#------------------------------------------------------------------------------
#$Date: 2016-03-22 13:46:32 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178977 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/00/4120013.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4120013
loop_
_publ_author_name
'Andrew J. Keane'
'Peter Y. Zavalij'
'Lawrence R. Sita'
_publ_section_title
;
 N-N Bond Cleavage of Mid-Valent Ta(IV) Hydrazido and Hydrazidium
 Complexes Relevant to the Schrock Cycle for Dinitrogen Fixation
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9580
_journal_page_last               9583
_journal_paper_doi               10.1021/ja402804k
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'C22 H44 Cl N5 Ta, 1.5(C6 H6), C F3 O3 S'
_chemical_formula_sum            'C32 H53 Cl F3 N5 O3 S Ta'
_chemical_formula_weight         861.25
_chemical_name_common            Ta-complex
_chemical_name_systematic
;
Ta-complex AK-505
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-97 & ZCIF'
_cell_angle_alpha                110.2117(13)
_cell_angle_beta                 92.9333(14)
_cell_angle_gamma                107.0979(14)
_cell_formula_units_Z            2
_cell_length_a                   8.9354(9)
_cell_length_b                   13.3297(13)
_cell_length_c                   17.8137(17)
_cell_measurement_reflns_used    23834
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.3
_cell_measurement_theta_min      2.4
_cell_volume                     1875.3(3)
_computing_cell_refinement       Apex2
_computing_data_collection       'Apex2 (Bruker, 2010)'
_computing_data_reduction        Apex2
_computing_molecular_graphics    'XSHEL (Bruker, 2004)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.333
_diffrn_detector_type            'Bruker Smart Apex II'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'MiTeGen loop'
_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      0.0980086
_diffrn_orient_matrix_UB_12      -0.0218794
_diffrn_orient_matrix_UB_13      -0.0014082
_diffrn_orient_matrix_UB_21      -0.0245984
_diffrn_orient_matrix_UB_22      -0.0340030
_diffrn_orient_matrix_UB_23      -0.0606572
_diffrn_orient_matrix_UB_31      0.0625183
_diffrn_orient_matrix_UB_32      0.0745033
_diffrn_orient_matrix_UB_33      -0.0020090
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            29057
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.42
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.110
_exptl_absorpt_correction_T_max  0.554
_exptl_absorpt_correction_T_min  0.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       needle
_exptl_crystal_F_000             874
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.090
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         10872
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0183
_refine_ls_R_factor_gt           0.0171
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.01P)²+1.78P], P=(max(Fo²,0)+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0378
_refine_ls_wR_factor_ref         0.0381
_reflns_number_gt                10377
_reflns_number_total             10872
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja402804k_si_005.cif
_cod_data_source_block           2297
_cod_database_code               4120013
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ta1 Ta 0.855892(7) 0.693204(5) 0.211694(4) 0.01761(2) Uani 1 1 d .
Cl1 Cl 0.57272(5) 0.62293(3) 0.15608(3) 0.02704(8) Uani 1 1 d .
N1 N 0.84662(16) 0.83343(11) 0.26099(8) 0.0217(3) Uani 1 1 d .
N2 N 0.79631(17) 0.92916(11) 0.28552(9) 0.0239(3) Uani 1 1 d .
C3 C 0.6758(2) 0.91253(16) 0.33991(12) 0.0320(4) Uani 1 1 d .
H31 H 0.5871 0.8423 0.3106 0.048 Uiso 1 1 calc R
H32 H 0.6361 0.9768 0.3563 0.048 Uiso 1 1 calc R
H33 H 0.7256 0.9077 0.3883 0.048 Uiso 1 1 calc R
C4 C 0.9354(2) 1.03468(15) 0.32962(13) 0.0357(4) Uani 1 1 d .
H41 H 0.9861 1.0281 0.3770 0.054 Uiso 1 1 calc R
H42 H 0.8987 1.1003 0.3475 0.054 Uiso 1 1 calc R
H43 H 1.0122 1.0446 0.2932 0.054 Uiso 1 1 calc R
C5 C 0.7176(3) 0.93775(17) 0.21240(12) 0.0359(4) Uani 1 1 d .
H51 H 0.7972 0.9567 0.1792 0.054 Uiso 1 1 calc R
H52 H 0.6688 0.9971 0.2301 0.054 Uiso 1 1 calc R
H53 H 0.6355 0.8650 0.1803 0.054 Uiso 1 1 calc R
C10 C 0.9142(2) 0.63059(15) 0.33257(10) 0.0276(3) Uani 1 1 d .
N11 N 0.77728(18) 0.58773(12) 0.28102(9) 0.0256(3) Uani 1 1 d .
C11 C 0.8297(4) 0.5856(2) 0.45150(14) 0.0572(7) Uani 1 1 d .
H111 H 0.7413 0.6104 0.4398 0.086 Uiso 1 1 calc R
H112 H 0.8817 0.6294 0.5081 0.086 Uiso 1 1 calc R
H113 H 0.7890 0.5048 0.4425 0.086 Uiso 1 1 calc R
C12 C 1.0906(3) 0.5839(2) 0.41568(15) 0.0508(6) Uani 1 1 d .
H121 H 1.0663 0.5071 0.4154 0.076 Uiso 1 1 calc R
H122 H 1.1483 0.6392 0.4693 0.076 Uiso 1 1 calc R
H123 H 1.1564 0.5921 0.3744 0.076 Uiso 1 1 calc R
N12 N 1.02226(17) 0.70559(12) 0.31078(8) 0.0247(3) Uani 1 1 d .
C13 C 0.6486(3) 0.48546(15) 0.27733(12) 0.0350(4) Uani 1 1 d .
H13 H 0.6891 0.4554 0.3154 0.042 Uiso 1 1 calc R
C14 C 0.6050(3) 0.39267(16) 0.19270(13) 0.0398(5) Uani 1 1 d .
H141 H 0.5525 0.4159 0.1552 0.060 Uiso 1 1 calc R
H142 H 0.5329 0.3224 0.1944 0.060 Uiso 1 1 calc R
H143 H 0.7016 0.3800 0.1741 0.060 Uiso 1 1 calc R
C15 C 0.5019(3) 0.5139(2) 0.30566(15) 0.0483(6) Uani 1 1 d .
H151 H 0.5342 0.5788 0.3576 0.072 Uiso 1 1 calc R
H152 H 0.4274 0.4483 0.3124 0.072 Uiso 1 1 calc R
H153 H 0.4502 0.5329 0.2651 0.072 Uiso 1 1 calc R
N13 N 0.9442(2) 0.60341(16) 0.39792(10) 0.0408(4) Uani 1 1 d .
C16 C 1.1310(2) 0.81556(16) 0.37135(10) 0.0299(4) Uani 1 1 d .
H16 H 1.1516 0.8700 0.3430 0.036 Uiso 1 1 calc R
C17 C 1.0526(3) 0.86483(19) 0.44346(12) 0.0402(5) Uani 1 1 d .
H171 H 1.0475 0.8224 0.4791 0.060 Uiso 1 1 calc R
H172 H 0.9449 0.8589 0.4235 0.060 Uiso 1 1 calc R
H173 H 1.1154 0.9447 0.4739 0.060 Uiso 1 1 calc R
C18 C 1.2949(2) 0.8168(2) 0.40319(13) 0.0421(5) Uani 1 1 d .
H181 H 1.2877 0.7934 0.4497 0.063 Uiso 1 1 calc R
H182 H 1.3715 0.8935 0.4200 0.063 Uiso 1 1 calc R
H183 H 1.3299 0.7642 0.3601 0.063 Uiso 1 1 calc R
C20 C 1.00559(19) 0.57971(13) 0.12481(10) 0.0233(3) Uani 1 1 d .
C21 C 0.86552(19) 0.55771(14) 0.07328(10) 0.0243(3) Uani 1 1 d .
C22 C 0.8654(2) 0.66280(15) 0.06735(10) 0.0247(3) Uani 1 1 d .
C23 C 1.0088(2) 0.74801(14) 0.11312(10) 0.0241(3) Uani 1 1 d .
C24 C 1.09407(18) 0.69879(14) 0.15088(10) 0.0222(3) Uani 1 1 d .
C25 C 1.0598(2) 0.49671(16) 0.14836(12) 0.0326(4) Uani 1 1 d .
H251 H 1.0585 0.5130 0.2063 0.049 Uiso 1 1 calc R
H252 H 1.1680 0.5033 0.1376 0.049 Uiso 1 1 calc R
H253 H 0.9883 0.4196 0.1166 0.049 Uiso 1 1 calc R
C26 C 0.7429(2) 0.44436(16) 0.02538(11) 0.0341(4) Uani 1 1 d .
H261 H 0.7476 0.4249 -0.0326 0.051 Uiso 1 1 calc R
H262 H 0.6370 0.4475 0.0350 0.051 Uiso 1 1 calc R
H263 H 0.7639 0.3866 0.0424 0.051 Uiso 1 1 calc R
C27 C 0.7463(2) 0.67602(19) 0.01195(12) 0.0363(4) Uani 1 1 d .
H271 H 0.7201 0.7442 0.0409 0.054 Uiso 1 1 calc R
H272 H 0.6497 0.6095 -0.0055 0.054 Uiso 1 1 calc R
H273 H 0.7914 0.6830 -0.0357 0.054 Uiso 1 1 calc R
C28 C 1.0680(2) 0.86727(16) 0.11614(13) 0.0359(4) Uani 1 1 d .
H281 H 1.1353 0.8710 0.0748 0.054 Uiso 1 1 calc R
H282 H 1.1300 0.9181 0.1699 0.054 Uiso 1 1 calc R
H283 H 0.9773 0.8906 0.1057 0.054 Uiso 1 1 calc R
C29 C 1.2621(2) 0.75513(16) 0.19498(11) 0.0307(4) Uani 1 1 d .
H291 H 1.3349 0.7499 0.1556 0.046 Uiso 1 1 calc R
H292 H 1.2820 0.7173 0.2310 0.046 Uiso 1 1 calc R
H293 H 1.2793 0.8350 0.2272 0.046 Uiso 1 1 calc R
O1 O 0.5766(3) 0.93954(17) 0.70630(13) 0.0824(7) Uani 1 1 d .
O2 O 0.32916(19) 0.82370(15) 0.61394(10) 0.0489(4) Uani 1 1 d .
O3 O 0.4692(3) 0.7428(2) 0.68376(17) 0.0901(8) Uani 1 1 d .
S1 S 0.47770(7) 0.82884(4) 0.65309(3) 0.03714(10) Uani 1 1 d .
C1 C 0.5872(3) 0.7959(2) 0.57072(15) 0.0508(6) Uani 1 1 d .
F1 F 0.72788(17) 0.79181(16) 0.59543(10) 0.0726(5) Uani 1 1 d .
F2 F 0.6137(2) 0.8722(2) 0.53671(13) 0.1072(8) Uani 1 1 d .
F3 F 0.5095(2) 0.6990(2) 0.51214(11) 0.1085(9) Uani 1 1 d .
C1A C 0.4497(3) 0.0346(3) 0.07295(15) 0.0617(8) Uani 1 1 d .
H1A H 0.4151 0.0583 0.1237 0.074 Uiso 1 1 calc R
C2A C 0.5249(3) 0.0670(3) -0.04405(18) 0.0623(8) Uani 1 1 d .
H2A H 0.5425 0.1139 -0.0747 0.075 Uiso 1 1 calc R
C3A C 0.4740(3) 0.1017(2) 0.02906(19) 0.0611(7) Uani 1 1 d .
H3A H 0.4559 0.1723 0.0489 0.073 Uiso 1 1 calc R
C1B C 0.9048(4) 0.1464(2) 0.11844(19) 0.0656(8) Uani 1 1 d .
H1B H 0.8384 0.1036 0.0670 0.079 Uiso 1 1 calc R
C2B C 1.0635(4) 0.1507(2) 0.12900(19) 0.0649(8) Uani 1 1 d .
H2B H 1.1061 0.1108 0.0850 0.078 Uiso 1 1 calc R
C3B C 1.1571(3) 0.2145(3) 0.2051(2) 0.0634(8) Uani 1 1 d .
H3B H 1.2642 0.2173 0.2142 0.076 Uiso 1 1 calc R
C4B C 1.0938(3) 0.2731(2) 0.26670(18) 0.0609(7) Uani 1 1 d .
H4B H 1.1585 0.3183 0.3184 0.073 Uiso 1 1 calc R
C5B C 0.9398(3) 0.2677(2) 0.2552(2) 0.0615(7) Uani 1 1 d .
H5B H 0.8979 0.3091 0.2987 0.074 Uiso 1 1 calc R
C6B C 0.8465(3) 0.2045(2) 0.1828(2) 0.0632(8) Uani 1 1 d .
H6B H 0.7381 0.1998 0.1761 0.076 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 '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'
Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 Ta1 N11 112.10(6) . .
N1 Ta1 N12 94.79(6) . .
N11 Ta1 N12 60.72(6) . .
N1 Ta1 C24 111.18(6) . .
N11 Ta1 C24 121.75(6) . .
N12 Ta1 C24 78.72(5) . .
N1 Ta1 Cl1 90.13(4) . .
N11 Ta1 Cl1 82.69(4) . .
N12 Ta1 Cl1 142.17(4) . .
C24 Ta1 Cl1 133.63(4) . .
N1 Ta1 C23 92.33(6) . .
N11 Ta1 C23 153.22(5) . .
N12 Ta1 C23 108.18(6) . .
C24 Ta1 C23 33.73(5) . .
Cl1 Ta1 C23 109.06(4) . .
N1 Ta1 C22 107.14(6) . .
N11 Ta1 C22 136.51(6) . .
N12 Ta1 C22 133.83(5) . .
C24 Ta1 C22 55.68(5) . .
Cl1 Ta1 C22 79.16(4) . .
C23 Ta1 C22 33.32(5) . .
N1 Ta1 C20 144.81(6) . .
N11 Ta1 C20 97.73(5) . .
N12 Ta1 C20 83.56(5) . .
C24 Ta1 C20 33.93(5) . .
Cl1 Ta1 C20 112.54(4) . .
C23 Ta1 C20 55.69(5) . .
C22 Ta1 C20 55.23(6) . .
N1 Ta1 C21 140.62(6) . .
N11 Ta1 C21 105.07(5) . .
N12 Ta1 C21 114.89(5) . .
C24 Ta1 C21 55.16(5) . .
Cl1 Ta1 C21 81.94(4) . .
C23 Ta1 C21 55.19(5) . .
C22 Ta1 C21 33.50(6) . .
C20 Ta1 C21 32.46(5) . .
N2 N1 Ta1 163.63(11) . .
N1 N2 C4 110.19(13) . .
N1 N2 C5 109.67(13) . .
C4 N2 C5 110.08(15) . .
N1 N2 C3 107.88(13) . .
C4 N2 C3 110.55(14) . .
C5 N2 C3 108.42(14) . .
N2 C3 H31 109.5 . .
N2 C3 H32 109.5 . .
H31 C3 H32 109.5 . .
N2 C3 H33 109.5 . .
H31 C3 H33 109.5 . .
H32 C3 H33 109.5 . .
N2 C4 H41 109.5 . .
N2 C4 H42 109.5 . .
H41 C4 H42 109.5 . .
N2 C4 H43 109.5 . .
H41 C4 H43 109.5 . .
H42 C4 H43 109.5 . .
N2 C5 H51 109.5 . .
N2 C5 H52 109.5 . .
H51 C5 H52 109.5 . .
N2 C5 H53 109.5 . .
H51 C5 H53 109.5 . .
H52 C5 H53 109.5 . .
N11 C10 N12 109.90(14) . .
N11 C10 N13 126.10(18) . .
N12 C10 N13 124.00(18) . .
C10 N11 C13 122.42(15) . .
C10 N11 Ta1 95.03(11) . .
C13 N11 Ta1 141.29(12) . .
N13 C11 H111 109.5 . .
N13 C11 H112 109.5 . .
H111 C11 H112 109.5 . .
N13 C11 H113 109.5 . .
H111 C11 H113 109.5 . .
H112 C11 H113 109.5 . .
N13 C12 H121 109.5 . .
N13 C12 H122 109.5 . .
H121 C12 H122 109.5 . .
N13 C12 H123 109.5 . .
H121 C12 H123 109.5 . .
H122 C12 H123 109.5 . .
C10 N12 C16 122.25(14) . .
C10 N12 Ta1 94.16(11) . .
C16 N12 Ta1 123.24(11) . .
N11 C13 C14 111.59(15) . .
N11 C13 C15 111.50(16) . .
C14 C13 C15 110.86(19) . .
N11 C13 H13 107.6 . .
C14 C13 H13 107.6 . .
C15 C13 H13 107.6 . .
C13 C14 H141 109.5 . .
C13 C14 H142 109.5 . .
H141 C14 H142 109.5 . .
C13 C14 H143 109.5 . .
H141 C14 H143 109.5 . .
H142 C14 H143 109.5 . .
C13 C15 H151 109.5 . .
C13 C15 H152 109.5 . .
H151 C15 H152 109.5 . .
C13 C15 H153 109.5 . .
H151 C15 H153 109.5 . .
H152 C15 H153 109.5 . .
C10 N13 C12 121.53(18) . .
C10 N13 C11 123.23(19) . .
C12 N13 C11 115.15(19) . .
N12 C16 C17 112.19(15) . .
N12 C16 C18 116.47(16) . .
C17 C16 C18 109.26(16) . .
N12 C16 H16 106.1 . .
C17 C16 H16 106.1 . .
C18 C16 H16 106.1 . .
C16 C17 H171 109.5 . .
C16 C17 H172 109.5 . .
H171 C17 H172 109.5 . .
C16 C17 H173 109.5 . .
H171 C17 H173 109.5 . .
H172 C17 H173 109.5 . .
C16 C18 H181 109.5 . .
C16 C18 H182 109.5 . .
H181 C18 H182 109.5 . .
C16 C18 H183 109.5 . .
H181 C18 H183 109.5 . .
H182 C18 H183 109.5 . .
C21 C20 C24 107.59(14) . .
C21 C20 C25 127.77(16) . .
C24 C20 C25 124.63(16) . .
C21 C20 Ta1 74.76(9) . .
C24 C20 Ta1 70.33(8) . .
C25 C20 Ta1 121.50(11) . .
C20 C21 C22 108.12(14) . .
C20 C21 C26 127.22(16) . .
C22 C21 C26 124.41(16) . .
C20 C21 Ta1 72.78(9) . .
C22 C21 Ta1 71.12(9) . .
C26 C21 Ta1 126.22(11) . .
C23 C22 C21 108.01(15) . .
C23 C22 C27 125.49(16) . .
C21 C22 C27 125.86(16) . .
C23 C22 Ta1 72.74(9) . .
C21 C22 Ta1 75.38(9) . .
C27 C22 Ta1 124.93(12) . .
C22 C23 C24 107.96(14) . .
C22 C23 C28 126.36(16) . .
C24 C23 C28 125.51(16) . .
C22 C23 Ta1 73.93(9) . .
C24 C23 Ta1 72.16(9) . .
C28 C23 Ta1 123.44(12) . .
C23 C24 C20 108.23(14) . .
C23 C24 C29 125.13(15) . .
C20 C24 C29 125.40(15) . .
C23 C24 Ta1 74.11(9) . .
C20 C24 Ta1 75.74(9) . .
C29 C24 Ta1 126.32(11) . .
C20 C25 H251 109.5 . .
C20 C25 H252 109.5 . .
H251 C25 H252 109.5 . .
C20 C25 H253 109.5 . .
H251 C25 H253 109.5 . .
H252 C25 H253 109.5 . .
C21 C26 H261 109.5 . .
C21 C26 H262 109.5 . .
H261 C26 H262 109.5 . .
C21 C26 H263 109.5 . .
H261 C26 H263 109.5 . .
H262 C26 H263 109.5 . .
C22 C27 H271 109.5 . .
C22 C27 H272 109.5 . .
H271 C27 H272 109.5 . .
C22 C27 H273 109.5 . .
H271 C27 H273 109.5 . .
H272 C27 H273 109.5 . .
C23 C28 H281 109.5 . .
C23 C28 H282 109.5 . .
H281 C28 H282 109.5 . .
C23 C28 H283 109.5 . .
H281 C28 H283 109.5 . .
H282 C28 H283 109.5 . .
C24 C29 H291 109.5 . .
C24 C29 H292 109.5 . .
H291 C29 H292 109.5 . .
C24 C29 H293 109.5 . .
H291 C29 H293 109.5 . .
H292 C29 H293 109.5 . .
O3 S1 O1 114.39(16) . .
O3 S1 O2 115.55(13) . .
O1 S1 O2 114.98(12) . .
O3 S1 C1 103.23(14) . .
O1 S1 C1 102.87(14) . .
O2 S1 C1 103.39(10) . .
F3 C1 F2 105.4(2) . .
F3 C1 F1 107.9(2) . .
F2 C1 F1 107.4(2) . .
F3 C1 S1 112.13(19) . .
F2 C1 S1 111.7(2) . .
F1 C1 S1 111.89(17) . .
C3A C1A C2A 119.9(3) . 2_655
C3A C1A H1A 120.0 . .
C2A C1A H1A 120.0 2_655 .
C1A C2A C3A 120.4(3) 2_655 .
C1A C2A H2A 119.8 2_655 .
C3A C2A H2A 119.8 . .
C1A C3A C2A 119.7(3) . .
C1A C3A H3A 120.2 . .
C2A C3A H3A 120.2 . .
C6B C1B C2B 119.5(3) . .
C6B C1B H1B 120.3 . .
C2B C1B H1B 120.3 . .
C3B C2B C1B 118.6(3) . .
C3B C2B H2B 120.7 . .
C1B C2B H2B 120.7 . .
C4B C3B C2B 119.4(3) . .
C4B C3B H3B 120.3 . .
C2B C3B H3B 120.3 . .
C5B C4B C3B 121.0(3) . .
C5B C4B H4B 119.5 . .
C3B C4B H4B 119.5 . .
C6B C5B C4B 120.5(3) . .
C6B C5B H5B 119.7 . .
C4B C5B H5B 119.7 . .
C5B C6B C1B 120.9(3) . .
C5B C6B H6B 119.5 . .
C1B C6B H6B 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ta1 N1 1.7989(13) .
Ta1 N11 2.1686(14) .
Ta1 N12 2.1768(14) .
Ta1 C24 2.4304(15) .
Ta1 Cl1 2.4433(5) .
Ta1 C23 2.4556(16) .
Ta1 C22 2.4709(16) .
Ta1 C20 2.5014(15) .
Ta1 C21 2.5268(16) .
N1 N2 1.4119(18) .
N2 C4 1.500(2) .
N2 C5 1.504(2) .
N2 C3 1.504(2) .
C3 H31 0.9800 .
C3 H32 0.9800 .
C3 H33 0.9800 .
C4 H41 0.9800 .
C4 H42 0.9800 .
C4 H43 0.9800 .
C5 H51 0.9800 .
C5 H52 0.9800 .
C5 H53 0.9800 .
C10 N11 1.333(2) .
C10 N12 1.350(2) .
C10 N13 1.369(2) .
N11 C13 1.481(2) .
C11 N13 1.459(3) .
C11 H111 0.9800 .
C11 H112 0.9800 .
C11 H113 0.9800 .
C12 N13 1.447(3) .
C12 H121 0.9800 .
C12 H122 0.9800 .
C12 H123 0.9800 .
N12 C16 1.490(2) .
C13 C14 1.524(3) .
C13 C15 1.531(3) .
C13 H13 1.0000 .
C14 H141 0.9800 .
C14 H142 0.9800 .
C14 H143 0.9800 .
C15 H151 0.9800 .
C15 H152 0.9800 .
C15 H153 0.9800 .
C16 C17 1.533(3) .
C16 C18 1.537(3) .
C16 H16 1.0000 .
C17 H171 0.9800 .
C17 H172 0.9800 .
C17 H173 0.9800 .
C18 H181 0.9800 .
C18 H182 0.9800 .
C18 H183 0.9800 .
C20 C21 1.406(2) .
C20 C24 1.441(2) .
C20 C25 1.500(2) .
C21 C22 1.441(2) .
C21 C26 1.501(2) .
C22 C23 1.413(2) .
C22 C27 1.503(2) .
C23 C24 1.418(2) .
C23 C28 1.501(2) .
C24 C29 1.498(2) .
C25 H251 0.9800 .
C25 H252 0.9800 .
C25 H253 0.9800 .
C26 H261 0.9800 .
C26 H262 0.9800 .
C26 H263 0.9800 .
C27 H271 0.9800 .
C27 H272 0.9800 .
C27 H273 0.9800 .
C28 H281 0.9800 .
C28 H282 0.9800 .
C28 H283 0.9800 .
C29 H291 0.9800 .
C29 H292 0.9800 .
C29 H293 0.9800 .
O1 S1 1.427(2) .
O2 S1 1.4393(17) .
O3 S1 1.4159(19) .
S1 C1 1.805(2) .
C1 F3 1.306(3) .
C1 F2 1.325(3) .
C1 F1 1.333(3) .
C1A C3A 1.358(4) .
C1A C2A 1.363(4) 2_655
C1A H1A 0.9500 .
C2A C1A 1.363(4) 2_655
C2A C3A 1.373(4) .
C2A H2A 0.9500 .
C3A H3A 0.9500 .
C1B C6B 1.368(4) .
C1B C2B 1.402(4) .
C1B H1B 0.9500 .
C2B C3B 1.389(4) .
C2B H2B 0.9500 .
C3B C4B 1.366(4) .
C3B H3B 0.9500 .
C4B C5B 1.358(4) .
C4B H4B 0.9500 .
C5B C6B 1.339(4) .
C5B H5B 0.9500 .
C6B H6B 0.9500 .
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
N11 Ta1 N1 N2 -93.1(4) .
N12 Ta1 N1 N2 -153.4(4) .
C24 Ta1 N1 N2 126.8(4) .
Cl1 Ta1 N1 N2 -11.0(4) .
C23 Ta1 N1 N2 98.1(4) .
C22 Ta1 N1 N2 67.7(4) .
C20 Ta1 N1 N2 121.0(4) .
C21 Ta1 N1 N2 66.4(4) .
Ta1 N1 N2 C4 -164.5(4) .
Ta1 N1 N2 C5 -43.2(4) .
Ta1 N1 N2 C3 74.7(4) .
N12 C10 N11 C13 165.73(15) .
N13 C10 N11 C13 -13.8(3) .
N12 C10 N11 Ta1 -3.96(14) .
N13 C10 N11 Ta1 176.55(16) .
N1 Ta1 N11 C10 -80.21(11) .
N12 Ta1 N11 C10 2.64(9) .
C24 Ta1 N11 C10 55.01(12) .
Cl1 Ta1 N11 C10 -167.37(10) .
C23 Ta1 N11 C10 74.18(16) .
C22 Ta1 N11 C10 126.88(10) .
C20 Ta1 N11 C10 80.76(10) .
C21 Ta1 N11 C10 113.06(10) .
N1 Ta1 N11 C13 113.77(19) .
N12 Ta1 N11 C13 -163.4(2) .
C24 Ta1 N11 C13 -111.01(19) .
Cl1 Ta1 N11 C13 26.61(18) .
C23 Ta1 N11 C13 -91.8(2) .
C22 Ta1 N11 C13 -39.1(2) .
C20 Ta1 N11 C13 -85.26(19) .
C21 Ta1 N11 C13 -52.96(19) .
N11 C10 N12 C16 138.02(16) .
N13 C10 N12 C16 -42.5(2) .
N11 C10 N12 Ta1 3.94(14) .
N13 C10 N12 Ta1 -176.56(15) .
N1 Ta1 N12 C10 110.09(10) .
N11 Ta1 N12 C10 -2.61(9) .
C24 Ta1 N12 C10 -139.24(10) .
Cl1 Ta1 N12 C10 13.68(13) .
C23 Ta1 N12 C10 -155.88(10) .
C22 Ta1 N12 C10 -130.55(10) .
C20 Ta1 N12 C10 -105.23(10) .
C21 Ta1 N12 C10 -96.53(10) .
N1 Ta1 N12 C16 -23.33(13) .
N11 Ta1 N12 C16 -136.03(14) .
C24 Ta1 N12 C16 87.34(13) .
Cl1 Ta1 N12 C16 -119.74(12) .
C23 Ta1 N12 C16 70.71(13) .
C22 Ta1 N12 C16 96.04(14) .
C20 Ta1 N12 C16 121.35(13) .
C21 Ta1 N12 C16 130.05(12) .
C10 N11 C13 C14 -122.36(19) .
Ta1 N11 C13 C14 41.1(3) .
C10 N11 C13 C15 113.1(2) .
Ta1 N11 C13 C15 -83.5(2) .
N11 C10 N13 C12 136.3(2) .
N12 C10 N13 C12 -43.1(3) .
N11 C10 N13 C11 -40.0(3) .
N12 C10 N13 C11 140.5(2) .
C10 N12 C16 C17 -33.7(2) .
Ta1 N12 C16 C17 87.41(17) .
C10 N12 C16 C18 93.3(2) .
Ta1 N12 C16 C18 -145.65(14) .
N1 Ta1 C20 C21 -105.64(12) .
N11 Ta1 C20 C21 105.98(10) .
N12 Ta1 C20 C21 165.19(10) .
C24 Ta1 C20 C21 -115.46(14) .
Cl1 Ta1 C20 C21 20.73(10) .
C23 Ta1 C20 C21 -77.60(11) .
C22 Ta1 C20 C21 -36.87(10) .
N1 Ta1 C20 C24 9.82(15) .
N11 Ta1 C20 C24 -138.56(10) .
N12 Ta1 C20 C24 -79.35(10) .
Cl1 Ta1 C20 C24 136.19(9) .
C23 Ta1 C20 C24 37.86(9) .
C22 Ta1 C20 C24 78.59(10) .
C21 Ta1 C20 C24 115.46(14) .
N1 Ta1 C20 C25 129.09(14) .
N11 Ta1 C20 C25 -19.29(14) .
N12 Ta1 C20 C25 39.91(14) .
C24 Ta1 C20 C25 119.26(18) .
Cl1 Ta1 C20 C25 -104.55(13) .
C23 Ta1 C20 C25 157.12(16) .
C22 Ta1 C20 C25 -162.14(16) .
C21 Ta1 C20 C25 -125.28(18) .
C24 C20 C21 C22 -0.36(17) .
C25 C20 C21 C22 -178.95(16) .
Ta1 C20 C21 C22 62.75(11) .
C24 C20 C21 C26 174.11(15) .
C25 C20 C21 C26 -4.5(3) .
Ta1 C20 C21 C26 -122.78(16) .
C24 C20 C21 Ta1 -63.11(10) .
C25 C20 C21 Ta1 118.30(17) .
N1 Ta1 C21 C20 119.00(11) .
N11 Ta1 C21 C20 -80.58(10) .
N12 Ta1 C21 C20 -16.26(11) .
C24 Ta1 C21 C20 37.88(9) .
Cl1 Ta1 C21 C20 -160.72(10) .
C23 Ta1 C21 C20 79.27(10) .
C22 Ta1 C21 C20 116.75(14) .
N1 Ta1 C21 C22 2.25(14) .
N11 Ta1 C21 C22 162.67(9) .
N12 Ta1 C21 C22 -133.01(10) .
C24 Ta1 C21 C22 -78.87(10) .
Cl1 Ta1 C21 C22 82.53(9) .
C23 Ta1 C21 C22 -37.48(9) .
C20 Ta1 C21 C22 -116.75(14) .
N1 Ta1 C21 C26 -117.08(16) .
N11 Ta1 C21 C26 43.33(17) .
N12 Ta1 C21 C26 107.65(16) .
C24 Ta1 C21 C26 161.80(18) .
Cl1 Ta1 C21 C26 -36.81(15) .
C23 Ta1 C21 C26 -156.82(18) .
C22 Ta1 C21 C26 -119.3(2) .
C20 Ta1 C21 C26 123.9(2) .
C20 C21 C22 C23 2.15(18) .
C26 C21 C22 C23 -172.51(15) .
Ta1 C21 C22 C23 65.97(11) .
C20 C21 C22 C27 173.38(16) .
C26 C21 C22 C27 -1.3(3) .
Ta1 C21 C22 C27 -122.80(17) .
C20 C21 C22 Ta1 -63.82(11) .
C26 C21 C22 Ta1 121.52(15) .
N1 Ta1 C22 C23 66.93(11) .
N11 Ta1 C22 C23 -139.27(10) .
N12 Ta1 C22 C23 -47.72(13) .
C24 Ta1 C22 C23 -37.38(9) .
Cl1 Ta1 C22 C23 153.69(10) .
C20 Ta1 C22 C23 -78.87(10) .
C21 Ta1 C22 C23 -114.56(14) .
N1 Ta1 C22 C21 -178.51(9) .
N11 Ta1 C22 C21 -24.71(13) .
N12 Ta1 C22 C21 66.84(12) .
C24 Ta1 C22 C21 77.19(10) .
Cl1 Ta1 C22 C21 -91.75(9) .
C23 Ta1 C22 C21 114.56(14) .
C20 Ta1 C22 C21 35.69(9) .
N1 Ta1 C22 C27 -54.71(16) .
N11 Ta1 C22 C27 99.09(16) .
N12 Ta1 C22 C27 -169.36(14) .
C24 Ta1 C22 C27 -159.02(18) .
Cl1 Ta1 C22 C27 32.05(15) .
C23 Ta1 C22 C27 -121.6(2) .
C20 Ta1 C22 C27 159.49(18) .
C21 Ta1 C22 C27 123.8(2) .
C21 C22 C23 C24 -3.10(18) .
C27 C22 C23 C24 -174.37(16) .
Ta1 C22 C23 C24 64.63(11) .
C21 C22 C23 C28 172.26(16) .
C27 C22 C23 C28 1.0(3) .
Ta1 C22 C23 C28 -120.01(17) .
C21 C22 C23 Ta1 -67.73(11) .
C27 C22 C23 Ta1 121.00(17) .
N1 Ta1 C23 C22 -118.37(10) .
N11 Ta1 C23 C22 85.26(16) .
N12 Ta1 C23 C22 145.82(10) .
C24 Ta1 C23 C22 115.45(14) .
Cl1 Ta1 C23 C22 -27.42(10) .
C20 Ta1 C23 C22 77.36(10) .
C21 Ta1 C23 C22 37.68(10) .
N1 Ta1 C23 C24 126.18(10) .
N11 Ta1 C23 C24 -30.19(17) .
N12 Ta1 C23 C24 30.37(10) .
Cl1 Ta1 C23 C24 -142.88(8) .
C22 Ta1 C23 C24 -115.45(14) .
C20 Ta1 C23 C24 -38.09(9) .
C21 Ta1 C23 C24 -77.77(10) .
N1 Ta1 C23 C28 4.94(15) .
N11 Ta1 C23 C28 -151.43(14) .
N12 Ta1 C23 C28 -90.87(15) .
C24 Ta1 C23 C28 -121.24(19) .
Cl1 Ta1 C23 C28 95.88(15) .
C22 Ta1 C23 C28 123.3(2) .
C20 Ta1 C23 C28 -159.34(17) .
C21 Ta1 C23 C28 160.99(17) .
C22 C23 C24 C20 2.89(18) .
C28 C23 C24 C20 -172.52(15) .
Ta1 C23 C24 C20 68.69(11) .
C22 C23 C24 C29 170.65(15) .
C28 C23 C24 C29 -4.8(3) .
Ta1 C23 C24 C29 -123.55(16) .
C22 C23 C24 Ta1 -65.80(11) .
C28 C23 C24 Ta1 118.79(16) .
C21 C20 C24 C23 -1.56(17) .
C25 C20 C24 C23 177.09(15) .
Ta1 C20 C24 C23 -67.60(11) .
C21 C20 C24 C29 -169.28(15) .
C25 C20 C24 C29 9.4(3) .
Ta1 C20 C24 C29 124.68(16) .
C21 C20 C24 Ta1 66.04(11) .
C25 C20 C24 Ta1 -115.31(15) .
N1 Ta1 C24 C23 -59.87(11) .
N11 Ta1 C24 C23 164.55(9) .
N12 Ta1 C24 C23 -150.68(10) .
Cl1 Ta1 C24 C23 52.01(11) .
C22 Ta1 C24 C23 36.92(9) .
C20 Ta1 C24 C23 114.07(14) .
C21 Ta1 C24 C23 77.89(10) .
N1 Ta1 C24 C20 -173.95(9) .
N11 Ta1 C24 C20 50.47(11) .
N12 Ta1 C24 C20 95.25(10) .
Cl1 Ta1 C24 C20 -62.06(11) .
C23 Ta1 C24 C20 -114.07(14) .
C22 Ta1 C24 C20 -77.16(10) .
C21 Ta1 C24 C20 -36.19(9) .
N1 Ta1 C24 C29 62.35(16) .
N11 Ta1 C24 C29 -73.23(16) .
N12 Ta1 C24 C29 -28.45(14) .
Cl1 Ta1 C24 C29 174.24(12) .
C23 Ta1 C24 C29 122.22(19) .
C22 Ta1 C24 C29 159.14(17) .
C20 Ta1 C24 C29 -123.70(19) .
C21 Ta1 C24 C29 -159.89(17) .
O3 S1 C1 F3 64.9(2) .
O1 S1 C1 F3 -175.8(2) .
O2 S1 C1 F3 -55.8(2) .
O3 S1 C1 F2 -176.9(2) .
O1 S1 C1 F2 -57.7(2) .
O2 S1 C1 F2 62.3(2) .
O3 S1 C1 F1 -56.5(2) .
O1 S1 C1 F1 62.8(2) .
O2 S1 C1 F1 -177.21(19) .
C2A C1A C3A C2A -0.3(4) 2_655
C1A C2A C3A C1A 0.3(4) 2_655
C6B C1B C2B C3B -0.2(4) .
C1B C2B C3B C4B -1.5(4) .
C2B C3B C4B C5B 1.6(4) .
C3B C4B C5B C6B 0.0(4) .
C4B C5B C6B C1B -1.8(4) .
C2B C1B C6B C5B 1.8(4) .
