#------------------------------------------------------------------------------
#$Date: 2019-12-25 22:30:07 +0200 (Wed, 25 Dec 2019) $
#$Revision: 245900 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/14/2311457.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2311457
loop_
_publ_author_name
'Geiger, David K.'
'DeStefano, Matthew R.'
'Lewis, Robert A.'
_publ_section_title
;
 Structural characterization of two solvates of a luminescent copper(II)
 bis-(pyridine)-substituted benzimidazole complex.
;
_journal_coeditor_code           ZL2717
_journal_issue                   'Pt 11'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1616
_journal_page_last               1621
_journal_paper_doi               10.1107/S2056989017014232
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          '[Cu (C2 H3 O2)2 (C20 H18 N4)], C2 H3 N1'
_chemical_formula_moiety         'C24 H24 Cu N4 O4, C2 H3 N'
_chemical_formula_sum            'C26 H27 Cu N5 O4'
_chemical_formula_weight         537.06
_chemical_name_systematic
;
Bis(acetato-κO){5,6-dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-\
1H-benzimidazole-κ²N²,N³}copper(II) acetonitrile
monosolvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 102.668(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.292(3)
_cell_length_b                   10.1837(12)
_cell_length_c                   24.867(4)
_cell_measurement_reflns_used    6746
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.6
_cell_measurement_theta_min      2.28
_cell_volume                     5260.7(13)
_computing_cell_refinement
;
APEX2 (Bruker, 2013)
;
_computing_data_collection
;
APEX2  (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART X2S benchtop'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17879
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.227
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2013)
;
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2232
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.844
_refine_diff_density_min         -1.274
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         4616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0594
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1166P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1617
_refine_ls_wR_factor_ref         0.1778
_reflns_number_gt                3415
_reflns_number_total             4616
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl2717sup1.cif
_cod_data_source_block           1
_cod_original_cell_volume        5260.7(12)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2311457
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.623
_shelx_estimated_absorpt_t_max   0.881
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Cu Cu1 0.25894(2) 0.51131(4) 0.60501(2) 0.0386(2) Uani d 1
O O1 0.30689(14) 0.4530(3) 0.67694(10) 0.0513(7) Uani d 1
O O2 0.37267(15) 0.6034(3) 0.65669(12) 0.0656(8) Uani d 1
O O3 0.21236(14) 0.6405(3) 0.63799(11) 0.0527(7) Uani d 1
O O4 0.14226(17) 0.4765(3) 0.62642(15) 0.0652(9) Uani d 1
N N1 0.29915(14) 0.3832(3) 0.56335(11) 0.0359(7) Uani d 1
N N2 0.32326(14) 0.3222(3) 0.48426(11) 0.0345(7) Uani d 1
N N3 0.22120(15) 0.5741(3) 0.52699(12) 0.0385(7) Uani d 1
N N4 0.3977(2) 0.5171(3) 0.44721(17) 0.0583(10) Uani d 1
N N5 0.2435(4) 0.5210(6) 0.8052(2) 0.112(2) Uani d 1
C C1 0.34177(17) 0.2802(3) 0.57473(13) 0.0368(8) Uani d 1
C C2 0.35794(17) 0.2411(3) 0.52502(13) 0.0358(8) Uani d 1
C C3 0.40079(18) 0.1394(4) 0.52338(15) 0.0431(9) Uani d 1
H H3 0.4112 0.1143 0.4896 0.052 Uiso calc 1
C C4 0.42816(18) 0.0748(4) 0.57212(16) 0.0455(9) Uani d 1
C C5 0.41051(19) 0.1134(4) 0.62263(16) 0.0487(10) Uani d 1
C C6 0.36792(18) 0.2129(4) 0.62356(14) 0.0435(9) Uani d 1
H H6 0.3561 0.2363 0.6570 0.052 Uiso calc 1
C C7 0.28948(17) 0.4081(3) 0.50934(13) 0.0342(8) Uani d 1
C C8 0.24562(19) 0.5156(3) 0.48640(15) 0.0357(8) Uani d 1
C C9 0.2294(2) 0.5596(4) 0.43257(14) 0.0442(9) Uani d 1
H H9 0.2470 0.5186 0.4049 0.053 Uiso calc 1
C C10 0.1877(2) 0.6624(4) 0.41948(16) 0.0509(10) Uani d 1
H H10 0.1762 0.6934 0.3826 0.061 Uiso calc 1
C C11 0.1624(2) 0.7209(4) 0.45988(16) 0.0507(10) Uani d 1
H H11 0.1330 0.7920 0.4514 0.061 Uiso calc 1
C C12 0.18092(19) 0.6736(4) 0.51333(16) 0.0465(9) Uani d 1
H H12 0.1639 0.7145 0.5414 0.056 Uiso calc 1
C C13 0.33262(18) 0.3199(4) 0.42732(13) 0.0389(9) Uani d 1
H H13A 0.2938 0.3556 0.4021 0.047 Uiso calc 1
H H13B 0.3385 0.2281 0.4163 0.047 Uiso calc 1
C C14 0.39095(18) 0.4007(4) 0.42239(14) 0.0414(9) Uani d 1
C C15 0.43403(19) 0.3528(5) 0.39292(16) 0.0554(11) Uani d 1
H H15 0.4277 0.2692 0.3757 0.066 Uiso calc 1
C C16 0.4865(2) 0.4291(6) 0.3891(2) 0.0730(15) Uani d 1
H H16 0.5170 0.3989 0.3692 0.088 Uiso calc 1
C C17 0.4935(3) 0.5485(6) 0.4143(2) 0.0804(16) Uani d 1
H H17 0.5290 0.6035 0.4122 0.097 Uiso calc 1
C C18 0.4486(3) 0.5877(5) 0.4428(2) 0.0760(14) Uani d 1
H H18 0.4542 0.6708 0.4605 0.091 Uiso calc 1
C C19 0.3582(2) 0.5207(4) 0.68811(16) 0.0497(11) Uani d 1
C C20 0.4030(3) 0.4923(6) 0.7436(2) 0.096(2) Uani d 1
H H20A 0.4284 0.4134 0.7406 0.144 Uiso calc 1
H H20B 0.3775 0.4783 0.7714 0.144 Uiso calc 1
H H20C 0.4320 0.5671 0.7544 0.144 Uiso calc 1
C C21 0.1592(2) 0.5863(5) 0.64384(15) 0.0496(10) Uani d 1
C C22 0.1192(3) 0.6702(6) 0.6741(2) 0.0832(17) Uani d 1
H H22A 0.0836 0.7103 0.6475 0.125 Uiso calc 1
H H22B 0.1463 0.7394 0.6947 0.125 Uiso calc 1
H H22C 0.1020 0.6153 0.6998 0.125 Uiso calc 1
C C23 0.2282(3) 0.4307(6) 0.7801(2) 0.0764(16) Uani d 1
C C24 0.2089(3) 0.3137(6) 0.7481(2) 0.0860(16) Uani d 1
H H24A 0.2100 0.2385 0.7729 0.129 Uiso calc 1
H H24B 0.2384 0.2980 0.7236 0.129 Uiso calc 1
H H24C 0.1650 0.3250 0.7260 0.129 Uiso calc 1
C C41 0.4746(2) -0.0370(5) 0.5713(2) 0.0664(13) Uani d 1
H H41A 0.4716 -0.0657 0.5332 0.100 Uiso calc 1
H H41B 0.4638 -0.1104 0.5930 0.100 Uiso calc 1
H H41C 0.5186 -0.0074 0.5870 0.100 Uiso calc 1
C C51 0.4385(3) 0.0398(6) 0.6760(2) 0.0731(14) Uani d 1
H H51A 0.4231 0.0802 0.7065 0.110 Uiso calc 1
H H51B 0.4856 0.0441 0.6836 0.110 Uiso calc 1
H H51C 0.4247 -0.0522 0.6721 0.110 Uiso calc 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C1 C6 H6 120.4 ?
C1 N1 Cu1 137.6(2) ?
C10 C11 H11 120.8 ?
C10 C11 C12 118.4(4) ?
C10 C9 H9 120.3 ?
C10 C9 C8 119.4(3) ?
C11 C12 H12 118.5 ?
C11 C10 H10 120.1 ?
C12 C11 H11 120.8 ?
C12 N3 Cu1 125.8(2) ?
C12 N3 C8 118.3(3) ?
C14 C15 H15 120.7 ?
C14 C13 H13B 109.5 ?
C14 C13 H13A 109.5 ?
C15 C16 H16 120.6 ?
C15 C14 C13 120.1(4) ?
C16 C17 H17 120.7 ?
C16 C17 C18 118.7(5) ?
C16 C15 H15 120.7 ?
C16 C15 C14 118.6(5) ?
C17 C18 H18 117.9 ?
C17 C16 H16 120.6 ?
C17 C16 C15 118.7(4) ?
C18 C17 H17 120.7 ?
C18 N4 C14 116.9(4) ?
C19 C20 H20C 109.5 ?
C19 C20 H20B 109.5 ?
C19 C20 H20A 109.5 ?
C19 O1 Cu1 106.7(2) ?
C2 C3 H3 120.6 ?
C2 C3 C4 118.7(3) ?
C2 N2 C13 122.0(3) ?
C21 C22 H22C 109.5 ?
C21 C22 H22B 109.5 ?
C21 C22 H22A 109.5 ?
C21 O3 Cu1 107.4(2) ?
C23 C24 H24C 109.5 ?
C23 C24 H24B 109.5 ?
C23 C24 H24A 109.5 ?
C3 C4 C41 119.6(3) ?
C3 C4 C5 119.4(3) ?
C3 C2 C1 121.7(3) ?
C3 C2 N2 132.2(3) ?
C4 C41 H41C 109.5 ?
C4 C41 H41B 109.5 ?
C4 C41 H41A 109.5 ?
C4 C5 C51 119.8(4) ?
C4 C3 H3 120.6 ?
C5 C51 H51C 109.5 ?
C5 C51 H51B 109.5 ?
C5 C51 H51A 109.5 ?
C5 C6 H6 120.4 ?
C5 C6 C1 119.3(3) ?
C5 C4 C41 120.9(4) ?
C6 C5 C51 119.0(4) ?
C6 C5 C4 121.2(4) ?
C6 C1 C2 119.6(3) ?
C7 N2 C13 130.1(3) ?
C7 N2 C2 107.3(3) ?
C7 N1 Cu1 114.4(2) ?
C7 N1 C1 107.5(3) ?
C8 C9 H9 120.3 ?
C8 N3 Cu1 115.6(2) ?
C9 C10 H10 120.1 ?
C9 C10 C11 119.7(4) ?
C9 C8 C7 128.3(3) ?
H13A C13 H13B 108.1 ?
H20A C20 H20C 109.5 ?
H20A C20 H20B 109.5 ?
H20B C20 H20C 109.5 ?
H22A C22 H22C 109.5 ?
H22A C22 H22B 109.5 ?
H22B C22 H22C 109.5 ?
H24A C24 H24C 109.5 ?
H24A C24 H24B 109.5 ?
H24B C24 H24C 109.5 ?
H41A C41 H41C 109.5 ?
H41A C41 H41B 109.5 ?
H41B C41 H41C 109.5 ?
H51A C51 H51C 109.5 ?
H51A C51 H51B 109.5 ?
H51B C51 H51C 109.5 ?
N1 C7 C8 118.4(3) ?
N1 C7 N2 110.9(3) ?
N1 C1 C2 108.2(3) ?
N1 C1 C6 132.2(3) ?
N1 Cu1 N3 80.41(11) y
N2 C13 H13B 109.5 ?
N2 C13 H13A 109.5 ?
N2 C13 C14 110.8(3) ?
N2 C7 C8 130.7(3) ?
N2 C2 C1 106.2(3) ?
N3 C12 H12 118.5 ?
N3 C12 C11 122.9(3) ?
N3 C8 C7 110.5(3) ?
N3 C8 C9 121.2(3) ?
N4 C18 H18 117.9 ?
N4 C18 C17 124.2(5) ?
N4 C14 C13 116.9(3) ?
N4 C14 C15 122.9(4) ?
N5 C23 C24 179.5(9) ?
O1 C19 C20 115.7(4) ?
O1 Cu1 N3 171.88(11) y
O1 Cu1 N1 94.59(12) y
O2 C19 C20 120.7(5) ?
O2 C19 O1 123.7(4) ?
O3 C21 C22 114.5(4) ?
O3 Cu1 N3 93.35(12) y
O3 Cu1 N1 173.39(12) y
O3 Cu1 O1 91.85(12) y
O4 C21 C22 122.4(4) ?
O4 C21 O3 123.2(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 1.375(5) ?
C9 C10 1.365(6) ?
C10 C11 1.375(5) ?
C11 C12 1.387(6) ?
N3 C12 1.323(5) ?
N2 C13 1.473(4) ?
C13 C14 1.517(5) ?
N4 C14 1.329(5) ?
C14 C15 1.382(5) ?
C15 C16 1.381(6) ?
C16 C17 1.361(9) ?
C17 C18 1.370(7) ?
N4 C18 1.324(6) ?
O2 C19 1.233(5) ?
O1 C19 1.271(5) ?
C1 C2 1.411(4) ?
N2 C2 1.388(4) ?
C19 C20 1.523(7) ?
O4 C21 1.224(5) ?
O3 C21 1.295(5) ?
C21 C22 1.518(5) ?
N5 C23 1.119(7) ?
C23 C24 1.442(8) ?
C2 C3 1.387(5) ?
C3 C4 1.390(6) ?
C4 C41 1.511(6) ?
C4 C5 1.442(5) ?
C5 C51 1.526(6) ?
C5 C6 1.364(6) ?
C1 C6 1.399(5) ?
N2 C7 1.367(4) ?
N1 C7 1.338(4) ?
C7 C8 1.471(5) ?
N3 C8 1.369(4) ?
C8 C9 1.382(5) ?
C10 H10 0.9500 ?
C11 H11 0.9500 ?
C12 H12 0.9500 ?
C13 H13A 0.9900 ?
C13 H13B 0.9900 ?
C15 H15 0.9500 ?
C16 H16 0.9500 ?
C17 H17 0.9500 ?
C18 H18 0.9500 ?
C20 H20A 0.9800 ?
C20 H20B 0.9800 ?
C20 H20C 0.9800 ?
C22 H22A 0.9800 ?
C22 H22B 0.9800 ?
C22 H22C 0.9800 ?
C24 H24A 0.9800 ?
C24 H24B 0.9800 ?
C24 H24C 0.9800 ?
C3 H3 0.9500 ?
C41 H41A 0.9800 ?
C41 H41B 0.9800 ?
C41 H41C 0.9800 ?
C51 H51A 0.9800 ?
C51 H51B 0.9800 ?
C51 H51C 0.9800 ?
C6 H6 0.9500 ?
C9 H9 0.9500 ?
Cu1 N1 1.974(3) y
Cu1 N3 2.034(3) y
Cu1 O1 1.948(3) y
Cu1 O3 1.935(2) y
Cu1 O2 2.651(3) ?
Cu1 O4 2.676(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C12 H12 O3 . 0.95 2.51 3.043(5) 115.3 y
C10 H10 O2 7_566 0.95 2.42 3.140(5) 132.1 y
C6 H6 O1 . 0.95 2.54 3.191(5) 126.1 y
C24 H24B O1 . 0.98 2.59 3.334(6) 132.9 y
C9 H9 N5 6_565 0.95 2.50 3.349(6) 149.3 y
C13 H13B O4 7_556 0.99 2.41 3.391(5) 168.8 y
C16 H16 O2 5_666 0.95 2.57 3.449(6) 154.3 y
C17 H17 <i>Cg</i>(Bz) 3_666 0.95 2.87 3.783(6) 162 y
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_publ_flag
C7 N1 C1 C6 -179.0(4) ?
Cu1 N1 C1 C6 10.3(6) ?
C7 N1 C1 C2 -0.5(4) ?
Cu1 N1 C1 C2 -171.2(3) ?
C7 N2 C2 C3 -178.6(4) ?
C13 N2 C2 C3 -6.6(6) ?
C7 N2 C2 C1 1.7(4) ?
C13 N2 C2 C1 173.6(3) ?
N1 C1 C2 C3 179.4(3) ?
C6 C1 C2 C3 -1.9(5) ?
N1 C1 C2 N2 -0.8(4) ?
C6 C1 C2 N2 178.0(3) ?
N2 C2 C3 C4 -179.7(4) ?
C1 C2 C3 C4 0.1(5) ?
C2 C3 C4 C5 1.2(5) ?
C2 C3 C4 C41 179.5(4) ?
C3 C4 C5 C6 -0.7(6) ?
C41 C4 C5 C6 -179.0(4) ?
C3 C4 C5 C51 177.8(4) ?
C41 C4 C5 C51 -0.6(6) ?
C4 C5 C6 C1 -1.1(6) ?
C51 C5 C6 C1 -179.6(4) ?
N1 C1 C6 C5 -179.3(4) ?
C2 C1 C6 C5 2.3(5) ?
C1 N1 C7 N2 1.6(4) ?
Cu1 N1 C7 N2 174.7(2) ?
C1 N1 C7 C8 -179.6(3) ?
Cu1 N1 C7 C8 -6.5(4) ?
C2 N2 C7 N1 -2.1(4) ?
C13 N2 C7 N1 -173.1(3) ?
C2 N2 C7 C8 179.4(3) ?
C13 N2 C7 C8 8.3(6) ?
C12 N3 C8 C9 0.6(5) ?
Cu1 N3 C8 C9 -172.7(3) ?
C12 N3 C8 C7 179.7(3) ?
Cu1 N3 C8 C7 6.4(4) ?
N1 C7 C8 N3 0.0(5) y
N2 C7 C8 N3 178.5(3) ?
N1 C7 C8 C9 179.0(4) ?
N2 C7 C8 C9 -2.5(6) ?
N3 C8 C9 C10 -0.7(6) ?
C7 C8 C9 C10 -179.5(4) ?
C8 C9 C10 C11 0.0(6) ?
C9 C10 C11 C12 0.6(6) ?
C8 N3 C12 C11 0.0(6) ?
Cu1 N3 C12 C11 172.6(3) ?
C10 C11 C12 N3 -0.7(6) ?
C7 N2 C13 C14 88.6(4) ?
C2 N2 C13 C14 -81.3(4) ?
C18 N4 C14 C15 -0.1(7) ?
C18 N4 C14 C13 -179.9(4) ?
N2 C13 C14 N4 -44.2(5) ?
N2 C13 C14 C15 136.1(4) ?
N4 C14 C15 C16 0.0(6) ?
C13 C14 C15 C16 179.8(4) ?
C14 C15 C16 C17 -0.2(7) ?
C15 C16 C17 C18 0.5(8) ?
C14 N4 C18 C17 0.4(8) ?
C16 C17 C18 N4 -0.6(9) ?
Cu1 O1 C19 O2 -1.9(5) ?
Cu1 O1 C19 C20 179.1(4) ?
Cu1 O3 C21 O4 -5.5(5) ?
Cu1 O3 C21 C22 174.7(3) ?
