# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


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# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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#  fide research purposes only. It may contain copyright material 
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data_mo_20513c_0m
_database_code_depnum_ccdc_archive 'CCDC 897261'
#TrackingRef '897261.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H29 N6 Ni O13 P2'
_chemical_formula_weight         634.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/m

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

_cell_length_a                   11.4102(9)
_cell_length_b                   7.9586(6)
_cell_length_c                   14.2631(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.5480(10)
_cell_angle_gamma                90.00
_cell_volume                     1289.15(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4705
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.60

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             658
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8705
_exptl_absorpt_correction_T_max  0.9193
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9521
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         27.62
_reflns_number_total             3163
_reflns_number_gt                2936
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0329P)^2^+27.4651P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3163
_refine_ls_number_parameters     238
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.2042
_refine_ls_wR_factor_gt          0.2016
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.030
_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 0.5000 0.0000 1.0000 0.0083(2) Uani 1 2 d S . .
O1 O -0.3235(5) 0.2500 1.2378(4) 0.0171(12) Uani 1 2 d SD . .
H1 H -0.389(6) 0.2500 1.262(9) 0.04(4) Uiso 1 2 d SD . .
O2 O -0.3551(3) 0.0895(5) 1.0838(3) 0.0138(8) Uani 1 1 d . . .
O3 O 0.4645(5) 0.2500 0.2733(4) 0.0176(12) Uani 1 2 d S . .
O4 O 0.2883(6) 0.0919(10) 0.3080(4) 0.064(2) Uani 1 1 d . . .
H4A H 0.2593 0.0620 0.3556 0.095 Uiso 1 1 calc R . .
N1 N 0.3815(4) 0.1633(6) 1.0553(3) 0.0107(9) Uani 1 1 d . . .
N2 N 0.2118(6) 0.2500 1.0967(5) 0.0118(13) Uani 1 2 d S . .
N3 N 0.5240(4) 0.1640(6) 0.8896(3) 0.0120(9) Uani 1 1 d . . .
N4 N 0.5077(6) 0.2500 0.7449(5) 0.0130(13) Uani 1 2 d S . .
P1 P -0.30826(17) 0.2500 1.12884(14) 0.0096(4) Uani 1 2 d S . .
P2 P 0.36022(18) 0.2500 0.32877(14) 0.0141(4) Uani 1 2 d S . .
C1 C -0.1509(7) 0.2500 1.1281(6) 0.0129(15) Uani 1 2 d S . .
C2 C -0.0808(10) 0.1227(16) 1.1670(9) 0.020(2) Uani 0.50 1 d P . 1
H2 H -0.1144 0.0356 1.1987 0.024 Uiso 0.50 1 calc PR . 1
C3 C 0.0414(10) 0.1228(17) 1.1594(9) 0.019(2) Uani 0.50 1 d P . 1
H3 H 0.0885 0.0368 1.1862 0.023 Uiso 0.50 1 calc PR . 1
C2A C -0.0979(10) 0.1137(18) 1.0867(10) 0.025(3) Uani 0.50 1 d P . 2
H2A H -0.1439 0.0226 1.0650 0.030 Uiso 0.50 1 calc PR . 2
C3A C 0.0237(10) 0.1121(18) 1.0773(11) 0.029(3) Uani 0.50 1 d P . 2
H3A H 0.0587 0.0225 1.0489 0.035 Uiso 0.50 1 calc PR . 2
C4 C 0.0898(7) 0.2500 1.1123(6) 0.0138(15) Uani 1 2 d S . .
C5 C 0.2799(5) 0.1142(7) 1.0804(4) 0.0137(11) Uani 1 1 d . . .
H5 H 0.2573 0.0027 1.0864 0.016 Uiso 1 1 calc R . .
C6 C 0.4092(8) 0.2500 0.4530(6) 0.0183(17) Uani 1 2 d S . .
C7 C 0.3287(14) 0.2500 0.5183(11) 0.067(4) Uani 1 2 d SU . .
H7 H 0.2489 0.2500 0.4978 0.081 Uiso 1 2 calc SR . .
C8 C 0.3626(15) 0.2500 0.6126(11) 0.074(5) Uani 1 2 d SU . .
H8 H 0.3061 0.2500 0.6554 0.088 Uiso 1 2 calc SR . .
C9 C 0.4761(8) 0.2500 0.6433(6) 0.0166(16) Uani 1 2 d S . .
C10 C 0.5594(13) 0.2500 0.5834(9) 0.062(4) Uani 1 2 d SU . .
H10 H 0.6389 0.2500 0.6051 0.075 Uiso 1 2 calc SR . .
C11 C 0.5220(11) 0.2500 0.4862(8) 0.088(8) Uani 1 2 d S . .
H11 H 0.5787 0.2500 0.4436 0.106 Uiso 1 2 calc SR . .
C12 C 0.5151(5) 0.1158(8) 0.8023(4) 0.0147(11) Uani 1 1 d . . .
H12 H 0.5140 0.0045 0.7824 0.018 Uiso 1 1 calc R . .
O5 O 0.7557(6) 0.7500 0.1522(5) 0.0326(17) Uani 1 2 d S . .
O6 O 0.9644(7) 0.7500 0.2815(6) 0.047(2) Uani 1 2 d S . .
O7 O 0.8446(7) 0.2500 0.3949(6) 0.056(3) Uani 1 2 d S . .
O8 O 0.0667(9) 0.0380(15) 0.5702(8) 0.037(3) Uani 0.50 1 d P . .
O9 O 0.0551(9) 0.0640(14) 0.3719(7) 0.032(2) Uani 0.50 1 d P . .
O10 O 0.1742(11) -0.062(3) 0.4276(10) 0.081(6) Uani 0.50 1 d P . .
O11 O 0.1968(10) 0.8157(16) 0.2014(8) 0.043(3) Uani 0.50 1 d P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0084(4) 0.0075(4) 0.0092(4) 0.0001(4) 0.0015(3) 0.0002(4)
O1 0.012(3) 0.028(3) 0.011(3) 0.000 0.000(2) 0.000
O2 0.0113(17) 0.0121(19) 0.0174(19) -0.0010(16) -0.0017(14) 0.0001(15)
O3 0.013(3) 0.024(3) 0.017(3) 0.000 0.005(2) 0.000
O4 0.089(5) 0.084(5) 0.018(2) -0.002(3) 0.006(3) -0.069(5)
N1 0.011(2) 0.008(2) 0.013(2) 0.0014(18) 0.0034(16) 0.0011(17)
N2 0.010(3) 0.010(3) 0.015(3) 0.000 0.002(2) 0.000
N3 0.013(2) 0.010(2) 0.013(2) -0.0015(18) 0.0015(16) -0.0006(18)
N4 0.018(3) 0.011(3) 0.010(3) 0.000 0.004(2) 0.000
P1 0.0065(8) 0.0122(9) 0.0098(9) 0.000 0.0001(6) 0.000
P2 0.0137(9) 0.0191(10) 0.0096(9) 0.000 0.0013(7) 0.000
C1 0.007(3) 0.018(4) 0.015(4) 0.000 0.003(3) 0.000
C2 0.015(5) 0.016(6) 0.030(7) 0.006(5) 0.006(5) 0.000(5)
C3 0.008(5) 0.021(6) 0.027(6) 0.008(5) -0.003(4) 0.004(4)
C2A 0.013(5) 0.024(7) 0.038(7) -0.009(6) 0.006(5) -0.009(5)
C3A 0.008(5) 0.019(7) 0.060(10) -0.018(6) 0.006(5) 0.002(5)
C4 0.009(3) 0.015(4) 0.017(4) 0.000 0.000(3) 0.000
C5 0.011(2) 0.009(3) 0.021(3) 0.001(2) 0.003(2) 0.000(2)
C6 0.024(4) 0.022(4) 0.008(3) 0.000 -0.001(3) 0.000
C7 0.045(6) 0.113(10) 0.043(6) 0.000 -0.002(5) 0.000
C8 0.054(7) 0.126(10) 0.043(6) 0.000 0.014(6) 0.000
C9 0.021(4) 0.016(4) 0.012(4) 0.000 0.002(3) 0.000
C10 0.044(6) 0.116(9) 0.028(5) 0.000 0.002(5) 0.000
C11 0.022(6) 0.23(3) 0.017(6) 0.000 0.007(4) 0.000
C12 0.017(3) 0.014(3) 0.013(2) 0.000(2) 0.003(2) 0.001(2)
O5 0.021(3) 0.038(4) 0.036(4) 0.000 -0.008(3) 0.000
O6 0.033(4) 0.061(6) 0.044(5) 0.000 -0.002(4) 0.000
O7 0.032(4) 0.114(9) 0.021(4) 0.000 -0.002(3) 0.000
O8 0.033(5) 0.041(7) 0.038(6) -0.001(5) 0.007(4) -0.005(5)
O9 0.027(5) 0.032(6) 0.040(6) -0.006(5) 0.011(4) -0.004(4)
O10 0.040(7) 0.153(18) 0.051(8) 0.059(10) 0.007(6) -0.030(9)
O11 0.037(6) 0.051(7) 0.042(6) 0.005(5) 0.012(5) 0.000(5)

_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 2.071(4) 3_557 ?
Ni1 O2 2.071(4) 1_655 ?
Ni1 N3 2.084(5) 3_657 ?
Ni1 N3 2.084(5) . ?
Ni1 N1 2.085(4) 3_657 ?
Ni1 N1 2.085(4) . ?
O1 P1 1.581(6) . ?
O1 H1 0.849(11) . ?
O2 P1 1.504(4) . ?
O2 Ni1 2.071(4) 1_455 ?
O3 P2 1.491(6) . ?
O4 P2 1.516(6) . ?
O4 H4A 0.8200 . ?
N1 C5 1.306(7) . ?
N1 N1 1.380(9) 4_565 ?
N2 C5 1.364(7) . ?
N2 C5 1.364(7) 4_565 ?
N2 C4 1.431(10) . ?
N3 C12 1.297(7) . ?
N3 N3 1.369(9) 4_565 ?
N4 C12 1.344(7) 4_565 ?
N4 C12 1.344(7) . ?
N4 C9 1.459(10) . ?
P1 O2 1.504(4) 4_565 ?
P1 C1 1.796(8) . ?
P2 O4 1.516(6) 4_565 ?
P2 C6 1.805(8) . ?
C1 C2 1.374(13) . ?
C1 C2 1.374(14) 4_565 ?
C1 C2A 1.400(14) 4_565 ?
C1 C2A 1.400(14) . ?
C2 C3 1.409(15) . ?
C2 C2 2.03(3) 4_565 ?
C2 H2 0.9300 . ?
C3 C4 1.361(13) . ?
C3 C3 2.03(3) 4_565 ?
C3 H3 0.9300 . ?
C2A C3A 1.406(16) . ?
C2A H2A 0.9300 . ?
C3A C4 1.396(14) . ?
C3A H3A 0.9300 . ?
C4 C3 1.361(13) 4_565 ?
C4 C3A 1.396(14) 4_565 ?
C5 H5 0.9300 . ?
C6 C11 1.328(15) . ?
C6 C7 1.370(17) . ?
C7 C8 1.36(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.327(19) . ?
C8 H8 0.9300 . ?
C9 C10 1.338(16) . ?
C10 C11 1.411(17) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
O9 O10 1.809(19) . ?
O11 O11 1.05(3) 4_575 ?

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 O2 180.000(1) 3_557 1_655 ?
O2 Ni1 N3 93.73(17) 3_557 3_657 ?
O2 Ni1 N3 86.27(17) 1_655 3_657 ?
O2 Ni1 N3 86.27(17) 3_557 . ?
O2 Ni1 N3 93.73(17) 1_655 . ?
N3 Ni1 N3 180.00(16) 3_657 . ?
O2 Ni1 N1 94.49(17) 3_557 3_657 ?
O2 Ni1 N1 85.51(17) 1_655 3_657 ?
N3 Ni1 N1 91.88(17) 3_657 3_657 ?
N3 Ni1 N1 88.12(17) . 3_657 ?
O2 Ni1 N1 85.51(17) 3_557 . ?
O2 Ni1 N1 94.49(17) 1_655 . ?
N3 Ni1 N1 88.12(17) 3_657 . ?
N3 Ni1 N1 91.88(17) . . ?
N1 Ni1 N1 180.000(1) 3_657 . ?
P1 O1 H1 126(9) . . ?
P1 O2 Ni1 140.3(3) . 1_455 ?
P2 O4 H4A 109.5 . . ?
C5 N1 N1 107.4(3) . 4_565 ?
C5 N1 Ni1 122.9(4) . . ?
N1 N1 Ni1 128.57(12) 4_565 . ?
C5 N2 C5 104.8(6) . 4_565 ?
C5 N2 C4 127.2(3) . . ?
C5 N2 C4 127.2(3) 4_565 . ?
C12 N3 N3 107.2(3) . 4_565 ?
C12 N3 Ni1 122.4(4) . . ?
N3 N3 Ni1 128.77(13) 4_565 . ?
C12 N4 C12 105.3(7) 4_565 . ?
C12 N4 C9 126.9(3) 4_565 . ?
C12 N4 C9 126.9(3) . . ?
O2 P1 O2 116.3(3) 4_565 . ?
O2 P1 O1 110.57(19) 4_565 . ?
O2 P1 O1 110.57(19) . . ?
O2 P1 C1 108.1(2) 4_565 . ?
O2 P1 C1 108.1(2) . . ?
O1 P1 C1 102.2(3) . . ?
O3 P2 O4 109.9(3) . . ?
O3 P2 O4 109.9(3) . 4_565 ?
O4 P2 O4 112.3(7) . 4_565 ?
O3 P2 C6 109.4(4) . . ?
O4 P2 C6 107.6(3) . . ?
O4 P2 C6 107.6(3) 4_565 . ?
C2 C1 C2 95.0(12) . 4_565 ?
C2 C1 C2A 118.9(9) . 4_565 ?
C2 C1 C2A 48.8(8) 4_565 4_565 ?
C2 C1 C2A 48.8(8) . . ?
C2 C1 C2A 118.9(9) 4_565 . ?
C2A C1 C2A 101.6(12) 4_565 . ?
C2 C1 P1 122.7(6) . . ?
C2 C1 P1 122.7(6) 4_565 . ?
C2A C1 P1 118.4(6) 4_565 . ?
C2A C1 P1 118.4(6) . . ?
C1 C2 C3 120.7(11) . . ?
C1 C2 C2 42.5(6) . 4_565 ?
C3 C2 C2 90.0(8) . 4_565 ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C2 H2 138.2 4_565 . ?
C4 C3 C2 119.3(10) . . ?
C4 C3 C3 41.9(6) . 4_565 ?
C2 C3 C3 90.0(8) . 4_565 ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C3 H3 137.4 4_565 . ?
C1 C2A C3A 121.1(11) . . ?
C1 C2A H2A 119.4 . . ?
C3A C2A H2A 119.4 . . ?
C4 C3A C2A 117.6(11) . . ?
C4 C3A H3A 121.2 . . ?
C2A C3A H3A 121.2 . . ?
C3 C4 C3 96.1(12) . 4_565 ?
C3 C4 C3A 50.3(9) . . ?
C3 C4 C3A 122.0(9) 4_565 . ?
C3 C4 C3A 122.0(9) . 4_565 ?
C3 C4 C3A 50.2(9) 4_565 4_565 ?
C3A C4 C3A 103.6(13) . 4_565 ?
C3 C4 N2 121.6(6) . . ?
C3 C4 N2 121.6(6) 4_565 . ?
C3A C4 N2 116.4(6) . . ?
C3A C4 N2 116.4(6) 4_565 . ?
N1 C5 N2 110.2(5) . . ?
N1 C5 H5 124.9 . . ?
N2 C5 H5 124.9 . . ?
C11 C6 C7 116.6(10) . . ?
C11 C6 P2 123.2(8) . . ?
C7 C6 P2 120.2(9) . . ?
C8 C7 C6 121.8(14) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C9 C8 C7 120.1(14) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 121.3(11) . . ?
C8 C9 N4 117.9(10) . . ?
C10 C9 N4 120.8(9) . . ?
C9 C10 C11 117.5(12) . . ?
C9 C10 H10 121.3 . . ?
C11 C10 H10 121.3 . . ?
C6 C11 C10 122.8(11) . . ?
C6 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
N3 C12 N4 110.1(5) . . ?
N3 C12 H12 125.0 . . ?
N4 C12 H12 125.0 . . ?

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
O4 H4A O9 0.82 2.36 2.903(12) 124.1 .
O4 H4A O10 0.82 1.78 2.556(13) 157.9 .
O1 H1 O3 0.849(11) 1.70(4) 2.518(8) 161(13) 1_456

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.62
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.586
_refine_diff_density_min         -1.344
_refine_diff_density_rms         0.183




data_20304az
_database_code_depnum_ccdc_archive 'CCDC 903420'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H54 N18 Ni3 O24 P6, 6(H2 O), 3(H2 O)'
_chemical_formula_sum            'C48 H72 N18 Ni3 O33 P6'
_chemical_formula_weight         1791.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   R-3
_symmetry_space_group_name_Hall  '-R 3'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   20.319(3)
_cell_length_b                   20.319(3)
_cell_length_c                   14.754(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5275.4(15)
_cell_formula_units_Z            3
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3139
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      26.52

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2772
_exptl_absorpt_coefficient_mu    1.035
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8859
_exptl_absorpt_correction_T_max  0.9126
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11646
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         26.20
_reflns_number_total             2346
_reflns_number_gt                1886
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+15.3288P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2346
_refine_ls_number_parameters     168
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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 1.0000 0.0000 0.0000 0.0163(2) Uani 1 6 d S . .
Ni2 Ni 1.0000 0.0000 0.25426(4) 0.01837(18) Uani 1 3 d S . .
P1 P 0.55604(5) 0.05967(5) 0.12304(5) 0.0263(2) Uani 1 1 d . . .
C4 C 0.78333(18) 0.06416(18) 0.1307(2) 0.0245(6) Uani 1 1 d . . .
C3 C 0.77335(19) 0.10734(19) 0.0663(2) 0.0296(7) Uani 1 1 d . . .
H3 H 0.8118 0.1361 0.0251 0.036 Uiso 1 1 calc R . .
C1 C 0.64790(18) 0.06563(18) 0.1254(2) 0.0271(7) Uani 1 1 d . . .
C2 C 0.70547(18) 0.10748(19) 0.0637(2) 0.0292(7) Uani 1 1 d . . .
H2 H 0.6982 0.1361 0.0198 0.035 Uiso 1 1 calc R . .
C5 C 0.7283(2) 0.0238(2) 0.1941(2) 0.0397(9) Uani 1 1 d . . .
H5 H 0.7359 -0.0045 0.2381 0.048 Uiso 1 1 calc R . .
C6 C 0.6617(2) 0.0259(2) 0.1917(2) 0.0426(9) Uani 1 1 d . . .
H6 H 0.6250 0.0000 0.2359 0.051 Uiso 1 1 calc R . .
O2 O 0.54985(13) 0.09538(13) 0.03583(15) 0.0308(5) Uani 1 1 d . . .
O1 O 0.54425(15) 0.08915(17) 0.20902(16) 0.0461(7) Uani 1 1 d . . .
O3 O 0.49845(14) -0.02861(14) 0.11871(16) 0.0421(6) Uani 1 1 d D . .
H3A H 0.4882 -0.0418 0.0656 0.063 Uiso 1 1 calc RD . .
C7 C 0.88220(17) 0.04303(17) 0.20180(19) 0.0237(6) Uani 1 1 d . . .
H7 H 0.8683 0.0430 0.2619 0.028 Uiso 1 1 calc R . .
C8 C 0.88685(17) 0.05154(17) 0.05641(19) 0.0230(6) Uani 1 1 d . . .
H8 H 0.8771 0.0588 -0.0032 0.028 Uiso 1 1 calc R . .
N3 N 0.85029(14) 0.05754(14) 0.12985(16) 0.0227(5) Uani 1 1 d . . .
N2 N 0.93511(14) 0.02920(14) 0.17523(15) 0.0219(5) Uani 1 1 d . . .
N1 N 0.93781(14) 0.03404(14) 0.08151(15) 0.0212(5) Uani 1 1 d . . .
O4 O 0.90881(14) -0.06160(16) 0.33799(15) 0.0443(7) Uani 1 1 d . . .
H4A H 0.8681 -0.1043 0.3416 0.053 Uiso 1 1 d R . .
H4B H 0.9265 -0.0485 0.3913 0.053 Uiso 1 1 d R . .
O5 O 0.9507(2) 0.7688(2) 0.4130(2) 0.0820(11) Uani 1 1 d . . .
H5A H 0.9630 0.8115 0.4367 0.098 Uiso 1 1 d R . .
H5B H 0.9222 0.7344 0.4504 0.098 Uiso 1 1 d R . .
O6 O 0.9111(4) 0.8746(4) 0.4931(4) 0.0657(18) Uani 0.50 1 d P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0174(3) 0.0174(3) 0.0142(4) 0.000 0.000 0.00869(14)
Ni2 0.0199(2) 0.0199(2) 0.0153(3) 0.000 0.000 0.00995(11)
P1 0.0237(4) 0.0311(5) 0.0257(4) -0.0052(3) -0.0030(3) 0.0149(4)
C4 0.0254(16) 0.0279(16) 0.0272(15) -0.0026(12) -0.0007(12) 0.0186(14)
C3 0.0289(17) 0.0316(17) 0.0301(16) 0.0067(13) 0.0069(13) 0.0165(14)
C1 0.0275(16) 0.0287(17) 0.0315(17) -0.0008(13) 0.0015(13) 0.0189(14)
C2 0.0314(17) 0.0302(17) 0.0316(16) 0.0040(13) -0.0005(13) 0.0196(15)
C5 0.041(2) 0.054(2) 0.0393(19) 0.0195(17) 0.0112(15) 0.0352(19)
C6 0.041(2) 0.056(2) 0.043(2) 0.0212(18) 0.0183(17) 0.034(2)
O2 0.0316(12) 0.0256(12) 0.0351(12) -0.0029(9) -0.0062(10) 0.0142(10)
O1 0.0449(15) 0.077(2) 0.0341(13) -0.0211(13) -0.0108(11) 0.0438(15)
O3 0.0442(15) 0.0326(13) 0.0317(12) 0.0054(10) -0.0052(11) 0.0059(11)
C7 0.0275(16) 0.0291(16) 0.0199(14) 0.0000(12) 0.0020(12) 0.0183(14)
C8 0.0255(15) 0.0282(16) 0.0182(14) 0.0015(11) 0.0003(11) 0.0156(13)
N3 0.0242(13) 0.0280(14) 0.0211(12) -0.0001(10) 0.0008(10) 0.0169(11)
N2 0.0256(13) 0.0252(13) 0.0166(11) -0.0004(10) -0.0002(9) 0.0139(11)
N1 0.0244(13) 0.0255(13) 0.0159(11) 0.0006(9) 0.0013(9) 0.0140(11)
O4 0.0277(13) 0.0611(17) 0.0237(12) 0.0066(11) 0.0032(9) 0.0069(12)
O5 0.086(3) 0.088(3) 0.068(2) 0.0286(19) 0.0240(19) 0.040(2)
O6 0.080(5) 0.080(5) 0.033(3) 0.010(3) -0.006(3) 0.037(4)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 2.097(2) 12_545 ?
Ni1 N1 2.097(2) 3_765 ?
Ni1 N1 2.097(2) 10_755 ?
Ni1 N1 2.097(2) 2_645 ?
Ni1 N1 2.097(2) 11_665 ?
Ni1 N1 2.097(2) . ?
Ni2 O4 2.051(2) 3_765 ?
Ni2 O4 2.051(2) 2_645 ?
Ni2 O4 2.051(2) . ?
Ni2 N2 2.057(2) 2_645 ?
Ni2 N2 2.057(2) 3_765 ?
Ni2 N2 2.057(2) . ?
P1 O1 1.473(2) . ?
P1 O2 1.513(2) . ?
P1 O3 1.579(3) . ?
P1 C1 1.809(3) . ?
C4 C5 1.372(5) . ?
C4 C3 1.375(4) . ?
C4 N3 1.432(4) . ?
C3 C2 1.381(4) . ?
C3 H3 0.9300 . ?
C1 C6 1.383(5) . ?
C1 C2 1.388(4) . ?
C2 H2 0.9300 . ?
C5 C6 1.375(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
O3 H3A 0.8200 . ?
C7 N2 1.300(4) . ?
C7 N3 1.351(4) . ?
C7 H7 0.9300 . ?
C8 N1 1.305(4) . ?
C8 N3 1.353(4) . ?
C8 H8 0.9300 . ?
N2 N1 1.385(3) . ?
O4 H4A 0.8499 . ?
O4 H4B 0.8500 . ?
O5 H5A 0.8501 . ?
O5 H5B 0.8501 . ?

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
N1 Ni1 N1 180.0(3) 12_545 3_765 ?
N1 Ni1 N1 90.37(9) 12_545 10_755 ?
N1 Ni1 N1 89.63(9) 3_765 10_755 ?
N1 Ni1 N1 89.63(9) 12_545 2_645 ?
N1 Ni1 N1 90.37(9) 3_765 2_645 ?
N1 Ni1 N1 89.63(9) 10_755 2_645 ?
N1 Ni1 N1 90.37(9) 12_545 11_665 ?
N1 Ni1 N1 89.63(9) 3_765 11_665 ?
N1 Ni1 N1 90.37(9) 10_755 11_665 ?
N1 Ni1 N1 180.00(17) 2_645 11_665 ?
N1 Ni1 N1 89.63(9) 12_545 . ?
N1 Ni1 N1 90.37(9) 3_765 . ?
N1 Ni1 N1 180.00(10) 10_755 . ?
N1 Ni1 N1 90.37(9) 2_645 . ?
N1 Ni1 N1 89.63(9) 11_665 . ?
O4 Ni2 O4 87.47(10) 3_765 2_645 ?
O4 Ni2 O4 87.47(10) 3_765 . ?
O4 Ni2 O4 87.47(10) 2_645 . ?
O4 Ni2 N2 177.39(9) 3_765 2_645 ?
O4 Ni2 N2 90.22(10) 2_645 2_645 ?
O4 Ni2 N2 91.23(10) . 2_645 ?
O4 Ni2 N2 90.21(10) 3_765 3_765 ?
O4 Ni2 N2 91.23(10) 2_645 3_765 ?
O4 Ni2 N2 177.39(10) . 3_765 ?
N2 Ni2 N2 91.04(9) 2_645 3_765 ?
O4 Ni2 N2 91.23(10) 3_765 . ?
O4 Ni2 N2 177.39(9) 2_645 . ?
O4 Ni2 N2 90.22(10) . . ?
N2 Ni2 N2 91.04(9) 2_645 . ?
N2 Ni2 N2 91.04(9) 3_765 . ?
O1 P1 O2 117.90(15) . . ?
O1 P1 O3 108.55(16) . . ?
O2 P1 O3 108.56(13) . . ?
O1 P1 C1 109.17(14) . . ?
O2 P1 C1 108.34(14) . . ?
O3 P1 C1 103.34(15) . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 N3 118.6(3) . . ?
C3 C4 N3 120.3(3) . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C6 C1 C2 117.8(3) . . ?
C6 C1 P1 118.6(2) . . ?
C2 C1 P1 123.6(2) . . ?
C3 C2 C1 121.1(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C5 C6 119.0(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 121.8(3) . . ?
C5 C6 H6 119.1 . . ?
C1 C6 H6 119.1 . . ?
P1 O3 H3A 109.5 . . ?
N2 C7 N3 110.4(2) . . ?
N2 C7 H7 124.8 . . ?
N3 C7 H7 124.8 . . ?
N1 C8 N3 110.1(2) . . ?
N1 C8 H8 125.0 . . ?
N3 C8 H8 125.0 . . ?
C7 N3 C8 105.3(2) . . ?
C7 N3 C4 126.6(2) . . ?
C8 N3 C4 127.3(2) . . ?
C7 N2 N1 107.0(2) . . ?
C7 N2 Ni2 127.6(2) . . ?
N1 N2 Ni2 125.31(18) . . ?
C8 N1 N2 107.1(2) . . ?
C8 N1 Ni1 128.18(19) . . ?
N2 N1 Ni1 123.92(18) . . ?
Ni2 O4 H4A 141.5 . . ?
Ni2 O4 H4B 104.8 . . ?
H4A O4 H4B 107.7 . . ?
H5A O5 H5B 107.7 . . ?

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
O5 H5B O3 0.85 2.11 2.866(4) 148.4 16_655
O5 H5A O6 0.85 2.19 2.898(8) 140.6 .
O5 H5A O6 0.85 2.09 2.878(8) 153.5 12_656
O4 H4B O6 0.85 2.08 2.704(6) 129.5 11_556
O4 H4B O6 0.85 2.07 2.642(6) 123.6 1_545
O4 H4A O2 0.85 2.11 2.666(3) 122.8 14

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.20
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.087