#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/75/2017528.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_2017528
loop_
_publ_author_name
'Rychlewska, Urszula'
'Warzajtis, Beata'
'Glisic, Biljana D.'
'Rajkovic, Snezana'
'Djuran, Miloš'
_publ_section_title
;
 Crystallographic evidence of Gly-<small>D</small>,<small>L</small>-Met
 oxidation to its sulfoxide in the presence of gold(III): solid
 solution of the racemic mixture of two diastereoisomers
;
_journal_coeditor_code           SQ3231
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m51
_journal_page_last               m54
_journal_paper_doi               10.1107/S0108270110001666
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '(C7 H15 N2 O4 S) [Au Cl4]'
_chemical_formula_moiety         'C7 H15 N2 O4 S + , Au Cl4 -'
_chemical_formula_sum            'C7 H15 Au Cl4 N2 O4 S'
_chemical_formula_weight         562.04
_chemical_name_common
;
glycyl-methionine sulfoxide hydrogen tetrachloroaurate
;
_chemical_name_systematic
;({(1S,R)-1-carboxy-3-[(R,S)-methylsulfinyl]propyl}aminocarbonyl)methanaminium
 tetrachloridoaurate(III)
;
_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_creation_method           SHELXL97
_cell_angle_alpha                95.281(4)
_cell_angle_beta                 107.222(6)
_cell_angle_gamma                92.001(4)
_cell_formula_units_Z            2
_cell_length_a                   7.6250(5)
_cell_length_b                   10.2576(4)
_cell_length_c                   10.7160(7)
_cell_measurement_reflns_used    10055
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.5526
_cell_measurement_theta_min      1.9820
_cell_volume                     795.46(8)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2007)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_molecular_graphics
;
Stereochemical Workstation Operation Manual (Siemens, 1989) and
Mercury (Bruno et al.,  2002)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Kuma KM-4 CCD κ-geometry'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_sigmaI/netI    0.0147
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5656
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.67
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    10.058
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.909
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      1.229
_refine_ls_R_factor_all          0.0168
_refine_ls_R_factor_gt           0.0159
_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)+(0.0223P)²+1.1866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0411
_refine_ls_wR_factor_ref         0.0415
_reflns_number_gt                2650
_reflns_number_total             2756
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq3231.cif
_cod_data_source_block           I
_cod_database_code               2017528
_cod_database_fobs_code          2017528
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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
Au Au1 0.437403(18) 0.679448(13) 0.032005(13) 0.01635(6) Uani d . 1 . .
Cl Cl1 0.15424(14) 0.72917(11) 0.04329(11) 0.0290(2) Uani d . 1 . .
Cl Cl2 0.33202(13) 0.67455(10) -0.19127(9) 0.0237(2) Uani d . 1 . .
Cl Cl3 0.54176(14) 0.68106(12) 0.25560(10) 0.0295(2) Uani d . 1 . .
Cl Cl4 0.72384(13) 0.63911(10) 0.01723(9) 0.0230(2) Uani d . 1 . .
N N1 -0.0180(5) 0.5924(3) 0.3259(3) 0.0240(7) Uani d . 1 . .
H H11N -0.1338 0.5533 0.2946 0.036 Uiso calc R 1 . .
H H12N -0.0183 0.6750 0.3013 0.036 Uiso calc R 1 . .
H H13N 0.0206 0.5965 0.4152 0.036 Uiso calc R 1 . .
C C1 0.1080(6) 0.5151(4) 0.2717(4) 0.0232(9) Uani d . 1 . .
H H11 0.2179 0.5714 0.2754 0.028 Uiso calc R 1 . .
H H12 0.0453 0.4826 0.1786 0.028 Uiso calc R 1 . .
C C2 0.1663(5) 0.3999(4) 0.3504(4) 0.0223(9) Uani d . 1 A .
O O2 0.0941(4) 0.3706(3) 0.4326(3) 0.0311(7) Uani d D 1 . .
N N2 0.2970(5) 0.3336(4) 0.3197(4) 0.0281(8) Uani d D 1 . .
H H2N 0.3459 0.3624 0.2618 0.034 Uiso d R 1 A .
C C4 0.5671(6) 0.2324(5) 0.4509(4) 0.0289(10) Uani d D 1 . .
O O3 0.6539(4) 0.3361(3) 0.4829(3) 0.0316(7) Uani d D 1 A .
O O4 0.6382(5) 0.1179(4) 0.4763(4) 0.0488(10) Uani d D 1 A .
H H4O 0.7405 0.1305 0.5347 0.073 Uiso calc R 1 . .
C C3 0.3608(7) 0.2124(6) 0.3737(5) 0.0225(13) Uani d PD 0.77 A 1
H H3A 0.2944 0.1968 0.4392 0.027 Uiso calc PR 0.77 A 1
C C5 0.3143(8) 0.0920(6) 0.2721(6) 0.0273(13) Uani d PD 0.77 A 1
H H51 0.3651 0.0148 0.3159 0.033 Uiso calc PR 0.77 A 1
H H52 0.3756 0.1052 0.2043 0.033 Uiso calc PR 0.77 A 1
C C6 0.1082(7) 0.0624(5) 0.2045(5) 0.0277(12) Uani d PD 0.77 A 1
H H61 0.0907 -0.0071 0.1305 0.033 Uiso calc PR 0.77 A 1
H H62 0.0546 0.1421 0.1676 0.033 Uiso calc PR 0.77 A 1
S S1 -0.01353(19) 0.00961(14) 0.31427(15) 0.0289(3) Uani d PD 0.77 A 1
C C7 -0.2359(9) -0.0187(7) 0.1908(8) 0.0343(19) Uani d PD 0.77 A 1
H H71 -0.2276 -0.0839 0.1203 0.051 Uiso calc PR 0.77 A 1
H H72 -0.2739 0.0637 0.1545 0.051 Uiso calc PR 0.77 A 1
H H73 -0.3267 -0.0513 0.2308 0.051 Uiso calc PR 0.77 A 1
O O7 0.0469(10) -0.1271(5) 0.3446(6) 0.0315(16) Uani d PD 0.77 A 1
C C3' 0.3536(16) 0.2337(15) 0.405(2) 0.037(3) Uiso d PD 0.23 A 2
H H3A' 0.3008 0.2409 0.4799 0.044 Uiso calc PR 0.23 A 2
C C5' 0.285(2) 0.1020(15) 0.311(2) 0.037(3) Uiso d PD 0.23 A 2
H H51' 0.3218 0.1028 0.2299 0.044 Uiso calc PR 0.23 A 2
H H52' 0.3323 0.0247 0.3556 0.044 Uiso calc PR 0.23 A 2
S S1' -0.0288(7) -0.0543(4) 0.2123(5) 0.0352(12) Uani d PD 0.23 A 2
C C6' 0.077(2) 0.1027(15) 0.280(2) 0.037(3) Uiso d PD 0.23 A 2
H H61' 0.0293 0.1676 0.2178 0.044 Uiso calc PR 0.23 A 2
H H62' 0.0456 0.1291 0.3622 0.044 Uiso calc PR 0.23 A 2
C C7' -0.261(2) -0.023(3) 0.222(3) 0.037(3) Uiso d PD 0.23 A 2
H H71' -0.3507 -0.0873 0.1604 0.055 Uiso calc PR 0.23 A 2
H H72' -0.2903 0.0656 0.1995 0.055 Uiso calc PR 0.23 A 2
H H73' -0.2648 -0.0311 0.3117 0.055 Uiso calc PR 0.23 A 2
O O7' 0.042(4) -0.147(2) 0.316(3) 0.037(3) Uiso d PD 0.23 A 2
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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 Au1 Cl2 . . 89.53(4) ?
Cl1 Au1 Cl4 . . 177.23(4) ?
Cl2 Au1 Cl4 . . 89.40(4) ?
Cl1 Au1 Cl3 . . 90.47(4) ?
Cl2 Au1 Cl3 . . 179.14(4) ?
Cl4 Au1 Cl3 . . 90.64(4) ?
C1 N1 H11N . . 109.5 ?
C1 N1 H12N . . 109.5 ?
H11N N1 H12N . . 109.5 ?
C1 N1 H13N . . 109.5 ?
H11N N1 H13N . . 109.5 ?
H12N N1 H13N . . 109.5 ?
N1 C1 C2 . . 109.9(3) ?
N1 C1 H11 . . 109.7 ?
C2 C1 H11 . . 109.7 ?
N1 C1 H12 . . 109.7 ?
C2 C1 H12 . . 109.7 ?
H11 C1 H12 . . 108.2 ?
O2 C2 N2 . . 123.9(4) ?
O2 C2 C1 . . 121.7(4) ?
N2 C2 C1 . . 114.4(3) ?
C2 N2 C3' . . 110.8(8) ?
C2 N2 C3 . . 123.5(4) ?
C2 N2 H2N . . 118.8 ?
C3' N2 H2N . . 129.8 ?
C3 N2 H2N . . 117.7 ?
O3 C4 O4 . . 123.9(4) ?
O3 C4 C3 . . 125.4(4) ?
O4 C4 C3 . . 110.7(4) ?
O3 C4 C3' . . 117.6(7) ?
O4 C4 C3' . . 117.1(7) ?
C4 O4 H4O . . 109.5 ?
N2 C3 C5 . . 113.8(4) ?
N2 C3 C4 . . 109.5(4) ?
C5 C3 C4 . . 113.3(4) ?
N2 C3 H3A . . 106.6 ?
C5 C3 H3A . . 106.6 ?
C4 C3 H3A . . 106.6 ?
C3 C5 C6 . . 114.1(5) ?
C3 C5 H51 . . 108.7 ?
C6 C5 H51 . . 108.7 ?
C3 C5 H52 . . 108.7 ?
C6 C5 H52 . . 108.7 ?
H51 C5 H52 . . 107.6 ?
C5 C6 S1 . . 112.9(4) ?
C5 C6 H61 . . 109.0 ?
S1 C6 H61 . . 109.0 ?
C5 C6 H62 . . 109.0 ?
S1 C6 H62 . . 109.0 ?
H61 C6 H62 . . 107.8 ?
O7 S1 C6 . . 106.3(3) ?
O7 S1 C7 . . 104.7(3) ?
C6 S1 C7 . . 95.7(3) ?
N2 C3' C4 . . 110.3(12) ?
N2 C3' C5' . . 103.6(14) ?
C4 C3' C5' . . 105.0(10) ?
N2 C3' H3A' . . 112.4 ?
C4 C3' H3A' . . 112.4 ?
C5' C3' H3A' . . 112.4 ?
C6' C5' C3' . . 102.3(12) ?
C6' C5' H51' . . 111.3 ?
C3' C5' H51' . . 111.3 ?
C6' C5' H52' . . 111.3 ?
C3' C5' H52' . . 111.3 ?
H51' C5' H52' . . 109.2 ?
O7' S1' C6' . . 106.6(11) ?
O7' S1' C7' . . 103.8(12) ?
C6' S1' C7' . . 97.4(10) ?
C5' C6' S1' . . 110.6(11) ?
C5' C6' H61' . . 109.5 ?
S1' C6' H61' . . 109.5 ?
C5' C6' H62' . . 109.5 ?
S1' C6' H62' . . 109.5 ?
H61' C6' H62' . . 108.1 ?
S1' C7' H71' . . 109.5 ?
S1' C7' H72' . . 109.5 ?
H71' C7' H72' . . 109.5 ?
S1' C7' H73' . . 109.5 ?
H71' C7' H73' . . 109.5 ?
H72' C7' H73' . . 109.5 ?
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 Cl1 . 2.2709(10) ?
Au1 Cl2 . 2.2824(10) ?
Au1 Cl4 . 2.2852(9) ?
Au1 Cl3 . 2.2885(10) ?
N1 C1 . 1.479(5) ?
N1 H11N . 0.9100 ?
N1 H12N . 0.9100 ?
N1 H13N . 0.9100 ?
C1 C2 . 1.517(5) ?
C1 H11 . 0.9900 ?
C1 H12 . 0.9900 ?
C2 O2 . 1.222(5) ?
C2 N2 . 1.328(5) ?
N2 C3' . 1.427(18) ?
N2 C3 . 1.457(6) ?
N2 H2N . 0.8800 ?
C4 O3 . 1.199(5) ?
C4 O4 . 1.328(6) ?
C4 C3 . 1.542(6) ?
C4 C3' . 1.556(12) ?
O4 H4O . 0.8400 ?
C3 C5 . 1.527(7) ?
C3 H3A . 1.0000 ?
C5 C6 . 1.529(7) ?
C5 H51 . 0.9900 ?
C5 H52 . 0.9900 ?
C6 S1 . 1.808(6) ?
C6 H61 . 0.9900 ?
C6 H62 . 0.9900 ?
S1 O7 . 1.525(5) ?
S1 C7 . 1.810(7) ?
C7 H71 . 0.9800 ?
C7 H72 . 0.9800 ?
C7 H73 . 0.9800 ?
C3' C5' . 1.582(17) ?
C3' H3A' . 1.0000 ?
C5' C6' . 1.521(17) ?
C5' H51' . 0.9900 ?
C5' H52' . 0.9900 ?
S1' O7' . 1.519(17) ?
S1' C6' . 1.766(14) ?
S1' C7' . 1.840(17) ?
C6' H61' . 0.9900 ?
C6' H62' . 0.9900 ?
C7' H71' . 0.9800 ?
C7' H72' . 0.9800 ?
C7' H73' . 0.9800 ?
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
N1 H11N Cl2 2_565 0.91 2.69 3.476(4) 144.5
N1 H11N Cl3 1_455 0.91 2.78 3.392(3) 125.7
N1 H12N O7 1_565 0.91 2.05 2.881(7) 151.2
N1 H13N O2 2_566 0.91 2.07 2.811(4) 137.2
N1 H13N O3 2_666 0.91 2.44 2.942(5) 114.7
N2 H2N Cl2 2_665 0.88 2.80 3.493(4) 136.4
N2 H2N Cl4 2_665 0.88 2.88 3.604(4) 141.2
O4 H4O O7 2_656 0.84 1.75 2.585(7) 170.1
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 O2 . . . . 9.4(5) ?
N1 C1 C2 N2 . . . . -172.2(3) ?
O2 C2 N2 C3' . . . . -6.1(8) ?
C1 C2 N2 C3' . . . . 175.5(7) ?
O2 C2 N2 C3 . . . . 4.5(7) ?
C1 C2 N2 C3 . . . . -173.8(4) ?
C2 N2 C3 C5 . . . . 113.2(5) y
C2 N2 C3 C4 . . . . -118.8(5) ?
O3 C4 C3 N2 . . . . 12.9(7) ?
O4 C4 C3 N2 . . . . -166.3(4) ?
O3 C4 C3 C5 . . . . 141.1(5) ?
O4 C4 C3 C5 . . . . -38.1(6) ?
N2 C3 C5 C6 . . . . -60.0(6) y
C4 C3 C5 C6 . . . . 174.0(4) ?
C3 C5 C6 S1 . . . . -68.1(5) y
C5 C6 S1 O7 . . . . -70.3(5) y
C5 C6 S1 C7 . . . . -177.5(5) y
C2 N2 C3' C4 . . . . -135.7(9) ?
C2 N2 C3' C5' . . . . 112.4(11) y
O3 C4 C3' N2 . . . . 43.1(15) ?
O4 C4 C3' N2 . . . . -149.7(8) ?
O3 C4 C3' C5' . . . . 154.1(12) ?
O4 C4 C3' C5' . . . . -38.7(17) ?
N2 C3' C5' C6' . . . . -69.7(17) y
C4 C3' C5' C6' . . . . 174.6(15) ?
C3' C5' C6' S1' . . . . -164.6(15) y
O7' S1' C6' C5' . . . . 62(2) y
C7' S1' C6' C5' . . . . 169.1(18) y
