# 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_a

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H18 Mn O10 P2'
_chemical_formula_weight         391.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   18.825(4)
_cell_length_b                   8.3912(16)
_cell_length_c                   9.2901(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.064(3)
_cell_angle_gamma                90
_cell_volume                     1463.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.659
_cell_measurement_theta_max      24.998

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_F_000             804
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.166
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4587
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.659
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             1250
_reflns_number_gt                1148
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0517P)²+2.6453P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1250
_refine_ls_number_parameters     105
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.088
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.5000 0.33867(7) 0.2500 0.0224(2) Uani 1 2 d S T P . .
O1W O 0.42780(15) 0.1450(3) 0.1577(3) 0.0599(8) Uani 1 1 d . . . . .
H1W H 0.4037 0.1882 0.0877 0.072 Uiso 1 1 d . U . . .
H2W H 0.4387 0.0515 0.1878 0.072 Uiso 1 1 d . U . . .
O1 O 0.58045(10) 0.5111(3) 0.32625(19) 0.0296(5) Uani 1 1 d . . . . .
O2 O 0.54913(9) 0.6635(2) 0.5495(2) 0.0261(4) Uani 1 1 d . . . . .
O3 O 0.61634(10) 0.4017(2) 0.5684(2) 0.0282(5) Uani 1 1 d . . . . .
H3A H 0.6067 0.4158 0.6522 0.042 Uiso 1 1 calc R U . . .
P1 P 0.60214(3) 0.56056(8) 0.47953(7) 0.0217(2) Uani 1 1 d . . . . .
C1 C 0.75035(16) 0.4360(4) 0.3617(4) 0.0391(8) Uani 1 1 d . . . . .
H1A H 0.7981 0.4140 0.3373 0.059 Uiso 1 1 calc R U . . .
H1B H 0.7190 0.4360 0.2755 0.059 Uiso 1 1 calc R U . . .
H1C H 0.7354 0.3554 0.4265 0.059 Uiso 1 1 calc R U . . .
C2 C 0.74803(14) 0.5970(3) 0.4336(3) 0.0249(6) Uani 1 1 d . . . . .
C3 C 0.68631(14) 0.6641(3) 0.4849(3) 0.0224(6) Uani 1 1 d . . . . .
C4 C 0.68966(14) 0.8142(3) 0.5494(3) 0.0250(6) Uani 1 1 d . . . . .
H4A H 0.6482 0.8568 0.5826 0.030 Uiso 1 1 calc R U . . .
O2W O 0.4962(6) -0.1550(9) 0.2906(10) 0.108(3) Uani 0.5 1 d . U P . .
O2W' O 0.4856(6) 0.0975(12) -0.1016(12) 0.122(3) Uani 0.5 1 d . U 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
Mn1 O2 2.1376(18) 6_565 ?
Mn1 O2 2.1376(18) 5_666 ?
Mn1 O1 2.1764(19) 2_655 ?
Mn1 O1 2.1764(19) . ?
Mn1 O1W 2.249(3) . ?
Mn1 O1W 2.249(3) 2_655 ?
O1 P1 1.5114(19) . ?
O2 P1 1.5021(19) . ?
O2 Mn1 2.1376(18) 5_666 ?
O3 P1 1.581(2) . ?
P1 C3 1.805(3) . ?
C1 C2 1.509(4) . ?
C2 C4 1.389(4) 7_666 ?
C2 C3 1.405(4) . ?
C3 C4 1.394(4) . ?
C4 C2 1.389(4) 7_666 ?
O2W O2W 0.778(17) 2_655 ?
O2W O2W' 1.141(12) 6_556 ?
O2W' O2W 1.141(12) 6 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mn1 O2 179.03(10) 6_565 5_666 ?
O2 Mn1 O1 93.21(7) 6_565 2_655 ?
O2 Mn1 O1 87.43(7) 5_666 2_655 ?
O2 Mn1 O1 87.43(7) 6_565 . ?
O2 Mn1 O1 93.21(7) 5_666 . ?
O1 Mn1 O1 96.67(11) 2_655 . ?
O2 Mn1 O1W 87.06(9) 6_565 . ?
O2 Mn1 O1W 92.24(9) 5_666 . ?
O1 Mn1 O1W 88.19(10) 2_655 . ?
O1 Mn1 O1W 172.85(9) . . ?
O2 Mn1 O1W 92.24(9) 6_565 2_655 ?
O2 Mn1 O1W 87.06(9) 5_666 2_655 ?
O1 Mn1 O1W 172.85(9) 2_655 2_655 ?
O1 Mn1 O1W 88.19(10) . 2_655 ?
O1W Mn1 O1W 87.47(16) . 2_655 ?
P1 O1 Mn1 128.64(10) . . ?
P1 O2 Mn1 135.55(11) . 5_666 ?
O2 P1 O1 114.97(12) . . ?
O2 P1 O3 110.60(10) . . ?
O1 P1 O3 106.55(11) . . ?
O2 P1 C3 108.67(12) . . ?
O1 P1 C3 109.65(11) . . ?
O3 P1 C3 106.02(11) . . ?
C4 C2 C3 117.3(2) 7_666 . ?
C4 C2 C1 118.7(2) 7_666 . ?
C3 C2 C1 124.0(2) . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 P1 117.37(19) . . ?
C2 C3 P1 122.9(2) . . ?
C2 C4 C3 123.1(2) 7_666 . ?
O2W O2W O2W' 155.0(7) 2_655 6_556 ?

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
O3 H3A O1 0.82 1.83 2.638(2) 168.1 6_566
O1W H1W O3 0.85 2.32 3.081(4) 149.8 2_655
O1W H2W O1W 0.85 2.91 3.109(6) 95.4 2_655

_refine_diff_density_max         0.375
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.078

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 986873'
#######################################################################
#
#                 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_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H26 Co O14 P2'
_chemical_formula_weight         467.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   6.8159(18)
_cell_length_b                   9.734(3)
_cell_length_c                   13.799(4)
_cell_angle_alpha                96.523(4)
_cell_angle_beta                 95.780(4)
_cell_angle_gamma                91.060(4)
_cell_volume                     904.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      27.59

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             486
_exptl_absorpt_coefficient_mu    1.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.888
_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            8529
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_sigmaI/netI    0.0709
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         27.59
_reflns_number_total             4065
_reflns_number_gt                3180
_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)+(0.0551P)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         4065
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.75923(6) 0.68972(4) 0.07281(3) 0.01885(14) Uani 1 1 d . . .
O1 O 0.8597(3) 0.4400(2) 0.28955(16) 0.0251(5) Uani 1 1 d . . .
O1W O 0.9602(3) 0.6327(2) 0.17848(17) 0.0312(6) Uani 1 1 d . . .
H1W H 0.9349 0.5738 0.2169 0.037 Uiso 1 1 d R . .
H2W H 1.0630 0.6812 0.2013 0.037 Uiso 1 1 d R . .
O2 O 0.7030(3) 0.2134(2) 0.30297(17) 0.0280(5) Uani 1 1 d . . .
H2A H 0.6120 0.1672 0.2708 0.042 Uiso 1 1 calc R . .
O2W O 0.7539(3) 0.4902(2) 0.00500(17) 0.0330(6) Uani 1 1 d . . .
H3W H 0.8428 0.4301 0.0046 0.040 Uiso 1 1 d R . .
H4W H 0.6416 0.4576 -0.0207 0.040 Uiso 1 1 d R . .
O3W O 0.9882(3) 0.7337(2) -0.01487(16) 0.0269(5) Uani 1 1 d . . .
H5W H 1.0737 0.7997 -0.0023 0.032 Uiso 1 1 d R . .
H6W H 0.9537 0.7423 -0.0747 0.032 Uiso 1 1 d R . .
O3 O 0.5024(3) 0.3890(2) 0.21776(15) 0.0239(5) Uani 1 1 d . . .
O4W O 0.5160(3) 0.6309(2) 0.14278(15) 0.0235(5) Uani 1 1 d . . .
H7W H 0.5194 0.5431 0.1368 0.028 Uiso 1 1 d R . .
H8W H 0.4413 0.6836 0.1748 0.028 Uiso 1 1 d R . .
O4 O 0.1187(3) 1.0147(2) 0.26531(16) 0.0233(5) Uani 1 1 d . . .
H4A H 0.1350 1.0922 0.2492 0.035 Uiso 1 1 calc R . .
O5W O 0.7781(3) 0.9012(2) 0.13598(15) 0.0244(5) Uani 1 1 d . . .
H9W H 0.8873 0.9245 0.1698 0.029 Uiso 1 1 d R . .
H10W H 0.6783 0.9314 0.1631 0.029 Uiso 1 1 d R . .
O5 O 0.2820(3) 0.7897(2) 0.24296(16) 0.0237(5) Uani 1 1 d . . .
O6W O 0.5597(3) 0.7548(2) -0.03703(16) 0.0284(5) Uani 1 1 d . . .
H11W H 0.5283 0.7121 -0.0939 0.034 Uiso 1 1 d R . .
H12W H 0.4663 0.8059 -0.0201 0.034 Uiso 1 1 d R . .
O6 O 0.4618(3) 1.0084(2) 0.21228(15) 0.0204(5) Uani 1 1 d . . .
O7W O 1.2697(3) 0.9376(2) 0.02269(17) 0.0312(5) Uani 1 1 d . . .
H13W H 1.2548 1.0034 -0.0127 0.037 Uiso 1 1 d R . .
H14W H 1.3256 0.9552 0.0808 0.037 Uiso 1 1 d R . .
O8W O 0.1277(3) 1.2680(2) 0.21453(17) 0.0283(5) Uani 1 1 d . . .
H15W H 0.2406 1.3072 0.2164 0.034 Uiso 1 1 d R . .
H16W H 0.0407 1.3174 0.2402 0.034 Uiso 1 1 d R . .
P1 P 0.66399(11) 0.37193(8) 0.29917(6) 0.01786(18) Uani 1 1 d . . .
P2 P 0.32357(11) 0.94062(8) 0.27407(6) 0.01771(18) Uani 1 1 d . . .
C1 C 0.8558(5) 0.3379(4) 0.5174(3) 0.0314(8) Uani 1 1 d . . .
H1A H 0.8985 0.3382 0.5859 0.047 Uiso 1 1 calc R . .
H1B H 0.9583 0.3779 0.4857 0.047 Uiso 1 1 calc R . .
H1C H 0.8273 0.2445 0.4882 0.047 Uiso 1 1 calc R . .
C2 C 0.6726(4) 0.4214(3) 0.5056(2) 0.0207(6) Uani 1 1 d . . .
C3 C 0.5742(4) 0.4396(3) 0.4142(2) 0.0187(6) Uani 1 1 d . . .
C4 C 0.4043(5) 0.5171(3) 0.4105(2) 0.0230(7) Uani 1 1 d . . .
H4B H 0.3392 0.5282 0.3495 0.028 Uiso 1 1 calc R . .
C5 C 0.7191(5) 0.8173(4) 0.3702(2) 0.0331(8) Uani 1 1 d . . .
H5A H 0.8303 0.7860 0.4093 0.050 Uiso 1 1 calc R . .
H5B H 0.7646 0.8666 0.3199 0.050 Uiso 1 1 calc R . .
H5C H 0.6378 0.7392 0.3406 0.050 Uiso 1 1 calc R . .
C6 C 0.6007(4) 0.9119(3) 0.4345(2) 0.0213(6) Uani 1 1 d . . .
C7 C 0.4248(4) 0.9717(3) 0.4011(2) 0.0188(6) Uani 1 1 d . . .
C8 C 0.3287(4) 1.0578(3) 0.4669(2) 0.0226(7) Uani 1 1 d . . .
H8A H 0.2121 1.0971 0.4442 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
Co1 O1W 2.030(2) . ?
Co1 O2W 2.056(2) . ?
Co1 O6W 2.094(2) . ?
Co1 O4W 2.102(2) . ?
Co1 O3W 2.135(2) . ?
Co1 O5W 2.139(2) . ?
O1 P1 1.503(2) . ?
O2 P1 1.576(2) . ?
O3 P1 1.517(2) . ?
O4 P2 1.583(2) . ?
O5 P2 1.497(2) . ?
O6 P2 1.522(2) . ?
P1 C3 1.818(3) . ?
P2 C7 1.808(3) . ?
C1 C2 1.507(4) . ?
C2 C4 1.396(4) 2_666 ?
C2 C3 1.399(4) . ?
C3 C4 1.393(4) . ?
C4 C2 1.396(4) 2_666 ?
C5 C6 1.507(4) . ?
C6 C8 1.394(4) 2_676 ?
C6 C7 1.401(4) . ?
C7 C8 1.387(4) . ?
C8 C6 1.394(4) 2_676 ?

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
O1W Co1 O2W 88.49(9) . . ?
O1W Co1 O6W 177.74(8) . . ?
O2W Co1 O6W 92.82(9) . . ?
O1W Co1 O4W 93.78(9) . . ?
O2W Co1 O4W 87.22(9) . . ?
O6W Co1 O4W 88.12(9) . . ?
O1W Co1 O3W 90.90(9) . . ?
O2W Co1 O3W 87.11(9) . . ?
O6W Co1 O3W 87.33(9) . . ?
O4W Co1 O3W 172.55(8) . . ?
O1W Co1 O5W 92.27(9) . . ?
O2W Co1 O5W 175.97(9) . . ?
O6W Co1 O5W 86.30(9) . . ?
O4W Co1 O5W 96.67(8) . . ?
O3W Co1 O5W 88.92(8) . . ?
O1 P1 O3 115.38(12) . . ?
O1 P1 O2 106.46(12) . . ?
O3 P1 O2 109.58(12) . . ?
O1 P1 C3 109.91(13) . . ?
O3 P1 C3 107.38(13) . . ?
O2 P1 C3 107.93(13) . . ?
O5 P2 O6 114.24(12) . . ?
O5 P2 O4 107.03(12) . . ?
O6 P2 O4 108.43(12) . . ?
O5 P2 C7 111.35(13) . . ?
O6 P2 C7 108.38(12) . . ?
O4 P2 C7 107.13(13) . . ?
C4 C2 C3 118.0(3) 2_666 . ?
C4 C2 C1 118.9(3) 2_666 . ?
C3 C2 C1 123.1(3) . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 P1 118.2(2) . . ?
C2 C3 P1 122.7(2) . . ?
C3 C4 C2 122.9(3) . 2_666 ?
C8 C6 C7 118.0(3) 2_676 . ?
C8 C6 C5 117.8(3) 2_676 . ?
C7 C6 C5 124.1(3) . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 P2 119.7(2) . . ?
C6 C7 P2 121.3(2) . . ?
C7 C8 C6 122.9(3) . 2_676 ?

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
O2 H2A O6 0.82 1.89 2.674(3) 158.8 1_545
O1W H2W O5 0.85 1.82 2.667(3) 176.4 1_655
O2W H3W O3W 0.85 1.99 2.832(3) 168.5 2_765
O2W H4W O4W 0.85 2.00 2.748(3) 146.0 2_665
O3W H6W O8W 0.85 1.94 2.787(3) 171.4 2_675
O3W H5W O7W 0.85 1.86 2.704(3) 177.0 .
O4W H7W O2W 0.85 2.55 2.748(3) 94.3 2_665
O4W H7W O3 0.85 1.98 2.681(3) 139.4 .
O5W H9W O4 0.85 2.06 2.901(3) 167.9 1_655
O6W H11W O3 0.85 1.86 2.707(3) 171.6 2_665
O6W H12W O7W 0.85 1.96 2.806(3) 174.7 1_455
O7W H13W O5W 0.85 2.02 2.832(3) 158.4 2_775
O7W H14W O6 0.85 1.96 2.811(3) 175.9 1_655
O8W H15W O3 0.85 1.94 2.787(3) 177.4 1_565
C1 H1B O1 0.96 2.86 3.406(4) 117.3 .
C1 H1C O2 0.96 2.59 3.135(4) 116.0 .
C5 H5C O5 0.96 2.73 3.293(4) 117.8 .
C5 H5B O6 0.96 2.89 3.400(4) 114.6 .

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        27.59
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.103
_database_code_depnum_ccdc_archive 'CCDC 986874'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H38 Co O20 P4'
_chemical_formula_weight         733.27

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.363(2)
_cell_length_b                   7.8134(13)
_cell_length_c                   15.311(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.942(4)
_cell_angle_gamma                90
_cell_volume                     1475.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.667
_cell_measurement_theta_max      26.428

_exptl_crystal_description       pink
_exptl_crystal_colour            prism
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_F_000             762
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.882
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.919
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7876
_diffrn_reflns_av_unetI/netI     0.1156
_diffrn_reflns_av_R_equivalents  0.0866
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.667
_diffrn_reflns_theta_max         26.428
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3020
_reflns_number_gt                1709
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0555P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0056(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3020
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1145
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1552
_refine_ls_wR_factor_gt          0.1266
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.5000 0.5000 0.0000 0.0294(3) Uani 1 2 d S . P . .
O1 O 0.6666(3) 0.9249(5) 0.1118(2) 0.0325(9) Uani 1 1 d . . . . .
H1A H 0.6967 0.9604 0.0693 0.049 Uiso 1 1 calc R U . . .
O1W O 0.5004(3) 0.5527(5) -0.1305(2) 0.0478(11) Uani 1 1 d . . . . .
H1W H 0.4992 0.6457 -0.1593 0.057 Uiso 1 1 d R U . . .
H2W H 0.5227 0.4895 -0.1707 0.057 Uiso 1 1 d R U . . .
O2 O 0.7283(3) 0.9203(4) 0.2669(2) 0.0327(9) Uani 1 1 d . . . . .
H2A H 0.7409 0.8487 0.3054 0.049 Uiso 1 1 calc R U . . .
O2W O 0.5210(3) 0.2405(5) -0.0286(3) 0.0514(12) Uani 1 1 d . . . . .
H3W H 0.5783 0.1876 -0.0402 0.062 Uiso 1 1 d R U . . .
H4W H 0.4749 0.1665 -0.0477 0.062 Uiso 1 1 d R U . . .
O3 O 0.7440(3) 0.6492(4) 0.1781(2) 0.0298(9) Uani 1 1 d . . . . .
O3W O 0.6675(3) 0.5293(4) 0.0151(2) 0.0336(9) Uani 1 1 d . . . . .
H5W H 0.7096 0.5851 -0.0160 0.040 Uiso 1 1 d R U . . .
H6W H 0.6799 0.5548 0.0687 0.040 Uiso 1 1 d R U . . .
O4 O 1.2849(3) 0.9492(4) 0.0265(2) 0.0278(9) Uani 1 1 d . . . . .
O4W O 0.4821(9) 0.8693(14) -0.2097(7) 0.059(3) Uani 0.5 1 d . . P . .
O4W' O 0.4324(8) 0.8060(12) -0.2455(7) 0.048(3) Uani 0.5 1 d . . P . .
O5 O 1.2990(3) 0.9734(4) 0.1862(2) 0.0302(9) Uani 1 1 d . . . . .
H5A H 1.2842 1.0311 0.2285 0.045 Uiso 1 1 calc R U . . .
O6 O 1.2422(3) 1.2365(4) 0.0963(2) 0.0275(8) Uani 1 1 d . . . . .
P1 P 0.75049(11) 0.84128(18) 0.17648(9) 0.0256(4) Uani 1 1 d . . . . .
P2 P 1.23562(10) 1.04434(17) 0.10143(9) 0.0250(4) Uani 1 1 d . . . . .
C1 C 0.9173(4) 1.0773(6) 0.1498(3) 0.0268(12) Uani 1 1 d . . . . .
C2 C 0.8826(4) 0.9061(6) 0.1487(3) 0.0249(12) Uani 1 1 d . . . . .
C3 C 0.9536(4) 0.7795(6) 0.1258(3) 0.0282(12) Uani 1 1 d . . . . .
H3A H 0.9293 0.6669 0.1238 0.034 Uiso 1 1 calc R U . . .
C4 C 1.0604(4) 0.8126(6) 0.1054(3) 0.0258(12) Uani 1 1 d . . . . .
C5 C 1.0958(4) 0.9821(6) 0.1102(3) 0.0245(11) Uani 1 1 d . . . . .
C6 C 1.0249(4) 1.1116(7) 0.1306(3) 0.0273(12) Uani 1 1 d . . . . .
H6A H 1.0491 1.2243 0.1315 0.033 Uiso 1 1 calc R U . . .
C7 C 0.8445(4) 1.2255(7) 0.1696(4) 0.0356(14) Uani 1 1 d . . . . .
H7A H 0.8858 1.3297 0.1715 0.053 Uiso 1 1 calc R U . . .
H7B H 0.8149 1.2073 0.2253 0.053 Uiso 1 1 calc R U . . .
H7C H 0.7865 1.2338 0.1248 0.053 Uiso 1 1 calc R U . . .
C8 C 1.1301(5) 0.6651(7) 0.0804(4) 0.0432(15) Uani 1 1 d . . . . .
H8A H 1.0963 0.5594 0.0952 0.065 Uiso 1 1 calc R U . . .
H8B H 1.2000 0.6736 0.1114 0.065 Uiso 1 1 calc R U . . .
H8C H 1.1384 0.6683 0.0185 0.065 Uiso 1 1 calc R U . . .


_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 O1W 2.041(4) 3_665 ?
Co1 O1W 2.041(4) . ?
Co1 O3W 2.081(3) 3_665 ?
Co1 O3W 2.081(3) . ?
Co1 O2W 2.094(4) . ?
Co1 O2W 2.094(4) 3_665 ?
O1 P1 1.531(4) . ?
O2 P1 1.557(3) . ?
O3 P1 1.503(4) . ?
O4 P2 1.529(3) . ?
O4W O4W' 0.936(11) . ?
O4W O1 2.931(11) 3_675 ?
O4W O2 3.150(11) 3_675 ?
O5 P2 1.571(3) . ?
O6 P2 1.506(3) . ?
P1 C2 1.789(5) . ?
P2 C5 1.810(5) . ?
C1 C2 1.405(7) . ?
C1 C6 1.408(7) . ?
C1 C7 1.510(7) . ?
C2 C3 1.384(7) . ?
C3 C4 1.401(7) . ?
C4 C5 1.395(7) . ?
C4 C8 1.504(7) . ?
C5 C6 1.389(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
O1W Co1 O1W 180.0 3_665 . ?
O1W Co1 O3W 90.98(14) 3_665 3_665 ?
O1W Co1 O3W 89.03(14) . 3_665 ?
O1W Co1 O3W 89.02(14) 3_665 . ?
O1W Co1 O3W 90.97(14) . . ?
O3W Co1 O3W 180.0 3_665 . ?
O1W Co1 O2W 91.02(16) 3_665 . ?
O1W Co1 O2W 88.98(16) . . ?
O3W Co1 O2W 90.41(14) 3_665 . ?
O3W Co1 O2W 89.58(14) . . ?
O1W Co1 O2W 88.98(16) 3_665 3_665 ?
O1W Co1 O2W 91.02(16) . 3_665 ?
O3W Co1 O2W 89.59(14) 3_665 3_665 ?
O3W Co1 O2W 90.41(14) . 3_665 ?
O2W Co1 O2W 180.0 . 3_665 ?
O4W' O4W O1 100.3(12) . 3_675 ?
O4W' O4W O2 67.4(10) . 3_675 ?
O1 O4W O2 47.23(18) 3_675 3_675 ?
O3 P1 O1 113.7(2) . . ?
O3 P1 O2 111.6(2) . . ?
O1 P1 O2 104.7(2) . . ?
O3 P1 C2 109.7(2) . . ?
O1 P1 C2 108.3(2) . . ?
O2 P1 C2 108.6(2) . . ?
O6 P2 O4 114.8(2) . . ?
O6 P2 O5 111.65(19) . . ?
O4 P2 O5 104.30(19) . . ?
O6 P2 C5 109.1(2) . . ?
O4 P2 C5 110.9(2) . . ?
O5 P2 C5 105.6(2) . . ?
C2 C1 C6 118.1(5) . . ?
C2 C1 C7 123.2(5) . . ?
C6 C1 C7 118.7(5) . . ?
C3 C2 C1 119.0(5) . . ?
C3 C2 P1 117.6(4) . . ?
C1 C2 P1 123.4(4) . . ?
C2 C3 C4 123.3(5) . . ?
C5 C4 C3 117.4(5) . . ?
C5 C4 C8 123.9(5) . . ?
C3 C4 C8 118.7(5) . . ?
C6 C5 C4 120.2(5) . . ?
C6 C5 P2 116.2(4) . . ?
C4 C5 P2 123.3(4) . . ?
C5 C6 C1 121.9(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 H1W O4W 0.85 1.92 2.757(11) 170.6 .
O1 H1A O4 0.82 1.66 2.446(5) 160.7 3_775
O2 H2A O6 0.82 1.74 2.544(5) 166.1 2_745
O5 H5A O3 0.82 1.76 2.576(5) 177.6 2_755
O1W H2W O4W 0.85 2.06 2.856(11) 156.9 2_644
O2W H3W O4 0.85 2.00 2.819(5) 161.7 3_765
O3W H5W O6 0.85 1.98 2.787(5) 158.8 3_775
C7 H7C O1 0.96 2.83 3.297(6) 110.7 .
C7 H7B O2 0.96 2.58 3.204(7) 122.5 .
C8 H8B O2 0.96 2.82 3.410(7) 120.7 2_745
C8 H8C O3W 0.96 2.93 3.348(6) 107.7 3_765
C8 H8B O4 0.96 2.76 3.081(7) 100.3 .

_refine_diff_density_max         0.482
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.109

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 986875'
#######################################################################
#
#                 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            'C8 H26 Ni O14 P2'
_chemical_formula_weight         466.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   6.7912(11)
_cell_length_b                   9.6878(16)
_cell_length_c                   13.786(2)
_cell_angle_alpha                96.736(2)
_cell_angle_beta                 95.816(5)
_cell_angle_gamma                91.082(5)
_cell_volume                     895.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.5

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    1.329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_T_max  0.887
_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            4172
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4194
_reflns_number_gt                2933
_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)+(0.0470P)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         4194
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_restrained_S_all      0.922
_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 0.75921(6) 0.69049(4) 0.07113(3) 0.01818(13) Uani 1 1 d . . .
O1 O 0.8607(3) 0.4427(2) 0.28965(17) 0.0238(6) Uani 1 1 d . . .
O1W O 0.9583(3) 0.6309(3) 0.17488(18) 0.0292(6) Uani 1 1 d . . .
H1W H 0.9330 0.5720 0.2133 0.035 Uiso 1 1 d R . .
H2W H 1.0616 0.6797 0.1978 0.035 Uiso 1 1 d R . .
O2 O 0.7057(3) 0.2148(2) 0.30190(18) 0.0276(6) Uani 1 1 d . . .
H2A H 0.6146 0.1680 0.2696 0.041 Uiso 1 1 calc R . .
O2W O 0.7518(3) 0.4919(2) 0.00524(18) 0.0304(6) Uani 1 1 d . . .
H3W H 0.8411 0.4315 0.0048 0.036 Uiso 1 1 d R . .
H4W H 0.6391 0.4592 -0.0206 0.036 Uiso 1 1 d R . .
O3W O 0.9844(3) 0.7319(2) -0.01409(17) 0.0252(6) Uani 1 1 d . . .
H5W H 1.0703 0.7982 -0.0014 0.030 Uiso 1 1 d R . .
H6W H 0.9498 0.7405 -0.0740 0.030 Uiso 1 1 d R . .
O3 O 0.5037(3) 0.3908(2) 0.21684(16) 0.0227(6) Uani 1 1 d . . .
O4W O 0.5211(3) 0.6332(2) 0.14177(16) 0.0213(5) Uani 1 1 d . . .
H7W H 0.5245 0.5449 0.1357 0.026 Uiso 1 1 d R . .
H8W H 0.4460 0.6861 0.1739 0.026 Uiso 1 1 d R . .
O4 O 0.1181(3) 1.0146(2) 0.26481(17) 0.0234(6) Uani 1 1 d . . .
H4A H 0.1340 1.0925 0.2486 0.035 Uiso 1 1 calc R . .
O5W O 0.7786(3) 0.8984(2) 0.13474(17) 0.0231(6) Uani 1 1 d . . .
H9W H 0.8882 0.9219 0.1687 0.028 Uiso 1 1 d R . .
H10W H 0.6785 0.9288 0.1619 0.028 Uiso 1 1 d R . .
O5 O 0.2814(3) 0.7888(2) 0.24217(18) 0.0237(6) Uani 1 1 d . . .
O6W O 0.5642(3) 0.7546(2) -0.03694(17) 0.0256(6) Uani 1 1 d . . .
H11W H 0.5326 0.7117 -0.0940 0.031 Uiso 1 1 d R . .
H12W H 0.4704 0.8059 -0.0200 0.031 Uiso 1 1 d R . .
O6 O 0.4627(3) 1.0088(2) 0.21204(17) 0.0215(5) Uani 1 1 d . . .
O7W O 1.2700(3) 0.9359(3) 0.02274(18) 0.0294(6) Uani 1 1 d . . .
H13W H 1.2551 1.0018 -0.0127 0.035 Uiso 1 1 d R . .
H14W H 1.3260 0.9535 0.0810 0.035 Uiso 1 1 d R . .
O8W O 0.1283(3) 1.2690(2) 0.21361(18) 0.0272(6) Uani 1 1 d . . .
H15W H 0.2417 1.3084 0.2155 0.033 Uiso 1 1 d R . .
H16W H 0.0410 1.3187 0.2394 0.033 Uiso 1 1 d R . .
P1 P 0.66539(13) 0.37345(9) 0.29867(7) 0.0182(2) Uani 1 1 d . . .
P2 P 0.32429(13) 0.94070(9) 0.27354(6) 0.0178(2) Uani 1 1 d . . .
C1 C 0.8555(5) 0.3358(4) 0.5163(3) 0.0325(10) Uani 1 1 d . . .
H1A H 0.8987 0.3358 0.5848 0.049 Uiso 1 1 calc R . .
H1B H 0.9586 0.3754 0.4845 0.049 Uiso 1 1 calc R . .
H1C H 0.8257 0.2420 0.4868 0.049 Uiso 1 1 calc R . .
C2 C 0.6730(5) 0.4205(4) 0.5052(3) 0.0204(8) Uani 1 1 d . . .
C3 C 0.5748(5) 0.4404(3) 0.4136(2) 0.0180(7) Uani 1 1 d . . .
C4 C 0.4037(5) 0.5183(4) 0.4106(3) 0.0227(8) Uani 1 1 d . . .
H4B H 0.3381 0.5299 0.3497 0.027 Uiso 1 1 calc R . .
C5 C 0.7237(5) 0.8193(4) 0.3700(3) 0.0325(10) Uani 1 1 d . . .
H5A H 0.8348 0.7883 0.4097 0.049 Uiso 1 1 calc R . .
H5B H 0.7702 0.8701 0.3207 0.049 Uiso 1 1 calc R . .
H5C H 0.6442 0.7402 0.3390 0.049 Uiso 1 1 calc R . .
C6 C 0.6006(5) 0.9124(4) 0.4342(3) 0.0233(8) Uani 1 1 d . . .
C7 C 0.4262(5) 0.9713(3) 0.4006(2) 0.0186(7) Uani 1 1 d . . .
C8 C 0.3270(5) 1.0579(4) 0.4668(2) 0.0222(8) Uani 1 1 d . . .
H8A H 0.2095 1.0969 0.4443 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
Ni1 O1W 2.010(2) . ?
Ni1 O2W 2.026(2) . ?
Ni1 O6W 2.051(2) . ?
Ni1 O4W 2.070(2) . ?
Ni1 O3W 2.081(2) . ?
Ni1 O5W 2.097(2) . ?
O1 P1 1.498(2) . ?
O2 P1 1.571(2) . ?
O3 P1 1.519(2) . ?
O4 P2 1.585(2) . ?
O5 P2 1.499(2) . ?
O6 P2 1.519(2) . ?
P1 C3 1.811(3) . ?
P2 C7 1.805(3) . ?
C1 C2 1.504(5) . ?
C2 C4 1.394(5) 2_666 ?
C2 C3 1.402(4) . ?
C3 C4 1.397(4) . ?
C4 C2 1.394(5) 2_666 ?
C5 C6 1.512(5) . ?
C6 C7 1.385(5) . ?
C6 C8 1.398(5) 2_676 ?
C7 C8 1.399(5) . ?
C8 C6 1.398(5) 2_676 ?

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
O1W Ni1 O2W 87.40(10) . . ?
O1W Ni1 O6W 177.92(10) . . ?
O2W Ni1 O6W 93.06(10) . . ?
O1W Ni1 O4W 92.99(10) . . ?
O2W Ni1 O4W 86.96(10) . . ?
O6W Ni1 O4W 89.06(9) . . ?
O1W Ni1 O3W 90.61(9) . . ?
O2W Ni1 O3W 87.45(10) . . ?
O6W Ni1 O3W 87.39(9) . . ?
O4W Ni1 O3W 173.21(9) . . ?
O1W Ni1 O5W 92.69(10) . . ?
O2W Ni1 O5W 176.98(10) . . ?
O6W Ni1 O5W 86.74(9) . . ?
O4W Ni1 O5W 96.05(9) . . ?
O3W Ni1 O5W 89.53(9) . . ?
O1 P1 O3 115.11(14) . . ?
O1 P1 O2 106.44(14) . . ?
O3 P1 O2 109.83(14) . . ?
O1 P1 C3 109.88(15) . . ?
O3 P1 C3 107.49(14) . . ?
O2 P1 C3 107.91(15) . . ?
O5 P2 O6 114.53(14) . . ?
O5 P2 O4 106.59(13) . . ?
O6 P2 O4 108.54(13) . . ?
O5 P2 C7 111.11(15) . . ?
O6 P2 C7 108.40(15) . . ?
O4 P2 C7 107.39(15) . . ?
C4 C2 C3 118.1(3) 2_666 . ?
C4 C2 C1 118.8(3) 2_666 . ?
C3 C2 C1 123.0(3) . . ?
C4 C3 C2 118.9(3) . . ?
C4 C3 P1 118.5(3) . . ?
C2 C3 P1 122.5(3) . . ?
C2 C4 C3 123.0(3) 2_666 . ?
C7 C6 C8 119.0(3) . 2_676 ?
C7 C6 C5 124.3(3) . . ?
C8 C6 C5 116.7(3) 2_676 . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 P2 121.9(3) . . ?
C8 C7 P2 119.0(3) . . ?
C6 C8 C7 121.9(3) 2_676 . ?

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
O2 H2A O6 0.82 1.89 2.668(3) 159.0 1_545
O1W H2W O5 0.85 1.82 2.672(3) 177.4 1_655
O2W H3W O3W 0.85 2.00 2.844(3) 169.5 2_765
O2W H4W O4W 0.85 2.00 2.755(3) 146.7 2_665
O3W H6W O8W 0.85 1.93 2.778(3) 171.7 2_675
O3W H5W O7W 0.85 1.86 2.710(3) 176.3 .
O4W H7W O2W 0.85 2.55 2.755(3) 94.9 2_665
O4W H7W O3 0.85 1.98 2.680(3) 139.1 .
O5W H9W O4 0.85 2.06 2.896(3) 167.1 1_655
O6W H11W O3 0.85 1.85 2.696(3) 172.6 2_665
O6W H12W O7W 0.85 1.96 2.807(3) 175.5 1_455
O7W H13W O5W 0.85 2.03 2.845(3) 159.7 2_775
O7W H14W O6 0.85 1.96 2.804(3) 175.3 1_655
O8W H15W O3 0.85 1.93 2.782(3) 177.5 1_565
C1 H1B O1 0.96 2.85 3.409(5) 117.8 .
C1 H1C O2 0.96 2.58 3.111(5) 115.3 .
C5 H5C O5 0.96 2.76 3.314(4) 117.8 .
C5 H5B O6 0.96 2.89 3.396(4) 114.0 .

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.104
_database_code_depnum_ccdc_archive 'CCDC 986876'
#######################################################################
#
#                 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_2

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H14 Cu O8 P2'
_chemical_formula_weight         363.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.1671(10)
_cell_length_b                   6.3007(12)
_cell_length_c                   10.029(3)
_cell_angle_alpha                75.102(5)
_cell_angle_beta                 84.496(10)
_cell_angle_gamma                76.610(3)
_cell_volume                     306.73(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.103
_cell_measurement_theta_max      24.998

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.969
_exptl_crystal_F_000             185
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.074
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2400
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.103
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             1063
_reflns_number_gt                893
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0455P)²+0.4350P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1063
_refine_ls_number_parameters     89
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0937
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.0000 1.0000 0.0000 0.0209(3) Uani 1 2 d S . P . .
O1 O 0.5444(6) 0.6897(5) 0.1974(3) 0.0288(7) Uani 1 1 d . . . . .
H1A H 0.4123 0.6499 0.1818 0.043 Uiso 1 1 calc R U . . .
O1W O 1.0648(7) 0.5373(6) 0.1386(4) 0.0499(10) Uani 1 1 d . . . . .
H1W H 1.0654 0.5110 0.2261 0.060 Uiso 1 1 d R U . . .
H2W H 1.0827 0.4214 0.1072 0.060 Uiso 1 1 d R U . . .
O2 O 0.6739(5) 1.0653(5) 0.1060(3) 0.0228(6) Uani 1 1 d . . . . .
O3 O 0.1876(5) 1.0385(5) 0.1486(3) 0.0248(7) Uani 1 1 d . . . . .
P1 P 0.47081(19) 0.94880(17) 0.19256(10) 0.0169(3) Uani 1 1 d . . . . .
C1 C 0.4793(7) 0.9737(7) 0.3679(4) 0.0163(8) Uani 1 1 d . . . . .
C2 C 0.6315(8) 1.1163(7) 0.3907(4) 0.0185(8) Uani 1 1 d . . . . .
H2A H 0.7212 1.1937 0.3159 0.022 Uiso 1 1 calc R U . . .
C3 C 0.3462(8) 0.8534(6) 0.4791(4) 0.0180(8) Uani 1 1 d . . . . .
C4 C 0.1792(9) 0.6951(7) 0.4638(4) 0.0261(10) Uani 1 1 d . . . . .
H4A H 0.2933 0.5593 0.4483 0.039 Uiso 1 1 calc R U . . .
H4B H 0.0665 0.7650 0.3869 0.039 Uiso 1 1 calc R U . . .
H4C H 0.0714 0.6602 0.5465 0.039 Uiso 1 1 calc R U . . .


_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 O2 1.924(3) 2_775 ?
Cu1 O2 1.924(3) . ?
Cu1 O3 1.948(3) 2_675 ?
Cu1 O3 1.948(3) 1_655 ?
Cu1 O1W 2.846(4) . ?
O1 P1 1.577(3) . ?
O1 H1A 0.8200 . ?
O1W H1W 0.8500 . ?
O1W H2W 0.8500 . ?
O2 P1 1.499(3) . ?
O3 P1 1.506(3) . ?
O3 Cu1 1.948(3) 1_455 ?
P1 C1 1.811(4) . ?
C1 C2 1.395(5) . ?
C1 C3 1.397(5) . ?
C2 C3 1.387(5) 2_676 ?
C2 H2A 0.9300 . ?
C3 C2 1.387(5) 2_676 ?
C3 C4 1.505(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 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
O2 Cu1 O2 180.0 2_775 . ?
O2 Cu1 O3 87.99(11) 2_775 2_675 ?
O2 Cu1 O3 92.01(11) . 2_675 ?
O2 Cu1 O3 92.01(11) 2_775 1_655 ?
O2 Cu1 O3 87.99(11) . 1_655 ?
O3 Cu1 O3 180.0 2_675 1_655 ?
O2 Cu1 O1W 90.45(11) 2_775 . ?
O2 Cu1 O1W 89.55(11) . . ?
O3 Cu1 O1W 92.06(12) 2_675 . ?
O3 Cu1 O1W 87.94(12) 1_655 . ?
P1 O1 H1A 109.5 . . ?
Cu1 O1W H1W 114.4 . . ?
Cu1 O1W H2W 130.8 . . ?
H1W O1W H2W 114.8 . . ?
P1 O2 Cu1 140.3(2) . . ?
P1 O3 Cu1 131.79(18) . 1_455 ?
O2 P1 O3 115.76(17) . . ?
O2 P1 O1 110.47(17) . . ?
O3 P1 O1 107.86(17) . . ?
O2 P1 C1 108.23(16) . . ?
O3 P1 C1 107.24(16) . . ?
O1 P1 C1 106.89(17) . . ?
C2 C1 C3 119.7(3) . . ?
C2 C1 P1 117.4(3) . . ?
C3 C1 P1 122.8(3) . . ?
C3 C2 C1 122.3(4) 2_676 . ?
C3 C2 H2A 118.9 2_676 . ?
C1 C2 H2A 118.9 . . ?
C2 C3 C1 118.0(4) 2_676 . ?
C2 C3 C4 118.9(4) 2_676 . ?
C1 C3 C4 123.2(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
Cu1 O2 P1 O3 -124.0(3) . . . . ?
Cu1 O2 P1 O1 -1.0(3) . . . . ?
Cu1 O2 P1 C1 115.7(3) . . . . ?
Cu1 O3 P1 O2 77.5(3) 1_455 . . . ?
Cu1 O3 P1 O1 -46.8(3) 1_455 . . . ?
Cu1 O3 P1 C1 -161.6(2) 1_455 . . . ?
O2 P1 C1 C2 9.1(4) . . . . ?
O3 P1 C1 C2 -116.4(3) . . . . ?
O1 P1 C1 C2 128.1(3) . . . . ?
O2 P1 C1 C3 -169.4(3) . . . . ?
O3 P1 C1 C3 65.1(4) . . . . ?
O1 P1 C1 C3 -50.4(4) . . . . ?
C3 C1 C2 C3 -0.9(6) . . . 2_676 ?
P1 C1 C2 C3 -179.5(3) . . . 2_676 ?
C2 C1 C3 C2 0.9(6) . . . 2_676 ?
P1 C1 C3 C2 179.4(3) . . . 2_676 ?
C2 C1 C3 C4 -179.6(4) . . . . ?
P1 C1 C3 C4 -1.2(6) . . . . ?

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 H1A O1W 0.82 2.19 3.014(5) 178.7 1_455
O1W H2W O1W 0.85 2.58 3.094(7) 119.9 2_765
O1W H2W O3 0.85 2.28 3.035(5) 147.8 1_645
C4 H4A O1 0.96 2.74 3.123(5) 104.7 .
C4 H4B O3 0.96 2.68 3.343(5) 126.9 .

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.100

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 986877'
#######################################################################
#
#                 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-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H38 O20 P4 Zn'
_chemical_formula_weight         739.71

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.3549(13)
_cell_length_b                   7.8244(8)
_cell_length_c                   15.3271(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.924(2)
_cell_angle_gamma                90
_cell_volume                     1478.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.664
_cell_measurement_theta_max      27.916

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.131
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  0.903
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8319
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.664
_diffrn_reflns_theta_max         27.916
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3388
_reflns_number_gt                2314
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0481P)²+0.5706P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3388
_refine_ls_number_parameters     198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.5000 0.0000 0.02856(18) Uani 1 2 d S . P . .
O1 O 0.66557(19) 0.9258(3) 0.11126(15) 0.0309(6) Uani 1 1 d . . . . .
H1A H 0.6957 0.9613 0.0688 0.046 Uiso 1 1 calc R U . . .
O1W O 0.5003(2) 0.5532(4) -0.13122(16) 0.0464(8) Uani 1 1 d . . . . .
H1W H 0.4991 0.6461 -0.1600 0.056 Uiso 1 1 d R U . . .
H2W H 0.5226 0.4899 -0.1713 0.056 Uiso 1 1 d R U . . .
O2 O 0.7271(2) 0.9206(3) 0.26616(15) 0.0316(6) Uani 1 1 d . . . . .
H2A H 0.7396 0.8494 0.3048 0.047 Uiso 1 1 calc R U . . .
O2W O 0.5205(2) 0.2402(3) -0.02910(19) 0.0481(8) Uani 1 1 d . . . . .
H3W H 0.5778 0.1873 -0.0408 0.058 Uiso 1 1 d R U . . .
H4W H 0.4744 0.1662 -0.0483 0.058 Uiso 1 1 d R U . . .
O3 O 0.74363(19) 0.6494(3) 0.17714(14) 0.0269(5) Uani 1 1 d . . . . .
O3W O 0.66606(19) 0.5299(3) 0.01490(15) 0.0295(6) Uani 1 1 d . . . . .
H5W H 0.7082 0.5857 -0.0162 0.035 Uiso 1 1 d R U . . .
H6W H 0.6784 0.5554 0.0686 0.035 Uiso 1 1 d R U . . .
O4 O 1.28561(19) 0.9496(3) 0.02718(14) 0.0269(6) Uani 1 1 d . . . . .
O4W O 0.4826(6) 0.8717(9) -0.2076(5) 0.0562(19) Uani 0.5 1 d . . P . .
O4W' O 0.4343(6) 0.8080(9) -0.2458(5) 0.0511(18) Uani 0.5 1 d . . P . .
O5 O 1.29903(19) 0.9736(3) 0.18644(14) 0.0293(6) Uani 1 1 d . . . . .
H5A H 1.2843 1.0311 0.2287 0.044 Uiso 1 1 calc R U . . .
O6 O 1.24257(19) 1.2361(3) 0.09667(14) 0.0271(6) Uani 1 1 d . . . . .
P1 P 0.74979(7) 0.84126(11) 0.17588(5) 0.0224(2) Uani 1 1 d . . . . .
P2 P 1.23576(7) 1.04486(11) 0.10175(5) 0.0211(2) Uani 1 1 d . . . . .
C1 C 0.9173(3) 1.0780(4) 0.1492(2) 0.0240(7) Uani 1 1 d . . . . .
C2 C 0.8830(3) 0.9074(4) 0.14835(19) 0.0205(7) Uani 1 1 d . . . . .
C3 C 0.9544(3) 0.7795(4) 0.1257(2) 0.0251(8) Uani 1 1 d . . . . .
H3A H 0.9301 0.6670 0.1242 0.030 Uiso 1 1 calc R U . . .
C4 C 1.0602(3) 0.8124(4) 0.1051(2) 0.0235(7) Uani 1 1 d . . . . .
C5 C 1.0957(3) 0.9828(4) 0.1105(2) 0.0224(7) Uani 1 1 d . . . . .
C6 C 1.0232(3) 1.1113(4) 0.1308(2) 0.0247(8) Uani 1 1 d . . . . .
H6A H 1.0471 1.2240 0.1320 0.030 Uiso 1 1 calc R U . . .
C7 C 0.8444(3) 1.2259(5) 0.1696(3) 0.0338(9) Uani 1 1 d . . . . .
H7A H 0.8865 1.3289 0.1750 0.051 Uiso 1 1 calc R U . . .
H7B H 0.8117 1.2040 0.2235 0.051 Uiso 1 1 calc R U . . .
H7C H 0.7888 1.2386 0.1232 0.051 Uiso 1 1 calc R U . . .
C8 C 1.1305(3) 0.6652(5) 0.0810(3) 0.0372(9) Uani 1 1 d . . . . .
H8A H 1.0933 0.5596 0.0899 0.056 Uiso 1 1 calc R U . . .
H8B H 1.1973 0.6673 0.1170 0.056 Uiso 1 1 calc R U . . .
H8C H 1.1459 0.6748 0.0206 0.056 Uiso 1 1 calc R U . . .


_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 O1W 2.054(2) 3_665 ?
Zn1 O1W 2.054(2) . ?
Zn1 O3W 2.062(2) 3_665 ?
Zn1 O3W 2.062(2) . ?
Zn1 O2W 2.100(3) . ?
Zn1 O2W 2.100(3) 3_665 ?
O1 P1 1.536(2) . ?
O2 P1 1.560(2) . ?
O3 P1 1.503(2) . ?
O4 P2 1.529(2) . ?
O4W O4W' 0.949(8) . ?
O4W O1 2.900(7) 3_675 ?
O4W O2 3.136(7) 3_675 ?
O5 P2 1.571(2) . ?
O6 P2 1.501(2) . ?
P1 C2 1.803(3) . ?
P2 C5 1.811(3) . ?
C1 C6 1.381(5) . ?
C1 C2 1.401(5) . ?
C1 C7 1.512(5) . ?
C2 C3 1.393(4) . ?
C3 C4 1.390(5) . ?
C4 C5 1.404(4) . ?
C4 C8 1.504(4) . ?
C5 C6 1.396(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
O1W Zn1 O1W 180.0 3_665 . ?
O1W Zn1 O3W 90.98(10) 3_665 3_665 ?
O1W Zn1 O3W 89.02(10) . 3_665 ?
O1W Zn1 O3W 89.02(10) 3_665 . ?
O1W Zn1 O3W 90.98(10) . . ?
O3W Zn1 O3W 180.0 3_665 . ?
O1W Zn1 O2W 91.16(11) 3_665 . ?
O1W Zn1 O2W 88.84(11) . . ?
O3W Zn1 O2W 90.00(10) 3_665 . ?
O3W Zn1 O2W 90.00(10) . . ?
O1W Zn1 O2W 88.84(11) 3_665 3_665 ?
O1W Zn1 O2W 91.16(11) . 3_665 ?
O3W Zn1 O2W 89.99(10) 3_665 3_665 ?
O3W Zn1 O2W 90.01(10) . 3_665 ?
O2W Zn1 O2W 180.0 . 3_665 ?
O4W' O4W O1 102.1(8) . 3_675 ?
O4W' O4W O2 67.9(6) . 3_675 ?
O1 O4W O2 47.55(12) 3_675 3_675 ?
O3 P1 O1 113.94(14) . . ?
O3 P1 O2 111.95(13) . . ?
O1 P1 O2 104.21(14) . . ?
O3 P1 C2 109.71(14) . . ?
O1 P1 C2 108.33(14) . . ?
O2 P1 C2 108.42(14) . . ?
O6 P2 O4 114.86(13) . . ?
O6 P2 O5 111.74(14) . . ?
O4 P2 O5 103.97(13) . . ?
O6 P2 C5 109.17(15) . . ?
O4 P2 C5 111.13(15) . . ?
O5 P2 C5 105.51(14) . . ?
C6 C1 C2 117.9(3) . . ?
C6 C1 C7 118.9(3) . . ?
C2 C1 C7 123.2(3) . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 P1 117.1(3) . . ?
C1 C2 P1 123.5(2) . . ?
C4 C3 C2 123.0(3) . . ?
C3 C4 C5 117.2(3) . . ?
C3 C4 C8 118.8(3) . . ?
C5 C4 C8 123.9(3) . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 P2 117.0(3) . . ?
C4 C5 P2 123.1(3) . . ?
C1 C6 C5 122.8(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 O4W 0.85 1.92 2.756(7) 169.6 .
O1 H1A O4 0.82 1.66 2.448(3) 160.9 3_775
O2 H2A O6 0.82 1.75 2.557(3) 166.5 2_745
O5 H5A O3 0.82 1.77 2.587(3) 177.5 2_755
O1W H2W O4W 0.85 2.07 2.870(7) 156.5 2_644
O2W H3W O4 0.85 2.00 2.817(3) 161.7 3_765
O3W H5W O6 0.85 1.98 2.796(3) 159.2 3_775
C7 H7C O1 0.96 2.88 3.305(5) 107.9 .
C7 H7B O2 0.96 2.56 3.208(4) 125.4 .
C8 H8B O2 0.96 2.75 3.418(5) 127.0 2_745
C8 H8C O3W 0.96 2.90 3.363(4) 110.6 3_765
C8 H8C O4 0.96 2.75 3.085(4) 101.0 .

_refine_diff_density_max         0.380
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 986878'
#######################################################################
#
#                 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_b

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H14 Cd O8 P2'
_chemical_formula_weight         412.53

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   19.781(4)
_cell_length_b                   6.7881(15)
_cell_length_c                   9.4449(19)
_cell_angle_alpha                90
_cell_angle_beta                 90.463(3)
_cell_angle_gamma                90
_cell_volume                     1268.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.059
_cell_measurement_theta_max      24.991

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.161
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    2.006
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.624
_exptl_absorpt_correction_T_max  0.818
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3165
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.059
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.959
_reflns_number_total             1097
_reflns_number_gt                991
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0458P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1097
_refine_ls_number_parameters     89
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0849
_refine_ls_wR_factor_gt          0.0824
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.20994(6) 0.2500 0.0173(2) Uani 1 2 d S T P . .
O1 O 0.60405(15) -0.1323(4) 0.4419(3) 0.0215(7) Uani 1 1 d . . . . .
H1A H 0.5982 -0.1087 0.3575 0.032 Uiso 1 1 calc R U . . .
O1W O 0.56656(19) 0.4497(5) 0.1438(5) 0.0435(10) Uani 1 1 d . . . . .
H1W H 0.5893 0.5354 0.1893 0.052 Uiso 1 1 d R U . . .
H2W H 0.5740 0.4177 0.0583 0.052 Uiso 1 1 d R U . . .
O2 O 0.58371(15) 0.0077(5) 0.6786(3) 0.0200(7) Uani 1 1 d . . . . .
O3 O 0.55335(16) 0.2124(4) 0.4610(3) 0.0196(7) Uani 1 1 d . . . . .
P1 P 0.60120(5) 0.06658(16) 0.52898(12) 0.0153(3) Uani 1 1 d . . . . .
C1 C 0.6856(2) 0.1674(6) 0.5206(4) 0.0145(9) Uani 1 1 d . . . . .
C2 C 0.6942(2) 0.3483(6) 0.4497(5) 0.0179(9) Uani 1 1 d . . . . .
H2A H 0.6561 0.4142 0.4158 0.022 Uiso 1 1 calc R U . . .
C3 C 0.7576(2) 0.4320(6) 0.4285(5) 0.0165(9) Uani 1 1 d . . . . .
C4 C 0.7608(2) 0.6191(7) 0.3427(5) 0.0245(10) Uani 1 1 d . . . . .
H4A H 0.7704 0.5875 0.2459 0.037 Uiso 1 1 calc R U . . .
H4B H 0.7959 0.7025 0.3801 0.037 Uiso 1 1 calc R U . . .
H4C H 0.7182 0.6863 0.3476 0.037 Uiso 1 1 calc R U . . .


_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 O3 2.248(3) 2_655 ?
Cd1 O3 2.248(3) . ?
Cd1 O2 2.323(3) 6 ?
Cd1 O2 2.323(3) 5_656 ?
Cd1 O1W 2.326(3) . ?
Cd1 O1W 2.326(3) 2_655 ?
O1 P1 1.582(3) . ?
O2 P1 1.512(3) . ?
O2 Cd1 2.323(3) 5_656 ?
O3 P1 1.509(3) . ?
P1 C1 1.806(4) . ?
C1 C3 1.394(6) 7_656 ?
C1 C2 1.410(6) . ?
C2 C3 1.393(6) . ?
C3 C1 1.394(6) 7_656 ?
C3 C4 1.508(6) . ?

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 Cd1 O3 179.14(14) 2_655 . ?
O3 Cd1 O2 94.49(11) 2_655 6 ?
O3 Cd1 O2 86.06(10) . 6 ?
O3 Cd1 O2 86.06(11) 2_655 5_656 ?
O3 Cd1 O2 94.49(11) . 5_656 ?
O2 Cd1 O2 101.03(16) 6 5_656 ?
O3 Cd1 O1W 82.87(13) 2_655 . ?
O3 Cd1 O1W 96.52(13) . . ?
O2 Cd1 O1W 84.98(13) 6 . ?
O2 Cd1 O1W 167.80(13) 5_656 . ?
O3 Cd1 O1W 96.52(13) 2_655 2_655 ?
O3 Cd1 O1W 82.87(13) . 2_655 ?
O2 Cd1 O1W 167.80(13) 6 2_655 ?
O2 Cd1 O1W 84.98(13) 5_656 2_655 ?
O1W Cd1 O1W 91.2(2) . 2_655 ?
P1 O2 Cd1 127.48(17) . 5_656 ?
P1 O3 Cd1 131.35(18) . . ?
O3 P1 O2 115.07(18) . . ?
O3 P1 O1 111.30(18) . . ?
O2 P1 O1 105.66(17) . . ?
O3 P1 C1 108.02(19) . . ?
O2 P1 C1 111.07(19) . . ?
O1 P1 C1 105.30(18) . . ?
C3 C1 C2 119.0(4) 7_656 . ?
C3 C1 P1 123.0(3) 7_656 . ?
C2 C1 P1 117.8(3) . . ?
C3 C2 C1 122.4(4) . . ?
C2 C3 C1 118.6(4) . 7_656 ?
C2 C3 C4 117.6(4) . . ?
C1 C3 C4 123.7(4) 7_656 . ?

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 H1A O2 0.82 1.84 2.654(4) 169.3 6
O1W H2W O3 0.85 2.88 3.027(5) 91.5 2_655
C4 H4B O1 0.96 2.63 3.347(6) 131.7 7_656
C4 H4B O2 0.96 2.84 3.202(5) 103.7 7_656
O1W H2W O1 0.85 2.31 2.976(5) 135.6 6
O1W H2W O3 0.85 2.70 2.882(5) 93.4 6_565

_refine_diff_density_max         0.615
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.128

_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 986879'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H14 O8 P2 Zn'
_chemical_formula_weight         365.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.6143(12)
_cell_length_b                   22.461(4)
_cell_length_c                   7.7097(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1318.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.81
_cell_measurement_theta_max      27.65

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    2.136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_T_max  0.880
_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            6620
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.65
_reflns_number_total             1544
_reflns_number_gt                1361
_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)+(0.0550P)²+0.8671P] 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     SHELXL
_refine_ls_extinction_coef       0.0109(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1544
_refine_ls_number_parameters     92
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0925
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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
Zn1 Zn 0.16308(5) 0.7500 0.07023(5) 0.02109(17) Uani 1 2 d S . .
O1 O 0.0612(2) 0.67337(8) 0.0460(3) 0.0283(4) Uani 1 1 d . . .
O1W O 0.3708(5) 0.7500 -0.0780(4) 0.0429(8) Uani 1 2 d S . .
H1W H 0.4109 0.7191 -0.1276 0.052 Uiso 1 1 d R . .
O2W O 0.2362(5) 0.7500 0.3123(4) 0.0399(7) Uani 1 2 d S . .
H3W H 0.2340 0.7199 0.3790 0.048 Uiso 1 1 d R . .
O2 O -0.2466(2) 0.65612(8) -0.0354(2) 0.0242(4) Uani 1 1 d . . .
H2A H -0.3090 0.6499 -0.1202 0.036 Uiso 1 1 calc R . .
O3 O -0.0148(2) 0.64933(7) -0.2687(2) 0.0261(4) Uani 1 1 d . . .
P1 P -0.05027(8) 0.63861(2) -0.07963(8) 0.01810(19) Uani 1 1 d . . .
C1 C -0.0941(4) 0.57621(11) 0.2952(3) 0.0288(6) Uani 1 1 d . . .
H1A H -0.1084 0.6169 0.2594 0.043 Uiso 1 1 calc R . .
H1B H -0.0016 0.5737 0.3795 0.043 Uiso 1 1 calc R . .
H1C H -0.2017 0.5621 0.3454 0.043 Uiso 1 1 calc R . .
C2 C -0.0479(3) 0.53835(10) 0.1396(3) 0.0190(5) Uani 1 1 d . . .
C3 C -0.0253(3) 0.56086(9) -0.0288(3) 0.0183(5) Uani 1 1 d . . .
C4 C 0.0216(3) 0.52251(10) -0.1639(3) 0.0203(5) Uani 1 1 d . . .
H4A H 0.0359 0.5382 -0.2746 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
Zn1 O1 1.8970(17) . ?
Zn1 O1 1.8970(17) 7_575 ?
Zn1 O2W 1.948(3) . ?
Zn1 O1W 1.951(3) . ?
O1 P1 1.5064(18) . ?
O2 P1 1.5827(18) . ?
O3 P1 1.5020(19) . ?
P1 C3 1.800(2) . ?
C1 C2 1.512(3) . ?
C2 C4 1.394(3) 5_565 ?
C2 C3 1.404(3) . ?
C3 C4 1.398(3) . ?
C4 C2 1.394(3) 5_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 130.28(11) . 7_575 ?
O1 Zn1 O2W 102.19(7) . . ?
O1 Zn1 O2W 102.19(7) 7_575 . ?
O1 Zn1 O1W 105.88(7) . . ?
O1 Zn1 O1W 105.88(7) 7_575 . ?
O2W Zn1 O1W 109.24(15) . . ?
P1 O1 Zn1 139.81(12) . . ?
O3 P1 O1 116.10(11) . . ?
O3 P1 O2 109.80(10) . . ?
O1 P1 O2 105.37(11) . . ?
O3 P1 C3 110.35(11) . . ?
O1 P1 C3 107.67(10) . . ?
O2 P1 C3 107.10(10) . . ?
C4 C2 C3 117.4(2) 5_565 . ?
C4 C2 C1 118.6(2) 5_565 . ?
C3 C2 C1 124.0(2) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 P1 117.58(18) . . ?
C2 C3 P1 122.53(17) . . ?
C2 C4 C3 122.7(2) 5_565 . ?

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
O2 H2A O3 0.82 1.79 2.545(2) 153.1 6
O1W H1W O3 0.85 1.85 2.696(2) 176.3 6_655
O2W H3W O2 0.85 1.88 2.724(2) 173.6 6_656
C1 H1A O1 0.96 2.45 3.139(3) 128.8 .
C1 H1A O2 0.96 2.66 3.326(3) 127.4 .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.65
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.089
_database_code_depnum_ccdc_archive 'CCDC 996815'
