#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/95/4069532.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_4069532
loop_
_publ_author_name
'Dub, Pavel A.'
'Rodriguez-Zubiri, Mireia'
'Daran, Jean-Claude'
'Brunet, Jean-Jacques'
'Poli, Rinaldo'
_publ_section_title
;
 Platinum-Catalyzed Ethylene Hydroamination with Aniline: Synthesis,
 Characterization, and Studies of Intermediates
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              4764
_journal_paper_doi               10.1021/om9002494
_journal_volume                  28
_journal_year                    2009
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C16 H36 P, C2 H4 Br3 Pt'
_chemical_formula_sum            'C18 H40 Br3 P Pt'
_chemical_formula_weight         722.29
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.900(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0553(5)
_cell_length_b                   19.8562(11)
_cell_length_c                   13.7697(8)
_cell_measurement_reflns_used    9039
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      29.35
_cell_measurement_theta_min      2.47
_cell_volume                     2472.7(2)
_computing_cell_refinement       APEXII
_computing_data_collection       'APEXII (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996); ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector, APEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_sigmaI/netI    0.0222
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            109181
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    10.586
_exptl_absorpt_correction_T_max  0.697
_exptl_absorpt_correction_T_min  0.0498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2007)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.033
_refine_diff_density_max         2.086
_refine_diff_density_min         -2.422
_refine_diff_density_rms         0.255
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.201
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         5055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.201
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+84.6409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1440
_reflns_number_gt                4197
_reflns_number_total             5055
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om9002494_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     '-P 2yn '
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               4069532
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Pt1 Pt 1.09960(5) 0.14132(2) 0.33063(3) 0.02955(14) Uani 1 1 d .
Br1 Br 1.04513(15) 0.24829(7) 0.25099(10) 0.0442(3) Uani 1 1 d .
Br2 Br 0.9889(2) 0.08249(9) 0.19104(12) 0.0649(5) Uani 1 1 d .
Br3 Br 1.20748(16) 0.19838(8) 0.47368(9) 0.0440(3) Uani 1 1 d .
P1 P 0.5957(3) 0.29428(15) 0.3414(2) 0.0249(6) Uani 1 1 d .
C1 C 1.2199(18) 0.0532(7) 0.3722(12) 0.051(3) Uani 1 1 d .
H1A H 1.2366 0.0202 0.3200 0.061 Uiso 1 1 calc R
H1B H 1.3073 0.0597 0.4174 0.061 Uiso 1 1 calc R
C2 C 1.0860(18) 0.0503(7) 0.4132(12) 0.051(3) Uani 1 1 d .
H2A H 1.0867 0.0553 0.4848 0.061 Uiso 1 1 calc R
H2B H 1.0159 0.0157 0.3872 0.061 Uiso 1 1 calc R
C11 C 0.6186(12) 0.2496(6) 0.4549(8) 0.025(2) Uani 1 1 d .
H11A H 0.6242 0.2824 0.5090 0.030 Uiso 1 1 calc R
H11B H 0.5309 0.2207 0.4631 0.030 Uiso 1 1 calc R
C12 C 0.7593(13) 0.2050(7) 0.4606(8) 0.031(3) Uani 1 1 d .
H12A H 0.7519 0.1706 0.4085 0.037 Uiso 1 1 calc R
H12B H 0.8469 0.2334 0.4497 0.037 Uiso 1 1 calc R
C13 C 0.7797(14) 0.1702(7) 0.5588(9) 0.037(3) Uani 1 1 d .
H13A H 0.7802 0.2047 0.6108 0.045 Uiso 1 1 calc R
H13B H 0.8770 0.1474 0.5627 0.045 Uiso 1 1 calc R
C14 C 0.6595(17) 0.1186(7) 0.5769(10) 0.047(3) Uani 1 1 d .
H14A H 0.5637 0.1413 0.5785 0.071 Uiso 1 1 calc R
H14B H 0.6818 0.0960 0.6392 0.071 Uiso 1 1 calc R
H14C H 0.6559 0.0851 0.5245 0.071 Uiso 1 1 calc R
C21 C 0.6064(13) 0.2355(6) 0.2428(8) 0.027(2) Uani 1 1 d .
H21A H 0.5825 0.2591 0.1806 0.032 Uiso 1 1 calc R
H21B H 0.7089 0.2183 0.2411 0.032 Uiso 1 1 calc R
C22 C 0.5002(15) 0.1757(7) 0.2523(9) 0.037(3) Uani 1 1 d .
H22A H 0.5226 0.1529 0.3152 0.045 Uiso 1 1 calc R
H22B H 0.3975 0.1928 0.2525 0.045 Uiso 1 1 calc R
C23 C 0.5109(15) 0.1251(6) 0.1711(9) 0.037(3) Uani 1 1 d .
H23A H 0.6158 0.1121 0.1665 0.045 Uiso 1 1 calc R
H23B H 0.4554 0.0841 0.1881 0.045 Uiso 1 1 calc R
C24 C 0.4533(19) 0.1492(7) 0.0734(10) 0.050(4) Uani 1 1 d .
H24A H 0.3497 0.1627 0.0770 0.076 Uiso 1 1 calc R
H24B H 0.4606 0.1128 0.0258 0.076 Uiso 1 1 calc R
H24C H 0.5120 0.1878 0.0534 0.076 Uiso 1 1 calc R
C31 C 0.7393(12) 0.3559(6) 0.3351(8) 0.026(2) Uani 1 1 d .
H31A H 0.7352 0.3861 0.3922 0.031 Uiso 1 1 calc R
H31B H 0.8359 0.3326 0.3397 0.031 Uiso 1 1 calc R
C32 C 0.7320(14) 0.3989(6) 0.2436(9) 0.033(3) Uani 1 1 d .
H32A H 0.7342 0.3692 0.1860 0.040 Uiso 1 1 calc R
H32B H 0.6373 0.4239 0.2396 0.040 Uiso 1 1 calc R
C33 C 0.8585(15) 0.4482(6) 0.2421(9) 0.035(3) Uani 1 1 d .
H33A H 0.8568 0.4771 0.3007 0.042 Uiso 1 1 calc R
H33B H 0.9527 0.4228 0.2457 0.042 Uiso 1 1 calc R
C34 C 0.8547(16) 0.4923(7) 0.1539(10) 0.044(3) Uani 1 1 d .
H34A H 0.8464 0.4642 0.0953 0.067 Uiso 1 1 calc R
H34B H 0.9458 0.5189 0.1536 0.067 Uiso 1 1 calc R
H34C H 0.7694 0.5226 0.1549 0.067 Uiso 1 1 calc R
C41 C 0.4194(12) 0.3351(6) 0.3333(8) 0.027(2) Uani 1 1 d .
H41A H 0.4053 0.3559 0.2681 0.032 Uiso 1 1 calc R
H41B H 0.3413 0.3007 0.3391 0.032 Uiso 1 1 calc R
C42 C 0.3993(14) 0.3891(7) 0.4097(9) 0.036(3) Uani 1 1 d .
H42A H 0.4779 0.4234 0.4052 0.043 Uiso 1 1 calc R
H42B H 0.4097 0.3684 0.4752 0.043 Uiso 1 1 calc R
C43 C 0.2480(15) 0.4232(7) 0.3971(10) 0.040(3) Uani 1 1 d .
H43A H 0.2369 0.4427 0.3310 0.048 Uiso 1 1 calc R
H43B H 0.1696 0.3889 0.4030 0.048 Uiso 1 1 calc R
C44 C 0.2269(18) 0.4784(8) 0.4714(12) 0.054(4) Uani 1 1 d .
H44A H 0.2403 0.4596 0.5371 0.081 Uiso 1 1 calc R
H44B H 0.1271 0.4971 0.4623 0.081 Uiso 1 1 calc R
H44C H 0.2999 0.5141 0.4629 0.081 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'
P P 0.1023 0.0942 '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'
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
C1 Pt1 C2 37.3(6)
C1 Pt1 Br2 90.2(5)
C2 Pt1 Br2 89.0(5)
C1 Pt1 Br1 158.6(4)
C2 Pt1 Br1 164.0(4)
Br2 Pt1 Br1 89.83(6)
C1 Pt1 Br3 89.2(5)
C2 Pt1 Br3 89.7(5)
Br2 Pt1 Br3 178.48(6)
Br1 Pt1 Br3 91.28(5)
C41 P1 C31 109.6(6)
C41 P1 C21 109.2(5)
C31 P1 C21 109.9(5)
C41 P1 C11 110.0(5)
C31 P1 C11 109.1(5)
C21 P1 C11 109.1(5)
C2 C1 Pt1 72.0(8)
C1 C2 Pt1 70.7(8)
C12 C11 P1 112.6(7)
C13 C12 C11 111.5(9)
C12 C13 C14 113.3(11)
C22 C21 P1 112.3(8)
C23 C22 C21 112.8(10)
C24 C23 C22 114.9(11)
C32 C31 P1 115.0(8)
C33 C32 C31 112.0(10)
C34 C33 C32 113.9(11)
C42 C41 P1 114.4(8)
C41 C42 C43 111.8(10)
C44 C43 C42 112.6(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pt1 C1 2.125(14)
Pt1 C2 2.141(13)
Pt1 Br2 2.4228(16)
Pt1 Br1 2.4295(14)
Pt1 Br3 2.4337(14)
P1 C41 1.789(11)
P1 C31 1.791(12)
P1 C21 1.798(11)
P1 C11 1.800(11)
C1 C2 1.36(2)
C11 C12 1.550(15)
C12 C13 1.521(16)
C13 C14 1.525(19)
C21 C22 1.538(17)
C22 C23 1.510(16)
C23 C24 1.496(18)
C31 C32 1.520(15)
C32 C33 1.509(16)
C33 C34 1.496(17)
C41 C42 1.520(16)
C42 C43 1.531(17)
C43 C44 1.519(19)
