# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  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.
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data_pbca
#TrackingRef 'fm250612_PBCA.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H15 Cl6 Nb O2'
_chemical_formula_weight         592.93

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nb Nb -2.0727 0.6215 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.275(7)
_cell_length_b                   10.339(4)
_cell_length_c                   25.146(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4491(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5545
_cell_measurement_theta_min      2.358
_cell_measurement_theta_max      26.767

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2352
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8043
_exptl_absorpt_correction_T_max  0.8630
_exptl_absorpt_process_details   
;
Data were corrected for Lorentz polarization and absorption
effects (empirical absorption correction SADABS).
R(int) = 0.1376 (selected reflections only, before parameter refinement)
R(int) = 0.0826 (selected reflections only, after parameter refinement)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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            36139
_diffrn_reflns_av_R_equivalents  0.1062
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3843
_reflns_number_gt                3001
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1996)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'

_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^)+(0.0731P)^2^+145.7321P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3843
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.0950
_refine_ls_wR_factor_ref         0.2371
_refine_ls_wR_factor_gt          0.2228
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
C1 C 0.9539(6) -0.0732(11) 0.1460(4) 0.024(2) Uani 1 1 d . . .
C2 C 0.8826(6) 0.0990(10) 0.2455(4) 0.020(2) Uani 1 1 d . . .
C3 C 0.8509(6) -0.0038(11) 0.2157(4) 0.024(2) Uani 1 1 d . . .
C4 C 0.8829(6) -0.0823(11) 0.1717(4) 0.022(2) Uani 1 1 d . . .
C5 C 0.8246(7) -0.1721(12) 0.1580(5) 0.031(3) Uani 1 1 d . . .
H5 H 0.8289 -0.2370 0.1314 0.037 Uiso 1 1 calc R . .
C6 C 0.7604(7) -0.1507(13) 0.1892(5) 0.035(3) Uani 1 1 d . . .
H6 H 0.7130 -0.1968 0.1867 0.042 Uiso 1 1 calc R . .
C7 C 0.7754(6) -0.0516(12) 0.2251(5) 0.028(3) Uani 1 1 d . . .
H7 H 0.7407 -0.0210 0.2515 0.034 Uiso 1 1 calc R . .
C8 C 0.9800(6) -0.1695(10) 0.1068(4) 0.019(2) Uani 1 1 d . . .
C9 C 1.0145(6) -0.1217(12) 0.0606(5) 0.027(3) Uani 1 1 d . . .
H9 H 1.0193 -0.0310 0.0555 0.033 Uiso 1 1 calc R . .
C10 C 1.0414(7) -0.2056(14) 0.0225(5) 0.035(3) Uani 1 1 d . . .
H10 H 1.0632 -0.1726 -0.0095 0.042 Uiso 1 1 calc R . .
C11 C 1.0371(7) -0.3396(13) 0.0304(5) 0.035(3) Uani 1 1 d . . .
H11 H 1.0564 -0.3976 0.0043 0.042 Uiso 1 1 calc R . .
C12 C 1.0044(7) -0.3863(12) 0.0766(5) 0.032(3) Uani 1 1 d . . .
H12 H 1.0012 -0.4770 0.0822 0.038 Uiso 1 1 calc R . .
C13 C 0.9765(6) -0.3035(11) 0.1147(5) 0.024(2) Uani 1 1 d . . .
H13 H 0.9547 -0.3371 0.1465 0.028 Uiso 1 1 calc R . .
C14 C 0.8508(6) 0.1435(11) 0.2968(4) 0.023(2) Uani 1 1 d . . .
C15 C 0.8197(6) 0.0591(12) 0.3338(4) 0.025(2) Uani 1 1 d . . .
H15 H 0.8164 -0.0305 0.3258 0.031 Uiso 1 1 calc R . .
C16 C 0.7936(6) 0.1044(13) 0.3820(5) 0.030(3) Uani 1 1 d . . .
H16 H 0.7733 0.0460 0.4076 0.037 Uiso 1 1 calc R . .
C17 C 0.7969(6) 0.2374(12) 0.3932(5) 0.030(3) Uani 1 1 d . . .
H17 H 0.7769 0.2696 0.4258 0.036 Uiso 1 1 calc R . .
C18 C 0.8295(6) 0.3217(13) 0.3565(5) 0.034(3) Uani 1 1 d . . .
H18 H 0.8336 0.4114 0.3642 0.040 Uiso 1 1 calc R . .
C19 C 0.8560(6) 0.2732(12) 0.3088(5) 0.028(3) Uani 1 1 d . . .
H19 H 0.8783 0.3306 0.2836 0.034 Uiso 1 1 calc R . .
C20 C 0.7484(10) 0.989(2) 0.0510(8) 0.076(6) Uani 1 1 d . . .
H20A H 0.7148 0.9137 0.0589 0.091 Uiso 1 1 calc R . .
H20B H 0.7706 1.0193 0.0851 0.091 Uiso 1 1 calc R . .
Cl1 Cl 0.99156(16) 0.4203(3) 0.19444(11) 0.0285(6) Uani 1 1 d . . .
Cl2 Cl 1.08431(15) 0.2525(3) 0.09393(11) 0.0256(6) Uani 1 1 d . . .
Cl3 Cl 1.11924(15) 0.1760(3) 0.22062(12) 0.0309(7) Uani 1 1 d . . .
Cl4 Cl 0.89555(15) 0.2240(3) 0.11504(11) 0.0278(6) Uani 1 1 d . . .
Cl5 Cl 0.8232(2) 0.9388(5) 0.01010(19) 0.0672(12) Uani 1 1 d . . .
Cl6 Cl 0.6932(3) 1.1091(5) 0.02457(18) 0.0736(14) Uani 1 1 d . . .
Nb1 Nb 1.01016(5) 0.20676(11) 0.16814(4) 0.0208(3) Uani 1 1 d . . .
O1 O 1.0019(4) 0.0224(7) 0.1537(3) 0.0221(16) Uani 1 1 d . . .
O2 O 0.9417(4) 0.1645(8) 0.2286(3) 0.0251(17) Uani 1 1 d . . .

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
C1 0.025(5) 0.022(6) 0.023(5) 0.001(5) -0.001(4) -0.001(5)
C2 0.017(5) 0.015(5) 0.028(6) 0.004(4) -0.003(4) -0.003(4)
C3 0.021(5) 0.023(6) 0.026(6) -0.001(5) 0.000(4) 0.001(5)
C4 0.017(5) 0.022(6) 0.026(5) 0.006(5) -0.003(4) -0.009(4)
C5 0.031(6) 0.032(7) 0.030(6) -0.008(5) -0.003(5) -0.009(5)
C6 0.024(6) 0.044(8) 0.036(6) -0.002(6) -0.006(5) -0.008(6)
C7 0.017(5) 0.036(7) 0.032(6) -0.001(5) 0.005(5) 0.000(5)
C8 0.016(5) 0.014(5) 0.028(6) -0.002(4) -0.005(4) 0.005(4)
C9 0.020(5) 0.027(6) 0.036(6) 0.002(5) -0.009(5) -0.004(5)
C10 0.030(6) 0.047(8) 0.028(6) -0.006(6) 0.001(5) 0.013(6)
C11 0.028(6) 0.040(7) 0.036(7) -0.009(6) -0.009(5) 0.017(6)
C12 0.033(6) 0.016(5) 0.047(7) 0.000(5) -0.012(6) 0.005(5)
C13 0.026(5) 0.014(5) 0.031(6) 0.001(5) -0.008(5) 0.002(5)
C14 0.016(5) 0.027(6) 0.027(6) -0.006(5) -0.002(4) 0.006(5)
C15 0.015(5) 0.033(6) 0.028(6) -0.003(5) 0.003(4) -0.002(5)
C16 0.024(6) 0.042(7) 0.026(6) -0.002(5) 0.001(5) -0.003(5)
C17 0.018(5) 0.047(8) 0.025(6) -0.015(5) 0.002(5) 0.005(5)
C18 0.020(6) 0.034(7) 0.047(8) -0.005(6) 0.000(5) -0.002(5)
C19 0.015(5) 0.032(7) 0.037(7) -0.002(5) -0.007(5) 0.005(5)
C20 0.049(9) 0.090(15) 0.090(13) 0.011(11) -0.005(9) 0.022(10)
Cl1 0.0340(15) 0.0166(13) 0.0350(15) -0.0017(11) 0.0047(12) -0.0006(11)
Cl2 0.0195(13) 0.0266(14) 0.0308(14) -0.0002(11) 0.0080(11) -0.0011(10)
Cl3 0.0220(13) 0.0317(16) 0.0391(16) -0.0015(13) -0.0054(12) 0.0010(11)
Cl4 0.0168(12) 0.0418(17) 0.0247(13) -0.0023(12) 0.0011(10) 0.0055(12)
Cl5 0.052(2) 0.071(3) 0.079(3) -0.017(2) -0.013(2) 0.019(2)
Cl6 0.067(3) 0.087(3) 0.066(3) 0.012(2) 0.008(2) 0.034(3)
Nb1 0.0171(5) 0.0207(5) 0.0248(5) -0.0006(4) 0.0016(4) 0.0008(4)
O1 0.020(4) 0.014(4) 0.033(4) -0.002(3) 0.002(3) 0.000(3)
O2 0.022(4) 0.025(4) 0.029(4) 0.000(3) -0.002(3) 0.002(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
C1 O1 1.304(13) . ?
C1 C4 1.390(15) . ?
C1 C8 1.472(15) . ?
C2 O2 1.297(13) . ?
C2 C3 1.411(15) . ?
C2 C14 1.476(15) . ?
C3 C7 1.415(15) . ?
C3 C4 1.478(15) . ?
C4 C5 1.414(15) . ?
C5 C6 1.376(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.389(17) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.394(16) . ?
C8 C13 1.401(16) . ?
C9 C10 1.375(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.40(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(18) . ?
C11 H11 0.9500 . ?
C12 C13 1.372(17) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.377(16) . ?
C14 C15 1.384(16) . ?
C15 C16 1.376(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.405(18) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(17) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 Cl6 1.703(17) . ?
C20 Cl5 1.731(18) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
Cl1 Nb1 2.327(3) . ?
Cl2 Nb1 2.312(3) . ?
Cl3 Nb1 2.322(3) . ?
Cl4 Nb1 2.395(3) . ?
Nb1 O1 1.945(7) . ?
Nb1 O2 1.975(8) . ?

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 C1 C4 122.8(10) . . ?
O1 C1 C8 114.7(9) . . ?
C4 C1 C8 122.5(10) . . ?
O2 C2 C3 121.7(10) . . ?
O2 C2 C14 114.6(9) . . ?
C3 C2 C14 123.7(9) . . ?
C2 C3 C7 122.2(10) . . ?
C2 C3 C4 131.7(10) . . ?
C7 C3 C4 106.1(9) . . ?
C1 C4 C5 124.0(11) . . ?
C1 C4 C3 129.9(10) . . ?
C5 C4 C3 106.1(9) . . ?
C6 C5 C4 109.2(11) . . ?
C6 C5 H5 125.4 . . ?
C4 C5 H5 125.4 . . ?
C5 C6 C7 109.8(10) . . ?
C5 C6 H6 125.1 . . ?
C7 C6 H6 125.1 . . ?
C6 C7 C3 108.7(10) . . ?
C6 C7 H7 125.6 . . ?
C3 C7 H7 125.6 . . ?
C9 C8 C13 119.2(10) . . ?
C9 C8 C1 116.6(10) . . ?
C13 C8 C1 124.0(10) . . ?
C10 C9 C8 120.1(12) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.4(12) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.2(11) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C13 C12 C11 121.0(12) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C8 120.1(11) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C19 C14 C15 119.4(11) . . ?
C19 C14 C2 118.1(10) . . ?
C15 C14 C2 122.4(10) . . ?
C16 C15 C14 120.3(12) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 119.7(12) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 119.9(11) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 119.0(12) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C14 C19 C18 121.6(12) . . ?
C14 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
Cl6 C20 Cl5 113.8(11) . . ?
Cl6 C20 H20A 108.8 . . ?
Cl5 C20 H20A 108.8 . . ?
Cl6 C20 H20B 108.8 . . ?
Cl5 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
O1 Nb1 O2 83.2(3) . . ?
O1 Nb1 Cl2 95.2(2) . . ?
O2 Nb1 Cl2 176.5(2) . . ?
O1 Nb1 Cl3 91.8(2) . . ?
O2 Nb1 Cl3 91.0(2) . . ?
Cl2 Nb1 Cl3 92.13(11) . . ?
O1 Nb1 Cl1 166.5(2) . . ?
O2 Nb1 Cl1 84.8(2) . . ?
Cl2 Nb1 Cl1 96.42(10) . . ?
Cl3 Nb1 Cl1 94.61(11) . . ?
O1 Nb1 Cl4 84.7(2) . . ?
O2 Nb1 Cl4 87.2(2) . . ?
Cl2 Nb1 Cl4 89.59(10) . . ?
Cl3 Nb1 Cl4 176.26(12) . . ?
Cl1 Nb1 Cl4 88.49(11) . . ?
C1 O1 Nb1 144.8(7) . . ?
C2 O2 Nb1 147.0(7) . . ?

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
O2 C2 C3 C7 -161.6(10) . . . . ?
C14 C2 C3 C7 16.6(17) . . . . ?
O2 C2 C3 C4 18.5(18) . . . . ?
C14 C2 C3 C4 -163.3(11) . . . . ?
O1 C1 C4 C5 169.2(11) . . . . ?
C8 C1 C4 C5 -9.4(17) . . . . ?
O1 C1 C4 C3 -8.6(18) . . . . ?
C8 C1 C4 C3 172.8(10) . . . . ?
C2 C3 C4 C1 -2(2) . . . . ?
C7 C3 C4 C1 177.8(11) . . . . ?
C2 C3 C4 C5 179.6(12) . . . . ?
C7 C3 C4 C5 -0.3(12) . . . . ?
C1 C4 C5 C6 -176.7(11) . . . . ?
C3 C4 C5 C6 1.5(13) . . . . ?
C4 C5 C6 C7 -2.2(15) . . . . ?
C5 C6 C7 C3 2.0(15) . . . . ?
C2 C3 C7 C6 179.1(11) . . . . ?
C4 C3 C7 C6 -1.0(13) . . . . ?
O1 C1 C8 C9 -42.1(13) . . . . ?
C4 C1 C8 C9 136.6(11) . . . . ?
O1 C1 C8 C13 133.9(11) . . . . ?
C4 C1 C8 C13 -47.4(16) . . . . ?
C13 C8 C9 C10 2.8(15) . . . . ?
C1 C8 C9 C10 179.0(10) . . . . ?
C8 C9 C10 C11 -2.3(17) . . . . ?
C9 C10 C11 C12 0.9(18) . . . . ?
C10 C11 C12 C13 -0.2(18) . . . . ?
C11 C12 C13 C8 0.8(17) . . . . ?
C9 C8 C13 C12 -2.1(15) . . . . ?
C1 C8 C13 C12 -178.0(10) . . . . ?
O2 C2 C14 C19 31.6(14) . . . . ?
C3 C2 C14 C19 -146.8(11) . . . . ?
O2 C2 C14 C15 -145.4(10) . . . . ?
C3 C2 C14 C15 36.3(16) . . . . ?
C19 C14 C15 C16 0.5(16) . . . . ?
C2 C14 C15 C16 177.4(10) . . . . ?
C14 C15 C16 C17 1.4(17) . . . . ?
C15 C16 C17 C18 -2.7(17) . . . . ?
C16 C17 C18 C19 2.0(17) . . . . ?
C15 C14 C19 C18 -1.2(16) . . . . ?
C2 C14 C19 C18 -178.3(10) . . . . ?
C17 C18 C19 C14 0.0(17) . . . . ?
C4 C1 O1 Nb1 -34.8(19) . . . . ?
C8 C1 O1 Nb1 143.9(10) . . . . ?
O2 Nb1 O1 C1 54.0(12) . . . . ?
Cl2 Nb1 O1 C1 -122.9(12) . . . . ?
Cl3 Nb1 O1 C1 144.8(12) . . . . ?
Cl1 Nb1 O1 C1 26(2) . . . . ?
Cl4 Nb1 O1 C1 -33.7(12) . . . . ?
C3 C2 O2 Nb1 13.6(19) . . . . ?
C14 C2 O2 Nb1 -164.8(9) . . . . ?
O1 Nb1 O2 C2 -40.7(13) . . . . ?
Cl2 Nb1 O2 C2 23(5) . . . . ?
Cl3 Nb1 O2 C2 -132.4(13) . . . . ?
Cl1 Nb1 O2 C2 133.1(13) . . . . ?
Cl4 Nb1 O2 C2 44.3(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         6.591
_refine_diff_density_min         -1.704
_refine_diff_density_rms         0.225
_database_code_depnum_ccdc_archive 'CCDC 929753'
#######################################################################
#
#                 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_p21c
#TrackingRef 'fm25b612_P21C.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H23 F5 N Nb O'
_chemical_formula_weight         469.29

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nb Nb -2.0727 0.6215 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   9.3116(8)
_cell_length_b                   13.8688(11)
_cell_length_c                   15.2590(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.5150(10)
_cell_angle_gamma                90.00
_cell_volume                     1953.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9986
_cell_measurement_theta_min      2.206
_cell_measurement_theta_max      28.5205

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8721
_exptl_absorpt_correction_T_max  0.9062
_exptl_absorpt_process_details   
;
Data were corrected for Lorentz polarization and absorption
effects (empirical absorption correction SADABS).
R(int) = 0.1003 (selected reflections only, before parameter refinement)
R(int) = 0.0392 (selected reflections only, after parameter refinement)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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            18448
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         27.00
_reflns_number_total             4262
_reflns_number_gt                3954
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1996)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'

_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. The following restraints
were applied (given as SHELXL lines):
dfix 0.86 n1 h1
;

_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^)+(0.0190P)^2^+1.5847P] 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         4262
_refine_ls_number_parameters     251
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0220
_refine_ls_wR_factor_ref         0.0534
_refine_ls_wR_factor_gt          0.0524
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
C1 C 0.71651(17) 0.10634(12) 0.28600(11) 0.0148(3) Uani 1 1 d . . .
C2 C 0.78769(18) 0.18163(12) 0.24803(11) 0.0157(3) Uani 1 1 d . . .
C3 C 0.91313(18) 0.21788(12) 0.29721(12) 0.0191(3) Uani 1 1 d . . .
H3 H 0.9643 0.2691 0.2740 0.023 Uiso 1 1 calc R . .
C4 C 0.96386(18) 0.17999(13) 0.37948(12) 0.0205(4) Uani 1 1 d . . .
H4 H 1.0489 0.2058 0.4123 0.025 Uiso 1 1 calc R . .
C5 C 0.89117(18) 0.10470(13) 0.41407(12) 0.0188(3) Uani 1 1 d . . .
H5 H 0.9281 0.0792 0.4703 0.023 Uiso 1 1 calc R . .
C6 C 0.76483(17) 0.06537(12) 0.36828(11) 0.0163(3) Uani 1 1 d . . .
C7 C 0.33225(17) 0.03203(12) 0.20012(11) 0.0161(3) Uani 1 1 d . . .
C8 C 0.33932(17) -0.04680(12) 0.14184(11) 0.0155(3) Uani 1 1 d . . .
C9 C 0.21279(18) -0.08480(13) 0.09616(12) 0.0197(4) Uani 1 1 d . . .
H9 H 0.2175 -0.1365 0.0558 0.024 Uiso 1 1 calc R . .
C10 C 0.07977(19) -0.04674(13) 0.10989(13) 0.0236(4) Uani 1 1 d . . .
H10 H -0.0064 -0.0724 0.0782 0.028 Uiso 1 1 calc R . .
C11 C 0.07041(19) 0.02816(14) 0.16916(14) 0.0263(4) Uani 1 1 d . . .
H11 H -0.0216 0.0524 0.1789 0.032 Uiso 1 1 calc R . .
C12 C 0.19538(18) 0.06730(13) 0.21401(13) 0.0223(4) Uani 1 1 d . . .
H12 H 0.1888 0.1185 0.2546 0.027 Uiso 1 1 calc R . .
C13 C 0.45805(17) 0.07705(12) 0.24782(11) 0.0157(3) Uani 1 1 d . . .
H13 H 0.4424 0.1200 0.2941 0.019 Uiso 1 1 calc R . .
C14 C 0.69592(18) -0.02341(12) 0.40336(12) 0.0192(4) Uani 1 1 d . . .
H14 H 0.5930 -0.0266 0.3749 0.023 Uiso 1 1 calc R . .
C15 C 0.6957(2) -0.02163(14) 0.50391(12) 0.0256(4) Uani 1 1 d . . .
H15A H 0.7956 -0.0247 0.5334 0.038 Uiso 1 1 calc R . .
H15B H 0.6412 -0.0772 0.5217 0.038 Uiso 1 1 calc R . .
H15C H 0.6501 0.0381 0.5208 0.038 Uiso 1 1 calc R . .
C16 C 0.7746(2) -0.11313(13) 0.37535(13) 0.0267(4) Uani 1 1 d . . .
H16A H 0.7681 -0.1150 0.3108 0.040 Uiso 1 1 calc R . .
H16B H 0.7294 -0.1711 0.3963 0.040 Uiso 1 1 calc R . .
H16C H 0.8767 -0.1106 0.4011 0.040 Uiso 1 1 calc R . .
C17 C 0.72725(18) 0.22203(12) 0.15835(11) 0.0182(3) Uani 1 1 d . . .
H17 H 0.6842 0.1672 0.1213 0.022 Uiso 1 1 calc R . .
C18 C 0.6052(2) 0.29439(13) 0.16771(12) 0.0246(4) Uani 1 1 d . . .
H18A H 0.5323 0.2640 0.1995 0.037 Uiso 1 1 calc R . .
H18B H 0.5600 0.3143 0.1089 0.037 Uiso 1 1 calc R . .
H18C H 0.6454 0.3510 0.2007 0.037 Uiso 1 1 calc R . .
C19 C 0.8418(2) 0.26923(14) 0.10925(13) 0.0270(4) Uani 1 1 d . . .
H19A H 0.8778 0.3279 0.1405 0.041 Uiso 1 1 calc R . .
H19B H 0.7987 0.2858 0.0491 0.041 Uiso 1 1 calc R . .
H19C H 0.9223 0.2242 0.1067 0.041 Uiso 1 1 calc R . .
F1 F 0.73263(10) -0.04587(7) 0.10981(7) 0.0226(2) Uani 1 1 d . . .
F2 F 0.69257(13) -0.22044(8) 0.17649(7) 0.0305(3) Uani 1 1 d . . .
F3 F 0.75384(12) -0.20185(9) 0.01083(7) 0.0307(3) Uani 1 1 d . . .
F4 F 0.48864(12) -0.26286(7) 0.05099(7) 0.0288(3) Uani 1 1 d . . .
F5 F 0.52518(11) -0.09806(7) -0.03380(7) 0.0216(2) Uani 1 1 d . . .
N1 N 0.59036(14) 0.06441(10) 0.23339(9) 0.0145(3) Uani 1 1 d D . .
H1 H 0.608(2) 0.0291(13) 0.1919(11) 0.017 Uiso 1 1 d D . .
Nb1 Nb 0.608785(15) -0.153133(10) 0.073793(10) 0.01436(5) Uani 1 1 d . . .
O1 O 0.46786(12) -0.08753(8) 0.13335(8) 0.0171(2) Uani 1 1 d . . .

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
C1 0.0110(7) 0.0147(8) 0.0183(8) -0.0052(6) 0.0006(6) 0.0004(6)
C2 0.0157(8) 0.0145(8) 0.0174(8) -0.0033(6) 0.0034(6) 0.0013(6)
C3 0.0175(8) 0.0166(8) 0.0239(9) -0.0036(7) 0.0053(7) -0.0033(6)
C4 0.0145(8) 0.0213(9) 0.0247(9) -0.0059(7) -0.0006(7) -0.0027(6)
C5 0.0167(8) 0.0203(8) 0.0184(9) -0.0007(7) -0.0014(7) 0.0023(6)
C6 0.0141(7) 0.0148(8) 0.0201(8) -0.0017(7) 0.0023(6) 0.0011(6)
C7 0.0124(7) 0.0173(8) 0.0185(8) 0.0004(7) 0.0022(6) -0.0005(6)
C8 0.0144(7) 0.0153(8) 0.0172(8) 0.0029(6) 0.0042(6) 0.0013(6)
C9 0.0186(8) 0.0192(8) 0.0213(9) -0.0029(7) 0.0022(7) -0.0030(7)
C10 0.0138(8) 0.0249(9) 0.0307(10) 0.0006(8) -0.0021(7) -0.0042(7)
C11 0.0116(8) 0.0256(9) 0.0416(12) -0.0043(8) 0.0033(8) 0.0015(7)
C12 0.0173(8) 0.0184(8) 0.0318(10) -0.0058(7) 0.0053(7) 0.0001(7)
C13 0.0166(8) 0.0143(8) 0.0164(8) 0.0008(6) 0.0031(6) 0.0007(6)
C14 0.0164(8) 0.0187(8) 0.0215(9) 0.0020(7) -0.0010(7) -0.0030(6)
C15 0.0264(9) 0.0262(10) 0.0248(10) 0.0034(8) 0.0061(8) -0.0034(7)
C16 0.0355(11) 0.0190(9) 0.0250(10) -0.0003(8) 0.0016(8) -0.0014(8)
C17 0.0199(8) 0.0162(8) 0.0186(8) -0.0014(7) 0.0025(7) -0.0017(6)
C18 0.0282(10) 0.0236(9) 0.0214(9) 0.0014(8) 0.0014(8) 0.0061(8)
C19 0.0293(10) 0.0268(10) 0.0259(10) 0.0060(8) 0.0070(8) -0.0034(8)
F1 0.0145(5) 0.0265(5) 0.0269(6) -0.0077(4) 0.0033(4) -0.0031(4)
F2 0.0389(6) 0.0291(6) 0.0217(6) 0.0034(5) -0.0024(5) 0.0121(5)
F3 0.0245(6) 0.0388(7) 0.0294(6) -0.0087(5) 0.0058(5) 0.0128(5)
F4 0.0364(6) 0.0181(5) 0.0318(6) -0.0052(5) 0.0045(5) -0.0068(5)
F5 0.0240(5) 0.0215(5) 0.0181(5) 0.0008(4) -0.0018(4) 0.0013(4)
N1 0.0141(7) 0.0143(7) 0.0148(7) -0.0022(5) 0.0003(5) -0.0001(5)
Nb1 0.01380(8) 0.01374(8) 0.01526(8) -0.00148(6) 0.00081(5) 0.00292(5)
O1 0.0144(6) 0.0173(6) 0.0203(6) -0.0028(5) 0.0046(5) 0.0003(4)

_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
C1 C6 1.398(2) . ?
C1 C2 1.402(2) . ?
C1 N1 1.455(2) . ?
C2 C3 1.397(2) . ?
C2 C17 1.517(2) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(2) . ?
C5 H5 0.9500 . ?
C6 C14 1.518(2) . ?
C7 C12 1.407(2) . ?
C7 C8 1.416(2) . ?
C7 C13 1.438(2) . ?
C8 O1 1.3449(19) . ?
C8 C9 1.392(2) . ?
C9 C10 1.387(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.292(2) . ?
C13 H13 0.9500 . ?
C14 C16 1.533(3) . ?
C14 C15 1.535(2) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.529(2) . ?
C17 C18 1.537(2) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
F1 Nb1 1.9180(10) . ?
F2 Nb1 1.9015(11) . ?
F3 Nb1 1.8824(10) . ?
F4 Nb1 1.8939(10) . ?
F5 Nb1 1.8842(10) . ?
N1 H1 0.834(15) . ?
Nb1 O1 1.9203(11) . ?

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
C6 C1 C2 124.05(15) . . ?
C6 C1 N1 118.37(14) . . ?
C2 C1 N1 117.45(14) . . ?
C3 C2 C1 116.96(15) . . ?
C3 C2 C17 122.49(15) . . ?
C1 C2 C17 120.54(14) . . ?
C4 C3 C2 120.81(16) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.34(16) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 121.64(16) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 116.18(15) . . ?
C1 C6 C14 123.04(14) . . ?
C5 C6 C14 120.47(15) . . ?
C12 C7 C8 118.71(15) . . ?
C12 C7 C13 117.83(15) . . ?
C8 C7 C13 123.45(15) . . ?
O1 C8 C9 119.90(15) . . ?
O1 C8 C7 119.98(14) . . ?
C9 C8 C7 120.06(15) . . ?
C10 C9 C8 119.63(16) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 121.11(16) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 119.76(16) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C7 120.65(17) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
N1 C13 C7 125.93(16) . . ?
N1 C13 H13 117.0 . . ?
C7 C13 H13 117.0 . . ?
C6 C14 C16 108.70(14) . . ?
C6 C14 C15 113.30(14) . . ?
C16 C14 C15 110.79(15) . . ?
C6 C14 H14 108.0 . . ?
C16 C14 H14 108.0 . . ?
C15 C14 H14 108.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 C19 113.57(14) . . ?
C2 C17 C18 110.43(14) . . ?
C19 C17 C18 109.75(15) . . ?
C2 C17 H17 107.6 . . ?
C19 C17 H17 107.6 . . ?
C18 C17 H17 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 N1 C1 124.83(14) . . ?
C13 N1 H1 119.9(13) . . ?
C1 N1 H1 115.2(13) . . ?
F3 Nb1 F5 86.74(5) . . ?
F3 Nb1 F4 93.66(5) . . ?
F5 Nb1 F4 89.93(5) . . ?
F3 Nb1 F2 90.00(5) . . ?
F5 Nb1 F2 174.41(5) . . ?
F4 Nb1 F2 85.74(5) . . ?
F3 Nb1 F1 88.85(5) . . ?
F5 Nb1 F1 95.72(4) . . ?
F4 Nb1 F1 173.94(5) . . ?
F2 Nb1 F1 88.75(5) . . ?
F3 Nb1 O1 172.73(5) . . ?
F5 Nb1 O1 89.44(5) . . ?
F4 Nb1 O1 92.51(5) . . ?
F2 Nb1 O1 94.28(5) . . ?
F1 Nb1 O1 85.38(5) . . ?
C8 O1 Nb1 156.40(11) . . ?

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
C6 C1 C2 C3 -1.1(2) . . . . ?
N1 C1 C2 C3 -176.67(14) . . . . ?
C6 C1 C2 C17 -179.83(15) . . . . ?
N1 C1 C2 C17 4.6(2) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C17 C2 C3 C4 179.06(16) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C2 C1 C6 C5 0.9(2) . . . . ?
N1 C1 C6 C5 176.48(14) . . . . ?
C2 C1 C6 C14 -172.76(16) . . . . ?
N1 C1 C6 C14 2.8(2) . . . . ?
C4 C5 C6 C1 0.0(2) . . . . ?
C4 C5 C6 C14 173.83(16) . . . . ?
C12 C7 C8 O1 -174.06(15) . . . . ?
C13 C7 C8 O1 4.5(2) . . . . ?
C12 C7 C8 C9 3.2(2) . . . . ?
C13 C7 C8 C9 -178.23(16) . . . . ?
O1 C8 C9 C10 175.53(16) . . . . ?
C7 C8 C9 C10 -1.8(3) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C12 1.5(3) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C8 C7 C12 C11 -2.4(3) . . . . ?
C13 C7 C12 C11 178.99(17) . . . . ?
C12 C7 C13 N1 -168.67(17) . . . . ?
C8 C7 C13 N1 12.8(3) . . . . ?
C1 C6 C14 C16 91.03(19) . . . . ?
C5 C6 C14 C16 -82.38(19) . . . . ?
C1 C6 C14 C15 -145.35(16) . . . . ?
C5 C6 C14 C15 41.2(2) . . . . ?
C3 C2 C17 C19 26.2(2) . . . . ?
C1 C2 C17 C19 -155.12(16) . . . . ?
C3 C2 C17 C18 -97.59(19) . . . . ?
C1 C2 C17 C18 81.10(19) . . . . ?
C7 C13 N1 C1 -176.12(16) . . . . ?
C6 C1 N1 C13 76.6(2) . . . . ?
C2 C1 N1 C13 -107.52(19) . . . . ?
C9 C8 O1 Nb1 34.2(4) . . . . ?
C7 C8 O1 Nb1 -148.5(2) . . . . ?
F3 Nb1 O1 C8 87.6(5) . . . . ?
F5 Nb1 O1 C8 29.4(3) . . . . ?
F4 Nb1 O1 C8 -60.5(3) . . . . ?
F2 Nb1 O1 C8 -146.5(3) . . . . ?
F1 Nb1 O1 C8 125.2(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
N1 H1 F1 0.834(15) 2.090(16) 2.8816(18) 158.1(18) .
N1 H1 O1 0.834(15) 2.195(18) 2.7598(18) 125.0(17) .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.056


_database_code_depnum_ccdc_archive 'CCDC 929754'