# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global

_journal_coden_Cambridge         1350

loop_
_publ_author_name
'I Goldberg'
'Rajesh Koner'

_publ_contact_author_name        'I Goldberg'
_publ_contact_author_email       GOLDBERG@POST.TAU.AC.IL

_publ_section_title              
;
Supramolecular reactivity of
naphthalene-1,4,5,8-tetracarboxylic acid towards transition metal ions:
coordination polymers and discrete complexes with CuII, NiII and CoII
;

# Attachment 'ra3.cif'

data_Comp2ra3
_database_code_depnum_ccdc_archive 'CCDC 701904'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H22 Cu2 N2 O12, 2(H2 O), (C5 H5 N)'
_chemical_formula_sum            'C29 H31 Cu2 N3 O14'
_chemical_formula_weight         772.65

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.0620(4)
_cell_length_b                   11.0025(4)
_cell_length_c                   13.1831(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.7568(10)
_cell_angle_gamma                90.00
_cell_volume                     3198.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    7166
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      27.83

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    1.404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6781
_exptl_absorpt_correction_T_max  0.7666
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '0.8 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26262
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         27.83
_reflns_number_total             3793
_reflns_number_gt                2928
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo and Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The H-atoms of the water species were located in difference-Fourier
maps, and their corresponding O-H bonds were restrained to be close
to 0.9 A.
The pyridyl ligand attached to the copper ion exhibits a twofold
orientational disorder.
One molecule of the pyridine crystallization solvent is located near,
and disordered about, the inversion center.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0960P)²+5.8097P] where P=(Fo²+2Fc²)/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         3793
_refine_ls_number_parameters     251
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1640
_refine_ls_wR_factor_gt          0.1507
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.153
_refine_ls_shift/su_max          0.000
_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 0.072274(17) 0.32914(3) 0.11665(3) 0.01366(17) Uani 1 1 d . . .
O2 O 0.06701(10) 0.5099(2) 0.11906(16) 0.0142(5) Uani 1 1 d . . .
C3 C 0.05820(14) 0.5651(3) 0.2027(3) 0.0142(7) Uani 1 1 d . . .
O4 O 0.06429(11) 0.5193(2) 0.28878(18) 0.0178(5) Uani 1 1 d . . .
C5 C 0.04536(15) 0.6996(3) 0.1942(2) 0.0140(6) Uani 1 1 d . . .
C6 C 0.08567(16) 0.7640(3) 0.1371(3) 0.0163(7) Uani 1 1 d . . .
H6 H 0.1137 0.7217 0.0967 0.020 Uiso 1 1 d R . .
C7 C 0.08555(15) 0.8915(3) 0.1380(3) 0.0158(7) Uani 1 1 d . . .
H7 H 0.1137 0.9342 0.0981 0.019 Uiso 1 1 d R . .
C8 C 0.04595(14) 0.9553(3) 0.1950(2) 0.0123(6) Uani 1 1 d . . .
C9 C 0.0000 0.8924(4) 0.2500 0.0114(8) Uani 1 2 d S . .
C10 C 0.0000 0.7616(4) 0.2500 0.0123(9) Uani 1 2 d S . .
C11 C 0.05866(14) 1.0895(3) 0.2074(3) 0.0146(7) Uani 1 1 d . . .
O12 O 0.06489(11) 1.1308(2) 0.29446(18) 0.0179(5) Uani 1 1 d . . .
O13 O 0.06656(10) 1.1484(2) 0.12488(17) 0.0146(5) Uani 1 1 d . . .
N14 N 0.16115(13) 0.3270(2) 0.1511(2) 0.0154(6) Uani 1 1 d D . .
C15A C 0.1923(3) 0.2323(6) 0.1948(6) 0.0280(17) Uani 0.50 1 d PD A 1
H15A H 0.1693 0.1652 0.2176 0.034 Uiso 0.50 1 calc PR A 1
C16A C 0.2547(3) 0.2264(7) 0.2083(7) 0.039(2) Uani 0.50 1 d PD A 1
H16A H 0.2741 0.1554 0.2344 0.046 Uiso 0.50 1 calc PR A 1
C15B C 0.1961(2) 0.2385(5) 0.1065(5) 0.0221(15) Uani 0.50 1 d PD A 2
H15B H 0.1774 0.1804 0.0624 0.026 Uiso 0.50 1 calc PR A 2
C16B C 0.2585(3) 0.2339(5) 0.1259(6) 0.0243(16) Uani 0.50 1 d PD A 2
H16B H 0.2816 0.1682 0.1008 0.029 Uiso 0.50 1 calc PR A 2
C17 C 0.28715(18) 0.3265(3) 0.1828(3) 0.0376(11) Uani 1 1 d D . .
H17 H 0.3294 0.3289 0.1987 0.045 Uiso 1 1 calc R A 1
C18A C 0.2593(3) 0.4278(5) 0.1327(6) 0.0266(16) Uani 0.50 1 d PD A 1
H18A H 0.2827 0.4942 0.1096 0.032 Uiso 0.50 1 calc PR A 1
C19A C 0.1960(2) 0.4255(5) 0.1187(6) 0.0223(15) Uani 0.50 1 d PD A 1
H19A H 0.1763 0.4925 0.0864 0.027 Uiso 0.50 1 calc PR A 1
C18B C 0.2503(3) 0.3955(7) 0.2449(6) 0.0332(18) Uani 0.50 1 d PD A 2
H18B H 0.2675 0.4389 0.3010 0.040 Uiso 0.50 1 calc PR A 2
C19B C 0.1883(3) 0.4001(6) 0.2239(5) 0.0265(16) Uani 0.50 1 d PD A 2
H19B H 0.1641 0.4550 0.2607 0.032 Uiso 0.50 1 calc PR A 2
O20 O -0.01615(13) 0.3317(2) 0.0858(2) 0.0291(6) Uani 1 1 d D . .
H20A H -0.0367 0.2606 0.0924 0.044 Uiso 1 1 d RD A .
H20B H -0.0378 0.3849 0.1235 0.044 Uiso 1 1 d RD . .
O21 O 0.09605(12) 0.3231(2) -0.05177(19) 0.0203(5) Uani 1 1 d D . .
H21A H 0.0946 0.2476 -0.0766 0.030 Uiso 1 1 d RD A .
H21B H 0.0753 0.3688 -0.0970 0.030 Uiso 1 1 d RD . .
O22 O 0.40470(12) 0.4302(2) 0.0689(2) 0.0253(6) Uani 1 1 d D . .
H22A H 0.4210 0.4953 0.1001 0.038 Uiso 1 1 d RD . .
H22B H 0.4208 0.4224 0.0075 0.038 Uiso 1 1 d RD . .
C23 C 0.2382(4) 0.2067(10) 0.4931(8) 0.047(3) Uiso 0.50 1 d PD . .
H23 H 0.2394 0.1209 0.5009 0.056 Uiso 0.50 1 d PR . .
C24 C 0.1912(4) 0.2642(7) 0.4396(8) 0.045(2) Uiso 0.50 1 d PD . .
H24 H 0.1615 0.2146 0.4063 0.054 Uiso 0.50 1 d PR . .
C25 C 0.1848(5) 0.3884(7) 0.4316(9) 0.062(3) Uiso 0.50 1 d PD . .
H25 H 0.1511 0.4251 0.3970 0.075 Uiso 0.50 1 d PR . .
C26 C 0.2309(5) 0.4558(11) 0.4772(9) 0.068(3) Uiso 0.50 1 d PD . .
H26 H 0.2302 0.5419 0.4713 0.082 Uiso 0.50 1 d PR . .
C27 C 0.2785(5) 0.4009(8) 0.5316(10) 0.069(3) Uiso 0.50 1 d PD . .
H27 H 0.3080 0.4487 0.5672 0.083 Uiso 0.50 1 d PR . .
N28 N 0.2819(4) 0.2786(8) 0.5333(8) 0.054(2) Uiso 0.50 1 d PD . .


_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 O20 1.981(3) . ?
Cu1 O2 1.992(2) . ?
Cu1 O13 1.996(2) 1_545 ?
Cu1 N14 1.999(3) . ?
Cu1 O21 2.298(3) . ?
O2 C3 1.279(4) . ?
C3 O4 1.245(4) . ?
C3 C5 1.510(4) . ?
C5 C6 1.379(5) . ?
C5 C10 1.433(4) . ?
C6 C7 1.403(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.365(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.441(4) . ?
C8 C11 1.511(4) . ?
C9 C10 1.438(6) . ?
C9 C8 1.441(4) 2 ?
C10 C5 1.433(4) 2 ?
C11 O12 1.238(4) . ?
C11 O13 1.283(4) . ?
O13 Cu1 1.996(2) 1_565 ?
N14 C15A 1.366(4) . ?
N14 C19B 1.376(4) . ?
N14 C15B 1.384(4) . ?
N14 C19A 1.404(4) . ?
C15A C16A 1.385(5) . ?
C15A H15A 0.9500 . ?
C16A C17 1.361(5) . ?
C16A H16A 0.9500 . ?
C15B C16B 1.393(5) . ?
C15B H15B 0.9500 . ?
C16B C17 1.403(4) . ?
C16B H16B 0.9500 . ?
C17 C18B 1.396(5) . ?
C17 C18A 1.425(5) . ?
C17 H17 0.9500 . ?
C18A C19A 1.403(5) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
C18B C19B 1.388(5) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
O20 H20A 0.9101 . ?
O20 H20B 0.9120 . ?
O21 H21A 0.8934 . ?
O21 H21B 0.8956 . ?
O22 H22A 0.8953 . ?
O22 H22B 0.8976 . ?
C23 N28 1.344(5) . ?
C23 C24 1.388(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.390(5) . ?
C26 H26 0.9500 . ?
C27 N28 1.347(5) . ?
C27 H27 0.9500 . ?

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
O20 Cu1 O2 86.08(9) . . ?
O20 Cu1 O13 87.81(9) . 1_545 ?
O2 Cu1 O13 171.84(10) . 1_545 ?
O20 Cu1 N14 178.73(11) . . ?
O2 Cu1 N14 93.75(9) . . ?
O13 Cu1 N14 92.24(9) 1_545 . ?
O20 Cu1 O21 93.12(11) . . ?
O2 Cu1 O21 93.40(8) . . ?
O13 Cu1 O21 92.33(8) 1_545 . ?
N14 Cu1 O21 88.15(10) . . ?
C3 O2 Cu1 119.9(2) . . ?
O4 C3 O2 125.3(3) . . ?
O4 C3 C5 118.6(3) . . ?
O2 C3 C5 115.8(3) . . ?
C6 C5 C10 120.5(3) . . ?
C6 C5 C3 114.9(3) . . ?
C10 C5 C3 124.2(3) . . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 121.4(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 C11 116.3(3) . . ?
C9 C8 C11 123.1(3) . . ?
C10 C9 C8 118.72(19) . . ?
C10 C9 C8 118.72(19) . 2 ?
C8 C9 C8 122.6(4) . 2 ?
C5 C10 C5 123.1(4) . 2 ?
C5 C10 C9 118.46(19) . . ?
C5 C10 C9 118.46(19) 2 . ?
O12 C11 O13 125.9(3) . . ?
O12 C11 C8 118.3(3) . . ?
O13 C11 C8 115.6(3) . . ?
C11 O13 Cu1 124.0(2) . 1_565 ?
C15A N14 C19B 87.1(5) . . ?
C15A N14 C15B 50.4(5) . . ?
C19B N14 C15B 118.1(4) . . ?
C15A N14 C19A 116.3(4) . . ?
C19B N14 C19A 61.9(5) . . ?
C15B N14 C19A 95.5(5) . . ?
C15A N14 Cu1 125.6(3) . . ?
C19B N14 Cu1 123.7(3) . . ?
C15B N14 Cu1 117.9(3) . . ?
C19A N14 Cu1 117.7(3) . . ?
N14 C15A C16A 125.1(6) . . ?
N14 C15A H15A 117.4 . . ?
C16A C15A H15A 117.4 . . ?
C17 C16A C15A 117.3(6) . . ?
C17 C16A H16A 121.4 . . ?
C15A C16A H16A 121.4 . . ?
N14 C15B C16B 120.5(5) . . ?
N14 C15B H15B 119.7 . . ?
C16B C15B H15B 119.7 . . ?
C15B C16B C17 119.8(5) . . ?
C15B C16B H16B 120.1 . . ?
C17 C16B H16B 120.1 . . ?
C16A C17 C18B 88.5(6) . . ?
C16A C17 C16B 46.6(5) . . ?
C18B C17 C16B 116.6(5) . . ?
C16A C17 C18A 121.7(5) . . ?
C18B C17 C18A 66.2(5) . . ?
C16B C17 C18A 98.0(5) . . ?
C16A C17 H17 119.2 . . ?
C18B C17 H17 116.1 . . ?
C16B C17 H17 124.1 . . ?
C18A C17 H17 119.2 . . ?
C19A C18A C17 117.4(5) . . ?
C19A C18A H18A 121.3 . . ?
C17 C18A H18A 121.3 . . ?
C18A C19A N14 121.8(5) . . ?
C18A C19A H19A 119.1 . . ?
N14 C19A H19A 119.1 . . ?
C19B C18B C17 119.4(6) . . ?
C19B C18B H18B 120.3 . . ?
C17 C18B H18B 120.3 . . ?
N14 C19B C18B 121.5(6) . . ?
N14 C19B H19B 119.2 . . ?
C18B C19B H19B 119.2 . . ?
Cu1 O20 H20A 117.4 . . ?
Cu1 O20 H20B 115.2 . . ?
H20A O20 H20B 103.2 . . ?
Cu1 O21 H21A 112.0 . . ?
Cu1 O21 H21B 120.0 . . ?
H21A O21 H21B 105.4 . . ?
H22A O22 H22B 109.2 . . ?
N28 C23 C24 116.6(11) . . ?
N28 C23 H23 121.7 . . ?
C24 C23 H23 121.7 . . ?
C25 C24 C23 124.4(9) . . ?
C25 C24 H24 117.8 . . ?
C23 C24 H24 117.8 . . ?
C24 C25 C26 115.2(10) . . ?
C24 C25 H25 122.4 . . ?
C26 C25 H25 122.4 . . ?
C25 C26 C27 121.6(11) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.1 . . ?
N28 C27 C26 118.9(11) . . ?
N28 C27 H27 120.5 . . ?
C26 C27 H27 120.6 . . ?
C23 N28 C27 122.9(11) . . ?

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
O20 H20A O12 0.91 2.17 2.939(4) 141.8 2_545
O20 H20B O4 0.91 1.98 2.869(4) 165.4 2
O21 H21A O22 0.89 1.96 2.797(3) 155.4 7
O21 H21B O4 0.90 1.95 2.797(3) 156.3 6_565
O22 H22A O12 0.90 2.06 2.914(3) 160.3 4_545
O22 H22B O13 0.90 1.94 2.788(3) 157.2 7_565

# start Validation Reply Form
_vrf_PLAT432_Comp2ra3            
;
PROBLEM: Short Inter X...Y Contact C18B ... C25 ... 2.89 Ang.
RESPONSE: C18B/C19B and C25/C26 represent 50% occupancy disordered fragments
of the pyridyl ligand and the pyridine solvent, respectively.
When the pyridyl is oriented in one direction (represented
by C18B/C19B the pyridine may be oriented in another
non-interfering direction.
;
# end Validation Reply Form

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.83
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.874
_refine_diff_density_min         -0.863
_refine_diff_density_rms         0.127

# Attachment 'ra4.cif'

data_Compound8(ra4)
_database_code_depnum_ccdc_archive 'CCDC 701905'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H15 Co N O8, 5(H2 O), (O H)'
_chemical_formula_sum            'C12 H26 Co N O14'
_chemical_formula_weight         467.27

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'
Co Co 0.3494 0.9721 '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'

_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                   9.0654(2)
_cell_length_b                   10.6309(3)
_cell_length_c                   11.5309(2)
_cell_angle_alpha                92.4596(12)
_cell_angle_beta                 110.2511(16)
_cell_angle_gamma                100.3501(9)
_cell_volume                     1018.94(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    3760
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.12

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7718
_exptl_absorpt_correction_T_max  0.8755
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '0.8 deg. φ and ω scan'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11413
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.12
_reflns_number_total             4841
_reflns_number_gt                3968
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo and Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The H-atoms of the water species were located in difference-Fourier
maps, and their corresponding O-H bonds were restrained to be close
to 0.9 A.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0524P)²+0.7857P] where P=(Fo²+2Fc²)/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         4841
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.1071
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
Co1 Co 0.81893(3) 0.21629(3) 0.16882(2) 0.01252(10) Uani 1 1 d . . .
O2 O 0.72641(17) 0.13203(14) 0.30253(12) 0.0134(3) Uani 1 1 d . . .
C3 C 0.7429(2) 0.0263(2) 0.34795(17) 0.0126(4) Uani 1 1 d . . .
O4 O 0.81782(18) -0.05128(15) 0.31997(13) 0.0156(3) Uani 1 1 d . . .
C5 C 0.6788(2) 0.0001(2) 0.45135(17) 0.0128(4) Uani 1 1 d . . .
C6 C 0.7939(2) -0.0128(2) 0.56301(18) 0.0138(4) Uani 1 1 d . . .
H6 H 0.8981 -0.0197 0.5658 0.017 Uiso 1 1 calc R . .
C7 C 0.5179(2) 0.00144(19) 0.44401(17) 0.0112(4) Uani 1 1 d . . .
C8 C 0.3906(2) 0.00643(19) 0.32955(17) 0.0117(4) Uani 1 1 d . . .
C9 C 0.2407(3) 0.0159(2) 0.32748(18) 0.0149(4) Uani 1 1 d . . .
H9 H 0.1598 0.0245 0.2513 0.018 Uiso 1 1 calc R . .
C10 C 0.4042(2) -0.0119(2) 0.20357(17) 0.0123(4) Uani 1 1 d . . .
O11 O 0.34709(17) 0.06474(14) 0.12573(12) 0.0142(3) Uani 1 1 d . . .
O12 O 0.46232(18) -0.10415(14) 0.18116(12) 0.0150(3) Uani 1 1 d . . .
N13 N 0.8893(2) 0.28567(17) 0.02043(15) 0.0147(4) Uani 1 1 d . . .
C14 C 0.8177(3) 0.3738(2) -0.0452(2) 0.0187(4) Uani 1 1 d . . .
H14 H 0.7430 0.4087 -0.0196 0.022 Uiso 1 1 calc R . .
C15 C 0.8481(3) 0.4161(2) -0.1484(2) 0.0226(5) Uani 1 1 d . . .
H15 H 0.7949 0.4783 -0.1926 0.027 Uiso 1 1 calc R . .
C16 C 0.9572(3) 0.3660(2) -0.1860(2) 0.0264(5) Uani 1 1 d . . .
H16 H 0.9801 0.3931 -0.2566 0.032 Uiso 1 1 calc R . .
C17 C 1.0326(3) 0.2757(2) -0.1188(2) 0.0279(5) Uani 1 1 d . . .
H17 H 1.1090 0.2406 -0.1420 0.034 Uiso 1 1 calc R . .
C18 C 0.9949(3) 0.2372(2) -0.0169(2) 0.0204(5) Uani 1 1 d . . .
H18 H 1.0455 0.1742 0.0280 0.024 Uiso 1 1 calc R . .
O19 O 0.58236(17) 0.19144(15) 0.04817(13) 0.0154(3) Uani 1 1 d . . .
H19A H 0.5055 0.1422 0.0686 0.023 Uiso 1 1 d R . .
H19B H 0.5591 0.1541 -0.0292 0.023 Uiso 1 1 d R . .
O20 O 0.84966(18) 0.03432(14) 0.11408(13) 0.0144(3) Uani 1 1 d . . .
H20A H 0.7852 -0.0054 0.0386 0.022 Uiso 1 1 d R . .
H20B H 0.8291 -0.0141 0.1710 0.022 Uiso 1 1 d R . .
O21 O 0.79256(19) 0.39542(14) 0.23558(14) 0.0177(3) Uani 1 1 d . . .
H21A H 0.7002 0.4207 0.1980 0.027 Uiso 1 1 d R . .
H21B H 0.8146 0.4047 0.3176 0.027 Uiso 1 1 d R . .
O22 O 1.05364(18) 0.26215(15) 0.29763(13) 0.0185(3) Uani 1 1 d . . .
H22A H 1.0788 0.2561 0.3789 0.028 Uiso 1 1 d R . .
H22B H 1.1449 0.2834 0.2830 0.028 Uiso 1 1 d R . .
O23 O 0.5087(2) 0.47921(15) 0.12580(14) 0.0218(3) Uani 1 1 d . . .
H23A H 0.5218 0.5496 0.1761 0.033 Uiso 1 1 d R . .
O24 O 0.8141(3) 0.3403(2) 0.47759(18) 0.0244(7) Uani 0.814(7) 1 d P . .
H24A H 0.7294 0.3625 0.4893 0.037 Uiso 1 1 d R A .
H24B H 0.7645 0.2658 0.4295 0.037 Uiso 1 1 d R . .
O24' O 0.8675(14) 0.4224(13) 0.5000(10) 0.034(4) Uiso 0.186(7) 1 d P A 1
O25 O 0.4450(2) 0.31385(15) 0.70172(14) 0.0228(4) Uani 1 1 d . . .
H25A H 0.4729 0.2424 0.7337 0.034 Uiso 1 1 d R . .
H25B H 0.3394 0.3039 0.6632 0.034 Uiso 1 1 d R . .
O26 O 0.33893(19) 0.29926(15) 0.24158(14) 0.0207(3) Uani 1 1 d . . .
H26A H 0.3375 0.2224 0.2049 0.031 Uiso 1 1 d R . .
H26B H 0.3877 0.3546 0.2027 0.031 Uiso 1 1 d R . .
O27 O 0.1091(2) 0.26215(17) 0.55242(14) 0.0248(4) Uani 1 1 d . . .
H27A H 0.1161 0.1881 0.5869 0.037 Uiso 1 1 d R . .
H27B H 0.0255 0.2979 0.5496 0.037 Uiso 1 1 d R . .
O28 O 0.5320(2) 0.37730(18) 0.49744(15) 0.0295(4) Uani 1 1 d . . .
H28A H 0.5124 0.3537 0.5648 0.044 Uiso 1 1 d R . .
H28B H 0.4541 0.3497 0.4237 0.044 Uiso 1 1 d R . .


_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
Co1 O19 2.0746(14) . ?
Co1 O22 2.0853(15) . ?
Co1 O20 2.1044(15) . ?
Co1 O21 2.1075(15) . ?
Co1 N13 2.1387(17) . ?
Co1 O2 2.1510(14) . ?
O2 C3 1.272(2) . ?
C3 O4 1.255(3) . ?
C3 C5 1.512(3) . ?
C5 C6 1.379(3) . ?
C5 C7 1.435(3) . ?
C6 C9 1.403(3) 2_656 ?
C6 H6 0.9500 . ?
C7 C8 1.432(3) . ?
C7 C7 1.437(4) 2_656 ?
C8 C9 1.372(3) . ?
C8 C10 1.507(3) . ?
C9 C6 1.403(3) 2_656 ?
C9 H9 0.9500 . ?
C10 O12 1.251(3) . ?
C10 O11 1.276(2) . ?
N13 C14 1.346(3) . ?
N13 C18 1.345(3) . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
O19 H19A 0.8989 . ?
O19 H19B 0.8983 . ?
O20 H20A 0.8972 . ?
O20 H20B 0.8993 . ?
O21 H21A 0.8949 . ?
O21 H21B 0.8930 . ?
O22 H22A 0.8922 . ?
O22 H22B 0.8929 . ?
O23 H23A 0.8905 . ?
O24 O24' 0.897(13) . ?
O24 H24A 0.8929 . ?
O24 H24B 0.8934 . ?
O24' H24A 1.2601 . ?
O25 H25A 0.8974 . ?
O25 H25B 0.8891 . ?
O26 H26A 0.8992 . ?
O26 H26B 0.8992 . ?
O27 H27A 0.8999 . ?
O27 H27B 0.8988 . ?
O28 H28A 0.8916 . ?
O28 H28B 0.8925 . ?

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
O19 Co1 O22 173.27(6) . . ?
O19 Co1 O20 95.23(6) . . ?
O22 Co1 O20 91.50(6) . . ?
O19 Co1 O21 86.85(6) . . ?
O22 Co1 O21 86.42(6) . . ?
O20 Co1 O21 176.28(5) . . ?
O19 Co1 N13 87.50(6) . . ?
O22 Co1 N13 93.10(6) . . ?
O20 Co1 N13 87.48(6) . . ?
O21 Co1 N13 95.70(6) . . ?
O19 Co1 O2 87.30(6) . . ?
O22 Co1 O2 92.49(6) . . ?
O20 Co1 O2 89.35(6) . . ?
O21 Co1 O2 87.66(6) . . ?
N13 Co1 O2 173.64(6) . . ?
C3 O2 Co1 128.70(13) . . ?
O4 C3 O2 124.99(18) . . ?
O4 C3 C5 118.62(18) . . ?
O2 C3 C5 116.16(18) . . ?
C6 C5 C7 120.09(18) . . ?
C6 C5 C3 114.25(18) . . ?
C7 C5 C3 125.33(17) . . ?
C5 C6 C9 120.95(19) . 2_656 ?
C5 C6 H6 119.5 . . ?
C9 C6 H6 119.5 2_656 . ?
C8 C7 C5 122.83(17) . . ?
C8 C7 C7 118.2(2) . 2_656 ?
C5 C7 C7 119.0(2) . 2_656 ?
C9 C8 C7 121.07(17) . . ?
C9 C8 C10 115.10(17) . . ?
C7 C8 C10 123.53(18) . . ?
C8 C9 C6 120.47(18) . 2_656 ?
C8 C9 H9 119.8 . . ?
C6 C9 H9 119.8 2_656 . ?
O12 C10 O11 125.15(18) . . ?
O12 C10 C8 117.94(17) . . ?
O11 C10 C8 116.80(18) . . ?
C14 N13 C18 117.82(18) . . ?
C14 N13 Co1 119.69(14) . . ?
C18 N13 Co1 122.28(14) . . ?
N13 C14 C15 123.0(2) . . ?
N13 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 118.8(2) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C18 119.1(2) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
N13 C18 C17 122.5(2) . . ?
N13 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
Co1 O19 H19A 118.2 . . ?
Co1 O19 H19B 116.7 . . ?
H19A O19 H19B 99.9 . . ?
Co1 O20 H20A 118.3 . . ?
Co1 O20 H20B 103.0 . . ?
H20A O20 H20B 107.6 . . ?
Co1 O21 H21A 118.2 . . ?
Co1 O21 H21B 113.4 . . ?
H21A O21 H21B 108.3 . . ?
Co1 O22 H22A 123.5 . . ?
Co1 O22 H22B 128.1 . . ?
H22A O22 H22B 108.2 . . ?
O24' O24 H24A 89.5 . . ?
O24' O24 H24B 159.3 . . ?
H24A O24 H24B 98.9 . . ?
O24 O24' H24A 45.1 . . ?
H25A O25 H25B 112.3 . . ?
H26A O26 H26B 102.3 . . ?
H27A O27 H27B 117.6 . . ?
H28A O28 H28B 117.2 . . ?

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
O19 H19A O11 0.90 1.86 2.749(2) 170.7 .
O19 H19B O12 0.90 1.74 2.6326(19) 170.2 2_655
O20 H20A O11 0.90 1.87 2.7564(19) 171.8 2_655
O20 H20B O4 0.90 1.81 2.667(2) 157.9 .
O21 H21A O23 0.89 1.88 2.772(2) 177.3 .
O21 H21B O24 0.89 2.00 2.824(2) 153.4 .
O22 H22A O27 0.89 1.92 2.804(2) 170.5 1_655
O22 H22B O26 0.89 1.96 2.842(2) 170.4 1_655
O23 H23A O25 0.89 1.89 2.772(2) 173.1 2_666
O24 H24A O28 0.89 1.86 2.739(3) 168.9 .
O24 H24B O2 0.89 1.89 2.735(3) 156.6 .
O25 H25A O12 0.90 1.87 2.765(2) 173.2 2_656
O25 H25B O27 0.89 1.99 2.868(2) 169.4 .
O26 H26A O11 0.90 1.90 2.803(2) 176.2 .
O26 H26B O23 0.90 2.00 2.897(2) 176.4 .
O27 H27A O4 0.90 1.90 2.788(2) 166.5 2_656
O27 H27B O24 0.90 1.95 2.802(3) 157.3 1_455
O28 H28A O25 0.89 1.92 2.803(2) 172.1 .
O28 H28B O26 0.89 1.99 2.855(2) 161.9 .

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.12
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.083

# Attachment 'ra4a.cif'

data_Compound-5(ra4a)
_database_code_depnum_ccdc_archive 'CCDC 701906'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H24 Co Na2 O18, 2(H2 O)'
_chemical_formula_sum            'C14 H28 Co Na2 O20'
_chemical_formula_weight         621.27

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'
Co Co 0.3494 0.9721 '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'
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                   7.1365(2)
_cell_length_b                   8.1576(2)
_cell_length_c                   11.0316(3)
_cell_angle_alpha                71.3400(12)
_cell_angle_beta                 75.4362(9)
_cell_angle_gamma                78.5850(11)
_cell_volume                     584.06(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2033
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      28.15

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             321
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7509
_exptl_absorpt_correction_T_max  0.8455
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6276
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0478
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         28.15
_reflns_number_total             2798
_reflns_number_gt                2311
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0453P)²+0.4913P] where P=(Fo²+2Fc²)/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         2798
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_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
Co1 Co 0.5000 0.0000 1.0000 0.01080(13) Uani 1 2 d S . .
Na2 Na -0.06227(13) -0.07920(11) 0.80251(9) 0.0146(2) Uani 1 1 d . . .
O3 O 0.5071(2) 0.20667(19) 0.82683(15) 0.0122(3) Uani 1 1 d . . .
C4 C 0.4837(3) 0.3715(3) 0.8098(2) 0.0112(4) Uani 1 1 d . . .
O5 O 0.4386(2) 0.4457(2) 0.89811(15) 0.0144(3) Uani 1 1 d . . .
C6 C 0.5346(3) 0.4779(3) 0.6691(2) 0.0109(4) Uani 1 1 d . . .
C7 C 0.6832(3) 0.5783(3) 0.6399(2) 0.0128(4) Uani 1 1 d . . .
H7 H 0.7282 0.5949 0.7086 0.015 Uiso 1 1 calc R . .
C8 C 0.2314(3) 0.3439(3) 0.4905(2) 0.0129(4) Uani 1 1 d . . .
H8 H 0.1303 0.2739 0.5091 0.015 Uiso 1 1 calc R . .
C9 C 0.4556(3) 0.4607(3) 0.5665(2) 0.0103(4) Uani 1 1 d . . .
C10 C 0.2925(3) 0.3680(3) 0.5919(2) 0.0113(4) Uani 1 1 d . . .
C11 C 0.1648(3) 0.3090(3) 0.7258(2) 0.0113(4) Uani 1 1 d . . .
O12 O 0.1256(2) 0.15330(19) 0.76490(15) 0.0131(3) Uani 1 1 d . . .
O13 O 0.1007(2) 0.4205(2) 0.78724(15) 0.0146(3) Uani 1 1 d . . .
O14 O -0.3809(2) -0.18073(19) 0.88907(15) 0.0131(3) Uani 1 1 d . . .
H14A H -0.4430 -0.1627 0.8242 0.016 Uiso 1 1 d R . .
H14B H -0.3999 -0.2842 0.9463 0.016 Uiso 1 1 d R . .
O15 O -0.2155(2) 0.01916(19) 0.99971(15) 0.0124(3) Uani 1 1 d . . .
H15A H -0.1763 -0.0512 1.0723 0.015 Uiso 1 1 d R . .
H15B H -0.1893 0.1244 0.9945 0.015 Uiso 1 1 d R . .
O16 O 0.1145(2) -0.3002(2) 0.96388(16) 0.0167(3) Uani 1 1 d . . .
H16A H 0.2130 -0.3765 0.9401 0.020 Uiso 1 1 d R . .
H16B H 0.0489 -0.3528 1.0421 0.020 Uiso 1 1 d R . .
O17 O 0.1270(2) -0.2318(2) 0.65945(16) 0.0175(4) Uani 1 1 d . . .
H17A H 0.1383 -0.2059 0.5733 0.021 Uiso 1 1 d R . .
H17B H 0.1263 -0.3459 0.6961 0.021 Uiso 1 1 d R . .
O18 O -0.2277(2) 0.0918(2) 0.61873(16) 0.0177(4) Uani 1 1 d . . .
H18A H -0.3117 0.1631 0.6607 0.021 Uiso 1 1 d R . .
H18B H -0.3081 0.0204 0.6195 0.021 Uiso 1 1 d R . .
O19 O 0.5653(2) 0.0818(2) 0.31362(16) 0.0169(3) Uani 1 1 d . . .
H19A H 0.6565 -0.0022 0.2927 0.020 Uiso 1 1 d R . .
H19B H 0.6210 0.1547 0.3293 0.020 Uiso 1 1 d R . .


_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
Co1 O15 2.0660(15) 2_557 ?
Co1 O15 2.0660(15) 1_655 ?
Co1 O3 2.1020(15) 2_657 ?
Co1 O3 2.1021(15) . ?
Co1 O14 2.1281(14) 1_655 ?
Co1 O14 2.1282(14) 2_557 ?
Co1 Na2 3.4060(8) 1_655 ?
Co1 Na2 3.4061(8) 2_557 ?
Na2 O17 2.3204(17) . ?
Na2 O12 2.4062(17) . ?
Na2 O14 2.4325(18) . ?
Na2 O15 2.4790(17) . ?
Na2 O16 2.4872(19) . ?
Na2 O18 2.4884(19) . ?
Na2 Co1 3.4061(8) 1_455 ?
O3 C4 1.279(3) . ?
C4 O5 1.249(3) . ?
C4 C6 1.508(3) . ?
C6 C7 1.379(3) . ?
C6 C9 1.439(3) . ?
C7 C8 1.404(3) 2_666 ?
C7 H7 0.9500 . ?
C8 C10 1.378(3) . ?
C8 C7 1.404(3) 2_666 ?
C8 H8 0.9500 . ?
C9 C10 1.433(3) . ?
C9 C9 1.434(4) 2_666 ?
C10 C11 1.511(3) . ?
C11 O13 1.253(3) . ?
C11 O12 1.268(3) . ?
O14 Co1 2.1282(14) 1_455 ?
O14 H14A 0.8928 . ?
O14 H14B 0.8890 . ?
O15 Co1 2.0660(15) 1_455 ?
O15 H15A 0.8965 . ?
O15 H15B 0.8954 . ?
O16 H16A 0.8881 . ?
O16 H16B 0.8875 . ?
O17 H17A 0.8912 . ?
O17 H17B 0.8888 . ?
O18 H18A 0.8979 . ?
O18 H18B 0.8919 . ?
O19 H19A 0.8917 . ?
O19 H19B 0.8577 . ?

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
O15 Co1 O15 180.0 2_557 1_655 ?
O15 Co1 O3 90.27(6) 2_557 2_657 ?
O15 Co1 O3 89.73(6) 1_655 2_657 ?
O15 Co1 O3 89.73(6) 2_557 . ?
O15 Co1 O3 90.27(6) 1_655 . ?
O3 Co1 O3 180.0 2_657 . ?
O15 Co1 O14 93.23(6) 2_557 1_655 ?
O15 Co1 O14 86.78(6) 1_655 1_655 ?
O3 Co1 O14 89.76(6) 2_657 1_655 ?
O3 Co1 O14 90.24(6) . 1_655 ?
O15 Co1 O14 86.77(6) 2_557 2_557 ?
O15 Co1 O14 93.22(6) 1_655 2_557 ?
O3 Co1 O14 90.24(6) 2_657 2_557 ?
O3 Co1 O14 89.76(6) . 2_557 ?
O14 Co1 O14 179.999(1) 1_655 2_557 ?
O15 Co1 Na2 133.71(4) 2_557 1_655 ?
O15 Co1 Na2 46.30(4) 1_655 1_655 ?
O3 Co1 Na2 105.88(4) 2_657 1_655 ?
O3 Co1 Na2 74.12(4) . 1_655 ?
O14 Co1 Na2 45.21(4) 1_655 1_655 ?
O14 Co1 Na2 134.79(4) 2_557 1_655 ?
O15 Co1 Na2 46.29(4) 2_557 2_557 ?
O15 Co1 Na2 133.70(4) 1_655 2_557 ?
O3 Co1 Na2 74.12(4) 2_657 2_557 ?
O3 Co1 Na2 105.88(4) . 2_557 ?
O14 Co1 Na2 134.79(4) 1_655 2_557 ?
O14 Co1 Na2 45.21(4) 2_557 2_557 ?
Na2 Co1 Na2 179.999(2) 1_655 2_557 ?
O17 Na2 O12 102.25(6) . . ?
O17 Na2 O14 110.14(6) . . ?
O12 Na2 O14 145.79(6) . . ?
O17 Na2 O15 163.81(7) . . ?
O12 Na2 O15 80.19(5) . . ?
O14 Na2 O15 71.84(5) . . ?
O17 Na2 O16 83.52(6) . . ?
O12 Na2 O16 96.55(6) . . ?
O14 Na2 O16 97.68(6) . . ?
O15 Na2 O16 80.29(6) . . ?
O17 Na2 O18 85.88(6) . . ?
O12 Na2 O18 91.38(6) . . ?
O14 Na2 O18 80.51(6) . . ?
O15 Na2 O18 110.17(6) . . ?
O16 Na2 O18 167.90(6) . . ?
O17 Na2 Co1 148.43(5) . 1_455 ?
O12 Na2 Co1 108.28(4) . 1_455 ?
O14 Na2 Co1 38.38(4) . 1_455 ?
O15 Na2 Co1 37.05(4) . 1_455 ?
O16 Na2 Co1 100.52(4) . 1_455 ?
O18 Na2 Co1 85.55(4) . 1_455 ?
C4 O3 Co1 130.03(14) . . ?
O5 C4 O3 125.8(2) . . ?
O5 C4 C6 119.62(18) . . ?
O3 C4 C6 114.29(18) . . ?
C7 C6 C9 120.5(2) . . ?
C7 C6 C4 115.55(19) . . ?
C9 C6 C4 123.43(19) . . ?
C6 C7 C8 120.6(2) . 2_666 ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 2_666 . ?
C10 C8 C7 120.8(2) . 2_666 ?
C10 C8 H8 119.6 . . ?
C7 C8 H8 119.6 2_666 . ?
C10 C9 C9 118.8(2) . 2_666 ?
C10 C9 C6 122.68(19) . . ?
C9 C9 C6 118.5(2) 2_666 . ?
C8 C10 C9 120.49(19) . . ?
C8 C10 C11 115.88(19) . . ?
C9 C10 C11 123.30(19) . . ?
O13 C11 O12 125.2(2) . . ?
O13 C11 C10 117.04(18) . . ?
O12 C11 C10 117.67(18) . . ?
C11 O12 Na2 156.64(15) . . ?
Co1 O14 Na2 96.41(6) 1_455 . ?
Co1 O14 H14A 111.6 1_455 . ?
Na2 O14 H14A 110.1 . . ?
Co1 O14 H14B 104.2 1_455 . ?
Na2 O14 H14B 123.5 . . ?
H14A O14 H14B 109.9 . . ?
Co1 O15 Na2 96.66(6) 1_455 . ?
Co1 O15 H15A 112.3 1_455 . ?
Na2 O15 H15A 113.4 . . ?
Co1 O15 H15B 116.7 1_455 . ?
Na2 O15 H15B 114.1 . . ?
H15A O15 H15B 104.1 . . ?
Na2 O16 H16A 121.8 . . ?
Na2 O16 H16B 119.9 . . ?
H16A O16 H16B 107.9 . . ?
Na2 O17 H17A 128.9 . . ?
Na2 O17 H17B 110.3 . . ?
H17A O17 H17B 110.5 . . ?
Na2 O18 H18A 97.1 . . ?
Na2 O18 H18B 102.9 . . ?
H18A O18 H18B 100.1 . . ?
H19A O19 H19B 108.5 . . ?

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
O14 H14A O19 0.89 1.82 2.699(2) 168.9 2_556
O14 H14B O5 0.89 1.79 2.640(2) 158.4 2_557
O15 H15A O12 0.90 1.82 2.698(2) 166.8 2_557
O15 H15B O16 0.90 1.84 2.707(2) 161.1 2_557
O16 H16A O5 0.89 2.01 2.897(2) 176.4 1_545
O16 H16B O13 0.89 1.88 2.759(2) 168.8 2_557
O17 H17A O18 0.89 2.01 2.866(2) 159.6 2_556
O17 H17B O13 0.89 1.87 2.754(2) 173.5 1_545
O18 H18A O3 0.90 2.05 2.867(2) 150.7 1_455
O18 H18B O19 0.89 2.03 2.853(2) 151.9 2_556
O19 H19A O12 0.89 1.89 2.779(2) 171.3 2_656
O19 H19B O17 0.86 2.06 2.834(2) 149.2 2_656

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        28.15
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.093

# Attachment 'ra5.cif'

data_Compound-6(ra5)
_database_code_depnum_ccdc_archive 'CCDC 701907'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H18 N2 Ni O7, 5(H2 O), 0.5(C5 H5 N)'
_chemical_formula_sum            'C19.50 H30.50 N2.50 Ni O12'
_chemical_formula_weight         550.67

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'
Ni Ni 0.3393 1.1124 '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'

_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                   10.1872(2)
_cell_length_b                   11.3944(3)
_cell_length_c                   13.2253(4)
_cell_angle_alpha                110.7114(9)
_cell_angle_beta                 107.1917(12)
_cell_angle_gamma                100.4112(13)
_cell_volume                     1300.02(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    4581
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.85

_exptl_crystal_description       needles
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             578
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7936
_exptl_absorpt_correction_T_max  0.9236
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13325
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0474
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         27.85
_reflns_number_total             5976
_reflns_number_gt                5267
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The H-atoms of the water species were located in difference-Fourier
maps, and their corresponding O-H bonds were restrained to be close
to 0.9 A.
The structure contains one molecule of pyridine solvent located near,
and disordered about, the center of inversion.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0273P)²+4.3557P] where P=(Fo²+2Fc²)/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         5976
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1403
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_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
Ni1 Ni 0.17247(4) 0.30579(4) 0.86569(4) 0.01220(12) Uani 1 1 d . . .
O2 O 0.3039(3) 0.1961(2) 0.9002(2) 0.0151(5) Uani 1 1 d . . .
C3 C 0.3770(4) 0.1466(3) 0.8439(3) 0.0156(6) Uani 1 1 d . . .
O4 O 0.3945(3) 0.1680(2) 0.7608(2) 0.0211(5) Uani 1 1 d . . .
C5 C 0.4343(3) 0.0452(3) 0.8743(3) 0.0146(6) Uani 1 1 d . . .
C6 C 0.4111(4) -0.0708(3) 0.7804(3) 0.0183(7) Uani 1 1 d . . .
H6 H 0.3845 -0.0747 0.7038 0.022 Uiso 1 1 d R . .
C7 C 0.4915(3) 0.0575(3) 0.9913(3) 0.0136(6) Uani 1 1 d . . .
C8 C 0.5343(3) 0.1801(3) 1.0927(3) 0.0143(6) Uani 1 1 d . . .
C9 C 0.5734(4) 0.1838(3) 1.2028(3) 0.0177(7) Uani 1 1 d . . .
H9 H 0.5900 0.2633 1.2683 0.021 Uiso 1 1 d R . .
C10 C 0.5605(3) 0.3115(3) 1.0864(3) 0.0160(6) Uani 1 1 d . . .
O11 O 0.5282(3) 0.4029(2) 1.1536(2) 0.0162(5) Uani 1 1 d . . .
O12 O 0.6215(3) 0.3252(2) 1.0203(3) 0.0250(6) Uani 1 1 d . . .
N13 N 0.0682(3) 0.2486(3) 0.9632(3) 0.0166(6) Uani 1 1 d . . .
C14 C 0.1415(4) 0.2349(4) 1.0582(3) 0.0216(7) Uani 1 1 d . . .
H14 H 0.2437 0.2548 1.0826 0.026 Uiso 1 1 calc R . .
C15 C 0.0749(5) 0.1927(4) 1.1228(4) 0.0326(9) Uani 1 1 d . . .
H15 H 0.1304 0.1846 1.1903 0.039 Uiso 1 1 calc R . .
C16 C -0.0741(5) 0.1627(5) 1.0863(5) 0.0408(11) Uani 1 1 d . . .
H16 H -0.1226 0.1346 1.1290 0.049 Uiso 1 1 calc R . .
C17 C -0.1511(5) 0.1742(5) 0.9871(5) 0.0370(10) Uani 1 1 d . . .
H17 H -0.2536 0.1527 0.9598 0.044 Uiso 1 1 calc R . .
C18 C -0.0767(4) 0.2176(4) 0.9282(4) 0.0288(9) Uani 1 1 d . . .
H18 H -0.1301 0.2257 0.8602 0.035 Uiso 1 1 calc R . .
N19 N 0.0234(3) 0.1438(3) 0.7142(3) 0.0213(6) Uani 1 1 d . . .
C20 C -0.0572(4) 0.1536(5) 0.6196(3) 0.0298(9) Uani 1 1 d . . .
H20 H -0.0444 0.2384 0.6199 0.036 Uiso 1 1 calc R . .
C21 C -0.1605(4) 0.0426(6) 0.5197(4) 0.0277(13) Uani 1 1 d . . .
H21 H -0.2167 0.0524 0.4535 0.053 Uiso 1 1 calc R . .
C22 C -0.1795(5) -0.0795(5) 0.5186(4) 0.0287(14) Uani 1 1 d . . .
H22 H -0.2496 -0.1556 0.4519 0.058 Uiso 1 1 calc R . .
C23 C -0.0960(5) -0.0911(5) 0.6150(4) 0.0251(12) Uani 1 1 d . . .
H23 H -0.1064 -0.1753 0.6157 0.050 Uiso 1 1 calc R . .
C24 C 0.0036(5) 0.0222(4) 0.7110(3) 0.0289(9) Uani 1 1 d . . .
H24 H 0.0606 0.0138 0.7777 0.035 Uiso 1 1 calc R . .
O25 O 0.2724(2) 0.3546(2) 0.7632(2) 0.0146(5) Uani 1 1 d . . .
H25A H 0.3236 0.2976 0.7572 0.022 Uiso 1 1 d R . .
H25B H 0.3396 0.4345 0.7952 0.022 Uiso 1 1 d R . .
O26 O 0.3189(3) 0.4694(2) 1.0198(2) 0.0156(5) Uani 1 1 d . . .
H26A H 0.3528 0.5380 1.0059 0.023 Uiso 1 1 d R . .
H26B H 0.4041 0.4628 1.0574 0.023 Uiso 1 1 d R . .
O27 O 0.0621(3) 0.4385(3) 0.8413(3) 0.0274(6) Uani 1 1 d . . .
H27A H -0.0306 0.4351 0.8304 0.041 Uiso 1 1 d R . .
H27B H 0.1134 0.5249 0.8867 0.041 Uiso 1 1 d R . .
O28 O 0.2202(3) 0.5755(2) 0.2000(2) 0.0217(5) Uani 1 1 d . . .
H28A H 0.2485 0.5472 0.1400 0.033 Uiso 1 1 d R . .
H28B H 0.2753 0.6600 0.2290 0.033 Uiso 1 1 d R . .
O29 O 0.5020(3) 0.1309(3) 0.4528(2) 0.0301(6) Uani 1 1 d . . .
H29A H 0.4349 0.0504 0.4152 0.045 Uiso 1 1 d R . .
H29B H 0.4538 0.1874 0.4431 0.045 Uiso 1 1 d R . .
O30 O 0.4147(3) 0.4736(3) 0.3226(2) 0.0286(6) Uani 1 1 d . . .
H30A H 0.4592 0.4523 0.2727 0.043 Uiso 1 1 d R . .
H30B H 0.3516 0.5184 0.3137 0.043 Uiso 1 1 d R . .
O31 O 0.3862(3) 0.8413(3) 0.3195(2) 0.0259(6) Uani 1 1 d . . .
H31A H 0.4583 0.8453 0.2937 0.039 Uiso 1 1 d R . .
H31B H 0.4311 0.8523 0.3934 0.039 Uiso 1 1 d R . .
O32 O 0.3841(3) 0.3330(3) 0.4560(3) 0.0323(6) Uani 1 1 d . . .
H32A H 0.4438 0.3996 0.5265 0.049 Uiso 1 1 d R . .
H32B H 0.4131 0.3601 0.4079 0.049 Uiso 1 1 d R . .
C33 C -0.1096(12) 0.5452(11) 0.4364(11) 0.035(2) Uani 0.50 1 d P . .
H33 H -0.1966 0.5784 0.4109 0.042 Uiso 0.50 1 d PR . .
C34 C -0.0750(14) 0.5375(11) 0.5437(13) 0.036(2) Uani 0.50 1 d P . .
H34 H -0.1314 0.5581 0.5893 0.043 Uiso 0.50 1 d PR . .
C35 C 0.0440(13) 0.4981(11) 0.5816(10) 0.039(2) Uani 0.50 1 d P . .
H35 H 0.0689 0.4917 0.6542 0.047 Uiso 0.50 1 d PR . .
C36 C 0.1244(13) 0.4731(10) 0.5132(14) 0.034(2) Uani 0.50 1 d P . .
H36 H 0.2058 0.4462 0.5401 0.041 Uiso 0.50 1 d PR . .
C37 C 0.0832(10) 0.4834(9) 0.4081(10) 0.0297(18) Uani 0.50 1 d P . .
H37 H 0.1396 0.4628 0.3625 0.036 Uiso 0.50 1 d PR . .
N38 N -0.0329(8) 0.5206(8) 0.3695(8) 0.0301(15) Uani 0.50 1 d P . .


_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
Ni1 O2 2.052(2) . ?
Ni1 N19 2.074(3) . ?
Ni1 O25 2.080(2) . ?
Ni1 O26 2.089(2) . ?
Ni1 N13 2.090(3) . ?
Ni1 O27 2.098(3) . ?
O2 C3 1.269(4) . ?
C3 O4 1.260(4) . ?
C3 C5 1.508(4) . ?
C5 C6 1.377(5) . ?
C5 C7 1.428(5) . ?
C6 C9 1.410(5) 2_657 ?
C6 H6 0.9500 . ?
C7 C8 1.432(4) . ?
C7 C7 1.438(6) 2_657 ?
C8 C9 1.375(5) . ?
C8 C10 1.508(4) . ?
C9 C6 1.410(5) 2_657 ?
C9 H9 0.9500 . ?
C10 O12 1.248(4) . ?
C10 O11 1.275(4) . ?
N13 C14 1.336(5) . ?
N13 C18 1.346(5) . ?
C14 C15 1.392(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
N19 C20 1.333(5) . ?
N19 C24 1.347(5) . ?
C20 C21 1.403(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.364(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.383(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
O25 H25A 0.9004 . ?
O25 H25B 0.8978 . ?
O26 H26A 0.8979 . ?
O26 H26B 0.8946 . ?
O27 H27A 0.9036 . ?
O27 H27B 0.9015 . ?
O28 H28A 0.8965 . ?
O28 H28B 0.8973 . ?
O29 H29A 0.8980 . ?
O29 H29B 0.8980 . ?
O30 H30A 0.8965 . ?
O30 H30B 0.8962 . ?
O31 H31A 0.8968 . ?
O31 H31B 0.8988 . ?
O32 H32A 0.9014 . ?
O32 H32B 0.8971 . ?
C33 N38 1.336(14) . ?
C33 C34 1.396(15) . ?
C33 H33 1.0383 . ?
C34 C35 1.385(16) . ?
C34 H34 0.9500 . ?
C35 C36 1.383(18) . ?
C35 H35 0.9500 . ?
C36 C37 1.382(17) . ?
C36 H36 0.9500 . ?
C37 N38 1.348(12) . ?
C37 H37 0.9500 . ?

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
O2 Ni1 N19 91.71(11) . . ?
O2 Ni1 O25 91.94(9) . . ?
N19 Ni1 O25 88.15(10) . . ?
O2 Ni1 O26 88.97(9) . . ?
N19 Ni1 O26 178.71(11) . . ?
O25 Ni1 O26 92.93(9) . . ?
O2 Ni1 N13 87.24(10) . . ?
N19 Ni1 N13 89.64(12) . . ?
O25 Ni1 N13 177.62(10) . . ?
O26 Ni1 N13 89.30(10) . . ?
O2 Ni1 O27 172.75(10) . . ?
N19 Ni1 O27 94.59(12) . . ?
O25 Ni1 O27 84.68(10) . . ?
O26 Ni1 O27 84.80(10) . . ?
N13 Ni1 O27 96.38(11) . . ?
C3 O2 Ni1 128.5(2) . . ?
O4 C3 O2 125.4(3) . . ?
O4 C3 C5 119.1(3) . . ?
O2 C3 C5 115.3(3) . . ?
C6 C5 C7 120.3(3) . . ?
C6 C5 C3 115.8(3) . . ?
C7 C5 C3 123.4(3) . . ?
C5 C6 C9 120.4(3) . 2_657 ?
C5 C6 H6 119.8 . . ?
C9 C6 H6 119.8 2_657 . ?
C5 C7 C8 122.7(3) . . ?
C5 C7 C7 119.0(4) . 2_657 ?
C8 C7 C7 118.3(4) . 2_657 ?
C9 C8 C7 120.4(3) . . ?
C9 C8 C10 116.8(3) . . ?
C7 C8 C10 122.1(3) . . ?
C8 C9 C6 120.7(3) . 2_657 ?
C8 C9 H9 119.7 . . ?
C6 C9 H9 119.6 2_657 . ?
O12 C10 O11 124.5(3) . . ?
O12 C10 C8 116.7(3) . . ?
O11 C10 C8 118.6(3) . . ?
C14 N13 C18 117.9(3) . . ?
C14 N13 Ni1 121.4(2) . . ?
C18 N13 Ni1 120.6(3) . . ?
N13 C14 C15 122.9(4) . . ?
N13 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C16 C15 C14 118.4(4) . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C17 C16 C15 119.2(4) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 118.9(4) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
N13 C18 C17 122.8(4) . . ?
N13 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C20 N19 C24 117.7(3) . . ?
C20 N19 Ni1 123.3(3) . . ?
C24 N19 Ni1 119.0(2) . . ?
N19 C20 C21 122.1(4) . . ?
N19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C22 C21 C20 119.3(4) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 119.2(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 118.7(5) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
N19 C24 C23 123.0(4) . . ?
N19 C24 H24 118.5 . . ?
C23 C24 H24 118.5 . . ?
Ni1 O25 H25A 98.7 . . ?
Ni1 O25 H25B 118.5 . . ?
H25A O25 H25B 104.3 . . ?
Ni1 O26 H26A 112.0 . . ?
Ni1 O26 H26B 118.1 . . ?
H26A O26 H26B 98.2 . . ?
Ni1 O27 H27A 130.6 . . ?
Ni1 O27 H27B 115.2 . . ?
H27A O27 H27B 104.0 . . ?
H28A O28 H28B 94.1 . . ?
H29A O29 H29B 105.8 . . ?
H30A O30 H30B 120.6 . . ?
H31A O31 H31B 102.9 . . ?
H32A O32 H32B 100.8 . . ?
N38 C33 C34 124.1(11) . . ?
N38 C33 H33 118.8 . . ?
C34 C33 H33 116.9 . . ?
C35 C34 C33 118.0(10) . . ?
C35 C34 H34 120.8 . . ?
C33 C34 H34 121.2 . . ?
C36 C35 C34 118.2(9) . . ?
C36 C35 H35 122.6 . . ?
C34 C35 H35 119.2 . . ?
C37 C36 C35 120.3(10) . . ?
C37 C36 H36 122.3 . . ?
C35 C36 H36 117.4 . . ?
N38 C37 C36 122.2(9) . . ?
N38 C37 H37 120.1 . . ?
C36 C37 H37 117.7 . . ?
C33 N38 C37 117.1(10) . . ?

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
O25 H25A O4 0.90 1.77 2.645(3) 164.8 .
O25 H25B O11 0.90 1.84 2.733(3) 174.5 2_667
O26 H26A O12 0.90 1.71 2.586(3) 166.1 2_667
O26 H26B O11 0.89 1.91 2.748(3) 154.7 .
O27 H27A O28 0.90 1.82 2.728(4) 176.9 2_566
O27 H27B O12 0.90 2.57 3.298(4) 138.2 2_667
O28 H28A O26 0.90 1.93 2.824(3) 171.8 1_554
O28 H28B O31 0.90 1.89 2.777(4) 168.0 .
O29 H29A O31 0.90 2.14 2.940(4) 147.3 1_545
O29 H29B O32 0.90 1.89 2.776(4) 167.2 .
O30 H30A O11 0.90 1.86 2.751(4) 172.4 1_554
O30 H30B O28 0.90 2.07 2.857(4) 145.7 .
O31 H31A O4 0.90 1.85 2.746(4) 172.6 2_666
O31 H31B O29 0.90 1.87 2.763(4) 171.9 2_666
O32 H32A O30 0.90 1.91 2.808(4) 172.7 2_666
O32 H32B O30 0.90 2.00 2.815(4) 151.1 .

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        27.85
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.088

# Attachment 'ra7.cif'

data_Compound-3(ra7)
_database_code_depnum_ccdc_archive 'CCDC 701908'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H8 Cu O7, 2(H2 O)'
_chemical_formula_sum            'C7 H12 Cu O9'
_chemical_formula_weight         303.71

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'
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'

_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                   7.3367(2)
_cell_length_b                   8.0935(2)
_cell_length_c                   10.9671(4)
_cell_angle_alpha                68.7292(10)
_cell_angle_beta                 75.1539(10)
_cell_angle_gamma                70.660(2)
_cell_volume                     565.71(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    1943
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      28.15

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             310
_exptl_absorpt_coefficient_mu    1.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5901
_exptl_absorpt_correction_T_max  0.6945
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(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  'Nonius CCD'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6132
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         28.15
_reflns_number_total             2726
_reflns_number_gt                2213
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo and Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0746P)²+0.7938P] where P=(Fo²+2Fc²)/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         2726
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1289
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_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 0.45318(6) 0.23368(6) 0.42749(4) 0.01806(17) Uani 1 1 d . . .
O2 O 0.4525(3) 0.0561(3) 0.6111(2) 0.0163(5) Uani 1 1 d . . .
C3 C 0.4404(5) 0.1332(5) 0.6967(3) 0.0165(7) Uani 1 1 d . . .
O4 O 0.4244(4) 0.3012(3) 0.6685(3) 0.0215(5) Uani 1 1 d . . .
C5 C 0.4271(5) 0.0211(5) 0.8408(3) 0.0163(7) Uani 1 1 d . . .
C6 C 0.2854(5) -0.0736(5) 0.8888(3) 0.0180(7) Uani 1 1 d . . .
H6 H 0.2269 -0.0925 0.8288 0.022 Uiso 1 1 calc R . .
C7 C 0.2270(5) -0.1424(5) 1.0257(3) 0.0179(7) Uani 1 1 d . . .
H7 H 0.1314 -0.2099 1.0572 0.021 Uiso 1 1 calc R . .
C8 C 0.3053(5) -0.1140(4) 1.1149(3) 0.0148(6) Uani 1 1 d . . .
C9 C 0.4691(5) -0.0344(4) 1.0700(3) 0.0142(6) Uani 1 1 d . . .
C10 C 0.1902(5) -0.1436(5) 1.2553(3) 0.0175(7) Uani 1 1 d . . .
O11 O 0.1517(4) -0.0128(4) 1.3041(3) 0.0222(5) Uani 1 1 d . . .
O12 O 0.1303(4) -0.2842(4) 1.3087(3) 0.0243(6) Uani 1 1 d . . .
O13 O 0.4458(5) 0.4046(4) 0.2428(3) 0.0350(7) Uani 1 1 d . . .
H13A H 0.5594 0.4420 0.1914 0.042 Uiso 1 1 d R . .
H13B H 0.3636 0.5247 0.2397 0.042 Uiso 1 1 d R . .
O14 O 0.7246(5) 0.2419(5) 0.4242(3) 0.0413(8) Uani 1 1 d . . .
H14A H 0.7734 0.1725 0.5055 0.050 Uiso 1 1 d R . .
H14B H 0.8155 0.2235 0.3480 0.050 Uiso 1 1 d R . .
O15 O 0.1644(4) 0.2720(5) 0.4457(3) 0.0407(8) Uani 1 1 d . . .
H15A H 0.0955 0.2386 0.5334 0.049 Uiso 1 1 d R . .
H15B H 0.1136 0.3879 0.3850 0.049 Uiso 1 1 d R . .
O16 O 0.1676(4) 0.3260(4) 0.1330(3) 0.0323(7) Uani 1 1 d . . .
H16A H 0.0571 0.4224 0.1484 0.039 Uiso 1 1 d R . .
H16B H 0.1658 0.2038 0.1850 0.039 Uiso 1 1 d R . .
O17 O -0.1988(4) 0.5472(4) 0.1345(3) 0.0345(7) Uani 1 1 d . . .
H17A H -0.2736 0.6123 0.1953 0.041 Uiso 1 1 d R . .
H17B H -0.1890 0.6151 0.0431 0.041 Uiso 1 1 d R . .


_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 O13 1.999(3) . ?
Cu1 O15 2.004(3) . ?
Cu1 O2 2.005(2) . ?
Cu1 O14 2.005(3) . ?
Cu1 O2 2.378(2) 2_656 ?
O2 C3 1.274(4) . ?
O2 Cu1 2.378(2) 2_656 ?
C3 O4 1.251(4) . ?
C3 C5 1.507(5) . ?
C5 C6 1.379(5) . ?
C5 C9 1.435(5) 2_657 ?
C6 C7 1.404(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.371(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.442(5) . ?
C8 C10 1.530(5) . ?
C9 C5 1.435(5) 2_657 ?
C9 C9 1.436(6) 2_657 ?
C10 O12 1.243(4) . ?
C10 O11 1.274(4) . ?
O13 H13A 0.9524 . ?
O13 H13B 0.9529 . ?
O14 H14A 0.9514 . ?
O14 H14B 0.9514 . ?
O15 H15A 0.9517 . ?
O15 H15B 0.9512 . ?
O16 H16A 0.9493 . ?
O16 H16B 0.9482 . ?
O17 H17A 0.9488 . ?
O17 H17B 0.9496 . ?

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
O13 Cu1 O15 88.11(13) . . ?
O13 Cu1 O2 177.21(11) . . ?
O15 Cu1 O2 89.94(12) . . ?
O13 Cu1 O14 91.90(13) . . ?
O15 Cu1 O14 167.59(15) . . ?
O2 Cu1 O14 90.44(12) . . ?
O13 Cu1 O2 101.01(11) . 2_656 ?
O15 Cu1 O2 96.19(12) . 2_656 ?
O2 Cu1 O2 77.22(9) . 2_656 ?
O14 Cu1 O2 95.98(12) . 2_656 ?
C3 O2 Cu1 111.9(2) . . ?
C3 O2 Cu1 143.3(2) . 2_656 ?
Cu1 O2 Cu1 102.78(9) . 2_656 ?
O4 C3 O2 123.3(3) . . ?
O4 C3 C5 117.7(3) . . ?
O2 C3 C5 118.7(3) . . ?
C6 C5 C9 120.3(3) . 2_657 ?
C6 C5 C3 116.2(3) . . ?
C9 C5 C3 122.6(3) 2_657 . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 C10 115.8(3) . . ?
C9 C8 C10 123.6(3) . . ?
C5 C9 C9 118.6(4) 2_657 2_657 ?
C5 C9 C8 122.8(3) 2_657 . ?
C9 C9 C8 118.5(4) 2_657 . ?
O12 C10 O11 125.2(3) . . ?
O12 C10 C8 118.7(3) . . ?
O11 C10 C8 115.9(3) . . ?
Cu1 O13 H13A 120.3 . . ?
Cu1 O13 H13B 112.7 . . ?
H13A O13 H13B 96.6 . . ?
Cu1 O14 H14A 113.5 . . ?
Cu1 O14 H14B 115.2 . . ?
H14A O14 H14B 113.9 . . ?
Cu1 O15 H15A 116.7 . . ?
Cu1 O15 H15B 107.9 . . ?
H15A O15 H15B 119.3 . . ?
H16A O16 H16B 117.9 . . ?
H17A O17 H17B 117.2 . . ?

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 H13A O17 0.95 2.08 2.992(4) 161.0 1_655
O13 H13B O12 0.95 2.08 2.971(4) 155.0 1_564
O14 H14A O11 0.95 2.12 3.066(4) 173.2 2_657
O14 H14B O11 0.95 2.63 3.373(4) 135.5 1_654
O15 H15A O12 0.95 2.11 3.001(4) 154.5 2_557
O15 H15B O12 0.95 2.51 3.302(4) 140.5 1_564
O16 H16A O17 0.95 1.83 2.691(4) 149.5 .
O16 H16B O11 0.95 1.78 2.723(4) 171.2 1_554
O17 H17A O4 0.95 1.83 2.768(4) 170.0 2_566
O17 H17B O16 0.95 1.79 2.709(4) 161.8 2_565

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        28.15
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.964
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.130

# Attachment 'ra8.cif'

data_Compound-7(ra8)
_database_code_depnum_ccdc_archive 'CCDC 701909'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H24 Ni2 O18, 6(H2 O), (O)'
_chemical_formula_sum            'C14 H36 Ni2 O25'
_chemical_formula_weight         721.85

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'
Ni Ni 0.3393 1.1124 '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                   7.7137(2)
_cell_length_b                   9.4183(3)
_cell_length_c                   11.4240(4)
_cell_angle_alpha                113.7998(17)
_cell_angle_beta                 92.2836(16)
_cell_angle_gamma                107.734(2)
_cell_volume                     710.56(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    2583
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.89

_exptl_crystal_description       needle
_exptl_crystal_colour            'pale blue'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             376
_exptl_absorpt_coefficient_mu    1.426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6742
_exptl_absorpt_correction_T_max  0.8145
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(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  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7743
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0524
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         27.89
_reflns_number_total             3292
_reflns_number_gt                2633
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo and Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

Three of the non-coordinated water species (O19, O20 and O21) are disordered.
No atoms were assigned to O21, which is disordered between two sites
related by inversion.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0538P)²+0.8156P] where P=(Fo²+2Fc²)/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         3292
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Ni1 Ni 0.82490(5) 0.03162(5) -0.29710(3) 0.01687(13) Uani 1 1 d . . .
O2 O 0.7021(3) 0.1926(2) -0.18321(18) 0.0162(4) Uani 1 1 d . . .
C3 C 0.5517(4) 0.1475(3) -0.1449(3) 0.0153(6) Uani 1 1 d . . .
O4 O 0.4532(3) -0.0009(2) -0.1765(2) 0.0228(5) Uani 1 1 d . . .
C5 C 0.4950(4) 0.2816(3) -0.0477(3) 0.0147(5) Uani 1 1 d . . .
C6 C 0.4439(4) 0.2596(4) 0.0589(3) 0.0179(6) Uani 1 1 d . . .
H6 H 0.4223 0.1550 0.0594 0.021 Uiso 1 1 calc R . .
C7 C 0.4228(4) 0.3892(4) 0.1677(3) 0.0185(6) Uani 1 1 d . . .
H7 H 0.3863 0.3710 0.2404 0.022 Uiso 1 1 calc R . .
C8 C 0.4545(4) 0.5421(3) 0.1701(3) 0.0141(5) Uani 1 1 d . . .
C9 C 0.5098(4) 0.4338(3) -0.0555(3) 0.0133(5) Uani 1 1 d . . .
C10 C 0.4821(4) 0.6831(3) 0.3014(3) 0.0158(6) Uani 1 1 d . . .
O11 O 0.6249(3) 0.8099(2) 0.33143(19) 0.0199(4) Uani 1 1 d . . .
O12 O 0.3713(3) 0.6667(3) 0.37811(19) 0.0202(4) Uani 1 1 d . . .
O13 O 0.5854(3) -0.1788(2) -0.36461(19) 0.0198(4) Uani 1 1 d D . .
H13A H 0.5212 -0.1348 -0.3121 0.024 Uiso 1 1 d RD . .
H13B H 0.5270 -0.2156 -0.4413 0.024 Uiso 1 1 d RD . .
O14 O 0.7663(3) 0.0788(2) -0.45326(19) 0.0177(4) Uani 1 1 d D . .
H14A H 0.7201 0.1549 -0.4310 0.021 Uiso 1 1 d RD . .
H14B H 0.7132 -0.0071 -0.5237 0.021 Uiso 1 1 d RD . .
O15 O 0.8807(3) -0.0147(3) -0.1444(2) 0.0269(5) Uani 1 1 d D . .
H15A H 0.9695 -0.0495 -0.1412 0.032 Uiso 1 1 d RD . .
H15B H 0.8674 0.0433 -0.0683 0.032 Uiso 1 1 d RD . .
O16 O 0.9509(3) -0.1281(3) -0.4038(2) 0.0273(5) Uani 1 1 d D . .
H16A H 0.8930 -0.2320 -0.4369 0.033 Uiso 1 1 d RD . .
H16B H 1.0334 -0.1140 -0.4492 0.033 Uiso 1 1 d RD . .
O17 O 1.0672(3) 0.2358(3) -0.2345(2) 0.0263(5) Uani 1 1 d D . .
H17A H 1.1626 0.2142 -0.2585 0.032 Uiso 1 1 d RD . .
H17B H 1.0937 0.3056 -0.1557 0.032 Uiso 1 1 d RD . .
O18 O 0.8647(3) 0.1497(3) 0.1125(2) 0.0268(5) Uani 1 1 d D . .
H18A H 0.8971 0.2523 0.1621 0.032 Uiso 1 1 d RD . .
H18B H 0.7655 0.1027 0.1320 0.032 Uiso 1 1 d RD . .
O19 O 0.9879(4) 0.4926(4) 0.2705(4) 0.0684(10) Uani 1 1 d D . .
H19A H 1.1033 0.5432 0.3037 0.082 Uiso 1 1 d RD . .
H19B H 0.8834 0.4742 0.2953 0.082 Uiso 1 1 d RD . .
O20 O 0.7786(8) -0.4618(5) -0.5254(5) 0.134(2) Uani 1 1 d D . .
H20A H 0.8753 -0.4507 -0.4730 0.161 Uiso 1 1 d RD . .
H20B H 0.7021 -0.5568 -0.5407 0.161 Uiso 1 1 d RD . .
O21 O 0.0345(9) 0.4799(11) -0.0054(9) 0.061(2) Uani 0.50 1 d P . .


_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
Ni1 O15 2.022(2) . ?
Ni1 O16 2.049(2) . ?
Ni1 O2 2.0660(19) . ?
Ni1 O14 2.0695(19) . ?
Ni1 O17 2.073(2) . ?
Ni1 O13 2.087(2) . ?
O2 C3 1.268(3) . ?
C3 O4 1.259(3) . ?
C3 C5 1.505(4) . ?
C5 C6 1.369(4) . ?
C5 C9 1.442(4) . ?
C6 C7 1.405(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.439(4) 2_665 ?
C8 C10 1.501(4) . ?
C9 C9 1.429(5) 2_665 ?
C9 C8 1.439(4) 2_665 ?
C10 O11 1.262(4) . ?
C10 O12 1.270(3) . ?
O13 H13A 0.8511 . ?
O13 H13B 0.8484 . ?
O14 H14A 0.8493 . ?
O14 H14B 0.8467 . ?
O15 H15A 0.8498 . ?
O15 H15B 0.8502 . ?
O16 H16A 0.8500 . ?
O16 H16B 0.8489 . ?
O17 H17A 0.8485 . ?
O17 H17B 0.8428 . ?
O18 H18A 0.8464 . ?
O18 H18B 0.8477 . ?
O19 H19A 0.8560 . ?
O19 H19B 0.8559 . ?
O20 H20A 0.8903 . ?
O20 H20B 0.8504 . ?
O21 O21 0.730(10) 2_565 ?

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
O15 Ni1 O16 89.03(9) . . ?
O15 Ni1 O2 88.87(8) . . ?
O16 Ni1 O2 177.84(8) . . ?
O15 Ni1 O14 179.68(8) . . ?
O16 Ni1 O14 91.19(8) . . ?
O2 Ni1 O14 90.91(8) . . ?
O15 Ni1 O17 92.22(9) . . ?
O16 Ni1 O17 92.93(9) . . ?
O2 Ni1 O17 86.65(8) . . ?
O14 Ni1 O17 88.01(8) . . ?
O15 Ni1 O13 88.11(9) . . ?
O16 Ni1 O13 85.14(9) . . ?
O2 Ni1 O13 95.29(8) . . ?
O14 Ni1 O13 91.68(8) . . ?
O17 Ni1 O13 178.04(8) . . ?
C3 O2 Ni1 124.10(17) . . ?
O4 C3 O2 124.6(3) . . ?
O4 C3 C5 118.0(2) . . ?
O2 C3 C5 117.2(2) . . ?
C6 C5 C9 120.1(2) . . ?
C6 C5 C3 115.9(2) . . ?
C9 C5 C3 123.7(2) . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.7(3) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.1(3) . 2_665 ?
C7 C8 C10 116.2(2) . . ?
C9 C8 C10 122.8(2) 2_665 . ?
C9 C9 C8 118.8(3) 2_665 2_665 ?
C9 C9 C5 118.6(3) 2_665 . ?
C8 C9 C5 122.6(2) 2_665 . ?
O11 C10 O12 123.7(3) . . ?
O11 C10 C8 116.2(2) . . ?
O12 C10 C8 119.9(3) . . ?
Ni1 O13 H13A 96.6 . . ?
Ni1 O13 H13B 118.4 . . ?
H13A O13 H13B 107.5 . . ?
Ni1 O14 H14A 110.7 . . ?
Ni1 O14 H14B 114.4 . . ?
H14A O14 H14B 117.2 . . ?
Ni1 O15 H15A 118.6 . . ?
Ni1 O15 H15B 122.0 . . ?
H15A O15 H15B 111.0 . . ?
Ni1 O16 H16A 119.8 . . ?
Ni1 O16 H16B 129.4 . . ?
H16A O16 H16B 105.7 . . ?
Ni1 O17 H17A 115.0 . . ?
Ni1 O17 H17B 118.5 . . ?
H17A O17 H17B 109.8 . . ?
H18A O18 H18B 106.5 . . ?
H19A O19 H19B 139.2 . . ?
H20A O20 H20B 103.3 . . ?

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 H13A O4 0.85 1.78 2.603(3) 163.0 .
O13 H13B O12 0.85 2.02 2.860(3) 171.9 1_544
O14 H14A O12 0.85 1.90 2.752(3) 177.1 2_665
O14 H14B O11 0.85 1.75 2.594(3) 173.9 1_544
O15 H15A O18 0.85 1.89 2.729(3) 167.0 2_755
O15 H15B O18 0.85 1.90 2.739(3) 168.2 .
O16 H16A O20 0.85 1.87 2.713(5) 173.6 .
O16 H16B O14 0.85 1.97 2.814(3) 177.2 2_754
O17 H17A O11 0.85 1.90 2.739(3) 168.6 2_765
O17 H17B O21 0.84 2.02 2.784(8) 149.6 1_655
O18 H18A O19 0.85 1.96 2.807(4) 175.7 .
O18 H18B O4 0.85 1.87 2.719(3) 179.5 2_655
O19 H19A O12 0.86 1.99 2.842(4) 177.9 1_655
O19 H19B O20 0.86 2.16 2.854(6) 138.5 1_566
O20 H20A O19 0.89 2.72 3.520(8) 149.6 2_755
O20 H20B O13 0.85 2.56 3.379(5) 161.6 2_644

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        27.89
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.101

# Attachment 'ra9.cif'

data_Compound-4(ra9)
_database_code_depnum_ccdc_archive 'CCDC 701910'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H10 Ni O8, 2(H2 O)'
_chemical_formula_sum            'C7 H14 Ni O10'
_chemical_formula_weight         316.89

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'
Ni Ni 0.3393 1.1124 '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           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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'

_cell_length_a                   7.49680(10)
_cell_length_b                   14.7124(3)
_cell_length_c                   11.0920(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.6835(8)
_cell_angle_gamma                90.00
_cell_volume                     1222.87(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2602
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      27.88

_exptl_crystal_description       plates
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    1.630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5616
_exptl_absorpt_correction_T_max  0.7920
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ scan'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9128
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         27.88
_reflns_number_total             2912
_reflns_number_gt                2514
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0641P)²+2.2643P] where P=(Fo²+2Fc²)/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         2912
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1132
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.002
_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
Ni1 Ni 0.05488(4) 0.10875(2) 0.51178(3) 0.01288(13) Uani 1 1 d . . .
O2 O 0.0748(2) 0.07735(13) 0.69501(16) 0.0137(4) Uani 1 1 d . . .
C3 C 0.1344(3) 0.12585(18) 0.7812(2) 0.0126(5) Uani 1 1 d . . .
O4 O 0.2033(3) 0.20332(13) 0.77246(17) 0.0156(4) Uani 1 1 d . . .
C5 C 0.1315(3) 0.08204(17) 0.9054(2) 0.0126(5) Uani 1 1 d . . .
C6 C 0.2879(4) 0.08674(18) 0.9725(2) 0.0145(5) Uani 1 1 d . . .
H6 H 0.3789 0.1275 0.9492 0.017 Uiso 1 1 calc R . .
C7 C 0.3155(4) 0.03181(18) 1.0759(2) 0.0149(5) Uani 1 1 d . . .
H7 H 0.4240 0.0369 1.1218 0.018 Uiso 1 1 calc R . .
C8 C 0.1877(3) -0.02886(18) 1.1110(2) 0.0133(5) Uani 1 1 d . . .
C9 C 0.0146(3) -0.02833(17) 1.0525(2) 0.0116(5) Uani 1 1 d . . .
C10 C 0.2479(3) -0.10116(18) 1.1996(2) 0.0132(5) Uani 1 1 d . . .
O11 O 0.2088(3) -0.18251(13) 1.17441(17) 0.0161(4) Uani 1 1 d . . .
O12 O 0.3442(3) -0.07764(13) 1.29042(17) 0.0155(4) Uani 1 1 d . . .
O13 O -0.1754(2) 0.02245(13) 0.51533(16) 0.0132(4) Uani 1 1 d D . .
H13A H -0.2584 0.0458 0.4571 0.016 Uiso 1 1 d RD . .
H13B H -0.2305 0.0441 0.5856 0.016 Uiso 1 1 d RD . .
O14 O 0.2985(3) 0.17362(17) 0.5033(2) 0.0321(5) Uani 1 1 d D . .
H14A H 0.3835 0.1340 0.4686 0.038 Uiso 1 1 d RD . .
H14B H 0.2857 0.2282 0.4577 0.038 Uiso 1 1 d RD . .
O15 O -0.0873(3) 0.22558(17) 0.5536(2) 0.0331(6) Uani 1 1 d D . .
H15A H -0.1276 0.2698 0.4962 0.040 Uiso 1 1 d RD . .
H15B H -0.0173 0.2586 0.6119 0.040 Uiso 1 1 d RD . .
O16 O 0.0044(3) 0.12160(16) 0.3254(2) 0.0291(5) Uani 1 1 d D . .
H16A H 0.1085 0.1321 0.2803 0.035 Uiso 1 1 d RD . .
H16B H -0.0405 0.0674 0.2887 0.035 Uiso 1 1 d RD . .
O17 O 0.4746(3) -0.21022(14) 0.77414(19) 0.0221(4) Uani 1 1 d D . .
H17A H 0.3880 -0.2514 0.7424 0.027 Uiso 1 1 d RD . .
H17B H 0.5900 -0.2285 0.7515 0.027 Uiso 1 1 d RD . .
O18 O 0.5711(3) 0.05819(15) 0.35628(19) 0.0232(5) Uani 1 1 d D . .
H18A H 0.5003 0.0125 0.3182 0.028 Uiso 1 1 d RD . .
H18B H 0.5477 0.1101 0.3076 0.028 Uiso 1 1 d RD . .


_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
Ni1 O14 2.065(2) . ?
Ni1 O15 2.082(2) . ?
Ni1 O2 2.0853(18) . ?
Ni1 O16 2.100(2) . ?
Ni1 O13 2.1442(19) . ?
Ni1 O13 2.1561(19) 3_556 ?
O2 C3 1.264(3) . ?
C3 O4 1.256(3) . ?
C3 C5 1.522(4) . ?
C5 C6 1.372(4) . ?
C5 C9 1.440(4) 3_557 ?
C6 C7 1.413(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.434(4) . ?
C8 C10 1.508(4) . ?
C9 C5 1.439(4) 3_557 ?
C9 C9 1.444(5) 3_557 ?
C10 O11 1.262(3) . ?
C10 O12 1.270(3) . ?
O13 Ni1 2.1560(19) 3_556 ?
O13 H13A 0.9483 . ?
O13 H13B 0.9478 . ?
O14 H14A 0.9529 . ?
O14 H14B 0.9520 . ?
O15 H15A 0.9530 . ?
O15 H15B 0.9535 . ?
O16 H16A 0.9521 . ?
O16 H16B 0.9523 . ?
O17 H17A 0.9478 . ?
O17 H17B 0.9474 . ?
O18 H18A 0.9480 . ?
O18 H18B 0.9481 . ?

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
O14 Ni1 O15 95.04(10) . . ?
O14 Ni1 O2 96.24(9) . . ?
O15 Ni1 O2 89.32(9) . . ?
O14 Ni1 O16 92.73(10) . . ?
O15 Ni1 O16 93.81(10) . . ?
O2 Ni1 O16 170.21(9) . . ?
O14 Ni1 O13 171.11(9) . . ?
O15 Ni1 O13 93.85(9) . . ?
O2 Ni1 O13 83.43(7) . . ?
O16 Ni1 O13 87.10(8) . . ?
O14 Ni1 O13 91.87(9) . 3_556 ?
O15 Ni1 O13 171.71(9) . 3_556 ?
O2 Ni1 O13 85.37(7) . 3_556 ?
O16 Ni1 O13 90.43(8) . 3_556 ?
O13 Ni1 O13 79.24(8) . 3_556 ?
C3 O2 Ni1 128.73(17) . . ?
O4 C3 O2 126.2(2) . . ?
O4 C3 C5 118.1(2) . . ?
O2 C3 C5 115.6(2) . . ?
C6 C5 C9 119.9(2) . 3_557 ?
C6 C5 C3 115.8(2) . . ?
C9 C5 C3 123.9(2) 3_557 . ?
C5 C6 C7 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.8(2) . . ?
C7 C8 C10 116.4(2) . . ?
C9 C8 C10 123.3(2) . . ?
C8 C9 C5 122.5(2) . 3_557 ?
C8 C9 C9 118.8(3) . 3_557 ?
C5 C9 C9 118.7(3) 3_557 3_557 ?
O11 C10 O12 123.8(2) . . ?
O11 C10 C8 117.5(2) . . ?
O12 C10 C8 118.5(2) . . ?
Ni1 O13 Ni1 100.76(8) . 3_556 ?
Ni1 O13 H13A 106.5 . . ?
Ni1 O13 H13A 119.9 3_556 . ?
Ni1 O13 H13B 100.8 . . ?
Ni1 O13 H13B 127.6 3_556 . ?
H13A O13 H13B 98.4 . . ?
Ni1 O14 H14A 109.8 . . ?
Ni1 O14 H14B 109.8 . . ?
H14A O14 H14B 111.1 . . ?
Ni1 O15 H15A 124.7 . . ?
Ni1 O15 H15B 107.3 . . ?
H15A O15 H15B 105.2 . . ?
Ni1 O16 H16A 113.9 . . ?
Ni1 O16 H16B 113.4 . . ?
H16A O16 H16B 101.3 . . ?
H17A O17 H17B 109.9 . . ?
H18A O18 H18B 103.0 . . ?

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 H13A O18 0.95 1.68 2.608(3) 164.1 1_455
O13 H13B O12 0.95 1.71 2.658(3) 175.5 3_557
O14 H14A O18 0.95 2.21 3.149(3) 168.8 .
O14 H14B O4 0.95 2.35 3.199(3) 147.5 4_565
O15 H15A O11 0.95 2.09 2.987(3) 155.7 2_556
O15 H15B O4 0.95 2.53 3.230(3) 130.5 .
O16 H16A O4 0.95 2.53 3.042(3) 114.2 4_565
O16 H16B O2 0.95 2.15 2.994(3) 146.5 3_556
O17 H17A O11 0.95 1.81 2.749(3) 172.8 4
O17 H17B O4 0.95 1.87 2.791(3) 163.1 2_646
O18 H18A O12 0.95 1.79 2.711(3) 163.2 1_554
O18 H18B O17 0.95 1.74 2.680(3) 173.8 3_656

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.113

# Attachment 'ra10.cif'

data_Compound-1(ra10)
_database_code_depnum_ccdc_archive 'CCDC 701911'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H8 Cu O7, 3(H2 O)'
_chemical_formula_sum            'C7 H14 Cu O10'
_chemical_formula_weight         321.72

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'
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'

_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                   7.3697(2)
_cell_length_b                   8.6305(2)
_cell_length_c                   9.7369(3)
_cell_angle_alpha                83.6472(9)
_cell_angle_beta                 76.7314(10)
_cell_angle_gamma                78.0218(17)
_cell_volume                     588.36(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2043
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      28.16

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.816
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             330
_exptl_absorpt_coefficient_mu    1.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_T_max  0.7023
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6347
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         28.16
_reflns_number_total             2818
_reflns_number_gt                2567
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Nonius B.V.'
_computing_cell_refinement       Denzo
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0783P)²+1.6508P] where P=(Fo²+2Fc²)/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         2818
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1322
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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 0.71071(5) 0.70692(4) 0.41837(4) 0.01272(15) Uani 1 1 d . . .
O2 O 0.7911(3) 0.4590(3) 0.3339(2) 0.0133(4) Uani 1 1 d . . .
C3 C 0.7379(4) 0.3914(4) 0.2466(3) 0.0106(5) Uani 1 1 d . . .
O4 O 0.7542(3) 0.2423(3) 0.2456(2) 0.0150(5) Uani 1 1 d . . .
C5 C 0.6659(4) 0.4899(3) 0.1245(3) 0.0097(5) Uani 1 1 d . . .
C6 C 0.5123(4) 0.4621(3) 0.0683(3) 0.0094(5) Uani 1 1 d . . .
C7 C 0.7781(4) 0.5950(4) 0.0541(3) 0.0107(5) Uani 1 1 d . . .
H7 H 0.8734 0.6180 0.0956 0.013 Uiso 1 1 calc R . .
C8 C 0.7543(4) 0.6690(4) -0.0784(3) 0.0117(6) Uani 1 1 d . . .
H8 H 0.8331 0.7416 -0.1249 0.014 Uiso 1 1 calc R . .
C9 C 0.6174(4) 0.6373(3) -0.1415(3) 0.0100(5) Uani 1 1 d . . .
C10 C 0.6339(4) 0.7007(4) -0.2934(3) 0.0108(5) Uani 1 1 d . . .
O11 O 0.6526(3) 0.5986(3) -0.3842(2) 0.0113(4) Uani 1 1 d . . .
O12 O 0.6459(3) 0.8432(3) -0.3261(2) 0.0157(5) Uani 1 1 d . . .
O13 O 0.9861(4) 0.6897(4) 0.4260(3) 0.0307(6) Uani 1 1 d . . .
H13A H 1.0143 0.7984 0.4040 0.037 Uiso 1 1 d R . .
H13B H 1.0052 0.6400 0.5216 0.037 Uiso 1 1 d R . .
O14 O 0.4358(4) 0.7286(3) 0.4148(3) 0.0264(6) Uani 1 1 d . . .
H14A H 0.4068 0.6147 0.4170 0.032 Uiso 1 1 d R . .
H14B H 0.4095 0.7847 0.3205 0.032 Uiso 1 1 d R . .
O15 O 0.7403(4) 0.8757(4) 0.2576(3) 0.0290(6) Uani 1 1 d . . .
H15A H 0.8758 0.8573 0.1999 0.035 Uiso 1 1 d R . .
H15B H 0.6584 0.8662 0.1882 0.035 Uiso 1 1 d R . .
O16 O 0.1122(4) 0.8574(3) 0.0323(3) 0.0226(5) Uani 1 1 d . . .
H16A H 0.1563 0.8164 -0.0572 0.027 Uiso 1 1 d R . .
H16B H 0.1883 0.8873 0.0863 0.027 Uiso 1 1 d R . .
O17 O 0.4033(4) 0.9371(3) 0.1262(3) 0.0214(5) Uani 1 1 d . . .
H17A H 0.3689 1.0213 0.1914 0.026 Uiso 1 1 d R . .
H17B H 0.4679 0.9899 0.0353 0.026 Uiso 1 1 d R . .
O18 O 0.0191(6) 0.0308(5) 0.3577(7) 0.0762(17) Uani 1 1 d . . .
H18A H -0.0845 0.1126 0.3377 0.091 Uiso 1 1 d R . .
H18B H 0.1243 0.0798 0.3649 0.091 Uiso 1 1 d R . .


_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 O14 2.004(3) . ?
Cu1 O13 2.022(3) . ?
Cu1 O15 2.022(3) . ?
Cu1 O11 2.036(2) 1_556 ?
Cu1 O2 2.291(2) . ?
O2 C3 1.255(4) . ?
C3 O4 1.268(4) . ?
C3 C5 1.515(4) . ?
C5 C7 1.375(4) . ?
C5 C6 1.437(4) . ?
C6 C9 1.432(4) 2_665 ?
C6 C6 1.448(6) 2_665 ?
C7 C8 1.406(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(4) . ?
C8 H8 0.9500 . ?
C9 C6 1.432(4) 2_665 ?
C9 C10 1.506(4) . ?
C10 O12 1.252(4) . ?
C10 O11 1.282(4) . ?
O11 Cu1 2.036(2) 1_554 ?
O13 H13A 0.9921 . ?
O13 H13B 1.0087 . ?
O14 H14A 1.0450 . ?
O14 H14B 1.0289 . ?
O15 H15A 1.0170 . ?
O15 H15B 1.0233 . ?
O16 H16A 0.9389 . ?
O16 H16B 0.9397 . ?
O17 H17A 0.9729 . ?
O17 H17B 1.0128 . ?
O18 H18A 0.9663 . ?
O18 H18B 0.9764 . ?

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
O14 Cu1 O13 178.39(12) . . ?
O14 Cu1 O15 90.44(12) . . ?
O13 Cu1 O15 89.59(12) . . ?
O14 Cu1 O11 87.81(10) . 1_556 ?
O13 Cu1 O11 91.66(11) . 1_556 ?
O15 Cu1 O11 161.97(11) . 1_556 ?
O14 Cu1 O2 93.51(10) . . ?
O13 Cu1 O2 87.98(11) . . ?
O15 Cu1 O2 110.65(10) . . ?
O11 Cu1 O2 87.37(8) 1_556 . ?
C3 O2 Cu1 134.9(2) . . ?
O2 C3 O4 124.5(3) . . ?
O2 C3 C5 119.1(3) . . ?
O4 C3 C5 116.1(3) . . ?
C7 C5 C6 120.2(3) . . ?
C7 C5 C3 114.6(3) . . ?
C6 C5 C3 124.4(3) . . ?
C9 C6 C5 122.8(3) 2_665 . ?
C9 C6 C6 118.6(3) 2_665 2_665 ?
C5 C6 C6 118.6(3) . 2_665 ?
C5 C7 C8 121.2(3) . . ?
C5 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C6 120.4(3) . 2_665 ?
C8 C9 C10 114.1(3) . . ?
C6 C9 C10 125.2(3) 2_665 . ?
O12 C10 O11 123.6(3) . . ?
O12 C10 C9 119.8(3) . . ?
O11 C10 C9 116.2(3) . . ?
C10 O11 Cu1 108.56(19) . 1_554 ?
Cu1 O13 H13A 106.5 . . ?
Cu1 O13 H13B 108.6 . . ?
H13A O13 H13B 114.8 . . ?
Cu1 O14 H14A 108.0 . . ?
Cu1 O14 H14B 110.2 . . ?
H14A O14 H14B 105.7 . . ?
Cu1 O15 H15A 110.2 . . ?
Cu1 O15 H15B 110.0 . . ?
H15A O15 H15B 104.9 . . ?
H16A O16 H16B 125.3 . . ?
H17A O17 H17B 103.0 . . ?
H18A O18 H18B 109.2 . . ?

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 H13A O18 0.99 2.01 2.993(5) 169.1 1_665
O13 H13B O2 1.01 2.27 3.167(4) 148.1 2_766
O14 H14A O11 1.05 2.05 3.086(4) 169.7 2_665
O14 H14B O17 1.03 2.19 3.194(4) 166.2 .
O15 H15A O16 1.02 2.10 3.080(4) 162.1 1_655
O15 H15B O17 1.02 2.06 2.974(4) 147.8 .
O16 H16A O4 0.94 1.89 2.823(3) 173.5 2_665
O16 H16B O17 0.94 1.86 2.751(4) 157.8 .
O17 H17A O12 0.97 1.82 2.779(3) 166.9 2_675
O17 H17B O17 1.01 1.76 2.774(5) 174.1 2_675
O18 H18A O4 0.97 1.78 2.719(4) 161.7 1_455

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        28.16
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         1.637
_refine_diff_density_min         -1.022
_refine_diff_density_rms         0.140


