#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:18:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179240 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/60/4316089.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_4316089
loop_
_publ_author_name
'Alexander M. Kirillov'
'Jaime A. S. Coelho'
'Marina V. Kirillova'
'M. Fátima C. Guedes da Silva'
'Dmytro S. Nesterov'
'Katrin R. Gruenwald'
'Matti Haukka'
'Armando J. L. Pombeiro'
_publ_section_title
;
 Bringing an "Old" Biological Buffer to Coordination Chemistry: New 1D and
 3D Coordination Polymers with [Cu4(Hbes)4] Cores for Mild
 Hydrocarboxylation of Alkanes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6390
_journal_page_last               6392
_journal_paper_doi               10.1021/ic1007999
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C31 H65 Cu4 N4 Na O27 S4'
_chemical_formula_sum            'C31 H65 Cu4 N4 Na O27 S4'
_chemical_formula_weight         1331.26
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.664(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.502(3)
_cell_length_b                   21.080(3)
_cell_length_c                   13.7686(9)
_cell_measurement_reflns_used    19597
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     4866.5(11)
_computing_cell_refinement       'EvalCCD (Duisenberg, 1998-2003)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg, 1998-2003)'
_computing_molecular_graphics    'Diamond v.3.1d (Brandenburg, 2006)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Burla et al., 2003)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0409
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            85491
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.999
_exptl_absorpt_correction_T_max  0.8406
_exptl_absorpt_correction_T_min  0.6391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            turquoise
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2744
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     644
_refine_ls_number_reflns         11162
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0351
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0202P)²+7.5796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0714
_reflns_number_gt                8082
_reflns_number_total             11162
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1007999_si_002_1.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4316089
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 0.200999(18) 0.106321(15) 0.06755(2) 0.01000(7) Uani 1 1 d . . .
Cu2 Cu 0.286762(18) 0.104462(15) -0.09704(2) 0.01014(7) Uani 1 1 d . . .
Cu3 Cu 0.400488(18) 0.115916(15) 0.13909(2) 0.01038(7) Uani 1 1 d . . .
Cu4 Cu 0.088319(18) 0.113312(15) -0.17263(2) 0.01000(7) Uani 1 1 d . . .
S1 S 0.53374(4) 0.18440(3) 0.07186(5) 0.01408(14) Uani 1 1 d . . .
S2 S -0.04257(4) 0.18192(3) -0.10484(5) 0.01330(14) Uani 1 1 d . . .
S3 S 0.13419(4) -0.10341(3) -0.32987(5) 0.01601(15) Uani 1 1 d . . .
S4 S 0.35907(4) -0.07971(3) 0.34473(5) 0.01453(14) Uani 1 1 d . . .
Na1 Na 0.22349(7) -0.26067(6) -0.40938(9) 0.0299(3) Uani 1 1 d . . .
O1 O 0.18608(11) 0.19286(8) 0.00297(14) 0.0138(4) Uani 1 1 d . . .
O2 O 0.30271(11) 0.19129(8) -0.03410(14) 0.0136(4) Uani 1 1 d . . .
O3 O 0.25004(14) 0.48898(9) -0.01918(16) 0.0264(5) Uani 1 1 d . . .
H3O H 0.2995 0.5001 -0.0335 0.040 Uiso 1 1 d R . .
O4 O 0.38439(11) 0.13805(9) -0.16745(15) 0.0177(4) Uani 1 1 d . . .
H4O H 0.4243 0.1550 -0.1178 0.027 Uiso 1 1 d R . .
O5 O 0.34695(10) 0.06305(8) 0.02639(13) 0.0115(4) Uani 1 1 d . . .
O6 O 0.29942(10) 0.13146(8) 0.16307(13) 0.0114(4) Uani 1 1 d . . .
O7 O 0.47260(11) 0.03808(9) 0.24684(14) 0.0164(4) Uani 1 1 d . . .
H7O H 0.4523 0.0017 0.2696 0.025 Uiso 1 1 d R . .
O8 O 0.49635(11) 0.12395(9) 0.08817(14) 0.0161(4) Uani 1 1 d . . .
O9 O 0.61951(12) 0.17709(10) 0.09847(16) 0.0235(5) Uani 1 1 d . . .
O10 O 0.49953(13) 0.20921(10) -0.02975(15) 0.0271(5) Uani 1 1 d . . .
O11 O 0.14382(10) 0.06389(8) -0.05622(13) 0.0108(4) Uani 1 1 d . . .
O12 O 0.10762(11) 0.14013(9) 0.14180(14) 0.0151(4) Uani 1 1 d . . .
H12O H 0.0750 0.1667 0.0984 0.042(11) Uiso 1 1 d R . .
O13 O 0.37733(12) -0.02915(9) 0.42110(15) 0.0225(5) Uani 1 1 d . . .
O14 O 0.41370(12) -0.07939(10) 0.28215(15) 0.0214(5) Uani 1 1 d . . .
O15 O 0.35314(12) -0.14211(9) 0.38779(15) 0.0202(4) Uani 1 1 d . . .
O16 O 0.19001(11) 0.12947(9) -0.19501(13) 0.0127(4) Uani 1 1 d . . .
O17 O -0.00788(11) 0.12015(8) -0.12289(14) 0.0149(4) Uani 1 1 d . . .
O18 O -0.00801(13) 0.20486(10) -0.00272(15) 0.0241(5) Uani 1 1 d . . .
O19 O 0.01977(11) 0.03357(9) -0.28085(13) 0.0159(4) Uani 1 1 d . . .
H19O H 0.0418 0.0011 -0.3073 0.024 Uiso 1 1 d R . .
O20 O 0.11372(13) -0.12441(10) -0.23991(15) 0.0252(5) Uani 1 1 d . . .
O21 O 0.07982(12) -0.05422(10) -0.38420(15) 0.0233(5) Uani 1 1 d . . .
O22 O 0.14397(12) -0.15498(9) -0.39584(15) 0.0231(5) Uani 1 1 d . . .
O23 O 0.27232(13) -0.25528(11) -0.23030(17) 0.0324(6) Uani 1 1 d . . .
H23O H 0.3042 -0.2232 -0.1938 0.049 Uiso 1 1 d R . .
H23P H 0.2897 -0.2916 -0.1837 0.049 Uiso 1 1 d R . .
O24 O 0.29591(14) -0.16911(11) -0.43991(17) 0.0348(6) Uani 1 1 d . . .
H24O H 0.3104 -0.1579 -0.4986 0.052 Uiso 1 1 d R . .
H24P H 0.2439 -0.1476 -0.4462 0.052 Uiso 1 1 d R . .
O25 O 0.12852(11) -0.32199(10) -0.36398(16) 0.0228(5) Uani 1 1 d . . .
O26 O 0.18734(14) -0.28474(12) -0.58431(18) 0.0408(6) Uani 1 1 d . . .
H26O H 0.1683 -0.3176 -0.6273 0.061 Uiso 1 1 d R . .
H26P H 0.2209 -0.2655 -0.6153 0.061 Uiso 1 1 d R . .
O27 O 0.32619(16) -0.34176(13) -0.4044(2) 0.0505(8) Uani 1 1 d . . .
H27O H 0.3734 -0.3571 -0.3602 0.076 Uiso 1 1 d R . .
H27P H 0.3409 -0.3312 -0.4613 0.076 Uiso 1 1 d R . .
N1 N 0.18748(13) 0.02255(10) 0.14022(16) 0.0109(5) Uani 1 1 d . . .
N2 N 0.30179(13) 0.02159(10) -0.17055(16) 0.0129(5) Uani 1 1 d . . .
N3 N 0.44726(13) 0.17117(11) 0.26236(16) 0.0129(5) Uani 1 1 d . . .
N4 N 0.04188(13) 0.16770(11) -0.29711(17) 0.0146(5) Uani 1 1 d . . .
C1 C 0.24459(16) 0.22010(12) -0.0159(2) 0.0120(5) Uani 1 1 d . . .
C2 C 0.24626(16) 0.29107(12) -0.01609(19) 0.0116(5) Uani 1 1 d . . .
C3 C 0.17647(17) 0.32686(13) -0.0317(2) 0.0160(6) Uani 1 1 d . . .
H3 H 0.1270 0.3057 -0.0404 0.019 Uiso 1 1 calc R . .
C4 C 0.17806(18) 0.39233(14) -0.0348(2) 0.0191(6) Uani 1 1 d . . .
H4 H 0.1297 0.4157 -0.0485 0.023 Uiso 1 1 calc R . .
C5 C 0.25063(19) 0.42410(13) -0.0176(2) 0.0195(6) Uani 1 1 d . . .
C6 C 0.32122(18) 0.38955(14) 0.0012(2) 0.0189(6) Uani 1 1 d . . .
H6 H 0.3710 0.4109 0.0157 0.023 Uiso 1 1 calc R . .
C7 C 0.31819(17) 0.32353(13) -0.0012(2) 0.0163(6) Uani 1 1 d . . .
H7 H 0.3661 0.3001 0.0074 0.020 Uiso 1 1 calc R . .
C8 C 0.30230(16) 0.17311(14) 0.2445(2) 0.0173(6) Uani 1 1 d . . .
H8A H 0.3006 0.1484 0.3050 0.021 Uiso 1 1 calc R . .
H8B H 0.2555 0.2018 0.2261 0.021 Uiso 1 1 calc R . .
C9 C 0.37846(16) 0.21185(14) 0.2683(2) 0.0186(6) Uani 1 1 d . . .
H9A H 0.3718 0.2473 0.2195 0.022 Uiso 1 1 calc R . .
H9B H 0.3895 0.2301 0.3373 0.022 Uiso 1 1 calc R . .
C10 C 0.51673(17) 0.07151(14) 0.3359(2) 0.0202(6) Uani 1 1 d . . .
H10A H 0.5686 0.0855 0.3278 0.024 Uiso 1 1 calc R . .
H10B H 0.5275 0.0429 0.3953 0.024 Uiso 1 1 calc R . .
C11 C 0.47043(18) 0.12827(14) 0.3535(2) 0.0193(6) Uani 1 1 d . . .
H11A H 0.5032 0.1524 0.4125 0.023 Uiso 1 1 calc R . .
H11B H 0.4217 0.1138 0.3697 0.023 Uiso 1 1 calc R . .
C12 C 0.51715(17) 0.21150(14) 0.2607(2) 0.0193(6) Uani 1 1 d . . .
H12A H 0.5663 0.1856 0.2823 0.023 Uiso 1 1 calc R . .
H12B H 0.5222 0.2465 0.3102 0.023 Uiso 1 1 calc R . .
C13 C 0.51014(18) 0.23947(13) 0.1569(2) 0.0185(6) Uani 1 1 d . . .
H13A H 0.5464 0.2764 0.1649 0.022 Uiso 1 1 calc R . .
H13B H 0.4550 0.2549 0.1270 0.022 Uiso 1 1 calc R . .
C14 C 0.39130(17) 0.01071(13) 0.0056(2) 0.0187(6) Uani 1 1 d . . .
H14A H 0.4045 -0.0189 0.0639 0.022 Uiso 1 1 calc R . .
H14B H 0.4419 0.0260 -0.0048 0.022 Uiso 1 1 calc R . .
C15 C 0.34268(17) -0.02348(13) -0.0886(2) 0.0185(6) Uani 1 1 d . . .
H15A H 0.3782 -0.0516 -0.1137 0.022 Uiso 1 1 calc R . .
H15B H 0.3022 -0.0504 -0.0710 0.022 Uiso 1 1 calc R . .
C16 C 0.41763(18) 0.08233(14) -0.1980(2) 0.0215(7) Uani 1 1 d . . .
H16A H 0.4568 0.0627 -0.1391 0.026 Uiso 1 1 calc R . .
H16B H 0.4450 0.0930 -0.2496 0.026 Uiso 1 1 calc R . .
C17 C 0.34909(18) 0.03715(14) -0.2417(2) 0.0209(7) Uani 1 1 d . . .
H17A H 0.3132 0.0562 -0.3038 0.025 Uiso 1 1 calc R . .
H17B H 0.3706 -0.0027 -0.2616 0.025 Uiso 1 1 calc R . .
C18 C 0.22384(16) -0.00537(13) -0.2294(2) 0.0147(6) Uani 1 1 d . . .
H18A H 0.1951 0.0268 -0.2788 0.018 Uiso 1 1 calc R . .
H18B H 0.1916 -0.0138 -0.1822 0.018 Uiso 1 1 calc R . .
C19 C 0.22927(16) -0.06657(13) -0.2866(2) 0.0168(6) Uani 1 1 d . . .
H19A H 0.2674 -0.0960 -0.2413 0.020 Uiso 1 1 calc R . .
H19B H 0.2494 -0.0568 -0.3452 0.020 Uiso 1 1 calc R . .
C20 C 0.18614(17) 0.16560(14) -0.2822(2) 0.0175(6) Uani 1 1 d . . .
H20A H 0.1849 0.1371 -0.3398 0.021 Uiso 1 1 calc R . .
H20B H 0.2339 0.1930 -0.2700 0.021 Uiso 1 1 calc R . .
C21 C 0.11180(17) 0.20604(14) -0.3072(2) 0.0193(6) Uani 1 1 d . . .
H21A H 0.1203 0.2429 -0.2607 0.023 Uiso 1 1 calc R . .
H21B H 0.1005 0.2223 -0.3774 0.023 Uiso 1 1 calc R . .
C22 C -0.03074(17) 0.06894(14) -0.3638(2) 0.0198(6) Uani 1 1 d . . .
H22A H -0.0787 0.0836 -0.3458 0.024 Uiso 1 1 calc R . .
H22B H -0.0484 0.0413 -0.4242 0.024 Uiso 1 1 calc R . .
C23 C 0.01312(18) 0.12509(14) -0.3880(2) 0.0209(6) Uani 1 1 d . . .
H23A H -0.0226 0.1493 -0.4447 0.025 Uiso 1 1 calc R . .
H23B H 0.0593 0.1103 -0.4099 0.025 Uiso 1 1 calc R . .
C24 C -0.02393(18) 0.21073(14) -0.2919(2) 0.0219(7) Uani 1 1 d . . .
H24A H -0.0751 0.1873 -0.3141 0.026 Uiso 1 1 calc R . .
H24B H -0.0268 0.2465 -0.3394 0.026 Uiso 1 1 calc R . .
C25 C -0.01352(19) 0.23691(14) -0.1861(2) 0.0217(7) Uani 1 1 d . . .
H25A H -0.0458 0.2760 -0.1912 0.026 Uiso 1 1 calc R . .
H25B H 0.0431 0.2485 -0.1557 0.026 Uiso 1 1 calc R . .
C26 C 0.06654(16) 0.08318(13) 0.1540(2) 0.0163(6) Uani 1 1 d . . .
H26A H 0.0316 0.0689 0.0876 0.020 Uiso 1 1 calc R . .
H26B H 0.0330 0.0910 0.1997 0.020 Uiso 1 1 calc R . .
C27 C 0.12843(17) 0.03300(13) 0.1987(2) 0.0172(6) Uani 1 1 d . . .
H27A H 0.1576 0.0454 0.2689 0.021 Uiso 1 1 calc R . .
H27B H 0.1008 -0.0076 0.2022 0.021 Uiso 1 1 calc R . .
C28 C 0.10674(16) 0.00686(12) -0.0380(2) 0.0134(6) Uani 1 1 d . . .
H28A H 0.0987 -0.0220 -0.0968 0.016 Uiso 1 1 calc R . .
H28B H 0.0540 0.0165 -0.0285 0.016 Uiso 1 1 calc R . .
C29 C 0.15945(16) -0.02435(12) 0.05587(19) 0.0133(6) Uani 1 1 d . . .
H29A H 0.1295 -0.0587 0.0777 0.016 Uiso 1 1 calc R . .
H29B H 0.2061 -0.0436 0.0402 0.016 Uiso 1 1 calc R . .
C30 C 0.26499(16) 0.00179(12) 0.2095(2) 0.0136(6) Uani 1 1 d . . .
H30A H 0.2840 0.0346 0.2623 0.016 Uiso 1 1 calc R . .
H30B H 0.3043 -0.0010 0.1704 0.016 Uiso 1 1 calc R . .
C31 C 0.26273(16) -0.06223(13) 0.2618(2) 0.0140(6) Uani 1 1 d . . .
H31A H 0.2463 -0.0961 0.2102 0.017 Uiso 1 1 calc R . .
H31B H 0.2233 -0.0605 0.3009 0.017 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Cu1 O11 150.41(7) . . ?
O6 Cu1 O1 91.70(8) . . ?
O11 Cu1 O1 93.51(7) . . ?
O6 Cu1 N1 96.24(8) . . ?
O11 Cu1 N1 85.95(8) . . ?
O1 Cu1 N1 164.83(8) . . ?
O6 Cu1 O12 102.99(7) . . ?
O11 Cu1 O12 106.51(7) . . ?
O1 Cu1 O12 84.02(7) . . ?
N1 Cu1 O12 81.61(8) . . ?
O6 Cu1 Cu2 88.65(5) . . ?
O11 Cu1 Cu2 65.17(5) . . ?
O1 Cu1 Cu2 73.34(5) . . ?
N1 Cu1 Cu2 119.63(6) . . ?
O12 Cu1 Cu2 154.89(5) . . ?
O16 Cu2 O5 153.44(8) . . ?
O16 Cu2 O2 92.20(8) . . ?
O5 Cu2 O2 93.38(7) . . ?
O16 Cu2 N2 95.66(8) . . ?
O5 Cu2 N2 86.28(8) . . ?
O2 Cu2 N2 163.02(8) . . ?
O16 Cu2 O4 103.42(7) . . ?
O5 Cu2 O4 103.05(7) . . ?
O2 Cu2 O4 82.74(7) . . ?
N2 Cu2 O4 80.81(8) . . ?
O16 Cu2 Cu1 89.75(5) . . ?
O5 Cu2 Cu1 67.26(5) . . ?
O2 Cu2 Cu1 72.88(5) . . ?
N2 Cu2 Cu1 122.06(6) . . ?
O4 Cu2 Cu1 152.75(5) . . ?
O6 Cu3 O5 88.74(7) . . ?
O6 Cu3 O8 162.23(8) . . ?
O5 Cu3 O8 91.70(8) . . ?
O6 Cu3 N3 85.91(8) . . ?
O5 Cu3 N3 174.46(8) . . ?
O8 Cu3 N3 93.83(8) . . ?
O6 Cu3 O7 111.66(7) . . ?
O5 Cu3 O7 98.96(7) . . ?
O8 Cu3 O7 85.82(7) . . ?
N3 Cu3 O7 81.74(8) . . ?
O16 Cu4 O11 87.71(7) . . ?
O16 Cu4 O17 162.38(8) . . ?
O11 Cu4 O17 91.56(8) . . ?
O16 Cu4 N4 85.95(8) . . ?
O11 Cu4 N4 173.65(8) . . ?
O17 Cu4 N4 94.36(8) . . ?
O16 Cu4 O19 110.79(7) . . ?
O11 Cu4 O19 100.71(7) . . ?
O17 Cu4 O19 86.64(7) . . ?
N4 Cu4 O19 81.94(8) . . ?
O9 S1 O10 113.15(13) . . ?
O9 S1 O8 109.99(12) . . ?
O10 S1 O8 112.24(12) . . ?
O9 S1 C13 108.81(13) . . ?
O10 S1 C13 106.82(13) . . ?
O8 S1 C13 105.43(12) . . ?
O25 S2 O18 114.73(13) 2_554 . ?
O25 S2 O17 109.94(12) 2_554 . ?
O18 S2 O17 112.24(12) . . ?
O25 S2 C25 108.10(14) 2_554 . ?
O18 S2 C25 106.12(14) . . ?
O17 S2 C25 105.10(12) . . ?
O20 S3 O22 113.93(13) . . ?
O20 S3 O21 111.67(13) . . ?
O22 S3 O21 112.71(12) . . ?
O20 S3 C19 106.44(13) . . ?
O22 S3 C19 105.60(12) . . ?
O21 S3 C19 105.75(13) . . ?
O15 S4 O14 112.28(12) . . ?
O15 S4 O13 112.97(12) . . ?
O14 S4 O13 112.03(12) . . ?
O15 S4 C31 106.39(12) . . ?
O14 S4 C31 106.29(12) . . ?
O13 S4 C31 106.29(12) . . ?
O25 Na1 O26 98.70(9) . . ?
O25 Na1 O23 79.60(8) . . ?
O26 Na1 O23 169.15(11) . . ?
O25 Na1 O24 160.51(10) . . ?
O26 Na1 O24 89.70(9) . . ?
O23 Na1 O24 95.30(9) . . ?
O25 Na1 O27 100.28(9) . . ?
O26 Na1 O27 81.91(10) . . ?
O23 Na1 O27 87.82(10) . . ?
O24 Na1 O27 98.29(10) . . ?
O25 Na1 O22 91.03(8) . . ?
O26 Na1 O22 104.99(9) . . ?
O23 Na1 O22 85.80(8) . . ?
O24 Na1 O22 69.74(8) . . ?
O27 Na1 O22 165.80(10) . . ?
O25 Na1 H24P 138.0 . . ?
O26 Na1 H24P 90.6 . . ?
O23 Na1 H24P 97.8 . . ?
O24 Na1 H24P 23.5 . . ?
O27 Na1 H24P 121.6 . . ?
O22 Na1 H24P 47.1 . . ?
C1 O1 Cu1 119.48(17) . . ?
C1 O2 Cu2 120.03(17) . . ?
C5 O3 H3O 104.0 . . ?
C16 O4 Cu2 106.57(15) . . ?
C16 O4 H4O 104.9 . . ?
Cu2 O4 H4O 108.1 . . ?
C14 O5 Cu3 116.35(15) . . ?
C14 O5 Cu2 111.35(15) . . ?
Cu3 O5 Cu2 117.70(9) . . yes
C8 O6 Cu1 122.43(16) . . ?
C8 O6 Cu3 114.69(15) . . ?
Cu1 O6 Cu3 121.73(9) . . yes
C10 O7 Cu3 105.04(15) . . ?
C10 O7 H7O 106.3 . . ?
Cu3 O7 H7O 127.0 . . ?
S1 O8 Cu3 125.29(11) . . ?
C28 O11 Cu4 117.24(15) . . ?
C28 O11 Cu1 112.53(15) . . ?
Cu4 O11 Cu1 119.62(9) . . yes
C26 O12 Cu1 103.84(14) . . ?
C26 O12 H12O 110.9 . . ?
Cu1 O12 H12O 107.4 . . ?
C20 O16 Cu2 124.58(16) . . ?
C20 O16 Cu4 114.37(16) . . ?
Cu2 O16 Cu4 120.77(9) . . yes
S2 O17 Cu4 123.05(11) . . ?
C22 O19 Cu4 102.71(15) . . ?
C22 O19 H19O 107.9 . . ?
Cu4 O19 H19O 126.7 . . ?
S3 O22 Na1 145.59(12) . . ?
Na1 O23 H23O 125.5 . . ?
Na1 O23 H23P 126.2 . . ?
H23O O23 H23P 100.8 . . ?
Na1 O24 H24O 129.4 . . ?
Na1 O24 H24P 82.4 . . ?
H24O O24 H24P 105.9 . . ?
S2 O25 Na1 130.68(13) 2_544 . ?
Na1 O26 H26O 140.1 . . ?
Na1 O26 H26P 111.1 . . ?
H26O O26 H26P 101.4 . . ?
Na1 O27 H27O 139.5 . . ?
Na1 O27 H27P 100.8 . . ?
H27O O27 H27P 103.3 . . ?
C30 N1 C29 109.9(2) . . ?
C30 N1 C27 110.0(2) . . ?
C29 N1 C27 113.0(2) . . ?
C30 N1 Cu1 110.57(15) . . ?
C29 N1 Cu1 104.19(15) . . ?
C27 N1 Cu1 109.00(16) . . ?
C18 N2 C17 108.8(2) . . ?
C18 N2 C15 109.6(2) . . ?
C17 N2 C15 113.7(2) . . ?
C18 N2 Cu2 111.30(16) . . ?
C17 N2 Cu2 107.94(16) . . ?
C15 N2 Cu2 105.53(16) . . ?
C12 N3 C9 110.4(2) . . ?
C12 N3 C11 109.2(2) . . ?
C9 N3 C11 109.1(2) . . ?
C12 N3 Cu3 116.72(16) . . ?
C9 N3 Cu3 103.68(16) . . ?
C11 N3 Cu3 107.48(16) . . ?
C24 N4 C23 109.0(2) . . ?
C24 N4 C21 109.8(2) . . ?
C23 N4 C21 109.3(2) . . ?
C24 N4 Cu4 115.67(17) . . ?
C23 N4 Cu4 108.83(17) . . ?
C21 N4 Cu4 104.02(16) . . ?
O1 C1 O2 124.4(2) . . ?
O1 C1 C2 118.1(2) . . ?
O2 C1 C2 117.4(2) . . ?
C7 C2 C3 118.0(2) . . ?
C7 C2 C1 120.5(2) . . ?
C3 C2 C1 121.5(2) . . ?
C4 C3 C2 121.3(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
O3 C5 C6 121.9(3) . . ?
O3 C5 C4 118.4(3) . . ?
C6 C5 C4 119.8(3) . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C6 C7 C2 121.3(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O6 C8 C9 109.6(2) . . ?
O6 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
O6 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N3 C9 C8 110.5(2) . . ?
N3 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
N3 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
O7 C10 C11 110.3(2) . . ?
O7 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
O7 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 N3 111.9(2) . . ?
C10 C11 H11A 109.2 . . ?
N3 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
N3 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N3 C12 C13 112.9(2) . . ?
N3 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
N3 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 S1 113.2(2) . . ?
C12 C13 H13A 108.9 . . ?
S1 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
S1 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
O5 C14 C15 109.6(2) . . ?
O5 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
O5 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
N2 C15 C14 112.0(2) . . ?
N2 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
N2 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
O4 C16 C17 107.0(2) . . ?
O4 C16 H16A 110.3 . . ?
C17 C16 H16A 110.3 . . ?
O4 C16 H16B 110.3 . . ?
C17 C16 H16B 110.3 . . ?
H16A C16 H16B 108.6 . . ?
N2 C17 C16 113.8(2) . . ?
N2 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
N2 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
N2 C18 C19 114.9(2) . . ?
N2 C18 H18A 108.5 . . ?
C19 C18 H18A 108.5 . . ?
N2 C18 H18B 108.5 . . ?
C19 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C18 C19 S3 110.55(19) . . ?
C18 C19 H19A 109.5 . . ?
S3 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
S3 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
O16 C20 C21 109.2(2) . . ?
O16 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
O16 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
N4 C21 C20 110.2(2) . . ?
N4 C21 H21A 109.6 . . ?
C20 C21 H21A 109.6 . . ?
N4 C21 H21B 109.6 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
O19 C22 C23 110.4(2) . . ?
O19 C22 H22A 109.6 . . ?
C23 C22 H22A 109.6 . . ?
O19 C22 H22B 109.6 . . ?
C23 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C22 C23 N4 110.9(2) . . ?
C22 C23 H23A 109.5 . . ?
N4 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
N4 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
N4 C24 C25 112.8(2) . . ?
N4 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
N4 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C24 C25 S2 112.8(2) . . ?
C24 C25 H25A 109.0 . . ?
S2 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
S2 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
O12 C26 C27 108.0(2) . . ?
O12 C26 H26A 110.1 . . ?
C27 C26 H26A 110.1 . . ?
O12 C26 H26B 110.1 . . ?
C27 C26 H26B 110.1 . . ?
H26A C26 H26B 108.4 . . ?
N1 C27 C26 114.1(2) . . ?
N1 C27 H27A 108.7 . . ?
C26 C27 H27A 108.7 . . ?
N1 C27 H27B 108.7 . . ?
C26 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
O11 C28 C29 108.8(2) . . ?
O11 C28 H28A 109.9 . . ?
C29 C28 H28A 109.9 . . ?
O11 C28 H28B 109.9 . . ?
C29 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
N1 C29 C28 111.2(2) . . ?
N1 C29 H29A 109.4 . . ?
C28 C29 H29A 109.4 . . ?
N1 C29 H29B 109.4 . . ?
C28 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
N1 C30 C31 114.8(2) . . ?
N1 C30 H30A 108.6 . . ?
C31 C30 H30A 108.6 . . ?
N1 C30 H30B 108.6 . . ?
C31 C30 H30B 108.6 . . ?
H30A C30 H30B 107.5 . . ?
C30 C31 S4 109.58(18) . . ?
C30 C31 H31A 109.8 . . ?
S4 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
S4 C31 H31B 109.8 . . ?
H31A C31 H31B 108.2 . . ?
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 O6 1.9180(18) . yes
Cu1 O11 1.9307(17) . yes
Cu1 O1 2.0133(18) . yes
Cu1 N1 2.076(2) . yes
Cu1 O12 2.2765(18) . yes
Cu1 Cu2 3.0563(5) . yes
Cu2 O16 1.9118(18) . yes
Cu2 O5 1.9321(17) . yes
Cu2 O2 2.0101(18) . yes
Cu2 N2 2.073(2) . yes
Cu2 O4 2.3045(19) . yes
Cu3 O6 1.9184(18) . yes
Cu3 O5 1.9220(18) . yes
Cu3 O8 2.0025(18) . yes
Cu3 N3 2.027(2) . yes
Cu3 O7 2.3265(19) . yes
Cu4 O16 1.9218(18) . yes
Cu4 O11 1.9249(17) . yes
Cu4 O17 1.9965(18) . yes
Cu4 N4 2.028(2) . yes
Cu4 O19 2.3367(19) . yes
S1 O9 1.448(2) . ?
S1 O10 1.452(2) . ?
S1 O8 1.4788(19) . ?
S1 C13 1.779(3) . ?
S2 O25 1.443(2) 2_554 ?
S2 O18 1.445(2) . ?
S2 O17 1.4873(19) . ?
S2 C25 1.784(3) . ?
S3 O20 1.454(2) . ?
S3 O22 1.458(2) . ?
S3 O21 1.460(2) . ?
S3 C19 1.777(3) . ?
S4 O15 1.459(2) . ?
S4 O14 1.459(2) . ?
S4 O13 1.467(2) . ?
S4 C31 1.783(3) . ?
Na1 O25 2.328(2) . ?
Na1 O26 2.363(3) . ?
Na1 O23 2.369(3) . ?
Na1 O24 2.411(3) . ?
Na1 O27 2.467(3) . ?
Na1 O22 2.662(2) . ?
Na1 H24P 2.4846 . ?
O1 C1 1.265(3) . ?
O2 C1 1.270(3) . ?
O3 C5 1.368(3) . ?
O3 H3O 0.9698 . ?
O4 C16 1.427(3) . ?
O4 H4O 0.9003 . ?
O5 C14 1.425(3) . ?
O6 C8 1.413(3) . ?
O7 C10 1.433(3) . ?
O7 H7O 0.9373 . ?
O11 C28 1.422(3) . ?
O12 C26 1.434(3) . ?
O12 H12O 0.8957 . ?
O16 C20 1.406(3) . ?
O19 C22 1.436(3) . ?
O19 H19O 0.9114 . ?
O23 H23O 0.9283 . ?
O23 H23P 0.9892 . ?
O24 H24O 0.9444 . ?
O24 H24P 0.9989 . ?
O25 S2 1.443(2) 2_544 ?
O26 H26O 0.9102 . ?
O26 H26P 0.9142 . ?
O27 H27O 0.9319 . ?
O27 H27P 0.9184 . ?
N1 C30 1.483(3) . ?
N1 C29 1.497(3) . ?
N1 C27 1.497(3) . ?
N2 C18 1.485(3) . ?
N2 C17 1.490(3) . ?
N2 C15 1.492(3) . ?
N3 C12 1.495(3) . ?
N3 C9 1.500(3) . ?
N3 C11 1.505(3) . ?
N4 C24 1.484(4) . ?
N4 C23 1.505(4) . ?
N4 C21 1.506(3) . ?
C1 C2 1.496(4) . ?
C2 C7 1.395(4) . ?
C2 C3 1.399(4) . ?
C3 C4 1.381(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(4) . ?
C6 C7 1.393(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.517(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.503(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.519(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.514(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.515(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.529(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.510(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.500(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.519(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.513(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.507(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.536(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
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
_geom_hbond_publ_flag
O3 H3O O13 0.97 1.76 2.722(3) 168.9 4_565 yes
O4 H4O O10 0.90 1.89 2.778(3) 166.2 . yes
O7 H7O O14 0.94 1.86 2.778(3) 164.7 . yes
O12 H12O O18 0.90 1.88 2.758(3) 166.3 . yes
O19 H19O O21 0.91 1.82 2.722(3) 168.2 . yes
O23 H23O O9 0.93 1.86 2.761(3) 164.6 3_655 yes
O23 H23P O15 0.99 1.88 2.829(3) 160.3 4 yes
O24 H24O O15 0.94 1.95 2.884(3) 172.1 1_554 yes
O24 H24P O22 1.00 2.06 2.908(3) 140.9 . yes
O24 H24P S3 1.00 2.98 3.832(2) 143.9 . yes
O26 H26O O20 0.91 1.99 2.887(3) 168.1 4 yes
O26 H26P O23 0.91 2.08 2.946(3) 157.7 4 yes
O27 H27O O14 0.93 2.31 3.074(3) 138.9 4 yes
O27 H27P O9 0.92 2.20 3.107(3) 170.4 2_644 yes
