# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16.60 Co N2 O7.30 P2'
_chemical_formula_weight         426.54

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'
Co Co 0.3494 0.9721 '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)/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                   11.7903(15)
_cell_length_b                   9.3140(13)
_cell_length_c                   14.652(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.385(2)
_cell_angle_gamma                90.00
_cell_volume                     1604.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.73
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_T_max  0.811
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8209
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_sigmaI/netI    0.0628
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2737
_reflns_number_gt                2181
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0480P)²+0.0000P] 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         2737
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 0.70012(4) 0.25100(4) 0.26596(3) 0.01647(17) Uani 1 1 d . . .
O1W O 0.78390(19) 0.4456(2) 0.28915(16) 0.0284(6) Uani 1 1 d . . .
H1W H 0.7500 0.5213 0.2694 0.034 Uiso 1 1 d R . .
H2W H 0.8548 0.4636 0.2944 0.034 Uiso 1 1 d R . .
O1 O 0.46172(18) -0.1356(2) 0.24877(14) 0.0194(5) Uani 1 1 d . . .
O2 O 0.61300(19) 0.0601(2) 0.26156(15) 0.0196(5) Uani 1 1 d . . .
O3 O 0.40660(19) 0.1235(2) 0.23829(15) 0.0218(5) Uani 1 1 d . . .
H3A H 0.4356 0.2033 0.2439 0.033 Uiso 1 1 calc R . .
O4 O 1.06536(19) 0.1948(2) 0.27527(16) 0.0244(6) Uani 1 1 d . . .
H4B H 1.0402 0.2769 0.2751 0.037 Uiso 1 1 calc R . .
O5 O 0.85327(18) 0.1554(2) 0.26768(16) 0.0239(6) Uani 1 1 d . . .
O6 O 0.9902(2) -0.0409(2) 0.22737(16) 0.0270(6) Uani 1 1 d . . .
N1 N 0.7015(3) 0.2312(3) 0.41890(19) 0.0214(7) Uani 1 1 d . . .
N2 N 0.7034(3) 0.2241(3) 0.61065(19) 0.0223(7) Uani 1 1 d . . .
P1 P 0.50126(7) 0.00916(8) 0.21780(5) 0.0152(2) Uani 1 1 d . . .
P2 P 0.96665(7) 0.08578(9) 0.28717(6) 0.0184(2) Uani 1 1 d . . .
C1 C 0.6983(3) -0.1222(4) 0.1048(2) 0.0300(9) Uani 1 1 d . . .
H1A H 0.6787 -0.2146 0.1280 0.045 Uiso 1 1 calc R . .
H1B H 0.7231 -0.0605 0.1549 0.045 Uiso 1 1 calc R . .
H1C H 0.7585 -0.1328 0.0647 0.045 Uiso 1 1 calc R . .
C2 C 0.5959(3) -0.0573(3) 0.0527(2) 0.0194(7) Uani 1 1 d . . .
C3 C 0.5044(3) 0.0038(3) 0.0953(2) 0.0150(7) Uani 1 1 d . . .
C4 C 0.4113(3) 0.0586(3) 0.0419(2) 0.0202(8) Uani 1 1 d . . .
H4A H 0.3513 0.0979 0.0713 0.024 Uiso 1 1 calc R . .
C5 C 0.8081(3) -0.1305(4) 0.3914(2) 0.0315(9) Uani 1 1 d . . .
H5A H 0.8342 -0.2115 0.3583 0.047 Uiso 1 1 calc R . .
H5B H 0.7733 -0.0620 0.3491 0.047 Uiso 1 1 calc R . .
H5C H 0.7535 -0.1619 0.4325 0.047 Uiso 1 1 calc R . .
C6 C 0.9076(3) -0.0616(4) 0.4454(2) 0.0227(8) Uani 1 1 d . . .
C7 C 0.9831(3) 0.0333(4) 0.4064(2) 0.0217(8) Uani 1 1 d . . .
C8 C 1.0731(3) 0.0914(4) 0.4615(2) 0.0246(8) Uani 1 1 d . . .
H8A H 1.1229 0.1532 0.4348 0.030 Uiso 1 1 calc R . .
C9 C 0.6153(3) 0.1798(4) 0.4621(2) 0.0266(8) Uani 1 1 d . . .
H9A H 0.5522 0.1439 0.4274 0.032 Uiso 1 1 calc R . .
C10 C 0.7912(3) 0.2756(4) 0.4730(2) 0.0261(9) Uani 1 1 d . . .
H10A H 0.8549 0.3102 0.4464 0.031 Uiso 1 1 calc R . .
C11 C 0.7922(3) 0.2716(4) 0.5673(2) 0.0295(9) Uani 1 1 d . . .
H11A H 0.8569 0.3029 0.6020 0.035 Uiso 1 1 calc R . .
C12 C 0.6152(3) 0.1774(4) 0.5558(2) 0.0268(9) Uani 1 1 d . . .
H12A H 0.5515 0.1420 0.5821 0.032 Uiso 1 1 calc R . .
O2W O 1.004(2) 0.503(3) 0.4716(10) 0.145(8) Uani 0.30 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
Co1 O5 2.012(2) . ?
Co1 O2 2.052(2) . ?
Co1 O1W 2.080(2) . ?
Co1 O1 2.177(2) 2_655 ?
Co1 N1 2.247(3) . ?
Co1 N2 2.291(3) 4_565 ?
O1 P1 1.508(2) . ?
O1 Co1 2.177(2) 2_645 ?
O2 P1 1.498(2) . ?
O3 P1 1.588(2) . ?
O4 P2 1.564(2) . ?
O5 P2 1.494(2) . ?
O6 P2 1.508(2) . ?
N1 C9 1.327(4) . ?
N1 C10 1.339(4) . ?
N2 C12 1.337(4) . ?
N2 C11 1.340(5) . ?
N2 Co1 2.291(3) 4_566 ?
P1 C3 1.799(3) . ?
P2 C7 1.810(3) . ?
C1 C2 1.505(5) . ?
C2 C4 1.383(4) 3_655 ?
C2 C3 1.407(4) . ?
C3 C4 1.395(4) . ?
C4 C2 1.383(4) 3_655 ?
C5 C6 1.508(5) . ?
C6 C8 1.393(5) 3_756 ?
C6 C7 1.406(5) . ?
C7 C8 1.393(5) . ?
C8 C6 1.393(5) 3_756 ?
C9 C12 1.374(5) . ?
C10 C11 1.381(5) . ?
O2W O2W 0.85(3) 3_766 ?

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
O5 Co1 O2 93.65(9) . . ?
O5 Co1 O1W 88.23(9) . . ?
O2 Co1 O1W 172.18(9) . . ?
O5 Co1 O1 174.26(9) . 2_655 ?
O2 Co1 O1 89.09(8) . 2_655 ?
O1W Co1 O1 89.72(8) . 2_655 ?
O5 Co1 N1 90.76(10) . . ?
O2 Co1 N1 85.72(9) . . ?
O1W Co1 N1 86.66(10) . . ?
O1 Co1 N1 94.48(9) 2_655 . ?
O5 Co1 N2 88.50(10) . 4_565 ?
O2 Co1 N2 95.90(9) . 4_565 ?
O1W Co1 N2 91.74(10) . 4_565 ?
O1 Co1 N2 86.20(9) 2_655 4_565 ?
N1 Co1 N2 178.26(10) . 4_565 ?
P1 O1 Co1 133.84(13) . 2_645 ?
P1 O2 Co1 135.24(13) . . ?
P2 O5 Co1 169.72(15) . . ?
C9 N1 C10 115.4(3) . . ?
C9 N1 Co1 123.9(2) . . ?
C10 N1 Co1 120.7(2) . . ?
C12 N2 C11 115.0(3) . . ?
C12 N2 Co1 123.9(2) . 4_566 ?
C11 N2 Co1 120.7(2) . 4_566 ?
O2 P1 O1 115.90(13) . . ?
O2 P1 O3 108.33(12) . . ?
O1 P1 O3 107.75(12) . . ?
O2 P1 C3 110.57(14) . . ?
O1 P1 C3 107.81(13) . . ?
O3 P1 C3 106.00(14) . . ?
O5 P2 O6 115.51(14) . . ?
O5 P2 O4 111.08(13) . . ?
O6 P2 O4 105.74(13) . . ?
O5 P2 C7 109.29(15) . . ?
O6 P2 C7 109.77(14) . . ?
O4 P2 C7 104.90(14) . . ?
C4 C2 C3 117.3(3) 3_655 . ?
C4 C2 C1 119.3(3) 3_655 . ?
C3 C2 C1 123.4(3) . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 P1 118.3(2) . . ?
C2 C3 P1 121.9(2) . . ?
C2 C4 C3 123.0(3) 3_655 . ?
C8 C6 C7 117.6(3) 3_756 . ?
C8 C6 C5 119.4(3) 3_756 . ?
C7 C6 C5 123.0(3) . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 P2 118.4(3) . . ?
C6 C7 P2 122.5(3) . . ?
C6 C8 C7 123.4(3) 3_756 . ?
N1 C9 C12 122.8(3) . . ?
N1 C10 C11 122.0(3) . . ?
N2 C11 C10 122.4(4) . . ?
N2 C12 C9 122.3(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
O1W H1W O3 0.85 2.07 2.795(3) 142.4 2_655
O1W H2W O4 0.85 2.59 3.113(3) 120.8 2_755
O1W H2W O6 0.85 1.88 2.696(3) 160.4 2_755

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.093
_database_code_depnum_ccdc_archive 'CCDC 1005981'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 N2 Ni O8 P2'
_chemical_formula_weight         438.93

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   C2/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                   17.119(2)
_cell_length_b                   8.9053(12)
_cell_length_c                   12.3890(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.674(2)
_cell_angle_gamma                90.00
_cell_volume                     1553.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    1.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.655
_exptl_absorpt_correction_T_max  0.763
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7067
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         27.50
_reflns_number_total             1766
_reflns_number_gt                1589
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0427P)²+1.7557P] 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         1766
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0851
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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 0.2500 0.2500 0.0000 0.01346(13) Uani 1 2 d S . .
O1W O 0.25707(10) 0.48423(18) 0.01031(13) 0.0202(3) Uani 1 1 d . . .
H1W H 0.2656 0.5325 0.0754 0.024 Uiso 1 1 d R . .
H2W H 0.2420 0.5461 -0.0509 0.024 Uiso 1 1 d R . .
O1 O 0.22414(10) 0.23343(15) 0.14491(14) 0.0157(3) Uani 1 1 d . . .
O2 O 0.20795(11) 0.30396(17) 0.33057(14) 0.0211(3) Uani 1 1 d . . .
O3 O 0.27856(10) 0.48301(15) 0.24812(14) 0.0186(3) Uani 1 1 d . . .
H3A H 0.2687 0.5542 0.2809 0.028 Uiso 1 1 calc R . .
N1 N 0.40131(13) 0.23961(19) 0.15174(19) 0.0178(4) Uani 1 1 d . . .
P1 P 0.20374(4) 0.35512(5) 0.21267(5) 0.01371(15) Uani 1 1 d . . .
C1 C 0.00531(17) 0.1899(3) 0.0806(3) 0.0325(6) Uani 1 1 d . . .
H1A H -0.0590 0.1559 0.0382 0.049 Uiso 1 1 calc R . .
H1B H 0.0372 0.1849 0.1741 0.049 Uiso 1 1 calc R . .
H1C H 0.0377 0.1272 0.0549 0.049 Uiso 1 1 calc R . .
C2 C 0.00535(15) 0.3498(2) 0.0408(2) 0.0178(4) Uani 1 1 d . . .
C3 C 0.08846(14) 0.4349(2) 0.09289(19) 0.0151(4) Uani 1 1 d . . .
C4 C 0.08119(14) 0.5828(2) 0.0511(2) 0.0178(4) Uani 1 1 d . . .
H4A H 0.1365 0.6386 0.0862 0.021 Uiso 1 1 calc R . .
C5 C 0.45196(16) 0.3662(3) 0.2020(3) 0.0331(6) Uani 1 1 d . . .
H5A H 0.4209 0.4579 0.1707 0.040 Uiso 1 1 calc R . .
C6 C 0.45134(15) 0.1128(2) 0.2020(2) 0.0197(4) Uani 1 1 d . . .
H6A H 0.4199 0.0213 0.1717 0.024 Uiso 1 1 calc 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
Ni1 O1 2.0845(15) . ?
Ni1 O1 2.0845(15) 7 ?
Ni1 O1W 2.0890(16) . ?
Ni1 O1W 2.0890(16) 7 ?
Ni1 N1 2.1706(19) 7 ?
Ni1 N1 2.1706(19) . ?
O1 P1 1.5279(14) . ?
O2 P1 1.4922(15) . ?
O3 P1 1.5782(14) . ?
N1 C6 1.338(3) . ?
N1 C5 1.340(3) . ?
P1 C3 1.8081(19) . ?
C1 C2 1.507(3) . ?
C2 C4 1.390(3) 5_565 ?
C2 C3 1.403(3) . ?
C3 C4 1.394(3) . ?
C4 C2 1.390(3) 5_565 ?
C5 C5 1.376(5) 2_655 ?
C6 C6 1.391(4) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O1 180.00(7) . 7 ?
O1 Ni1 O1W 92.94(5) . . ?
O1 Ni1 O1W 87.06(5) 7 . ?
O1 Ni1 O1W 87.06(5) . 7 ?
O1 Ni1 O1W 92.94(5) 7 7 ?
O1W Ni1 O1W 180.0 . 7 ?
O1 Ni1 N1 90.88(6) . 7 ?
O1 Ni1 N1 89.12(6) 7 7 ?
O1W Ni1 N1 90.54(6) . 7 ?
O1W Ni1 N1 89.46(6) 7 7 ?
O1 Ni1 N1 89.12(6) . . ?
O1 Ni1 N1 90.88(6) 7 . ?
O1W Ni1 N1 89.46(6) . . ?
O1W Ni1 N1 90.54(6) 7 . ?
N1 Ni1 N1 180.00(8) 7 . ?
P1 O1 Ni1 130.54(8) . . ?
C6 N1 C5 114.85(19) . . ?
C6 N1 Ni1 124.86(14) . . ?
C5 N1 Ni1 120.29(14) . . ?
O2 P1 O1 114.99(9) . . ?
O2 P1 O3 111.61(8) . . ?
O1 P1 O3 105.17(8) . . ?
O2 P1 C3 110.22(9) . . ?
O1 P1 C3 108.16(9) . . ?
O3 P1 C3 106.20(8) . . ?
C4 C2 C3 118.22(18) 5_565 . ?
C4 C2 C1 118.52(19) 5_565 . ?
C3 C2 C1 123.26(19) . . ?
C4 C3 C2 119.07(18) . . ?
C4 C3 P1 120.06(15) . . ?
C2 C3 P1 120.86(15) . . ?
C2 C4 C3 122.71(18) 5_565 . ?
N1 C5 C5 122.74(12) . 2_655 ?
N1 C6 C6 122.41(12) . 2_655 ?

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
O1W H2W O2 0.85 1.82 2.663(2) 172.6 6_565
O3 H3A O1 0.82 1.81 2.608(2) 163.5 4
O3 H3A O2 0.82 2.76 3.071(2) 104.3 4

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 1005982'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H30 N4 Ni O8 P2'
_chemical_formula_weight         671.21

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   R3c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'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'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'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'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   23.7747(14)
_cell_length_b                   23.7747(14)
_cell_length_c                   28.216(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     13812(2)
_cell_formula_units_Z            18
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.71
_cell_measurement_theta_max      24.99

_exptl_crystal_description       Plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             6264
_exptl_absorpt_coefficient_mu    0.791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20167
_diffrn_reflns_av_R_equivalents  0.1277
_diffrn_reflns_av_sigmaI/netI    0.1205
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         24.99
_reflns_number_total             5033
_reflns_number_gt                3139
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;
_vrf_PLAT601_3                   
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .  495 Ang3
RESPONSE: There are some disordered solvent molecules.
;

_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)+(0.0994P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(3)
_refine_ls_number_reflns         5033
_refine_ls_number_parameters     390
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1891
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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 0.04491(6) 0.61038(6) 0.02039(4) 0.0325(3) Uani 1 1 d . . .
O1 O 0.1526(3) 0.8107(3) 0.0864(2) 0.0448(18) Uani 1 1 d . . .
O2 O 0.1096(3) 0.6964(3) 0.0535(2) 0.0333(15) Uani 1 1 d . . .
O3 O 0.0360(3) 0.7425(3) 0.0653(2) 0.0373(16) Uani 1 1 d . . .
H3A H 0.0195 0.7163 0.0436 0.056 Uiso 1 1 calc R . .
O4 O 0.0875(3) 0.6247(3) 0.3140(2) 0.0430(17) Uani 1 1 d . . .
O5 O -0.0317(3) 0.5627(3) 0.2940(2) 0.0384(17) Uani 1 1 d . . .
H5A H -0.0231 0.5368 0.2813 0.058 Uiso 1 1 calc R . .
O6 O 0.0127(3) 0.6712(3) 0.3283(2) 0.0333(15) Uani 1 1 d . . .
N1 N 0.0929(4) 0.5718(4) 0.0602(3) 0.043(2) Uani 1 1 d . . .
N2 N -0.0164(4) 0.5724(4) 0.0788(3) 0.037(2) Uani 1 1 d . . .
N3 N 0.1077(4) 0.6365(4) -0.0362(3) 0.038(2) Uani 1 1 d . . .
N4 N -0.0043(4) 0.5297(4) -0.0242(3) 0.0350(19) Uani 1 1 d . . .
P1 P 0.09820(12) 0.74125(12) 0.08420(8) 0.0327(6) Uani 1 1 d . . .
P2 P 0.03212(12) 0.63178(12) 0.29697(9) 0.0304(6) Uani 1 1 d . . .
C1 C 0.0790(4) 0.7104(4) 0.1442(3) 0.030(2) Uani 1 1 d . . .
C2 C 0.1233(4) 0.6999(4) 0.1701(3) 0.031(2) Uani 1 1 d . . .
C3 C 0.1054(5) 0.6761(4) 0.2154(3) 0.033(2) Uani 1 1 d . . .
H3B H 0.1338 0.6675 0.2325 0.039 Uiso 1 1 calc R . .
C4 C 0.0481(4) 0.6639(4) 0.2377(3) 0.030(2) Uani 1 1 d . . .
C5 C 0.0041(5) 0.6749(4) 0.2118(3) 0.032(2) Uani 1 1 d . . .
C6 C 0.0211(4) 0.6980(4) 0.1651(3) 0.034(2) Uani 1 1 d . . .
H6A H -0.0078 0.7052 0.1475 0.041 Uiso 1 1 calc R . .
C7 C -0.0600(5) 0.6616(5) 0.2309(4) 0.045(3) Uani 1 1 d . . .
H7A H -0.0660 0.6978 0.2243 0.067 Uiso 1 1 calc R . .
H7B H -0.0611 0.6551 0.2646 0.067 Uiso 1 1 calc R . .
H7C H -0.0942 0.6233 0.2162 0.067 Uiso 1 1 calc R . .
C8 C 0.1885(5) 0.7139(5) 0.1509(3) 0.040(3) Uani 1 1 d . . .
H8A H 0.2129 0.7082 0.1756 0.061 Uiso 1 1 calc R . .
H8B H 0.2120 0.7578 0.1395 0.061 Uiso 1 1 calc R . .
H8C H 0.1820 0.6846 0.1253 0.061 Uiso 1 1 calc R . .
C9 C 0.1487(5) 0.5748(5) 0.0495(4) 0.052(3) Uani 1 1 d . . .
H9A H 0.1661 0.5881 0.0194 0.062 Uiso 1 1 calc R . .
C10 C 0.1825(6) 0.5579(6) 0.0834(6) 0.076(4) Uani 1 1 d . . .
H10A H 0.2215 0.5601 0.0755 0.091 Uiso 1 1 calc R . .
C11 C 0.1563(8) 0.5384(7) 0.1280(5) 0.077(4) Uani 1 1 d . . .
H11A H 0.1779 0.5280 0.1507 0.093 Uiso 1 1 calc R . .
C12 C 0.0984(6) 0.5344(6) 0.1387(5) 0.059(3) Uani 1 1 d . . .
H12A H 0.0795 0.5202 0.1683 0.071 Uiso 1 1 calc R . .
C13 C 0.0683(5) 0.5521(5) 0.1040(4) 0.040(3) Uani 1 1 d . . .
C14 C 0.0074(5) 0.5512(5) 0.1135(4) 0.038(2) Uani 1 1 d . . .
C15 C -0.0264(6) 0.5283(5) 0.1567(4) 0.052(3) Uani 1 1 d . . .
H15A H -0.0095 0.5148 0.1810 0.062 Uiso 1 1 calc R . .
C16 C -0.0863(6) 0.5263(6) 0.1622(4) 0.059(3) Uani 1 1 d . . .
H16A H -0.1096 0.5109 0.1903 0.070 Uiso 1 1 calc R . .
C17 C -0.1103(6) 0.5471(6) 0.1264(4) 0.061(3) Uani 1 1 d . . .
H17A H -0.1497 0.5462 0.1294 0.073 Uiso 1 1 calc R . .
C18 C -0.0724(5) 0.5700(5) 0.0844(4) 0.045(3) Uani 1 1 d . . .
H18A H -0.0881 0.5842 0.0597 0.054 Uiso 1 1 calc R . .
C19 C 0.1662(5) 0.6904(6) -0.0396(4) 0.053(3) Uani 1 1 d . . .
H19A H 0.1795 0.7200 -0.0147 0.063 Uiso 1 1 calc R . .
C20 C 0.2072(6) 0.7044(6) -0.0768(4) 0.059(3) Uani 1 1 d . . .
H20A H 0.2472 0.7424 -0.0776 0.070 Uiso 1 1 calc R . .
C21 C 0.1874(6) 0.6606(7) -0.1128(5) 0.073(4) Uani 1 1 d . . .
H21A H 0.2135 0.6691 -0.1395 0.088 Uiso 1 1 calc R . .
C22 C 0.1294(6) 0.6041(7) -0.1098(4) 0.066(4) Uani 1 1 d . . .
H22A H 0.1173 0.5727 -0.1332 0.079 Uiso 1 1 calc R . .
C23 C 0.0886(5) 0.5936(5) -0.0721(3) 0.040(2) Uani 1 1 d . . .
C24 C 0.0250(5) 0.5353(5) -0.0652(3) 0.039(3) Uani 1 1 d . . .
C25 C -0.0058(7) 0.4864(6) -0.0993(4) 0.058(4) Uani 1 1 d . . .
H25A H 0.0143 0.4904 -0.1284 0.069 Uiso 1 1 calc R . .
C26 C -0.0638(6) 0.4339(6) -0.0906(5) 0.057(3) Uani 1 1 d . . .
H26A H -0.0836 0.4011 -0.1131 0.069 Uiso 1 1 calc R . .
C27 C -0.0923(6) 0.4296(5) -0.0497(4) 0.054(3) Uani 1 1 d . . .
H27A H -0.1328 0.3938 -0.0431 0.065 Uiso 1 1 calc R . .
C28 C -0.0625(5) 0.4773(5) -0.0173(4) 0.045(3) Uani 1 1 d . . .
H28A H -0.0836 0.4735 0.0113 0.054 Uiso 1 1 calc R . .
O1W O 0.1365(4) 0.5505(4) 0.2665(3) 0.079(3) Uani 1 1 d . . .
H1W H 0.1211 0.5618 0.2436 0.095 Uiso 1 1 d R . .
H2W H 0.1250 0.5117 0.2585 0.095 Uiso 1 1 d R . .
O2W O 0.2217(5) 0.6773(5) 0.3388(6) 0.157(6) Uani 1 1 d . . .
H3W H 0.2258 0.6923 0.3109 0.188 Uiso 1 1 d R . .
H4W H 0.1983 0.6368 0.3336 0.188 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
Ni1 N3 2.059(8) . ?
Ni1 O2 2.069(6) . ?
Ni1 N2 2.083(8) . ?
Ni1 N4 2.095(8) . ?
Ni1 N1 2.109(9) . ?
Ni1 O6 2.119(6) 15_454 ?
O1 P1 1.506(6) . ?
O2 P1 1.498(6) . ?
O3 P1 1.586(7) . ?
O4 P2 1.488(7) . ?
O5 P2 1.586(6) . ?
O6 P2 1.518(6) . ?
O6 Ni1 2.119(6) 8_565 ?
N1 C9 1.328(13) . ?
N1 C13 1.347(13) . ?
N2 C18 1.316(12) . ?
N2 C14 1.348(13) . ?
N3 C19 1.343(13) . ?
N3 C23 1.345(12) . ?
N4 C24 1.322(12) . ?
N4 C28 1.334(12) . ?
P1 C1 1.810(9) . ?
P2 C4 1.799(10) . ?
C1 C6 1.387(13) . ?
C1 C2 1.403(13) . ?
C2 C3 1.378(12) . ?
C2 C8 1.515(13) . ?
C3 C4 1.392(12) . ?
C4 C5 1.404(13) . ?
C5 C6 1.406(12) . ?
C5 C7 1.495(13) . ?
C9 C10 1.430(17) . ?
C10 C11 1.38(2) . ?
C11 C12 1.365(18) . ?
C12 C13 1.396(15) . ?
C13 C14 1.462(14) . ?
C14 C15 1.409(15) . ?
C15 C16 1.410(17) . ?
C16 C17 1.368(16) . ?
C17 C18 1.422(15) . ?
C19 C20 1.356(15) . ?
C20 C21 1.360(16) . ?
C21 C22 1.365(17) . ?
C22 C23 1.373(15) . ?
C23 C24 1.467(14) . ?
C24 C25 1.401(14) . ?
C25 C26 1.342(16) . ?
C26 C27 1.317(16) . ?
C27 C28 1.350(14) . ?

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
N3 Ni1 O2 89.1(3) . . ?
N3 Ni1 N2 171.5(3) . . ?
O2 Ni1 N2 94.8(3) . . ?
N3 Ni1 N4 78.4(3) . . ?
O2 Ni1 N4 167.4(3) . . ?
N2 Ni1 N4 97.4(3) . . ?
N3 Ni1 N1 94.4(3) . . ?
O2 Ni1 N1 83.9(3) . . ?
N2 Ni1 N1 78.6(3) . . ?
N4 Ni1 N1 95.6(3) . . ?
N3 Ni1 O6 96.2(3) . 15_454 ?
O2 Ni1 O6 89.9(2) . 15_454 ?
N2 Ni1 O6 91.3(3) . 15_454 ?
N4 Ni1 O6 92.8(3) . 15_454 ?
N1 Ni1 O6 167.7(3) . 15_454 ?
P1 O2 Ni1 130.9(4) . . ?
P2 O6 Ni1 137.1(4) . 8_565 ?
C9 N1 C13 118.3(10) . . ?
C9 N1 Ni1 126.9(8) . . ?
C13 N1 Ni1 113.9(7) . . ?
C18 N2 C14 120.1(9) . . ?
C18 N2 Ni1 126.0(7) . . ?
C14 N2 Ni1 113.9(7) . . ?
C19 N3 C23 117.8(9) . . ?
C19 N3 Ni1 126.2(7) . . ?
C23 N3 Ni1 116.0(7) . . ?
C24 N4 C28 118.1(9) . . ?
C24 N4 Ni1 114.1(7) . . ?
C28 N4 Ni1 127.6(7) . . ?
O2 P1 O1 116.2(4) . . ?
O2 P1 O3 108.7(4) . . ?
O1 P1 O3 106.9(4) . . ?
O2 P1 C1 110.5(4) . . ?
O1 P1 C1 108.1(4) . . ?
O3 P1 C1 105.8(4) . . ?
O4 P2 O6 116.2(4) . . ?
O4 P2 O5 110.0(4) . . ?
O6 P2 O5 104.0(4) . . ?
O4 P2 C4 109.7(4) . . ?
O6 P2 C4 110.1(4) . . ?
O5 P2 C4 106.2(4) . . ?
C6 C1 C2 119.6(8) . . ?
C6 C1 P1 120.5(7) . . ?
C2 C1 P1 120.0(7) . . ?
C3 C2 C1 116.9(9) . . ?
C3 C2 C8 119.6(9) . . ?
C1 C2 C8 123.5(8) . . ?
C2 C3 C4 124.9(9) . . ?
C3 C4 C5 118.0(9) . . ?
C3 C4 P2 119.0(7) . . ?
C5 C4 P2 122.9(7) . . ?
C6 C5 C4 117.7(9) . . ?
C6 C5 C7 119.0(9) . . ?
C4 C5 C7 123.3(9) . . ?
C1 C6 C5 122.9(9) . . ?
N1 C9 C10 121.4(12) . . ?
C11 C10 C9 118.8(12) . . ?
C12 C11 C10 119.8(13) . . ?
C11 C12 C13 118.4(13) . . ?
N1 C13 C12 123.3(11) . . ?
N1 C13 C14 115.3(9) . . ?
C12 C13 C14 121.3(10) . . ?
N2 C14 C15 120.5(10) . . ?
N2 C14 C13 117.2(9) . . ?
C15 C14 C13 122.3(10) . . ?
C16 C15 C14 118.7(10) . . ?
C17 C16 C15 120.2(11) . . ?
C16 C17 C18 117.0(12) . . ?
N2 C18 C17 123.4(11) . . ?
N3 C19 C20 124.3(11) . . ?
C19 C20 C21 117.4(11) . . ?
C20 C21 C22 119.9(11) . . ?
C21 C22 C23 120.2(12) . . ?
N3 C23 C22 120.3(10) . . ?
N3 C23 C24 114.4(9) . . ?
C22 C23 C24 125.1(10) . . ?
N4 C24 C25 119.2(11) . . ?
N4 C24 C23 117.0(9) . . ?
C25 C24 C23 123.8(10) . . ?
C26 C25 C24 120.9(12) . . ?
C27 C26 C25 118.8(12) . . ?
C26 C27 C28 119.7(12) . . ?
N4 C28 C27 123.3(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
O5 H5A O1 0.82 1.80 2.620(8) 177.2 17_444
O1W H1W O1 0.85 2.72 3.011(11) 101.6 17_444
O1W H2W O3 0.85 2.38 3.129(10) 147.3 17_444
O2W H4W O4 0.85 2.56 2.871(12) 102.8 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.103
_database_code_depnum_ccdc_archive 'CCDC 1005983'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H24 N2 Ni O9 P2'
_chemical_formula_weight         533.04

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.3111(16)
_cell_length_b                   10.7447(17)
_cell_length_c                   11.805(2)
_cell_angle_alpha                71.192(4)
_cell_angle_beta                 65.659(4)
_cell_angle_gamma                83.226(4)
_cell_volume                     1127.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.99
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    1.054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9016
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_sigmaI/netI    0.1231
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3956
_reflns_number_gt                2419
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0415P)²+0.0000P] 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         3956
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1150
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.973
_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 0.0000 0.5000 0.5000 0.0178(3) Uani 1 2 d S . .
Ni2 Ni 1.0000 0.0000 0.5000 0.0193(3) Uani 1 2 d S . .
O1 O 0.3430(4) 0.3161(3) 0.2550(3) 0.0320(10) Uani 1 1 d . . .
H1A H 0.4180 0.3212 0.1911 0.048 Uiso 1 1 calc R . .
O1W O 1.1298(4) 0.1490(3) 0.4661(3) 0.0295(9) Uani 1 1 d . . .
H1W H 1.0916 0.2200 0.4804 0.035 Uiso 1 1 d R . .
H2W H 1.2043 0.1799 0.3983 0.035 Uiso 1 1 d R . .
O2 O 0.3767(4) 0.5589(3) 0.2096(3) 0.0249(9) Uani 1 1 d . . .
O2W O 0.5607(6) 0.3022(5) 0.0498(5) 0.097(2) Uani 1 1 d . . .
H3W H 0.5581 0.3668 -0.0138 0.117 Uiso 1 1 d R . .
H4W H 0.6454 0.2777 0.0147 0.117 Uiso 1 1 d R . .
O3 O 0.1972(3) 0.4191(3) 0.4258(3) 0.0238(9) Uani 1 1 d . . .
O3W O -0.3771(9) 0.0656(6) 0.9811(6) 0.192(5) Uani 1 1 d . . .
H5W H -0.3580 0.0969 1.0301 0.231 Uiso 1 1 d R . .
H6W H -0.3414 0.1190 0.9046 0.231 Uiso 1 1 d R . .
O4 O 0.8219(3) 0.0956(3) 0.5852(3) 0.0224(9) Uani 1 1 d . . .
O5 O 0.7133(4) 0.2309(3) 0.7310(3) 0.0289(9) Uani 1 1 d . . .
H5A H 0.6904 0.3053 0.7357 0.043 Uiso 1 1 calc R . .
O6 O 0.9125(3) 0.3301(3) 0.5094(3) 0.0211(8) Uani 1 1 d . . .
N1 N 0.0055(4) 0.5924(4) 0.3111(4) 0.0208(10) Uani 1 1 d . . .
N2 N 0.0096(5) 0.9161(4) -0.3153(4) 0.0249(11) Uani 1 1 d . . .
P1 P 0.33976(14) 0.42937(14) 0.31602(13) 0.0213(4) Uani 1 1 d . . .
P2 P 0.78745(15) 0.23527(14) 0.58385(13) 0.0204(3) Uani 1 1 d . . .
C1 C 0.4726(6) 0.3845(5) 0.3832(5) 0.0253(13) Uani 1 1 d . . .
C2 C 0.6000(5) 0.4519(5) 0.3400(5) 0.0241(13) Uani 1 1 d . . .
C3 C 0.6868(5) 0.4037(5) 0.4077(5) 0.0264(14) Uani 1 1 d . . .
H3A H 0.7705 0.4502 0.3801 0.032 Uiso 1 1 calc R . .
C4 C 0.6578(5) 0.2916(5) 0.5132(5) 0.0227(13) Uani 1 1 d . . .
C5 C 0.5305(6) 0.2216(5) 0.5568(6) 0.0308(15) Uani 1 1 d . . .
C6 C 0.4423(6) 0.2706(5) 0.4919(6) 0.0318(15) Uani 1 1 d . . .
H6A H 0.3571 0.2256 0.5217 0.038 Uiso 1 1 calc R . .
C7 C 0.6517(6) 0.5706(6) 0.2229(6) 0.0435(18) Uani 1 1 d . . .
H7A H 0.5838 0.6395 0.2345 0.065 Uiso 1 1 calc R . .
H7B H 0.6628 0.5487 0.1468 0.065 Uiso 1 1 calc R . .
H7C H 0.7417 0.5997 0.2123 0.065 Uiso 1 1 calc R . .
C8 C 0.4875(7) 0.0948(6) 0.6717(6) 0.058(2) Uani 1 1 d . . .
H8A H 0.4885 0.1102 0.7470 0.087 Uiso 1 1 calc R . .
H8B H 0.5536 0.0270 0.6496 0.087 Uiso 1 1 calc R . .
H8C H 0.3936 0.0676 0.6903 0.087 Uiso 1 1 calc R . .
C9 C -0.0427(6) 0.7149(5) 0.2809(5) 0.0260(13) Uani 1 1 d . . .
H9A H -0.0809 0.7565 0.3454 0.031 Uiso 1 1 calc R . .
C10 C -0.0383(6) 0.7811(6) 0.1595(5) 0.0307(14) Uani 1 1 d . . .
H10A H -0.0734 0.8659 0.1429 0.037 Uiso 1 1 calc R . .
C11 C 0.0183(6) 0.7227(5) 0.0605(5) 0.0256(13) Uani 1 1 d . . .
C12 C 0.0187(6) 0.7919(5) -0.0715(5) 0.0304(14) Uani 1 1 d . . .
C13 C -0.1071(6) 0.8322(6) -0.0840(6) 0.0463(18) Uani 1 1 d . . .
H13A H -0.1921 0.8193 -0.0104 0.056 Uiso 1 1 calc R . .
C14 C -0.1068(7) 0.8917(6) -0.2057(6) 0.0426(17) Uani 1 1 d . . .
H14A H -0.1937 0.9165 -0.2118 0.051 Uiso 1 1 calc R . .
C15 C 0.1319(6) 0.8784(6) -0.3019(5) 0.0343(15) Uani 1 1 d . . .
H15A H 0.2161 0.8964 -0.3764 0.041 Uiso 1 1 calc R . .
C16 C 0.1395(6) 0.8145(6) -0.1837(5) 0.0371(16) Uani 1 1 d . . .
H16A H 0.2269 0.7866 -0.1800 0.045 Uiso 1 1 calc R . .
C17 C 0.0691(6) 0.5980(6) 0.0918(5) 0.0319(15) Uani 1 1 d . . .
H17A H 0.1099 0.5551 0.0285 0.038 Uiso 1 1 calc R . .
C18 C 0.0600(6) 0.5364(5) 0.2165(5) 0.0272(13) Uani 1 1 d . . .
H18A H 0.0936 0.4512 0.2356 0.033 Uiso 1 1 calc 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
Ni1 O3 2.065(3) 2_566 ?
Ni1 O3 2.065(3) . ?
Ni1 O6 2.083(3) 2_666 ?
Ni1 O6 2.083(3) 1_455 ?
Ni1 N1 2.107(4) . ?
Ni1 N1 2.107(4) 2_566 ?
Ni2 O4 2.034(3) 2_756 ?
Ni2 O4 2.034(3) . ?
Ni2 O1W 2.041(3) 2_756 ?
Ni2 O1W 2.041(3) . ?
Ni2 N2 2.114(4) 2_665 ?
Ni2 N2 2.114(4) 1_646 ?
O1 P1 1.593(4) . ?
O2 P1 1.504(3) . ?
O3 P1 1.493(3) . ?
O4 P2 1.498(3) . ?
O5 P2 1.570(4) . ?
O6 P2 1.507(3) . ?
O6 Ni1 2.083(3) 1_655 ?
N1 C18 1.328(6) . ?
N1 C9 1.340(6) . ?
N2 C14 1.326(7) . ?
N2 C15 1.334(6) . ?
N2 Ni2 2.114(4) 1_464 ?
P1 C1 1.798(5) . ?
P2 C4 1.803(5) . ?
C1 C2 1.395(7) . ?
C1 C6 1.410(7) . ?
C2 C3 1.386(7) . ?
C2 C7 1.496(7) . ?
C3 C4 1.378(7) . ?
C4 C5 1.407(7) . ?
C5 C6 1.375(7) . ?
C5 C8 1.533(7) . ?
C9 C10 1.363(7) . ?
C10 C11 1.387(7) . ?
C11 C17 1.371(7) . ?
C11 C12 1.493(7) . ?
C12 C16 1.367(7) . ?
C12 C13 1.370(8) . ?
C13 C14 1.370(8) . ?
C15 C16 1.373(7) . ?
C17 C18 1.373(7) . ?

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
O3 Ni1 O3 180.000(1) 2_566 . ?
O3 Ni1 O6 87.19(13) 2_566 2_666 ?
O3 Ni1 O6 92.81(13) . 2_666 ?
O3 Ni1 O6 92.81(13) 2_566 1_455 ?
O3 Ni1 O6 87.19(13) . 1_455 ?
O6 Ni1 O6 180.00(19) 2_666 1_455 ?
O3 Ni1 N1 88.58(14) 2_566 . ?
O3 Ni1 N1 91.42(14) . . ?
O6 Ni1 N1 89.35(14) 2_666 . ?
O6 Ni1 N1 90.65(14) 1_455 . ?
O3 Ni1 N1 91.42(14) 2_566 2_566 ?
O3 Ni1 N1 88.58(14) . 2_566 ?
O6 Ni1 N1 90.65(14) 2_666 2_566 ?
O6 Ni1 N1 89.35(14) 1_455 2_566 ?
N1 Ni1 N1 180.0 . 2_566 ?
O4 Ni2 O4 180.000(1) 2_756 . ?
O4 Ni2 O1W 92.15(14) 2_756 2_756 ?
O4 Ni2 O1W 87.85(14) . 2_756 ?
O4 Ni2 O1W 87.85(14) 2_756 . ?
O4 Ni2 O1W 92.15(14) . . ?
O1W Ni2 O1W 180.0(2) 2_756 . ?
O4 Ni2 N2 88.49(15) 2_756 2_665 ?
O4 Ni2 N2 91.51(15) . 2_665 ?
O1W Ni2 N2 88.39(15) 2_756 2_665 ?
O1W Ni2 N2 91.61(15) . 2_665 ?
O4 Ni2 N2 91.51(15) 2_756 1_646 ?
O4 Ni2 N2 88.49(15) . 1_646 ?
O1W Ni2 N2 91.61(15) 2_756 1_646 ?
O1W Ni2 N2 88.39(15) . 1_646 ?
N2 Ni2 N2 180.0 2_665 1_646 ?
P1 O3 Ni1 148.2(2) . . ?
P2 O4 Ni2 135.1(2) . . ?
P2 O6 Ni1 144.9(2) . 1_655 ?
C18 N1 C9 117.0(5) . . ?
C18 N1 Ni1 122.9(4) . . ?
C9 N1 Ni1 120.1(3) . . ?
C14 N2 C15 115.9(5) . . ?
C14 N2 Ni2 121.8(4) . 1_464 ?
C15 N2 Ni2 122.2(4) . 1_464 ?
O3 P1 O2 116.4(2) . . ?
O3 P1 O1 106.3(2) . . ?
O2 P1 O1 109.1(2) . . ?
O3 P1 C1 108.3(2) . . ?
O2 P1 C1 111.2(2) . . ?
O1 P1 C1 104.8(2) . . ?
O4 P2 O6 115.2(2) . . ?
O4 P2 O5 105.6(2) . . ?
O6 P2 O5 111.7(2) . . ?
O4 P2 C4 108.6(2) . . ?
O6 P2 C4 108.1(2) . . ?
O5 P2 C4 107.4(2) . . ?
C2 C1 C6 117.4(5) . . ?
C2 C1 P1 126.6(4) . . ?
C6 C1 P1 116.0(4) . . ?
C3 C2 C1 117.9(5) . . ?
C3 C2 C7 117.7(5) . . ?
C1 C2 C7 124.4(5) . . ?
C4 C3 C2 124.6(5) . . ?
C3 C4 C5 118.1(5) . . ?
C3 C4 P2 119.3(4) . . ?
C5 C4 P2 122.5(4) . . ?
C6 C5 C4 117.6(5) . . ?
C6 C5 C8 119.4(5) . . ?
C4 C5 C8 122.9(5) . . ?
C5 C6 C1 124.3(5) . . ?
N1 C9 C10 122.8(5) . . ?
C9 C10 C11 120.3(5) . . ?
C17 C11 C10 116.5(5) . . ?
C17 C11 C12 122.5(5) . . ?
C10 C11 C12 121.0(5) . . ?
C16 C12 C13 117.1(5) . . ?
C16 C12 C11 123.2(5) . . ?
C13 C12 C11 119.7(5) . . ?
C12 C13 C14 119.5(6) . . ?
N2 C14 C13 124.2(6) . . ?
N2 C15 C16 123.2(5) . . ?
C12 C16 C15 120.1(5) . . ?
C11 C17 C18 120.1(5) . . ?
N1 C18 C17 123.2(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
O1W H2W O1 0.85 1.99 2.792(5) 157.5 1_655
O1W H1W O3 0.85 2.29 2.907(5) 129.1 1_655
O1W H1W O6 0.85 2.04 2.781(5) 145.7 .
O2W H3W O2 0.85 2.02 2.770(6) 146.4 2_665
O3W H5W O2W 0.85 2.31 2.837(9) 120.1 1_456
O1 H1A O2W 0.82 1.76 2.569(6) 166.4 .
O5 H5A O2 0.82 1.74 2.539(5) 164.6 2_666

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.112
_database_code_depnum_ccdc_archive 'CCDC 1005984'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 N2 Ni O10 P2'
_chemical_formula_weight         577.09

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.3161(14)
_cell_length_b                   11.508(3)
_cell_length_c                   12.0717(16)
_cell_angle_alpha                105.480(3)
_cell_angle_beta                 109.935(2)
_cell_angle_gamma                101.391(4)
_cell_volume                     1230.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9768
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0861
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4325
_reflns_number_gt                2958
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0497P)²+0.0000P] 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         4325
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.025
_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 -0.15986(6) -0.25343(5) -0.00228(5) 0.02119(17) Uani 1 1 d . . .
O1W O -0.1763(3) -0.4293(2) 0.0207(2) 0.0273(7) Uani 1 1 d . . .
H1W H -0.2109 -0.4397 0.0732 0.033 Uiso 1 1 d R . .
H2W H -0.1502 -0.4858 -0.0197 0.033 Uiso 1 1 d R . .
O1 O -0.3806(3) -0.2341(3) 0.2588(3) 0.0391(8) Uani 1 1 d . . .
H1B H -0.4324 -0.3085 0.2299 0.059 Uiso 1 1 calc R . .
O2W O -0.1409(3) -0.0717(3) -0.0141(3) 0.0380(8) Uani 1 1 d . . .
H3W H -0.1439 -0.0207 0.0499 0.046 Uiso 1 1 d R . .
H4W H -0.1309 -0.0521 -0.0744 0.046 Uiso 1 1 d R . .
O2 O -0.1968(3) -0.3489(2) 0.2483(2) 0.0266(7) Uani 1 1 d . . .
O3 O -0.2372(3) -0.1949(3) 0.1335(2) 0.0267(7) Uani 1 1 d . . .
O3W O -0.5409(4) -0.1914(4) -0.0051(4) 0.0770(13) Uani 1 1 d . . .
H5W H -0.6160 -0.2256 0.0036 0.092 Uiso 1 1 d R . .
H6W H -0.5545 -0.2619 -0.0600 0.092 Uiso 1 1 d R . .
O4 O -0.4346(3) -0.5486(2) -0.1782(2) 0.0259(7) Uani 1 1 d . . .
O4W O -0.3856(4) -0.0214(4) -0.0951(4) 0.0786(13) Uani 1 1 d . . .
H7W H -0.3828 0.0543 -0.0603 0.094 Uiso 1 1 d R . .
H8W H -0.4432 -0.0785 -0.0864 0.094 Uiso 1 1 d R . .
O5 O -0.6282(3) -0.4397(3) -0.2183(3) 0.0311(7) Uani 1 1 d . . .
H5B H -0.6755 -0.5109 -0.2283 0.047 Uiso 1 1 calc R . .
O6 O -0.3700(3) -0.3110(2) -0.1345(2) 0.0250(7) Uani 1 1 d . . .
N1 N 0.0550(4) -0.1795(3) 0.1387(3) 0.0289(9) Uani 1 1 d . . .
N2 N -0.1055(4) -0.3189(3) -0.1566(3) 0.0251(8) Uani 1 1 d . . .
P1 P -0.23360(11) -0.22825(10) 0.24659(10) 0.0229(3) Uani 1 1 d . . .
P2 P -0.47482(11) -0.44142(10) -0.21678(10) 0.0221(3) Uani 1 1 d . . .
C1 C 0.0039(5) -0.1215(4) 0.4764(4) 0.0265(10) Uani 1 1 d . . .
H1A H 0.0060 -0.2046 0.4595 0.032 Uiso 1 1 calc R . .
C2 C -0.1050(4) -0.0965(4) 0.3885(4) 0.0226(9) Uani 1 1 d . . .
C3 C -0.1092(5) 0.0273(4) 0.4120(4) 0.0266(10) Uani 1 1 d . . .
C4 C -0.2219(5) 0.0631(4) 0.3198(4) 0.0413(13) Uani 1 1 d . . .
H4A H -0.1997 0.1539 0.3494 0.062 Uiso 1 1 calc R . .
H4B H -0.3167 0.0243 0.3137 0.062 Uiso 1 1 calc R . .
H4C H -0.2206 0.0337 0.2380 0.062 Uiso 1 1 calc R . .
C5 C -0.4556(4) -0.5741(4) -0.4340(4) 0.0255(10) Uani 1 1 d . . .
H5A H -0.4252 -0.6247 -0.3884 0.031 Uiso 1 1 calc R . .
C6 C -0.4941(4) -0.4735(4) -0.3777(4) 0.0226(9) Uani 1 1 d . . .
C7 C -0.5403(4) -0.3958(4) -0.4453(4) 0.0265(10) Uani 1 1 d . . .
C8 C -0.5859(6) -0.2843(4) -0.3930(4) 0.0435(13) Uani 1 1 d . . .
H8A H -0.5063 -0.2238 -0.3169 0.065 Uiso 1 1 calc R . .
H8B H -0.6673 -0.3134 -0.3747 0.065 Uiso 1 1 calc R . .
H8C H -0.6130 -0.2446 -0.4542 0.065 Uiso 1 1 calc R . .
C9 C 0.1503(5) -0.2425(5) 0.1455(4) 0.0451(13) Uani 1 1 d . . .
H9A H 0.1227 -0.3202 0.0809 0.054 Uiso 1 1 calc R . .
C10 C 0.0988(5) -0.0673(4) 0.2339(4) 0.0300(11) Uani 1 1 d . . .
H10A H 0.0351 -0.0201 0.2318 0.036 Uiso 1 1 calc R . .
C11 C 0.2874(5) -0.2005(5) 0.2418(4) 0.0433(13) Uani 1 1 d . . .
H11A H 0.3496 -0.2487 0.2400 0.052 Uiso 1 1 calc R . .
C12 C 0.2343(5) -0.0190(4) 0.3347(4) 0.0340(11) Uani 1 1 d . . .
H12A H 0.2598 0.0589 0.3984 0.041 Uiso 1 1 calc R . .
C13 C 0.3325(5) -0.0871(4) 0.3406(4) 0.0301(11) Uani 1 1 d . . .
C14 C 0.4764(5) -0.0458(4) 0.4454(4) 0.0342(11) Uani 1 1 d . . .
H14A H 0.5404 -0.0891 0.4329 0.041 Uiso 1 1 calc R . .
C15 C -0.0513(5) -0.4150(4) -0.1755(4) 0.0346(11) Uani 1 1 d . . .
H15A H -0.0273 -0.4496 -0.1127 0.042 Uiso 1 1 calc R . .
C16 C -0.1438(5) -0.2751(4) -0.2513(4) 0.0310(11) Uani 1 1 d . . .
H16A H -0.1851 -0.2102 -0.2429 0.037 Uiso 1 1 calc R . .
C17 C -0.0285(5) -0.4664(4) -0.2815(4) 0.0383(12) Uani 1 1 d . . .
H17A H 0.0104 -0.5329 -0.2887 0.046 Uiso 1 1 calc R . .
C18 C -0.1252(5) -0.3213(4) -0.3595(4) 0.0343(11) Uani 1 1 d . . .
H18A H -0.1539 -0.2874 -0.4223 0.041 Uiso 1 1 calc R . .
C19 C -0.0640(5) -0.4179(4) -0.3772(4) 0.0302(11) Uani 1 1 d . . .
C20 C -0.0408(5) -0.4644(4) -0.4916(4) 0.0313(11) Uani 1 1 d . . .
H20A H -0.0883 -0.4414 -0.5589 0.038 Uiso 1 1 calc 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
Ni1 O6 2.048(3) . ?
Ni1 O3 2.072(3) . ?
Ni1 O1W 2.097(3) . ?
Ni1 N1 2.108(3) . ?
Ni1 O2W 2.109(3) . ?
Ni1 N2 2.118(3) . ?
O1 P1 1.563(3) . ?
O2 P1 1.513(3) . ?
O3 P1 1.504(3) . ?
O4 P2 1.513(3) . ?
O5 P2 1.580(3) . ?
O6 P2 1.497(3) . ?
N1 C9 1.326(5) . ?
N1 C10 1.347(5) . ?
N2 C15 1.336(5) . ?
N2 C16 1.339(5) . ?
P1 C2 1.806(4) . ?
P2 C6 1.809(4) . ?
C1 C3 1.388(5) 2_556 ?
C1 C2 1.395(5) . ?
C2 C3 1.389(5) . ?
C3 C1 1.388(5) 2_556 ?
C3 C4 1.521(6) . ?
C5 C6 1.380(5) . ?
C5 C7 1.389(5) 2_444 ?
C6 C7 1.409(6) . ?
C7 C5 1.389(5) 2_444 ?
C7 C8 1.508(6) . ?
C9 C11 1.376(6) . ?
C10 C12 1.384(6) . ?
C11 C13 1.375(6) . ?
C12 C13 1.392(6) . ?
C13 C14 1.467(6) . ?
C14 C14 1.305(8) 2_656 ?
C15 C17 1.378(6) . ?
C16 C18 1.367(6) . ?
C17 C19 1.385(6) . ?
C18 C19 1.386(6) . ?
C19 C20 1.460(6) . ?
C20 C20 1.312(8) 2_544 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Ni1 O3 87.21(11) . . ?
O6 Ni1 O1W 94.31(11) . . ?
O3 Ni1 O1W 90.84(11) . . ?
O6 Ni1 N1 175.40(12) . . ?
O3 Ni1 N1 90.27(12) . . ?
O1W Ni1 N1 89.57(12) . . ?
O6 Ni1 O2W 87.27(11) . . ?
O3 Ni1 O2W 86.26(11) . . ?
O1W Ni1 O2W 176.63(11) . . ?
N1 Ni1 O2W 88.73(12) . . ?
O6 Ni1 N2 86.23(12) . . ?
O3 Ni1 N2 173.43(12) . . ?
O1W Ni1 N2 89.98(12) . . ?
N1 Ni1 N2 96.26(13) . . ?
O2W Ni1 N2 93.10(12) . . ?
P1 O3 Ni1 133.81(17) . . ?
P2 O6 Ni1 130.80(17) . . ?
C9 N1 C10 116.1(4) . . ?
C9 N1 Ni1 123.3(3) . . ?
C10 N1 Ni1 120.4(3) . . ?
C15 N2 C16 115.9(4) . . ?
C15 N2 Ni1 124.0(3) . . ?
C16 N2 Ni1 119.6(3) . . ?
O3 P1 O2 114.55(16) . . ?
O3 P1 O1 109.88(17) . . ?
O2 P1 O1 110.85(17) . . ?
O3 P1 C2 108.90(17) . . ?
O2 P1 C2 109.67(18) . . ?
O1 P1 C2 102.27(18) . . ?
O6 P2 O4 115.40(16) . . ?
O6 P2 O5 106.97(16) . . ?
O4 P2 O5 110.35(16) . . ?
O6 P2 C6 109.46(17) . . ?
O4 P2 C6 107.81(17) . . ?
O5 P2 C6 106.50(17) . . ?
C3 C1 C2 122.7(4) 2_556 . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 P1 122.8(3) . . ?
C1 C2 P1 117.8(3) . . ?
C1 C3 C2 117.9(4) 2_556 . ?
C1 C3 C4 119.4(4) 2_556 . ?
C2 C3 C4 122.7(4) . . ?
C6 C5 C7 123.8(4) . 2_444 ?
C5 C6 C7 118.9(4) . . ?
C5 C6 P2 118.8(3) . . ?
C7 C6 P2 122.3(3) . . ?
C5 C7 C6 117.3(4) 2_444 . ?
C5 C7 C8 119.6(4) 2_444 . ?
C6 C7 C8 123.1(4) . . ?
N1 C9 C11 124.3(4) . . ?
N1 C10 C12 123.0(4) . . ?
C9 C11 C13 120.1(4) . . ?
C10 C12 C13 119.9(4) . . ?
C11 C13 C12 116.5(4) . . ?
C11 C13 C14 119.6(4) . . ?
C12 C13 C14 123.9(4) . . ?
C14 C14 C13 126.4(6) 2_656 . ?
N2 C15 C17 124.5(4) . . ?
N2 C16 C18 123.1(4) . . ?
C15 C17 C19 119.3(4) . . ?
C16 C18 C19 121.1(4) . . ?
C17 C19 C18 116.1(4) . . ?
C17 C19 C20 123.2(4) . . ?
C18 C19 C20 120.7(4) . . ?
C20 C20 C19 126.1(5) 2_544 . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.087
_database_code_depnum_ccdc_archive 'CCDC 1005985'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 Cu N2 O8 P2'
_chemical_formula_weight         443.76

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/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                   16.906(11)
_cell_length_b                   8.996(6)
_cell_length_c                   12.435(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.406(12)
_cell_angle_gamma                90.00
_cell_volume                     1541.5(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             908
_exptl_absorpt_coefficient_mu    1.673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.740
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3910
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0669
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1351
_reflns_number_gt                1022
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0476P)²+1.0209P] where P=(Fo²+2Fc²)/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         1351
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 0.2500 0.2500 0.0000 0.0203(3) Uani 1 2 d S . .
O1W O 0.2591(2) 0.5193(4) 0.0123(3) 0.0285(8) Uani 1 1 d . . .
H1W H 0.2676 0.5676 0.0774 0.034 Uiso 1 1 d R . .
H2W H 0.2441 0.5812 -0.0489 0.034 Uiso 1 1 d R . .
O1 O 0.2241(2) 0.2280(3) 0.1355(3) 0.0188(7) Uani 1 1 d . . .
O2 O 0.2041(2) 0.2782(3) 0.3188(3) 0.0244(8) Uani 1 1 d . . .
O3 O 0.2830(2) 0.4658(3) 0.2575(3) 0.0232(7) Uani 1 1 d . . .
H3A H 0.2712 0.5345 0.2895 0.035 Uiso 1 1 calc R . .
N1 N 0.4003(2) 0.2382(4) 0.1511(3) 0.0209(9) Uani 1 1 d . . .
P1 P 0.20360(8) 0.34206(12) 0.20783(11) 0.0177(3) Uani 1 1 d . . .
C1 C -0.0019(4) 0.1897(5) 0.0680(5) 0.0373(14) Uani 1 1 d . . .
H1A H -0.0683 0.1576 0.0192 0.056 Uiso 1 1 calc R . .
H1B H 0.0272 0.1814 0.1608 0.056 Uiso 1 1 calc R . .
H1C H 0.0330 0.1285 0.0454 0.056 Uiso 1 1 calc R . .
C2 C 0.0019(3) 0.3494(5) 0.0343(4) 0.0218(10) Uani 1 1 d . . .
C3 C 0.0883(3) 0.4288(5) 0.0908(4) 0.0160(9) Uani 1 1 d . . .
C4 C 0.0842(3) 0.5769(5) 0.0550(4) 0.0180(10) Uani 1 1 d . . .
H4A H 0.1422 0.6287 0.0928 0.022 Uiso 1 1 calc R . .
C5 C 0.4512(3) 0.3620(5) 0.2014(5) 0.0375(13) Uani 1 1 d . . .
H5A H 0.4193 0.4527 0.1696 0.045 Uiso 1 1 calc R . .
C6 C 0.4503(3) 0.1142(5) 0.2005(4) 0.0221(10) Uani 1 1 d . . .
H6A H 0.4182 0.0238 0.1684 0.027 Uiso 1 1 calc 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 O1 1.981(3) . ?
Cu1 O1 1.981(3) 7 ?
Cu1 N1 2.113(4) 7 ?
Cu1 N1 2.113(4) . ?
Cu1 O1W 2.427(4) 7 ?
Cu1 O1W 2.427(4) . ?
O1 P1 1.531(3) . ?
O2 P1 1.490(3) . ?
O3 P1 1.568(3) . ?
N1 C6 1.317(5) . ?
N1 C5 1.322(6) . ?
P1 C3 1.800(4) . ?
C1 C2 1.508(6) . ?
C2 C4 1.385(6) 5_565 ?
C2 C3 1.396(6) . ?
C3 C4 1.394(6) . ?
C4 C2 1.385(6) 5_565 ?
C5 C5 1.370(9) 2_655 ?
C6 C6 1.393(8) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0(2) . 7 ?
O1 Cu1 N1 90.95(13) . 7 ?
O1 Cu1 N1 89.05(13) 7 7 ?
O1 Cu1 N1 89.05(13) . . ?
O1 Cu1 N1 90.95(13) 7 . ?
N1 Cu1 N1 180.0(3) 7 . ?
O1 Cu1 O1W 85.20(10) . 7 ?
O1 Cu1 O1W 94.80(10) 7 7 ?
N1 Cu1 O1W 89.68(12) 7 7 ?
N1 Cu1 O1W 90.32(12) . 7 ?
O1 Cu1 O1W 94.80(10) . . ?
O1 Cu1 O1W 85.20(10) 7 . ?
N1 Cu1 O1W 90.32(12) 7 . ?
N1 Cu1 O1W 89.68(12) . . ?
O1W Cu1 O1W 180.00(16) 7 . ?
P1 O1 Cu1 132.03(17) . . ?
C6 N1 C5 115.3(4) . . ?
C6 N1 Cu1 125.0(3) . . ?
C5 N1 Cu1 119.7(3) . . ?
O2 P1 O1 113.82(17) . . ?
O2 P1 O3 111.36(17) . . ?
O1 P1 O3 105.92(17) . . ?
O2 P1 C3 109.77(19) . . ?
O1 P1 C3 108.86(18) . . ?
O3 P1 C3 106.83(19) . . ?
C4 C2 C3 117.7(4) 5_565 . ?
C4 C2 C1 119.0(4) 5_565 . ?
C3 C2 C1 123.2(4) . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 P1 120.2(3) . . ?
C2 C3 P1 120.8(3) . . ?
C2 C4 C3 123.2(4) 5_565 . ?
N1 C5 C5 122.6(3) . 2_655 ?
N1 C6 C6 122.1(2) . 2_655 ?

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
O1W H2W O2 0.85 1.86 2.716(4) 175.7 6_565
O3 H3A O1 0.82 1.95 2.745(4) 161.6 4
O3 H3A O2 0.82 2.73 3.015(4) 102.5 4

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 1005986'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 Cu N2 O8 P2'
_chemical_formula_weight         519.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
H H 0.0000 0.0000 '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                   7.309(3)
_cell_length_b                   8.365(4)
_cell_length_c                   9.315(4)
_cell_angle_alpha                97.459(6)
_cell_angle_beta                 112.125(6)
_cell_angle_gamma                90.768(7)
_cell_volume                     521.9(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             267
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3922
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0765
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1817
_reflns_number_gt                1297
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0666P)²+0.0000P] 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         1817
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1352
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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 0.5000 0.0000 0.0000 0.0339(3) Uani 1 2 d S . .
O1 O 0.2908(5) 0.0513(4) 0.3277(4) 0.0397(9) Uani 1 1 d . . .
H1B H 0.3156 0.0192 0.4121 0.060 Uiso 1 1 calc R . .
O1W O 0.8288(7) -0.1209(6) 0.2393(6) 0.0935(17) Uani 1 1 d . . .
H1W H 0.8854 -0.0596 0.3262 0.112 Uiso 1 1 d R . .
H2W H 0.8795 -0.2073 0.2184 0.112 Uiso 1 1 d R . .
O2 O 0.6647(5) 0.0582(4) 0.4191(4) 0.0398(9) Uani 1 1 d . . .
O3 O 0.4528(5) 0.1464(4) 0.1592(4) 0.0375(8) Uani 1 1 d . . .
P1 P 0.48195(19) 0.13847(15) 0.32769(14) 0.0337(4) Uani 1 1 d . . .
N1 N 0.3273(6) -0.1756(5) 0.0205(4) 0.0338(10) Uani 1 1 d . . .
C1 C 0.3945(8) -0.3074(7) 0.0797(7) 0.0627(19) Uani 1 1 d . . .
H1A H 0.5306 -0.3143 0.1264 0.075 Uiso 1 1 calc R . .
C2 C 0.2708(8) -0.4364(7) 0.0754(7) 0.067(2) Uani 1 1 d . . .
H2A H 0.3243 -0.5271 0.1194 0.080 Uiso 1 1 calc R . .
C3 C 0.0688(7) -0.4305(6) 0.0061(5) 0.0373(12) Uani 1 1 d . . .
C5 C 0.0020(8) -0.2916(6) -0.0512(7) 0.0539(16) Uani 1 1 d . . .
H5A H -0.1335 -0.2803 -0.0963 0.065 Uiso 1 1 calc R . .
C6 C 0.1333(8) -0.1677(6) -0.0429(7) 0.0547(16) Uani 1 1 d . . .
H6A H 0.0833 -0.0745 -0.0836 0.066 Uiso 1 1 calc R . .
C8 C 0.4932(7) 0.3432(6) 0.4232(5) 0.0331(11) Uani 1 1 d . . .
C9 C 0.6344(7) 0.4609(6) 0.4261(5) 0.0337(11) Uani 1 1 d . . .
C7 C 0.3628(7) 0.3851(6) 0.4960(5) 0.0363(12) Uani 1 1 d . . .
H7A H 0.2693 0.3066 0.4925 0.044 Uiso 1 1 calc R . .
C10 C 0.7772(8) 0.4267(7) 0.3466(6) 0.0501(15) Uani 1 1 d . . .
H10A H 0.8543 0.5243 0.3565 0.075 Uiso 1 1 calc R . .
H10B H 0.7052 0.3872 0.2377 0.075 Uiso 1 1 calc R . .
H10C H 0.8635 0.3469 0.3948 0.075 Uiso 1 1 calc 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 O3 1.935(3) 2_655 ?
Cu1 O3 1.935(3) . ?
Cu1 N1 1.998(3) 2_655 ?
Cu1 N1 1.998(3) . ?
Cu1 O1W 2.895(6) . ?
O1 P1 1.567(3) . ?
O1 H1B 0.8200 . ?
O1W H1W 0.8500 . ?
O1W H2W 0.8500 . ?
O2 P1 1.509(4) . ?
O3 P1 1.513(3) . ?
P1 C8 1.810(5) . ?
N1 C1 1.315(7) . ?
N1 C6 1.321(6) . ?
C1 C2 1.385(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.375(7) . ?
C2 H2A 0.9300 . ?
C3 C5 1.361(7) . ?
C3 C3 1.492(8) 2_545 ?
C5 C6 1.378(6) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C8 C7 1.387(6) . ?
C8 C9 1.407(6) . ?
C9 C7 1.390(6) 2_666 ?
C9 C10 1.501(6) . ?
C7 C9 1.390(6) 2_666 ?
C7 H7A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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
O3 Cu1 O3 180.00(18) 2_655 . ?
O3 Cu1 N1 91.26(14) 2_655 2_655 ?
O3 Cu1 N1 88.74(14) . 2_655 ?
O3 Cu1 N1 88.74(14) 2_655 . ?
O3 Cu1 N1 91.26(14) . . ?
N1 Cu1 N1 180.00(15) 2_655 . ?
O3 Cu1 O1W 89.82(13) 2_655 . ?
O3 Cu1 O1W 90.18(13) . . ?
N1 Cu1 O1W 92.42(15) 2_655 . ?
N1 Cu1 O1W 87.58(15) . . ?
P1 O1 H1B 109.5 . . ?
Cu1 O1W H1W 117.8 . . ?
Cu1 O1W H2W 120.9 . . ?
H1W O1W H2W 120.5 . . ?
P1 O3 Cu1 133.6(2) . . ?
O2 P1 O3 114.72(19) . . ?
O2 P1 O1 111.00(18) . . ?
O3 P1 O1 107.83(18) . . ?
O2 P1 C8 109.2(2) . . ?
O3 P1 C8 107.8(2) . . ?
O1 P1 C8 105.9(2) . . ?
C1 N1 C6 117.5(4) . . ?
C1 N1 Cu1 123.7(4) . . ?
C6 N1 Cu1 118.5(3) . . ?
N1 C1 C2 122.7(5) . . ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
C3 C2 C1 120.1(5) . . ?
C3 C2 H2A 120.0 . . ?
C1 C2 H2A 120.0 . . ?
C5 C3 C2 116.4(4) . . ?
C5 C3 C3 122.0(6) . 2_545 ?
C2 C3 C3 121.6(6) . 2_545 ?
C3 C5 C6 120.5(5) . . ?
C3 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
N1 C6 C5 122.8(5) . . ?
N1 C6 H6A 118.6 . . ?
C5 C6 H6A 118.6 . . ?
C7 C8 C9 119.3(4) . . ?
C7 C8 P1 120.0(4) . . ?
C9 C8 P1 120.8(4) . . ?
C7 C9 C8 117.8(4) 2_666 . ?
C7 C9 C10 119.6(4) 2_666 . ?
C8 C9 C10 122.7(4) . . ?
C8 C7 C9 123.0(4) . 2_666 ?
C8 C7 H7A 118.5 . . ?
C9 C7 H7A 118.5 2_666 . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Cu1 O3 P1 -160(100) 2_655 . . . ?
N1 Cu1 O3 P1 -123.5(3) 2_655 . . . ?
N1 Cu1 O3 P1 56.5(3) . . . . ?
O1W Cu1 O3 P1 -31.1(3) . . . . ?
Cu1 O3 P1 O2 37.3(3) . . . . ?
Cu1 O3 P1 O1 -87.0(3) . . . . ?
Cu1 O3 P1 C8 159.1(3) . . . . ?
O3 Cu1 N1 C1 68.9(5) 2_655 . . . ?
O3 Cu1 N1 C1 -111.1(5) . . . . ?
N1 Cu1 N1 C1 -110(100) 2_655 . . . ?
O1W Cu1 N1 C1 -20.9(4) . . . . ?
O3 Cu1 N1 C6 -104.0(4) 2_655 . . . ?
O3 Cu1 N1 C6 76.0(4) . . . . ?
N1 Cu1 N1 C6 77(100) 2_655 . . . ?
O1W Cu1 N1 C6 166.1(4) . . . . ?
C6 N1 C1 C2 1.1(9) . . . . ?
Cu1 N1 C1 C2 -171.8(5) . . . . ?
N1 C1 C2 C3 0.5(10) . . . . ?
C1 C2 C3 C5 -2.0(9) . . . . ?
C1 C2 C3 C3 177.7(6) . . . 2_545 ?
C2 C3 C5 C6 2.0(9) . . . . ?
C3 C3 C5 C6 -177.7(6) 2_545 . . . ?
C1 N1 C6 C5 -1.2(8) . . . . ?
Cu1 N1 C6 C5 172.2(4) . . . . ?
C3 C5 C6 N1 -0.4(9) . . . . ?
O2 P1 C8 C7 -111.1(4) . . . . ?
O3 P1 C8 C7 123.6(4) . . . . ?
O1 P1 C8 C7 8.4(5) . . . . ?
O2 P1 C8 C9 68.3(4) . . . . ?
O3 P1 C8 C9 -56.9(4) . . . . ?
O1 P1 C8 C9 -172.1(4) . . . . ?
C7 C8 C9 C7 0.6(8) . . . 2_666 ?
P1 C8 C9 C7 -178.8(3) . . . 2_666 ?
C7 C8 C9 C10 -178.3(5) . . . . ?
P1 C8 C9 C10 2.2(7) . . . . ?
C9 C8 C7 C9 -0.6(8) . . . 2_666 ?
P1 C8 C7 C9 178.8(4) . . . 2_666 ?

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
O1 H1B O2 0.82 1.73 2.549(4) 172.4 2_656

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.480
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.096
_database_code_depnum_ccdc_archive 'CCDC 1005987'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N2 O6 P2 Zn'
_chemical_formula_weight         485.65

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'
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'
Zn Zn 0.2839 1.4301 '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                   9.1979(7)
_cell_length_b                   10.0023(9)
_cell_length_c                   12.2994(9)
_cell_angle_alpha                85.738(3)
_cell_angle_beta                 77.906(2)
_cell_angle_gamma                65.089(3)
_cell_volume                     1003.37(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    275(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      24.99

_exptl_crystal_description       Plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    1.422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      275(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8276
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3458
_reflns_number_gt                2505
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0406P)²+0.0000P] 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         3458
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
Zn1 Zn 0.33179(5) 0.41462(5) 0.15768(3) 0.02629(15) Uani 1 1 d . . .
O1 O 0.4469(3) 0.7004(3) -0.0757(2) 0.0454(8) Uani 1 1 d . . .
O2 O 0.3849(3) 0.7367(3) 0.1293(2) 0.0407(7) Uani 1 1 d . . .
H2A H 0.3788 0.6776 0.1780 0.061 Uiso 1 1 calc R . .
O3 O 0.2723(3) 0.5848(3) 0.04938(19) 0.0296(6) Uani 1 1 d . . .
O4 O 0.4751(3) 0.3716(3) 0.4244(2) 0.0331(6) Uani 1 1 d . . .
O5 O 0.3443(3) 0.6515(3) 0.4457(2) 0.0376(7) Uani 1 1 d . . .
H5B H 0.4105 0.6243 0.4870 0.056 Uiso 1 1 calc R . .
O6 O 0.3517(3) 0.5347(3) 0.27194(18) 0.0314(6) Uani 1 1 d . . .
N1 N 0.3527(4) 0.2175(4) 0.2528(3) 0.0371(8) Uani 1 1 d . . .
N2 N 0.0959(4) 0.4168(4) 0.1843(3) 0.0377(8) Uani 1 1 d . . .
P1 P 0.32227(10) 0.71011(11) 0.02651(8) 0.0263(2) Uani 1 1 d . . .
P2 P 0.34126(11) 0.51731(12) 0.39663(8) 0.0270(2) Uani 1 1 d . . .
C1 C 0.2926(4) 1.0426(5) 0.0108(3) 0.0400(10) Uani 1 1 d . . .
H1A H 0.3746 0.9989 -0.0543 0.060 Uiso 1 1 calc R . .
H1B H 0.3348 0.9988 0.0760 0.060 Uiso 1 1 calc R . .
H1C H 0.2633 1.1467 0.0124 0.060 Uiso 1 1 calc R . .
C2 C 0.1434(4) 1.0163(4) 0.0080(3) 0.0264(9) Uani 1 1 d . . .
C3 C 0.1437(4) 0.8758(4) 0.0136(3) 0.0230(8) Uani 1 1 d . . .
C4 C 0.0015(4) 0.8629(4) 0.0040(3) 0.0271(9) Uani 1 1 d . . .
H4A H 0.0032 0.7692 0.0057 0.032 Uiso 1 1 calc R . .
C5 C -0.1443(4) 0.6108(4) 0.4854(3) 0.0308(9) Uani 1 1 d . . .
H5A H -0.2433 0.6858 0.4753 0.037 Uiso 1 1 calc R . .
C6 C -0.0107(5) 0.7638(5) 0.3758(4) 0.0515(12) Uani 1 1 d . . .
H6A H -0.1209 0.8379 0.3913 0.077 Uiso 1 1 calc R . .
H6B H 0.0222 0.7410 0.2976 0.077 Uiso 1 1 calc R . .
H6C H 0.0607 0.7997 0.3979 0.077 Uiso 1 1 calc R . .
C7 C -0.0012(4) 0.6267(4) 0.4395(3) 0.0287(9) Uani 1 1 d . . .
C8 C 0.1470(4) 0.5115(4) 0.4546(3) 0.0259(9) Uani 1 1 d . . .
C9 C 0.4903(6) 0.1168(5) 0.2781(4) 0.0513(12) Uani 1 1 d . . .
H9A H 0.5846 0.1333 0.2579 0.062 Uiso 1 1 calc R . .
C10 C 0.5002(7) -0.0109(6) 0.3327(5) 0.0784(17) Uani 1 1 d . . .
H10A H 0.5979 -0.0783 0.3510 0.094 Uiso 1 1 calc R . .
C11 C 0.3598(9) -0.0356(7) 0.3595(5) 0.092(2) Uani 1 1 d . . .
H11A H 0.3625 -0.1221 0.3945 0.110 Uiso 1 1 calc R . .
C12 C 0.2180(7) 0.0671(6) 0.3343(4) 0.0706(16) Uani 1 1 d . . .
H12A H 0.1227 0.0522 0.3531 0.085 Uiso 1 1 calc R . .
C13 C 0.2163(5) 0.1939(5) 0.2806(3) 0.0421(11) Uani 1 1 d . . .
C14 C 0.0705(5) 0.3095(5) 0.2470(3) 0.0383(11) Uani 1 1 d . . .
C15 C -0.0839(6) 0.3104(7) 0.2748(4) 0.0658(16) Uani 1 1 d . . .
H15A H -0.1009 0.2372 0.3196 0.079 Uiso 1 1 calc R . .
C16 C -0.2120(6) 0.4204(7) 0.2355(4) 0.0710(17) Uani 1 1 d . . .
H16A H -0.3152 0.4201 0.2518 0.085 Uiso 1 1 calc R . .
C17 C -0.1871(5) 0.5292(7) 0.1729(4) 0.0674(16) Uani 1 1 d . . .
H17A H -0.2723 0.6054 0.1468 0.081 Uiso 1 1 calc R . .
C18 C -0.0302(5) 0.5229(6) 0.1494(4) 0.0598(14) Uani 1 1 d . . .
H18A H -0.0123 0.5972 0.1067 0.072 Uiso 1 1 calc 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
Zn1 O1 1.955(2) 2_665 ?
Zn1 O6 1.999(2) . ?
Zn1 O3 2.038(2) . ?
Zn1 N2 2.117(3) . ?
Zn1 N1 2.174(3) . ?
O1 P1 1.492(2) . ?
O1 Zn1 1.955(2) 2_665 ?
O2 P1 1.576(3) . ?
O3 P1 1.497(3) . ?
O4 P2 1.532(3) . ?
O5 P2 1.525(3) . ?
O6 P2 1.518(2) . ?
N1 C9 1.325(5) . ?
N1 C13 1.344(5) . ?
N2 C18 1.327(5) . ?
N2 C14 1.346(5) . ?
P1 C3 1.802(3) . ?
P2 C8 1.803(3) . ?
C1 C2 1.509(4) . ?
C2 C4 1.399(5) 2_575 ?
C2 C3 1.401(5) . ?
C3 C4 1.396(4) . ?
C4 C2 1.399(5) 2_575 ?
C5 C8 1.387(5) 2_566 ?
C5 C7 1.389(4) . ?
C6 C7 1.507(5) . ?
C7 C8 1.404(5) . ?
C8 C5 1.387(5) 2_566 ?
C9 C10 1.375(6) . ?
C10 C11 1.384(7) . ?
C11 C12 1.358(7) . ?
C12 C13 1.381(6) . ?
C13 C14 1.471(6) . ?
C14 C15 1.386(5) . ?
C15 C16 1.379(7) . ?
C16 C17 1.356(7) . ?
C17 C18 1.386(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O6 106.88(11) 2_665 . ?
O1 Zn1 O3 96.78(10) 2_665 . ?
O6 Zn1 O3 93.18(10) . . ?
O1 Zn1 N2 139.21(13) 2_665 . ?
O6 Zn1 N2 112.25(11) . . ?
O3 Zn1 N2 92.22(11) . . ?
O1 Zn1 N1 87.26(12) 2_665 . ?
O6 Zn1 N1 99.84(11) . . ?
O3 Zn1 N1 164.64(10) . . ?
N2 Zn1 N1 75.37(13) . . ?
P1 O1 Zn1 145.74(18) . 2_665 ?
P1 O3 Zn1 132.02(14) . . ?
P2 O6 Zn1 131.63(15) . . ?
C9 N1 C13 118.8(4) . . ?
C9 N1 Zn1 125.0(3) . . ?
C13 N1 Zn1 116.1(3) . . ?
C18 N2 C14 118.4(3) . . ?
C18 N2 Zn1 123.7(3) . . ?
C14 N2 Zn1 117.7(3) . . ?
O1 P1 O3 117.81(16) . . ?
O1 P1 O2 108.11(15) . . ?
O3 P1 O2 109.77(14) . . ?
O1 P1 C3 105.90(15) . . ?
O3 P1 C3 108.43(15) . . ?
O2 P1 C3 106.16(16) . . ?
O6 P2 O5 109.53(14) . . ?
O6 P2 O4 111.33(15) . . ?
O5 P2 O4 112.94(14) . . ?
O6 P2 C8 107.07(13) . . ?
O5 P2 C8 108.27(16) . . ?
O4 P2 C8 107.45(16) . . ?
C4 C2 C3 118.0(3) 2_575 . ?
C4 C2 C1 118.8(3) 2_575 . ?
C3 C2 C1 123.2(3) . . ?
C4 C3 C2 118.6(3) . . ?
C4 C3 P1 118.5(3) . . ?
C2 C3 P1 122.8(2) . . ?
C3 C4 C2 123.4(3) . 2_575 ?
C8 C5 C7 123.2(3) 2_566 . ?
C5 C7 C8 117.5(3) . . ?
C5 C7 C6 119.4(3) . . ?
C8 C7 C6 123.1(3) . . ?
C5 C8 C7 119.3(3) 2_566 . ?
C5 C8 P2 119.0(3) 2_566 . ?
C7 C8 P2 121.7(3) . . ?
N1 C9 C10 123.1(5) . . ?
C9 C10 C11 117.7(5) . . ?
C12 C11 C10 119.6(5) . . ?
C11 C12 C13 119.6(5) . . ?
N1 C13 C12 121.1(5) . . ?
N1 C13 C14 115.1(4) . . ?
C12 C13 C14 123.8(4) . . ?
N2 C14 C15 120.8(4) . . ?
N2 C14 C13 115.5(3) . . ?
C15 C14 C13 123.7(4) . . ?
C16 C15 C14 119.5(5) . . ?
C17 C16 C15 119.8(4) . . ?
C16 C17 C18 117.7(5) . . ?
N2 C18 C17 123.7(5) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.079
_database_code_depnum_ccdc_archive 'CCDC 1005988'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 Cd N2 O8 P2'
_chemical_formula_weight         492.62

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/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                   17.447(2)
_cell_length_b                   8.7795(11)
_cell_length_c                   12.845(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.7030(10)
_cell_angle_gamma                90.00
_cell_volume                     1636.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    1.576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.705
_exptl_absorpt_correction_T_max  0.741
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7450
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         27.49
_reflns_number_total             1870
_reflns_number_gt                1556
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0377P)²+0.5262P] 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         1870
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.001

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
Cd1 Cd 0.2500 0.2500 0.0000 0.02095(12) Uani 1 2 d S . .
O1W O 0.26156(13) 0.5166(3) 0.01474(17) 0.0300(5) Uani 1 1 d . . .
H1W H 0.2700 0.5649 0.0798 0.036 Uiso 1 1 d R . .
H2W H 0.2465 0.5785 -0.0465 0.036 Uiso 1 1 d R . .
O1 O 0.21181(14) 0.2169(2) 0.14205(19) 0.0214(4) Uani 1 1 d . . .
O2 O 0.19412(15) 0.2948(2) 0.31893(19) 0.0265(5) Uani 1 1 d . . .
O3 O 0.27069(13) 0.4663(2) 0.24231(17) 0.0251(4) Uani 1 1 d . . .
H3A H 0.2635 0.5399 0.2754 0.038 Uiso 1 1 calc R . .
N1 N 0.40601(18) 0.2303(3) 0.1589(2) 0.0261(6) Uani 1 1 d . . .
P1 P 0.19381(5) 0.34441(8) 0.20722(7) 0.01875(17) Uani 1 1 d . . .
C1 C -0.0023(2) 0.1868(4) 0.0741(3) 0.0400(9) Uani 1 1 d . . .
H1A H -0.0635 0.1476 0.0189 0.060 Uiso 1 1 calc R . .
H1B H 0.0135 0.1850 0.1586 0.060 Uiso 1 1 calc R . .
H1C H 0.0405 0.1249 0.0681 0.060 Uiso 1 1 calc R . .
C2 C 0.0019(2) 0.3484(3) 0.0377(3) 0.0232(6) Uani 1 1 d . . .
C3 C 0.08398(18) 0.4310(3) 0.0913(2) 0.0193(6) Uani 1 1 d . . .
C4 C 0.08037(18) 0.5810(3) 0.0532(3) 0.0219(6) Uani 1 1 d . . .
H4A H 0.1349 0.6361 0.0898 0.026 Uiso 1 1 calc R . .
C5 C 0.4537(2) 0.3598(4) 0.2053(4) 0.0458(10) Uani 1 1 d . . .
H5A H 0.4231 0.4524 0.1758 0.055 Uiso 1 1 calc R . .
C6 C 0.45313(19) 0.1019(3) 0.2049(3) 0.0241(6) Uani 1 1 d . . .
H6A H 0.4224 0.0094 0.1758 0.029 Uiso 1 1 calc 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
Cd1 O1 2.282(2) 7 ?
Cd1 O1 2.282(2) . ?
Cd1 N1 2.332(3) . ?
Cd1 N1 2.332(3) 7 ?
Cd1 O1W 2.348(2) 7 ?
Cd1 O1W 2.348(2) . ?
O1 P1 1.531(2) . ?
O2 P1 1.497(2) . ?
O3 P1 1.5737(19) . ?
N1 C6 1.326(4) . ?
N1 C5 1.338(4) . ?
P1 C3 1.817(3) . ?
C1 C2 1.509(4) . ?
C2 C4 1.396(4) 5_565 ?
C2 C3 1.398(4) . ?
C3 C4 1.393(4) . ?
C4 C2 1.396(4) 5_565 ?
C5 C5 1.367(7) 2_655 ?
C6 C6 1.384(6) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O1 180.00(14) 7 . ?
O1 Cd1 N1 89.56(8) 7 . ?
O1 Cd1 N1 90.44(8) . . ?
O1 Cd1 N1 90.44(8) 7 7 ?
O1 Cd1 N1 89.56(8) . 7 ?
N1 Cd1 N1 180.0(2) . 7 ?
O1 Cd1 O1W 96.46(7) 7 7 ?
O1 Cd1 O1W 83.54(7) . 7 ?
N1 Cd1 O1W 90.18(7) . 7 ?
N1 Cd1 O1W 89.82(7) 7 7 ?
O1 Cd1 O1W 83.54(7) 7 . ?
O1 Cd1 O1W 96.46(7) . . ?
N1 Cd1 O1W 89.82(7) . . ?
N1 Cd1 O1W 90.18(7) 7 . ?
O1W Cd1 O1W 180.00(11) 7 . ?
P1 O1 Cd1 125.72(11) . . ?
C6 N1 C5 116.5(3) . . ?
C6 N1 Cd1 125.95(19) . . ?
C5 N1 Cd1 117.5(2) . . ?
O2 P1 O1 114.77(12) . . ?
O2 P1 O3 111.98(12) . . ?
O1 P1 O3 104.65(12) . . ?
O2 P1 C3 110.41(13) . . ?
O1 P1 C3 107.50(12) . . ?
O3 P1 C3 107.08(12) . . ?
C4 C2 C3 118.6(2) 5_565 . ?
C4 C2 C1 118.2(2) 5_565 . ?
C3 C2 C1 123.2(3) . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 P1 120.3(2) . . ?
C2 C3 P1 120.8(2) . . ?
C3 C4 C2 122.6(3) . 5_565 ?
N1 C5 C5 121.82(18) . 2_655 ?
N1 C6 C6 121.72(16) . 2_655 ?

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
O1W H2W O2 0.87 1.82 2.677(3) 169.6 6_565
O3 H3A O1 0.82 1.79 2.577(3) 158.9 4
O3 H3A O2 0.82 2.83 3.139(3) 104.5 4

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.101
_database_code_depnum_ccdc_archive 'CCDC 1005989'
