#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/80/1558088.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_1558088
loop_
_publ_author_name
'Wang, Yunzhong'
'Tang, Saixing'
'Wen, Yating'
'Zheng, Shuyuan'
'Yang, Bing'
'Yuan, Wang Zhang'
_publ_section_title
;
 Nonconventional luminophores with unprecedented efficiencies and
 color-tunable afterglows
;
_journal_issue                   8
_journal_name_full               'Materials Horizons'
_journal_page_first              2105
_journal_page_last               2112
_journal_paper_doi               10.1039/D0MH00688B
_journal_volume                  7
_journal_year                    2020
_chemical_formula_moiety         'C3 H4 N2 O2'
_chemical_formula_sum            'C3 H4 N2 O2'
_chemical_formula_weight         100.08
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-01-31 deposited with the CCDC.	2020-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.194(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.3446(15)
_cell_length_b                   12.244(2)
_cell_length_c                   7.3458(13)
_cell_measurement_reflns_used    5020
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.36
_cell_measurement_theta_min      6.09
_cell_volume                     811.1(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4803
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.367
_diffrn_reflns_theta_min         6.094
_exptl_absorpt_coefficient_mu    1.210
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.6003
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0845P)²+1.3640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1652
_refine_ls_wR_factor_ref         0.1665
_reflns_Friedel_coverage         0.000
_reflns_number_gt                701
_reflns_number_total             737
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0mh00688b3.cif
_cod_data_source_block           aa_a
_cod_depositor_comments
;Adding full bibliography for 1558087--1558090.cif.

 Adding full bibliography for 1558087--1558090.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1558088
_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   0.760
_shelx_estimated_absorpt_t_max   0.794
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 -2.8520(2) -0.41781(16) -1.8859(3) 0.0555(7) Uani 1 1 d . . . . .
O2 O -2.5250(2) -0.65402(16) -1.5149(3) 0.0557(7) Uani 1 1 d . . . . .
N1 N -2.6639(2) -0.51558(17) -1.6862(3) 0.0419(6) Uani 1 1 d . . . . .
H1 H -2.606390 -0.461782 -1.641236 0.050 Uiso 1 1 d R U . . .
N2 N -2.8513(2) -0.6073(2) -1.8671(4) 0.0528(7) Uani 1 1 d . . . . .
H2A H -2.931117 -0.622325 -1.952768 0.063 Uiso 1 1 d R U . . .
C1 C -2.7548(3) -0.6879(2) -1.7514(4) 0.0459(7) Uani 1 1 d . . . . .
H1A H -2.717613 -0.739135 -1.828857 0.055 Uiso 1 1 calc R U . . .
H1B H -2.806267 -0.727976 -1.673859 0.055 Uiso 1 1 calc R U . . .
C2 C -2.7979(3) -0.5047(2) -1.8210(4) 0.0410(7) Uani 1 1 d . . . . .
C3 C -2.6332(3) -0.6215(2) -1.6341(4) 0.0416(7) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C3 N1 C2 112.1(2) . . ?
C3 N1 H1 123.9 . . ?
C2 N1 H1 123.9 . . ?
C2 N2 C1 110.5(2) . . ?
C2 N2 H2A 124.8 . . ?
C1 N2 H2A 124.7 . . ?
N2 C1 C3 103.4(2) . . ?
N2 C1 H1A 111.1 . . ?
C3 C1 H1A 111.1 . . ?
N2 C1 H1B 111.1 . . ?
C3 C1 H1B 111.1 . . ?
H1A C1 H1B 109.0 . . ?
O1 C2 N2 128.3(2) . . ?
O1 C2 N1 124.6(2) . . ?
N2 C2 N1 107.1(2) . . ?
O2 C3 N1 126.0(2) . . ?
O2 C3 C1 127.3(2) . . ?
N1 C3 C1 106.7(2) . . ?
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 C2 1.220(3) . ?
O2 C3 1.218(3) . ?
N1 C3 1.362(3) . ?
N1 C2 1.384(3) . ?
N1 H1 0.8595 . ?
N2 C2 1.361(3) . ?
N2 C1 1.452(4) . ?
N2 H2A 0.8603 . ?
C1 C3 1.477(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
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
C2 N2 C1 C3 -1.9(3) . . . . ?
C1 N2 C2 O1 -178.2(3) . . . . ?
C1 N2 C2 N1 3.6(3) . . . . ?
C3 N1 C2 O1 177.6(3) . . . . ?
C3 N1 C2 N2 -4.1(3) . . . . ?
C2 N1 C3 O2 -178.0(3) . . . . ?
C2 N1 C3 C1 2.8(3) . . . . ?
N2 C1 C3 O2 -179.7(3) . . . . ?
N2 C1 C3 N1 -0.5(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 10006
