#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:28:34 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179846 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/42/7014279.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_7014279
loop_
_publ_author_name
'Noveski, Daniel'
'Braun, Thomas'
'Neumann, Beate'
'Stammler, Anja'
'Stammler, Hans-Georg'
_publ_section_title
;
 C-F or C-H bond activation and C-C coupling reactions of fluorinated
 pyridines at rhodium: synthesis, structure and reactivity of a variety
 of tetrafluoropyridyl complexes.
;
_journal_issue                   24
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4106
_journal_page_last               4119
_journal_paper_doi               10.1039/b414734k
_journal_year                    2004
_chemical_formula_moiety         'C18 H30 F4 N O P2 Rh'
_chemical_formula_sum            'C18 H30 F4 N O P2 Rh'
_chemical_formula_weight         517.28
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                81.1990(4)
_cell_angle_beta                 80.9360(3)
_cell_angle_gamma                77.7070(4)
_cell_formula_units_Z            2
_cell_length_a                   8.79600(10)
_cell_length_b                   8.95700(10)
_cell_length_c                   14.55000(10)
_cell_measurement_reflns_used    5864
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     1097.553(19)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'KappaCCD '
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.027
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            46459
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.94
_exptl_absorpt_coefficient_mu    0.965
_exptl_absorpt_correction_T_max  0.8930
_exptl_absorpt_correction_T_min  0.8305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.868
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         6218
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0261
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0176P)²+0.7987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0576
_refine_ls_wR_factor_ref         0.0587
_reflns_number_gt                5800
_reflns_number_total             6218
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b414734k.txt
_cod_data_source_block           compound4a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               7014279
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.065141(13) 0.722081(13) 0.283326(8) 0.01478(4) Uani 1 1 d . . .
P1 P -0.17100(5) 0.75981(5) 0.38002(3) 0.01612(8) Uani 1 1 d . . .
P2 P 0.27399(4) 0.73212(4) 0.16531(3) 0.01486(8) Uani 1 1 d . . .
F1 F 0.08994(12) 0.35782(11) 0.25956(7) 0.0243(2) Uani 1 1 d . . .
F2 F -0.02815(13) 0.22596(12) 0.14036(8) 0.0281(2) Uani 1 1 d . . .
F3 F -0.27118(12) 0.68474(12) 0.00615(7) 0.0250(2) Uani 1 1 d . . .
F4 F -0.16576(12) 0.84055(11) 0.11774(7) 0.0228(2) Uani 1 1 d . . .
O1 O 0.22364(17) 0.85087(17) 0.41214(9) 0.0324(3) Uani 1 1 d . . .
N1 N -0.15193(16) 0.45518(17) 0.07467(10) 0.0206(3) Uani 1 1 d . . .
C1 C -0.30856(19) 0.6305(2) 0.38354(12) 0.0219(3) Uani 1 1 d . . .
H1A H -0.4119 0.6770 0.4155 0.026 Uiso 1 1 calc R . .
H1B H -0.3224 0.6220 0.3184 0.026 Uiso 1 1 calc R . .
C2 C -0.2567(2) 0.4700(2) 0.43334(15) 0.0317(4) Uani 1 1 d . . .
H2A H -0.1550 0.4224 0.4018 0.047 Uiso 1 1 calc R . .
H2B H -0.3346 0.4072 0.4316 0.047 Uiso 1 1 calc R . .
H2C H -0.2470 0.4767 0.4987 0.047 Uiso 1 1 calc R . .
C3 C -0.2886(2) 0.94554(19) 0.33694(12) 0.0234(3) Uani 1 1 d . . .
H3A H -0.3020 0.9440 0.2708 0.028 Uiso 1 1 calc R . .
H3B H -0.3941 0.9583 0.3739 0.028 Uiso 1 1 calc R . .
C4 C -0.2161(3) 1.0835(2) 0.34291(15) 0.0333(4) Uani 1 1 d . . .
H4A H -0.2092 1.0901 0.4087 0.050 Uiso 1 1 calc R . .
H4B H -0.2819 1.1780 0.3165 0.050 Uiso 1 1 calc R . .
H4C H -0.1108 1.0711 0.3074 0.050 Uiso 1 1 calc R . .
C5 C -0.16595(19) 0.7718(2) 0.50407(11) 0.0207(3) Uani 1 1 d . . .
H5A H -0.1147 0.6699 0.5330 0.025 Uiso 1 1 calc R . .
H5B H -0.0991 0.8461 0.5078 0.025 Uiso 1 1 calc R . .
C6 C -0.3242(2) 0.8198(2) 0.56252(12) 0.0257(3) Uani 1 1 d . . .
H6A H -0.3752 0.9223 0.5363 0.039 Uiso 1 1 calc R . .
H6B H -0.3082 0.8224 0.6273 0.039 Uiso 1 1 calc R . .
H6C H -0.3910 0.7455 0.5614 0.039 Uiso 1 1 calc R . .
C7 C 0.41715(18) 0.84381(18) 0.18320(11) 0.0188(3) Uani 1 1 d . . .
H7A H 0.4588 0.8016 0.2432 0.023 Uiso 1 1 calc R . .
H7B H 0.5061 0.8323 0.1321 0.023 Uiso 1 1 calc R . .
C8 C 0.3464(2) 1.01547(19) 0.18511(12) 0.0220(3) Uani 1 1 d . . .
H8A H 0.3188 1.0614 0.1229 0.033 Uiso 1 1 calc R . .
H8B H 0.4233 1.0674 0.2024 0.033 Uiso 1 1 calc R . .
H8C H 0.2520 1.0273 0.2312 0.033 Uiso 1 1 calc R . .
C9 C 0.39345(18) 0.54518(18) 0.14056(11) 0.0186(3) Uani 1 1 d . . .
H9A H 0.3283 0.4860 0.1166 0.022 Uiso 1 1 calc R . .
H9B H 0.4809 0.5620 0.0907 0.022 Uiso 1 1 calc R . .
C10 C 0.4608(2) 0.4505(2) 0.22647(13) 0.0262(4) Uani 1 1 d . . .
H10A H 0.5352 0.5028 0.2462 0.039 Uiso 1 1 calc R . .
H10B H 0.5151 0.3484 0.2107 0.039 Uiso 1 1 calc R . .
H10C H 0.3755 0.4395 0.2776 0.039 Uiso 1 1 calc R . .
C11 C 0.21158(18) 0.82075(18) 0.05169(11) 0.0182(3) Uani 1 1 d . . .
H11A H 0.1436 0.7580 0.0337 0.022 Uiso 1 1 calc R . .
H11B H 0.1468 0.9239 0.0597 0.022 Uiso 1 1 calc R . .
C12 C 0.3430(2) 0.8387(2) -0.02910(12) 0.0222(3) Uani 1 1 d . . .
H12A H 0.4053 0.9091 -0.0153 0.033 Uiso 1 1 calc R . .
H12B H 0.2973 0.8805 -0.0871 0.033 Uiso 1 1 calc R . .
H12C H 0.4105 0.7380 -0.0367 0.033 Uiso 1 1 calc R . .
C13 C -0.03019(17) 0.60989(18) 0.19677(11) 0.0158(3) Uani 1 1 d . . .
C14 C -0.00187(18) 0.45034(18) 0.19822(11) 0.0180(3) Uani 1 1 d . . .
C15 C -0.06209(19) 0.38043(18) 0.13758(12) 0.0200(3) Uani 1 1 d . . .
C16 C -0.18135(18) 0.60581(19) 0.07150(11) 0.0189(3) Uani 1 1 d . . .
C17 C -0.12567(18) 0.68438(18) 0.12929(11) 0.0174(3) Uani 1 1 d . . .
C18 C 0.16085(19) 0.80482(19) 0.36257(11) 0.0199(3) 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 0.0000 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'
O O 0.0106 0.0060 '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'
Rh Rh -1.1178 0.9187 '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
C18 Rh1 C13 174.95(7) . . ?
C18 Rh1 P1 91.54(5) . . ?
C13 Rh1 P1 90.48(4) . . ?
C18 Rh1 P2 91.79(5) . . ?
C13 Rh1 P2 87.26(4) . . ?
P1 Rh1 P2 166.954(15) . . ?
C5 P1 C1 103.54(8) . . ?
C5 P1 C3 104.71(8) . . ?
C1 P1 C3 101.01(8) . . ?
C5 P1 Rh1 117.81(6) . . ?
C1 P1 Rh1 119.51(6) . . ?
C3 P1 Rh1 108.12(6) . . ?
C9 P2 C11 103.78(7) . . ?
C9 P2 C7 104.13(7) . . ?
C11 P2 C7 103.80(7) . . ?
C9 P2 Rh1 115.27(5) . . ?
C11 P2 Rh1 112.73(5) . . ?
C7 P2 Rh1 115.74(5) . . ?
C15 N1 C16 115.23(14) . . ?
C2 C1 P1 114.02(13) . . ?
C4 C3 P1 113.56(13) . . ?
C6 C5 P1 116.18(12) . . ?
C8 C7 P2 112.71(11) . . ?
C10 C9 P2 112.99(11) . . ?
C12 C11 P2 116.03(11) . . ?
C17 C13 C14 111.69(14) . . ?
C17 C13 Rh1 124.52(11) . . ?
C14 C13 Rh1 123.77(11) . . ?
F1 C14 C15 117.60(14) . . ?
F1 C14 C13 120.19(14) . . ?
C15 C14 C13 122.19(15) . . ?
N1 C15 F2 115.93(14) . . ?
N1 C15 C14 124.21(15) . . ?
F2 C15 C14 119.86(15) . . ?
N1 C16 F3 116.09(14) . . ?
N1 C16 C17 124.16(15) . . ?
F3 C16 C17 119.75(15) . . ?
F4 C17 C16 117.53(14) . . ?
F4 C17 C13 119.96(14) . . ?
C16 C17 C13 122.51(15) . . ?
O1 C18 Rh1 177.49(16) . . ?
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
Rh1 C18 1.8494(16) . ?
Rh1 C13 2.0924(15) . ?
Rh1 P1 2.3095(4) . ?
Rh1 P2 2.3153(4) . ?
P1 C5 1.8326(16) . ?
P1 C1 1.8347(17) . ?
P1 C3 1.8394(17) . ?
P2 C9 1.8313(16) . ?
P2 C11 1.8339(16) . ?
P2 C7 1.8368(16) . ?
F1 C14 1.3606(18) . ?
F2 C15 1.3476(19) . ?
F3 C16 1.3495(18) . ?
F4 C17 1.3586(18) . ?
O1 C18 1.144(2) . ?
N1 C15 1.314(2) . ?
N1 C16 1.314(2) . ?
C1 C2 1.519(3) . ?
C3 C4 1.526(3) . ?
C5 C6 1.526(2) . ?
C7 C8 1.534(2) . ?
C9 C10 1.526(2) . ?
C11 C12 1.529(2) . ?
C13 C17 1.391(2) . ?
C13 C14 1.395(2) . ?
C14 C15 1.381(2) . ?
C16 C17 1.378(2) . ?
