#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:34:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178571 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/81/4068190.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_4068190
loop_
_publ_author_name
'Aboulkacem, Said'
'Naumann, Dieter'
'Tyrra, Wieland'
'Pantenburg, Ingo'
_publ_section_title
;
 4-Tetrafluoropyridyl Silver(I), AgC5F4N, in Redox Transmetalations with
 Selenium and Tellurium(23)
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              1559
_journal_paper_doi               10.1021/om201195j
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C10 F8 N2 Se'
_chemical_formula_sum            'C10 F8 N2 Se'
_chemical_formula_weight         379.08
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 107.125(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.746(2)
_cell_length_b                   7.3201(5)
_cell_length_c                   15.5711(17)
_cell_measurement_reflns_used    19494
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.33
_cell_measurement_theta_min      2.05
_cell_volume                     2259.8(4)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1997)'
_diffrn_ambient_temperature      170(2)
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'IPDS II (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_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  0.0748
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32426
_diffrn_reflns_theta_full        27.33
_diffrn_reflns_theta_max         27.33
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        'not measured'
_diffrn_standards_interval_count 'not measured'
_diffrn_standards_interval_time  'not measured'
_diffrn_standards_number         'not measured'
_exptl_absorpt_coefficient_mu    3.425
_exptl_absorpt_correction_T_max  0.7046
_exptl_absorpt_correction_T_min  0.3345
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
The absorption correction (X-RED; Stoe & Cie, 2001) 
was performed after optimizing the crystal shape 
using X-SHAPE (Stoe & Cie, 1999). 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.0032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5042
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0487P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0863
_reflns_number_gt                3745
_reflns_number_total             5042
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om201195j_si_001.cif
_cod_data_source_block           ipwt020
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4068190
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'
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
Se1 Se 0.046714(16) -0.75743(5) 0.25556(2) 0.04154(11) Uani 1 1 d
F112 F 0.15308(9) -0.5344(3) 0.40679(13) 0.0467(5) Uani 1 1 d
F113 F 0.15624(10) -0.4926(3) 0.57981(13) 0.0536(5) Uani 1 1 d
F115 F -0.03657(10) -0.8083(3) 0.53958(13) 0.0484(5) Uani 1 1 d
F116 F -0.04875(9) -0.8699(3) 0.36547(12) 0.0484(5) Uani 1 1 d
F122 F 0.11268(11) -1.1298(3) 0.32980(16) 0.0627(6) Uani 1 1 d
F123 F 0.24067(14) -1.2407(3) 0.3506(2) 0.0802(8) Uani 1 1 d
F125 F 0.29601(11) -0.7068(4) 0.24720(19) 0.0762(8) Uani 1 1 d
F126 F 0.17194(11) -0.5683(3) 0.22284(16) 0.0631(6) Uani 1 1 d
N114 N 0.06064(13) -0.6536(4) 0.55948(17) 0.0380(6) Uani 1 1 d
N124 N 0.26719(15) -0.9736(5) 0.2985(2) 0.0521(8) Uani 1 1 d
C111 C 0.05361(15) -0.7129(4) 0.3792(2) 0.0349(6) Uani 1 1 d
C112 C 0.10505(15) -0.6112(4) 0.4363(2) 0.0360(7) Uani 1 1 d
C113 C 0.10646(15) -0.5881(4) 0.5245(2) 0.0375(7) Uani 1 1 d
C115 C 0.01044(16) -0.7448(4) 0.5043(2) 0.0365(7) Uani 1 1 d
C116 C 0.00461(15) -0.7775(4) 0.4159(2) 0.0354(6) Uani 1 1 d
C121 C 0.13737(16) -0.8438(5) 0.2763(2) 0.0395(7) Uani 1 1 d
C122 C 0.15648(17) -1.0161(5) 0.3083(2) 0.0452(8) Uani 1 1 d
C123 C 0.22153(18) -1.0738(5) 0.3182(3) 0.0515(9) Uani 1 1 d
C125 C 0.24912(17) -0.8091(6) 0.2674(2) 0.0507(9) Uani 1 1 d
C126 C 0.18553(17) -0.7374(5) 0.2550(2) 0.0440(8) Uani 1 1 d
Se2 Se 0.430833(15) -0.28436(4) 0.130030(18) 0.03048(10) Uani 1 1 d
F212 F 0.27922(10) -0.2091(3) 0.11006(16) 0.0544(5) Uani 1 1 d
F213 F 0.17274(10) -0.4339(4) 0.04145(17) 0.0662(6) Uani 1 1 d
F215 F 0.30680(12) -0.8927(3) 0.00536(17) 0.0647(6) Uani 1 1 d
F216 F 0.41978(9) -0.6943(2) 0.07540(12) 0.0383(4) Uani 1 1 d
F222 F 0.43559(9) -0.5636(2) 0.28420(11) 0.0387(4) Uani 1 1 d
F223 F 0.42877(11) -0.4925(3) 0.45129(12) 0.0509(5) Uani 1 1 d
F225 F 0.41435(10) 0.1142(2) 0.40010(12) 0.0417(4) Uani 1 1 d
F226 F 0.41645(9) 0.0715(2) 0.22903(11) 0.0381(4) Uani 1 1 d
N214 N 0.24100(14) -0.6611(4) 0.0241(2) 0.0482(7) Uani 1 1 d
N224 N 0.42120(13) -0.1886(3) 0.42500(16) 0.0338(5) Uani 1 1 d
C211 C 0.35381(15) -0.4411(4) 0.09245(18) 0.0309(6) Uani 1 1 d
C212 C 0.28916(16) -0.3787(4) 0.0849(2) 0.0377(7) Uani 1 1 d
C213 C 0.23534(16) -0.4935(5) 0.0504(2) 0.0439(8) Uani 1 1 d
C215 C 0.30200(18) -0.7211(5) 0.0328(2) 0.0429(7) Uani 1 1 d
C216 C 0.35956(15) -0.6197(4) 0.06680(18) 0.0317(6) Uani 1 1 d
C221 C 0.42520(14) -0.2483(4) 0.24977(19) 0.0284(6) Uani 1 1 d
C222 C 0.42882(15) -0.3910(4) 0.30911(19) 0.0311(6) Uani 1 1 d
C223 C 0.42596(15) -0.3545(4) 0.39465(19) 0.0346(6) Uani 1 1 d
C225 C 0.41912(15) -0.0535(4) 0.36920(19) 0.0318(6) Uani 1 1 d
C226 C 0.42017(14) -0.0747(4) 0.28159(18) 0.0290(6) 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'
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'
Se Se -0.0929 2.2259 '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
C111 Se1 C121 96.16(13)
C113 N114 C115 116.2(3)
C123 N124 C125 117.1(3)
C112 C111 C116 116.0(3)
C112 C111 Se1 123.4(2)
C116 C111 Se1 120.6(2)
F112 C112 C113 119.5(3)
F112 C112 C111 121.1(3)
C113 C112 C111 119.4(3)
N114 C113 F113 116.1(3)
N114 C113 C112 124.2(3)
F113 C113 C112 119.7(3)
N114 C115 F115 116.1(3)
N114 C115 C116 124.3(3)
F115 C115 C116 119.6(3)
F116 C116 C115 119.5(3)
F116 C116 C111 120.7(3)
C115 C116 C111 119.8(3)
C122 C121 C126 117.0(3)
C122 C121 Se1 121.9(3)
C126 C121 Se1 121.0(3)
F122 C122 C121 121.0(3)
F122 C122 C123 119.6(3)
C121 C122 C123 119.4(3)
N124 C123 F123 116.6(3)
N124 C123 C122 123.8(4)
F123 C123 C122 119.6(4)
N124 C125 F125 116.9(3)
N124 C125 C126 124.0(3)
F125 C125 C126 119.1(4)
F126 C126 C125 119.6(3)
F126 C126 C121 121.7(3)
C125 C126 C121 118.7(3)
C211 Se2 C221 95.47(12)
C215 N214 C213 117.1(3)
C225 N224 C223 116.7(2)
C216 C211 C212 116.7(3)
C216 C211 Se2 121.3(2)
C212 C211 Se2 121.8(2)
F212 C212 C213 120.3(3)
F212 C212 C211 120.6(3)
C213 C212 C211 119.1(3)
N214 C213 F213 116.5(3)
N214 C213 C212 123.9(3)
F213 C213 C212 119.6(3)
N214 C215 F215 116.3(3)
N214 C215 C216 124.3(3)
F215 C215 C216 119.5(3)
F216 C216 C215 120.0(3)
F216 C216 C211 121.1(3)
C215 C216 C211 118.9(3)
C226 C221 C222 116.8(3)
C226 C221 Se2 120.5(2)
C222 C221 Se2 122.6(2)
F222 C222 C223 120.0(3)
F222 C222 C221 120.6(2)
C223 C222 C221 119.4(3)
N224 C223 F223 117.1(3)
N224 C223 C222 123.7(3)
F223 C223 C222 119.2(3)
N224 C225 F225 116.6(2)
N224 C225 C226 124.4(3)
F225 C225 C226 119.0(3)
F226 C226 C221 121.0(2)
F226 C226 C225 120.1(3)
C221 C226 C225 118.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C111 1.917(3)
Se1 C121 1.919(3)
F112 C112 1.337(3)
F113 C113 1.332(4)
F115 C115 1.336(4)
F116 C116 1.337(3)
F122 C122 1.345(4)
F123 C123 1.337(4)
F125 C125 1.337(4)
F126 C126 1.334(4)
N114 C113 1.318(4)
N114 C115 1.319(4)
N124 C123 1.304(5)
N124 C125 1.311(5)
C111 C112 1.387(4)
C111 C116 1.387(4)
C112 C113 1.376(4)
C115 C116 1.367(5)
C121 C122 1.371(5)
C121 C126 1.382(5)
C122 C123 1.379(5)
C125 C126 1.380(5)
Se2 C211 1.914(3)
Se2 C221 1.920(3)
F212 C212 1.336(4)
F213 C213 1.338(4)
F215 C215 1.340(4)
F216 C216 1.334(3)
F222 C222 1.341(3)
F223 C223 1.330(3)
F225 C225 1.333(3)
F226 C226 1.335(3)
N214 C215 1.308(5)
N214 C213 1.310(5)
N224 C225 1.308(4)
N224 C223 1.318(4)
C211 C216 1.382(4)
C211 C212 1.389(4)
C212 C213 1.374(5)
C215 C216 1.373(4)
C221 C226 1.379(4)
C221 C222 1.382(4)
C222 C223 1.377(4)
C225 C226 1.380(4)
