#------------------------------------------------------------------------------
#$Date: 2023-08-05 12:15:22 +0300 (Sat, 05 Aug 2023) $
#$Revision: 285476 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/25/7062516.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_7062516
loop_
_publ_author_name
'Wu, Dong-En'
'Guo, Qing-Hui'
_publ_section_title
;
 Evaluating the isomeric effects of donors on the structures and
 photophysical properties of donor--acceptor--π bridge--donor
 (D1--A--π--D2) prototype fluorophores
;
_journal_issue                   28
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13409
_journal_page_last               13421
_journal_paper_doi               10.1039/D3NJ01845H
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C29 H20 N2 O'
_chemical_formula_sum            'C29 H20 N2 O'
_chemical_formula_weight         412.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2dy8xk
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-12-24 deposited with the CCDC.	2023-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.619(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.2179(13)
_cell_length_b                   11.4889(6)
_cell_length_c                   7.5967(4)
_cell_measurement_reflns_used    5147
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.56
_cell_measurement_theta_min      2.40
_cell_volume                     2190.4(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_av_unetI/netI     0.0862
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21542
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         2.404
_diffrn_source.source            'Ius 2.0'
_diffrn_source.type              microfocus
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1549
_refine_ls_R_factor_gt           0.0612
_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)+(0.0510P)²+0.4260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1352
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2565
_reflns_number_total             4947
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj01845h2.cif
_cod_data_source_block           2021102512_a
_cod_depositor_comments
'Adding full bibliography for 7062514--7062517.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7062516
_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   0.984
_shelx_estimated_absorpt_t_max   0.998
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.73924(7) 0.49807(17) 0.7526(3) 0.0437(5) Uani 1 1 d . . . . .
C2 C 0.77510(7) 0.59015(18) 0.8167(3) 0.0480(5) Uani 1 1 d . . . . .
H2 H 0.806308 0.570080 0.885415 0.058 Uiso 1 1 calc R U . . .
C3 C 0.76568(8) 0.70260(18) 0.7821(3) 0.0488(5) Uani 1 1 d . . . . .
H3 H 0.733568 0.719133 0.715911 0.059 Uiso 1 1 calc R U . . .
C4 C 0.79878(7) 0.80239(17) 0.8338(3) 0.0444(5) Uani 1 1 d . . . . .
C5 C 0.84865(7) 0.79445(18) 0.9299(3) 0.0460(5) Uani 1 1 d . . . . .
H5 H 0.862287 0.721362 0.961510 0.055 Uiso 1 1 calc R U . . .
C6 C 0.87852(7) 0.89263(17) 0.9798(3) 0.0453(5) Uani 1 1 d . . . . .
C7 C 0.93245(8) 0.88371(17) 1.0757(3) 0.0466(5) Uani 1 1 d . . . . .
C8 C 0.96583(8) 0.79127(19) 1.0465(3) 0.0543(6) Uani 1 1 d . . . . .
H8 H 0.953665 0.732143 0.969234 0.065 Uiso 1 1 calc R U . . .
C9 C 1.01673(8) 0.7857(2) 1.1302(3) 0.0623(6) Uani 1 1 d . . . . .
H9 H 1.038483 0.722826 1.109244 0.075 Uiso 1 1 calc R U . . .
C10 C 1.03557(9) 0.8719(2) 1.2441(3) 0.0644(7) Uani 1 1 d . . . . .
H10 H 1.069714 0.867186 1.302226 0.077 Uiso 1 1 calc R U . . .
C11 C 1.00373(10) 0.9646(2) 1.2712(3) 0.0690(7) Uani 1 1 d . . . . .
H11 H 1.016685 1.024639 1.345537 0.083 Uiso 1 1 calc R U . . .
C12 C 0.95252(9) 0.97043(19) 1.1898(3) 0.0617(6) Uani 1 1 d . . . . .
H12 H 0.931111 1.033644 1.211869 0.074 Uiso 1 1 calc R U . . .
C13 C 0.85661(8) 1.00106(18) 0.9311(3) 0.0568(6) Uani 1 1 d . . . . .
H13 H 0.875429 1.068339 0.964996 0.068 Uiso 1 1 calc R U . . .
C14 C 0.80812(9) 1.01023(19) 0.8348(3) 0.0613(7) Uani 1 1 d . . . . .
H14 H 0.794555 1.083334 0.802901 0.074 Uiso 1 1 calc R U . . .
C15 C 0.77940(8) 0.91279(19) 0.7851(3) 0.0533(6) Uani 1 1 d . . . . .
H15 H 0.746659 0.920083 0.718200 0.064 Uiso 1 1 calc R U . . .
C16 C 0.68503(7) 0.52946(16) 0.6736(3) 0.0429(5) Uani 1 1 d . . . . .
C17 C 0.66893(7) 0.50313(16) 0.5018(3) 0.0443(5) Uani 1 1 d . . . . .
H17 H 0.691521 0.460823 0.436148 0.053 Uiso 1 1 calc R U . . .
C18 C 0.61850(7) 0.53882(16) 0.4208(3) 0.0409(5) Uani 1 1 d . . . . .
C19 C 0.60241(7) 0.51687(18) 0.2417(3) 0.0505(6) Uani 1 1 d . . . . .
H19 H 0.625092 0.477377 0.172914 0.061 Uiso 1 1 calc R U . . .
C20 C 0.55401(8) 0.55287(18) 0.1685(3) 0.0521(6) Uani 1 1 d . . . . .
H20 H 0.544135 0.538797 0.049204 0.063 Uiso 1 1 calc R U . . .
C21 C 0.51856(7) 0.61100(17) 0.2694(3) 0.0444(5) Uani 1 1 d . . . . .
C22 C 0.53255(7) 0.63485(16) 0.4427(3) 0.0461(5) Uani 1 1 d . . . . .
H22 H 0.509028 0.673951 0.508881 0.055 Uiso 1 1 calc R U . . .
C23 C 0.58360(7) 0.59955(16) 0.5227(3) 0.0403(5) Uani 1 1 d . . . . .
C24 C 0.60060(8) 0.62361(18) 0.7009(3) 0.0519(6) Uani 1 1 d . . . . .
H24 H 0.577831 0.662543 0.770042 0.062 Uiso 1 1 calc R U . . .
C25 C 0.64978(7) 0.59092(19) 0.7737(3) 0.0524(6) Uani 1 1 d . . . . .
H25 H 0.660374 0.609262 0.891177 0.063 Uiso 1 1 calc R U . . .
C26 C 0.43190(8) 0.6983(2) 0.2681(3) 0.0653(7) Uani 1 1 d . . . . .
H26A H 0.423162 0.650455 0.364710 0.098 Uiso 1 1 calc R U . . .
H26B H 0.400507 0.711130 0.188340 0.098 Uiso 1 1 calc R U . . .
H26C H 0.445529 0.771708 0.312835 0.098 Uiso 1 1 calc R U . . .
C27 C 0.75508(7) 0.38468(17) 0.7613(3) 0.0484(5) Uani 1 1 d . . . . .
C28 C 0.80719(9) 0.35106(19) 0.8360(3) 0.0618(6) Uani 1 1 d . . . . .
C29 C 0.72157(8) 0.2901(2) 0.6978(3) 0.0540(6) Uani 1 1 d . . . . .
N1 N 0.84819(9) 0.3239(2) 0.8964(4) 0.0972(8) Uani 1 1 d . . . . .
N2 N 0.69682(8) 0.21148(18) 0.6477(3) 0.0737(6) Uani 1 1 d . . . . .
O1 O 0.47118(5) 0.64156(13) 0.17678(19) 0.0585(4) 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 0.0033 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
C27 C1 C2 120.86(17) . . ?
C27 C1 C16 120.44(17) . . ?
C2 C1 C16 118.69(17) . . ?
C3 C2 C1 123.29(18) . . ?
C3 C2 H2 118.4 . . ?
C1 C2 H2 118.4 . . ?
C2 C3 C4 128.72(19) . . ?
C2 C3 H3 115.6 . . ?
C4 C3 H3 115.6 . . ?
C5 C4 C15 118.20(18) . . ?
C5 C4 C3 123.79(18) . . ?
C15 C4 C3 118.01(18) . . ?
C6 C5 C4 121.83(18) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C13 117.52(18) . . ?
C5 C6 C7 121.68(17) . . ?
C13 C6 C7 120.77(18) . . ?
C12 C7 C8 117.47(19) . . ?
C12 C7 C6 121.33(19) . . ?
C8 C7 C6 121.11(18) . . ?
C9 C8 C7 121.0(2) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C9 119.2(2) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.7(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
C14 C13 C6 121.3(2) . . ?
C14 C13 H13 119.3 . . ?
C6 C13 H13 119.3 . . ?
C13 C14 C15 120.5(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C4 120.59(19) . . ?
C14 C15 H15 119.7 . . ?
C4 C15 H15 119.7 . . ?
C17 C16 C25 118.83(17) . . ?
C17 C16 C1 120.68(18) . . ?
C25 C16 C1 120.45(19) . . ?
C16 C17 C18 121.46(18) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C19 C18 C23 118.91(17) . . ?
C19 C18 C17 122.03(18) . . ?
C23 C18 C17 119.05(19) . . ?
C20 C19 C18 120.41(19) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 121.1(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 O1 125.22(18) . . ?
C22 C21 C20 120.50(18) . . ?
O1 C21 C20 114.27(18) . . ?
C21 C22 C23 119.58(18) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C18 118.49(17) . . ?
C24 C23 C22 122.08(18) . . ?
C18 C23 C22 119.43(18) . . ?
C25 C24 C23 121.13(19) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C16 121.0(2) . . ?
C24 C25 H25 119.5 . . ?
C16 C25 H25 119.5 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 C27 C29 123.31(18) . . ?
C1 C27 C28 122.03(18) . . ?
C29 C27 C28 114.66(18) . . ?
N1 C28 C27 179.3(3) . . ?
N2 C29 C27 176.9(2) . . ?
C21 O1 C26 118.71(16) . . ?
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 C27 1.362(3) . ?
C1 C2 1.445(3) . ?
C1 C16 1.483(3) . ?
C2 C3 1.335(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.449(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(3) . ?
C4 C15 1.396(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 C13 1.398(3) . ?
C6 C7 1.482(3) . ?
C7 C12 1.384(3) . ?
C7 C8 1.386(3) . ?
C8 C9 1.377(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.369(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.362(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.366(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.366(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.363(3) . ?
C16 C25 1.414(3) . ?
C17 C18 1.418(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.404(3) . ?
C18 C23 1.412(3) . ?
C19 C20 1.355(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.403(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.357(3) . ?
C21 O1 1.372(2) . ?
C22 C23 1.428(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.407(3) . ?
C24 C25 1.361(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 O1 1.422(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C29 1.431(3) . ?
C27 C28 1.432(3) . ?
C28 N1 1.133(3) . ?
C29 N2 1.142(3) . ?
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
C27 C1 C2 C3 167.0(2) . . . . ?
C16 C1 C2 C3 -11.8(3) . . . . ?
C1 C2 C3 C4 -178.15(19) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C2 C3 C4 C15 -178.3(2) . . . . ?
C15 C4 C5 C6 1.0(3) . . . . ?
C3 C4 C5 C6 -178.62(18) . . . . ?
C4 C5 C6 C13 0.5(3) . . . . ?
C4 C5 C6 C7 -177.49(18) . . . . ?
C5 C6 C7 C12 -151.4(2) . . . . ?
C13 C6 C7 C12 30.7(3) . . . . ?
C5 C6 C7 C8 32.3(3) . . . . ?
C13 C6 C7 C8 -145.5(2) . . . . ?
C12 C7 C8 C9 0.9(3) . . . . ?
C6 C7 C8 C9 177.26(19) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 C11 -1.2(3) . . . . ?
C9 C10 C11 C12 2.0(4) . . . . ?
C10 C11 C12 C7 -1.3(4) . . . . ?
C8 C7 C12 C11 -0.1(3) . . . . ?
C6 C7 C12 C11 -176.5(2) . . . . ?
C5 C6 C13 C14 -1.4(3) . . . . ?
C7 C6 C13 C14 176.6(2) . . . . ?
C6 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C4 0.9(3) . . . . ?
C5 C4 C15 C14 -1.7(3) . . . . ?
C3 C4 C15 C14 177.97(19) . . . . ?
C27 C1 C16 C17 -60.4(3) . . . . ?
C2 C1 C16 C17 118.3(2) . . . . ?
C27 C1 C16 C25 121.8(2) . . . . ?
C2 C1 C16 C25 -59.4(3) . . . . ?
C25 C16 C17 C18 1.8(3) . . . . ?
C1 C16 C17 C18 -176.01(16) . . . . ?
C16 C17 C18 C19 177.06(18) . . . . ?
C16 C17 C18 C23 -2.2(3) . . . . ?
C23 C18 C19 C20 -0.4(3) . . . . ?
C17 C18 C19 C20 -179.62(18) . . . . ?
C18 C19 C20 C21 -1.0(3) . . . . ?
C19 C20 C21 C22 1.5(3) . . . . ?
C19 C20 C21 O1 -179.82(18) . . . . ?
O1 C21 C22 C23 -179.04(17) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C19 C18 C23 C24 -178.48(18) . . . . ?
C17 C18 C23 C24 0.8(3) . . . . ?
C19 C18 C23 C22 1.3(3) . . . . ?
C17 C18 C23 C22 -179.41(16) . . . . ?
C21 C22 C23 C24 178.92(19) . . . . ?
C21 C22 C23 C18 -0.9(3) . . . . ?
C18 C23 C24 C25 0.9(3) . . . . ?
C22 C23 C24 C25 -178.87(19) . . . . ?
C23 C24 C25 C16 -1.3(3) . . . . ?
C17 C16 C25 C24 0.0(3) . . . . ?
C1 C16 C25 C24 177.78(18) . . . . ?
C2 C1 C27 C29 -179.13(19) . . . . ?
C16 C1 C27 C29 -0.4(3) . . . . ?
C2 C1 C27 C28 1.0(3) . . . . ?
C16 C1 C27 C28 179.74(19) . . . . ?
C22 C21 O1 C26 -3.0(3) . . . . ?
C20 C21 O1 C26 178.44(17) . . . . ?
