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#$Date: 2022-02-04 21:54:28 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272720 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/11/7061152.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_7061152
loop_
_publ_author_name
'Zhang, Qi'
'Zhao, Cheng'
'Zhang, Xun'
'He, Chunlin'
'Pang, Siping'
_publ_section_title
;
 Oxidation of o-dioxime by (diacetoxyiodo)benzene: green and mild access
 to furoxans
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1489
_journal_page_last               1493
_journal_paper_doi               10.1039/D1NJ05510K
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C5 H7 N3 O4'
_chemical_formula_weight         173.14
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2021-08-28 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                76.643(4)
_cell_angle_beta                 78.988(4)
_cell_angle_gamma                87.455(4)
_cell_formula_units_Z            2
_cell_length_a                   4.8238(6)
_cell_length_b                   7.3029(9)
_cell_length_c                   11.0533(14)
_cell_measurement_reflns_used    1341
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.28
_cell_measurement_theta_min      2.87
_cell_volume                     371.87(8)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4446
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.570
_diffrn_reflns_theta_min         2.867
_exptl_absorpt_coefficient_mu    0.135
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       block
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1688
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0816
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2100P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2498
_refine_ls_wR_factor_ref         0.3011
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1083
_reflns_number_total             1688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05510k2.cif
_cod_data_source_block           P38_0m
_cod_depositor_comments
'Adding full bibliography for 7061151--7061152.cif.'
_cod_database_code               7061152
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.9083(5) 0.8802(4) 0.2627(2) 0.0450(8) Uani 1 1 d . . . . .
O2 O 0.9495(8) 0.6885(6) 0.1328(3) 0.0799(12) Uani 1 1 d . U . . .
O3 O 0.4951(5) 0.4276(3) 0.2074(2) 0.0396(7) Uani 1 1 d . . . . .
O4 O 0.1815(5) 0.4723(4) 0.3770(2) 0.0427(7) Uani 1 1 d . . . . .
N1 N 0.7240(6) 0.9112(5) 0.3703(3) 0.0408(8) Uani 1 1 d . . . . .
N2 N 0.8078(6) 0.7275(4) 0.2241(3) 0.0400(8) Uani 1 1 d . U . . .
N3 N 0.3103(6) 0.7640(5) 0.4949(3) 0.0434(8) Uani 1 1 d . . . . .
H3A H 0.299468 0.840241 0.546718 0.052 Uiso 1 1 calc R U . . .
H3B H 0.181445 0.676329 0.508404 0.052 Uiso 1 1 calc R U . . .
C1 C 0.5223(7) 0.7813(5) 0.3958(3) 0.0337(8) Uani 1 1 d . . . . .
C2 C 0.5751(6) 0.6688(5) 0.3039(3) 0.0336(8) Uani 1 1 d . . . . .
C3 C 0.3981(7) 0.5121(5) 0.2995(3) 0.0355(8) Uani 1 1 d . . . . .
C4 C 0.3162(8) 0.2747(6) 0.1980(4) 0.0459(10) Uani 1 1 d . . . . .
H4A H 0.128497 0.324223 0.182795 0.055 Uiso 1 1 calc R U . . .
H4B H 0.289710 0.176023 0.277481 0.055 Uiso 1 1 calc R U . . .
C5 C 0.4635(10) 0.1962(7) 0.0906(4) 0.0542(11) Uani 1 1 d . . . . .
H5A H 0.495914 0.296487 0.013312 0.081 Uiso 1 1 calc R U . . .
H5B H 0.346690 0.097525 0.078774 0.081 Uiso 1 1 calc R U . . .
H5C H 0.645044 0.142531 0.108582 0.081 Uiso 1 1 calc R U . . .
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'
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
N1 O1 N2 109.3(2) . . ?
C3 O3 C4 115.3(3) . . ?
C1 N1 O1 105.4(3) . . ?
O2 N2 C2 138.2(4) . . ?
O2 N2 O1 115.1(3) . . ?
C2 N2 O1 106.8(3) . . ?
C1 N3 H3A 120.0 . . ?
C1 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
N3 C1 N1 122.8(3) . . ?
N3 C1 C2 127.5(3) . . ?
N1 C1 C2 109.7(3) . . ?
N2 C2 C1 108.7(3) . . ?
N2 C2 C3 125.5(3) . . ?
C1 C2 C3 125.8(3) . . ?
O4 C3 O3 125.8(3) . . ?
O4 C3 C2 119.9(3) . . ?
O3 C3 C2 114.3(3) . . ?
O3 C4 C5 107.0(3) . . ?
O3 C4 H4A 110.3 . . ?
C5 C4 H4A 110.3 . . ?
O3 C4 H4B 110.3 . . ?
C5 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
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 N1 1.400(4) . ?
O1 N2 1.417(4) . ?
O2 N2 1.191(4) . ?
O3 C3 1.311(4) . ?
O3 C4 1.475(4) . ?
O4 C3 1.217(4) . ?
N1 C1 1.334(4) . ?
N2 C2 1.308(4) . ?
N3 C1 1.335(4) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
C1 C2 1.428(5) . ?
C2 C3 1.473(5) . ?
C4 C5 1.484(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
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
N2 O1 N1 C1 0.5(3) . . . . ?
N1 O1 N2 O2 -180.0(3) . . . . ?
N1 O1 N2 C2 0.0(3) . . . . ?
O1 N1 C1 N3 178.3(3) . . . . ?
O1 N1 C1 C2 -0.8(4) . . . . ?
O2 N2 C2 C1 179.5(4) . . . . ?
O1 N2 C2 C1 -0.4(3) . . . . ?
O2 N2 C2 C3 -0.3(7) . . . . ?
O1 N2 C2 C3 179.8(3) . . . . ?
N3 C1 C2 N2 -178.3(3) . . . . ?
N1 C1 C2 N2 0.8(4) . . . . ?
N3 C1 C2 C3 1.5(5) . . . . ?
N1 C1 C2 C3 -179.4(3) . . . . ?
C4 O3 C3 O4 1.6(5) . . . . ?
C4 O3 C3 C2 -177.8(3) . . . . ?
N2 C2 C3 O4 -178.2(3) . . . . ?
C1 C2 C3 O4 2.1(5) . . . . ?
N2 C2 C3 O3 1.3(5) . . . . ?
C1 C2 C3 O3 -178.5(3) . . . . ?
C3 O3 C4 C5 -179.1(3) . . . . ?
