#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251554.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_7251554
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, 0.617(H2 O), 0.383(H2 O2), 2(Cl)'
_chemical_formula_sum            'C4 H14 Cl2 N2 O1.38'
_chemical_formula_weight         183.15
_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-2019/3
_audit_update_record
;
2025-06-01 deposited with the CCDC.	2025-12-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.635(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4790(10)
_cell_length_b                   6.1798(6)
_cell_length_c                   13.5150(16)
_cell_measurement_reflns_used    2899
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.407
_cell_measurement_theta_min      3.891
_cell_volume                     824.31(15)
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0386
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5877
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         3.201
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       prism
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         993
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0251
_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)+(0.0147P)²+0.7040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0567
_reflns_Friedel_coverage         0.000
_reflns_number_gt                884
_reflns_number_total             993
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           d
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251554
_shelx_shelxl_version_number     2019/3
_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   0.760
_shelx_estimated_absorpt_t_max   0.869
_shelx_res_file
;
TITL d in C2/c
    d.res
    created by SHELXL-2019/3 at 12:56:16 on 15-Oct-2023
CELL 0.71073 10.479 6.1798 13.515 90 109.635 90
ZERR 4 0.001 0.0006 0.0016 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl N O
UNIT 16 56 8 8 5.52
EQIV $1 0.5+X,-0.5+Y,+Z
EQIV $2 1-X,+Y,1.5-Z
EQIV $3 1-X,-1+Y,1.5-Z
DFIX 0.85 O2 H2
DFIX 0.85 O1 H1

L.S. 10
PLAN  7
SIZE 0.3 0.4 0.2
TEMP -173
CONF
HTAB N1 Cl1
HTAB N1 Cl1_$1
HTAB N1 O1
HTAB N1 O2
CONF H1 O1 O1_$2 H1_$2
HTAB O1 Cl1_$3
HTAB O2 Cl1_$3
BOND
BOND $H
fmap 2 53
acta
OMIT -2 56

WGHT    0.014700    0.704000
FVAR       0.60447   0.61673
CL1   3    0.302484    1.093997    0.659732    11.00000    0.01581    0.01664 =
         0.01340   -0.00041    0.00211    0.00347
N1    4    0.548667    0.905943    0.603649    11.00000    0.01278    0.01293 =
         0.01179    0.00095    0.00141    0.00106
H11   2    0.605565    0.819987    0.648300    11.00000    0.02945
H12   2    0.490819    0.968755    0.635542    11.00000    0.02341
C1    1    0.628706    1.075134    0.571369    11.00000    0.01319    0.01444 =
         0.01331   -0.00158    0.00214   -0.00250
AFIX  23
H111  2    0.693607    1.004976    0.542558    11.00000   -1.20000
H112  2    0.681035    1.161545    0.633421    11.00000   -1.20000
AFIX   0
C2    1    0.464810    0.777781    0.510805    11.00000    0.01667    0.00969 =
         0.01473   -0.00104    0.00322   -0.00086
AFIX  23
H211  2    0.410525    0.669769    0.533472    11.00000   -1.20000
H212  2    0.524913    0.699060    0.480165    11.00000   -1.20000
AFIX   0

PART   1
O1    5    0.552386    0.508635    0.724784   -21.00000    0.01466    0.01669 =
         0.02535    0.00693    0.01142    0.00757
H1    2    0.608821    0.412982    0.755793   -21.00000   -1.50000
PART   2
O2    5    0.500000    0.532562    0.750000    20.50000    0.02377    0.01836 =
         0.04099    0.00000    0.00421    0.00000
H2    2    0.565952    0.448071    0.764462    21.00000   -1.50000
PART   0

HKLF 4




REM  d in C2/c
REM wR2 = 0.0567, GooF = S = 1.140, Restrained GooF = 1.139 for all data
REM R1 = 0.0251 for 884 Fo > 4sig(Fo) and 0.0309 for all 993 data
REM 66 parameters refined using 2 restraints

END

WGHT      0.0147      0.7058

REM Highest difference peak  0.386,  deepest hole -0.225,  1-sigma level  0.054
Q1    1   0.4314  0.8776  0.4787  11.00000  0.05    0.39
Q2    1   0.5825  0.9998  0.5828  11.00000  0.05    0.37
Q3    1   0.5163  0.8392  0.5574  11.00000  0.05    0.23
Q4    1   0.5000  0.6604  0.7500  10.50000  0.05    0.20
Q5    1   0.6726  1.0333  0.5623  11.00000  0.05    0.18
Q6    1   0.5263  0.7357  0.4996  11.00000  0.05    0.18
Q7    1   0.2922  0.9175  0.6592  11.00000  0.05    0.16
;
_shelx_res_checksum              95843
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
Cl1 Cl 0.30248(3) 1.09400(6) 0.65973(3) 0.01599(11) Uani 1 1 d . . . . .
N1 N 0.54867(12) 0.9059(2) 0.60365(9) 0.0132(3) Uani 1 1 d . . . . .
H11 H 0.6056(18) 0.820(3) 0.6483(15) 0.029(5) Uiso 1 1 d . . . . .
H12 H 0.4908(18) 0.969(3) 0.6355(14) 0.023(5) Uiso 1 1 d . . . . .
C1 C 0.62871(14) 1.0751(2) 0.57137(11) 0.0142(3) Uani 1 1 d . . . . .
H111 H 0.693607 1.004976 0.542558 0.017 Uiso 1 1 calc R U . . .
H112 H 0.681035 1.161545 0.633421 0.017 Uiso 1 1 calc R U . . .
C2 C 0.46481(14) 0.7778(2) 0.51081(10) 0.0142(3) Uani 1 1 d . . . . .
H211 H 0.410525 0.669769 0.533472 0.017 Uiso 1 1 calc R U . . .
H212 H 0.524913 0.699060 0.480165 0.017 Uiso 1 1 calc R U . . .
O1 O 0.5524(4) 0.5086(6) 0.7248(3) 0.0177(12) Uani 0.383(10) 1 d D . P A 1
H1 H 0.609(5) 0.413(7) 0.756(4) 0.027 Uiso 0.383(10) 1 d D U P A 1
O2 O 0.500000 0.5326(6) 0.750000 0.0294(13) Uani 0.617(10) 2 d DS T P A 2
H2 H 0.566(3) 0.448(6) 0.764(4) 0.044 Uiso 0.617(10) 1 d D U P A 2
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
Cl1 0.01581(18) 0.01664(18) 0.01340(17) -0.00041(13) 0.00211(12) 0.00347(14)
N1 0.0128(6) 0.0129(6) 0.0118(6) 0.0009(5) 0.0014(5) 0.0011(5)
C1 0.0132(7) 0.0144(7) 0.0133(6) -0.0016(5) 0.0021(5) -0.0025(6)
C2 0.0167(7) 0.0097(7) 0.0147(6) -0.0010(5) 0.0032(5) -0.0009(5)
O1 0.015(2) 0.0167(18) 0.025(2) 0.0069(12) 0.0114(14) 0.0076(13)
O2 0.024(3) 0.0184(18) 0.041(3) 0.000 0.004(2) 0.000
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'
Cl Cl 0.1484 0.1585 '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'
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 N1 C2 110.80(11) . . ?
C1 N1 H11 107.9(12) . . ?
C2 N1 H11 109.3(12) . . ?
C1 N1 H12 110.9(11) . . ?
C2 N1 H12 108.5(11) . . ?
H11 N1 H12 109.4(16) . . ?
N1 C1 C2 110.25(11) . 5_676 ?
N1 C1 H111 109.6 . . ?
C2 C1 H111 109.6 5_676 . ?
N1 C1 H112 109.6 . . ?
C2 C1 H112 109.6 5_676 . ?
H111 C1 H112 108.1 . . ?
N1 C2 C1 110.55(11) . 5_676 ?
N1 C2 H211 109.5 . . ?
C1 C2 H211 109.5 5_676 . ?
N1 C2 H212 109.5 . . ?
C1 C2 H212 109.5 5_676 . ?
H211 C2 H212 108.1 . . ?
O1 O1 H1 106(4) 2_656 . ?
H2 O2 H2 103(7) . 2_656 ?
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 C1 1.4943(18) . ?
N1 C2 1.4943(17) . ?
N1 H11 0.872(19) . ?
N1 H12 0.938(19) . ?
C1 C2 1.5128(19) 5_676 ?
C1 H111 0.9900 . ?
C1 H112 0.9900 . ?
C2 H211 0.9900 . ?
C2 H212 0.9900 . ?
O1 O1 1.474(9) 2_656 ?
O1 H1 0.84(2) . ?
O2 H2 0.835(19) . ?
O2 H2 0.835(19) 2_656 ?
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 H12 Cl1 0.938(19) 2.244(19) 3.1455(14) 161.0(15) . yes
N1 H11 Cl1 0.872(19) 2.453(19) 3.1639(13) 139.1(16) 3_545 yes
N1 H11 O1^a 0.872(19) 2.338(19) 2.944(4) 126.7(15) . yes
N1 H11 O2^b 0.872(19) 2.700(19) 3.190(3) 116.8(14) . yes
O1^a H1^a Cl1 0.84(2) 2.31(3) 3.118(4) 161(5) 2_646 yes
O2^b H2^b Cl1 0.835(19) 2.61(3) 3.379(3) 155(5) 2_646 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 57.29(16) . . . 5_676 ?
C1 N1 C2 C1 -57.47(16) . . . 5_676 ?
H1 O1 O1 H1 -86(8) . . 2_656 2_656 ?
