#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251548.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_7251548
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, 0.871(H2 O2), 0.129(H2 O), 2(Cl)'
_chemical_formula_sum            'C2 H12 Cl2 N2 O1.87'
_chemical_formula_weight         164.96
_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-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                 98.9640(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1837(4)
_cell_length_b                   5.9656(2)
_cell_length_c                   11.0793(4)
_cell_measurement_reflns_used    4046
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.507
_cell_measurement_theta_min      3.689
_cell_volume                     730.15(4)
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5774
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.506
_diffrn_reflns_theta_min         3.689
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.7902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     67
_refine_ls_number_reflns         1098
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0221
_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)+(0.0130P)²+0.4926P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0581
_refine_ls_wR_factor_ref         0.0598
_reflns_Friedel_coverage         0.000
_reflns_number_gt                995
_reflns_number_total             1098
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           b
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251548
_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   0.822
_shelx_estimated_absorpt_t_max   0.923
_shelx_res_file
;
TITL b in C2/c
    b.res
    created by SHELXL-2019/2 at 13:57:16 on 05-Dec-2024
CELL 0.71073 11.1837 5.9656 11.0793 90 98.964 90
ZERR 4 0.0004 0.0002 0.0004 0 0.001 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl N O
UNIT 8 48 8 8 7.48
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

L.S. 10
PLAN  7
SIZE 0.25 0.1 0.15
TEMP -173
HTAB O1 Cl1
HTAB O2 Cl1
HTAB N1 Cl1
HTAB N1 Cl1_$2
HTAB N1 Cl1_$3
HTAB N1 Cl1_$4
CONF H1 O1 O1_$1 H1_$1
BOND $H
fmap 2
ACTA
OMIT -10 6 4
OMIT -9 7 1
OMIT 10 6 0

WGHT    0.013000    0.492600
FVAR       0.82366   0.87064
CL1   3    0.399471    0.745256    0.396203    11.00000    0.01222    0.01160 =
         0.01284   -0.00014    0.00278   -0.00018
N1    4    0.167779    0.431629    0.374904    11.00000    0.01241    0.01263 =
         0.01175    0.00077    0.00102    0.00097
H11   2    0.100781    0.460134    0.408443    11.00000    0.03050
H12   2    0.144547    0.408726    0.295704    11.00000    0.02395
H13   2    0.216489    0.551946    0.382967    11.00000    0.02418
C1    1    0.234622    0.233433    0.431490    11.00000    0.01380    0.00966 =
         0.01310   -0.00107    0.00061    0.00060
H21   2    0.186733    0.104939    0.411819    11.00000    0.02252
H22   2    0.308204    0.215571    0.393637    11.00000    0.01593
PART 1
O1    5    0.528926    0.318564    0.314221    21.00000    0.02247    0.01609 =
         0.01378   -0.00097   -0.00207    0.00468
H1    2    0.490751    0.429652    0.343494    21.00000    0.03025

PART 2
O2    5    0.500000    0.306282    0.250000   -20.50000    0.03446    0.00891 =
         0.04101    0.00000    0.02793    0.00000
AFIX   3
H2    2    0.436740    0.362722    0.277050   -21.00000   -1.50000
AFIX   0
HKLF 4




REM  b in C2/c
REM wR2 = 0.0598, GooF = S = 1.175, Restrained GooF = 1.175 for all data
REM R1 = 0.0221 for 995 Fo > 4sig(Fo) and 0.0253 for all 1098 data
REM 67 parameters refined using 0 restraints

END

WGHT      0.0130      0.4922

REM Highest difference peak  0.225,  deepest hole -0.272,  1-sigma level  0.058
Q1    1   0.1910  0.3415  0.4015  11.00000  0.05    0.23
Q2    1   0.1209  0.4286  0.3940  11.00000  0.05    0.22
Q3    1   0.3424  0.7386  0.3995  11.00000  0.05    0.21
Q4    1   0.2427  0.2546  0.4792  11.00000  0.05    0.21
Q5    1   0.0958  0.1358  0.3995  11.00000  0.05    0.20
Q6    1   0.3099  0.6200  0.3486  11.00000  0.05    0.20
Q7    1   0.0368  0.2255  0.3599  11.00000  0.05    0.19
;
_shelx_res_checksum              91707
_publcif_funding_html
;
;
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 0.39947(2) 0.74526(4) 0.39620(2) 0.01213(9) Uani 1 1 d . . . . .
N1 N 0.16778(8) 0.43163(15) 0.37490(8) 0.01236(18) Uani 1 1 d . . . . .
H11 H 0.1008(15) 0.460(3) 0.4084(14) 0.031(4) Uiso 1 1 d . . . . .
H12 H 0.1445(13) 0.409(3) 0.2957(14) 0.024(4) Uiso 1 1 d . . . . .
H13 H 0.2165(14) 0.552(3) 0.3830(13) 0.024(4) Uiso 1 1 d . . . . .
C1 C 0.23462(10) 0.23343(16) 0.43149(10) 0.0123(2) Uani 1 1 d . . . . .
H21 H 0.1867(14) 0.105(3) 0.4118(13) 0.023(4) Uiso 1 1 d . . . . .
H22 H 0.3082(13) 0.216(2) 0.3936(13) 0.016(4) Uiso 1 1 d . . . . .
O1 O 0.52893(11) 0.31856(18) 0.31422(14) 0.0180(4) Uani 0.871(7) 1 d . . P A 1
H1 H 0.4908(18) 0.430(4) 0.3435(16) 0.030(5) Uiso 0.871(7) 1 d . . P A 1
O2 O 0.500000 0.3063(17) 0.250000 0.026(5) Uani 0.129(7) 2 d S T P A 2
H2 H 0.436740 0.362722 0.277050 0.039 Uiso 0.129(7) 1 d R 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 0.01222(14) 0.01160(14) 0.01284(14) -0.00014(7) 0.00278(9) -0.00018(7)
N1 0.0124(4) 0.0126(4) 0.0118(4) 0.0008(3) 0.0010(3) 0.0010(3)
C1 0.0138(5) 0.0097(4) 0.0131(5) -0.0011(3) 0.0006(4) 0.0006(3)
O1 0.0225(6) 0.0161(5) 0.0138(7) -0.0010(4) -0.0021(5) 0.0047(4)
O2 0.034(9) 0.009(4) 0.041(14) 0.000 0.028(10) 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 H11 111.8(11) . . ?
C1 N1 H12 110.2(10) . . ?
H11 N1 H12 107.6(14) . . ?
C1 N1 H13 109.7(10) . . ?
H11 N1 H13 109.8(13) . . ?
H12 N1 H13 107.6(13) . . ?
N1 C1 C1 109.86(10) . 7_556 ?
N1 C1 H21 108.7(9) . . ?
C1 C1 H21 111.7(9) 7_556 . ?
N1 C1 H22 107.8(8) . . ?
C1 C1 H22 111.5(9) 7_556 . ?
H21 C1 H22 107.2(12) . . ?
O1 O1 H1 101.1(12) 2_655 . ?
O1 O1 H2 46.75(13) 2_655 2_655 ?
H1 O1 H2 113.3(13) . 2_655 ?
H2 O2 H2 134.9 . 2_655 ?
H1 O2 H2 48.4(9) 2_655 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 C1 1.4845(13) . ?
N1 H11 0.903(17) . ?
N1 H12 0.886(16) . ?
N1 H13 0.897(17) . ?
C1 C1 1.516(2) 7_556 ?
C1 H21 0.941(16) . ?
C1 H22 0.986(14) . ?
O1 O1 1.469(3) 2_655 ?
O1 H1 0.88(2) . ?
O1 H2 1.166(3) 2_655 ?
O2 H2 0.8774 . ?
O2 H2 0.8774 2_655 ?
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^a H1^a Cl1 0.88(2) 2.26(2) 3.1322(12) 171.7(17) . yes
O2^b H2^b Cl1 0.88 2.70 3.364(8) 133.3 . yes
N1 H13 Cl1 0.897(17) 2.334(16) 3.1749(10) 156.2(13) . yes
N1 H11 Cl1 0.903(17) 2.576(17) 3.2429(10) 131.2(13) 3_445 yes
N1 H11 Cl1 0.903(17) 2.788(16) 3.3626(10) 122.6(12) 7_566 yes
N1 H12 Cl1 0.886(16) 2.321(16) 3.1812(10) 163.6(14) 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 79(2) . . 2_655 2_655 ?
