# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global

_journal_coden_Cambridge         1350

loop_
_publ_author_name
'Li-Min Zheng'
'Li-Rong Guo'
'Jin-Tang Li'
'Yang Shen'

_publ_contact_author_name        'Li-Min Zheng'
_publ_contact_author_email       LMZHENG@NETRA.NJU.EDU.CN

_publ_section_title              
;
LiF-assisted crystallization of zinc
4-carboxyphenylphosphonates with pillared layered structures
;

# Attachment '1.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 717451'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H8 Li2 O10 P2 Zn2'
_chemical_formula_sum            'C14 H8 Li2 O10 P2 Zn2'
_chemical_formula_weight         542.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   8.5870(12)
_cell_length_b                   20.054(3)
_cell_length_c                   9.8062(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.701(3)
_cell_angle_gamma                90.00
_cell_volume                     1688.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    1117
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      24.68

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.135
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    3.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.385
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9030
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_sigmaI/netI    0.1144
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3308
_reflns_number_gt                2151
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0120P)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    constra
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3308
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.002
_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 0.94829(8) 0.78016(4) 0.67510(7) 0.0135(2) Uani 1 1 d . . .
Zn2 Zn 0.44965(8) 0.77435(4) 0.86769(8) 0.0137(2) Uani 1 1 d . . .
Li1 Li 0.7269(13) 0.2980(6) 0.3811(11) 0.019(3) Uani 1 1 d . . .
Li2 Li 0.7748(13) 0.7969(6) 0.4222(12) 0.022(3) Uani 1 1 d . . .
P1 P 0.63006(19) 0.70000(8) 0.63809(17) 0.0112(4) Uani 1 1 d . . .
P2 P 0.86563(19) 1.20569(8) 0.59984(17) 0.0115(4) Uani 1 1 d . . .
O1 O 0.7228(6) 0.3752(2) 0.4850(5) 0.0290(13) Uani 1 1 d . . .
O2 O 0.5915(5) 0.3656(2) 0.6789(5) 0.0253(12) Uani 1 1 d . . .
O3 O 0.4781(4) 0.7150(2) 0.7126(4) 0.0123(10) Uani 1 1 d . . .
O4 O 0.7692(4) 0.7243(2) 0.7232(4) 0.0129(10) Uani 1 1 d . . .
O5 O 0.6311(5) 0.7298(2) 0.4959(4) 0.0160(11) Uani 1 1 d . . .
O6 O 0.9268(5) 0.8742(2) 0.7084(5) 0.0238(12) Uani 1 1 d . . .
O7 O 0.7587(5) 0.8731(2) 0.5346(5) 0.0241(12) Uani 1 1 d . . .
O8 O 0.7182(5) 1.2303(2) 0.5295(4) 0.0126(10) Uani 1 1 d . . .
O9 O 0.8770(4) 1.2299(2) 0.7470(4) 0.0120(10) Uani 1 1 d . . .
O10 O 1.0108(4) 1.2275(2) 0.5235(4) 0.0141(10) Uani 1 1 d . . .
C1 C 0.6624(8) 0.3997(4) 0.5864(8) 0.0233(18) Uani 1 1 d . . .
C2 C 0.6631(7) 0.4732(3) 0.6061(7) 0.0172(16) Uani 1 1 d . . .
C3 C 0.5705(8) 0.5027(3) 0.7025(7) 0.0205(17) Uani 1 1 d . . .
H3 H 0.5135 0.4762 0.7616 0.025 Uiso 1 1 calc R . .
C4 C 0.5617(8) 0.5705(3) 0.7121(7) 0.0229(17) Uani 1 1 d . . .
H4 H 0.4998 0.5896 0.7788 0.028 Uiso 1 1 calc R . .
C5 C 0.6432(7) 0.6112(3) 0.6247(7) 0.0136(15) Uani 1 1 d . . .
C6 C 0.7377(8) 0.5812(3) 0.5283(7) 0.0201(17) Uani 1 1 d . . .
H6 H 0.7955 0.6074 0.4693 0.024 Uiso 1 1 calc R . .
C7 C 0.7460(8) 0.5132(3) 0.5202(7) 0.0234(18) Uani 1 1 d . . .
H7 H 0.8092 0.4938 0.4549 0.028 Uiso 1 1 calc R . .
C8 C 0.8410(8) 0.9042(4) 0.6194(7) 0.0203(17) Uani 1 1 d . . .
C9 C 0.8441(8) 0.9774(3) 0.6175(7) 0.0164(16) Uani 1 1 d . . .
C10 C 0.7469(8) 1.0123(3) 0.5298(7) 0.0223(17) Uani 1 1 d . . .
H10 H 0.6765 0.9893 0.4743 0.027 Uiso 1 1 calc R . .
C11 C 0.7535(8) 1.0812(3) 0.5240(7) 0.0212(17) Uani 1 1 d . . .
H11 H 0.6885 1.1041 0.4637 0.025 Uiso 1 1 calc R . .
C12 C 0.8553(7) 1.1162(3) 0.6065(7) 0.0136(15) Uani 1 1 d . . .
C13 C 0.9518(7) 1.0806(3) 0.6948(7) 0.0188(16) Uani 1 1 d . . .
H13 H 1.0209 1.1036 0.7513 0.023 Uiso 1 1 calc R . .
C14 C 0.9475(8) 1.0131(3) 0.7005(7) 0.0188(16) Uani 1 1 d . . .
H14 H 1.0139 0.9904 0.7602 0.023 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 O6 1.923(4) . ?
Zn1 O9 1.956(4) 2_746 ?
Zn1 O4 1.965(4) . ?
Zn1 O10 1.989(4) 3_776 ?
Zn1 Li2 2.897(12) . ?
Zn1 Li2 3.250(11) 4_576 ?
Zn1 Li1 3.252(11) 3_766 ?
Zn2 O2 1.919(4) 2_656 ?
Zn2 O3 1.949(4) . ?
Zn2 O8 1.977(4) 2_646 ?
Zn2 O5 1.991(4) 4_576 ?
Zn2 Li1 2.947(11) 2_656 ?
Zn2 Li2 3.176(11) 4_576 ?
Zn2 Li1 3.204(11) 3_666 ?
Li1 O1 1.854(12) . ?
Li1 O9 1.935(11) 4_575 ?
Li1 O8 1.992(12) 1_545 ?
Li1 O3 1.993(12) 3_666 ?
Li1 Zn2 2.947(11) 2_646 ?
Li1 P2 3.019(11) 4_575 ?
Li1 P2 3.063(11) 1_545 ?
Li1 P1 3.069(11) 3_666 ?
Li1 Zn2 3.204(11) 3_666 ?
Li1 Zn1 3.252(11) 3_766 ?
Li2 O7 1.891(12) . ?
Li2 O5 1.968(12) . ?
Li2 O10 1.972(12) 3_776 ?
Li2 O4 1.996(12) 4_575 ?
Li2 P1 3.037(12) 4_575 ?
Li2 P2 3.098(11) 3_776 ?
Li2 Zn2 3.176(11) 4_575 ?
Li2 Zn1 3.250(11) 4_575 ?
P1 O5 1.518(4) . ?
P1 O4 1.529(4) . ?
P1 O3 1.533(4) . ?
P1 C5 1.788(7) . ?
P1 Li2 3.037(12) 4_576 ?
P1 Li1 3.069(11) 3_666 ?
P2 O8 1.517(4) . ?
P2 O9 1.524(4) . ?
P2 O10 1.526(4) . ?
P2 C12 1.798(6) . ?
P2 Li1 3.019(11) 4_576 ?
P2 Li1 3.063(11) 1_565 ?
P2 Li2 3.098(11) 3_776 ?
O1 C1 1.229(8) . ?
O2 C1 1.294(8) . ?
O2 Zn2 1.919(4) 2_646 ?
O3 Li1 1.993(12) 3_666 ?
O4 Li2 1.996(12) 4_576 ?
O5 Zn2 1.991(4) 4_575 ?
O6 C8 1.285(8) . ?
O7 C8 1.251(8) . ?
O8 Zn2 1.977(4) 2_656 ?
O8 Li1 1.992(12) 1_565 ?
O9 Li1 1.935(11) 4_576 ?
O9 Zn1 1.956(4) 2_756 ?
O10 Li2 1.972(12) 3_776 ?
O10 Zn1 1.989(4) 3_776 ?
C1 C2 1.487(9) . ?
C2 C7 1.369(9) . ?
C2 C3 1.376(8) . ?
C3 C4 1.366(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(8) . ?
C6 C7 1.368(9) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.470(9) . ?
C9 C10 1.381(9) . ?
C9 C14 1.395(9) . ?
C10 C11 1.384(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.376(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.388(9) . ?
C13 C14 1.355(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Zn1 O9 120.93(19) . 2_746 ?
O6 Zn1 O4 116.18(18) . . ?
O9 Zn1 O4 102.19(17) 2_746 . ?
O6 Zn1 O10 105.12(18) . 3_776 ?
O9 Zn1 O10 101.47(17) 2_746 3_776 ?
O4 Zn1 O10 109.83(17) . 3_776 ?
O6 Zn1 Li2 89.0(3) . . ?
O9 Zn1 Li2 141.1(3) 2_746 . ?
O4 Zn1 Li2 82.9(3) . . ?
O10 Zn1 Li2 42.8(3) 3_776 . ?
O6 Zn1 Li2 107.1(2) . 4_576 ?
O9 Zn1 Li2 79.6(2) 2_746 4_576 ?
O4 Zn1 Li2 35.2(2) . 4_576 ?
O10 Zn1 Li2 141.4(3) 3_776 4_576 ?
Li2 Zn1 Li2 117.2(3) . 4_576 ?
O6 Zn1 Li1 125.9(3) . 3_766 ?
O9 Zn1 Li1 33.1(2) 2_746 3_766 ?
O4 Zn1 Li1 116.2(2) . 3_766 ?
O10 Zn1 Li1 68.6(2) 3_776 3_766 ?
Li2 Zn1 Li1 110.1(3) . 3_766 ?
Li2 Zn1 Li1 107.4(3) 4_576 3_766 ?
O2 Zn2 O3 114.90(19) 2_656 . ?
O2 Zn2 O8 114.47(19) 2_656 2_646 ?
O3 Zn2 O8 102.99(17) . 2_646 ?
O2 Zn2 O5 109.32(19) 2_656 4_576 ?
O3 Zn2 O5 111.24(17) . 4_576 ?
O8 Zn2 O5 103.22(17) 2_646 4_576 ?
O2 Zn2 Li1 87.1(3) 2_656 2_656 ?
O3 Zn2 Li1 145.2(3) . 2_656 ?
O8 Zn2 Li1 42.3(3) 2_646 2_656 ?
O5 Zn2 Li1 83.4(2) 4_576 2_656 ?
O2 Zn2 Li2 128.9(3) 2_656 4_576 ?
O3 Zn2 Li2 74.8(2) . 4_576 ?
O8 Zn2 Li2 111.0(2) 2_646 4_576 ?
O5 Zn2 Li2 36.4(2) 4_576 4_576 ?
Li1 Zn2 Li2 113.1(3) 2_656 4_576 ?
O2 Zn2 Li1 99.6(3) 2_656 3_666 ?
O3 Zn2 Li1 36.1(2) . 3_666 ?
O8 Zn2 Li1 81.1(2) 2_646 3_666 ?
O5 Zn2 Li1 145.2(2) 4_576 3_666 ?
Li1 Zn2 Li1 117.8(3) 2_656 3_666 ?
Li2 Zn2 Li1 109.3(3) 4_576 3_666 ?
O1 Li1 O9 129.2(6) . 4_575 ?
O1 Li1 O8 99.6(5) . 1_545 ?
O9 Li1 O8 109.3(6) 4_575 1_545 ?
O1 Li1 O3 109.9(6) . 3_666 ?
O9 Li1 O3 103.9(5) 4_575 3_666 ?
O8 Li1 O3 101.9(5) 1_545 3_666 ?
O1 Li1 Zn2 70.2(4) . 2_646 ?
O9 Li1 Zn2 151.1(6) 4_575 2_646 ?
O8 Li1 Zn2 41.9(2) 1_545 2_646 ?
O3 Li1 Zn2 84.5(4) 3_666 2_646 ?
O1 Li1 P2 122.2(5) . 4_575 ?
O9 Li1 P2 25.6(2) 4_575 4_575 ?
O8 Li1 P2 132.0(5) 1_545 4_575 ?
O3 Li1 P2 86.1(4) 3_666 4_575 ?
Zn2 Li1 P2 166.6(4) 2_646 4_575 ?
O1 Li1 P2 97.5(4) . 1_545 ?
O9 Li1 P2 92.6(4) 4_575 1_545 ?
O8 Li1 P2 25.1(2) 1_545 1_545 ?
O3 Li1 P2 125.2(5) 3_666 1_545 ?
Zn2 Li1 P2 61.1(2) 2_646 1_545 ?
P2 Li1 P2 118.1(4) 4_575 1_545 ?
O1 Li1 P1 89.8(4) . 3_666 ?
O9 Li1 P1 129.4(5) 4_575 3_666 ?
O8 Li1 P1 90.4(4) 1_545 3_666 ?
O3 Li1 P1 25.51(19) 3_666 3_666 ?
Zn2 Li1 P1 61.9(2) 2_646 3_666 ?
P2 Li1 P1 110.4(3) 4_575 3_666 ?
P2 Li1 P1 115.5(3) 1_545 3_666 ?
O1 Li1 Zn2 141.7(5) . 3_666 ?
O9 Li1 Zn2 70.4(3) 4_575 3_666 ?
O8 Li1 Zn2 103.0(4) 1_545 3_666 ?
O3 Li1 Zn2 35.2(2) 3_666 3_666 ?
Zn2 Li1 Zn2 108.7(3) 2_646 3_666 ?
P2 Li1 Zn2 58.8(2) 4_575 3_666 ?
P2 Li1 Zn2 115.8(4) 1_545 3_666 ?
P1 Li1 Zn2 59.7(2) 3_666 3_666 ?
O1 Li1 Zn1 121.2(5) . 3_766 ?
O9 Li1 Zn1 33.5(2) 4_575 3_766 ?
O8 Li1 Zn1 80.5(4) 1_545 3_766 ?
O3 Li1 Zn1 127.8(5) 3_666 3_766 ?
Zn2 Li1 Zn1 121.0(4) 2_646 3_766 ?
P2 Li1 Zn1 58.97(19) 4_575 3_766 ?
P2 Li1 Zn1 60.0(2) 1_545 3_766 ?
P1 Li1 Zn1 148.6(4) 3_666 3_766 ?
Zn2 Li1 Zn1 92.9(3) 3_666 3_766 ?
O7 Li2 O5 106.7(6) . . ?
O7 Li2 O10 96.8(5) . 3_776 ?
O5 Li2 O10 108.6(6) . 3_776 ?
O7 Li2 O4 137.8(7) . 4_575 ?
O5 Li2 O4 101.9(5) . 4_575 ?
O10 Li2 O4 102.9(5) 3_776 4_575 ?
O7 Li2 Zn1 68.6(4) . . ?
O5 Li2 Zn1 85.7(4) . . ?
O10 Li2 Zn1 43.2(3) 3_776 . ?
O4 Li2 Zn1 144.9(5) 4_575 . ?
O7 Li2 P1 119.1(5) . 4_575 ?
O5 Li2 P1 95.7(4) . 4_575 ?
O10 Li2 P1 128.6(5) 3_776 4_575 ?
O4 Li2 P1 26.3(2) 4_575 4_575 ?
Zn1 Li2 P1 171.1(4) . 4_575 ?
O7 Li2 P2 97.7(4) . 3_776 ?
O5 Li2 P2 130.1(5) . 3_776 ?
O10 Li2 P2 24.04(19) 3_776 3_776 ?
O4 Li2 P2 86.6(4) 4_575 3_776 ?
Zn1 Li2 P2 63.6(2) . 3_776 ?
P1 Li2 P2 109.5(3) 4_575 3_776 ?
O7 Li2 Zn2 113.0(5) . 4_575 ?
O5 Li2 Zn2 36.9(2) . 4_575 ?
O10 Li2 Zn2 138.6(5) 3_776 4_575 ?
O4 Li2 Zn2 74.3(3) 4_575 4_575 ?
Zn1 Li2 Zn2 122.3(4) . 4_575 ?
P1 Li2 Zn2 60.4(2) 4_575 4_575 ?
P2 Li2 Zn2 148.8(4) 3_776 4_575 ?
O7 Li2 Zn1 148.9(5) . 4_575 ?
O5 Li2 Zn1 104.1(4) . 4_575 ?
O10 Li2 Zn1 69.4(3) 3_776 4_575 ?
O4 Li2 Zn1 34.5(2) 4_575 4_575 ?
Zn1 Li2 Zn1 110.3(4) . 4_575 ?
P1 Li2 Zn1 60.8(2) 4_575 4_575 ?
P2 Li2 Zn1 58.3(2) 3_776 4_575 ?
Zn2 Li2 Zn1 94.1(3) 4_575 4_575 ?
O5 P1 O4 111.3(2) . . ?
O5 P1 O3 112.0(2) . . ?
O4 P1 O3 109.9(2) . . ?
O5 P1 C5 108.9(3) . . ?
O4 P1 C5 107.9(3) . . ?
O3 P1 C5 106.6(3) . . ?
O5 P1 Li2 145.9(3) . 4_576 ?
O3 P1 Li2 84.3(3) . 4_576 ?
C5 P1 Li2 93.6(3) . 4_576 ?
O5 P1 Li1 87.5(3) . 3_666 ?
O4 P1 Li1 143.4(3) . 3_666 ?
C5 P1 Li1 94.1(3) . 3_666 ?
Li2 P1 Li1 117.0(3) 4_576 3_666 ?
O8 P2 O9 111.7(2) . . ?
O8 P2 O10 111.4(2) . . ?
O9 P2 O10 109.3(2) . . ?
O8 P2 C12 107.5(3) . . ?
O9 P2 C12 106.6(3) . . ?
O10 P2 C12 110.2(3) . . ?
O8 P2 Li1 95.0(3) . 4_576 ?
O10 P2 Li1 142.1(3) . 4_576 ?
C12 P2 Li1 85.5(3) . 4_576 ?
O9 P2 Li1 119.4(3) . 1_565 ?
O10 P2 Li1 78.2(3) . 1_565 ?
C12 P2 Li1 127.6(3) . 1_565 ?
Li1 P2 Li1 120.0(3) 4_576 1_565 ?
O8 P2 Li2 143.2(3) . 3_776 ?
O9 P2 Li2 91.1(3) . 3_776 ?
C12 P2 Li2 92.0(3) . 3_776 ?
Li1 P2 Li2 117.9(3) 4_576 3_776 ?
Li1 P2 Li2 109.9(3) 1_565 3_776 ?
C1 O1 Li1 142.1(6) . . ?
C1 O2 Zn2 115.0(4) . 2_646 ?
P1 O3 Zn2 127.4(2) . . ?
P1 O3 Li1 120.4(4) . 3_666 ?
Zn2 O3 Li1 108.8(4) . 3_666 ?
P1 O4 Zn1 131.2(2) . . ?
P1 O4 Li2 118.4(4) . 4_576 ?
Zn1 O4 Li2 110.3(4) . 4_576 ?
P1 O5 Li2 128.1(4) . . ?
P1 O5 Zn2 123.4(2) . 4_575 ?
Li2 O5 Zn2 106.6(4) . 4_575 ?
C8 O6 Zn1 113.5(5) . . ?
C8 O7 Li2 138.2(6) . . ?
P2 O8 Zn2 121.5(2) . 2_656 ?
P2 O8 Li1 121.0(4) . 1_565 ?
Zn2 O8 Li1 95.9(4) 2_656 1_565 ?
P2 O9 Li1 121.1(4) . 4_576 ?
P2 O9 Zn1 125.0(2) . 2_756 ?
Li1 O9 Zn1 113.4(4) 4_576 2_756 ?
P2 O10 Li2 124.2(4) . 3_776 ?
P2 O10 Zn1 127.8(2) . 3_776 ?
Li2 O10 Zn1 94.0(4) 3_776 3_776 ?
O1 C1 O2 124.3(7) . . ?
O1 C1 C2 120.0(7) . . ?
O2 C1 C2 115.7(7) . . ?
C7 C2 C3 118.7(6) . . ?
C7 C2 C1 120.1(6) . . ?
C3 C2 C1 120.9(7) . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.1(6) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 118.0(6) . . ?
C4 C5 P1 120.7(5) . . ?
C6 C5 P1 121.3(5) . . ?
C7 C6 C5 120.2(7) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C2 121.4(6) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O7 C8 O6 122.3(7) . . ?
O7 C8 C9 120.0(7) . . ?
O6 C8 C9 117.8(7) . . ?
C10 C9 C14 118.7(6) . . ?
C10 C9 C8 120.2(7) . . ?
C14 C9 C8 121.1(6) . . ?
C9 C10 C11 120.4(7) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.8(6) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 118.3(6) . . ?
C11 C12 P2 121.3(5) . . ?
C13 C12 P2 120.4(5) . . ?
C14 C13 C12 121.6(6) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C9 120.3(7) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.892
_refine_diff_density_rms         0.145

# Attachment '2.cif'

data_sad
_database_code_depnum_ccdc_archive 'CCDC 717452'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H4 F O5 P Zn2'
_chemical_formula_sum            'C7 H4 F O5 P Zn2'
_chemical_formula_weight         348.81

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   5.8011(10)
_cell_length_b                   19.139(4)
_cell_length_c                   8.5616(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.086(4)
_cell_angle_gamma                90.00
_cell_volume                     929.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    886
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      23.99

_exptl_crystal_description       cubic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    5.348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.771
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4884
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_sigmaI/netI    0.0696
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         26.00
_reflns_number_total             1820
_reflns_number_gt                1472
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0600P)²+1.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constra
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1820
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1253
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.002
_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 0.74131(13) 0.52791(4) 0.96838(10) 0.0125(2) Uani 1 1 d . . .
Zn2 Zn 0.35176(13) 0.49628(4) 0.63750(9) 0.0117(2) Uani 1 1 d . . .
P1 P 0.1137(3) 0.93370(9) 0.8043(2) 0.0099(4) Uani 1 1 d . . .
O1 O 0.6511(9) 0.6182(2) 0.8649(6) 0.0203(12) Uani 1 1 d . . .
O2 O 0.3006(9) 0.5901(3) 0.7121(7) 0.0266(13) Uani 1 1 d . . .
O3 O 0.0457(8) 0.9639(2) 0.6328(5) 0.0134(11) Uani 1 1 d . . .
O4 O -0.0920(8) 0.9315(2) 0.8857(5) 0.0135(11) Uani 1 1 d . . .
O5 O 0.3206(8) 0.9761(2) 0.8990(6) 0.0107(10) Uani 1 1 d . . .
F1 F 0.4709(7) 0.4621(2) 0.8719(5) 0.0227(10) Uani 1 1 d . . .
C1 C 0.4436(13) 0.6327(4) 0.7868(8) 0.0181(16) Uani 1 1 d . . .
C2 C 0.3687(14) 0.7069(4) 0.7868(9) 0.0191(17) Uani 1 1 d . . .
C3 C 0.1435(15) 0.7267(4) 0.7073(11) 0.034(2) Uani 1 1 d . . .
H3 H 0.0402 0.6935 0.6525 0.041 Uiso 1 1 calc R . .
C4 C 0.0736(14) 0.7955(4) 0.7097(11) 0.032(2) Uani 1 1 d . . .
H4 H -0.0758 0.8080 0.6535 0.038 Uiso 1 1 calc R . .
C5 C 0.2165(12) 0.8459(3) 0.7919(8) 0.0133(15) Uani 1 1 d . . .
C6 C 0.4422(14) 0.8253(4) 0.8730(10) 0.0271(19) Uani 1 1 d . . .
H6 H 0.5438 0.8582 0.9308 0.033 Uiso 1 1 calc R . .
C7 C 0.5134(14) 0.7581(4) 0.8679(10) 0.0252(19) Uani 1 1 d . . .
H7 H 0.6649 0.7461 0.9209 0.030 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 1.963(5) . ?
Zn1 O3 2.021(5) 4_676 ?
Zn1 F1 2.031(4) 3_667 ?
Zn1 F1 2.046(4) . ?
Zn1 O3 2.055(5) 2_646 ?
Zn1 Zn1 3.1244(16) 3_767 ?
Zn1 Zn1 3.1477(16) 3_667 ?
Zn2 O4 1.929(5) 2_546 ?
Zn2 O2 1.949(5) . ?
Zn2 O5 2.027(4) 2_646 ?
Zn2 O5 2.080(5) 4_575 ?
Zn2 F1 2.086(4) . ?
P1 O4 1.503(5) . ?
P1 O5 1.533(5) . ?
P1 O3 1.550(5) . ?
P1 C5 1.794(7) . ?
O1 C1 1.279(8) . ?
O2 C1 1.241(9) . ?
O3 Zn1 2.021(4) 4_475 ?
O3 Zn1 2.055(4) 2_656 ?
O4 Zn2 1.929(5) 2_556 ?
O5 Zn2 2.027(4) 2_656 ?
O5 Zn2 2.080(5) 4_576 ?
F1 Zn1 2.031(4) 3_667 ?
C1 C2 1.485(10) . ?
C2 C7 1.380(11) . ?
C2 C3 1.394(11) . ?
C3 C4 1.378(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(10) . ?
C6 C7 1.354(11) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?

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 O3 111.0(2) . 4_676 ?
O1 Zn1 F1 94.6(2) . 3_667 ?
O3 Zn1 F1 95.06(17) 4_676 3_667 ?
O1 Zn1 F1 104.5(2) . . ?
O3 Zn1 F1 144.41(19) 4_676 . ?
F1 Zn1 F1 78.93(19) 3_667 . ?
O1 Zn1 O3 117.5(2) . 2_646 ?
O3 Zn1 O3 79.9(2) 4_676 2_646 ?
F1 Zn1 O3 147.37(19) 3_667 2_646 ?
F1 Zn1 O3 86.61(17) . 2_646 ?
O1 Zn1 Zn1 122.34(15) . 3_767 ?
O3 Zn1 Zn1 40.37(13) 4_676 3_767 ?
F1 Zn1 Zn1 127.66(13) 3_667 3_767 ?
F1 Zn1 Zn1 119.15(13) . 3_767 ?
O3 Zn1 Zn1 39.56(13) 2_646 3_767 ?
O1 Zn1 Zn1 102.36(15) . 3_667 ?
O3 Zn1 Zn1 125.84(14) 4_676 3_667 ?
F1 Zn1 Zn1 39.64(12) 3_667 3_667 ?
F1 Zn1 Zn1 39.29(11) . 3_667 ?
O3 Zn1 Zn1 120.33(14) 2_646 3_667 ?
Zn1 Zn1 Zn1 135.31(5) 3_767 3_667 ?
O4 Zn2 O2 117.2(2) 2_546 . ?
O4 Zn2 O5 126.80(19) 2_546 2_646 ?
O2 Zn2 O5 116.0(2) . 2_646 ?
O4 Zn2 O5 99.02(19) 2_546 4_575 ?
O2 Zn2 O5 95.7(2) . 4_575 ?
O5 Zn2 O5 77.81(19) 2_646 4_575 ?
O4 Zn2 F1 89.54(18) 2_546 . ?
O2 Zn2 F1 90.9(2) . . ?
O5 Zn2 F1 87.48(17) 2_646 . ?
O5 Zn2 F1 165.29(16) 4_575 . ?
O4 P1 O5 112.3(3) . . ?
O4 P1 O3 112.4(3) . . ?
O5 P1 O3 108.6(3) . . ?
O4 P1 C5 107.9(3) . . ?
O5 P1 C5 107.1(3) . . ?
O3 P1 C5 108.4(3) . . ?
C1 O1 Zn1 124.0(5) . . ?
C1 O2 Zn2 130.0(5) . . ?
P1 O3 Zn1 134.5(3) . 4_475 ?
P1 O3 Zn1 124.4(3) . 2_656 ?
Zn1 O3 Zn1 100.1(2) 4_475 2_656 ?
P1 O4 Zn2 127.8(3) . 2_556 ?
P1 O5 Zn2 132.5(3) . 2_656 ?
P1 O5 Zn2 123.5(3) . 4_576 ?
Zn2 O5 Zn2 102.19(19) 2_656 4_576 ?
Zn1 F1 Zn1 101.07(18) 3_667 . ?
Zn1 F1 Zn2 119.5(2) 3_667 . ?
Zn1 F1 Zn2 105.48(19) . . ?
O2 C1 O1 125.6(7) . . ?
O2 C1 C2 117.7(7) . . ?
O1 C1 C2 116.8(7) . . ?
C7 C2 C3 117.5(7) . . ?
C7 C2 C1 122.2(7) . . ?
C3 C2 C1 120.3(7) . . ?
C4 C3 C2 120.1(7) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 122.2(7) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 117.4(7) . . ?
C4 C5 P1 121.2(6) . . ?
C6 C5 P1 121.3(6) . . ?
C7 C6 C5 120.6(7) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 122.3(7) . . ?
C6 C7 H7 118.9 . . ?
C2 C7 H7 118.9 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.183


