# Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2000
# CCDC Number: 186/2265

data_1

_audit_creation_method            SHELXL-97 

_chemical_formula_sum 
 'C16 H31 Cl2 N3 V' 
_chemical_formula_weight          387.28 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 '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    'P 21/n '
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    10.6595(13) 
_cell_length_b                    9.7366(10) 
_cell_length_c                    20.783(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  103.099(14) 
_cell_angle_gamma                 90.00 
_cell_volume                      2100.9(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     160(2)K
_cell_measurement_reflns_used     5000
_cell_measurement_theta_min       1.45
_cell_measurement_theta_max       24.2
_exptl_crystal_description        parallelepiped_exptl_crystal_colour             
_exptl_crystal_size_max           0.40mm
_exptl_crystal_size_mid           0.35mm
_exptl_crystal_size_min           0.20mm
_exptl_crystal_density_meas       none
_exptl_crystal_density_diffrn     1.224 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              820 
_exptl_absorpt_coefficient_mu     0.727 
_exptl_absorpt_correction_type    none

_exptl_special_details
;
 The data was collected at low temperature (T=160K) on a STOE imaging plate diffraction system (I.P.D.S), equipped with an Oxford cryosystems cooler device, the crystal-to-detector distance was 80mm, 167 exposures were obtained with 0<?<250 and with the crystal rotated through 1.5 in ?. Coverage of the unique set has been 98.8% complete to at least 
2? = 52.1. Crystal decay was monitored by measuring 200 reflections by image. The final unit cell parameters was obtained by the least-squares refinement of 5000 reflections. Any significant fluctuations in the intensity monitors were during the data collection.
; 

 
_diffrn_ambient_temperature       160(2)K
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\? 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   
'Stoe and Cie (1996) IPDS Manual. Version 2.75. Stoe and Cie, Darmstadt, Germany'
_diffrn_measurement_method       'rotation en ?'
_diffrn_detector_area_resol_mean  '(1.45 - 24.2)'
_d(hkl)_range '(12.453 - 0.809) '
_diffrn_standards_number          200
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             11827 
_diffrn_reflns_av_R_equivalents   0.1369 
_diffrn_reflns_av_sigmaI/netI     0.0807 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        23 
_diffrn_reflns_theta_min          2.32 
_diffrn_reflns_theta_max          23.26 
_reflns_number_total              2995 
_reflns_number_gt                 2357 
_reflns_threshold_expression      >2sigma(I) 

_refine_special_details
;
 Structure has been solved by Direct Methods using SIR92[2], and refined by least-squares procedures on a F2 with the aid of (SHELXL97), [3] by minimizing the function : ?w(Fo2-Fc2)2, where Fo and Fc are respectively the observed and calculated structure factors. The Atomic Scattering Factors were taken from International tables for X-Ray crystallography[4]. All hydrogen atoms were located on a difference Fourier maps, and refined with a riding model, excepted concerning hydrures atoms and other specific hydrogens atoms which were isotropically refined without any restraints applied on interatomic distances or angles. Non-hydrogens atom were anisotropically refined, and in the last cycles of refinement a weighting scheme was used for each structure, where weights are calculated from the following formula: w=1/[?2(Fo2)+(aP)2+ bP] where P=(Fo2+2Fc2)/3.
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 > 2?(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/[\s^2^(Fo^2^)+(0.0964P)^2^+3.1224P] 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_number_reflns          2995 
_refine_ls_number_parameters      213 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.1117 
_refine_ls_R_factor_gt            0.0912 
_refine_ls_wR_factor_ref          0.1690 
_refine_ls_wR_factor_gt           0.1504 
_refine_ls_goodness_of_fit_ref    1.061 
_refine_ls_restrained_S_all       1.060 
_refine_ls_shift/su_max           0.012 
_refine_ls_shift/su_mean          0.001 
 
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 0.17864(7) 0.20604(8) 0.12286(3) 0.0224(3) Uani 1 1 d . . . 
Cl1 Cl -0.00728(12) 0.22163(14) 0.03977(5) 0.0413(4) Uani 1 1 d . . . 
Cl2 Cl 0.22830(13) 0.17203(13) 0.23664(5) 0.0395(4) Uani 1 1 d . . . 
N1 N 0.3097(3) 0.2404(4) 0.09571(16) 0.0233(8) Uani 1 1 d . . . 
N2 N 0.1758(4) 0.0018(5) 0.1095(2) 0.0385(10) Uani 1 1 d D . . 
H2 H 0.152(5) 0.000(6) 0.071(2) 0.046 Uiso 1 1 d D . . 
N3 N 0.1401(4) 0.4146(4) 0.14855(19) 0.0350(10) Uani 1 1 d D . . 
H3 H 0.201(5) 0.425(6) 0.178(2) 0.042 Uiso 1 1 d D . . 
C1 C 0.4175(4) 0.2671(4) 0.07147(19) 0.0238(10) Uani 1 1 d . . . 
C2 C 0.4148(5) 0.2395(5) 0.0043(2) 0.0282(11) Uani 1 1 d . . . 
C3 C 0.5245(5) 0.2718(6) -0.0184(2) 0.0374(12) Uani 1 1 d . . . 
H3 H 0.5241 0.2579 -0.0637 0.045 Uiso 1 1 calc R . . 
C4 C 0.6331(5) 0.3231(6) 0.0231(2) 0.0465(14) Uani 1 1 d . . . 
H4 H 0.7066 0.3430 0.0061 0.056 Uiso 1 1 calc R . . 
C5 C 0.6375(5) 0.3462(6) 0.0885(2) 0.0405(13) Uani 1 1 d . . . 
H5 H 0.7138 0.3812 0.1165 0.049 Uiso 1 1 calc R . . 
C6 C 0.5296(5) 0.3184(5) 0.1142(2) 0.0322(11) Uani 1 1 d . . . 
C7 C 0.2940(5) 0.1855(5) -0.0418(2) 0.0310(11) Uani 1 1 d . . . 
H7 H 0.2407 0.1403 -0.0139 0.037 Uiso 1 1 calc R . . 
C8 C 0.3236(6) 0.0765(7) -0.0900(3) 0.0570(16) Uani 1 1 d . . . 
H8A H 0.3805 0.0063 -0.0652 0.085 Uiso 1 1 calc R . . 
H8B H 0.3660 0.1204 -0.1218 0.085 Uiso 1 1 calc R . . 
H8C H 0.2431 0.0337 -0.1136 0.085 Uiso 1 1 calc R . . 
C9 C 0.2163(5) 0.3050(6) -0.0773(3) 0.0448(13) Uani 1 1 d . . . 
H9A H 0.1394 0.2700 -0.1080 0.067 Uiso 1 1 calc R . . 
H9B H 0.2691 0.3568 -0.1018 0.067 Uiso 1 1 calc R . . 
H9C H 0.1905 0.3654 -0.0448 0.067 Uiso 1 1 calc R . . 
C10 C 0.5344(5) 0.3438(7) 0.1866(2) 0.0474(15) Uani 1 1 d . . . 
H10 H 0.4443 0.3364 0.1928 0.057 Uiso 1 1 calc R . . 
C11 C 0.5835(10) 0.4856(9) 0.2093(3) 0.094(3) Uani 1 1 d . . . 
H11A H 0.5761 0.4998 0.2550 0.141 Uiso 1 1 calc R . . 
H11B H 0.5322 0.5549 0.1808 0.141 Uiso 1 1 calc R . . 
H11C H 0.6740 0.4938 0.2069 0.141 Uiso 1 1 calc R . . 
C12 C 0.6123(12) 0.2343(11) 0.2280(3) 0.119(4) Uani 1 1 d . . . 
H12A H 0.5787 0.1438 0.2121 0.179 Uiso 1 1 calc R . . 
H12B H 0.6070 0.2458 0.2741 0.179 Uiso 1 1 calc R . . 
H12C H 0.7024 0.2418 0.2248 0.179 Uiso 1 1 calc R . . 
C21 C 0.0750(5) -0.0730(6) 0.1321(2) 0.0415(12) Uani 1 1 d . . . 
H21A H 0.0071 -0.0090 0.1372 0.062 Uiso 1 1 calc R . . 
H21B H 0.1119 -0.1169 0.1746 0.062 Uiso 1 1 calc R . . 
H21C H 0.0385 -0.1435 0.0995 0.062 Uiso 1 1 calc R . . 
C22 C 0.2865(6) -0.0783(6) 0.1096(4) 0.0617(18) Uani 1 1 d . . . 
H22A H 0.3446 -0.0272 0.0879 0.093 Uiso 1 1 calc R . . 
H22B H 0.2608 -0.1643 0.0857 0.093 Uiso 1 1 calc R . . 
H22C H 0.3307 -0.0989 0.1552 0.093 Uiso 1 1 calc R . . 
C31 C 0.0194(5) 0.4342(7) 0.1702(3) 0.0529(15) Uani 1 1 d . . . 
H31A H 0.0181 0.3730 0.2075 0.079 Uiso 1 1 calc R . . 
H31B H -0.0538 0.4130 0.1337 0.079 Uiso 1 1 calc R . . 
H31C H 0.0133 0.5298 0.1840 0.079 Uiso 1 1 calc R . . 
C32 C 0.1557(6) 0.5191(6) 0.0998(2) 0.0512(15) Uani 1 1 d . . . 
H32A H 0.2395 0.5071 0.0886 0.077 Uiso 1 1 calc R . . 
H32B H 0.1510 0.6108 0.1186 0.077 Uiso 1 1 calc R . . 
H32C H 0.0869 0.5089 0.0599 0.077 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 0.0186(4) 0.0270(5) 0.0221(4) -0.0027(3) 0.0052(3) -0.0044(3) 
Cl1 0.0301(7) 0.0496(8) 0.0378(6) -0.0002(5) -0.0055(5) 0.0014(6) 
Cl2 0.0485(8) 0.0422(8) 0.0265(6) 0.0081(5) 0.0059(5) -0.0004(6) 
N1 0.021(2) 0.023(2) 0.0258(17) 0.0009(14) 0.0060(15) -0.0036(16) 
N2 0.038(2) 0.038(3) 0.045(2) 0.012(2) 0.020(2) 0.005(2) 
N3 0.034(2) 0.028(2) 0.040(2) 0.0017(18) 0.0019(17) 0.003(2) 
C1 0.023(2) 0.022(2) 0.027(2) 0.0014(17) 0.0063(18) -0.0013(19) 
C2 0.028(3) 0.032(3) 0.025(2) 0.0005(18) 0.0064(18) -0.003(2) 
C3 0.034(3) 0.050(3) 0.030(2) 0.000(2) 0.012(2) -0.006(3) 
C4 0.037(3) 0.063(4) 0.045(3) 0.002(3) 0.021(2) -0.011(3) 
C5 0.027(3) 0.058(4) 0.038(3) -0.001(2) 0.009(2) -0.014(3) 
C6 0.028(3) 0.041(3) 0.026(2) 0.001(2) 0.0034(18) -0.010(2) 
C7 0.031(3) 0.034(3) 0.027(2) -0.0007(19) 0.0048(19) -0.003(2) 
C8 0.055(4) 0.061(4) 0.054(3) -0.029(3) 0.010(3) -0.002(3) 
C9 0.037(3) 0.043(3) 0.047(3) 0.006(2) -0.006(2) -0.002(3) 
C10 0.033(3) 0.081(4) 0.028(2) -0.004(3) 0.006(2) -0.030(3) 
C11 0.141(8) 0.098(6) 0.053(4) -0.034(4) 0.046(4) -0.050(6) 
C12 0.173(11) 0.137(9) 0.043(4) 0.038(5) 0.015(5) 0.036(8) 
C21 0.039(3) 0.042(3) 0.045(3) -0.001(2) 0.014(2) -0.008(3) 
C22 0.049(4) 0.029(3) 0.115(5) -0.004(3) 0.036(4) 0.005(3) 
C31 0.042(3) 0.052(4) 0.066(3) -0.010(3) 0.013(3) 0.012(3) 
C32 0.079(4) 0.030(3) 0.042(3) 0.005(2) 0.008(3) 0.000(3) 
 
_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 N1 1.656(3) . ? 
V1 N2 2.007(5) . ? 
V1 N3 2.162(4) . ? 
V1 Cl1 2.3199(14) . ? 
V1 Cl2 2.3268(12) . ? 
N1 C1 1.380(5) . ? 
N2 C22 1.414(7) . ? 
N2 C21 1.460(6) . ? 
N3 C31 1.469(7) . ? 
N3 C32 1.471(7) . ? 
C1 C6 1.409(7) . ? 
C1 C2 1.415(6) . ? 
C2 C3 1.392(7) . ? 
C2 C7 1.514(7) . ? 
C3 C4 1.372(8) . ? 
C4 C5 1.367(7) . ? 
C5 C6 1.401(7) . ? 
C6 C10 1.513(6) . ? 
C7 C9 1.519(7) . ? 
C7 C8 1.540(7) . ? 
C10 C12 1.497(11) . ? 
C10 C11 1.514(9) . ? 
 
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 
N1 V1 N2 98.08(17) . . ? 
N1 V1 N3 96.71(17) . . ? 
N2 V1 N3 165.16(16) . . ? 
N1 V1 Cl1 112.20(13) . . ? 
N2 V1 Cl1 88.73(14) . . ? 
N3 V1 Cl1 86.80(12) . . ? 
N1 V1 Cl2 111.10(13) . . ? 
N2 V1 Cl2 89.59(12) . . ? 
N3 V1 Cl2 83.96(11) . . ? 
Cl1 V1 Cl2 136.47(5) . . ? 
C1 N1 V1 178.4(3) . . ? 
C22 N2 C21 113.5(4) . . ? 
C22 N2 V1 124.0(4) . . ? 
C21 N2 V1 116.0(3) . . ? 
C31 N3 C32 111.4(4) . . ? 
C31 N3 V1 115.3(3) . . ? 
C32 N3 V1 115.0(3) . . ? 
N1 C1 C6 119.6(4) . . ? 
N1 C1 C2 119.5(4) . . ? 
C6 C1 C2 121.0(4) . . ? 
C3 C2 C1 117.4(4) . . ? 
C3 C2 C7 121.6(4) . . ? 
C1 C2 C7 120.9(4) . . ? 
C4 C3 C2 121.6(4) . . ? 
C5 C4 C3 121.2(4) . . ? 
C4 C5 C6 120.1(5) . . ? 
C5 C6 C1 118.7(4) . . ? 
C5 C6 C10 120.1(4) . . ? 
C1 C6 C10 121.2(4) . . ? 
C2 C7 C9 109.4(4) . . ? 
C2 C7 C8 112.4(4) . . ? 
C9 C7 C8 112.4(4) . . ? 
C12 C10 C6 110.2(6) . . ? 
C12 C10 C11 111.2(7) . . ? 
C6 C10 C11 113.0(4) . . ? 
 
_diffrn_measured_fraction_theta_max    0.995 
_diffrn_reflns_theta_full              23.26 
_diffrn_measured_fraction_theta_full   0.995 
_refine_diff_density_max    0.731 
_refine_diff_density_min   -0.484 
_refine_diff_density_rms    0.113