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#$Date: 2024-02-04 13:52:45 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289489 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/49/7714903.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_7714903
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         'C12 H15 Au N4 O4, 6(H2 O)'
_chemical_formula_sum            'C12 H27 Au N4 O10'
_chemical_formula_weight         584.34
_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   mixed
_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                 91.190(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.3054(4)
_cell_length_b                   20.233(3)
_cell_length_c                   11.3141(11)
_cell_measurement_reflns_used    2380
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.3950
_cell_measurement_theta_min      4.3750
_cell_volume                     985.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_publication_material
'OLEX2 v1.3 (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 0.993
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14935
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.892
_diffrn_reflns_theta_min         4.370
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.969
_exptl_crystal_description       needle
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_refine_diff_density_max         2.224
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1958
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0322P)²+10.2934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1302
_reflns_number_total             1958
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt04135b3.cif
_cod_data_source_block           sm18db
_cod_depositor_comments
'Adding full bibliography for 7714901--7714907.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7714903
_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   0.204
_shelx_estimated_absorpt_t_max   0.868
_oxdiff_exptl_absorpt_empirical_full_min 0.544
_oxdiff_exptl_absorpt_empirical_full_max 3.079
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
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 0.500000 0.500000 0.000000 0.03114(17) Uani 1 2 d S . P . .
O1 O -0.3303(14) 0.4994(4) 0.4143(5) 0.0413(14) Uani 1 1 d . . . . .
H1 H -0.500000 0.500000 0.500000 0.11(7) Uiso 1 2 d S . P . .
O2 O -0.2277(17) 0.6048(4) 0.4660(6) 0.0461(17) Uani 1 1 d . . . . .
N1 N 0.1092(17) 0.5151(3) 0.2209(6) 0.0274(19) Uani 1 1 d . . . . .
N2 N 0.272(2) 0.6091(4) 0.1585(6) 0.0376(19) Uani 1 1 d . . . . .
C1 C 0.276(2) 0.5430(5) 0.1359(7) 0.0294(19) Uani 1 1 d . . . . .
C2 C 0.004(2) 0.5640(5) 0.2984(8) 0.033(2) Uani 1 1 d . . . . .
C3 C 0.108(3) 0.6225(6) 0.2553(8) 0.043(2) Uani 1 1 d . . . . .
H3 H 0.071795 0.665034 0.287693 0.052 Uiso 1 1 calc R U . . .
C4 C 0.064(2) 0.4444(5) 0.2327(8) 0.037(2) Uani 1 1 d . . . . .
H4A H 0.161557 0.421587 0.166805 0.056 Uiso 1 1 calc R U . . .
H4B H -0.159360 0.434599 0.231787 0.056 Uiso 1 1 calc R U . . .
H4C H 0.157717 0.429300 0.307539 0.056 Uiso 1 1 calc R U . . .
C5 C 0.423(3) 0.6594(6) 0.0853(9) 0.052(3) Uani 1 1 d . . . . .
H5A H 0.264225 0.685131 0.042419 0.079 Uiso 1 1 calc R U . . .
H5B H 0.558635 0.637676 0.028644 0.079 Uiso 1 1 calc R U . . .
H5C H 0.547155 0.688951 0.136163 0.079 Uiso 1 1 calc R U . . .
C6 C -0.199(2) 0.5553(5) 0.3999(8) 0.037(2) Uani 1 1 d . . . . .
O3 O 0.2850(19) 0.6747(4) 0.5431(6) 0.053(2) Uani 1 1 d G . . . .
H3A H 0.432968 0.649861 0.516481 0.079 Uiso 1 1 d G U . . .
H3B H 0.118427 0.661051 0.505772 0.079 Uiso 1 1 d G U . . .
O4 O 0.373(4) 0.7822(6) 0.3918(9) 0.109(4) Uani 1 1 d G . . . .
H4D H 0.204045 0.772996 0.351328 0.163 Uiso 1 1 d G U . . .
H4E H 0.372347 0.754452 0.450571 0.163 Uiso 1 1 d G U . . .
O5 O -0.127(4) 0.7820(6) 0.2679(10) 0.119(5) Uani 1 1 d G . . . .
H5D H -0.315913 0.788429 0.290741 0.178 Uiso 1 1 d G U . . .
H5E H -0.102588 0.811018 0.195002 0.178 Uiso 1 1 d G U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
-3 -3 1 0.0145
3 0 -1 0.1362
0 13 -2 0.0076
0 -13 2 0.0035
0 0 7 0.0076
0 0 -7 0.0057
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 C1 180.0 . 3_665 ?
C1 N1 C2 109.7(7) . . ?
C1 N1 C4 123.9(7) . . ?
C2 N1 C4 126.2(7) . . ?
C3 N2 C1 111.1(8) . . ?
C3 N2 C5 124.4(9) . . ?
C1 N2 C5 124.5(8) . . ?
N1 C1 N2 105.6(7) . . ?
N1 C1 Au1 129.5(7) . . ?
N2 C1 Au1 124.9(6) . . ?
C3 C2 N1 106.0(8) . . ?
C3 C2 C6 126.2(10) . . ?
N1 C2 C6 127.6(9) . . ?
N2 C3 C2 107.4(10) . . ?
O2 C6 O1 125.5(9) . . ?
O2 C6 C2 115.9(10) . . ?
O1 C6 C2 118.5(8) . . ?
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 2.027(8) . ?
Au1 C1 2.027(8) 3_665 ?
O1 C6 1.277(12) . ?
O2 C6 1.257(12) . ?
N1 C1 1.337(11) . ?
N1 C2 1.402(11) . ?
N1 C4 1.451(13) . ?
N2 C3 1.342(13) . ?
N2 C1 1.362(12) . ?
N2 C5 1.472(13) . ?
C2 C3 1.360(14) . ?
C2 C6 1.469(13) . ?
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 -1.2(10) . . . . ?
C4 N1 C1 N2 -177.6(7) . . . . ?
C2 N1 C1 Au1 178.4(6) . . . . ?
C4 N1 C1 Au1 1.9(12) . . . . ?
C3 N2 C1 N1 0.4(10) . . . . ?
C5 N2 C1 N1 -178.8(9) . . . . ?
C3 N2 C1 Au1 -179.2(6) . . . . ?
C5 N2 C1 Au1 1.6(13) . . . . ?
C1 N1 C2 C3 1.5(10) . . . . ?
C4 N1 C2 C3 177.9(8) . . . . ?
C1 N1 C2 C6 176.6(9) . . . . ?
C4 N1 C2 C6 -7.0(14) . . . . ?
C1 N2 C3 C2 0.6(11) . . . . ?
C5 N2 C3 C2 179.7(9) . . . . ?
N1 C2 C3 N2 -1.2(10) . . . . ?
C6 C2 C3 N2 -176.4(9) . . . . ?
C3 C2 C6 O2 -15.1(14) . . . . ?
N1 C2 C6 O2 170.7(8) . . . . ?
C3 C2 C6 O1 165.1(9) . . . . ?
N1 C2 C6 O1 -9.1(14) . . . . ?
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
-2.6768 -3.0127 1.4463 0.1663 0.3479 0.9226
2.7714 -0.3708 -1.1113 -0.0567 -0.1176 -0.9914
0.3945 12.6933 -1.5684 -0.4301 -0.9027 -0.0090
-0.3945 -12.6933 1.5684 0.4301 0.9027 0.0090
0.2629 -0.1564 7.2970 -0.7936 0.6084 0.0093
-0.2629 0.1564 -7.2970 0.7936 -0.6084 -0.0093
