#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/74/2017443.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_2017443
loop_
_publ_author_name
'Wang, Ziliang'
'Wei, Linheng'
_publ_section_title
;Two two-dimensional hydrogen-bonded coordination networks:
 bis(3-carboxybenzoato-κO)bis(4-methyl-1H-imidazole-κN³)copper(II)
 and
 bis(3-methylbenzoato-κN)bis(4-methyl-1H-imidazole-κN³)copper(II)
 monohydrate
;
_journal_coeditor_code           KU3016
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m481
_journal_page_last               m484
_journal_paper_doi               10.1107/S0108270109048203
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (C8 H7 O2)2 (C4 H6 N2)2] , H2 O'
_chemical_formula_moiety         'C24 H26 Cu N4 O4, H2 O'
_chemical_formula_sum            'C24 H28 Cu N4 O5'
_chemical_formula_weight         516.04
_chemical_name_systematic
;
bis(3-methylbenzoato-κN)bis(4-methyl-1H-imidazole-
κN³)copper(II) monohydrate
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.0000
_cell_angle_beta                 113.288(2)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   14.3860(2)
_cell_length_b                   15.2620(4)
_cell_length_c                   24.6922(5)
_cell_measurement_reflns_used    3676
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      22.04
_cell_measurement_theta_min      2.28
_cell_volume                     4979.71(19)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics
;
PLATON (Spek, 2003) and TOPOS (Blatov et al.,  2000)
;
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       '0.3° wide ω exposures'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0587
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            27494
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_T_max  0.8377
_exptl_absorpt_correction_T_min  0.7831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.280
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     653
_refine_ls_number_reflns         9780
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0460P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1083
_reflns_number_gt                5859
_reflns_number_total             9780
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ku3016.cif
_cod_data_source_block           II
_cod_original_cell_volume        4979.71(18)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017443
_cod_database_fobs_code          2017443
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_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 0.01541(3) 0.48340(2) 0.250539(15) 0.04663(12) Uani d . 1 . .
Cu Cu2 0.47403(3) 0.24525(2) 0.259132(15) 0.04463(12) Uani d . 1 . .
O O1 0.05721(16) 0.60261(14) 0.32491(9) 0.0644(6) Uani d . 1 . .
O O2 0.05913(15) 0.45999(14) 0.33727(9) 0.0541(5) Uani d . 1 . .
O O3 -0.02634(14) 0.51213(13) 0.16714(8) 0.0507(5) Uani d . 1 . .
O O4 -0.01921(15) 0.36976(14) 0.14832(9) 0.0615(6) Uani d . 1 . .
O O5 0.50141(14) 0.35576(14) 0.35324(9) 0.0603(6) Uani d . 1 . .
O O6 0.51484(14) 0.21236(14) 0.34233(8) 0.0504(5) Uani d . 1 . .
O O7 0.43313(15) 0.28299(14) 0.17636(9) 0.0531(5) Uani d . 1 . .
O O8 0.43613(17) 0.13910(15) 0.16738(10) 0.0714(7) Uani d . 1 . .
O O1W 0.63066(19) 0.47523(17) 0.32971(12) 0.0730(7) Uani d DU 1 . .
H H1WA 0.5886(18) 0.4392(16) 0.3288(13) 0.0750(9) Uiso d DU 1 . .
H H1WB 0.609(2) 0.5241(10) 0.3315(13) 0.0750(9) Uiso d DU 1 . .
N N1 -0.12886(18) 0.47597(16) 0.23917(11) 0.0495(6) Uani d . 1 . .
N N2 -0.2644(2) 0.47562(18) 0.25915(14) 0.0566(7) Uani d D 1 . .
H H2 -0.295(2) 0.475(2) 0.2820(11) 0.068(11) Uiso d D 1 . .
N N3 0.15883(17) 0.48069(16) 0.26013(11) 0.0484(6) Uani d . 1 . .
N N4 0.3190(2) 0.44839(17) 0.29268(12) 0.0545(7) Uani d DU 1 . .
H H4 0.3709(13) 0.4173(14) 0.3104(11) 0.0525(9) Uiso d DU 1 . .
N N5 0.32926(17) 0.24047(15) 0.24777(11) 0.0456(6) Uani d . 1 . .
N N6 0.1678(2) 0.27165(18) 0.21464(12) 0.0563(7) Uani d D 1 . .
H H6A 0.1136(13) 0.2975(17) 0.1940(11) 0.056(10) Uiso d D 1 . .
N N7 0.61906(18) 0.25282(15) 0.27226(11) 0.0470(6) Uani d . 1 . .
N N8 0.7564(2) 0.25719(18) 0.25403(13) 0.0543(7) Uani d D 1 . .
H H8 0.794(2) 0.262(2) 0.2350(14) 0.092(14) Uiso d D 1 . .
C C1 0.0729(2) 0.5375(2) 0.35786(14) 0.0492(8) Uani d . 1 . .
C C2 0.1054(2) 0.5496(2) 0.42318(13) 0.0478(8) Uani d . 1 . .
C C3 0.1095(2) 0.4797(2) 0.45979(14) 0.0519(8) Uani d . 1 . .
H H3 0.0933 0.4239 0.4437 0.062 Uiso calc R 1 . .
C C4 0.1374(2) 0.4910(2) 0.52023(15) 0.0549(9) Uani d . 1 . .
C C5 0.1629(2) 0.5742(2) 0.54252(15) 0.0645(10) Uani d . 1 . .
H H5 0.1825 0.5831 0.5828 0.077 Uiso calc R 1 . .
C C6 0.1604(3) 0.6441(2) 0.50745(16) 0.0744(11) Uani d . 1 . .
H H6 0.1787 0.6995 0.5240 0.089 Uiso calc R 1 . .
C C7 0.1306(2) 0.6326(2) 0.44711(14) 0.0618(9) Uani d . 1 . .
H H7 0.1275 0.6803 0.4230 0.074 Uiso calc R 1 . .
C C8 0.1378(3) 0.4155(2) 0.55880(14) 0.0706(10) Uani d . 1 . .
H H8A 0.1955 0.4198 0.5956 0.106 Uiso calc R 1 . .
H H8B 0.1411 0.3616 0.5395 0.106 Uiso calc R 1 . .
H H8C 0.0770 0.4164 0.5661 0.106 Uiso calc R 1 . .
C C9 -0.0392(2) 0.4476(2) 0.13210(14) 0.0458(8) Uani d . 1 . .
C C10 -0.0829(2) 0.4702(2) 0.06751(13) 0.0455(7) Uani d . 1 . .
C C11 -0.0808(2) 0.5561(2) 0.04899(13) 0.0513(8) Uani d . 1 . .
H H11 -0.0526 0.5996 0.0771 0.062 Uiso calc R 1 . .
C C12 -0.1193(2) 0.5786(2) -0.01013(15) 0.0604(9) Uani d . 1 . .
C C13 -0.1632(3) 0.5145(3) -0.05112(16) 0.0750(11) Uani d . 1 . .
H H13 -0.1899 0.5285 -0.0910 0.090 Uiso calc R 1 . .
C C14 -0.1684(3) 0.4293(3) -0.03392(17) 0.0809(12) Uani d . 1 . .
H H14 -0.1997 0.3868 -0.0623 0.097 Uiso calc R 1 . .
C C15 -0.1271(2) 0.4063(2) 0.02546(15) 0.0657(10) Uani d . 1 . .
H H15 -0.1293 0.3485 0.0368 0.079 Uiso calc R 1 . .
C C16 -0.1132(3) 0.6721(2) -0.02862(16) 0.0898(13) Uani d . 1 . .
H H16A -0.0619 0.6766 -0.0442 0.135 Uiso calc R 1 . .
H H16B -0.0966 0.7101 0.0049 0.135 Uiso calc R 1 . .
H H16C -0.1774 0.6891 -0.0583 0.135 Uiso calc R 1 . .
C C17 -0.1632(2) 0.4750(2) 0.28140(15) 0.0562(8) Uani d . 1 . .
H H17 -0.1224 0.4740 0.3215 0.067 Uiso calc R 1 . .
C C18 -0.2989(2) 0.4760(2) 0.19946(15) 0.0523(8) Uani d . 1 . .
C C19 -0.2153(2) 0.4761(2) 0.18759(14) 0.0544(8) Uani d . 1 . .
H H19 -0.2155 0.4761 0.1499 0.065 Uiso calc R 1 . .
C C20 -0.4093(2) 0.4777(2) 0.16067(16) 0.0758(11) Uani d . 1 . .
H H20A -0.4376 0.5328 0.1651 0.114 Uiso calc R 1 . .
H H20B -0.4430 0.4310 0.1717 0.114 Uiso calc R 1 . .
H H20C -0.4181 0.4702 0.1203 0.114 Uiso calc R 1 . .
C C21 0.2346(2) 0.4421(2) 0.30223(13) 0.0537(8) Uani d . 1 . .
H H21 0.2298 0.4140 0.3345 0.064 Uiso calc R 1 . .
C C22 0.2990(2) 0.49339(19) 0.24162(14) 0.0510(8) Uani d . 1 . .
C C23 0.1987(2) 0.5131(2) 0.22183(14) 0.0527(8) Uani d . 1 . .
H H23 0.1624 0.5439 0.1874 0.063 Uiso calc R 1 . .
C C24 0.3755(2) 0.5113(2) 0.21629(16) 0.0707(10) Uani d . 1 . .
H H24A 0.3962 0.4571 0.2048 0.106 Uiso calc R 1 . .
H H24B 0.4332 0.5398 0.2453 0.106 Uiso calc R 1 . .
H H24C 0.3463 0.5486 0.1824 0.106 Uiso calc R 1 . .
C C25 0.5237(2) 0.2802(2) 0.37427(14) 0.0479(8) Uani d . 1 . .
C C26 0.5643(2) 0.2662(2) 0.43961(13) 0.0494(8) Uani d . 1 . .
C C27 0.5757(2) 0.3368(2) 0.47743(15) 0.0622(9) Uani d . 1 . .
H H27 0.5568 0.3925 0.4616 0.075 Uiso calc R 1 . .
C C28 0.6151(2) 0.3258(3) 0.53865(17) 0.0699(10) Uani d . 1 . .
C C29 0.6433(3) 0.2424(3) 0.56000(17) 0.0854(13) Uani d . 1 . .
H H29 0.6706 0.2333 0.6005 0.102 Uiso calc R 1 . .
C C30 0.6324(3) 0.1726(3) 0.52343(17) 0.0822(12) Uani d . 1 . .
H H30 0.6517 0.1170 0.5393 0.099 Uiso calc R 1 . .
C C31 0.5934(2) 0.1837(2) 0.46336(14) 0.0621(9) Uani d . 1 . .
H H31 0.5865 0.1358 0.4387 0.074 Uiso calc R 1 . .
C C32 0.6273(3) 0.4023(3) 0.57857(18) 0.1162(17) Uani d . 1 . .
H H32A 0.5845 0.3948 0.5998 0.174 Uiso calc R 1 . .
H H32B 0.6087 0.4551 0.5556 0.174 Uiso calc R 1 . .
H H32C 0.6966 0.4063 0.6060 0.174 Uiso calc R 1 . .
C C33 0.4205(2) 0.2129(2) 0.14528(13) 0.0491(8) Uani d . 1 . .
C C34 0.3869(2) 0.2244(2) 0.08004(14) 0.0550(9) Uani d . 1 . .
C C35 0.3823(2) 0.3067(3) 0.05616(15) 0.0645(10) Uani d . 1 . .
H H35 0.3993 0.3554 0.0808 0.077 Uiso calc R 1 . .
C C36 0.3519(3) 0.3182(3) -0.00569(19) 0.0796(12) Uani d . 1 . .
C C37 0.3258(3) 0.2429(4) -0.03957(19) 0.0926(15) Uani d . 1 . .
H H37 0.3049 0.2483 -0.0802 0.111 Uiso calc R 1 . .
C C38 0.3290(3) 0.1617(4) -0.0168(2) 0.0995(15) Uani d . 1 . .
H H38 0.3101 0.1131 -0.0415 0.119 Uiso calc R 1 . .
C C39 0.3607(3) 0.1518(3) 0.04327(16) 0.0757(11) Uani d . 1 . .
H H39 0.3645 0.0961 0.0593 0.091 Uiso calc R 1 . .
C C40 0.3512(3) 0.4061(3) -0.03010(19) 0.1225(18) Uani d . 1 . .
H H40A 0.4076 0.4119 -0.0413 0.184 Uiso calc R 1 . .
H H40B 0.3562 0.4494 -0.0009 0.184 Uiso calc R 1 . .
H H40C 0.2893 0.4144 -0.0641 0.184 Uiso calc R 1 . .
C C41 0.2897(2) 0.21060(19) 0.28695(13) 0.0486(8) Uani d . 1 . .
H H41 0.3265 0.1816 0.3221 0.058 Uiso calc R 1 . .
C C42 0.1899(2) 0.22929(19) 0.26720(14) 0.0482(8) Uani d . 1 . .
C C43 0.2523(2) 0.2770(2) 0.20483(14) 0.0543(8) Uani d . 1 . .
H H43 0.2564 0.3032 0.1718 0.065 Uiso calc R 1 . .
C C44 0.1144(2) 0.2147(2) 0.29388(14) 0.0674(10) Uani d . 1 . .
H H44A 0.0966 0.2698 0.3058 0.101 Uiso calc R 1 . .
H H44B 0.1431 0.1771 0.3276 0.101 Uiso calc R 1 . .
H H44C 0.0549 0.1877 0.2653 0.101 Uiso calc R 1 . .
C C45 0.7048(2) 0.2509(2) 0.32460(14) 0.0543(8) Uani d . 1 . .
H H45 0.7040 0.2480 0.3620 0.065 Uiso calc R 1 . .
C C46 0.7889(2) 0.25386(19) 0.31367(15) 0.0517(8) Uani d . 1 . .
C C47 0.6559(2) 0.2568(2) 0.23110(14) 0.0547(8) Uani d . 1 . .
H H47 0.6163 0.2591 0.1909 0.066 Uiso calc R 1 . .
C C48 0.8994(2) 0.2526(2) 0.35311(15) 0.0746(11) Uani d . 1 . .
H H48A 0.9071 0.2470 0.3934 0.112 Uiso calc R 1 . .
H H48B 0.9304 0.3061 0.3483 0.112 Uiso calc R 1 . .
H H48C 0.9313 0.2038 0.3428 0.112 Uiso calc R 1 . .
O O2W 0.86386(19) 0.25847(16) 0.18570(12) 0.0709(7) Uani d DU 1 . .
H H2WA 0.9047(18) 0.2948(16) 0.1851(13) 0.0739(9) Uiso d DU 1 . .
H H2WB 0.881(2) 0.2088(10) 0.1817(13) 0.0738(9) Uiso d DU 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'
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Cu1 N1 . . 89.73(9) y
O3 Cu1 N3 . . 90.14(9) y
O2 Cu1 O3 . . 177.26(9) y
N1 Cu1 N3 . . 175.37(10) y
N1 Cu1 O2 . . 90.56(9) y
N3 Cu1 O2 . . 89.80(9) y
O6 Cu2 O7 . . 177.84(9) y
O6 Cu2 N5 . . 90.08(9) y
O6 Cu2 N7 . . 89.07(9) y
O7 Cu2 N5 . . 89.87(9) y
O7 Cu2 N7 . . 90.91(9) y
N5 Cu2 N7 . . 178.27(10) y
C1 O2 Cu1 . . 101.20(19) ?
C9 O3 Cu1 . . 116.35(19) ?
C25 O6 Cu2 . . 110.73(19) ?
C33 O7 Cu2 . . 106.77(19) ?
H1WA O1W H1WB . . 109(3) ?
C17 N1 C19 . . 104.3(3) ?
C17 N1 Cu1 . . 125.9(2) ?
C19 N1 Cu1 . . 129.7(2) ?
C17 N2 C18 . . 108.5(3) ?
C17 N2 H2 . . 120(2) ?
C18 N2 H2 . . 131(2) ?
C21 N3 C23 . . 105.4(3) ?
C21 N3 Cu1 . . 127.1(2) ?
C23 N3 Cu1 . . 127.4(2) ?
C21 N4 C22 . . 109.1(3) ?
C21 N4 H4 . . 123.3(19) ?
C22 N4 H4 . . 126(2) ?
C43 N5 C41 . . 104.8(3) ?
C43 N5 Cu2 . . 126.7(2) ?
C41 N5 Cu2 . . 127.8(2) ?
C43 N6 C42 . . 108.3(2) ?
C43 N6 H6A . . 124(2) ?
C42 N6 H6A . . 127(2) ?
C47 N7 C45 . . 103.7(3) ?
C47 N7 Cu2 . . 126.4(2) ?
C45 N7 Cu2 . . 129.8(2) ?
C47 N8 C46 . . 108.2(3) ?
C47 N8 H8 . . 126(3) ?
C46 N8 H8 . . 126(3) ?
O1 C1 O2 . . 121.4(3) ?
O1 C1 C2 . . 120.1(3) ?
O2 C1 C2 . . 118.5(3) ?
C3 C2 C7 . . 119.3(3) ?
C3 C2 C1 . . 121.4(3) ?
C7 C2 C1 . . 119.3(3) ?
C2 C3 C4 . . 121.6(3) ?
C2 C3 H3 . . 119.2 ?
C4 C3 H3 . . 119.2 ?
C5 C4 C3 . . 117.5(3) ?
C5 C4 C8 . . 121.6(3) ?
C3 C4 C8 . . 120.9(3) ?
C6 C5 C4 . . 122.1(3) ?
C6 C5 H5 . . 118.9 ?
C4 C5 H5 . . 118.9 ?
C5 C6 C7 . . 120.0(3) ?
C5 C6 H6 . . 120.0 ?
C7 C6 H6 . . 120.0 ?
C2 C7 C6 . . 119.4(3) ?
C2 C7 H7 . . 120.3 ?
C6 C7 H7 . . 120.3 ?
C4 C8 H8A . . 109.5 ?
C4 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C4 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O4 C9 O3 . . 124.3(3) ?
O4 C9 C10 . . 120.3(3) ?
O3 C9 C10 . . 115.5(3) ?
C15 C10 C11 . . 118.7(3) ?
C15 C10 C9 . . 120.6(3) ?
C11 C10 C9 . . 120.6(3) ?
C12 C11 C10 . . 121.9(3) ?
C12 C11 H11 . . 119.1 ?
C10 C11 H11 . . 119.1 ?
C13 C12 C11 . . 118.5(3) ?
C13 C12 C16 . . 121.1(3) ?
C11 C12 C16 . . 120.4(3) ?
C12 C13 C14 . . 120.8(3) ?
C12 C13 H13 . . 119.6 ?
C14 C13 H13 . . 119.6 ?
C13 C14 C15 . . 120.6(3) ?
C13 C14 H14 . . 119.7 ?
C15 C14 H14 . . 119.7 ?
C10 C15 C14 . . 119.4(3) ?
C10 C15 H15 . . 120.3 ?
C14 C15 H15 . . 120.3 ?
C12 C16 H16A . . 109.5 ?
C12 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C12 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N1 C17 N2 . . 111.3(3) ?
N1 C17 H17 . . 124.4 ?
N2 C17 H17 . . 124.4 ?
C19 C18 N2 . . 105.2(3) ?
C19 C18 C20 . . 132.4(3) ?
N2 C18 C20 . . 122.3(3) ?
C18 C19 N1 . . 110.8(3) ?
C18 C19 H19 . . 124.6 ?
N1 C19 H19 . . 124.6 ?
C18 C20 H20A . . 109.5 ?
C18 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C18 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N3 C21 N4 . . 111.0(3) ?
N3 C21 H21 . . 124.5 ?
N4 C21 H21 . . 124.5 ?
C23 C22 N4 . . 104.5(3) ?
C23 C22 C24 . . 131.5(3) ?
N4 C22 C24 . . 124.0(3) ?
C22 C23 N3 . . 110.1(3) ?
C22 C23 H23 . . 124.9 ?
N3 C23 H23 . . 124.9 ?
C22 C24 H24A . . 109.5 ?
C22 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C22 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
O5 C25 O6 . . 122.9(3) ?
O5 C25 C26 . . 120.3(3) ?
O6 C25 C26 . . 116.8(3) ?
C31 C26 C27 . . 119.0(3) ?
C31 C26 C25 . . 120.7(3) ?
C27 C26 C25 . . 120.3(3) ?
C26 C27 C28 . . 121.5(3) ?
C26 C27 H27 . . 119.3 ?
C28 C27 H27 . . 119.3 ?
C29 C28 C27 . . 117.2(4) ?
C29 C28 C32 . . 122.1(4) ?
C27 C28 C32 . . 120.8(4) ?
C30 C29 C28 . . 122.0(4) ?
C30 C29 H29 . . 119.0 ?
C28 C29 H29 . . 119.0 ?
C29 C30 C31 . . 120.6(4) ?
C29 C30 H30 . . 119.7 ?
C31 C30 H30 . . 119.7 ?
C30 C31 C26 . . 119.8(3) ?
C30 C31 H31 . . 120.1 ?
C26 C31 H31 . . 120.1 ?
C28 C32 H32A . . 109.5 ?
C28 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C28 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
O8 C33 O7 . . 122.5(3) ?
O8 C33 C34 . . 120.5(3) ?
O7 C33 C34 . . 117.0(3) ?
C35 C34 C39 . . 119.6(3) ?
C35 C34 C33 . . 120.5(3) ?
C39 C34 C33 . . 119.9(3) ?
C34 C35 C36 . . 120.9(4) ?
C34 C35 H35 . . 119.5 ?
C36 C35 H35 . . 119.5 ?
C37 C36 C35 . . 116.2(4) ?
C37 C36 C40 . . 123.7(4) ?
C35 C36 C40 . . 120.2(5) ?
C38 C37 C36 . . 123.6(4) ?
C38 C37 H37 . . 118.2 ?
C36 C37 H37 . . 118.2 ?
C37 C38 C39 . . 119.4(4) ?
C37 C38 H38 . . 120.3 ?
C39 C38 H38 . . 120.3 ?
C38 C39 C34 . . 120.4(4) ?
C38 C39 H39 . . 119.8 ?
C34 C39 H39 . . 119.8 ?
C36 C40 H40A . . 109.5 ?
C36 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C36 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C42 C41 N5 . . 110.6(3) ?
C42 C41 H41 . . 124.7 ?
N5 C41 H41 . . 124.7 ?
C41 C42 N6 . . 104.9(3) ?
C41 C42 C44 . . 131.6(3) ?
N6 C42 C44 . . 123.5(3) ?
N5 C43 N6 . . 111.4(3) ?
N5 C43 H43 . . 124.3 ?
N6 C43 H43 . . 124.3 ?
C42 C44 H44A . . 109.5 ?
C42 C44 H44B . . 109.5 ?
H44A C44 H44B . . 109.5 ?
C42 C44 H44C . . 109.5 ?
H44A C44 H44C . . 109.5 ?
H44B C44 H44C . . 109.5 ?
C46 C45 N7 . . 110.6(3) ?
C46 C45 H45 . . 124.7 ?
N7 C45 H45 . . 124.7 ?
C45 C46 N8 . . 105.6(3) ?
C45 C46 C48 . . 132.7(3) ?
N8 C46 C48 . . 121.7(3) ?
N7 C47 N8 . . 111.9(3) ?
N7 C47 H47 . . 124.0 ?
N8 C47 H47 . . 124.0 ?
C46 C48 H48A . . 109.5 ?
C46 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C46 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
H2WA O2W H2WB . . 112(3) ?
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 . 1.985(2) y
Cu1 N3 . 1.982(2) y
Cu1 O3 . 1.9534(19) y
Cu2 N5 . 1.990(2) y
Cu2 N7 . 1.984(2) y
Cu1 O2 . 2.011(2) y
Cu2 O6 . 1.9654(19) y
Cu2 O7 . 1.9759(19) y
O1 C1 . 1.247(3) ?
O2 C1 . 1.272(3) ?
O3 C9 . 1.275(3) ?
O4 C9 . 1.251(3) ?
O5 C25 . 1.253(3) ?
O6 C25 . 1.277(4) ?
O7 C33 . 1.287(4) ?
O8 C33 . 1.233(3) ?
O1W H1WA . 0.81(3) ?
O1W H1WB . 0.816(10) ?
N1 C17 . 1.319(4) ?
N1 C19 . 1.384(3) ?
N2 C17 . 1.337(4) ?
N2 C18 . 1.356(4) ?
N2 H2 . 0.84(3) ?
N3 C21 . 1.311(3) ?
N3 C23 . 1.377(4) ?
N4 C21 . 1.329(4) ?
N4 C22 . 1.363(4) ?
N4 H4 . 0.846(10) ?
N5 C43 . 1.316(3) ?
N5 C41 . 1.380(4) ?
N6 C43 . 1.333(4) ?
N6 C42 . 1.370(4) ?
N6 H6A . 0.842(10) ?
N7 C47 . 1.321(4) ?
N7 C45 . 1.390(3) ?
N8 C47 . 1.328(4) ?
N8 C46 . 1.359(4) ?
N8 H8 . 0.85(3) ?
C1 C2 . 1.502(4) ?
C2 C3 . 1.384(4) ?
C2 C7 . 1.384(4) ?
C3 C4 . 1.395(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.374(4) ?
C4 C8 . 1.495(4) ?
C5 C6 . 1.366(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.389(4) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C10 . 1.505(4) ?
C10 C15 . 1.383(4) ?
C10 C11 . 1.392(4) ?
C11 C12 . 1.384(4) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.370(5) ?
C12 C16 . 1.512(4) ?
C13 C14 . 1.379(5) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.392(4) ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 H17 . 0.9300 ?
C18 C19 . 1.346(4) ?
C18 C20 . 1.496(4) ?
C19 H19 . 0.9300 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 H21 . 0.9300 ?
C22 C23 . 1.361(4) ?
C22 C24 . 1.491(4) ?
C23 H23 . 0.9300 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C25 C26 . 1.498(4) ?
C26 C31 . 1.383(4) ?
C26 C27 . 1.392(4) ?
C27 C28 . 1.399(4) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.377(5) ?
C28 C32 . 1.493(5) ?
C29 C30 . 1.365(5) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.373(4) ?
C30 H30 . 0.9300 ?
C31 H31 . 0.9300 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 C34 . 1.498(4) ?
C34 C35 . 1.378(4) ?
C34 C39 . 1.387(4) ?
C35 C36 . 1.423(5) ?
C35 H35 . 0.9300 ?
C36 C37 . 1.383(6) ?
C36 C40 . 1.469(5) ?
C37 C38 . 1.353(6) ?
C37 H37 . 0.9300 ?
C38 C39 . 1.378(5) ?
C38 H38 . 0.9300 ?
C39 H39 . 0.9300 ?
C40 H40A . 0.9600 ?
C40 H40B . 0.9600 ?
C40 H40C . 0.9600 ?
C41 C42 . 1.352(4) ?
C41 H41 . 0.9300 ?
C42 C44 . 1.493(4) ?
C43 H43 . 0.9300 ?
C44 H44A . 0.9600 ?
C44 H44B . 0.9600 ?
C44 H44C . 0.9600 ?
C45 C46 . 1.340(4) ?
C45 H45 . 0.9300 ?
C46 C48 . 1.500(4) ?
C47 H47 . 0.9300 ?
C48 H48A . 0.9600 ?
C48 H48B . 0.9600 ?
C48 H48C . 0.9600 ?
O2W H2WA . 0.81(3) ?
O2W H2WB . 0.815(10) ?
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
O1W H1WA O5 . 0.81(3) 2.04(3) 2.824(3) 163(3) yes
O1W H1WB O8 2_655 0.81(3) 1.876(11) 2.690(3) 176(3) yes
N2 H2 O1W 1_455 0.84(3) 1.88(3) 2.719(4) 177(3) yes
N4 H4 O5 . 0.846(10) 1.989(11) 2.832(3) 174(3) yes
N6 H6A O4 . 0.842(10) 2.106(11) 2.946(3) 175(3) yes
N8 H8 O2W . 0.85(3) 1.86(3) 2.701(4) 171(4) yes
O2W H2WA O4 1_655 0.81(3) 2.028(16) 2.792(3) 156(3) yes
O2W H2WB O1 2_645 0.815(10) 1.887(12) 2.693(3) 170(3) yes
