#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:43:27 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304900 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/15/7251550.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_7251550
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(Cl)'
_chemical_formula_sum            'C4 H14 Cl2 N2 O2'
_chemical_formula_weight         193.07
_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                 111.074(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7011(9)
_cell_length_b                   6.1485(7)
_cell_length_c                   13.6061(15)
_cell_measurement_reflns_used    2049
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.518
_cell_measurement_theta_min      3.209
_cell_volume                     835.35(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 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0393
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4720
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.988
_diffrn_reflns_theta_min         3.209
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_description       prism
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1120
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0374
_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)+(0.0169P)²+1.1053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0586
_refine_ls_wR_factor_ref         0.0634
_reflns_Friedel_coverage         0.000
_reflns_number_gt                980
_reflns_number_total             1120
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce01038a2.cif
_cod_data_source_block           b_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7251547--7251557.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7251550
_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   0.812
_shelx_res_file
;
TITL b in C2/c
    b.res
    created by SHELXL-2019/3 at 09:07:14 on 14-Oct-2023
CELL 0.71073 10.7011 6.1485 13.6061 90 111.074 90
ZERR 4 0.0009 0.0007 0.0015 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl N O
UNIT 16 56 8 8 8
EQIV $1 1-X,+Y,1.5-Z
EQIV $2 1-X,-1+Y,1.5-Z
EQIV $3 0.5+X,-0.5+Y,+Z

L.S. 10
PLAN  1
SIZE 0.4 0.3 0.3
TEMP -173
CONF H1_$1 O1_$1 O1 H1
HTAB N1 O1
HTAB O1 Cl1_$2
HTAB N1 Cl1
HTAB N1 Cl1_$3
BOND $H
fmap 2 53
acta
OMIT -2 58
OMIT -6 0 16

WGHT    0.016900    1.105300
FVAR       0.57786
O1    5    0.551351    0.506413    0.725934    11.00000    0.01425    0.01798 =
         0.02275    0.00550    0.01038    0.00205
H1    2    0.602267    0.401370    0.757769    11.00000    0.04271
N1    4    0.547701    0.901501    0.602970    11.00000    0.00974    0.01083 =
         0.00861    0.00114    0.00242    0.00158
H11   2    0.498303    0.962765    0.635871    11.00000    0.01264
H12   2    0.599629    0.810979    0.650068    11.00000    0.02174
C1    1    0.629604    1.067200    0.573036    11.00000    0.00879    0.01167 =
         0.01022   -0.00029    0.00206   -0.00151
AFIX  23
H111  2    0.691113    0.993521    0.544084    11.00000   -1.20000
H112  2    0.684292    1.150079    0.636259    11.00000   -1.20000
AFIX   0
C2    1    0.460567    0.778637    0.508358    11.00000    0.01185    0.00890 =
         0.01048   -0.00139    0.00197   -0.00093
AFIX  23
H211  2    0.405263    0.672739    0.529553    11.00000   -1.20000
H212  2    0.517220    0.696807    0.477494    11.00000   -1.20000
AFIX   0

CL1   3    0.304255    1.086170    0.657284    11.00000    0.01040    0.01299 =
         0.01069   -0.00063    0.00359    0.00143
HKLF 4




REM  b in C2/c
REM wR2 = 0.0634, GooF = S = 1.039, Restrained GooF = 1.039 for all data
REM R1 = 0.0297 for 980 Fo > 4sig(Fo) and 0.0374 for all 1120 data
REM 58 parameters refined using 0 restraints

END

WGHT      0.0169      1.1053

REM Highest difference peak  0.478,  deepest hole -0.272,  1-sigma level  0.071
Q1    1   0.4226  0.8578  0.4649  11.00000  0.05    0.48
;
_shelx_res_checksum              15655
_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
O1 O 0.55135(11) 0.5064(2) 0.72593(9) 0.0173(3) Uani 1 1 d . . . . .
H1 H 0.602(2) 0.401(4) 0.7578(19) 0.043(7) Uiso 1 1 d . . . . .
N1 N 0.54770(13) 0.9015(2) 0.60297(10) 0.0100(3) Uani 1 1 d . . . . .
H11 H 0.4983(18) 0.963(3) 0.6359(14) 0.013(4) Uiso 1 1 d . . . . .
H12 H 0.5996(19) 0.811(3) 0.6501(15) 0.022(5) Uiso 1 1 d . . . . .
C1 C 0.62960(15) 1.0672(2) 0.57304(12) 0.0106(3) Uani 1 1 d . . . . .
H111 H 0.691113 0.993521 0.544084 0.013 Uiso 1 1 calc R U . . .
H112 H 0.684292 1.150079 0.636259 0.013 Uiso 1 1 calc R U . . .
C2 C 0.46057(15) 0.7786(2) 0.50836(11) 0.0110(3) Uani 1 1 d . . . . .
H211 H 0.405263 0.672739 0.529553 0.013 Uiso 1 1 calc R U . . .
H212 H 0.517220 0.696807 0.477494 0.013 Uiso 1 1 calc R U . . .
Cl1 Cl 0.30426(3) 1.08617(6) 0.65728(3) 0.01142(11) Uani 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
O1 0.0143(6) 0.0180(6) 0.0228(6) 0.0055(5) 0.0104(5) 0.0021(5)
N1 0.0097(6) 0.0108(6) 0.0086(6) 0.0011(5) 0.0024(5) 0.0016(5)
C1 0.0088(6) 0.0117(7) 0.0102(7) -0.0003(6) 0.0021(6) -0.0015(5)
C2 0.0118(7) 0.0089(7) 0.0105(7) -0.0014(5) 0.0020(6) -0.0009(5)
Cl1 0.01040(17) 0.01299(19) 0.01069(18) -0.00063(13) 0.00359(14) 0.00143(13)
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(16) 2_656 . ?
C1 N1 C2 110.83(11) . . ?
C1 N1 H11 111.2(12) . . ?
C2 N1 H11 110.4(12) . . ?
C1 N1 H12 110.6(13) . . ?
C2 N1 H12 110.0(13) . . ?
H11 N1 H12 103.6(16) . . ?
N1 C1 C2 110.17(12) . 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 110.49(12) . 5_676 ?
N1 C2 H211 109.6 . . ?
C1 C2 H211 109.6 5_676 . ?
N1 C2 H212 109.6 . . ?
C1 C2 H212 109.6 5_676 . ?
H211 C2 H212 108.1 . . ?
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 1.468(2) 2_656 ?
O1 H1 0.86(2) . ?
N1 C1 1.4929(19) . ?
N1 C2 1.4947(19) . ?
N1 H11 0.890(18) . ?
N1 H12 0.88(2) . ?
C1 C2 1.512(2) 5_676 ?
C1 H111 0.9900 . ?
C1 H112 0.9900 . ?
C2 H211 0.9900 . ?
C2 H212 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
N1 H12 O1 0.88(2) 2.29(2) 2.9419(18) 131.4(16) . yes
O1 H1 Cl1 0.86(2) 2.29(3) 3.1342(13) 167(2) 2_646 yes
N1 H11 Cl1 0.890(18) 2.325(19) 3.1633(14) 156.9(16) . yes
N1 H12 Cl1 0.88(2) 2.56(2) 3.2223(14) 132.6(16) 3_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(3) 2_656 2_656 . . ?
