#------------------------------------------------------------------------------
#$Date: 2020-07-24 02:37:38 +0300 (Fri, 24 Jul 2020) $
#$Revision: 254524 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/86/1558660.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_1558660
loop_
_publ_author_name
'Goto, Masahide'
'Yajima, Tatsuo'
'Minami, Masaki'
'Sogawa, Hiromitsu'
'Sanda, Fumio'
_publ_section_title
;
 Synthesis and Cross-Linking of a Benzoxazine-Containing Anthracene
 Moiety: Thermally Stable Photoluminescent Benzoxazine Resin
;
_journal_name_full               Macromolecules
_journal_paper_doi               10.1021/acs.macromol.0c00910
_journal_year                    2020
_chemical_formula_moiety         'C46 H32 N2 O2'
_chemical_formula_sum            'C46 H32 N2 O2'
_chemical_formula_weight         644.77
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                100.041(7)
_cell_angle_beta                 90.517(6)
_cell_angle_gamma                102.779(7)
_cell_formula_units_Z            2
_cell_length_a                   9.8823(15)
_cell_length_b                   11.2269(15)
_cell_length_c                   15.424(2)
_cell_measurement_reflns_used    9571
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      1.89
_cell_volume                     1641.3(4)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2014 (Burla, et al., 2014)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0895
_diffrn_reflns_av_unetI/netI     0.1690
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15828
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         1.891
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             676.00
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.856
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     579
_refine_ls_number_reflns         7450
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1548
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0277P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1147
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3208
_reflns_number_total             7450
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ma0c00910_si_002.cif
_cod_data_source_block           191120
_cod_database_code               1558660
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
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
O1 O 1.38633(16) -0.36335(12) 0.21343(9) 0.0365(4) Uani 1 1 d . . . . .
O2 O 0.61368(17) 0.94206(13) 0.84913(9) 0.0403(4) Uani 1 1 d . . . . .
N3 N 1.1892(2) -0.44209(15) 0.10929(11) 0.0337(5) Uani 1 1 d . . . . .
N4 N 0.8122(2) 0.99983(15) 0.95291(11) 0.0364(5) Uani 1 1 d . . . . .
C1 C 1.0885(2) 0.38756(18) 0.58899(13) 0.0299(5) Uani 1 1 d . . . . .
C2 C 0.8816(3) 0.78281(18) 0.75754(14) 0.0308(5) Uani 1 1 d . . . . .
C3 C 1.1198(3) -0.18841(19) 0.28318(14) 0.0320(5) Uani 1 1 d . . . . .
C4 C 1.3179(2) -0.27651(18) 0.25554(13) 0.0308(5) Uani 1 1 d . . . . .
C5 C 0.9098(2) 0.20267(18) 0.46347(13) 0.0309(5) Uani 1 1 d . . . . .
C6 C 0.6820(2) 0.86394(18) 0.79780(14) 0.0319(5) Uani 1 1 d . . . . .
C7 C 1.1783(2) -0.28164(18) 0.23745(13) 0.0316(5) Uani 1 1 d . . . . .
C8 C 0.8615(2) 0.30657(17) 0.50955(13) 0.0295(5) Uani 1 1 d . . . . .
C9 C 0.9525(2) 0.39911(17) 0.57025(13) 0.0298(5) Uani 1 1 d . . . . .
C10 C 0.8234(2) 0.86918(17) 0.81039(13) 0.0307(5) Uani 1 1 d . . . . .
C11 C 0.8026(2) 0.68897(18) 0.69419(13) 0.0299(5) Uani 1 1 d . . . . .
C12 C 0.6611(3) 0.68652(19) 0.68221(14) 0.0327(5) Uani 1 1 d . . . . .
C13 C 1.1367(2) 0.28438(18) 0.54324(13) 0.0309(5) Uani 1 1 d . . . . .
C14 C 1.0475(2) 0.19282(17) 0.48029(13) 0.0313(5) Uani 1 1 d . . . . .
C15 C 0.8606(2) 0.59118(19) 0.64763(14) 0.0327(5) Uani 1 1 d . . . . .
C16 C 1.3378(3) -0.0885(2) 0.36149(15) 0.0348(5) Uani 1 1 d . . . . .
C17 C 1.3985(3) -0.17954(19) 0.31724(14) 0.0338(5) Uani 1 1 d . . . . .
C18 C 1.0965(2) 0.09046(19) 0.43300(14) 0.0347(5) Uani 1 1 d . . . . .
C19 C 0.9037(2) 0.50385(18) 0.61410(13) 0.0317(5) Uani 1 1 d . . . . .
C20 C 1.0956(3) -0.3863(2) 0.16965(15) 0.0364(6) Uani 1 1 d . . . . .
C21 C 1.2766(3) 0.2774(2) 0.56201(15) 0.0380(6) Uani 1 1 d . . . . .
C22 C 0.6352(3) 0.2225(2) 0.43573(15) 0.0407(6) Uani 1 1 d . . . . .
C23 C 0.8171(3) 0.1125(2) 0.40119(15) 0.0393(6) Uani 1 1 d . . . . .
C24 C 0.6841(3) 0.1222(2) 0.38771(16) 0.0433(6) Uani 1 1 d . . . . .
C25 C 0.6019(3) 0.7730(2) 0.73342(14) 0.0345(5) Uani 1 1 d . . . . .
C26 C 1.1800(3) 0.4770(2) 0.65283(15) 0.0353(6) Uani 1 1 d . . . . .
C27 C 0.7209(3) 0.3124(2) 0.49332(14) 0.0342(5) Uani 1 1 d . . . . .
C28 C 1.1973(3) -0.09114(18) 0.34512(14) 0.0331(5) Uani 1 1 d . . . . .
C29 C 1.1379(2) 0.00606(19) 0.39227(14) 0.0345(5) Uani 1 1 d . . . . .
C30 C 1.2951(3) -0.4717(2) 0.15945(16) 0.0371(6) Uani 1 1 d . . . . .
C31 C 0.9041(3) 0.9651(2) 0.88406(15) 0.0382(6) Uani 1 1 d . . . . .
C32 C 1.3613(3) 0.3657(2) 0.62269(16) 0.0434(6) Uani 1 1 d . . . . .
C33 C 1.2294(2) -0.38624(17) 0.03352(13) 0.0306(5) Uani 1 1 d . . . . .
C34 C 1.3117(3) 0.4656(2) 0.67004(17) 0.0417(6) Uani 1 1 d . . . . .
C35 C 1.1260(3) -0.36541(19) -0.02005(14) 0.0347(6) Uani 1 1 d . . . . .
C36 C 1.3660(3) -0.35956(19) 0.00945(15) 0.0363(6) Uani 1 1 d . . . . .
C37 C 0.7691(2) 0.91505(19) 1.01295(14) 0.0358(5) Uani 1 1 d . . . . .
C38 C 0.7722(3) 0.7279(2) 1.06939(16) 0.0421(6) Uani 1 1 d . . . . .
C39 C 1.2958(3) -0.2935(2) -0.12143(16) 0.0438(6) Uani 1 1 d . . . . .
C40 C 1.1605(3) -0.3197(2) -0.09664(16) 0.0414(6) Uani 1 1 d . . . . .
C41 C 0.8083(3) 0.8022(2) 1.00613(15) 0.0364(6) Uani 1 1 d . . . . .
C42 C 0.6915(3) 0.9509(2) 1.08426(16) 0.0440(6) Uani 1 1 d . . . . .
C43 C 1.3985(3) -0.3137(2) -0.06840(16) 0.0441(6) Uani 1 1 d . . . . .
C44 C 0.6569(3) 0.8756(2) 1.14674(16) 0.0503(7) Uani 1 1 d . . . . .
C45 C 0.7028(3) 1.0406(2) 0.91320(17) 0.0450(6) Uani 1 1 d . . . . .
C46 C 0.6973(3) 0.7649(2) 1.14008(16) 0.0473(7) Uani 1 1 d . . . . .
H1 H 1.446(3) -0.3669(19) 0.0482(14) 0.047(7) Uiso 1 1 d . . . . .
H2 H 1.492(2) -0.2933(18) -0.0853(14) 0.042(6) Uiso 1 1 d . . . . .
H3 H 1.317(3) -0.2551(19) -0.1774(16) 0.061(7) Uiso 1 1 d . . . . .
H4 H 1.086(3) -0.3113(19) -0.1327(14) 0.048(7) Uiso 1 1 d . . . . .
H5 H 1.035(2) -0.3829(18) -0.0081(13) 0.036(6) Uiso 1 1 d . . . . .
H6 H 1.028(2) -0.3537(17) 0.1345(12) 0.033(6) Uiso 1 1 d . . . . .
H7 H 1.363(2) -0.5109(17) 0.1198(13) 0.036(6) Uiso 1 1 d . . . . .
H8 H 1.496(2) -0.1755(17) 0.3293(13) 0.033(6) Uiso 1 1 d . . . . .
H9 H 1.395(2) -0.0220(18) 0.4068(14) 0.044(6) Uiso 1 1 d . . . . .
H10 H 1.026(2) -0.1902(18) 0.2726(13) 0.040(6) Uiso 1 1 d . . . . .
H11 H 1.312(2) 0.2076(17) 0.5325(12) 0.028(5) Uiso 1 1 d . . . . .
H12 H 1.462(3) 0.3648(19) 0.6335(14) 0.048(7) Uiso 1 1 d . . . . .
H13 H 1.368(2) 0.524(2) 0.7174(14) 0.049(7) Uiso 1 1 d . . . . .
H14 H 1.142(2) 0.5448(17) 0.6798(12) 0.031(6) Uiso 1 1 d . . . . .
H15 H 0.691(2) 0.390(2) 0.5272(14) 0.056(7) Uiso 1 1 d . . . . .
H16 H 0.540(2) 0.2309(17) 0.4256(12) 0.034(6) Uiso 1 1 d . . . . .
H17 H 0.625(3) 0.061(2) 0.3447(15) 0.051(7) Uiso 1 1 d . . . . .
H18 H 0.856(2) 0.0448(17) 0.3680(12) 0.029(5) Uiso 1 1 d . . . . .
H19 H 0.608(2) 0.6172(17) 0.6366(12) 0.032(6) Uiso 1 1 d . . . . .
H20 H 0.501(2) 0.7741(17) 0.7248(13) 0.036(6) Uiso 1 1 d . . . . .
H21 H 0.978(2) 0.7864(16) 0.7661(11) 0.021(5) Uiso 1 1 d . . . . .
H22 H 1.243(2) -0.5338(19) 0.1991(13) 0.049(6) Uiso 1 1 d . . . . .
H23 H 1.039(3) -0.456(2) 0.1955(14) 0.058(7) Uiso 1 1 d . . . . .
H24 H 0.751(3) 1.112(2) 0.8802(15) 0.062(7) Uiso 1 1 d . . . . .
H25 H 0.640(2) 1.0680(16) 0.9571(12) 0.028(5) Uiso 1 1 d . . . . .
H26 H 0.947(2) 1.043(2) 0.8635(14) 0.048(7) Uiso 1 1 d . . . . .
H27 H 0.978(2) 0.9284(18) 0.9074(13) 0.036(6) Uiso 1 1 d . . . . .
H28 H 0.863(2) 0.7749(16) 0.9579(12) 0.029(5) Uiso 1 1 d . . . . .
H29 H 0.802(2) 0.648(2) 1.0676(14) 0.053(7) Uiso 1 1 d . . . . .
H30 H 0.667(3) 0.705(2) 1.1908(16) 0.073(8) Uiso 1 1 d . . . . .
H31 H 0.601(2) 0.9015(18) 1.1936(14) 0.044(6) Uiso 1 1 d . . . . .
H32 H 0.658(2) 1.0254(19) 1.0899(14) 0.046(7) Uiso 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(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
C4 O1 C30 114.14(18) . . ?
C6 O2 C45 114.99(19) . . ?
C30 N3 C33 117.83(19) . . ?
C30 N3 C20 109.48(18) . . ?
C33 N3 C20 117.31(17) . . ?
C45 N4 C37 115.7(2) . . ?
C45 N4 C31 108.30(19) . . ?
C37 N4 C31 117.36(18) . . ?
C9 C1 C13 119.6(2) . . ?
C9 C1 C26 121.63(19) . . ?
C13 C1 C26 118.7(2) . . ?
C10 C2 C11 122.0(2) . . ?
C10 C2 H21 118.8(11) . . ?
C11 C2 H21 119.2(11) . . ?
C28 C3 C7 121.9(2) . . ?
C28 C3 H10 118.2(13) . . ?
C7 C3 H10 119.9(13) . . ?
O1 C4 C7 122.9(2) . . ?
O1 C4 C17 116.0(2) . . ?
C7 C4 C17 121.10(19) . . ?
C14 C5 C23 121.8(2) . . ?
C14 C5 C8 119.6(2) . . ?
C23 C5 C8 118.6(2) . . ?
O2 C6 C25 116.7(2) . . ?
O2 C6 C10 123.1(2) . . ?
C25 C6 C10 120.14(19) . . ?
C4 C7 C3 118.2(2) . . ?
C4 C7 C20 119.59(19) . . ?
C3 C7 C20 122.2(2) . . ?
C9 C8 C27 121.73(19) . . ?
C9 C8 C5 119.7(2) . . ?
C27 C8 C5 118.5(2) . . ?
C1 C9 C8 120.66(18) . . ?
C1 C9 C19 120.3(2) . . ?
C8 C9 C19 119.0(2) . . ?
C2 C10 C6 118.8(2) . . ?
C2 C10 C31 122.9(2) . . ?
C6 C10 C31 118.17(19) . . ?
C2 C11 C12 118.1(2) . . ?
C2 C11 C15 121.2(2) . . ?
C12 C11 C15 120.5(2) . . ?
C25 C12 C11 120.6(2) . . ?
C25 C12 H19 123.7(12) . . ?
C11 C12 H19 115.6(12) . . ?
C14 C13 C1 120.1(2) . . ?
C14 C13 C21 121.69(19) . . ?
C1 C13 C21 118.2(2) . . ?
C5 C14 C13 120.15(18) . . ?
C5 C14 C18 119.6(2) . . ?
C13 C14 C18 120.2(2) . . ?
C19 C15 C11 174.3(2) . . ?
C17 C16 C28 121.0(2) . . ?
C17 C16 H9 118.4(13) . . ?
C28 C16 H9 120.5(13) . . ?
C16 C17 C4 119.4(2) . . ?
C16 C17 H8 119.6(12) . . ?
C4 C17 H8 121.0(12) . . ?
C29 C18 C14 178.8(2) . . ?
C15 C19 C9 177.5(2) . . ?
N3 C20 C7 110.4(2) . . ?
N3 C20 H6 109.8(11) . . ?
C7 C20 H6 109.8(11) . . ?
N3 C20 H23 106.0(12) . . ?
C7 C20 H23 113.9(13) . . ?
H6 C20 H23 106.7(18) . . ?
C32 C21 C13 121.2(2) . . ?
C32 C21 H11 118.8(13) . . ?
C13 C21 H11 120.0(13) . . ?
C27 C22 C24 120.7(3) . . ?
C27 C22 H16 118.3(12) . . ?
C24 C22 H16 121.0(12) . . ?
C24 C23 C5 120.8(2) . . ?
C24 C23 H18 122.9(12) . . ?
C5 C23 H18 116.3(12) . . ?
C23 C24 C22 120.5(3) . . ?
C23 C24 H17 118.4(14) . . ?
C22 C24 H17 121.1(14) . . ?
C12 C25 C6 120.3(2) . . ?
C12 C25 H20 121.9(12) . . ?
C6 C25 H20 117.8(11) . . ?
C34 C26 C1 121.3(2) . . ?
C34 C26 H14 124.3(13) . . ?
C1 C26 H14 114.4(13) . . ?
C22 C27 C8 120.9(2) . . ?
C22 C27 H15 123.3(14) . . ?
C8 C27 H15 115.8(14) . . ?
C3 C28 C16 118.4(2) . . ?
C3 C28 C29 122.3(2) . . ?
C16 C28 C29 119.3(2) . . ?
C18 C29 C28 176.1(3) . . ?
N3 C30 O1 113.70(16) . . ?
N3 C30 H7 112.2(11) . . ?
O1 C30 H7 102.9(12) . . ?
N3 C30 H22 106.3(12) . . ?
O1 C30 H22 110.9(12) . . ?
H7 C30 H22 111.0(15) . . ?
N4 C31 C10 110.6(2) . . ?
N4 C31 H26 105.6(12) . . ?
C10 C31 H26 111.6(13) . . ?
N4 C31 H27 111.6(11) . . ?
C10 C31 H27 107.4(11) . . ?
H26 C31 H27 110.1(19) . . ?
C21 C32 C34 120.4(3) . . ?
C21 C32 H12 121.8(12) . . ?
C34 C32 H12 117.7(12) . . ?
C36 C33 C35 119.1(2) . . ?
C36 C33 N3 122.2(2) . . ?
C35 C33 N3 118.6(2) . . ?
C26 C34 C32 120.1(3) . . ?
C26 C34 H13 118.8(14) . . ?
C32 C34 H13 120.9(14) . . ?
C40 C35 C33 119.9(2) . . ?
C40 C35 H5 117.3(13) . . ?
C33 C35 H5 122.8(13) . . ?
C33 C36 C43 120.1(2) . . ?
C33 C36 H1 122.3(12) . . ?
C43 C36 H1 117.5(13) . . ?
C41 C37 C42 118.4(2) . . ?
C41 C37 N4 122.9(2) . . ?
C42 C37 N4 118.58(19) . . ?
C46 C38 C41 120.6(2) . . ?
C46 C38 H29 116.9(13) . . ?
C41 C38 H29 122.5(13) . . ?
C40 C39 C43 118.9(3) . . ?
C40 C39 H3 118.5(14) . . ?
C43 C39 H3 122.6(14) . . ?
C39 C40 C35 121.4(3) . . ?
C39 C40 H4 121.5(14) . . ?
C35 C40 H4 117.0(14) . . ?
C38 C41 C37 120.6(2) . . ?
C38 C41 H28 118.8(10) . . ?
C37 C41 H28 120.6(10) . . ?
C44 C42 C37 120.1(2) . . ?
C44 C42 H32 118.7(13) . . ?
C37 C42 H32 121.2(13) . . ?
C39 C43 C36 120.6(3) . . ?
C39 C43 H2 118.2(13) . . ?
C36 C43 H2 121.2(13) . . ?
C46 C44 C42 121.2(2) . . ?
C46 C44 H31 120.8(12) . . ?
C42 C44 H31 118.0(12) . . ?
N4 C45 O2 112.98(17) . . ?
N4 C45 H24 106.5(14) . . ?
O2 C45 H24 108.6(13) . . ?
N4 C45 H25 111.6(11) . . ?
O2 C45 H25 104.9(13) . . ?
H24 C45 H25 112.3(16) . . ?
C44 C46 C38 119.2(2) . . ?
C44 C46 H30 120.1(12) . . ?
C38 C46 H30 120.7(12) . . ?
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 C4 1.381(2) . ?
O1 C30 1.461(3) . ?
O2 C6 1.371(2) . ?
O2 C45 1.466(3) . ?
N3 C30 1.426(3) . ?
N3 C33 1.439(3) . ?
N3 C20 1.478(3) . ?
N4 C45 1.435(3) . ?
N4 C37 1.442(3) . ?
N4 C31 1.461(3) . ?
C1 C9 1.411(3) . ?
C1 C13 1.425(3) . ?
C1 C26 1.426(3) . ?
C2 C10 1.384(3) . ?
C2 C11 1.392(3) . ?
C2 H21 0.95(2) . ?
C3 C28 1.395(3) . ?
C3 C7 1.395(3) . ?
C3 H10 0.94(2) . ?
C4 C7 1.392(3) . ?
C4 C17 1.402(3) . ?
C5 C14 1.415(3) . ?
C5 C23 1.422(3) . ?
C5 C8 1.434(3) . ?
C6 C25 1.389(3) . ?
C6 C10 1.396(3) . ?
C7 C20 1.508(3) . ?
C8 C9 1.413(3) . ?
C8 C27 1.427(3) . ?
C9 C19 1.433(3) . ?
C10 C31 1.504(3) . ?
C11 C12 1.403(3) . ?
C11 C15 1.435(3) . ?
C12 C25 1.378(3) . ?
C12 H19 1.00(2) . ?
C13 C14 1.418(3) . ?
C13 C21 1.432(3) . ?
C14 C18 1.431(3) . ?
C15 C19 1.192(3) . ?
C16 C17 1.380(3) . ?
C16 C28 1.402(3) . ?
C16 H9 1.00(2) . ?
C17 H8 0.97(2) . ?
C18 C29 1.195(3) . ?
C20 H6 1.02(2) . ?
C20 H23 1.01(2) . ?
C21 C32 1.362(3) . ?
C21 H11 0.970(18) . ?
C22 C27 1.349(3) . ?
C22 C24 1.416(3) . ?
C22 H16 0.98(2) . ?
C23 C24 1.360(3) . ?
C23 H18 0.990(18) . ?
C24 H17 0.95(2) . ?
C25 H20 1.01(2) . ?
C26 C34 1.363(3) . ?
C26 H14 0.954(19) . ?
C27 H15 1.04(2) . ?
C28 C29 1.442(3) . ?
C30 H7 1.03(2) . ?
C30 H22 1.06(2) . ?
C31 H26 0.99(2) . ?
C31 H27 1.01(2) . ?
C32 C34 1.413(3) . ?
C32 H12 1.01(2) . ?
C33 C36 1.385(3) . ?
C33 C35 1.392(3) . ?
C34 H13 0.97(2) . ?
C35 C40 1.384(3) . ?
C35 H5 0.91(2) . ?
C36 C43 1.400(3) . ?
C36 H1 1.01(2) . ?
C37 C41 1.392(3) . ?
C37 C42 1.399(3) . ?
C38 C46 1.379(3) . ?
C38 C41 1.391(3) . ?
C38 H29 1.00(2) . ?
C39 C40 1.377(3) . ?
C39 C43 1.379(4) . ?
C39 H3 1.03(2) . ?
C40 H4 0.95(2) . ?
C41 H28 0.971(18) . ?
C42 C44 1.387(3) . ?
C42 H32 0.95(2) . ?
C43 H2 0.95(2) . ?
C44 C46 1.375(3) . ?
C44 H31 0.96(2) . ?
C45 H24 1.05(2) . ?
C45 H25 0.979(19) . ?
C46 H30 1.12(2) . ?
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
C30 O1 C4 C7 -9.7(2) . . . . ?
C30 O1 C4 C17 171.64(17) . . . . ?
C45 O2 C6 C25 -177.01(18) . . . . ?
C45 O2 C6 C10 5.9(3) . . . . ?
O1 C4 C7 C3 -179.35(17) . . . . ?
C17 C4 C7 C3 -0.8(3) . . . . ?
O1 C4 C7 C20 0.5(3) . . . . ?
C17 C4 C7 C20 179.05(19) . . . . ?
C28 C3 C7 C4 0.6(3) . . . . ?
C28 C3 C7 C20 -179.28(19) . . . . ?
C14 C5 C8 C9 1.0(3) . . . . ?
C23 C5 C8 C9 -178.49(18) . . . . ?
C14 C5 C8 C27 -178.17(17) . . . . ?
C23 C5 C8 C27 2.3(3) . . . . ?
C13 C1 C9 C8 2.9(3) . . . . ?
C26 C1 C9 C8 -177.20(17) . . . . ?
C13 C1 C9 C19 -178.48(16) . . . . ?
C26 C1 C9 C19 1.4(3) . . . . ?
C27 C8 C9 C1 176.27(17) . . . . ?
C5 C8 C9 C1 -2.9(3) . . . . ?
C27 C8 C9 C19 -2.4(3) . . . . ?
C5 C8 C9 C19 178.47(16) . . . . ?
C11 C2 C10 C6 -1.9(3) . . . . ?
C11 C2 C10 C31 174.99(19) . . . . ?
O2 C6 C10 C2 177.26(17) . . . . ?
C25 C6 C10 C2 0.2(3) . . . . ?
O2 C6 C10 C31 0.2(3) . . . . ?
C25 C6 C10 C31 -176.83(19) . . . . ?
C10 C2 C11 C12 2.6(3) . . . . ?
C10 C2 C11 C15 -172.13(17) . . . . ?
C2 C11 C12 C25 -1.6(3) . . . . ?
C15 C11 C12 C25 173.18(18) . . . . ?
C9 C1 C13 C14 -1.0(3) . . . . ?
C26 C1 C13 C14 179.05(18) . . . . ?
C9 C1 C13 C21 178.22(17) . . . . ?
C26 C1 C13 C21 -1.7(3) . . . . ?
C23 C5 C14 C13 -179.70(18) . . . . ?
C8 C5 C14 C13 0.8(3) . . . . ?
C23 C5 C14 C18 0.7(3) . . . . ?
C8 C5 C14 C18 -178.73(17) . . . . ?
C1 C13 C14 C5 -0.8(3) . . . . ?
C21 C13 C14 C5 179.96(18) . . . . ?
C1 C13 C14 C18 178.74(17) . . . . ?
C21 C13 C14 C18 -0.5(3) . . . . ?
C28 C16 C17 C4 -0.5(3) . . . . ?
O1 C4 C17 C16 179.45(17) . . . . ?
C7 C4 C17 C16 0.8(3) . . . . ?
C30 N3 C20 C7 50.9(2) . . . . ?
C33 N3 C20 C7 -86.9(2) . . . . ?
C4 C7 C20 N3 -21.2(3) . . . . ?
C3 C7 C20 N3 158.68(18) . . . . ?
C14 C13 C21 C32 -179.89(19) . . . . ?
C1 C13 C21 C32 0.9(3) . . . . ?
C14 C5 C23 C24 178.34(19) . . . . ?
C8 C5 C23 C24 -2.2(3) . . . . ?
C5 C23 C24 C22 -0.1(3) . . . . ?
C27 C22 C24 C23 2.4(3) . . . . ?
C11 C12 C25 C6 0.0(3) . . . . ?
O2 C6 C25 C12 -176.49(17) . . . . ?
C10 C6 C25 C12 0.7(3) . . . . ?
C9 C1 C26 C34 -179.48(19) . . . . ?
C13 C1 C26 C34 0.4(3) . . . . ?
C24 C22 C27 C8 -2.2(3) . . . . ?
C9 C8 C27 C22 -179.35(19) . . . . ?
C5 C8 C27 C22 -0.2(3) . . . . ?
C7 C3 C28 C16 -0.3(3) . . . . ?
C7 C3 C28 C29 179.58(17) . . . . ?
C17 C16 C28 C3 0.3(3) . . . . ?
C17 C16 C28 C29 -179.59(18) . . . . ?
C33 N3 C30 O1 73.8(2) . . . . ?
C20 N3 C30 O1 -63.6(2) . . . . ?
C4 O1 C30 N3 42.0(2) . . . . ?
C45 N4 C31 C10 -55.5(2) . . . . ?
C37 N4 C31 C10 77.8(3) . . . . ?
C2 C10 C31 N4 -151.90(19) . . . . ?
C6 C10 C31 N4 25.0(3) . . . . ?
C13 C21 C32 C34 1.2(3) . . . . ?
C30 N3 C33 C36 -0.9(3) . . . . ?
C20 N3 C33 C36 133.3(2) . . . . ?
C30 N3 C33 C35 175.16(19) . . . . ?
C20 N3 C33 C35 -50.7(3) . . . . ?
C1 C26 C34 C32 1.7(3) . . . . ?
C21 C32 C34 C26 -2.6(3) . . . . ?
C36 C33 C35 C40 0.6(3) . . . . ?
N3 C33 C35 C40 -175.61(18) . . . . ?
C35 C33 C36 C43 -0.8(3) . . . . ?
N3 C33 C36 C43 175.31(19) . . . . ?
C45 N4 C37 C41 128.1(2) . . . . ?
C31 N4 C37 C41 -1.8(3) . . . . ?
C45 N4 C37 C42 -55.8(3) . . . . ?
C31 N4 C37 C42 174.3(2) . . . . ?
C43 C39 C40 C35 0.0(3) . . . . ?
C33 C35 C40 C39 -0.2(3) . . . . ?
C46 C38 C41 C37 -0.2(4) . . . . ?
C42 C37 C41 C38 -0.7(4) . . . . ?
N4 C37 C41 C38 175.4(2) . . . . ?
C41 C37 C42 C44 0.9(4) . . . . ?
N4 C37 C42 C44 -175.4(2) . . . . ?
C40 C39 C43 C36 -0.2(3) . . . . ?
C33 C36 C43 C39 0.6(3) . . . . ?
C37 C42 C44 C46 -0.2(4) . . . . ?
C37 N4 C45 O2 -70.0(2) . . . . ?
C31 N4 C45 O2 64.1(3) . . . . ?
C6 O2 C45 N4 -38.6(3) . . . . ?
C42 C44 C46 C38 -0.7(4) . . . . ?
C41 C38 C46 C44 0.9(4) . . . . ?
