#------------------------------------------------------------------------------
#$Date: 2019-11-22 23:58:32 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231609 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/60/4346082.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_4346082
loop_
_publ_author_name
'Bolotin, Dmitrii S.'
'Demakova, Marina Ya'
'Novikov, Alexander S.'
'Avdontceva, Margarita S.'
'Kuznetsov, Maxim L.'
'Bokach, Nadezhda A.'
'Kukushkin, Vadim Yu'
_publ_section_title
;
 Bifunctional reactivity of amidoximes observed upon nucleophilic addition
 to metal-activated nitriles.
;
_journal_issue                   8
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4039
_journal_page_last               4046
_journal_paper_doi               10.1021/acs.inorgchem.5b00253
_journal_volume                  54
_journal_year                    2015
_chemical_formula_sum            'C25 H24 Br Cl N4 O3 Pt'
_chemical_formula_weight         738.91
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                102.552(4)
_cell_angle_beta                 105.682(4)
_cell_angle_gamma                102.043(4)
_cell_formula_units_Z            2
_cell_length_a                   10.2034(5)
_cell_length_b                   11.2453(6)
_cell_length_c                   12.0939(6)
_cell_measurement_reflns_used    7990
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9440
_cell_measurement_theta_min      3.0770
_cell_volume                     1250.17(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '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  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16877
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    7.352
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.931
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0198
_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)+(0.0102P)²+0.6327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0373
_refine_ls_wR_factor_ref         0.0382
_reflns_number_gt                5258
_reflns_number_total             5588
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b00253_si_002.cif
_cod_data_source_block           8
_cod_original_cell_volume        1250.17(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4346082
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 0.786031(9) -0.101790(10) 0.400453(9) 0.00894(3) Uani 1 1 d .
Br1 Br 0.73578(3) 0.48262(3) 1.00368(3) 0.01863(7) Uani 1 1 d .
Cl1 Cl 0.77436(6) -0.26108(6) 0.23811(6) 0.01360(14) Uani 1 1 d .
O1 O 0.86016(17) 0.00830(18) 0.65270(17) 0.0126(4) Uani 1 1 d .
C19 C 1.1054(3) -0.1608(3) 0.9656(3) 0.0197(7) Uani 1 1 d .
H19 H 1.1488 -0.1755 1.0375 0.024 Uiso 1 1 calc R
C20 C 1.0210(3) -0.2617(3) 0.8674(3) 0.0215(7) Uani 1 1 d .
H20 H 1.0077 -0.3441 0.8734 0.026 Uiso 1 1 calc R
C6 C 0.8631(3) 0.3612(3) 0.8467(3) 0.0138(6) Uani 1 1 d .
H6 H 0.9485 0.4147 0.9026 0.017 Uiso 1 1 calc R
C3 C 0.7267(2) 0.1153(2) 0.5432(2) 0.0099(5) Uani 1 1 d .
C4 C 0.7335(2) 0.1973(2) 0.6587(2) 0.0102(5) Uani 1 1 d .
C8 C 0.6067(3) 0.2870(3) 0.7825(3) 0.0128(6) Uani 1 1 d .
H8 H 0.5220 0.2898 0.7965 0.015 Uiso 1 1 calc R
C7 C 0.7349(3) 0.3655(3) 0.8644(2) 0.0123(6) Uani 1 1 d .
N4 N 0.7927(2) 0.0256(2) 0.5383(2) 0.0113(5) Uani 1 1 d .
N2 N 0.6830(2) -0.0179(2) 0.2941(2) 0.0117(5) Uani 1 1 d .
H2 H 0.6673 -0.0464 0.2183 0.014 Uiso 1 1 calc R
C21 C 0.9556(3) -0.2415(3) 0.7593(3) 0.0159(6) Uani 1 1 d .
H21 H 0.8985 -0.3096 0.6930 0.019 Uiso 1 1 calc R
C9 C 0.6061(3) 0.2040(3) 0.6791(2) 0.0117(6) Uani 1 1 d .
H9 H 0.5201 0.1523 0.6226 0.014 Uiso 1 1 calc R
C18 C 1.1262(3) -0.0374(3) 0.9581(3) 0.0180(6) Uani 1 1 d .
H18 H 1.1832 0.0305 1.0247 0.022 Uiso 1 1 calc R
C17 C 1.0616(3) -0.0158(3) 0.8510(3) 0.0146(6) Uani 1 1 d .
H17 H 1.0750 0.0668 0.8455 0.017 Uiso 1 1 calc R
C5 C 0.8620(3) 0.2756(3) 0.7440(3) 0.0124(6) Uani 1 1 d .
H5 H 0.9472 0.2705 0.7320 0.015 Uiso 1 1 calc R
C16 C 0.9771(3) -0.1173(3) 0.7520(3) 0.0117(6) Uani 1 1 d .
N1 N 0.8867(2) -0.1641(2) 0.5315(2) 0.0123(5) Uani 1 1 d .
H1 H 0.9144 -0.2313 0.5180 0.015 Uiso 1 1 calc R
C1 C 0.9068(2) -0.0961(3) 0.6375(3) 0.0118(6) Uani 1 1 d .
N3 N 0.6520(2) 0.1384(2) 0.4445(2) 0.0110(5) Uani 1 1 d .
C10 C 0.5591(3) 0.1337(3) 0.2401(3) 0.0124(6) Uani 1 1 d .
C2 C 0.6364(2) 0.0788(3) 0.3311(2) 0.0110(6) Uani 1 1 d .
C11 C 0.4574(3) 0.1931(3) 0.2622(3) 0.0163(6) Uani 1 1 d .
H11 H 0.4345 0.1955 0.3319 0.020 Uiso 1 1 calc R
C15 C 0.5921(3) 0.1319(3) 0.1356(3) 0.0179(6) Uani 1 1 d .
H15 H 0.6589 0.0918 0.1198 0.021 Uiso 1 1 calc R
C14 C 0.5265(3) 0.1891(3) 0.0548(3) 0.0219(7) Uani 1 1 d .
H14 H 0.5502 0.1883 -0.0143 0.026 Uiso 1 1 calc R
C13 C 0.4258(3) 0.2475(3) 0.0769(3) 0.0222(7) Uani 1 1 d .
H13 H 0.3816 0.2859 0.0227 0.027 Uiso 1 1 calc R
C12 C 0.3912(3) 0.2484(3) 0.1799(3) 0.0213(7) Uani 1 1 d .
H12 H 0.3225 0.2867 0.1941 0.026 Uiso 1 1 calc R
O2S O 0.00466(19) 0.62547(18) 0.49606(19) 0.0177(4) Uani 1 1 d .
C3S C 0.1199(3) 0.5989(3) 0.5762(3) 0.0198(7) Uani 1 1 d .
H3SA H 0.1646 0.6700 0.6485 0.024 Uiso 1 1 calc R
H3SB H 0.1906 0.5878 0.5380 0.024 Uiso 1 1 calc R
C4S C -0.0663(3) 0.5197(3) 0.3916(3) 0.0200(7) Uani 1 1 d .
H4SA H -0.0014 0.5059 0.3478 0.024 Uiso 1 1 calc R
H4SB H -0.1456 0.5380 0.3398 0.024 Uiso 1 1 calc R
C2S C 0.4057(3) 0.5353(3) 0.4155(3) 0.0184(6) Uani 1 1 d .
H2SA H 0.3942 0.6103 0.4648 0.022 Uiso 1 1 calc R
H2SB H 0.3501 0.5228 0.3328 0.022 Uiso 1 1 calc R
C1S C 0.4388(3) 0.4444(3) 0.5732(3) 0.0194(7) Uani 1 1 d .
H1SA H 0.4060 0.3701 0.5975 0.023 Uiso 1 1 calc R
H1SB H 0.4280 0.5173 0.6259 0.023 Uiso 1 1 calc R
O1S O 0.35515(18) 0.42731(19) 0.45238(18) 0.0184(4) 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.0060 '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
N4 Pt1 N2 90.11(9) . .
N4 Pt1 N1 79.76(9) . .
N2 Pt1 N1 169.82(9) . .
N4 Pt1 Cl1 177.68(6) . .
N2 Pt1 Cl1 91.34(7) . .
N1 Pt1 Cl1 98.75(7) . .
C1 O1 N4 110.8(2) . .
C20 C19 C18 120.5(3) . .
C20 C19 H19 119.8 . .
C18 C19 H19 119.8 . .
C19 C20 C21 120.5(3) . .
C19 C20 H20 119.7 . .
C21 C20 H20 119.7 . .
C7 C6 C5 119.1(2) . .
C7 C6 H6 120.4 . .
C5 C6 H6 120.4 . .
N4 C3 N3 122.5(2) . .
N4 C3 C4 121.4(2) . .
N3 C3 C4 116.1(2) . .
C5 C4 C9 119.2(3) . .
C5 C4 C3 122.0(2) . .
C9 C4 C3 118.6(2) . .
C7 C8 C9 119.1(2) . .
C7 C8 H8 120.5 . .
C9 C8 H8 120.5 . .
C8 C7 C6 121.5(3) . .
C8 C7 Br1 119.18(19) . .
C6 C7 Br1 119.3(2) . .
C3 N4 O1 115.1(2) . .
C3 N4 Pt1 129.04(19) . .
O1 N4 Pt1 115.04(15) . .
C2 N2 Pt1 124.3(2) . .
C2 N2 H2 117.8 . .
Pt1 N2 H2 117.8 . .
C20 C21 C16 118.9(3) . .
C20 C21 H21 120.6 . .
C16 C21 H21 120.6 . .
C8 C9 C4 120.8(2) . .
C8 C9 H9 119.6 . .
C4 C9 H9 119.6 . .
C17 C18 C19 119.7(3) . .
C17 C18 H18 120.2 . .
C19 C18 H18 120.2 . .
C18 C17 C16 119.9(3) . .
C18 C17 H17 120.1 . .
C16 C17 H17 120.1 . .
C6 C5 C4 120.3(2) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C17 C16 C21 120.6(3) . .
C17 C16 C1 120.6(2) . .
C21 C16 C1 118.7(3) . .
C1 N1 Pt1 114.67(18) . .
C1 N1 H1 122.7 . .
Pt1 N1 H1 122.7 . .
N1 C1 O1 119.7(2) . .
N1 C1 C16 127.6(2) . .
O1 C1 C16 112.7(2) . .
C2 N3 C3 126.0(2) . .
C15 C10 C11 119.1(2) . .
C15 C10 C2 120.7(2) . .
C11 C10 C2 120.2(2) . .
N2 C2 N3 127.2(2) . .
N2 C2 C10 118.8(3) . .
N3 C2 C10 114.0(2) . .
C12 C11 C10 119.6(3) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C14 C15 C10 120.7(3) . .
C14 C15 H15 119.7 . .
C10 C15 H15 119.7 . .
C13 C14 C15 120.0(3) . .
C13 C14 H14 120.0 . .
C15 C14 H14 120.0 . .
C12 C13 C14 119.7(3) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
C13 C12 C11 120.9(3) . .
C13 C12 H12 119.6 . .
C11 C12 H12 119.6 . .
C4S O2S C3S 110.4(2) . .
O2S C3S C4S 110.3(2) . 2_566
O2S C3S H3SA 109.6 . .
C4S C3S H3SA 109.6 2_566 .
O2S C3S H3SB 109.6 . .
C4S C3S H3SB 109.6 2_566 .
H3SA C3S H3SB 108.1 . .
O2S C4S C3S 111.3(2) . 2_566
O2S C4S H4SA 109.4 . .
C3S C4S H4SA 109.4 2_566 .
O2S C4S H4SB 109.4 . .
C3S C4S H4SB 109.4 2_566 .
H4SA C4S H4SB 108.0 . .
O1S C2S C1S 110.7(2) . 2_666
O1S C2S H2SA 109.5 . .
C1S C2S H2SA 109.5 2_666 .
O1S C2S H2SB 109.5 . .
C1S C2S H2SB 109.5 2_666 .
H2SA C2S H2SB 108.1 . .
O1S C1S C2S 110.5(2) . 2_666
O1S C1S H1SA 109.5 . .
C2S C1S H1SA 109.5 2_666 .
O1S C1S H1SB 109.5 . .
C2S C1S H1SB 109.5 2_666 .
H1SA C1S H1SB 108.1 . .
C1S O1S C2S 109.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 N4 1.923(2) .
Pt1 N2 1.964(2) .
Pt1 N1 1.990(2) .
Pt1 Cl1 2.3094(7) .
Br1 C7 1.896(3) .
O1 C1 1.351(3) .
O1 N4 1.444(3) .
C19 C20 1.376(4) .
C19 C18 1.386(4) .
C19 H19 0.9300 .
C20 C21 1.387(4) .
C20 H20 0.9300 .
C6 C7 1.391(3) .
C6 C5 1.392(4) .
C6 H6 0.9300 .
C3 N4 1.324(3) .
C3 N3 1.342(3) .
C3 C4 1.472(4) .
C4 C5 1.397(4) .
C4 C9 1.401(3) .
C8 C7 1.382(4) .
C8 C9 1.385(4) .
C8 H8 0.9300 .
N2 C2 1.315(3) .
N2 H2 0.8600 .
C21 C16 1.393(4) .
C21 H21 0.9300 .
C9 H9 0.9300 .
C18 C17 1.383(4) .
C18 H18 0.9300 .
C17 C16 1.385(4) .
C17 H17 0.9300 .
C5 H5 0.9300 .
C16 C1 1.472(4) .
N1 C1 1.279(3) .
N1 H1 0.8600 .
N3 C2 1.339(3) .
C10 C15 1.391(4) .
C10 C11 1.399(3) .
C10 C2 1.498(3) .
C11 C12 1.384(4) .
C11 H11 0.9300 .
C15 C14 1.384(4) .
C15 H15 0.9300 .
C14 C13 1.383(4) .
C14 H14 0.9300 .
C13 C12 1.382(4) .
C13 H13 0.9300 .
C12 H12 0.9300 .
O2S C4S 1.424(4) .
O2S C3S 1.438(3) .
C3S C4S 1.505(4) 2_566
C3S H3SA 0.9700 .
C3S H3SB 0.9700 .
C4S C3S 1.505(4) 2_566
C4S H4SA 0.9700 .
C4S H4SB 0.9700 .
C2S O1S 1.428(3) .
C2S C1S 1.518(3) 2_666
C2S H2SA 0.9700 .
C2S H2SB 0.9700 .
C1S O1S 1.427(3) .
C1S C2S 1.518(3) 2_666
C1S H1SA 0.9700 .
C1S H1SB 0.9700 .
