#------------------------------------------------------------------------------
#$Date: 2024-04-19 07:39:35 +0300 (Fri, 19 Apr 2024) $
#$Revision: 291289 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/30/2023087.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023087
loop_
_publ_author_name
'Döring, Cindy'
'Jones, Peter G.'
_publ_section_title
;
 Crystal structures of trichlorido(4-methylpiperidine)gold(III) and two
 polymorphs of tribromido(4-methylpiperidine)gold(III)
;
_journal_coeditor_code           PK2705
_journal_issue                   5
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989024002822
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '[Au Br3 (C6 H13 N)]'
_chemical_formula_moiety         'C6 H13 Au Br3 N'
_chemical_formula_sum            'C6 H13 Au Br3 N'
_chemical_formula_weight         535.87
_chemical_name_systematic
;
Tribromido(4-methylpiperidine)gold(III)
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.6471(5)
_cell_length_b                   8.7247(3)
_cell_length_c                   21.0262(7)
_cell_measurement_reflns_used    5682
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.6930
_cell_measurement_theta_min      3.2160
_cell_volume                     2320.08(14)
_computing_cell_refinement
;
CrysAlisPro, Version 1.171.37.35 (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlisPro, Version 1.171.37.35 (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlisPro, Version 1.171.37.35 (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP, Version 5.1 (Bruker, 1998)
;
_computing_publication_material
;
SHELXL2019/3 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2019/3 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            38297
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         2.519
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    22.964
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2015)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    3.068
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.994
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     105
_refine_ls_number_reflns         3371
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0294
_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)+(0.0081P)²+2.1449P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0388
_refine_ls_wR_factor_ref         0.0429
_reflns_number_gt                2495
_reflns_number_total             3371
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            pk2705.cif
_cod_data_source_block           2b
_cod_original_cell_volume        2320.07(15)
_cod_database_code               2023087
_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   0.141
_shelx_estimated_absorpt_t_max   0.546
loop_
_space_group_symop_operation_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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 0.24373(2) 0.30618(2) 0.12636(2) 0.01070(5) Uani d 1 . .
Br Br1 0.05410(4) 0.27328(5) 0.12037(2) 0.01833(11) Uani d 1 . .
Br Br2 0.24027(4) 0.47282(5) 0.03411(2) 0.01409(10) Uani d 1 . .
Br Br3 0.24951(4) 0.13133(5) 0.21592(2) 0.01560(10) Uani d 1 . .
N N11 0.4069(3) 0.3465(4) 0.12801(19) 0.0115(8) Uani d 1 . .
H H01 0.416(4) 0.454(5) 0.116(2) 0.019(14) Uiso d 1 . .
C C12 0.4638(4) 0.2527(5) 0.0784(2) 0.0169(11) Uani d 1 . .
H H12A 0.426683 0.261747 0.037140 0.020 Uiso calc 1 . .
H H12B 0.463810 0.143443 0.091066 0.020 Uiso calc 1 . .
C C13 0.5769(4) 0.3088(6) 0.0714(2) 0.0201(11) Uani d 1 . .
H H13A 0.576259 0.415630 0.055540 0.024 Uiso calc 1 . .
H H13B 0.613889 0.244725 0.039599 0.024 Uiso calc 1 . .
C C14 0.6373(4) 0.3028(5) 0.1341(2) 0.0162(10) Uani d 1 . .
H H14 0.640778 0.193362 0.148091 0.019 Uiso calc 1 . .
C C15 0.5762(4) 0.3927(5) 0.1845(2) 0.0154(11) Uani d 1 . .
H H15A 0.612751 0.382498 0.225900 0.018 Uiso calc 1 . .
H H15B 0.575849 0.502588 0.172813 0.018 Uiso calc 1 . .
C C16 0.4628(4) 0.3372(5) 0.1914(2) 0.0180(11) Uani d 1 . .
H H16A 0.462434 0.229940 0.206773 0.022 Uiso calc 1 . .
H H16B 0.425261 0.401276 0.222985 0.022 Uiso calc 1 . .
C C17 0.7504(4) 0.3616(6) 0.1266(2) 0.0253(11) Uani d 1 . .
H H17A 0.748980 0.471144 0.116451 0.038 Uiso calc 1 . .
H H17B 0.785491 0.305515 0.092217 0.038 Uiso calc 1 . .
H H17C 0.789141 0.345693 0.166448 0.038 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 Au1 Br1 . . 176.50(11) y
N11 Au1 Br2 . . 86.00(11) y
Br1 Au1 Br2 . . 90.665(18) y
N11 Au1 Br3 . . 93.62(11) y
Br1 Au1 Br3 . . 89.751(18) y
Br2 Au1 Br3 . . 177.736(17) y
C12 N11 C16 . . 110.9(4) y
C12 N11 Au1 . . 111.6(3) y
C16 N11 Au1 . . 117.8(3) y
C12 N11 H01 . . 107(3) ?
C16 N11 H01 . . 102(3) ?
Au1 N11 H01 . . 106(3) ?
N11 C12 C13 . . 110.0(4) ?
N11 C12 H12A . . 109.7 ?
C13 C12 H12A . . 109.7 ?
N11 C12 H12B . . 109.7 ?
C13 C12 H12B . . 109.7 ?
H12A C12 H12B . . 108.2 ?
C12 C13 C14 . . 112.2(4) ?
C12 C13 H13A . . 109.2 ?
C14 C13 H13A . . 109.2 ?
C12 C13 H13B . . 109.2 ?
C14 C13 H13B . . 109.2 ?
H13A C13 H13B . . 107.9 ?
C13 C14 C15 . . 109.2(4) ?
C13 C14 C17 . . 111.6(4) ?
C15 C14 C17 . . 111.9(4) ?
C13 C14 H14 . . 108.0 ?
C15 C14 H14 . . 108.0 ?
C17 C14 H14 . . 108.0 ?
C16 C15 C14 . . 112.3(4) ?
C16 C15 H15A . . 109.1 ?
C14 C15 H15A . . 109.1 ?
C16 C15 H15B . . 109.1 ?
C14 C15 H15B . . 109.1 ?
H15A C15 H15B . . 107.9 ?
N11 C16 C15 . . 109.9(4) ?
N11 C16 H16A . . 109.7 ?
C15 C16 H16A . . 109.7 ?
N11 C16 H16B . . 109.7 ?
C15 C16 H16B . . 109.7 ?
H16A C16 H16B . . 108.2 ?
C14 C17 H17A . . 109.5 ?
C14 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C14 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 N11 . 2.094(4) y
Au1 Br1 . 2.4187(5) y
Au1 Br2 . 2.4244(5) y
Au1 Br3 . 2.4246(5) y
N11 C12 . 1.508(6) ?
N11 C16 . 1.511(6) ?
N11 H01 . 0.97(4) ?
C12 C13 . 1.518(7) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.524(7) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 C15 . 1.527(6) ?
C14 C17 . 1.527(6) ?
C14 H14 . 1.0000 ?
C15 C16 . 1.520(7) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 H17A . 0.9800 ?
C17 H17B . 0.9800 ?
C17 H17C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N11 H01 Br1 8_665 0.97(4) 2.81(4) 3.759(4) 164(4) yes
C12 H12A Br2 . 0.99 2.99 3.542(5) 116.2 yes
C13 H13B Br2 4 0.99 2.93 3.903(5) 169.4 yes
C16 H16B Br3 8_665 0.99 2.99 3.750(5) 134.5 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Br2 Au1 N11 C12 . . . . -78.0(3) y
Br3 Au1 N11 C12 . . . . 99.8(3) y
Br2 Au1 N11 C16 . . . . 152.0(3) y
Br3 Au1 N11 C16 . . . . -30.2(3) y
C16 N11 C12 C13 . . . . -58.4(5) ?
Au1 N11 C12 C13 . . . . 168.1(3) y
N11 C12 C13 C14 . . . . 57.4(5) ?
C12 C13 C14 C15 . . . . -55.0(5) ?
C12 C13 C14 C17 . . . . -179.2(4) y
C13 C14 C15 C16 . . . . 54.8(5) ?
C17 C14 C15 C16 . . . . 178.9(4) y
C12 N11 C16 C15 . . . . 58.0(5) ?
Au1 N11 C16 C15 . . . . -171.6(3) y
C14 C15 C16 N11 . . . . -56.8(5) ?
