#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:02:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180285 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/71/7117134.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_7117134
loop_
_publ_author_name
'Paul A. Shaw'
'Jessica M. Phillips'
'Christopher P. Newman'
'Guy J. Clarkson'
'Jonathan P. Rourke'
_publ_section_title
;
 Intramolecular transcyclometallation: the exchange of an aryl-Pt bond for
 an alkyl-Pt bond via an agostic intermediate
;
_journal_coden_Cambridge         182
_journal_name_full               Chem.Commun.
_journal_page_first              8365
_journal_paper_doi               10.1039/C5cc02355F
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C20 H18 F2 N P Pt'
_chemical_formula_sum            'C20 H18 F2 N P Pt'
_chemical_formula_weight         536.41
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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_method           SHELXL-97
_audit_update_record
;
2015-03-20 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.325(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.9938(6)
_cell_length_b                   12.5106(3)
_cell_length_c                   12.1687(3)
_cell_measurement_reflns_used    19060
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      37.61
_cell_measurement_theta_min      3.11
_cell_volume                     3487.04(16)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            33119
_diffrn_reflns_theta_full        29.50
_diffrn_reflns_theta_max         37.64
_diffrn_reflns_theta_min         3.13
_diffrn_standards_decay_%        nil
_exptl_absorpt_coefficient_mu    8.161
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSPACK(CrysAlis, Oxford Diffraction)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.044
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.653
_refine_diff_density_min         -1.092
_refine_diff_density_rms         '0.141 ata_global'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         8858
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0214
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0185P)²+0.6670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0484
_reflns_number_gt                7851
_reflns_number_total             8858
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc02355f2.cif
_cod_data_source_block           jp2
_cod_original_cell_volume        3487.04(15)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7117134
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.316815(2) 0.089073(5) 0.501772(5) 0.01220(2) Uani 1 1 d . . .
P1 P 0.365635(19) -0.04311(4) 0.61168(4) 0.01576(8) Uani 1 1 d . . .
C1 C 0.23050(7) 0.03857(14) 0.45720(15) 0.0149(3) Uani 1 1 d . . .
C2 C 0.20201(8) -0.04289(16) 0.49825(17) 0.0195(3) Uani 1 1 d . . .
H2 H 0.2240 -0.0879 0.5584 0.023 Uiso 1 1 calc R . .
F3 F 0.11721(5) -0.13872(12) 0.49792(13) 0.0323(3) Uani 1 1 d . . .
C3 C 0.14264(8) -0.05919(16) 0.45317(19) 0.0210(4) Uani 1 1 d . . .
C4 C 0.10719(8) 0.00252(17) 0.36552(18) 0.0224(4) Uani 1 1 d . . .
H4 H 0.0666 -0.0119 0.3348 0.027 Uiso 1 1 calc R . .
C5 C 0.13314(8) 0.08595(15) 0.32455(18) 0.0198(4) Uani 1 1 d . . .
H5 H 0.1102 0.1307 0.2651 0.024 Uiso 1 1 calc R . .
C6 C 0.19321(7) 0.10488(14) 0.37031(16) 0.0157(3) Uani 1 1 d . . .
N7 N 0.27854(6) 0.20464(12) 0.38815(13) 0.0134(2) Uani 1 1 d . . .
C7 C 0.22092(7) 0.19647(14) 0.33202(15) 0.0145(3) Uani 1 1 d . . .
C8 C 0.19454(8) 0.27175(16) 0.24829(16) 0.0198(3) Uani 1 1 d . . .
H8 H 0.1540 0.2675 0.2083 0.024 Uiso 1 1 calc R . .
C9 C 0.22869(8) 0.35353(16) 0.22427(17) 0.0204(3) Uani 1 1 d . . .
H9 H 0.2113 0.4053 0.1673 0.024 Uiso 1 1 calc R . .
C10 C 0.28766(8) 0.35982(15) 0.28271(16) 0.0178(3) Uani 1 1 d . . .
H10 H 0.3108 0.4157 0.2665 0.021 Uiso 1 1 calc R . .
C11 C 0.31251(7) 0.28302(14) 0.36564(15) 0.0146(3) Uani 1 1 d . . .
C12 C 0.37431(7) 0.27248(15) 0.43322(15) 0.0157(3) Uani 1 1 d . . .
C13 C 0.41574(8) 0.34672(16) 0.42276(17) 0.0210(4) Uani 1 1 d . . .
H13 H 0.4044 0.4038 0.3693 0.025 Uiso 1 1 calc R . .
C14 C 0.47370(8) 0.33769(17) 0.49025(19) 0.0241(4) Uani 1 1 d . . .
H14 H 0.5026 0.3867 0.4831 0.029 Uiso 1 1 calc R . .
F15 F 0.54314(5) 0.24571(11) 0.63745(11) 0.0273(3) Uani 1 1 d . . .
C15 C 0.48709(7) 0.25497(16) 0.56739(17) 0.0203(4) Uani 1 1 d . . .
C16 C 0.44704(7) 0.17885(15) 0.57856(16) 0.0184(3) Uani 1 1 d . . .
H16 H 0.4593 0.1227 0.6330 0.022 Uiso 1 1 calc R . .
C17 C 0.38877(7) 0.18399(14) 0.51057(15) 0.0145(3) Uani 1 1 d . . .
C18 C 0.32874(9) -0.16582(17) 0.6269(2) 0.0260(4) Uani 1 1 d . . .
H18A H 0.3017 -0.1521 0.6718 0.039 Uiso 1 1 calc R . .
H18B H 0.3576 -0.2192 0.6665 0.039 Uiso 1 1 calc R . .
H18C H 0.3069 -0.1926 0.5505 0.039 Uiso 1 1 calc R . .
C19 C 0.40194(9) -0.01125(19) 0.76187(16) 0.0254(4) Uani 1 1 d . . .
H19A H 0.4220 0.0576 0.7668 0.038 Uiso 1 1 calc R . .
H19B H 0.4304 -0.0672 0.7959 0.038 Uiso 1 1 calc R . .
H19C H 0.3729 -0.0070 0.8038 0.038 Uiso 1 1 calc R . .
C20 C 0.42339(9) -0.09582(16) 0.55834(19) 0.0222(4) Uani 1 1 d . . .
H20A H 0.4061 -0.1334 0.4855 0.033 Uiso 1 1 calc R . .
H20B H 0.4475 -0.1457 0.6149 0.033 Uiso 1 1 calc R . .
H20C H 0.4477 -0.0368 0.5459 0.033 Uiso 1 1 calc R . .
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pt Pt -1.7033 8.3905 '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
N7 Pt1 C17 80.06(6) . .
N7 Pt1 C1 79.89(6) . .
C17 Pt1 C1 159.83(7) . .
N7 Pt1 P1 172.66(4) . .
C17 Pt1 P1 96.51(5) . .
C1 Pt1 P1 103.66(5) . .
C18 P1 C19 100.71(11) . .
C18 P1 C20 100.18(10) . .
C19 P1 C20 104.48(10) . .
C18 P1 Pt1 120.36(7) . .
C19 P1 Pt1 116.70(7) . .
C20 P1 Pt1 112.02(7) . .
C2 C1 C6 114.95(15) . .
C2 C1 Pt1 133.11(13) . .
C6 C1 Pt1 111.87(12) . .
C3 C2 C1 121.44(18) . .
C3 C2 H2 119.3 . .
C1 C2 H2 119.3 . .
F3 C3 C2 118.74(18) . .
F3 C3 C4 118.00(16) . .
C2 C3 C4 123.25(18) . .
C5 C4 C3 117.35(17) . .
C5 C4 H4 121.3 . .
C3 C4 H4 121.3 . .
C4 C5 C6 120.30(18) . .
C4 C5 H5 119.8 . .
C6 C5 H5 119.9 . .
C5 C6 C1 122.61(17) . .
C5 C6 C7 120.98(16) . .
C1 C6 C7 116.40(15) . .
C7 N7 C11 122.65(15) . .
C7 N7 Pt1 118.65(12) . .
C11 N7 Pt1 118.54(11) . .
N7 C7 C8 119.46(16) . .
N7 C7 C6 112.98(15) . .
C8 C7 C6 127.55(16) . .
C7 C8 C9 118.80(16) . .
C7 C8 H8 120.6 . .
C9 C8 H8 120.6 . .
C10 C9 C8 120.56(17) . .
C10 C9 H9 119.7 . .
C8 C9 H9 119.7 . .
C9 C10 C11 119.01(17) . .
C9 C10 H10 120.5 . .
C11 C10 H10 120.5 . .
N7 C11 C10 119.51(15) . .
N7 C11 C12 112.90(15) . .
C10 C11 C12 127.55(16) . .
C13 C12 C17 122.50(16) . .
C13 C12 C11 121.10(17) . .
C17 C12 C11 116.39(15) . .
C14 C13 C12 120.40(18) . .
C14 C13 H13 119.8 . .
C12 C13 H13 119.8 . .
C15 C14 C13 117.04(18) . .
C15 C14 H14 121.5 . .
C13 C14 H14 121.5 . .
F15 C15 C14 118.58(17) . .
F15 C15 C16 117.54(18) . .
C14 C15 C16 123.88(17) . .
C15 C16 C17 120.67(17) . .
C15 C16 H16 119.7 . .
C17 C16 H16 119.7 . .
C16 C17 C12 115.45(16) . .
C16 C17 Pt1 132.48(14) . .
C12 C17 Pt1 112.04(11) . .
P1 C18 H18A 109.5 . .
P1 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
P1 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
P1 C19 H19A 109.5 . .
P1 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
P1 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
P1 C20 H20A 109.5 . .
P1 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
P1 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 N7 2.0223(14) .
Pt1 C17 2.0718(17) .
Pt1 C1 2.0768(16) .
Pt1 P1 2.2277(5) .
P1 C18 1.809(2) .
P1 C19 1.8193(19) .
P1 C20 1.820(2) .
C1 C2 1.400(3) .
C1 C6 1.429(2) .
C2 C3 1.381(3) .
C2 H2 0.9500 .
F3 C3 1.363(2) .
C3 C4 1.385(3) .
C4 C5 1.382(3) .
C4 H4 0.9500 .
C5 C6 1.402(2) .
C5 H5 0.9500 .
C6 C7 1.469(3) .
N7 C7 1.351(2) .
N7 C11 1.354(2) .
C7 C8 1.393(2) .
C8 C9 1.395(3) .
C8 H8 0.9500 .
C9 C10 1.384(3) .
C9 H9 0.9500 .
C10 C11 1.392(2) .
C10 H10 0.9500 .
C11 C12 1.472(2) .
C12 C13 1.394(3) .
C12 C17 1.427(2) .
C13 C14 1.393(3) .
C13 H13 0.9500 .
C14 C15 1.370(3) .
C14 H14 0.9500 .
F15 C15 1.366(2) .
C15 C16 1.388(3) .
C16 C17 1.398(2) .
C16 H16 0.9500 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
