# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Prof. Jing Li'
_publ_contact_author_email       jingli@rutgers.edu

_publ_section_title              
;
CO Catalytic Oxidation by Metal
Organic Framework Containing High Density of Reactive Copper Sites
;
loop_
_publ_author_name
Y.Zhao
M.Padmanabhan
Q.Gong
N.Tsumori
Q.Xu
J.Li

# Attachment '- Cu5-MOF_Li.cif'

data_mp_3d
_database_code_depnum_ccdc_archive 'CCDC 794744'
#TrackingRef '- Cu5-MOF_Li.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H34.50 Cu5 N4 O36.25'
_chemical_formula_weight         1372.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.851(3)
_cell_length_b                   11.497(4)
_cell_length_c                   11.603(4)
_cell_angle_alpha                75.086(5)
_cell_angle_beta                 62.443(5)
_cell_angle_gamma                62.128(5)
_cell_volume                     1133.0(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    7997
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      30.52

_exptl_crystal_description       Prism_lathe
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.012
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             690
_exptl_absorpt_coefficient_mu    2.431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8698
_exptl_absorpt_correction_T_max  0.9737
_exptl_absorpt_process_details   'Bruker SAINT (SADABS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12836
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0629
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         29.57
_reflns_number_total             6280
_reflns_number_gt                4934
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

One SHELXL constraint was added, namely
eadp o18a o18b

The H atoms for the waters were located on a difference-Fourier map, then
restrained to convergence with
DFIX 2.10 -.01 H17A H19A
DFIX 0.82 0.01 O13 H13 O14 H14A O14 H14B O15 H15A O15 H15B
DFIX 0.82 0.01 O16 H16A O16 H16B O17 H17A O17 H17B
DFIX 1.30 0.01 H14A H14B H15A H15B H16A H16B H17A H17B
then fixed for the final cycles of least-squares refinement.

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0650P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6280
_refine_ls_number_parameters     354
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1234
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.0000 0.5000 0.5000 0.02523(13) Uani 1 2 d S . .
Cu2 Cu 0.12725(4) 0.69939(3) 0.28340(4) 0.02794(11) Uani 1 1 d . . .
Cu3 Cu 0.08113(4) 0.48878(3) 0.17295(3) 0.02340(10) Uani 1 1 d . . .
O1 O 0.2159(2) 0.4231(2) 0.4621(2) 0.0345(5) Uani 1 1 d . . .
O2 O 0.3011(2) 0.5679(2) 0.3167(2) 0.0384(6) Uani 1 1 d . . .
O3 O 0.7872(3) 0.5568(2) 0.2213(2) 0.0350(5) Uani 1 1 d . . .
O4 O 0.9580(2) 0.3855(2) 0.2819(2) 0.0300(5) Uani 1 1 d . . .
N1 N 0.7002(3) 0.0659(3) 0.5118(3) 0.0351(6) Uani 1 1 d . . .
O5 O 0.8101(3) 0.0225(3) 0.5383(4) 0.0699(11) Uani 1 1 d . . .
O6 O 0.6291(3) 0.0036(2) 0.5267(3) 0.0490(7) Uani 1 1 d . . .
O7 O 0.1877(2) 0.6003(2) 0.0590(2) 0.0303(5) Uani 1 1 d . . .
O8 O 0.0205(3) 0.7239(2) -0.0313(3) 0.0390(6) Uani 1 1 d . . .
O9 O 0.0154(3) 1.1495(2) -0.2294(2) 0.0360(5) Uani 1 1 d . . .
O10 O 0.2146(3) 1.1999(2) -0.2972(2) 0.0394(6) Uani 1 1 d . . .
N2 N 0.6054(3) 0.7709(3) -0.1845(3) 0.0369(6) Uani 1 1 d . . .
O12 O 0.6756(3) 0.6505(2) -0.1787(3) 0.0487(7) Uani 1 1 d . . .
O11 O 0.6614(4) 0.8482(3) -0.2134(4) 0.0775(12) Uani 1 1 d . . .
C1 C 0.4693(3) 0.3919(3) 0.3973(3) 0.0242(5) Uani 1 1 d . . .
C2 C 0.5077(3) 0.2655(3) 0.4574(3) 0.0264(6) Uani 1 1 d . . .
H2 H 0.4392 0.2258 0.4958 0.032 Uiso 1 1 calc R . .
C3 C 0.6515(3) 0.2021(3) 0.4575(3) 0.0262(6) Uani 1 1 d . . .
C4 C 0.7566(3) 0.2572(3) 0.4039(3) 0.0278(6) Uani 1 1 d . . .
H4 H 0.8518 0.2114 0.4075 0.033 Uiso 1 1 calc R . .
C5 C 0.7163(3) 0.3831(3) 0.3444(3) 0.0244(5) Uani 1 1 d . . .
C6 C 0.5733(3) 0.4486(3) 0.3414(3) 0.0254(6) Uani 1 1 d . . .
H6 H 0.5467 0.5325 0.3010 0.030 Uiso 1 1 calc R . .
C7 C 0.3159(3) 0.4668(3) 0.3921(3) 0.0256(6) Uani 1 1 d . . .
C8 C 0.8257(3) 0.4476(3) 0.2784(3) 0.0254(6) Uani 1 1 d . . .
C9 C 0.4442(3) 0.8209(3) -0.1602(3) 0.0275(6) Uani 1 1 d . . .
C10 C 0.3718(3) 0.7373(3) -0.0961(3) 0.0262(6) Uani 1 1 d . . .
H10 H 0.4216 0.6536 -0.0650 0.031 Uiso 1 1 calc R . .
C11 C 0.2211(3) 0.7822(3) -0.0794(3) 0.0233(5) Uani 1 1 d . . .
C12 C 0.1518(3) 0.9085(3) -0.1285(3) 0.0251(6) Uani 1 1 d . . .
H12 H 0.0519 0.9383 -0.1188 0.030 Uiso 1 1 calc R . .
C13 C 0.2274(3) 0.9900(3) -0.1910(3) 0.0243(5) Uani 1 1 d . . .
C14 C 0.3768(3) 0.9464(3) -0.2073(3) 0.0278(6) Uani 1 1 d . . .
H14 H 0.4297 1.0001 -0.2487 0.033 Uiso 1 1 calc R . .
C15 C 0.1353(3) 0.6966(3) -0.0125(3) 0.0252(6) Uani 1 1 d . . .
C16 C 0.1495(3) 1.1254(3) -0.2442(3) 0.0267(6) Uani 1 1 d . . .
O13 O 0.0243(2) 0.58089(18) 0.32223(18) 0.0232(4) Uani 1 1 d D . .
H13 H -0.0633 0.6270 0.3296 0.028 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0174(2) 0.0320(3) 0.0245(2) 0.01434(18) -0.00977(18) -0.0154(2)
Cu2 0.02384(18) 0.02510(18) 0.0367(2) 0.01639(14) -0.01711(15) -0.01548(15)
Cu3 0.02034(17) 0.02537(18) 0.02500(17) 0.01209(12) -0.00985(13) -0.01569(14)
O1 0.0200(9) 0.0403(12) 0.0381(12) 0.0216(9) -0.0139(9) -0.0180(9)
O2 0.0275(11) 0.0334(11) 0.0557(14) 0.0244(10) -0.0244(11) -0.0194(10)
O3 0.0334(12) 0.0338(11) 0.0373(12) 0.0174(9) -0.0159(10) -0.0213(10)
O4 0.0224(10) 0.0376(11) 0.0333(11) 0.0125(9) -0.0114(8) -0.0218(9)
N1 0.0282(13) 0.0279(13) 0.0404(15) 0.0134(11) -0.0124(11) -0.0137(11)
O5 0.0448(16) 0.0464(16) 0.120(3) 0.0441(17) -0.0536(19) -0.0241(13)
O6 0.0538(16) 0.0357(13) 0.0632(17) 0.0202(12) -0.0258(14) -0.0316(12)
O7 0.0264(10) 0.0292(10) 0.0333(11) 0.0159(8) -0.0120(9) -0.0187(9)
O8 0.0370(12) 0.0395(12) 0.0510(14) 0.0192(10) -0.0253(11) -0.0270(11)
O9 0.0305(11) 0.0287(11) 0.0523(14) 0.0200(10) -0.0256(11) -0.0169(9)
O10 0.0279(11) 0.0278(11) 0.0546(15) 0.0201(10) -0.0159(10) -0.0171(9)
N2 0.0255(13) 0.0462(16) 0.0403(15) 0.0182(12) -0.0168(11) -0.0221(12)
O12 0.0272(12) 0.0399(13) 0.0716(19) 0.0067(12) -0.0263(13) -0.0065(11)
O11 0.0525(18) 0.0609(18) 0.143(3) 0.049(2) -0.063(2) -0.0449(16)
C1 0.0169(12) 0.0268(13) 0.0269(13) 0.0073(10) -0.0095(10) -0.0111(10)
C2 0.0205(12) 0.0288(14) 0.0279(13) 0.0094(11) -0.0079(10) -0.0159(11)
C3 0.0240(13) 0.0227(12) 0.0290(13) 0.0099(10) -0.0109(11) -0.0125(11)
C4 0.0206(12) 0.0306(14) 0.0315(14) 0.0100(11) -0.0111(11) -0.0151(11)
C5 0.0204(12) 0.0286(13) 0.0238(12) 0.0083(10) -0.0076(10) -0.0158(11)
C6 0.0219(13) 0.0255(13) 0.0277(13) 0.0104(10) -0.0103(11) -0.0145(11)
C7 0.0199(12) 0.0268(13) 0.0282(13) 0.0076(10) -0.0108(11) -0.0114(11)
C8 0.0242(13) 0.0293(13) 0.0239(13) 0.0075(10) -0.0082(10) -0.0177(11)
C9 0.0203(13) 0.0294(14) 0.0312(14) 0.0099(11) -0.0128(11) -0.0124(11)
C10 0.0219(13) 0.0245(13) 0.0283(13) 0.0106(10) -0.0109(11) -0.0117(11)
C11 0.0219(12) 0.0227(12) 0.0236(12) 0.0086(10) -0.0090(10) -0.0128(10)
C12 0.0197(12) 0.0254(13) 0.0289(13) 0.0093(10) -0.0110(10) -0.0122(11)
C13 0.0236(13) 0.0224(12) 0.0257(13) 0.0096(10) -0.0112(10) -0.0125(11)
C14 0.0242(13) 0.0279(13) 0.0334(14) 0.0145(11) -0.0137(12) -0.0182(11)
C15 0.0239(13) 0.0233(12) 0.0256(13) 0.0098(10) -0.0076(11) -0.0154(11)
C16 0.0249(13) 0.0235(13) 0.0292(14) 0.0100(10) -0.0118(11) -0.0126(11)
O13 0.0199(9) 0.0251(9) 0.0246(9) 0.0116(7) -0.0109(7) -0.0136(8)
O14 0.0366(12) 0.0395(12) 0.0290(11) 0.0086(9) -0.0116(9) -0.0267(10)
O15 0.0503(16) 0.0381(13) 0.102(2) 0.0363(15) -0.0529(17) -0.0313(13)
O16 0.0498(15) 0.0416(13) 0.0408(13) 0.0026(10) -0.0249(12) -0.0101(12)
O17 0.0519(18) 0.0631(19) 0.096(3) 0.0119(18) -0.0363(19) -0.0262(16)
O18A 0.090(8) 0.033(4) 0.131(10) 0.011(5) -0.086(7) -0.021(4)
O18B 0.090(8) 0.033(4) 0.131(10) 0.011(5) -0.086(7) -0.021(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.943(2) . ?
Cu1 O1 1.943(2) 2_566 ?
Cu1 O13 1.9818(18) 2_566 ?
Cu1 O13 1.9818(18) . ?
Cu2 O9 1.905(2) 2_575 ?
Cu2 O2 1.924(2) . ?
Cu2 O15 1.963(2) . ?
Cu2 O13 1.987(2) . ?
Cu2 O16 2.407(3) . ?
Cu3 O14 1.949(2) . ?
Cu3 O7 1.9568(19) . ?
Cu3 O13 1.962(2) . ?
Cu3 O4 1.985(2) 1_455 ?
Cu3 O12 2.386(2) 2_665 ?
O1 C7 1.254(3) . ?
O2 C7 1.255(3) . ?
O3 C8 1.237(3) . ?
O4 C8 1.286(4) . ?
O4 Cu3 1.985(2) 1_655 ?
N1 O6 1.211(4) . ?
N1 O5 1.212(4) . ?
N1 C3 1.468(3) . ?
O7 C15 1.270(3) . ?
O8 C15 1.244(4) . ?
O9 C16 1.280(3) . ?
O9 Cu2 1.905(2) 2_575 ?
O10 C16 1.227(3) . ?
N2 O11 1.197(4) . ?
N2 O12 1.230(4) . ?
N2 C9 1.468(4) . ?
O12 Cu3 2.386(2) 2_665 ?
C1 C6 1.384(4) . ?
C1 C2 1.397(4) . ?
C1 C7 1.497(4) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(4) . ?
C5 C8 1.496(4) . ?
C6 H6 0.9300 . ?
C9 C10 1.376(4) . ?
C9 C14 1.376(4) . ?
C10 C11 1.395(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(3) . ?
C11 C15 1.494(4) . ?
C12 C13 1.377(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(4) . ?
C13 C16 1.508(3) . ?
C14 H14 0.9300 . ?
O13 H13 0.8180 . ?
O14 H14A 0.8130 . ?
O14 H14B 0.8130 . ?
O15 H15A 0.8280 . ?
O15 H15B 0.8180 . ?
O16 H16A 0.8240 . ?
O16 H16B 0.8250 . ?
O17 H17B 0.8120 . ?
O17 H17A 0.8150 . ?
O18A O18B 0.727(18) . ?
O18A H18A 0.8310 . ?
O18A H18B 0.8940 . ?
O18B H18A 0.8860 . ?
O18B H18B 1.2400 . ?
O19 H19A 0.6720 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 . 2_566 ?
O1 Cu1 O13 85.35(8) . 2_566 ?
O1 Cu1 O13 94.65(8) 2_566 2_566 ?
O1 Cu1 O13 94.65(8) . . ?
O1 Cu1 O13 85.35(8) 2_566 . ?
O13 Cu1 O13 180.0 2_566 . ?
O9 Cu2 O2 166.88(9) 2_575 . ?
O9 Cu2 O15 83.68(10) 2_575 . ?
O2 Cu2 O15 83.45(9) . . ?
O9 Cu2 O13 96.35(9) 2_575 . ?
O2 Cu2 O13 96.06(9) . . ?
O15 Cu2 O13 172.15(12) . . ?
O9 Cu2 O16 93.84(10) 2_575 . ?
O2 Cu2 O16 92.56(10) . . ?
O15 Cu2 O16 108.29(13) . . ?
O13 Cu2 O16 79.55(9) . . ?
O14 Cu3 O7 92.65(9) . . ?
O14 Cu3 O13 175.02(8) . . ?
O7 Cu3 O13 88.91(9) . . ?
O14 Cu3 O4 86.24(9) . 1_455 ?
O7 Cu3 O4 174.59(8) . 1_455 ?
O13 Cu3 O4 92.64(9) . 1_455 ?
O14 Cu3 O12 85.06(10) . 2_665 ?
O7 Cu3 O12 82.42(9) . 2_665 ?
O13 Cu3 O12 90.46(9) . 2_665 ?
O4 Cu3 O12 102.74(9) 1_455 2_665 ?
C7 O1 Cu1 130.57(18) . . ?
C7 O2 Cu2 131.4(2) . . ?
C8 O4 Cu3 108.28(17) . 1_655 ?
O6 N1 O5 124.0(3) . . ?
O6 N1 C3 118.2(3) . . ?
O5 N1 C3 117.7(3) . . ?
C15 O7 Cu3 123.47(18) . . ?
C16 O9 Cu2 130.24(19) . 2_575 ?
O11 N2 O12 124.3(3) . . ?
O11 N2 C9 118.7(3) . . ?
O12 N2 C9 116.9(3) . . ?
N2 O12 Cu3 133.1(2) . 2_665 ?
C6 C1 C2 120.2(2) . . ?
C6 C1 C7 119.4(2) . . ?
C2 C1 C7 120.5(2) . . ?
C3 C2 C1 117.2(2) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 123.8(3) . . ?
C2 C3 N1 119.0(3) . . ?
C4 C3 N1 117.1(2) . . ?
C3 C4 C5 118.1(3) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 C8 118.9(2) . . ?
C4 C5 C8 121.7(2) . . ?
C1 C6 C5 121.3(2) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
O1 C7 O2 126.5(3) . . ?
O1 C7 C1 117.6(2) . . ?
O2 C7 C1 115.8(2) . . ?
O3 C8 O4 122.5(3) . . ?
O3 C8 C5 119.3(3) . . ?
O4 C8 C5 118.2(2) . . ?
C10 C9 C14 124.1(3) . . ?
C10 C9 N2 117.8(2) . . ?
C14 C9 N2 118.0(2) . . ?
C9 C10 C11 117.9(2) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?
C10 C11 C12 118.8(2) . . ?
C10 C11 C15 121.1(2) . . ?
C12 C11 C15 120.1(2) . . ?
C13 C12 C11 121.8(2) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 C16 120.3(2) . . ?
C14 C13 C16 119.9(2) . . ?
C9 C14 C13 117.7(3) . . ?
C9 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
O8 C15 O7 125.4(2) . . ?
O8 C15 C11 118.4(2) . . ?
O7 C15 C11 116.3(2) . . ?
O10 C16 O9 126.0(3) . . ?
O10 C16 C13 120.8(3) . . ?
O9 C16 C13 113.2(2) . . ?
Cu3 O13 Cu1 125.11(10) . . ?
Cu3 O13 Cu2 114.92(9) . . ?
Cu1 O13 Cu2 107.63(9) . . ?
Cu3 O13 H13 95.19 . . ?
Cu1 O13 H13 103.35 . . ?
Cu2 O13 H13 107.80 . . ?
Cu3 O14 H14A 112.4 . . ?
Cu3 O14 H14B 114.2 . . ?
H14A O14 H14B 106.4 . . ?
Cu2 O15 H15A 123.7 . . ?
Cu2 O15 H15B 111.47 . . ?
H15A O15 H15B 104.3 . . ?
Cu2 O16 H16A 109.4 . . ?
Cu2 O16 H16B 125.6 . . ?
H16A O16 H16B 103.9 . . ?
H17B O17 H17A 106.5 . . ?
O18B O18A H18A 69 . . ?
O18B O18A H18B 99 . . ?
H18A O18A H18B 113.1 . . ?
O18A O18B H18A 61.1 . . ?
O18A O18B H18B 45.4 . . ?
H18A O18B H18B 83.5 . . ?

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
O13 Cu1 O1 C7 -142.7(3) 2_566 . . . ?
O13 Cu1 O1 C7 37.3(3) . . . . ?
O9 Cu2 O2 C7 169.3(4) 2_575 . . . ?
O15 Cu2 O2 C7 158.3(3) . . . . ?
O13 Cu2 O2 C7 -29.6(3) . . . . ?
O16 Cu2 O2 C7 50.1(3) . . . . ?
O14 Cu3 O7 C15 81.0(3) . . . . ?
O13 Cu3 O7 C15 -103.7(3) . . . . ?
O12 Cu3 O7 C15 165.7(3) 2_665 . . . ?
O11 N2 O12 Cu3 14.9(6) . . . 2_665 ?
C9 N2 O12 Cu3 -168.2(2) . . . 2_665 ?
C6 C1 C2 C3 -0.2(5) . . . . ?
C7 C1 C2 C3 179.4(3) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C1 C2 C3 N1 -176.0(3) . . . . ?
O6 N1 C3 C2 16.9(5) . . . . ?
O5 N1 C3 C2 -163.5(3) . . . . ?
O6 N1 C3 C4 -160.3(3) . . . . ?
O5 N1 C3 C4 19.2(5) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
N1 C3 C4 C5 176.0(3) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C3 C4 C5 C8 -177.1(3) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
C7 C1 C6 C5 179.8(3) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C8 C5 C6 C1 178.0(3) . . . . ?
Cu1 O1 C7 O2 -8.7(5) . . . . ?
Cu1 O1 C7 C1 171.5(2) . . . . ?
Cu2 O2 C7 O1 3.9(6) . . . . ?
Cu2 O2 C7 C1 -176.2(2) . . . . ?
C6 C1 C7 O1 -168.0(3) . . . . ?
C2 C1 C7 O1 12.3(4) . . . . ?
C6 C1 C7 O2 12.1(4) . . . . ?
C2 C1 C7 O2 -167.5(3) . . . . ?
Cu3 O4 C8 O3 -4.0(4) 1_655 . . . ?
Cu3 O4 C8 C5 174.8(2) 1_655 . . . ?
C6 C5 C8 O3 -1.0(4) . . . . ?
C4 C5 C8 O3 176.4(3) . . . . ?
C6 C5 C8 O4 -179.9(3) . . . . ?
C4 C5 C8 O4 -2.5(4) . . . . ?
O11 N2 C9 C10 -163.9(4) . . . . ?
O12 N2 C9 C10 19.0(5) . . . . ?
O11 N2 C9 C14 18.7(5) . . . . ?
O12 N2 C9 C14 -158.4(3) . . . . ?
C14 C9 C10 C11 0.8(5) . . . . ?
N2 C9 C10 C11 -176.5(3) . . . . ?
C9 C10 C11 C12 0.3(4) . . . . ?
C9 C10 C11 C15 179.1(3) . . . . ?
C10 C11 C12 C13 -1.0(5) . . . . ?
C15 C11 C12 C13 -179.8(3) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C11 C12 C13 C16 179.3(3) . . . . ?
C10 C9 C14 C13 -1.1(5) . . . . ?
N2 C9 C14 C13 176.1(3) . . . . ?
C12 C13 C14 C9 0.4(5) . . . . ?
C16 C13 C14 C9 -178.3(3) . . . . ?
Cu3 O7 C15 O8 -8.5(5) . . . . ?
Cu3 O7 C15 C11 172.0(2) . . . . ?
C10 C11 C15 O8 -160.1(3) . . . . ?
C12 C11 C15 O8 18.7(4) . . . . ?
C10 C11 C15 O7 19.5(4) . . . . ?
C12 C11 C15 O7 -161.7(3) . . . . ?
Cu2 O9 C16 O10 1.3(5) 2_575 . . . ?
Cu2 O9 C16 C13 -177.6(2) 2_575 . . . ?
C12 C13 C16 O10 178.3(3) . . . . ?
C14 C13 C16 O10 -3.1(5) . . . . ?
C12 C13 C16 O9 -2.8(4) . . . . ?
C14 C13 C16 O9 175.9(3) . . . . ?
O14 Cu3 O13 Cu1 -39.0(10) . . . . ?
O7 Cu3 O13 Cu1 -147.20(12) . . . . ?
O4 Cu3 O13 Cu1 37.99(12) 1_455 . . . ?
O12 Cu3 O13 Cu1 -64.79(12) 2_665 . . . ?
O7 Cu3 O13 Cu2 -9.89(10) . . . . ?
O4 Cu3 O13 Cu2 175.29(9) 1_455 . . . ?
O12 Cu3 O13 Cu2 72.51(10) 2_665 . . . ?
O1 Cu1 O13 Cu3 82.29(13) . . . . ?
O1 Cu1 O13 Cu3 -97.70(13) 2_566 . . . ?
O1 Cu1 O13 Cu2 -57.52(11) . . . . ?
O1 Cu1 O13 Cu2 122.48(11) 2_566 . . . ?
O9 Cu2 O13 Cu3 86.76(11) 2_575 . . . ?
O2 Cu2 O13 Cu3 -88.99(11) . . . . ?
O16 Cu2 O13 Cu3 179.51(10) . . . . ?
O9 Cu2 O13 Cu1 -128.84(11) 2_575 . . . ?
O2 Cu2 O13 Cu1 55.42(11) . . . . ?
O16 Cu2 O13 Cu1 -36.08(9) . . . . ?

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
O13 H13 O10 0.8180(18) 1.982(2) 2.714(3) 148.66(14) 2_575
O14 H14A O3 0.813(2) 1.904(2) 2.647(3) 151.53(18) 2_665
O14 H14B O8 0.813(2) 1.853(2) 2.658(3) 170.42(19) 2_565
O15 H15A O18B 0.828(3) 1.993(19) 2.698(18) 142.7(7) 2_675
O15 H15A O18A 0.828(3) 1.974(10) 2.777(10) 163.5(6) 2_675
O15 H15B O17 0.818(2) 2.153(3) 2.829(4) 140.0(2) .
O16 H16A O5 0.824(2) 2.190(3) 2.981(4) 161.1(2) 1_465
O16 H16B O4 0.825(2) 1.927(2) 2.691(3) 153.6(2) 2_666
O17 H17A O19 0.815(3) 2.21 3.002(3) 165.2(2) .
O17 H17A O19 0.815(3) 2.21 3.002(3) 165.2(2) 2_675
O17 H17B O3 0.812(3) 2.253(2) 2.944(4) 143.2(3) .
O18A H18A O11 0.831(12) 2.109(3) 2.858(11) 149.7(12) .
O18B H18B O8 1.24(2) 2.027(2) 2.860(17) 120.3(10) 1_655

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        29.57
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         1.385
_refine_diff_density_min         -0.863
_refine_diff_density_rms         0.128