 
data_a_a 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C16 H19 Cu2 N3 O7' 
_chemical_formula_sum 
 'C16 H19 Cu2 N3 O7' 
_chemical_formula_weight          492.44 
 
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' 
 'Fe'  'Fe'   0.3463   0.8444 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Co'  'Co'   0.3494   0.9721 
 '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    'P 21/n' 
_symmetry_space_group_name_Hall   '-P 2yn' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    12.911(3) 
_cell_length_b                    13.862(3) 
_cell_length_c                    13.052(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  112.921(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      2151.3(8) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     0.6356 
_cell_measurement_theta_min       1.9 
_cell_measurement_theta_max       25.0 
 
_exptl_crystal_description        'block' 
_exptl_crystal_colour             'blue' 
_exptl_crystal_size_max           0.35 
_exptl_crystal_size_mid           0.31 
_exptl_crystal_size_min           0.25
_exptl_crystal_density_meas       1.520 
_exptl_crystal_density_diffrn     1.520 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1000 
_exptl_absorpt_coefficient_mu     2.016 
_exptl_absorpt_correction_type    multi-scan  
_exptl_absorpt_correction_T_min   0.234
_exptl_absorpt_correction_T_max   0.365 
_exptl_absorpt_process_details    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 APEX-venture CCD' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             14824 
_diffrn_reflns_av_R_equivalents   0.0317 
_diffrn_reflns_av_sigmaI/netI     0.0270 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        15 
_diffrn_reflns_theta_min          1.88 
_diffrn_reflns_theta_max          25.02 
_reflns_number_total              3750 
_reflns_number_gt                 3584 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_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)+(0.0490P)²+129.5874P] 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          3750 
_refine_ls_number_parameters      256 
_refine_ls_number_restraints      18 
_refine_ls_R_factor_all           0.1264 
_refine_ls_R_factor_gt            0.1242 
_refine_ls_wR_factor_ref          0.3152 
_refine_ls_wR_factor_gt           0.3139 
_refine_ls_goodness_of_fit_ref    1.149 
_refine_ls_restrained_S_all       1.146 
_refine_ls_shift/su_max           0.036 
_refine_ls_shift/su_mean          0.001 
 
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 
Cu01 Cu 0.40130(6) 0.56587(6) 0.47349(6) 0.0185(2) Uani 1 1 d . . . 
Cu02 Cu 0.41965(7) 0.39858(6) 0.65286(6) 0.0208(2) Uani 1 1 d . . . 
N1 N 0.1686(5) 0.1623(4) 0.1508(5) 0.0255(16) Uani 1 1 d . . . 
N2 N 0.1562(5) 0.8011(4) 0.7856(5) 0.0282(15) Uani 1 1 d . . . 
N4 N 0.507(3) 0.888(2) 0.798(3) 0.2890(5) Uani 1 1 d U . . 
H4A H 0.5673 0.9255 0.8328 0.347 Uiso 1 1 calc R . . 
H4B H 0.4539 0.9077 0.8223 0.347 Uiso 1 1 calc R . . 
O1 O 0.2752(4) 0.4506(4) 0.3977(4) 0.0287(14) Uani 1 1 d . . . 
O2 O 0.3646(4) 0.3292(3) 0.5102(4) 0.0299(14) Uani 1 1 d . . . 
O3 O 0.3375(4) 0.6372(3) 0.5620(4) 0.0271(12) Uani 1 1 d . . . 
O4 O 0.2943(4) 0.5131(4) 0.6496(4) 0.0328(13) Uani 1 1 d . . . 
O5 O 0.5017(4) 0.4881(3) 0.5969(3) 0.0160(11) Uani 1 1 d . . . 
O6 O 0.5134(5) 0.4248(5) 0.8085(4) 0.0404(17) Uani 1 1 d . . . 
O7 O 0.5959(7) 0.5611(5) 0.7927(5) 0.070(2) Uani 1 1 d . . . 
C1 C 0.2988(5) 0.3626(6) 0.4172(5) 0.0251(18) Uani 1 1 d . . . 
C2 C 0.2518(6) 0.2923(5) 0.3247(6) 0.0228(18) Uani 1 1 d . . . 
C3 C 0.1796(8) 0.3223(5) 0.2209(7) 0.044(3) Uani 1 1 d . . . 
H3 H 0.1585 0.3867 0.2075 0.053 Uiso 1 1 calc R . . 
C4 C 0.1381(8) 0.2528(6) 0.1348(7) 0.042(3) Uani 1 1 d . . . 
H4 H 0.0878 0.2721 0.0649 0.051 Uiso 1 1 calc R . . 
C5 C 0.2398(8) 0.1317(6) 0.2501(7) 0.039(2) Uani 1 1 d . . . 
H5 H 0.2612 0.0672 0.2599 0.047 Uiso 1 1 calc R . . 
C6 C 0.2827(6) 0.1958(5) 0.3396(6) 0.028(2) Uani 1 1 d . . . 
H6 H 0.3317 0.1738 0.4088 0.034 Uiso 1 1 calc R . . 
C7 C 0.2921(6) 0.5988(5) 0.6302(6) 0.0241(18) Uani 1 1 d . . . 
C8 C 0.2474(6) 0.6699(6) 0.6835(6) 0.031(2) Uani 1 1 d . . . 
C9 C 0.2407(7) 0.7682(5) 0.6578(6) 0.0322(19) Uani 1 1 d . . . 
H9 H 0.2674 0.7915 0.6059 0.039 Uiso 1 1 calc R . . 
C10 C 0.1939(7) 0.8302(6) 0.7108(6) 0.037(2) Uani 1 1 d . . . 
H10 H 0.1890 0.8954 0.6928 0.045 Uiso 1 1 calc R . . 
C11 C 0.1647(6) 0.7075(5) 0.8133(6) 0.0350(19) Uani 1 1 d . . . 
H11 H 0.1392 0.6871 0.8672 0.042 Uiso 1 1 calc R . . 
C12 C 0.2101(7) 0.6403(6) 0.7646(6) 0.041(2) Uani 1 1 d . . . 
H12 H 0.2155 0.5759 0.7861 0.049 Uiso 1 1 calc R . . 
C13 C 0.5778(7) 0.4982(7) 0.8454(6) 0.046(2) Uani 1 1 d . . . 
C14 C 0.6481(13) 0.4968(11) 0.9699(9) 0.093(6) Uani 1 1 d . . . 
H14A H 0.7262 0.4904 0.9825 0.140 Uiso 1 1 calc R . . 
H14B H 0.6256 0.4433 1.0032 0.140 Uiso 1 1 calc R . . 
H14C H 0.6369 0.5559 1.0026 0.140 Uiso 1 1 calc R . . 
C15 C 0.541(3) 0.787(3) 0.845(3) 0.2686(5) Uani 1 1 d U . . 
H15A H 0.4957 0.7397 0.7921 0.403 Uiso 1 1 calc R . . 
H15B H 0.5286 0.7801 0.9129 0.403 Uiso 1 1 calc R . . 
H15C H 0.6186 0.7760 0.8599 0.403 Uiso 1 1 calc R . . 
C16 C 0.460(3) 0.921(3) 0.667(3) 0.2762(5) Uani 1 1 d U . . 
H16A H 0.3794 0.9163 0.6348 0.414 Uiso 1 1 calc R . . 
H16B H 0.4912 0.8800 0.6274 0.414 Uiso 1 1 calc R . . 
H16C H 0.4816 0.9868 0.6622 0.414 Uiso 1 1 calc R . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cu01 O3 1.932(5) . ? 
Cu01 O5 1.952(4) . ? 
Cu01 O5 1.967(5) 3_666 ? 
Cu01 N1 2.023(6) 2 ? 
Cu01 O1 2.220(5) . ? 
Cu01 Cu01 2.9893(16) 3_666 ? 
Cu02 O5 1.949(5) . ? 
Cu02 O6 1.952(5) . ? 
Cu02 O2 1.966(5) . ? 
Cu02 N2 2.011(7) 2_546 ? 
Cu02 O4 2.256(5) . ? 
N1 C4 1.306(10) . ? 
N1 C5 1.333(9) . ? 
N1 Cu01 2.023(6) 2_545 ? 
N2 C10 1.313(11) . ? 
N2 C11 1.339(10) . ? 
N2 Cu02 2.011(7) 2_556 ? 
N4 C15 1.53(4) . ? 
N4 C16 1.64(4) . ? 
N4 H4A 0.9000 . ? 
N4 H4B 0.9000 . ? 
O1 C1 1.258(9) . ? 
O2 C1 1.267(8) . ? 
O3 C7 1.351(10) . ? 
O4 C7 1.213(9) . ? 
O5 Cu01 1.967(5) 3_666 ? 
O6 C13 1.284(11) . ? 
O7 C13 1.189(12) . ? 
C1 C2 1.485(9) . ? 
C2 C3 1.375(10) . ? 
C2 C6 1.388(10) . ? 
C3 C4 1.417(11) . ? 
C3 H3 0.9300 . ? 
C4 H4 0.9300 . ? 
C5 C6 1.399(11) . ? 
C5 H5 0.9300 . ? 
C6 H6 0.9300 . ? 
C7 C8 1.449(11) . ? 
C8 C12 1.385(12) . ? 
C8 C9 1.398(11) . ? 
C9 C10 1.381(12) . ? 
C9 H9 0.9300 . ? 
C10 H10 0.9300 . ? 
C11 C12 1.379(12) . ? 
C11 H11 0.9300 . ? 
C12 H12 0.9300 . ? 
C13 C14 1.522(12) . ? 
C14 H14A 0.9600 . ? 
C14 H14B 0.9600 . ? 
C14 H14C 0.9600 . ? 
C15 H15A 0.9600 . ? 
C15 H15B 0.9600 . ? 
C15 H15C 0.9600 . ? 
C16 H16A 0.9600 . ? 
C16 H16B 0.9600 . ? 
C16 H16C 0.9600 . ? 
 
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 
O3 Cu01 O5 95.18(19) . . ? 
O3 Cu01 O5 166.27(18) . 3_666 ? 
O5 Cu01 O5 80.6(2) . 3_666 ? 
O3 Cu01 N1 88.9(2) . 2 ? 
O5 Cu01 N1 166.4(2) . 2 ? 
O5 Cu01 N1 92.5(2) 3_666 2 ? 
O3 Cu01 O1 103.0(2) . . ? 
O5 Cu01 O1 96.08(18) . . ? 
O5 Cu01 O1 90.47(19) 3_666 . ? 
N1 Cu01 O1 95.6(2) 2 . ? 
O3 Cu01 Cu01 134.27(13) . 3_666 ? 
O5 Cu01 Cu01 40.46(14) . 3_666 ? 
O5 Cu01 Cu01 40.09(11) 3_666 3_666 ? 
N1 Cu01 Cu01 131.5(2) 2 3_666 ? 
O1 Cu01 Cu01 94.28(14) . 3_666 ? 
O5 Cu02 O6 93.7(2) . . ? 
O5 Cu02 O2 90.3(2) . . ? 
O6 Cu02 O2 157.8(2) . . ? 
O5 Cu02 N2 176.4(2) . 2_546 ? 
O6 Cu02 N2 84.9(2) . 2_546 ? 
O2 Cu02 N2 89.8(2) . 2_546 ? 
O5 Cu02 O4 92.05(19) . . ? 
O6 Cu02 O4 92.2(2) . . ? 
O2 Cu02 O4 109.5(2) . . ? 
N2 Cu02 O4 91.3(2) 2_546 . ? 
C4 N1 C5 120.8(7) . . ? 
C4 N1 Cu01 119.6(5) . 2_545 ? 
C5 N1 Cu01 119.5(5) . 2_545 ? 
C10 N2 C11 118.9(7) . . ? 
C10 N2 Cu02 118.0(5) . 2_556 ? 
C11 N2 Cu02 123.0(6) . 2_556 ? 
C15 N4 C16 127(3) . . ? 
C15 N4 H4A 105.4 . . ? 
C16 N4 H4A 105.4 . . ? 
C15 N4 H4B 105.4 . . ? 
C16 N4 H4B 105.4 . . ? 
H4A N4 H4B 106.0 . . ? 
C1 O1 Cu01 122.0(4) . . ? 
C1 O2 Cu02 126.0(5) . . ? 
C7 O3 Cu01 126.0(4) . . ? 
C7 O4 Cu02 130.6(5) . . ? 
Cu02 O5 Cu01 112.2(2) . . ? 
Cu02 O5 Cu01 118.1(2) . 3_666 ? 
Cu01 O5 Cu01 99.4(2) . 3_666 ? 
C13 O6 Cu02 125.9(5) . . ? 
O1 C1 O2 124.6(6) . . ? 
O1 C1 C2 118.7(5) . . ? 
O2 C1 C2 116.6(6) . . ? 
C3 C2 C6 118.4(6) . . ? 
C3 C2 C1 120.6(6) . . ? 
C6 C2 C1 121.0(6) . . ? 
C2 C3 C4 118.5(7) . . ? 
C2 C3 H3 120.7 . . ? 
C4 C3 H3 120.7 . . ? 
N1 C4 C3 121.9(7) . . ? 
N1 C4 H4 119.0 . . ? 
C3 C4 H4 119.0 . . ? 
N1 C5 C6 120.5(7) . . ? 
N1 C5 H5 119.7 . . ? 
C6 C5 H5 119.7 . . ? 
C2 C6 C5 119.8(6) . . ? 
C2 C6 H6 120.1 . . ? 
C5 C6 H6 120.1 . . ? 
O4 C7 O3 122.9(7) . . ? 
O4 C7 C8 123.1(8) . . ? 
O3 C7 C8 113.9(6) . . ? 
C12 C8 C9 117.6(8) . . ? 
C12 C8 C7 119.2(7) . . ? 
C9 C8 C7 123.1(8) . . ? 
C10 C9 C8 119.0(8) . . ? 
C10 C9 H9 120.5 . . ? 
C8 C9 H9 120.5 . . ? 
N2 C10 C9 122.8(7) . . ? 
N2 C10 H10 118.6 . . ? 
C9 C10 H10 118.6 . . ? 
N2 C11 C12 122.3(8) . . ? 
N2 C11 H11 118.8 . . ? 
C12 C11 H11 118.8 . . ? 
C11 C12 C8 119.3(8) . . ? 
C11 C12 H12 120.4 . . ? 
C8 C12 H12 120.4 . . ? 
O7 C13 O6 127.5(7) . . ? 
O7 C13 C14 117.2(9) . . ? 
O6 C13 C14 114.8(9) . . ? 
C13 C14 H14A 109.5 . . ? 
C13 C14 H14B 109.5 . . ? 
H14A C14 H14B 109.5 . . ? 
C13 C14 H14C 109.5 . . ? 
H14A C14 H14C 109.5 . . ? 
H14B C14 H14C 109.5 . . ? 
N4 C15 H15A 109.5 . . ? 
N4 C15 H15B 109.5 . . ? 
H15A C15 H15B 109.5 . . ? 
N4 C15 H15C 109.5 . . ? 
H15A C15 H15C 109.5 . . ? 
H15B C15 H15C 109.5 . . ? 
N4 C16 H16A 109.5 . . ? 
N4 C16 H16B 109.5 . . ? 
H16A C16 H16B 109.5 . . ? 
N4 C16 H16C 109.5 . . ? 
H16A C16 H16C 109.5 . . ? 
H16B C16 H16C 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.985 
_diffrn_reflns_theta_full              25.02 
_diffrn_measured_fraction_theta_full   0.985 
_refine_diff_density_max    2.108 
_refine_diff_density_min   -1.608 
_refine_diff_density_rms    0.272 

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.000  0.500  0.500       104        17 ' '
   2  0.500  1.000  0.000       104        17 ' '
_platon_squeeze_details
;
;
