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#$Date: 2023-12-07 13:52:37 +0200 (Thu, 07 Dec 2023) $
#$Revision: 288153 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/29/2022913.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_2022913
loop_
_publ_author_name
'Döring, Cindy'
'Jones, Peter G.'
_publ_section_title
;
 Crystal structures of five halido gold complexes involving piperidine or
 pyrrolidine as ligands or (protonated) as cations.
;
_journal_coeditor_code           YZ2040
_journal_issue                   'Pt 11'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1017
_journal_page_last               1027
_journal_paper_doi               10.1107/S205698902300854X
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          '(C4 H10 N)2 [Au Br4] Br'
_chemical_formula_moiety         '2(C4 H10 N +), Au Br4 -, Br -'
_chemical_formula_sum            'C8 H20 Au Br5 N2'
_chemical_formula_weight         740.78
_chemical_name_systematic
;
Bis(pyrrolidinium) tetrabromidoaurate(III) bromide
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           72
_space_group_name_Hall           '-I 2 2c'
_space_group_name_H-M_alt        'I b a m'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.1275(7)
_cell_length_b                   9.4396(13)
_cell_length_c                   18.9259(17)
_cell_measurement_reflns_used    6924
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.3070
_cell_measurement_theta_min      2.4020
_cell_volume                     3417.2(6)
_computing_cell_refinement
;
CrysAlisPro, Version 1.171.37.35 (Agilent, 2014)
;
_computing_data_collection
;
CrysAlisPro, Version 1.171.37.35 (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlisPro, Version 1.171.37.35 (Agilent, 2014)
;
_computing_molecular_graphics
;
Siemens XP (Siemens, 1994)
;
_computing_publication_material
;
SHELXL2018/3 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2018/3 (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 0.997
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0850
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            35669
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         30.969
_diffrn_reflns_theta_min         2.129
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    20.284
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Agilent, 2014)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.880
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2688
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.214
_refine_diff_density_min         -1.240
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         2689
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0340
_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)+(0.0204P)²+17.1013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0652
_reflns_number_gt                2205
_reflns_number_total             2689
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yz2040sup1.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 2022910--2022914.cif.'
_cod_database_code               2022913
_cod_database_fobs_code          2022913
_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   0.151
_shelx_estimated_absorpt_t_max   0.581
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x, -y, -z+1/2'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, y, -z'
'-x, y, z-1/2'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'-x+1/2, y+1/2, z'
'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 0.14803(2) 0.71040(3) 0.000000 0.01444(7) Uani d 1 . .
Br Br1 0.14858(2) 0.71441(5) 0.12839(3) 0.02063(12) Uani d 1 . .
Br Br2 0.22029(4) 0.49747(8) 0.000000 0.02791(18) Uani d 1 . .
Br Br3 0.07792(3) 0.92257(7) 0.000000 0.02033(15) Uani d 1 . .
Br Br4 0.000000 0.500000 0.000000 0.01607(19) Uani d 1 . .
Br Br5 0.000000 0.500000 0.250000 0.0268(2) Uani d 1 . .
N N11 0.0999(2) 0.3577(5) 0.1304(3) 0.0271(10) Uani d 1 . .
H H01 0.069(3) 0.423(6) 0.161(3) 0.05(2) Uiso d 1 . .
H H02 0.101(3) 0.392(7) 0.079(2) 0.05(2) Uiso d 1 . .
C C12 0.0578(3) 0.2271(5) 0.1206(3) 0.0299(13) Uani d 1 . .
H H12A 0.064538 0.187577 0.072666 0.036 Uiso calc 1 . .
H H12B 0.007466 0.246555 0.127932 0.036 Uiso calc 1 . .
C C13 0.0852(3) 0.1262(5) 0.1763(3) 0.0248(11) Uani d 1 . .
H H13A 0.076595 0.026327 0.162891 0.030 Uiso calc 1 . .
H H13B 0.063519 0.144850 0.222896 0.030 Uiso calc 1 . .
C C14 0.1628(3) 0.1595(5) 0.1772(3) 0.0280(13) Uani d 1 . .
H H14A 0.187067 0.112565 0.137389 0.034 Uiso calc 1 . .
H H14B 0.184447 0.128375 0.222131 0.034 Uiso calc 1 . .
C C15 0.1659(3) 0.3205(6) 0.1699(4) 0.0316(14) Uani d 1 . .
H H15A 0.166824 0.366671 0.216800 0.038 Uiso calc 1 . .
H H15B 0.207800 0.349832 0.142885 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'
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'
N N 0.0061 0.0033 '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
Br3 Au1 Br1 . . 89.399(13) y
Br3 Au1 Br1 . 10 89.399(13) ?
Br1 Au1 Br1 . 10 178.15(3) y
Br3 Au1 Br2 . . 179.29(3) y
Br1 Au1 Br2 . . 90.592(13) y
Br1 Au1 Br2 10 . 90.593(13) ?
C12 N11 C15 . . 108.8(4) ?
C12 N11 H01 . . 105(4) ?
C15 N11 H01 . . 110(4) ?
C12 N11 H02 . . 99(4) ?
C15 N11 H02 . . 122(4) ?
H01 N11 H02 . . 111(5) ?
N11 C12 C13 . . 104.4(4) ?
N11 C12 H12A . . 110.9 ?
C13 C12 H12A . . 110.9 ?
N11 C12 H12B . . 110.9 ?
C13 C12 H12B . . 110.9 ?
H12A C12 H12B . . 108.9 ?
C12 C13 C14 . . 102.5(4) ?
C12 C13 H13A . . 111.3 ?
C14 C13 H13A . . 111.3 ?
C12 C13 H13B . . 111.3 ?
C14 C13 H13B . . 111.3 ?
H13A C13 H13B . . 109.2 ?
C13 C14 C15 . . 104.1(4) ?
C13 C14 H14A . . 110.9 ?
C15 C14 H14A . . 110.9 ?
C13 C14 H14B . . 110.9 ?
C15 C14 H14B . . 110.9 ?
H14A C14 H14B . . 109.0 ?
N11 C15 C14 . . 104.2(4) ?
N11 C15 H15A . . 110.9 ?
C14 C15 H15A . . 110.9 ?
N11 C15 H15B . . 110.9 ?
C14 C15 H15B . . 110.9 ?
H15A C15 H15B . . 108.9 ?
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 Br3 . 2.4102(7) y
Au1 Br1 . 2.4303(5) y
Au1 Br1 10 2.4303(5) ?
Au1 Br2 . 2.4393(8) y
N11 C12 . 1.484(7) ?
N11 C15 . 1.508(7) ?
N11 H01 . 1.03(4) ?
N11 H02 . 1.02(4) ?
C12 C13 . 1.514(7) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.517(7) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 C15 . 1.527(7) ?
C14 H14A . 0.9900 ?
C14 H14B . 0.9900 ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
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 Br5 . 1.03(4) 2.26(5) 3.253(5) 161(5) yes
N11 H02 Br2 . 1.02(4) 2.90(6) 3.624(5) 128(5) yes
N11 H02 Br4 . 1.02(4) 2.65(6) 3.398(5) 130(5) yes
C12 H12B Br1 2_565 0.99 3.01 3.989(6) 171.3 ?
C15 H15A Br1 3_565 0.99 3.05 3.847(7) 138.6 ?
C15 H15B Br1 15_545 0.99 3.04 3.770(5) 131.3 ?
C15 H15B Br2 . 0.99 3.05 3.769(6) 130.4 ?
C12 H12A Br3 1_545 0.99 2.87 3.691(6) 141.3 y
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
C15 N11 C12 C13 . . . . 20.1(6) ?
N11 C12 C13 C14 . . . . -36.7(6) ?
C12 C13 C14 C15 . . . . 39.7(6) ?
C12 N11 C15 C14 . . . . 4.5(6) ?
C13 C14 C15 N11 . . . . -27.3(6) ?
