#------------------------------------------------------------------------------
#$Date: 2023-09-05 21:58:48 +0200 (Tue 05 de Sep de 2023) $
#$Revision: 286150 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/68/7246811.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7246811
loop_
_publ_author_name
'Do, Jean-Louis'
'Auvray, Thomas'
'Lennox, Cameron B.'
'Titi, Hatem M.'
'Cuccia, Louis A.'
'Friščić, Tomislav'
_publ_section_title
;
 Rapid, room-temperature, solvent-free mechanochemical oxidation of
 elemental gold into organosoluble gold salts
;
_journal_issue                   15
_journal_name_full               'Green Chemistry'
_journal_page_first              5899
_journal_page_last               5906
_journal_paper_doi               10.1039/D3GC01150J
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'Au Cl4, C8 H20 N'
_chemical_formula_sum            'C8 H20 Au Cl4 N'
_chemical_formula_weight         469.02
_chemical_properties_physical    Light-sensitive,Photo-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-23
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.0430(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.1149(2)
_cell_length_b                   7.9249(2)
_cell_length_c                   10.3451(2)
_cell_measurement_reflns_used    7131
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.443
_cell_measurement_theta_min      10.257
_cell_volume                     746.80(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8615
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.436
_diffrn_reflns_theta_min         10.256
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    24.843
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1292 before and 0.0545 after correction.
The Ratio of minimum to maximum transmission is 0.7070.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1455
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0188
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0170P)²+0.4521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1400
_reflns_number_total             1455
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc01150j2.cif
_cod_data_source_block           teaaucl4
_cod_depositor_comments
'Adding full bibliography for 7246811--7246815.cif.'
_cod_database_code               7246811
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.523
_shelx_estimated_absorpt_t_min   0.190
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C)
;
_shelx_res_file
;
TITL teaaucl4_a.res in P2/n
    teaaucl4.res
    created by SHELXL-2018/3 at 09:34:09 on 23-Feb-2022
REM Old TITL TEAAuCl4 in P2/n
REM SHELXT solution in P2/n: R1 0.088, Rweak 0.003, Alpha 0.009
REM <I/s> 1.037 for 111 systematic absences, Orientation as input
REM Formula found by SHELXT: C8 N Cl4 Au
CELL 1.54178 9.1149 7.9249 10.3451 90 92.043 90
ZERR 2 0.0002 0.0002 0.0002 0 0.001 0
LATT 1
SYMM 0.5-X,+Y,0.5-Z
SFAC C H Au Cl N
UNIT 16 40 2 8 2

L.S. 10
PLAN  5
SIZE 0.03 0.1 0.05
TEMP 24.85
CONF
BOND
list 4
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\TEAAuCl4.hkl">
REM </olex2.extras>

WGHT    0.017000    0.452100
FVAR       0.56580
AU1   3    0.250000    0.357320    0.250000    10.50000    0.03823    0.03080 =
         0.04134    0.00000   -0.00775    0.00000
CL1   4    0.455885    0.358566    0.131443    11.00000    0.05095    0.06363 =
         0.06850    0.00371    0.01046    0.00100
CL3   4    0.250000    0.070134    0.250000    10.50000    0.08168    0.03150 =
         0.08853    0.00000    0.00634    0.00000
CL2   4    0.250000    0.643575    0.250000    10.50000    0.04669    0.03306 =
         0.12969    0.00000   -0.00659    0.00000
N1    5    0.750000    0.880484    0.250000    10.50000    0.03143    0.04070 =
         0.04206    0.00000   -0.00403    0.00000
C1    1    0.616492    0.771929    0.276393    11.00000    0.03882    0.05628 =
         0.05825    0.00567   -0.00700   -0.01043
AFIX  23
H1A   2    0.533854    0.845729    0.291144    11.00000   -1.20000
H1B   2    0.592463    0.705698    0.199678    11.00000   -1.20000
AFIX   0
C3    1    0.793548    0.988143    0.366202    11.00000    0.05370    0.04956 =
         0.04452   -0.00324   -0.00339   -0.00674
AFIX  23
H3A   2    0.815862    0.914239    0.439017    11.00000   -1.20000
H3B   2    0.882702    1.048850    0.347406    11.00000   -1.20000
AFIX   0
C2    1    0.634886    0.654265    0.389555    11.00000    0.07167    0.08196 =
         0.07756    0.02853   -0.01088   -0.02916
AFIX 137
H2A   2    0.709808    0.572957    0.372425    11.00000   -1.50000
H2B   2    0.543880    0.596986    0.402969    11.00000   -1.50000
H2C   2    0.662730    0.717616    0.465630    11.00000   -1.50000
AFIX   0
C4    1    0.678901    1.114323    0.405566    11.00000    0.08236    0.06867 =
         0.05940   -0.01280    0.00916    0.00805
AFIX 137
H4A   2    0.657430    1.190160    0.335042    11.00000   -1.50000
H4B   2    0.715462    1.177243    0.479184    11.00000   -1.50000
H4C   2    0.591052    1.055648    0.427454    11.00000   -1.50000
AFIX   0
HKLF 4




REM  teaaucl4_a.res in P2/n
REM wR2 = 0.044527, GooF = S = 1.11555, Restrained GooF = 1.11555 for all data
REM R1 = 0.018759 for 1400 Fo > 4sig(Fo) and 0.019824 for all 1455 data
REM 68 parameters refined using 0 restraints

END

WGHT      0.0170      0.4521

REM Highest difference peak  0.592,  deepest hole -0.701,  1-sigma level  0.102
Q1    1   0.1294  0.3517  0.2500  11.00000  0.05    0.59
Q2    1   0.3986  0.4433  0.1151  11.00000  0.05    0.39
Q3    1   0.3240  0.3512  0.0776  11.00000  0.05    0.35
Q4    1   0.1294  0.0816  0.2960  11.00000  0.05    0.32
Q5    1   0.2358  0.8090  0.2994  11.00000  0.05    0.27
;
_shelx_res_checksum              43488
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.250000 0.35732(2) 0.250000 0.03701(9) Uani 1 2 d S T P . .
Cl1 Cl 0.45588(11) 0.35857(12) 0.13144(11) 0.0608(2) Uani 1 1 d . . . . .
Cl3 Cl 0.250000 0.07013(17) 0.250000 0.0672(4) Uani 1 2 d S T P . .
Cl2 Cl 0.250000 0.64358(15) 0.250000 0.0700(4) Uani 1 2 d S T P . .
N1 N 0.750000 0.8805(5) 0.250000 0.0382(8) Uani 1 2 d S T P . .
C1 C 0.6165(4) 0.7719(5) 0.2764(4) 0.0513(8) Uani 1 1 d . . . . .
H1A H 0.533854 0.845729 0.291144 0.062 Uiso 1 1 calc R U . . .
H1B H 0.592463 0.705698 0.199678 0.062 Uiso 1 1 calc R U . . .
C3 C 0.7935(4) 0.9881(5) 0.3662(3) 0.0494(8) Uani 1 1 d . . . . .
H3A H 0.815862 0.914239 0.439017 0.059 Uiso 1 1 calc R U . . .
H3B H 0.882702 1.048850 0.347406 0.059 Uiso 1 1 calc R U . . .
C2 C 0.6349(6) 0.6543(6) 0.3896(6) 0.0774(14) Uani 1 1 d . . . . .
H2A H 0.709808 0.572957 0.372425 0.116 Uiso 1 1 calc R U . . .
H2B H 0.543880 0.596986 0.402969 0.116 Uiso 1 1 calc R U . . .
H2C H 0.662730 0.717616 0.465630 0.116 Uiso 1 1 calc R U . . .
C4 C 0.6789(6) 1.1143(6) 0.4056(5) 0.0700(12) Uani 1 1 d . . . . .
H4A H 0.657430 1.190160 0.335042 0.105 Uiso 1 1 calc R U . . .
H4B H 0.715462 1.177243 0.479184 0.105 Uiso 1 1 calc R U . . .
H4C H 0.591052 1.055648 0.427454 0.105 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 0.03823(11) 0.03080(12) 0.04134(12) 0.000 -0.00775(7) 0.000
Cl1 0.0509(5) 0.0636(6) 0.0685(6) 0.0037(4) 0.0105(4) 0.0010(4)
Cl3 0.0817(9) 0.0315(6) 0.0885(10) 0.000 0.0063(7) 0.000
Cl2 0.0467(6) 0.0331(6) 0.1297(14) 0.000 -0.0066(7) 0.000
N1 0.0314(16) 0.041(2) 0.0421(19) 0.000 -0.0040(14) 0.000
C1 0.0388(16) 0.056(2) 0.058(2) 0.0057(17) -0.0070(14) -0.0104(15)
C3 0.0537(19) 0.050(2) 0.0445(18) -0.0032(15) -0.0034(15) -0.0067(15)
C2 0.072(3) 0.082(3) 0.078(3) 0.029(2) -0.011(2) -0.029(2)
C4 0.082(3) 0.069(3) 0.059(2) -0.013(2) 0.009(2) 0.008(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Au1 Cl1 179.50(5) 2 . ?
Cl3 Au1 Cl1 90.25(2) . . ?
Cl3 Au1 Cl1 90.25(2) . 2 ?
Cl2 Au1 Cl1 89.75(2) . 2 ?
Cl2 Au1 Cl1 89.75(2) . . ?
Cl2 Au1 Cl3 180.0 . . ?
C1 N1 C1 111.2(4) 2_655 . ?
C3 N1 C1 111.4(2) 2_655 2_655 ?
C3 N1 C1 105.8(2) 2_655 . ?
C3 N1 C1 105.8(2) . 2_655 ?
C3 N1 C1 111.4(2) . . ?
C3 N1 C3 111.5(4) . 2_655 ?
N1 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C2 C1 N1 115.0(3) . . ?
C2 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
N1 C3 H3A 108.5 . . ?
N1 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C4 C3 N1 114.9(3) . . ?
C4 C3 H3A 108.5 . . ?
C4 C3 H3B 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
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 Cl1 2.2782(9) 2 ?
Au1 Cl1 2.2782(9) . ?
Au1 Cl3 2.2759(13) . ?
Au1 Cl2 2.2685(12) . ?
N1 C1 1.523(4) 2_655 ?
N1 C1 1.523(4) . ?
N1 C3 1.515(4) 2_655 ?
N1 C3 1.515(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.501(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.513(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
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 N1 C1 C2 59.3(3) 2_655 . . . ?
C1 N1 C3 C4 -62.3(4) . . . . ?
C1 N1 C3 C4 176.8(3) 2_655 . . . ?
C3 N1 C1 C2 -58.4(5) . . . . ?
C3 N1 C1 C2 -179.7(4) 2_655 . . . ?
C3 N1 C3 C4 55.6(3) 2_655 . . . ?
