#------------------------------------------------------------------------------
#$Date: 2025-02-01 09:07:15 +0200 (Sat, 01 Feb 2025) $
#$Revision: 297561 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234456.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_7234456
loop_
_publ_author_name
'Mingzhi Sun'
'Liping Zhu'
'Wenjing Kan'
'Ying Wei'
'Dongge Ma'
'Xuefeng Fan'
'Wei Huang'
'Hui Xu'
_publ_section_title
;
 Ternary donor-acceptor phosphine oxide hosts with peculiar high energy
 gap for efficient blue electroluminescence
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              9469
_journal_page_last               9478
_journal_paper_doi               10.1039/C5TC02029H
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C43 H30 N3 O P'
_chemical_formula_sum            'C43 H30 N3 O P'
_chemical_formula_weight         635.71
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   45.0597(17)
_cell_length_b                   45.0597(17)
_cell_length_c                   9.1311(3)
_cell_measurement_reflns_used    5485
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.3232
_cell_measurement_theta_min      3.1803
_cell_volume                     16055.7(10)
_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    'olex2.solve (Bourhis et al., 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1954
_diffrn_measured_fraction_theta_full 0.889
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0074645000
_diffrn_orient_matrix_UB_12      0.0175782000
_diffrn_orient_matrix_UB_13      -0.0185069000
_diffrn_orient_matrix_UB_21      -0.0157689000
_diffrn_orient_matrix_UB_22      -0.0006755000
_diffrn_orient_matrix_UB_23      0.0153808000
_diffrn_orient_matrix_UB_31      0.0051627000
_diffrn_orient_matrix_UB_32      0.0045654000
_diffrn_orient_matrix_UB_33      0.0738420000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            16872
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         3.19
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99232
_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    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             7296
_refine_diff_density_max         0.578
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         7966
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0623
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0990P)²+23.0500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
_refine_ls_wR_factor_ref         0.1882
_reflns_number_gt                6118
_reflns_number_total             7966
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-9469.cif
_cod_data_source_block           140317-kwj1
_cod_depositor_comments
;

2025-01-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C11 H10 N O2 P'
_cod_original_formula_weight         219.17
_cod_original_formula_moiety         '0.28(C43 H30 N3 O P)'
_cod_original_formula_units_Z            64
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7234456
_reflns_odcompleteness_completeness 99.47
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C12(H12), C13(H13), C14(H14), C17(H17), C20(H20), C22(H22), C23(H23),
 C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33),
  C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41),
 C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'
10 '-x, -y, -z'
11 'y, -x+y, -z'
12 'x-y, x, -z'
13 '-x+2/3, -y+1/3, -z+1/3'
14 'y+2/3, -x+y+1/3, -z+1/3'
15 'x-y+2/3, x+1/3, -z+1/3'
16 '-x+1/3, -y+2/3, -z+2/3'
17 'y+1/3, -x+y+2/3, -z+2/3'
18 'x-y+1/3, x+2/3, -z+2/3'
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 0.381692(14) 0.528234(15) 0.47061(7) 0.03971(17) Uani 1 1 d . . .
O2 O 0.35458(4) 0.49825(5) 0.5498(2) 0.0516(4) Uani 1 1 d . . .
N3 N 0.48910(4) 0.49588(4) 0.26741(18) 0.0321(4) Uani 1 1 d . . .
N4 N 0.53315(5) 0.49536(5) 0.1547(2) 0.0371(4) Uani 1 1 d . . .
C5 C 0.55100(5) 0.60956(5) 0.2139(2) 0.0323(4) Uani 1 1 d . . .
C6 C 0.53302(5) 0.57487(5) 0.2498(2) 0.0319(4) Uani 1 1 d . . .
H6 H 0.5184 0.5673 0.3301 0.038 Uiso 1 1 calc . . R
C7 C 0.52000(5) 0.51456(5) 0.1930(2) 0.0316(4) Uani 1 1 d . . .
C8 C 0.48252(5) 0.46217(5) 0.2749(2) 0.0341(4) Uani 1 1 d . . .
N9 N 0.58888(5) 0.65592(5) 0.0800(2) 0.0415(4) Uani 1 1 d . . .
C10 C 0.46483(5) 0.50568(5) 0.3118(2) 0.0319(4) Uani 1 1 d . . .
C11 C 0.53719(5) 0.55165(5) 0.1647(2) 0.0319(4) Uani 1 1 d . . .
C12 C 0.45213(5) 0.51991(6) 0.2126(2) 0.0365(5) Uani 1 1 d . . .
H12 H 0.4601 0.5241 0.1166 0.044 Uiso 1 1 calc . . R
C13 C 0.57868(6) 0.59791(6) 0.0093(2) 0.0375(5) Uani 1 1 d . . .
H13 H 0.5940 0.6055 -0.0687 0.045 Uiso 1 1 calc . . R
C14 C 0.45520(6) 0.43238(6) 0.3326(3) 0.0431(5) Uani 1 1 d . . .
H14 H 0.4371 0.4325 0.3807 0.052 Uiso 1 1 calc . . R
C15 C 0.61135(6) 0.67603(5) -0.0358(2) 0.0379(5) Uani 1 1 d . . .
C16 C 0.57353(5) 0.62065(5) 0.0927(2) 0.0342(4) Uani 1 1 d . . .
C17 C 0.42752(5) 0.52774(6) 0.2581(2) 0.0389(5) Uani 1 1 d . . .
H17 H 0.4192 0.5376 0.1923 0.047 Uiso 1 1 calc . . R
C18 C 0.55361(6) 0.64011(5) 0.2790(2) 0.0359(5) Uani 1 1 d . . .
C19 C 0.41498(5) 0.52098(6) 0.4012(2) 0.0367(5) Uani 1 1 d . . .
C20 C 0.42812(6) 0.50681(6) 0.4989(2) 0.0428(5) Uani 1 1 d . . .
H20 H 0.4201 0.5024 0.5948 0.051 Uiso 1 1 calc . . R
C21 C 0.51007(6) 0.46256(5) 0.2028(2) 0.0360(5) Uani 1 1 d . . .
C22 C 0.51080(7) 0.43215(6) 0.1864(3) 0.0484(6) Uani 1 1 d . . .
H22 H 0.5289 0.4319 0.1391 0.058 Uiso 1 1 calc . . R
C23 C 0.45293(6) 0.49923(6) 0.4553(2) 0.0399(5) Uani 1 1 d . . .
H23 H 0.4616 0.4899 0.5216 0.048 Uiso 1 1 calc . . R
C24 C 0.56034(5) 0.56371(5) 0.0459(2) 0.0347(4) Uani 1 1 d . . .
H24 H 0.5633 0.5480 -0.0095 0.042 Uiso 1 1 calc . . R
C25 C 0.54927(8) 0.67988(7) 0.4387(3) 0.0542(6) Uani 1 1 d . . .
H25 H 0.5401 0.6843 0.5216 0.065 Uiso 1 1 calc . . R
C26 C 0.57717(6) 0.66813(6) 0.1940(2) 0.0395(5) Uani 1 1 d . . .
C27 C 0.53925(7) 0.64650(6) 0.4025(3) 0.0447(5) Uani 1 1 d . . .
H27 H 0.5232 0.6285 0.4593 0.054 Uiso 1 1 calc . . R
C28 C 0.48377(8) 0.40248(7) 0.2425(3) 0.0551(7) Uani 1 1 d . . .
H28 H 0.4837 0.3819 0.2321 0.066 Uiso 1 1 calc . . R
C29 C 0.59881(7) 0.68631(7) -0.1510(3) 0.0525(6) Uani 1 1 d . . .
H29 H 0.5760 0.6808 -0.1524 0.063 Uiso 1 1 calc . . R
C30 C 0.40404(6) 0.56506(7) 0.5876(3) 0.0527(6) Uani 1 1 d . . .
C31 C 0.45659(7) 0.40278(6) 0.3144(3) 0.0524(6) Uani 1 1 d . . .
H31 H 0.4388 0.3823 0.3512 0.063 Uiso 1 1 calc . . R
C32 C 0.66667(8) 0.70312(8) -0.1474(4) 0.0718(9) Uani 1 1 d . . .
H32 H 0.6895 0.7088 -0.1462 0.086 Uiso 1 1 calc . . R
C33 C 0.65423(10) 0.71307(7) -0.2620(4) 0.0756(10) Uani 1 1 d . . .
H33 H 0.6687 0.7255 -0.3389 0.091 Uiso 1 1 calc . . R
C34 C 0.36458(6) 0.54011(7) 0.3170(3) 0.0508(6) Uani 1 1 d . . .
C35 C 0.58689(7) 0.70167(6) 0.2288(3) 0.0497(6) Uani 1 1 d . . .
H35 H 0.6022 0.7198 0.1706 0.060 Uiso 1 1 calc . . R
C36 C 0.57290(8) 0.70709(7) 0.3532(3) 0.0564(7) Uani 1 1 d . . .
H36 H 0.5794 0.7294 0.3806 0.068 Uiso 1 1 calc . . R
C37 C 0.62049(10) 0.70486(8) -0.2643(3) 0.0723(9) Uani 1 1 d . . .
H37 H 0.6122 0.7118 -0.3425 0.087 Uiso 1 1 calc . . R
C38 C 0.64514(7) 0.68451(7) -0.0323(3) 0.0534(6) Uani 1 1 d . . .
H38 H 0.6536 0.6779 0.0464 0.064 Uiso 1 1 calc . . R
C39 C 0.43588(7) 0.59239(7) 0.5558(3) 0.0574(7) Uani 1 1 d . . .
H39 H 0.4464 0.5923 0.4682 0.069 Uiso 1 1 calc . . R
C40 C 0.45260(8) 0.61968(8) 0.6489(4) 0.0719(9) Uani 1 1 d . . .
H40 H 0.4733 0.6386 0.6211 0.086 Uiso 1 1 calc . . R
C41 C 0.37148(11) 0.57246(10) 0.2892(5) 0.1008(14) Uani 1 1 d . . .
H41 H 0.3867 0.5903 0.3492 0.121 Uiso 1 1 calc . . R
C42 C 0.34203(10) 0.51458(10) 0.2255(4) 0.0834(11) Uani 1 1 d . . .
H42 H 0.3368 0.4921 0.2423 0.100 Uiso 1 1 calc . . R
C43 C 0.39100(11) 0.56386(11) 0.7252(5) 0.1171(19) Uani 1 1 d . . .
H43 H 0.3702 0.5451 0.7534 0.141 Uiso 1 1 calc . . R
C44 C 0.33411(13) 0.55403(18) 0.0838(5) 0.1150(17) Uani 1 1 d . . .
H44 H 0.3239 0.5588 0.0056 0.138 Uiso 1 1 calc . . R
C45 C 0.32687(12) 0.52156(15) 0.1089(5) 0.1101(16) Uani 1 1 d . . .
H45 H 0.3117 0.5039 0.0479 0.132 Uiso 1 1 calc . . R
C46 C 0.40907(15) 0.59076(15) 0.8213(7) 0.165(3) Uani 1 1 d . . .
H46 H 0.4008 0.5898 0.9156 0.198 Uiso 1 1 calc . . R
C47 C 0.43927(13) 0.61900(12) 0.7776(6) 0.136(2) Uani 1 1 d . . .
H47 H 0.4503 0.6378 0.8398 0.163 Uiso 1 1 calc . . R
C48 C 0.35614(15) 0.57956(15) 0.1723(7) 0.141(2) Uani 1 1 d . . .
H48 H 0.3611 0.6019 0.1553 0.169 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'
N N 0.0061 0.0033 '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
O2 P1 C19 112.83(11) . .
O2 P1 C30 112.19(12) . .
O2 P1 C34 111.72(11) . .
C19 P1 C34 107.35(11) . .
C30 P1 C19 104.08(11) . .
C30 P1 C34 108.23(14) . .
C7 N3 C8 106.62(17) . .
C7 N3 C10 129.87(17) . .
C8 N3 C10 122.93(17) . .
C7 N4 C21 105.78(17) . .
C6 C5 C16 119.54(19) . .
C6 C5 C18 133.97(19) . .
C16 C5 C18 106.43(18) . .
C5 C6 H6 120.3 . .
C11 C6 C5 119.44(18) . .
C11 C6 H6 120.3 . .
N3 C7 C11 124.89(18) . .
N4 C7 N3 112.03(18) . .
N4 C7 C11 123.03(18) . .
N3 C8 C21 105.00(18) . .
C14 C8 N3 132.2(2) . .
C14 C8 C21 122.8(2) . .
C16 N9 C15 125.34(18) . .
C16 N9 C26 108.57(18) . .
C26 N9 C15 126.00(18) . .
C12 C10 N3 120.95(18) . .
C12 C10 C23 120.46(19) . .
C23 C10 N3 118.52(18) . .
C6 C11 C7 124.35(18) . .
C6 C11 C24 119.47(19) . .
C24 C11 C7 116.12(18) . .
C10 C12 H12 120.3 . .
C17 C12 C10 119.34(19) . .
C17 C12 H12 120.3 . .
C16 C13 H13 121.1 . .
C24 C13 H13 121.1 . .
C24 C13 C16 117.76(19) . .
C8 C14 H14 121.9 . .
C31 C14 C8 116.2(2) . .
C31 C14 H14 121.9 . .
C29 C15 N9 119.8(2) . .
C38 C15 N9 119.6(2) . .
C38 C15 C29 120.5(2) . .
N9 C16 C5 109.27(18) . .
N9 C16 C13 129.02(19) . .
C13 C16 C5 121.67(19) . .
C12 C17 H17 119.6 . .
C12 C17 C19 120.9(2) . .
C19 C17 H17 119.6 . .
C26 C18 C5 106.97(18) . .
C27 C18 C5 134.4(2) . .
C27 C18 C26 118.6(2) . .
C17 C19 P1 124.91(17) . .
C20 C19 P1 116.24(16) . .
C20 C19 C17 118.8(2) . .
C19 C20 H20 119.6 . .
C23 C20 C19 120.8(2) . .
C23 C20 H20 119.6 . .
N4 C21 C8 110.55(18) . .
N4 C21 C22 129.8(2) . .
C22 C21 C8 119.7(2) . .
C21 C22 H22 121.0 . .
C28 C22 C21 118.0(2) . .
C28 C22 H22 121.0 . .
C10 C23 H23 120.2 . .
C20 C23 C10 119.7(2) . .
C20 C23 H23 120.2 . .
C11 C24 H24 119.0 . .
C13 C24 C11 122.09(19) . .
C13 C24 H24 119.0 . .
C27 C25 H25 119.5 . .
C27 C25 C36 121.0(2) . .
C36 C25 H25 119.5 . .
N9 C26 C18 108.73(19) . .
C35 C26 N9 128.7(2) . .
C35 C26 C18 122.5(2) . .
C18 C27 H27 120.5 . .
C25 C27 C18 119.0(2) . .
C25 C27 H27 120.5 . .
C22 C28 H28 119.4 . .
C22 C28 C31 121.3(2) . .
C31 C28 H28 119.4 . .
C15 C29 H29 120.3 . .
C15 C29 C37 119.3(3) . .
C37 C29 H29 120.3 . .
C39 C30 P1 123.5(2) . .
C39 C30 C43 117.5(3) . .
C43 C30 P1 118.3(2) . .
C14 C31 C28 122.1(2) . .
C14 C31 H31 119.0 . .
C28 C31 H31 119.0 . .
C33 C32 H32 120.0 . .
C33 C32 C38 120.0(3) . .
C38 C32 H32 120.0 . .
C32 C33 H33 119.8 . .
C32 C33 C37 120.3(3) . .
C37 C33 H33 119.8 . .
C41 C34 P1 124.2(3) . .
C41 C34 C42 117.6(3) . .
C42 C34 P1 118.1(2) . .
C26 C35 H35 121.3 . .
C36 C35 C26 117.4(2) . .
C36 C35 H35 121.3 . .
C25 C36 H36 119.3 . .
C35 C36 C25 121.4(2) . .
C35 C36 H36 119.3 . .
C29 C37 H37 119.9 . .
C33 C37 C29 120.3(3) . .
C33 C37 H37 119.9 . .
C15 C38 C32 119.5(3) . .
C15 C38 H38 120.2 . .
C32 C38 H38 120.2 . .
C30 C39 H39 118.9 . .
C40 C39 C30 122.1(3) . .
C40 C39 H39 118.9 . .
C39 C40 H40 120.2 . .
C47 C40 C39 119.6(3) . .
C47 C40 H40 120.2 . .
C34 C41 H41 119.4 . .
C34 C41 C48 121.2(4) . .
C48 C41 H41 119.4 . .
C34 C42 H42 119.3 . .
C34 C42 C45 121.4(4) . .
C45 C42 H42 119.3 . .
C30 C43 H43 120.3 . .
C30 C43 C46 119.4(4) . .
C46 C43 H43 120.3 . .
C45 C44 H44 120.1 . .
C48 C44 H44 120.1 . .
C48 C44 C45 119.9(4) . .
C42 C45 H45 120.1 . .
C44 C45 C42 119.9(4) . .
C44 C45 H45 120.1 . .
C43 C46 H46 119.9 . .
C47 C46 C43 120.1(5) . .
C47 C46 H46 119.9 . .
C40 C47 C46 120.7(4) . .
C40 C47 H47 119.7 . .
C46 C47 H47 119.7 . .
C41 C48 H48 120.0 . .
C44 C48 C41 120.1(5) . .
C44 C48 H48 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O2 1.4796(18) .
P1 C19 1.802(2) .
P1 C30 1.800(3) .
P1 C34 1.806(3) .
N3 C7 1.392(3) .
N3 C8 1.396(3) .
N3 C10 1.428(3) .
N4 C7 1.317(3) .
N4 C21 1.386(3) .
C5 C6 1.393(3) .
C5 C16 1.413(3) .
C5 C18 1.449(3) .
C6 H6 0.9300 .
C6 C11 1.390(3) .
C7 C11 1.472(3) .
C8 C14 1.394(3) .
C8 C21 1.398(3) .
N9 C15 1.431(3) .
N9 C16 1.385(3) .
N9 C26 1.399(3) .
C10 C12 1.387(3) .
C10 C23 1.390(3) .
C11 C24 1.412(3) .
C12 H12 0.9300 .
C12 C17 1.385(3) .
C13 H13 0.9300 .
C13 C16 1.386(3) .
C13 C24 1.377(3) .
C14 H14 0.9300 .
C14 C31 1.376(4) .
C15 C29 1.379(3) .
C15 C38 1.372(3) .
C17 H17 0.9300 .
C17 C19 1.396(3) .
C18 C26 1.409(3) .
C18 C27 1.400(3) .
C19 C20 1.390(3) .
C20 H20 0.9300 .
C20 C23 1.381(3) .
C21 C22 1.395(3) .
C22 H22 0.9300 .
C22 C28 1.380(4) .
C23 H23 0.9300 .
C24 H24 0.9300 .
C25 H25 0.9300 .
C25 C27 1.377(3) .
C25 C36 1.393(4) .
C26 C35 1.384(3) .
C27 H27 0.9300 .
C28 H28 0.9300 .
C28 C31 1.396(4) .
C29 H29 0.9300 .
C29 C37 1.380(4) .
C30 C39 1.376(4) .
C30 C43 1.377(5) .
C31 H31 0.9300 .
C32 H32 0.9300 .
C32 C33 1.364(5) .
C32 C38 1.391(4) .
C33 H33 0.9300 .
C33 C37 1.374(5) .
C34 C41 1.354(5) .
C34 C42 1.373(4) .
C35 H35 0.9300 .
C35 C36 1.379(4) .
C36 H36 0.9300 .
C37 H37 0.9300 .
C38 H38 0.9300 .
C39 H39 0.9300 .
C39 C40 1.370(4) .
C40 H40 0.9300 .
C40 C47 1.312(6) .
C41 H41 0.9300 .
C41 C48 1.393(6) .
C42 H42 0.9300 .
C42 C45 1.384(5) .
C43 H43 0.9300 .
C43 C46 1.383(6) .
C44 H44 0.9300 .
C44 C45 1.350(7) .
C44 C48 1.349(7) .
C45 H45 0.9300 .
C46 H46 0.9300 .
C46 C47 1.378(7) .
C47 H47 0.9300 .
C48 H48 0.9300 .
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
P1 C19 C20 C23 177.94(18) . . . .
P1 C30 C39 C40 -178.3(2) . . . .
P1 C30 C43 C46 175.1(5) . . . .
P1 C34 C41 C48 -177.0(4) . . . .
P1 C34 C42 C45 177.5(3) . . . .
O2 P1 C19 C17 130.8(2) . . . .
O2 P1 C19 C20 -47.6(2) . . . .
O2 P1 C30 C39 160.4(2) . . . .
O2 P1 C30 C43 -10.1(4) . . . .
O2 P1 C34 C41 131.3(3) . . . .
O2 P1 C34 C42 -46.0(3) . . . .
N3 C7 C11 C6 25.5(3) . . . .
N3 C7 C11 C24 -157.24(19) . . . .
N3 C8 C14 C31 177.1(2) . . . .
N3 C8 C21 N4 1.1(2) . . . .
N3 C8 C21 C22 -177.9(2) . . . .
N3 C10 C12 C17 177.24(19) . . . .
N3 C10 C23 C20 -176.6(2) . . . .
N4 C7 C11 C6 -151.9(2) . . . .
N4 C7 C11 C24 25.4(3) . . . .
N4 C21 C22 C28 -178.4(2) . . . .
C5 C6 C11 C7 179.08(18) . . . .
C5 C6 C11 C24 1.9(3) . . . .
C5 C18 C26 N9 0.2(2) . . . .
C5 C18 C26 C35 -177.4(2) . . . .
C5 C18 C27 C25 175.7(2) . . . .
C6 C5 C16 N9 -178.89(18) . . . .
C6 C5 C16 C13 -1.0(3) . . . .
C6 C5 C18 C26 177.8(2) . . . .
C6 C5 C18 C27 0.2(4) . . . .
C6 C11 C24 C13 -1.1(3) . . . .
C7 N3 C8 C14 -178.1(2) . . . .
C7 N3 C8 C21 -0.4(2) . . . .
C7 N3 C10 C12 51.6(3) . . . .
C7 N3 C10 C23 -131.3(2) . . . .
C7 N4 C21 C8 -1.3(2) . . . .
C7 N4 C21 C22 177.5(2) . . . .
C7 C11 C24 C13 -178.6(2) . . . .
C8 N3 C7 N4 -0.3(2) . . . .
C8 N3 C7 C11 -177.91(18) . . . .
C8 N3 C10 C12 -118.5(2) . . . .
C8 N3 C10 C23 58.7(3) . . . .
C8 C14 C31 C28 0.1(4) . . . .
C8 C21 C22 C28 0.3(4) . . . .
N9 C15 C29 C37 -178.1(2) . . . .
N9 C15 C38 C32 177.9(2) . . . .
N9 C26 C35 C36 -176.1(2) . . . .
C10 N3 C7 N4 -171.65(19) . . . .
C10 N3 C7 C11 10.8(3) . . . .
C10 N3 C8 C14 -6.0(3) . . . .
C10 N3 C8 C21 171.62(18) . . . .
C10 C12 C17 C19 -1.1(3) . . . .
C12 C10 C23 C20 0.5(3) . . . .
C12 C17 C19 P1 -177.09(17) . . . .
C12 C17 C19 C20 1.3(3) . . . .
C14 C8 C21 N4 179.0(2) . . . .
C14 C8 C21 C22 0.1(3) . . . .
C15 N9 C16 C5 -175.3(2) . . . .
C15 N9 C16 C13 7.0(4) . . . .
C15 N9 C26 C18 175.7(2) . . . .
C15 N9 C26 C35 -7.0(4) . . . .
C15 C29 C37 C33 -0.2(5) . . . .
C16 C5 C6 C11 -0.8(3) . . . .
C16 C5 C18 C26 0.6(2) . . . .
C16 C5 C18 C27 -177.0(2) . . . .
C16 N9 C15 C29 98.8(3) . . . .
C16 N9 C15 C38 -80.2(3) . . . .
C16 N9 C26 C18 -0.9(3) . . . .
C16 N9 C26 C35 176.4(2) . . . .
C16 C13 C24 C11 -0.6(3) . . . .
C17 C19 C20 C23 -0.6(3) . . . .
C18 C5 C6 C11 -177.7(2) . . . .
C18 C5 C16 N9 -1.2(2) . . . .
C18 C5 C16 C13 176.7(2) . . . .
C18 C26 C35 C36 0.9(4) . . . .
C19 P1 C30 C39 38.1(3) . . . .
C19 P1 C30 C43 -132.4(4) . . . .
C19 P1 C34 C41 -104.5(3) . . . .
C19 P1 C34 C42 78.2(3) . . . .
C19 C20 C23 C10 -0.3(4) . . . .
C21 N4 C7 N3 1.0(2) . . . .
C21 N4 C7 C11 178.60(18) . . . .
C21 C8 C14 C31 -0.2(3) . . . .
C21 C22 C28 C31 -0.4(4) . . . .
C22 C28 C31 C14 0.3(4) . . . .
C23 C10 C12 C17 0.2(3) . . . .
C24 C13 C16 C5 1.7(3) . . . .
C24 C13 C16 N9 179.1(2) . . . .
C26 N9 C15 C29 -77.2(3) . . . .
C26 N9 C15 C38 103.7(3) . . . .
C26 N9 C16 C5 1.4(2) . . . .
C26 N9 C16 C13 -176.3(2) . . . .
C26 C18 C27 C25 -1.7(3) . . . .
C26 C35 C36 C25 -1.5(4) . . . .
C27 C18 C26 N9 178.2(2) . . . .
C27 C18 C26 C35 0.7(3) . . . .
C27 C25 C36 C35 0.5(4) . . . .
C29 C15 C38 C32 -1.1(4) . . . .
C30 P1 C19 C17 -107.3(2) . . . .
C30 P1 C19 C20 74.3(2) . . . .
C30 P1 C34 C41 7.3(3) . . . .
C30 P1 C34 C42 -170.0(2) . . . .
C30 C39 C40 C47 5.0(6) . . . .
C30 C43 C46 C47 2.2(11) . . . .
C32 C33 C37 C29 -0.4(5) . . . .
C33 C32 C38 C15 0.6(4) . . . .
C34 P1 C19 C17 7.3(2) . . . .
C34 P1 C19 C20 -171.10(18) . . . .
C34 P1 C30 C39 -75.8(3) . . . .
C34 P1 C30 C43 113.6(4) . . . .
C34 C41 C48 C44 -0.4(9) . . . .
C34 C42 C45 C44 -0.2(7) . . . .
C36 C25 C27 C18 1.1(4) . . . .
C38 C15 C29 C37 0.9(4) . . . .
C38 C32 C33 C37 0.2(5) . . . .
C39 C30 C43 C46 4.0(8) . . . .
C39 C40 C47 C46 1.6(9) . . . .
C41 C34 C42 C45 0.0(6) . . . .
C42 C34 C41 C48 0.3(7) . . . .
C43 C30 C39 C40 -7.7(5) . . . .
C43 C46 C47 C40 -5.1(11) . . . .
C45 C44 C48 C41 0.2(9) . . . .
C48 C44 C45 C42 0.1(8) . . . .
