# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xb8725
_database_code_depnum_ccdc_archive 'CCDC 1433472'
_audit_update_record             
;
2015-10-27 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H7 Cu N8 O3'
_chemical_formula_sum            'C5 H7 Cu N8 O3'
_chemical_formula_weight         290.73

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'
Cu Cu 0.3201 1.2651 '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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   9.474(2)
_cell_length_b                   20.735(6)
_cell_length_c                   6.5828(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.695(3)
_cell_angle_gamma                90.00
_cell_volume                     1075.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    570
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      18.51

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    2.043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6508
_exptl_absorpt_correction_T_max  0.7629
_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-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5320
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_sigmaI/netI    0.0869
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         25.03
_reflns_number_total             1890
_reflns_number_gt                1222
_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, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0700P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1890
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1495
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.57680(9) 0.21313(4) 0.19966(12) 0.0354(3) Uani 1 1 d . . .
O1 O 1.0077(8) 0.4333(3) 0.1056(12) 0.0777(19) Uani 1 1 d . . .
O2 O 0.8101(7) 0.3826(3) -0.2162(10) 0.0628(15) Uani 1 1 d . . .
O3 O 0.4469(6) 0.1304(2) 0.1395(8) 0.0508(13) Uani 1 1 d . . .
N1 N 0.7366(6) 0.1895(3) 0.5498(9) 0.0361(13) Uani 1 1 d . . .
N2 N 0.7455(6) 0.2814(3) 0.2430(9) 0.0371(13) Uani 1 1 d . . .
N3 N 0.9561(7) 0.3539(3) 0.3954(11) 0.0538(17) Uani 1 1 d . . .
N4 N 0.8976(8) 0.3923(3) 0.0037(13) 0.0506(16) Uani 1 1 d . . .
N5 N 0.4438(7) 0.2319(3) -0.1517(9) 0.0439(15) Uani 1 1 d . . .
N6 N 0.3008(8) 0.2129(3) -0.2904(10) 0.0466(15) Uani 1 1 d . . .
N7 N 0.1668(9) 0.1957(4) -0.4252(13) 0.075(2) Uani 1 1 d . . .
N8 N 0.3194(7) 0.0566(3) 0.2389(11) 0.0530(16) Uani 1 1 d . . .
C1 C 0.8785(9) 0.3086(4) 0.4443(13) 0.0489(19) Uani 1 1 d . . .
C2 C 0.8657(8) 0.3515(3) 0.1561(13) 0.0387(16) Uani 1 1 d . . .
C3 C 0.3750(9) 0.1152(4) 0.2436(13) 0.052(2) Uani 1 1 d . . .
H3 H 0.3597 0.1469 0.3294 0.062 Uiso 1 1 calc R . .
C4 C 0.2263(11) 0.0438(4) 0.3542(17) 0.084(3) Uani 1 1 d . . .
H4A H 0.2800 0.0091 0.4689 0.126 Uiso 1 1 calc R . .
H4B H 0.1114 0.0322 0.2310 0.126 Uiso 1 1 calc R . .
H4C H 0.2268 0.0818 0.4377 0.126 Uiso 1 1 calc R . .
C5 C 0.3287(11) 0.0070(4) 0.0996(16) 0.079(3) Uani 1 1 d . . .
H5A H 0.3465 0.0256 -0.0180 0.119 Uiso 1 1 calc R . .
H5B H 0.2246 -0.0170 0.0164 0.119 Uiso 1 1 calc R . .
H5C H 0.4213 -0.0212 0.2057 0.119 Uiso 1 1 calc R . .

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 0.0312(5) 0.0527(6) 0.0245(4) -0.0011(4) 0.0168(4) -0.0046(4)
O1 0.099(5) 0.059(4) 0.107(5) -0.023(4) 0.077(4) -0.036(4)
O2 0.067(4) 0.077(4) 0.060(4) 0.016(3) 0.045(3) 0.000(3)
O3 0.057(3) 0.059(3) 0.050(3) -0.006(2) 0.037(3) -0.018(3)
N1 0.034(3) 0.047(3) 0.028(3) -0.003(3) 0.018(3) 0.000(3)
N2 0.031(3) 0.058(4) 0.026(3) -0.003(3) 0.019(2) -0.005(3)
N3 0.047(4) 0.077(5) 0.038(3) -0.015(3) 0.024(3) -0.019(3)
N4 0.060(4) 0.050(4) 0.057(4) 0.006(3) 0.042(4) 0.009(3)
N5 0.034(3) 0.070(4) 0.026(3) 0.001(3) 0.015(3) -0.009(3)
N6 0.039(4) 0.066(4) 0.033(3) 0.000(3) 0.019(3) -0.008(3)
N7 0.047(4) 0.106(6) 0.053(4) -0.004(4) 0.015(4) -0.022(4)
N8 0.044(4) 0.055(4) 0.062(4) 0.011(3) 0.031(3) 0.002(3)
C1 0.038(4) 0.068(5) 0.040(4) -0.016(4) 0.021(4) -0.016(4)
C2 0.040(4) 0.040(4) 0.050(4) -0.001(3) 0.034(4) -0.002(3)
C3 0.051(5) 0.061(6) 0.049(5) 0.001(4) 0.031(4) -0.001(4)
C4 0.074(6) 0.092(7) 0.103(7) 0.037(6) 0.059(6) -0.003(5)
C5 0.089(7) 0.062(6) 0.081(7) -0.003(5) 0.043(6) -0.007(5)

_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 N5 1.964(5) . ?
Cu1 N1 1.993(5) . ?
Cu1 O3 2.018(5) . ?
Cu1 N2 2.033(5) . ?
Cu1 N5 2.282(5) 4_566 ?
O1 N4 1.218(7) . ?
O2 N4 1.222(7) . ?
O3 C3 1.246(7) . ?
N1 C2 1.327(8) 4_566 ?
N1 N2 1.367(7) 4_566 ?
N2 C1 1.345(8) . ?
N2 N1 1.367(7) 4_565 ?
N3 C2 1.311(8) . ?
N3 C1 1.336(9) . ?
N4 C2 1.467(8) . ?
N5 N6 1.206(7) . ?
N5 Cu1 2.282(5) 4_565 ?
N6 N7 1.130(8) . ?
N8 C3 1.316(9) . ?
N8 C5 1.413(10) . ?
N8 C4 1.472(9) . ?
C2 N1 1.327(8) 4_565 ?
C3 H3 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 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
N5 Cu1 N1 172.0(2) . . ?
N5 Cu1 O3 90.8(2) . . ?
N1 Cu1 O3 90.4(2) . . ?
N5 Cu1 N2 88.2(2) . . ?
N1 Cu1 N2 88.6(2) . . ?
O3 Cu1 N2 164.9(2) . . ?
N5 Cu1 N5 105.1(2) . 4_566 ?
N1 Cu1 N5 82.66(19) . 4_566 ?
O3 Cu1 N5 95.0(2) . 4_566 ?
N2 Cu1 N5 99.8(2) . 4_566 ?
C3 O3 Cu1 124.6(5) . . ?
C2 N1 N2 103.2(5) 4_566 4_566 ?
C2 N1 Cu1 130.8(4) 4_566 . ?
N2 N1 Cu1 125.7(4) 4_566 . ?
C1 N2 N1 105.8(5) . 4_565 ?
C1 N2 Cu1 131.7(5) . . ?
N1 N2 Cu1 122.6(4) 4_565 . ?
C2 N3 C1 100.5(6) . . ?
O1 N4 O2 125.4(7) . . ?
O1 N4 C2 117.7(7) . . ?
O2 N4 C2 116.9(6) . . ?
N6 N5 Cu1 123.0(4) . . ?
N6 N5 Cu1 119.6(4) . 4_565 ?
Cu1 N5 Cu1 117.3(2) . 4_565 ?
N7 N6 N5 178.3(7) . . ?
C3 N8 C5 121.2(7) . . ?
C3 N8 C4 120.1(7) . . ?
C5 N8 C4 118.3(7) . . ?
N3 C1 N2 113.4(6) . . ?
N3 C2 N1 117.0(6) . 4_565 ?
N3 C2 N4 123.7(6) . . ?
N1 C2 N4 119.3(6) 4_565 . ?
O3 C3 N8 123.7(7) . . ?
O3 C3 H3 118.2 . . ?
N8 C3 H3 118.2 . . ?
N8 C4 H4A 109.5 . . ?
N8 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N8 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N8 C5 H5A 109.5 . . ?
N8 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N8 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
N5 Cu1 O3 C3 -127.5(6) . . . . ?
N1 Cu1 O3 C3 60.4(6) . . . . ?
N2 Cu1 O3 C3 146.5(7) . . . . ?
N5 Cu1 O3 C3 -22.3(6) 4_566 . . . ?
N5 Cu1 N1 C2 -22(2) . . . 4_566 ?
O3 Cu1 N1 C2 77.6(6) . . . 4_566 ?
N2 Cu1 N1 C2 -87.4(6) . . . 4_566 ?
N5 Cu1 N1 C2 172.5(6) 4_566 . . 4_566 ?
N5 Cu1 N1 N2 151.5(15) . . . 4_566 ?
O3 Cu1 N1 N2 -109.4(5) . . . 4_566 ?
N2 Cu1 N1 N2 85.7(4) . . . 4_566 ?
N5 Cu1 N1 N2 -14.4(5) 4_566 . . 4_566 ?
N5 Cu1 N2 C1 170.4(6) . . . . ?
N1 Cu1 N2 C1 -16.9(6) . . . . ?
O3 Cu1 N2 C1 -103.3(9) . . . . ?
N5 Cu1 N2 C1 65.4(6) 4_566 . . . ?
N5 Cu1 N2 N1 -7.9(5) . . . 4_565 ?
N1 Cu1 N2 N1 164.8(5) . . . 4_565 ?
O3 Cu1 N2 N1 78.4(9) . . . 4_565 ?
N5 Cu1 N2 N1 -112.9(5) 4_566 . . 4_565 ?
N1 Cu1 N5 N6 127.0(15) . . . . ?
O3 Cu1 N5 N6 27.9(6) . . . . ?
N2 Cu1 N5 N6 -167.2(6) . . . . ?
N5 Cu1 N5 N6 -67.5(5) 4_566 . . . ?
N1 Cu1 N5 Cu1 -49.0(18) . . . 4_565 ?
O3 Cu1 N5 Cu1 -148.1(3) . . . 4_565 ?
N2 Cu1 N5 Cu1 16.8(3) . . . 4_565 ?
N5 Cu1 N5 Cu1 116.5(4) 4_566 . . 4_565 ?
Cu1 N5 N6 N7 -173(100) . . . . ?
Cu1 N5 N6 N7 3(29) 4_565 . . . ?
C2 N3 C1 N2 -1.2(8) . . . . ?
N1 N2 C1 N3 0.5(8) 4_565 . . . ?
Cu1 N2 C1 N3 -178.0(5) . . . . ?
C1 N3 C2 N1 1.6(8) . . . 4_565 ?
C1 N3 C2 N4 -179.8(6) . . . . ?
O1 N4 C2 N3 -4.6(10) . . . . ?
O2 N4 C2 N3 175.8(6) . . . . ?
O1 N4 C2 N1 173.8(6) . . . 4_565 ?
O2 N4 C2 N1 -5.7(9) . . . 4_565 ?
Cu1 O3 C3 N8 -166.4(5) . . . . ?
C5 N8 C3 O3 -4.0(11) . . . . ?
C4 N8 C3 O3 -176.2(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.156
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xb9137
_database_code_depnum_ccdc_archive 'CCDC 1447562'
_audit_update_record             
;
2016-01-15 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 H3 Cu N7 O3'
_chemical_formula_sum            'C2 H3 Cu N7 O3'
_chemical_formula_weight         236.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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'
'-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                   14.361(3)
_cell_length_b                   6.5596(15)
_cell_length_c                   15.048(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1417.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1040
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      22.34

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    3.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_T_max  0.832
_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-II 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            6900
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         25.92
_reflns_number_total             1379
_reflns_number_gt                967
_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    ?
_computing_publication_material  ?

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

_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)+(0.0404P)²+0.8030P] 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         1379
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.20003(4) -0.05499(9) 0.32707(3) 0.02360(19) Uani 1 1 d . . .
O2 O 0.0541(2) -0.1610(6) 0.2132(2) 0.0393(9) Uani 1 1 d . . .
O3 O -0.0262(3) 0.0033(7) 0.1149(3) 0.0576(12) Uani 1 1 d . . .
O1 O 0.0867(2) 0.0135(5) 0.4079(2) 0.0348(9) Uani 1 1 d . . .
H1A H 0.0966 -0.0259 0.4625 0.052 Uiso 1 1 d R . .
H1B H 0.0370 -0.0485 0.3887 0.052 Uiso 1 1 d R . .
N2 N 0.2035(2) 0.3472(6) 0.2374(2) 0.0257(9) Uani 1 1 d . . .
N1 N 0.1622(2) 0.1604(6) 0.2426(2) 0.0235(8) Uani 1 1 d . A .
N3 N 0.0906(3) 0.3356(6) 0.1351(3) 0.0306(10) Uani 1 1 d . A .
N4 N 0.0370(3) -0.0091(7) 0.1689(3) 0.0337(10) Uani 1 1 d . A -1
N5 N 0.2264(3) -0.2998(6) 0.3946(3) 0.0303(10) Uani 1 1 d . . .
N6 N 0.1968(3) -0.3263(6) 0.4696(3) 0.0307(10) Uani 1 1 d . . .
C1 C 0.1586(4) 0.4442(9) 0.1724(3) 0.0308(11) Uani 1 1 d . . .
C2 C 0.0976(3) 0.1645(7) 0.1810(3) 0.0256(10) Uani 1 1 d . . .
H1 H 0.177(3) 0.569(8) 0.155(3) 0.030(14) Uiso 1 1 d . . .
N7 N 0.1713(3) -0.3605(8) 0.5392(3) 0.0520(14) Uani 1 1 d . B -1

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 0.0274(3) 0.0191(3) 0.0243(3) 0.0016(3) 0.0000(2) 0.0025(3)
O2 0.044(2) 0.028(2) 0.045(2) 0.0045(18) 0.0058(17) -0.0070(18)
O3 0.038(2) 0.062(3) 0.073(3) -0.002(2) -0.026(2) -0.010(2)
O1 0.0298(18) 0.040(2) 0.0343(19) -0.0040(16) 0.0010(15) 0.0007(17)
N2 0.030(2) 0.021(2) 0.027(2) 0.0019(17) 0.0019(16) -0.0013(19)
N1 0.023(2) 0.020(2) 0.027(2) -0.0002(18) -0.0003(16) 0.0013(18)
N3 0.029(2) 0.027(2) 0.035(2) 0.0048(19) -0.0058(18) 0.004(2)
N4 0.029(2) 0.035(3) 0.038(2) -0.005(2) 0.006(2) -0.0017(19)
N5 0.038(3) 0.024(2) 0.028(2) 0.0030(18) 0.0085(17) 0.008(2)
N6 0.037(2) 0.025(2) 0.030(2) 0.0010(19) -0.0013(19) 0.002(2)
C1 0.034(3) 0.025(3) 0.033(3) 0.005(3) 0.003(2) 0.002(3)
C2 0.025(2) 0.023(3) 0.028(2) -0.002(2) -0.003(2) 0.002(2)
N7 0.070(3) 0.058(4) 0.028(2) 0.007(2) 0.011(2) 0.004(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
Cu1 N5 1.938(4) . ?
Cu1 N1 1.977(4) . ?
Cu1 N2 2.038(4) 7_655 ?
Cu1 O1 2.081(3) . ?
Cu1 N5 2.226(4) 7_665 ?
O2 N4 1.223(5) . ?
O3 N4 1.221(5) . ?
O1 H1A 0.8730 . ?
O1 H1B 0.8710 . ?
N2 C1 1.333(6) . ?
N2 N1 1.363(5) . ?
N2 Cu1 2.038(4) 7_665 ?
N1 C2 1.312(5) . ?
N3 C2 1.322(6) . ?
N3 C1 1.333(6) . ?
N4 C2 1.445(6) . ?
N5 N6 1.218(5) . ?
N5 Cu1 2.226(4) 7_655 ?
N6 N7 1.132(5) . ?
C1 H1 0.90(5) . ?

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
N5 Cu1 N1 169.54(16) . . ?
N5 Cu1 N2 87.35(16) . 7_655 ?
N1 Cu1 N2 89.21(15) . 7_655 ?
N5 Cu1 O1 91.45(14) . . ?
N1 Cu1 O1 90.36(14) . . ?
N2 Cu1 O1 170.70(14) 7_655 . ?
N5 Cu1 N5 106.91(14) . 7_665 ?
N1 Cu1 N5 83.48(15) . 7_665 ?
N2 Cu1 N5 102.50(15) 7_655 7_665 ?
O1 Cu1 N5 86.68(14) . 7_665 ?
Cu1 O1 H1A 111.0 . . ?
Cu1 O1 H1B 110.3 . . ?
H1A O1 H1B 107.9 . . ?
C1 N2 N1 105.1(4) . . ?
C1 N2 Cu1 131.6(4) . 7_665 ?
N1 N2 Cu1 122.7(3) . 7_665 ?
C2 N1 N2 104.4(4) . . ?
C2 N1 Cu1 131.6(3) . . ?
N2 N1 Cu1 124.0(3) . . ?
C2 N3 C1 100.2(4) . . ?
O3 N4 O2 124.4(4) . . ?
O3 N4 C2 118.6(4) . . ?
O2 N4 C2 116.9(4) . . ?
N6 N5 Cu1 122.4(3) . . ?
N6 N5 Cu1 118.8(3) . 7_655 ?
Cu1 N5 Cu1 118.44(18) . 7_655 ?
N7 N6 N5 176.5(5) . . ?
N3 C1 N2 114.1(5) . . ?
N3 C1 H1 125(3) . . ?
N2 C1 H1 121(3) . . ?
N1 C2 N3 116.1(4) . . ?
N1 C2 N4 119.9(4) . . ?
N3 C2 N4 123.9(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
C1 N2 N1 C2 0.0(5) . . . . ?
Cu1 N2 N1 C2 172.6(3) 7_665 . . . ?
C1 N2 N1 Cu1 179.3(3) . . . . ?
Cu1 N2 N1 Cu1 -8.0(5) 7_665 . . . ?
N5 Cu1 N1 C2 21.4(11) . . . . ?
N2 Cu1 N1 C2 92.2(4) 7_655 . . . ?
O1 Cu1 N1 C2 -78.5(4) . . . . ?
N5 Cu1 N1 C2 -165.2(4) 7_665 . . . ?
N5 Cu1 N1 N2 -157.8(7) . . . . ?
N2 Cu1 N1 N2 -87.0(3) 7_655 . . . ?
O1 Cu1 N1 N2 102.3(3) . . . . ?
N5 Cu1 N1 N2 15.6(3) 7_665 . . . ?
N1 Cu1 N5 N6 -119.1(8) . . . . ?
N2 Cu1 N5 N6 170.0(4) 7_655 . . . ?
O1 Cu1 N5 N6 -19.2(4) . . . . ?
N5 Cu1 N5 N6 67.7(3) 7_665 . . . ?
N1 Cu1 N5 Cu1 54.0(9) . . . 7_655 ?
N2 Cu1 N5 Cu1 -17.0(2) 7_655 . . 7_655 ?
O1 Cu1 N5 Cu1 153.8(2) . . . 7_655 ?
N5 Cu1 N5 Cu1 -119.2(3) 7_665 . . 7_655 ?
Cu1 N5 N6 N7 177(100) . . . . ?
Cu1 N5 N6 N7 4(9) 7_655 . . . ?
C2 N3 C1 N2 -0.8(6) . . . . ?
N1 N2 C1 N3 0.5(5) . . . . ?
Cu1 N2 C1 N3 -171.2(3) 7_665 . . . ?
N2 N1 C2 N3 -0.5(5) . . . . ?
Cu1 N1 C2 N3 -179.8(3) . . . . ?
N2 N1 C2 N4 -178.1(4) . . . . ?
Cu1 N1 C2 N4 2.6(6) . . . . ?
C1 N3 C2 N1 0.8(6) . . . . ?
C1 N3 C2 N4 178.3(4) . . . . ?
O3 N4 C2 N1 175.5(4) . . . . ?
O2 N4 C2 N1 -5.7(6) . . . . ?
O3 N4 C2 N3 -2.0(7) . . . . ?
O2 N4 C2 N3 176.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.92
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.107
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xb9536_0m
_database_code_depnum_ccdc_archive 'CCDC 1482822'
_audit_update_record             
;
2016-05-31 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H Cu N4 O2'
_chemical_formula_weight         176.61

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'
Cu Cu 0.3201 1.2651 '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           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   4.8489(11)
_cell_length_b                   9.475(2)
_cell_length_c                   10.518(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     483.22(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    744
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      23.92

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             344
_exptl_absorpt_coefficient_mu    4.426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.582
_exptl_absorpt_correction_T_max  0.765
_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-II 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            2397
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         24.99
_reflns_number_total             848
_reflns_number_gt                745
_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    ?
_computing_publication_material  ?

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

_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)+(0.0195P)²+0.0985P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(3)
_refine_ls_number_reflns         848
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0514
_refine_ls_wR_factor_gt          0.0490
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
N2 N 0.0102(8) 1.1644(4) 0.8606(3) 0.0268(9) Uani 1 1 d . . .
N1 N 0.2195(7) 1.0955(3) 0.9228(4) 0.0244(9) Uani 1 1 d . . .
Cu1 Cu 0.14572(13) 0.84742(5) 0.58857(5) 0.02768(17) Uani 1 1 d . . .
N3 N 0.1374(9) 0.9839(3) 0.7376(3) 0.0253(9) Uani 1 1 d . . .
O1 O 0.6386(9) 0.9118(4) 0.9687(3) 0.0457(10) Uani 1 1 d . . .
C14 C 0.2853(9) 0.9901(5) 0.8441(5) 0.0221(11) Uani 1 1 d . . .
O2 O 0.5358(7) 0.7945(4) 0.7985(4) 0.0490(11) Uani 1 1 d . . .
N5 N 0.5007(9) 0.8908(4) 0.8734(4) 0.0306(10) Uani 1 1 d . . .
C8 C -0.0300(11) 1.0954(5) 0.7530(5) 0.0277(11) Uani 1 1 d . . .
H8 H -0.1622 1.1216 0.6934 0.033 Uiso 1 1 calc R . .

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
N2 0.041(2) 0.022(2) 0.0177(18) -0.0002(18) -0.0003(18) 0.004(2)
N1 0.034(2) 0.0199(17) 0.020(2) -0.0014(17) -0.0018(19) -0.0006(15)
Cu1 0.0410(3) 0.0232(3) 0.0188(3) 0.0022(3) 0.0016(3) 0.0001(3)
N3 0.030(2) 0.025(2) 0.021(2) -0.0050(16) -0.001(2) -0.003(2)
O1 0.048(2) 0.059(2) 0.0297(19) -0.0008(17) -0.009(2) 0.013(2)
C14 0.025(3) 0.017(2) 0.025(2) -0.0001(18) 0.002(2) -0.0013(19)
O2 0.046(2) 0.039(2) 0.062(3) -0.023(2) -0.002(2) 0.0114(18)
N5 0.031(2) 0.033(2) 0.028(2) 0.0039(18) 0.004(2) 0.0005(19)
C8 0.036(3) 0.031(2) 0.016(2) -0.0009(19) -0.008(2) 0.002(2)

_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
N2 C8 1.322(6) . ?
N2 N1 1.373(5) . ?
N2 Cu1 1.966(4) 3_556 ?
N1 C14 1.336(6) . ?
N1 Cu1 1.938(4) 2_575 ?
Cu1 N1 1.938(4) 2_574 ?
Cu1 N2 1.966(4) 3_546 ?
Cu1 N3 2.032(3) . ?
N3 C14 1.332(6) . ?
N3 C8 1.342(6) . ?
O1 N5 1.222(5) . ?
C14 N5 1.439(6) . ?
O2 N5 1.217(5) . ?
C8 H8 0.9300 . ?

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
C8 N2 N1 106.4(4) . . ?
C8 N2 Cu1 127.8(3) . 3_556 ?
N1 N2 Cu1 125.1(3) . 3_556 ?
C14 N1 N2 103.7(4) . . ?
C14 N1 Cu1 133.3(3) . 2_575 ?
N2 N1 Cu1 123.0(3) . 2_575 ?
N1 Cu1 N2 128.34(14) 2_574 3_546 ?
N1 Cu1 N3 121.52(14) 2_574 . ?
N2 Cu1 N3 110.11(14) 3_546 . ?
C14 N3 C8 100.9(4) . . ?
C14 N3 Cu1 131.8(3) . . ?
C8 N3 Cu1 127.3(3) . . ?
N3 C14 N1 115.2(4) . . ?
N3 C14 N5 122.8(4) . . ?
N1 C14 N5 122.0(4) . . ?
O2 N5 O1 125.2(4) . . ?
O2 N5 C14 116.9(4) . . ?
O1 N5 C14 117.8(4) . . ?
N2 C8 N3 113.8(4) . . ?
N2 C8 H8 123.1 . . ?
N3 C8 H8 123.1 . . ?

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
C8 N2 N1 C14 0.2(5) . . . . ?
Cu1 N2 N1 C14 -170.3(3) 3_556 . . . ?
C8 N2 N1 Cu1 -178.7(3) . . . 2_575 ?
Cu1 N2 N1 Cu1 10.9(5) 3_556 . . 2_575 ?
N1 Cu1 N3 C14 -109.7(4) 2_574 . . . ?
N2 Cu1 N3 C14 72.4(4) 3_546 . . . ?
N1 Cu1 N3 C8 70.7(4) 2_574 . . . ?
N2 Cu1 N3 C8 -107.2(4) 3_546 . . . ?
C8 N3 C14 N1 0.5(5) . . . . ?
Cu1 N3 C14 N1 -179.2(3) . . . . ?
C8 N3 C14 N5 -179.6(4) . . . . ?
Cu1 N3 C14 N5 0.7(7) . . . . ?
N2 N1 C14 N3 -0.4(5) . . . . ?
Cu1 N1 C14 N3 178.3(3) 2_575 . . . ?
N2 N1 C14 N5 179.6(4) . . . . ?
Cu1 N1 C14 N5 -1.6(7) 2_575 . . . ?
N3 C14 N5 O2 -3.4(6) . . . . ?
N1 C14 N5 O2 176.5(4) . . . . ?
N3 C14 N5 O1 174.5(4) . . . . ?
N1 C14 N5 O1 -5.6(6) . . . . ?
N1 N2 C8 N3 0.1(6) . . . . ?
Cu1 N2 C8 N3 170.2(3) 3_556 . . . ?
C14 N3 C8 N2 -0.3(5) . . . . ?
Cu1 N3 C8 N2 179.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.075
