# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 N8 O4 P2 Zn'
_chemical_formula_sum            'C20 H20 N8 O4 P2 Zn'
_chemical_formula_weight         563.75

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           Tetragonal
_symmetry_space_group_name_H-M   'I 41/a c d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+1/4, x+3/4, z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-x+1/2, y, -z'
'x, -y, -z+1/2'
'y+1/4, x+3/4, -z+3/4'
'-y+1/4, -x+1/4, -z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+3/4, x+5/4, z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-x+1, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1'
'y+3/4, x+5/4, -z+5/4'
'-y+3/4, -x+3/4, -z+3/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-1/4, -x-3/4, -z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'x-1/2, -y, z'
'-x, y, z-1/2'
'-y-1/4, -x-3/4, z-3/4'
'y-1/4, x-1/4, z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y+1/4, -x-1/4, -z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'-y+1/4, -x-1/4, z-1/4'
'y+1/4, x+1/4, z+1/4'

_cell_length_a                   19.4919(5)
_cell_length_b                   19.4919(5)
_cell_length_c                   25.8585(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9824.5(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3502
_cell_measurement_theta_min      2.9499
_cell_measurement_theta_max      28.6471

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4608
_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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            25006
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_sigmaI/netI    0.0423
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         26.99
_reflns_number_total             2689
_reflns_number_gt                1840
_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)+(0.0357P)²+10.5280P] 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         2689
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
C5 C 0.10179(16) 0.11794(15) 0.04905(12) 0.0379(8) Uani 1 1 d . . .
C4 C 0.16613(18) 0.14560(18) 0.06025(14) 0.0530(9) Uani 1 1 d . . .
H2 H 0.1714 0.1927 0.0645 0.064 Uiso 1 1 calc R . .
C3 C 0.22084(19) 0.1030(2) 0.06482(16) 0.0647(11) Uani 1 1 d . . .
H3 H 0.2641 0.1206 0.0721 0.078 Uiso 1 1 calc R . .
C2 C 0.21161(19) 0.0333(2) 0.05848(15) 0.0634(11) Uani 1 1 d . . .
H4 H 0.2479 0.0029 0.0628 0.076 Uiso 1 1 calc R . .
C1 C 0.14822(18) 0.01044(18) 0.04576(14) 0.0528(9) Uani 1 1 d . . .
H5 H 0.1426 -0.0364 0.0406 0.063 Uiso 1 1 calc R . .
C6 C -0.05139(15) 0.01893(15) 0.11378(13) 0.0359(7) Uani 1 1 d . . .
C7 C -0.06737(17) -0.00229(17) 0.16408(13) 0.0480(8) Uani 1 1 d . . .
H7 H -0.0731 0.0301 0.1901 0.058 Uiso 1 1 calc R . .
C8 C -0.07456(19) -0.06993(19) 0.17485(15) 0.0570(10) Uani 1 1 d . . .
H8 H -0.0844 -0.0844 0.2083 0.068 Uiso 1 1 calc R . .
C9 C -0.0669(2) -0.11705(18) 0.13524(16) 0.0606(11) Uani 1 1 d . . .
H9 H -0.0729 -0.1637 0.1413 0.073 Uiso 1 1 calc R . .
C10 C 0.05053(18) 0.09355(15) -0.08698(14) 0.0482(9) Uani 1 1 d . . .
H10 H 0.0454 0.1255 -0.0605 0.058 Uiso 1 1 calc R . .
N1 N 0.09269(13) 0.05094(12) 0.04010(10) 0.0402(7) Uani 1 1 d . . .
N2 N 0.04464(14) 0.15971(14) 0.04707(12) 0.0443(7) Uani 1 1 d . . .
N4 N 0.04127(13) 0.02654(12) -0.07553(10) 0.0379(6) Uani 1 1 d . . .
N3 N -0.04441(15) 0.08823(13) 0.10372(11) 0.0411(7) Uani 1 1 d . . .
O1 O -0.07789(10) 0.19803(9) 0.05627(8) 0.0408(5) Uani 1 1 d . . .
O2 O -0.05225(11) 0.08916(9) 0.00481(8) 0.0362(5) Uani 1 1 d . . .
P1 P -0.03670(4) 0.13489(4) 0.04972(3) 0.0343(2) Uani 1 1 d . . .
Zn1 Zn 0.0000 0.0000 0.0000 0.03638(16) Uani 1 2 d S . .
H2B H 0.0525(16) 0.1989(17) 0.0499(13) 0.047(10) Uiso 1 1 d . . .
H4B H -0.0464(15) 0.1113(15) 0.1273(12) 0.033(9) Uiso 1 1 d . . .


_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
C5 N1 1.338(4) . ?
C5 N2 1.381(4) . ?
C5 C4 1.396(4) . ?
C4 C3 1.357(5) . ?
C3 C2 1.380(5) . ?
C2 C1 1.354(5) . ?
C1 N1 1.348(4) . ?
C6 N4 1.343(4) 17 ?
C6 N3 1.382(4) . ?
C6 C7 1.400(4) . ?
C7 C8 1.355(5) . ?
C8 C9 1.383(5) . ?
C9 C10 1.368(5) 17 ?
C10 N4 1.351(4) . ?
C10 C9 1.367(5) 17 ?
N1 Zn1 2.308(3) . ?
N2 P1 1.659(3) . ?
N4 C6 1.343(4) 17 ?
N4 Zn1 2.175(3) . ?
N3 P1 1.673(3) . ?
O1 P1 1.479(2) . ?
O2 P1 1.495(2) . ?
O2 Zn1 2.0181(18) . ?
Zn1 O2 2.0181(18) 17 ?
Zn1 N4 2.175(3) 17 ?
Zn1 N1 2.308(3) 17 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C5 N2 117.5(3) . . ?
N1 C5 C4 122.1(3) . . ?
N2 C5 C4 120.3(3) . . ?
C3 C4 C5 119.2(3) . . ?
C4 C3 C2 119.3(3) . . ?
C1 C2 C3 118.1(3) . . ?
N1 C1 C2 124.5(3) . . ?
N4 C6 N3 119.5(3) 17 . ?
N4 C6 C7 121.5(3) 17 . ?
N3 C6 C7 119.1(3) . . ?
C8 C7 C6 120.1(3) . . ?
C7 C8 C9 118.9(3) . . ?
C10 C9 C8 118.6(3) 17 . ?
N4 C10 C9 123.7(3) . 17 ?
C5 N1 C1 116.5(3) . . ?
C5 N1 Zn1 127.0(2) . . ?
C1 N1 Zn1 115.2(2) . . ?
C5 N2 P1 126.7(2) . . ?
C6 N4 C10 117.2(3) 17 . ?
C6 N4 Zn1 124.0(2) 17 . ?
C10 N4 Zn1 118.4(2) . . ?
C6 N3 P1 134.2(2) . . ?
P1 O2 Zn1 117.33(12) . . ?
O1 P1 O2 118.37(13) . . ?
O1 P1 N2 106.31(13) . . ?
O2 P1 N2 109.61(14) . . ?
O1 P1 N3 107.93(13) . . ?
O2 P1 N3 107.81(12) . . ?
N2 P1 N3 106.19(15) . . ?
O2 Zn1 O2 180.0 . 17 ?
O2 Zn1 N4 92.14(8) . . ?
O2 Zn1 N4 87.86(8) 17 . ?
O2 Zn1 N4 87.86(8) . 17 ?
O2 Zn1 N4 92.14(8) 17 17 ?
N4 Zn1 N4 180.0 . 17 ?
O2 Zn1 N1 89.82(8) . . ?
O2 Zn1 N1 90.18(8) 17 . ?
N4 Zn1 N1 90.67(9) . . ?
N4 Zn1 N1 89.33(9) 17 . ?
O2 Zn1 N1 90.18(8) . 17 ?
O2 Zn1 N1 89.82(8) 17 17 ?
N4 Zn1 N1 89.33(9) . 17 ?
N4 Zn1 N1 90.67(9) 17 17 ?
N1 Zn1 N1 180.0 . 17 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.057
_database_code_depnum_ccdc_archive 'CCDC 989075'
#######################################################################
#
#                 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 N8 Ni O4 P2'
_chemical_formula_sum            'C20 H20 N8 Ni O4 P2'
_chemical_formula_weight         557.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I 41/a c d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+1/4, x+3/4, z+1/4'
'-x+1/2, -y, z+1/2'
'y+1/4, -x+1/4, z+3/4'
'-x, y, z+1/2'
'y+3/4, x+3/4, z+3/4'
'x+1/2, -y, z'
'-y+3/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+3/4, x+5/4, z+3/4'
'-x+1, -y+1/2, z+1'
'y+3/4, -x+3/4, z+5/4'
'-x+1/2, y+1/2, z+1'
'y+5/4, x+5/4, z+5/4'
'x+1, -y+1/2, z+1/2'
'-y+5/4, -x+3/4, z+3/4'
'-x, -y, -z'
'y-1/4, -x-3/4, -z-1/4'
'x-1/2, y, -z-1/2'
'-y-1/4, x-1/4, -z-3/4'
'x, -y, -z-1/2'
'-y-3/4, -x-3/4, -z-3/4'
'-x-1/2, y, -z'
'y-3/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'y+1/4, -x-1/4, -z+1/4'
'x, y+1/2, -z'
'-y+1/4, x+1/4, -z-1/4'
'x+1/2, -y+1/2, -z'
'-y-1/4, -x-1/4, -z-1/4'
'-x, y+1/2, -z+1/2'
'y-1/4, x+1/4, -z+1/4'

_cell_length_a                   19.3666(12)
_cell_length_b                   19.3666(12)
_cell_length_c                   25.514(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9569.4(14)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1985
_cell_measurement_theta_min      2.9690
_cell_measurement_theta_max      28.8772

_exptl_crystal_description       blocks
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4575
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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            22877
_diffrn_reflns_av_R_equivalents  0.1585
_diffrn_reflns_av_sigmaI/netI    0.0850
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2611
_reflns_number_gt                1484
_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)+(0.0669P)²+3.5039P] 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         2611
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1345
_refine_ls_R_factor_gt           0.0721
_refine_ls_wR_factor_ref         0.1768
_refine_ls_wR_factor_gt          0.1500
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
C3 C 0.4271(3) 0.0701(3) 0.1749(2) 0.0586(16) Uani 1 1 d . . .
H3 H 0.4172 0.0848 0.2088 0.070 Uiso 1 1 calc R . .
H3C H 0.555(2) -0.201(2) 0.0488(17) 0.031(13) Uiso 1 1 d . . .
H2C H 0.452(3) -0.110(3) 0.131(2) 0.07(2) Uiso 1 1 d . . .
C1 C 0.4521(3) 0.0931(3) 0.0863(2) 0.0531(14) Uani 1 1 d . . .
H1 H 0.4578 0.1251 0.0595 0.064 Uiso 1 1 calc R . .
C2 C 0.4355(3) 0.1174(3) 0.1349(2) 0.0638(17) Uani 1 1 d . . .
H2 H 0.4300 0.1644 0.1408 0.077 Uiso 1 1 calc R . .
C4 C 0.4336(3) 0.0023(3) 0.1639(2) 0.0543(15) Uani 1 1 d . . .
H4 H 0.4270 -0.0303 0.1902 0.065 Uiso 1 1 calc R . .
C5 C 0.4502(3) -0.0191(2) 0.1131(2) 0.0415(12) Uani 1 1 d . . .
C7 C 0.6009(3) -0.1174(3) 0.0471(2) 0.0434(13) Uani 1 1 d . . .
C8 C 0.6658(3) -0.1438(3) 0.0591(2) 0.0604(16) Uani 1 1 d . . .
H8 H 0.6716 -0.1911 0.0634 0.072 Uiso 1 1 calc R . .
C9 C 0.7202(3) -0.1011(4) 0.0646(3) 0.0745(19) Uani 1 1 d . . .
H9 H 0.7637 -0.1185 0.0726 0.089 Uiso 1 1 calc R . .
C014 C 0.6464(3) -0.0082(3) 0.0444(2) 0.0578(15) Uani 1 1 d . . .
H014 H 0.6405 0.0390 0.0394 0.069 Uiso 1 1 calc R . .
C017 C 0.7103(3) -0.0312(3) 0.0581(2) 0.0714(18) Uani 1 1 d . . .
H017 H 0.7466 -0.0003 0.0629 0.086 Uiso 1 1 calc R . .
N1 N 0.4609(2) 0.0258(2) 0.07451(16) 0.0441(11) Uani 1 1 d . . .
N2 N 0.4567(2) -0.0890(2) 0.10334(18) 0.0459(11) Uani 1 1 d . . .
N3 N 0.5445(2) -0.1594(2) 0.04462(19) 0.0494(12) Uani 1 1 d . . .
N4 N 0.5911(2) -0.0496(2) 0.03762(16) 0.0439(11) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 0.0000 0.0363(3) Uani 1 2 d S . .
O1 O 0.42188(17) -0.19871(15) 0.05519(13) 0.0470(9) Uani 1 1 d . . .
O2 O 0.44700(17) -0.08851(15) 0.00389(12) 0.0405(8) Uani 1 1 d . . .
P1 P 0.46277(7) -0.13521(6) 0.04862(5) 0.0401(4) Uani 1 1 d . . .


_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
C3 C4 1.348(7) . ?
C3 C2 1.381(7) . ?
C1 N1 1.347(6) . ?
C1 C2 1.364(7) . ?
C4 C5 1.398(7) . ?
C5 N1 1.331(6) . ?
C5 N2 1.381(6) . ?
C7 N4 1.348(6) . ?
C7 N3 1.364(6) . ?
C7 C8 1.390(7) . ?
C8 C9 1.347(8) . ?
C9 C017 1.378(8) . ?
C014 N4 1.349(6) . ?
C014 C017 1.361(7) . ?
N1 Ni1 2.106(4) . ?
N2 P1 1.663(4) . ?
N3 P1 1.653(5) . ?
N4 Ni1 2.227(4) . ?
Ni1 O2 2.000(3) 17_655 ?
Ni1 O2 2.000(3) . ?
Ni1 N1 2.106(4) 17_655 ?
Ni1 N4 2.227(4) 17_655 ?
O1 P1 1.472(3) . ?
O2 P1 1.488(3) . ?

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
C4 C3 C2 118.7(5) . . ?
N1 C1 C2 124.4(5) . . ?
C1 C2 C3 118.1(5) . . ?
C3 C4 C5 120.2(5) . . ?
N1 C5 N2 119.5(5) . . ?
N1 C5 C4 121.8(5) . . ?
N2 C5 C4 118.6(5) . . ?
N4 C7 N3 117.3(5) . . ?
N4 C7 C8 121.7(5) . . ?
N3 C7 C8 121.0(5) . . ?
C9 C8 C7 120.2(5) . . ?
C8 C9 C017 118.9(6) . . ?
N4 C014 C017 124.1(5) . . ?
C014 C017 C9 118.6(5) . . ?
C5 N1 C1 116.6(4) . . ?
C5 N1 Ni1 124.6(3) . . ?
C1 N1 Ni1 118.4(3) . . ?
C5 N2 P1 133.3(4) . . ?
C7 N3 P1 126.5(4) . . ?
C7 N4 C014 116.3(4) . . ?
C7 N4 Ni1 127.5(3) . . ?
C014 N4 Ni1 115.3(3) . . ?
O2 Ni1 O2 180.0 17_655 . ?
O2 Ni1 N1 88.54(14) 17_655 17_655 ?
O2 Ni1 N1 91.46(14) . 17_655 ?
O2 Ni1 N1 91.46(14) 17_655 . ?
O2 Ni1 N1 88.54(14) . . ?
N1 Ni1 N1 180.0 17_655 . ?
O2 Ni1 N4 90.88(13) 17_655 17_655 ?
O2 Ni1 N4 89.12(13) . 17_655 ?
N1 Ni1 N4 89.90(15) 17_655 17_655 ?
N1 Ni1 N4 90.10(15) . 17_655 ?
O2 Ni1 N4 89.12(13) 17_655 . ?
O2 Ni1 N4 90.88(13) . . ?
N1 Ni1 N4 90.10(15) 17_655 . ?
N1 Ni1 N4 89.90(15) . . ?
N4 Ni1 N4 180.00(13) 17_655 . ?
P1 O2 Ni1 116.97(19) . . ?
O1 P1 O2 119.0(2) . . ?
O1 P1 N3 106.6(2) . . ?
O2 P1 N3 108.7(2) . . ?
O1 P1 N2 108.4(2) . . ?
O2 P1 N2 107.6(2) . . ?
N3 P1 N2 105.8(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.084
_database_code_depnum_ccdc_archive 'CCDC 989076'
#######################################################################
#
#                 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 Co N8 O4 P2'
_chemical_formula_sum            'C20 H20 Co N8 O4 P2'
_chemical_formula_weight         557.31

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           Tetragonal
_symmetry_space_group_name_H-M   'I 41/a c d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y, -z+1/2'
'-x+1/2, y, -z'
'-y+1/4, -x+1/4, -z+1/4'
'y+3/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-y+1/4, x+3/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1, y+1/2, -z+1/2'
'-y+3/4, -x+3/4, -z+3/4'
'y+5/4, x+3/4, -z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-y+3/4, x+5/4, z+3/4'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y, z-1/2'
'x-1/2, -y, z'
'y-1/4, x-1/4, z-1/4'
'-y-3/4, -x-1/4, z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'y-1/4, -x-3/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'-x+1/2, y+1/2, z'
'x, -y+1/2, z+1/2'
'y+1/4, x+1/4, z+1/4'
'-y-1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'y+1/4, -x-1/4, -z+1/4'

_cell_length_a                   19.4697(9)
_cell_length_b                   19.4697(9)
_cell_length_c                   25.782(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9773.0(10)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1045
_cell_measurement_theta_min      2.9532
_cell_measurement_theta_max      28.9462

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4560
_exptl_absorpt_coefficient_mu    0.877
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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            20237
_diffrn_reflns_av_R_equivalents  0.2486
_diffrn_reflns_av_sigmaI/netI    0.1762
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2657
_reflns_number_gt                1134
_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)+(0.0000P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2657
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2323
_refine_ls_R_factor_gt           0.0980
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.0836
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_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
C1 C 0.4505(3) -0.0933(3) 0.4124(3) 0.059(2) Uani 1 1 d . . .
H1 H 0.4557 -0.1252 0.4389 0.070 Uiso 1 1 calc R . .
C2 C 0.4344(3) -0.1176(4) 0.3644(3) 0.070(2) Uani 1 1 d . . .
H2 H 0.4290 -0.1643 0.3582 0.085 Uiso 1 1 calc R . .
C3 C 0.4264(3) -0.0696(4) 0.3255(3) 0.069(2) Uani 1 1 d . . .
H3 H 0.4164 -0.0840 0.2919 0.083 Uiso 1 1 calc R . .
C4 C 0.4328(3) -0.0027(4) 0.3356(2) 0.0547(19) Uani 1 1 d . . .
H4 H 0.4266 0.0296 0.3094 0.066 Uiso 1 1 calc R . .
C5 C 0.4490(3) 0.0185(3) 0.3863(2) 0.0409(16) Uani 1 1 d . . .
C6 C 0.6017(3) 0.1177(3) 0.4522(2) 0.0444(17) Uani 1 1 d . . .
C7 C 0.6659(4) 0.1447(4) 0.4409(2) 0.064(2) Uani 1 1 d . . .
H7 H 0.6714 0.1919 0.4372 0.077 Uiso 1 1 calc R . .
C8 C 0.7207(4) 0.1023(4) 0.4351(3) 0.078(2) Uani 1 1 d . . .
H8 H 0.7636 0.1200 0.4266 0.094 Uiso 1 1 calc R . .
C9 C 0.7114(4) 0.0320(4) 0.4420(3) 0.077(2) Uani 1 1 d . . .
H9 H 0.7476 0.0014 0.4377 0.092 Uiso 1 1 calc R . .
C10 C 0.6476(4) 0.0095(3) 0.4552(2) 0.0571(19) Uani 1 1 d . . .
H10 H 0.6418 -0.0373 0.4608 0.068 Uiso 1 1 calc R . .
N1 N 0.4596(2) -0.0260(3) 0.42458(17) 0.0448(14) Uani 1 1 d . . .
N2 N 0.4563(3) 0.0885(3) 0.39605(18) 0.0490(16) Uani 1 1 d . . .
N3 N 0.5444(3) 0.1602(3) 0.4543(2) 0.0531(17) Uani 1 1 d . . .
N4 N 0.5917(3) 0.0507(3) 0.46059(18) 0.0463(14) Uani 1 1 d . . .
O1 O 0.42212(19) 0.19863(19) 0.44395(14) 0.0487(12) Uani 1 1 d . . .
O2 O 0.44641(18) 0.08896(17) 0.49513(13) 0.0436(11) Uani 1 1 d . . .
P1 P 0.46299(9) 0.13495(8) 0.45050(7) 0.0438(5) Uani 1 1 d . . .
Co1 Co 0.5000 0.0000 0.5000 0.0418(3) Uani 1 2 d S . .
H2C H 0.452(2) 0.109(2) 0.3661(15) 0.020(15) Uiso 1 1 d . . .
H3C H 0.559(3) 0.201(3) 0.450(2) 0.06(2) Uiso 1 1 d . . .


_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
C1 N1 1.358(6) . ?
C1 C2 1.361(7) . ?
C2 C3 1.380(8) . ?
C3 C4 1.334(8) . ?
C4 C5 1.407(7) . ?
C5 N1 1.330(6) . ?
C5 N2 1.393(7) . ?
C6 N4 1.337(6) . ?
C6 C7 1.386(7) . ?
C6 N3 1.390(7) . ?
C7 C8 1.356(8) . ?
C8 C9 1.393(8) . ?
C9 C10 1.361(8) . ?
C10 N4 1.359(7) . ?
N1 Co1 2.158(4) . ?
N2 P1 1.675(5) . ?
N3 P1 1.663(5) . ?
N4 Co1 2.280(5) . ?
O1 P1 1.483(4) . ?
O2 P1 1.493(3) . ?
O2 Co1 2.026(3) . ?
Co1 O2 2.026(3) 17_656 ?
Co1 N1 2.158(4) 17_656 ?
Co1 N4 2.280(5) 17_656 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 125.2(6) . . ?
C1 C2 C3 116.8(6) . . ?
C4 C3 C2 120.6(6) . . ?
C3 C4 C5 119.2(6) . . ?
N1 C5 N2 119.2(6) . . ?
N1 C5 C4 122.2(5) . . ?
N2 C5 C4 118.5(6) . . ?
N4 C6 C7 122.3(6) . . ?
N4 C6 N3 117.3(6) . . ?
C7 C6 N3 120.4(6) . . ?
C8 C7 C6 120.2(7) . . ?
C7 C8 C9 118.8(7) . . ?
C10 C9 C8 117.8(7) . . ?
N4 C10 C9 124.5(6) . . ?
C5 N1 C1 115.9(5) . . ?
C5 N1 Co1 124.9(4) . . ?
C1 N1 Co1 118.9(4) . . ?
C5 N2 P1 133.4(4) . . ?
C6 N3 P1 125.9(4) . . ?
C6 N4 C10 116.4(5) . . ?
C6 N4 Co1 127.5(5) . . ?
C10 N4 Co1 114.6(4) . . ?
P1 O2 Co1 116.7(2) . . ?
O1 P1 O2 118.2(2) . . ?
O1 P1 N3 105.7(3) . . ?
O2 P1 N3 109.8(3) . . ?
O1 P1 N2 108.3(2) . . ?
O2 P1 N2 107.8(2) . . ?
N3 P1 N2 106.4(3) . . ?
O2 Co1 O2 180.0 . 17_656 ?
O2 Co1 N1 87.55(17) . . ?
O2 Co1 N1 92.45(17) 17_656 . ?
O2 Co1 N1 92.45(17) . 17_656 ?
O2 Co1 N1 87.55(17) 17_656 17_656 ?
N1 Co1 N1 180.00(10) . 17_656 ?
O2 Co1 N4 90.32(17) . . ?
O2 Co1 N4 89.68(17) 17_656 . ?
N1 Co1 N4 89.19(17) . . ?
N1 Co1 N4 90.81(17) 17_656 . ?
O2 Co1 N4 89.68(17) . 17_656 ?
O2 Co1 N4 90.32(17) 17_656 17_656 ?
N1 Co1 N4 90.81(17) . 17_656 ?
N1 Co1 N4 89.19(17) 17_656 17_656 ?
N4 Co1 N4 180.0(2) . 17_656 ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.072
_database_code_depnum_ccdc_archive 'CCDC 989077'
#######################################################################
#
#                 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 Cl5 Cu2 N8 O4 P'
_chemical_formula_sum            'C20 H20 Cl5 Cu2 N8 O4 P'
_chemical_formula_weight         771.74

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'
Cl Cl 0.1484 0.1585 '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           Orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'

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

_cell_length_a                   16.1550(7)
_cell_length_b                   9.5010(5)
_cell_length_c                   19.1570(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2940.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3213
_cell_measurement_theta_min      3.0138
_cell_measurement_theta_max      28.7681

_exptl_crystal_description       plates
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544
_exptl_absorpt_coefficient_mu    1.998
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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            15641
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_sigmaI/netI    0.0990
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         26.99
_reflns_number_total             6207
_reflns_number_gt                4421
_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)+(0.0540P)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    mixed
_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   0.00(2)
_refine_ls_number_reflns         6207
_refine_ls_number_parameters     362
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1357
_refine_ls_wR_factor_gt          0.1213
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
C6 C 0.7169(4) 0.0107(7) 0.4840(3) 0.0247(15) Uani 1 1 d . . .
C11 C 0.6211(4) -0.1415(8) 0.3163(4) 0.0278(17) Uani 1 1 d . . .
C16 C 0.6023(4) 0.3514(8) 0.4130(4) 0.0269(16) Uani 1 1 d . . .
C14 C 0.6537(5) -0.4145(9) 0.2702(5) 0.041(2) Uani 1 1 d . . .
H13 H 0.6638 -0.5049 0.2536 0.049 Uiso 1 1 calc R . .
C10 C 0.7743(6) -0.1130(11) 0.5801(5) 0.060(3) Uani 1 1 d . . .
H14 H 0.8201 -0.1580 0.5993 0.072 Uiso 1 1 calc R . .
C15 C 0.5767(5) -0.3695(8) 0.2812(5) 0.039(2) Uani 1 1 d . . .
H15 H 0.5326 -0.4305 0.2735 0.047 Uiso 1 1 calc R . .
C20 C 0.5395(5) 0.5600(9) 0.4542(4) 0.044(2) Uani 1 1 d . . .
H16 H 0.4907 0.6092 0.4623 0.052 Uiso 1 1 calc R . .
C1 C 0.7126(4) 0.2038(8) 0.2391(4) 0.0259(16) Uani 1 1 d . . .
C9 C 0.7037(6) -0.1062(11) 0.6165(5) 0.056(3) Uani 1 1 d . . .
H18 H 0.6995 -0.1450 0.6609 0.067 Uiso 1 1 calc R . .
C8 C 0.6387(6) -0.0403(10) 0.5860(5) 0.049(2) Uani 1 1 d . . .
H19 H 0.5895 -0.0330 0.6111 0.058 Uiso 1 1 calc R . .
C13 C 0.7186(5) -0.3221(10) 0.2842(5) 0.051(2) Uani 1 1 d . . .
H20 H 0.7730 -0.3519 0.2786 0.061 Uiso 1 1 calc R . .
C12 C 0.7026(5) -0.1874(9) 0.3063(5) 0.042(2) Uani 1 1 d . . .
H21 H 0.7463 -0.1260 0.3148 0.050 Uiso 1 1 calc R . .
C3 C 0.6260(6) 0.2359(13) 0.1363(5) 0.068(3) Uani 1 1 d . . .
H22 H 0.5753 0.2264 0.1138 0.081 Uiso 1 1 calc R . .
C7 C 0.6414(5) 0.0160(9) 0.5202(4) 0.041(2) Uani 1 1 d . . .
H23 H 0.5947 0.0565 0.5002 0.049 Uiso 1 1 calc R . .
C17 C 0.6794(5) 0.4129(9) 0.4292(4) 0.038(2) Uani 1 1 d . . .
H24 H 0.7282 0.3645 0.4202 0.046 Uiso 1 1 calc R . .
C4 C 0.6932(7) 0.2955(13) 0.1016(5) 0.069(3) Uani 1 1 d . . .
H25 H 0.6865 0.3305 0.0566 0.082 Uiso 1 1 calc R . .
C2 C 0.6351(5) 0.1917(11) 0.2037(4) 0.054(3) Uani 1 1 d . . .
H26 H 0.5900 0.1530 0.2270 0.065 Uiso 1 1 calc R . .
C5 C 0.7676(6) 0.3028(11) 0.1326(4) 0.057(3) Uani 1 1 d . . .
H27 H 0.8139 0.3353 0.1087 0.068 Uiso 1 1 calc R . .
C18 C 0.6818(6) 0.5440(11) 0.4582(6) 0.060(3) Uani 1 1 d . . .
H28 H 0.7329 0.5826 0.4698 0.072 Uiso 1 1 calc R . .
C19 C 0.6114(6) 0.6210(9) 0.4710(5) 0.047(2) Uani 1 1 d . . .
H29 H 0.6137 0.7107 0.4903 0.057 Uiso 1 1 calc R . .
N1 N 0.7279(3) 0.1656(6) 0.3045(3) 0.0277(14) Uani 1 1 d . . .
N2 N 0.7320(3) 0.0679(7) 0.4198(3) 0.0275(14) Uani 1 1 d . . .
N3 N 0.5969(3) -0.0142(6) 0.3401(3) 0.0256(14) Uani 1 1 d . . .
N4 N 0.5893(3) 0.2195(6) 0.3856(3) 0.0262(14) Uani 1 1 d . . .
N5 N 0.7728(4) 0.2603(7) 0.2013(3) 0.0405(18) Uani 1 1 d . . .
H5 H 0.8198 0.2716 0.2217 0.049 Uiso 1 1 calc R . .
N6 N 0.5616(4) -0.2390(6) 0.3030(3) 0.0324(15) Uani 1 1 d . . .
H6 H 0.5108 -0.2148 0.3092 0.039 Uiso 1 1 calc R . .
N7 N 0.7797(4) -0.0556(8) 0.5159(3) 0.0439(18) Uani 1 1 d . . .
H7 H 0.8262 -0.0617 0.4941 0.053 Uiso 1 1 calc R . .
N8 N 0.5347(4) 0.4310(7) 0.4260(3) 0.0348(16) Uani 1 1 d . . .
H8 H 0.4867 0.3976 0.4159 0.042 Uiso 1 1 calc R . .
O1 O 0.5703(6) -0.3982(13) 0.0912(8) 0.165(5) Uani 1 1 d . . .
O2 O 0.4552(6) -0.3545(16) 0.1636(6) 0.181(6) Uani 1 1 d . . .
O3 O 0.4606(8) -0.2766(12) 0.0528(4) 0.150(5) Uani 1 1 d . . .
O4 O 0.5471(7) -0.1901(14) 0.1405(6) 0.161(5) Uani 1 1 d . . .
Cl1 Cl 0.93166(11) 0.1160(2) 0.44674(10) 0.0348(5) Uani 1 1 d . . .
Cl2 Cl 0.41174(11) -0.0098(2) 0.27343(10) 0.0341(4) Uani 1 1 d . . .
Cl3 Cl 0.87537(11) 0.3762(2) 0.33511(11) 0.0391(5) Uani 1 1 d . . .
Cl4 Cl 0.38811(11) 0.2360(2) 0.39505(12) 0.0478(6) Uani 1 1 d . . .
Cl5 Cl 0.5076(2) -0.3094(5) 0.10948(15) 0.0881(10) Uani 1 1 d . . .
P1 P 0.66140(9) 0.11002(17) 0.36321(12) 0.0243(4) Uani 1 1 d . . .
Cu1 Cu 0.83101(5) 0.15649(9) 0.36642(6) 0.0290(2) Uani 1 1 d . . .
Cu2 Cu 0.49080(4) 0.09560(9) 0.35836(5) 0.0303(2) Uani 1 1 d . . .


_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
C6 N7 1.342(9) . ?
C6 N2 1.365(8) . ?
C6 C7 1.403(10) . ?
C11 N3 1.351(9) . ?
C11 N6 1.360(9) . ?
C11 C12 1.399(9) . ?
C16 N8 1.352(9) . ?
C16 N4 1.374(9) . ?
C16 C17 1.410(10) . ?
C14 C15 1.332(11) . ?
C14 C13 1.394(12) . ?
C10 C9 1.338(11) . ?
C10 N7 1.349(10) . ?
C15 N6 1.331(9) . ?
C20 C19 1.338(12) . ?
C20 N8 1.341(9) . ?
C1 N5 1.327(9) . ?
C1 N1 1.327(9) . ?
C1 C2 1.429(10) . ?
C9 C8 1.355(13) . ?
C8 C7 1.371(12) . ?
C13 C12 1.373(11) . ?
C3 C2 1.365(12) . ?
C3 C4 1.393(14) . ?
C17 C18 1.364(12) . ?
C4 C5 1.343(13) . ?
C5 N5 1.380(10) . ?
C18 C19 1.374(12) . ?
N1 P1 1.643(6) . ?
N1 Cu1 2.047(6) . ?
N2 P1 1.624(6) . ?
N2 Cu1 2.077(6) . ?
N3 P1 1.635(5) . ?
N3 Cu2 2.036(5) . ?
N4 P1 1.619(6) . ?
N4 Cu2 2.047(6) . ?
O1 Cl5 1.365(10) . ?
O2 Cl5 1.404(10) . ?
O3 Cl5 1.361(9) . ?
O4 Cl5 1.431(11) . ?
Cl1 Cu1 2.271(2) . ?
Cl2 Cu2 2.298(2) . ?
Cl2 Cu1 2.611(2) 4_455 ?
Cl3 Cu1 2.287(2) . ?
Cl4 Cu2 2.242(2) . ?
P1 Cu2 2.7610(17) . ?
P1 Cu1 2.7760(17) . ?
Cu1 Cl2 2.611(2) 4 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 C6 N2 117.5(6) . . ?
N7 C6 C7 116.6(7) . . ?
N2 C6 C7 125.9(7) . . ?
N3 C11 N6 117.9(6) . . ?
N3 C11 C12 126.7(7) . . ?
N6 C11 C12 115.3(7) . . ?
N8 C16 N4 117.2(6) . . ?
N8 C16 C17 116.1(7) . . ?
N4 C16 C17 126.6(7) . . ?
C15 C14 C13 118.0(8) . . ?
C9 C10 N7 120.8(9) . . ?
N6 C15 C14 121.3(7) . . ?
C19 C20 N8 122.9(8) . . ?
N5 C1 N1 119.2(7) . . ?
N5 C1 C2 114.6(7) . . ?
N1 C1 C2 126.2(7) . . ?
C10 C9 C8 117.3(8) . . ?
C9 C8 C7 123.5(9) . . ?
C12 C13 C14 120.3(8) . . ?
C13 C12 C11 120.7(8) . . ?
C2 C3 C4 119.5(9) . . ?
C8 C7 C6 118.0(8) . . ?
C18 C17 C16 119.6(8) . . ?
C5 C4 C3 120.5(9) . . ?
C3 C2 C1 121.3(8) . . ?
C4 C5 N5 117.5(9) . . ?
C17 C18 C19 122.4(9) . . ?
C20 C19 C18 116.4(8) . . ?
C1 N1 P1 127.7(5) . . ?
C1 N1 Cu1 135.3(5) . . ?
P1 N1 Cu1 97.0(3) . . ?
C6 N2 P1 124.9(5) . . ?
C6 N2 Cu1 138.0(5) . . ?
P1 N2 Cu1 96.4(3) . . ?
C11 N3 P1 123.5(5) . . ?
C11 N3 Cu2 139.5(4) . . ?
P1 N3 Cu2 96.9(3) . . ?
C16 N4 P1 125.2(5) . . ?
C16 N4 Cu2 137.8(5) . . ?
P1 N4 Cu2 97.0(3) . . ?
C1 N5 C5 126.5(8) . . ?
C15 N6 C11 124.3(6) . . ?
C6 N7 C10 123.8(7) . . ?
C20 N8 C16 122.6(7) . . ?
Cu2 Cl2 Cu1 91.56(7) . 4_455 ?
O3 Cl5 O1 110.6(7) . . ?
O3 Cl5 O2 108.8(7) . . ?
O1 Cl5 O2 116.6(9) . . ?
O3 Cl5 O4 113.5(8) . . ?
O1 Cl5 O4 105.3(7) . . ?
O2 Cl5 O4 101.7(8) . . ?
N4 P1 N2 119.1(3) . . ?
N4 P1 N3 94.4(3) . . ?
N2 P1 N3 116.8(3) . . ?
N4 P1 N1 116.4(3) . . ?
N2 P1 N1 94.4(3) . . ?
N3 P1 N1 117.6(3) . . ?
N4 P1 Cu2 47.4(2) . . ?
N2 P1 Cu2 135.3(2) . . ?
N3 P1 Cu2 47.06(19) . . ?
N1 P1 Cu2 130.2(2) . . ?
N4 P1 Cu1 127.0(2) . . ?
N2 P1 Cu1 48.0(2) . . ?
N3 P1 Cu1 138.6(2) . . ?
N1 P1 Cu1 47.0(2) . . ?
Cu2 P1 Cu1 173.66(7) . . ?
N1 Cu1 N2 71.1(2) . . ?
N1 Cu1 Cl1 169.23(18) . . ?
N2 Cu1 Cl1 98.56(17) . . ?
N1 Cu1 Cl3 93.69(18) . . ?
N2 Cu1 Cl3 137.76(18) . . ?
Cl1 Cu1 Cl3 96.19(8) . . ?
N1 Cu1 Cl2 91.90(17) . 4 ?
N2 Cu1 Cl2 120.31(19) . 4 ?
Cl1 Cu1 Cl2 90.82(7) . 4 ?
Cl3 Cu1 Cl2 98.72(7) . 4 ?
N1 Cu1 P1 35.98(17) . . ?
N2 Cu1 P1 35.56(16) . . ?
Cl1 Cu1 P1 134.00(8) . . ?
Cl3 Cu1 P1 116.66(7) . . ?
Cl2 Cu1 P1 113.14(7) 4 . ?
N3 Cu2 N4 71.6(2) . . ?
N3 Cu2 Cl4 168.91(17) . . ?
N4 Cu2 Cl4 98.82(16) . . ?
N3 Cu2 Cl2 97.07(16) . . ?
N4 Cu2 Cl2 149.66(17) . . ?
Cl4 Cu2 Cl2 94.01(8) . . ?
N3 Cu2 P1 36.02(15) . . ?
N4 Cu2 P1 35.60(16) . . ?
Cl4 Cu2 P1 134.32(8) . . ?
Cl2 Cu2 P1 126.89(7) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.863
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 989078'
