#------------------------------------------------------------------------------
#$Date: 2024-11-15 16:43:08 +0200 (Fri, 15 Nov 2024) $
#$Revision: 295937 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/43/7234305.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_7234305
loop_
_publ_author_name
'Xiaojun Yin'
'Tingke Zhang'
'Qiming Peng'
'Tao Zhou'
'Weixuan Zeng'
'Zece Zhu'
'Guohua Xie'
'Feng Li'
'Dongge Ma'
'Chuluo Yang'
_publ_section_title
;
 Benzobisoxazole-based electron transporting materials with high Tg and
 ambipolar property: high efficiency deep-red phosphorescent OLEDs
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              7589
_journal_page_last               7596
_journal_paper_doi               10.1039/C5TC01353D
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C48 H42 N2 O6 P2'
_chemical_formula_weight         804.78
_chemical_melting_point          403
_chemical_name_common            TPO-DBBO
_chemical_name_systematic
;     
4,8-bis(4-yl-triphenylphosphine oxide)-2,6-dimethylbenzo
[1,2-d:4,5-d']bis(oxazole)
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.866(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.8428(15)
_cell_length_b                   17.450(3)
_cell_length_c                   12.4113(19)
_cell_measurement_temperature    273(2)
_cell_volume                     2086.2(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11642
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.156
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol'
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         3597
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0624
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1665P)²+0.3913P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2009
_refine_ls_wR_factor_ref         0.2190
_reflns_number_gt                3094
_reflns_number_total             3597
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-7589.cif
_cod_data_source_block           yxj2014004a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7234305
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.33389(6) 0.17269(3) 0.68002(5) 0.0411(3) Uani 1 1 d . . .
O2 O 1.02905(16) 0.14471(9) 0.93266(13) 0.0429(4) Uani 1 1 d . . .
C16 C 0.7408(2) 0.07104(12) 0.87602(17) 0.0371(5) Uani 1 1 d . . .
C19 C 0.8703(2) 0.03552(13) 0.93817(17) 0.0369(5) Uani 1 1 d . . .
C21 C 0.9988(2) 0.07036(12) 0.95930(17) 0.0363(5) Uani 1 1 d . . .
N1 N 0.77222(19) -0.09341(11) 0.97316(16) 0.0411(5) Uani 1 1 d . . .
C20 C 0.8768(2) -0.03852(13) 0.98195(17) 0.0363(5) Uani 1 1 d . . .
C13 C 0.4966(2) 0.13654(12) 0.75764(18) 0.0381(5) Uani 1 1 d . . .
C15 C 0.7427(2) 0.11488(13) 0.78291(19) 0.0405(5) Uani 1 1 d . . .
H15 H 0.8261 0.1230 0.7605 0.049 Uiso 1 1 calc R . .
C14 C 0.6222(2) 0.14629(13) 0.72377(19) 0.0429(5) Uani 1 1 d . . .
H14 H 0.6243 0.1744 0.6604 0.052 Uiso 1 1 calc R . .
C1 C 0.3386(2) 0.15085(14) 0.5392(2) 0.0457(6) Uani 1 1 d . . .
C18 C 0.4948(2) 0.09375(14) 0.8517(2) 0.0443(6) Uani 1 1 d . . .
H18 H 0.4122 0.0873 0.8759 0.053 Uiso 1 1 calc R . .
O1 O 0.21536(17) 0.13653(11) 0.71819(16) 0.0553(5) Uani 1 1 d . . .
C7 C 0.3312(3) 0.27560(13) 0.69333(19) 0.0451(6) Uani 1 1 d . . .
C17 C 0.6158(2) 0.06078(14) 0.90952(19) 0.0433(6) Uani 1 1 d . . .
H17 H 0.6134 0.0314 0.9716 0.052 Uiso 1 1 calc R . .
C22 C 1.1665(2) 0.15318(14) 0.97635(19) 0.0429(5) Uani 1 1 d . . .
C23 C 1.2292(3) 0.22875(15) 0.9638(2) 0.0587(7) Uani 1 1 d . . .
H23A H 1.3278 0.2232 0.9720 0.088 Uiso 1 1 calc R . .
H23B H 1.2097 0.2631 1.0191 0.088 Uiso 1 1 calc R . .
H23C H 1.1907 0.2490 0.8921 0.088 Uiso 1 1 calc R . .
C2 C 0.3412(3) 0.20526(17) 0.4596(2) 0.0599(7) Uani 1 1 d . . .
H2 H 0.3393 0.2570 0.4773 0.072 Uiso 1 1 calc R . .
C8 C 0.4516(3) 0.32016(15) 0.7191(3) 0.0590(7) Uani 1 1 d . . .
H8 H 0.5383 0.2970 0.7279 0.071 Uiso 1 1 calc R . .
C12 C 0.2035(3) 0.31146(17) 0.6787(3) 0.0655(8) Uani 1 1 d . . .
H12 H 0.1224 0.2829 0.6592 0.079 Uiso 1 1 calc R . .
C10 C 0.3126(5) 0.43361(17) 0.7182(3) 0.0756(10) Uani 1 1 d . . .
H10 H 0.3058 0.4864 0.7264 0.091 Uiso 1 1 calc R . .
C4 C 0.3468(4) 0.1084(2) 0.3254(3) 0.0822(11) Uani 1 1 d . . .
H4 H 0.3476 0.0942 0.2533 0.099 Uiso 1 1 calc R . .
C11 C 0.1963(4) 0.3903(2) 0.6932(3) 0.0799(10) Uani 1 1 d . . .
H11 H 0.1100 0.4137 0.6855 0.096 Uiso 1 1 calc R . .
C9 C 0.4420(4) 0.39914(17) 0.7315(3) 0.0721(9) Uani 1 1 d . . .
H9 H 0.5221 0.4287 0.7488 0.086 Uiso 1 1 calc R . .
C3 C 0.3468(4) 0.1835(2) 0.3533(3) 0.0746(9) Uani 1 1 d . . .
H3A H 0.3505 0.2208 0.3005 0.090 Uiso 1 1 calc R . .
C5 C 0.3455(6) 0.0544(2) 0.4034(4) 0.1101(17) Uani 1 1 d . . .
H5 H 0.3502 0.0030 0.3851 0.132 Uiso 1 1 calc R . .
C6 C 0.3374(5) 0.07443(19) 0.5101(3) 0.0890(13) Uani 1 1 d . . .
H6 H 0.3311 0.0366 0.5616 0.107 Uiso 1 1 calc R . .
O3 O 0.9462(3) 0.1496(2) 0.6164(2) 0.0970(9) Uani 1 1 d D . .
C24A C 0.9297(6) 0.1039(4) 0.5239(6) 0.122(3) Uani 0.877(12) 1 d PD A 1
H24A H 0.9695 0.1290 0.4689 0.183 Uiso 0.877(12) 1 calc PR A 1
H24B H 0.8326 0.0952 0.4957 0.183 Uiso 0.877(12) 1 calc PR A 1
H24C H 0.9755 0.0557 0.5428 0.183 Uiso 0.877(12) 1 calc PR A 1
C24B C 0.962(3) 0.0705(10) 0.621(3) 0.083(13) Uani 0.123(12) 1 d PD A 2
H24D H 1.0252 0.0551 0.5757 0.124 Uiso 0.123(12) 1 calc PR A 2
H24E H 0.8735 0.0465 0.5952 0.124 Uiso 0.123(12) 1 calc PR A 2
H24F H 0.9982 0.0552 0.6959 0.124 Uiso 0.123(12) 1 calc PR A 2
H3 H 1.026(3) 0.141(3) 0.656(4) 0.117(17) Uiso 1 1 d 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'
P P 0.1023 0.0942 '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
O1 P1 C1 113.47(12) . .
O1 P1 C7 111.46(12) . .
C1 P1 C7 107.68(11) . .
O1 P1 C13 110.48(10) . .
C1 P1 C13 104.32(11) . .
C7 P1 C13 109.11(11) . .
C22 O2 C21 104.57(17) . .
C17 C16 C15 119.0(2) . .
C17 C16 C19 120.66(19) . .
C15 C16 C19 120.3(2) . .
C21 C19 C20 111.5(2) . .
C21 C19 C16 124.8(2) . .
C20 C19 C16 123.7(2) . .
C19 C21 O2 126.91(19) . .
C19 C21 C20 126.3(2) . 3_757
O2 C21 C20 106.70(18) . 3_757
C22 N1 C20 104.60(19) 3_757 .
N1 C20 C19 129.1(2) . .
N1 C20 C21 108.64(19) . 3_757
C19 C20 C21 122.2(2) . 3_757
C18 C13 C14 118.9(2) . .
C18 C13 P1 118.28(17) . .
C14 C13 P1 122.70(17) . .
C14 C15 C16 120.4(2) . .
C15 C14 C13 120.8(2) . .
C2 C1 C6 118.7(3) . .
C2 C1 P1 124.1(2) . .
C6 C1 P1 117.3(2) . .
C17 C18 C13 120.1(2) . .
C12 C7 C8 118.9(2) . .
C12 C7 P1 118.0(2) . .
C8 C7 P1 123.12(19) . .
C18 C17 C16 120.8(2) . .
N1 C22 O2 115.5(2) 3_757 .
N1 C22 C23 127.2(2) 3_757 .
O2 C22 C23 117.3(2) . .
C1 C2 C3 120.4(3) . .
C9 C8 C7 120.1(3) . .
C7 C12 C11 120.0(3) . .
C11 C10 C9 119.9(3) . .
C5 C4 C3 119.3(3) . .
C10 C11 C12 121.2(3) . .
C10 C9 C8 119.8(3) . .
C4 C3 C2 120.7(3) . .
C4 C5 C6 121.2(3) . .
C1 C6 C5 119.5(4) . .
C24A O3 C24B 56.9(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O1 1.4869(19) .
P1 C1 1.799(3) .
P1 C7 1.804(2) .
P1 C13 1.804(2) .
O2 C22 1.358(3) .
O2 C21 1.386(3) .
C16 C17 1.389(3) .
C16 C15 1.389(3) .
C16 C19 1.483(3) .
C19 C21 1.380(3) .
C19 C20 1.398(3) .
C21 C20 1.404(3) 3_757
N1 C22 1.299(3) 3_757
N1 C20 1.394(3) .
C20 C21 1.404(3) 3_757
C13 C18 1.389(3) .
C13 C14 1.396(3) .
C15 C14 1.375(3) .
C1 C2 1.374(4) .
C1 C6 1.381(4) .
C18 C17 1.382(3) .
C7 C12 1.382(4) .
C7 C8 1.399(4) .
C22 N1 1.299(3) 3_757
C22 C23 1.477(3) .
C2 C3 1.384(4) .
C8 C9 1.392(4) .
C12 C11 1.392(4) .
C10 C11 1.353(6) .
C10 C9 1.388(5) .
C4 C5 1.352(6) .
C4 C3 1.355(5) .
C5 C6 1.388(6) .
O3 C24A 1.379(6) .
O3 C24B 1.389(18) .
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2024-11-15T15:54:46+02:00
;
 Removed the '_chemical_formula_moiety' data item since it had an incorrect
 value that was identical to the value of the '_chemical_formula_weight' data
 item.
;
