#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:55:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179269 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/89/4318981.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4318981
loop_
_publ_author_name
'F. Cariati'
'U. Caruso'
'R. Centore'
'W. Marcolli'
'A. De Maria'
'B. Panunzi'
'A. Roviello'
'A. Tuzi'
_publ_section_title
;
 Synthesis, Structure, and Second-Order Nonlinear Optical Properties of
 Copper(II) and Palladium(II) Acentric Complexes with
 N-Salicylidene-N'-aroylhydrazine Tridentate Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6597
_journal_page_last               6603
_journal_paper_doi               10.1021/ic020127k
_journal_volume                  41
_journal_year                    2002
_chemical_formula_moiety         'C23 H23 Cu N5 O4'
_chemical_formula_sum            'C23 H23 Cu N5 O4'
_chemical_formula_weight         497.01
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.44(4)
_cell_angle_beta                 104.94(5)
_cell_angle_gamma                103.58(4)
_cell_formula_units_Z            2
_cell_length_a                   8.576(4)
_cell_length_b                   11.143(6)
_cell_length_c                   12.990(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.42
_cell_measurement_theta_min      12.10
_cell_volume                     1100.6(10)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega scans'
_diffrn_orient_matrix_type
;
    x-axis points to radiation source
    the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_UB_11      0.043932
_diffrn_orient_matrix_UB_12      0.097740
_diffrn_orient_matrix_UB_13      0.026590
_diffrn_orient_matrix_UB_21      0.032312
_diffrn_orient_matrix_UB_22      0.001518
_diffrn_orient_matrix_UB_23      0.080098
_diffrn_orient_matrix_UB_31      0.115106
_diffrn_orient_matrix_UB_32      -0.003138
_diffrn_orient_matrix_UB_33      -0.001237
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Mok\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0764
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6654
_diffrn_reflns_theta_full        29.96
_diffrn_reflns_theta_max         29.96
_diffrn_reflns_theta_min         1.72
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.033
_exptl_absorpt_correction_T_max  0.9997
_exptl_absorpt_correction_T_min  0.8481
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst.
A24, 351 as implemented in WinGX (Farrugia, J. Appl. Cryst. 32,
837-838, 1999).
Number of psi-scan sets used was   3
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             514
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6392
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.1354
_refine_ls_R_factor_gt           0.0513
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0742P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1389
_refine_ls_wR_factor_ref         0.1649
_reflns_number_gt                3445
_reflns_number_total             6392
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020127k_1.cif
_cod_data_source_block           Cu1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1100.6(9)
_cod_database_code               4318981
#BEGIN Tags that were not found in dictionaries:
_exptl_absorpt_correction_t_ave  0.9577
_exptl_absorpt_rmerge_before     0.0102
_exptl_absorpt_rmerge_after      0.0102
_exptl_absorpt_theta_corr_max    1.0000
_exptl_absorpt_theta_corr_min    0.9992
_diffrn_standards_decay_corr_max 1.041
_diffrn_standards_decay_corr_min 0.960
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.61673(5) 0.56893(4) 0.69428(4) 0.04691(16) Uani 1 d . . .
O1 O 0.5345(3) 0.4620(3) 0.7728(2) 0.0556(7) Uani 1 d . . .
O2 O 0.6787(3) 0.7014(2) 0.6279(2) 0.0519(6) Uani 1 d . . .
O3 O 0.5384(4) 1.0790(3) 0.2566(3) 0.0813(9) Uani 1 d . . .
O4 O 0.8061(4) 1.1318(4) 0.3427(3) 0.0982(12) Uani 1 d . . .
N1 N 0.1559(4) 0.1556(5) 0.8643(4) 0.0894(14) Uani 1 d . . .
N2 N 0.3939(3) 0.5488(3) 0.5997(2) 0.0442(7) Uani 1 d . . .
N3 N 0.3891(3) 0.6251(3) 0.5293(2) 0.0465(7) Uani 1 d . . .
N4 N 0.6590(4) 1.0672(3) 0.3221(3) 0.0613(9) Uani 1 d . . .
N5 N 0.8593(3) 0.5860(3) 0.7726(2) 0.0465(7) Uani 1 d . . .
C3 C -0.1109(6) 0.1311(6) 0.9068(4) 0.0938(17) Uani 1 d . . .
H3A H -0.2182 0.0681 0.8929 0.094 Uiso 1 calc R . .
H3B H -0.1302 0.2010 0.8799 0.094 Uiso 1 calc R . .
H3C H -0.0488 0.1656 0.9863 0.094 Uiso 1 calc R . .
C4 C -0.0107(6) 0.0671(5) 0.8466(4) 0.0758(13) Uani 1 d . . .
H4A H 0.0045 -0.0054 0.8722 0.076 Uiso 1 calc R . .
H4B H -0.0748 0.0317 0.7664 0.076 Uiso 1 calc R . .
C5 C 0.1822(5) 0.2312(4) 0.7986(3) 0.0568(10) Uani 1 d . . .
C6 C 0.0456(4) 0.2296(4) 0.7085(3) 0.0538(9) Uani 1 d . . .
H6 H -0.0642 0.1761 0.6936 0.054 Uiso 1 calc R . .
C7 C 0.0741(4) 0.3057(4) 0.6438(3) 0.0495(9) Uani 1 d . . .
H7 H -0.0184 0.3023 0.5856 0.050 Uiso 1 calc R . .
C8 C 0.2350(4) 0.3889(3) 0.6599(3) 0.0434(8) Uani 1 d . . .
C9 C 0.3751(4) 0.3904(3) 0.7495(3) 0.0461(8) Uani 1 d . . .
C10 C 0.3447(4) 0.3136(4) 0.8159(3) 0.0533(9) Uani 1 d . . .
H10 H 0.4363 0.3168 0.8746 0.053 Uiso 1 calc R . .
C11 C 0.2511(4) 0.4693(3) 0.5915(3) 0.0441(8) Uani 1 d . . .
H11 H 0.1526 0.4644 0.5373 0.044 Uiso 1 calc R . .
C12 C 0.5455(4) 0.7015(3) 0.5534(3) 0.0449(8) Uani 1 d . . .
C13 C 0.5703(4) 0.7947(3) 0.4908(3) 0.0417(7) Uani 1 d . . .
C14 C 0.4356(4) 0.8045(4) 0.4103(3) 0.0484(8) Uani 1 d . . .
H14 H 0.3256 0.7502 0.3936 0.048 Uiso 1 calc R . .
C15 C 0.4635(4) 0.8933(4) 0.3553(3) 0.0507(9) Uani 1 d . . .
H15 H 0.3729 0.9004 0.3022 0.051 Uiso 1 calc R . .
C16 C 0.6271(4) 0.9717(4) 0.3795(3) 0.0475(8) Uani 1 d . . .
C17 C 0.7634(4) 0.9640(4) 0.4584(3) 0.0502(9) Uani 1 d . . .
H17 H 0.8730 1.0184 0.4742 0.050 Uiso 1 calc R . .
C18 C 0.7351(4) 0.8753(3) 0.5129(3) 0.0487(8) Uani 1 d . . .
H18 H 0.8266 0.8685 0.5654 0.049 Uiso 1 calc R . .
C19 C 0.8986(4) 0.5115(4) 0.8346(3) 0.0519(9) Uani 1 d . . .
H19 H 0.8105 0.4527 0.8436 0.052 Uiso 1 calc R . .
C20 C 1.0627(5) 0.5174(4) 0.8857(3) 0.0537(9) Uani 1 d . . .
H20 H 1.0846 0.4641 0.9288 0.054 Uiso 1 calc R . .
C21 C 1.1939(4) 0.6026(4) 0.8725(3) 0.0558(9) Uani 1 d . . .
H21 H 1.3063 0.6088 0.9068 0.056 Uiso 1 calc R . .
C22 C 1.1558(5) 0.6791(4) 0.8074(4) 0.0595(10) Uani 1 d . . .
H22 H 1.2422 0.7371 0.7963 0.060 Uiso 1 calc R . .
C23 C 0.9884(4) 0.6684(4) 0.7591(3) 0.0540(9) Uani 1 d . . .
H23 H 0.9635 0.7204 0.7153 0.054 Uiso 1 calc R . .
C1 C 0.4010(13) 0.1114(10) 0.9727(10) 0.075(3) Uani 0.50 d P A 1
H1A H 0.4818 0.1299 1.0459 0.075 Uiso 0.50 calc PR A 1
H1B H 0.4606 0.1299 0.9224 0.075 Uiso 0.50 calc PR A 1
H1C H 0.3329 0.0209 0.9439 0.075 Uiso 0.50 calc PR A 1
C2 C 0.2864(12) 0.1966(13) 0.9823(9) 0.058(2) Uani 0.50 d P A 1
H2A H 0.3525 0.2884 1.0070 0.058 Uiso 0.50 calc PR A 1
H2B H 0.2298 0.1825 1.0360 0.058 Uiso 0.50 calc PR A 1
C1' C 0.3373(15) 0.2162(14) 1.0463(11) 0.095(4) Uani 0.50 d P A 2
H1'1 H 0.4319 0.2083 1.0998 0.095 Uiso 0.50 calc PR A 2
H1'2 H 0.2391 0.1983 1.0695 0.095 Uiso 0.50 calc PR A 2
H1'3 H 0.3649 0.3034 1.0428 0.095 Uiso 0.50 calc PR A 2
C2' C 0.3011(15) 0.1237(14) 0.9361(11) 0.077(3) Uani 0.50 d P A 2
H2C H 0.2654 0.0342 0.9356 0.077 Uiso 0.50 calc PR A 2
H2D H 0.3989 0.1380 0.9109 0.077 Uiso 0.50 calc PR A 2
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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-5 3 -1
-3 -4 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N2 93.81(12) . . no
O1 Cu1 O2 168.32(11) . . no
N2 Cu1 O2 81.39(12) . . no
O1 Cu1 N5 92.31(11) . . no
N2 Cu1 N5 171.53(12) . . no
O2 Cu1 N5 93.64(11) . . no
C9 O1 Cu1 127.4(2) . . no
C12 O2 Cu1 110.2(2) . . no
C5 N1 C4 123.1(3) . . no
C5 N1 C2' 121.9(5) . . no
C4 N1 C2' 112.4(5) . . no
C5 N1 C2 118.2(5) . . no
C4 N1 C2 115.4(5) . . no
C2' N1 C2 35.8(5) . . no
C11 N2 N3 117.7(3) . . no
C11 N2 Cu1 127.0(2) . . no
N3 N2 Cu1 115.2(2) . . no
C12 N3 N2 108.1(3) . . no
O3 N4 O4 123.2(4) . . no
O3 N4 C16 118.7(3) . . no
O4 N4 C16 118.1(3) . . no
C19 N5 C23 117.4(3) . . no
C19 N5 Cu1 121.7(2) . . no
C23 N5 Cu1 120.8(2) . . no
C4 C3 H3A 109.5 . . no
C4 C3 H3B 109.5 . . no
H3A C3 H3B 109.5 . . no
C4 C3 H3C 109.5 . . no
H3A C3 H3C 109.5 . . no
H3B C3 H3C 109.5 . . no
N1 C4 C3 113.2(5) . . no
N1 C4 H4A 108.9 . . no
C3 C4 H4A 108.9 . . no
N1 C4 H4B 108.9 . . no
C3 C4 H4B 108.9 . . no
H4A C4 H4B 107.8 . . no
N1 C5 C10 122.0(3) . . no
N1 C5 C6 121.3(3) . . no
C10 C5 C6 116.7(3) . . no
C7 C6 C5 120.5(3) . . no
C7 C6 H6 119.7 . . no
C5 C6 H6 119.7 . . no
C6 C7 C8 123.7(3) . . no
C6 C7 H7 118.2 . . no
C8 C7 H7 118.2 . . no
C7 C8 C11 119.6(3) . . no
C7 C8 C9 116.6(3) . . no
C11 C8 C9 123.7(3) . . no
O1 C9 C10 117.5(3) . . no
O1 C9 C8 123.2(3) . . no
C10 C9 C8 119.3(3) . . no
C9 C10 C5 123.1(3) . . no
C9 C10 H10 118.4 . . no
C5 C10 H10 118.4 . . no
N2 C11 C8 124.2(3) . . no
N2 C11 H11 117.9 . . no
C8 C11 H11 117.9 . . no
O2 C12 N3 124.9(3) . . no
O2 C12 C13 117.6(3) . . no
N3 C12 C13 117.5(3) . . no
C14 C13 C18 118.7(3) . . no
C14 C13 C12 122.4(3) . . no
C18 C13 C12 118.9(3) . . no
C15 C14 C13 120.7(3) . . no
C15 C14 H14 119.7 . . no
C13 C14 H14 119.7 . . no
C14 C15 C16 119.1(3) . . no
C14 C15 H15 120.4 . . no
C16 C15 H15 120.4 . . no
C15 C16 C17 121.6(3) . . no
C15 C16 N4 119.9(3) . . no
C17 C16 N4 118.5(3) . . no
C18 C17 C16 119.1(3) . . no
C18 C17 H17 120.5 . . no
C16 C17 H17 120.5 . . no
C17 C18 C13 120.8(3) . . no
C17 C18 H18 119.6 . . no
C13 C18 H18 119.6 . . no
N5 C19 C20 123.1(3) . . no
N5 C19 H19 118.4 . . no
C20 C19 H19 118.4 . . no
C19 C20 C21 119.2(3) . . no
C19 C20 H20 120.4 . . no
C21 C20 H20 120.4 . . no
C20 C21 C22 118.5(3) . . no
C20 C21 H21 120.7 . . no
C22 C21 H21 120.7 . . no
C23 C22 C21 119.1(3) . . no
C23 C22 H22 120.5 . . no
C21 C22 H22 120.5 . . no
N5 C23 C22 122.7(3) . . no
N5 C23 H23 118.7 . . no
C22 C23 H23 118.7 . . no
C2 C1 H1A 109.5 . . no
C2 C1 H1B 109.5 . . no
H1A C1 H1B 109.5 . . no
C2 C1 H1C 109.5 . . no
H1A C1 H1C 109.5 . . no
H1B C1 H1C 109.5 . . no
C1 C2 N1 106.1(10) . . no
C1 C2 H2A 110.5 . . no
N1 C2 H2A 110.5 . . no
C1 C2 H2B 110.5 . . no
N1 C2 H2B 110.5 . . no
H2A C2 H2B 108.7 . . no
C2' C1' H1'1 109.5 . . no
C2' C1' H1'2 109.5 . . no
H1'1 C1' H1'2 109.5 . . no
C2' C1' H1'3 109.5 . . no
H1'1 C1' H1'3 109.5 . . no
H1'2 C1' H1'3 109.5 . . no
C1' C2' N1 101.3(12) . . no
C1' C2' H2C 111.5 . . no
N1 C2' H2C 111.5 . . no
C1' C2' H2D 111.5 . . no
N1 C2' H2D 111.5 . . no
H2C C2' H2D 109.3 . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.881(3) . no
Cu1 N2 1.914(3) . no
Cu1 O2 1.926(3) . no
Cu1 N5 2.006(3) . no
O1 C9 1.323(4) . no
O2 C12 1.293(4) . no
O3 N4 1.215(4) . no
O4 N4 1.218(4) . no
N1 C5 1.362(5) . no
N1 C4 1.458(5) . no
N1 C2' 1.524(13) . no
N1 C2 1.528(11) . no
N2 C11 1.294(4) . no
N2 N3 1.395(4) . no
N3 C12 1.317(4) . no
N4 C16 1.459(5) . no
N5 C19 1.333(4) . no
N5 C23 1.342(5) . no
C3 C4 1.488(7) . no
C3 H3A 0.9600 . no
C3 H3B 0.9600 . no
C3 H3C 0.9600 . no
C4 H4A 0.9700 . no
C4 H4B 0.9700 . no
C5 C10 1.404(5) . no
C5 C6 1.419(5) . no
C6 C7 1.360(5) . no
C6 H6 0.9300 . no
C7 C8 1.400(5) . no
C7 H7 0.9300 . no
C8 C11 1.418(5) . no
C8 C9 1.435(5) . no
C9 C10 1.386(5) . no
C10 H10 0.9300 . no
C11 H11 0.9300 . no
C12 C13 1.481(5) . no
C13 C14 1.390(4) . no
C13 C18 1.398(5) . no
C14 C15 1.370(5) . no
C14 H14 0.9300 . no
C15 C16 1.375(5) . no
C15 H15 0.9300 . no
C16 C17 1.377(5) . no
C17 C18 1.364(5) . no
C17 H17 0.9300 . no
C18 H18 0.9300 . no
C19 C20 1.371(5) . no
C19 H19 0.9300 . no
C20 C21 1.370(5) . no
C20 H20 0.9300 . no
C21 C22 1.377(5) . no
C21 H21 0.9300 . no
C22 C23 1.374(5) . no
C22 H22 0.9300 . no
C23 H23 0.9300 . no
C1 C2 1.525(16) . no
C1 H1A 0.9600 . no
C1 H1B 0.9600 . no
C1 H1C 0.9600 . no
C2 H2A 0.9700 . no
C2 H2B 0.9700 . no
C1' C2' 1.447(19) . no
C1' H1'1 0.9600 . no
C1' H1'2 0.9600 . no
C1' H1'3 0.9600 . no
C2' H2C 0.9700 . no
C2' H2D 0.9700 . no
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
N2 Cu1 O1 C9 7.7(3) . . . . no
O2 Cu1 O1 C9 73.0(6) . . . . no
N5 Cu1 O1 C9 -166.4(3) . . . . no
O1 Cu1 O2 C12 -70.1(6) . . . . no
N2 Cu1 O2 C12 -3.7(2) . . . . no
N5 Cu1 O2 C12 169.4(2) . . . . no
O1 Cu1 N2 C11 -8.9(3) . . . . no
O2 Cu1 N2 C11 -178.2(3) . . . . no
N5 Cu1 N2 C11 127.3(8) . . . . no
O1 Cu1 N2 N3 174.1(2) . . . . no
O2 Cu1 N2 N3 4.8(2) . . . . no
N5 Cu1 N2 N3 -49.7(9) . . . . no
C11 N2 N3 C12 178.0(3) . . . . no
Cu1 N2 N3 C12 -4.8(4) . . . . no
O1 Cu1 N5 C19 11.3(3) . . . . no
N2 Cu1 N5 C19 -125.0(8) . . . . no
O2 Cu1 N5 C19 -178.8(3) . . . . no
O1 Cu1 N5 C23 -172.5(3) . . . . no
N2 Cu1 N5 C23 51.2(9) . . . . no
O2 Cu1 N5 C23 -2.5(3) . . . . no
C5 N1 C4 C3 -87.7(6) . . . . no
C2' N1 C4 C3 110.5(8) . . . . no
C2 N1 C4 C3 71.4(8) . . . . no
C4 N1 C5 C10 -178.6(5) . . . . no
C2' N1 C5 C10 -18.4(10) . . . . no
C2 N1 C5 C10 23.0(9) . . . . no
C4 N1 C5 C6 1.0(8) . . . . no
C2' N1 C5 C6 161.1(8) . . . . no
C2 N1 C5 C6 -157.5(7) . . . . no
N1 C5 C6 C7 180.0(4) . . . . no
C10 C5 C6 C7 -0.4(6) . . . . no
C5 C6 C7 C8 0.2(6) . . . . no
C6 C7 C8 C11 -177.0(3) . . . . no
C6 C7 C8 C9 0.8(6) . . . . no
Cu1 O1 C9 C10 176.9(3) . . . . no
Cu1 O1 C9 C8 -3.1(5) . . . . no
C7 C8 C9 O1 178.5(3) . . . . no
C11 C8 C9 O1 -3.8(6) . . . . no
C7 C8 C9 C10 -1.5(5) . . . . no
C11 C8 C9 C10 176.3(3) . . . . no
O1 C9 C10 C5 -178.7(4) . . . . no
C8 C9 C10 C5 1.3(6) . . . . no
N1 C5 C10 C9 179.3(4) . . . . no
C6 C5 C10 C9 -0.3(6) . . . . no
N3 N2 C11 C8 -177.8(3) . . . . no
Cu1 N2 C11 C8 5.3(5) . . . . no
C7 C8 C11 N2 -179.8(3) . . . . no
C9 C8 C11 N2 2.6(6) . . . . no
Cu1 O2 C12 N3 2.3(5) . . . . no
Cu1 O2 C12 C13 -178.0(2) . . . . no
N2 N3 C12 O2 1.6(5) . . . . no
N2 N3 C12 C13 -178.1(3) . . . . no
O2 C12 C13 C14 -178.9(3) . . . . no
N3 C12 C13 C14 0.8(5) . . . . no
O2 C12 C13 C18 1.5(5) . . . . no
N3 C12 C13 C18 -178.8(3) . . . . no
C18 C13 C14 C15 -1.3(5) . . . . no
C12 C13 C14 C15 179.1(3) . . . . no
C13 C14 C15 C16 0.9(6) . . . . no
C14 C15 C16 C17 -0.5(6) . . . . no
C14 C15 C16 N4 -179.8(3) . . . . no
O3 N4 C16 C15 2.9(6) . . . . no
O4 N4 C16 C15 -177.4(4) . . . . no
O3 N4 C16 C17 -176.4(4) . . . . no
O4 N4 C16 C17 3.3(6) . . . . no
C15 C16 C17 C18 0.6(6) . . . . no
N4 C16 C17 C18 179.8(3) . . . . no
C16 C17 C18 C13 -1.0(6) . . . . no
C14 C13 C18 C17 1.4(5) . . . . no
C12 C13 C18 C17 -179.0(3) . . . . no
C23 N5 C19 C20 1.2(6) . . . . no
Cu1 N5 C19 C20 177.5(3) . . . . no
N5 C19 C20 C21 -0.5(6) . . . . no
C19 C20 C21 C22 -0.4(6) . . . . no
C20 C21 C22 C23 0.7(6) . . . . no
C19 N5 C23 C22 -0.9(6) . . . . no
Cu1 N5 C23 C22 -177.2(3) . . . . no
C21 C22 C23 N5 -0.1(6) . . . . no
C5 N1 C2 C1 -99.7(8) . . . . no
C4 N1 C2 C1 100.1(7) . . . . no
C2' N1 C2 C1 6.5(9) . . . . no
C5 N1 C2' C1' 100.2(9) . . . . no
C4 N1 C2' C1' -97.7(9) . . . . no
C2 N1 C2' C1' 5.0(9) . . . . no
