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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_akb73b_0ma1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C100 H152 Cu16 N40 O64'
_chemical_formula_weight         3955.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P4/nnc

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

_cell_length_a                   21.974(3)
_cell_length_b                   21.974(3)
_cell_length_c                   16.490(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7962(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      24.68

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4016
_exptl_absorpt_coefficient_mu    2.185
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6334
_exptl_absorpt_correction_T_max  0.7496
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX-II CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            59330
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         25.92
_reflns_number_total             3859
_reflns_number_gt                2954
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_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)+(0.0357P)²+38.4540P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       none
_refine_ls_number_reflns         3859
_refine_ls_number_parameters     262
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1639
_refine_ls_wR_factor_gt          0.1549
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.65824(4) 0.01390(3) 0.27188(5) 0.0594(3) Uani 1 1 d . . .
Cu2 Cu 0.53912(4) -0.00864(4) 0.15866(5) 0.0633(3) Uani 1 1 d . . .
O1 O 0.5504(2) 0.0658(2) 0.2141(3) 0.0774(15) Uani 1 1 d . . .
O2 O 0.7699(2) 0.0386(2) 0.3447(3) 0.0765(15) Uani 1 1 d . . .
O3 O 0.6500(4) 0.2074(3) 0.3601(6) 0.147(3) Uani 1 1 d . . .
O4 O 0.7313(2) -0.0657(2) 0.3763(3) 0.0778(15) Uani 1 1 d . . .
H4 H 0.7503 -0.0335 0.3770 0.117 Uiso 1 1 calc R . .
O5 O 0.6072(2) -0.04428(18) 0.2123(3) 0.0577(11) Uani 1 1 d . . .
O6 O 0.5162(2) -0.0792(2) 0.0963(3) 0.0737(14) Uani 1 1 d . . .
O7 O 0.4661(3) 0.0282(3) 0.1155(3) 0.0864(16) Uani 1 1 d . . .
N1 N 0.6006(3) 0.0799(2) 0.2542(4) 0.0626(15) Uani 1 1 d . . .
N2 N 0.7162(3) 0.0664(2) 0.3282(4) 0.0685(16) Uani 1 1 d . . .
N3 N 0.6860(2) -0.0623(2) 0.3198(3) 0.0575(14) Uani 1 1 d . A .
N4 N 0.4661(3) -0.0645(3) 0.0535(4) 0.0769(18) Uani 1 1 d . . .
N5 N 0.4398(3) -0.0099(4) 0.0656(4) 0.084(2) Uani 1 1 d . . .
C1 C 0.5456(5) 0.1721(4) 0.2845(7) 0.120(4) Uani 1 1 d . . .
H1A H 0.5529 0.2093 0.3134 0.180 Uiso 1 1 calc R . .
H1B H 0.5116 0.1513 0.3082 0.180 Uiso 1 1 calc R . .
H1C H 0.5370 0.1811 0.2287 0.180 Uiso 1 1 calc R . .
C2 C 0.6012(4) 0.1324(3) 0.2895(5) 0.072(2) Uani 1 1 d . . .
C3 C 0.6533(5) 0.1556(4) 0.3333(6) 0.097(3) Uani 1 1 d . . .
C4 C 0.7110(5) 0.1232(4) 0.3471(6) 0.094(3) Uani 1 1 d . . .
C5 C 0.7617(5) 0.1565(4) 0.3884(8) 0.143(5) Uani 1 1 d . . .
H5A H 0.7498 0.1979 0.3977 0.214 Uiso 1 1 calc R . .
H5B H 0.7973 0.1557 0.3547 0.214 Uiso 1 1 calc R . .
H5C H 0.7705 0.1372 0.4393 0.214 Uiso 1 1 calc R . .
C6A C 0.6579(7) -0.1593(7) 0.3743(9) 0.065(4) Uiso 0.50 1 d P A 1
H6A1 H 0.6301 -0.1914 0.3605 0.097 Uiso 0.50 1 calc PR A 1
H6A2 H 0.6480 -0.1437 0.4271 0.097 Uiso 0.50 1 calc PR A 1
H6A3 H 0.6987 -0.1749 0.3748 0.097 Uiso 0.50 1 calc PR A 1
C6B C 0.6661(6) -0.1717(6) 0.3376(9) 0.055(3) Uiso 0.50 1 d P A 2
H6B1 H 0.6324 -0.1975 0.3235 0.083 Uiso 0.50 1 calc PR A 2
H6B2 H 0.6720 -0.1727 0.3953 0.083 Uiso 0.50 1 calc PR A 2
H6B3 H 0.7022 -0.1860 0.3110 0.083 Uiso 0.50 1 calc PR A 2
C7 C 0.6530(3) -0.1080(3) 0.3113(5) 0.068(2) Uani 1 1 d . . .
C8 C 0.6016(3) -0.1016(3) 0.2500 0.055(2) Uani 1 2 d S A .
C11 C 0.4567(5) -0.1558(5) -0.0305(6) 0.119(4) Uani 1 1 d . . .
H11A H 0.4288 -0.1712 -0.0704 0.178 Uiso 1 1 calc R . .
H11B H 0.4587 -0.1835 0.0144 0.178 Uiso 1 1 calc R . .
H11C H 0.4964 -0.1517 -0.0543 0.178 Uiso 1 1 calc R . .
C12 C 0.4356(5) -0.0959(5) -0.0020(5) 0.093(3) Uani 1 1 d . . .
C13 C 0.3878(4) -0.0568(7) -0.0241(6) 0.116(4) Uani 1 1 d . . .
H13 H 0.3586 -0.0656 -0.0631 0.140 Uiso 1 1 calc R . .
C14 C 0.3903(4) -0.0053(6) 0.0185(6) 0.105(3) Uani 1 1 d . . .
C15 C 0.3526(5) 0.0495(6) 0.0214(7) 0.146(5) Uani 1 1 d . . .
H15A H 0.3691 0.0773 0.0605 0.219 Uiso 1 1 calc R . .
H15B H 0.3118 0.0387 0.0368 0.219 Uiso 1 1 calc R . .
H15C H 0.3520 0.0684 -0.0310 0.219 Uiso 1 1 calc R . .
O10 O 0.4044(5) 0.0956(5) 0.2500 0.238(8) Uani 1 2 d S . .
O20A O 0.402(2) 0.222(2) 0.190(3) 0.27(2) Uani 0.30 1 d PU B 1
O20B O 0.356(3) 0.224(2) 0.072(4) 0.25(3) Uani 0.20 1 d PU C 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0654(5) 0.0417(4) 0.0711(6) -0.0073(4) -0.0212(4) 0.0086(4)
Cu2 0.0584(5) 0.0628(5) 0.0688(5) -0.0049(4) -0.0159(4) 0.0138(4)
O1 0.083(4) 0.063(3) 0.087(4) -0.008(3) -0.026(3) 0.029(3)
O2 0.079(4) 0.065(3) 0.086(3) -0.001(3) -0.034(3) -0.004(3)
O3 0.184(8) 0.056(4) 0.201(8) -0.046(5) -0.051(7) 0.012(4)
O4 0.052(3) 0.067(3) 0.114(4) 0.022(3) -0.032(3) -0.004(2)
O5 0.061(3) 0.041(2) 0.072(3) -0.004(2) -0.015(2) 0.004(2)
O6 0.065(3) 0.079(3) 0.078(3) -0.009(3) -0.023(3) 0.006(3)
O7 0.070(4) 0.098(4) 0.091(4) -0.006(3) -0.023(3) 0.024(3)
N1 0.072(4) 0.049(3) 0.066(3) -0.002(3) -0.013(3) 0.010(3)
N2 0.085(4) 0.047(3) 0.073(4) -0.006(3) -0.015(3) -0.003(3)
N3 0.043(3) 0.054(3) 0.075(4) 0.003(3) -0.013(3) 0.008(2)
N4 0.064(4) 0.104(5) 0.063(4) -0.007(4) -0.013(3) -0.009(4)
N5 0.056(4) 0.108(6) 0.086(5) -0.004(4) -0.015(4) 0.018(4)
C1 0.139(9) 0.089(7) 0.131(9) -0.012(6) -0.017(7) 0.071(7)
C2 0.094(6) 0.044(4) 0.078(5) -0.002(4) -0.017(4) 0.012(4)
C3 0.133(8) 0.044(4) 0.115(7) -0.006(5) -0.024(6) 0.005(5)
C4 0.125(8) 0.050(4) 0.106(7) -0.008(4) -0.038(6) -0.016(5)
C5 0.141(10) 0.073(6) 0.214(13) -0.034(8) -0.063(10) -0.014(6)
C7 0.042(4) 0.058(4) 0.105(6) 0.017(4) -0.010(4) 0.004(3)
C8 0.043(3) 0.043(3) 0.078(6) -0.004(3) -0.004(3) 0.004(4)
C11 0.131(9) 0.137(10) 0.088(7) -0.020(7) -0.023(6) -0.038(8)
C12 0.090(6) 0.122(8) 0.066(5) -0.008(5) -0.015(5) -0.019(6)
C13 0.066(6) 0.197(13) 0.086(7) 0.006(8) -0.030(5) -0.016(7)
C14 0.073(6) 0.150(10) 0.091(7) 0.009(7) -0.026(5) 0.006(6)
C15 0.094(8) 0.204(14) 0.139(10) 0.016(9) -0.039(7) 0.068(8)
O10 0.216(11) 0.216(11) 0.282(19) -0.054(13) -0.054(13) 0.068(14)
O20A 0.21(4) 0.22(4) 0.38(6) 0.10(4) -0.10(4) -0.02(3)
O20B 0.30(6) 0.11(3) 0.33(7) -0.07(4) 0.04(6) -0.08(4)

_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 1.948(5) . ?
Cu1 N3 1.948(5) . ?
Cu1 N2 1.954(6) . ?
Cu1 O5 1.964(4) . ?
Cu2 O1 1.890(5) . ?
Cu2 O5 1.906(4) . ?
Cu2 O6 1.927(5) . ?
Cu2 O7 1.933(5) . ?
O1 N1 1.323(7) . ?
O2 N2 1.356(7) . ?
O3 C3 1.223(10) . ?
O4 N3 1.365(6) . ?
O5 C8 1.410(6) . ?
O6 N4 1.348(8) . ?
O7 N5 1.308(9) . ?
N1 C2 1.291(8) . ?
N2 C4 1.292(9) . ?
N3 C7 1.247(8) . ?
N4 C12 1.327(10) . ?
N4 N5 1.344(9) . ?
N5 C14 1.342(11) . ?
C1 C2 1.503(11) . ?
C2 C3 1.447(12) . ?
C3 C4 1.471(13) . ?
C4 C5 1.497(12) . ?
C6A C7 1.537(15) . ?
C6B C7 1.494(14) . ?
C7 C8 1.523(8) . ?
C8 O5 1.410(6) 8 ?
C8 C7 1.523(8) 8 ?
C11 C12 1.473(14) . ?
C12 C13 1.405(14) . ?
C13 C14 1.332(15) . ?
C14 C15 1.462(15) . ?

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 N3 154.7(2) . . ?
N1 Cu1 N2 93.2(2) . . ?
N3 Cu1 N2 96.3(2) . . ?
N1 Cu1 O5 92.2(2) . . ?
N3 Cu1 O5 79.8(2) . . ?
N2 Cu1 O5 174.0(2) . . ?
O1 Cu2 O5 91.60(19) . . ?
O1 Cu2 O6 171.3(2) . . ?
O5 Cu2 O6 96.99(19) . . ?
O1 Cu2 O7 85.7(2) . . ?
O5 Cu2 O7 173.9(2) . . ?
O6 Cu2 O7 85.6(2) . . ?
N1 O1 Cu2 123.7(4) . . ?
C8 O5 Cu2 120.2(4) . . ?
C8 O5 Cu1 114.2(3) . . ?
Cu2 O5 Cu1 114.4(2) . . ?
N4 O6 Cu2 107.4(4) . . ?
N5 O7 Cu2 109.3(5) . . ?
C2 N1 O1 116.3(6) . . ?
C2 N1 Cu1 126.3(5) . . ?
O1 N1 Cu1 116.2(4) . . ?
C4 N2 O2 117.7(7) . . ?
C4 N2 Cu1 128.8(6) . . ?
O2 N2 Cu1 113.3(4) . . ?
C7 N3 O4 117.1(6) . . ?
C7 N3 Cu1 117.7(5) . . ?
O4 N3 Cu1 123.5(4) . . ?
C12 N4 N5 110.5(8) . . ?
C12 N4 O6 130.4(8) . . ?
N5 N4 O6 119.1(6) . . ?
O7 N5 C14 132.4(9) . . ?
O7 N5 N4 118.3(6) . . ?
C14 N5 N4 109.2(8) . . ?
N1 C2 C3 123.1(7) . . ?
N1 C2 C1 119.1(8) . . ?
C3 C2 C1 117.8(7) . . ?
O3 C3 C2 117.5(9) . . ?
O3 C3 C4 116.4(9) . . ?
C2 C3 C4 126.1(7) . . ?
N2 C4 C3 120.5(8) . . ?
N2 C4 C5 121.0(9) . . ?
C3 C4 C5 118.4(8) . . ?
N3 C7 C6B 127.7(8) . . ?
N3 C7 C8 115.5(6) . . ?
C6B C7 C8 114.9(8) . . ?
N3 C7 C6A 118.4(8) . . ?
C6B C7 C6A 26.2(7) . . ?
C8 C7 C6A 124.7(8) . . ?
O5 C8 O5 110.6(7) 8 . ?
O5 C8 C7 111.2(3) 8 . ?
O5 C8 C7 108.1(3) . . ?
O5 C8 C7 108.1(3) 8 8 ?
O5 C8 C7 111.2(3) . 8 ?
C7 C8 C7 107.7(8) . 8 ?
N4 C12 C13 103.8(9) . . ?
N4 C12 C11 121.8(9) . . ?
C13 C12 C11 134.3(9) . . ?
C14 C13 C12 110.6(9) . . ?
C13 C14 N5 105.9(10) . . ?
C13 C14 C15 134.0(10) . . ?
N5 C14 C15 120.2(11) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.92
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.083
_exptl_crystal_preparation       'Magnetic properties'
_database_code_depnum_ccdc_archive 'CCDC 1026037'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_akb33_0m1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H20 Cl4 Cu2 N4 O4'
_chemical_formula_weight         529.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   13.184(3)
_cell_length_b                   12.091(3)
_cell_length_c                   11.922(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.716(3)
_cell_angle_gamma                90.00
_cell_volume                     1846.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8808
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      29.27

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
_exptl_absorpt_coefficient_mu    2.905
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.3750
_exptl_absorpt_correction_T_max  0.4968
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART Apex-II CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6713
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         25.24
_reflns_number_total             1670
_reflns_number_gt                1465
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINTPLUS'
_computing_data_reduction        'Bruker SAINTPLUS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_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)+(0.0304P)²+3.6596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1670
_refine_ls_number_parameters     111
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0709
_refine_ls_wR_factor_gt          0.0689
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3550(3) -0.3492(3) 0.6717(3) 0.0526(9) Uani 1 1 d . . .
H1A H 0.3021 -0.3806 0.7053 0.079 Uiso 1 1 calc R . .
H1B H 0.4227 -0.3665 0.7192 0.079 Uiso 1 1 calc R . .
H1C H 0.3487 -0.3794 0.5959 0.079 Uiso 1 1 calc R . .
C2 C 0.3418(2) -0.2277(2) 0.6637(2) 0.0334(6) Uani 1 1 d . . .
C3 C 0.2548(2) -0.1802(3) 0.7097(3) 0.0450(8) Uani 1 1 d . . .
H3A H 0.2068 -0.2397 0.7147 0.054 Uiso 1 1 calc R . .
H3B H 0.2844 -0.1550 0.7879 0.054 Uiso 1 1 calc R . .
C4 C 0.1933(2) -0.0879(2) 0.6455(3) 0.0374(7) Uani 1 1 d . . .
C5 C 0.0782(2) -0.0891(3) 0.6365(4) 0.0569(10) Uani 1 1 d . . .
H5A H 0.0604 -0.1531 0.6755 0.085 Uiso 1 1 calc R . .
H5B H 0.0416 -0.0915 0.5566 0.085 Uiso 1 1 calc R . .
H5C H 0.0586 -0.0235 0.6716 0.085 Uiso 1 1 calc R . .
N1 N 0.40022(18) -0.1619(2) 0.6229(2) 0.0328(5) Uani 1 1 d . . .
N2 N 0.23994(19) -0.01252(19) 0.6018(2) 0.0365(6) Uani 1 1 d . . .
O1 O 0.47754(18) -0.21785(17) 0.5840(2) 0.0469(6) Uani 1 1 d . . .
H1 H 0.5116 -0.1735 0.5560 0.070 Uiso 1 1 calc R . .
O2 O 0.17256(16) 0.06662(19) 0.5407(2) 0.0542(6) Uani 1 1 d . . .
H2 H 0.2066 0.1176 0.5228 0.081 Uiso 1 1 calc R . .
Cu1 Cu 0.39564(2) 0.00462(3) 0.62101(3) 0.03079(13) Uani 1 1 d . . .
Cl1 Cl 0.37299(6) 0.18598(6) 0.58049(7) 0.0407(2) Uani 1 1 d . . .
Cl2 Cl 0.42715(5) 0.01829(6) 0.85777(6) 0.03531(18) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.064(2) 0.0292(16) 0.069(2) 0.0081(15) 0.0256(19) -0.0016(15)
C2 0.0366(15) 0.0306(14) 0.0327(15) 0.0037(12) 0.0075(12) -0.0042(12)
C3 0.0441(18) 0.0439(18) 0.0538(19) 0.0068(15) 0.0249(16) -0.0074(14)
C4 0.0316(15) 0.0358(17) 0.0473(17) -0.0097(13) 0.0141(13) -0.0041(12)
C5 0.0318(16) 0.058(2) 0.086(3) -0.0146(19) 0.0223(17) -0.0090(15)
N1 0.0326(12) 0.0304(13) 0.0372(13) 0.0011(10) 0.0120(10) 0.0010(10)
N2 0.0277(12) 0.0323(13) 0.0468(15) 0.0002(11) 0.0030(11) -0.0009(10)
O1 0.0520(13) 0.0330(11) 0.0664(15) 0.0004(10) 0.0354(12) 0.0022(10)
O2 0.0324(11) 0.0410(13) 0.0819(18) 0.0130(12) -0.0012(11) 0.0061(10)
Cu1 0.0262(2) 0.0254(2) 0.0400(2) 0.00323(13) 0.00630(15) -0.00205(13)
Cl1 0.0400(4) 0.0278(4) 0.0580(5) 0.0061(3) 0.0191(3) 0.0023(3)
Cl2 0.0287(3) 0.0417(4) 0.0346(4) -0.0019(3) 0.0055(3) 0.0021(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.480(4) . ?
C2 N1 1.281(4) . ?
C2 C3 1.498(4) . ?
C3 C4 1.482(4) . ?
C4 N2 1.277(4) . ?
C4 C5 1.497(4) . ?
N1 O1 1.391(3) . ?
N1 Cu1 2.015(2) . ?
N2 O2 1.389(3) . ?
N2 Cu1 2.021(2) . ?
Cu1 Cl1 2.2502(9) . ?
Cu1 Cl2 2.2955(9) 2_656 ?
Cu1 Cl2 2.7587(11) . ?
Cl2 Cu1 2.2955(9) 2_656 ?

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 C2 C1 124.7(3) . . ?
N1 C2 C3 118.9(3) . . ?
C1 C2 C3 116.5(3) . . ?
C4 C3 C2 118.2(3) . . ?
N2 C4 C3 119.4(3) . . ?
N2 C4 C5 123.8(3) . . ?
C3 C4 C5 116.8(3) . . ?
C2 N1 O1 112.3(2) . . ?
C2 N1 Cu1 127.3(2) . . ?
O1 N1 Cu1 120.28(16) . . ?
C4 N2 O2 113.3(2) . . ?
C4 N2 Cu1 126.9(2) . . ?
O2 N2 Cu1 119.66(17) . . ?
N1 Cu1 N2 85.74(9) . . ?
N1 Cu1 Cl1 168.15(7) . . ?
N2 Cu1 Cl1 89.78(7) . . ?
N1 Cu1 Cl2 92.51(7) . 2_656 ?
N2 Cu1 Cl2 178.24(7) . 2_656 ?
Cl1 Cu1 Cl2 91.90(3) . 2_656 ?
N1 Cu1 Cl2 92.96(7) . . ?
N2 Cu1 Cl2 91.41(8) . . ?
Cl1 Cu1 Cl2 98.13(3) . . ?
Cl2 Cu1 Cl2 88.88(3) 2_656 . ?
Cu1 Cl2 Cu1 90.62(3) 2_656 . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.068
_database_code_depnum_ccdc_archive 'CCDC 1026038'
