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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/7/71/49/7714907.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_7714907
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 H14 Au K N4 O4, 2(H2 O), C H4 O'
_chemical_formula_sum            'C13 H22 Au K N4 O7'
_chemical_formula_weight         582.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                79.722(7)
_cell_angle_beta                 82.574(5)
_cell_angle_gamma                81.366(7)
_cell_formula_units_Z            1
_cell_length_a                   3.8030(2)
_cell_length_b                   10.9370(12)
_cell_length_c                   11.4861(8)
_cell_measurement_reflns_used    1869
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.5760
_cell_measurement_theta_min      4.1470
_cell_volume                     462.17(7)
_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 0.975
_diffrn_measured_fraction_theta_max 0.924
_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  0.0884
_diffrn_reflns_av_unetI/netI     0.0755
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5680
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.221
_diffrn_reflns_theta_min         4.143
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    17.375
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_correction_T_min  0.554
_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    2.093
_exptl_crystal_description       irregular
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.059
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.013
_refine_diff_density_max         8.532
_refine_diff_density_min         -5.490
_refine_diff_density_rms         0.596
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1792
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.1068
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2720
_refine_ls_wR_factor_ref         0.2801
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1634
_reflns_number_total             1792
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt04135b3.cif
_cod_data_source_block           sm13db
_cod_depositor_comments
'Adding full bibliography for 7714901--7714907.cif.'
_cod_database_code               7714907
_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   0.427
_shelx_estimated_absorpt_t_max   0.806
_oxdiff_exptl_absorpt_empirical_full_min 0.506
_oxdiff_exptl_absorpt_empirical_full_max 1.731
_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, -y, -z'
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 1.000000 0.000000 0.500000 0.0391(5) Uani 1 2 d S . P . .
K1 K 0.000000 0.500000 0.000000 0.068(2) Uani 1 2 d S . P . .
O1 O 0.173(5) 0.5529(15) 0.2950(13) 0.050(4) Uani 1 1 d . . . . .
O2 O 0.471(4) 0.4370(14) 0.1628(12) 0.044(3) Uani 1 1 d . . . . .
N1 N 0.688(4) 0.2444(14) 0.3543(15) 0.035(3) Uani 1 1 d . . . . .
N2 N 0.531(4) 0.2393(14) 0.5403(15) 0.037(3) Uani 1 1 d . . . . .
C1 C 0.716(5) 0.1726(14) 0.4591(19) 0.037(4) Uani 1 1 d . . . . .
C2 C 0.469(5) 0.355(2) 0.3657(17) 0.040(4) Uani 1 1 d . . . . .
C3 C 0.366(4) 0.3538(18) 0.4849(17) 0.036(4) Uani 1 1 d . . . . .
H3 H 0.215313 0.416752 0.521548 0.044 Uiso 1 1 calc R U . . .
C4 C 0.862(7) 0.203(2) 0.245(2) 0.052(5) Uani 1 1 d . . . . .
H4A H 1.055063 0.252819 0.211353 0.078 Uiso 1 1 calc R U . . .
H4B H 0.686777 0.212505 0.187318 0.078 Uiso 1 1 calc R U . . .
H4C H 0.962180 0.114049 0.262258 0.078 Uiso 1 1 calc R U . . .
C5 C 0.479(5) 0.199(2) 0.671(2) 0.049(5) Uani 1 1 d . . . . .
H5A H 0.363078 0.123087 0.689455 0.074 Uiso 1 1 calc R U . . .
H5B H 0.328254 0.266135 0.708092 0.074 Uiso 1 1 calc R U . . .
H5C H 0.711885 0.182746 0.703201 0.074 Uiso 1 1 calc R U . . .
C6 C 0.364(5) 0.4569(19) 0.2639(19) 0.042(4) Uani 1 1 d . . . . .
O3A O -0.048(17) 0.709(4) 0.087(3) 0.054(16) Uani 0.46(11) 1 d . . P A 1
H3AA H -0.239542 0.717323 0.145841 0.081 Uiso 0.46(11) 1 d R U P A 1
H3AB H 0.146338 0.709213 0.128101 0.081 Uiso 0.46(11) 1 d R U P A 1
O3B O 0.181(19) 0.723(3) 0.092(3) 0.068(19) Uani 0.54(11) 1 d . . P A 2
H3BA H 0.417405 0.725453 0.080529 0.102 Uiso 0.54(11) 1 d R U P A 2
H3BB H 0.134065 0.713149 0.171802 0.102 Uiso 0.54(11) 1 d R U P A 2
O99 O 0.424(14) 0.157(4) -0.006(4) 0.081(12) Uani 0.5 1 d . . P B -1
H99 H 0.291208 0.188162 0.048965 0.122 Uiso 0.5 1 calc R U P B -1
C99 C 0.450(16) 0.027(5) 0.019(8) 0.074(18) Uani 0.5 1 d . . P B -1
H99A H 0.445854 -0.006233 -0.054215 0.111 Uiso 0.5 1 calc R U P B -1
H99B H 0.246969 0.002448 0.076192 0.111 Uiso 0.5 1 calc R U P B -1
H99C H 0.673660 -0.007092 0.053797 0.111 Uiso 0.5 1 calc R U P B -1
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'
K K 0.3868 1.0657 '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
0 3 -6 0.0056
0 -3 6 0.0059
2 -1 5 0.0198
-2 -1 -3 0.0191
0 4 7 0.0137
0 -3 -7 0.0033
0 7 0 0.0100
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 . 2_756 ?
O3A K1 O3A 180.0 . 2_565 ?
O3A K1 O2 92.7(13) . 2_665 ?
O3A K1 O2 87.3(13) 2_565 2_665 ?
O3A K1 O2 87.3(13) . 1_455 ?
O3A K1 O2 92.7(13) 2_565 1_455 ?
O2 K1 O2 180.0 2_665 1_455 ?
O3A K1 O2 101.7(11) . 2_565 ?
O3A K1 O2 78.3(11) 2_565 2_565 ?
O2 K1 O2 91.0(4) 2_665 2_565 ?
O2 K1 O2 89.0(4) 1_455 2_565 ?
O3A K1 O2 78.3(11) . . ?
O3A K1 O2 101.7(11) 2_565 . ?
O2 K1 O2 89.0(4) 2_665 . ?
O2 K1 O2 91.0(4) 1_455 . ?
O2 K1 O2 180.0 2_565 . ?
O3A K1 O3B 163.1(10) . 2_565 ?
O3A K1 O3B 16.9(10) 2_565 2_565 ?
O2 K1 O3B 99.4(10) 2_665 2_565 ?
O2 K1 O3B 80.6(10) 1_455 2_565 ?
O2 K1 O3B 66.7(10) 2_565 2_565 ?
O2 K1 O3B 113.3(10) . 2_565 ?
O2 K1 O3B 80.6(10) 2_665 . ?
O2 K1 O3B 99.4(10) 1_455 . ?
O2 K1 O3B 113.3(10) 2_565 . ?
O2 K1 O3B 66.7(10) . . ?
O3B K1 O3B 180(2) 2_565 . ?
O3A K1 C6 67.4(10) . . ?
O3A K1 C6 112.6(10) 2_565 . ?
O2 K1 C6 104.2(5) 2_665 . ?
O2 K1 C6 75.8(5) 1_455 . ?
O2 K1 C6 161.4(4) 2_565 . ?
O2 K1 C6 18.6(4) . . ?
O3B K1 C6 119.9(9) 2_565 . ?
O3B K1 C6 60.1(9) . . ?
O3A K1 C6 112.6(10) . 2_565 ?
O3A K1 C6 67.4(10) 2_565 2_565 ?
O2 K1 C6 75.8(4) 2_665 2_565 ?
O2 K1 C6 104.2(5) 1_455 2_565 ?
O2 K1 C6 18.6(4) 2_565 2_565 ?
O2 K1 C6 161.4(4) . 2_565 ?
C6 K1 C6 180.0 . 2_565 ?
O3A K1 K1 96.3(14) . 1_455 ?
O3A K1 K1 83.7(14) 2_565 1_455 ?
O2 K1 K1 135.1(3) 2_665 1_455 ?
O2 K1 K1 44.9(3) 1_455 1_455 ?
O2 K1 K1 44.1(3) 2_565 1_455 ?
O2 K1 K1 135.9(3) . 1_455 ?
C6 K1 K1 119.9(3) . 1_455 ?
C6 K1 K1 60.1(3) 2_565 1_455 ?
O3A K1 K1 83.7(14) . 1_655 ?
O3A K1 K1 96.3(14) 2_565 1_655 ?
O2 K1 K1 44.9(3) 2_665 1_655 ?
O2 K1 K1 135.1(3) 1_455 1_655 ?
O2 K1 K1 135.9(3) 2_565 1_655 ?
O2 K1 K1 44.1(3) . 1_655 ?
C6 K1 K1 60.1(3) . 1_655 ?
C6 K1 K1 119.9(3) 2_565 1_655 ?
K1 K1 K1 180.0 1_455 1_655 ?
C6 O2 K1 136.3(14) . 1_655 ?
C6 O2 K1 117.0(12) . . ?
K1 O2 K1 91.0(4) 1_655 . ?
C1 N1 C2 110.8(16) . . ?
C1 N1 C4 121.4(17) . . ?
C2 N1 C4 127.7(17) . . ?
C1 N2 C3 110.8(16) . . ?
C1 N2 C5 127.2(16) . . ?
C3 N2 C5 121.9(16) . . ?
N1 C1 N2 106.3(14) . . ?
N1 C1 Au1 129.3(15) . . ?
N2 C1 Au1 124.3(14) . . ?
C3 C2 N1 107.2(17) . . ?
C3 C2 C6 127.5(18) . . ?
N1 C2 C6 125.3(17) . . ?
C2 C3 N2 104.8(16) . . ?
O2 C6 O1 128.1(19) . . ?
O2 C6 C2 117.2(17) . . ?
O1 C6 C2 114.7(18) . . ?
O2 C6 K1 44.4(10) . . ?
O1 C6 K1 92.2(13) . . ?
C2 C6 K1 141.1(14) . . ?
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 2.037(15) . ?
Au1 C1 2.037(15) 2_756 ?
K1 O3A 2.62(4) . ?
K1 O3A 2.62(4) 2_565 ?
K1 O2 2.646(14) 2_665 ?
K1 O2 2.646(14) 1_455 ?
K1 O2 2.687(15) 2_565 ?
K1 O2 2.687(15) . ?
K1 O3B 3.03(6) 2_565 ?
K1 O3B 3.03(6) . ?
K1 C6 3.42(2) . ?
K1 C6 3.42(2) 2_565 ?
K1 K1 3.8030(2) 1_455 ?
K1 K1 3.8030(2) 1_655 ?
O1 C6 1.26(3) . ?
O2 C6 1.23(3) . ?
N1 C1 1.32(3) . ?
N1 C2 1.38(3) . ?
N1 C4 1.46(3) . ?
N2 C1 1.35(3) . ?
N2 C3 1.40(2) . ?
N2 C5 1.49(3) . ?
C2 C3 1.37(3) . ?
C2 C6 1.51(3) . ?
O99 C99 1.39(8) . ?
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 -4(2) . . . . ?
C4 N1 C1 N2 179.0(18) . . . . ?
C2 N1 C1 Au1 -179.8(14) . . . . ?
C4 N1 C1 Au1 3(3) . . . . ?
C3 N2 C1 N1 3(2) . . . . ?
C5 N2 C1 N1 179.5(17) . . . . ?
C3 N2 C1 Au1 179.9(12) . . . . ?
C5 N2 C1 Au1 -4(3) . . . . ?
C1 N1 C2 C3 2(2) . . . . ?
C4 N1 C2 C3 179.7(19) . . . . ?
C1 N1 C2 C6 -177.3(18) . . . . ?
C4 N1 C2 C6 0(3) . . . . ?
N1 C2 C3 N2 0(2) . . . . ?
C6 C2 C3 N2 179.4(19) . . . . ?
C1 N2 C3 C2 -2(2) . . . . ?
C5 N2 C3 C2 -178.3(17) . . . . ?
K1 O2 C6 O1 81(3) 1_655 . . . ?
K1 O2 C6 O1 -43(3) . . . . ?
K1 O2 C6 C2 -99(2) 1_655 . . . ?
K1 O2 C6 C2 136.5(15) . . . . ?
K1 O2 C6 K1 124(2) 1_655 . . . ?
C3 C2 C6 O2 -176.3(19) . . . . ?
N1 C2 C6 O2 3(3) . . . . ?
C3 C2 C6 O1 3(3) . . . . ?
N1 C2 C6 O1 -177.1(19) . . . . ?
C3 C2 C6 K1 -126(2) . . . . ?
N1 C2 C6 K1 53(3) . . . . ?
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
-0.0428 3.1671 -5.9719 -0.0278 0.1529 0.9879
-0.3402 -3.4118 5.6886 0.0556 -0.3025 -0.9515
1.8190 -0.8385 5.0666 -0.1127 0.6043 -0.7888
-2.3959 -1.0363 -2.6925 0.1692 -0.9095 0.3796
-0.0400 3.9635 6.6720 0.8613 0.1599 -0.4823
-0.0076 -3.4362 -6.9527 -0.8130 -0.1508 0.5624
-0.4640 6.6533 0.2172 0.8231 0.1531 0.5469
