# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-03-07 at 10:43:16
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.3
#  Request file    : c:\program files\wingx\files\cifdoc.dat
#  CIF files read  : cu-h2ca-53-2 cu-h2ca-53-2-teh struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2013-03-07
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ SUBMISSION DETAILS --------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Farrugia, Louis J.'
_publ_contact_author_address     
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_contact_author_email       louis@chem.gla.ac.uk
_publ_contact_author_fax         44(141)3304888
_publ_contact_author_phone       44(141)3305137

_publ_requested_journal          'Acta Crystallographica Section C'
_publ_requested_coeditor_name    ?
_publ_contact_letter             # Include date of submission
;
Date of submission ?
 
Please consider this CIF submission for publication as a
Regular Structural Paper in Acta Crystallographica C.
;
_publ_requested_category         ?

#------------------ PROCESSING SUMMARY (JOURNAL OFFICE ONLY) ----------------#

_journal_date_recd_electronic    ?
_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?
_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?
_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          ?
_journal_techeditor_code         ?
_journal_techeditor_notes        ?
_journal_coden_ASTM              ?
_journal_name_full               ?
_journal_year                    ?
_journal_volume                  ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?
_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

#------------------ TITLE AND AUTHOR LIST------------------------------------#

_publ_section_title              
;
 ?
;

_publ_section_title_footnote     
;
?
;

loop_
_publ_author_name
_publ_author_address
'Farrugia, Louis J.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

#------------------ TEXT ----------------------------------------------------#

_publ_section_synopsis           
;
# Insert blank lines between paragraphs
?
;
_publ_section_abstract           
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_comment            
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_exptl_prep         
;
 ?
;

_publ_section_exptl_refinement   
;
 ?
;

# Insert blank lines between references

_publ_section_references         
;
 Allen, F.H., Kennard, O. & Taylor, R. (1983).
   Acc. Chem. Res.  16, 146-153.
 
 Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A.
   (1993) J. Appl. Cryst. 26, 343-350.
 
 Altomare, A. Burla, M. C., Camalli, M., Cascarano, G. L.,
 Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G.
 & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119.
 
 Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
 Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
 Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
 Beurskens, P.T., Beurskens, G., de Gelder, R.,
   Garciía-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M.
   (1999) The DIRDIF-99 program system,
   Technical Report of the Crystallography Laboratory,
   University of Nijmegen, The Netherlands.
 
 Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
 Enraf-Nonius (1994). CAD4Express Software. Enraf-Nonius, Delft,
   The Netherlands.
 
 Farrugia, L. J. (1997) ORTEP-3 for Windows, J. Appl. Cryst. 30, 565.
 
 Farrugia, L. J. (1999) WinGX, J. Appl. Cryst. 32, 837-838.
 
 Flack, H.D. (1983). Acta Cryst. A39, 876-881.
 
 Harms, K. & Wocadlo, S. (1995) XCAD-4. Program for Processing CAD-4
 Diffractometer Data. University of Marburg, Germany.
 
 Johnson, C.K. (1965). ORTEP. Report ORNL-3794. Oak Ridge National
 Laboratory, Tennessee, USA.
 
 Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
 North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
 Orpen, A. G., Brammer, L., Allen, F. H., Kennard, O., Watson, D. G.,
 & Taylor, R. (1992). International Tables for Crystallography,
 Volume C.
 
 Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
 edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
 Oxford University Press.
 
 Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
   University of Göttingen, Germany.
 
 Spek, A.L. (1990). Acta Cryst. A46, C34
 
 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
 Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
 Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
   Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
 Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
 ?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
         isotropic displacement parameters (Å²)
 
Table 2. Selected geometric parameters (Å ,° )
;

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_cu-h2ca-53-2

_audit_creation_date             2013-03-07T10:43:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C18 H8 Cl2 Cu1 N2 O4'
_chemical_formula_sum            'C18 H8 Cl2 Cu N2 O4'
_chemical_formula_weight         450.72
_chemical_absolute_configuration unk

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.44480(10)
_cell_length_b                   13.1466(2)
_cell_length_c                   16.0004(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1566.02(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3771
_cell_measurement_theta_min      3.359
_cell_measurement_theta_max      75.5502

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             900
_exptl_absorpt_coefficient_mu    5.399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.41844
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            4842
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.35
_diffrn_reflns_theta_max         75.74
_diffrn_reflns_theta_full        75.74
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.985
_reflns_number_total             2853
_reflns_number_gt                2771
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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)+(0.0562P)²+0.0381P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2853
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0807
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.252(17)
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.392

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.965 0.589 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.031 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
Cu1 Cu 0.23780(5) 0.77696(2) 0.23972(2) 0.03348(11) Uani 1 d . . .
Cl1 Cl 0.26637(11) 0.41093(4) 0.18101(4) 0.04523(16) Uani 1 d . . .
Cl2 Cl 0.52835(13) 0.66018(5) 0.49852(5) 0.05166(19) Uani 1 d . . .
N1 N 0.2105(3) 0.92357(14) 0.26858(13) 0.0310(4) Uani 1 d . . .
O2 O 0.2517(3) 0.63443(11) 0.21132(11) 0.0375(4) Uani 1 d . . .
C12 C 0.0766(3) 0.91835(17) 0.13397(16) 0.0311(4) Uani 1 d . . .
O1 O 0.3474(3) 0.73692(13) 0.34352(12) 0.0388(4) Uani 1 d . . .
C11 C 0.1434(3) 0.97638(17) 0.20255(16) 0.0308(5) Uani 1 d . . .
C4 C 0.4294(3) 0.42326(17) 0.33302(16) 0.0332(5) Uani 1 d . . .
C13 C -0.0022(3) 0.96659(19) 0.06441(16) 0.0328(5) Uani 1 d . . .
N2 N 0.0965(3) 0.81575(14) 0.13899(14) 0.0315(4) Uani 1 d . . .
C1 C 0.3790(3) 0.64085(17) 0.34662(17) 0.0318(5) Uani 1 d . . .
C10 C 0.1394(3) 1.08262(17) 0.19998(18) 0.0338(5) Uani 1 d . . .
C3 C 0.3393(3) 0.47720(18) 0.26901(17) 0.0336(5) Uani 1 d . . .
O3 O 0.4669(3) 0.33190(13) 0.33075(14) 0.0453(5) Uani 1 d . . .
C5 C 0.4900(3) 0.48411(19) 0.41209(17) 0.0337(5) Uani 1 d . . .
C17 C 0.0670(4) 1.13041(18) 0.12644(18) 0.0394(6) Uani 1 d . . .
H17 H 0.069 1.201 0.1225 0.047 Uiso 1 calc R . .
C8 C 0.2657(4) 1.0805(2) 0.33712(19) 0.0445(6) Uani 1 d . . .
H8 H 0.3052 1.1146 0.3846 0.053 Uiso 1 calc R . .
C2 C 0.3196(3) 0.58140(17) 0.27085(16) 0.0316(4) Uani 1 d . . .
C14 C -0.0706(4) 0.9037(2) 0.00133(17) 0.0388(5) Uani 1 d . . .
H14 H -0.13 0.9319 -0.0442 0.047 Uiso 1 calc R . .
C18 C -0.0032(4) 1.0763(2) 0.06337(18) 0.0397(6) Uani 1 d . . .
H18 H -0.0535 1.1102 0.018 0.048 Uiso 1 calc R . .
C6 C 0.4596(4) 0.59160(19) 0.41162(17) 0.0341(5) Uani 1 d . . .
C15 C -0.0497(4) 0.8006(2) 0.00708(18) 0.0391(5) Uani 1 d . . .
H15 H -0.092 0.7586 -0.0354 0.047 Uiso 1 calc R . .
C16 C 0.0356(4) 0.75837(17) 0.07715(17) 0.0357(5) Uani 1 d . . .
H16 H 0.0499 0.6882 0.0802 0.043 Uiso 1 calc R . .
C7 C 0.2670(4) 0.9734(2) 0.33492(17) 0.0396(5) Uani 1 d . . .
H7 H 0.3085 0.9373 0.381 0.047 Uiso 1 calc R . .
C9 C 0.2069(4) 1.13411(19) 0.2698(2) 0.0424(6) Uani 1 d . . .
H9 H 0.2114 1.2048 0.2702 0.051 Uiso 1 calc R . .
O4 O 0.5620(3) 0.43738(15) 0.46841(14) 0.0483(5) Uani 1 d . . .



#------------------ MOLECULAR GEOMETRY --------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.924(2) . ?
Cu1 O2 1.9307(15) . ?
Cu1 N2 1.991(2) . ?
Cu1 N1 1.9925(19) . ?
Cl1 C3 1.743(3) . ?
Cl2 C6 1.734(3) . ?
N1 C7 1.316(3) . ?
N1 C11 1.359(3) . ?
O2 C2 1.284(3) . ?
C12 N2 1.359(3) . ?
C12 C13 1.409(3) . ?
C12 C11 1.426(4) . ?
O1 C1 1.286(3) . ?
C11 C10 1.398(3) . ?
C4 O3 1.234(3) . ?
C4 C3 1.414(4) . ?
C4 C5 1.563(4) . ?
C13 C14 1.401(4) . ?
C13 C18 1.442(4) . ?
N2 C16 1.324(3) . ?
C1 C6 1.364(4) . ?
C1 C2 1.509(3) . ?
C10 C9 1.400(4) . ?
C10 C17 1.439(4) . ?
C3 C2 1.378(3) . ?
C5 O4 1.215(3) . ?
C5 C6 1.431(3) . ?
C17 C18 1.341(4) . ?
C17 H17 0.93 . ?
C8 C9 1.359(4) . ?
C8 C7 1.409(4) . ?
C8 H8 0.93 . ?
C14 C15 1.367(4) . ?
C14 H14 0.93 . ?
C18 H18 0.93 . ?
C15 C16 1.403(4) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?
C7 H7 0.93 . ?
C9 H9 0.93 . ?

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 O2 85.12(7) . . ?
O1 Cu1 N2 173.19(9) . . ?
O2 Cu1 N2 94.96(8) . . ?
O1 Cu1 N1 96.19(8) . . ?
O2 Cu1 N1 177.20(9) . . ?
N2 Cu1 N1 83.45(8) . . ?
C7 N1 C11 119.4(2) . . ?
C7 N1 Cu1 129.46(17) . . ?
C11 N1 Cu1 110.57(16) . . ?
C2 O2 Cu1 111.93(16) . . ?
N2 C12 C13 122.6(2) . . ?
N2 C12 C11 116.6(2) . . ?
C13 C12 C11 120.8(2) . . ?
C1 O1 Cu1 112.30(17) . . ?
N1 C11 C10 122.7(2) . . ?
N1 C11 C12 116.9(2) . . ?
C10 C11 C12 120.3(2) . . ?
O3 C4 C3 125.0(3) . . ?
O3 C4 C5 117.2(2) . . ?
C3 C4 C5 117.8(2) . . ?
C14 C13 C12 117.1(2) . . ?
C14 C13 C18 125.5(3) . . ?
C12 C13 C18 117.5(3) . . ?
C16 N2 C12 118.9(2) . . ?
C16 N2 Cu1 129.76(16) . . ?
C12 N2 Cu1 111.07(17) . . ?
O1 C1 C6 125.2(2) . . ?
O1 C1 C2 115.1(2) . . ?
C6 C1 C2 119.7(2) . . ?
C11 C10 C9 116.9(3) . . ?
C11 C10 C17 117.9(3) . . ?
C9 C10 C17 125.2(2) . . ?
C2 C3 C4 122.2(2) . . ?
C2 C3 Cl1 118.7(2) . . ?
C4 C3 Cl1 118.82(18) . . ?
O4 C5 C6 124.9(3) . . ?
O4 C5 C4 118.0(2) . . ?
C6 C5 C4 117.1(2) . . ?
C18 C17 C10 122.0(2) . . ?
C18 C17 H17 119 . . ?
C10 C17 H17 119 . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8 120 . . ?
C7 C8 H8 120 . . ?
O2 C2 C3 124.5(2) . . ?
O2 C2 C1 115.5(2) . . ?
C3 C2 C1 120.1(2) . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C17 C18 C13 121.3(3) . . ?
C17 C18 H18 119.3 . . ?
C13 C18 H18 119.3 . . ?
C1 C6 C5 122.8(2) . . ?
C1 C6 Cl2 119.63(19) . . ?
C5 C6 Cl2 117.5(2) . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
N2 C16 C15 121.8(2) . . ?
N2 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
N1 C7 C8 121.0(2) . . ?
N1 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C8 C9 C10 119.8(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Cu1 N1 C7 5.4(2) . . . . ?
O2 Cu1 N1 C7 123.2(17) . . . . ?
N2 Cu1 N1 C7 178.5(2) . . . . ?
O1 Cu1 N1 C11 176.19(16) . . . . ?
O2 Cu1 N1 C11 -66.0(17) . . . . ?
N2 Cu1 N1 C11 -10.65(16) . . . . ?
O1 Cu1 O2 C2 1.12(19) . . . . ?
N2 Cu1 O2 C2 -172.04(19) . . . . ?
N1 Cu1 O2 C2 -117.0(17) . . . . ?
O2 Cu1 O1 C1 0.40(19) . . . . ?
N2 Cu1 O1 C1 91.4(7) . . . . ?
N1 Cu1 O1 C1 177.91(18) . . . . ?
C7 N1 C11 C10 3.2(4) . . . . ?
Cu1 N1 C11 C10 -168.6(2) . . . . ?
C7 N1 C11 C12 -177.2(2) . . . . ?
Cu1 N1 C11 C12 10.9(3) . . . . ?
N2 C12 C11 N1 -3.9(3) . . . . ?
C13 C12 C11 N1 177.4(2) . . . . ?
N2 C12 C11 C10 175.7(2) . . . . ?
C13 C12 C11 C10 -3.1(4) . . . . ?
N2 C12 C13 C14 3.8(4) . . . . ?
C11 C12 C13 C14 -177.5(2) . . . . ?
N2 C12 C13 C18 -175.3(2) . . . . ?
C11 C12 C13 C18 3.4(4) . . . . ?
C13 C12 N2 C16 -1.7(4) . . . . ?
C11 C12 N2 C16 179.6(2) . . . . ?
C13 C12 N2 Cu1 173.44(18) . . . . ?
C11 C12 N2 Cu1 -5.3(3) . . . . ?
O1 Cu1 N2 C16 -89.5(7) . . . . ?
O2 Cu1 N2 C16 0.9(2) . . . . ?
N1 Cu1 N2 C16 -176.8(2) . . . . ?
O1 Cu1 N2 C12 96.0(6) . . . . ?
O2 Cu1 N2 C12 -173.60(18) . . . . ?
N1 Cu1 N2 C12 8.71(17) . . . . ?
Cu1 O1 C1 C6 178.3(2) . . . . ?
Cu1 O1 C1 C2 -1.6(3) . . . . ?
N1 C11 C10 C9 -0.7(4) . . . . ?
C12 C11 C10 C9 179.8(2) . . . . ?
N1 C11 C10 C17 179.3(2) . . . . ?
C12 C11 C10 C17 -0.2(4) . . . . ?
O3 C4 C3 C2 -172.3(3) . . . . ?
C5 C4 C3 C2 6.3(4) . . . . ?
O3 C4 C3 Cl1 2.6(4) . . . . ?
C5 C4 C3 Cl1 -178.79(17) . . . . ?
O3 C4 C5 O4 -3.7(4) . . . . ?
C3 C4 C5 O4 177.6(2) . . . . ?
O3 C4 C5 C6 175.0(2) . . . . ?
C3 C4 C5 C6 -3.8(3) . . . . ?
C11 C10 C17 C18 3.2(4) . . . . ?
C9 C10 C17 C18 -176.8(3) . . . . ?
Cu1 O2 C2 C3 177.5(2) . . . . ?
Cu1 O2 C2 C1 -2.2(3) . . . . ?
C4 C3 C2 O2 174.3(2) . . . . ?
Cl1 C3 C2 O2 -0.6(4) . . . . ?
C4 C3 C2 C1 -6.0(4) . . . . ?
Cl1 C3 C2 C1 179.12(17) . . . . ?
O1 C1 C2 O2 2.7(3) . . . . ?
C6 C1 C2 O2 -177.3(2) . . . . ?
O1 C1 C2 C3 -177.0(3) . . . . ?
C6 C1 C2 C3 3.0(4) . . . . ?
C12 C13 C14 C15 -3.7(4) . . . . ?
C18 C13 C14 C15 175.2(3) . . . . ?
C10 C17 C18 C13 -2.9(4) . . . . ?
C14 C13 C18 C17 -179.4(3) . . . . ?
C12 C13 C18 C17 -0.5(4) . . . . ?
O1 C1 C6 C5 179.4(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
O1 C1 C6 Cl2 -0.2(4) . . . . ?
C2 C1 C6 Cl2 179.80(17) . . . . ?
O4 C5 C6 C1 179.6(3) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
O4 C5 C6 Cl2 -0.8(4) . . . . ?
C4 C5 C6 Cl2 -179.35(17) . . . . ?
C13 C14 C15 C16 1.8(4) . . . . ?
C12 N2 C16 C15 -0.5(4) . . . . ?
Cu1 N2 C16 C15 -174.6(2) . . . . ?
C14 C15 C16 N2 0.4(4) . . . . ?
C11 N1 C7 C8 -2.6(4) . . . . ?
Cu1 N1 C7 C8 167.5(2) . . . . ?
C9 C8 C7 N1 -0.6(5) . . . . ?
C7 C8 C9 C10 3.1(4) . . . . ?
C11 C10 C9 C8 -2.5(4) . . . . ?
C17 C10 C9 C8 177.5(3) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 973343'
#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-03-06 at 14:47:11
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.3
#  Request file    : c:\program files\wingx\files\cifdoc.dat
#  CIF files read  : proba_1-13 proba_1-13_teh struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2013-03-06
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ SUBMISSION DETAILS --------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Farrugia, Louis J.'
_publ_contact_author_address     
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_contact_author_email       louis@chem.gla.ac.uk
_publ_contact_author_fax         44(141)3304888
_publ_contact_author_phone       44(141)3305137

_publ_requested_journal          'Acta Crystallographica Section C'
_publ_requested_coeditor_name    ?
_publ_contact_letter             # Include date of submission
;
Date of submission ?
 
Please consider this CIF submission for publication as a
Regular Structural Paper in Acta Crystallographica C.
;
_publ_requested_category         ?

#------------------ PROCESSING SUMMARY (JOURNAL OFFICE ONLY) ----------------#

_journal_date_recd_electronic    ?
_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?
_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?
_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          ?
_journal_techeditor_code         ?
_journal_techeditor_notes        ?
_journal_coden_ASTM              ?
_journal_name_full               ?
_journal_year                    ?
_journal_volume                  ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?
_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

#------------------ TITLE AND AUTHOR LIST------------------------------------#

_publ_section_title              
;
 ?
;

_publ_section_title_footnote     
;
?
;

loop_
_publ_author_name
_publ_author_address
'Farrugia, Louis J.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

#------------------ TEXT ----------------------------------------------------#

_publ_section_synopsis           
;
# Insert blank lines between paragraphs
?
;
_publ_section_abstract           
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_comment            
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_exptl_prep         
;
 ?
;

_publ_section_exptl_refinement   
;
 ?
;

# Insert blank lines between references

_publ_section_references         
;
 Allen, F.H., Kennard, O. & Taylor, R. (1983).
   Acc. Chem. Res.  16, 146-153.
 
 Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A.
   (1993) J. Appl. Cryst. 26, 343-350.
 
 Altomare, A. Burla, M. C., Camalli, M., Cascarano, G. L.,
 Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G.
 & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119.
 
 Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
 Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
 Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
 Beurskens, P.T., Beurskens, G., de Gelder, R.,
   Garciía-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M.
   (1999) The DIRDIF-99 program system,
   Technical Report of the Crystallography Laboratory,
   University of Nijmegen, The Netherlands.
 
 Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
 Enraf-Nonius (1994). CAD4Express Software. Enraf-Nonius, Delft,
   The Netherlands.
 
 Farrugia, L. J. (1997) ORTEP-3 for Windows, J. Appl. Cryst. 30, 565.
 
 Farrugia, L. J. (1999) WinGX, J. Appl. Cryst. 32, 837-838.
 
 Flack, H.D. (1983). Acta Cryst. A39, 876-881.
 
 Harms, K. & Wocadlo, S. (1995) XCAD-4. Program for Processing CAD-4
 Diffractometer Data. University of Marburg, Germany.
 
 Johnson, C.K. (1965). ORTEP. Report ORNL-3794. Oak Ridge National
 Laboratory, Tennessee, USA.
 
 Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
 North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
 Orpen, A. G., Brammer, L., Allen, F. H., Kennard, O., Watson, D. G.,
 & Taylor, R. (1992). International Tables for Crystallography,
 Volume C.
 
 Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
 edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
 Oxford University Press.
 
 Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
   University of Göttingen, Germany.
 
 Spek, A.L. (1990). Acta Cryst. A46, C34
 
 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
 Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
 Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
   Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
 Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
 ?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
         isotropic displacement parameters (Å²)
 
Table 2. Selected geometric parameters (Å ,° )
;

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_proba_1-13

_audit_creation_date             2013-03-06T14:47:11-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C18 H11 Cl2 Cu1 N2 O5'
_chemical_formula_sum            'C36 H22 Cl4 Cu2 N4 O11'
_chemical_formula_weight         955.49
_chemical_absolute_configuration unk

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.53230(10)
_cell_length_b                   18.0066(2)
_cell_length_c                   10.39350(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.8220(10)
_cell_angle_gamma                90
_cell_volume                     1771.35(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7348
_cell_measurement_theta_min      4.2805
_cell_measurement_theta_max      75.6717

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale purple'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    4.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.31059
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            8683
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.28
_diffrn_reflns_theta_max         75.85
_diffrn_reflns_theta_full        75.85
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_reflns_number_total             5400
_reflns_number_gt                5287
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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)+(0.0457P)²+0.0418P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5400
_refine_ls_number_parameters     534
_refine_ls_number_restraints     11
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0716
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.002
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.022(11)
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.453

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.965 0.589 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.031 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
Cu1A Cu 0.92548(3) 1.00062(2) 0.97118(3) 0.03547(9) Uani 1 d . . .
Cl1A Cl 0.53016(7) 1.17537(4) 0.85302(7) 0.04462(14) Uani 1 d . . .
Cl2A Cl 0.52210(7) 0.82665(4) 0.94074(9) 0.05501(18) Uani 1 d . . .
O1A O 0.7723(2) 0.92886(12) 0.9583(2) 0.0435(4) Uani 1 d . . .
O2A O 0.77527(19) 1.07213(11) 0.91717(19) 0.0371(4) Uani 1 d . . .
O3A O 0.28155(19) 1.07120(12) 0.8132(2) 0.0424(4) Uani 1 d . . .
O4A O 0.2807(2) 0.92542(13) 0.8511(2) 0.0482(5) Uani 1 d . . .
C1A C 0.6517(3) 0.95851(15) 0.9244(2) 0.0325(5) Uani 1 d . . .
C2A C 0.6528(2) 1.04197(15) 0.9021(2) 0.0303(4) Uani 1 d . . .
C3A C 0.5278(3) 1.07983(14) 0.8712(2) 0.0323(5) Uani 1 d . . .
C4A C 0.3969(3) 1.04236(15) 0.8473(2) 0.0322(5) Uani 1 d . . .
C5A C 0.3948(3) 0.95684(15) 0.8685(2) 0.0335(5) Uani 1 d . . .
C6A C 0.5255(3) 0.92074(15) 0.9099(3) 0.0365(5) Uani 1 d . . .
N1A N 1.0650(2) 0.93130(14) 1.0693(2) 0.0368(4) Uani 1 d . . .
N2A N 1.0732(2) 1.07670(14) 1.0309(2) 0.0362(4) Uani 1 d . . .
C7A C 1.0584(3) 0.85839(18) 1.0831(3) 0.0482(7) Uani 1 d . . .
H7A H 0.9771 0.8335 1.0486 0.058 Uiso 1 calc R . .
C8A C 1.1704(4) 0.81760(19) 1.1483(4) 0.0579(8) Uani 1 d . . .
H8A H 1.1635 0.7663 1.1556 0.069 Uiso 1 calc R . .
C9A C 1.2889(3) 0.85331(19) 1.2007(3) 0.0492(7) Uani 1 d . . .
H9A H 1.3638 0.8265 1.2434 0.059 Uiso 1 calc R . .
C10A C 1.2984(3) 0.93107(17) 1.1903(2) 0.0388(5) Uani 1 d . . .
C11A C 1.1833(3) 0.96749(15) 1.1217(2) 0.0338(5) Uani 1 d . . .
C12A C 1.1870(2) 1.04611(15) 1.1023(2) 0.0326(5) Uani 1 d . . .
C13A C 1.3052(3) 1.08680(17) 1.1534(3) 0.0376(5) Uani 1 d . . .
C14A C 1.3034(3) 1.16328(18) 1.1266(3) 0.0459(6) Uani 1 d . . .
H14A H 1.3783 1.1932 1.1606 0.055 Uiso 1 calc R . .
C15A C 1.1909(3) 1.19369(18) 1.0504(4) 0.0511(7) Uani 1 d . . .
H15A H 1.1906 1.2439 1.0292 0.061 Uiso 1 calc R . .
C16A C 1.0760(3) 1.14811(18) 1.0046(3) 0.0455(6) Uani 1 d . . .
H16A H 0.9993 1.1692 0.9538 0.055 Uiso 1 calc R . .
C17A C 1.4170(3) 0.97457(19) 1.2449(3) 0.0451(6) Uani 1 d . . .
H17A H 1.4936 0.9512 1.2922 0.054 Uiso 1 calc R . .
C18A C 1.4188(3) 1.04882(19) 1.2285(3) 0.0444(6) Uani 1 d . . .
H18A H 1.4955 1.076 1.2669 0.053 Uiso 1 calc R . .
O5A O 1.00610(17) 0.98674(12) 0.78310(18) 0.0384(4) Uani 1 d D . .
H5A H 0.972(4) 1.0262(17) 0.733(3) 0.051(10) Uiso 1 d D . .
H5B H 1.104(2) 0.985(3) 0.789(4) 0.070(13) Uiso 1 d D . .
Cu1B Cu 0.73609(3) 0.64876(2) 0.52780(4) 0.03524(9) Uani 1 d D . .
Cl1B Cl 0.36472(8) 0.83557(4) 0.54628(9) 0.05566(18) Uani 1 d . . .
Cl2B Cl 0.31754(6) 0.49336(4) 0.39935(7) 0.04363(14) Uani 1 d . . .
O1B O 0.57556(19) 0.58626(11) 0.46517(19) 0.0378(4) Uani 1 d . . .
O2B O 0.5934(2) 0.72463(12) 0.5396(2) 0.0445(4) Uani 1 d . . .
O3B O 0.1035(2) 0.75130(14) 0.4329(2) 0.0490(5) Uani 1 d . . .
O4B O 0.0846(2) 0.60833(14) 0.3688(2) 0.0479(5) Uani 1 d . . .
C1B C 0.4580(3) 0.62047(15) 0.4614(2) 0.0315(4) Uani 1 d . . .
C2B C 0.4686(3) 0.70143(15) 0.5004(2) 0.0350(5) Uani 1 d . . .
C3B C 0.3492(3) 0.74424(16) 0.4948(3) 0.0382(5) Uani 1 d . . .
C4B C 0.2139(3) 0.71528(17) 0.4468(2) 0.0375(5) Uani 1 d . . .
C5B C 0.2035(3) 0.63145(16) 0.4105(2) 0.0353(5) Uani 1 d . . .
C6B C 0.3277(3) 0.58767(15) 0.4287(2) 0.0343(5) Uani 1 d . . .
N1B N 0.8668(2) 0.56332(13) 0.5632(2) 0.0339(4) Uani 1 d . . .
N2B N 0.8909(2) 0.70459(14) 0.6323(2) 0.0371(4) Uani 1 d . . .
C7B C 0.8500(3) 0.49349(17) 0.5255(3) 0.0409(5) Uani 1 d . . .
H7B H 0.768 0.4801 0.4731 0.049 Uiso 1 calc R . .
C8B C 0.9524(3) 0.43888(17) 0.5624(3) 0.0483(6) Uani 1 d . . .
H8B H 0.9381 0.3901 0.5347 0.058 Uiso 1 calc R . .
C9B C 1.0729(3) 0.45819(19) 0.6390(3) 0.0473(6) Uani 1 d . . .
H9B H 1.1412 0.4225 0.6643 0.057 Uiso 1 calc R . .
C10B C 1.0936(3) 0.53251(17) 0.6799(3) 0.0390(5) Uani 1 d . . .
C11B C 0.9865(3) 0.58288(15) 0.6390(2) 0.0331(5) Uani 1 d . . .
C12B C 1.0001(3) 0.65947(15) 0.6755(2) 0.0346(5) Uani 1 d . . .
C13B C 1.1229(3) 0.68485(19) 0.7513(3) 0.0409(6) Uani 1 d . . .
C14B C 1.1294(3) 0.7613(2) 0.7796(3) 0.0512(7) Uani 1 d . . .
H14B H 1.2085 0.7809 0.8289 0.061 Uiso 1 calc R . .
C15B C 1.0198(4) 0.80635(19) 0.7350(3) 0.0544(7) Uani 1 d . . .
H15B H 1.0241 0.8569 0.7531 0.065 Uiso 1 calc R . .
C16B C 0.8998(3) 0.77591(17) 0.6613(3) 0.0464(6) Uani 1 d . . .
H16B H 0.8247 0.807 0.6323 0.056 Uiso 1 calc R . .
C17B C 1.2155(3) 0.5588(2) 0.7613(3) 0.0477(7) Uani 1 d . . .
H17B H 1.2856 0.5253 0.7926 0.057 Uiso 1 calc R . .
C18B C 1.2303(3) 0.6314(2) 0.7935(3) 0.0490(7) Uani 1 d . . .
H18B H 1.3119 0.6471 0.8442 0.059 Uiso 1 calc R . .
O5B O 0.8108(2) 0.69039(13) 0.3402(2) 0.0449(4) Uani 1 d D . .
H5C H 0.771(4) 0.658(2) 0.276(3) 0.053(10) Uiso 1 d D . .
H5D H 0.909(2) 0.687(4) 0.342(4) 0.13(3) Uiso 1 d D . .
O6 O 0.6588(5) 0.8339(2) 0.3221(7) 0.147(3) Uani 1 d D . .
H6A H 0.6967 0.8373 0.2394 0.25 Uiso 1 d D . .
H6B H 0.722(9) 0.794(5) 0.355(6) 0.23(5) Uiso 1 d D . .



#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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
Cu1A O1A 1.943(2) . ?
Cu1A O2A 1.9576(19) . ?
Cu1A N2A 2.009(2) . ?
Cu1A N1A 2.011(2) . ?
Cu1A O5A 2.1981(19) . ?
Cl1A C3A 1.731(3) . ?
Cl2A C6A 1.725(3) . ?
O1A C1A 1.278(3) . ?
O2A C2A 1.280(3) . ?
O3A C4A 1.229(3) . ?
O4A C5A 1.220(4) . ?
C1A C6A 1.375(4) . ?
C1A C2A 1.521(3) . ?
C2A C3A 1.377(4) . ?
C3A C4A 1.415(4) . ?
C4A C5A 1.556(3) . ?
C5A C6A 1.426(4) . ?
N1A C7A 1.323(4) . ?
N1A C11A 1.359(3) . ?
N2A C16A 1.316(4) . ?
N2A C12A 1.356(3) . ?
C7A C8A 1.402(5) . ?
C7A H7A 0.93 . ?
C8A C9A 1.357(5) . ?
C8A H8A 0.93 . ?
C9A C10A 1.408(5) . ?
C9A H9A 0.93 . ?
C10A C11A 1.399(4) . ?
C10A C17A 1.436(4) . ?
C11A C12A 1.431(4) . ?
C12A C13A 1.395(4) . ?
C13A C14A 1.405(4) . ?
C13A C18A 1.431(4) . ?
C14A C15A 1.369(5) . ?
C14A H14A 0.93 . ?
C15A C16A 1.406(5) . ?
C15A H15A 0.93 . ?
C16A H16A 0.93 . ?
C17A C18A 1.348(5) . ?
C17A H17A 0.93 . ?
C18A H18A 0.93 . ?
O5A H5A 0.921(19) . ?
O5A H5B 0.927(19) . ?
Cu1B O2B 1.942(2) . ?
Cu1B O1B 1.9482(19) . ?
Cu1B N1B 1.987(2) . ?
Cu1B N2B 1.997(2) . ?
Cu1B O5B 2.280(2) . ?
Cl1B C3B 1.730(3) . ?
Cl2B C6B 1.726(3) . ?
O1B C1B 1.275(3) . ?
O2B C2B 1.281(3) . ?
O3B C4B 1.230(4) . ?
O4B C5B 1.236(3) . ?
C1B C6B 1.381(4) . ?
C1B C2B 1.513(4) . ?
C2B C3B 1.370(4) . ?
C3B C4B 1.425(4) . ?
C4B C5B 1.556(4) . ?
C5B C6B 1.417(4) . ?
N1B C7B 1.321(4) . ?
N1B C11B 1.353(3) . ?
N2B C16B 1.320(4) . ?
N2B C12B 1.354(4) . ?
C7B C8B 1.407(4) . ?
C7B H7B 0.93 . ?
C8B C9B 1.362(5) . ?
C8B H8B 0.93 . ?
C9B C10B 1.411(5) . ?
C9B H9B 0.93 . ?
C10B C11B 1.394(4) . ?
C10B C17B 1.434(4) . ?
C11B C12B 1.432(4) . ?
C12B C13B 1.407(3) . ?
C13B C14B 1.407(5) . ?
C13B C18B 1.435(5) . ?
C14B C15B 1.360(6) . ?
C14B H14B 0.93 . ?
C15B C16B 1.410(4) . ?
C15B H15B 0.93 . ?
C16B H16B 0.93 . ?
C17B C18B 1.352(5) . ?
C17B H17B 0.93 . ?
C18B H18B 0.93 . ?
O5B H5C 0.928(19) . ?
O5B H5D 0.93(2) . ?
O6 H6A 0.973(7) . ?
O6 H6B 0.97(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A Cu1A O2A 84.23(8) . . ?
O1A Cu1A N2A 165.54(9) . . ?
O2A Cu1A N2A 95.86(9) . . ?
O1A Cu1A N1A 93.94(9) . . ?
O2A Cu1A N1A 166.12(9) . . ?
N2A Cu1A N1A 82.49(9) . . ?
O1A Cu1A O5A 101.67(9) . . ?
O2A Cu1A O5A 98.10(7) . . ?
N2A Cu1A O5A 92.65(8) . . ?
N1A Cu1A O5A 95.75(8) . . ?
C1A O1A Cu1A 112.64(18) . . ?
C2A O2A Cu1A 112.42(18) . . ?
O1A C1A C6A 124.8(3) . . ?
O1A C1A C2A 115.7(2) . . ?
C6A C1A C2A 119.6(2) . . ?
O2A C2A C3A 124.7(3) . . ?
O2A C2A C1A 115.0(2) . . ?
C3A C2A C1A 120.2(2) . . ?
C2A C3A C4A 121.7(2) . . ?
C2A C3A Cl1A 119.7(2) . . ?
C4A C3A Cl1A 118.50(19) . . ?
O3A C4A C3A 126.1(3) . . ?
O3A C4A C5A 115.7(2) . . ?
C3A C4A C5A 118.2(2) . . ?
O4A C5A C6A 124.4(3) . . ?
O4A C5A C4A 117.6(2) . . ?
C6A C5A C4A 117.9(2) . . ?
C1A C6A C5A 122.0(2) . . ?
C1A C6A Cl2A 120.1(2) . . ?
C5A C6A Cl2A 117.9(2) . . ?
C7A N1A C11A 118.7(2) . . ?
C7A N1A Cu1A 129.3(2) . . ?
C11A N1A Cu1A 111.90(19) . . ?
C16A N2A C12A 118.4(2) . . ?
C16A N2A Cu1A 129.25(19) . . ?
C12A N2A Cu1A 112.21(19) . . ?
N1A C7A C8A 121.9(3) . . ?
N1A C7A H7A 119 . . ?
C8A C7A H7A 119 . . ?
C9A C8A C7A 119.7(3) . . ?
C9A C8A H8A 120.1 . . ?
C7A C8A H8A 120.1 . . ?
C8A C9A C10A 119.9(3) . . ?
C8A C9A H9A 120.1 . . ?
C10A C9A H9A 120.1 . . ?
C11A C10A C9A 116.9(3) . . ?
C11A C10A C17A 118.6(3) . . ?
C9A C10A C17A 124.5(3) . . ?
N1A C11A C10A 122.9(3) . . ?
N1A C11A C12A 116.8(2) . . ?
C10A C11A C12A 120.3(3) . . ?
N2A C12A C13A 123.5(3) . . ?
N2A C12A C11A 116.5(2) . . ?
C13A C12A C11A 119.9(2) . . ?
C12A C13A C14A 116.7(3) . . ?
C12A C13A C18A 118.8(3) . . ?
C14A C13A C18A 124.5(3) . . ?
C15A C14A C13A 119.8(3) . . ?
C15A C14A H14A 120.1 . . ?
C13A C14A H14A 120.1 . . ?
C14A C15A C16A 119.2(3) . . ?
C14A C15A H15A 120.4 . . ?
C16A C15A H15A 120.4 . . ?
N2A C16A C15A 122.3(3) . . ?
N2A C16A H16A 118.9 . . ?
C15A C16A H16A 118.9 . . ?
C18A C17A C10A 120.8(3) . . ?
C18A C17A H17A 119.6 . . ?
C10A C17A H17A 119.6 . . ?
C17A C18A C13A 121.5(3) . . ?
C17A C18A H18A 119.2 . . ?
C13A C18A H18A 119.2 . . ?
Cu1A O5A H5A 106(2) . . ?
Cu1A O5A H5B 114(3) . . ?
H5A O5A H5B 111(3) . . ?
O2B Cu1B O1B 84.21(8) . . ?
O2B Cu1B N1B 164.12(10) . . ?
O1B Cu1B N1B 93.73(9) . . ?
O2B Cu1B N2B 95.14(9) . . ?
O1B Cu1B N2B 166.67(9) . . ?
N1B Cu1B N2B 83.23(10) . . ?
O2B Cu1B O5B 96.59(9) . . ?
O1B Cu1B O5B 102.52(8) . . ?
N1B Cu1B O5B 99.23(8) . . ?
N2B Cu1B O5B 90.78(8) . . ?
C1B O1B Cu1B 112.56(17) . . ?
C2B O2B Cu1B 112.43(18) . . ?
O1B C1B C6B 124.2(2) . . ?
O1B C1B C2B 115.3(2) . . ?
C6B C1B C2B 120.5(2) . . ?
O2B C2B C3B 124.4(3) . . ?
O2B C2B C1B 115.4(2) . . ?
C3B C2B C1B 120.1(2) . . ?
C2B C3B C4B 121.4(3) . . ?
C2B C3B Cl1B 118.8(2) . . ?
C4B C3B Cl1B 119.8(2) . . ?
O3B C4B C3B 125.1(3) . . ?
O3B C4B C5B 117.0(2) . . ?
C3B C4B C5B 118.0(2) . . ?
O4B C5B C6B 125.2(3) . . ?
O4B C5B C4B 116.2(2) . . ?
C6B C5B C4B 118.6(2) . . ?
C1B C6B C5B 120.5(2) . . ?
C1B C6B Cl2B 119.6(2) . . ?
C5B C6B Cl2B 119.7(2) . . ?
C7B N1B C11B 119.0(2) . . ?
C7B N1B Cu1B 129.08(18) . . ?
C11B N1B Cu1B 111.90(18) . . ?
C16B N2B C12B 118.8(2) . . ?
C16B N2B Cu1B 129.6(2) . . ?
C12B N2B Cu1B 111.58(18) . . ?
N1B C7B C8B 121.9(3) . . ?
N1B C7B H7B 119.1 . . ?
C8B C7B H7B 119.1 . . ?
C9B C8B C7B 119.4(3) . . ?
C9B C8B H8B 120.3 . . ?
C7B C8B H8B 120.3 . . ?
C8B C9B C10B 119.7(3) . . ?
C8B C9B H9B 120.1 . . ?
C10B C9B H9B 120.1 . . ?
C11B C10B C9B 117.0(3) . . ?
C11B C10B C17B 118.5(3) . . ?
C9B C10B C17B 124.5(3) . . ?
N1B C11B C10B 123.0(3) . . ?
N1B C11B C12B 116.6(2) . . ?
C10B C11B C12B 120.4(2) . . ?
N2B C12B C13B 123.1(3) . . ?
N2B C12B C11B 116.6(2) . . ?
C13B C12B C11B 120.3(3) . . ?
C14B C13B C12B 116.6(3) . . ?
C14B C13B C18B 125.4(3) . . ?
C12B C13B C18B 118.0(3) . . ?
C15B C14B C13B 120.0(3) . . ?
C15B C14B H14B 120 . . ?
C13B C14B H14B 120 . . ?
C14B C15B C16B 119.6(3) . . ?
C14B C15B H15B 120.2 . . ?
C16B C15B H15B 120.2 . . ?
N2B C16B C15B 121.9(3) . . ?
N2B C16B H16B 119.1 . . ?
C15B C16B H16B 119.1 . . ?
C18B C17B C10B 121.3(3) . . ?
C18B C17B H17B 119.4 . . ?
C10B C17B H17B 119.4 . . ?
C17B C18B C13B 121.5(3) . . ?
C17B C18B H18B 119.3 . . ?
C13B C18B H18B 119.3 . . ?
Cu1B O5B H5C 105(3) . . ?
Cu1B O5B H5D 112(3) . . ?
H5C O5B H5D 107(4) . . ?
H6A O6 H6B 94(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2A Cu1A O1A C1A -0.7(2) . . . . ?
N2A Cu1A O1A C1A 90.4(4) . . . . ?
N1A Cu1A O1A C1A 165.5(2) . . . . ?
O5A Cu1A O1A C1A -97.8(2) . . . . ?
O1A Cu1A O2A C2A 1.58(17) . . . . ?
N2A Cu1A O2A C2A -163.88(17) . . . . ?
N1A Cu1A O2A C2A -81.5(4) . . . . ?
O5A Cu1A O2A C2A 102.59(17) . . . . ?
Cu1A O1A C1A C6A -179.0(2) . . . . ?
Cu1A O1A C1A C2A -0.2(3) . . . . ?
Cu1A O2A C2A C3A 176.42(19) . . . . ?
Cu1A O2A C2A C1A -2.0(3) . . . . ?
O1A C1A C2A O2A 1.5(3) . . . . ?
C6A C1A C2A O2A -179.6(2) . . . . ?
O1A C1A C2A C3A -177.0(2) . . . . ?
C6A C1A C2A C3A 1.9(4) . . . . ?
O2A C2A C3A C4A 175.6(2) . . . . ?
C1A C2A C3A C4A -6.0(4) . . . . ?
O2A C2A C3A Cl1A -1.2(3) . . . . ?
C1A C2A C3A Cl1A 177.22(18) . . . . ?
C2A C3A C4A O3A -176.2(2) . . . . ?
Cl1A C3A C4A O3A 0.6(4) . . . . ?
C2A C3A C4A C5A 5.3(4) . . . . ?
Cl1A C3A C4A C5A -177.93(17) . . . . ?
O3A C4A C5A O4A -0.7(4) . . . . ?
C3A C4A C5A O4A 178.0(2) . . . . ?
O3A C4A C5A C6A -179.2(2) . . . . ?
C3A C4A C5A C6A -0.5(3) . . . . ?
O1A C1A C6A C5A -178.3(3) . . . . ?
C2A C1A C6A C5A 2.9(4) . . . . ?
O1A C1A C6A Cl2A 1.2(4) . . . . ?
C2A C1A C6A Cl2A -177.58(19) . . . . ?
O4A C5A C6A C1A 178.1(3) . . . . ?
C4A C5A C6A C1A -3.5(4) . . . . ?
O4A C5A C6A Cl2A -1.4(4) . . . . ?
C4A C5A C6A Cl2A 176.99(18) . . . . ?
O1A Cu1A N1A C7A 16.1(3) . . . . ?
O2A Cu1A N1A C7A 98.0(4) . . . . ?
N2A Cu1A N1A C7A -178.0(3) . . . . ?
O5A Cu1A N1A C7A -86.0(3) . . . . ?
O1A Cu1A N1A C11A -167.02(18) . . . . ?
O2A Cu1A N1A C11A -85.2(4) . . . . ?
N2A Cu1A N1A C11A -1.11(18) . . . . ?
O5A Cu1A N1A C11A 90.81(18) . . . . ?
O1A Cu1A N2A C16A -107.0(4) . . . . ?
O2A Cu1A N2A C16A -17.4(3) . . . . ?
N1A Cu1A N2A C16A 176.4(3) . . . . ?
O5A Cu1A N2A C16A 81.0(3) . . . . ?
O1A Cu1A N2A C12A 76.9(4) . . . . ?
O2A Cu1A N2A C12A 166.54(17) . . . . ?
N1A Cu1A N2A C12A 0.42(17) . . . . ?
O5A Cu1A N2A C12A -95.04(17) . . . . ?
C11A N1A C7A C8A -1.0(5) . . . . ?
Cu1A N1A C7A C8A 175.6(3) . . . . ?
N1A C7A C8A C9A 0.9(6) . . . . ?
C7A C8A C9A C10A 0.5(6) . . . . ?
C8A C9A C10A C11A -1.7(5) . . . . ?
C8A C9A C10A C17A 178.3(3) . . . . ?
C7A N1A C11A C10A -0.3(4) . . . . ?
Cu1A N1A C11A C10A -177.48(19) . . . . ?
C7A N1A C11A C12A 178.8(3) . . . . ?
Cu1A N1A C11A C12A 1.6(3) . . . . ?
C9A C10A C11A N1A 1.6(4) . . . . ?
C17A C10A C11A N1A -178.4(2) . . . . ?
C9A C10A C11A C12A -177.5(3) . . . . ?
C17A C10A C11A C12A 2.5(4) . . . . ?
C16A N2A C12A C13A 2.4(4) . . . . ?
Cu1A N2A C12A C13A 178.90(19) . . . . ?
C16A N2A C12A C11A -176.2(2) . . . . ?
Cu1A N2A C12A C11A 0.3(3) . . . . ?
N1A C11A C12A N2A -1.3(3) . . . . ?
C10A C11A C12A N2A 177.8(2) . . . . ?
N1A C11A C12A C13A -180.0(2) . . . . ?
C10A C11A C12A C13A -0.8(4) . . . . ?
N2A C12A C13A C14A -0.6(4) . . . . ?
C11A C12A C13A C14A 177.9(2) . . . . ?
N2A C12A C13A C18A 179.3(2) . . . . ?
C11A C12A C13A C18A -2.1(4) . . . . ?
C12A C13A C14A C15A -1.9(4) . . . . ?
C18A C13A C14A C15A 178.1(3) . . . . ?
C13A C14A C15A C16A 2.7(5) . . . . ?
C12A N2A C16A C15A -1.6(4) . . . . ?
Cu1A N2A C16A C15A -177.4(2) . . . . ?
C14A C15A C16A N2A -0.9(5) . . . . ?
C11A C10A C17A C18A -1.2(4) . . . . ?
C9A C10A C17A C18A 178.8(3) . . . . ?
C10A C17A C18A C13A -1.9(5) . . . . ?
C12A C13A C18A C17A 3.5(4) . . . . ?
C14A C13A C18A C17A -176.5(3) . . . . ?
O2B Cu1B O1B C1B -0.51(18) . . . . ?
N1B Cu1B O1B C1B 163.69(18) . . . . ?
N2B Cu1B O1B C1B 87.4(4) . . . . ?
O5B Cu1B O1B C1B -96.00(18) . . . . ?
O1B Cu1B O2B C2B -1.7(2) . . . . ?
N1B Cu1B O2B C2B -85.0(4) . . . . ?
N2B Cu1B O2B C2B -168.3(2) . . . . ?
O5B Cu1B O2B C2B 100.3(2) . . . . ?
Cu1B O1B C1B C6B -175.65(19) . . . . ?
Cu1B O1B C1B C2B 2.3(3) . . . . ?
Cu1B O2B C2B C3B -178.0(2) . . . . ?
Cu1B O2B C2B C1B 3.3(3) . . . . ?
O1B C1B C2B O2B -3.9(3) . . . . ?
C6B C1B C2B O2B 174.2(2) . . . . ?
O1B C1B C2B C3B 177.4(2) . . . . ?
C6B C1B C2B C3B -4.6(4) . . . . ?
O2B C2B C3B C4B 178.3(3) . . . . ?
C1B C2B C3B C4B -3.1(4) . . . . ?
O2B C2B C3B Cl1B -1.2(4) . . . . ?
C1B C2B C3B Cl1B 177.47(19) . . . . ?
C2B C3B C4B O3B -176.2(3) . . . . ?
Cl1B C3B C4B O3B 3.3(4) . . . . ?
C2B C3B C4B C5B 4.7(4) . . . . ?
Cl1B C3B C4B C5B -175.90(19) . . . . ?
O3B C4B C5B O4B 1.0(4) . . . . ?
C3B C4B C5B O4B -179.8(2) . . . . ?
O3B C4B C5B C6B -178.2(2) . . . . ?
C3B C4B C5B C6B 1.0(3) . . . . ?
O1B C1B C6B C5B -171.7(2) . . . . ?
C2B C1B C6B C5B 10.4(4) . . . . ?
O1B C1B C6B Cl2B 3.9(4) . . . . ?
C2B C1B C6B Cl2B -173.96(18) . . . . ?
O4B C5B C6B C1B 172.4(2) . . . . ?
C4B C5B C6B C1B -8.6(4) . . . . ?
O4B C5B C6B Cl2B -3.3(4) . . . . ?
C4B C5B C6B Cl2B 175.80(17) . . . . ?
O2B Cu1B N1B C7B 95.5(4) . . . . ?
O1B Cu1B N1B C7B 13.5(2) . . . . ?
N2B Cu1B N1B C7B -179.5(2) . . . . ?
O5B Cu1B N1B C7B -89.8(2) . . . . ?
O2B Cu1B N1B C11B -83.1(4) . . . . ?
O1B Cu1B N1B C11B -165.08(17) . . . . ?
N2B Cu1B N1B C11B 1.89(17) . . . . ?
O5B Cu1B N1B C11B 91.58(17) . . . . ?
O2B Cu1B N2B C16B -18.0(3) . . . . ?
O1B Cu1B N2B C16B -104.6(5) . . . . ?
N1B Cu1B N2B C16B 177.9(3) . . . . ?
O5B Cu1B N2B C16B 78.7(3) . . . . ?
O2B Cu1B N2B C12B 162.75(18) . . . . ?
O1B Cu1B N2B C12B 76.1(5) . . . . ?
N1B Cu1B N2B C12B -1.36(18) . . . . ?
O5B Cu1B N2B C12B -100.56(18) . . . . ?
C11B N1B C7B C8B 0.3(4) . . . . ?
Cu1B N1B C7B C8B -178.2(2) . . . . ?
N1B C7B C8B C9B -0.1(5) . . . . ?
C7B C8B C9B C10B -0.2(5) . . . . ?
C8B C9B C10B C11B 0.4(4) . . . . ?
C8B C9B C10B C17B 179.4(3) . . . . ?
C7B N1B C11B C10B -0.2(4) . . . . ?
Cu1B N1B C11B C10B 178.61(19) . . . . ?
C7B N1B C11B C12B 179.1(2) . . . . ?
Cu1B N1B C11B C12B -2.1(3) . . . . ?
C9B C10B C11B N1B -0.2(4) . . . . ?
C17B C10B C11B N1B -179.3(2) . . . . ?
C9B C10B C11B C12B -179.5(2) . . . . ?
C17B C10B C11B C12B 1.4(4) . . . . ?
C16B N2B C12B C13B 0.5(4) . . . . ?
Cu1B N2B C12B C13B 179.9(2) . . . . ?
C16B N2B C12B C11B -178.7(3) . . . . ?
Cu1B N2B C12B C11B 0.6(3) . . . . ?
N1B C11B C12B N2B 1.0(3) . . . . ?
C10B C11B C12B N2B -179.7(2) . . . . ?
N1B C11B C12B C13B -178.3(2) . . . . ?
C10B C11B C12B C13B 1.1(4) . . . . ?
N2B C12B C13B C14B -1.0(4) . . . . ?
C11B C12B C13B C14B 178.2(2) . . . . ?
N2B C12B C13B C18B 178.8(2) . . . . ?
C11B C12B C13B C18B -2.0(4) . . . . ?
C12B C13B C14B C15B 0.4(4) . . . . ?
C18B C13B C14B C15B -179.3(3) . . . . ?
C13B C14B C15B C16B 0.5(5) . . . . ?
C12B N2B C16B C15B 0.5(5) . . . . ?
Cu1B N2B C16B C15B -178.7(2) . . . . ?
C14B C15B C16B N2B -1.0(5) . . . . ?
C11B C10B C17B C18B -3.0(4) . . . . ?
C9B C10B C17B C18B 178.0(3) . . . . ?
C10B C17B C18B C13B 2.1(4) . . . . ?
C14B C13B C18B C17B -179.8(3) . . . . ?
C12B C13B C18B C17B 0.5(4) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 973344'
#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-03-06 at 14:24:41
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.3
#  Request file    : c:\program files\wingx\files\cifdoc.dat
#  CIF files read  : cu-h2ca-61-1 cu-h2ca-61-1_teh struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2013-03-06
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ SUBMISSION DETAILS --------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Farrugia, Louis J.'
_publ_contact_author_address     
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_contact_author_email       louis@chem.gla.ac.uk
_publ_contact_author_fax         44(141)3304888
_publ_contact_author_phone       44(141)3305137

_publ_requested_journal          'Acta Crystallographica Section C'
_publ_requested_coeditor_name    ?
_publ_contact_letter             # Include date of submission
;
Date of submission ?
 
Please consider this CIF submission for publication as a
Regular Structural Paper in Acta Crystallographica C.
;
_publ_requested_category         ?

#------------------ PROCESSING SUMMARY (JOURNAL OFFICE ONLY) ----------------#

_journal_date_recd_electronic    ?
_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?
_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?
_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          ?
_journal_techeditor_code         ?
_journal_techeditor_notes        ?
_journal_coden_ASTM              ?
_journal_name_full               ?
_journal_year                    ?
_journal_volume                  ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?
_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

#------------------ TITLE AND AUTHOR LIST------------------------------------#

_publ_section_title              
;
 ?
;

_publ_section_title_footnote     
;
?
;

loop_
_publ_author_name
_publ_author_address
'Farrugia, Louis J.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

#------------------ TEXT ----------------------------------------------------#

_publ_section_synopsis           
;
# Insert blank lines between paragraphs
?
;
_publ_section_abstract           
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_comment            
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_exptl_prep         
;
 ?
;

_publ_section_exptl_refinement   
;
 ?
;

# Insert blank lines between references

_publ_section_references         
;
 Allen, F.H., Kennard, O. & Taylor, R. (1983).
   Acc. Chem. Res.  16, 146-153.
 
 Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A.
   (1993) J. Appl. Cryst. 26, 343-350.
 
 Altomare, A. Burla, M. C., Camalli, M., Cascarano, G. L.,
 Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G.
 & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119.
 
 Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
 Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
 Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
 Beurskens, P.T., Beurskens, G., de Gelder, R.,
   Garciía-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M.
   (1999) The DIRDIF-99 program system,
   Technical Report of the Crystallography Laboratory,
   University of Nijmegen, The Netherlands.
 
 Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
 Enraf-Nonius (1994). CAD4Express Software. Enraf-Nonius, Delft,
   The Netherlands.
 
 Farrugia, L. J. (1997) ORTEP-3 for Windows, J. Appl. Cryst. 30, 565.
 
 Farrugia, L. J. (1999) WinGX, J. Appl. Cryst. 32, 837-838.
 
 Flack, H.D. (1983). Acta Cryst. A39, 876-881.
 
 Harms, K. & Wocadlo, S. (1995) XCAD-4. Program for Processing CAD-4
 Diffractometer Data. University of Marburg, Germany.
 
 Johnson, C.K. (1965). ORTEP. Report ORNL-3794. Oak Ridge National
 Laboratory, Tennessee, USA.
 
 Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
 North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
 Orpen, A. G., Brammer, L., Allen, F. H., Kennard, O., Watson, D. G.,
 & Taylor, R. (1992). International Tables for Crystallography,
 Volume C.
 
 Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
 edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
 Oxford University Press.
 
 Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
   University of Göttingen, Germany.
 
 Spek, A.L. (1990). Acta Cryst. A46, C34
 
 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
 Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
 Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
   Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
 Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
 ?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
         isotropic displacement parameters (Å²)
 
Table 2. Selected geometric parameters (Å ,° )
;

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_cu-h2ca-61-1

_audit_creation_date             2013-03-06T14:24:41-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C20 H14 Cl2 Cu1 N2 O5'
_chemical_formula_sum            'C20 H14 Cl2 Cu N2 O5'
_chemical_formula_weight         496.79
_chemical_absolute_configuration unk

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.00760(10)
_cell_length_b                   7.42350(10)
_cell_length_c                   14.1624(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.8730(10)
_cell_angle_gamma                90
_cell_volume                     946.90(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3943
_cell_measurement_theta_min      3.1182
_cell_measurement_theta_max      75.6175

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       rod
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             502
_exptl_absorpt_coefficient_mu    4.567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.27014
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            4733
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         75.8
_diffrn_reflns_theta_full        75.8
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_reflns_number_total             2775
_reflns_number_gt                2724
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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)+(0.1605P)²+0.3160P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.005(2)
_refine_ls_number_reflns         2775
_refine_ls_number_parameters     276
_refine_ls_number_restraints     3
_refine_ls_R_factor_gt           0.0724
_refine_ls_wR_factor_ref         0.1997
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.10(4)
_refine_diff_density_max         1.219
_refine_diff_density_min         -1.177

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.965 0.589 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.031 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
Cu1 Cu 0.80201(7) -0.00123(12) 0.24527(5) 0.0360(3) Uani 1 d . . .
Cl1 Cl 0.40773(18) -0.2361(4) 0.03230(12) 0.0627(6) Uani 1 d . . .
Cl2 Cl 0.41454(18) -0.1354(3) 0.47762(11) 0.0604(5) Uani 1 d . . .
O1 O 0.6493(4) -0.0333(7) 0.3389(3) 0.0442(11) Uani 1 d . . .
O2 O 0.6455(4) -0.0716(8) 0.1563(3) 0.0434(9) Uani 1 d . . .
O3 O 0.1672(5) -0.3210(9) 0.1680(4) 0.0586(14) Uani 1 d . . .
O4 O 0.1751(6) -0.2923(11) 0.3545(4) 0.0635(16) Uani 1 d . . .
C1 C 0.5309(6) -0.1059(9) 0.3040(4) 0.0376(12) Uani 1 d . . .
C2 C 0.5289(5) -0.1265(9) 0.1976(4) 0.0365(11) Uani 1 d . . .
C3 C 0.4086(6) -0.2055(10) 0.1535(4) 0.0424(13) Uani 1 d . . .
C4 C 0.2812(7) -0.2574(9) 0.2039(5) 0.0417(13) Uani 1 d . . .
C5 C 0.2834(7) -0.2406(9) 0.3125(5) 0.0414(13) Uani 1 d . . .
C6 C 0.4123(6) -0.1609(10) 0.3558(4) 0.0415(13) Uani 1 d . . .
N1 N 0.9487(5) 0.1100(7) 0.3345(3) 0.0344(9) Uani 1 d . . .
N2 N 0.9497(5) 0.0731(7) 0.1502(3) 0.0337(9) Uani 1 d . . .
C7 C 0.9378(6) 0.1412(10) 0.4272(4) 0.0413(12) Uani 1 d . . .
H7 H 0.8502 0.1117 0.4575 0.05 Uiso 1 calc R . .
C8 C 1.0548(7) 0.2170(11) 0.4796(4) 0.0463(14) Uani 1 d . . .
H8 H 1.0442 0.2373 0.544 0.056 Uiso 1 calc R . .
C9 C 1.1840(7) 0.2613(10) 0.4370(5) 0.0474(14) Uani 1 d . . .
H9 H 1.2628 0.308 0.4724 0.057 Uiso 1 calc R . .
C10 C 1.1982(7) 0.2357(10) 0.3380(4) 0.0404(12) Uani 1 d . . .
C11 C 1.0750(6) 0.1600(7) 0.2912(4) 0.0341(11) Uani 1 d . . .
C12 C 1.0785(6) 0.1396(8) 0.1905(4) 0.0354(10) Uani 1 d . . .
C13 C 1.2015(7) 0.1905(9) 0.1396(4) 0.0395(12) Uani 1 d . . .
C14 C 1.1921(7) 0.1715(11) 0.0405(4) 0.0480(14) Uani 1 d . . .
H14 H 1.2728 0.2005 0.0032 0.058 Uiso 1 calc R . .
C15 C 1.0629(8) 0.1099(13) 0.0000(4) 0.0520(16) Uani 1 d . . .
H15 H 1.0545 0.1006 -0.0653 0.062 Uiso 1 calc R . .
C16 C 0.9439(7) 0.0610(10) 0.0563(4) 0.0429(13) Uani 1 d . . .
H16 H 0.8575 0.0184 0.0274 0.052 Uiso 1 calc R . .
C17 C 1.3252(7) 0.2847(10) 0.2852(5) 0.0446(14) Uani 1 d . . .
H17 H 1.4077 0.3327 0.3165 0.054 Uiso 1 calc R . .
C18 C 1.3284(7) 0.2628(11) 0.1901(5) 0.0455(15) Uani 1 d . . .
H18 H 1.4131 0.2946 0.1572 0.055 Uiso 1 calc R . .
O5 O 0.8861(5) -0.2896(6) 0.2553(4) 0.0498(11) Uani 1 d D . .
H5 H 0.969(4) -0.319(8) 0.239(5) 0.05(2) Uiso 1 d D . .
C19 C 0.8170(10) -0.4370(13) 0.2978(7) 0.065(2) Uani 1 d D . .
H19A H 0.7552 -0.3936 0.3485 0.078 Uiso 1 calc R . .
H19B H 0.8927 -0.5144 0.3256 0.078 Uiso 1 calc R . .
C20 C 0.7240(12) -0.5451(12) 0.2315(9) 0.087(4) Uani 1 d . . .
H20A H 0.6793 -0.643 0.265 0.13 Uiso 1 calc R . .
H20B H 0.7848 -0.592 0.1822 0.13 Uiso 1 calc R . .
H20C H 0.6476 -0.4701 0.2044 0.13 Uiso 1 calc R . .



#------------------ MOLECULAR GEOMETRY --------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.939(4) . ?
Cu1 O2 1.947(4) . ?
Cu1 N2 1.986(5) . ?
Cu1 N1 1.993(4) . ?
Cu1 O5 2.275(5) . ?
Cl1 C3 1.732(7) . ?
Cl2 C6 1.735(6) . ?
O1 C1 1.286(7) . ?
O2 C2 1.276(7) . ?
O3 C4 1.233(8) . ?
O4 C5 1.213(9) . ?
C1 C6 1.368(8) . ?
C1 C2 1.514(8) . ?
C2 C3 1.374(8) . ?
C3 C4 1.413(9) . ?
C4 C5 1.543(9) . ?
C5 C6 1.433(9) . ?
N1 C7 1.339(7) . ?
N1 C11 1.353(7) . ?
N2 C16 1.333(7) . ?
N2 C12 1.376(7) . ?
C7 C8 1.398(9) . ?
C7 H7 0.93 . ?
C8 C9 1.360(10) . ?
C8 H8 0.93 . ?
C9 C10 1.423(9) . ?
C9 H9 0.93 . ?
C10 C11 1.402(8) . ?
C10 C17 1.423(9) . ?
C11 C12 1.435(8) . ?
C12 C13 1.383(8) . ?
C13 C14 1.411(9) . ?
C13 C18 1.443(9) . ?
C14 C15 1.368(10) . ?
C14 H14 0.93 . ?
C15 C16 1.394(9) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?
C17 C18 1.358(10) . ?
C17 H17 0.93 . ?
C18 H18 0.93 . ?
O5 C19 1.400(10) . ?
O5 H5 0.82(2) . ?
C19 C20 1.484(12) . ?
C19 H19A 0.97 . ?
C19 H19B 0.97 . ?
C20 H20A 0.96 . ?
C20 H20B 0.96 . ?
C20 H20C 0.96 . ?

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 O2 83.97(18) . . ?
O1 Cu1 N2 170.8(2) . . ?
O2 Cu1 N2 97.01(18) . . ?
O1 Cu1 N1 95.04(18) . . ?
O2 Cu1 N1 170.9(2) . . ?
N2 Cu1 N1 82.53(19) . . ?
O1 Cu1 O5 94.6(2) . . ?
O2 Cu1 O5 91.4(2) . . ?
N2 Cu1 O5 94.5(2) . . ?
N1 Cu1 O5 97.66(19) . . ?
C1 O1 Cu1 112.4(4) . . ?
C2 O2 Cu1 112.5(4) . . ?
O1 C1 C6 124.7(5) . . ?
O1 C1 C2 114.9(5) . . ?
C6 C1 C2 120.4(5) . . ?
O2 C2 C3 125.2(5) . . ?
O2 C2 C1 115.2(5) . . ?
C3 C2 C1 119.5(5) . . ?
C2 C3 C4 121.9(6) . . ?
C2 C3 Cl1 119.9(5) . . ?
C4 C3 Cl1 118.2(5) . . ?
O3 C4 C3 125.1(6) . . ?
O3 C4 C5 116.1(6) . . ?
C3 C4 C5 118.8(6) . . ?
O4 C5 C6 125.0(7) . . ?
O4 C5 C4 117.7(6) . . ?
C6 C5 C4 117.3(5) . . ?
C1 C6 C5 121.9(6) . . ?
C1 C6 Cl2 120.2(5) . . ?
C5 C6 Cl2 117.9(4) . . ?
C7 N1 C11 118.2(5) . . ?
C7 N1 Cu1 129.5(4) . . ?
C11 N1 Cu1 112.4(4) . . ?
C16 N2 C12 117.2(5) . . ?
C16 N2 Cu1 129.9(4) . . ?
C12 N2 Cu1 112.8(4) . . ?
N1 C7 C8 121.6(5) . . ?
N1 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C9 C8 C7 120.3(6) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 119.7(6) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 115.9(6) . . ?
C11 C10 C17 119.4(6) . . ?
C9 C10 C17 124.6(6) . . ?
N1 C11 C10 124.1(5) . . ?
N1 C11 C12 116.9(5) . . ?
C10 C11 C12 118.9(5) . . ?
N2 C12 C13 124.0(5) . . ?
N2 C12 C11 114.7(5) . . ?
C13 C12 C11 121.3(5) . . ?
C12 C13 C14 117.0(6) . . ?
C12 C13 C18 118.5(6) . . ?
C14 C13 C18 124.4(6) . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 120.3(6) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
N2 C16 C15 122.3(6) . . ?
N2 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C18 C17 C10 121.3(6) . . ?
C18 C17 H17 119.4 . . ?
C10 C17 H17 119.4 . . ?
C17 C18 C13 120.6(5) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C19 O5 Cu1 127.8(5) . . ?
C19 O5 H5 110(4) . . ?
Cu1 O5 H5 122(4) . . ?
O5 C19 C20 113.6(8) . . ?
O5 C19 H19A 108.8 . . ?
C20 C19 H19A 108.8 . . ?
O5 C19 H19B 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cu1 O1 C1 8.9(5) . . . . ?
N2 Cu1 O1 C1 105.6(12) . . . . ?
N1 Cu1 O1 C1 179.9(5) . . . . ?
O5 Cu1 O1 C1 -82.0(5) . . . . ?
O1 Cu1 O2 C2 -8.4(5) . . . . ?
N2 Cu1 O2 C2 -179.2(5) . . . . ?
N1 Cu1 O2 C2 -92.7(13) . . . . ?
O5 Cu1 O2 C2 86.1(5) . . . . ?
Cu1 O1 C1 C6 172.9(5) . . . . ?
Cu1 O1 C1 C2 -7.8(7) . . . . ?
Cu1 O2 C2 C3 -171.4(5) . . . . ?
Cu1 O2 C2 C1 6.4(7) . . . . ?
O1 C1 C2 O2 0.9(8) . . . . ?
C6 C1 C2 O2 -179.7(6) . . . . ?
O1 C1 C2 C3 178.9(6) . . . . ?
C6 C1 C2 C3 -1.8(9) . . . . ?
O2 C2 C3 C4 -177.8(6) . . . . ?
C1 C2 C3 C4 4.4(10) . . . . ?
O2 C2 C3 Cl1 -0.3(10) . . . . ?
C1 C2 C3 Cl1 -178.0(4) . . . . ?
C2 C3 C4 O3 176.5(7) . . . . ?
Cl1 C3 C4 O3 -1.2(10) . . . . ?
C2 C3 C4 C5 -5.6(10) . . . . ?
Cl1 C3 C4 C5 176.7(5) . . . . ?
O3 C4 C5 O4 0.8(10) . . . . ?
C3 C4 C5 O4 -177.3(7) . . . . ?
O3 C4 C5 C6 -177.7(7) . . . . ?
C3 C4 C5 C6 4.2(9) . . . . ?
O1 C1 C6 C5 179.8(6) . . . . ?
C2 C1 C6 C5 0.5(10) . . . . ?
O1 C1 C6 Cl2 -0.2(10) . . . . ?
C2 C1 C6 Cl2 -179.5(4) . . . . ?
O4 C5 C6 C1 179.8(7) . . . . ?
C4 C5 C6 C1 -1.8(9) . . . . ?
O4 C5 C6 Cl2 -0.1(10) . . . . ?
C4 C5 C6 Cl2 178.3(5) . . . . ?
O1 Cu1 N1 C7 1.9(6) . . . . ?
O2 Cu1 N1 C7 85.3(13) . . . . ?
N2 Cu1 N1 C7 173.0(6) . . . . ?
O5 Cu1 N1 C7 -93.5(6) . . . . ?
O1 Cu1 N1 C11 -177.5(4) . . . . ?
O2 Cu1 N1 C11 -94.1(12) . . . . ?
N2 Cu1 N1 C11 -6.4(4) . . . . ?
O5 Cu1 N1 C11 87.1(4) . . . . ?
O1 Cu1 N2 C16 -100.8(12) . . . . ?
O2 Cu1 N2 C16 -5.2(6) . . . . ?
N1 Cu1 N2 C16 -176.1(6) . . . . ?
O5 Cu1 N2 C16 86.8(6) . . . . ?
O1 Cu1 N2 C12 82.2(12) . . . . ?
O2 Cu1 N2 C12 177.8(4) . . . . ?
N1 Cu1 N2 C12 6.9(4) . . . . ?
O5 Cu1 N2 C12 -90.2(4) . . . . ?
C11 N1 C7 C8 -2.4(9) . . . . ?
Cu1 N1 C7 C8 178.2(5) . . . . ?
N1 C7 C8 C9 0.0(11) . . . . ?
C7 C8 C9 C10 2.1(12) . . . . ?
C8 C9 C10 C11 -1.7(11) . . . . ?
C8 C9 C10 C17 177.0(7) . . . . ?
C7 N1 C11 C10 2.8(9) . . . . ?
Cu1 N1 C11 C10 -177.7(5) . . . . ?
C7 N1 C11 C12 -174.6(5) . . . . ?
Cu1 N1 C11 C12 4.9(6) . . . . ?
C9 C10 C11 N1 -0.8(10) . . . . ?
C17 C10 C11 N1 -179.5(6) . . . . ?
C9 C10 C11 C12 176.6(6) . . . . ?
C17 C10 C11 C12 -2.1(9) . . . . ?
C16 N2 C12 C13 -1.3(9) . . . . ?
Cu1 N2 C12 C13 176.1(5) . . . . ?
C16 N2 C12 C11 176.3(5) . . . . ?
Cu1 N2 C12 C11 -6.3(6) . . . . ?
N1 C11 C12 N2 0.9(7) . . . . ?
C10 C11 C12 N2 -176.7(6) . . . . ?
N1 C11 C12 C13 178.6(6) . . . . ?
C10 C11 C12 C13 1.0(9) . . . . ?
N2 C12 C13 C14 -0.2(9) . . . . ?
C11 C12 C13 C14 -177.7(6) . . . . ?
N2 C12 C13 C18 178.4(6) . . . . ?
C11 C12 C13 C18 0.9(9) . . . . ?
C12 C13 C14 C15 1.9(10) . . . . ?
C18 C13 C14 C15 -176.6(7) . . . . ?
C13 C14 C15 C16 -2.1(12) . . . . ?
C12 N2 C16 C15 1.1(10) . . . . ?
Cu1 N2 C16 C15 -175.8(6) . . . . ?
C14 C15 C16 N2 0.6(12) . . . . ?
C11 C10 C17 C18 1.3(11) . . . . ?
C9 C10 C17 C18 -177.3(7) . . . . ?
C10 C17 C18 C13 0.7(11) . . . . ?
C12 C13 C18 C17 -1.8(10) . . . . ?
C14 C13 C18 C17 176.7(7) . . . . ?
O1 Cu1 O5 C19 14.0(7) . . . . ?
O2 Cu1 O5 C19 -70.1(7) . . . . ?
N2 Cu1 O5 C19 -167.2(6) . . . . ?
N1 Cu1 O5 C19 109.7(6) . . . . ?
Cu1 O5 C19 C20 93.1(9) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 973345'
#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-03-06 at 15:26:17
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.3
#  Request file    : c:\program files\wingx\files\cifdoc.dat
#  CIF files read  : cu-h2ca-56 cu-h2ca-56-teh struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2013-03-06
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ SUBMISSION DETAILS --------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Farrugia, Louis J.'
_publ_contact_author_address     
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;
_publ_contact_author_email       louis@chem.gla.ac.uk
_publ_contact_author_fax         44(141)3304888
_publ_contact_author_phone       44(141)3305137

_publ_requested_journal          'Acta Crystallographica Section C'
_publ_requested_coeditor_name    ?
_publ_contact_letter             # Include date of submission
;
Date of submission ?
 
Please consider this CIF submission for publication as a
Regular Structural Paper in Acta Crystallographica C.
;
_publ_requested_category         ?

#------------------ PROCESSING SUMMARY (JOURNAL OFFICE ONLY) ----------------#

_journal_date_recd_electronic    ?
_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?
_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?
_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          ?
_journal_techeditor_code         ?
_journal_techeditor_notes        ?
_journal_coden_ASTM              ?
_journal_name_full               ?
_journal_year                    ?
_journal_volume                  ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?
_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

#------------------ TITLE AND AUTHOR LIST------------------------------------#

_publ_section_title              
;
 ?
;

_publ_section_title_footnote     
;
?
;

loop_
_publ_author_name
_publ_author_address
'Farrugia, Louis J.'
;
Department of Chemistry
University of Glasgow
Glasgow G12 8QQ
Scotland  UK
;

#------------------ TEXT ----------------------------------------------------#

_publ_section_synopsis           
;
# Insert blank lines between paragraphs
?
;
_publ_section_abstract           
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_comment            
;
# Insert blank lines between paragraphs
 ?
;

_publ_section_exptl_prep         
;
 ?
;

_publ_section_exptl_refinement   
;
 ?
;

# Insert blank lines between references

_publ_section_references         
;
 Allen, F.H., Kennard, O. & Taylor, R. (1983).
   Acc. Chem. Res.  16, 146-153.
 
 Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A.
   (1993) J. Appl. Cryst. 26, 343-350.
 
 Altomare, A. Burla, M. C., Camalli, M., Cascarano, G. L.,
 Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G.
 & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119.
 
 Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
 Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
 Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
 Beurskens, P.T., Beurskens, G., de Gelder, R.,
   Garciía-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M.
   (1999) The DIRDIF-99 program system,
   Technical Report of the Crystallography Laboratory,
   University of Nijmegen, The Netherlands.
 
 Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
 Enraf-Nonius (1994). CAD4Express Software. Enraf-Nonius, Delft,
   The Netherlands.
 
 Farrugia, L. J. (1997) ORTEP-3 for Windows, J. Appl. Cryst. 30, 565.
 
 Farrugia, L. J. (1999) WinGX, J. Appl. Cryst. 32, 837-838.
 
 Flack, H.D. (1983). Acta Cryst. A39, 876-881.
 
 Harms, K. & Wocadlo, S. (1995) XCAD-4. Program for Processing CAD-4
 Diffractometer Data. University of Marburg, Germany.
 
 Johnson, C.K. (1965). ORTEP. Report ORNL-3794. Oak Ridge National
 Laboratory, Tennessee, USA.
 
 Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
 North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
 Orpen, A. G., Brammer, L., Allen, F. H., Kennard, O., Watson, D. G.,
 & Taylor, R. (1992). International Tables for Crystallography,
 Volume C.
 
 Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
   refinement. University of Göttingen, Germany.
 
 Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
 edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
 Oxford University Press.
 
 Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
   University of Göttingen, Germany.
 
 Spek, A.L. (1990). Acta Cryst. A46, C34
 
 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
 Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
 Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
   Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
 Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
 ?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
         isotropic displacement parameters (Å²)
 
Table 2. Selected geometric parameters (Å ,° )
;

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_cu-h2ca-56

_audit_creation_date             2013-03-06T15:26:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C31 H30 Cl2 Cu1 N4 O5'
_chemical_formula_sum            'C31 H20 Cl2 Cu N4 O5'
_chemical_formula_weight         662.98

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
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                   12.3532(6)
_cell_length_b                   15.0096(7)
_cell_length_c                   16.3027(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.011(6)
_cell_angle_gamma                90
_cell_volume                     2821.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3458
_cell_measurement_theta_min      2.9012
_cell_measurement_theta_max      75.5701

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1348
_exptl_absorpt_coefficient_mu    3.255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.23678
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            6044
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.84
_diffrn_reflns_theta_max         75.75
_diffrn_reflns_theta_full        75.75
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.957
_reflns_number_total             2815
_reflns_number_gt                2417
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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)+(0.0813P)²+1.8711P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2815
_refine_ls_number_parameters     207
_refine_ls_number_restraints     9
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.151
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.637

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.965 0.589 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.031 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
Cu1 Cu 0.5 0.31948(4) 0.25 0.0385(2) Uani 1 d S . .
Cl1 Cl 0.76681(7) 0.58774(6) 0.37112(5) 0.0569(3) Uani 1 d . . .
O1 O 0.6084(2) 0.43286(15) 0.30767(14) 0.0497(5) Uani 1 d . . .
O2 O 0.6148(2) 0.74455(16) 0.29296(16) 0.0580(6) Uani 1 d . . .
C1 C 0.5639(2) 0.50843(19) 0.28182(16) 0.0391(6) Uani 1 d . . .
C2 C 0.6206(3) 0.5885(2) 0.30419(18) 0.0418(6) Uani 1 d . . .
C3 C 0.5664(3) 0.67171(19) 0.27675(18) 0.0411(6) Uani 1 d . . .
N1 N 0.5628(2) 0.31448(17) 0.15174(15) 0.0393(5) Uani 1 d . . .
C7 C 0.6512(3) 0.3608(2) 0.1461(2) 0.0488(7) Uani 1 d . . .
H7 H 0.6927 0.3977 0.1926 0.059 Uiso 1 calc R . .
C8 C 0.6844(3) 0.3563(3) 0.0730(2) 0.0540(8) Uani 1 d . . .
H8 H 0.746 0.3906 0.0707 0.065 Uiso 1 calc R . .
C9 C 0.6257(3) 0.3012(3) 0.0046(2) 0.0512(7) Uani 1 d . . .
H9 H 0.6474 0.2976 -0.0444 0.061 Uiso 1 calc R . .
C10 C 0.5327(3) 0.2503(2) 0.00873(18) 0.0454(7) Uani 1 d . . .
C11 C 0.5033(2) 0.25989(19) 0.08405(17) 0.0392(6) Uani 1 d . . .
C12 C 0.4665(4) 0.1900(3) -0.0592(2) 0.0570(8) Uani 1 d . . .
H12 H 0.4861 0.1828 -0.1088 0.068 Uiso 1 calc R . .
N2 N 0.6188(2) 0.22441(17) 0.33559(16) 0.0434(5) Uani 1 d . . .
C13 C 0.7079(3) 0.1810(2) 0.3288(2) 0.0540(8) Uani 1 d . . .
H13 H 0.7271 0.1905 0.2794 0.065 Uiso 1 calc R . .
C14 C 0.7751(3) 0.1210(3) 0.3931(3) 0.0624(9) Uani 1 d . . .
H14 H 0.8368 0.091 0.3855 0.075 Uiso 1 calc R . .
C15 C 0.7493(3) 0.1070(3) 0.4666(2) 0.0608(9) Uani 1 d . . .
H15 H 0.7936 0.0677 0.5096 0.073 Uiso 1 calc R . .
C16 C 0.6555(3) 0.1523(2) 0.4773(2) 0.0486(7) Uani 1 d . . .
C17 C 0.5924(3) 0.21056(19) 0.40882(17) 0.0399(6) Uani 1 d . . .
C18 C 0.6229(4) 0.1437(3) 0.5526(2) 0.0602(9) Uani 1 d . . .
H18 H 0.6644 0.1055 0.5978 0.072 Uiso 1 calc R . .
O3 O 0.5809(6) 0.9262(5) 0.2693(6) 0.107(3) Uani 0.5 d PD . .
H3 H 0.5792 0.8935 0.3091 0.16 Uiso 0.5 calc PR . .
C19 C 0.5 0.9774(6) 0.25 0.132(4) Uani 1 d SD . .
H19A H 0.5 1.0387(9) 0.25 0.2 Uiso 1 d SD . .
H19B H 0.446(4) 0.949(4) 0.198(3) 0.2 Uiso 0.5 d PD . .
H19C H 0.465(5) 0.961(3) 0.293(4) 0.2 Uiso 0.5 d PD . .



#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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 N1 2.016(2) . ?
Cu1 N1 2.016(2) 2_655 ?
Cu1 N2 2.161(3) 2_655 ?
Cu1 N2 2.161(3) . ?
Cu1 O1 2.161(2) . ?
Cu1 O1 2.161(2) 2_655 ?
Cl1 C2 1.744(3) . ?
O1 C1 1.265(4) . ?
O2 C3 1.229(4) . ?
C1 C2 1.373(4) . ?
C1 C1 1.547(6) 2_655 ?
C2 C3 1.411(4) . ?
C3 C3 1.557(6) 2_655 ?
N1 C7 1.326(4) . ?
N1 C11 1.359(4) . ?
C7 C8 1.393(5) . ?
C7 H7 0.93 . ?
C8 C9 1.369(5) . ?
C8 H8 0.93 . ?
C9 C10 1.401(5) . ?
C9 H9 0.93 . ?
C10 C11 1.408(4) . ?
C10 C12 1.438(5) . ?
C11 C17 1.434(4) 2_655 ?
C12 C18 1.341(6) 2_655 ?
C12 H12 0.93 . ?
N2 C13 1.317(4) . ?
N2 C17 1.362(4) . ?
C13 C14 1.405(5) . ?
C13 H13 0.93 . ?
C14 C15 1.362(6) . ?
C14 H14 0.93 . ?
C15 C16 1.407(5) . ?
C15 H15 0.93 . ?
C16 C17 1.412(4) . ?
C16 C18 1.429(5) . ?
C17 C11 1.434(4) 2_655 ?
C18 C12 1.341(6) 2_655 ?
C18 H18 0.93 . ?
O3 C19 1.209(8) . ?
O3 H3 0.82 . ?
C19 O3 1.209(8) 2_655 ?
C19 H19A 0.921(10) . ?
C19 H19B 0.972(11) . ?
C19 H19C 0.972(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 175.73(14) . 2_655 ?
N1 Cu1 N2 80.10(10) . 2_655 ?
N1 Cu1 N2 97.06(9) 2_655 2_655 ?
N1 Cu1 N2 97.06(9) . . ?
N1 Cu1 N2 80.09(10) 2_655 . ?
N2 Cu1 N2 97.33(14) 2_655 . ?
N1 Cu1 O1 91.16(10) . . ?
N1 Cu1 O1 92.20(9) 2_655 . ?
N2 Cu1 O1 166.52(9) 2_655 . ?
N2 Cu1 O1 93.88(9) . . ?
N1 Cu1 O1 92.20(9) . 2_655 ?
N1 Cu1 O1 91.16(9) 2_655 2_655 ?
N2 Cu1 O1 93.88(9) 2_655 2_655 ?
N2 Cu1 O1 166.52(9) . 2_655 ?
O1 Cu1 O1 76.10(12) . 2_655 ?
C1 O1 Cu1 115.7(2) . . ?
O1 C1 C2 125.3(3) . . ?
O1 C1 C1 116.12(17) . 2_655 ?
C2 C1 C1 118.59(17) . 2_655 ?
C1 C2 C3 123.5(3) . . ?
C1 C2 Cl1 118.4(2) . . ?
C3 C2 Cl1 118.1(2) . . ?
O2 C3 C2 125.4(3) . . ?
O2 C3 C3 117.0(2) . 2_655 ?
C2 C3 C3 117.52(18) . 2_655 ?
C7 N1 C11 118.6(3) . . ?
C7 N1 Cu1 126.7(2) . . ?
C11 N1 Cu1 114.66(19) . . ?
N1 C7 C8 122.4(3) . . ?
N1 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C9 C8 C7 119.6(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 117.4(3) . . ?
C9 C10 C12 123.8(3) . . ?
C11 C10 C12 118.9(3) . . ?
N1 C11 C10 122.4(3) . . ?
N1 C11 C17 117.8(2) . 2_655 ?
C10 C11 C17 119.8(3) . 2_655 ?
C18 C12 C10 121.4(3) 2_655 . ?
C18 C12 H12 119.3 2_655 . ?
C10 C12 H12 119.3 . . ?
C13 N2 C17 117.9(3) . . ?
C13 N2 Cu1 131.8(2) . . ?
C17 N2 Cu1 110.26(19) . . ?
N2 C13 C14 122.9(3) . . ?
N2 C13 H13 118.5 . . ?
C14 C13 H13 118.5 . . ?
C15 C14 C13 119.5(3) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C17 116.6(3) . . ?
C15 C16 C18 124.2(3) . . ?
C17 C16 C18 119.2(3) . . ?
N2 C17 C16 123.3(3) . . ?
N2 C17 C11 117.1(3) . 2_655 ?
C16 C17 C11 119.6(3) . 2_655 ?
C12 C18 C16 121.1(3) 2_655 . ?
C12 C18 H18 119.4 2_655 . ?
C16 C18 H18 119.4 . . ?
C19 O3 H3 109.5 . . ?
O3 C19 O3 101.2(10) 2_655 . ?
O3 C19 H19A 129.4(5) 2_655 . ?
O3 C19 H19A 129.4(5) . . ?
O3 C19 H19B 42(5) 2_655 . ?
O3 C19 H19B 101(2) . . ?
H19A C19 H19B 116(4) . . ?
O3 C19 H19C 59(4) 2_655 . ?
O3 C19 H19C 101(2) . . ?
H19A C19 H19C 104(2) . . ?
H19B C19 H19C 100(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cu1 O1 C1 90.3(2) . . . . ?
N1 Cu1 O1 C1 -92.3(2) 2_655 . . . ?
N2 Cu1 O1 C1 41.1(5) 2_655 . . . ?
N2 Cu1 O1 C1 -172.5(2) . . . . ?
O1 Cu1 O1 C1 -1.68(15) 2_655 . . . ?
Cu1 O1 C1 C2 -174.3(2) . . . . ?
Cu1 O1 C1 C1 4.2(4) . . . 2_655 ?
O1 C1 C2 C3 -177.3(3) . . . . ?
C1 C1 C2 C3 4.2(5) 2_655 . . . ?
O1 C1 C2 Cl1 1.9(4) . . . . ?
C1 C1 C2 Cl1 -176.6(2) 2_655 . . . ?
C1 C2 C3 O2 -177.5(3) . . . . ?
Cl1 C2 C3 O2 3.3(4) . . . . ?
C1 C2 C3 C3 4.0(5) . . . 2_655 ?
Cl1 C2 C3 C3 -175.3(2) . . . 2_655 ?
N1 Cu1 N1 C7 -133.0(3) 2_655 . . . ?
N2 Cu1 N1 C7 178.6(3) 2_655 . . . ?
N2 Cu1 N1 C7 -85.1(3) . . . . ?
O1 Cu1 N1 C7 8.9(3) . . . . ?
O1 Cu1 N1 C7 85.1(3) 2_655 . . . ?
N1 Cu1 N1 C11 49.71(19) 2_655 . . . ?
N2 Cu1 N1 C11 1.34(19) 2_655 . . . ?
N2 Cu1 N1 C11 97.6(2) . . . . ?
O1 Cu1 N1 C11 -168.3(2) . . . . ?
O1 Cu1 N1 C11 -92.2(2) 2_655 . . . ?
C11 N1 C7 C8 0.8(5) . . . . ?
Cu1 N1 C7 C8 -176.4(2) . . . . ?
N1 C7 C8 C9 -1.2(5) . . . . ?
C7 C8 C9 C10 0.3(5) . . . . ?
C8 C9 C10 C11 0.9(5) . . . . ?
C8 C9 C10 C12 -179.4(3) . . . . ?
C7 N1 C11 C10 0.5(4) . . . . ?
Cu1 N1 C11 C10 178.0(2) . . . . ?
C7 N1 C11 C17 -179.8(3) . . . 2_655 ?
Cu1 N1 C11 C17 -2.2(3) . . . 2_655 ?
C9 C10 C11 N1 -1.3(4) . . . . ?
C12 C10 C11 N1 178.9(3) . . . . ?
C9 C10 C11 C17 179.0(3) . . . 2_655 ?
C12 C10 C11 C17 -0.8(4) . . . 2_655 ?
C9 C10 C12 C18 -179.0(4) . . . 2_655 ?
C11 C10 C12 C18 0.8(5) . . . 2_655 ?
N1 Cu1 N2 C13 3.6(3) . . . . ?
N1 Cu1 N2 C13 -179.6(3) 2_655 . . . ?
N2 Cu1 N2 C13 84.4(3) 2_655 . . . ?
O1 Cu1 N2 C13 -88.1(3) . . . . ?
O1 Cu1 N2 C13 -129.5(4) 2_655 . . . ?
N1 Cu1 N2 C17 -177.06(19) . . . . ?
N1 Cu1 N2 C17 -0.27(19) 2_655 . . . ?
N2 Cu1 N2 C17 -96.2(2) 2_655 . . . ?
O1 Cu1 N2 C17 91.3(2) . . . . ?
O1 Cu1 N2 C17 49.9(5) 2_655 . . . ?
C17 N2 C13 C14 0.7(5) . . . . ?
Cu1 N2 C13 C14 180.0(3) . . . . ?
N2 C13 C14 C15 -0.9(6) . . . . ?
C13 C14 C15 C16 0.4(6) . . . . ?
C14 C15 C16 C17 0.2(5) . . . . ?
C14 C15 C16 C18 -178.6(4) . . . . ?
C13 N2 C17 C16 0.0(4) . . . . ?
Cu1 N2 C17 C16 -179.5(2) . . . . ?
C13 N2 C17 C11 178.7(3) . . . 2_655 ?
Cu1 N2 C17 C11 -0.8(3) . . . 2_655 ?
C15 C16 C17 N2 -0.4(5) . . . . ?
C18 C16 C17 N2 178.5(3) . . . . ?
C15 C16 C17 C11 -179.1(3) . . . 2_655 ?
C18 C16 C17 C11 -0.2(5) . . . 2_655 ?
C15 C16 C18 C12 178.9(4) . . . 2_655 ?
C17 C16 C18 C12 0.1(5) . . . 2_655 ?

_database_code_depnum_ccdc_archive 'CCDC 973346'
