 0.3804 0.5017 0.5914 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4193(4) 0.47906(15) 0.64346(8) 0.0362(6) Uani 1 1 d . . . . .
H3A H 0.3688 0.5204 0.6524 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4896(4) 0.42897(14) 0.66647(7) 0.0345(5) Uani 1 1 d . . . . .
H4A H 0.4891 0.4360 0.6913 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5600(3) 0.36902(13) 0.65259(6) 0.0273(5) Uani 1 1 d . . . . .
C6 C 0.6380(3) 0.31203(13) 0.67396(6) 0.0264(4) Uani 1 1 d . . . . .
C7 C 0.6485(3) 0.30782(14) 0.71030(6) 0.0298(5) Uani 1 1 d . . . . .
H7A H 0.6114 0.3454 0.7245 0.036 Uiso 1 1 calc R U . . .
C8 C 0.7151(4) 0.24686(15) 0.72594(6) 0.0297(5) Uani 1 1 d . . . . .
C9 C 0.7698(3) 0.19151(14) 0.70492(6) 0.0277(5) Uani 1 1 d . . . . .
H9A H 0.8126 0.1497 0.7151 0.033 Uiso 1 1 calc R U . . .
C10 C 0.7587(3) 0.20060(13) 0.66847(6) 0.0252(4) Uani 1 1 d . . . . .
C11 C 0.8103(3) 0.14922(13) 0.64166(6) 0.0250(4) Uani 1 1 d . . . . .
C12 C 0.8820(4) 0.08476(14) 0.64920(7) 0.0314(5) Uani 1 1 d . . . . .
H12A H 0.8989 0.0701 0.6730 0.038 Uiso 1 1 calc R U . . .
C13 C 0.9286(4) 0.04211(15) 0.62158(8) 0.0369(6) Uani 1 1 d . . . . .
H13A H 0.9781 -0.0023 0.6262 0.044 Uiso 1 1 calc R U . . .
C14 C 0.9022(4) 0.06492(15) 0.58706(7) 0.0379(6) Uani 1 1 d . . . . .
H14A H 0.9348 0.0366 0.5677 0.045 Uiso 1 1 calc R U . . .
C15 C 0.8278(4) 0.12941(15) 0.58136(7) 0.0346(5) Uani 1 1 d . . . . .
H15A H 0.8087 0.1448 0.5578 0.042 Uiso 1 1 calc R U . . .
C16 C 0.7716(4) 0.18550(15) 0.77978(6) 0.0329(5) Uani 1 1 d . . . . .
H16A H 0.8925 0.1684 0.7716 0.039 Uiso 1 1 calc R U . . .
H16B H 0.6769 0.1495 0.7755 0.039 Uiso 1 1 calc R U . . .
C17 C 0.7842(3) 0.20288(14) 0.81851(6) 0.0280(5) Uani 1 1 d . . . . .
C18 C 0.7295(3) 0.26517(14) 0.83156(6) 0.0289(5) Uani 1 1 d . . . . .
H18A H 0.6810 0.2990 0.8158 0.035 Uiso 1 1 calc R U . . .
C19 C 0.7440(3) 0.27992(14) 0.86817(6) 0.0278(5) Uani 1 1 d . . . . .
C20 C 0.6867(4) 0.34419(15) 0.88219(7) 0.0340(5) Uani 1 1 d . . . . .
H20A H 0.6385 0.3785 0.8667 0.041 Uiso 1 1 calc R U . . .
C21 C 0.7004(4) 0.35710(17) 0.91784(8) 0.0398(6) Uani 1 1 d . . . . .
H21A H 0.6607 0.4000 0.9269 0.048 Uiso 1 1 calc R U . . .
C22 C 0.7732(4) 0.30669(18) 0.94089(7) 0.0394(6) Uani 1 1 d . . . . .
H22A H 0.7831 0.3160 0.9655 0.047 Uiso 1 1 calc R U . . .
C23 C 0.8298(4) 0.24451(16) 0.92836(7) 0.0338(5) Uani 1 1 d . . . . .
H23A H 0.8792 0.2112 0.9443 0.041 Uiso 1 1 calc R U . . .
C24 C 0.8155(3) 0.22922(14) 0.89180(6) 0.0276(5) Uani 1 1 d . . . . .
C25 C 0.8699(3) 0.16487(15) 0.87760(6) 0.0304(5) Uani 1 1 d . . . . .
H25A H 0.9181 0.1303 0.8929 0.037 Uiso 1 1 calc R U . . .
C26 C 0.8536(3) 0.15210(14) 0.84211(6) 0.0305(5) Uani 1 1 d . . . . .
H26A H 0.8893 0.1086 0.8332 0.037 Uiso 1 1 calc R U . . .
Cu2 Cu 0.88141(4) 0.27038(2) 0.46200(2) 0.02346(8) Uani 1 1 d . . . . .
O6 O 0.7803(3) 0.29538(10) 0.30484(4) 0.0302(4) Uani 1 1 d . . . . .
O7 O 0.6451(3) 0.31439(9) 0.49224(5) 0.0303(4) Uani 1 1 d . . . . .
O8 O 0.5996(3) 0.39946(11) 0.45569(5) 0.0384(4) Uani 1 1 d . . . . .
O9 O 0.5345(4) 0.41099(11) 0.51088(6) 0.0460(5) Uani 1 1 d . . . . .
O10 O 0.9718(3) 0.24843(11) 0.50964(5) 0.0329(4) Uani 1 1 d D . . . .
H10A H 0.950(5) 0.2725(16) 0.5278(7) 0.040 Uiso 1 1 d D U . . .
H10B H 1.069(4) 0.2256(16) 0.5151(10) 0.040 Uiso 1 1 d D U . . .
N5 N 1.0042(3) 0.36201(11) 0.45356(5) 0.0267(4) Uani 1 1 d . . . . .
N6 N 0.8393(3) 0.27878(10) 0.41175(5) 0.0231(4) Uani 1 1 d . . . . .
N7 N 0.7726(3) 0.17665(10) 0.45161(5) 0.0252(4) Uani 1 1 d . . . . .
N8 N 0.5924(3) 0.37653(11) 0.48607(5) 0.0264(4) Uani 1 1 d . . . . .
C31 C 1.0946(4) 0.40058(14) 0.47768(7) 0.0329(5) Uani 1 1 d . . . . .
H31A H 1.1112 0.3833 0.5010 0.039 Uiso 1 1 calc R U . . .
C32 C 1.1646(4) 0.46478(15) 0.46974(8) 0.0378(6) Uani 1 1 d . . . . .
H32A H 1.2309 0.4907 0.4871 0.045 Uiso 1 1 calc R U . . .
C33 C 1.1357(4) 0.49046(14) 0.43588(8) 0.0368(6) Uani 1 1 d . . . . .
H33A H 1.1795 0.5349 0.4300 0.044 Uiso 1 1 calc R U . . .
C34 C 1.0427(4) 0.45084(13) 0.41073(7) 0.0322(5) Uani 1 1 d . . . . .
H34A H 1.0216 0.4678 0.3875 0.039 Uiso 1 1 calc R U . . .
C35 C 0.9811(3) 0.38629(12) 0.42014(6) 0.0256(4) Uani 1 1 d . . . . .
C36 C 0.8906(3) 0.33663(12) 0.39536(6) 0.0238(4) Uani 1 1 d . . . . .
C37 C 0.8689(3) 0.34303(13) 0.35918(6) 0.0261(4) Uani 1 1 d . . . . .
H37A H 0.9032 0.3841 0.3475 0.031 Uiso 1 1 calc R U . . .
C38 C 0.7947(3) 0.28715(13) 0.34023(6) 0.0258(4) Uani 1 1 d . . . . .
C39 C 0.7454(3) 0.22658(12) 0.35754(6) 0.0246(4) Uani 1 1 d . . . . .
H39A H 0.6968 0.1882 0.3449 0.030 Uiso 1 1 calc R U . . .
C40 C 0.7704(3) 0.22500(11) 0.39388(6) 0.0224(4) Uani 1 1 d . . . . .
C41 C 0.7303(3) 0.16543(12) 0.41681(6) 0.0234(4) Uani 1 1 d . . . . .
C42 C 0.6597(4) 0.10354(13) 0.40488(6) 0.0288(5) Uani 1 1 d . . . . .
H42A H 0.6324 0.0965 0.3805 0.035 Uiso 1 1 calc R U . . .
C43 C 0.6295(4) 0.05163(14) 0.42937(7) 0.0349(5) Uani 1 1 d . . . . .
H43A H 0.5812 0.0085 0.4218 0.042 Uiso 1 1 calc R U . . .
C44 C 0.6705(5) 0.06329(14) 0.46493(7) 0.0370(6) Uani 1 1 d . . . . .
H44A H 0.6500 0.0286 0.4820 0.044 Uiso 1 1 calc R U . . .
C45 C 0.7415(4) 0.12647(13) 0.47484(6) 0.0313(5) Uani 1 1 d . . . . .
H45A H 0.7693 0.1346 0.4991 0.038 Uiso 1 1 calc R U . . .
C46 C 0.7244(4) 0.23648(13) 0.28423(6) 0.0300(5) Uani 1 1 d . . . . .
H46A H 0.5982 0.2219 0.2908 0.036 Uiso 1 1 calc R U . . .
H46B H 0.8106 0.1978 0.2889 0.036 Uiso 1 1 calc R U . . .
C47 C 0.7263(3) 0.25535(13) 0.24563(6) 0.0267(4) Uani 1 1 d . . . . .
C48 C 0.7791(3) 0.31867(13) 0.23383(6) 0.0278(5) Uani 1 1 d . . . . .
H48A H 0.8102 0.3538 0.2503 0.033 Uiso 1 1 calc R U . . .
C49 C 0.7878(3) 0.33231(13) 0.19704(6) 0.0266(4) Uani 1 1 d . . . . .
C50 C 0.8497(4) 0.39661(14) 0.18431(7) 0.0326(5) Uani 1 1 d . . . . .
H50A H 0.8794 0.4324 0.2005 0.039 Uiso 1 1 calc R U . . .
C51 C 0.8670(4) 0.40766(16) 0.14867(7) 0.0362(6) Uani 1 1 d . . . . .
H51A H 0.9114 0.4506 0.1405 0.043 Uiso 1 1 calc R U . . .
C52 C 0.8192(4) 0.35560(16) 0.12418(6) 0.0350(6) Uani 1 1 d . . . . .
H52A H 0.8313 0.3638 0.0996 0.042 Uiso 1 1 calc R U . . .
C53 C 0.7557(4) 0.29366(16) 0.13560(6) 0.0323(5) Uani 1 1 d . . . . .
H53A H 0.7225 0.2593 0.1188 0.039 Uiso 1 1 calc R U . . .
C54 C 0.7385(3) 0.27980(14) 0.17240(6) 0.0272(5) Uani 1 1 d . . . . .
C55 C 0.6786(3) 0.21531(14) 0.18549(6) 0.0289(5) Uani 1 1 d . . . . .
H55A H 0.6413 0.1803 0.1694 0.035 Uiso 1 1 calc R U . . .
C56 C 0.6741(3) 0.20314(14) 0.22107(6) 0.0289(5) Uani 1 1 d . . . . .
H56A H 0.6358 0.1595 0.2294 0.035 Uiso 1 1 calc R U . . .
N9 N 0.9407(6) 0.0164(3) 0.26816(14) 0.0901(11) Uani 1 1 d . U . . .
O11 O 0.8012(7) 0.0368(3) 0.25255(12) 0.1142(14) Uani 1 1 d . U . . .
O12 O 0.9684(8) 0.0452(3) 0.29993(14) 0.1364(17) Uani 1 1 d . U . . .
O13 O 1.0403(7) -0.0300(3) 0.25635(17) 0.1459(18) Uani 1 1 d . U . . .
N10 N 0.2958(3) 0.12131(11) 0.52761(5) 0.0286(4) Uani 1 1 d . . . . .
O14 O 0.2686(3) 0.18470(10) 0.53447(5) 0.0358(4) Uani 1 1 d . . . . .
O15 O 0.4426(3) 0.09474(10) 0.53777(5) 0.0357(4) Uani 1 1 d . . . . .
O16 O 0.1735(3) 0.08957(11) 0.51110(7) 0.0487(6) Uani 1 1 d . . . . .
O1S O 0.5928(5) 0.08196(16) 0.31762(8) 0.0704(8) Uani 1 1 d . . . . .
H1S H 0.6819 0.0731 0.3045 0.106 Uiso 1 1 calc R U . . .
C1S C 0.4282(7) 0.0693(2) 0.29971(15) 0.0791(13) Uani 1 1 d . . . . .
H1S1 H 0.3324 0.0574 0.3166 0.119 Uiso 1 1 calc R U . . .
H1S2 H 0.4448 0.0311 0.2833 0.119 Uiso 1 1 calc R U . . .
H1S3 H 0.3902 0.1105 0.2865 0.119 Uiso 1 1 calc R U . . .
O2S O 0.9310(6) 0.46448(17) 0.29857(10) 0.0850(10) Uani 1 1 d . . . . .
H2S H 0.8690 0.4741 0.2802 0.128 Uiso 1 1 calc R U . . .
C2S C 1.0503(7) 0.5163(3) 0.30611(13) 0.0758(14) Uani 1 1 d . . . . .
H2S1 H 0.9910 0.5494 0.3218 0.114 Uiso 1 1 calc R U . . .
H2S2 H 1.0844 0.5394 0.2842 0.114 Uiso 1 1 calc R U . . .
H2S3 H 1.1620 0.4978 0.3178 0.114 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 N2 1.931(2) . ?
Cu1 O5 1.9692(19) . ?
Cu1 N1 2.024(2) . ?
Cu1 N3 2.029(2) . ?
Cu1 O2 2.1839(19) . ?
O1 C8 1.342(3) . ?
O1 C16 1.433(3) . ?
O2 N4 1.260(3) . ?
O3 N4 1.237(3) . ?
O4 N4 1.220(3) . ?
O5 H5A 0.871(18) . ?
O5 H5B 0.856(18) . ?
N1 C1 1.337(3) . ?
N1 C5 1.354(3) . ?
N2 C10 1.338(3) . ?
N2 C6 1.348(3) . ?
N3 C15 1.340(3) . ?
N3 C11 1.359(3) . ?
C1 C2 1.383(4) . ?
C1 H1A 0.9500 . ?
C2 C3 1.379(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.396(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.381(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.477(3) . ?
C6 C7 1.379(3) . ?
C7 C8 1.406(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.402(4) . ?
C9 C10 1.393(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.479(3) . ?
C11 C12 1.385(4) . ?
C12 C13 1.383(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.390(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.380(4) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C17 1.507(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.371(4) . ?
C17 C26 1.417(3) . ?
C18 C19 1.418(3) . ?
C18 H18A 0.9500 . ?
C19 C24 1.422(3) . ?
C19 C20 1.424(4) . ?
C20 C21 1.375(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.408(5) . ?
C21 H21A 0.9500 . ?
C22 C23 1.366(5) . ?
C22 H22A 0.9500 . ?
C23 C24 1.418(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.422(4) . ?
C25 C26 1.370(3) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
Cu2 N6 1.928(2) . ?
Cu2 O10 1.9526(18) . ?
Cu2 N5 2.021(2) . ?
Cu2 N7 2.022(2) . ?
Cu2 O7 2.2451(18) . ?
O6 C38 1.352(3) . ?
O6 C46 1.440(3) . ?
O7 N8 1.288(3) . ?
O8 N8 1.236(3) . ?
O9 N8 1.235(3) . ?
O10 H10A 0.849(18) . ?
O10 H10B 0.851(18) . ?
N5 C31 1.341(3) . ?
N5 C35 1.358(3) . ?
N6 C40 1.337(3) . ?
N6 C36 1.342(3) . ?
N7 C45 1.337(3) . ?
N7 C41 1.364(3) . ?
C31 C32 1.384(4) . ?
C31 H31A 0.9500 . ?
C32 C33 1.388(4) . ?
C32 H32A 0.9500 . ?
C33 C34 1.387(4) . ?
C33 H33A 0.9500 . ?
C34 C35 1.382(3) . ?
C34 H34A 0.9500 . ?
C35 C36 1.488(3) . ?
C36 C37 1.382(3) . ?
C37 C38 1.403(3) . ?
C37 H37A 0.9500 . ?
C38 C39 1.399(3) . ?
C39 C40 1.385(3) . ?
C39 H39A 0.9500 . ?
C40 C41 1.482(3) . ?
C41 C42 1.380(3) . ?
C42 C43 1.393(3) . ?
C42 H42A 0.9500 . ?
C43 C44 1.391(4) . ?
C43 H43A 0.9500 . ?
C44 C45 1.381(4) . ?
C44 H44A 0.9500 . ?
C45 H45A 0.9500 . ?
C46 C47 1.508(3) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.369(4) . ?
C47 C56 1.423(4) . ?
C48 C49 1.422(3) . ?
C48 H48A 0.9500 . ?
C49 C50 1.417(4) . ?
C49 C54 1.424(3) . ?
C50 C51 1.376(3) . ?
C50 H50A 0.9500 . ?
C51 C52 1.412(4) . ?
C51 H51A 0.9500 . ?
C52 C53 1.364(4) . ?
C52 H52A 0.9500 . ?
C53 C54 1.428(3) . ?
C53 H53A 0.9500 . ?
C54 C55 1.421(4) . ?
C55 C56 1.370(3) . ?
C55 H55A 0.9500 . ?
C56 H56A 0.9500 . ?
N9 O11 1.221(5) . ?
N9 O13 1.244(7) . ?
N9 O12 1.339(7) . ?
N10 O15 1.232(3) . ?
N10 O16 1.235(3) . ?
N10 O14 1.277(3) . ?
O1S C1S 1.376(6) . ?
O1S H1S 0.8400 . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 0.9800 . ?
O2S C2S 1.353(5) . ?
O2S H2S 0.8400 . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 O5 157.99(9) . . ?
N2 Cu1 N1 80.50(9) . . ?
O5 Cu1 N1 99.80(9) . . ?
N2 Cu1 N3 79.61(9) . . ?
O5 Cu1 N3 97.46(9) . . ?
N1 Cu1 N3 159.87(8) . . ?
N2 Cu1 O2 121.59(8) . . ?
O5 Cu1 O2 80.33(8) . . ?
N1 Cu1 O2 97.30(9) . . ?
N3 Cu1 O2 95.74(9) . . ?
C8 O1 C16 119.0(2) . . ?
N4 O2 Cu1 122.65(16) . . ?
Cu1 O5 H5A 124(3) . . ?
Cu1 O5 H5B 133(3) . . ?
H5A O5 H5B 102(4) . . ?
C1 N1 C5 119.6(2) . . ?
C1 N1 Cu1 126.36(18) . . ?
C5 N1 Cu1 114.04(17) . . ?
C10 N2 C6 122.0(2) . . ?
C10 N2 Cu1 119.50(16) . . ?
C6 N2 Cu1 118.37(17) . . ?
C15 N3 C11 118.8(2) . . ?
C15 N3 Cu1 126.53(18) . . ?
C11 N3 Cu1 114.68(16) . . ?
O4 N4 O3 122.8(3) . . ?
O4 N4 O2 117.4(2) . . ?
O3 N4 O2 119.7(2) . . ?
N1 C1 C2 121.9(2) . . ?
N1 C1 H1A 119.1 . . ?
C2 C1 H1A 119.1 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C2 C3 C4 119.1(3) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4A 120.5 . . ?
C3 C4 H4A 120.5 . . ?
N1 C5 C4 121.3(2) . . ?
N1 C5 C6 114.3(2) . . ?
C4 C5 C6 124.4(2) . . ?
N2 C6 C7 120.1(2) . . ?
N2 C6 C5 112.8(2) . . ?
C7 C6 C5 127.1(2) . . ?
C6 C7 C8 118.7(2) . . ?
C6 C7 H7A 120.6 . . ?
C8 C7 H7A 120.6 . . ?
O1 C8 C9 124.7(2) . . ?
O1 C8 C7 114.8(2) . . ?
C9 C8 C7 120.5(2) . . ?
C10 C9 C8 117.1(2) . . ?
C10 C9 H9A 121.5 . . ?
C8 C9 H9A 121.5 . . ?
N2 C10 C9 121.5(2) . . ?
N2 C10 C11 112.6(2) . . ?
C9 C10 C11 125.8(2) . . ?
N3 C11 C12 121.7(2) . . ?
N3 C11 C10 113.5(2) . . ?
C12 C11 C10 124.7(2) . . ?
C13 C12 C11 119.0(2) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C12 C13 C14 119.3(3) . . ?
C12 C13 H13A 120.4 . . ?
C14 C13 H13A 120.4 . . ?
C15 C14 C13 118.8(3) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N3 C15 C14 122.4(2) . . ?
N3 C15 H15A 118.8 . . ?
C14 C15 H15A 118.8 . . ?
O1 C16 C17 107.2(2) . . ?
O1 C16 H16A 110.3 . . ?
C17 C16 H16A 110.3 . . ?
O1 C16 H16B 110.3 . . ?
C17 C16 H16B 110.3 . . ?
H16A C16 H16B 108.5 . . ?
C18 C17 C26 119.4(2) . . ?
C18 C17 C16 122.6(2) . . ?
C26 C17 C16 118.1(2) . . ?
C17 C18 C19 121.1(2) . . ?
C17 C18 H18A 119.5 . . ?
C19 C18 H18A 119.5 . . ?
C18 C19 C24 119.5(2) . . ?
C18 C19 C20 121.8(2) . . ?
C24 C19 C20 118.7(2) . . ?
C21 C20 C19 120.8(3) . . ?
C21 C20 H20A 119.6 . . ?
C19 C20 H20A 119.6 . . ?
C20 C21 C22 119.9(3) . . ?
C20 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22A 119.6 . . ?
C21 C22 H22A 119.6 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23A 119.7 . . ?
C24 C23 H23A 119.7 . . ?
C23 C24 C19 119.1(2) . . ?
C23 C24 C25 122.7(2) . . ?
C19 C24 C25 118.2(2) . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25A 119.6 . . ?
C24 C25 H25A 119.6 . . ?
C25 C26 C17 120.9(2) . . ?
C25 C26 H26A 119.5 . . ?
C17 C26 H26A 119.5 . . ?
N6 Cu2 O10 166.71(8) . . ?
N6 Cu2 N5 80.13(8) . . ?
O10 Cu2 N5 101.61(9) . . ?
N6 Cu2 N7 80.37(8) . . ?
O10 Cu2 N7 95.87(9) . . ?
N5 Cu2 N7 159.38(8) . . ?
N6 Cu2 O7 111.53(8) . . ?
O10 Cu2 O7 81.56(7) . . ?
N5 Cu2 O7 94.84(7) . . ?
N7 Cu2 O7 98.51(8) . . ?
C38 O6 C46 117.23(19) . . ?
N8 O7 Cu2 119.36(14) . . ?
Cu2 O10 H10A 124(2) . . ?
Cu2 O10 H10B 127(3) . . ?
H10A O10 H10B 105(3) . . ?
C31 N5 C35 119.2(2) . . ?
C31 N5 Cu2 126.50(18) . . ?
C35 N5 Cu2 114.19(16) . . ?
C40 N6 C36 121.8(2) . . ?
C40 N6 Cu2 118.81(15) . . ?
C36 N6 Cu2 119.28(16) . . ?
C45 N7 C41 118.8(2) . . ?
C45 N7 Cu2 126.99(17) . . ?
C41 N7 Cu2 114.20(15) . . ?
O9 N8 O8 122.3(2) . . ?
O9 N8 O7 118.4(2) . . ?
O8 N8 O7 119.3(2) . . ?
N5 C31 C32 122.1(3) . . ?
N5 C31 H31A 118.9 . . ?
C32 C31 H31A 118.9 . . ?
C31 C32 C33 118.6(3) . . ?
C31 C32 H32A 120.7 . . ?
C33 C32 H32A 120.7 . . ?
C34 C33 C32 119.6(3) . . ?
C34 C33 H33A 120.2 . . ?
C32 C33 H33A 120.2 . . ?
C35 C34 C33 118.8(3) . . ?
C35 C34 H34A 120.6 . . ?
C33 C34 H34A 120.6 . . ?
N5 C35 C34 121.6(2) . . ?
N5 C35 C36 113.9(2) . . ?
C34 C35 C36 124.5(2) . . ?
N6 C36 C37 120.6(2) . . ?
N6 C36 C35 112.0(2) . . ?
C37 C36 C35 127.3(2) . . ?
C36 C37 C38 118.1(2) . . ?
C36 C37 H37A 120.9 . . ?
C38 C37 H37A 120.9 . . ?
O6 C38 C39 123.4(2) . . ?
O6 C38 C37 115.8(2) . . ?
C39 C38 C37 120.8(2) . . ?
C40 C39 C38 117.1(2) . . ?
C40 C39 H39A 121.4 . . ?
C38 C39 H39A 121.4 . . ?
N6 C40 C39 121.6(2) . . ?
N6 C40 C41 113.07(19) . . ?
C39 C40 C41 125.3(2) . . ?
N7 C41 C42 121.9(2) . . ?
N7 C41 C40 113.5(2) . . ?
C42 C41 C40 124.5(2) . . ?
C41 C42 C43 118.5(2) . . ?
C41 C42 H42A 120.7 . . ?
C43 C42 H42A 120.7 . . ?
C44 C43 C42 119.6(2) . . ?
C44 C43 H43A 120.2 . . ?
C42 C43 H43A 120.2 . . ?
C45 C44 C43 118.5(2) . . ?
C45 C44 H44A 120.7 . . ?
C43 C44 H44A 120.7 . . ?
N7 C45 C44 122.6(2) . . ?
N7 C45 H45A 118.7 . . ?
C44 C45 H45A 118.7 . . ?
O6 C46 C47 108.9(2) . . ?
O6 C46 H46A 109.9 . . ?
C47 C46 H46A 109.9 . . ?
O6 C46 H46B 109.9 . . ?
C47 C46 H46B 109.9 . . ?
H46A C46 H46B 108.3 . . ?
C48 C47 C56 120.1(2) . . ?
C48 C47 C46 123.0(2) . . ?
C56 C47 C46 116.9(2) . . ?
C47 C48 C49 120.5(2) . . ?
C47 C48 H48A 119.8 . . ?
C49 C48 H48A 119.8 . . ?
C50 C49 C48 121.3(2) . . ?
C50 C49 C54 119.2(2) . . ?
C48 C49 C54 119.5(2) . . ?
C51 C50 C49 120.6(3) . . ?
C51 C50 H50A 119.7 . . ?
C49 C50 H50A 119.7 . . ?
C50 C51 C52 120.4(3) . . ?
C50 C51 H51A 119.8 . . ?
C52 C51 H51A 119.8 . . ?
C53 C52 C51 120.3(2) . . ?
C53 C52 H52A 119.8 . . ?
C51 C52 H52A 119.8 . . ?
C52 C53 C54 120.9(3) . . ?
C52 C53 H53A 119.5 . . ?
C54 C53 H53A 119.5 . . ?
C55 C54 C49 118.6(2) . . ?
C55 C54 C53 122.8(2) . . ?
C49 C54 C53 118.6(2) . . ?
C56 C55 C54 120.7(2) . . ?
C56 C55 H55A 119.6 . . ?
C54 C55 H55A 119.6 . . ?
C55 C56 C47 120.5(2) . . ?
C55 C56 H56A 119.7 . . ?
C47 C56 H56A 119.7 . . ?
O11 N9 O13 122.6(7) . . ?
O11 N9 O12 113.8(5) . . ?
O13 N9 O12 123.5(6) . . ?
O15 N10 O16 123.1(2) . . ?
O15 N10 O14 118.5(2) . . ?
O16 N10 O14 118.4(2) . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1S1 109.5 . . ?
O1S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
O1S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C2S O2S H2S 109.5 . . ?
O2S C2S H2S1 109.5 . . ?
O2S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
O2S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B O7 0.856(18) 1.887(19) 2.737(3) 171(4) .
O5 H5A O14 0.871(18) 1.79(2) 2.646(3) 169(4) .
O5 H5A O15 0.871(18) 2.67(3) 3.331(3) 134(3) .
O10 H10A O2 0.849(18) 1.86(2) 2.701(3) 169(3) .
O10 H10B O14 0.851(18) 1.788(19) 2.629(3) 169(4) 1_655
O1S H1S O11 0.84 2.28 3.046(6) 152.3 .
O1S H1S O12 0.84 2.15 2.895(7) 148.2 .
O2S H2S O11 0.84 2.11 2.897(7) 155.0 2_655

_refine_diff_density_max         1.478
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-2






