# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_exp_1327
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 Li N O3'
_chemical_formula_sum            'C10 H10 Li N O3'
_chemical_formula_weight         199.13
_chemical_compound_source        synthesized

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'
Li Li -0.0003 0.0001 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_chemical_absolute_configuration syn

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

_cell_length_a                   14.561(5)
_cell_length_b                   5.1031(14)
_cell_length_c                   14.153(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.57(4)
_cell_angle_gamma                90.00
_cell_volume                     956.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    365
_cell_measurement_theta_min      3.0705
_cell_measurement_theta_max      28.5120

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   
;CrysAlisPro, Agilent Technologies,

Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)

Empirical absorption correction using spherical harmonics,

 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.2760
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3500
_diffrn_reflns_av_R_equivalents  0.0806
_diffrn_reflns_av_sigmaI/netI    0.2181
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         28.57
_reflns_number_total             2449
_reflns_number_gt                981
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Wingx
_computing_publication_material  Wingx

_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 > 2σ(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)+(0.0188P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(4)
_refine_ls_number_reflns         2449
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1910
_refine_ls_R_factor_gt           0.0906
_refine_ls_wR_factor_ref         0.1534
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.988
_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
C1 C 0.5960(5) 0.0974(15) 0.4147(5) 0.0263(17) Uani 1 1 d . . .
C2 C 0.4957(5) -0.0323(15) 0.3419(5) 0.0258(17) Uani 1 1 d . . .
H6A H 0.4788 -0.1639 0.3825 0.031 Uiso 1 1 calc R . .
C3 C 0.5034(5) -0.1702(15) 0.2523(5) 0.0363(19) Uani 1 1 d . . .
H7AA H 0.4390 -0.2443 0.2087 0.055 Uiso 1 1 calc R . .
H7AB H 0.5528 -0.3073 0.2778 0.055 Uiso 1 1 calc R . .
H7AC H 0.5233 -0.0475 0.2129 0.055 Uiso 1 1 calc R . .
C4 C 0.3468(5) 0.2117(16) 0.2150(5) 0.0320(18) Uani 1 1 d . . .
H0A H 0.3463 0.1023 0.1622 0.038 Uiso 1 1 calc R . .
C5 C 0.2746(5) 0.4137(15) 0.1905(5) 0.0308(19) Uani 1 1 d . . .
C6 C 0.2685(5) 0.5840(16) 0.2668(6) 0.034(2) Uani 1 1 d . . .
C7 C 0.1951(5) 0.7866(16) 0.2340(6) 0.041(2) Uani 1 1 d . . .
H4A H 0.1907 0.9025 0.2826 0.049 Uiso 1 1 calc R . .
C8 C 0.1304(5) 0.8133(18) 0.1306(6) 0.047(2) Uani 1 1 d . . .
H8A H 0.0837 0.9495 0.1097 0.057 Uiso 1 1 calc R . .
C9 C 0.1347(6) 0.632(2) 0.0554(6) 0.051(3) Uani 1 1 d . . .
H5A H 0.0878 0.6427 -0.0134 0.061 Uiso 1 1 calc R . .
C10 C 0.2063(5) 0.448(2) 0.0842(6) 0.047(2) Uani 1 1 d . . .
H9A H 0.2118 0.3393 0.0340 0.057 Uiso 1 1 calc R . .
Li1 Li 0.3086(9) 0.602(2) 0.4893(9) 0.028(3) Uani 1 1 d . . .
N1 N 0.4137(4) 0.1736(13) 0.3084(4) 0.0338(16) Uani 1 1 d . . .
H1A H 0.4114 0.2747 0.3561 0.041 Uiso 1 1 calc R . .
O1 O 0.5956(4) 0.3452(10) 0.4220(4) 0.0382(14) Uani 1 1 d . . .
O2 O 0.6704(3) -0.0479(10) 0.4559(3) 0.0354(13) Uani 1 1 d . . .
O3 O 0.3308(4) 0.5597(11) 0.3635(4) 0.0400(15) 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 0.020(4) 0.027(4) 0.027(4) 0.003(4) 0.006(3) -0.009(4)
C2 0.022(3) 0.025(4) 0.028(3) 0.005(4) 0.009(3) -0.007(4)
C3 0.031(4) 0.027(5) 0.046(4) -0.010(4) 0.011(4) -0.003(4)
C4 0.027(4) 0.035(4) 0.034(4) 0.005(4) 0.012(4) 0.008(5)
C5 0.025(3) 0.037(5) 0.034(4) 0.002(4) 0.016(3) -0.003(4)
C6 0.026(4) 0.036(5) 0.043(4) 0.008(4) 0.018(4) 0.009(4)
C7 0.036(4) 0.039(6) 0.055(5) 0.006(5) 0.026(4) 0.008(5)
C8 0.033(4) 0.047(6) 0.060(5) 0.012(5) 0.017(4) 0.000(5)
C9 0.036(4) 0.076(8) 0.033(4) 0.000(5) 0.007(4) 0.015(6)
C10 0.036(4) 0.059(6) 0.045(4) 0.005(5) 0.014(4) 0.008(6)
Li1 0.034(7) 0.005(5) 0.040(6) 0.000(6) 0.009(6) 0.005(6)
N1 0.025(3) 0.036(4) 0.033(3) -0.002(3) 0.005(3) 0.004(4)
O1 0.028(3) 0.024(3) 0.047(3) 0.004(3) 0.000(3) -0.006(3)
O2 0.025(3) 0.033(3) 0.042(3) 0.006(3) 0.007(2) 0.005(3)
O3 0.031(3) 0.047(4) 0.044(3) 0.004(3) 0.017(3) 0.004(3)

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 1.241(8) . ?
C1 O1 1.269(8) . ?
C1 C2 1.542(8) . ?
C2 C3 1.494(9) . ?
C2 N1 1.511(8) . ?
C2 H6A 0.9800 . ?
C3 H7AA 0.9600 . ?
C3 H7AB 0.9600 . ?
C3 H7AC 0.9600 . ?
C4 N1 1.289(7) . ?
C4 C5 1.409(9) . ?
C4 H0A 0.9300 . ?
C5 C6 1.418(9) . ?
C5 C10 1.427(8) . ?
C6 O3 1.296(8) . ?
C6 C7 1.419(9) . ?
C7 C8 1.379(8) . ?
C7 H4A 0.9300 . ?
C8 C9 1.431(11) . ?
C8 H8A 0.9300 . ?
C9 C10 1.336(11) . ?
C9 H5A 0.9300 . ?
C10 H9A 0.9300 . ?
Li1 O2 1.922(12) 2_666 ?
Li1 O1 1.944(11) 2_656 ?
Li1 O3 1.949(13) . ?
Li1 O2 2.016(12) 3_455 ?
Li1 Li1 3.153(15) 4_546 ?
Li1 Li1 3.153(15) 4_556 ?
N1 H1A 0.8600 . ?
O1 Li1 1.944(12) 2_656 ?
O2 Li1 1.922(12) 2_646 ?
O2 Li1 2.016(12) 3_545 ?

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
O2 C1 O1 126.1(7) . . ?
O2 C1 C2 117.2(7) . . ?
O1 C1 C2 116.6(7) . . ?
C3 C2 N1 112.9(5) . . ?
C3 C2 C1 112.6(6) . . ?
N1 C2 C1 108.4(6) . . ?
C3 C2 H6A 107.5 . . ?
N1 C2 H6A 107.5 . . ?
C1 C2 H6A 107.5 . . ?
C2 C3 H7AA 109.5 . . ?
C2 C3 H7AB 109.5 . . ?
H7AA C3 H7AB 109.5 . . ?
C2 C3 H7AC 109.5 . . ?
H7AA C3 H7AC 109.5 . . ?
H7AB C3 H7AC 109.5 . . ?
N1 C4 C5 122.1(7) . . ?
N1 C4 H0A 119.0 . . ?
C5 C4 H0A 119.0 . . ?
C4 C5 C6 122.5(6) . . ?
C4 C5 C10 118.1(7) . . ?
C6 C5 C10 119.4(8) . . ?
O3 C6 C5 120.5(7) . . ?
O3 C6 C7 121.1(7) . . ?
C5 C6 C7 118.3(6) . . ?
C8 C7 C6 120.6(8) . . ?
C8 C7 H4A 119.7 . . ?
C6 C7 H4A 119.7 . . ?
C7 C8 C9 120.2(8) . . ?
C7 C8 H8A 119.9 . . ?
C9 C8 H8A 119.9 . . ?
C10 C9 C8 119.9(7) . . ?
C10 C9 H5A 120.1 . . ?
C8 C9 H5A 120.1 . . ?
C9 C10 C5 121.4(8) . . ?
C9 C10 H9A 119.3 . . ?
C5 C10 H9A 119.3 . . ?
O2 Li1 O1 114.5(6) 2_666 2_656 ?
O2 Li1 O3 114.3(6) 2_666 . ?
O1 Li1 O3 99.7(6) 2_656 . ?
O2 Li1 O2 115.0(6) 2_666 3_455 ?
O1 Li1 O2 105.9(6) 2_656 3_455 ?
O3 Li1 O2 105.8(5) . 3_455 ?
O2 Li1 Li1 135.7(8) 2_666 4_546 ?
O1 Li1 Li1 70.4(3) 2_656 4_546 ?
O3 Li1 Li1 107.5(5) . 4_546 ?
O2 Li1 Li1 35.8(4) 3_455 4_546 ?
O2 Li1 Li1 37.83(17) 2_666 4_556 ?
O1 Li1 Li1 139.0(7) 2_656 4_556 ?
O3 Li1 Li1 118.6(6) . 4_556 ?
O2 Li1 Li1 78.6(6) 3_455 4_556 ?
Li1 Li1 Li1 108.0(7) 4_546 4_556 ?
C4 N1 C2 126.0(6) . . ?
C4 N1 H1A 117.0 . . ?
C2 N1 H1A 117.0 . . ?
C1 O1 Li1 134.2(6) . 2_656 ?
C1 O2 Li1 135.0(7) . 2_646 ?
C1 O2 Li1 118.4(6) . 3_545 ?
Li1 O2 Li1 106.4(4) 2_646 3_545 ?
C6 O3 Li1 130.2(6) . . ?

_diffrn_measured_fraction_theta_max 0.951
_diffrn_reflns_theta_full        28.57
_diffrn_measured_fraction_theta_full 0.951
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.068

_database_code_depnum_ccdc_archive 'CCDC 979879'
#######################################################################
#
#                 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_cm311
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C30 H28 Cu3 N3 O10), 9(O), N'
_chemical_formula_sum            'C60 H77 Cu6 N7 O29'
_chemical_compound_source        synthesized
_chemical_formula_weight         1741.56

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           trigonal
_symmetry_space_group_name_H-M   'R -3'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_int_tables_number      148
_chemical_absolute_configuration syn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   16.4342(9)
_cell_length_b                   16.4342(9)
_cell_length_c                   22.5159(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5266.4(8)
_cell_formula_units_Z            3
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1295
_cell_measurement_theta_min      2.9960
_cell_measurement_theta_max      28.6574

_exptl_crystal_recrystallization_method 
'slow evaporation of reaction mixture  and acetonitrile solution'
_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2613
_exptl_absorpt_coefficient_mu    1.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_T_max  0.626
_exptl_absorpt_process_details   
;CrysAlisPro, Agilent Technologies,

Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)

(compiled Jul 11 2012,15:38:31)

Empirical absorption correction using spherical harmonics,

 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.2760
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4611
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         28.72
_reflns_number_total             3043
_reflns_number_gt                1808
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Wingx
_computing_publication_material  Wingx

_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 > 2σ(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.

1. The occupancy value for the water oxygen labeled as O7, which lies on the 
C3 symmetric axis is refined with an occupancy of 0.1666 
(ie. .50 occupancy per O7). This refinement marginally improved the
 residual value and thermal parameters.


2. Hydrogen atoms for the isolated solvent molecules were taken into account 
in the calculation of formula weight and in the formula.

;

_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)+(0.0785P)²+8.0927P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3043
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1604
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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
C3 C 0.1692(4) 0.2778(4) 0.0316(3) 0.0825(18) Uani 1 1 d . . .
H12A H 0.2017 0.2573 0.0576 0.124 Uiso 1 1 calc R . .
H12B H 0.1219 0.2249 0.0100 0.124 Uiso 1 1 calc R . .
H12C H 0.1402 0.3056 0.0546 0.124 Uiso 1 1 calc R . .
C5 C 0.4571(3) 0.5023(3) 0.07494(19) 0.0433(10) Uani 1 1 d . . .
C6 C 0.4704(3) 0.5938(3) 0.08228(19) 0.0435(10) Uani 1 1 d . . .
C7 C 0.5469(3) 0.6592(3) 0.1154(2) 0.0541(12) Uani 1 1 d . . .
H23 H 0.5553 0.7190 0.1212 0.065 Uiso 1 1 calc R . .
C8 C 0.6102(3) 0.6372(4) 0.1395(2) 0.0601(13) Uani 1 1 d . . .
H24 H 0.6612 0.6824 0.1609 0.072 Uiso 1 1 calc R . .
C9 C 0.5991(4) 0.5486(4) 0.1323(2) 0.0618(13) Uani 1 1 d . . .
H25 H 0.6422 0.5341 0.1487 0.074 Uiso 1 1 calc R . .
C10 C 0.5239(3) 0.4826(4) 0.1006(2) 0.0529(11) Uani 1 1 d . . .
H22 H 0.5165 0.4231 0.0958 0.063 Uiso 1 1 calc R . .
N2 N 0.3333 0.6667 0.1667 0.070(3) Uani 1 6 d S . .
O3 O 0.4110(2) 0.6190(2) 0.05916(15) 0.0529(8) Uani 1 1 d . . .
O5 O 0.3333 0.6667 0.8504(4) 0.143(4) Uani 1 3 d S . .
O6 O 0.1303(4) 0.1802(4) 0.8580(3) 0.127(2) Uani 1 1 d . . .
O7 O 0.0000 0.0000 0.9613(14) 0.206(17) Uani 0.50 3 d SP . .
C1 C 0.1890(3) 0.3843(3) -0.0540(2) 0.0529(11) Uani 1 1 d . . .
C2 C 0.2377(3) 0.3490(3) -0.0112(2) 0.0561(12) Uani 1 1 d . . .
H8 H 0.2664 0.3196 -0.0345 0.067 Uiso 1 1 calc R . .
C4 C 0.3793(3) 0.4267(3) 0.0449(2) 0.0469(10) Uani 1 1 d . . .
H10 H 0.3771 0.3691 0.0440 0.056 Uiso 1 1 calc R . .
N1 N 0.3128(2) 0.4319(2) 0.01919(16) 0.0454(8) Uani 1 1 d . . .
O1 O 0.1281(3) 0.3280(3) -0.08823(17) 0.0730(11) Uani 1 1 d . . .
O2 O 0.2135(2) 0.4709(2) -0.05206(16) 0.0622(9) Uani 1 1 d . . .
O4 O 0.3333 0.6667 -0.0291(3) 0.0458(12) Uani 1 3 d S . .
Cu1 Cu 0.31252(4) 0.54664(4) 0.00353(3) 0.0483(2) Uani 1 1 d . . .
H01 H 0.3333 0.6667 -0.065(3) 0.03(2) Uiso 1 3 d S . .

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
C3 0.061(4) 0.057(3) 0.101(5) 0.011(3) -0.009(3) 0.008(3)
C5 0.039(2) 0.042(2) 0.049(2) -0.0005(19) 0.0017(19) 0.0204(19)
C6 0.036(2) 0.042(2) 0.050(2) -0.0014(19) 0.0019(19) 0.0179(19)
C7 0.048(3) 0.045(3) 0.058(3) -0.009(2) -0.005(2) 0.015(2)
C8 0.044(3) 0.068(3) 0.059(3) -0.012(2) -0.013(2) 0.021(2)
C9 0.050(3) 0.078(4) 0.065(3) -0.005(3) -0.012(2) 0.037(3)
C10 0.051(3) 0.055(3) 0.062(3) 0.001(2) -0.001(2) 0.032(2)
N2 0.049(4) 0.049(4) 0.112(9) 0.000 0.000 0.0246(18)
O3 0.0475(18) 0.0390(16) 0.074(2) -0.0087(15) -0.0121(16) 0.0231(14)
O5 0.160(6) 0.160(6) 0.111(7) 0.000 0.000 0.080(3)
O6 0.125(5) 0.129(5) 0.147(5) -0.051(4) -0.033(4) 0.080(4)
O7 0.114(10) 0.114(10) 0.39(5) 0.000 0.000 0.057(5)
C1 0.039(2) 0.051(3) 0.070(3) -0.007(2) -0.006(2) 0.024(2)
C2 0.047(3) 0.039(2) 0.076(3) -0.009(2) -0.013(2) 0.017(2)
C4 0.047(3) 0.033(2) 0.060(3) 0.000(2) 0.000(2) 0.020(2)
N1 0.0369(19) 0.0361(19) 0.058(2) -0.0036(16) -0.0090(17) 0.0146(16)
O1 0.060(2) 0.062(2) 0.089(2) -0.021(2) -0.033(2) 0.0251(19)
O2 0.0499(19) 0.0471(19) 0.092(3) -0.0087(18) -0.0234(18) 0.0263(16)
O4 0.0387(19) 0.0387(19) 0.060(4) 0.000 0.000 0.0193(9)
Cu1 0.0379(3) 0.0348(3) 0.0732(4) -0.0041(3) -0.0084(3) 0.0188(2)

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C3 C2 1.499(7) . ?
C3 H12A 0.9600 . ?
C3 H12B 0.9600 . ?
C3 H12C 0.9600 . ?
C5 C10 1.415(6) . ?
C5 C6 1.416(6) . ?
C5 C4 1.431(6) . ?
C6 O3 1.341(5) . ?
C6 C7 1.393(6) . ?
C7 C8 1.373(7) . ?
C7 H23 0.9300 . ?
C8 C9 1.384(7) . ?
C8 H24 0.9300 . ?
C9 C10 1.368(7) . ?
C9 H25 0.9300 . ?
C10 H22 0.9300 . ?
O3 Cu1 1.918(3) . ?
O7 O7 1.74(6) 10_557 ?
C1 O1 1.236(5) . ?
C1 O2 1.273(6) . ?
C1 C2 1.539(7) . ?
C2 N1 1.471(5) . ?
C2 H8 0.9800 . ?
C4 N1 1.277(5) . ?
C4 H10 0.9300 . ?
N1 Cu1 1.921(4) . ?
O2 Cu1 1.933(3) . ?
O4 Cu1 1.968(2) 3_565 ?
O4 Cu1 1.968(2) 2_665 ?
O4 Cu1 1.968(2) . ?
O4 H01 0.81(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C3 H12A 109.5 . . ?
C2 C3 H12B 109.5 . . ?
H12A C3 H12B 109.5 . . ?
C2 C3 H12C 109.5 . . ?
H12A C3 H12C 109.5 . . ?
H12B C3 H12C 109.5 . . ?
C10 C5 C6 118.0(4) . . ?
C10 C5 C4 116.9(4) . . ?
C6 C5 C4 125.0(4) . . ?
O3 C6 C7 119.0(4) . . ?
O3 C6 C5 122.2(4) . . ?
C7 C6 C5 118.8(4) . . ?
C8 C7 C6 121.3(5) . . ?
C8 C7 H23 119.4 . . ?
C6 C7 H23 119.4 . . ?
C7 C8 C9 120.8(5) . . ?
C7 C8 H24 119.6 . . ?
C9 C8 H24 119.6 . . ?
C10 C9 C8 119.1(4) . . ?
C10 C9 H25 120.4 . . ?
C8 C9 H25 120.4 . . ?
C9 C10 C5 121.9(4) . . ?
C9 C10 H22 119.0 . . ?
C5 C10 H22 119.0 . . ?
C6 O3 Cu1 125.5(3) . . ?
O1 C1 O2 122.9(4) . . ?
O1 C1 C2 119.2(4) . . ?
O2 C1 C2 117.9(4) . . ?
N1 C2 C3 112.3(4) . . ?
N1 C2 C1 107.2(4) . . ?
C3 C2 C1 111.6(4) . . ?
N1 C2 H8 108.6 . . ?
C3 C2 H8 108.6 . . ?
C1 C2 H8 108.6 . . ?
N1 C4 C5 125.4(4) . . ?
N1 C4 H10 117.3 . . ?
C5 C4 H10 117.3 . . ?
C4 N1 C2 119.9(4) . . ?
C4 N1 Cu1 124.8(3) . . ?
C2 N1 Cu1 114.3(3) . . ?
C1 O2 Cu1 115.8(3) . . ?
Cu1 O4 Cu1 106.93(18) 3_565 2_665 ?
Cu1 O4 Cu1 106.93(18) 3_565 . ?
Cu1 O4 Cu1 106.93(18) 2_665 . ?
Cu1 O4 H01 111.91(17) 3_565 . ?
Cu1 O4 H01 111.91(17) 2_665 . ?
Cu1 O4 H01 111.91(17) . . ?
O3 Cu1 N1 94.20(13) . . ?
O3 Cu1 O2 178.54(14) . . ?
N1 Cu1 O2 84.34(14) . . ?
O3 Cu1 O4 87.28(16) . . ?
N1 Cu1 O4 165.50(17) . . ?
O2 Cu1 O4 94.13(16) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        28.72
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.083


_database_code_depnum_ccdc_archive 'CCDC 979880'
#######################################################################
#
#                 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_cm347new
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H28 Cu3 N3 O10, 5(O)'
_chemical_formula_sum            'C30 H38 Cu3 N3 O15'
_chemical_compound_source        synthesized
_chemical_formula_weight         871.27

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           trigonal
_symmetry_space_group_name_H-M   'R -3'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_int_tables_number      148
_chemical_absolute_configuration syn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   16.3913(7)
_cell_length_b                   16.3913(7)
_cell_length_c                   23.2922(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5419.6(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2489
_cell_measurement_theta_min      3.3546
_cell_measurement_theta_max      28.7202

_exptl_crystal_recrystallization_method 
'slow evaporation of reaction mixture  and acetone solution'
_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2616
_exptl_absorpt_coefficient_mu    1.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.585
_exptl_absorpt_correction_T_max  0.695
_exptl_absorpt_process_details   
;CrysAlisPro, Agilent Technologies,

Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)

(compiled Jul 11 2012,15:38:31)

Empirical absorption correction using spherical harmonics,

 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.2760
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8704
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         28.78
_reflns_number_total             3142
_reflns_number_gt                1946
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    Wingx
_computing_publication_material  Wingx

_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 > 2σ(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.

1. The occupancy value for the water oxygen labeled as O7, which lies on the 
C3 symmetric axis is refined with an occupancy of 0.1666 
(ie. .50 occupancy per O7). This refinement marginally improved the
 residual value and thermal parameters.


2. Hydrogen atoms for the isolated solvent molecules were taken into account 
in the calculation of formula weight and in the formula.
;

_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)+(0.0778P)²+24.6785P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3142
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1664
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
C3 C 0.1782(6) 0.2765(5) 0.0290(5) 0.145(4) Uani 1 1 d . . .
H12A H 0.2142 0.2591 0.0534 0.218 Uiso 1 1 calc R . .
H12B H 0.1337 0.2226 0.0075 0.218 Uiso 1 1 calc R . .
H12C H 0.1452 0.2993 0.0521 0.218 Uiso 1 1 calc R . .
C5 C 0.4586(3) 0.5047(3) 0.0747(2) 0.0479(11) Uani 1 1 d . . .
C6 C 0.4699(3) 0.5959(3) 0.08046(19) 0.0451(10) Uani 1 1 d . . .
C7 C 0.5455(3) 0.6620(4) 0.1135(2) 0.0575(12) Uani 1 1 d . . .
H23 H 0.5535 0.7219 0.1184 0.069 Uiso 1 1 calc R . .
C8 C 0.6083(4) 0.6404(5) 0.1391(3) 0.0695(16) Uani 1 1 d . . .
H24 H 0.6571 0.6853 0.1615 0.083 Uiso 1 1 calc R . .
C9 C 0.5991(4) 0.5521(5) 0.1317(3) 0.0742(17) Uani 1 1 d . . .
H25 H 0.6430 0.5386 0.1477 0.089 Uiso 1 1 calc R . .
C10 C 0.5248(4) 0.4854(4) 0.1007(2) 0.0596(13) Uani 1 1 d . . .
H22 H 0.5178 0.4258 0.0966 0.072 Uiso 1 1 calc R . .
O8 O 0.3333 0.6667 0.1667 0.148(7) Uani 1 6 d S . .
O3 O 0.4109(2) 0.6202(2) 0.05724(15) 0.0527(8) Uani 1 1 d . . .
O5 O 0.3333 0.6667 0.8546(4) 0.134(4) Uani 1 3 d S . .
O6 O 0.1330(4) 0.1860(5) 0.8507(3) 0.135(2) Uani 1 1 d . . .
O7 O 1.0000 1.0000 0.9486(9) 0.154(9) Uani 0.50 3 d SP . .
C1 C 0.1917(4) 0.3837(4) -0.0528(2) 0.0618(14) Uani 1 1 d . . .
C2 C 0.2406(4) 0.3494(4) -0.0098(3) 0.0731(17) Uani 1 1 d . . .
H8 H 0.2719 0.3230 -0.0328 0.088 Uiso 1 1 calc R . .
C4 C 0.3812(4) 0.4281(3) 0.0453(2) 0.0555(12) Uani 1 1 d . . .
H10 H 0.3792 0.3704 0.0453 0.067 Uiso 1 1 calc R . .
N1 N 0.3149(3) 0.4325(3) 0.01919(17) 0.0521(10) Uani 1 1 d . . .
O1 O 0.1330(3) 0.3271(3) -0.08659(19) 0.0810(12) Uani 1 1 d . . .
O2 O 0.2159(3) 0.4696(3) -0.05137(17) 0.0641(10) Uani 1 1 d . . .
O4 O 0.3333 0.6667 -0.0289(3) 0.0435(12) Uani 1 3 d S . .
Cu1 Cu 0.31441(4) 0.54708(4) 0.00250(2) 0.0463(2) Uani 1 1 d . . .
H01 H 0.3333 0.6667 -0.060(3) 0.023(19) Uiso 1 3 d S . .

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
C3 0.121(7) 0.059(4) 0.200(11) 0.021(5) -0.066(7) 0.003(5)
C5 0.045(2) 0.051(3) 0.049(3) 0.001(2) 0.002(2) 0.025(2)
C6 0.042(2) 0.044(2) 0.045(2) 0.0032(19) 0.0020(19) 0.019(2)
C7 0.050(3) 0.054(3) 0.064(3) -0.006(2) -0.010(2) 0.023(2)
C8 0.050(3) 0.089(4) 0.066(3) -0.011(3) -0.015(3) 0.032(3)
C9 0.062(3) 0.101(5) 0.078(4) -0.001(4) -0.012(3) 0.055(4)
C10 0.059(3) 0.067(3) 0.066(3) 0.003(3) -0.002(3) 0.041(3)
O8 0.062(4) 0.062(4) 0.32(2) 0.000 0.000 0.031(2)
O3 0.0543(19) 0.0438(17) 0.062(2) -0.0082(15) -0.0171(16) 0.0264(16)
O5 0.173(6) 0.173(6) 0.056(5) 0.000 0.000 0.087(3)
O6 0.128(5) 0.146(5) 0.156(6) -0.062(5) -0.037(4) 0.087(4)
O7 0.187(15) 0.187(15) 0.087(14) 0.000 0.000 0.094(8)
C1 0.047(3) 0.067(4) 0.065(3) -0.016(3) -0.007(2) 0.024(3)
C2 0.071(4) 0.043(3) 0.086(4) -0.013(3) -0.016(3) 0.014(3)
C4 0.060(3) 0.042(3) 0.067(3) 0.003(2) 0.000(2) 0.027(2)
N1 0.050(2) 0.042(2) 0.057(2) -0.0061(18) -0.0065(19) 0.0171(18)
O1 0.064(2) 0.076(3) 0.088(3) -0.028(2) -0.025(2) 0.024(2)
O2 0.057(2) 0.058(2) 0.079(3) -0.0194(19) -0.0227(19) 0.0300(18)
O4 0.046(2) 0.046(2) 0.039(3) 0.000 0.000 0.0230(10)
Cu1 0.0445(4) 0.0419(3) 0.0527(4) -0.0046(2) -0.0074(2) 0.0218(3)

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C3 C2 1.438(11) . ?
C3 H12A 0.9600 . ?
C3 H12B 0.9600 . ?
C3 H12C 0.9600 . ?
C5 C10 1.411(7) . ?
C5 C6 1.416(6) . ?
C5 C4 1.436(7) . ?
C6 O3 1.331(5) . ?
C6 C7 1.400(6) . ?
C7 C8 1.381(7) . ?
C7 H23 0.9300 . ?
C8 C9 1.388(9) . ?
C8 H24 0.9300 . ?
C9 C10 1.367(8) . ?
C9 H25 0.9300 . ?
C10 H22 0.9300 . ?
O3 Cu1 1.915(3) . ?
C1 O1 1.230(6) . ?
C1 O2 1.258(7) . ?
C1 C2 1.553(8) . ?
C2 N1 1.461(6) . ?
C2 H8 0.9800 . ?
C4 N1 1.279(6) . ?
C4 H10 0.9300 . ?
N1 Cu1 1.922(4) . ?
O2 Cu1 1.935(3) . ?
O4 Cu1 1.966(2) 3_565 ?
O4 Cu1 1.966(2) 2_665 ?
O4 Cu1 1.966(2) . ?
O4 H01 0.73(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C3 H12A 109.5 . . ?
C2 C3 H12B 109.5 . . ?
H12A C3 H12B 109.5 . . ?
C2 C3 H12C 109.5 . . ?
H12A C3 H12C 109.5 . . ?
H12B C3 H12C 109.5 . . ?
C10 C5 C6 119.1(4) . . ?
C10 C5 C4 116.8(4) . . ?
C6 C5 C4 124.1(4) . . ?
O3 C6 C7 119.1(4) . . ?
O3 C6 C5 123.1(4) . . ?
C7 C6 C5 117.8(4) . . ?
C8 C7 C6 121.6(5) . . ?
C8 C7 H23 119.2 . . ?
C6 C7 H23 119.2 . . ?
C7 C8 C9 120.4(5) . . ?
C7 C8 H24 119.8 . . ?
C9 C8 H24 119.8 . . ?
C10 C9 C8 119.3(5) . . ?
C10 C9 H25 120.3 . . ?
C8 C9 H25 120.3 . . ?
C9 C10 C5 121.6(5) . . ?
C9 C10 H22 119.2 . . ?
C5 C10 H22 119.2 . . ?
C6 O3 Cu1 125.4(3) . . ?
O1 C1 O2 123.5(6) . . ?
O1 C1 C2 119.3(5) . . ?
O2 C1 C2 117.2(4) . . ?
C3 C2 N1 113.4(6) . . ?
C3 C2 C1 115.2(6) . . ?
N1 C2 C1 107.5(4) . . ?
C3 C2 H8 106.7 . . ?
N1 C2 H8 106.7 . . ?
C1 C2 H8 106.7 . . ?
N1 C4 C5 125.6(4) . . ?
N1 C4 H10 117.2 . . ?
C5 C4 H10 117.2 . . ?
C4 N1 C2 120.2(5) . . ?
C4 N1 Cu1 124.8(3) . . ?
C2 N1 Cu1 114.1(4) . . ?
C1 O2 Cu1 116.4(3) . . ?
Cu1 O4 Cu1 107.02(18) 3_565 2_665 ?
Cu1 O4 Cu1 107.02(18) 3_565 . ?
Cu1 O4 Cu1 107.02(18) 2_665 . ?
Cu1 O4 H01 111.82(16) 3_565 . ?
Cu1 O4 H01 111.82(17) 2_665 . ?
Cu1 O4 H01 111.82(16) . . ?
O3 Cu1 N1 94.07(15) . . ?
O3 Cu1 O2 178.15(16) . . ?
N1 Cu1 O2 84.24(16) . . ?
O3 Cu1 O4 87.40(16) . . ?
N1 Cu1 O4 166.90(18) . . ?
O2 Cu1 O4 94.42(17) . . ?

_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_theta_full        28.78
_diffrn_measured_fraction_theta_full 0.945
_refine_diff_density_max         1.510
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.087


_database_code_depnum_ccdc_archive 'CCDC 979881'
