# Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is (c) The Royal Society of Chemistry 2007


data_global
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145

_publ_section_title              
;Highly Efficient Blue Electrophosphorescent Devices
with a New Series of Host Materials: Polyphenylene-Dendronized
Oxadiazole Derivatives
;
loop_
_publ_author_name
'Yunqi Liu'
'Shiyan Chen'
'Xike Gao'
'Ying Liu'
'Kun Lu'
'Ting Qi'
;
Wenfeng Qiu
;
'Xiaobo Sun'
'Xinjun Xu'
'Gui Yu'
'Hengjun Zhang'
'Daoben Zhu'
_publ_contact_author_name        'Yunqi Liu'
_publ_contact_author_email       LIUYQ@MAIL.ICCAS.AC.CN

# Attachment '51116A.cif'

data_51116a
_database_code_depnum_ccdc_archive 'CCDC 290529'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H30 N2 O'
_chemical_formula_weight         602.70

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.405(3)
_cell_length_b                   10.934(4)
_cell_length_c                   17.343(6)
_cell_angle_alpha                84.339(5)
_cell_angle_beta                 86.416(6)
_cell_angle_gamma                70.879(5)
_cell_volume                     1676.0(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    1941
_cell_measurement_theta_min      0.00
_cell_measurement_theta_max      0.00

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9817
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        .
_diffrn_reflns_number            8252
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0843
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.18
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5899
_reflns_number_gt                3040
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0728P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5833
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1364
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1667
_refine_ls_wR_factor_gt          0.1184
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.7577(2) 0.64437(19) 0.49333(11) 0.0480(6) Uani 1 1 d . . .
N1 N 0.7772(3) 0.8404(2) 0.49443(16) 0.0599(8) Uani 1 1 d . . .
N2 N 0.8802(3) 0.7726(3) 0.43802(16) 0.0615(8) Uani 1 1 d . . .
C1 C 0.1815(3) 0.8739(3) 0.72597(16) 0.0387(7) Uani 1 1 d . . .
C2 C 0.0627(4) 0.9759(3) 0.69384(16) 0.0421(8) Uani 1 1 d . . .
H2 H 0.0805 1.0200 0.6475 0.051 Uiso 1 1 calc R . .
C3 C -0.0811(3) 1.0149(3) 0.72776(15) 0.0380(7) Uani 1 1 d . . .
C4 C -0.1075(3) 0.9518(3) 0.79949(15) 0.0366(7) Uani 1 1 d . . .
C5 C 0.0117(3) 0.8505(3) 0.83391(15) 0.0368(7) Uani 1 1 d . . .
C6 C 0.1553(3) 0.8091(3) 0.79726(15) 0.0368(7) Uani 1 1 d . . .
C7 C -0.2008(3) 1.1214(3) 0.68496(17) 0.0418(8) Uani 1 1 d . . .
C8 C -0.2165(4) 1.1139(3) 0.60652(18) 0.0548(9) Uani 1 1 d . . .
H8 H -0.1548 1.0424 0.5821 0.066 Uiso 1 1 calc R . .
C9 C -0.3229(5) 1.2117(4) 0.5645(2) 0.0723(11) Uani 1 1 d . . .
H9 H -0.3321 1.2055 0.5121 0.087 Uiso 1 1 calc R . .
C10 C -0.4142(5) 1.3171(4) 0.5993(3) 0.0766(12) Uani 1 1 d . . .
H10 H -0.4854 1.3826 0.5706 0.092 Uiso 1 1 calc R . .
C11 C -0.4009(4) 1.3265(3) 0.6767(2) 0.0716(11) Uani 1 1 d . . .
H11 H -0.4637 1.3982 0.7006 0.086 Uiso 1 1 calc R . .
C12 C -0.2945(4) 1.2298(3) 0.71945(19) 0.0564(9) Uani 1 1 d . . .
H12 H -0.2857 1.2374 0.7717 0.068 Uiso 1 1 calc R . .
C13 C -0.2617(4) 0.9951(3) 0.83747(16) 0.0389(7) Uani 1 1 d . . .
C14 C -0.3854(4) 0.9861(3) 0.80177(18) 0.0475(8) Uani 1 1 d . . .
H14 H -0.3715 0.9457 0.7559 0.057 Uiso 1 1 calc R . .
C15 C -0.5303(4) 1.0368(3) 0.8337(2) 0.0611(10) Uani 1 1 d . . .
H15 H -0.6123 1.0306 0.8090 0.073 Uiso 1 1 calc R . .
C16 C -0.5515(5) 1.0958(3) 0.9016(2) 0.0703(11) Uani 1 1 d . . .
H16 H -0.6481 1.1301 0.9230 0.084 Uiso 1 1 calc R . .
C17 C -0.4299(5) 1.1043(3) 0.9380(2) 0.0698(11) Uani 1 1 d . . .
H17 H -0.4447 1.1448 0.9839 0.084 Uiso 1 1 calc R . .
C18 C -0.2854(4) 1.0531(3) 0.90698(18) 0.0546(9) Uani 1 1 d . . .
H18 H -0.2038 1.0576 0.9329 0.065 Uiso 1 1 calc R . .
C19 C -0.0131(3) 0.7868(3) 0.91243(16) 0.0392(7) Uani 1 1 d . . .
C20 C -0.1061(3) 0.7118(3) 0.92399(17) 0.0469(8) Uani 1 1 d . . .
H20 H -0.1562 0.6997 0.8823 0.056 Uiso 1 1 calc R . .
C21 C -0.1262(4) 0.6540(3) 0.99665(19) 0.0567(9) Uani 1 1 d . . .
H21 H -0.1895 0.6036 1.0033 0.068 Uiso 1 1 calc R . .
C22 C -0.0541(4) 0.6705(3) 1.05841(19) 0.0623(10) Uani 1 1 d . . .
H22 H -0.0688 0.6324 1.1073 0.075 Uiso 1 1 calc R . .
C23 C 0.0401(4) 0.7435(4) 1.04808(18) 0.0721(11) Uani 1 1 d . . .
H23 H 0.0904 0.7545 1.0900 0.086 Uiso 1 1 calc R . .
C24 C 0.0608(4) 0.8011(3) 0.97540(17) 0.0597(10) Uani 1 1 d . . .
H24 H 0.1256 0.8501 0.9690 0.072 Uiso 1 1 calc R . .
C25 C 0.2790(3) 0.6943(3) 0.83147(15) 0.0401(7) Uani 1 1 d . . .
C26 C 0.2683(4) 0.5711(3) 0.83431(18) 0.0517(9) Uani 1 1 d . . .
H26 H 0.1822 0.5599 0.8168 0.062 Uiso 1 1 calc R . .
C27 C 0.3830(5) 0.4643(3) 0.8627(2) 0.0688(11) Uani 1 1 d . . .
H27 H 0.3751 0.3816 0.8631 0.083 Uiso 1 1 calc R . .
C28 C 0.5093(5) 0.4801(4) 0.8904(2) 0.0802(13) Uani 1 1 d . . .
H28 H 0.5861 0.4083 0.9104 0.096 Uiso 1 1 calc R . .
C29 C 0.5214(4) 0.6019(5) 0.8884(2) 0.0809(12) Uani 1 1 d . . .
H29 H 0.6068 0.6126 0.9071 0.097 Uiso 1 1 calc R . .
C30 C 0.4073(4) 0.7090(4) 0.85884(19) 0.0610(10) Uani 1 1 d . . .
H30 H 0.4167 0.7913 0.8573 0.073 Uiso 1 1 calc R . .
C31 C 0.3277(3) 0.8393(3) 0.68106(15) 0.0392(7) Uani 1 1 d . . .
C32 C 0.4044(4) 0.7132(3) 0.66203(16) 0.0443(8) Uani 1 1 d . . .
H32 H 0.3697 0.6458 0.6825 0.053 Uiso 1 1 calc R . .
C33 C 0.5311(3) 0.6862(3) 0.61331(16) 0.0445(8) Uani 1 1 d . . .
H33 H 0.5810 0.6012 0.6016 0.053 Uiso 1 1 calc R . .
C34 C 0.5839(3) 0.7853(3) 0.58190(16) 0.0422(8) Uani 1 1 d . . .
C35 C 0.5113(4) 0.9108(3) 0.60207(17) 0.0462(8) Uani 1 1 d . . .
H35 H 0.5480 0.9775 0.5830 0.055 Uiso 1 1 calc R . .
C36 C 0.3848(3) 0.9367(3) 0.65041(16) 0.0444(8) Uani 1 1 d . . .
H36 H 0.3363 1.0216 0.6628 0.053 Uiso 1 1 calc R . .
C37 C 0.7079(3) 0.7618(3) 0.52446(17) 0.0444(8) Uani 1 1 d . . .
C38 C 0.8641(4) 0.6604(3) 0.43938(18) 0.0484(8) Uani 1 1 d . . .
C39 C 0.9425(4) 0.5541(3) 0.39163(19) 0.0518(9) Uani 1 1 d . . .
C40 C 0.9169(4) 0.4364(4) 0.4030(2) 0.0681(10) Uani 1 1 d . . .
H40 H 0.8483 0.4231 0.4412 0.082 Uiso 1 1 calc R . .
C41 C 0.9956(5) 0.3376(4) 0.3563(3) 0.0876(13) Uani 1 1 d . . .
H41 H 0.9789 0.2579 0.3629 0.105 Uiso 1 1 calc R . .
C42 C 1.0976(5) 0.3576(5) 0.3007(3) 0.0936(15) Uani 1 1 d . . .
H42 H 1.1505 0.2907 0.2704 0.112 Uiso 1 1 calc R . .
C43 C 1.1227(5) 0.4733(5) 0.2892(2) 0.0915(14) Uani 1 1 d . . .
H43 H 1.1912 0.4862 0.2508 0.110 Uiso 1 1 calc R . .
C44 C 1.0464(4) 0.5711(4) 0.3347(2) 0.0747(11) Uani 1 1 d . . .
H44 H 1.0644 0.6503 0.3274 0.090 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0467(14) 0.0480(13) 0.0517(13) 0.0023(10) 0.0010(12) -0.0210(11)
N1 0.064(2) 0.0450(16) 0.0680(19) -0.0018(14) 0.0196(17) -0.0186(16)
N2 0.066(2) 0.0471(17) 0.0677(19) -0.0003(14) 0.0209(17) -0.0182(16)
C1 0.0442(19) 0.0352(17) 0.0389(17) 0.0012(13) -0.0009(16) -0.0174(16)
C2 0.052(2) 0.0410(18) 0.0350(17) 0.0061(14) -0.0038(17) -0.0190(17)
C3 0.048(2) 0.0346(16) 0.0350(16) -0.0001(13) -0.0042(16) -0.0185(16)
C4 0.0464(19) 0.0316(16) 0.0360(16) -0.0040(13) -0.0021(15) -0.0176(15)
C5 0.047(2) 0.0360(17) 0.0330(16) -0.0016(13) -0.0043(16) -0.0202(16)
C6 0.044(2) 0.0350(16) 0.0343(16) 0.0011(13) -0.0039(15) -0.0177(15)
C7 0.046(2) 0.0351(17) 0.0452(19) 0.0047(14) -0.0035(16) -0.0168(16)
C8 0.061(2) 0.052(2) 0.051(2) 0.0029(16) -0.0119(18) -0.0178(18)
C9 0.082(3) 0.070(3) 0.065(2) 0.018(2) -0.035(2) -0.026(2)
C10 0.069(3) 0.057(3) 0.096(3) 0.025(2) -0.027(3) -0.014(2)
C11 0.075(3) 0.042(2) 0.086(3) 0.008(2) 0.000(2) -0.006(2)
C12 0.070(2) 0.0392(19) 0.055(2) 0.0057(17) -0.003(2) -0.0137(19)
C13 0.050(2) 0.0314(16) 0.0355(17) -0.0015(13) -0.0012(16) -0.0145(15)
C14 0.051(2) 0.0392(18) 0.0501(19) -0.0059(15) -0.0011(18) -0.0108(17)
C15 0.047(2) 0.051(2) 0.079(3) 0.0033(19) 0.002(2) -0.0111(19)
C16 0.070(3) 0.051(2) 0.075(3) -0.001(2) 0.026(3) -0.006(2)
C17 0.103(3) 0.051(2) 0.049(2) -0.0115(17) 0.019(3) -0.017(2)
C18 0.075(3) 0.0436(19) 0.045(2) -0.0070(16) 0.001(2) -0.0175(19)
C19 0.0483(19) 0.0370(17) 0.0335(16) -0.0009(13) -0.0024(15) -0.0156(16)
C20 0.055(2) 0.0486(19) 0.0410(18) -0.0011(15) -0.0014(16) -0.0230(18)
C21 0.062(2) 0.056(2) 0.055(2) 0.0043(17) 0.008(2) -0.0261(19)
C22 0.070(3) 0.069(2) 0.041(2) 0.0161(17) 0.0065(19) -0.020(2)
C23 0.088(3) 0.104(3) 0.0344(19) 0.0081(19) -0.010(2) -0.048(3)
C24 0.075(3) 0.076(2) 0.0417(19) 0.0033(17) -0.0058(19) -0.045(2)
C25 0.0425(19) 0.0430(18) 0.0357(17) 0.0071(14) -0.0014(15) -0.0178(16)
C26 0.049(2) 0.0434(19) 0.059(2) 0.0102(16) -0.0013(18) -0.0147(17)
C27 0.073(3) 0.046(2) 0.075(3) 0.0143(18) 0.013(2) -0.010(2)
C28 0.061(3) 0.080(3) 0.076(3) 0.029(2) -0.004(2) 0.000(2)
C29 0.059(3) 0.105(4) 0.074(3) 0.021(2) -0.023(2) -0.025(3)
C30 0.064(2) 0.067(2) 0.058(2) 0.0131(18) -0.020(2) -0.031(2)
C31 0.0417(19) 0.0423(18) 0.0340(16) 0.0039(14) -0.0051(15) -0.0156(16)
C32 0.050(2) 0.0415(19) 0.0420(18) 0.0046(14) 0.0008(17) -0.0189(17)
C33 0.048(2) 0.0376(17) 0.0448(18) 0.0007(14) 0.0000(17) -0.0117(16)
C34 0.0415(19) 0.0457(19) 0.0405(18) 0.0047(15) -0.0042(16) -0.0174(16)
C35 0.052(2) 0.044(2) 0.0485(19) 0.0044(15) -0.0017(18) -0.0259(17)
C36 0.048(2) 0.0403(18) 0.0453(18) -0.0005(14) 0.0008(17) -0.0169(16)
C37 0.046(2) 0.0407(19) 0.0464(18) 0.0038(15) -0.0020(17) -0.0154(17)
C38 0.049(2) 0.047(2) 0.0483(19) 0.0069(16) 0.0003(18) -0.0182(18)
C39 0.051(2) 0.051(2) 0.052(2) -0.0036(17) -0.0071(18) -0.0140(18)
C40 0.061(3) 0.068(3) 0.079(3) -0.015(2) -0.013(2) -0.020(2)
C41 0.090(3) 0.074(3) 0.105(4) -0.027(3) -0.034(3) -0.023(3)
C42 0.080(4) 0.103(4) 0.084(3) -0.045(3) -0.020(3) 0.003(3)
C43 0.087(3) 0.105(4) 0.070(3) -0.025(3) 0.010(3) -0.011(3)
C44 0.076(3) 0.072(3) 0.068(3) -0.006(2) 0.015(2) -0.016(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C37 1.367(3) . ?
O1 C38 1.369(3) . ?
N1 C37 1.293(4) . ?
N1 N2 1.414(3) . ?
N2 C38 1.283(4) . ?
C1 C2 1.394(4) . ?
C1 C6 1.412(4) . ?
C1 C31 1.491(4) . ?
C2 C3 1.389(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.410(4) . ?
C3 C7 1.500(4) . ?
C4 C5 1.407(4) . ?
C4 C13 1.501(4) . ?
C5 C6 1.408(4) . ?
C5 C19 1.508(4) . ?
C6 C25 1.505(4) . ?
C7 C12 1.389(4) . ?
C7 C8 1.391(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.361(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.374(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.387(4) . ?
C13 C18 1.389(4) . ?
C14 C15 1.394(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.376(4) . ?
C19 C24 1.378(4) . ?
C20 C21 1.384(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.384(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.379(4) . ?
C25 C30 1.386(4) . ?
C26 C27 1.378(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.376(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.371(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.384(5) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C36 1.390(4) . ?
C31 C32 1.393(4) . ?
C32 C33 1.383(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.386(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.386(4) . ?
C34 C37 1.459(4) . ?
C35 C36 1.378(4) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C38 C39 1.460(4) . ?
C39 C40 1.378(4) . ?
C39 C44 1.388(5) . ?
C40 C41 1.394(5) . ?
C40 H40 0.9300 . ?
C41 C42 1.370(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.355(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.369(5) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?

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
C37 O1 C38 102.4(2) . . ?
C37 N1 N2 105.9(3) . . ?
C38 N2 N1 106.5(2) . . ?
C2 C1 C6 118.4(3) . . ?
C2 C1 C31 117.0(2) . . ?
C6 C1 C31 124.6(3) . . ?
C3 C2 C1 123.1(3) . . ?
C3 C2 H2 118.5 . . ?
C1 C2 H2 118.5 . . ?
C2 C3 C4 118.8(3) . . ?
C2 C3 C7 117.6(2) . . ?
C4 C3 C7 123.6(3) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 C13 121.7(2) . . ?
C3 C4 C13 119.2(3) . . ?
C4 C5 C6 121.3(2) . . ?
C4 C5 C19 119.6(3) . . ?
C6 C5 C19 119.1(3) . . ?
C5 C6 C1 119.3(3) . . ?
C5 C6 C25 121.0(2) . . ?
C1 C6 C25 119.7(3) . . ?
C12 C7 C8 118.1(3) . . ?
C12 C7 C3 123.0(3) . . ?
C8 C7 C3 118.9(3) . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C8 120.6(4) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 119.8(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 120.6(3) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C14 C13 C18 118.3(3) . . ?
C14 C13 C4 121.0(3) . . ?
C18 C13 C4 120.6(3) . . ?
C13 C14 C15 120.9(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 119.8(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C13 120.4(4) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C20 C19 C24 117.8(3) . . ?
C20 C19 C5 122.3(3) . . ?
C24 C19 C5 119.9(3) . . ?
C19 C20 C21 121.1(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 119.5(3) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 121.0(3) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C26 C25 C30 118.6(3) . . ?
C26 C25 C6 120.3(3) . . ?
C30 C25 C6 121.1(3) . . ?
C27 C26 C25 121.0(3) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C28 C27 C26 119.9(4) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C29 C28 C27 119.8(4) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 120.3(4) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C29 C30 C25 120.3(3) . . ?
C29 C30 H30 119.9 . . ?
C25 C30 H30 119.9 . . ?
C36 C31 C32 117.5(3) . . ?
C36 C31 C1 119.8(3) . . ?
C32 C31 C1 122.5(3) . . ?
C33 C32 C31 121.2(3) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C32 C33 C34 120.2(3) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C33 C34 C35 119.2(3) . . ?
C33 C34 C37 121.3(3) . . ?
C35 C34 C37 119.4(3) . . ?
C36 C35 C34 120.1(3) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C31 121.7(3) . . ?
C35 C36 H36 119.1 . . ?
C31 C36 H36 119.1 . . ?
N1 C37 O1 112.5(3) . . ?
N1 C37 C34 128.8(3) . . ?
O1 C37 C34 118.6(3) . . ?
N2 C38 O1 112.6(3) . . ?
N2 C38 C39 128.4(3) . . ?
O1 C38 C39 119.0(3) . . ?
C40 C39 C44 119.5(3) . . ?
C40 C39 C38 121.1(3) . . ?
C44 C39 C38 119.4(3) . . ?
C39 C40 C41 118.9(4) . . ?
C39 C40 H40 120.6 . . ?
C41 C40 H40 120.6 . . ?
C42 C41 C40 120.2(4) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C43 C42 C41 121.1(4) . . ?
C43 C42 H42 119.4 . . ?
C41 C42 H42 119.4 . . ?
C42 C43 C44 119.3(4) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C43 C44 C39 121.0(4) . . ?
C43 C44 H44 119.5 . . ?
C39 C44 H44 119.5 . . ?

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
C37 N1 N2 C38 -0.2(3) . . . . ?
C6 C1 C2 C3 -1.5(4) . . . . ?
C31 C1 C2 C3 177.3(3) . . . . ?
C1 C2 C3 C4 2.4(4) . . . . ?
C1 C2 C3 C7 -176.8(3) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C7 C3 C4 C5 178.3(3) . . . . ?
C2 C3 C4 C13 178.7(3) . . . . ?
C7 C3 C4 C13 -2.2(4) . . . . ?
C3 C4 C5 C6 -1.5(4) . . . . ?
C13 C4 C5 C6 179.0(3) . . . . ?
C3 C4 C5 C19 177.0(2) . . . . ?
C13 C4 C5 C19 -2.6(4) . . . . ?
C4 C5 C6 C1 2.4(4) . . . . ?
C19 C5 C6 C1 -176.1(2) . . . . ?
C4 C5 C6 C25 -175.4(3) . . . . ?
C19 C5 C6 C25 6.1(4) . . . . ?
C2 C1 C6 C5 -0.9(4) . . . . ?
C31 C1 C6 C5 -179.6(3) . . . . ?
C2 C1 C6 C25 176.9(3) . . . . ?
C31 C1 C6 C25 -1.8(4) . . . . ?
C2 C3 C7 C12 -130.2(3) . . . . ?
C4 C3 C7 C12 50.7(4) . . . . ?
C2 C3 C7 C8 47.9(4) . . . . ?
C4 C3 C7 C8 -131.2(3) . . . . ?
C12 C7 C8 C9 -0.2(5) . . . . ?
C3 C7 C8 C9 -178.4(3) . . . . ?
C7 C8 C9 C10 0.0(5) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C9 C10 C11 C12 0.4(6) . . . . ?
C10 C11 C12 C7 -0.6(5) . . . . ?
C8 C7 C12 C11 0.5(5) . . . . ?
C3 C7 C12 C11 178.6(3) . . . . ?
C5 C4 C13 C14 -118.4(3) . . . . ?
C3 C4 C13 C14 62.1(4) . . . . ?
C5 C4 C13 C18 65.9(4) . . . . ?
C3 C4 C13 C18 -113.6(3) . . . . ?
C18 C13 C14 C15 1.6(4) . . . . ?
C4 C13 C14 C15 -174.3(3) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C15 C16 C17 C18 -0.4(5) . . . . ?
C16 C17 C18 C13 1.6(5) . . . . ?
C14 C13 C18 C17 -2.2(4) . . . . ?
C4 C13 C18 C17 173.7(3) . . . . ?
C4 C5 C19 C20 67.9(4) . . . . ?
C6 C5 C19 C20 -113.6(3) . . . . ?
C4 C5 C19 C24 -113.3(3) . . . . ?
C6 C5 C19 C24 65.2(4) . . . . ?
C24 C19 C20 C21 0.8(5) . . . . ?
C5 C19 C20 C21 179.7(3) . . . . ?
C19 C20 C21 C22 0.0(5) . . . . ?
C20 C21 C22 C23 -0.8(5) . . . . ?
C21 C22 C23 C24 0.5(6) . . . . ?
C20 C19 C24 C23 -1.0(5) . . . . ?
C5 C19 C24 C23 -179.9(3) . . . . ?
C22 C23 C24 C19 0.4(6) . . . . ?
C5 C6 C25 C26 67.4(4) . . . . ?
C1 C6 C25 C26 -110.3(3) . . . . ?
C5 C6 C25 C30 -114.3(3) . . . . ?
C1 C6 C25 C30 67.9(4) . . . . ?
C30 C25 C26 C27 -0.9(5) . . . . ?
C6 C25 C26 C27 177.5(3) . . . . ?
C25 C26 C27 C28 1.5(5) . . . . ?
C26 C27 C28 C29 -1.1(6) . . . . ?
C27 C28 C29 C30 0.1(6) . . . . ?
C28 C29 C30 C25 0.5(5) . . . . ?
C26 C25 C30 C29 -0.2(5) . . . . ?
C6 C25 C30 C29 -178.5(3) . . . . ?
C2 C1 C31 C36 46.7(4) . . . . ?
C6 C1 C31 C36 -134.6(3) . . . . ?
C2 C1 C31 C32 -127.2(3) . . . . ?
C6 C1 C31 C32 51.5(4) . . . . ?
C36 C31 C32 C33 -1.1(4) . . . . ?
C1 C31 C32 C33 172.9(3) . . . . ?
C31 C32 C33 C34 -0.4(4) . . . . ?
C32 C33 C34 C35 2.2(4) . . . . ?
C32 C33 C34 C37 -173.8(3) . . . . ?
C33 C34 C35 C36 -2.5(4) . . . . ?
C37 C34 C35 C36 173.6(3) . . . . ?
C34 C35 C36 C31 1.0(4) . . . . ?
C32 C31 C36 C35 0.9(4) . . . . ?
C1 C31 C36 C35 -173.4(3) . . . . ?
N2 N1 C37 O1 0.8(3) . . . . ?
N2 N1 C37 C34 -175.8(3) . . . . ?
C38 O1 C37 N1 -1.1(3) . . . . ?
C38 O1 C37 C34 176.0(2) . . . . ?
C33 C34 C37 N1 -174.1(3) . . . . ?
C35 C34 C37 N1 9.9(5) . . . . ?
C33 C34 C37 O1 9.4(4) . . . . ?
C35 C34 C37 O1 -166.6(3) . . . . ?
N1 N2 C38 O1 -0.5(4) . . . . ?
N1 N2 C38 C39 179.1(3) . . . . ?
C37 O1 C38 N2 1.0(3) . . . . ?
C37 O1 C38 C39 -178.7(3) . . . . ?
N2 C38 C39 C40 176.8(3) . . . . ?
O1 C38 C39 C40 -3.6(4) . . . . ?
N2 C38 C39 C44 -2.0(5) . . . . ?
O1 C38 C39 C44 177.5(3) . . . . ?
C44 C39 C40 C41 -0.6(5) . . . . ?
C38 C39 C40 C41 -179.4(3) . . . . ?
C39 C40 C41 C42 0.7(5) . . . . ?
C40 C41 C42 C43 -0.9(6) . . . . ?
C41 C42 C43 C44 0.9(7) . . . . ?
C42 C43 C44 C39 -0.8(6) . . . . ?
C40 C39 C44 C43 0.7(5) . . . . ?
C38 C39 C44 C43 179.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.044