# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_final_hklf5_part_abs
_audit_creation_method SHELXL-97
_chemical_name_systematic
'(methoxy(thiophen-2-yl)methylidene) gold(I) chloride'
_chemical_name_common
'(methoxy(thiophen-2-yl)methylidene) gold(I) chloride'
_chemical_formula_moiety C6H6Au1Cl1O1S1
_chemical_formula_sum C6H6Au1Cl1O1S1
_exptl_crystal_recrystallization_method 'DCM solution layered with hexanes'
_chemical_melting_point ?
_exptl_crystal_description Needle
_exptl_crystal_colour red
_diffrn_ambient_temperature 100(2)
_chemical_formula_weight 358.60
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'
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'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_int_tables_number 14
_chemical_absolute_configuration ?
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'
_cell_length_a 9.4467(3)
_cell_length_b 13.4936(4)
_cell_length_c 6.5606(2)
_cell_angle_alpha 90.00
_cell_angle_beta 95.045(2)
_cell_angle_gamma 90.00
_cell_volume 833.04(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 7976
_cell_measurement_theta_min 2.16
_cell_measurement_theta_max 32.57
_exptl_crystal_size_min 0.03
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_max 0.47
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.859
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 648
_exptl_absorpt_coefficient_mu 18.158
_exptl_absorpt_correction_type empirical
_exptl_absorpt_correction_T_min 0.036167
_exptl_absorpt_correction_T_max 0.114928
_exptl_absorpt_process_details
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2008/4'
_exptl_special_details
;
?
;
_diffrn_radiation_probe x-ray
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 3023
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0296
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_theta_min 2.16
_diffrn_reflns_theta_max 34.72
_reflns_number_total 3023
_reflns_number_gt 2334
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker APEX2'
_computing_data_reduction 'Bruker APEX2'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep 3v2'
_computing_publication_material 'Ortep 3v2'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The measured crystal was a twin with the following twin law:
[1 0 0.25 0 -1 0 0 0 -1] and twin ratio of 90:10.
With Cell now, the unit cells and orientations were found, integrated with
the APEX2 software and with Sadabs the absorbtion correction was applied.
The crystal structure was solved using only the reflection from the larger
fraction.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.3878P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3023
_refine_ls_number_parameters 109
_refine_ls_number_restraints 72
_refine_ls_R_factor_all 0.0365
_refine_ls_R_factor_gt 0.0231
_refine_ls_wR_factor_ref 0.0649
_refine_ls_wR_factor_gt 0.0611
_refine_ls_goodness_of_fit_ref 1.073
_refine_ls_restrained_S_all 1.061
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.743797(13) 0.752154(10) 0.70130(2) 0.01755(5) Uani 1 1 d . . .
Cl1 Cl 0.58317(9) 0.88054(7) 0.68343(16) 0.02221(18) Uani 1 1 d . . .
S1A S 1.14243(12) 0.55069(9) 0.7739(2) 0.0253(3) Uani 0.909(4) 1 d PDU A 1
C1A C 1.2871(6) 0.6259(5) 0.787(3) 0.0239(10) Uani 0.909(4) 1 d PDU A 1
H1A H 1.3818 0.6016 0.8052 0.029 Uiso 0.909(4) 1 calc PR A 1
C2A C 1.2555(5) 0.7230(5) 0.7689(15) 0.0245(11) Uani 0.909(4) 1 d PDU A 1
H2A H 1.3255 0.7737 0.7741 0.029 Uiso 0.909(4) 1 calc PR A 1
C3A C 1.1044(5) 0.7428(5) 0.7409(8) 0.0236(9) Uani 0.909(4) 1 d PDU A 1
H3A H 1.0620 0.8065 0.7258 0.028 Uiso 0.909(4) 1 calc PR A 1
C4A C 1.0303(5) 0.6519(4) 0.7396(7) 0.0173(11) Uani 0.909(4) 1 d PDU A 1
S1B S 1.1007(15) 0.7816(11) 0.746(3) 0.0253(3) Uani 0.091(4) 1 d PDU A 2
C1B C 1.270(3) 0.738(3) 0.75(2) 0.0239(10) Uani 0.091(4) 1 d PDU A 2
H1B H 1.3507 0.7789 0.7403 0.029 Uiso 0.091(4) 1 calc PR A 2
C2B C 1.278(4) 0.639(3) 0.78(3) 0.0245(11) Uani 0.091(4) 1 d PDU A 2
H2B H 1.3655 0.6039 0.8045 0.029 Uiso 0.091(4) 1 calc PR A 2
C3B C 1.140(5) 0.590(2) 0.763(9) 0.0236(9) Uani 0.091(4) 1 d PDU A 2
H3B H 1.1236 0.5214 0.7440 0.028 Uiso 0.091(4) 1 calc PR A 2
C4B C 1.036(4) 0.663(2) 0.780(11) 0.0173(11) Uani 0.091(4) 1 d PDU A 2
O1 O 0.8428(3) 0.5474(2) 0.7157(5) 0.0219(5) Uani 1 1 d . A .
C5 C 0.8789(4) 0.6406(3) 0.7194(6) 0.0194(7) Uani 1 1 d . . .
C6 C 0.6929(4) 0.5219(3) 0.6983(7) 0.0247(8) Uani 1 1 d . . .
H6A H 0.6435 0.5595 0.5858 0.037 Uiso 1 1 calc R A .
H6B H 0.6522 0.5381 0.8265 0.037 Uiso 1 1 calc R . .
H6C H 0.6819 0.4508 0.6708 0.037 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.01449(8) 0.01646(7) 0.02176(8) 0.00052(6) 0.00189(6) 0.00054(5)
Cl1 0.0173(4) 0.0191(4) 0.0302(4) 0.0007(4) 0.0020(4) 0.0039(3)
S1A 0.0198(5) 0.0241(6) 0.0319(6) 0.0008(6) 0.0020(4) 0.0049(5)
C1A 0.0155(17) 0.031(3) 0.025(3) 0.002(3) 0.001(2) 0.0035(17)
C2A 0.020(2) 0.028(2) 0.026(3) 0.000(2) 0.005(2) 0.0000(16)
C3A 0.0156(19) 0.036(3) 0.0195(19) 0.002(2) 0.0020(16) 0.0023(19)
C4A 0.0194(16) 0.0189(18) 0.014(3) -0.0029(16) 0.0024(16) 0.0026(14)
S1B 0.0198(5) 0.0241(6) 0.0319(6) 0.0008(6) 0.0020(4) 0.0049(5)
C1B 0.0155(17) 0.031(3) 0.025(3) 0.002(3) 0.001(2) 0.0035(17)
C2B 0.020(2) 0.028(2) 0.026(3) 0.000(2) 0.005(2) 0.0000(16)
C3B 0.0156(19) 0.036(3) 0.0195(19) 0.002(2) 0.0020(16) 0.0023(19)
C4B 0.0194(16) 0.0189(18) 0.014(3) -0.0029(16) 0.0024(16) 0.0026(14)
O1 0.0195(12) 0.0189(13) 0.0278(14) -0.0003(12) 0.0052(11) -0.0013(10)
C5 0.0214(17) 0.0215(18) 0.0157(16) -0.0008(15) 0.0031(14) 0.0009(14)
C6 0.0191(18) 0.0216(19) 0.034(2) -0.0021(18) 0.0045(17) -0.0051(14)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C5 1.970(4) . ?
Au1 Cl1 2.2991(9) . ?
Au1 Au1 3.2808 4_575 ?
Au1 Au1 3.28083(11) 4_576 ?
S1A C1A 1.698(6) . ?
S1A C4A 1.731(5) . ?
C1A C2A 1.348(7) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.448(7) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.412(7) . ?
C3A H3A 0.9500 . ?
C4A C5 1.432(6) . ?
S1B C1B 1.70(2) . ?
S1B C4B 1.73(2) . ?
C1B C2B 1.350(19) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.45(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.41(2) . ?
C3B H3B 0.9500 . ?
C4B C5 1.53(4) . ?
O1 C5 1.304(4) . ?
O1 C6 1.452(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
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
_geom_angle_publ_flag
C5 Au1 Cl1 178.91(11) . . ?
C5 Au1 Au1 89.41(11) . 4_575 ?
Cl1 Au1 Au1 91.17(3) . 4_575 ?
C5 Au1 Au1 89.04(11) . 4_576 ?
Cl1 Au1 Au1 90.36(3) . 4_576 ?
Au1 Au1 Au1 177.969(9) 4_575 4_576 ?
C1A S1A C4A 90.9(2) . . ?
C2A C1A S1A 113.9(4) . . ?
C2A C1A H1A 123.0 . . ?
S1A C1A H1A 123.0 . . ?
C1A C2A C3A 113.5(5) . . ?
C1A C2A H2A 123.2 . . ?
C3A C2A H2A 123.2 . . ?
C4A C3A C2A 108.9(5) . . ?
C4A C3A H3A 125.6 . . ?
C2A C3A H3A 125.6 . . ?
C3A C4A C5 125.7(4) . . ?
C3A C4A S1A 112.8(3) . . ?
C5 C4A S1A 121.5(3) . . ?
C1B S1B C4B 91.1(14) . . ?
C2B C1B S1B 113(2) . . ?
C2B C1B H1B 123.6 . . ?
S1B C1B H1B 123.6 . . ?
C1B C2B C3B 113(2) . . ?
C1B C2B H2B 123.3 . . ?
C3B C2B H2B 123.3 . . ?
C4B C3B C2B 108(2) . . ?
C4B C3B H3B 125.9 . . ?
C2B C3B H3B 125.9 . . ?
C3B C4B C5 121(3) . . ?
C3B C4B S1B 112.2(17) . . ?
C5 C4B S1B 120(3) . . ?
C5 O1 C6 118.8(3) . . ?
O1 C5 C4A 111.2(3) . . ?
O1 C5 C4B 116.4(12) . . ?
C4A C5 C4B 11(2) . . ?
O1 C5 Au1 124.7(3) . . ?
C4A C5 Au1 124.1(3) . . ?
C4B C5 Au1 118.0(12) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
_diffrn_measured_fraction_theta_max 0.841
_diffrn_reflns_theta_full 30.50
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max 1.323
_refine_diff_density_min -1.268
_refine_diff_density_rms 0.210
_database_code_depnum_ccdc_archive 'CCDC 962460'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_sadpbca
_audit_creation_method SHELXL-97
_chemical_name_systematic
'(methoxy(furan-2-yl)methylidene) gold(I) chloride'
_chemical_name_common
'(methoxy(furan-2-yl)methylidene) gold(I) chloride'
_chemical_formula_moiety 'C6 H6 Au1 Cl1 O2 '
_chemical_formula_sum 'C6 H6 Au1 Cl1 O2 '
_exptl_crystal_recrystallization_method 'DCM solution layered with hexane at 0C'
_chemical_melting_point ?
_exptl_crystal_description Needles
_exptl_crystal_colour Red
_diffrn_ambient_temperature 100(2)
_chemical_formula_weight 342.53
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'
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'
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P b c a'
_symmetry_int_tables_number 61
_chemical_absolute_configuration ?
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 11.6474(6)
_cell_length_b 6.5160(3)
_cell_length_c 19.9970(10)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1517.66(13)
_cell_formula_units_Z 8
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 8224
_cell_measurement_theta_min 2.68
_cell_measurement_theta_max 30.39
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.02
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.998
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1232
_exptl_absorpt_coefficient_mu 19.670
_exptl_absorpt_correction_type empirical
_exptl_absorpt_correction_T_min 0.5785
_exptl_absorpt_correction_T_max 0.9525
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_special_details
;
?
;
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 21813
_diffrn_reflns_av_R_equivalents 0.0356
_diffrn_reflns_av_sigmaI/netI 0.0209
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_limit_l_max 27
_diffrn_reflns_theta_min 2.04
_diffrn_reflns_theta_max 30.52
_reflns_number_total 2255
_reflns_number_gt 1923
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep 3v2'
_computing_publication_material 'Ortep 3v2'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0048P)^2^+2.2019P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2255
_refine_ls_number_parameters 92
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0249
_refine_ls_R_factor_gt 0.0169
_refine_ls_wR_factor_ref 0.0278
_refine_ls_wR_factor_gt 0.0262
_refine_ls_goodness_of_fit_ref 1.051
_refine_ls_restrained_S_all 1.051
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.774419(9) 0.525502(13) 0.472237(5) 0.01409(3) Uani 1 1 d . . .
Cl1 Cl 0.85250(6) 0.44668(10) 0.57439(4) 0.02178(15) Uani 1 1 d . . .
O1 O 0.60138(16) 0.6134(3) 0.36917(9) 0.0155(4) Uani 1 1 d . . .
C2 C 0.7820(2) 0.6338(4) 0.32751(13) 0.0139(5) Uani 1 1 d . . .
C1 C 0.7104(2) 0.5953(4) 0.38370(14) 0.0148(5) Uani 1 1 d . . .
C6 C 0.5186(3) 0.5732(5) 0.42149(15) 0.0227(6) Uani 1 1 d . . .
H6A H 0.5313 0.4354 0.4397 0.034 Uiso 1 1 calc R . .
H6B H 0.4408 0.5820 0.4030 0.034 Uiso 1 1 calc R . .
H6C H 0.5275 0.6750 0.4572 0.034 Uiso 1 1 calc R . .
O2 O 0.73382(17) 0.6864(3) 0.26677(9) 0.0176(4) Uani 1 1 d . . .
C3 C 0.8993(2) 0.6280(4) 0.32164(15) 0.0169(6) Uani 1 1 d . . .
H3 H 0.9528 0.5944 0.3558 0.020 Uiso 1 1 calc R . .
C5 C 0.8231(3) 0.7146(4) 0.22453(15) 0.0212(6) Uani 1 1 d . . .
H5 H 0.8155 0.7532 0.1789 0.025 Uiso 1 1 calc R . .
C4 C 0.9247(3) 0.6811(4) 0.25550(16) 0.0216(6) Uani 1 1 d . . .
H4 H 0.9989 0.6915 0.2361 0.026 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.01715(5) 0.01538(4) 0.00974(6) -0.00051(4) -0.00160(4) 0.00100(4)
Cl1 0.0261(4) 0.0255(3) 0.0138(4) 0.0004(3) -0.0063(3) 0.0017(3)
O1 0.0117(10) 0.0226(9) 0.0123(10) 0.0016(7) 0.0007(8) -0.0006(7)
C2 0.0171(14) 0.0147(11) 0.0098(13) -0.0017(9) -0.0027(11) 0.0015(10)
C1 0.0168(15) 0.0112(10) 0.0163(14) -0.0025(9) -0.0015(11) 0.0005(9)
C6 0.0201(15) 0.0343(15) 0.0137(16) 0.0050(12) 0.0057(12) -0.0014(12)
O2 0.0204(11) 0.0221(9) 0.0103(10) 0.0019(7) -0.0001(8) 0.0014(8)
C3 0.0151(14) 0.0185(12) 0.0171(16) -0.0019(10) 0.0002(11) 0.0016(10)
C5 0.0300(16) 0.0219(13) 0.0118(16) 0.0018(11) 0.0063(14) -0.0005(11)
C4 0.0197(16) 0.0237(13) 0.0213(17) -0.0027(12) 0.0081(12) -0.0013(11)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 1.974(3) . ?
Au1 Cl1 2.2943(7) . ?
Au1 Au1 3.30729(15) 8_755 ?
Au1 Au1 3.30729(15) 8_765 ?
O1 C1 1.308(3) . ?
O1 C6 1.447(3) . ?
C2 C3 1.371(4) . ?
C2 O2 1.381(3) . ?
C2 C1 1.422(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
O2 C5 1.352(3) . ?
C3 C4 1.399(4) . ?
C3 H3 0.9500 . ?
C5 C4 1.354(4) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
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
_geom_angle_publ_flag
C1 Au1 Cl1 178.81(8) . . ?
C1 Au1 Au1 99.31(7) . 8_755 ?
Cl1 Au1 Au1 81.237(17) . 8_755 ?
C1 Au1 Au1 73.04(7) . 8_765 ?
Cl1 Au1 Au1 106.780(17) . 8_765 ?
Au1 Au1 Au1 160.192(7) 8_755 8_765 ?
C1 O1 C6 118.0(2) . . ?
C3 C2 O2 109.7(2) . . ?
C3 C2 C1 130.3(3) . . ?
O2 C2 C1 120.0(2) . . ?
O1 C1 C2 112.2(2) . . ?
O1 C1 Au1 125.9(2) . . ?
C2 C1 Au1 121.9(2) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 O2 C2 105.7(2) . . ?
C2 C3 C4 106.5(3) . . ?
C2 C3 H3 126.7 . . ?
C4 C3 H3 126.7 . . ?
O2 C5 C4 111.4(3) . . ?
O2 C5 H5 124.3 . . ?
C4 C5 H5 124.3 . . ?
C5 C4 C3 106.7(3) . . ?
C5 C4 H4 126.6 . . ?
C3 C4 H4 126.6 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 O1 C1 C2 178.5(2) . . . . ?
C6 O1 C1 Au1 -2.1(3) . . . . ?
C3 C2 C1 O1 -179.0(2) . . . . ?
O2 C2 C1 O1 0.9(3) . . . . ?
C3 C2 C1 Au1 1.5(4) . . . . ?
O2 C2 C1 Au1 -178.64(16) . . . . ?
Cl1 Au1 C1 O1 -165(3) . . . . ?
Au1 Au1 C1 O1 77.5(2) 8_755 . . . ?
Au1 Au1 C1 O1 -83.7(2) 8_765 . . . ?
Cl1 Au1 C1 C2 14(4) . . . . ?
Au1 Au1 C1 C2 -103.07(19) 8_755 . . . ?
Au1 Au1 C1 C2 95.71(19) 8_765 . . . ?
C3 C2 O2 C5 -0.8(3) . . . . ?
C1 C2 O2 C5 179.3(2) . . . . ?
O2 C2 C3 C4 0.8(3) . . . . ?
C1 C2 C3 C4 -179.3(3) . . . . ?
C2 O2 C5 C4 0.5(3) . . . . ?
O2 C5 C4 C3 0.0(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full 30.52
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max 0.745
_refine_diff_density_min -0.868
_refine_diff_density_rms 0.148
_database_code_depnum_ccdc_archive 'CCDC 962459'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_sadp-1
_audit_creation_method SHELXL-97
_chemical_name_systematic
'(amino(thiophen-2-yl)methylidene) gold(I) chloride'
_chemical_name_common
'(amino(thiophen-2-yl)methylidene) gold(I) chloride'
_chemical_formula_moiety 'C5 H5 Au1 Cl1 N1 S1'
_chemical_formula_sum 'C5 H5 Au1 Cl1 N1 S1'
_exptl_crystal_recrystallization_method 'DCM solution layered with hexanes'
_chemical_melting_point ?
_exptl_crystal_description Needle
_exptl_crystal_colour yellow
_diffrn_ambient_temperature 100(2)
_chemical_formula_weight 343.59
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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_int_tables_number 2
_chemical_absolute_configuration ?
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.054(3)
_cell_length_b 10.469(3)
_cell_length_c 13.322(4)
_cell_angle_alpha 73.798(5)
_cell_angle_beta 73.987(5)
_cell_angle_gamma 61.977(5)
_cell_volume 1171.2(5)
_cell_formula_units_Z 6
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 5877
_cell_measurement_theta_min 2.24
_cell_measurement_theta_max 34.83
_exptl_crystal_size_max 0.26
_exptl_crystal_size_mid 0.02
_exptl_crystal_size_min 0.02
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.923
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 924
_exptl_absorpt_coefficient_mu 19.360
_exptl_absorpt_correction_type empirical
_exptl_absorpt_correction_T_min 0.1598
_exptl_absorpt_correction_T_max 0.2740
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_special_details
;
?
;
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 18555
_diffrn_reflns_av_R_equivalents 0.0352
_diffrn_reflns_av_sigmaI/netI 0.0472
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_theta_min 1.62
_diffrn_reflns_theta_max 30.50
_reflns_number_total 6883
_reflns_number_gt 5597
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep 3v2'
_computing_publication_material 'Ortep 3v2'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0145P)^2^+0.9690P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6883
_refine_ls_number_parameters 286
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0414
_refine_ls_R_factor_gt 0.0276
_refine_ls_wR_factor_ref 0.0569
_refine_ls_wR_factor_gt 0.0533
_refine_ls_goodness_of_fit_ref 1.028
_refine_ls_restrained_S_all 1.028
_refine_ls_shift/su_max 0.005
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.7968(6) -0.0894(6) 0.7372(4) 0.0243(11) Uani 1 1 d . . .
Au1 Au 0.56335(2) 0.08145(2) 0.593283(16) 0.02139(5) Uani 1 1 d . . .
Au3 Au 0.70648(2) 0.44564(2) 0.741998(16) 0.01840(5) Uani 1 1 d . . .
Au2 Au 0.83250(2) 0.12830(2) 0.412521(17) 0.02214(5) Uani 1 1 d . F .
Cl3 Cl 0.92729(15) 0.43984(15) 0.76495(12) 0.0263(3) Uani 1 1 d . . .
Cl2 Cl 0.83353(15) 0.31778(16) 0.46899(12) 0.0285(3) Uani 1 1 d . . .
Cl1 Cl 0.35970(16) 0.28894(15) 0.53218(11) 0.0268(3) Uani 1 1 d . F .
N1 N 0.7843(5) -0.2212(5) 0.6270(4) 0.0258(10) Uani 1 1 d . . .
H1A H 0.8579 -0.2981 0.6565 0.031 Uiso 1 1 calc R F .
H1B H 0.7473 -0.2299 0.5779 0.031 Uiso 1 1 calc R . .
N2 N 0.9262(5) -0.1603(5) 0.3665(4) 0.0271(11) Uani 1 1 d . F .
H2A H 0.9280 -0.2218 0.3322 0.033 Uiso 1 1 calc R . .
H2B H 0.9854 -0.1930 0.4145 0.033 Uiso 1 1 calc R . .
C13 C 0.2692(6) 0.4153(6) 0.8055(4) 0.0172(10) Uani 1 1 d . E .
H13 H 0.2435 0.4064 0.7451 0.021 Uiso 1 1 calc R . .
C12 C 0.3982(6) 0.4384(6) 0.8049(4) 0.0182(10) Uani 1 1 d . . .
C11 C 0.5198(6) 0.4449(6) 0.7195(4) 0.0235(11) Uani 1 1 d . E .
C6 C 0.8370(6) -0.0222(6) 0.3467(4) 0.0230(11) Uani 1 1 d . . .
C7 C 0.7432(6) 0.0238(6) 0.2672(4) 0.0255(12) Uani 1 1 d . F .
C5 C 0.8518(7) 0.0043(8) 0.8602(5) 0.0350(15) Uani 1 1 d . . .
H5 H 0.8567 0.0619 0.9018 0.042 Uiso 1 1 calc R A 1
C14 C 0.1855(7) 0.4075(8) 0.9093(5) 0.0371(15) Uani 1 1 d . . .
H14 H 0.0967 0.3897 0.9276 0.045 Uiso 1 1 calc R E .
C4 C 0.9437(7) -0.1420(8) 0.8654(5) 0.0397(16) Uani 1 1 d . F .
H4 H 1.0140 -0.1972 0.9135 0.048 Uiso 1 1 calc R B 1
C15 C 0.2458(8) 0.4285(10) 0.9821(6) 0.054(2) Uani 1 1 d . E .
H15 H 0.2030 0.4251 1.0554 0.065 Uiso 1 1 calc R C 1
C1 C 0.7306(6) -0.0958(6) 0.6558(4) 0.0227(11) Uani 1 1 d . F .
C10 C 0.5464(8) 0.1747(9) 0.1655(6) 0.0475(19) Uani 1 1 d . . .
H10 H 0.4650 0.2589 0.1366 0.057 Uiso 1 1 calc R D 1
N3A N 0.5124(8) 0.4285(10) 0.6261(5) 0.0189(19) Uani 0.73(2) 1 d P E 1
H3AA H 0.4660 0.5060 0.5802 0.023 Uiso 0.73(2) 1 calc PR E 1
H3AB H 0.5540 0.3401 0.6100 0.023 Uiso 0.73(2) 1 calc PR E 1
S3A S 0.4023(5) 0.4605(6) 0.9281(4) 0.0315(11) Uani 0.73(2) 1 d P E 1
N3B N 0.474(2) 0.505(3) 0.6279(14) 0.022(5) Uiso 0.27(2) 1 d P E 2
H3BA H 0.4942 0.4501 0.5817 0.026 Uiso 0.27(2) 1 calc PR E 2
H3BB H 0.4235 0.6015 0.6123 0.026 Uiso 0.27(2) 1 calc PR E 2
S3B S 0.413(3) 0.416(4) 0.9232(15) 0.086(7) Uani 0.27(2) 1 d P E 2
S1A S 0.7320(4) 0.0736(4) 0.7767(3) 0.0303(8) Uani 0.745(8) 1 d P F 1
C3A C 0.923(4) -0.205(5) 0.789(3) 0.030(8) Uani 0.745(8) 1 d P F 1
H3A H 0.9805 -0.3032 0.7757 0.036 Uiso 0.745(8) 1 calc PR F 1
S1B S 0.925(3) -0.225(4) 0.807(3) 0.030(4) Uani 0.255(8) 1 d P F 2
C3B C 0.760(5) 0.042(4) 0.766(4) 0.022(10) Uiso 0.255(8) 1 d P F 2
H3B H 0.6937 0.1372 0.7360 0.026 Uiso 0.255(8) 1 calc PR F 2
S2A S 0.7602(6) -0.0695(5) 0.1762(4) 0.0284(9) Uani 0.626(7) 1 d P F 1
C8A C 0.600(4) 0.169(4) 0.251(3) 0.027(6) Uani 0.626(7) 1 d P F 1
H8A H 0.5563 0.2431 0.2939 0.033 Uiso 0.626(7) 1 calc PR F 1
S2B S 0.6190(19) 0.1856(17) 0.2475(14) 0.028(2) Uani 0.374(7) 1 d P F 2
C8B C 0.749(4) -0.070(4) 0.201(2) 0.028(9) Uiso 0.374(7) 1 d P F 2
H8B H 0.8095 -0.1723 0.2008 0.034 Uiso 0.374(7) 1 calc PR F 2
C9 C 0.6194(9) 0.0507(10) 0.1270(6) 0.054(2) Uani 1 1 d . F .
H9 H 0.5870 0.0363 0.0721 0.065 Uiso 1 1 calc R G 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.025(3) 0.030(3) 0.016(3) 0.001(2) -0.002(2) -0.014(2)
Au1 0.02019(10) 0.02420(11) 0.02145(11) 0.00029(8) -0.00580(8) -0.01193(9)
Au3 0.01501(9) 0.01994(10) 0.02299(11) -0.00413(8) -0.00521(8) -0.00838(8)
Au2 0.01822(10) 0.02778(11) 0.02347(11) -0.01033(8) -0.00021(8) -0.01087(9)
Cl3 0.0183(6) 0.0280(7) 0.0378(8) -0.0087(6) -0.0101(6) -0.0097(5)
Cl2 0.0185(6) 0.0319(7) 0.0390(8) -0.0187(6) -0.0056(6) -0.0066(6)
Cl1 0.0261(7) 0.0254(7) 0.0340(8) 0.0002(5) -0.0149(6) -0.0127(6)
N1 0.024(2) 0.030(3) 0.026(3) -0.004(2) -0.009(2) -0.011(2)
N2 0.021(2) 0.033(3) 0.032(3) -0.012(2) -0.005(2) -0.012(2)
C13 0.016(2) 0.023(3) 0.012(2) -0.0025(19) 0.0011(19) -0.010(2)
C12 0.015(2) 0.021(3) 0.022(3) -0.006(2) -0.005(2) -0.008(2)
C11 0.022(3) 0.028(3) 0.021(3) -0.003(2) -0.007(2) -0.010(2)
C6 0.015(2) 0.035(3) 0.022(3) -0.005(2) -0.001(2) -0.014(2)
C7 0.027(3) 0.033(3) 0.022(3) -0.008(2) 0.001(2) -0.018(3)
C5 0.035(3) 0.052(4) 0.032(3) -0.013(3) -0.003(3) -0.028(3)
C14 0.031(3) 0.057(4) 0.028(3) 0.002(3) -0.007(3) -0.027(3)
C4 0.031(3) 0.057(5) 0.032(4) 0.010(3) -0.014(3) -0.025(3)
C15 0.031(4) 0.117(7) 0.028(4) -0.012(4) -0.001(3) -0.044(4)
C1 0.016(2) 0.028(3) 0.025(3) 0.000(2) -0.004(2) -0.014(2)
C10 0.040(4) 0.055(5) 0.048(4) 0.023(4) -0.020(3) -0.030(4)
N3A 0.019(3) 0.013(4) 0.023(3) -0.004(2) -0.010(2) -0.002(3)
S3A 0.0333(16) 0.063(2) 0.0186(15) -0.0149(13) -0.0036(10) -0.0331(16)
S3B 0.101(11) 0.172(18) 0.056(7) -0.062(10) 0.016(6) -0.109(13)
S1A 0.0337(17) 0.0255(17) 0.0354(16) -0.0090(13) -0.0110(13) -0.0108(14)
C3A 0.045(12) 0.037(12) 0.021(13) 0.001(8) -0.005(6) -0.031(9)
S1B 0.025(6) 0.039(8) 0.028(10) -0.004(8) -0.005(5) -0.016(5)
S2A 0.0284(17) 0.0293(17) 0.027(2) -0.0121(16) -0.0083(17) -0.0061(12)
C8A 0.022(9) 0.030(10) 0.040(8) -0.014(7) 0.005(6) -0.021(6)
S2B 0.026(4) 0.022(4) 0.042(4) -0.002(3) -0.015(4) -0.012(3)
C9 0.062(5) 0.101(7) 0.029(4) -0.018(4) 0.001(3) -0.060(5)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C3B 1.39(4) . ?
C2 C1 1.451(7) . ?
C2 C3A 1.46(4) . ?
C2 S1B 1.66(3) . ?
C2 S1A 1.697(7) . ?
Au1 C1 1.985(6) . ?
Au1 Cl1 2.3080(14) . ?
Au1 Au2 3.2179(7) . ?
Au3 C11 1.985(5) . ?
Au3 Cl3 2.2941(14) . ?
Au2 C6 1.984(5) . ?
Au2 Cl2 2.3145(14) . ?
N1 C1 1.289(7) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N2 C6 1.290(7) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
C13 C14 1.409(8) . ?
C13 C12 1.424(7) . ?
C13 H13 0.9500 . ?
C12 C11 1.436(7) . ?
C12 S3B 1.565(19) . ?
C12 S3A 1.733(7) . ?
C11 N3B 1.306(19) . ?
C11 N3A 1.329(8) . ?
C6 C7 1.442(8) . ?
C7 C8B 1.47(3) . ?
C7 C8A 1.54(4) . ?
C7 S2B 1.563(17) . ?
C7 S2A 1.687(7) . ?
C5 C4 1.361(10) . ?
C5 C3B 1.61(4) . ?
C5 S1A 1.638(7) . ?
C5 H5 0.9500 . ?
C14 C15 1.387(9) . ?
C14 H14 0.9500 . ?
C4 S1B 1.41(4) . ?
C4 C3A 1.47(4) . ?
C4 H4 0.9500 . ?
C15 S3B 1.61(2) . ?
C15 S3A 1.686(8) . ?
C15 H15 0.9500 . ?
C10 C9 1.325(11) . ?
C10 C8A 1.37(4) . ?
C10 S2B 1.525(18) . ?
C10 H10 0.9500 . ?
N3A H3AA 0.8800 . ?
N3A H3AB 0.8800 . ?
N3B H3BA 0.8800 . ?
N3B H3BB 0.8800 . ?
C3A H3A 0.9500 . ?
C3B H3B 0.9500 . ?
S2A C9 1.548(10) . ?
C8A H8A 0.9500 . ?
C8B C9 1.65(4) . ?
C8B H8B 0.9500 . ?
C9 H9 0.9500 . ?
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
_geom_angle_publ_flag
C3B C2 C1 122.2(19) . . ?
C3B C2 C3A 108(3) . . ?
C1 C2 C3A 128.7(19) . . ?
C3B C2 S1B 109(2) . . ?
C1 C2 S1B 129.0(13) . . ?
C3A C2 S1B 6(2) . . ?
C3B C2 S1A 6.4(18) . . ?
C1 C2 S1A 119.0(4) . . ?
C3A C2 S1A 112.3(18) . . ?
S1B C2 S1A 111.9(13) . . ?
C1 Au1 Cl1 176.09(16) . . ?
C1 Au1 Au2 85.26(15) . . ?
Cl1 Au1 Au2 98.08(4) . . ?
C11 Au3 Cl3 178.03(16) . . ?
C6 Au2 Cl2 173.18(16) . . ?
C6 Au2 Au1 87.51(15) . . ?
Cl2 Au2 Au1 98.01(4) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C14 C13 C12 109.7(5) . . ?
C14 C13 H13 125.1 . . ?
C12 C13 H13 125.1 . . ?
C13 C12 C11 129.6(5) . . ?
C13 C12 S3B 107.4(8) . . ?
C11 C12 S3B 121.4(8) . . ?
C13 C12 S3A 112.4(4) . . ?
C11 C12 S3A 118.0(4) . . ?
S3B C12 S3A 14.3(11) . . ?
N3B C11 N3A 31.5(10) . . ?
N3B C11 C12 112.9(9) . . ?
N3A C11 C12 116.4(5) . . ?
N3B C11 Au3 119.7(9) . . ?
N3A C11 Au3 120.3(4) . . ?
C12 C11 Au3 122.5(4) . . ?
N2 C6 C7 117.1(5) . . ?
N2 C6 Au2 123.6(4) . . ?
C7 C6 Au2 119.2(4) . . ?
C6 C7 C8B 125.9(16) . . ?
C6 C7 C8A 126.3(15) . . ?
C8B C7 C8A 107(2) . . ?
C6 C7 S2B 120.3(7) . . ?
C8B C7 S2B 113.8(17) . . ?
C8A C7 S2B 10.9(16) . . ?
C6 C7 S2A 128.5(5) . . ?
C8B C7 S2A 8.4(15) . . ?
C8A C7 S2A 105.2(15) . . ?
S2B C7 S2A 110.8(7) . . ?
C4 C5 C3B 103.3(14) . . ?
C4 C5 S1A 114.8(5) . . ?
C3B C5 S1A 12.5(13) . . ?
C4 C5 H5 122.6 . . ?
C3B C5 H5 133.9 . . ?
S1A C5 H5 122.6 . . ?
C15 C14 C13 113.3(5) . . ?
C15 C14 H14 123.4 . . ?
C13 C14 H14 123.4 . . ?
C5 C4 S1B 120.4(13) . . ?
C5 C4 C3A 112.8(16) . . ?
S1B C4 C3A 10(3) . . ?
C5 C4 H4 123.6 . . ?
S1B C4 H4 115.6 . . ?
C3A C4 H4 123.6 . . ?
C14 C15 S3B 105.6(8) . . ?
C14 C15 S3A 113.5(5) . . ?
S3B C15 S3A 15.2(10) . . ?
C14 C15 H15 123.2 . . ?
S3B C15 H15 129.4 . . ?
S3A C15 H15 123.2 . . ?
N1 C1 C2 117.1(5) . . ?
N1 C1 Au1 122.0(4) . . ?
C2 C1 Au1 120.9(4) . . ?
C9 C10 C8A 113.2(17) . . ?
C9 C10 S2B 115.6(8) . . ?
C8A C10 S2B 10.0(19) . . ?
C9 C10 H10 123.4 . . ?
C8A C10 H10 123.4 . . ?
S2B C10 H10 120.1 . . ?
C11 N3A H3AA 120.0 . . ?
C11 N3A H3AB 120.0 . . ?
H3AA N3A H3AB 120.0 . . ?
C15 S3A C12 91.0(4) . . ?
C11 N3B H3BA 120.0 . . ?
C11 N3B H3BB 120.0 . . ?
H3BA N3B H3BB 120.0 . . ?
C12 S3B C15 100.6(10) . . ?
C5 S1A C2 93.1(4) . . ?
C2 C3A C4 107(3) . . ?
C2 C3A H3A 126.6 . . ?
C4 C3A H3A 126.6 . . ?
C4 S1B C2 99.3(19) . . ?
C2 C3B C5 108(3) . . ?
C2 C3B H3B 126.2 . . ?
C5 C3B H3B 126.2 . . ?
C9 S2A C7 95.9(4) . . ?
C10 C8A C7 109(3) . . ?
C10 C8A H8A 125.6 . . ?
C7 C8A H8A 125.6 . . ?
C10 S2B C7 100.0(10) . . ?
C7 C8B C9 101(2) . . ?
C7 C8B H8B 129.7 . . ?
C9 C8B H8B 129.7 . . ?
C10 C9 S2A 116.4(6) . . ?
C10 C9 C8B 108.7(13) . . ?
S2A C9 C8B 10.8(12) . . ?
C10 C9 H9 121.8 . . ?
S2A C9 H9 121.8 . . ?
C8B C9 H9 128.9 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Au1 Au2 C6 79.9(2) . . . . ?
Cl1 Au1 Au2 C6 -102.17(17) . . . . ?
C1 Au1 Au2 Cl2 -104.16(16) . . . . ?
Cl1 Au1 Au2 Cl2 73.81(5) . . . . ?
C14 C13 C12 C11 176.0(6) . . . . ?
C14 C13 C12 S3B 10.5(14) . . . . ?
C14 C13 C12 S3A -3.8(6) . . . . ?
C13 C12 C11 N3B 35.2(16) . . . . ?
S3B C12 C11 N3B -161.0(13) . . . . ?
S3A C12 C11 N3B -145.0(13) . . . . ?
C13 C12 C11 N3A 0.7(9) . . . . ?
S3B C12 C11 N3A 164.5(12) . . . . ?
S3A C12 C11 N3A -179.6(5) . . . . ?
C13 C12 C11 Au3 -169.7(4) . . . . ?
S3B C12 C11 Au3 -5.9(15) . . . . ?
S3A C12 C11 Au3 10.1(6) . . . . ?
Cl3 Au3 C11 N3B -79(5) . . . . ?
Cl3 Au3 C11 N3A -43(5) . . . . ?
Cl3 Au3 C11 C12 127(5) . . . . ?
Cl2 Au2 C6 N2 123.1(12) . . . . ?
Au1 Au2 C6 N2 -92.6(5) . . . . ?
Cl2 Au2 C6 C7 -52.9(15) . . . . ?
Au1 Au2 C6 C7 91.3(4) . . . . ?
N2 C6 C7 C8B -5.1(18) . . . . ?
Au2 C6 C7 C8B 171.2(17) . . . . ?
N2 C6 C7 C8A 162.2(16) . . . . ?
Au2 C6 C7 C8A -21.6(17) . . . . ?
N2 C6 C7 S2B 173.1(8) . . . . ?
Au2 C6 C7 S2B -10.6(10) . . . . ?
N2 C6 C7 S2A -15.2(8) . . . . ?
Au2 C6 C7 S2A 161.1(4) . . . . ?
C12 C13 C14 C15 1.9(8) . . . . ?
C3B C5 C4 S1B -9(2) . . . . ?
S1A C5 C4 S1B -4.1(16) . . . . ?
C3B C5 C4 C3A -1(2) . . . . ?
S1A C5 C4 C3A 3.9(17) . . . . ?
C13 C14 C15 S3B -12.9(15) . . . . ?
C13 C14 C15 S3A 0.9(9) . . . . ?
C3B C2 C1 N1 173(2) . . . . ?
C3A C2 C1 N1 3(2) . . . . ?
S1B C2 C1 N1 -5.2(15) . . . . ?
S1A C2 C1 N1 179.1(4) . . . . ?
C3B C2 C1 Au1 -8(2) . . . . ?
C3A C2 C1 Au1 -177.4(19) . . . . ?
S1B C2 C1 Au1 174.3(13) . . . . ?
S1A C2 C1 Au1 -1.4(6) . . . . ?
Cl1 Au1 C1 N1 124(2) . . . . ?
Au2 Au1 C1 N1 -86.7(4) . . . . ?
Cl1 Au1 C1 C2 -55(2) . . . . ?
Au2 Au1 C1 C2 93.8(4) . . . . ?
C14 C15 S3A C12 -2.6(7) . . . . ?
S3B C15 S3A C12 59(3) . . . . ?
C13 C12 S3A C15 3.7(5) . . . . ?
C11 C12 S3A C15 -176.1(5) . . . . ?
S3B C12 S3A C15 -69(4) . . . . ?
C13 C12 S3B C15 -16.7(18) . . . . ?
C11 C12 S3B C15 176.3(8) . . . . ?
S3A C12 S3B C15 96(4) . . . . ?
C14 C15 S3B C12 17.5(18) . . . . ?
S3A C15 S3B C12 -106(4) . . . . ?
C4 C5 S1A C2 -1.2(6) . . . . ?
C3B C5 S1A C2 22(8) . . . . ?
C3B C2 S1A C5 -56(18) . . . . ?
C1 C2 S1A C5 -178.6(5) . . . . ?
C3A C2 S1A C5 -1.9(16) . . . . ?
S1B C2 S1A C5 5.0(11) . . . . ?
C3B C2 C3A C4 10(3) . . . . ?
C1 C2 C3A C4 -179.6(9) . . . . ?
S1B C2 C3A C4 -84(27) . . . . ?
S1A C2 C3A C4 4(3) . . . . ?
C5 C4 C3A C2 -5(3) . . . . ?
S1B C4 C3A C2 133(14) . . . . ?
C5 C4 S1B C2 7(2) . . . . ?
C3A C4 S1B C2 -38(12) . . . . ?
C3B C2 S1B C4 -1(3) . . . . ?
C1 C2 S1B C4 176.9(8) . . . . ?
C3A C2 S1B C4 88(27) . . . . ?
S1A C2 S1B C4 -7.2(18) . . . . ?
C1 C2 C3B C5 178.3(11) . . . . ?
C3A C2 C3B C5 -10(3) . . . . ?
S1B C2 C3B C5 -3(3) . . . . ?
S1A C2 C3B C5 118(19) . . . . ?
C4 C5 C3B C2 7(3) . . . . ?
S1A C5 C3B C2 -152(10) . . . . ?
C6 C7 S2A C9 178.8(5) . . . . ?
C8B C7 S2A C9 103(11) . . . . ?
C8A C7 S2A C9 1.0(14) . . . . ?
S2B C7 S2A C9 -8.8(8) . . . . ?
C9 C10 C8A C7 7(2) . . . . ?
S2B C10 C8A C7 -99(14) . . . . ?
C6 C7 C8A C10 177.8(11) . . . . ?
C8B C7 C8A C10 -13(3) . . . . ?
S2B C7 C8A C10 118(13) . . . . ?
S2A C7 C8A C10 -4(2) . . . . ?
C9 C10 S2B C7 -9.7(12) . . . . ?
C8A C10 S2B C7 69(13) . . . . ?
C6 C7 S2B C10 -175.9(6) . . . . ?
C8B C7 S2B C10 2.5(18) . . . . ?
C8A C7 S2B C10 -50(11) . . . . ?
S2A C7 S2B C10 11.0(11) . . . . ?
C6 C7 C8B C9 -178.1(7) . . . . ?
C8A C7 C8B C9 13(2) . . . . ?
S2B C7 C8B C9 4(2) . . . . ?
S2A C7 C8B C9 -67(11) . . . . ?
C8A C10 C9 S2A -6.3(17) . . . . ?
S2B C10 C9 S2A 4.4(11) . . . . ?
C8A C10 C9 C8B 2(2) . . . . ?
S2B C10 C9 C8B 12.5(16) . . . . ?
C7 S2A C9 C10 2.9(7) . . . . ?
C7 S2A C9 C8B -43(7) . . . . ?
C7 C8B C9 C10 -10(2) . . . . ?
C7 C8B C9 S2A 128(9) . . . . ?
_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full 30.50
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max 1.433
_refine_diff_density_min -0.926
_refine_diff_density_rms 0.211
_database_code_depnum_ccdc_archive 'CCDC 962461'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_mo_bvdw1001_0m_p-1
_audit_creation_method SHELXL-2013
_chemical_name_systematic
;
Chloro(amino-furanyl-methylidene)gold
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C5 H5 Au Cl N O'
_chemical_formula_sum 'C5 H5 Au Cl N O'
_chemical_formula_weight 327.52
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'
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.7646(3)
_cell_length_b 9.3480(3)
_cell_length_c 9.5155(3)
_cell_angle_alpha 82.3720(10)
_cell_angle_beta 68.2820(10)
_cell_angle_gamma 85.299(2)
_cell_volume 717.41(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 9767
_cell_measurement_theta_min 2.503
_cell_measurement_theta_max 41.225
_exptl_crystal_description block
_exptl_crystal_colour yellow-green
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_density_diffrn 3.032
_exptl_crystal_F_000 584
_exptl_crystal_size_max 0.325
_exptl_crystal_size_mid 0.156
_exptl_crystal_size_min 0.068
_exptl_absorpt_coefficient_mu 20.792
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.2550
_exptl_absorpt_correction_T_max 0.7484
_exptl_absorpt_process_details SADABS
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'I\ms micro focus'
_diffrn_radiation_monochromator 'Focusing Montel optics'
_diffrn_measurement_device_type 'Bruker Photon 100 CMOS'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number 39322
_diffrn_reflns_av_unetI/netI 0.0297
_diffrn_reflns_av_R_equivalents 0.0506
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_theta_min 2.199
_diffrn_reflns_theta_max 33.139
_diffrn_reflns_theta_full 25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total 5472
_reflns_number_gt 4990
_reflns_threshold_expression 'I > 2\s(I)'
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
;
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'Bruker SHELXTS (Sheldrick, 2013)'
_computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics
; ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
Mercury (Macrae et al., 2008)
;
_computing_publication_material 'SHELXL-2013, PLATON (Spek, 2009)'
_refine_special_details
;
?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.8012P]
where P=(Fo^2^+2Fc^2^)/3
;
_atom_sites_solution_primary intrinsic-phasing
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_number_reflns 5472
_refine_ls_number_parameters 163
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0279
_refine_ls_R_factor_gt 0.0247
_refine_ls_wR_factor_ref 0.0641
_refine_ls_wR_factor_gt 0.0626
_refine_ls_goodness_of_fit_ref 1.089
_refine_ls_restrained_S_all 1.089
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 3.376
_refine_diff_density_min -1.601
_refine_diff_density_rms 0.246
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.30323(2) 1.03067(2) 0.19547(2) 0.02123(4) Uani 1 1 d . . . . .
Cl1 Cl 0.18809(10) 0.84894(10) 0.13113(10) 0.03067(17) Uani 1 1 d . . . . .
C1 C 0.3942(4) 1.1916(3) 0.2519(4) 0.0225(6) Uani 1 1 d . . . . .
N1 N 0.5462(4) 1.2306(3) 0.1827(4) 0.0273(6) Uani 1 1 d . . . . .
H1A H 0.5817 1.3024 0.2120 0.033 Uiso 1 1 calc R U . . .
H1B H 0.6130 1.1849 0.1068 0.033 Uiso 1 1 calc R U . . .
O1 O 0.3604(4) 1.3915(3) 0.3967(3) 0.0280(5) Uani 1 1 d . . . . .
C2 C 0.2941(4) 1.2717(3) 0.3741(4) 0.0218(5) Uani 1 1 d . . . . .
C3 C 0.1408(4) 1.2539(4) 0.4785(4) 0.0271(6) Uani 1 1 d . . . . .
H3 H 0.0688 1.1797 0.4874 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1079(5) 1.3672(4) 0.5723(5) 0.0322(7) Uani 1 1 d . . . . .
H4 H 0.0106 1.3831 0.6571 0.039 Uiso 1 1 calc R U . . .
C5 C 0.2423(5) 1.4476(4) 0.5172(4) 0.0332(8) Uani 1 1 d . . . . .
H5 H 0.2534 1.5324 0.5572 0.040 Uiso 1 1 calc R U . . .
Au21 Au 0.46026(2) 0.83157(2) 0.39561(2) 0.02034(4) Uani 1 1 d . . . . .
Cl21 Cl 0.21561(10) 0.81648(9) 0.60132(10) 0.02714(15) Uani 1 1 d . . . . .
C21 C 0.6773(4) 0.8309(3) 0.2286(4) 0.0212(5) Uani 1 1 d . . . . .
N21 N 0.7921(4) 0.9196(3) 0.2106(4) 0.0261(5) Uani 1 1 d . . . . .
H21A H 0.8882 0.9126 0.1364 0.031 Uiso 1 1 calc R U . . .
H21B H 0.7736 0.9864 0.2726 0.031 Uiso 1 1 calc R U . . .
O21 O 0.8753(3) 0.7281(3) 0.0089(3) 0.0268(5) Uani 1 1 d . . . . .
C22 C 0.7211(4) 0.7255(3) 0.1204(4) 0.0223(5) Uani 1 1 d . . . . .
C23 C 0.6356(5) 0.6168(4) 0.1042(4) 0.0269(6) Uani 1 1 d . . . . .
H23 H 0.5264 0.5917 0.1662 0.032 Uiso 1 1 calc R U . . .
C24 C 0.7416(5) 0.5488(4) -0.0233(4) 0.0294(7) Uani 1 1 d . . . . .
H24 H 0.7177 0.4694 -0.0636 0.035 Uiso 1 1 calc R U . . .
C25 C 0.8834(5) 0.6200(4) -0.0757(4) 0.0298(7) Uani 1 1 d . . . . .
H25 H 0.9771 0.5971 -0.1610 0.036 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.01898(6) 0.02330(6) 0.02250(7) -0.00146(4) -0.00882(5) -0.00239(4)
Cl1 0.0207(3) 0.0376(4) 0.0322(4) -0.0114(3) -0.0036(3) -0.0098(3)
C1 0.0205(14) 0.0246(13) 0.0239(15) 0.0029(11) -0.0114(12) -0.0021(11)
N1 0.0200(13) 0.0315(14) 0.0286(15) -0.0063(11) -0.0049(11) -0.0041(10)
O1 0.0340(14) 0.0184(10) 0.0283(12) -0.0007(9) -0.0068(11) -0.0076(9)
C2 0.0209(13) 0.0201(12) 0.0245(14) 0.0004(10) -0.0089(12) -0.0030(10)
C3 0.0215(15) 0.0315(15) 0.0283(16) -0.0007(12) -0.0096(13) -0.0028(12)
C4 0.0301(18) 0.0313(16) 0.0302(17) -0.0022(13) -0.0069(15) 0.0051(14)
C5 0.042(2) 0.0214(14) 0.0307(18) -0.0042(12) -0.0073(16) 0.0007(13)
Au21 0.01701(6) 0.02164(6) 0.02303(7) -0.00253(4) -0.00790(5) -0.00119(4)
Cl21 0.0199(3) 0.0310(4) 0.0295(4) -0.0092(3) -0.0047(3) -0.0067(3)
C21 0.0206(13) 0.0200(12) 0.0247(14) 0.0002(10) -0.0110(12) -0.0011(10)
N21 0.0211(13) 0.0263(12) 0.0289(14) -0.0062(10) -0.0049(11) -0.0051(10)
O21 0.0243(12) 0.0293(11) 0.0267(12) -0.0060(9) -0.0077(10) -0.0039(9)
C22 0.0227(14) 0.0219(12) 0.0229(14) 0.0006(10) -0.0095(12) -0.0038(10)
C23 0.0280(16) 0.0265(14) 0.0269(16) -0.0022(12) -0.0096(14) -0.0072(12)
C24 0.0357(19) 0.0268(15) 0.0261(16) -0.0050(12) -0.0101(15) -0.0043(13)
C25 0.0291(17) 0.0312(15) 0.0272(16) -0.0074(13) -0.0077(14) 0.0030(13)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 1.979(3) . ?
Au1 Cl1 2.3008(8) . ?
Au1 Au21 3.09255(18) . ?
C1 N1 1.306(4) . ?
C1 C2 1.432(5) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
O1 C5 1.362(5) . ?
O1 C2 1.379(4) . ?
C2 C3 1.350(5) . ?
C3 C4 1.419(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.346(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
Au21 C21 1.977(3) . ?
Au21 Cl21 2.3064(8) . ?
C21 N21 1.304(4) . ?
C21 C22 1.447(5) . ?
N21 H21A 0.8800 . ?
N21 H21B 0.8800 . ?
O21 C25 1.355(4) . ?
O21 C22 1.375(4) . ?
C22 C23 1.367(4) . ?
C23 C24 1.418(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.351(5) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
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
_geom_angle_publ_flag
C1 Au1 Cl1 177.74(10) . . ?
C1 Au1 Au21 85.78(9) . . ?
Cl1 Au1 Au21 95.91(3) . . ?
N1 C1 C2 116.3(3) . . ?
N1 C1 Au1 123.0(3) . . ?
C2 C1 Au1 120.7(2) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C5 O1 C2 105.8(3) . . ?
C3 C2 O1 110.0(3) . . ?
C3 C2 C1 132.7(3) . . ?
O1 C2 C1 117.3(3) . . ?
C2 C3 C4 106.9(3) . . ?
C2 C3 H3 126.6 . . ?
C4 C3 H3 126.6 . . ?
C5 C4 C3 106.2(4) . . ?
C5 C4 H4 126.9 . . ?
C3 C4 H4 126.9 . . ?
C4 C5 O1 111.1(3) . . ?
C4 C5 H5 124.4 . . ?
O1 C5 H5 124.4 . . ?
C21 Au21 Cl21 175.13(9) . . ?
C21 Au21 Au1 92.21(9) . . ?
Cl21 Au21 Au1 92.55(2) . . ?
N21 C21 C22 115.4(3) . . ?
N21 C21 Au21 123.5(3) . . ?
C22 C21 Au21 121.1(2) . . ?
C21 N21 H21A 120.0 . . ?
C21 N21 H21B 120.0 . . ?
H21A N21 H21B 120.0 . . ?
C25 O21 C22 106.3(3) . . ?
C23 C22 O21 109.5(3) . . ?
C23 C22 C21 132.0(3) . . ?
O21 C22 C21 118.5(3) . . ?
C22 C23 C24 106.8(3) . . ?
C22 C23 H23 126.6 . . ?
C24 C23 H23 126.6 . . ?
C25 C24 C23 106.0(3) . . ?
C25 C24 H24 127.0 . . ?
C23 C24 H24 127.0 . . ?
C24 C25 O21 111.5(3) . . ?
C24 C25 H25 124.3 . . ?
O21 C25 H25 124.3 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O1 C2 C3 -0.6(4) . . . . ?
C5 O1 C2 C1 179.8(3) . . . . ?
N1 C1 C2 C3 -172.4(4) . . . . ?
Au1 C1 C2 C3 7.1(5) . . . . ?
N1 C1 C2 O1 7.0(4) . . . . ?
Au1 C1 C2 O1 -173.4(2) . . . . ?
O1 C2 C3 C4 -0.2(4) . . . . ?
C1 C2 C3 C4 179.3(3) . . . . ?
C2 C3 C4 C5 1.0(4) . . . . ?
C3 C4 C5 O1 -1.4(5) . . . . ?
C2 O1 C5 C4 1.3(4) . . . . ?
C25 O21 C22 C23 -0.1(4) . . . . ?
C25 O21 C22 C21 -179.8(3) . . . . ?
N21 C21 C22 C23 179.5(4) . . . . ?
Au21 C21 C22 C23 1.8(5) . . . . ?
N21 C21 C22 O21 -0.8(4) . . . . ?
Au21 C21 C22 O21 -178.5(2) . . . . ?
O21 C22 C23 C24 0.0(4) . . . . ?
C21 C22 C23 C24 179.7(3) . . . . ?
C22 C23 C24 C25 0.0(4) . . . . ?
C23 C24 C25 O21 -0.1(4) . . . . ?
C22 O21 C25 C24 0.1(4) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1B Cl1 0.88 2.33 3.171(3) 159 2_675
N21 H21B Cl21 0.88 2.35 3.217(3) 167 2_676
_database_code_depnum_ccdc_archive 'CCDC 963795'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_sadpbcn
_audit_creation_method SHELXL-97
_chemical_name_systematic
'methoxy(ferrocen-1-yl)methylidene) gold(I) chloride'
_chemical_name_common
'methoxy(ferrocen-1-yl)methylidene) gold(I) chloride'
_chemical_formula_moiety 'C12 H12 Au1 Cl1 Fe1 O1'
_chemical_formula_sum 'C12 H12 Au1 Cl1 Fe1 O1'
_chemical_melting_point ?
_exptl_crystal_recrystallization_method 'DCM solution layered with hexane'
_exptl_crystal_description block
_exptl_crystal_colour red
_diffrn_ambient_temperature 100(2)
_chemical_formula_weight 460.49
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'
Fe Fe 0.3463 0.8444 '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'
Au Au -2.0133 8.8022 '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'
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P b c n'
_symmetry_int_tables_number 60
_chemical_absolute_configuration ?
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 18.3338(3)
_cell_length_b 9.7882(2)
_cell_length_c 13.3550(2)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 2396.62(7)
_cell_formula_units_Z 8
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9530
_cell_measurement_theta_min 2.22
_cell_measurement_theta_max 36.27
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.09
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.552
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1712
_exptl_absorpt_coefficient_mu 13.635
_exptl_absorpt_correction_type empirical
_exptl_absorpt_correction_T_min 0.1987
_exptl_absorpt_correction_T_max 0.3065
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_special_details
;
?
;
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 43609
_diffrn_reflns_av_R_equivalents 0.0481
_diffrn_reflns_av_sigmaI/netI 0.0353
_diffrn_reflns_limit_h_min -26
_diffrn_reflns_limit_h_max 30
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_theta_min 2.22
_diffrn_reflns_theta_max 36.40
_reflns_number_total 5477
_reflns_number_gt 3992
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep 3v2'
_computing_publication_material 'Ortep 3v2'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0138P)^2^+1.3381P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 5477
_refine_ls_number_parameters 146
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0520
_refine_ls_R_factor_gt 0.0265
_refine_ls_wR_factor_ref 0.0425
_refine_ls_wR_factor_gt 0.0384
_refine_ls_goodness_of_fit_ref 1.007
_refine_ls_restrained_S_all 1.007
_refine_ls_shift/su_max 0.004
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.483959(5) 0.319671(9) 1.128866(7) 0.01709(3) Uani 1 1 d . . .
Fe1 Fe 0.63527(2) 0.13810(3) 0.95007(3) 0.01570(7) Uani 1 1 d . . .
C2 C 0.62815(14) 0.1815(2) 1.09733(18) 0.0174(5) Uani 1 1 d . . .
C6 C 0.70330(15) 0.1641(2) 1.06910(18) 0.0189(5) Uani 1 1 d . . .
H6 H 0.7409 0.2304 1.0745 0.023 Uiso 1 1 calc R . .
C3 C 0.59033(16) 0.0562(2) 1.07548(18) 0.0185(5) Uani 1 1 d . . .
H3 H 0.5399 0.0390 1.0857 0.022 Uiso 1 1 calc R . .
C4 C 0.64188(16) -0.0365(2) 1.03602(19) 0.0214(5) Uani 1 1 d . . .
H4 H 0.6320 -0.1277 1.0158 0.026 Uiso 1 1 calc R . .
C11 C 0.55446(16) 0.1854(3) 0.85025(18) 0.0214(5) Uani 1 1 d . . .
H11 H 0.5035 0.1822 0.8630 0.026 Uiso 1 1 calc R . .
C8 C 0.67260(17) 0.2621(3) 0.8369(2) 0.0250(6) Uani 1 1 d . . .
H8 H 0.7146 0.3189 0.8393 0.030 Uiso 1 1 calc R . .
C9 C 0.67070(17) 0.1235(3) 0.8046(2) 0.0265(6) Uani 1 1 d . . .
H9 H 0.7111 0.0717 0.7813 0.032 Uiso 1 1 calc R . .
C5 C 0.71078(16) 0.0287(3) 1.03148(19) 0.0209(5) Uani 1 1 d . . .
H5 H 0.7546 -0.0112 1.0074 0.025 Uiso 1 1 calc R . .
C10 C 0.59777(17) 0.0765(3) 0.81328(19) 0.0248(6) Uani 1 1 d . . .
H10 H 0.5809 -0.0125 0.7971 0.030 Uiso 1 1 calc R . .
O1 O 0.63550(11) 0.41334(17) 1.11925(13) 0.0207(4) Uani 1 1 d . . .
C1 C 0.59113(14) 0.3084(2) 1.11478(17) 0.0167(5) Uani 1 1 d . . .
C12 C 0.60441(17) 0.5479(2) 1.1332(2) 0.0253(6) Uani 1 1 d . . .
H12A H 0.5778 0.5747 1.0726 0.038 Uiso 1 1 calc R . .
H12B H 0.6435 0.6138 1.1461 0.038 Uiso 1 1 calc R . .
H12C H 0.5708 0.5464 1.1902 0.038 Uiso 1 1 calc R . .
Cl1 Cl 0.35922(4) 0.32934(6) 1.13511(5) 0.02414(13) Uani 1 1 d . . .
C7 C 0.60090(16) 0.3003(2) 0.86495(19) 0.0222(5) Uani 1 1 d . . .
H7 H 0.5863 0.3873 0.8893 0.027 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.01827(5) 0.01667(4) 0.01632(4) -0.00152(4) 0.00140(4) -0.00176(4)
Fe1 0.01761(18) 0.01534(13) 0.01414(16) 0.00145(12) -0.00208(14) 0.00099(13)
C2 0.0189(12) 0.0195(10) 0.0138(10) 0.0026(9) -0.0008(9) 0.0000(10)
C6 0.0175(12) 0.0194(12) 0.0198(12) 0.0031(9) -0.0048(10) 0.0009(9)
C3 0.0228(14) 0.0175(11) 0.0152(11) 0.0026(9) -0.0018(10) -0.0028(10)
C4 0.0290(15) 0.0164(10) 0.0189(12) 0.0025(9) -0.0030(11) 0.0000(10)
C11 0.0214(13) 0.0269(12) 0.0159(11) 0.0033(10) -0.0056(10) 0.0035(11)
C8 0.0246(15) 0.0296(14) 0.0209(13) 0.0085(11) -0.0011(12) -0.0058(12)
C9 0.0261(15) 0.0354(14) 0.0180(13) 0.0013(11) 0.0017(12) 0.0078(12)
C5 0.0203(14) 0.0238(12) 0.0186(12) 0.0023(10) -0.0040(11) 0.0056(11)
C10 0.0340(17) 0.0243(12) 0.0162(12) -0.0009(10) -0.0061(12) 0.0000(11)
O1 0.0233(10) 0.0180(8) 0.0207(9) -0.0044(7) 0.0023(8) -0.0045(7)
C1 0.0188(12) 0.0207(10) 0.0105(10) -0.0005(9) 0.0017(9) -0.0014(9)
C12 0.0333(16) 0.0166(10) 0.0262(13) -0.0057(10) 0.0014(13) -0.0026(11)
Cl1 0.0188(3) 0.0265(3) 0.0272(3) -0.0046(3) 0.0011(3) -0.0013(2)
C7 0.0276(14) 0.0188(11) 0.0200(12) 0.0052(10) -0.0046(12) 0.0005(10)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 1.977(3) . ?
Au1 Cl1 2.2904(7) . ?
Au1 Au1 3.28851(19) 3_657 ?
Fe1 C2 2.016(2) . ?
Fe1 C3 2.031(3) . ?
Fe1 C6 2.036(3) . ?
Fe1 C10 2.043(3) . ?
Fe1 C11 2.046(3) . ?
Fe1 C7 2.052(2) . ?
Fe1 C9 2.054(3) . ?
Fe1 C8 2.055(3) . ?
Fe1 C5 2.060(3) . ?
Fe1 C4 2.063(2) . ?
C2 C1 1.435(3) . ?
C2 C6 1.439(4) . ?
C2 C3 1.439(3) . ?
C6 C5 1.423(4) . ?
C6 H6 0.9500 . ?
C3 C4 1.412(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.417(4) . ?
C4 H4 0.9500 . ?
C11 C10 1.417(4) . ?
C11 C7 1.424(4) . ?
C11 H11 0.9500 . ?
C8 C7 1.417(4) . ?
C8 C9 1.424(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.419(4) . ?
C9 H9 0.9500 . ?
C5 H5 0.9500 . ?
C10 H10 0.9500 . ?
O1 C1 1.312(3) . ?
O1 C12 1.448(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C7 H7 0.9500 . ?
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
_geom_angle_publ_flag
C1 Au1 Cl1 176.52(7) . . ?
C1 Au1 Au1 85.17(7) . 3_657 ?
Cl1 Au1 Au1 98.209(17) . 3_657 ?
C2 Fe1 C3 41.65(10) . . ?
C2 Fe1 C6 41.58(10) . . ?
C3 Fe1 C6 69.77(11) . . ?
C2 Fe1 C10 155.87(12) . . ?
C3 Fe1 C10 118.97(11) . . ?
C6 Fe1 C10 160.22(12) . . ?
C2 Fe1 C11 122.75(11) . . ?
C3 Fe1 C11 109.43(11) . . ?
C6 Fe1 C11 157.50(10) . . ?
C10 Fe1 C11 40.56(11) . . ?
C2 Fe1 C7 110.95(10) . . ?
C3 Fe1 C7 129.61(11) . . ?
C6 Fe1 C7 121.61(10) . . ?
C10 Fe1 C7 68.24(11) . . ?
C11 Fe1 C7 40.67(11) . . ?
C2 Fe1 C9 163.33(12) . . ?
C3 Fe1 C9 151.75(11) . . ?
C6 Fe1 C9 123.61(12) . . ?
C10 Fe1 C9 40.52(12) . . ?
C11 Fe1 C9 68.18(11) . . ?
C7 Fe1 C9 68.08(11) . . ?
C2 Fe1 C8 127.90(11) . . ?
C3 Fe1 C8 166.96(11) . . ?
C6 Fe1 C8 107.23(11) . . ?
C10 Fe1 C8 68.21(12) . . ?
C11 Fe1 C8 68.19(12) . . ?
C7 Fe1 C8 40.37(12) . . ?
C9 Fe1 C8 40.55(12) . . ?
C2 Fe1 C5 68.79(10) . . ?
C3 Fe1 C5 68.43(11) . . ?
C6 Fe1 C5 40.66(10) . . ?
C10 Fe1 C5 123.01(11) . . ?
C11 Fe1 C5 161.42(11) . . ?
C7 Fe1 C5 154.27(11) . . ?
C9 Fe1 C5 104.52(11) . . ?
C8 Fe1 C5 118.11(12) . . ?
C2 Fe1 C4 68.63(10) . . ?
C3 Fe1 C4 40.35(10) . . ?
C6 Fe1 C4 68.47(10) . . ?
C10 Fe1 C4 105.84(10) . . ?
C11 Fe1 C4 126.34(11) . . ?
C7 Fe1 C4 165.38(12) . . ?
C9 Fe1 C4 116.77(11) . . ?
C8 Fe1 C4 151.52(12) . . ?
C5 Fe1 C4 40.20(11) . . ?
C1 C2 C6 126.8(2) . . ?
C1 C2 C3 122.9(2) . . ?
C6 C2 C3 107.9(2) . . ?
C1 C2 Fe1 111.81(16) . . ?
C6 C2 Fe1 69.96(14) . . ?
C3 C2 Fe1 69.75(14) . . ?
C5 C6 C2 107.2(2) . . ?
C5 C6 Fe1 70.57(14) . . ?
C2 C6 Fe1 68.46(14) . . ?
C5 C6 H6 126.4 . . ?
C2 C6 H6 126.4 . . ?
Fe1 C6 H6 126.1 . . ?
C4 C3 C2 107.5(2) . . ?
C4 C3 Fe1 71.01(15) . . ?
C2 C3 Fe1 68.61(14) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
Fe1 C3 H3 125.7 . . ?
C3 C4 C5 108.8(2) . . ?
C3 C4 Fe1 68.64(14) . . ?
C5 C4 Fe1 69.81(14) . . ?
C3 C4 H4 125.6 . . ?
C5 C4 H4 125.6 . . ?
Fe1 C4 H4 127.6 . . ?
C10 C11 C7 107.9(3) . . ?
C10 C11 Fe1 69.60(15) . . ?
C7 C11 Fe1 69.88(15) . . ?
C10 C11 H11 126.1 . . ?
C7 C11 H11 126.1 . . ?
Fe1 C11 H11 126.0 . . ?
C7 C8 C9 108.0(3) . . ?
C7 C8 Fe1 69.68(15) . . ?
C9 C8 Fe1 69.67(16) . . ?
C7 C8 H8 126.0 . . ?
C9 C8 H8 126.0 . . ?
Fe1 C8 H8 126.2 . . ?
C10 C9 C8 107.9(3) . . ?
C10 C9 Fe1 69.32(16) . . ?
C8 C9 Fe1 69.78(15) . . ?
C10 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
Fe1 C9 H9 126.4 . . ?
C4 C5 C6 108.6(2) . . ?
C4 C5 Fe1 69.99(15) . . ?
C6 C5 Fe1 68.77(14) . . ?
C4 C5 H5 125.7 . . ?
C6 C5 H5 125.7 . . ?
Fe1 C5 H5 127.1 . . ?
C11 C10 C9 108.2(2) . . ?
C11 C10 Fe1 69.84(15) . . ?
C9 C10 Fe1 70.16(16) . . ?
C11 C10 H10 125.9 . . ?
C9 C10 H10 125.9 . . ?
Fe1 C10 H10 125.7 . . ?
C1 O1 C12 118.3(2) . . ?
O1 C1 C2 113.1(2) . . ?
O1 C1 Au1 124.63(18) . . ?
C2 C1 Au1 122.28(18) . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C7 C11 108.0(2) . . ?
C8 C7 Fe1 69.95(15) . . ?
C11 C7 Fe1 69.45(14) . . ?
C8 C7 H7 126.0 . . ?
C11 C7 H7 126.0 . . ?
Fe1 C7 H7 126.2 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 Fe1 C2 C1 -118.4(3) . . . . ?
C6 Fe1 C2 C1 122.7(2) . . . . ?
C10 Fe1 C2 C1 -75.1(3) . . . . ?
C11 Fe1 C2 C1 -35.8(2) . . . . ?
C7 Fe1 C2 C1 8.2(2) . . . . ?
C9 Fe1 C2 C1 91.6(4) . . . . ?
C8 Fe1 C2 C1 50.9(2) . . . . ?
C5 Fe1 C2 C1 160.6(2) . . . . ?
C4 Fe1 C2 C1 -156.1(2) . . . . ?
C3 Fe1 C2 C6 118.9(2) . . . . ?
C10 Fe1 C2 C6 162.2(2) . . . . ?
C11 Fe1 C2 C6 -158.46(14) . . . . ?
C7 Fe1 C2 C6 -114.46(15) . . . . ?
C9 Fe1 C2 C6 -31.1(4) . . . . ?
C8 Fe1 C2 C6 -71.84(19) . . . . ?
C5 Fe1 C2 C6 37.93(14) . . . . ?
C4 Fe1 C2 C6 81.22(16) . . . . ?
C6 Fe1 C2 C3 -118.9(2) . . . . ?
C10 Fe1 C2 C3 43.3(3) . . . . ?
C11 Fe1 C2 C3 82.64(18) . . . . ?
C7 Fe1 C2 C3 126.64(16) . . . . ?
C9 Fe1 C2 C3 -150.0(4) . . . . ?
C8 Fe1 C2 C3 169.26(16) . . . . ?
C5 Fe1 C2 C3 -80.96(16) . . . . ?
C4 Fe1 C2 C3 -37.68(16) . . . . ?
C1 C2 C6 C5 -163.0(2) . . . . ?
C3 C2 C6 C5 -0.6(3) . . . . ?
Fe1 C2 C6 C5 -60.25(17) . . . . ?
C1 C2 C6 Fe1 -102.8(2) . . . . ?
C3 C2 C6 Fe1 59.67(16) . . . . ?
C2 Fe1 C6 C5 118.4(2) . . . . ?
C3 Fe1 C6 C5 80.08(17) . . . . ?
C10 Fe1 C6 C5 -39.9(4) . . . . ?
C11 Fe1 C6 C5 172.2(3) . . . . ?
C7 Fe1 C6 C5 -155.09(16) . . . . ?
C9 Fe1 C6 C5 -71.83(19) . . . . ?
C8 Fe1 C6 C5 -113.32(17) . . . . ?
C4 Fe1 C6 C5 36.78(16) . . . . ?
C3 Fe1 C6 C2 -38.32(14) . . . . ?
C10 Fe1 C6 C2 -158.3(3) . . . . ?
C11 Fe1 C6 C2 53.8(3) . . . . ?
C7 Fe1 C6 C2 86.50(17) . . . . ?
C9 Fe1 C6 C2 169.76(15) . . . . ?
C8 Fe1 C6 C2 128.28(15) . . . . ?
C5 Fe1 C6 C2 -118.4(2) . . . . ?
C4 Fe1 C6 C2 -81.62(16) . . . . ?
C1 C2 C3 C4 164.1(2) . . . . ?
C6 C2 C3 C4 0.9(3) . . . . ?
Fe1 C2 C3 C4 60.66(17) . . . . ?
C1 C2 C3 Fe1 103.5(2) . . . . ?
C6 C2 C3 Fe1 -59.80(17) . . . . ?
C2 Fe1 C3 C4 -118.5(2) . . . . ?
C6 Fe1 C3 C4 -80.20(17) . . . . ?
C10 Fe1 C3 C4 80.24(18) . . . . ?
C11 Fe1 C3 C4 123.73(16) . . . . ?
C7 Fe1 C3 C4 164.97(16) . . . . ?
C9 Fe1 C3 C4 43.9(3) . . . . ?
C8 Fe1 C3 C4 -159.1(5) . . . . ?
C5 Fe1 C3 C4 -36.56(16) . . . . ?
C6 Fe1 C3 C2 38.26(15) . . . . ?
C10 Fe1 C3 C2 -161.30(15) . . . . ?
C11 Fe1 C3 C2 -117.81(16) . . . . ?
C7 Fe1 C3 C2 -76.57(19) . . . . ?
C9 Fe1 C3 C2 162.3(2) . . . . ?
C8 Fe1 C3 C2 -40.7(6) . . . . ?
C5 Fe1 C3 C2 81.90(16) . . . . ?
C4 Fe1 C3 C2 118.5(2) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
Fe1 C3 C4 C5 58.33(18) . . . . ?
C2 C3 C4 Fe1 -59.13(16) . . . . ?
C2 Fe1 C4 C3 38.86(15) . . . . ?
C6 Fe1 C4 C3 83.69(17) . . . . ?
C10 Fe1 C4 C3 -116.33(17) . . . . ?
C11 Fe1 C4 C3 -76.82(18) . . . . ?
C7 Fe1 C4 C3 -52.3(5) . . . . ?
C9 Fe1 C4 C3 -158.44(16) . . . . ?
C8 Fe1 C4 C3 170.3(2) . . . . ?
C5 Fe1 C4 C3 120.9(2) . . . . ?
C2 Fe1 C4 C5 -82.03(17) . . . . ?
C3 Fe1 C4 C5 -120.9(2) . . . . ?
C6 Fe1 C4 C5 -37.19(15) . . . . ?
C10 Fe1 C4 C5 122.79(17) . . . . ?
C11 Fe1 C4 C5 162.30(16) . . . . ?
C7 Fe1 C4 C5 -173.2(4) . . . . ?
C9 Fe1 C4 C5 80.68(18) . . . . ?
C8 Fe1 C4 C5 49.4(3) . . . . ?
C2 Fe1 C11 C10 -156.52(16) . . . . ?
C3 Fe1 C11 C10 -112.19(17) . . . . ?
C6 Fe1 C11 C10 163.9(3) . . . . ?
C7 Fe1 C11 C10 119.0(2) . . . . ?
C9 Fe1 C11 C10 37.69(17) . . . . ?
C8 Fe1 C11 C10 81.52(18) . . . . ?
C5 Fe1 C11 C10 -32.2(4) . . . . ?
C4 Fe1 C11 C10 -70.2(2) . . . . ?
C2 Fe1 C11 C7 84.48(18) . . . . ?
C3 Fe1 C11 C7 128.81(16) . . . . ?
C6 Fe1 C11 C7 44.9(4) . . . . ?
C10 Fe1 C11 C7 -119.0(2) . . . . ?
C9 Fe1 C11 C7 -81.31(18) . . . . ?
C8 Fe1 C11 C7 -37.48(16) . . . . ?
C5 Fe1 C11 C7 -151.2(3) . . . . ?
C4 Fe1 C11 C7 170.76(16) . . . . ?
C2 Fe1 C8 C7 -77.5(2) . . . . ?
C3 Fe1 C8 C7 -44.2(6) . . . . ?
C6 Fe1 C8 C7 -118.84(16) . . . . ?
C10 Fe1 C8 C7 81.60(18) . . . . ?
C11 Fe1 C8 C7 37.76(16) . . . . ?
C9 Fe1 C8 C7 119.2(2) . . . . ?
C5 Fe1 C8 C7 -161.55(15) . . . . ?
C4 Fe1 C8 C7 164.7(2) . . . . ?
C2 Fe1 C8 C9 163.25(17) . . . . ?
C3 Fe1 C8 C9 -163.5(5) . . . . ?
C6 Fe1 C8 C9 121.93(17) . . . . ?
C10 Fe1 C8 C9 -37.63(17) . . . . ?
C11 Fe1 C8 C9 -81.47(18) . . . . ?
C7 Fe1 C8 C9 -119.2(2) . . . . ?
C5 Fe1 C8 C9 79.22(19) . . . . ?
C4 Fe1 C8 C9 45.5(3) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
Fe1 C8 C9 C10 59.06(19) . . . . ?
C7 C8 C9 Fe1 -59.36(18) . . . . ?
C2 Fe1 C9 C10 -171.7(3) . . . . ?
C3 Fe1 C9 C10 53.0(3) . . . . ?
C6 Fe1 C9 C10 164.03(15) . . . . ?
C11 Fe1 C9 C10 -37.72(16) . . . . ?
C7 Fe1 C9 C10 -81.71(18) . . . . ?
C8 Fe1 C9 C10 -119.2(2) . . . . ?
C5 Fe1 C9 C10 124.27(17) . . . . ?
C4 Fe1 C9 C10 83.13(18) . . . . ?
C2 Fe1 C9 C8 -52.4(4) . . . . ?
C3 Fe1 C9 C8 172.2(2) . . . . ?
C6 Fe1 C9 C8 -76.7(2) . . . . ?
C10 Fe1 C9 C8 119.2(2) . . . . ?
C11 Fe1 C9 C8 81.52(18) . . . . ?
C7 Fe1 C9 C8 37.53(17) . . . . ?
C5 Fe1 C9 C8 -116.48(18) . . . . ?
C4 Fe1 C9 C8 -157.62(17) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
Fe1 C4 C5 C6 58.06(17) . . . . ?
C3 C4 C5 Fe1 -57.62(18) . . . . ?
C2 C6 C5 C4 0.1(3) . . . . ?
Fe1 C6 C5 C4 -58.81(18) . . . . ?
C2 C6 C5 Fe1 58.91(16) . . . . ?
C2 Fe1 C5 C4 81.58(16) . . . . ?
C3 Fe1 C5 C4 36.69(15) . . . . ?
C6 Fe1 C5 C4 120.3(2) . . . . ?
C10 Fe1 C5 C4 -74.67(19) . . . . ?
C11 Fe1 C5 C4 -50.3(4) . . . . ?
C7 Fe1 C5 C4 176.1(2) . . . . ?
C9 Fe1 C5 C4 -114.48(17) . . . . ?
C8 Fe1 C5 C4 -155.76(16) . . . . ?
C2 Fe1 C5 C6 -38.77(15) . . . . ?
C3 Fe1 C5 C6 -83.66(17) . . . . ?
C10 Fe1 C5 C6 164.99(16) . . . . ?
C11 Fe1 C5 C6 -170.6(3) . . . . ?
C7 Fe1 C5 C6 55.7(3) . . . . ?
C9 Fe1 C5 C6 125.17(17) . . . . ?
C8 Fe1 C5 C6 83.90(18) . . . . ?
C4 Fe1 C5 C6 -120.3(2) . . . . ?
C7 C11 C10 C9 -0.3(3) . . . . ?
Fe1 C11 C10 C9 -59.89(19) . . . . ?
C7 C11 C10 Fe1 59.63(17) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
Fe1 C9 C10 C11 59.69(18) . . . . ?
C8 C9 C10 Fe1 -59.35(18) . . . . ?
C2 Fe1 C10 C11 55.0(3) . . . . ?
C3 Fe1 C10 C11 86.45(18) . . . . ?
C6 Fe1 C10 C11 -161.8(3) . . . . ?
C7 Fe1 C10 C11 -37.86(17) . . . . ?
C9 Fe1 C10 C11 -119.1(2) . . . . ?
C8 Fe1 C10 C11 -81.48(18) . . . . ?
C5 Fe1 C10 C11 168.32(16) . . . . ?
C4 Fe1 C10 C11 128.00(17) . . . . ?
C2 Fe1 C10 C9 174.2(2) . . . . ?
C3 Fe1 C10 C9 -154.42(16) . . . . ?
C6 Fe1 C10 C9 -42.6(4) . . . . ?
C11 Fe1 C10 C9 119.1(2) . . . . ?
C7 Fe1 C10 C9 81.27(18) . . . . ?
C8 Fe1 C10 C9 37.65(17) . . . . ?
C5 Fe1 C10 C9 -72.55(19) . . . . ?
C4 Fe1 C10 C9 -112.87(17) . . . . ?
C12 O1 C1 C2 177.9(2) . . . . ?
C12 O1 C1 Au1 -1.5(3) . . . . ?
C6 C2 C1 O1 -10.9(4) . . . . ?
C3 C2 C1 O1 -170.9(2) . . . . ?
Fe1 C2 C1 O1 -91.6(2) . . . . ?
C6 C2 C1 Au1 168.54(19) . . . . ?
C3 C2 C1 Au1 8.5(3) . . . . ?
Fe1 C2 C1 Au1 87.8(2) . . . . ?
Cl1 Au1 C1 O1 111.1(11) . . . . ?
Au1 Au1 C1 O1 -82.43(19) 3_657 . . . ?
Cl1 Au1 C1 C2 -68.3(12) . . . . ?
Au1 Au1 C1 C2 98.20(19) 3_657 . . . ?
C9 C8 C7 C11 0.1(3) . . . . ?
Fe1 C8 C7 C11 -59.21(17) . . . . ?
C9 C8 C7 Fe1 59.36(18) . . . . ?
C10 C11 C7 C8 0.1(3) . . . . ?
Fe1 C11 C7 C8 59.52(18) . . . . ?
C10 C11 C7 Fe1 -59.46(18) . . . . ?
C2 Fe1 C7 C8 124.42(17) . . . . ?
C3 Fe1 C7 C8 168.21(16) . . . . ?
C6 Fe1 C7 C8 79.24(19) . . . . ?
C10 Fe1 C7 C8 -81.51(18) . . . . ?
C11 Fe1 C7 C8 -119.3(2) . . . . ?
C9 Fe1 C7 C8 -37.70(17) . . . . ?
C5 Fe1 C7 C8 40.0(3) . . . . ?
C4 Fe1 C7 C8 -150.1(4) . . . . ?
C2 Fe1 C7 C11 -116.31(16) . . . . ?
C3 Fe1 C7 C11 -72.52(19) . . . . ?
C6 Fe1 C7 C11 -161.49(16) . . . . ?
C10 Fe1 C7 C11 37.76(16) . . . . ?
C9 Fe1 C7 C11 81.57(18) . . . . ?
C8 Fe1 C7 C11 119.3(2) . . . . ?
C5 Fe1 C7 C11 159.3(2) . . . . ?
C4 Fe1 C7 C11 -30.8(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.935
_diffrn_reflns_theta_full 30.499
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 0.933
_refine_diff_density_min -1.141
_refine_diff_density_rms 0.177
_database_code_depnum_ccdc_archive 'CCDC 962458'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_sadp-1
_audit_creation_method SHELXL-97
_chemical_name_systematic
'mu2-(ferrocen-1,1-diyl) bis((methoxy)methylidene gold(I) chloride)'
_chemical_name_common
'mu2-(ferrocen-1,1-diyl) bis((methoxy)methylidene gold(I) chloride)'
_chemical_formula_moiety 'C14 H14 Au2 Cl2 Fe O2'
_chemical_formula_sum 'C14 H14 Au2 Cl2 Fe O2'
_exptl_crystal_recrystallization_method
'dichloromethane solution layered with hexanes '
_chemical_melting_point ?
_exptl_crystal_description Needle
_exptl_crystal_colour red
_diffrn_ambient_temperature 100(2)
_chemical_formula_weight 734.94
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'
Fe Fe 0.3463 0.8444 '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'
Au Au -2.0133 8.8022 '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'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_int_tables_number 2
_chemical_absolute_configuration ?
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 6.867(3)
_cell_length_b 9.991(4)
_cell_length_c 12.498(5)
_cell_angle_alpha 101.711(5)
_cell_angle_beta 91.574(5)
_cell_angle_gamma 108.988(5)
_cell_volume 789.9(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 4350
_cell_measurement_theta_min 2.21
_cell_measurement_theta_max 28.36
_exptl_crystal_size_max 0.08
_exptl_crystal_size_mid 0.07
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 3.090
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 664
_exptl_absorpt_coefficient_mu 19.770
_exptl_absorpt_correction_type empirical
_exptl_absorpt_correction_T_min 0.1660
_exptl_absorpt_correction_T_max 0.2627
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_special_details
;
?
;
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 9970
_diffrn_reflns_av_R_equivalents 0.0273
_diffrn_reflns_av_sigmaI/netI 0.0360
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 1.67
_diffrn_reflns_theta_max 28.42
_reflns_number_total 3926
_reflns_number_gt 3224
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep 3v2'
_computing_publication_material 'Ortep 3v2'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0196P)^2^+2.9094P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3926
_refine_ls_number_parameters 192
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0391
_refine_ls_R_factor_gt 0.0260
_refine_ls_wR_factor_ref 0.0575
_refine_ls_wR_factor_gt 0.0542
_refine_ls_goodness_of_fit_ref 1.105
_refine_ls_restrained_S_all 1.105
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6977(9) 0.6647(7) 0.8240(5) 0.0182(13) Uani 1 1 d . . .
Au2 Au 0.42272(4) 0.91634(2) 0.796653(19) 0.01453(7) Uani 1 1 d . . .
Au1 Au 0.79013(4) 0.81876(3) 0.74153(2) 0.01673(7) Uani 1 1 d . . .
Fe1 Fe 0.27218(13) 0.45759(9) 0.74581(7) 0.01323(17) Uani 1 1 d . . .
Cl2 Cl 0.6321(2) 1.12942(16) 0.90926(13) 0.0204(3) Uani 1 1 d . . .
C4 C 0.3823(10) 0.3251(7) 0.6297(6) 0.0244(15) Uani 1 1 d . . .
H4 H 0.3154 0.2680 0.5600 0.029 Uiso 1 1 calc R . .
Cl1 Cl 0.8945(3) 0.98063(17) 0.63174(14) 0.0233(3) Uani 1 1 d . . .
O2 O 0.2071(7) 0.7179(4) 0.5922(4) 0.0178(9) Uani 1 1 d . . .
O1 O 0.7330(7) 0.6804(5) 0.9299(4) 0.0196(10) Uani 1 1 d . . .
C3 C 0.5144(10) 0.4731(7) 0.6537(5) 0.0189(13) Uani 1 1 d . . .
H3 H 0.5495 0.5327 0.6020 0.023 Uiso 1 1 calc R . .
C2 C 0.5865(9) 0.5179(7) 0.7698(5) 0.0161(12) Uani 1 1 d . . .
C9 C 0.0078(9) 0.4653(7) 0.6704(5) 0.0160(12) Uani 1 1 d . . .
H9 H -0.0309 0.4413 0.5935 0.019 Uiso 1 1 calc R . .
C7 C 0.2419(9) 0.7365(7) 0.6987(5) 0.0145(12) Uani 1 1 d . . .
C8 C 0.1336(9) 0.6068(6) 0.7358(5) 0.0150(12) Uani 1 1 d . . .
C10 C -0.0466(9) 0.3689(6) 0.7434(5) 0.0177(13) Uani 1 1 d . . .
H10 H -0.1278 0.2687 0.7235 0.021 Uiso 1 1 calc R . .
C6 C 0.4905(10) 0.3947(7) 0.8164(6) 0.0199(13) Uani 1 1 d . . .
H6 H 0.5058 0.3917 0.8916 0.024 Uiso 1 1 calc R . .
C12 C 0.1552(10) 0.5936(7) 0.8481(5) 0.0189(13) Uani 1 1 d . . .
H12 H 0.2316 0.6688 0.9086 0.023 Uiso 1 1 calc R . .
C11 C 0.0424(9) 0.4494(7) 0.8516(5) 0.0174(13) Uani 1 1 d . . .
H11 H 0.0278 0.4114 0.9159 0.021 Uiso 1 1 calc R . .
C5 C 0.3701(10) 0.2796(7) 0.7312(6) 0.0246(15) Uani 1 1 d . . .
H5 H 0.2921 0.1853 0.7399 0.030 Uiso 1 1 calc R . .
C13 C 0.8456(10) 0.8259(7) 0.9946(6) 0.0238(15) Uani 1 1 d . . .
H13A H 0.9778 0.8650 0.9649 0.036 Uiso 1 1 calc R . .
H13B H 0.8716 0.8216 1.0711 0.036 Uiso 1 1 calc R . .
H13C H 0.7631 0.8889 0.9912 0.036 Uiso 1 1 calc R . .
C14 C 0.3051(11) 0.8403(7) 0.5438(6) 0.0247(15) Uani 1 1 d . . .
H14A H 0.2356 0.9123 0.5619 0.037 Uiso 1 1 calc R . .
H14B H 0.2949 0.8068 0.4638 0.037 Uiso 1 1 calc R . .
H14C H 0.4513 0.8844 0.5729 0.037 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.012(3) 0.021(3) 0.024(3) 0.007(3) 0.004(2) 0.007(2)
Au2 0.01583(12) 0.01127(12) 0.01576(12) 0.00070(9) -0.00114(9) 0.00522(9)
Au1 0.01456(12) 0.01410(12) 0.02289(14) 0.00599(10) 0.00352(10) 0.00544(9)
Fe1 0.0130(4) 0.0109(4) 0.0154(4) 0.0009(3) 0.0002(3) 0.0049(3)
Cl2 0.0221(8) 0.0141(7) 0.0209(8) 0.0001(6) -0.0031(6) 0.0036(6)
C4 0.023(3) 0.020(3) 0.030(4) -0.006(3) 0.002(3) 0.014(3)
Cl1 0.0253(8) 0.0179(7) 0.0277(9) 0.0097(6) 0.0060(7) 0.0057(6)
O2 0.020(2) 0.013(2) 0.019(2) 0.0025(17) -0.0023(18) 0.0051(18)
O1 0.018(2) 0.016(2) 0.022(2) 0.0017(18) -0.0052(18) 0.0047(18)
C3 0.018(3) 0.021(3) 0.021(3) 0.004(3) 0.002(3) 0.010(3)
C2 0.014(3) 0.015(3) 0.023(3) 0.009(3) 0.002(2) 0.007(2)
C9 0.016(3) 0.018(3) 0.017(3) 0.008(2) 0.002(2) 0.007(2)
C7 0.008(3) 0.018(3) 0.019(3) -0.001(2) -0.004(2) 0.010(2)
C8 0.014(3) 0.013(3) 0.018(3) 0.002(2) 0.001(2) 0.005(2)
C10 0.011(3) 0.009(3) 0.032(4) 0.007(3) 0.005(3) 0.002(2)
C6 0.017(3) 0.018(3) 0.026(4) 0.007(3) 0.001(3) 0.008(3)
C12 0.022(3) 0.019(3) 0.016(3) -0.001(2) 0.003(3) 0.009(3)
C11 0.017(3) 0.019(3) 0.019(3) 0.006(3) 0.010(2) 0.009(2)
C5 0.021(3) 0.015(3) 0.041(4) 0.002(3) 0.001(3) 0.011(3)
C13 0.021(3) 0.018(3) 0.028(4) -0.001(3) -0.005(3) 0.004(3)
C14 0.031(4) 0.021(3) 0.020(3) 0.005(3) -0.001(3) 0.007(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.307(8) . ?
C1 C2 1.426(9) . ?
C1 Au1 1.970(7) . ?
Au2 C7 1.960(6) . ?
Au2 Cl2 2.2937(16) . ?
Au2 Au1 3.0354(10) . ?
Au1 Cl1 2.2832(17) . ?
Fe1 C3 2.031(6) . ?
Fe1 C8 2.034(6) . ?
Fe1 C2 2.039(6) . ?
Fe1 C6 2.046(6) . ?
Fe1 C12 2.047(6) . ?
Fe1 C9 2.053(6) . ?
Fe1 C10 2.074(6) . ?
Fe1 C5 2.074(6) . ?
Fe1 C11 2.078(6) . ?
Fe1 C4 2.088(6) . ?
C4 C3 1.425(9) . ?
C4 C5 1.428(11) . ?
C4 H4 0.9500 . ?
O2 C7 1.310(7) . ?
O2 C14 1.449(8) . ?
O1 C13 1.456(7) . ?
C3 C2 1.450(9) . ?
C3 H3 0.9500 . ?
C2 C6 1.441(9) . ?
C9 C10 1.428(9) . ?
C9 C8 1.453(8) . ?
C9 H9 0.9500 . ?
C7 C8 1.443(9) . ?
C8 C12 1.444(9) . ?
C10 C11 1.430(9) . ?
C10 H10 0.9500 . ?
C6 C5 1.406(9) . ?
C6 H6 0.9500 . ?
C12 C11 1.407(9) . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C5 H5 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
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
_geom_angle_publ_flag
O1 C1 C2 112.4(6) . . ?
O1 C1 Au1 126.2(5) . . ?
C2 C1 Au1 121.4(5) . . ?
C7 Au2 Cl2 178.86(18) . . ?
C7 Au2 Au1 88.92(16) . . ?
Cl2 Au2 Au1 91.67(5) . . ?
C1 Au1 Cl1 174.65(19) . . ?
C1 Au1 Au2 91.51(17) . . ?
Cl1 Au1 Au2 91.15(4) . . ?
C3 Fe1 C8 113.4(3) . . ?
C3 Fe1 C2 41.8(3) . . ?
C8 Fe1 C2 120.6(2) . . ?
C3 Fe1 C6 69.2(3) . . ?
C8 Fe1 C6 151.3(3) . . ?
C2 Fe1 C6 41.3(2) . . ?
C3 Fe1 C12 138.2(3) . . ?
C8 Fe1 C12 41.4(2) . . ?
C2 Fe1 C12 113.1(3) . . ?
C6 Fe1 C12 116.5(3) . . ?
C3 Fe1 C9 116.2(3) . . ?
C8 Fe1 C9 41.6(2) . . ?
C2 Fe1 C9 151.3(3) . . ?
C6 Fe1 C9 165.2(3) . . ?
C12 Fe1 C9 69.6(3) . . ?
C3 Fe1 C10 144.4(3) . . ?
C8 Fe1 C10 68.7(2) . . ?
C2 Fe1 C10 168.2(3) . . ?
C6 Fe1 C10 127.1(3) . . ?
C12 Fe1 C10 68.3(3) . . ?
C9 Fe1 C10 40.5(2) . . ?
C3 Fe1 C5 67.7(3) . . ?
C8 Fe1 C5 168.8(3) . . ?
C2 Fe1 C5 68.1(3) . . ?
C6 Fe1 C5 39.9(3) . . ?
C12 Fe1 C5 144.8(3) . . ?
C9 Fe1 C5 127.3(3) . . ?
C10 Fe1 C5 103.7(3) . . ?
C3 Fe1 C11 175.2(3) . . ?
C8 Fe1 C11 68.0(2) . . ?
C2 Fe1 C11 133.4(3) . . ?
C6 Fe1 C11 107.2(3) . . ?
C12 Fe1 C11 39.9(2) . . ?
C9 Fe1 C11 68.1(3) . . ?
C10 Fe1 C11 40.3(2) . . ?
C5 Fe1 C11 111.9(3) . . ?
C3 Fe1 C4 40.4(3) . . ?
C8 Fe1 C4 133.4(3) . . ?
C2 Fe1 C4 69.1(3) . . ?
C6 Fe1 C4 68.3(3) . . ?
C12 Fe1 C4 174.8(3) . . ?
C9 Fe1 C4 106.1(3) . . ?
C10 Fe1 C4 110.5(3) . . ?
C5 Fe1 C4 40.1(3) . . ?
C11 Fe1 C4 142.0(3) . . ?
C3 C4 C5 106.5(6) . . ?
C3 C4 Fe1 67.6(4) . . ?
C5 C4 Fe1 69.4(4) . . ?
C3 C4 H4 126.7 . . ?
C5 C4 H4 126.7 . . ?
Fe1 C4 H4 127.7 . . ?
C7 O2 C14 117.6(5) . . ?
C1 O1 C13 117.6(5) . . ?
C4 C3 C2 109.0(6) . . ?
C4 C3 Fe1 71.9(4) . . ?
C2 C3 Fe1 69.4(4) . . ?
C4 C3 H3 125.5 . . ?
C2 C3 H3 125.5 . . ?
Fe1 C3 H3 124.8 . . ?
C1 C2 C6 129.2(6) . . ?
C1 C2 C3 123.4(6) . . ?
C6 C2 C3 106.4(5) . . ?
C1 C2 Fe1 117.4(4) . . ?
C6 C2 Fe1 69.6(3) . . ?
C3 C2 Fe1 68.8(3) . . ?
C10 C9 C8 107.1(5) . . ?
C10 C9 Fe1 70.5(3) . . ?
C8 C9 Fe1 68.5(3) . . ?
C10 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
Fe1 C9 H9 126.1 . . ?
O2 C7 C8 111.8(5) . . ?
O2 C7 Au2 124.7(5) . . ?
C8 C7 Au2 123.5(4) . . ?
C7 C8 C12 123.5(5) . . ?
C7 C8 C9 128.4(6) . . ?
C12 C8 C9 107.8(5) . . ?
C7 C8 Fe1 120.4(4) . . ?
C12 C8 Fe1 69.7(3) . . ?
C9 C8 Fe1 69.9(3) . . ?
C9 C10 C11 108.1(5) . . ?
C9 C10 Fe1 69.0(3) . . ?
C11 C10 Fe1 70.0(3) . . ?
C9 C10 H10 125.9 . . ?
C11 C10 H10 125.9 . . ?
Fe1 C10 H10 126.6 . . ?
C5 C6 C2 108.0(6) . . ?
C5 C6 Fe1 71.1(4) . . ?
C2 C6 Fe1 69.1(3) . . ?
C5 C6 H6 126.0 . . ?
C2 C6 H6 126.0 . . ?
Fe1 C6 H6 125.4 . . ?
C11 C12 C8 107.6(6) . . ?
C11 C12 Fe1 71.3(3) . . ?
C8 C12 Fe1 68.8(3) . . ?
C11 C12 H12 126.2 . . ?
C8 C12 H12 126.2 . . ?
Fe1 C12 H12 125.3 . . ?
C12 C11 C10 109.3(6) . . ?
C12 C11 Fe1 68.9(3) . . ?
C10 C11 Fe1 69.7(3) . . ?
C12 C11 H11 125.3 . . ?
C10 C11 H11 125.3 . . ?
Fe1 C11 H11 127.7 . . ?
C6 C5 C4 110.0(6) . . ?
C6 C5 Fe1 69.0(4) . . ?
C4 C5 Fe1 70.4(4) . . ?
C6 C5 H5 125.0 . . ?
C4 C5 H5 125.0 . . ?
Fe1 C5 H5 127.2 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 Au1 Cl1 156.8(15) . . . . ?
C2 C1 Au1 Cl1 -21(2) . . . . ?
O1 C1 Au1 Au2 -83.3(5) . . . . ?
C2 C1 Au1 Au2 98.8(5) . . . . ?
C7 Au2 Au1 C1 -70.3(3) . . . . ?
Cl2 Au2 Au1 C1 110.7(2) . . . . ?
C7 Au2 Au1 Cl1 105.1(2) . . . . ?
Cl2 Au2 Au1 Cl1 -73.92(6) . . . . ?
C8 Fe1 C4 C3 74.5(5) . . . . ?
C2 Fe1 C4 C3 -38.5(4) . . . . ?
C6 Fe1 C4 C3 -82.9(4) . . . . ?
C12 Fe1 C4 C3 78(3) . . . . ?
C9 Fe1 C4 C3 111.6(4) . . . . ?
C10 Fe1 C4 C3 154.1(4) . . . . ?
C5 Fe1 C4 C3 -118.9(6) . . . . ?
C11 Fe1 C4 C3 -173.5(4) . . . . ?
C3 Fe1 C4 C5 118.9(6) . . . . ?
C8 Fe1 C4 C5 -166.6(4) . . . . ?
C2 Fe1 C4 C5 80.4(4) . . . . ?
C6 Fe1 C4 C5 35.9(4) . . . . ?
C12 Fe1 C4 C5 -163(3) . . . . ?
C9 Fe1 C4 C5 -129.5(4) . . . . ?
C10 Fe1 C4 C5 -87.0(4) . . . . ?
C11 Fe1 C4 C5 -54.6(6) . . . . ?
C2 C1 O1 C13 -180.0(5) . . . . ?
Au1 C1 O1 C13 2.0(8) . . . . ?
C5 C4 C3 C2 1.0(7) . . . . ?
Fe1 C4 C3 C2 59.8(4) . . . . ?
C5 C4 C3 Fe1 -58.8(4) . . . . ?
C8 Fe1 C3 C4 -130.3(4) . . . . ?
C2 Fe1 C3 C4 119.2(6) . . . . ?
C6 Fe1 C3 C4 80.6(4) . . . . ?
C12 Fe1 C3 C4 -172.4(4) . . . . ?
C9 Fe1 C3 C4 -84.3(4) . . . . ?
C10 Fe1 C3 C4 -44.6(6) . . . . ?
C5 Fe1 C3 C4 37.6(4) . . . . ?
C11 Fe1 C3 C4 124(3) . . . . ?
C8 Fe1 C3 C2 110.5(4) . . . . ?
C6 Fe1 C3 C2 -38.6(4) . . . . ?
C12 Fe1 C3 C2 68.3(5) . . . . ?
C9 Fe1 C3 C2 156.5(4) . . . . ?
C10 Fe1 C3 C2 -163.9(4) . . . . ?
C5 Fe1 C3 C2 -81.6(4) . . . . ?
C11 Fe1 C3 C2 4(3) . . . . ?
C4 Fe1 C3 C2 -119.2(6) . . . . ?
O1 C1 C2 C6 8.4(9) . . . . ?
Au1 C1 C2 C6 -173.5(5) . . . . ?
O1 C1 C2 C3 175.2(5) . . . . ?
Au1 C1 C2 C3 -6.6(8) . . . . ?
O1 C1 C2 Fe1 93.6(6) . . . . ?
Au1 C1 C2 Fe1 -88.3(5) . . . . ?
C4 C3 C2 C1 -170.9(6) . . . . ?
Fe1 C3 C2 C1 -109.6(6) . . . . ?
C4 C3 C2 C6 -1.5(7) . . . . ?
Fe1 C3 C2 C6 59.8(4) . . . . ?
C4 C3 C2 Fe1 -61.3(4) . . . . ?
C3 Fe1 C2 C1 117.7(7) . . . . ?
C8 Fe1 C2 C1 26.0(6) . . . . ?
C6 Fe1 C2 C1 -124.5(7) . . . . ?
C12 Fe1 C2 C1 -20.0(6) . . . . ?
C9 Fe1 C2 C1 69.4(8) . . . . ?
C10 Fe1 C2 C1 -114.6(12) . . . . ?
C5 Fe1 C2 C1 -161.8(6) . . . . ?
C11 Fe1 C2 C1 -61.8(6) . . . . ?
C4 Fe1 C2 C1 155.0(6) . . . . ?
C3 Fe1 C2 C6 -117.8(5) . . . . ?
C8 Fe1 C2 C6 150.5(4) . . . . ?
C12 Fe1 C2 C6 104.5(4) . . . . ?
C9 Fe1 C2 C6 -166.1(5) . . . . ?
C10 Fe1 C2 C6 9.9(14) . . . . ?
C5 Fe1 C2 C6 -37.3(4) . . . . ?
C11 Fe1 C2 C6 62.7(5) . . . . ?
C4 Fe1 C2 C6 -80.5(4) . . . . ?
C8 Fe1 C2 C3 -91.6(4) . . . . ?
C6 Fe1 C2 C3 117.8(5) . . . . ?
C12 Fe1 C2 C3 -137.7(4) . . . . ?
C9 Fe1 C2 C3 -48.2(7) . . . . ?
C10 Fe1 C2 C3 127.7(12) . . . . ?
C5 Fe1 C2 C3 80.5(4) . . . . ?
C11 Fe1 C2 C3 -179.5(4) . . . . ?
C4 Fe1 C2 C3 37.3(4) . . . . ?
C3 Fe1 C9 C10 145.1(4) . . . . ?
C8 Fe1 C9 C10 -118.4(5) . . . . ?
C2 Fe1 C9 C10 178.7(5) . . . . ?
C6 Fe1 C9 C10 37.1(12) . . . . ?
C12 Fe1 C9 C10 -80.2(4) . . . . ?
C5 Fe1 C9 C10 64.2(5) . . . . ?
C11 Fe1 C9 C10 -37.3(4) . . . . ?
C4 Fe1 C9 C10 102.9(4) . . . . ?
C3 Fe1 C9 C8 -96.5(4) . . . . ?
C2 Fe1 C9 C8 -62.9(6) . . . . ?
C6 Fe1 C9 C8 155.5(9) . . . . ?
C12 Fe1 C9 C8 38.2(4) . . . . ?
C10 Fe1 C9 C8 118.4(5) . . . . ?
C5 Fe1 C9 C8 -177.4(4) . . . . ?
C11 Fe1 C9 C8 81.1(4) . . . . ?
C4 Fe1 C9 C8 -138.7(4) . . . . ?
C14 O2 C7 C8 179.5(5) . . . . ?
C14 O2 C7 Au2 -1.6(7) . . . . ?
Cl2 Au2 C7 O2 37(10) . . . . ?
Au1 Au2 C7 O2 -84.3(5) . . . . ?
Cl2 Au2 C7 C8 -144(9) . . . . ?
Au1 Au2 C7 C8 94.5(5) . . . . ?
O2 C7 C8 C12 175.7(5) . . . . ?
Au2 C7 C8 C12 -3.2(8) . . . . ?
O2 C7 C8 C9 3.6(9) . . . . ?
Au2 C7 C8 C9 -175.4(5) . . . . ?
O2 C7 C8 Fe1 91.0(5) . . . . ?
Au2 C7 C8 Fe1 -87.9(5) . . . . ?
C10 C9 C8 C7 173.6(6) . . . . ?
Fe1 C9 C8 C7 113.4(6) . . . . ?
C10 C9 C8 C12 0.5(7) . . . . ?
Fe1 C9 C8 C12 -59.7(4) . . . . ?
C10 C9 C8 Fe1 60.2(4) . . . . ?
C3 Fe1 C8 C7 -19.8(6) . . . . ?
C2 Fe1 C8 C7 26.7(6) . . . . ?
C6 Fe1 C8 C7 69.3(8) . . . . ?
C12 Fe1 C8 C7 117.8(6) . . . . ?
C9 Fe1 C8 C7 -123.5(6) . . . . ?
C10 Fe1 C8 C7 -161.3(6) . . . . ?
C5 Fe1 C8 C7 -112.7(14) . . . . ?
C11 Fe1 C8 C7 155.2(6) . . . . ?
C4 Fe1 C8 C7 -62.7(6) . . . . ?
C3 Fe1 C8 C12 -137.5(4) . . . . ?
C2 Fe1 C8 C12 -91.0(4) . . . . ?
C6 Fe1 C8 C12 -48.5(7) . . . . ?
C9 Fe1 C8 C12 118.8(5) . . . . ?
C10 Fe1 C8 C12 81.0(4) . . . . ?
C5 Fe1 C8 C12 129.5(14) . . . . ?
C11 Fe1 C8 C12 37.5(4) . . . . ?
C4 Fe1 C8 C12 179.6(4) . . . . ?
C3 Fe1 C8 C9 103.7(4) . . . . ?
C2 Fe1 C8 C9 150.2(4) . . . . ?
C6 Fe1 C8 C9 -167.2(5) . . . . ?
C12 Fe1 C8 C9 -118.8(5) . . . . ?
C10 Fe1 C8 C9 -37.8(4) . . . . ?
C5 Fe1 C8 C9 10.7(16) . . . . ?
C11 Fe1 C8 C9 -81.3(4) . . . . ?
C4 Fe1 C8 C9 60.8(5) . . . . ?
C8 C9 C10 C11 0.4(7) . . . . ?
Fe1 C9 C10 C11 59.3(4) . . . . ?
C8 C9 C10 Fe1 -58.9(4) . . . . ?
C3 Fe1 C10 C9 -61.9(6) . . . . ?
C8 Fe1 C10 C9 38.9(4) . . . . ?
C2 Fe1 C10 C9 -177.0(11) . . . . ?
C6 Fe1 C10 C9 -168.8(4) . . . . ?
C12 Fe1 C10 C9 83.5(4) . . . . ?
C5 Fe1 C10 C9 -132.5(4) . . . . ?
C11 Fe1 C10 C9 119.6(5) . . . . ?
C4 Fe1 C10 C9 -91.0(4) . . . . ?
C3 Fe1 C10 C11 178.5(4) . . . . ?
C8 Fe1 C10 C11 -80.7(4) . . . . ?
C2 Fe1 C10 C11 63.4(13) . . . . ?
C6 Fe1 C10 C11 71.6(4) . . . . ?
C12 Fe1 C10 C11 -36.1(4) . . . . ?
C9 Fe1 C10 C11 -119.6(5) . . . . ?
C5 Fe1 C10 C11 107.9(4) . . . . ?
C4 Fe1 C10 C11 149.3(4) . . . . ?
C1 C2 C6 C5 170.1(6) . . . . ?
C3 C2 C6 C5 1.5(7) . . . . ?
Fe1 C2 C6 C5 60.8(4) . . . . ?
C1 C2 C6 Fe1 109.3(6) . . . . ?
C3 C2 C6 Fe1 -59.3(4) . . . . ?
C3 Fe1 C6 C5 -79.7(4) . . . . ?
C8 Fe1 C6 C5 179.4(5) . . . . ?
C2 Fe1 C6 C5 -118.7(6) . . . . ?
C12 Fe1 C6 C5 145.8(4) . . . . ?
C9 Fe1 C6 C5 34.4(12) . . . . ?
C10 Fe1 C6 C5 63.8(5) . . . . ?
C11 Fe1 C6 C5 103.8(4) . . . . ?
C4 Fe1 C6 C5 -36.1(4) . . . . ?
C3 Fe1 C6 C2 39.0(4) . . . . ?
C8 Fe1 C6 C2 -61.9(7) . . . . ?
C12 Fe1 C6 C2 -95.5(4) . . . . ?
C9 Fe1 C6 C2 153.1(9) . . . . ?
C10 Fe1 C6 C2 -177.5(4) . . . . ?
C5 Fe1 C6 C2 118.7(6) . . . . ?
C11 Fe1 C6 C2 -137.5(4) . . . . ?
C4 Fe1 C6 C2 82.6(4) . . . . ?
C7 C8 C12 C11 -174.7(5) . . . . ?
C9 C8 C12 C11 -1.2(7) . . . . ?
Fe1 C8 C12 C11 -61.0(4) . . . . ?
C7 C8 C12 Fe1 -113.7(6) . . . . ?
C9 C8 C12 Fe1 59.8(4) . . . . ?
C3 Fe1 C12 C11 -173.2(4) . . . . ?
C8 Fe1 C12 C11 118.3(5) . . . . ?
C2 Fe1 C12 C11 -130.9(4) . . . . ?
C6 Fe1 C12 C11 -85.4(4) . . . . ?
C9 Fe1 C12 C11 79.9(4) . . . . ?
C10 Fe1 C12 C11 36.4(4) . . . . ?
C5 Fe1 C12 C11 -46.6(6) . . . . ?
C4 Fe1 C12 C11 115(3) . . . . ?
C3 Fe1 C12 C8 68.4(5) . . . . ?
C2 Fe1 C12 C8 110.7(4) . . . . ?
C6 Fe1 C12 C8 156.3(4) . . . . ?
C9 Fe1 C12 C8 -38.4(4) . . . . ?
C10 Fe1 C12 C8 -81.9(4) . . . . ?
C5 Fe1 C12 C8 -164.9(4) . . . . ?
C11 Fe1 C12 C8 -118.3(5) . . . . ?
C4 Fe1 C12 C8 -4(3) . . . . ?
C8 C12 C11 C10 1.5(7) . . . . ?
Fe1 C12 C11 C10 -58.0(4) . . . . ?
C8 C12 C11 Fe1 59.5(4) . . . . ?
C9 C10 C11 C12 -1.2(7) . . . . ?
Fe1 C10 C11 C12 57.5(4) . . . . ?
C9 C10 C11 Fe1 -58.6(4) . . . . ?
C3 Fe1 C11 C12 69(3) . . . . ?
C8 Fe1 C11 C12 -38.9(4) . . . . ?
C2 Fe1 C11 C12 73.1(5) . . . . ?
C6 Fe1 C11 C12 111.0(4) . . . . ?
C9 Fe1 C11 C12 -84.0(4) . . . . ?
C10 Fe1 C11 C12 -121.5(5) . . . . ?
C5 Fe1 C11 C12 153.2(4) . . . . ?
C4 Fe1 C11 C12 -172.4(4) . . . . ?
C3 Fe1 C11 C10 -169(3) . . . . ?
C8 Fe1 C11 C10 82.5(4) . . . . ?
C2 Fe1 C11 C10 -165.4(4) . . . . ?
C6 Fe1 C11 C10 -127.6(4) . . . . ?
C12 Fe1 C11 C10 121.5(5) . . . . ?
C9 Fe1 C11 C10 37.5(4) . . . . ?
C5 Fe1 C11 C10 -85.4(4) . . . . ?
C4 Fe1 C11 C10 -50.9(6) . . . . ?
C2 C6 C5 C4 -0.9(7) . . . . ?
Fe1 C6 C5 C4 58.5(5) . . . . ?
C2 C6 C5 Fe1 -59.5(4) . . . . ?
C3 C4 C5 C6 0.0(7) . . . . ?
Fe1 C4 C5 C6 -57.7(4) . . . . ?
C3 C4 C5 Fe1 57.6(4) . . . . ?
C3 Fe1 C5 C6 83.8(4) . . . . ?
C8 Fe1 C5 C6 -178.5(13) . . . . ?
C2 Fe1 C5 C6 38.6(4) . . . . ?
C12 Fe1 C5 C6 -60.8(6) . . . . ?
C9 Fe1 C5 C6 -169.5(4) . . . . ?
C10 Fe1 C5 C6 -132.5(4) . . . . ?
C11 Fe1 C5 C6 -91.0(4) . . . . ?
C4 Fe1 C5 C6 121.7(6) . . . . ?
C3 Fe1 C5 C4 -37.9(4) . . . . ?
C8 Fe1 C5 C4 59.8(15) . . . . ?
C2 Fe1 C5 C4 -83.1(4) . . . . ?
C6 Fe1 C5 C4 -121.7(6) . . . . ?
C12 Fe1 C5 C4 177.4(4) . . . . ?
C9 Fe1 C5 C4 68.7(5) . . . . ?
C10 Fe1 C5 C4 105.7(4) . . . . ?
C11 Fe1 C5 C4 147.3(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full 28.42
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max 2.226
_refine_diff_density_min -1.138
_refine_diff_density_rms 0.242
_database_code_depnum_ccdc_archive 'CCDC 962457'