#------------------------------------------------------------------------------
#$Date: 2022-06-22 09:23:47 +0300 (Wed, 22 Jun 2022) $
#$Revision: 276143 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/55/1565578.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_1565578
loop_
_publ_author_name
'Duan, Chunbo'
'Xin, Ying'
'Wang, Zicheng'
'Zhang, Jing'
'Han, Chunmiao'
'Xu, Hui'
_publ_section_title
;
 High-efficiency hyperfluorescent white light-emitting diodes based on
 high-concentration-doped TADF sensitizer matrices via spatial and
 energy gap effects.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              159
_journal_page_last               169
_journal_paper_doi               10.1039/d1sc05753g
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'C27 H20 N3 O P'
_chemical_formula_sum            'C27 H20 N3 O P'
_chemical_formula_weight         433.45
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc1zqdnr
_audit_creation_date             2014-03-14
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2018-04-22 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.763(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7349(3)
_cell_length_b                   18.3308(5)
_cell_length_c                   14.1743(5)
_cell_measurement_reflns_used    3007
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5618
_cell_measurement_theta_min      3.2211
_cell_volume                     2261.72(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1954
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0081944000
_diffrn_orient_matrix_UB_12      -0.0349947000
_diffrn_orient_matrix_UB_13      -0.0211751000
_diffrn_orient_matrix_UB_21      0.0085695000
_diffrn_orient_matrix_UB_22      0.0156625000
_diffrn_orient_matrix_UB_23      -0.0450197000
_diffrn_orient_matrix_UB_31      0.0806203000
_diffrn_orient_matrix_UB_32      -0.0051954000
_diffrn_orient_matrix_UB_33      0.0068163000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10325
_diffrn_reflns_theta_full        29.63
_diffrn_reflns_theta_max         29.63
_diffrn_reflns_theta_min         3.23
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             970
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5637
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1737
_reflns_number_gt                4203
_reflns_number_total             5637
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1sc05753g2.cif
_cod_data_source_block           140313-zz2
_cod_depositor_comments
;
Adding full bibliography for 1565578--1565580.cif.

2022-06-10
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C11 H10 N0.11 O2 P'
_cod_original_formula_weight         206.72
_cod_original_formula_moiety         '0.44(C27 H20 N3 O P)'
_cod_original_formula_units_Z            9
_cod_original_cell_volume        2261.71(12)
_cod_database_code               1565578
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30), C32(H32)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
P1 P 0.13694(5) 0.26388(2) 0.39258(3) 0.03770(16) Uani 1 1 d . . .
O1 O 0.19683(16) 0.25775(8) 0.29854(9) 0.0505(3) Uani 1 1 d . . .
N2 N 0.26502(15) 0.39858(8) 0.40593(10) 0.0382(3) Uani 1 1 d . . .
N3 N 0.21112(15) 0.48532(8) 0.52330(10) 0.0399(3) Uani 1 1 d . . .
N4 N 0.10344(15) 0.36688(8) 0.52677(10) 0.0403(3) Uani 1 1 d . . .
C5 C 0.12892(17) 0.43390(9) 0.56309(12) 0.0372(4) Uani 1 1 d . . .
C6 C 0.37253(18) 0.52020(9) 0.40066(12) 0.0377(4) Uani 1 1 d . . .
C7 C 0.17408(17) 0.35376(9) 0.44838(11) 0.0363(4) Uani 1 1 d . . .
C8 C 0.27813(17) 0.46542(9) 0.44603(11) 0.0360(4) Uani 1 1 d . . .
C9 C 0.21941(19) 0.19690(9) 0.47426(12) 0.0394(4) Uani 1 1 d . . .
C10 C 0.06215(19) 0.45161(10) 0.65248(12) 0.0415(4) Uani 1 1 d . . .
C11 C 0.3862(2) 0.59094(10) 0.43630(14) 0.0478(4) Uani 1 1 d . . .
H11 H 0.3367 0.6040 0.4894 0.057 Uiso 1 1 calc . . R
C12 C -0.0692(2) 0.25721(11) 0.38741(18) 0.0558(6) Uani 1 1 d . . .
C13 C 0.4498(2) 0.50149(11) 0.32239(13) 0.0478(4) Uani 1 1 d . . .
H13 H 0.4437 0.4541 0.2990 0.057 Uiso 1 1 calc . . R
C14 C -0.0277(2) 0.40145(12) 0.69602(14) 0.0519(5) Uani 1 1 d . . .
H14 H -0.0480 0.3563 0.6678 0.062 Uiso 1 1 calc . . R
C15 C 0.5485(2) 0.62314(12) 0.31416(14) 0.0537(5) Uani 1 1 d . . .
H15 H 0.6071 0.6576 0.2852 0.064 Uiso 1 1 calc . . R
C16 C -0.0873(3) 0.41765(14) 0.78078(17) 0.0663(6) Uani 1 1 d . . .
H16 H -0.1483 0.3837 0.8090 0.080 Uiso 1 1 calc . . R
C17 C 0.2345(2) 0.20329(11) 0.57290(13) 0.0483(4) Uani 1 1 d . . .
H17 H 0.1972 0.2445 0.6016 0.058 Uiso 1 1 calc . . R
C18 C 0.4738(2) 0.64169(11) 0.39240(15) 0.0551(5) Uani 1 1 d . . .
H18 H 0.4821 0.6890 0.4161 0.066 Uiso 1 1 calc . . R
C19 C 0.0901(3) 0.51919(12) 0.69485(17) 0.0651(6) Uani 1 1 d . . .
H19 H 0.1484 0.5539 0.6662 0.078 Uiso 1 1 calc . . R
C20 C 0.5358(2) 0.55312(12) 0.27909(13) 0.0544(5) Uani 1 1 d . . .
H20 H 0.5854 0.5405 0.2259 0.065 Uiso 1 1 calc . . R
C21 C -0.3103(4) 0.2274(2) 0.4468(3) 0.1216(16) Uani 1 1 d . . .
H21 H -0.3652 0.2082 0.4945 0.146 Uiso 1 1 calc . . R
C22 C 0.3043(3) 0.14870(13) 0.62764(14) 0.0616(6) Uani 1 1 d . . .
H22 H 0.3144 0.1530 0.6932 0.074 Uiso 1 1 calc . . R
C23 C 0.2736(3) 0.13450(13) 0.43224(14) 0.0646(6) Uani 1 1 d . . .
H23 H 0.2632 0.1294 0.3667 0.078 Uiso 1 1 calc . . R
C24 C 0.3590(3) 0.08801(15) 0.58518(16) 0.0799(8) Uani 1 1 d . . .
H24 H 0.4077 0.0516 0.6223 0.096 Uiso 1 1 calc . . R
C25 C -0.0567(3) 0.48356(15) 0.82315(18) 0.0771(7) Uani 1 1 d . . .
H25 H -0.0945 0.4941 0.8810 0.092 Uiso 1 1 calc . . R
C26 C 0.3427(4) 0.08025(15) 0.48792(18) 0.0912(9) Uani 1 1 d . . .
H26 H 0.3785 0.0383 0.4600 0.109 Uiso 1 1 calc . . R
C27 C -0.1496(3) 0.28042(15) 0.3043(3) 0.0898(10) Uani 1 1 d . . .
H27 H -0.0962 0.2973 0.2545 0.108 Uiso 1 1 calc . . R
C28 C -0.1486(3) 0.23060(17) 0.4592(2) 0.0857(9) Uani 1 1 d . . .
H28 H -0.0966 0.2148 0.5154 0.103 Uiso 1 1 calc . . R
C29 C -0.3862(4) 0.2522(2) 0.3657(4) 0.1307(19) Uani 1 1 d . . .
H29 H -0.4930 0.2509 0.3590 0.157 Uiso 1 1 calc . . R
C30 C 0.0302(4) 0.53430(16) 0.7802(2) 0.0859(8) Uani 1 1 d . . .
H30 H 0.0490 0.5794 0.8088 0.103 Uiso 1 1 calc . . R
C32 C -0.3086(4) 0.2786(2) 0.2947(4) 0.1214(16) Uani 1 1 d . . .
H32 H -0.3618 0.2956 0.2395 0.146 Uiso 1 1 calc . . R
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C8TC02010H 2018
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 P1 C7 113.10(8) . . ?
O1 P1 C9 112.13(8) . . ?
O1 P1 C12 112.73(10) . . ?
C9 P1 C7 106.69(8) . . ?
C9 P1 C12 109.02(10) . . ?
C12 P1 C7 102.58(8) . . ?
C7 N2 C8 113.91(14) . . ?
C8 N3 C5 116.15(15) . . ?
C7 N4 C5 114.18(15) . . ?
N3 C5 N4 124.09(16) . . ?
N3 C5 C10 118.14(15) . . ?
N4 C5 C10 117.77(15) . . ?
C11 C6 C8 120.55(16) . . ?
C13 C6 C8 120.32(16) . . ?
C13 C6 C11 119.13(16) . . ?
N2 C7 P1 116.80(12) . . ?
N2 C7 N4 127.07(15) . . ?
N4 C7 P1 116.11(12) . . ?
N2 C8 C6 117.60(15) . . ?
N3 C8 N2 124.41(15) . . ?
N3 C8 C6 117.99(15) . . ?
C17 C9 P1 125.90(14) . . ?
C23 C9 P1 114.74(14) . . ?
C23 C9 C17 119.34(17) . . ?
C14 C10 C5 121.02(17) . . ?
C14 C10 C19 118.98(18) . . ?
C19 C10 C5 120.00(17) . . ?
C18 C11 C6 119.77(18) . . ?
C27 C12 P1 116.6(2) . . ?
C28 C12 P1 124.1(2) . . ?
C28 C12 C27 119.3(2) . . ?
C20 C13 C6 120.23(18) . . ?
C16 C14 C10 120.9(2) . . ?
C18 C15 C20 119.47(19) . . ?
C25 C16 C14 119.9(2) . . ?
C22 C17 C9 120.19(18) . . ?
C15 C18 C11 120.87(19) . . ?
C30 C19 C10 119.4(2) . . ?
C15 C20 C13 120.51(19) . . ?
C29 C21 C28 120.4(4) . . ?
C24 C22 C17 119.80(19) . . ?
C26 C23 C9 119.81(19) . . ?
C22 C24 C26 120.8(2) . . ?
C16 C25 C30 119.9(2) . . ?
C23 C26 C24 120.1(2) . . ?
C32 C27 C12 120.6(4) . . ?
C12 C28 C21 119.1(3) . . ?
C32 C29 C21 120.8(3) . . ?
C25 C30 C19 120.9(3) . . ?
C29 C32 C27 119.8(4) . . ?
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
P1 O1 1.4760(14) . ?
P1 C7 1.8447(17) . ?
P1 C9 1.7968(18) . ?
P1 C12 1.800(2) . ?
N2 C7 1.322(2) . ?
N2 C8 1.351(2) . ?
N3 C5 1.338(2) . ?
N3 C8 1.335(2) . ?
N4 C5 1.343(2) . ?
N4 C7 1.337(2) . ?
C5 C10 1.474(2) . ?
C6 C8 1.480(2) . ?
C6 C11 1.393(2) . ?
C6 C13 1.389(2) . ?
C9 C17 1.398(2) . ?
C9 C23 1.391(3) . ?
C10 C14 1.386(3) . ?
C10 C19 1.389(3) . ?
C11 C18 1.384(3) . ?
C12 C27 1.388(4) . ?
C12 C28 1.368(4) . ?
C13 C20 1.383(3) . ?
C14 C16 1.381(3) . ?
C15 C18 1.376(3) . ?
C15 C20 1.378(3) . ?
C16 C25 1.366(4) . ?
C17 C22 1.377(3) . ?
C19 C30 1.385(3) . ?
C21 C28 1.410(4) . ?
C21 C29 1.357(7) . ?
C22 C24 1.370(3) . ?
C23 C26 1.378(3) . ?
C24 C26 1.381(3) . ?
C25 C30 1.374(4) . ?
C27 C32 1.385(4) . ?
C29 C32 1.349(6) . ?
