#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:45:10 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178699 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/10/4081097.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_4081097
loop_
_publ_author_name
'Berenguer, Jesús R.'
'Fernández, Julio'
'Giménez, Nora'
'Lalinde, Elena'
'Moreno, M. Teresa'
'Sánchez, Sergio'
_publ_section_title
;
 Unexpected Formation of Ferrocenyl(vinyl)benzoquinoline Ligands by
 Oxidation of an Alkyne Benzoquinolate Platinum(II) Complex
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3943
_journal_paper_doi               10.1021/om4004384
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C24 H21 Br2 F5 N O Pt S'
_chemical_formula_weight         821.39
_chemical_name_common            ng104
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2013-05-07T12:56:46-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                112.557(4)
_cell_angle_beta                 95.355(4)
_cell_angle_gamma                98.071(5)
_cell_formula_units_Z            2
_cell_length_a                   9.2191(8)
_cell_length_b                   10.9141(6)
_cell_length_c                   13.7454(11)
_cell_measurement_reflns_used    4141
_cell_measurement_temperature    173(1)
_cell_volume                     1248.09(17)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.0408412
_diffrn_orient_matrix_UB_12      -0.0356678
_diffrn_orient_matrix_UB_13      -0.068237
_diffrn_orient_matrix_UB_21      -0.1008558
_diffrn_orient_matrix_UB_22      -0.0528377
_diffrn_orient_matrix_UB_23      -0.0384011
_diffrn_orient_matrix_UB_31      -0.0219497
_diffrn_orient_matrix_UB_32      0.0784523
_diffrn_orient_matrix_UB_33      -0.0154972
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19666
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.77
_exptl_absorpt_coefficient_mu    8.963
_exptl_absorpt_correction_T_max  0.7429
_exptl_absorpt_correction_T_min  0.5979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             778
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.43
_refine_diff_density_min         -1.65
_refine_diff_density_rms         0.176
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5676
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0412P)²+2.3773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.095
_reflns_number_gt                4427
_reflns_number_total             5676
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4004384_si_001.cif
_cod_data_source_block           trans-7c(dmso-O).0.5hexane
_cod_original_cell_volume        1248.09(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4081097
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
Pt1 Pt 0.34501(3) 0.59723(2) 0.32488(2) 0.02322(9) Uani 1 1 d .
Br1 Br 0.19764(7) 0.39957(7) 0.33641(5) 0.03107(16) Uani 1 1 d .
Br2 Br 0.51331(7) 0.78838(6) 0.31662(5) 0.03048(16) Uani 1 1 d .
N1 N 0.5344(5) 0.5070(5) 0.3060(4) 0.0237(11) Uani 1 1 d .
C2 C 0.6437(7) 0.5215(6) 0.3822(5) 0.0271(14) Uani 1 1 d .
H2 H 0.6329 0.5628 0.4551 0.032 Uiso 1 1 calc R
C3 C 0.7757(7) 0.4755(6) 0.3547(6) 0.0296(15) Uani 1 1 d .
H3 H 0.8547 0.4878 0.4091 0.035 Uiso 1 1 calc R
C4 C 0.7898(7) 0.4132(7) 0.2500(6) 0.0316(16) Uani 1 1 d .
H4 H 0.8795 0.3836 0.2319 0.038 Uiso 1 1 calc R
C5 C 0.6725(8) 0.3263(7) 0.0568(5) 0.0330(16) Uani 1 1 d .
H5 H 0.7591 0.2954 0.0323 0.04 Uiso 1 1 calc R
C6 C 0.5522(8) 0.3063(7) -0.0152(6) 0.0373(17) Uani 1 1 d .
H6 H 0.5542 0.2575 -0.0889 0.045 Uiso 1 1 calc R
C7 C 0.2890(8) 0.3383(7) -0.0532(6) 0.0360(17) Uani 1 1 d .
H7 H 0.2837 0.2913 -0.128 0.043 Uiso 1 1 calc R
C8 C 0.1693(7) 0.3881(7) -0.0125(5) 0.0331(16) Uani 1 1 d .
H8 H 0.0801 0.3696 -0.0605 0.04 Uiso 1 1 calc R
C9 C 0.1713(7) 0.4640(6) 0.0949(5) 0.0296(15) Uani 1 1 d .
H9 H 0.0856 0.4967 0.1196 0.036 Uiso 1 1 calc R
C10 C 0.3008(7) 0.4914(6) 0.1658(5) 0.0263(14) Uani 1 1 d .
C11 C 0.4213(7) 0.4307(6) 0.1265(5) 0.0257(14) Uani 1 1 d .
C12 C 0.5466(7) 0.4441(6) 0.2018(5) 0.0271(14) Uani 1 1 d .
C13 C 0.6730(7) 0.3925(6) 0.1686(5) 0.0285(15) Uani 1 1 d .
C14 C 0.4206(7) 0.3574(7) 0.0171(5) 0.0294(15) Uani 1 1 d .
C15 C 0.1708(6) 0.6972(6) 0.3364(5) 0.0263(14) Uani 1 1 d .
C16 C 0.0865(7) 0.7184(7) 0.4174(6) 0.0309(15) Uani 1 1 d .
C17 C -0.0202(7) 0.7987(7) 0.4343(6) 0.0350(17) Uani 1 1 d .
C18 C -0.0476(7) 0.8621(7) 0.3669(6) 0.0371(18) Uani 1 1 d .
C19 C 0.0309(7) 0.8449(7) 0.2861(6) 0.0328(16) Uani 1 1 d .
C20 C 0.1358(7) 0.7641(7) 0.2706(5) 0.0297(15) Uani 1 1 d .
F1 F 0.1082(4) 0.6641(4) 0.4893(3) 0.0364(9) Uani 1 1 d .
F2 F -0.0938(4) 0.8141(4) 0.5168(4) 0.0479(11) Uani 1 1 d .
F3 F -0.1481(4) 0.9435(4) 0.3847(4) 0.0517(12) Uani 1 1 d .
F4 F 0.0073(4) 0.9085(4) 0.2207(3) 0.0440(11) Uani 1 1 d .
F5 F 0.2082(4) 0.7546(4) 0.1870(3) 0.0342(9) Uani 1 1 d .
O1 O 0.4176(5) 0.6894(4) 0.4985(3) 0.0274(10) Uani 1 1 d .
S1 S 0.43749(17) 0.84346(17) 0.56246(13) 0.0291(4) Uani 1 1 d .
C21 C 0.6320(7) 0.8976(7) 0.6112(6) 0.0391(18) Uani 1 1 d .
H21A H 0.6688 0.8308 0.6333 0.059 Uiso 1 1 calc R
H21B H 0.6499 0.9851 0.6724 0.059 Uiso 1 1 calc R
H21C H 0.684 0.9067 0.5546 0.059 Uiso 1 1 calc R
C22 C 0.3755(9) 0.8580(8) 0.6846(6) 0.048(2) Uani 1 1 d .
H22A H 0.2682 0.824 0.6711 0.072 Uiso 1 1 calc R
H22B H 0.3976 0.9531 0.7349 0.072 Uiso 1 1 calc R
H22C H 0.4267 0.8049 0.7151 0.072 Uiso 1 1 calc R
C23 C 0.0446(15) 0.9499(12) 0.9752(11) 0.097(4) Uani 1 1 d .
H23A H -0.0088 0.8917 0.9024 0.117 Uiso 1 1 calc R
H23B H 0.0466 0.8919 1.0156 0.117 Uiso 1 1 calc R
C24 C 0.2018(16) 0.9947(13) 0.9653(12) 0.108(4) Uani 1 1 d .
H24A H 0.2061 1.063 0.9341 0.129 Uiso 1 1 calc R
H24B H 0.24 0.9166 0.9175 0.129 Uiso 1 1 calc R
C25 C 0.2986(16) 1.0563(12) 1.0773(10) 0.112(5) Uani 1 1 d .
H25A H 0.2587 1.1318 1.1249 0.168 Uiso 1 1 calc R
H25B H 0.4008 1.0889 1.0715 0.168 Uiso 1 1 calc R
H25C H 0.2978 0.987 1.1063 0.168 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.006 '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'
S S 0.1246 0.1234 '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
C10 Pt1 C15 96.8(2) .
C10 Pt1 N1 81.5(2) .
C15 Pt1 N1 174.2(2) .
C10 Pt1 O1 170.53(19) .
C15 Pt1 O1 92.4(2) .
N1 Pt1 O1 89.58(17) .
C10 Pt1 Br1 85.99(18) .
C15 Pt1 Br1 93.62(18) .
N1 Pt1 Br1 91.78(14) .
O1 Pt1 Br1 91.06(12) .
C10 Pt1 Br2 94.75(18) .
C15 Pt1 Br2 91.35(18) .
N1 Pt1 Br2 83.30(14) .
O1 Pt1 Br2 87.40(12) .
Br1 Pt1 Br2 174.85(2) .
C2 N1 C12 120.5(5) .
C2 N1 Pt1 127.2(4) .
C12 N1 Pt1 111.6(4) .
N1 C2 C3 120.0(6) .
N1 C2 H2 120 .
C3 C2 H2 120 .
C4 C3 C2 120.0(6) .
C4 C3 H3 120 .
C2 C3 H3 120 .
C3 C4 C13 120.7(6) .
C3 C4 H4 119.7 .
C13 C4 H4 119.7 .
C6 C5 C13 121.6(6) .
C6 C5 H5 119.2 .
C13 C5 H5 119.2 .
C5 C6 C14 121.6(7) .
C5 C6 H6 119.2 .
C14 C6 H6 119.2 .
C8 C7 C14 119.5(6) .
C8 C7 H7 120.2 .
C14 C7 H7 120.2 .
C7 C8 C9 123.5(6) .
C7 C8 H8 118.2 .
C9 C8 H8 118.2 .
C10 C9 C8 118.7(6) .
C10 C9 H9 120.6 .
C8 C9 H9 120.6 .
C9 C10 C11 118.5(6) .
C9 C10 Pt1 129.9(5) .
C11 C10 Pt1 111.5(4) .
C14 C11 C10 122.3(6) .
C14 C11 C12 119.5(6) .
C10 C11 C12 118.2(6) .
N1 C12 C13 122.6(6) .
N1 C12 C11 116.0(5) .
C13 C12 C11 121.4(6) .
C12 C13 C4 116.2(6) .
C12 C13 C5 117.7(6) .
C4 C13 C5 126.1(6) .
C11 C14 C7 117.0(6) .
C11 C14 C6 118.0(6) .
C7 C14 C6 125.0(6) .
C16 C15 C20 113.0(6) .
C16 C15 Pt1 123.0(5) .
C20 C15 Pt1 123.6(5) .
F1 C16 C15 120.8(6) .
F1 C16 C17 114.9(6) .
C15 C16 C17 124.3(7) .
F2 C17 C16 119.2(7) .
F2 C17 C18 121.4(6) .
C16 C17 C18 119.4(7) .
C19 C18 F3 121.1(7) .
C19 C18 C17 119.1(6) .
F3 C18 C17 119.7(7) .
C18 C19 F4 119.8(6) .
C18 C19 C20 120.4(7) .
F4 C19 C20 119.8(7) .
F5 C20 C19 115.3(6) .
F5 C20 C15 120.9(5) .
C19 C20 C15 123.8(6) .
S1 O1 Pt1 121.1(2) .
O1 S1 C22 103.7(3) .
O1 S1 C21 104.4(3) .
C22 S1 C21 98.4(4) .
S1 C21 H21A 109.5 .
S1 C21 H21B 109.5 .
H21A C21 H21B 109.5 .
S1 C21 H21C 109.5 .
H21A C21 H21C 109.5 .
H21B C21 H21C 109.5 .
S1 C22 H22A 109.5 .
S1 C22 H22B 109.5 .
H22A C22 H22B 109.5 .
S1 C22 H22C 109.5 .
H22A C22 H22C 109.5 .
H22B C22 H22C 109.5 .
C23 C23 C24 119.9(15) 2_577
C23 C23 H23A 107.3 2_577
C24 C23 H23A 107.3 .
C23 C23 H23B 107.3 2_577
C24 C23 H23B 107.3 .
H23A C23 H23B 106.9 .
C23 C24 C25 109.2(12) .
C23 C24 H24A 109.8 .
C25 C24 H24A 109.8 .
C23 C24 H24B 109.8 .
C25 C24 H24B 109.8 .
H24A C24 H24B 108.3 .
C24 C25 H25A 109.5 .
C24 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
C24 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 C10 2.012(6) .
Pt1 C15 2.050(6) .
Pt1 N1 2.112(5) .
Pt1 O1 2.197(4) .
Pt1 Br1 2.4504(7) .
Pt1 Br2 2.4653(7) .
N1 C2 1.329(7) .
N1 C12 1.354(8) .
C2 C3 1.409(8) .
C2 H2 0.95 .
C3 C4 1.364(9) .
C3 H3 0.95 .
C4 C13 1.406(9) .
C4 H4 0.95 .
C5 C6 1.349(9) .
C5 C13 1.425(9) .
C5 H5 0.95 .
C6 C14 1.442(9) .
C6 H6 0.95 .
C7 C8 1.370(9) .
C7 C14 1.416(9) .
C7 H7 0.95 .
C8 C9 1.385(9) .
C8 H8 0.95 .
C9 C10 1.386(8) .
C9 H9 0.95 .
C10 C11 1.417(8) .
C11 C14 1.406(9) .
C11 C12 1.428(8) .
C12 C13 1.404(8) .
C15 C16 1.383(9) .
C15 C20 1.404(9) .
C16 F1 1.347(8) .
C16 C17 1.385(9) .
C17 F2 1.344(8) .
C17 C18 1.378(10) .
C18 C19 1.349(10) .
C18 F3 1.346(7) .
C19 F4 1.350(8) .
C19 C20 1.375(8) .
C20 F5 1.360(7) .
O1 S1 1.544(4) .
S1 C22 1.781(8) .
S1 C21 1.785(7) .
C21 H21A 0.98 .
C21 H21B 0.98 .
C21 H21C 0.98 .
C22 H22A 0.98 .
C22 H22B 0.98 .
C22 H22C 0.98 .
C23 C23 1.46(2) 2_577
C23 C24 1.499(17) .
C23 H23A 0.99 .
C23 H23B 0.99 .
C24 C25 1.549(16) .
C24 H24A 0.99 .
C24 H24B 0.99 .
C25 H25A 0.98 .
C25 H25B 0.98 .
C25 H25C 0.98 .
