# Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is © The Royal Society of Chemistry 2005


data_global
_journal_name_full               J.Mater.Chem.

_journal_coden_Cambridge         1145

_publ_contact_author_name        'Dr Philip Lightfoot'
_publ_contact_author_address     
;
Department of Chemistry
University of St Andrews
St Andrews
Fife
KY16 9ST
UNITED KINGDOM
;

_publ_contact_author_email       PL@ST-ANDREWS.AC.UK

_publ_section_title              
;
Polar ordering of polar octahedra in
[C2N2H10][VOF4(H2O)]
;
loop_
_publ_author_name
'Philip Lightfoot'
'Manfred Buck'
'Nicholas F. Stephens'

data_mer
_database_code_depnum_ccdc_archive 'CCDC 274936'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H12 F4 N2 O2 V'
_chemical_formula_weight         223.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   6.584(3)
_cell_length_b                   5.827(2)
_cell_length_c                   9.948(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.2312(16)
_cell_angle_gamma                90.00
_cell_volume                     378.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    1467
_cell_measurement_theta_min      3.1195
_cell_measurement_theta_max      25.3491

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.957
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             226
_exptl_absorpt_coefficient_mu    1.342
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8459
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      93.1500
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  
;
Mercury70 (2x2 bin mode)
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2254
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0351
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         25.35
_reflns_number_total             1263
_reflns_number_gt                1237
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0274P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(2)
_refine_ls_number_reflns         1263
_refine_ls_number_parameters     108
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0527
_refine_ls_wR_factor_gt          0.0525
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.002

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
V1 V 0.19973(6) 0.12579(8) 0.23369(4) 0.00904(13) Uani 1 1 d . . .
F1 F -0.02607(19) 0.1532(3) 0.09627(13) 0.0160(3) Uani 1 1 d . . .
F2 F 0.42835(19) -0.0058(2) 0.35108(13) 0.0103(3) Uani 1 1 d . . .
F3 F 0.0156(2) -0.0187(2) 0.34519(14) 0.0112(3) Uani 1 1 d . . .
F4 F 0.3862(2) 0.1771(2) 0.10435(14) 0.0129(4) Uani 1 1 d . . .
O1 O 0.2018(3) 0.3799(3) 0.30402(17) 0.0111(4) Uani 1 1 d . . .
O2 O 0.2105(3) -0.2318(3) 0.1460(2) 0.0127(4) Uani 1 1 d . . .
HW1 H 0.145(5) -0.267(6) 0.060(4) 0.047(11) Uiso 1 1 d . . .
HW2 H 0.201(5) -0.334(8) 0.181(4) 0.041(13) Uiso 1 1 d . . .
N1 N 0.6839(3) 0.7867(4) 0.1566(2) 0.0099(5) Uani 1 1 d . . .
H1 H 0.6738 0.7831 0.0646 0.015 Uiso 1 1 calc R . .
H2 H 0.7956 0.8705 0.1900 0.015 Uiso 1 1 calc R . .
H3 H 0.5693 0.8522 0.1823 0.015 Uiso 1 1 calc R . .
C1 C 0.7051(4) 0.5507(4) 0.2102(3) 0.0094(6) Uani 1 1 d . . .
H4 H 0.8286 0.4786 0.1812 0.011 Uiso 1 1 calc R . .
H5 H 0.5845 0.4588 0.1728 0.011 Uiso 1 1 calc R . .
C2 C 0.7225(4) 0.5513(4) 0.3643(3) 0.0121(6) Uani 1 1 d . . .
H6 H 0.8451 0.6397 0.4016 0.015 Uiso 1 1 calc R . .
H7 H 0.6007 0.6274 0.3933 0.015 Uiso 1 1 calc R . .
N2 N 0.7381(3) 0.3125(3) 0.4189(2) 0.0096(5) Uani 1 1 d . . .
H8 H 0.7483 0.3168 0.5109 0.014 Uiso 1 1 calc R . .
H9 H 0.8511 0.2433 0.3934 0.014 Uiso 1 1 calc R . .
H10 H 0.6245 0.2318 0.3856 0.014 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
V1 0.00822(19) 0.0069(2) 0.0122(2) 0.0031(2) 0.00227(14) 0.0005(2)
F1 0.0191(7) 0.0142(9) 0.0130(8) -0.0008(8) -0.0046(6) 0.0046(8)
F2 0.0084(7) 0.0118(8) 0.0104(8) 0.0017(7) 0.0001(6) 0.0017(6)
F3 0.0097(7) 0.0129(9) 0.0115(8) 0.0012(6) 0.0031(6) -0.0024(6)
F4 0.0171(7) 0.0126(9) 0.0098(8) -0.0008(7) 0.0046(5) -0.0050(7)
O1 0.0185(9) 0.0056(9) 0.0088(10) -0.0016(8) 0.0008(7) 0.0007(7)
O2 0.0210(10) 0.0074(10) 0.0092(12) 0.0001(9) -0.0004(8) -0.0020(9)
N1 0.0094(11) 0.0086(11) 0.0116(14) -0.0040(10) 0.0017(9) -0.0007(9)
C1 0.0097(13) 0.0083(14) 0.0105(14) -0.0008(10) 0.0017(10) -0.0009(9)
C2 0.0203(15) 0.0071(13) 0.0092(14) -0.0014(10) 0.0029(11) -0.0005(10)
N2 0.0111(10) 0.0087(11) 0.0087(12) 0.0003(10) 0.0007(8) -0.0002(9)

_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
V1 O1 1.6372(18) . ?
V1 F1 1.8955(14) . ?
V1 F4 1.9105(14) . ?
V1 F3 1.9360(14) . ?
V1 F2 1.9428(15) . ?
V1 O2 2.264(2) . ?
O2 HW1 0.93(4) . ?
O2 HW2 0.70(4) . ?
N1 C1 1.475(3) . ?
N1 H1 0.9100 . ?
N1 H2 0.9100 . ?
N1 H3 0.9100 . ?
C1 C2 1.524(4) . ?
C1 H4 0.9900 . ?
C1 H5 0.9900 . ?
C2 N2 1.493(3) . ?
C2 H6 0.9900 . ?
C2 H7 0.9900 . ?
N2 H8 0.9100 . ?
N2 H9 0.9100 . ?
N2 H10 0.9100 . ?

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 V1 F1 101.27(8) . . ?
O1 V1 F4 100.07(8) . . ?
F1 V1 F4 90.76(7) . . ?
O1 V1 F3 96.93(8) . . ?
F1 V1 F3 87.65(7) . . ?
F4 V1 F3 162.91(6) . . ?
O1 V1 F2 97.81(8) . . ?
F1 V1 F2 160.87(7) . . ?
F4 V1 F2 87.23(6) . . ?
F3 V1 F2 88.72(7) . . ?
O1 V1 O2 176.76(9) . . ?
F1 V1 O2 81.93(7) . . ?
F4 V1 O2 80.24(7) . . ?
F3 V1 O2 82.69(8) . . ?
F2 V1 O2 78.98(7) . . ?
V1 O2 HW1 121(2) . . ?
V1 O2 HW2 126(3) . . ?
HW1 O2 HW2 103(4) . . ?
C1 N1 H1 109.5 . . ?
C1 N1 H2 109.5 . . ?
H1 N1 H2 109.5 . . ?
C1 N1 H3 109.5 . . ?
H1 N1 H3 109.5 . . ?
H2 N1 H3 109.5 . . ?
N1 C1 C2 110.66(19) . . ?
N1 C1 H4 109.5 . . ?
C2 C1 H4 109.5 . . ?
N1 C1 H5 109.5 . . ?
C2 C1 H5 109.5 . . ?
H4 C1 H5 108.1 . . ?
N2 C2 C1 110.9(2) . . ?
N2 C2 H6 109.5 . . ?
C1 C2 H6 109.5 . . ?
N2 C2 H7 109.5 . . ?
C1 C2 H7 109.5 . . ?
H6 C2 H7 108.0 . . ?
C2 N2 H8 109.5 . . ?
C2 N2 H9 109.5 . . ?
H8 N2 H9 109.5 . . ?
C2 N2 H10 109.5 . . ?
H8 N2 H10 109.5 . . ?
H9 N2 H10 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 HW1 F1 0.93(4) 1.71(4) 2.645(3) 177(3) 2_545
O2 HW2 O1 0.70(4) 2.07(4) 2.759(3) 173(4) 1_545
N1 H1 F4 0.91 1.79 2.657(3) 159.0 2_655
N1 H2 F3 0.91 2.08 2.923(3) 153.1 1_665
N1 H2 F1 0.91 2.29 2.976(3) 132.1 1_665
N1 H3 F2 0.91 2.18 2.976(3) 145.4 1_565
N1 H3 F4 0.91 2.32 3.005(3) 131.4 1_565
N2 H8 F2 0.91 2.17 2.862(3) 132.2 2_656
N2 H8 F3 0.91 2.20 2.855(3) 128.6 2_656
N2 H9 F3 0.91 1.97 2.817(2) 155.1 1_655
N2 H10 F2 0.91 1.89 2.776(3) 162.5 .

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.060