#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:56:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179270 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/90/4319090.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_4319090
loop_
_publ_author_name
'A. Castiñeiras'
'A. G. Sicilia-Zafra'
'J. M. González-Pérez'
'D. Choquesillo-Lazarte'
'J. Niclós-Gutiérrez'
_publ_section_title
;
 Intramolecular "Aryl-Metal Chelate Ring" π,π-Interactions as Structural
 Evidence for Metalloaromaticity in (Aromatic α,α'-Diimine)-Copper(II)
 Chelates: Molecular and Crystal Structure of
 Aqua(1,10-phenanthroline)(2-benzylmalonato)copper(II) Three-hydrate
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6956
_journal_page_last               6958
_journal_paper_doi               10.1021/ic026004h
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C22 H24 Cu N2 O8'
_chemical_formula_weight         507.97
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.964(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2142(6)
_cell_length_b                   13.4539(14)
_cell_length_c                   18.738(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      13.793
_cell_measurement_theta_min      7.041
_cell_volume                     2263.7(4)
_computing_cell_refinement       'CAD4-Express Software (Nonius, 1994)'
_computing_data_collection       'CAD4-Express Software (Nonius, 1994)'
_computing_data_reduction        'GENHKL (Kretschmar, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      208(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       omega-scans
_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  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6977
_diffrn_reflns_theta_full        28.01
_diffrn_reflns_theta_max         28.01
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.016
_exptl_absorpt_correction_T_max  0.9053
_exptl_absorpt_correction_T_min  0.6307
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            sky-blue
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5464
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0394
_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)+(0.0572P)²+0.7940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                3959
_reflns_number_total             5464
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic026004h-2_s1.cif
_cod_data_source_block           01tjn03
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'Psi-scans' was replaced
with 'psi-scan' value.

'_symmetry_cell_setting' value 'Monoclinic'
changed to 'monoclinic' 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        2263.6(4)
_cod_database_code               4319090
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'
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 0.77319(3) 0.24917(2) 0.285746(14) 0.02101(9) Uani 1 1 d . . .
O1 O 0.6664(2) 0.37251(13) 0.21262(10) 0.0340(4) Uani 1 1 d . . .
H1A H 0.6250 0.4215 0.2262 0.041 Uiso 1 1 d R . .
H1B H 0.6302 0.3604 0.1695 0.041 Uiso 1 1 d R . .
O11 O 0.63267(18) 0.15033(12) 0.23944(8) 0.0262(4) Uani 1 1 d . . .
O12 O 0.4683(2) 0.03190(13) 0.23683(9) 0.0328(4) Uani 1 1 d . . .
O21 O 0.67610(18) 0.26638(11) 0.36537(9) 0.0249(4) Uani 1 1 d . . .
O22 O 0.5472(2) 0.21680(14) 0.44432(10) 0.0376(4) Uani 1 1 d . . .
N1 N 0.9049(2) 0.22218(15) 0.21563(10) 0.0235(4) Uani 1 1 d . . .
N2 N 0.9556(2) 0.32195(14) 0.33976(10) 0.0224(4) Uani 1 1 d . . .
C1 C 0.5738(3) 0.09857(17) 0.35452(12) 0.0236(5) Uani 1 1 d . . .
H1 H 0.4786 0.0743 0.3640 0.028 Uiso 1 1 d R . .
C11 C 0.5567(2) 0.09415(16) 0.27159(12) 0.0219(4) Uani 1 1 d . . .
C21 C 0.5997(3) 0.20106(18) 0.39011(12) 0.0247(5) Uani 1 1 d . . .
C31 C 0.6957(3) 0.02565(18) 0.39487(13) 0.0302(5) Uani 1 1 d . . .
H31A H 0.6841 0.0180 0.4453 0.036 Uiso 1 1 d R . .
H31B H 0.6772 -0.0395 0.3711 0.036 Uiso 1 1 d R . .
C32 C 0.8556(3) 0.05403(18) 0.39765(13) 0.0292(5) Uani 1 1 d . . .
C33 C 0.9274(3) 0.0236(2) 0.34383(16) 0.0407(6) Uani 1 1 d . . .
H33 H 0.8747 -0.0126 0.3034 0.049 Uiso 1 1 d R . .
C34 C 1.0778(4) 0.0467(3) 0.34899(19) 0.0534(8) Uani 1 1 d . . .
H34 H 1.1260 0.0252 0.3126 0.064 Uiso 1 1 d R . .
C35 C 1.1541(4) 0.1008(2) 0.4078(2) 0.0538(9) Uani 1 1 d . . .
H35 H 1.2547 0.1166 0.4115 0.065 Uiso 1 1 d R . .
C36 C 1.0842(3) 0.1320(2) 0.46128(18) 0.0469(8) Uani 1 1 d . . .
H36 H 1.1367 0.1692 0.5013 0.056 Uiso 1 1 d R . .
C37 C 0.9355(3) 0.10892(19) 0.45608(15) 0.0372(6) Uani 1 1 d . . .
H37 H 0.8884 0.1305 0.4929 0.045 Uiso 1 1 d R . .
C41 C 0.8733(3) 0.1731(2) 0.15288(14) 0.0333(6) Uani 1 1 d . . .
H41 H 0.7771 0.1473 0.1361 0.040 Uiso 1 1 d R . .
C42 C 0.9796(3) 0.1588(2) 0.11088(15) 0.0409(7) Uani 1 1 d . . .
H42 H 0.9536 0.1247 0.0660 0.049 Uiso 1 1 d R . .
C43 C 1.1207(3) 0.1940(2) 0.13477(14) 0.0366(6) Uani 1 1 d . . .
H43 H 1.1927 0.1835 0.1071 0.044 Uiso 1 1 d R . .
C44 C 1.1578(3) 0.24654(18) 0.20157(13) 0.0263(5) Uani 1 1 d . . .
C45 C 1.3029(3) 0.2870(2) 0.23268(14) 0.0304(5) Uani 1 1 d . . .
H45 H 1.3802 0.2789 0.2080 0.037 Uiso 1 1 d R . .
C46 C 1.3293(3) 0.33650(19) 0.29745(14) 0.0299(5) Uani 1 1 d . . .
H46 H 1.4245 0.3626 0.3167 0.036 Uiso 1 1 d R . .
C47 C 1.2146(3) 0.34985(17) 0.33701(13) 0.0246(5) Uani 1 1 d . . .
C48 C 1.2344(3) 0.39766(19) 0.40519(14) 0.0317(6) Uani 1 1 d . . .
H48 H 1.3281 0.4236 0.4279 0.038 Uiso 1 1 d R . .
C49 C 1.1170(3) 0.40643(19) 0.43842(14) 0.0330(6) Uani 1 1 d . . .
H49 H 1.1301 0.4379 0.4842 0.040 Uiso 1 1 d R . .
C50 C 0.9776(3) 0.36820(18) 0.40402(13) 0.0276(5) Uani 1 1 d . . .
H50 H 0.8973 0.3755 0.4268 0.033 Uiso 1 1 d R . .
C51 C 1.0718(2) 0.31279(16) 0.30696(12) 0.0212(4) Uani 1 1 d . . .
C52 C 1.0442(2) 0.25964(16) 0.23901(12) 0.0207(4) Uani 1 1 d . . .
O2 O 0.6517(2) 0.40641(13) 0.49614(10) 0.0393(5) Uani 1 1 d . . .
H2A H 0.6209 0.4571 0.4701 0.047 Uiso 1 1 d R . .
H2B H 0.6215 0.3523 0.4741 0.047 Uiso 1 1 d R . .
O3 O 0.4492(3) 0.07283(15) 0.08915(10) 0.0453(5) Uani 1 1 d . . .
H3A H 0.4586 0.0585 0.1343 0.054 Uiso 1 1 d R . .
H3B H 0.4058 0.0203 0.0717 0.054 Uiso 1 1 d R . .
O4 O 0.4794(3) 0.28993(16) 0.08406(10) 0.0478(5) Uani 1 1 d . . .
H4A H 0.4789 0.2271 0.0967 0.057 Uiso 1 1 d R . .
H4B H 0.4960 0.2992 0.0407 0.057 Uiso 1 1 d R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 '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'
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'
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
O21 Cu1 O11 92.87(7) . . y
O21 Cu1 N1 170.03(8) . . y
O11 Cu1 N1 91.39(7) . . y
O21 Cu1 N2 91.89(7) . . y
O11 Cu1 N2 165.10(8) . . y
N1 Cu1 N2 81.84(8) . . y
O21 Cu1 O1 99.75(7) . . y
O11 Cu1 O1 94.46(7) . . y
N1 Cu1 O1 88.89(7) . . y
N2 Cu1 O1 98.64(7) . . y
O21 Cu1 C32 71.73(7) . . ?
O11 Cu1 C32 76.98(7) . . ?
N1 Cu1 C32 100.53(7) . . ?
N2 Cu1 C32 91.16(7) . . ?
O1 Cu1 C32 167.32(7) . . ?
Cu1 O1 H1A 124.8 . . ?
Cu1 O1 H1B 118.9 . . ?
H1A O1 H1B 110.4 . . ?
C11 O11 Cu1 125.78(14) . . ?
C21 O21 Cu1 126.22(15) . . ?
C41 N1 C52 118.4(2) . . ?
C41 N1 Cu1 128.80(17) . . ?
C52 N1 Cu1 112.82(14) . . ?
C41 N1 C33 101.13(17) . . ?
C52 N1 C33 98.79(14) . . ?
Cu1 N1 C33 69.38(7) . . ?
C50 N2 C51 118.6(2) . . ?
C50 N2 Cu1 128.57(16) . . ?
C51 N2 Cu1 112.58(14) . . ?
C50 N2 C36 77.81(15) . . ?
C51 N2 C36 92.45(14) . . ?
Cu1 N2 C36 95.51(8) . . ?
C21 C1 C11 116.73(18) . . ?
C21 C1 C31 109.40(18) . . ?
C11 C1 C31 111.61(19) . . ?
C21 C1 H1 106.1 . . ?
C11 C1 H1 106.1 . . ?
C31 C1 H1 106.1 . . ?
O12 C11 O11 121.2(2) . . ?
O12 C11 C1 117.6(2) . . ?
O11 C11 C1 121.17(19) . . ?
O22 C21 O21 122.0(2) . . ?
O22 C21 C1 117.5(2) . . ?
O21 C21 C1 120.6(2) . . ?
C32 C31 C1 116.75(19) . . ?
C32 C31 H31A 108.0 . . ?
C1 C31 H31A 108.2 . . ?
C32 C31 H31B 108.1 . . ?
C1 C31 H31B 108.1 . . ?
H31A C31 H31B 107.4 . . ?
C33 C32 C37 118.4(3) . . ?
C33 C32 C31 121.4(2) . . ?
C37 C32 C31 120.1(2) . . ?
C33 C32 Cu1 81.57(15) . . ?
C37 C32 Cu1 94.74(15) . . ?
C31 C32 Cu1 95.41(14) . . ?
C32 C33 C34 120.7(3) . . ?
C32 C33 N1 107.70(17) . . ?
C34 C33 N1 77.75(18) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.6 . . ?
N1 C33 H33 84.5 . . ?
C35 C34 C33 119.5(3) . . ?
C35 C34 C52 90.0(2) . . ?
C33 C34 C52 100.68(19) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.2 . . ?
C52 C34 H34 79.5 . . ?
C36 C35 C34 120.5(3) . . ?
C36 C35 C51 93.79(19) . . ?
C34 C35 C51 89.3(2) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.9 . . ?
C51 C35 H35 86.8 . . ?
C35 C36 C37 119.8(3) . . ?
C35 C36 N2 83.84(19) . . ?
C37 C36 N2 86.12(17) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 119.9 . . ?
N2 C36 H36 99.9 . . ?
C36 C37 C32 121.1(3) . . ?
C36 C37 H37 119.4 . . ?
C32 C37 H37 119.6 . . ?
N1 C41 C42 121.8(2) . . ?
N1 C41 H41 119.1 . . ?
C42 C41 H41 119.1 . . ?
C43 C42 C41 120.2(2) . . ?
C43 C42 H42 119.8 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 119.3(2) . . ?
C42 C43 H43 120.4 . . ?
C44 C43 H43 120.3 . . ?
C52 C44 C43 116.7(2) . . ?
C52 C44 C45 118.8(2) . . ?
C43 C44 C45 124.5(2) . . ?
C46 C45 C44 120.7(2) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 C47 121.3(2) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 H46 119.2 . . ?
C51 C47 C48 116.5(2) . . ?
C51 C47 C46 118.9(2) . . ?
C48 C47 C46 124.6(2) . . ?
C49 C48 C47 119.9(2) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 119.8(2) . . ?
C48 C49 H49 120.1 . . ?
C50 C49 H49 120.2 . . ?
N2 C50 C49 121.8(2) . . ?
N2 C50 H50 119.1 . . ?
C49 C50 H50 119.2 . . ?
N2 C51 C47 123.5(2) . . ?
N2 C51 C52 116.6(2) . . ?
C47 C51 C52 119.9(2) . . ?
N2 C51 C35 85.69(14) . . ?
C47 C51 C35 90.17(15) . . ?
C52 C51 C35 92.75(14) . . ?
N1 C52 C44 123.6(2) . . ?
N1 C52 C51 116.01(19) . . ?
C44 C52 C51 120.4(2) . . ?
N1 C52 C34 80.70(14) . . ?
C44 C52 C34 102.44(15) . . ?
C51 C52 C34 84.87(14) . . ?
H2A O2 H2B 112.1 . . ?
H3A O3 H3B 97.4 . . ?
H4A O4 H4B 113.7 . . ?
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 O21 1.9180(16) . y
Cu1 O11 1.9219(16) . y
Cu1 N1 2.0111(19) . y
Cu1 N2 2.0114(19) . y
Cu1 O1 2.2346(18) . y
Cu1 C32 3.339(2) . ?
O1 H1A 0.8296 . ?
O1 H1B 0.8179 . ?
O11 C11 1.270(3) . ?
O12 C11 1.246(3) . ?
O21 C21 1.276(3) . ?
O22 C21 1.238(3) . ?
N1 C41 1.322(3) . ?
N1 C52 1.358(3) . ?
N1 C33 3.567(3) . ?
N2 C50 1.330(3) . ?
N2 C51 1.354(3) . ?
N2 C36 3.450(3) . ?
C1 C21 1.527(3) . ?
C1 C11 1.528(3) . ?
C1 C31 1.554(3) . ?
C1 H1 0.9888 . ?
C31 C32 1.511(4) . ?
C31 H31A 0.9796 . ?
C31 H31B 0.9798 . ?
C32 C33 1.386(4) . ?
C32 C37 1.387(4) . ?
C33 C34 1.402(4) . ?
C33 H33 0.9400 . ?
C34 C35 1.375(5) . ?
C34 C52 3.502(4) . ?
C34 H34 0.9398 . ?
C35 C36 1.373(5) . ?
C35 C51 3.411(4) . ?
C35 H35 0.9390 . ?
C36 C37 1.387(4) . ?
C36 H36 0.9400 . ?
C37 H37 0.9398 . ?
C41 C42 1.400(4) . ?
C41 H41 0.9391 . ?
C42 C43 1.362(4) . ?
C42 H42 0.9402 . ?
C43 C44 1.411(3) . ?
C43 H43 0.9394 . ?
C44 C52 1.396(3) . ?
C44 C45 1.440(3) . ?
C45 C46 1.357(4) . ?
C45 H45 0.9392 . ?
C46 C47 1.431(3) . ?
C46 H46 0.9391 . ?
C47 C51 1.402(3) . ?
C47 C48 1.405(3) . ?
C48 C49 1.369(4) . ?
C48 H48 0.9394 . ?
C49 C50 1.399(3) . ?
C49 H49 0.9403 . ?
C50 H50 0.9392 . ?
C51 C52 1.432(3) . ?
O2 H2A 0.8494 . ?
O2 H2B 0.8525 . ?
O3 H3A 0.8531 . ?
O3 H3B 0.8411 . ?
O4 H4A 0.8780 . ?
O4 H4B 0.8687 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O12 0.83 1.92 2.750(2) 176.8 2_655
O1 H1B O4 0.82 2.10 2.854(3) 153.9 .
O2 H2A O3 0.85 1.94 2.787(3) 179.9 2_655
O2 H2B O22 0.85 1.98 2.821(3) 167.4 .
O2 H2B O21 0.85 2.49 3.139(2) 133.6 .
O3 H3A O12 0.85 1.94 2.788(2) 176.1 .
O3 H3A O11 0.85 2.56 3.121(2) 124.1 .
O3 H3B O2 0.84 1.99 2.787(3) 158.8 2_645
O4 H4A O3 0.88 2.09 2.938(3) 160.8 .
O4 H4B O22 0.87 1.98 2.826(3) 165.1 4_565
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
O21 Cu1 O11 C11 -25.85(19) . . . . ?
N1 Cu1 O11 C11 145.14(19) . . . . ?
N2 Cu1 O11 C11 82.6(3) . . . . ?
O1 Cu1 O11 C11 -125.87(19) . . . . ?
C32 Cu1 O11 C11 44.66(18) . . . . ?
O11 Cu1 O21 C21 27.82(19) . . . . ?
N1 Cu1 O21 C21 -87.4(5) . . . . ?
N2 Cu1 O21 C21 -138.06(19) . . . . ?
O1 Cu1 O21 C21 122.85(19) . . . . ?
C32 Cu1 O21 C21 -47.46(18) . . . . ?
O21 Cu1 N1 C41 130.2(4) . . . . ?
O11 Cu1 N1 C41 14.9(2) . . . . ?
N2 Cu1 N1 C41 -178.5(2) . . . . ?
O1 Cu1 N1 C41 -79.6(2) . . . . ?
C32 Cu1 N1 C41 91.9(2) . . . . ?
O21 Cu1 N1 C52 -48.7(5) . . . . ?
O11 Cu1 N1 C52 -164.04(16) . . . . ?
N2 Cu1 N1 C52 2.63(15) . . . . ?
O1 Cu1 N1 C52 101.52(16) . . . . ?
C32 Cu1 N1 C52 -87.03(16) . . . . ?
O21 Cu1 N1 C33 42.4(4) . . . . ?
O11 Cu1 N1 C33 -72.97(8) . . . . ?
N2 Cu1 N1 C33 93.71(8) . . . . ?
O1 Cu1 N1 C33 -167.40(7) . . . . ?
C32 Cu1 N1 C33 4.05(7) . . . . ?
O21 Cu1 N2 C50 -4.9(2) . . . . ?
O11 Cu1 N2 C50 -113.5(3) . . . . ?
N1 Cu1 N2 C50 -177.1(2) . . . . ?
O1 Cu1 N2 C50 95.3(2) . . . . ?
C32 Cu1 N2 C50 -76.7(2) . . . . ?
O21 Cu1 N2 C51 168.85(16) . . . . ?
O11 Cu1 N2 C51 60.3(3) . . . . ?
N1 Cu1 N2 C51 -3.37(15) . . . . ?
O1 Cu1 N2 C51 -90.99(16) . . . . ?
C32 Cu1 N2 C51 97.10(16) . . . . ?
O21 Cu1 N2 C36 73.88(9) . . . . ?
O11 Cu1 N2 C36 -34.7(3) . . . . ?
N1 Cu1 N2 C36 -98.34(9) . . . . ?
O1 Cu1 N2 C36 174.04(8) . . . . ?
C32 Cu1 N2 C36 2.13(8) . . . . ?
Cu1 O11 C11 O12 -179.84(17) . . . . ?
Cu1 O11 C11 C1 -1.5(3) . . . . ?
C21 C1 C11 O12 -144.9(2) . . . . ?
C31 C1 C11 O12 88.3(3) . . . . ?
C21 C1 C11 O11 36.8(3) . . . . ?
C31 C1 C11 O11 -90.1(3) . . . . ?
Cu1 O21 C21 O22 176.14(18) . . . . ?
Cu1 O21 C21 C1 -2.1(3) . . . . ?
C11 C1 C21 O22 147.0(2) . . . . ?
C31 C1 C21 O22 -85.1(3) . . . . ?
C11 C1 C21 O21 -34.7(3) . . . . ?
C31 C1 C21 O21 93.2(2) . . . . ?
C21 C1 C31 C32 -57.8(3) . . . . ?
C11 C1 C31 C32 72.9(3) . . . . ?
C1 C31 C32 C33 -90.6(3) . . . . ?
C1 C31 C32 C37 91.5(3) . . . . ?
C1 C31 C32 Cu1 -7.2(2) . . . . ?
O21 Cu1 C32 C33 176.58(18) . . . . ?
O11 Cu1 C32 C33 79.08(17) . . . . ?
N1 Cu1 C32 C33 -9.90(18) . . . . ?
N2 Cu1 C32 C33 -91.81(17) . . . . ?
O1 Cu1 C32 C33 127.5(3) . . . . ?
O21 Cu1 C32 C37 -65.35(17) . . . . ?
O11 Cu1 C32 C37 -162.85(18) . . . . ?
N1 Cu1 C32 C37 108.17(18) . . . . ?
N2 Cu1 C32 C37 26.26(18) . . . . ?
O1 Cu1 C32 C37 -114.5(3) . . . . ?
O21 Cu1 C32 C31 55.59(15) . . . . ?
O11 Cu1 C32 C31 -41.91(15) . . . . ?
N1 Cu1 C32 C31 -130.90(15) . . . . ?
N2 Cu1 C32 C31 147.19(15) . . . . ?
O1 Cu1 C32 C31 6.5(4) . . . . ?
C37 C32 C33 C34 0.9(4) . . . . ?
C31 C32 C33 C34 -177.0(3) . . . . ?
Cu1 C32 C33 C34 91.7(3) . . . . ?
C37 C32 C33 N1 -85.1(2) . . . . ?
C31 C32 C33 N1 97.0(2) . . . . ?
Cu1 C32 C33 N1 5.74(10) . . . . ?
C41 N1 C33 C32 -137.6(2) . . . . ?
C52 N1 C33 C32 101.1(2) . . . . ?
Cu1 N1 C33 C32 -10.11(18) . . . . ?
C41 N1 C33 C34 103.8(2) . . . . ?
C52 N1 C33 C34 -17.5(2) . . . . ?
Cu1 N1 C33 C34 -128.7(2) . . . . ?
C32 C33 C34 C35 -0.6(5) . . . . ?
N1 C33 C34 C35 102.9(3) . . . . ?
C32 C33 C34 C52 -96.7(3) . . . . ?
N1 C33 C34 C52 6.74(9) . . . . ?
C33 C34 C35 C36 0.1(5) . . . . ?
C52 C34 C35 C36 102.4(3) . . . . ?
C33 C34 C35 C51 -93.9(3) . . . . ?
C52 C34 C35 C51 8.39(9) . . . . ?
C34 C35 C36 C37 0.0(5) . . . . ?
C51 C35 C36 C37 91.5(3) . . . . ?
C34 C35 C36 N2 -81.9(3) . . . . ?
C51 C35 C36 N2 9.56(8) . . . . ?
C50 N2 C36 C35 -143.4(2) . . . . ?
C51 N2 C36 C35 -24.7(2) . . . . ?
Cu1 N2 C36 C35 88.3(2) . . . . ?
C50 N2 C36 C37 96.0(2) . . . . ?
C51 N2 C36 C37 -145.3(2) . . . . ?
Cu1 N2 C36 C37 -32.3(2) . . . . ?
C35 C36 C37 C32 0.3(4) . . . . ?
N2 C36 C37 C32 80.9(2) . . . . ?
C33 C32 C37 C36 -0.8(4) . . . . ?
C31 C32 C37 C36 177.2(2) . . . . ?
Cu1 C32 C37 C36 -83.7(3) . . . . ?
C52 N1 C41 C42 0.4(4) . . . . ?
Cu1 N1 C41 C42 -178.5(2) . . . . ?
C33 N1 C41 C42 -106.1(3) . . . . ?
N1 C41 C42 C43 1.2(5) . . . . ?
C41 C42 C43 C44 -1.0(5) . . . . ?
C42 C43 C44 C52 -0.5(4) . . . . ?
C42 C43 C44 C45 179.8(3) . . . . ?
C52 C44 C45 C46 0.4(4) . . . . ?
C43 C44 C45 C46 -179.9(3) . . . . ?
C44 C45 C46 C47 0.2(4) . . . . ?
C45 C46 C47 C51 -1.5(4) . . . . ?
C45 C46 C47 C48 178.1(2) . . . . ?
C51 C47 C48 C49 -0.4(4) . . . . ?
C46 C47 C48 C49 -180.0(2) . . . . ?
C47 C48 C49 C50 -0.4(4) . . . . ?
C51 N2 C50 C49 -0.6(4) . . . . ?
Cu1 N2 C50 C49 172.89(19) . . . . ?
C36 N2 C50 C49 85.6(2) . . . . ?
C48 C49 C50 N2 0.9(4) . . . . ?
C50 N2 C51 C47 -0.2(3) . . . . ?
Cu1 N2 C51 C47 -174.69(17) . . . . ?
C36 N2 C51 C47 -77.7(2) . . . . ?
C50 N2 C51 C52 178.0(2) . . . . ?
Cu1 N2 C51 C52 3.6(2) . . . . ?
C36 N2 C51 C52 100.58(18) . . . . ?
C50 N2 C51 C35 87.1(2) . . . . ?
Cu1 N2 C51 C35 -87.34(12) . . . . ?
C36 N2 C51 C35 9.66(9) . . . . ?
C48 C47 C51 N2 0.7(3) . . . . ?
C46 C47 C51 N2 -179.7(2) . . . . ?
C48 C47 C51 C52 -177.5(2) . . . . ?
C46 C47 C51 C52 2.1(3) . . . . ?
C48 C47 C51 C35 -84.3(2) . . . . ?
C46 C47 C51 C35 95.4(2) . . . . ?
C36 C35 C51 N2 -25.0(2) . . . . ?
C34 C35 C51 N2 95.6(2) . . . . ?
C36 C35 C51 C47 98.6(2) . . . . ?
C34 C35 C51 C47 -140.8(2) . . . . ?
C36 C35 C51 C52 -141.5(2) . . . . ?
C34 C35 C51 C52 -20.9(2) . . . . ?
C41 N1 C52 C44 -2.1(3) . . . . ?
Cu1 N1 C52 C44 176.91(18) . . . . ?
C33 N1 C52 C44 105.7(2) . . . . ?
C41 N1 C52 C51 179.5(2) . . . . ?
Cu1 N1 C52 C51 -1.5(2) . . . . ?
C33 N1 C52 C51 -72.73(19) . . . . ?
C41 N1 C52 C34 -100.9(2) . . . . ?
Cu1 N1 C52 C34 78.10(12) . . . . ?
C33 N1 C52 C34 6.86(9) . . . . ?
C43 C44 C52 N1 2.2(4) . . . . ?
C45 C44 C52 N1 -178.1(2) . . . . ?
C43 C44 C52 C51 -179.5(2) . . . . ?
C45 C44 C52 C51 0.2(3) . . . . ?
C43 C44 C52 C34 89.2(2) . . . . ?
C45 C44 C52 C34 -91.1(2) . . . . ?
N2 C51 C52 N1 -1.4(3) . . . . ?
C47 C51 C52 N1 176.9(2) . . . . ?
C35 C51 C52 N1 85.13(19) . . . . ?
N2 C51 C52 C44 -179.9(2) . . . . ?
C47 C51 C52 C44 -1.5(3) . . . . ?
C35 C51 C52 C44 -93.3(2) . . . . ?
N2 C51 C52 C34 -78.46(19) . . . . ?
C47 C51 C52 C34 99.9(2) . . . . ?
C35 C51 C52 C34 8.09(9) . . . . ?
C35 C34 C52 N1 -137.9(2) . . . . ?
C33 C34 C52 N1 -17.8(2) . . . . ?
C35 C34 C52 C44 99.6(2) . . . . ?
C33 C34 C52 C44 -140.3(2) . . . . ?
C35 C34 C52 C51 -20.4(2) . . . . ?
C33 C34 C52 C51 99.7(2) . . . . ?
