# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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.
#
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#  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
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#  data retrieval see:
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data_isk215

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H36 N4 Na0.67 O14 V4'
_chemical_formula_weight         727.57
_chemical_absolute_configuration ad

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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           Cubic
_symmetry_space_group_name_H-M   P2(1)3

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

_cell_length_a                   18.316(2)
_cell_length_b                   18.316(2)
_cell_length_c                   18.316(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6144(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    88(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      24.42

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2228
_exptl_absorpt_coefficient_mu    0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6748
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'calculated via SADABS'

_exptl_special_details           
; 
 Crystal orientation and preliminary unit cell constants were obtained from  
 reflections gathered from four sets of 20 frames each.  Refined cell 
 parameters were computed after data collection.
;

_diffrn_ambient_temperature      88(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '30s scans at 0.3 degree omega increments'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74709
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         28.27
_reflns_number_total             5107
_reflns_number_gt                4616
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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. 

 After normal refinement, the initial volume per non-hydrogen atom was 26.5 
 cubic Angstroms per non-H atom with no difference Fourier map peaks above 
 0.63e/A**3. PLATON calculation revealed void areas totaling 1691 A**3, 
 which were modeled by use of PLATON/SQUEEZE. These voids were estimated to 
 contain a total of 625 electrons.

 The structure model also contained one threefold-disordered oxygen atom
 (O11, O12, O13), refined with total occupancy constrained to 1.00 and 
 isotropic dispalcement parameters constrained to be equal. The refined 
 occupancies of the three components were 0.427, 0.392, and 0.182.

 Ethyl and N-H hydrogen atoms of the V6O6 were included at calculated 
 positions and refined by use of the riding model.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_number_reflns         5107
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1380
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.091
_refine_ls_shift/su_mean         0.005

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 0.50085(3) 0.96832(3) 0.23449(3) 0.02541(14) Uani 1 1 d . . .
V2 V 0.65256(3) 1.04974(3) 0.18349(3) 0.02589(14) Uani 1 1 d . . .
Na1 Na 0.59216(7) 0.90784(7) 0.09216(7) 0.0245(4) Uani 1 3 d S . .
O1 O 0.54045(11) 0.86073(11) 0.19582(11) 0.0260(4) Uani 1 1 d . . .
O2 O 0.54456(11) 1.01213(11) 0.14397(11) 0.0258(4) Uani 1 1 d . . .
O3 O 0.41950(12) 0.91449(11) 0.18043(12) 0.0288(5) Uani 1 1 d . . .
O4 O 0.59925(12) 0.99698(12) 0.26497(11) 0.0296(5) Uani 1 1 d . . .
O5 O 0.44624(13) 1.02983(12) 0.26720(13) 0.0336(5) Uani 1 1 d . . .
O6 O 0.71367(12) 1.08296(13) 0.23773(12) 0.0334(5) Uani 1 1 d . . .
N1 N 0.51131(15) 0.90667(14) 0.33515(14) 0.0312(6) Uani 1 1 d . . .
H1 H 0.4678 0.9048 0.3567 0.037 Uiso 1 1 calc R . .
N2 N 0.59072(15) 1.15037(14) 0.17407(15) 0.0319(6) Uani 1 1 d . . .
H2 H 0.5891 1.1716 0.2177 0.038 Uiso 1 1 calc R . .
C1 C 0.5602(2) 0.95217(19) 0.38039(18) 0.0352(7) Uani 1 1 d . . .
H1A H 0.5776 0.9235 0.4228 0.042 Uiso 1 1 calc R . .
H1B H 0.5330 0.9950 0.3990 0.042 Uiso 1 1 calc R . .
C2 C 0.62532(18) 0.97784(19) 0.33564(16) 0.0311(7) Uani 1 1 d . . .
H2A H 0.6484 1.0206 0.3592 0.037 Uiso 1 1 calc R . .
H2B H 0.6621 0.9384 0.3319 0.037 Uiso 1 1 calc R . .
C3 C 0.5379(2) 0.82934(17) 0.32322(18) 0.0352(7) Uani 1 1 d . . .
H3A H 0.5695 0.8145 0.3645 0.042 Uiso 1 1 calc R . .
H3B H 0.4956 0.7957 0.3214 0.042 Uiso 1 1 calc R . .
C4 C 0.58007(18) 0.82433(18) 0.25297(17) 0.0307(6) Uani 1 1 d . . .
H4A H 0.6286 0.8474 0.2591 0.037 Uiso 1 1 calc R . .
H4B H 0.5875 0.7724 0.2398 0.037 Uiso 1 1 calc R . .
C5 C 0.51486(19) 1.13989(16) 0.1478(2) 0.0342(7) Uani 1 1 d . . .
H5A H 0.5011 1.1809 0.1154 0.041 Uiso 1 1 calc R . .
H5B H 0.4810 1.1396 0.1899 0.041 Uiso 1 1 calc R . .
C6 C 0.50814(18) 1.06760(16) 0.10585(18) 0.0313(6) Uani 1 1 d . . .
H6A H 0.4560 1.0546 0.1001 0.038 Uiso 1 1 calc R . .
H6B H 0.5297 1.0730 0.0566 0.038 Uiso 1 1 calc R . .
C7 C 0.6371(2) 1.19548(19) 0.1252(2) 0.0398(8) Uani 1 1 d . . .
H7A H 0.6802 1.2133 0.1525 0.048 Uiso 1 1 calc R . .
H7B H 0.6091 1.2384 0.1081 0.048 Uiso 1 1 calc R . .
C8 C 0.34868(17) 0.93911(19) 0.1616(2) 0.0371(8) Uani 1 1 d . . .
H8A H 0.3518 0.9756 0.1219 0.045 Uiso 1 1 calc R . .
H8B H 0.3252 0.9624 0.2043 0.045 Uiso 1 1 calc R . .
O11 O 0.3737(5) 0.8971(5) 0.4235(5) 0.0847(19) Uiso 0.427(7) 1 d P . .
O12 O 0.3232(6) 1.1247(6) 0.2535(6) 0.0847(19) Uiso 0.392(7) 1 d P . .
O13 O 0.1864(12) 1.1202(13) 0.3296(13) 0.0847(19) Uiso 0.182(7) 1 d 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
V1 O5 1.621(2) . ?
V1 O4 1.958(2) . ?
V1 O2 2.008(2) . ?
V1 O3 2.043(2) . ?
V1 N1 2.170(3) . ?
V1 O1 2.216(2) . ?
V1 Na1 3.2894(6) . ?
V2 O6 1.616(2) . ?
V2 O3 1.949(2) 6_566 ?
V2 O1 2.003(2) 6_566 ?
V2 O4 2.028(2) . ?
V2 N2 2.170(3) . ?
V2 O2 2.216(2) . ?
V2 Na1 3.2829(6) . ?
Na1 O1 2.290(2) . ?
Na1 O2 2.304(2) . ?
O1 C4 1.438(4) . ?
O1 V2 2.003(2) 12_664 ?
O2 C6 1.402(4) . ?
O3 C8 1.416(4) . ?
O3 V2 1.949(2) 12_664 ?
O4 C2 1.424(4) . ?
N1 C1 1.478(4) . ?
N1 C3 1.514(4) . ?
N2 C5 1.483(4) . ?
N2 C7 1.485(4) . ?
C1 C2 1.521(5) . ?
C3 C4 1.504(4) . ?
C5 C6 1.536(4) . ?
C7 C8 1.498(5) 6_566 ?
C8 C7 1.498(5) 12_664 ?

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
O5 V1 O4 106.03(11) . . ?
O5 V1 O2 105.86(11) . . ?
O4 V1 O2 76.19(9) . . ?
O5 V1 O3 93.69(11) . . ?
O4 V1 O3 159.85(9) . . ?
O2 V1 O3 94.79(9) . . ?
O5 V1 N1 95.86(11) . . ?
O4 V1 N1 79.40(10) . . ?
O2 V1 N1 150.92(10) . . ?
O3 V1 N1 103.01(10) . . ?
O5 V1 O1 159.71(10) . . ?
O4 V1 O1 91.62(9) . . ?
O2 V1 O1 87.76(8) . . ?
O3 V1 O1 69.79(8) . . ?
N1 V1 O1 77.29(9) . . ?
O5 V1 Na1 147.19(10) . . ?
O4 V1 Na1 81.27(7) . . ?
O2 V1 Na1 43.75(6) . . ?
O3 V1 Na1 79.87(6) . . ?
N1 V1 Na1 116.95(8) . . ?
O1 V1 Na1 44.01(6) . . ?
O6 V2 O3 106.01(11) . 6_566 ?
O6 V2 O1 106.57(11) . 6_566 ?
O3 V2 O1 76.26(9) 6_566 6_566 ?
O6 V2 O4 93.47(10) . . ?
O3 V2 O4 160.26(9) 6_566 . ?
O1 V2 O4 95.45(9) 6_566 . ?
O6 V2 N2 95.20(12) . . ?
O3 V2 N2 79.51(10) 6_566 . ?
O1 V2 N2 151.00(10) 6_566 . ?
O4 V2 N2 102.23(10) . . ?
O6 V2 O2 159.45(10) . . ?
O3 V2 O2 91.31(9) 6_566 . ?
O1 V2 O2 87.97(8) 6_566 . ?
O4 V2 O2 70.28(8) . . ?
N2 V2 O2 76.83(9) . . ?
O6 V2 Na1 147.67(10) . . ?
O3 V2 Na1 81.25(7) 6_566 . ?
O1 V2 Na1 43.48(6) 6_566 . ?
O4 V2 Na1 80.53(7) . . ?
N2 V2 Na1 117.13(8) . . ?
O2 V2 Na1 44.50(6) . . ?
O1 Na1 O1 100.74(9) . 6_566 ?
O1 Na1 O2 179.86(14) . 6_566 ?
O1 Na1 O2 79.31(7) . . ?
O2 Na1 O2 100.57(9) 6_566 . ?
O1 Na1 V2 137.73(8) . 6_566 ?
O2 Na1 V2 142.95(8) . 6_566 ?
O1 Na1 V2 90.87(6) . . ?
O1 Na1 V2 37.00(5) 6_566 . ?
O2 Na1 V2 89.09(5) 6_566 . ?
O2 Na1 V2 42.38(5) . . ?
V2 Na1 V2 119.901(4) 6_566 . ?
O1 Na1 V1 42.24(5) . . ?
O1 Na1 V1 89.06(5) 6_566 . ?
O2 Na1 V1 137.64(7) 6_566 . ?
O2 Na1 V1 37.07(5) . . ?
V2 Na1 V1 60.059(13) . . ?
V2 Na1 V1 179.92(9) . 12_664 ?
O1 Na1 V1 142.98(8) . 6_566 ?
O2 Na1 V1 90.97(6) . 6_566 ?
V2 Na1 V1 60.132(13) . 6_566 ?
V1 Na1 V1 119.908(4) . 6_566 ?
C4 O1 V2 121.11(18) . 12_664 ?
C4 O1 V1 110.17(17) . . ?
V2 O1 V1 102.47(9) 12_664 . ?
C4 O1 Na1 124.72(18) . . ?
V2 O1 Na1 99.52(9) 12_664 . ?
V1 O1 Na1 93.75(8) . . ?
C6 O2 V1 120.74(19) . . ?
C6 O2 V2 111.24(17) . . ?
V1 O2 V2 102.14(9) . . ?
C6 O2 Na1 125.16(18) . . ?
V1 O2 Na1 99.18(9) . . ?
V2 O2 Na1 93.12(8) . . ?
C8 O3 V2 119.62(19) . 12_664 ?
C8 O3 V1 129.24(19) . . ?
V2 O3 V1 111.13(11) 12_664 . ?
C2 O4 V1 120.12(18) . . ?
C2 O4 V2 128.67(19) . . ?
V1 O4 V2 111.16(10) . . ?
C1 N1 C3 114.4(3) . . ?
C1 N1 V1 103.7(2) . . ?
C3 N1 V1 113.11(19) . . ?
C5 N2 C7 114.3(3) . . ?
C5 N2 V2 113.89(19) . . ?
C7 N2 V2 102.8(2) . . ?
N1 C1 C2 110.3(2) . . ?
O4 C2 C1 107.6(3) . . ?
C4 C3 N1 110.2(3) . . ?
O1 C4 C3 109.6(3) . . ?
N2 C5 C6 110.4(3) . . ?
O2 C6 C5 109.7(3) . . ?
N2 C7 C8 110.2(3) . 6_566 ?
O3 C8 C7 108.5(3) . 12_664 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.112

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.067 0.002 0.243 1668.5 618.0
2 0.236 0.736 0.764 5.3 1.7
3 0.264 0.264 0.264 6.3 2.3
4 0.736 0.764 0.236 5.3 1.6
5 0.764 0.236 0.736 5.4 1.6
_platon_squeeze_details          
;
;

_database_code_depnum_ccdc_archive 'CCDC 994749'
