# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_szg220
_database_code_depnum_ccdc_archive 'CCDC 1040904'
_audit_update_record             
;
2014-12-24 deposited with the CCDC.
2015-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H19 N2 Ni1.50 O9 P2'
_chemical_formula_weight         449.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           Orthorhombic
_symmetry_space_group_name_H-M   'Pbca '

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

_cell_length_a                   18.7958(9)
_cell_length_b                   8.2622(4)
_cell_length_c                   18.8550(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2928.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4593
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      22.41

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1848
_exptl_absorpt_coefficient_mu    2.219
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8971
_exptl_absorpt_correction_T_max  0.9781
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Smart Apex II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            46677
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         26.50
_reflns_number_total             3021
_reflns_number_gt                2395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0560P)²+59.9639P] 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         3021
_refine_ls_number_parameters     175
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.1860
_refine_ls_wR_factor_gt          0.1568
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 1.06364(4) -0.01364(10) 0.24743(5) 0.0125(2) Uani 1 1 d . . .
Ni2 Ni 1.0000 0.0000 0.5000 0.0202(3) Uani 1 2 d S . .
P1 P 0.97321(9) -0.2016(2) 0.36017(9) 0.0130(4) Uani 1 1 d . . .
P2 P 0.95890(9) 0.1629(2) 0.34609(9) 0.0120(4) Uani 1 1 d . . .
O1 O 0.9400(3) -0.3601(6) 0.3380(3) 0.0197(11) Uani 1 1 d . . .
O2 O 0.9641(3) -0.1846(6) 0.4408(3) 0.0185(11) Uani 1 1 d . . .
O3 O 1.0498(2) -0.1738(6) 0.3360(3) 0.0169(10) Uani 1 1 d . . .
O4 O 0.9118(3) 0.2985(6) 0.3197(2) 0.0159(10) Uani 1 1 d . . .
O5 O 1.0345(3) 0.1694(6) 0.3155(3) 0.0177(10) Uani 1 1 d . . .
O6 O 0.9590(3) 0.1597(6) 0.4267(3) 0.0201(11) Uani 1 1 d . . .
O7 O 0.94958(11) -0.0460(3) 0.24127(11) 0.0156(10) Uani 1 1 d . . .
H7B H 0.9393 -0.1373 0.2232 0.019 Uiso 1 1 d R . .
O8 O 1.10260(11) -0.0254(3) 0.45041(11) 0.0445(18) Uani 1 1 d R . .
H8D H 1.1280 -0.0904 0.4745 0.067 Uiso 1 1 d R . .
H8E H 1.0973 -0.0624 0.4087 0.067 Uiso 1 1 d R . .
O1W O 0.67926(11) 0.2956(3) 0.49275(11) 0.45(4) Uani 1 1 d R . .
H1WA H 0.6986 0.2355 0.5238 0.675 Uiso 1 1 d R . .
H1WB H 0.6490 0.3574 0.5126 0.675 Uiso 1 1 d R . .
N1 N 0.67120(11) 0.0386(3) 0.23347(11) 0.0178(12) Uani 1 1 d R . .
N2 N 0.89470(11) 0.4894(3) 0.47227(11) 0.112(5) Uani 1 1 d RU . .
H2C H 0.9281 0.4306 0.4498 0.134 Uiso 1 1 d R . .
H2D H 0.8923 0.5868 0.4511 0.134 Uiso 1 1 d R . .
C1 C 0.92517(11) -0.0369(3) 0.31462(11) 0.0133(13) Uani 1 1 d RU . .
C2 C 0.84451(11) -0.0596(3) 0.32209(11) 0.0168(14) Uani 1 1 d RU . .
H2B H 0.8421 0.0352 0.3514 0.020 Uiso 1 1 d R . .
H2A H 0.8257 -0.1236 0.3603 0.020 Uiso 1 1 d R . .
C3 C 0.79429(11) 0.0189(3) 0.26917(11) 0.0173(14) Uani 1 1 d RU . .
C4 C 0.81403(11) 0.1187(3) 0.21329(11) 0.0204(15) Uani 1 1 d RU . .
H4A H 0.8630 0.1471 0.2059 0.025 Uiso 1 1 d R . .
C5 C 0.76085(11) 0.1769(3) 0.16790(11) 0.0241(16) Uani 1 1 d RU . .
H5A H 0.7734 0.2448 0.1285 0.029 Uiso 1 1 d R . .
C6 C 0.69032(11) 0.1370(3) 0.17971(11) 0.0200(14) Uani 1 1 d RU . .
H6A H 0.6543 0.1803 0.1490 0.024 Uiso 1 1 d R . .
C7 C 0.72272(11) -0.0181(3) 0.27660(11) 0.0182(14) Uani 1 1 d RU . .
H7A H 0.7090 -0.0883 0.3148 0.022 Uiso 1 1 d R . .
C8 C 0.91573(11) 0.5112(3) 0.54782(11) 0.084(4) Uani 1 1 d RU . .
H8A H 0.9610 0.5647 0.5501 0.127 Uiso 1 1 d R . .
H8B H 0.8806 0.5755 0.5717 0.127 Uiso 1 1 d R . .
H8C H 0.9191 0.4073 0.5704 0.127 Uiso 1 1 d R . .
C9 C 0.82014(11) 0.4014(3) 0.46542(11) 0.130(6) Uani 1 1 d RU . .
H9A H 0.8082 0.3893 0.4162 0.194 Uiso 1 1 d R . .
H9B H 0.8228 0.2966 0.4873 0.194 Uiso 1 1 d R . .
H9C H 0.7842 0.4648 0.4886 0.194 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 O1 2.051(5) 3_755 ?
Ni1 O4 2.056(5) 3_745 ?
Ni1 O5 2.057(5) . ?
Ni1 N1 2.098(2) 6_656 ?
Ni1 O3 2.147(5) . ?
Ni1 O7 2.164(2) . ?
Ni2 O2 2.007(5) . ?
Ni2 O2 2.007(5) 5_756 ?
Ni2 O6 2.061(5) . ?
Ni2 O6 2.061(5) 5_756 ?
Ni2 O8 2.153(2) . ?
Ni2 O8 2.153(2) 5_756 ?
P1 O1 1.510(5) . ?
P1 O3 1.527(5) . ?
P1 O2 1.536(5) . ?
P1 C1 1.845(3) . ?
P2 O4 1.511(5) . ?
P2 O6 1.520(5) . ?
P2 O5 1.534(5) . ?
P2 C1 1.865(3) . ?
O1 Ni1 2.051(5) 3_745 ?
O4 Ni1 2.056(5) 3_755 ?
O7 C1 1.4591 . ?
O7 H7B 0.8498 . ?
O8 H8D 0.8499 . ?
O8 H8E 0.8500 . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8501 . ?
N1 C6 1.3482 . ?
N1 C7 1.3485 . ?
N1 Ni1 2.098(2) 6_556 ?
N2 C8 1.4892 . ?
N2 C9 1.5843 . ?
N2 H2C 0.8999 . ?
N2 H2D 0.9000 . ?
C1 C2 1.5342 . ?
C2 C3 1.5191 . ?
C2 H2B 0.9601 . ?
C2 H2A 0.9600 . ?
C3 C7 1.3865 . ?
C3 C4 1.3883 . ?
C4 C5 1.4012 . ?
C4 H4A 0.9599 . ?
C5 C6 1.3841 . ?
C5 H5A 0.9599 . ?
C6 H6A 0.9601 . ?
C7 H7A 0.9599 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9602 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9601 . ?

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 O4 89.5(2) 3_755 3_745 ?
O1 Ni1 O5 91.5(2) 3_755 . ?
O4 Ni1 O5 177.27(19) 3_745 . ?
O1 Ni1 N1 92.27(16) 3_755 6_656 ?
O4 Ni1 N1 92.59(15) 3_745 6_656 ?
O5 Ni1 N1 89.92(15) . 6_656 ?
O1 Ni1 O3 171.11(19) 3_755 . ?
O4 Ni1 O3 92.36(19) 3_745 . ?
O5 Ni1 O3 86.30(19) . . ?
N1 Ni1 O3 96.33(14) 6_656 . ?
O1 Ni1 O7 90.07(15) 3_755 . ?
O4 Ni1 O7 95.49(15) 3_745 . ?
O5 Ni1 O7 81.96(15) . . ?
N1 Ni1 O7 171.61(8) 6_656 . ?
O3 Ni1 O7 81.09(14) . . ?
O2 Ni2 O2 180.0(2) . 5_756 ?
O2 Ni2 O6 89.3(2) . . ?
O2 Ni2 O6 90.7(2) 5_756 . ?
O2 Ni2 O6 90.7(2) . 5_756 ?
O2 Ni2 O6 89.3(2) 5_756 5_756 ?
O6 Ni2 O6 180.000(1) . 5_756 ?
O2 Ni2 O8 89.13(15) . . ?
O2 Ni2 O8 90.87(15) 5_756 . ?
O6 Ni2 O8 96.11(15) . . ?
O6 Ni2 O8 83.89(15) 5_756 . ?
O2 Ni2 O8 90.87(15) . 5_756 ?
O2 Ni2 O8 89.13(15) 5_756 5_756 ?
O6 Ni2 O8 83.89(15) . 5_756 ?
O6 Ni2 O8 96.11(15) 5_756 5_756 ?
O8 Ni2 O8 180.0 . 5_756 ?
O1 P1 O3 115.9(3) . . ?
O1 P1 O2 107.9(3) . . ?
O3 P1 O2 112.7(3) . . ?
O1 P1 C1 108.0(2) . . ?
O3 P1 C1 102.2(2) . . ?
O2 P1 C1 109.8(2) . . ?
O4 P2 O6 110.0(3) . . ?
O4 P2 O5 113.1(3) . . ?
O6 P2 O5 112.1(3) . . ?
O4 P2 C1 110.6(2) . . ?
O6 P2 C1 107.6(2) . . ?
O5 P2 C1 103.1(2) . . ?
P1 O1 Ni1 140.1(3) . 3_745 ?
P1 O2 Ni2 125.6(3) . . ?
P1 O3 Ni1 116.0(3) . . ?
P2 O4 Ni1 129.1(3) . 3_755 ?
P2 O5 Ni1 117.1(3) . . ?
P2 O6 Ni2 133.0(3) . . ?
C1 O7 Ni1 104.73(6) . . ?
C1 O7 H7B 110.8 . . ?
Ni1 O7 H7B 110.8 . . ?
Ni2 O8 H8D 109.5 . . ?
Ni2 O8 H8E 109.4 . . ?
H8D O8 H8E 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
C6 N1 C7 118.1 . . ?
C6 N1 Ni1 120.66(6) . 6_556 ?
C7 N1 Ni1 121.12(6) . 6_556 ?
C8 N2 C9 111.6 . . ?
C8 N2 H2C 109.3 . . ?
C9 N2 H2C 109.3 . . ?
C8 N2 H2D 109.3 . . ?
C9 N2 H2D 109.3 . . ?
H2C N2 H2D 108.0 . . ?
O7 C1 C2 113.0 . . ?
O7 C1 P1 104.42(8) . . ?
C2 C1 P1 110.51(8) . . ?
O7 C1 P2 103.93(8) . . ?
C2 C1 P2 114.54(8) . . ?
P1 C1 P2 109.77(13) . . ?
C3 C2 C1 120.1 . . ?
C3 C2 H2B 90.0 . . ?
C1 C2 H2B 90.0 . . ?
C3 C2 H2A 119.9 . . ?
C1 C2 H2A 120.0 . . ?
H2B C2 H2A 90.0 . . ?
C7 C3 C4 117.8 . . ?
C7 C3 C2 116.3 . . ?
C4 C3 C2 125.9 . . ?
C3 C4 C5 118.5 . . ?
C3 C4 H4A 120.8 . . ?
C5 C4 H4A 120.8 . . ?
C6 C5 C4 120.2 . . ?
C6 C5 H5A 119.9 . . ?
C4 C5 H5A 119.9 . . ?
N1 C6 C5 121.3 . . ?
N1 C6 H6A 119.3 . . ?
C5 C6 H6A 119.3 . . ?
N1 C7 C3 124.0 . . ?
N1 C7 H7A 118.0 . . ?
C3 C7 H7A 118.0 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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 H1WB O8 0.85 1.78 2.614(3) 165.2 4_456
N2 H2D O1W 0.90 2.32 2.9123(19) 122.8 8_765
N2 H2D O2 0.90 2.33 3.051(5) 137.2 1_565
N2 H2D O1 0.90 2.35 2.946(6) 123.4 1_565

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         2.125
_refine_diff_density_min         -1.355
_refine_diff_density_rms         0.186
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_szg221
_database_code_depnum_ccdc_archive 'CCDC 1040905'
_audit_update_record             
;
2014-12-24 deposited with the CCDC.
2015-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H29 N3 O17 P4 Zn2'
_chemical_formula_weight         790.04

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'
Zn Zn 0.2839 1.4301 '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                   9.9975(8)
_cell_length_b                   9.1275(7)
_cell_length_c                   30.548(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.544(2)
_cell_angle_gamma                90.00
_cell_volume                     2763.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2464
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.03

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1608
_exptl_absorpt_coefficient_mu    2.052
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9044
_exptl_absorpt_correction_T_max  0.9601
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Smart Apex II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14958
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0765
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         26.49
_reflns_number_total             5634
_reflns_number_gt                3890
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0959P)²+23.7920P] 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         5634
_refine_ls_number_parameters     304
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1152
_refine_ls_R_factor_gt           0.0778
_refine_ls_wR_factor_ref         0.2067
_refine_ls_wR_factor_gt          0.1848
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.022
_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 1.05375(9) 0.28039(9) 0.18927(3) 0.0195(2) Uani 1 1 d . . .
Zn2 Zn 1.01255(9) 0.75472(10) 0.13694(3) 0.0233(2) Uani 1 1 d . . .
P1 P 0.96636(18) 0.5976(2) 0.22161(6) 0.0159(4) Uani 1 1 d . . .
P2 P 1.23574(18) 0.5487(2) 0.18483(6) 0.0158(4) Uani 1 1 d . . .
P3 P 1.0074(2) 0.0814(2) 0.10284(7) 0.0228(4) Uani 1 1 d . . .
O1 O 0.9379(5) 0.4353(6) 0.21049(19) 0.0240(12) Uani 1 1 d . . .
O2 O 0.9111(5) 0.7005(6) 0.18460(18) 0.0251(12) Uani 1 1 d . . .
O3 O 0.9115(5) 0.6366(6) 0.26452(17) 0.0219(11) Uani 1 1 d . . .
O4 O 1.2214(5) 0.3825(5) 0.18457(19) 0.0232(12) Uani 1 1 d . . .
O5 O 1.3808(5) 0.5973(6) 0.19222(19) 0.0263(12) Uani 1 1 d . . .
O6 O 1.1600(6) 0.6141(6) 0.14255(18) 0.0283(13) Uani 1 1 d . . .
O7 O 0.9732(6) 0.2062(6) 0.1328(2) 0.0302(13) Uani 1 1 d . . .
O8 O 1.0707(6) -0.0465(6) 0.1298(2) 0.0317(14) Uani 1 1 d . . .
O9 O 1.0884(6) 0.1348(7) 0.0674(2) 0.0334(14) Uani 1 1 d . . .
O13 O 1.1904(5) 0.7706(6) 0.23256(19) 0.0231(12) Uani 1 1 d . . .
C1 C 1.1525(7) 0.6183(7) 0.2313(2) 0.0153(14) Uani 1 1 d . . .
C2 C 1.19897(14) 0.53760(14) 0.27535(4) 0.0227(16) Uani 1 1 d . . .
H2A H 1.1603 0.4412 0.2740 0.027 Uiso 1 1 d R . .
H2B H 1.1648 0.5893 0.2989 0.027 Uiso 1 1 d R . .
C4 C 1.43361(14) 0.64077(14) 0.30024(4) 0.0268(18) Uani 1 1 d R . .
H4A H 1.3937 0.7352 0.3035 0.032 Uiso 1 1 d R . .
C5 C 1.40968(14) 0.38607(14) 0.28379(4) 0.0234(17) Uani 1 1 d R . .
H5A H 1.3548 0.3025 0.2746 0.028 Uiso 1 1 d R . .
C9 C 0.74129(14) 0.01154(14) 0.10695(4) 0.0247(17) Uani 1 1 d R . .
H9B H 0.7155 0.1111 0.1002 0.030 Uiso 1 1 d R . .
H9A H 0.7661 0.0378 0.1374 0.030 Uiso 1 1 d R . .
C10 C 0.59941(14) -0.03873(14) 0.08988(4) 0.0295(19) Uani 1 1 d R . .
C6 C 1.57120(14) 0.62447(14) 0.30936(4) 0.0307(19) Uani 1 1 d R . .
H6A H 1.6280 0.7070 0.3181 0.037 Uiso 1 1 d R . .
N1 N 1.54359(14) 0.37262(14) 0.29427(4) 0.0303(16) Uani 1 1 d R . .
H1A H 1.5800 0.2826 0.2936 0.036 Uiso 1 1 d R . .
C7 C 1.62622(14) 0.48600(14) 0.30566(4) 0.033(2) Uani 1 1 d R . .
H7A H 1.7221 0.4716 0.3112 0.039 Uiso 1 1 d R . .
C11 C 0.54567(14) -0.15933(14) 0.10625(4) 0.040(2) Uani 1 1 d R . .
H11A H 0.5999 -0.2233 0.1262 0.048 Uiso 1 1 d R . .
C12 C 0.51901(14) 0.04736(14) 0.05940(4) 0.041(2) Uani 1 1 d R . .
H12A H 0.5557 0.1339 0.0476 0.050 Uiso 1 1 d R . .
C13 C 0.40422(14) -0.18980(14) 0.09290(4) 0.045(2) Uani 1 1 d R . .
H13A H 0.3611 -0.2718 0.1049 0.054 Uiso 1 1 d R . .
N2 N 0.38909(14) 0.00929(14) 0.04628(4) 0.043(2) Uani 1 1 d R . .
H2C H 0.3398 0.0622 0.0251 0.051 Uiso 1 1 d R . .
C14 C 0.33486(14) -0.10009(14) 0.06324(4) 0.044(2) Uani 1 1 d R . .
H14A H 0.2407 -0.1190 0.0544 0.053 Uiso 1 1 d R . .
P4 P 0.85478(14) -0.16109(14) 0.04588(4) 0.0277(5) Uani 1 1 d R . .
O14 O 0.79741(14) 0.12065(14) 0.03860(4) 0.0343(14) Uani 1 1 d R . .
O10 O 0.88707(14) -0.27408(14) 0.08256(4) 0.0328(14) Uani 1 1 d R . .
O11 O 0.72636(14) -0.18867(14) 0.01591(4) 0.0373(15) Uani 1 1 d R . .
O12 O 0.97653(14) -0.15246(14) 0.01958(4) 0.0377(15) Uani 1 1 d R . .
H12B H 0.9493 -0.1473 -0.0069 0.057 Uiso 1 1 d R . .
N3 N 0.19699(14) 0.40980(14) 0.07551(4) 0.048(2) Uani 1 1 d R . .
H3A H 0.1749 0.4532 0.1000 0.058 Uiso 1 1 d R . .
H3B H 0.1482 0.3270 0.0710 0.058 Uiso 1 1 d R . .
C15 C 0.34054(14) 0.37322(14) 0.08203(4) 0.073(4) Uani 1 1 d R . .
H15A H 0.3593 0.3090 0.1070 0.109 Uiso 1 1 d R . .
H15B H 0.3640 0.3254 0.0561 0.109 Uiso 1 1 d R . .
H15C H 0.3927 0.4613 0.0873 0.109 Uiso 1 1 d R . .
C16 C 0.16163(14) 0.51396(14) 0.03538(4) 0.083(4) Uani 1 1 d R . .
H16A H 0.0669 0.5360 0.0319 0.125 Uiso 1 1 d R . .
H16B H 0.2124 0.6030 0.0403 0.125 Uiso 1 1 d R . .
H16C H 0.1837 0.4671 0.0091 0.125 Uiso 1 1 d R . .
O1W O 0.62007(14) 0.49222(14) 0.16463(4) 0.122(5) Uani 1 1 d R . .
H1WA H 0.6646 0.4216 0.1556 0.183 Uiso 1 1 d R . .
H1WB H 0.6141 0.5611 0.1457 0.183 Uiso 1 1 d R . .
O2W O 0.83999(14) 0.41543(14) 0.07239(4) 0.195(8) Uani 1 1 d RU . .
H2WA H 0.8646 0.3661 0.0512 0.292 Uiso 1 1 d R . .
H2WB H 0.7562 0.4022 0.0732 0.292 Uiso 1 1 d R . .
O3W O 0.55415(14) 0.57449(14) 0.03045(4) 0.232(10) Uani 1 1 d RU . .
H3WA H 0.5084 0.6142 0.0082 0.279 Uiso 1 1 d R . .
H3WB H 0.6002 0.6408 0.0450 0.279 Uiso 1 1 d R . .
C3 C 1.35197(14) 0.52274(14) 0.28649(4) 0.0218(16) Uani 1 1 d R . .
C8 C 0.84356(14) 0.01909(14) 0.07347(4) 0.0238(17) Uani 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
Zn1 O3 1.926(5) 2_745 ?
Zn1 O7 1.929(6) . ?
Zn1 O4 1.939(5) . ?
Zn1 O1 1.990(5) . ?
Zn2 O8 1.926(6) 1_565 ?
Zn2 O2 1.945(5) . ?
Zn2 O6 1.945(6) . ?
Zn2 O10 1.9635(16) 1_565 ?
P1 O2 1.517(5) . ?
P1 O3 1.528(5) . ?
P1 O1 1.538(5) . ?
P1 C1 1.855(7) . ?
P2 O5 1.506(6) . ?
P2 O4 1.524(5) . ?
P2 O6 1.530(6) . ?
P2 C1 1.850(7) . ?
P3 O9 1.515(6) . ?
P3 O8 1.519(6) . ?
P3 O7 1.527(6) . ?
P3 C8 1.851(2) . ?
O3 Zn1 1.926(5) 2_755 ?
O8 Zn2 1.926(6) 1_545 ?
O13 C1 1.440(8) . ?
C1 C2 1.550(7) . ?
C2 C3 1.5288 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9601 . ?
C4 C6 1.3752 . ?
C4 C3 1.3832 . ?
C4 H4A 0.9600 . ?
C5 N1 1.3406 . ?
C5 C3 1.3814 . ?
C5 H5A 0.9600 . ?
C9 C10 1.5166 . ?
C9 C8 1.5397 . ?
C9 H9B 0.9600 . ?
C9 H9A 0.9601 . ?
C10 C11 1.3494 . ?
C10 C12 1.3907 . ?
C6 C7 1.3889 . ?
C6 H6A 0.9600 . ?
N1 C7 1.3413 . ?
N1 H1A 0.9001 . ?
C7 H7A 0.9600 . ?
C11 C13 1.4464 . ?
C11 H11A 0.9599 . ?
C12 N2 1.3534 . ?
C12 H12A 0.9600 . ?
C13 C14 1.3444 . ?
C13 H13A 0.9601 . ?
N2 C14 1.2778 . ?
N2 H2C 0.9000 . ?
C14 H14A 0.9601 . ?
P4 O11 1.4971 . ?
P4 O10 1.5259 . ?
P4 O12 1.5460 . ?
P4 C8 1.8581 . ?
O14 C8 1.4415 . ?
O10 Zn2 1.9635(16) 1_545 ?
O12 H12B 0.8200 . ?
N3 C15 1.4614 . ?
N3 C16 1.5550 . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9001 . ?
C15 H15A 0.9599 . ?
C15 H15B 0.9601 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9601 . ?
C16 H16B 0.9599 . ?
C16 H16C 0.9602 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?
O2W H2WA 0.8499 . ?
O2W H2WB 0.8501 . ?
O3W H3WA 0.8500 . ?
O3W H3WB 0.8500 . ?

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 Zn1 O7 115.5(2) 2_745 . ?
O3 Zn1 O4 107.9(2) 2_745 . ?
O7 Zn1 O4 111.5(2) . . ?
O3 Zn1 O1 107.6(2) 2_745 . ?
O7 Zn1 O1 110.4(2) . . ?
O4 Zn1 O1 103.2(2) . . ?
O8 Zn2 O2 121.3(3) 1_565 . ?
O8 Zn2 O6 113.3(2) 1_565 . ?
O2 Zn2 O6 103.3(2) . . ?
O8 Zn2 O10 101.51(17) 1_565 1_565 ?
O2 Zn2 O10 105.15(17) . 1_565 ?
O6 Zn2 O10 112.26(18) . 1_565 ?
O2 P1 O3 111.0(3) . . ?
O2 P1 O1 113.1(3) . . ?
O3 P1 O1 109.7(3) . . ?
O2 P1 C1 108.4(3) . . ?
O3 P1 C1 107.7(3) . . ?
O1 P1 C1 106.6(3) . . ?
O5 P2 O4 112.5(3) . . ?
O5 P2 O6 111.8(3) . . ?
O4 P2 O6 110.4(3) . . ?
O5 P2 C1 107.8(3) . . ?
O4 P2 C1 107.1(3) . . ?
O6 P2 C1 106.9(3) . . ?
O9 P3 O8 114.3(4) . . ?
O9 P3 O7 111.8(3) . . ?
O8 P3 O7 111.0(4) . . ?
O9 P3 C8 105.9(3) . . ?
O8 P3 C8 107.8(2) . . ?
O7 P3 C8 105.4(2) . . ?
P1 O1 Zn1 131.1(3) . . ?
P1 O2 Zn2 122.7(3) . . ?
P1 O3 Zn1 137.5(3) . 2_755 ?
P2 O4 Zn1 124.0(3) . . ?
P2 O6 Zn2 128.1(3) . . ?
P3 O7 Zn1 134.2(4) . . ?
P3 O8 Zn2 132.5(3) . 1_545 ?
O13 C1 C2 112.8(5) . . ?
O13 C1 P2 102.1(5) . . ?
C2 C1 P2 112.9(4) . . ?
O13 C1 P1 110.9(5) . . ?
C2 C1 P1 105.7(4) . . ?
P2 C1 P1 112.7(4) . . ?
C3 C2 C1 114.3(3) . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.5 . . ?
C6 C4 C3 120.8 . . ?
C6 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
N1 C5 C3 118.7 . . ?
N1 C5 H5A 120.8 . . ?
C3 C5 H5A 120.5 . . ?
C10 C9 C8 117.2 . . ?
C10 C9 H9B 90.0 . . ?
C8 C9 H9B 89.9 . . ?
C10 C9 H9A 121.3 . . ?
C8 C9 H9A 121.5 . . ?
H9B C9 H9A 90.0 . . ?
C11 C10 C12 119.1 . . ?
C11 C10 C9 121.3 . . ?
C12 C10 C9 119.4 . . ?
C4 C6 C7 118.6 . . ?
C4 C6 H6A 120.7 . . ?
C7 C6 H6A 120.7 . . ?
C5 N1 C7 123.6 . . ?
C5 N1 H1A 118.2 . . ?
C7 N1 H1A 118.2 . . ?
N1 C7 C6 119.1 . . ?
N1 C7 H7A 120.5 . . ?
C6 C7 H7A 120.5 . . ?
C10 C11 C13 118.3 . . ?
C10 C11 H11A 120.8 . . ?
C13 C11 H11A 120.8 . . ?
N2 C12 C10 120.1 . . ?
N2 C12 H12A 120.0 . . ?
C10 C12 H12A 120.0 . . ?
C14 C13 C11 118.1 . . ?
C14 C13 H13A 120.9 . . ?
C11 C13 H13A 120.9 . . ?
C14 N2 C12 121.5 . . ?
C14 N2 H2C 119.2 . . ?
C12 N2 H2C 119.3 . . ?
N2 C14 C13 122.7 . . ?
N2 C14 H14A 118.6 . . ?
C13 C14 H14A 118.6 . . ?
O11 P4 O10 114.7 . . ?
O11 P4 O12 111.2 . . ?
O10 P4 O12 108.1 . . ?
O11 P4 C8 109.2 . . ?
O10 P4 C8 106.5 . . ?
O12 P4 C8 106.8 . . ?
P4 O10 Zn2 125.5 . 1_545 ?
P4 O12 H12B 109.5 . . ?
C15 N3 C16 111.4 . . ?
C15 N3 H3A 109.4 . . ?
C16 N3 H3A 109.4 . . ?
C15 N3 H3B 109.4 . . ?
C16 N3 H3B 109.3 . . ?
H3A N3 H3B 108.0 . . ?
N3 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
H2WA O2W H2WB 109.5 . . ?
H3WA O3W H3WB 108.2 . . ?
C5 C3 C4 119.1 . . ?
C5 C3 C2 118.7 . . ?
C4 C3 C2 122.1 . . ?
O14 C8 C9 110.1 . . ?
O14 C8 P3 109.73(7) . . ?
C9 C8 P3 108.32(8) . . ?
O14 C8 P4 105.5 . . ?
C9 C8 P4 110.3 . . ?
P3 C8 P4 112.94(8) . . ?

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
N1 H1A O5 0.90 1.78 2.641(5) 160.2 2_845
N1 H1A O13 0.90 2.53 3.031(5) 115.6 2_845
N2 H2C O11 0.90 1.77 2.654(3) 168.0 3_655
O12 H12B O9 0.82 1.84 2.655(6) 172.5 3_755

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        26.49
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         5.785
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.175
