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#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251549.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_7251549
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         'C6 H14 N2, H2 O2, 2(Cl)'
_chemical_formula_sum            'C6 H16 Cl2 N2 O2'
_chemical_formula_weight         219.11
_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                 98.935(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7834(6)
_cell_length_b                   9.3257(6)
_cell_length_c                   10.6627(7)
_cell_measurement_reflns_used    3104
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.507
_cell_measurement_theta_min      3.036
_cell_volume                     961.03(11)
_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 0.999
_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  0.0481
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6400
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_min         3.035
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     63
_refine_ls_number_reflns         1277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0297
_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)+(0.0231P)²+1.3180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0718
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1132
_reflns_number_total             1277
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           a_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251549
_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   0.784
_shelx_estimated_absorpt_t_max   0.883
_shelx_res_file
;
TITL a in C2/c
    a.res
    created by SHELXL-2019/3 at 22:49:18 on 13-Oct-2023
CELL 0.71073 9.7834 9.3257 10.6627 90 98.935 90
ZERR 4 0.0006 0.0006 0.0007 0 0.002 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl N O
UNIT 24 64 8 8 8
EQIV $1 -X,+Y,0.5-Z

L.S. 10
PLAN  6
SIZE 0.2 0.4 0.3
TEMP -173
CONF
HTAB O1 Cl1
HTAB N1 Cl1
CONF H1 O1 O1_$1 H1_$1
BOND $H
fmap 2 53
acta
MORE -1
OMIT -2 58

WGHT    0.023100    1.318000
FVAR       0.62548
CL1   3    0.219941    0.557284    0.497813    11.00000    0.01216    0.01241 =
         0.01313    0.00085    0.00334   -0.00059
O1    5   -0.024130    0.688353    0.310326    11.00000    0.02808    0.06236 =
         0.01524   -0.00420    0.00081    0.02358
H1    2    0.042364    0.644764    0.359163    11.00000    0.05239
N1    4    0.418689    0.686301    0.329478    11.00000    0.00961    0.01205 =
         0.01007    0.00031    0.00375   -0.00081
H11   2    0.356295    0.681172    0.387009    11.00000    0.02044
C1    1    0.439764    0.535394    0.287776    11.00000    0.02086    0.01070 =
         0.01471   -0.00030    0.00594   -0.00331
AFIX  23
H111  2    0.354767    0.499813    0.234229    11.00000   -1.20000
H112  2    0.460910    0.471855    0.362658    11.00000   -1.20000
AFIX   0
C2    1    0.358857    0.775313    0.216932    11.00000    0.01059    0.01926 =
         0.01414    0.00406    0.00290    0.00399
AFIX  23
H211  2    0.361417    0.878162    0.240181    11.00000   -1.20000
H212  2    0.261391    0.747693    0.187793    11.00000   -1.20000
AFIX   0
C3    1    0.554263    0.748957    0.388941    11.00000    0.01094    0.01465 =
         0.01085   -0.00273    0.00131   -0.00234
AFIX  23
H311  2    0.602935    0.681871    0.452725    11.00000   -1.20000
H312  2    0.538950    0.840297    0.431991    11.00000   -1.20000
AFIX   0
HKLF 4




REM  a in C2/c
REM wR2 = 0.0718, GooF = S = 1.044, Restrained GooF = 1.044 for all data
REM R1 = 0.0297 for 1132 Fo > 4sig(Fo) and 0.0352 for all 1277 data
REM 63 parameters refined using 0 restraints

END

WGHT      0.0231      1.3180

REM Highest difference peak  0.375,  deepest hole -0.355,  1-sigma level  0.067
Q1    1   0.5000  0.5422  0.2500  10.50000  0.05    0.37
Q2    1  -0.0425  0.6116  0.2991  11.00000  0.05    0.35
Q3    1   0.3846  0.7362  0.2630  11.00000  0.05    0.31
Q4    1   0.5990  0.7557  0.3365  11.00000  0.05    0.27
Q5    1   0.4222  0.6074  0.2991  11.00000  0.05    0.26
Q6    1   0.1380  0.6193  0.4391  11.00000  0.05    0.26
;
_shelx_res_checksum              7047
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 0.21994(3) 0.55728(4) 0.49781(3) 0.01242(11) Uani 1 1 d . . . . .
O1 O -0.02413(14) 0.68835(18) 0.31033(11) 0.0355(4) Uani 1 1 d . . . . .
H1 H 0.042(3) 0.645(3) 0.359(2) 0.052(8) Uiso 1 1 d . . . . .
N1 N 0.41869(12) 0.68630(13) 0.32948(11) 0.0103(2) Uani 1 1 d . . . . .
H11 H 0.356(2) 0.681(2) 0.3870(18) 0.020(5) Uiso 1 1 d . . . . .
C1 C 0.43976(17) 0.53539(16) 0.28778(14) 0.0151(3) Uani 1 1 d . . . . .
H111 H 0.354767 0.499813 0.234229 0.018 Uiso 1 1 calc R U . . .
H112 H 0.460910 0.471855 0.362658 0.018 Uiso 1 1 calc R U . . .
C2 C 0.35886(15) 0.77531(17) 0.21693(14) 0.0146(3) Uani 1 1 d . . . . .
H211 H 0.361417 0.878162 0.240181 0.017 Uiso 1 1 calc R U . . .
H212 H 0.261391 0.747693 0.187793 0.017 Uiso 1 1 calc R U . . .
C3 C 0.55426(15) 0.74896(16) 0.38894(13) 0.0122(3) Uani 1 1 d . . . . .
H311 H 0.602935 0.681871 0.452725 0.015 Uiso 1 1 calc R U . . .
H312 H 0.538950 0.840297 0.431991 0.015 Uiso 1 1 calc R U . . .
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 0.01216(18) 0.01241(18) 0.01313(17) 0.00085(12) 0.00334(12) -0.00059(12)
O1 0.0281(7) 0.0624(10) 0.0152(6) -0.0042(6) 0.0008(5) 0.0236(7)
N1 0.0096(6) 0.0121(6) 0.0101(5) 0.0003(4) 0.0037(4) -0.0008(4)
C1 0.0209(8) 0.0107(7) 0.0147(7) -0.0003(5) 0.0059(6) -0.0033(6)
C2 0.0106(7) 0.0193(7) 0.0141(6) 0.0041(5) 0.0029(5) 0.0040(6)
C3 0.0109(6) 0.0146(7) 0.0109(6) -0.0027(5) 0.0013(5) -0.0023(5)
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
O1 O1 H1 102.5(17) 2 . ?
C3 N1 C1 109.77(11) . . ?
C3 N1 C2 109.42(11) . . ?
C1 N1 C2 109.66(11) . . ?
C3 N1 H11 111.7(12) . . ?
C1 N1 H11 106.3(12) . . ?
C2 N1 H11 109.9(12) . . ?
N1 C1 C1 108.01(8) . 2_655 ?
N1 C1 H111 110.1 . . ?
C1 C1 H111 110.1 2_655 . ?
N1 C1 H112 110.1 . . ?
C1 C1 H112 110.1 2_655 . ?
H111 C1 H112 108.4 . . ?
N1 C2 C3 107.92(11) . 2_655 ?
N1 C2 H211 110.1 . . ?
C3 C2 H211 110.1 2_655 . ?
N1 C2 H212 110.1 . . ?
C3 C2 H212 110.1 2_655 . ?
H211 C2 H212 108.4 . . ?
N1 C3 C2 107.85(11) . 2_655 ?
N1 C3 H311 110.1 . . ?
C2 C3 H311 110.1 2_655 . ?
N1 C3 H312 110.1 . . ?
C2 C3 H312 110.1 2_655 . ?
H311 C3 H312 108.5 . . ?
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 1.438(2) 2 ?
O1 H1 0.87(3) . ?
N1 C3 1.4972(18) . ?
N1 C1 1.4998(18) . ?
N1 C2 1.5012(18) . ?
N1 H11 0.93(2) . ?
C1 C1 1.527(3) 2_655 ?
C1 H111 0.9900 . ?
C1 H112 0.9900 . ?
C2 C3 1.535(2) 2_655 ?
C2 H211 0.9900 . ?
C2 H212 0.9900 . ?
C3 H311 0.9900 . ?
C3 H312 0.9900 . ?
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 0.87(3) 2.25(3) 3.1160(14) 173(2) . yes
N1 H11 Cl1 0.93(2) 2.24(2) 3.0878(13) 151.7(17) . 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
C3 N1 C1 C1 -49.04(18) . . . 2_655 ?
C2 N1 C1 C1 71.20(18) . . . 2_655 ?
C3 N1 C2 C3 71.56(13) . . . 2_655 ?
C1 N1 C2 C3 -48.88(15) . . . 2_655 ?
C1 N1 C3 C2 71.19(14) . . . 2_655 ?
C2 N1 C3 C2 -49.19(13) . . . 2_655 ?
H1 O1 O1 H1 123(4) . . 2 2 ?
