#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:13:44 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301852 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/02/7060263.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_7060263
loop_
_publ_author_name
'Trannoy, Virgile'
'Léaustic, Anne'
'Gadan, Sophie'
'Guillot, Régis'
'Allain, Clémence'
'Clavier, Gilles'
'Mazerat, Sandra'
'Geffroy, Bernard'
'Yu, Pei'
_publ_section_title
;
 A highly efficient solution and solid state ESIPT fluorophore and its
 OLED application
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3014
_journal_page_last               3021
_journal_paper_doi               10.1039/D0NJ05600F
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C16 H16 N2 O6'
_chemical_formula_sum            'C16 H16 N2 O6'
_chemical_formula_weight         332.31
_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'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2020-05-19 deposited with the CCDC.	2021-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.453(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.3814(6)
_cell_length_b                   11.6206(5)
_cell_length_c                   8.1169(3)
_cell_measurement_reflns_used    5435
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      30.57
_cell_measurement_theta_min      2.17
_cell_volume                     1508.79(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15738
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         30.642
_diffrn_reflns_theta_min         2.166
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.9461
_exptl_absorpt_correction_T_min  0.8779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2310
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0415
_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)+(0.0621P)²+0.9885P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1249
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1743
_reflns_number_total             2310
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05600f2.cif
_cod_data_source_block           BP(OH)2DCEt2
_cod_depositor_comments          'Adding full bibliography for 7060263.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7060263
_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   0.977
_shelx_estimated_absorpt_t_max   0.991
_shelxl_version_number           2013-4
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
C1 C 0.89294(8) 0.53292(12) 0.60817(18) 0.0291(3) Uani 1 1 d . . . . .
H1A H 0.9113 0.4845 0.7049 0.044 Uiso 1 1 calc R U . . .
H1B H 0.9404 0.5576 0.5656 0.044 Uiso 1 1 calc R U . . .
H1C H 0.8554 0.4906 0.5222 0.044 Uiso 1 1 calc R U . . .
C2 C 0.84871(8) 0.63608(11) 0.65775(16) 0.0250(3) Uani 1 1 d . . . . .
H2A H 0.8864 0.6806 0.7428 0.030 Uiso 1 1 calc R U . . .
H2B H 0.8287 0.6849 0.5605 0.030 Uiso 1 1 calc R U . . .
C3 C 0.72987(7) 0.67307(11) 0.77188(14) 0.0216(2) Uani 1 1 d . . . . .
C4 C 0.66148(7) 0.62095(10) 0.84181(14) 0.0202(2) Uani 1 1 d . . . . .
C5 C 0.60703(8) 0.69375(10) 0.89977(15) 0.0224(2) Uani 1 1 d . . . . .
H5 H 0.6138 0.7730 0.8949 0.027 Uiso 1 1 calc R U . . .
C6 C 0.54241(7) 0.64856(10) 0.96506(14) 0.0200(2) Uani 1 1 d . . . . .
C7 C 0.53367(7) 0.52794(9) 0.96798(13) 0.0173(2) Uani 1 1 d . . . . .
C8 C 0.65020(7) 0.50234(10) 0.84994(14) 0.0197(2) Uani 1 1 d . . . . .
H8 H 0.6870 0.4531 0.8121 0.024 Uiso 1 1 calc R U . . .
N1 N 0.58767(6) 0.45804(9) 0.91090(12) 0.0194(2) Uani 1 1 d . . . . .
O1 O 0.77887(5) 0.59358(8) 0.72450(11) 0.0236(2) Uani 1 1 d . . . . .
O2 O 0.73953(6) 0.77566(8) 0.76036(13) 0.0311(2) Uani 1 1 d . . . . .
O3 O 0.49123(6) 0.72160(8) 1.02416(12) 0.0275(2) Uani 1 1 d . . . . .
H3 H 0.4539 0.6850 1.0530 0.041 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
O1 C2 C1 107.03(10) . . ?
O2 C3 O1 124.32(11) . . ?
O2 C3 C4 123.53(12) . . ?
O1 C3 C4 112.16(10) . . ?
C5 C4 C8 119.13(11) . . ?
C5 C4 C3 118.30(11) . . ?
C8 C4 C3 122.57(11) . . ?
C4 C5 C6 120.01(11) . . ?
O3 C6 C5 118.77(10) . . ?
O3 C6 C7 123.06(11) . . ?
C5 C6 C7 118.17(11) . . ?
N1 C7 C6 120.96(10) . . ?
N1 C7 C7 116.87(12) . 5_667 ?
C6 C7 C7 122.17(13) . 5_667 ?
N1 C8 C4 121.31(11) . . ?
C8 N1 C7 120.41(10) . . ?
C3 O1 C2 116.30(10) . . ?
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
C1 C2 1.5000(19) . ?
C2 O1 1.4539(14) . ?
C3 O2 1.2088(16) . ?
C3 O1 1.3337(15) . ?
C3 C4 1.4895(16) . ?
C4 C5 1.3834(17) . ?
C4 C8 1.3941(17) . ?
C5 C6 1.3853(17) . ?
C6 O3 1.3516(14) . ?
C6 C7 1.4097(16) . ?
C7 N1 1.3541(15) . ?
C7 C7 1.468(2) 5_667 ?
C8 N1 1.3333(15) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168350064
