#------------------------------------------------------------------------------
#$Date: 2017-05-06 01:13:37 +0300 (Sat, 06 May 2017) $
#$Revision: 196467 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/23/7042383.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_7042383
loop_
_publ_author_name
'Petrov, Pavel A.'
'Sukhikh, Taisiya S.'
'Sokolov, Maxim N.'
_publ_section_title
;
 NHC adducts of tantalum amidohalides: the first example of NHC abnormally
 coordinated to an early transition metal.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4902
_journal_page_last               4906
_journal_paper_doi               10.1039/c7dt00748e
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C25 H38 F3 N4 Ta'
_chemical_formula_sum            'C25 H38 F3 N4 Ta'
_chemical_formula_weight         632.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-01-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_audit_update_record
;
2017-02-02 deposited with the CCDC.
2017-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                81.404(2)
_cell_angle_beta                 84.287(2)
_cell_angle_gamma                71.383(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8138(6)
_cell_length_b                   9.5873(7)
_cell_length_c                   16.5828(11)
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.78
_cell_measurement_theta_min      2.26
_cell_volume                     1311.01(16)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19316
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.779
_diffrn_reflns_theta_min         2.259
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.232
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.4064
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1182 before and 0.0388 after correction. The Ratio of minimum to maximum transmission is 0.5453. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5011
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0149
_refine_ls_R_factor_gt           0.0144
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0148P)²+0.6618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0365
_refine_ls_wR_factor_ref         0.0368
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4900
_reflns_number_total             5011
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt00748e2.cif
_cod_data_source_block           1b
_cod_depositor_comments
'Adding full bibliography for 7042380--7042383.cif.'
_cod_database_code               7042383
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.728
_shelx_estimated_absorpt_t_min   0.252
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C15(H15), C17(H17)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C41(H41A,H41B,H41C), C42(H42A,
 H42B,H42C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
Ta1 Ta 0.50476(2) 0.61698(2) 0.77103(2) 0.01470(4) Uani 1 1 d .
F3 F 0.41562(16) 0.58832(14) 0.67656(8) 0.0290(3) Uani 1 1 d .
F2 F 0.56563(17) 0.78361(14) 0.71246(8) 0.0313(3) Uani 1 1 d .
F1 F 0.65423(16) 0.58920(15) 0.85248(8) 0.0308(3) Uani 1 1 d .
N1 N 0.8391(2) 0.52683(19) 0.64320(11) 0.0228(4) Uani 1 1 d .
N2 N 0.8367(2) 0.33360(19) 0.72792(10) 0.0235(4) Uani 1 1 d .
N4 N 0.3172(2) 0.7722(2) 0.81556(11) 0.0248(4) Uani 1 1 d .
N3 N 0.4366(2) 0.4518(2) 0.83387(13) 0.0287(4) Uani 1 1 d .
C1 C 0.7529(2) 0.4753(2) 0.70457(12) 0.0174(4) Uani 1 1 d .
C2 C 0.9916(3) 0.4165(3) 0.62017(16) 0.0399(7) Uani 1 1 d .
H2A H 1.0847 0.4493 0.6272 0.048 Uiso 1 1 calc R
H2B H 0.9940 0.3975 0.5629 0.048 Uiso 1 1 calc R
C3 C 0.9902(3) 0.2798(3) 0.67986(16) 0.0413(7) Uani 1 1 d .
H3A H 0.9916 0.1963 0.6508 0.050 Uiso 1 1 calc R
H3B H 1.0826 0.2480 0.7151 0.050 Uiso 1 1 calc R
C4 C 0.8036(2) 0.6708(2) 0.59527(12) 0.0195(4) Uani 1 1 d .
C5 C 0.7132(3) 0.6980(2) 0.52704(12) 0.0219(4) Uani 1 1 d .
C6 C 0.6900(3) 0.8343(2) 0.47811(13) 0.0237(5) Uani 1 1 d .
H6 H 0.6267 0.8558 0.4320 0.028 Uiso 1 1 calc R
C7 C 0.7570(3) 0.9394(2) 0.49508(13) 0.0249(5) Uani 1 1 d .
C8 C 0.8479(3) 0.9063(2) 0.56284(14) 0.0266(5) Uani 1 1 d .
H8 H 0.8953 0.9768 0.5744 0.032 Uiso 1 1 calc R
C9 C 0.8725(3) 0.7734(2) 0.61467(13) 0.0237(4) Uani 1 1 d .
C10 C 0.6417(3) 0.5857(3) 0.50654(14) 0.0320(5) Uani 1 1 d .
H10A H 0.7248 0.4891 0.5066 0.048 Uiso 1 1 calc GR
H10B H 0.5981 0.6173 0.4523 0.048 Uiso 1 1 calc GR
H10C H 0.5555 0.5774 0.5473 0.048 Uiso 1 1 calc GR
C11 C 0.7286(3) 1.0865(3) 0.44088(16) 0.0366(6) Uani 1 1 d .
H11A H 0.7519 1.1580 0.4703 0.055 Uiso 1 1 calc GR
H11B H 0.6164 1.1240 0.4261 0.055 Uiso 1 1 calc GR
H11C H 0.7990 1.0725 0.3912 0.055 Uiso 1 1 calc GR
C12 C 0.9658(3) 0.7442(3) 0.69019(15) 0.0366(6) Uani 1 1 d .
H12A H 1.0748 0.6790 0.6797 0.055 Uiso 1 1 calc GR
H12B H 0.9126 0.6965 0.7356 0.055 Uiso 1 1 calc GR
H12C H 0.9706 0.8384 0.7043 0.055 Uiso 1 1 calc GR
C13 C 0.7911(3) 0.2243(2) 0.78537(12) 0.0188(4) Uani 1 1 d .
C14 C 0.8552(2) 0.1860(2) 0.86212(12) 0.0186(4) Uani 1 1 d .
C15 C 0.8243(3) 0.0677(2) 0.91274(12) 0.0199(4) Uani 1 1 d .
H15 H 0.8671 0.0405 0.9652 0.024 Uiso 1 1 calc R
C16 C 0.7329(3) -0.0122(2) 0.88918(13) 0.0243(5) Uani 1 1 d .
C17 C 0.6710(3) 0.0292(2) 0.81236(14) 0.0296(5) Uani 1 1 d .
H17 H 0.6085 -0.0245 0.7954 0.035 Uiso 1 1 calc R
C18 C 0.6977(3) 0.1469(2) 0.75955(13) 0.0265(5) Uani 1 1 d .
C19 C 0.9546(3) 0.2700(3) 0.89000(14) 0.0292(5) Uani 1 1 d .
H19A H 0.9644 0.2458 0.9492 0.044 Uiso 1 1 calc GR
H19B H 0.9026 0.3768 0.8767 0.044 Uiso 1 1 calc GR
H19C H 1.0615 0.2419 0.8623 0.044 Uiso 1 1 calc GR
C20 C 0.7010(4) -0.1398(3) 0.94569(17) 0.0394(6) Uani 1 1 d .
H20A H 0.6023 -0.1542 0.9314 0.059 Uiso 1 1 calc GR
H20B H 0.6891 -0.1178 1.0022 0.059 Uiso 1 1 calc GR
H20C H 0.7910 -0.2304 0.9401 0.059 Uiso 1 1 calc GR
C21 C 0.6267(4) 0.1916(3) 0.67714(15) 0.0450(7) Uani 1 1 d .
H21A H 0.5428 0.2878 0.6768 0.067 Uiso 1 1 calc GR
H21B H 0.5801 0.1168 0.6660 0.067 Uiso 1 1 calc GR
H21C H 0.7108 0.1994 0.6350 0.067 Uiso 1 1 calc GR
C41 C 0.2763(3) 0.9319(3) 0.79277(18) 0.0404(6) Uani 1 1 d .
H41A H 0.1641 0.9718 0.7782 0.061 Uiso 1 1 calc GR
H41B H 0.3459 0.9531 0.7458 0.061 Uiso 1 1 calc GR
H41C H 0.2913 0.9784 0.8389 0.061 Uiso 1 1 calc GR
C42 C 0.2008(3) 0.7444(3) 0.87980(17) 0.0451(7) Uani 1 1 d .
H42A H 0.2104 0.7876 0.9283 0.068 Uiso 1 1 calc GR
H42B H 0.2215 0.6372 0.8937 0.068 Uiso 1 1 calc GR
H42C H 0.0922 0.7898 0.8605 0.068 Uiso 1 1 calc GR
C31 C 0.4785(3) 0.3838(3) 0.91709(16) 0.0455(7) Uani 1 1 d .
H31A H 0.3830 0.4103 0.9543 0.068 Uiso 1 1 calc GR
H31B H 0.5611 0.4199 0.9342 0.068 Uiso 1 1 calc GR
H31C H 0.5196 0.2757 0.9185 0.068 Uiso 1 1 calc GR
C32 C 0.3160(3) 0.3933(3) 0.8084(2) 0.0541(8) Uani 1 1 d .
H32A H 0.3589 0.2850 0.8117 0.081 Uiso 1 1 calc GR
H32B H 0.2900 0.4353 0.7520 0.081 Uiso 1 1 calc GR
H32C H 0.2189 0.4207 0.8444 0.081 Uiso 1 1 calc GR
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'
F F 0.0171 0.0103 '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'
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
F3 Ta1 F2 91.99(6)
F3 Ta1 N4 100.14(7)
F3 Ta1 N3 89.02(8)
F3 Ta1 C1 82.11(6)
F2 Ta1 N4 84.90(7)
F2 Ta1 N3 177.74(6)
F2 Ta1 C1 82.44(6)
F1 Ta1 F3 159.78(6)
F1 Ta1 F2 91.52(6)
F1 Ta1 N4 100.00(7)
F1 Ta1 N3 88.22(7)
F1 Ta1 C1 78.62(6)
N4 Ta1 C1 167.22(7)
N3 Ta1 N4 92.93(8)
N3 Ta1 C1 99.70(7)
C1 N1 C2 114.19(17)
C1 N1 C4 130.00(18)
C4 N1 C2 115.79(17)
C1 N2 C3 114.00(17)
C1 N2 C13 129.40(18)
C13 N2 C3 116.17(16)
C41 N4 Ta1 126.60(15)
C41 N4 C42 107.87(19)
C42 N4 Ta1 125.48(15)
C31 N3 Ta1 126.11(18)
C31 N3 C32 108.7(2)
C32 N3 Ta1 124.59(18)
N1 C1 Ta1 126.75(14)
N1 C1 N2 107.08(17)
N2 C1 Ta1 125.91(14)
N1 C2 H2A 111.3
N1 C2 H2B 111.3
N1 C2 C3 102.44(18)
H2A C2 H2B 109.2
C3 C2 H2A 111.3
C3 C2 H2B 111.3
N2 C3 C2 102.29(18)
N2 C3 H3A 111.3
N2 C3 H3B 111.3
C2 C3 H3A 111.3
C2 C3 H3B 111.3
H3A C3 H3B 109.2
C5 C4 N1 118.71(19)
C5 C4 C9 122.21(18)
C9 C4 N1 118.84(19)
C4 C5 C6 117.8(2)
C4 C5 C10 121.49(19)
C6 C5 C10 120.7(2)
C5 C6 H6 119.1
C7 C6 C5 121.8(2)
C7 C6 H6 119.1
C6 C7 C11 120.4(2)
C8 C7 C6 118.23(19)
C8 C7 C11 121.3(2)
C7 C8 H8 118.8
C7 C8 C9 122.4(2)
C9 C8 H8 118.8
C4 C9 C12 121.58(19)
C8 C9 C4 117.5(2)
C8 C9 C12 120.9(2)
C5 C10 H10A 109.5
C5 C10 H10B 109.5
C5 C10 H10C 109.5
H10A C10 H10B 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C7 C11 H11A 109.5
C7 C11 H11B 109.5
C7 C11 H11C 109.5
H11A C11 H11B 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C9 C12 H12A 109.5
C9 C12 H12B 109.5
C9 C12 H12C 109.5
H12A C12 H12B 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C14 C13 N2 119.26(19)
C14 C13 C18 121.48(19)
C18 C13 N2 118.86(18)
C13 C14 C19 121.42(19)
C15 C14 C13 117.96(19)
C15 C14 C19 120.62(18)
C14 C15 H15 118.9
C14 C15 C16 122.26(19)
C16 C15 H15 118.9
C15 C16 C20 121.0(2)
C17 C16 C15 118.14(19)
C17 C16 C20 120.9(2)
C16 C17 H17 119.1
C16 C17 C18 121.9(2)
C18 C17 H17 119.1
C13 C18 C21 120.8(2)
C17 C18 C13 118.27(19)
C17 C18 C21 120.9(2)
C14 C19 H19A 109.5
C14 C19 H19B 109.5
C14 C19 H19C 109.5
H19A C19 H19B 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C16 C20 H20A 109.5
C16 C20 H20B 109.5
C16 C20 H20C 109.5
H20A C20 H20B 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C18 C21 H21A 109.5
C18 C21 H21B 109.5
C18 C21 H21C 109.5
H21A C21 H21B 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
N4 C41 H41A 109.5
N4 C41 H41B 109.5
N4 C41 H41C 109.5
H41A C41 H41B 109.5
H41A C41 H41C 109.5
H41B C41 H41C 109.5
N4 C42 H42A 109.5
N4 C42 H42B 109.5
N4 C42 H42C 109.5
H42A C42 H42B 109.5
H42A C42 H42C 109.5
H42B C42 H42C 109.5
N3 C31 H31A 109.5
N3 C31 H31B 109.5
N3 C31 H31C 109.5
H31A C31 H31B 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
N3 C32 H32A 109.5
N3 C32 H32B 109.5
N3 C32 H32C 109.5
H32A C32 H32B 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ta1 F3 1.9127(12)
Ta1 F2 1.9398(12)
Ta1 F1 1.9114(12)
Ta1 N4 2.0017(18)
Ta1 N3 1.9861(18)
Ta1 C1 2.432(2)
N1 C1 1.339(3)
N1 C2 1.477(3)
N1 C4 1.443(2)
N2 C1 1.342(3)
N2 C3 1.481(3)
N2 C13 1.436(3)
N4 C41 1.456(3)
N4 C42 1.460(3)
N3 C31 1.464(3)
N3 C32 1.471(3)
C2 H2A 0.9900
C2 H2B 0.9900
C2 C3 1.522(3)
C3 H3A 0.9900
C3 H3B 0.9900
C4 C5 1.393(3)
C4 C9 1.397(3)
C5 C6 1.397(3)
C5 C10 1.503(3)
C6 H6 0.9500
C6 C7 1.393(3)
C7 C8 1.384(3)
C7 C11 1.517(3)
C8 H8 0.9500
C8 C9 1.394(3)
C9 C12 1.509(3)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 C14 1.395(3)
C13 C18 1.402(3)
C14 C15 1.390(3)
C14 C19 1.507(3)
C15 H15 0.9500
C15 C16 1.391(3)
C16 C17 1.388(3)
C16 C20 1.510(3)
C17 H17 0.9500
C17 C18 1.389(3)
C18 C21 1.506(3)
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C41 H41A 0.9800
C41 H41B 0.9800
C41 H41C 0.9800
C42 H42A 0.9800
C42 H42B 0.9800
C42 H42C 0.9800
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
