#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251553.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_7251553
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         'C2 H10 N2, H2 O2, 2(Cl)'
_chemical_formula_sum            'C2 H12 Cl2 N2 O2'
_chemical_formula_weight         167.04
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-12-03 deposited with the CCDC.	2025-12-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.835(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.231(2)
_cell_length_b                   5.9850(13)
_cell_length_c                   11.134(2)
_cell_measurement_reflns_used    1783
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.523
_cell_measurement_theta_min      3.672
_cell_volume                     739.5(2)
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3160
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.994
_diffrn_reflns_theta_min         3.672
_exptl_absorpt_coefficient_mu    0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_exptl_transmission_factor_max   0.7461
_exptl_transmission_factor_min   0.6221
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.123(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         890
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0234
_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)+(0.0319P)²+0.2595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0669
_reflns_Friedel_coverage         0.000
_reflns_number_gt                827
_reflns_number_total             890
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           a_CCDC4
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_cell_volume        739.5(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251553
_shelx_shelxl_version_number     2018/3
_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   0.739
_shelx_estimated_absorpt_t_max   0.794
_shelx_res_file
;
TITL a in C2/c
    a.res
    created by SHELXL-2018/3 at 08:39:49 on 10-Jan-2022
CELL 0.71073  11.2306   5.9850  11.1343  90.000  98.835  90.000
ZERR    4.00   0.0024   0.0013   0.0024   0.000   0.003   0.000
LATT  7
SYMM -X, Y, 0.5-Z
SFAC C H N O CL
UNIT 8 48 8 8 8
TEMP -100
SIZE .40 .35 .30

EQIV $1 1-X, Y, 0.5-Z
EQIV $2 -0.5+X, -0.5+Y, Z
EQIV $3 0.5-X, 1.5-Y, 1-Z
EQIV $4 0.5-X, -0.5+Y, 0.5-Z

HTAB O1 CL1
HTAB N1 CL1
HTAB N1 CL1_$2
HTAB N1 CL1_$3
HTAB N1 CL1_$4

L.S. 10
BOND $H
ACTA
CONF
FMAP 2
PLAN 8
OMIT -2 56
OMIT -3 1 1
OMIT 0 2 0

CONF H1 O1 O1_$1 H1_$1

WGHT    0.031900    0.259500
EXTI    0.123015
FVAR       0.28284
CL1   5    0.398134    0.744661    0.394656    11.00000    0.01805    0.01830 =
         0.01898   -0.00021    0.00306   -0.00030
O1    4    0.528130    0.317557    0.313486    11.00000    0.03567    0.02524 =
         0.02575   -0.00063   -0.00447    0.00742
N1    3    0.167248    0.429679    0.375806    11.00000    0.01713    0.01820 =
         0.01804    0.00116   -0.00010    0.00150
C1    1    0.234050    0.232617    0.431939    11.00000    0.01889    0.01474 =
         0.01919   -0.00188   -0.00076    0.00093
H1    2    0.487586    0.437712    0.339444    11.00000    0.05579
H11   2    0.213503    0.545935    0.382845    11.00000    0.02691
H12   2    0.100929    0.457705    0.408694    11.00000    0.03240
H13   2    0.144484    0.398794    0.299267    11.00000    0.03312
H21   2    0.183058    0.102371    0.416436    11.00000    0.03783
H22   2    0.307693    0.213321    0.394852    11.00000    0.02748
HKLF 4




REM  a in C2/c
REM wR2 = 0.0669, GooF = S = 1.123, Restrained GooF = 1.123 for all data
REM R1 = 0.0234 for 827 Fo > 4sig(Fo) and 0.0251 for all 890 data
REM 62 parameters refined using 0 restraints

END

WGHT      0.0319      0.2595

REM Highest difference peak  0.266,  deepest hole -0.199,  1-sigma level  0.049
Q1    1   0.4018  0.6428  0.3428  11.00000  0.05    0.27
Q2    1   0.5779  0.3172  0.2408  11.00000  0.05    0.24
Q3    1   0.3951  0.8558  0.3387  11.00000  0.05    0.23
Q4    1   0.4000  0.8560  0.4579  11.00000  0.05    0.21
Q5    1   0.4028  0.6324  0.4452  11.00000  0.05    0.20
Q6    1   0.2500  0.2500  0.5000  10.50000  0.05    0.19
Q7    1   0.2015  0.3372  0.4023  11.00000  0.05    0.19
Q8    1   0.2160  0.1294  0.3961  11.00000  0.05    0.18
;
_shelx_res_checksum              61021
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 0.39813(3) 0.74466(4) 0.39466(3) 0.01842(17) Uani 1 1 d . . . . .
O1 O 0.52813(10) 0.31756(19) 0.31349(9) 0.0298(3) Uani 1 1 d . . . . .
N1 N 0.16725(9) 0.42968(18) 0.37581(10) 0.0181(3) Uani 1 1 d . . . . .
C1 C 0.23405(12) 0.23262(19) 0.43194(12) 0.0180(3) Uani 1 1 d . . . . .
H1 H 0.4876(19) 0.438(4) 0.3394(18) 0.056(6) Uiso 1 1 d . . . . .
H11 H 0.2135(15) 0.546(3) 0.3828(14) 0.027(4) Uiso 1 1 d . . . . .
H12 H 0.1009(16) 0.458(3) 0.4087(15) 0.032(4) Uiso 1 1 d . . . . .
H13 H 0.1445(14) 0.399(3) 0.2993(16) 0.033(4) Uiso 1 1 d . . . . .
H21 H 0.1831(16) 0.102(3) 0.4164(16) 0.038(5) Uiso 1 1 d . . . . .
H22 H 0.3077(17) 0.213(3) 0.3949(16) 0.027(4) 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
Cl1 0.0181(2) 0.0183(2) 0.0190(2) -0.00021(9) 0.00306(13) -0.00030(9)
O1 0.0357(6) 0.0252(6) 0.0258(5) -0.0006(4) -0.0045(4) 0.0074(5)
N1 0.0171(5) 0.0182(5) 0.0180(5) 0.0012(4) -0.0001(4) 0.0015(4)
C1 0.0189(6) 0.0147(6) 0.0192(6) -0.0019(4) -0.0008(5) 0.0009(4)
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'
Cl Cl 0.1484 0.1585 '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
O1 O1 H1 98.2(13) 2_655 . ?
C1 N1 H11 110.1(11) . . ?
C1 N1 H12 112.1(11) . . ?
H11 N1 H12 109.8(14) . . ?
C1 N1 H13 107.3(11) . . ?
H11 N1 H13 110.0(15) . . ?
H12 N1 H13 107.6(15) . . ?
N1 C1 C1 109.78(12) . 7_556 ?
N1 C1 H21 108.6(11) . . ?
C1 C1 H21 109.4(11) 7_556 . ?
N1 C1 H22 108.6(10) . . ?
C1 C1 H22 110.5(11) 7_556 . ?
H21 C1 H22 110.0(14) . . ?
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
O1 O1 1.4572(19) 2_655 ?
O1 H1 0.92(2) . ?
N1 C1 1.4834(15) . ?
N1 H11 0.865(18) . ?
N1 H12 0.895(18) . ?
N1 H13 0.871(18) . ?
C1 C1 1.517(3) 7_556 ?
C1 H21 0.97(2) . ?
C1 H22 0.986(18) . ?
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
O1 H1 Cl1 0.92(2) 2.23(2) 3.1445(12) 175.7(18) . yes
N1 H11 Cl1 0.865(18) 2.376(17) 3.1866(12) 156.2(14) . yes
N1 H12 Cl1 0.895(18) 2.594(17) 3.2557(13) 131.4(13) 3_445 yes
N1 H12 Cl1 0.895(18) 2.821(17) 3.3832(13) 122.1(13) 7_566 yes
N1 H13 Cl1 0.871(18) 2.329(18) 3.1866(13) 168.1(15) 4_545 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
H1 O1 O1 H1 76(3) . . 2_655 2_655 ?
