#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:10:15 +0100 (lun 21 de mar de 2016) $
#$Revision: 178711 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/22/4082204.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_4082204
loop_
_publ_author_name
'Kaplan, Peter T.'
'Xu, Long'
'Chen, Bo'
'McGarry, Katherine R.'
'Yu, Siqi'
'Wang, Huan'
'Vicic, David A.'
_publ_section_title
;
 Mild, Safe, and Versatile Reagents for (CF2)nTransfer and the
 Construction of Fluoroalkyl-Containing Rings
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              7552
_journal_paper_doi               10.1021/om401016k
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C8 H6 F8 N2 Zn'
_chemical_formula_weight         347.52
_chemical_name_systematic
;
 ?
;
_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   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                115.511(5)
_cell_angle_beta                 95.466(5)
_cell_angle_gamma                98.526(5)
_cell_formula_units_Z            2
_cell_length_a                   7.9095(18)
_cell_length_b                   9.187(2)
_cell_length_c                   9.500(2)
_cell_measurement_temperature    100(2)
_cell_volume                     606.3(2)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.987
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 0.946
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6789
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.856
_diffrn_reflns_theta_min         3.243
_exptl_absorpt_coefficient_mu    2.114
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2074
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0430
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0163P)²+1.5751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0856
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1727
_reflns_number_total             2074
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om401016k_si_002.cif
_cod_data_source_block           Compound7
_cod_original_cell_volume        606.2(2)
_cod_database_code               4082204
#BEGIN Tags that were not found in dictionaries:
_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_min   0.702
_shelx_estimated_absorpt_t_max   0.902
_shelxl_version_number           2013-3
#END Tags that were not found in dictionaries
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_adp
Zn Zn 0.58976(7) 0.63432(6) 0.78713(6) 0.02380(17) Uani 1 1 d U
F1 F 0.2383(3) 0.6288(3) 0.8246(3) 0.0351(7) Uani 1 1 d U
F2 F 0.3185(3) 0.4047(3) 0.8094(3) 0.0336(6) Uani 1 1 d U
F3 F 0.2516(3) 0.5242(3) 0.5087(3) 0.0264(6) Uani 1 1 d U
F4 F 0.0641(3) 0.3757(3) 0.5738(3) 0.0329(6) Uani 1 1 d U
F5 F 0.4704(3) 0.2831(3) 0.5262(3) 0.0276(6) Uani 1 1 d U
F6 F 0.2139(3) 0.1361(3) 0.4932(3) 0.0361(7) Uani 1 1 d U
F7 F 0.1016(3) 0.1832(4) 0.2422(3) 0.0399(7) Uani 1 1 d U
F8 F 0.3265(4) 0.0656(3) 0.2279(3) 0.0371(7) Uani 1 1 d U
N1 N 0.6396(5) 0.8127(5) 1.0258(5) 0.0321(9) Uani 1 1 d U
N2 N 0.7433(5) 0.4817(5) 0.8176(4) 0.0268(9) Uani 1 1 d U
C1 C 0.3383(6) 0.5166(5) 0.7458(5) 0.0232(9) Uani 1 1 d U
C2 C 0.2377(5) 0.4204(5) 0.5774(5) 0.0235(9) Uani 1 1 d U
C3 C 0.2979(6) 0.2627(5) 0.4706(5) 0.0249(10) Uani 1 1 d U
C4 C 0.2788(6) 0.2199(5) 0.2957(5) 0.0264(10) Uani 1 1 d U
C5 C 0.6801(6) 0.9225(5) 1.1477(5) 0.0242(10) Uani 1 1 d U
C6 C 0.7336(7) 1.0619(7) 1.3030(6) 0.0325(11) Uani 1 1 d U
H3 H 0.747(7) 1.155(7) 1.292(6) 0.049(17) Uiso 1 1 d .
H2 H 0.834(7) 1.054(7) 1.352(6) 0.052(17) Uiso 1 1 d .
H1 H 0.646(8) 1.060(7) 1.362(7) 0.066(19) Uiso 1 1 d .
C7 C 0.8177(5) 0.3888(5) 0.8266(5) 0.0216(9) Uani 1 1 d U
C8 C 0.9122(7) 0.2686(6) 0.8356(7) 0.0292(11) Uani 1 1 d U
H6 H 0.892(6) 0.257(6) 0.921(6) 0.030(13) Uiso 1 1 d .
H5 H 0.856(8) 0.164(8) 0.753(7) 0.07(2) Uiso 1 1 d .
H4 H 1.023(8) 0.310(7) 0.838(7) 0.059(18) Uiso 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 0.0000 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
C1 Zn C4 134.44(17) . 2_666
C1 Zn N2 106.98(15) . .
C4 Zn N2 110.04(16) 2_666 .
C1 Zn N1 105.24(16) . .
C4 Zn N1 96.14(17) 2_666 .
N2 Zn N1 96.37(14) . .
C5 N1 Zn 170.5(4) . .
C7 N2 Zn 174.9(4) . .
F1 C1 F2 103.7(3) . .
F1 C1 C2 104.5(3) . .
F2 C1 C2 104.5(3) . .
F1 C1 Zn 110.2(3) . .
F2 C1 Zn 112.2(3) . .
C2 C1 Zn 120.2(3) . .
F3 C2 F4 105.8(3) . .
F3 C2 C1 107.3(3) . .
F4 C2 C1 111.9(3) . .
F3 C2 C3 108.3(3) . .
F4 C2 C3 107.1(3) . .
C1 C2 C3 116.0(3) . .
F6 C3 F5 105.7(3) . .
F6 C3 C4 111.6(3) . .
F5 C3 C4 107.5(3) . .
F6 C3 C2 107.8(3) . .
F5 C3 C2 107.7(3) . .
C4 C3 C2 116.0(4) . .
F7 C4 F8 104.0(3) . .
F7 C4 C3 105.0(3) . .
F8 C4 C3 103.2(3) . .
F7 C4 Zn 112.0(3) . 2_666
F8 C4 Zn 107.7(3) . 2_666
C3 C4 Zn 123.2(3) . 2_666
N1 C5 C6 179.3(5) . .
N2 C7 C8 179.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn C1 2.032(4) .
Zn C4 2.036(5) 2_666
Zn N2 2.077(4) .
Zn N1 2.102(4) .
F1 C1 1.393(4) .
F2 C1 1.396(5) .
F3 C2 1.366(5) .
F4 C2 1.366(5) .
F5 C3 1.370(5) .
F6 C3 1.361(5) .
F7 C4 1.383(5) .
F8 C4 1.409(5) .
N1 C5 1.135(5) .
N2 C7 1.133(5) .
C1 C2 1.518(6) .
C2 C3 1.545(6) .
C3 C4 1.520(6) .
C4 Zn 2.036(4) 2_666
C5 C6 1.446(7) .
C7 C8 1.449(6) .
