#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/86/2228606.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_2228606
loop_
_publ_author_name
'Huang, Lei'
'Dong, Jianfang'
'Jing, Buqin'
'Li, Lianzhi'
'Wang, Daqi'
_publ_section_title
;
 [N-(3-Methoxy-2-oxidobenzylidene-κO²)leucinato-κ²N,O](1,10-phenanthroline-κ²N,N')copper(II)
 monohydrate
;
_journal_coeditor_code           XU5077
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1553
_journal_paper_doi               10.1107/S160053681004554X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu (C14 H17 N O4) (C12 H8 N2)], H2 O'
_chemical_formula_moiety         'C26 H25 Cu N3 O4, H2 O'
_chemical_formula_sum            'C26 H27 Cu N3 O5'
_chemical_formula_weight         525.05
_chemical_name_systematic
;
[N-(3-Methoxy-2-oxidobenzylidene-κO²)leucinato-
κ²N,O](1,10-phenanthroline-
κ²N,N')copper(II) monohydrate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.5520(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1981(12)
_cell_length_b                   10.4190(11)
_cell_length_c                   21.298(2)
_cell_measurement_reflns_used    4089
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7585
_cell_measurement_theta_min      2.1975
_cell_volume                     2457.3(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12981
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.93
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.931
_exptl_absorpt_correction_T_max  0.7015
_exptl_absorpt_correction_T_min  0.6795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.41
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.298
_refine_ls_abs_structure_details 'Flack (1983), 2779 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.010(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         7382
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0381
_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)+(0.0508P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.1010
_reflns_number_gt                5544
_reflns_number_total             7382
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            xu5077.cif
_cod_data_source_block           I
_cod_original_cell_volume        2457.3(5)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2228606
_cod_database_fobs_code          2228606
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.19614(5) 0.73977(4) 0.38068(3) 0.03585(18) Uani d . 1 . .
Cu Cu2 0.69306(5) 0.85315(5) 0.88162(3) 0.0400(2) Uani d . 1 . .
N N1 0.3237(3) 0.8364(4) 0.35210(16) 0.0402(9) Uani d . 1 . .
N N2 0.0776(3) 0.6083(4) 0.40247(18) 0.0336(10) Uani d . 1 . .
N N3 0.0348(3) 0.8640(4) 0.3981(2) 0.0388(10) Uani d . 1 . .
N N4 0.8351(3) 0.9294(4) 0.85529(17) 0.0426(10) Uani d . 1 . .
N N5 0.5893(3) 1.0317(4) 0.90173(19) 0.0359(10) Uani d . 1 . .
N N6 0.5344(4) 0.7771(4) 0.9006(2) 0.0427(12) Uani d . 1 . .
O O1 0.1368(3) 0.7246(4) 0.28967(15) 0.0522(10) Uani d . 1 . .
O O2 0.1742(4) 0.7864(4) 0.19411(19) 0.0757(15) Uani d . 1 . .
O O3 0.2733(3) 0.7420(4) 0.46790(14) 0.0348(7) Uani d . 1 . .
O O4 0.3396(3) 0.7325(4) 0.59119(15) 0.0429(8) Uani d . 1 . .
O O5 0.6398(3) 0.8405(5) 0.79026(17) 0.0636(12) Uani d . 1 . .
O O6 0.6919(4) 0.8878(5) 0.69680(19) 0.0940(19) Uani d . 1 . .
O O7 0.7729(3) 0.8381(3) 0.96887(15) 0.0365(8) Uani d . 1 . .
O O8 0.8331(3) 0.8287(3) 1.09201(15) 0.0452(9) Uani d . 1 . .
O O9 0.2665(4) 0.9682(6) 0.1236(2) 0.1102(18) Uani d . 1 . .
H H9A 0.2637 0.9606 0.1631 0.132 Uiso d R 1 . .
H H9B 0.2235 0.9014 0.1151 0.132 Uiso d R 1 . .
O O10 0.7423(5) 0.6893(6) 0.6157(3) 0.138(2) Uani d . 1 . .
H H10A 0.7719 0.7625 0.6266 0.165 Uiso d R 1 . .
H H10B 0.6913 0.7016 0.6410 0.165 Uiso d R 1 . .
C C1 0.2027(5) 0.7795(6) 0.2530(3) 0.0567(16) Uani d . 1 . .
C C2 0.3243(4) 0.8296(6) 0.2836(2) 0.0488(13) Uani d . 1 . .
H H2 0.3389 0.9148 0.2669 0.059 Uiso calc R 1 . .
C C3 0.4194(5) 0.7354(7) 0.2679(2) 0.0638(17) Uani d . 1 . .
H H3A 0.4072 0.7226 0.2223 0.077 Uiso calc R 1 . .
H H3B 0.4054 0.6536 0.2872 0.077 Uiso calc R 1 . .
C C4 0.5513(5) 0.7724(7) 0.2886(3) 0.074(2) Uani d . 1 . .
H H4 0.5634 0.7897 0.3344 0.089 Uiso calc R 1 . .
C C5 0.6332(6) 0.6615(9) 0.2758(3) 0.113(3) Uani d . 1 . .
H H5A 0.6284 0.6492 0.2308 0.170 Uiso calc R 1 . .
H H5B 0.6078 0.5846 0.2948 0.170 Uiso calc R 1 . .
H H5C 0.7150 0.6809 0.2937 0.170 Uiso calc R 1 . .
C C6 0.5864(6) 0.8914(8) 0.2545(4) 0.104(3) Uani d . 1 . .
H H6A 0.6691 0.9128 0.2697 0.156 Uiso calc R 1 . .
H H6B 0.5353 0.9616 0.2626 0.156 Uiso calc R 1 . .
H H6C 0.5771 0.8750 0.2097 0.156 Uiso calc R 1 . .
C C7 0.3970(4) 0.9105(4) 0.3880(2) 0.0404(11) Uani d . 1 . .
H H7 0.4420 0.9684 0.3678 0.048 Uiso calc R 1 . .
C C8 0.4153(4) 0.9117(4) 0.4557(2) 0.0348(10) Uani d . 1 . .
C C9 0.3581(4) 0.8213(4) 0.4918(2) 0.0320(10) Uani d . 1 . .
C C10 0.3961(4) 0.8229(4) 0.5585(2) 0.0370(11) Uani d . 1 . .
C C11 0.4807(4) 0.9088(5) 0.5865(2) 0.0449(12) Uani d . 1 . .
H H11 0.5035 0.9078 0.6303 0.054 Uiso calc R 1 . .
C C12 0.5327(4) 0.9974(5) 0.5497(2) 0.0473(13) Uani d . 1 . .
H H12 0.5887 1.0565 0.5689 0.057 Uiso calc R 1 . .
C C13 0.5018(4) 0.9973(5) 0.4866(3) 0.0430(14) Uani d . 1 . .
H H13 0.5386 1.0556 0.4625 0.052 Uiso calc R 1 . .
C C14 0.3722(5) 0.7327(7) 0.6588(2) 0.0672(17) Uani d . 1 . .
H H14A 0.4585 0.7285 0.6694 0.101 Uiso calc R 1 . .
H H14B 0.3367 0.6597 0.6764 0.101 Uiso calc R 1 . .
H H14C 0.3432 0.8100 0.6759 0.101 Uiso calc R 1 . .
C C15 0.0984(4) 0.4836(5) 0.4038(2) 0.0433(13) Uani d . 1 . .
H H15 0.1702 0.4536 0.3921 0.052 Uiso calc R 1 . .
C C16 0.0177(5) 0.3962(5) 0.4217(3) 0.0496(14) Uani d . 1 . .
H H16 0.0361 0.3091 0.4220 0.060 Uiso calc R 1 . .
C C17 -0.0884(5) 0.4358(5) 0.4388(3) 0.0486(14) Uani d . 1 . .
H H17 -0.1425 0.3767 0.4513 0.058 Uiso calc R 1 . .
C C18 -0.1149(4) 0.5669(4) 0.4373(2) 0.0348(11) Uani d . 1 . .
C C19 -0.0288(4) 0.6520(4) 0.4180(2) 0.0301(11) Uani d . 1 . .
C C20 -0.0515(4) 0.7856(5) 0.4158(2) 0.0358(12) Uani d . 1 . .
C C21 -0.1618(4) 0.8341(5) 0.4321(2) 0.0410(12) Uani d . 1 . .
C C22 -0.1788(5) 0.9677(5) 0.4294(3) 0.0559(16) Uani d . 1 . .
H H22 -0.2489 1.0037 0.4403 0.067 Uiso calc R 1 . .
C C23 -0.0921(5) 1.0440(5) 0.4107(3) 0.0606(17) Uani d . 1 . .
H H23 -0.1033 1.1324 0.4083 0.073 Uiso calc R 1 . .
C C24 0.0125(5) 0.9904(5) 0.3953(3) 0.0566(16) Uani d . 1 . .
H H24 0.0702 1.0446 0.3823 0.068 Uiso calc R 1 . .
C C25 -0.2228(4) 0.6194(6) 0.4546(2) 0.0492(14) Uani d . 1 . .
H H25 -0.2793 0.5644 0.4679 0.059 Uiso calc R 1 . .
C C26 -0.2453(4) 0.7458(6) 0.4521(2) 0.0486(13) Uani d . 1 . .
H H26 -0.3169 0.7763 0.4637 0.058 Uiso calc R 1 . .
C C27 0.7124(5) 0.8792(7) 0.7547(3) 0.0681(19) Uani d . 1 . .
C C28 0.8379(4) 0.9240(6) 0.7871(2) 0.0506(13) Uani d . 1 . .
H H28 0.8577 1.0083 0.7711 0.061 Uiso calc R 1 . .
C C29 0.9290(5) 0.8203(6) 0.7707(3) 0.0612(18) Uani d . 1 . .
H H29A 0.9089 0.7395 0.7893 0.073 Uiso calc R 1 . .
H H29B 0.9169 0.8090 0.7250 0.073 Uiso calc R 1 . .
C C30 1.0599(5) 0.8464(7) 0.7920(3) 0.0636(17) Uani d . 1 . .
H H30 1.0732 0.8544 0.8384 0.076 Uiso calc R 1 . .
C C31 1.1342(6) 0.7372(9) 0.7741(3) 0.094(2) Uani d . 1 . .
H H31A 1.1273 0.7323 0.7287 0.141 Uiso calc R 1 . .
H H31B 1.1059 0.6586 0.7902 0.141 Uiso calc R 1 . .
H H31C 1.2172 0.7505 0.7919 0.141 Uiso calc R 1 . .
C C32 1.1026(6) 0.9700(8) 0.7637(4) 0.100(3) Uani d . 1 . .
H H32A 1.1055 0.9577 0.7193 0.150 Uiso calc R 1 . .
H H32B 1.1817 0.9918 0.7850 0.150 Uiso calc R 1 . .
H H32C 1.0474 1.0383 0.7691 0.150 Uiso calc R 1 . .
C C33 0.9021(4) 1.0065(5) 0.8911(2) 0.0412(11) Uani d . 1 . .
H H33 0.9494 1.0630 0.8717 0.049 Uiso calc R 1 . .
C C34 0.9109(4) 1.0140(4) 0.9588(2) 0.0368(11) Uani d . 1 . .
C C35 0.8521(3) 0.9214(4) 0.9934(2) 0.0326(10) Uani d . 1 . .
C C36 0.8865(3) 0.9238(4) 1.0618(2) 0.0332(10) Uani d . 1 . .
C C37 0.9640(4) 1.0140(5) 1.0907(2) 0.0430(12) Uani d . 1 . .
H H37 0.9846 1.0128 1.1346 0.052 Uiso calc R 1 . .
C C38 1.0132(4) 1.1088(5) 1.0552(3) 0.0480(13) Uani d . 1 . .
H H38 1.0622 1.1730 1.0756 0.058 Uiso calc R 1 . .
C C39 0.9887(4) 1.1058(5) 0.9915(3) 0.0434(13) Uani d . 1 . .
H H39 1.0245 1.1665 0.9682 0.052 Uiso calc R 1 . .
C C40 0.8619(5) 0.8225(6) 1.1594(2) 0.0650(18) Uani d . 1 . .
H H40A 0.9475 0.8123 1.1711 0.097 Uiso calc R 1 . .
H H40B 0.8211 0.7507 1.1749 0.097 Uiso calc R 1 . .
H H40C 0.8365 0.9003 1.1777 0.097 Uiso calc R 1 . .
C C41 0.6150(5) 1.1534(5) 0.9030(2) 0.0462(14) Uani d . 1 . .
H H41 0.6885 1.1782 0.8914 0.055 Uiso calc R 1 . .
C C42 0.5391(4) 1.2499(5) 0.9208(2) 0.0451(13) Uani d . 1 . .
H H42 0.5613 1.3359 0.9206 0.054 Uiso calc R 1 . .
C C43 0.4313(4) 1.2134(5) 0.9384(2) 0.0476(14) Uani d . 1 . .
H H43 0.3795 1.2749 0.9509 0.057 Uiso calc R 1 . .
C C44 0.3996(4) 1.0850(5) 0.9375(2) 0.0378(12) Uani d . 1 . .
C C45 0.4820(4) 0.9955(5) 0.9187(2) 0.0317(11) Uani d . 1 . .
C C46 0.4529(4) 0.8625(5) 0.9170(2) 0.0357(12) Uani d . 1 . .
C C47 0.3416(4) 0.8224(5) 0.9327(2) 0.0417(13) Uani d . 1 . .
C C48 0.3171(5) 0.6905(6) 0.9303(3) 0.0559(16) Uani d . 1 . .
H H48 0.2445 0.6600 0.9407 0.067 Uiso calc R 1 . .
C C49 0.3979(5) 0.6082(5) 0.9129(3) 0.0568(15) Uani d . 1 . .
H H49 0.3808 0.5208 0.9105 0.068 Uiso calc R 1 . .
C C50 0.5081(5) 0.6536(5) 0.8984(3) 0.0539(16) Uani d . 1 . .
H H50 0.5641 0.5955 0.8870 0.065 Uiso calc R 1 . .
C C51 0.2882(4) 1.0414(5) 0.9544(2) 0.0494(14) Uani d . 1 . .
H H51 0.2347 1.1003 0.9676 0.059 Uiso calc R 1 . .
C C52 0.2598(4) 0.9170(6) 0.9517(3) 0.0487(15) Uani d . 1 . .
H H52 0.1859 0.8907 0.9622 0.058 Uiso calc R 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'
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'
Cu Cu 0.3201 1.2651 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 O3 . . 92.92(14) .
N1 Cu1 O1 . . 83.54(15) .
O3 Cu1 O1 . . 172.26(15) .
N1 Cu1 N2 . . 168.34(16) .
O3 Cu1 N2 . . 90.15(15) .
O1 Cu1 N2 . . 92.01(16) .
N1 Cu1 N3 . . 113.34(16) .
O3 Cu1 N3 . . 95.04(14) .
O1 Cu1 N3 . . 92.68(15) .
N2 Cu1 N3 . . 77.54(14) .
N4 Cu2 O7 . . 91.66(14) .
N4 Cu2 O5 . . 83.18(16) .
O7 Cu2 O5 . . 167.25(17) .
N4 Cu2 N6 . . 174.25(17) .
O7 Cu2 N6 . . 94.02(16) .
O5 Cu2 N6 . . 91.43(18) .
N4 Cu2 N5 . . 100.62(15) .
O7 Cu2 N5 . . 93.51(15) .
O5 Cu2 N5 . . 98.88(17) .
N6 Cu2 N5 . . 78.18(15) .
C7 N1 C2 . . 121.6(4) ?
C7 N1 Cu1 . . 124.3(3) ?
C2 N1 Cu1 . . 113.9(3) ?
C15 N2 C19 . . 118.8(4) ?
C15 N2 Cu1 . . 123.8(3) ?
C19 N2 Cu1 . . 117.4(3) ?
C24 N3 C20 . . 117.9(4) ?
C24 N3 Cu1 . . 133.8(4) ?
C20 N3 Cu1 . . 108.3(3) ?
C33 N4 C28 . . 121.6(4) ?
C33 N4 Cu2 . . 121.5(3) ?
C28 N4 Cu2 . . 114.4(3) ?
C41 N5 C45 . . 117.9(4) ?
C41 N5 Cu2 . . 133.3(4) ?
C45 N5 Cu2 . . 108.7(3) ?
C50 N6 C46 . . 119.5(5) ?
C50 N6 Cu2 . . 124.7(4) ?
C46 N6 Cu2 . . 115.8(3) ?
C1 O1 Cu1 . . 115.1(3) ?
C9 O3 Cu1 . . 125.4(3) ?
C10 O4 C14 . . 116.0(4) ?
C27 O5 Cu2 . . 116.7(4) ?
C35 O7 Cu2 . . 121.5(3) ?
C36 O8 C40 . . 117.3(4) ?
H9A O9 H9B . . 91.9 ?
H10A O10 H10B . . 88.0 ?
O2 C1 O1 . . 123.4(5) ?
O2 C1 C2 . . 119.5(5) ?
O1 C1 C2 . . 116.9(5) ?
N1 C2 C1 . . 108.1(4) ?
N1 C2 C3 . . 111.0(4) ?
C1 C2 C3 . . 107.3(4) ?
N1 C2 H2 . . 110.1 ?
C1 C2 H2 . . 110.1 ?
C3 C2 H2 . . 110.1 ?
C2 C3 C4 . . 116.9(5) ?
C2 C3 H3A . . 108.1 ?
C4 C3 H3A . . 108.1 ?
C2 C3 H3B . . 108.1 ?
C4 C3 H3B . . 108.1 ?
H3A C3 H3B . . 107.3 ?
C6 C4 C5 . . 109.1(6) ?
C6 C4 C3 . . 112.1(6) ?
C5 C4 C3 . . 109.8(6) ?
C6 C4 H4 . . 108.6 ?
C5 C4 H4 . . 108.6 ?
C3 C4 H4 . . 108.6 ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C4 C6 H6A . . 109.5 ?
C4 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C4 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 C8 . . 125.9(4) ?
N1 C7 H7 . . 117.0 ?
C8 C7 H7 . . 117.0 ?
C13 C8 C7 . . 117.7(4) ?
C13 C8 C9 . . 120.0(4) ?
C7 C8 C9 . . 122.0(4) ?
O3 C9 C10 . . 119.4(4) ?
O3 C9 C8 . . 124.6(4) ?
C10 C9 C8 . . 116.0(4) ?
C11 C10 O4 . . 124.4(4) ?
C11 C10 C9 . . 121.7(4) ?
O4 C10 C9 . . 113.8(4) ?
C10 C11 C12 . . 120.5(4) ?
C10 C11 H11 . . 119.8 ?
C12 C11 H11 . . 119.8 ?
C13 C12 C11 . . 119.8(5) ?
C13 C12 H12 . . 120.1 ?
C11 C12 H12 . . 120.1 ?
C12 C13 C8 . . 121.9(5) ?
C12 C13 H13 . . 119.0 ?
C8 C13 H13 . . 119.0 ?
O4 C14 H14A . . 109.5 ?
O4 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
O4 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N2 C15 C16 . . 122.4(5) ?
N2 C15 H15 . . 118.8 ?
C16 C15 H15 . . 118.8 ?
C17 C16 C15 . . 120.7(5) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C18 . . 118.8(5) ?
C16 C17 H17 . . 120.6 ?
C18 C17 H17 . . 120.6 ?
C17 C18 C19 . . 117.9(4) ?
C17 C18 C25 . . 123.7(5) ?
C19 C18 C25 . . 118.4(4) ?
N2 C19 C18 . . 121.3(4) ?
N2 C19 C20 . . 118.7(4) ?
C18 C19 C20 . . 120.0(4) ?
N3 C20 C19 . . 118.0(4) ?
N3 C20 C21 . . 122.1(5) ?
C19 C20 C21 . . 119.9(4) ?
C22 C21 C26 . . 124.2(5) ?
C22 C21 C20 . . 117.3(5) ?
C26 C21 C20 . . 118.5(5) ?
C23 C22 C21 . . 119.5(5) ?
C23 C22 H22 . . 120.2 ?
C21 C22 H22 . . 120.2 ?
C22 C23 C24 . . 120.1(5) ?
C22 C23 H23 . . 119.9 ?
C24 C23 H23 . . 119.9 ?
N3 C24 C23 . . 123.0(5) ?
N3 C24 H24 . . 118.5 ?
C23 C24 H24 . . 118.5 ?
C26 C25 C18 . . 121.9(5) ?
C26 C25 H25 . . 119.0 ?
C18 C25 H25 . . 119.0 ?
C25 C26 C21 . . 121.3(5) ?
C25 C26 H26 . . 119.4 ?
C21 C26 H26 . . 119.4 ?
O6 C27 O5 . . 126.1(6) ?
O6 C27 C28 . . 116.9(6) ?
O5 C27 C28 . . 117.0(5) ?
N4 C28 C27 . . 107.7(4) ?
N4 C28 C29 . . 111.2(4) ?
C27 C28 C29 . . 105.8(5) ?
N4 C28 H28 . . 110.6 ?
C27 C28 H28 . . 110.6 ?
C29 C28 H28 . . 110.6 ?
C30 C29 C28 . . 116.8(5) ?
C30 C29 H29A . . 108.1 ?
C28 C29 H29A . . 108.1 ?
C30 C29 H29B . . 108.1 ?
C28 C29 H29B . . 108.1 ?
H29A C29 H29B . . 107.3 ?
C31 C30 C29 . . 110.1(6) ?
C31 C30 C32 . . 108.9(5) ?
C29 C30 C32 . . 112.6(5) ?
C31 C30 H30 . . 108.4 ?
C29 C30 H30 . . 108.4 ?
C32 C30 H30 . . 108.4 ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C30 C32 H32A . . 109.5 ?
C30 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C30 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
N4 C33 C34 . . 125.7(4) ?
N4 C33 H33 . . 117.1 ?
C34 C33 H33 . . 117.1 ?
C39 C34 C33 . . 118.7(4) ?
C39 C34 C35 . . 120.1(4) ?
C33 C34 C35 . . 120.9(4) ?
O7 C35 C34 . . 125.7(4) ?
O7 C35 C36 . . 118.8(4) ?
C34 C35 C36 . . 115.5(4) ?
C37 C36 O8 . . 125.5(4) ?
C37 C36 C35 . . 121.5(4) ?
O8 C36 C35 . . 113.0(4) ?
C36 C37 C38 . . 121.1(4) ?
C36 C37 H37 . . 119.4 ?
C38 C37 H37 . . 119.4 ?
C39 C38 C37 . . 119.2(5) ?
C39 C38 H38 . . 120.4 ?
C37 C38 H38 . . 120.4 ?
C38 C39 C34 . . 122.2(5) ?
C38 C39 H39 . . 118.9 ?
C34 C39 H39 . . 118.9 ?
O8 C40 H40A . . 109.5 ?
O8 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
O8 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
N5 C41 C42 . . 124.3(5) ?
N5 C41 H41 . . 117.9 ?
C42 C41 H41 . . 117.9 ?
C43 C42 C41 . . 117.9(5) ?
C43 C42 H42 . . 121.0 ?
C41 C42 H42 . . 121.0 ?
C42 C43 C44 . . 119.9(5) ?
C42 C43 H43 . . 120.0 ?
C44 C43 H43 . . 120.0 ?
C43 C44 C45 . . 117.8(4) ?
C43 C44 C51 . . 122.5(5) ?
C45 C44 C51 . . 119.7(5) ?
N5 C45 C44 . . 122.2(4) ?
N5 C45 C46 . . 118.2(4) ?
C44 C45 C46 . . 119.6(4) ?
N6 C46 C47 . . 121.5(5) ?
N6 C46 C45 . . 119.0(4) ?
C47 C46 C45 . . 119.5(4) ?
C46 C47 C48 . . 117.4(5) ?
C46 C47 C52 . . 119.1(5) ?
C48 C47 C52 . . 123.4(5) ?
C49 C48 C47 . . 120.1(5) ?
C49 C48 H48 . . 120.0 ?
C47 C48 H48 . . 120.0 ?
C48 C49 C50 . . 120.0(5) ?
C48 C49 H49 . . 120.0 ?
C50 C49 H49 . . 120.0 ?
N6 C50 C49 . . 121.5(5) ?
N6 C50 H50 . . 119.2 ?
C49 C50 H50 . . 119.2 ?
C52 C51 C44 . . 120.7(5) ?
C52 C51 H51 . . 119.6 ?
C44 C51 H51 . . 119.6 ?
C51 C52 C47 . . 121.3(5) ?
C51 C52 H52 . . 119.4 ?
C47 C52 H52 . . 119.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . 1.919(4) y
Cu1 N2 . 2.010(4) y
Cu1 N3 . 2.298(4) y
Cu1 O1 . 1.960(3) y
Cu1 O3 . 1.929(3) y
Cu2 N4 . 1.934(4) y
Cu2 N5 . 2.268(4) y
Cu2 N6 . 2.039(4) y
Cu2 O5 . 1.953(4) y
Cu2 O7 . 1.945(3) y
N1 C7 . 1.291(5) ?
N1 C2 . 1.461(5) ?
N2 C15 . 1.319(6) ?
N2 C19 . 1.361(6) ?
N3 C24 . 1.341(7) ?
N3 C20 . 1.360(6) ?
N4 C33 . 1.273(6) ?
N4 C28 . 1.458(6) ?
N5 C41 . 1.300(6) ?
N5 C45 . 1.359(5) ?
N6 C50 . 1.319(7) ?
N6 C46 . 1.357(6) ?
O1 C1 . 1.286(6) ?
O2 C1 . 1.249(6) ?
O3 C9 . 1.303(5) ?
O4 C10 . 1.379(5) ?
O4 C14 . 1.431(5) ?
O5 C27 . 1.258(7) ?
O6 C27 . 1.223(6) ?
O7 C35 . 1.293(5) ?
O8 C36 . 1.366(5) ?
O8 C40 . 1.426(6) ?
O9 H9A . 0.8501 ?
O9 H9B . 0.8500 ?
O10 H10A . 0.8500 ?
O10 H10B . 0.8500 ?
C1 C2 . 1.512(7) ?
C2 C3 . 1.521(8) ?
C2 H2 . 0.9800 ?
C3 C4 . 1.527(7) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C6 . 1.518(10) ?
C4 C5 . 1.525(9) ?
C4 H4 . 0.9800 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 C8 . 1.426(6) ?
C7 H7 . 0.9300 ?
C8 C13 . 1.406(6) ?
C8 C9 . 1.427(6) ?
C9 C10 . 1.422(6) ?
C10 C11 . 1.373(6) ?
C11 C12 . 1.394(7) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.336(7) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 C16 . 1.376(7) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.358(7) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.398(7) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.414(6) ?
C18 C25 . 1.424(7) ?
C19 C20 . 1.415(6) ?
C20 C21 . 1.425(6) ?
C21 C22 . 1.405(7) ?
C21 C26 . 1.421(7) ?
C22 C23 . 1.360(7) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.380(7) ?
C23 H23 . 0.9300 ?
C24 H24 . 0.9300 ?
C25 C26 . 1.340(7) ?
C25 H25 . 0.9300 ?
C26 H26 . 0.9300 ?
C27 C28 . 1.543(7) ?
C28 C29 . 1.560(7) ?
C28 H28 . 0.9800 ?
C29 C30 . 1.494(7) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 C31 . 1.492(9) ?
C30 C32 . 1.529(10) ?
C30 H30 . 0.9800 ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 C34 . 1.432(6) ?
C33 H33 . 0.9300 ?
C34 C39 . 1.406(6) ?
C34 C35 . 1.433(6) ?
C35 C36 . 1.449(6) ?
C36 C37 . 1.363(6) ?
C37 C38 . 1.405(7) ?
C37 H37 . 0.9300 ?
C38 C39 . 1.346(7) ?
C38 H38 . 0.9300 ?
C39 H39 . 0.9300 ?
C40 H40A . 0.9600 ?
C40 H40B . 0.9600 ?
C40 H40C . 0.9600 ?
C41 C42 . 1.405(7) ?
C41 H41 . 0.9300 ?
C42 C43 . 1.370(7) ?
C42 H42 . 0.9300 ?
C43 C44 . 1.384(7) ?
C43 H43 . 0.9300 ?
C44 C45 . 1.411(6) ?
C44 C51 . 1.423(7) ?
C45 C46 . 1.423(7) ?
C46 C47 . 1.400(6) ?
C47 C48 . 1.401(8) ?
C47 C52 . 1.444(7) ?
C48 C49 . 1.338(7) ?
C48 H48 . 0.9300 ?
C49 C50 . 1.398(8) ?
C49 H49 . 0.9300 ?
C50 H50 . 0.9300 ?
C51 C52 . 1.334(7) ?
C51 H51 . 0.9300 ?
C52 H52 . 0.9300 ?
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
O9 H9A O2 . 0.85 2.22 2.715(7) 117
O9 H9B O2 . 0.85 2.20 2.715(7) 119
O10 H10A O6 . 0.85 2.27 2.805(8) 121
O10 H10B O6 . 0.85 2.27 2.805(8) 121
C24 H24 O10 2_656 0.93 2.58 3.476(8) 161.6
C40 H40A O2 1_656 0.96 2.53 3.486(7) 176.2
C43 H43 O8 2_657 0.93 2.48 3.172(6) 130.9
C50 H50 O9 2_646 0.93 2.35 3.268(7) 167.7
C25 H25 Cg1 2_546 0.93 2.51 3.426(6) 168
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 C2 C3 C4 . . . . 174.4(5) ?
