#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/15/2201567.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2201567
loop_
_publ_author_name
'Schulz Lang, Ernesto'
'Fernandes Jr, Ramão Marceli'
'Lemos, Sebastião Souza'
'Schulz Lang, Leonardo'
'Burrow, Robert Alan'
_publ_section_title
;
 (4,6-Dimethylpyrimidine-2-thiolato)(triphenylphosphine)gold(I)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m469
_journal_page_last               m470
_journal_paper_doi               10.1107/S1600536802013776
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Au (C6 H7 N2 S) (C18 H15 P)]'
_chemical_formula_moiety         'C24 H22 Au N2 P S'
_chemical_formula_sum            'C24 H22 Au N2 P S'
_chemical_formula_weight         598.43
_chemical_name_common            '[Au(4,6-Me₂pymS)(PPh₃)]'
_chemical_name_systematic
;
  (4,6-Dimethylpyrimidine-2-thiolato)triphenylphosphanegold(I)
;
_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
_cell_angle_alpha                97.104(19)
_cell_angle_beta                 105.586(18)
_cell_angle_gamma                95.05(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8282(17)
_cell_length_b                   11.144(2)
_cell_length_c                   12.318(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.2
_cell_measurement_theta_min      7.3
_cell_volume                     1149.0(4)
_computing_cell_refinement       'SET4 in CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'HELENA (Spek, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_av_sigmaI/netI    0.1176
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_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            8437
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         3.13
_diffrn_standards_decay_%        12.4
_diffrn_standards_interval_count 300
_diffrn_standards_interval_time  3600
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.575
_exptl_absorpt_correction_T_max  0.518
_exptl_absorpt_correction_T_min  0.318
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(ABSPSI routine in PLATON; Spek, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.878
_refine_diff_density_min         -1.430
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         5002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0469
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0366P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0998
_reflns_number_gt                2962
_reflns_number_total             5002
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob6162.cif
_cod_data_source_block           I
_cod_original_cell_volume        1148.9(4)
_cod_database_code               2201567
_cod_database_fobs_code          2201567
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Au1 0.12719(5) 0.01807(3) 0.33320(4) 0.04768(13) Uani d . 1 . . Au
P1 0.0603(3) 0.19773(18) 0.3973(2) 0.0412(6) Uani d . 1 . . P
C11 0.1190(9) 0.3162(7) 0.3212(8) 0.044(2) Uani d . 1 . . C
C12 0.0856(12) 0.2900(8) 0.2039(9) 0.062(3) Uani d . 1 . . C
H12 0.0373 0.2129 0.1665 0.074 Uiso calc R 1 . . H
C13 0.1231(14) 0.3775(11) 0.1421(10) 0.082(3) Uani d . 1 . . C
H13 0.0965 0.3606 0.0629 0.099 Uiso calc R 1 . . H
C14 0.2003(14) 0.4897(9) 0.1984(11) 0.075(3) Uani d . 1 . . C
H14 0.2282 0.5485 0.1575 0.090 Uiso calc R 1 . . H
C15 0.2355(13) 0.5143(8) 0.3128(12) 0.074(3) Uani d . 1 . . C
H15 0.2890 0.5902 0.3499 0.089 Uiso calc R 1 . . H
C16 0.1936(11) 0.4285(7) 0.3775(9) 0.057(3) Uani d . 1 . . C
H16 0.2159 0.4473 0.4563 0.069 Uiso calc R 1 . . H
C21 -0.1516(9) 0.1998(7) 0.3777(7) 0.0393(19) Uani d . 1 . . C
C22 -0.2205(11) 0.3069(8) 0.3699(8) 0.052(2) Uani d . 1 . . C
H22 -0.1584 0.3807 0.3762 0.062 Uiso calc R 1 . . H
C23 -0.3832(13) 0.3027(12) 0.3526(10) 0.075(3) Uani d . 1 . . C
H23 -0.4302 0.3741 0.3479 0.090 Uiso calc R 1 . . H
C24 -0.4722(13) 0.1965(13) 0.3428(10) 0.082(3) Uani d . 1 . . C
H24 -0.5811 0.1956 0.3299 0.099 Uiso calc R 1 . . H
C25 -0.4085(12) 0.0881(11) 0.3512(9) 0.074(3) Uani d . 1 . . C
H25 -0.4730 0.0155 0.3447 0.089 Uiso calc R 1 . . H
C26 -0.2459(11) 0.0900(8) 0.3697(8) 0.058(3) Uani d . 1 . . C
H26 -0.2001 0.0183 0.3767 0.070 Uiso calc R 1 . . H
C31 0.1562(10) 0.2533(7) 0.5460(8) 0.044(2) Uani d . 1 . . C
C32 0.3148(12) 0.2374(8) 0.5904(10) 0.062(3) Uani d . 1 . . C
H32 0.3670 0.1953 0.5445 0.074 Uiso calc R 1 . . H
C33 0.3925(12) 0.2832(10) 0.7004(10) 0.069(3) Uani d . 1 . . C
H33 0.4991 0.2744 0.7287 0.083 Uiso calc R 1 . . H
C34 0.3165(14) 0.3422(10) 0.7707(10) 0.076(3) Uani d . 1 . . C
H34 0.3707 0.3725 0.8463 0.091 Uiso calc R 1 . . H
C35 0.1593(14) 0.3563(10) 0.7282(10) 0.079(3) Uani d . 1 . . C
H35 0.1059 0.3962 0.7746 0.095 Uiso calc R 1 . . H
C36 0.0829(12) 0.3107(8) 0.6170(9) 0.060(3) Uani d . 1 . . C
H36 -0.0238 0.3193 0.5888 0.072 Uiso calc R 1 . . H
S1 0.2033(4) -0.1631(2) 0.2715(3) 0.0678(8) Uani d . 1 . . S
C41 0.2393(9) -0.1429(7) 0.1417(8) 0.047(2) Uani d . 1 . . C
N42 0.2222(8) -0.0352(6) 0.1043(7) 0.0515(19) Uani d . 1 . . N
C43 0.2557(11) -0.0261(8) 0.0062(9) 0.057(2) Uani d . 1 . . C
C44 0.3061(13) -0.1215(9) -0.0503(8) 0.067(3) Uani d . 1 . . C
H44 0.3325 -0.1132 -0.1174 0.080 Uiso calc R 1 . . H
C431 0.2333(14) 0.0916(10) -0.0381(10) 0.087(4) Uani d . 1 . . C
H43A 0.1266 0.0876 -0.0856 0.130 Uiso calc R 1 . . H
H43B 0.3060 0.1064 -0.0820 0.130 Uiso calc R 1 . . H
H43C 0.2529 0.1567 0.0247 0.130 Uiso calc R 1 . . H
C45 0.3174(13) -0.2289(9) -0.0075(9) 0.064(3) Uani d . 1 . . C
C451 0.3623(17) -0.3385(10) -0.0653(10) 0.098(4) Uani d . 1 . . C
H45A 0.4524 -0.3158 -0.0915 0.148 Uiso calc R 1 . . H
H45B 0.2751 -0.3756 -0.1292 0.148 Uiso calc R 1 . . H
H45C 0.3888 -0.3954 -0.0128 0.148 Uiso calc R 1 . . H
N46 0.2823(9) -0.2391(6) 0.0898(7) 0.054(2) Uani d . 1 . . N
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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
P1 Au1 S1 178.19(11) y
P1 Au1 N42 123.97(14) y
S1 Au1 N42 56.27(14) y
C31 P1 C21 106.3(4) ?
C31 P1 C11 105.1(4) ?
C21 P1 C11 105.5(4) ?
C31 P1 Au1 114.3(3) ?
C21 P1 Au1 114.6(3) ?
C11 P1 Au1 110.2(3) ?
C16 C11 C12 120.2(8) ?
C16 C11 P1 121.6(8) ?
C12 C11 P1 118.2(6) ?
C13 C12 C11 120.5(9) ?
C13 C12 H12 119.7 ?
C11 C12 H12 119.7 ?
C14 C13 C12 119.5(11) ?
C14 C13 H13 120.3 ?
C12 C13 H13 120.3 ?
C15 C14 C13 120.0(10) ?
C15 C14 H14 120.0 ?
C13 C14 H14 120.0 ?
C14 C15 C16 121.7(10) ?
C14 C15 H15 119.1 ?
C16 C15 H15 119.1 ?
C11 C16 C15 118.1(10) ?
C11 C16 H16 121.0 ?
C15 C16 H16 121.0 ?
C22 C21 C26 119.7(8) ?
C22 C21 P1 121.8(6) ?
C26 C21 P1 118.5(6) ?
C21 C22 C23 119.4(9) ?
C21 C22 H22 120.3 ?
C23 C22 H22 120.3 ?
C24 C23 C22 120.2(11) ?
C24 C23 H23 119.9 ?
C22 C23 H23 119.9 ?
C23 C24 C25 122.4(11) ?
C23 C24 H24 118.8 ?
C25 C24 H24 118.8 ?
C24 C25 C26 118.6(10) ?
C24 C25 H25 120.7 ?
C26 C25 H25 120.7 ?
C25 C26 C21 119.8(9) ?
C25 C26 H26 120.1 ?
C21 C26 H26 120.1 ?
C36 C31 C32 118.1(9) ?
C36 C31 P1 123.5(7) ?
C32 C31 P1 118.4(7) ?
C33 C32 C31 119.9(10) ?
C33 C32 H32 120.0 ?
C31 C32 H32 120.0 ?
C32 C33 C34 121.0(10) ?
C32 C33 H33 119.5 ?
C34 C33 H33 119.5 ?
C33 C34 C35 119.4(10) ?
C33 C34 H34 120.3 ?
C35 C34 H34 120.3 ?
C36 C35 C34 119.0(11) ?
C36 C35 H35 120.5 ?
C34 C35 H35 120.5 ?
C31 C36 C35 122.6(10) ?
C31 C36 H36 118.7 ?
C35 C36 H36 118.7 ?
C41 S1 Au1 104.4(3) y
N46 C41 N42 126.4(9) ?
N46 C41 S1 114.3(6) ?
N42 C41 S1 119.3(7) ?
C43 N42 C41 115.7(8) ?
C43 N42 Au1 164.3(6) ?
C41 N42 Au1 80.0(5) ?
N42 C43 C44 120.9(9) ?
N42 C43 C431 116.4(9) ?
C44 C43 C431 122.6(10) ?
C45 C44 C43 119.6(10) ?
C45 C44 H44 120.2 ?
C43 C44 H44 120.2 ?
C43 C431 H43A 109.5 ?
C43 C431 H43B 109.5 ?
H43A C431 H43B 109.5 ?
C43 C431 H43C 109.5 ?
H43A C431 H43C 109.5 ?
H43B C431 H43C 109.5 ?
N46 C45 C44 119.7(9) ?
N46 C45 C451 116.7(9) ?
C44 C45 C451 123.6(11) ?
C45 C451 H45A 109.5 ?
C45 C451 H45B 109.5 ?
H45A C451 H45B 109.5 ?
C45 C451 H45C 109.5 ?
H45A C451 H45C 109.5 ?
H45B C451 H45C 109.5 ?
C41 N46 C45 117.6(8) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 P1 . 2.247(2) y
Au1 S1 . 2.289(2) y
Au1 N42 . 3.154(8) y
P1 C31 . 1.802(9) ?
P1 C21 . 1.823(8) ?
P1 C11 . 1.827(8) ?
C11 C16 . 1.370(11) ?
C11 C12 . 1.382(12) ?
C12 C13 . 1.379(13) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.375(15) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.346(14) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.404(13) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
C21 C22 . 1.388(11) ?
C21 C26 . 1.396(11) ?
C22 C23 . 1.390(13) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.335(15) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.380(15) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.390(13) ?
C25 H25 . 0.9300 ?
C26 H26 . 0.9300 ?
C31 C36 . 1.352(12) ?
C31 C32 . 1.396(12) ?
C32 C33 . 1.355(13) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.372(15) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.375(14) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.364(13) ?
C35 H35 . 0.9300 ?
C36 H36 . 0.9300 ?
S1 C41 . 1.749(10) yes
C41 N46 . 1.316(10) ?
C41 N42 . 1.344(10) ?
N42 C43 . 1.332(12) ?
C43 C44 . 1.371(13) ?
C43 C431 . 1.492(13) ?
C44 C45 . 1.367(13) ?
C44 H44 . 0.9300 ?
C431 H43A . 0.9600 ?
C431 H43B . 0.9600 ?
C431 H43C . 0.9600 ?
C45 N46 . 1.332(12) ?
C45 C451 . 1.476(14) ?
C451 H45A . 0.9600 ?
C451 H45B . 0.9600 ?
C451 H45C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C14 H14 N46 1_565 0.93 2.65 3.547(13) 162
C33 H33 N46 2_656 0.93 2.63 3.426(14) 144
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N42 Au1 P1 C31 -133.1(3)
N42 Au1 P1 C21 103.8(3)
N42 Au1 P1 C11 -15.0(4)
C31 P1 C11 C16 -11.2(8)
C21 P1 C11 C16 100.9(7)
Au1 P1 C11 C16 -134.8(7)
C31 P1 C11 C12 169.1(7)
C21 P1 C11 C12 -78.8(7)
Au1 P1 C11 C12 45.5(7)
C16 C11 C12 C13 -1.6(15)
P1 C11 C12 C13 178.1(8)
C11 C12 C13 C14 2.7(17)
C12 C13 C14 C15 -1.4(18)
C13 C14 C15 C16 -0.8(17)
C12 C11 C16 C15 -0.6(13)
P1 C11 C16 C15 179.7(7)
C14 C15 C16 C11 1.9(15)
C31 P1 C21 C22 78.1(8)
C11 P1 C21 C22 -33.2(8)
Au1 P1 C21 C22 -154.6(6)
C31 P1 C21 C26 -102.4(7)
C11 P1 C21 C26 146.4(7)
Au1 P1 C21 C26 24.9(8)
C26 C21 C22 C23 -0.8(14)
P1 C21 C22 C23 178.7(8)
C21 C22 C23 C24 -0.5(16)
C22 C23 C24 C25 1.2(19)
C23 C24 C25 C26 -0.5(18)
C24 C25 C26 C21 -0.9(16)
C22 C21 C26 C25 1.5(14)
P1 C21 C26 C25 -178.0(8)
C21 P1 C31 C36 -13.9(8)
C11 P1 C31 C36 97.6(8)
Au1 P1 C31 C36 -141.4(7)
C21 P1 C31 C32 166.6(6)
C11 P1 C31 C32 -81.8(7)
Au1 P1 C31 C32 39.1(7)
C36 C31 C32 C33 -2.6(13)
P1 C31 C32 C33 176.9(7)
C31 C32 C33 C34 2.0(15)
C32 C33 C34 C35 -0.7(17)
C33 C34 C35 C36 0.1(17)
C32 C31 C36 C35 2.1(14)
P1 C31 C36 C35 -177.4(8)
C34 C35 C36 C31 -0.9(17)
N42 Au1 S1 C41 -0.6(3)
Au1 S1 C41 N46 -178.7(6)
Au1 S1 C41 N42 1.4(7)
N46 C41 N42 C43 -1.4(13)
S1 C41 N42 C43 178.4(7)
N46 C41 N42 Au1 179.2(8)
S1 C41 N42 Au1 -1.0(5)
P1 Au1 N42 C43 1(2)
S1 Au1 N42 C43 -177(2)
P1 Au1 N42 C41 178.7(4)
S1 Au1 N42 C41 0.8(4)
C41 N42 C43 C44 -0.8(13)
Au1 N42 C43 C44 177.0(16)
C41 N42 C43 C431 178.5(8)
Au1 N42 C43 C431 -4(3)
N42 C43 C44 C45 2.1(15)
C431 C43 C44 C45 -177.1(10)
C43 C44 C45 N46 -1.3(15)
C43 C44 C45 C451 176.7(10)
N42 C41 N46 C45 2.2(13)
S1 C41 N46 C45 -177.6(7)
C44 C45 N46 C41 -0.7(14)
C451 C45 N46 C41 -178.9(9)
