#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251556.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_7251556
loop_
_publ_author_name
'Churakov, Andrei V.'
'Mel'nik, Elena A.'
'Egorov, Pavel A.'
'Mikhaylov, Alexey A.'
'Tripol'skaya, Tatiana A.'
'Lev, Ovadia'
'Prikhodchenko, Petr V.'
_publ_section_title
;
 Anion-directed architectures in amine halide peroxosolvates: role of
 H2O2/H2O competition in crystal engineering
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              1225
_journal_page_last               1237
_journal_paper_doi               10.1039/D5CE01038A
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C4 H12 N2, H2 O2, 2(Br)'
_chemical_formula_sum            'C4 H14 Br2 N2 O2'
_chemical_formula_weight         281.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2025-06-01 deposited with the CCDC.	2025-12-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.211(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1916(9)
_cell_length_b                   6.2618(5)
_cell_length_c                   13.9442(12)
_cell_measurement_reflns_used    3710
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.517
_cell_measurement_theta_min      3.134
_cell_volume                     911.00(13)
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX II'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6168
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.988
_diffrn_reflns_theta_min         3.134
_exptl_absorpt_coefficient_mu    8.851
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.6549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.056
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.165
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0231
_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)+(0.0206P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0570
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1093
_reflns_number_total             1211
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           a_CCDC5
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251556
_shelx_shelxl_version_number     2019/2
_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   0.299
_shelx_estimated_absorpt_t_max   0.619
_shelx_res_file
;
TITL a in C2/c
    a.res
    created by SHELXL-2019/2 at 19:26:35 on 23-Nov-2024
CELL 0.71073 11.1916 6.2618 13.9442 90 111.211 90
ZERR 4 0.0009 0.0005 0.0012 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H N O Br
UNIT 16 56 8 8 8
EQIV $1 -0.5+X,-0.5+Y,+Z
EQIV $2 1-X,-1+Y,0.5-Z
EQIV $3 1-X,+Y,0.5-Z

L.S. 10
PLAN  7
SIZE 0.18 0.12 0.06
TEMP -173
CONF
HTAB N1 Br1
HTAB N1 O1
HTAB N1 Br1_$1
HTAB O1 Br1_$2
CONF H1 O1 O1_$3 H1_$3
BOND
BOND $H
fmap 2 53
acta
OMIT -2 58
OMIT 1 1 4

WGHT    0.020600
FVAR       0.37334
BR1   5    0.699143    0.587381    0.344561    11.00000    0.00802    0.00897 =
         0.00830    0.00043    0.00243   -0.00170
N1    3    0.453520    0.406766    0.398844    11.00000    0.00885    0.00767 =
         0.00749   -0.00120    0.00038   -0.00032
H11   2    0.506848    0.471632    0.369391    11.00000    0.01319
H12   2    0.399008    0.313035    0.350529    11.00000    0.02393
C1    1    0.534383    0.280946    0.490418    11.00000    0.01178    0.00525 =
         0.00924    0.00043    0.00276    0.00105
AFIX  23
H111  2    0.586001    0.175541    0.469234    11.00000   -1.20000
H112  2    0.478529    0.201937    0.519313    11.00000   -1.20000
AFIX   0
C2    1    0.377214    0.572153    0.428098    11.00000    0.00866    0.00849 =
         0.00737   -0.00051    0.00158    0.00040
AFIX  23
H211  2    0.316431    0.502120    0.454980    11.00000   -1.20000
H212  2    0.327037    0.656565    0.366685    11.00000   -1.20000
AFIX   0

O1    4    0.452637    0.021203    0.275320    11.00000    0.01652    0.01464 =
         0.02634   -0.00551    0.01339   -0.00361
H1    2    0.390748   -0.075756    0.240251    11.00000    0.05450
HKLF 4




REM  a in C2/c
REM wR2 = 0.0570, GooF = S = 1.165, Restrained GooF = 1.165 for all data
REM R1 = 0.0231 for 1093 Fo > 4sig(Fo) and 0.0281 for all 1211 data
REM 58 parameters refined using 0 restraints

END

WGHT      0.0206      0.0000

REM Highest difference peak  0.430,  deepest hole -0.724,  1-sigma level  0.146
Q1    1   0.5944  0.5441  0.2406  11.00000  0.05    0.43
Q2    1   0.3272  0.1590  0.2509  11.00000  0.05    0.43
Q3    1   0.5574  0.4642  0.3353  11.00000  0.05    0.41
Q4    1   0.3398 -0.0329  0.3367  11.00000  0.05    0.41
Q5    1   0.5000  0.4689  0.2500  10.50000  0.05    0.41
Q6    1   0.3400  0.2161  0.3563  11.00000  0.05    0.40
Q7    1   0.5570  0.6716  0.3412  11.00000  0.05    0.40
;
_shelx_res_checksum              62549
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Br1 Br 0.69914(2) 0.58738(3) 0.34456(2) 0.00858(9) Uani 1 1 d . . . . .
N1 N 0.4535(2) 0.4068(3) 0.39884(16) 0.0087(4) Uani 1 1 d . . . . .
H11 H 0.507(3) 0.472(5) 0.369(2) 0.013(7) Uiso 1 1 d . . . . .
H12 H 0.399(3) 0.313(5) 0.351(2) 0.024(8) Uiso 1 1 d . . . . .
C1 C 0.5344(2) 0.2809(3) 0.49042(16) 0.0090(4) Uani 1 1 d . . . . .
H111 H 0.586001 0.175541 0.469234 0.011 Uiso 1 1 calc R U . . .
H112 H 0.478529 0.201937 0.519313 0.011 Uiso 1 1 calc R U . . .
C2 C 0.3772(2) 0.5722(3) 0.42810(18) 0.0085(4) Uani 1 1 d . . . . .
H211 H 0.316431 0.502120 0.454980 0.010 Uiso 1 1 calc R U . . .
H212 H 0.327037 0.656565 0.366685 0.010 Uiso 1 1 calc R U . . .
O1 O 0.45264(17) 0.0212(3) 0.27532(15) 0.0176(4) Uani 1 1 d . . . . .
H1 H 0.391(4) -0.076(6) 0.240(3) 0.054(13) Uiso 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.00802(14) 0.00897(14) 0.00830(13) 0.00043(7) 0.00243(10) -0.00170(7)
N1 0.0089(9) 0.0077(10) 0.0075(9) -0.0012(7) 0.0004(8) -0.0003(7)
C1 0.0118(11) 0.0053(10) 0.0092(10) 0.0004(8) 0.0028(9) 0.0010(8)
C2 0.0087(11) 0.0085(11) 0.0074(10) -0.0005(8) 0.0016(9) 0.0004(8)
O1 0.0165(9) 0.0146(9) 0.0263(10) -0.0055(8) 0.0134(8) -0.0036(7)
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C1 111.24(18) . . ?
C2 N1 H11 109.9(18) . . ?
C1 N1 H11 108.7(17) . . ?
C2 N1 H12 110.2(18) . . ?
C1 N1 H12 108.7(19) . . ?
H11 N1 H12 108(3) . . ?
N1 C1 C2 110.45(18) . 5_666 ?
N1 C1 H111 109.6 . . ?
C2 C1 H111 109.6 5_666 . ?
N1 C1 H112 109.6 . . ?
C2 C1 H112 109.6 5_666 . ?
H111 C1 H112 108.1 . . ?
N1 C2 C1 110.08(18) . 5_666 ?
N1 C2 H211 109.6 . . ?
C1 C2 H211 109.6 5_666 . ?
N1 C2 H212 109.6 . . ?
C1 C2 H212 109.6 5_666 . ?
H211 C2 H212 108.2 . . ?
O1 O1 H1 106(3) 2_655 . ?
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
N1 C2 1.490(3) . ?
N1 C1 1.495(3) . ?
N1 H11 0.93(3) . ?
N1 H12 0.93(3) . ?
C1 C2 1.517(3) 5_666 ?
C1 H111 0.9900 . ?
C1 H112 0.9900 . ?
C2 H211 0.9900 . ?
C2 H212 0.9900 . ?
O1 O1 1.471(4) 2_655 ?
O1 H1 0.92(4) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H11 Br1 0.93(3) 2.41(3) 3.304(2) 160(2) . yes
N1 H12 O1 0.93(3) 2.29(3) 2.964(3) 128(2) . yes
N1 H12 Br1 0.93(3) 2.62(3) 3.334(2) 134(2) 3_445 yes
O1 H1 Br1 0.92(4) 2.45(4) 3.3173(19) 158(3) 2_645 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
_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 C2 -57.4(3) . . . 5_666 ?
C1 N1 C2 C1 57.2(3) . . . 5_666 ?
H1 O1 O1 H1 -93(5) . . 2_655 2_655 ?
