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#$Revision: 289489 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/49/7714905.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_7714905
loop_
_publ_author_name
'Mahdavi, Seyedeh Mahbobeh'
'Bockfeld, Dirk'
'Büssing, Rolf'
'Karge, Bianka'
'Bannenberg, Thomas'
'Frank, René'
'Brönstrup, Mark'
'Ott, Ingo'
'Tamm, Matthias'
_publ_section_title
;
 Synthesis of N-heterocyclic carbene gold(I) complexes from the marine
 betaine 1,3-dimethylimidazolium-4-carboxylate.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1942
_journal_page_last               1946
_journal_paper_doi               10.1039/d3dt04135b
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C6 H8 Au Cl N2 O2'
_chemical_formula_sum            'C6 H8 Au Cl N2 O2'
_chemical_formula_weight         372.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-11-27 deposited with the CCDC.	2024-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.935(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.76910(10)
_cell_length_b                   12.2956(2)
_cell_length_c                   11.0786(2)
_cell_measurement_reflns_used    63220
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      58.7470
_cell_measurement_theta_min      3.2100
_cell_volume                     898.68(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_publication_material
'OLEX2 v1.2 (O. V. Dolomanov et al., J. Appl. Cryst., 2009, 42, 339-341)'
_computing_structure_refinement
'SHELXL-2018/3 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_structure_solution
'SHELXT 2018/2 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            127069
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         58.805
_diffrn_reflns_theta_min         3.238
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    16.627
_exptl_absorpt_correction_T_max  0.638
_exptl_absorpt_correction_T_min  0.055
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.754
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.099
_refine_diff_density_max         4.381
_refine_diff_density_min         -3.580
_refine_diff_density_rms         0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         13013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0254
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0202P)²+0.7823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0576
_refine_ls_wR_factor_ref         0.0596
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10944
_reflns_number_total             13013
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt04135b3.cif
_cod_data_source_block           sm09db
_cod_depositor_comments
'Adding full bibliography for 7714901--7714907.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7714905
_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_min   0.097
_shelx_estimated_absorpt_t_max   0.290
_oxdiff_exptl_absorpt_empirical_full_min 0.632
_oxdiff_exptl_absorpt_empirical_full_max 1.627
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.69162(2) 0.56373(2) 0.58329(2) 0.01283(1) Uani 1 1 d . . . . .
Cl1 Cl 0.84411(6) 0.64912(3) 0.44437(3) 0.01852(5) Uani 1 1 d . . . . .
O1 O 0.0929(2) 0.55849(10) 0.89506(13) 0.02046(18) Uani 1 1 d . . . . .
O2 O 0.2032(2) 0.40173(11) 0.99269(12) 0.02106(19) Uani 1 1 d . . . . .
H2 H 0.116592 0.416811 1.033816 0.032 Uiso 1 1 calc R U . . .
N1 N 0.41138(17) 0.53565(9) 0.75596(10) 0.01323(13) Uani 1 1 d . . . . .
N2 N 0.62292(19) 0.40165(10) 0.77267(11) 0.01533(15) Uani 1 1 d . . . . .
C1 C 0.56651(19) 0.49672(10) 0.71115(11) 0.01346(15) Uani 1 1 d . . . . .
C2 C 0.3695(2) 0.46512(11) 0.84480(11) 0.01409(15) Uani 1 1 d . . . . .
C3 C 0.5035(2) 0.38071(11) 0.85445(13) 0.01588(17) Uani 1 1 d . . . . .
H3 H 0.512066 0.319444 0.907613 0.019 Uiso 1 1 calc R U . . .
C4 C 0.2090(2) 0.48063(11) 0.91213(12) 0.01541(17) Uani 1 1 d . . . . .
C5 C 0.2954(2) 0.63288(12) 0.70817(14) 0.01755(19) Uani 1 1 d . . . . .
H5A H 0.355665 0.667012 0.644971 0.026 Uiso 1 1 calc R U . . .
H5B H 0.298071 0.684301 0.776098 0.026 Uiso 1 1 calc R U . . .
H5C H 0.154895 0.612462 0.671427 0.026 Uiso 1 1 calc R U . . .
C6 C 0.7763(3) 0.32776(14) 0.74639(19) 0.0239(3) Uani 1 1 d . . . . .
H6A H 0.869289 0.368004 0.706529 0.036 Uiso 1 1 calc R U . . .
H6B H 0.710402 0.269816 0.691022 0.036 Uiso 1 1 calc R U . . .
H6C H 0.852423 0.295758 0.823958 0.036 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 17 4 0.0595
1 15 7 0.0571
6 -9 -11 0.0996
0 -15 -8 0.0496
-7 7 11 0.0996
7 5 -11 0.1124
0 5 -15 0.0586
-9 -7 6 0.1093
0 -5 15 0.0610
0 10 -13 0.0533
1 -9 12 0.0598
-4 12 -8 0.0808
7 -11 1 0.0981
7 -12 -3 0.0972
-6 14 2 0.0947
6 13 -1 0.0919
6 12 3 0.0878
1 12 11 0.0533
-1 11 12 0.0541
0 -12 -11 0.0448
8 -2 4 0.1052
0 -10 13 0.0587
-6 5 -8 0.1033
0 13 -10 0.0566
3 13 -10 0.0766
-3 -13 10 0.0726
0 16 -6 0.0603
0 -16 6 0.0603
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 176.50(4) . . ?
C1 Au1 Au1 77.88(4) . 3_666 ?
Cl1 Au1 Au1 105.273(10) . 3_666 ?
C4 O2 H2 109.5 . . ?
C1 N1 C2 109.84(11) . . ?
C1 N1 C5 123.84(11) . . ?
C2 N1 C5 126.10(11) . . ?
C1 N2 C3 110.60(11) . . ?
C1 N2 C6 124.53(12) . . ?
C3 N2 C6 124.64(12) . . ?
N1 C1 N2 105.95(11) . . ?
N1 C1 Au1 127.47(9) . . ?
N2 C1 Au1 126.58(9) . . ?
C3 C2 N1 107.00(11) . . ?
C3 C2 C4 127.99(12) . . ?
N1 C2 C4 125.01(12) . . ?
N2 C3 C2 106.60(11) . . ?
N2 C3 H3 126.7 . . ?
C2 C3 H3 126.7 . . ?
O1 C4 O2 124.14(13) . . ?
O1 C4 C2 123.17(13) . . ?
O2 C4 C2 112.69(12) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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 C1 1.9849(12) . ?
Au1 Cl1 2.2908(3) . ?
Au1 Au1 3.23241(11) 3_666 ?
O1 C4 1.2260(18) . ?
O2 C4 1.3247(18) . ?
O2 H2 0.8400 . ?
N1 C1 1.3460(16) . ?
N1 C2 1.3878(16) . ?
N1 C5 1.4626(18) . ?
N2 C1 1.3639(17) . ?
N2 C3 1.3666(17) . ?
N2 C6 1.4573(19) . ?
C2 C3 1.3670(19) . ?
C2 C4 1.4613(18) . ?
C3 H3 0.9500 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
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
C2 N1 C1 N2 -0.33(15) . . . . ?
C5 N1 C1 N2 -175.25(12) . . . . ?
C2 N1 C1 Au1 -179.65(9) . . . . ?
C5 N1 C1 Au1 5.43(19) . . . . ?
C3 N2 C1 N1 0.48(15) . . . . ?
C6 N2 C1 N1 175.11(15) . . . . ?
C3 N2 C1 Au1 179.80(10) . . . . ?
C6 N2 C1 Au1 -5.6(2) . . . . ?
C1 N1 C2 C3 0.08(15) . . . . ?
C5 N1 C2 C3 174.85(13) . . . . ?
C1 N1 C2 C4 -179.24(12) . . . . ?
C5 N1 C2 C4 -4.5(2) . . . . ?
C1 N2 C3 C2 -0.43(16) . . . . ?
C6 N2 C3 C2 -175.06(15) . . . . ?
N1 C2 C3 N2 0.21(15) . . . . ?
C4 C2 C3 N2 179.50(13) . . . . ?
C3 C2 C4 O1 -178.42(15) . . . . ?
N1 C2 C4 O1 0.8(2) . . . . ?
C3 C2 C4 O2 1.5(2) . . . . ?
N1 C2 C4 O2 -179.34(13) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.1723 16.8000 3.6997 0.7428 0.6341 0.2150
0.6436 15.4018 6.6810 0.4975 0.8111 0.3077
6.1554 -8.7961 -10.9487 -0.4510 -0.7367 0.5039
0.3242 -15.0941 -7.5918 -0.5119 -0.8349 -0.2021
-6.9717 6.9562 10.9591 0.4105 0.6708 -0.6177
7.3414 5.3666 -11.1989 0.1464 -0.3512 0.9248
0.4650 5.1306 -14.6943 0.6088 -0.7125 0.3489
-8.6292 -6.6011 6.0992 0.0051 -0.0075 -1.0000
-0.1895 -4.9704 14.6518 -0.6155 0.7202 -0.3201
0.0322 9.6738 -12.6480 0.7878 -0.4825 0.3828
0.6847 -9.4012 12.4957 -0.8106 0.4965 -0.3105
-3.9315 11.7471 -7.8338 0.9723 -0.2335 0.0090
6.9169 -11.1545 1.1997 -0.9302 -0.0728 0.3597
6.6472 -12.4180 -2.9801 -0.8610 -0.3562 0.3630
-5.9038 13.6149 2.3791 0.8917 0.3690 -0.2621
6.4866 12.6236 -1.0090 0.2544 0.4168 0.8727
6.1892 11.9838 2.5864 0.1441 0.6033 0.7844
0.8721 12.0913 10.5013 0.2284 0.9518 0.2049
-0.8346 11.0301 11.9742 0.2335 0.9723 0.0090
0.1007 -11.5419 -11.3947 -0.2324 -0.9681 -0.0938
8.2684 -1.6085 4.4277 -0.6498 0.3975 0.6479
-0.3398 -9.7615 12.6973 -0.7763 0.4763 -0.4130
-6.1762 5.1129 -8.4334 0.8049 -0.4930 -0.3302
-0.4623 13.3157 -9.5570 0.9003 -0.2166 0.3775
3.3291 12.9022 -9.9000 0.6815 -0.1644 0.7132
-3.0063 -13.0274 9.9360 -0.7060 0.1702 -0.6874
0.0346 15.9366 -6.0174 0.8987 0.0702 0.4329
-0.0346 -15.9366 6.0174 -0.8987 -0.0702 -0.4329
