#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:55:43 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179218 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/44/4314477.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_4314477
loop_
_publ_author_name
'Michael F. Primik'
'Gerhard Mühlgassner'
'Michael A. Jakupec'
'Olivier Zava'
'Paul J. Dyson'
'Vladimir B. Arion'
'Bernhard K. Keppler'
_publ_section_title
;
 Highly Cytotoxic Copper(II) Complexes with Modified Paullone Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              302
_journal_page_last               311
_journal_paper_doi               10.1021/ic902042a
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C26 H24 Br Cu N5 O3, 3(C H4 O)'
_chemical_formula_sum            'C29 H36 Br Cu N5 O6'
_chemical_formula_weight         694.08
_chemical_name_systematic
; 
N-(9-Bromo-7,12-dihydroindolo-[3,2-d][1]benzazepin-6-yliden)-N'-
(1-pyridin-2-yl-ethyliden)-azin-5-ide-acetato-methanolo-copper(II)
trimethanol solvate 
;
_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                107.719(3)
_cell_angle_beta                 90.188(2)
_cell_angle_gamma                98.000(2)
_cell_formula_units_Z            2
_cell_length_a                   9.2218(3)
_cell_length_b                   12.6553(5)
_cell_length_c                   13.7218(6)
_cell_measurement_reflns_used    3600
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.30
_cell_measurement_theta_min      2.73
_cell_volume                     1508.81(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            81573
_diffrn_reflns_theta_full        30.09
_diffrn_reflns_theta_max         30.09
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    2.098
_exptl_absorpt_correction_T_max  0.8501
_exptl_absorpt_correction_T_min  0.4874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown-red
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             714
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.355
_refine_diff_density_min         -1.025
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         8831
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0483P)²+2.1704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.1008
_reflns_number_gt                7072
_reflns_number_total             8831
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic902042a_si_002_2.cif
_cod_data_source_block           mipr027
_cod_original_cell_volume        1508.81(10)
_cod_database_code               4314477
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.23102(3) 0.42019(2) 1.05227(2) 0.02531(7) Uani 1 1 d . . .
Cu1 Cu 0.28589(3) 0.66738(2) 0.504080(19) 0.01195(7) Uani 1 1 d . . .
C1 C 0.4832(2) 0.99900(18) 0.83164(17) 0.0172(4) Uani 1 1 d . . .
H1 H 0.4704 1.0317 0.9026 0.021 Uiso 1 1 calc R . .
C2 C 0.5299(2) 1.06774(19) 0.77335(18) 0.0194(4) Uani 1 1 d . . .
H2 H 0.5474 1.1468 0.8037 0.023 Uiso 1 1 calc R . .
C3 C 0.5511(2) 1.01995(19) 0.66937(18) 0.0188(4) Uani 1 1 d . . .
H3 H 0.5863 1.0664 0.6291 0.023 Uiso 1 1 calc R . .
C4 C 0.5206(2) 0.90438(19) 0.62487(17) 0.0163(4) Uani 1 1 d . . .
H4 H 0.5342 0.8727 0.5539 0.020 Uiso 1 1 calc R . .
C4A C 0.4701(2) 0.83360(17) 0.68273(16) 0.0129(4) Uani 1 1 d . . .
N5 N 0.42342(18) 0.71972(15) 0.62781(13) 0.0129(3) Uani 1 1 d . . .
C6 C 0.4463(2) 0.63464(17) 0.66005(15) 0.0123(4) Uani 1 1 d . . .
C7 C 0.5346(2) 0.65137(18) 0.75758(16) 0.0141(4) Uani 1 1 d . . .
H7A H 0.6295 0.6995 0.7594 0.017 Uiso 1 1 calc R . .
H7B H 0.5540 0.5785 0.7634 0.017 Uiso 1 1 calc R . .
C7A C 0.4426(2) 0.70700(17) 0.84277(16) 0.0134(4) Uani 1 1 d . . .
C7B C 0.3663(2) 0.66736(18) 0.91849(16) 0.0137(4) Uani 1 1 d . . .
C8 C 0.3531(2) 0.56724(19) 0.94363(16) 0.0160(4) Uani 1 1 d . . .
H8 H 0.4067 0.5087 0.9099 0.019 Uiso 1 1 calc R . .
C9 C 0.2587(2) 0.55705(19) 1.01952(17) 0.0179(4) Uani 1 1 d . . .
C10 C 0.1789(2) 0.6421(2) 1.07227(17) 0.0197(4) Uani 1 1 d . . .
H10 H 0.1152 0.6309 1.1237 0.024 Uiso 1 1 calc R . .
C11 C 0.1931(2) 0.7418(2) 1.04943(17) 0.0194(4) Uani 1 1 d . . .
H11 H 0.1408 0.8004 1.0850 0.023 Uiso 1 1 calc R . .
C11A C 0.2864(2) 0.75399(18) 0.97259(16) 0.0155(4) Uani 1 1 d . . .
N12 N 0.3147(2) 0.84126(15) 0.93258(14) 0.0160(3) Uani 1 1 d . . .
H12 H 0.2804 0.9055 0.9544 0.019 Uiso 1 1 calc R . .
C12A C 0.4063(2) 0.81146(18) 0.85219(16) 0.0143(4) Uani 1 1 d . . .
C12B C 0.4541(2) 0.88194(17) 0.78881(16) 0.0136(4) Uani 1 1 d . . .
N13 N 0.38701(18) 0.52755(15) 0.61106(13) 0.0130(3) Uani 1 1 d . . .
N14 N 0.29373(18) 0.52652(15) 0.53256(13) 0.0124(3) Uani 1 1 d . . .
C15 C 0.2131(2) 0.43603(17) 0.47674(16) 0.0132(4) Uani 1 1 d . . .
C16 C 0.1185(2) 0.45629(18) 0.39947(16) 0.0139(4) Uani 1 1 d . . .
N17 N 0.12980(18) 0.56449(15) 0.39976(14) 0.0141(3) Uani 1 1 d . . .
C18 C 0.0478(2) 0.5910(2) 0.33241(17) 0.0180(4) Uani 1 1 d . . .
H18 H 0.0568 0.6669 0.3332 0.022 Uiso 1 1 calc R . .
C19 C -0.0501(2) 0.5108(2) 0.26146(18) 0.0212(5) Uani 1 1 d . . .
H19 H -0.1067 0.5314 0.2141 0.025 Uiso 1 1 calc R . .
C20 C -0.0635(2) 0.4007(2) 0.26113(18) 0.0220(5) Uani 1 1 d . . .
H20 H -0.1305 0.3445 0.2138 0.026 Uiso 1 1 calc R . .
C21 C 0.0220(2) 0.37241(19) 0.33077(17) 0.0188(4) Uani 1 1 d . . .
H21 H 0.0145 0.2969 0.3312 0.023 Uiso 1 1 calc R . .
C22 C 0.2137(2) 0.32240(18) 0.48798(18) 0.0183(4) Uani 1 1 d . . .
H22A H 0.2861 0.2846 0.4436 0.027 Uiso 1 1 calc R . .
H22B H 0.1162 0.2782 0.4683 0.027 Uiso 1 1 calc R . .
H22C H 0.2391 0.3299 0.5594 0.027 Uiso 1 1 calc R . .
O1 O 0.25360(17) 0.80488(13) 0.47827(12) 0.0176(3) Uani 1 1 d . . .
O2 O 0.12843(19) 0.84974(15) 0.61934(14) 0.0262(4) Uani 1 1 d . . .
C23 C 0.1873(2) 0.87279(18) 0.54539(18) 0.0176(4) Uani 1 1 d . . .
C24 C 0.1872(3) 0.9870(2) 0.5317(2) 0.0258(5) Uani 1 1 d . . .
H24A H 0.1124 1.0246 0.5736 0.039 Uiso 1 1 calc R . .
H24B H 0.1655 0.9781 0.4595 0.039 Uiso 1 1 calc R . .
H24C H 0.2838 1.0321 0.5532 0.039 Uiso 1 1 calc R . .
O3 O 0.46184(17) 0.64834(14) 0.38621(12) 0.0197(3) Uani 1 1 d D . .
H30 H 0.5019 0.5917 0.3801 0.029 Uiso 1 1 d RD . .
C25 C 0.4304(4) 0.6592(3) 0.2891(2) 0.0364(7) Uani 1 1 d . . .
H25A H 0.5165 0.6486 0.2476 0.055 Uiso 1 1 calc R . .
H25B H 0.4051 0.7342 0.2978 0.055 Uiso 1 1 calc R . .
H25C H 0.3476 0.6025 0.2547 0.055 Uiso 1 1 calc R . .
O4 O 0.9568(3) 0.7971(3) 0.2571(3) 0.0708(8) Uani 1 1 d . . .
H4A H 0.9777 0.8622 0.2529 0.106 Uiso 1 1 calc R . .
C26 C 0.8023(5) 0.7631(4) 0.2423(3) 0.0601(10) Uani 1 1 d . . .
H26A H 0.7697 0.7181 0.2871 0.090 Uiso 1 1 calc R . .
H26B H 0.7782 0.7184 0.1707 0.090 Uiso 1 1 calc R . .
H26C H 0.7528 0.8297 0.2590 0.090 Uiso 1 1 calc R . .
O5 O 1.0164(2) 0.9870(2) 0.77779(19) 0.0528(7) Uani 1 1 d . . .
H5 H 1.0571 0.9572 0.7236 0.079 Uiso 1 1 calc R . .
C27 C 0.8710(3) 0.9435(3) 0.7684(3) 0.0510(9) Uani 1 1 d . . .
H27A H 0.8189 0.9903 0.8234 0.077 Uiso 1 1 calc R . .
H27B H 0.8599 0.8671 0.7731 0.077 Uiso 1 1 calc R . .
H27C H 0.8299 0.9418 0.7019 0.077 Uiso 1 1 calc R . .
O6 O 0.1597(2) 1.01941(15) 0.96476(16) 0.0324(4) Uani 1 1 d D . .
H60 H 0.1152 1.0004 0.9072 0.049 Uiso 1 1 d RD . .
C28 C 0.2030(4) 1.1356(2) 1.0027(3) 0.0421(7) Uani 1 1 d . . .
H28A H 0.1204 1.1717 1.0350 0.063 Uiso 1 1 calc R . .
H28B H 0.2341 1.1644 0.9462 0.063 Uiso 1 1 calc R . .
H28C H 0.2847 1.1521 1.0534 0.063 Uiso 1 1 calc R . .
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N14 173.26(7) . . ?
O1 Cu1 N5 103.89(7) . . ?
N14 Cu1 N5 79.31(7) . . ?
O1 Cu1 N17 96.12(7) . . ?
N14 Cu1 N17 79.92(7) . . ?
N5 Cu1 N17 158.21(7) . . ?
O1 Cu1 O3 88.73(6) . . ?
N14 Cu1 O3 96.86(6) . . ?
N5 Cu1 O3 96.38(6) . . ?
N17 Cu1 O3 92.55(6) . . ?
C2 C1 C12B 121.7(2) . . ?
C2 C1 H1 119.1 . . ?
C12B C1 H1 119.1 . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C4A 121.3(2) . . ?
C3 C4 H4 119.4 . . ?
C4A C4 H4 119.4 . . ?
C4 C4A N5 116.65(19) . . ?
C4 C4A C12B 118.59(19) . . ?
N5 C4A C12B 124.37(18) . . ?
C6 N5 C4A 124.30(18) . . ?
C6 N5 Cu1 110.81(14) . . ?
C4A N5 Cu1 124.13(13) . . ?
N5 C6 N13 122.78(18) . . ?
N5 C6 C7 122.08(18) . . ?
N13 C6 C7 115.07(18) . . ?
C6 C7 C7A 105.55(16) . . ?
C6 C7 H7A 110.6 . . ?
C7A C7 H7A 110.6 . . ?
C6 C7 H7B 110.6 . . ?
C7A C7 H7B 110.6 . . ?
H7A C7 H7B 108.8 . . ?
C12A C7A C7B 107.21(18) . . ?
C12A C7A C7 120.81(18) . . ?
C7B C7A C7 131.69(19) . . ?
C8 C7B C11A 119.50(19) . . ?
C8 C7B C7A 134.32(19) . . ?
C11A C7B C7A 106.13(18) . . ?
C9 C8 C7B 117.3(2) . . ?
C9 C8 H8 121.3 . . ?
C7B C8 H8 121.3 . . ?
C8 C9 C10 123.2(2) . . ?
C8 C9 Br1 118.80(17) . . ?
C10 C9 Br1 117.98(16) . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C11A 118.1(2) . . ?
C10 C11 H11 121.0 . . ?
C11A C11 H11 121.0 . . ?
N12 C11A C11 129.6(2) . . ?
N12 C11A C7B 108.40(18) . . ?
C11 C11A C7B 121.9(2) . . ?
C11A N12 C12A 108.55(18) . . ?
C11A N12 H12 125.7 . . ?
C12A N12 H12 125.7 . . ?
C7A C12A N12 109.64(18) . . ?
C7A C12A C12B 126.61(19) . . ?
N12 C12A C12B 123.75(19) . . ?
C1 C12B C4A 119.02(19) . . ?
C1 C12B C12A 120.56(19) . . ?
C4A C12B C12A 120.42(19) . . ?
C6 N13 N14 108.82(16) . . ?
C15 N14 N13 122.62(18) . . ?
C15 N14 Cu1 119.38(14) . . ?
N13 N14 Cu1 117.99(13) . . ?
N14 C15 C16 112.82(18) . . ?
N14 C15 C22 124.55(19) . . ?
C16 C15 C22 122.63(18) . . ?
N17 C16 C21 120.99(19) . . ?
N17 C16 C15 115.45(18) . . ?
C21 C16 C15 123.6(2) . . ?
C18 N17 C16 119.70(19) . . ?
C18 N17 Cu1 127.96(15) . . ?
C16 N17 Cu1 112.26(13) . . ?
N17 C18 C19 122.0(2) . . ?
N17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C20 C19 C18 118.7(2) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C19 C20 C21 119.5(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C16 C21 C20 119.0(2) . . ?
C16 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C23 O1 Cu1 117.43(14) . . ?
O2 C23 O1 123.5(2) . . ?
O2 C23 C24 120.8(2) . . ?
O1 C23 C24 115.7(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 O3 Cu1 119.47(15) . . ?
C25 O3 H30 110.7 . . ?
Cu1 O3 H30 112.5 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C26 O4 H4A 109.5 . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 O5 H5 109.5 . . ?
O5 C27 H27A 109.5 . . ?
O5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C28 O6 H60 111.8 . . ?
O6 C28 H28A 109.5 . . ?
O6 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O6 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
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
Br1 C9 1.902(2) . ?
Cu1 O1 1.9392(15) . ?
Cu1 N14 1.9482(18) . ?
Cu1 N5 1.9994(17) . ?
Cu1 N17 2.0363(18) . ?
Cu1 O3 2.2794(15) . ?
C1 C2 1.380(3) . ?
C1 C12B 1.404(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.396(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C4A 1.403(3) . ?
C4 H4 0.9500 . ?
C4A N5 1.412(3) . ?
C4A C12B 1.414(3) . ?
N5 C6 1.324(3) . ?
C6 N13 1.351(3) . ?
C6 C7 1.507(3) . ?
C7 C7A 1.501(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7A C12A 1.377(3) . ?
C7A C7B 1.432(3) . ?
C7B C8 1.401(3) . ?
C7B C11A 1.424(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.405(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9500 . ?
C11 C11A 1.394(3) . ?
C11 H11 0.9500 . ?
C11A N12 1.371(3) . ?
N12 C12A 1.383(3) . ?
N12 H12 0.8800 . ?
C12A C12B 1.453(3) . ?
N13 N14 1.372(2) . ?
N14 C15 1.295(3) . ?
C15 C16 1.474(3) . ?
C15 C22 1.493(3) . ?
C16 N17 1.358(3) . ?
C16 C21 1.389(3) . ?
N17 C18 1.339(3) . ?
C18 C19 1.389(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O1 C23 1.276(3) . ?
O2 C23 1.245(3) . ?
C23 C24 1.513(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O3 C25 1.413(3) . ?
O3 H30 0.8334 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
O4 C26 1.424(5) . ?
O4 H4A 0.8400 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O5 C27 1.367(4) . ?
O5 H5 0.8400 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O6 C28 1.401(3) . ?
O6 H60 0.8396 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
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
C12B C1 C2 C3 -1.0(3) . . . . ?
C1 C2 C3 C4 2.1(3) . . . . ?
C2 C3 C4 C4A -0.8(3) . . . . ?
C3 C4 C4A N5 171.56(19) . . . . ?
C3 C4 C4A C12B -1.6(3) . . . . ?
C4 C4A N5 C6 142.4(2) . . . . ?
C12B C4A N5 C6 -45.0(3) . . . . ?
C4 C4A N5 Cu1 -48.6(2) . . . . ?
C12B C4A N5 Cu1 124.13(19) . . . . ?
O1 Cu1 N5 C6 174.75(13) . . . . ?
N14 Cu1 N5 C6 0.83(13) . . . . ?
N17 Cu1 N5 C6 18.6(3) . . . . ?
O3 Cu1 N5 C6 -94.98(14) . . . . ?
O1 Cu1 N5 C4A 4.38(17) . . . . ?
N14 Cu1 N5 C4A -169.54(16) . . . . ?
N17 Cu1 N5 C4A -151.74(18) . . . . ?
O3 Cu1 N5 C4A 94.65(16) . . . . ?
C4A N5 C6 N13 172.81(18) . . . . ?
Cu1 N5 C6 N13 2.5(2) . . . . ?
C4A N5 C6 C7 -4.0(3) . . . . ?
Cu1 N5 C6 C7 -174.35(14) . . . . ?
N5 C6 C7 C7A 69.7(2) . . . . ?
N13 C6 C7 C7A -107.30(19) . . . . ?
C6 C7 C7A C12A -62.6(2) . . . . ?
C6 C7 C7A C7B 110.4(2) . . . . ?
C12A C7A C7B C8 176.5(2) . . . . ?
C7 C7A C7B C8 2.8(4) . . . . ?
C12A C7A C7B C11A -0.8(2) . . . . ?
C7 C7A C7B C11A -174.5(2) . . . . ?
C11A C7B C8 C9 1.5(3) . . . . ?
C7A C7B C8 C9 -175.6(2) . . . . ?
C7B C8 C9 C10 -0.9(3) . . . . ?
C7B C8 C9 Br1 177.42(15) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
Br1 C9 C10 C11 -178.57(17) . . . . ?
C9 C10 C11 C11A 0.8(3) . . . . ?
C10 C11 C11A N12 176.8(2) . . . . ?
C10 C11 C11A C7B -0.2(3) . . . . ?
C8 C7B C11A N12 -178.54(18) . . . . ?
C7A C7B C11A N12 -0.7(2) . . . . ?
C8 C7B C11A C11 -0.9(3) . . . . ?
C7A C7B C11A C11 176.9(2) . . . . ?
C11 C11A N12 C12A -175.3(2) . . . . ?
C7B C11A N12 C12A 2.0(2) . . . . ?
C7B C7A C12A N12 2.1(2) . . . . ?
C7 C7A C12A N12 176.60(18) . . . . ?
C7B C7A C12A C12B -177.72(19) . . . . ?
C7 C7A C12A C12B -3.2(3) . . . . ?
C11A N12 C12A C7A -2.6(2) . . . . ?
C11A N12 C12A C12B 177.22(19) . . . . ?
C2 C1 C12B C4A -1.4(3) . . . . ?
C2 C1 C12B C12A 179.4(2) . . . . ?
C4 C4A C12B C1 2.6(3) . . . . ?
N5 C4A C12B C1 -169.95(19) . . . . ?
C4 C4A C12B C12A -178.18(19) . . . . ?
N5 C4A C12B C12A 9.3(3) . . . . ?
C7A C12A C12B C1 -144.2(2) . . . . ?
N12 C12A C12B C1 36.0(3) . . . . ?
C7A C12A C12B C4A 36.6(3) . . . . ?
N12 C12A C12B C4A -143.2(2) . . . . ?
N5 C6 N13 N14 -5.4(3) . . . . ?
C7 C6 N13 N14 171.61(15) . . . . ?
C6 N13 N14 C15 -174.93(18) . . . . ?
C6 N13 N14 Cu1 5.9(2) . . . . ?
N5 Cu1 N14 C15 176.91(16) . . . . ?
N17 Cu1 N14 C15 3.53(15) . . . . ?
O3 Cu1 N14 C15 -87.86(15) . . . . ?
N5 Cu1 N14 N13 -3.89(13) . . . . ?
N17 Cu1 N14 N13 -177.27(14) . . . . ?
O3 Cu1 N14 N13 91.34(14) . . . . ?
N13 N14 C15 C16 178.13(16) . . . . ?
Cu1 N14 C15 C16 -2.7(2) . . . . ?
N13 N14 C15 C22 -1.8(3) . . . . ?
Cu1 N14 C15 C22 177.41(15) . . . . ?
N14 C15 C16 N17 -0.5(2) . . . . ?
C22 C15 C16 N17 179.36(18) . . . . ?
N14 C15 C16 C21 -179.86(19) . . . . ?
C22 C15 C16 C21 0.0(3) . . . . ?
C21 C16 N17 C18 -0.5(3) . . . . ?
C15 C16 N17 C18 -179.86(18) . . . . ?
C21 C16 N17 Cu1 -177.45(16) . . . . ?
C15 C16 N17 Cu1 3.2(2) . . . . ?
O1 Cu1 N17 C18 5.39(19) . . . . ?
N14 Cu1 N17 C18 179.87(19) . . . . ?
N5 Cu1 N17 C18 162.11(18) . . . . ?
O3 Cu1 N17 C18 -83.61(18) . . . . ?
O1 Cu1 N17 C16 -178.00(14) . . . . ?
N14 Cu1 N17 C16 -3.52(13) . . . . ?
N5 Cu1 N17 C16 -21.3(3) . . . . ?
O3 Cu1 N17 C16 93.00(14) . . . . ?
C16 N17 C18 C19 0.2(3) . . . . ?
Cu1 N17 C18 C19 176.58(16) . . . . ?
N17 C18 C19 C20 0.4(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
N17 C16 C21 C20 0.3(3) . . . . ?
C15 C16 C21 C20 179.5(2) . . . . ?
C19 C20 C21 C16 0.4(3) . . . . ?
N5 Cu1 O1 C23 -65.42(16) . . . . ?
N17 Cu1 O1 C23 105.89(16) . . . . ?
O3 Cu1 O1 C23 -161.68(16) . . . . ?
Cu1 O1 C23 O2 -8.5(3) . . . . ?
Cu1 O1 C23 C24 169.93(15) . . . . ?
O1 Cu1 O3 C25 -49.08(19) . . . . ?
N14 Cu1 O3 C25 127.14(19) . . . . ?
N5 Cu1 O3 C25 -152.91(19) . . . . ?
N17 Cu1 O3 C25 46.99(19) . . . . ?
