#------------------------------------------------------------------------------
#$Date: 2024-08-07 01:07:44 +0300 (Wed, 07 Aug 2024) $
#$Revision: 294006 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/31/2023173.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_2023173
loop_
_publ_author_name
'Semenikhin, Oleksandr A.'
'Shova, Sergiu'
'Golenya, Irina A.'
'Naumova, Dina D.'
'Gural'skiy, Il'ya A.'
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 2-bromo-ethyl-ammonium bromide - a possible side product upon synthesis
 of hybrid perovskites.
;
_journal_coeditor_code           WM5723
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              738
_journal_page_last               741
_journal_paper_doi               10.1107/S2056989024005619
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C2 H7 Br N +, Br -'
_chemical_formula_moiety         'C2 H7 Br N +, Br -'
_chemical_formula_sum            'C2 H7 Br2 N'
_chemical_formula_weight         204.91
_chemical_name_systematic
;
2-Bromoethylammonium bromide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.546(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8966(4)
_cell_length_b                   8.3394(4)
_cell_length_c                   9.0089(4)
_cell_measurement_reflns_used    2526
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      30.0180
_cell_measurement_theta_min      2.6320
_cell_volume                     583.24(5)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2024)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2024)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2024)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, 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  0.0239
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4504
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.251
_diffrn_reflns_theta_min         2.624
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    13.749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2024)
;
_exptl_crystal_colour            'clear intense colourless'
_exptl_crystal_density_diffrn    2.334
_exptl_crystal_description       plate
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.469
_refine_ls_extinction_coef       0.0055(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         1453
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0236
_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)+(0.0280P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0541
_reflns_number_gt                1242
_reflns_number_total             1453
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5723.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023173.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2023173
_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   0.232
_shelx_estimated_absorpt_t_max   0.771
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Br Br2 0.62288(3) 0.21658(3) 0.52611(2) 0.02586(10) Uani d 1 . .
Br Br1 0.80287(4) 0.89002(3) 0.82138(3) 0.03709(11) Uani d 1 . .
N N1 0.6130(3) 0.5414(2) 0.7338(2) 0.0252(4) Uani d 1 . .
H H1A 0.5825(5) 0.4579(15) 0.6819(15) 0.030 Uiso calc 1 . .
H H1B 0.5747(6) 0.6239(14) 0.6835(16) 0.030 Uiso calc 1 . .
H H1C 0.5728(7) 0.5380(17) 0.8149(12) 0.030 Uiso calc 1 . .
C C2 0.8034(3) 0.5490(3) 0.7706(3) 0.0265(5) Uani d 1 . .
H H2A 0.848456 0.575438 0.678011 0.032 Uiso calc 1 . .
H H2B 0.848904 0.442408 0.806124 0.032 Uiso calc 1 . .
C C1 0.8670(4) 0.6727(3) 0.8908(3) 0.0333(6) Uani d 1 . .
H H1D 0.993935 0.665423 0.918954 0.040 Uiso calc 1 . .
H H1E 0.817760 0.649328 0.981906 0.040 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'
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
H1A N1 H1B . . 109.5 ?
H1A N1 H1C . . 109.5 ?
H1B N1 H1C . . 109.5 ?
C2 N1 H1A . . 109.5 ?
C2 N1 H1B . . 109.5 ?
C2 N1 H1C . . 109.5 ?
N1 C2 H2A . . 109.1 ?
N1 C2 H2B . . 109.1 ?
N1 C2 C1 . . 112.4(2) ?
H2A C2 H2B . . 107.9 ?
C1 C2 H2A . . 109.1 ?
C1 C2 H2B . . 109.1 ?
Br1 C1 H1D . . 109.3 ?
Br1 C1 H1E . . 109.3 ?
C2 C1 Br1 . . 111.77(17) ?
C2 C1 H1D . . 109.3 ?
C2 C1 H1E . . 109.3 ?
H1D C1 H1E . . 107.9 ?
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
Br1 C1 . 1.953(3) ?
N1 H1A . 0.849(12) ?
N1 H1B . 0.849(12) ?
N1 H1C . 0.849(12) ?
N1 C2 . 1.480(3) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C2 C1 . 1.513(4) ?
C1 H1D . 0.9900 ?
C1 H1E . 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
N1 H1A Br2 . 0.85 2.51 3.3010(19) 156.1 yes
N1 H1B Br2 3_666 0.85 2.59 3.381(2) 156.2 yes
N1 H1C Br2 4_566 0.85 2.83 3.3904(19) 125.1 yes
N1 H1C Br2 2_656 0.85 2.73 3.4292(18) 140.3 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
N1 C2 C1 Br1 . . . . -64.8(2) ?
