#------------------------------------------------------------------------------
#$Date: 2016-01-05 04:26:04 +0200 (Tue, 05 Jan 2016) $
#$Revision: 173457 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/48/4124823.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_4124823
loop_
_publ_author_name
'Leclerc, Matthew C.'
'Bayne, Julia M.'
'Lee, Graham M.'
'Gorelsky, Serge I.'
'Vasiliu, Monica'
'Korobkov, Ilia'
'Harrison, Daniel J.'
'Dixon, David A.'
'Baker, R. Tom'
_publ_section_title
;
 Perfluoroalkyl Cobalt(III) Fluoride and Bis(perfluoroalkyl) Complexes:
 Catalytic Fluorination and Selective Difluorocarbene Formation.
;
_journal_issue                   51
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16064
_journal_page_last               16073
_journal_paper_doi               10.1021/jacs.5b12003
_journal_volume                  137
_journal_year                    2015
_chemical_formula_sum            'C27 H26 Co F6 P'
_chemical_formula_weight         554.38
_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   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                74.820(3)
_cell_angle_beta                 77.450(3)
_cell_angle_gamma                79.209(3)
_cell_formula_units_Z            2
_cell_length_a                   9.0221(6)
_cell_length_b                   10.5657(6)
_cell_length_c                   13.7403(9)
_cell_measurement_reflns_used    7956
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.25
_cell_volume                     1222.02(14)
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_collection       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.975
_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  0.0115
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_laue_measured_fraction_full 0.983
_diffrn_reflns_laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10914
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.374
_diffrn_reflns_theta_min         2.017
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_refine_diff_density_max         1.003
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5962
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0555P)²+0.4725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0908
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5463
_reflns_number_total             5962
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b12003_si_006.cif
_cod_data_source_block           tb167
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_database_code               4124823
_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   0.845
_shelx_estimated_absorpt_t_max   0.914
_shelxl_version_number           2013-4
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
_atom_site_refinement_flags_adp
Co1 Co 0.61778(2) 0.56961(2) 0.21690(2) 0.01953(7) Uani 1 1 d . .
P1 P 0.81721(4) 0.66412(4) 0.21725(3) 0.01978(9) Uani 1 1 d . .
F1 F 0.61286(13) 0.41856(11) 0.41856(7) 0.0372(2) Uani 1 1 d . .
F2 F 0.82900(11) 0.37925(10) 0.32354(8) 0.0353(2) Uani 1 1 d . .
F3 F 0.85550(12) 0.39924(11) 0.12062(8) 0.0368(2) Uani 1 1 d . .
F4 F 0.63339(14) 0.30041(10) 0.30984(8) 0.0378(2) Uani 1 1 d . .
F5 F 0.63307(13) 0.39595(11) 0.09265(8) 0.0387(2) Uani 1 1 d . .
F6 F 0.75206(15) 0.56336(11) 0.01600(8) 0.0422(3) Uani 1 1 d . .
C1 C 0.4777(2) 0.73565(19) 0.14456(15) 0.0373(4) Uani 1 1 d . .
H1A H 0.5127 0.8066 0.0841 0.045 Uiso 1 1 calc R U
C2 C 0.46348(19) 0.73692(19) 0.24925(16) 0.0368(4) Uani 1 1 d . .
H2A H 0.4884 0.8089 0.2754 0.044 Uiso 1 1 calc R U
C3 C 0.40808(18) 0.6209(2) 0.30983(14) 0.0359(4) Uani 1 1 d . .
H3A H 0.3850 0.5963 0.3864 0.043 Uiso 1 1 calc R U
C4 C 0.38819(18) 0.5452(2) 0.24313(15) 0.0364(4) Uani 1 1 d . .
H4A H 0.3465 0.4589 0.2643 0.044 Uiso 1 1 calc R U
C5 C 0.4287(2) 0.6181(2) 0.14154(15) 0.0373(4) Uani 1 1 d . .
H5A H 0.4229 0.5909 0.0781 0.045 Uiso 1 1 calc R U
C6 C 0.80333(17) 0.83828(15) 0.14877(12) 0.0252(3) Uani 1 1 d . .
C7 C 0.8114(2) 0.86920(18) 0.04288(13) 0.0374(4) Uani 1 1 d . .
H7A H 0.8253 0.8002 0.0079 0.045 Uiso 1 1 calc R U
C8 C 0.7990(3) 1.0004(2) -0.01180(15) 0.0437(4) Uani 1 1 d . .
H8A H 0.8043 1.0207 -0.0839 0.052 Uiso 1 1 calc R U
C9 C 0.7792(2) 1.10099(18) 0.03848(16) 0.0398(4) Uani 1 1 d . .
H9A H 0.7717 1.1906 0.0009 0.048 Uiso 1 1 calc R U
C10 C 0.7701(2) 1.07177(18) 0.14330(16) 0.0394(4) Uani 1 1 d . .
H10A H 0.7548 1.1414 0.1779 0.047 Uiso 1 1 calc R U
C11 C 0.7833(2) 0.94047(17) 0.19855(14) 0.0326(3) Uani 1 1 d . .
H11A H 0.7786 0.9208 0.2706 0.039 Uiso 1 1 calc R U
C12 C 0.84551(17) 0.66788(15) 0.34365(11) 0.0228(3) Uani 1 1 d . .
C13 C 0.9910(2) 0.6632(2) 0.36448(14) 0.0379(4) Uani 1 1 d . .
H13A H 1.0785 0.6534 0.3128 0.045 Uiso 1 1 calc R U
C14 C 1.0097(2) 0.6726(3) 0.45967(16) 0.0459(5) Uani 1 1 d . .
H14A H 1.1099 0.6672 0.4732 0.055 Uiso 1 1 calc R U
C15 C 0.8840(2) 0.68989(19) 0.53490(14) 0.0365(4) Uani 1 1 d . .
H15A H 0.8971 0.6982 0.5996 0.044 Uiso 1 1 calc R U
C16 C 0.7392(2) 0.69498(19) 0.51558(13) 0.0339(4) Uani 1 1 d . .
H16A H 0.6520 0.7072 0.5670 0.041 Uiso 1 1 calc R U
C17 C 0.72034(18) 0.68221(18) 0.42081(12) 0.0298(3) Uani 1 1 d . .
H17A H 0.6202 0.6833 0.4089 0.036 Uiso 1 1 calc R U
C18 C 1.00427(18) 0.59794(17) 0.15514(13) 0.0297(3) Uani 1 1 d . .
H18A H 1.0822 0.6479 0.1605 0.045 Uiso 1 1 calc R U
H18B H 1.0025 0.6057 0.0827 0.045 Uiso 1 1 calc R U
H18C H 1.0289 0.5045 0.1887 0.045 Uiso 1 1 calc R U
C19 C 0.67679(18) 0.41358(15) 0.31934(11) 0.0254(3) Uani 1 1 d . .
C20 C 0.72003(19) 0.47837(15) 0.11024(12) 0.0269(3) Uani 1 1 d . .
C21 C 0.7266(3) 0.9862(2) 0.62192(19) 0.0529(5) Uani 1 1 d . U
C22 C 0.6226(3) 0.9127(3) 0.6863(2) 0.0660(7) Uani 1 1 d . U
H22A H 0.5213 0.9244 0.6731 0.079 Uiso 1 1 calc R U
C23 C 0.6646(5) 0.8164(3) 0.7753(3) 0.0798(9) Uani 1 1 d . U
H23A H 0.5917 0.7644 0.8209 0.096 Uiso 1 1 calc R U
C24 C 0.8088(5) 0.8012(3) 0.7928(2) 0.0808(9) Uani 1 1 d . U
H24A H 0.8387 0.7359 0.8498 0.097 Uiso 1 1 calc R U
C25 C 0.9138(4) 0.8797(3) 0.7286(3) 0.0740(8) Uani 1 1 d . U
H25A H 1.0146 0.8697 0.7425 0.089 Uiso 1 1 calc R U
C26 C 0.8719(3) 0.9723(3) 0.6446(2) 0.0630(6) Uani 1 1 d . U
H26A H 0.9436 1.0274 0.6016 0.076 Uiso 1 1 calc R U
C27 C 0.6831(5) 1.0789(4) 0.5298(3) 0.1005(13) Uani 1 1 d . .
H27A H 0.5770 1.0736 0.5267 0.151 Uiso 1 1 calc R U
H27B H 0.7513 1.0562 0.4690 0.151 Uiso 1 1 calc R U
H27C H 0.6918 1.1692 0.5319 0.151 Uiso 1 1 calc R U
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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
C20 Co1 C19 89.59(6)
C20 Co1 C4 106.19(7)
C19 Co1 C4 95.69(7)
C20 Co1 C5 86.52(7)
C19 Co1 C5 130.37(7)
C4 Co1 C5 39.53(8)
C20 Co1 C3 145.92(7)
C19 Co1 C3 93.47(7)
C4 Co1 C3 39.73(7)
C5 Co1 C3 65.89(7)
C20 Co1 C1 105.43(7)
C19 Co1 C1 158.90(7)
C4 Co1 C1 66.23(8)
C5 Co1 C1 39.03(8)
C3 Co1 C1 65.76(8)
C20 Co1 C2 144.62(7)
C19 Co1 C2 124.70(7)
C4 Co1 C2 65.87(7)
C5 Co1 C2 65.39(7)
C3 Co1 C2 38.73(8)
C1 Co1 C2 39.22(8)
C20 Co1 P1 95.60(5)
C19 Co1 P1 92.94(5)
C4 Co1 P1 156.56(6)
C5 Co1 P1 136.69(6)
C3 Co1 P1 118.08(5)
C1 Co1 P1 100.09(6)
C2 Co1 P1 91.36(5)
C18 P1 C12 104.64(7)
C18 P1 C6 101.40(8)
C12 P1 C6 103.51(7)
C18 P1 Co1 117.44(6)
C12 P1 Co1 114.94(5)
C6 P1 Co1 113.13(5)
C5 C1 C2 107.36(17)
C5 C1 Co1 69.96(10)
C2 C1 Co1 70.53(10)
C3 C2 C1 108.62(16)
C3 C2 Co1 70.18(10)
C1 C2 Co1 70.25(10)
C2 C3 C4 107.86(16)
C2 C3 Co1 71.09(10)
C4 C3 Co1 69.07(9)
C5 C4 C3 107.59(17)
C5 C4 Co1 71.10(10)
C3 C4 Co1 71.21(9)
C1 C5 C4 108.54(16)
C1 C5 Co1 71.00(9)
C4 C5 Co1 69.37(9)
C11 C6 C7 118.96(15)
C11 C6 P1 122.40(12)
C7 C6 P1 118.63(12)
C8 C7 C6 120.43(17)
C9 C8 C7 120.08(18)
C8 C9 C10 120.07(17)
C9 C10 C11 120.17(17)
C6 C11 C10 120.28(17)
C17 C12 C13 118.09(14)
C17 C12 P1 120.21(11)
C13 C12 P1 121.63(12)
C14 C13 C12 120.82(17)
C15 C14 C13 120.47(17)
C16 C15 C14 119.49(15)
C15 C16 C17 120.12(16)
C12 C17 C16 120.98(15)
F2 C19 F1 102.64(12)
F2 C19 F4 103.68(12)
F1 C19 F4 102.85(12)
F2 C19 Co1 117.44(10)
F1 C19 Co1 114.93(11)
F4 C19 Co1 113.52(10)
F3 C20 F5 102.72(12)
F3 C20 F6 103.62(13)
F5 C20 F6 103.20(12)
F3 C20 Co1 119.23(10)
F5 C20 Co1 113.48(11)
F6 C20 Co1 112.81(10)
C22 C21 C26 119.2(3)
C22 C21 C27 119.2(3)
C26 C21 C27 121.6(3)
C21 C22 C23 120.3(3)
C24 C23 C22 119.0(3)
C23 C24 C25 120.7(3)
C26 C25 C24 119.7(3)
C25 C26 C21 120.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 C20 1.9358(15)
Co1 C19 1.9402(15)
Co1 C4 2.0769(16)
Co1 C5 2.0996(16)
Co1 C3 2.1052(16)
Co1 C1 2.1132(17)
Co1 C2 2.1170(17)
Co1 P1 2.2166(4)
P1 C18 1.8194(16)
P1 C12 1.8209(15)
P1 C6 1.8290(16)
F1 C19 1.3706(18)
F2 C19 1.3630(18)
F3 C20 1.3579(19)
F4 C19 1.3710(18)
F5 C20 1.3714(19)
F6 C20 1.3756(18)
C1 C5 1.407(3)
C1 C2 1.420(3)
C2 C3 1.400(3)
C3 C4 1.421(3)
C4 C5 1.413(3)
C6 C11 1.388(2)
C6 C7 1.394(2)
C7 C8 1.390(3)
C8 C9 1.378(3)
C9 C10 1.379(3)
C10 C11 1.393(2)
C12 C17 1.386(2)
C12 C13 1.392(2)
C13 C14 1.386(3)
C14 C15 1.378(3)
C15 C16 1.377(3)
C16 C17 1.393(2)
C21 C22 1.348(4)
C21 C26 1.386(4)
C21 C27 1.462(4)
C22 C23 1.442(5)
C23 C24 1.347(5)
C24 C25 1.382(5)
C25 C26 1.376(4)
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
C5 C1 C2 C3 0.66(19)
Co1 C1 C2 C3 -59.92(12)
C5 C1 C2 Co1 60.58(12)
C1 C2 C3 C4 0.44(19)
Co1 C2 C3 C4 -59.53(11)
C1 C2 C3 Co1 59.96(12)
C2 C3 C4 C5 -1.36(19)
Co1 C3 C4 C5 -62.17(12)
C2 C3 C4 Co1 60.80(12)
C2 C1 C5 C4 -1.51(19)
Co1 C1 C5 C4 59.44(12)
C2 C1 C5 Co1 -60.95(11)
C3 C4 C5 C1 1.78(19)
Co1 C4 C5 C1 -60.45(12)
C3 C4 C5 Co1 62.24(11)
C18 P1 C6 C11 -121.54(15)
C12 P1 C6 C11 -13.26(16)
Co1 P1 C6 C11 111.78(14)
C18 P1 C6 C7 59.25(15)
C12 P1 C6 C7 167.52(14)
Co1 P1 C6 C7 -67.43(15)
C11 C6 C7 C8 -0.2(3)
P1 C6 C7 C8 179.05(16)
C6 C7 C8 C9 0.2(3)
C7 C8 C9 C10 -0.6(3)
C8 C9 C10 C11 1.0(3)
C7 C6 C11 C10 0.6(3)
P1 C6 C11 C10 -178.62(14)
C9 C10 C11 C6 -1.0(3)
C18 P1 C12 C17 -164.26(13)
C6 P1 C12 C17 89.91(14)
Co1 P1 C12 C17 -33.96(15)
C18 P1 C12 C13 18.95(16)
C6 P1 C12 C13 -86.89(15)
Co1 P1 C12 C13 149.25(13)
C17 C12 C13 C14 0.0(3)
P1 C12 C13 C14 176.85(17)
C12 C13 C14 C15 -1.5(3)
C13 C14 C15 C16 1.3(3)
C14 C15 C16 C17 0.3(3)
C13 C12 C17 C16 1.6(3)
P1 C12 C17 C16 -175.28(14)
C15 C16 C17 C12 -1.8(3)
C26 C21 C22 C23 -2.8(4)
C27 C21 C22 C23 177.3(3)
C21 C22 C23 C24 0.0(4)
C22 C23 C24 C25 2.2(4)
C23 C24 C25 C26 -1.5(4)
C24 C25 C26 C21 -1.4(4)
C22 C21 C26 C25 3.6(4)
C27 C21 C26 C25 -176.5(3)
