#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:19:28 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178688 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/99/4079913.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_4079913
loop_
_publ_author_name
'Marchenko, Anatoliy P.'
'Koidan, Heorgiy N.'
'Hurieva, Anastasiya N.'
'Gutov, Oleksii V.'
'Kostyuk, Aleksandr N.'
'Tubaro, Cristina'
'Lollo, Samira'
'Lanza, Arianna'
'Nestola, Fabrizio'
'Biffis, Andrea'
_publ_section_title
;
 N-Phosphorylated Azolylidenes: Novel Ligands for Dinuclear Complexes of
 Coinage Metals
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              718
_journal_paper_doi               10.1021/om301051t
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C24 H46 Au2 N4 P2, 2(C F3 O3 S)'
_chemical_formula_sum            'C26 H46 Au2 F6 N4 O6 P2 S2'
_chemical_formula_weight         1144.69
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 99.207(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.0029(11)
_cell_length_b                   11.5009(15)
_cell_length_c                   21.177(3)
_cell_measurement_reflns_used    6841
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3.123
_cell_volume                     1924.0(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.889
_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  0.0660
_diffrn_reflns_av_sigmaI/netI    0.0944
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            38734
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.01
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    7.879
_exptl_absorpt_correction_T_max  0.2978
_exptl_absorpt_correction_T_min  0.1517
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRed, XShape'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.160
_refine_diff_density_max         1.293
_refine_diff_density_min         -1.640
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4136
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0280
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0039P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0493
_reflns_number_gt                2493
_reflns_number_total             4136
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om301051t_si_002.cif
_cod_data_source_block           1-Au
_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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4079913
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.1599(7) 0.8680(6) -0.0613(3) 0.0276(17) Uani 1 1 d .
C2 C -0.2360(8) 1.1048(7) 0.1564(3) 0.0392(18) Uani 1 1 d .
H2 H -0.2510 1.0703 0.1948 0.047 Uiso 1 1 calc R
C3 C 0.2945(8) 0.7932(6) -0.1353(3) 0.040(2) Uani 1 1 d .
H3 H 0.3568 0.7418 -0.1562 0.048 Uiso 1 1 calc R
C4 C 0.2797(8) 0.6696(6) -0.0386(3) 0.046(2) Uani 1 1 d .
H4A H 0.3444 0.6169 -0.0602 0.070 Uiso 1 1 calc R
H4B H 0.1743 0.6338 -0.0336 0.070 Uiso 1 1 calc R
H4C H 0.3422 0.6882 0.0027 0.070 Uiso 1 1 calc R
C5 C -0.2128(8) 0.8133(6) 0.1240(3) 0.0358(19) Uani 1 1 d .
C6 C 0.1321(8) 0.9392(6) 0.1823(3) 0.0306(18) Uani 1 1 d .
C7 C -0.3645(8) 0.8450(7) 0.0746(4) 0.071(3) Uani 1 1 d .
H7A H -0.3313 0.8484 0.0330 0.106 Uiso 1 1 calc R
H7B H -0.4072 0.9195 0.0849 0.106 Uiso 1 1 calc R
H7C H -0.4512 0.7873 0.0745 0.106 Uiso 1 1 calc R
C8 C -0.2679(9) 0.8058(6) 0.1893(3) 0.070(3) Uani 1 1 d .
H8A H -0.1721 0.7864 0.2210 0.105 Uiso 1 1 calc R
H8B H -0.3531 0.7468 0.1886 0.105 Uiso 1 1 calc R
H8C H -0.3132 0.8794 0.1997 0.105 Uiso 1 1 calc R
C9 C -0.1465(9) 0.6922(6) 0.1087(3) 0.053(2) Uani 1 1 d .
H9A H -0.1115 0.6939 0.0674 0.079 Uiso 1 1 calc R
H9B H -0.2349 0.6358 0.1085 0.079 Uiso 1 1 calc R
H9C H -0.0519 0.6717 0.1406 0.079 Uiso 1 1 calc R
C10 C 0.0841(8) 0.9751(7) 0.2472(3) 0.060(2) Uani 1 1 d .
H10A H 0.0252 1.0481 0.2426 0.090 Uiso 1 1 calc R
H10B H 0.1850 0.9829 0.2782 0.090 Uiso 1 1 calc R
H10C H 0.0124 0.9168 0.2611 0.090 Uiso 1 1 calc R
C11 C 0.2540(8) 1.0309(6) 0.1620(3) 0.062(3) Uani 1 1 d .
H11A H 0.2857 1.0088 0.1218 0.093 Uiso 1 1 calc R
H11B H 0.3535 1.0358 0.1939 0.093 Uiso 1 1 calc R
H11C H 0.1988 1.1052 0.1576 0.093 Uiso 1 1 calc R
C12 C 0.2247(9) 0.8264(6) 0.1896(3) 0.058(2) Uani 1 1 d .
H12A H 0.2547 0.8039 0.1493 0.088 Uiso 1 1 calc R
H12B H 0.1536 0.7679 0.2038 0.088 Uiso 1 1 calc R
H12C H 0.3256 0.8349 0.2206 0.088 Uiso 1 1 calc R
C13 C 0.2195(13) 0.4094(11) 0.1005(5) 0.084(3) Uani 1 1 d .
Au1 Au 0.06007(3) 0.88998(2) 0.021776(12) 0.02879(8) Uani 1 1 d .
F1 F 0.1441(10) 0.3407(6) 0.1336(3) 0.164(3) Uani 1 1 d .
F2 F 0.2803(7) 0.3573(7) 0.0591(3) 0.162(3) Uani 1 1 d .
F3 F 0.0952(8) 0.4755(7) 0.0702(4) 0.180(4) Uani 1 1 d .
N1 N -0.1473(6) 1.0574(4) 0.1109(2) 0.0262(14) Uani 1 1 d .
N2 N 0.2462(6) 0.7771(5) -0.0766(2) 0.0305(15) Uani 1 1 d .
O1 O 0.4156(9) 0.5847(7) 0.1085(3) 0.148(3) Uani 1 1 d .
O2 O 0.5092(8) 0.4235(7) 0.1724(3) 0.166(4) Uani 1 1 d .
O3 O 0.2876(7) 0.5422(4) 0.1989(3) 0.084(2) Uani 1 1 d .
P1 P -0.0446(2) 0.92207(14) 0.11525(8) 0.0262(5) Uani 1 1 d .
S1 S 0.3755(3) 0.50181(19) 0.15104(9) 0.0439(5) 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'
Au Au -2.0133 8.8022 '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 0.0060 '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'
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
N2 C1 N1 106.8(5) . 3_575
N2 C1 Au1 126.6(5) . .
N1 C1 Au1 126.6(5) 3_575 .
C3 C2 N1 107.9(6) 3_575 .
C2 C3 N2 107.0(6) 3_575 .
C7 C5 C8 109.0(6) . .
C7 C5 C9 109.7(6) . .
C8 C5 C9 107.4(6) . .
C7 C5 P1 106.3(5) . .
C8 C5 P1 116.5(5) . .
C9 C5 P1 107.8(5) . .
C12 C6 C10 109.3(6) . .
C12 C6 C11 107.3(6) . .
C10 C6 C11 108.9(6) . .
C12 C6 P1 107.1(5) . .
C10 C6 P1 116.4(5) . .
C11 C6 P1 107.4(4) . .
F2 C13 F1 111.6(11) . .
F2 C13 F3 106.6(11) . .
F1 C13 F3 103.7(9) . .
F2 C13 S1 112.8(7) . .
F1 C13 S1 112.0(8) . .
F3 C13 S1 109.5(8) . .
C1 Au1 P1 177.46(19) . .
C1 Au1 Au1 89.40(19) . 3_575
P1 Au1 Au1 89.16(4) . 3_575
C1 N1 C2 107.8(5) 3_575 .
C1 N1 P1 125.6(4) 3_575 .
C2 N1 P1 126.5(5) . .
C1 N2 C3 110.5(6) . .
C1 N2 C4 125.8(5) . .
C3 N2 C4 123.7(6) . .
N1 P1 C6 103.9(3) . .
N1 P1 C5 105.1(3) . .
C6 P1 C5 118.1(3) . .
N1 P1 Au1 109.21(18) . .
C6 P1 Au1 109.8(2) . .
C5 P1 Au1 110.2(2) . .
O1 S1 O3 116.0(4) . .
O1 S1 O2 113.8(5) . .
O3 S1 O2 114.9(4) . .
O1 S1 C13 103.0(5) . .
O3 S1 C13 103.8(4) . .
O2 S1 C13 103.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.321(7) .
C1 N1 1.348(7) 3_575
C1 Au1 2.061(6) .
C2 C3 1.314(8) 3_575
C2 N1 1.397(7) .
C3 C2 1.314(8) 3_575
C3 N2 1.372(7) .
C4 N2 1.477(7) .
C5 C7 1.515(8) .
C5 C8 1.521(8) .
C5 C9 1.542(8) .
C5 P1 1.869(7) .
C6 C12 1.490(8) .
C6 C10 1.541(8) .
C6 C11 1.544(8) .
C6 P1 1.847(6) .
C13 F2 1.225(10) .
C13 F1 1.271(10) .
C13 F3 1.332(12) .
C13 S1 1.846(10) .
Au1 P1 2.2993(16) .
Au1 Au1 2.8098(6) 3_575
N1 C1 1.348(7) 3_575
N1 P1 1.755(5) .
O1 S1 1.385(6) .
O2 S1 1.416(6) .
O3 S1 1.402(5) .
