#------------------------------------------------------------------------------
#$Date: 2020-08-14 03:54:53 +0300 (Fri, 14 Aug 2020) $
#$Revision: 255302 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558843.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_1558843
loop_
_publ_author_name
'Avarvari, Narcis'
'Mroweh, Nabil'
'Mézière, Cécile'
'Allain, Magali'
'Auban-Senzier, Pascale'
'Canadell, Enric'
_publ_section_title
;
 Conservation of structural arrangements and 3:1 stoichiometry in a series
 of crystalline conductors of TMTTF, TMTSF, BEDT-TTF, and chiral
 DM-EDT-TTF with the oxo-bis[pentafluorotantalate(V)] dianion
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03665J
_journal_year                    2020
_chemical_formula_moiety         '2(C16 H36 N), F10 O Ta2'
_chemical_formula_sum            'C32 H72 F10 N2 O Ta2'
_chemical_formula_weight         1052.81
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-09-11T14:17:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2020-04-28 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 124.970(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.230(2)
_cell_length_b                   14.2060(10)
_cell_length_c                   18.083(2)
_cell_measurement_reflns_used    5050
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.035
_cell_measurement_theta_min      3.279
_cell_volume                     4469.1(8)
_computing_cell_refinement       'Dirax (Duisenberg, 1992)'
_computing_data_collection       'Collect (Hooft, 2008)'
_computing_data_reduction        'EvalCCD (Duisenberg et al., 2000)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36887
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        30
_diffrn_reflns_theta_max         30.035
_diffrn_reflns_theta_min         3.279
_exptl_absorpt_coefficient_mu    4.959
_exptl_absorpt_correction_T_max  0.375
_exptl_absorpt_correction_T_min  0.271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_description       prism
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.246
_exptl_crystal_size_min          0.198
_refine_diff_density_max         1.662
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         6425
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0439
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0116P)²+21.4391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.076
_refine_ls_wR_factor_ref         0.0963
_reflns_Friedel_coverage         0
_reflns_number_gt                3880
_reflns_number_total             6425
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc03665j2.cif
_cod_data_source_block           sad
_cod_original_cell_volume        4469.1(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1558843
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1891(5) 0.3217(5) 0.0830(5) 0.095(2) Uani 1 1 d . . . . .
H1A H 0.187671 0.333492 0.02927 0.114 Uiso 1 1 calc R U . . .
H1B H 0.232978 0.281477 0.122167 0.114 Uiso 1 1 calc R U . . .
C2 C 0.1177(6) 0.2684(7) 0.0555(6) 0.126(3) Uani 1 1 d . . . . .
H2A H 0.072502 0.306266 0.014823 0.151 Uiso 1 1 calc R U . . .
H2B H 0.118194 0.253658 0.10827 0.151 Uiso 1 1 calc R U . . .
C3 C 0.1155(9) 0.1768(9) 0.0081(10) 0.195(6) Uani 1 1 d . . . . .
H3A H 0.116858 0.193018 -0.043043 0.234 Uiso 1 1 calc R U . . .
H3B H 0.161156 0.14024 0.049736 0.234 Uiso 1 1 calc R U . . .
C4 C 0.0490(13) 0.1196(12) -0.0229(12) 0.320(14) Uani 1 1 d . . . . .
H4A H 0.046134 0.104866 0.026849 0.48 Uiso 1 1 calc R U . . .
H4B H 0.05284 0.062373 -0.048387 0.48 Uiso 1 1 calc R U . . .
H4C H 0.003628 0.153226 -0.068086 0.48 Uiso 1 1 calc R U . . .
C5 C 0.2019(5) 0.4031(6) 0.2137(5) 0.097(2) Uani 1 1 d . . . . .
H5A H 0.150872 0.382927 0.194284 0.116 Uiso 1 1 calc R U . . .
H5B H 0.211087 0.46409 0.242327 0.116 Uiso 1 1 calc R U . . .
C6 C 0.2598(6) 0.3339(7) 0.2837(6) 0.133(4) Uani 1 1 d . . . . .
H6A H 0.311234 0.352513 0.303554 0.16 Uiso 1 1 calc R U . . .
H6B H 0.249866 0.271674 0.257176 0.16 Uiso 1 1 calc R U . . .
C7 C 0.2547(10) 0.3311(12) 0.3657(9) 0.199(7) Uani 1 1 d . . . . .
H7A H 0.201009 0.337648 0.343052 0.239 Uiso 1 1 calc R U . . .
H7B H 0.271021 0.269037 0.392642 0.239 Uiso 1 1 calc R U . . .
C8 C 0.2921(12) 0.3905(17) 0.4270(12) 0.289(12) Uani 1 1 d . . . . .
H8A H 0.346131 0.379981 0.456068 0.433 Uiso 1 1 calc R U . . .
H8B H 0.280043 0.384468 0.470427 0.433 Uiso 1 1 calc R U . . .
H8C H 0.279001 0.452631 0.401554 0.433 Uiso 1 1 calc R U . . .
C9 C 0.1398(4) 0.4861(5) 0.0740(6) 0.095(2) Uani 1 1 d . . . . .
H9A H 0.091231 0.457454 0.054961 0.114 Uiso 1 1 calc R U . . .
H9B H 0.147901 0.538802 0.112692 0.114 Uiso 1 1 calc R U . . .
C10 C 0.1314(5) 0.5238(6) -0.0057(6) 0.112(3) Uani 1 1 d . . . . .
H10A H 0.121725 0.472686 -0.046479 0.135 Uiso 1 1 calc R U . . .
H10B H 0.178835 0.554462 0.011636 0.135 Uiso 1 1 calc R U . . .
C11 C 0.0647(5) 0.5952(7) -0.0545(7) 0.122(3) Uani 1 1 d . . . . .
H11A H 0.016818 0.560521 -0.083297 0.147 Uiso 1 1 calc R U . . .
H11B H 0.067822 0.635567 -0.009269 0.147 Uiso 1 1 calc R U . . .
C12 C 0.0610(9) 0.6516(10) -0.1184(13) 0.234(8) Uani 1 1 d . . . . .
H12A H 0.11132 0.675357 -0.095755 0.351 Uiso 1 1 calc R U . . .
H12B H 0.026825 0.703329 -0.132003 0.351 Uiso 1 1 calc R U . . .
H12C H 0.042205 0.615698 -0.172225 0.351 Uiso 1 1 calc R U . . .
C13 C 0.2797(4) 0.4499(6) 0.1566(5) 0.095(2) Uani 1 1 d . . . . .
H13A H 0.317556 0.40143 0.192296 0.114 Uiso 1 1 calc R U . . .
H13B H 0.277273 0.457322 0.101669 0.114 Uiso 1 1 calc R U . . .
C14 C 0.3079(5) 0.5399(8) 0.2079(8) 0.143(4) Uani 1 1 d . . . . .
H14A H 0.316859 0.532197 0.266501 0.171 Uiso 1 1 calc R U . . .
H14B H 0.269773 0.588893 0.175411 0.171 Uiso 1 1 calc R U . . .
C15 C 0.3837(9) 0.5678(18) 0.2197(14) 0.283(11) Uani 1 1 d D . . . .
H15A H 0.414619 0.51134 0.235197 0.339 Uiso 0.5 1 calc R U P A 1
H15B H 0.370889 0.589107 0.161646 0.339 Uiso 0.5 1 calc R U P A 1
H15C H 0.38479 0.543291 0.170379 0.339 Uiso 0.5 1 calc R U P B 2
H15D H 0.38892 0.635732 0.221225 0.339 Uiso 0.5 1 calc R U P B 2
C16A C 0.433(2) 0.641(3) 0.288(3) 0.268(15) Uani 0.5 1 d D . P C 1
H16A H 0.417098 0.649682 0.327626 0.402 Uiso 0.5 1 calc R U P C 1
H16B H 0.426803 0.69934 0.257302 0.402 Uiso 0.5 1 calc R U P C 1
H16C H 0.485404 0.621664 0.321504 0.402 Uiso 0.5 1 calc R U P C 1
C16B C 0.4473(17) 0.525(3) 0.308(2) 0.268(15) Uani 0.5 1 d D . P C 2
H16D H 0.427987 0.508774 0.342753 0.402 Uiso 0.5 1 calc R U P C 2
H16E H 0.488205 0.570274 0.340552 0.402 Uiso 0.5 1 calc R U P C 2
H16F H 0.466377 0.470041 0.296297 0.402 Uiso 0.5 1 calc R U P C 2
N1 N 0.2025(3) 0.4149(4) 0.1310(4) 0.0763(14) Uani 1 1 d . . . . .
F1 F 0.0348(3) 0.6242(4) 0.1268(3) 0.1219(16) Uani 1 1 d . . . . .
F2 F 0.1827(2) 0.6385(3) 0.2559(3) 0.0983(13) Uani 1 1 d . . . . .
F3 F 0.1554(3) 0.6620(4) 0.3786(3) 0.139(2) Uani 1 1 d . . . . .
F4 F 0.0993(2) 0.5137(3) 0.2683(3) 0.1157(16) Uani 1 1 d . . . . .
F5 F 0.0894(3) 0.7754(3) 0.2365(4) 0.1198(16) Uani 1 1 d . . . . .
O1 O 0 0.6471(5) 0.25 0.095(2) Uani 1 2 d S T P . .
TA1 Ta 0.09028(2) 0.64416(2) 0.25282(2) 0.06111(9) Uani 1 1 d . . . . .
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 0 '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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.006 '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
_geom_angle_publ_flag
C2 C1 N1 116.9(7) . . ?
C2 C1 H1A 108.1 . . ?
N1 C1 H1A 108.1 . . ?
C2 C1 H1B 108.1 . . ?
N1 C1 H1B 108.1 . . ?
H1A C1 H1B 107.3 . . ?
C1 C2 C3 108.2(10) . . ?
C1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
C3 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C4 C3 C2 113.9(16) . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 115.8(6) . . ?
N1 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
N1 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C5 C6 C7 110.4(9) . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 118.3(18) . . ?
C8 C7 H7A 107.7 . . ?
C6 C7 H7A 107.7 . . ?
C8 C7 H7B 107.7 . . ?
C6 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N1 118.9(6) . . ?
C10 C9 H9A 107.6 . . ?
N1 C9 H9A 107.6 . . ?
C10 C9 H9B 107.6 . . ?
N1 C9 H9B 107.6 . . ?
H9A C9 H9B 107 . . ?
C9 C10 C11 111.2(7) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108 . . ?
C12 C11 C10 117.3(10) . . ?
C12 C11 H11A 108 . . ?
C10 C11 H11A 108 . . ?
C12 C11 H11B 108 . . ?
C10 C11 H11B 108 . . ?
H11A C11 H11B 107.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 116.9(6) . . ?
C14 C13 H13A 108.1 . . ?
N1 C13 H13A 108.1 . . ?
C14 C13 H13B 108.1 . . ?
N1 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
C13 C14 C15 108.7(12) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C16Aa C15 C14 118(2) . . ?
C16Bb C15 C14 106(2) . . ?
C16Aa C15 H15A 107.8 . . ?
C14 C15 H15A 107.8 . . ?
C16Aa C15 H15B 107.8 . . ?
C14 C15 H15B 107.8 . . ?
H15Aa C15 H15B 107.1 . . ?
C16Bb C15 H15C 110.5 . . ?
C14 C15 H15C 110.5 . . ?
C16Bb C15 H15D 110.5 . . ?
C14 C15 H15D 110.5 . . ?
H15Cb C15 H15D 108.7 . . ?
C15 C16Aa H16A 109.5 . . ?
C15 C16Aa H16B 109.5 . . ?
H16Aa C16Aa H16B 109.5 . . ?
C15 C16Aa H16C 109.5 . . ?
H16Aa C16Aa H16C 109.5 . . ?
H16Ba C16Aa H16C 109.5 . . ?
C15 C16Bb H16D 109.5 . . ?
C15 C16Bb H16E 109.5 . . ?
H16Db C16Bb H16E 109.5 . . ?
C15 C16Bb H16F 109.5 . . ?
H16Db C16Bb H16F 109.5 . . ?
H16Eb C16Bb H16F 109.5 . . ?
C13 N1 C9 111.5(5) . . ?
C13 N1 C5 110.9(6) . . ?
C9 N1 C5 104.2(5) . . ?
C13 N1 C1 106.1(5) . . ?
C9 N1 C1 113.0(6) . . ?
C5 N1 C1 111.3(6) . . ?
TA1 O1 TA1 177.5(4) 2 . ?
F4 TA1 F3 90.7(3) . . ?
F4 TA1 F5 174.43(17) . . ?
F3 TA1 F5 89.5(3) . . ?
F4 TA1 O1 92.4(2) . . ?
F3 TA1 O1 93.49(15) . . ?
F5 TA1 O1 93.2(2) . . ?
F4 TA1 F1 88.4(2) . . ?
F3 TA1 F1 173.6(2) . . ?
F5 TA1 F1 90.9(2) . . ?
O1 TA1 F1 92.85(15) . . ?
F4 TA1 F2 86.48(18) . . ?
F3 TA1 F2 86.6(2) . . ?
F5 TA1 F2 87.96(18) . . ?
O1 TA1 F2 178.9(3) . . ?
F1 TA1 F2 87.08(19) . . ?
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 C2 1.501(11) . ?
C1 N1 1.517(9) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
C2 C3 1.545(14) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 C4 1.43(2) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C4 H4A 0.96 . ?
C4 H4B 0.96 . ?
C4 H4C 0.96 . ?
C5 N1 1.513(8) . ?
C5 C6 1.516(11) . ?
C5 H5A 0.97 . ?
C5 H5B 0.97 . ?
C6 C7 1.547(14) . ?
C6 H6A 0.97 . ?
C6 H6B 0.97 . ?
C7 C8 1.251(19) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C8 H8A 0.96 . ?
C8 H8B 0.96 . ?
C8 H8C 0.96 . ?
C9 C10 1.449(10) . ?
C9 N1 1.511(8) . ?
C9 H9A 0.97 . ?
C9 H9B 0.97 . ?
C10 C11 1.543(11) . ?
C10 H10A 0.97 . ?
C10 H10B 0.97 . ?
C11 C12 1.370(15) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
C13 C14 1.489(11) . ?
C13 N1 1.510(8) . ?
C13 H13A 0.97 . ?
C13 H13B 0.97 . ?
C14 C15 1.549(16) . ?
C14 H14A 0.97 . ?
C14 H14B 0.97 . ?
C15 C16A 1.485(18) . ?
C15 C16B 1.502(18) . ?
C15 H15A 0.97 . ?
C15 H15B 0.97 . ?
C15 H15C 0.97 . ?
C15 H15D 0.97 . ?
C16Aa H16A 0.96 . ?
C16Aa H16B 0.96 . ?
C16Aa H16C 0.96 . ?
C16Bb H16D 0.96 . ?
C16Bb H16E 0.96 . ?
C16Bb H16F 0.96 . ?
F1 TA1 1.893(4) . ?
F2 TA1 1.932(3) . ?
F3 TA1 1.882(4) . ?
F4 TA1 1.868(4) . ?
F5 TA1 1.887(4) . ?
O1 TA1 1.8884(3) 2 ?
O1 TA1 1.8884(3) . ?
