#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:33:12 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180342 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/11/7201184.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_7201184
loop_
_publ_author_name
'Reddy, M. Ananth'
'Thomas, Anup'
'Srinivas, Kola'
'Rao, V. Jayathirtha'
'Bhanuprakash, K.'
'Sridhar, B.'
'Kumar, Arunandan'
'Kamalasanan, M. N.'
'Srivastava, Ritu'
_publ_section_title
;
 Synthesis and characterization of 9,10-bis(2-phenyl-1,3,4-oxadiazole)
 derivatives of anthracene: Efficient n-type emitter for organic
 light-emitting diodes
;
_journal_issue                   34
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              6172
_journal_paper_doi               10.1039/b905808g
_journal_volume                  19
_journal_year                    2009
_chemical_formula_moiety         'C50 H58 N4 O2'
_chemical_formula_sum            'C50 H58 N4 O2'
_chemical_formula_weight         747.00
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.583(1)
_cell_angle_beta                 111.517(1)
_cell_angle_gamma                105.634(1)
_cell_formula_units_Z            2
_cell_length_a                   13.4303(7)
_cell_length_b                   14.1082(8)
_cell_length_c                   14.3536(8)
_cell_measurement_reflns_used    6103
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      24.58
_cell_measurement_theta_min      2.37
_cell_volume                     2178.9(2)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_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  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21117
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.68
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7641
_refine_ls_number_restraints     94
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0671
_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)+(0.1097P)²+0.6263P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1924
_refine_ls_wR_factor_ref         0.2115
_reflns_number_gt                5571
_reflns_number_total             7641
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b905808g.txt
_cod_data_source_block           ac75m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               7201184
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3798(2) 0.47431(19) 0.16356(19) 0.0525(6) Uani 1 1 d . . .
C2 C 0.4995(2) 0.50820(19) 0.17989(19) 0.0543(6) Uani 1 1 d . . .
C3 C 0.5430(3) 0.5787(3) 0.1417(3) 0.0877(10) Uani 1 1 d . . .
H3 H 0.4951 0.6066 0.1044 0.105 Uiso 1 1 calc R . .
C4 C 0.6567(3) 0.6086(3) 0.1577(3) 0.1007(12) Uani 1 1 d . . .
H4 H 0.6837 0.6556 0.1300 0.121 Uiso 1 1 calc R . .
C5 C 0.7306(3) 0.5713(3) 0.2130(3) 0.0845(9) Uani 1 1 d U . .
C6 C 0.6872(2) 0.5016(3) 0.2518(2) 0.0753(8) Uani 1 1 d . . .
H6 H 0.7360 0.4748 0.2899 0.090 Uiso 1 1 calc R . .
C7 C 0.5745(2) 0.4700(2) 0.2364(2) 0.0634(7) Uani 1 1 d . . .
H7 H 0.5480 0.4227 0.2640 0.076 Uiso 1 1 calc R . .
C8 C 0.8523(3) 0.5989(5) 0.2237(4) 0.1322(13) Uani 1 1 d U . .
H8A H 0.8867 0.5594 0.2606 0.159 Uiso 1 1 calc R . .
H8B H 0.8414 0.5687 0.1485 0.159 Uiso 1 1 calc R . .
C9 C 0.9361(4) 0.7078(5) 0.2793(5) 0.1640(19) Uani 1 1 d U . .
H9A H 0.9060 0.7487 0.2418 0.197 Uiso 1 1 calc R . .
H9B H 1.0078 0.7106 0.2763 0.197 Uiso 1 1 calc R . .
C10 C 0.9640(5) 0.7589(5) 0.3953(5) 0.1517(16) Uani 1 1 d U . .
H10A H 0.9775 0.7099 0.4286 0.182 Uiso 1 1 calc R . .
H10B H 0.8974 0.7709 0.3987 0.182 Uiso 1 1 calc R . .
C11 C 1.0752(5) 0.8697(6) 0.4626(6) 0.174(2) Uani 1 1 d U . .
H11A H 1.1385 0.8572 0.4515 0.209 Uiso 1 1 calc R . .
H11B H 1.0581 0.9190 0.4310 0.209 Uiso 1 1 calc R . .
C12 C 1.1187(6) 0.9252(6) 0.5813(6) 0.191(2) Uani 1 1 d U . .
H12A H 1.1323 0.8730 0.6096 0.229 Uiso 1 1 calc R . .
H12B H 1.0528 0.9346 0.5892 0.229 Uiso 1 1 calc R . .
C13 C 1.2252(5) 1.0334(6) 0.6627(6) 0.199(3) Uani 1 1 d U . .
H13A H 1.2942 1.0278 0.6609 0.299 Uiso 1 1 calc R . .
H13B H 1.2360 1.0515 0.7368 0.299 Uiso 1 1 calc R . .
H13C H 1.2135 1.0899 0.6423 0.299 Uiso 1 1 calc R . .
C14 C 0.2043(2) 0.46278(19) 0.1071(2) 0.0544(6) Uani 1 1 d . . .
C15 C 0.1000(2) 0.48162(19) 0.0507(2) 0.0530(6) Uani 1 1 d . . .
C16 C -0.0096(2) 0.39123(19) -0.0268(2) 0.0531(6) Uani 1 1 d . . .
C17 C -0.0242(2) 0.2804(2) -0.0602(2) 0.0644(7) Uani 1 1 d . . .
H17 H 0.0411 0.2664 -0.0293 0.077 Uiso 1 1 calc R . .
C18 C 0.1118(2) 0.59080(19) 0.07847(19) 0.0527(6) Uani 1 1 d . . .
C19 C 0.2220(2) 0.6844(2) 0.1582(2) 0.0557(6) Uani 1 1 d . . .
H19 H 0.2883 0.6730 0.1922 0.067 Uiso 1 1 calc R . .
C20 C 0.2342(2) 0.7892(2) 0.1867(2) 0.0575(6) Uani 1 1 d . . .
C21 C 0.1312(2) 0.8049(2) 0.1358(2) 0.0669(7) Uani 1 1 d . . .
H21 H 0.1376 0.8763 0.1552 0.080 Uiso 1 1 calc R . .
C22 C 0.3520(2) 0.8893(2) 0.2722(2) 0.0668(7) Uani 1 1 d . . .
C23 C 0.4543(3) 0.8581(3) 0.3110(3) 0.0877(10) Uani 1 1 d . . .
H23A H 0.4420 0.8149 0.3495 0.132 Uiso 1 1 calc R . .
H23B H 0.5271 0.9236 0.3607 0.132 Uiso 1 1 calc R . .
H23C H 0.4586 0.8160 0.2472 0.132 Uiso 1 1 calc R . .
C24 C 0.3402(3) 0.9494(3) 0.3731(3) 0.0992(11) Uani 1 1 d . . .
H24A H 0.2713 0.9634 0.3481 0.149 Uiso 1 1 calc R . .
H24B H 0.4093 1.0179 0.4235 0.149 Uiso 1 1 calc R . .
H24C H 0.3325 0.9045 0.4111 0.149 Uiso 1 1 calc R . .
C25 C 0.3807(3) 0.9676(3) 0.2220(3) 0.0974(11) Uani 1 1 d . . .
H25A H 0.3910 0.9315 0.1601 0.146 Uiso 1 1 calc R . .
H25B H 0.4523 1.0323 0.2780 0.146 Uiso 1 1 calc R . .
H25C H 0.3168 0.9880 0.1963 0.146 Uiso 1 1 calc R . .
C26 C 0.3800(2) 0.18014(19) 0.02098(19) 0.0521(6) Uani 1 1 d . . .
C27 C 0.4987(2) 0.1861(2) 0.0546(2) 0.0561(6) Uani 1 1 d . . .
C28 C 0.5706(3) 0.2436(3) 0.0243(3) 0.0754(8) Uani 1 1 d . . .
H28 H 0.5437 0.2799 -0.0166 0.090 Uiso 1 1 calc R . .
C29 C 0.6825(3) 0.2481(3) 0.0537(3) 0.0825(9) Uani 1 1 d . . .
H29 H 0.7298 0.2886 0.0330 0.099 Uiso 1 1 calc R . .
C30 C 0.7255(3) 0.1954(3) 0.1120(3) 0.0756(8) Uani 1 1 d U . .
C31 C 0.6538(3) 0.1389(3) 0.1427(3) 0.1014(12) Uani 1 1 d . . .
H31 H 0.6810 0.1022 0.1832 0.122 Uiso 1 1 calc R . .
C32 C 0.5424(3) 0.1346(3) 0.1156(3) 0.0926(11) Uani 1 1 d . . .
H32 H 0.4965 0.0962 0.1388 0.111 Uiso 1 1 calc R . .
C33 C 0.8447(3) 0.1946(3) 0.1371(4) 0.1040(10) Uani 1 1 d U . .
H33A H 0.8630 0.1616 0.1878 0.125 Uiso 1 1 calc R . .
H33B H 0.8378 0.1471 0.0679 0.125 Uiso 1 1 calc R . .
C34 C 0.9468(3) 0.3027(4) 0.1869(4) 0.1279(14) Uani 1 1 d U . .
H34A H 1.0140 0.2892 0.1870 0.153 Uiso 1 1 calc R . .
H34B H 0.9269 0.3376 0.1383 0.153 Uiso 1 1 calc R . .
C35 C 0.9837(3) 0.3797(4) 0.2993(4) 0.1215(13) Uani 1 1 d U . .
H35A H 1.0027 0.3442 0.3475 0.146 Uiso 1 1 calc R . .
H35B H 0.9164 0.3932 0.2987 0.146 Uiso 1 1 calc R . .
C36 C 1.0870(3) 0.4892(4) 0.3519(4) 0.1267(14) Uani 1 1 d U . .
H36A H 1.1506 0.4756 0.3426 0.152 Uiso 1 1 calc R . .
H36B H 1.0636 0.5287 0.3095 0.152 Uiso 1 1 calc R . .
C37 C 1.1345(5) 0.5605(5) 0.4677(5) 0.173(2) Uani 1 1 d U . .
H37A H 1.1511 0.5193 0.5100 0.207 Uiso 1 1 calc R . .
H37B H 1.0740 0.5812 0.4763 0.207 Uiso 1 1 calc R . .
C38 C 1.2476(5) 0.6664(5) 0.5201(6) 0.220(3) Uani 1 1 d U . .
H38A H 1.3155 0.6507 0.5436 0.329 Uiso 1 1 calc R . .
H38B H 1.2535 0.7210 0.5836 0.329 Uiso 1 1 calc R . .
H38C H 1.2445 0.6935 0.4657 0.329 Uiso 1 1 calc R . .
C39 C 0.20392(19) 0.12781(19) -0.00369(18) 0.0499(5) Uani 1 1 d . . .
C40 C 0.09891(19) 0.06418(18) -0.00157(18) 0.0477(5) Uani 1 1 d . . .
C41 C 0.10476(18) 0.07887(17) 0.10235(18) 0.0458(5) Uani 1 1 d . . .
C42 C 0.2069(2) 0.16029(19) 0.20655(19) 0.0516(6) Uani 1 1 d . . .
H42 H 0.2715 0.2043 0.2054 0.062 Uiso 1 1 calc R . .
C43 C 0.2134(2) 0.17608(19) 0.30725(19) 0.0534(6) Uani 1 1 d . . .
C44 C 0.1136(2) 0.1076(2) 0.3059(2) 0.0667(7) Uani 1 1 d . . .
H44 H 0.1166 0.1160 0.3738 0.080 Uiso 1 1 calc R . .
C45 C 0.0142(2) 0.0305(2) 0.2101(2) 0.0610(6) Uani 1 1 d . . .
H45 H -0.0492 -0.0119 0.2139 0.073 Uiso 1 1 calc R . .
C46 C 0.00428(19) 0.01279(18) 0.10331(18) 0.0484(5) Uani 1 1 d . . .
C47 C 0.3213(2) 0.2683(2) 0.4182(2) 0.0624(7) Uani 1 1 d . . .
C48 C 0.2989(4) 0.3710(3) 0.4426(3) 0.1090(13) Uani 1 1 d . . .
H48A H 0.2315 0.3581 0.4541 0.163 Uiso 1 1 calc R . .
H48B H 0.2840 0.3880 0.3803 0.163 Uiso 1 1 calc R . .
H48C H 0.3673 0.4316 0.5086 0.163 Uiso 1 1 calc R . .
C49 C 0.4340(3) 0.2944(4) 0.4098(3) 0.1175(14) Uani 1 1 d . . .
H49A H 0.5005 0.3467 0.4821 0.176 Uiso 1 1 calc R . .
H49B H 0.4288 0.3248 0.3577 0.176 Uiso 1 1 calc R . .
H49C H 0.4439 0.2282 0.3844 0.176 Uiso 1 1 calc R . .
C50 C 0.3391(3) 0.2395(3) 0.5152(2) 0.0938(10) Uani 1 1 d . . .
H50A H 0.4122 0.2948 0.5807 0.141 Uiso 1 1 calc R . .
H50B H 0.3420 0.1693 0.4962 0.141 Uiso 1 1 calc R . .
H50C H 0.2745 0.2363 0.5301 0.141 Uiso 1 1 calc R . .
N1 N 0.33123(19) 0.4159(2) 0.2014(2) 0.0722(6) Uani 1 1 d . . .
N2 N 0.21540(19) 0.4085(2) 0.1647(2) 0.0729(6) Uani 1 1 d . . .
N3 N 0.33186(19) 0.22966(19) -0.0298(2) 0.0675(6) Uani 1 1 d . . .
N4 N 0.21615(19) 0.19507(19) -0.0459(2) 0.0669(6) Uani 1 1 d . . .
O1 O 0.30466(14) 0.50640(13) 0.10129(13) 0.0549(4) Uani 1 1 d . . .
O2 O 0.30469(13) 0.11372(13) 0.04100(13) 0.0536(4) Uani 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 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'
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
N1 C1 O1 112.0(2) . . ?
N1 C1 C2 128.5(2) . . ?
O1 C1 C2 119.4(2) . . ?
C3 C2 C7 117.6(2) . . ?
C3 C2 C1 122.2(2) . . ?
C7 C2 C1 120.2(2) . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 121.8(3) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 117.3(3) . . ?
C4 C5 C8 121.2(3) . . ?
C6 C5 C8 121.4(3) . . ?
C5 C6 C7 122.1(3) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C2 120.4(3) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
C9 C8 C5 120.3(5) . . ?
C9 C8 H8A 107.3 . . ?
C5 C8 H8A 107.3 . . ?
C9 C8 H8B 107.3 . . ?
C5 C8 H8B 107.3 . . ?
H8A C8 H8B 106.9 . . ?
C8 C9 C10 111.6(5) . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C11 111.1(5) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 116.9(6) . . ?
C12 C11 H11A 108.1 . . ?
C10 C11 H11A 108.1 . . ?
C12 C11 H11B 108.1 . . ?
C10 C11 H11B 108.1 . . ?
H11A C11 H11B 107.3 . . ?
C11 C12 C13 126.0(6) . . ?
C11 C12 H12A 105.8 . . ?
C13 C12 H12A 105.8 . . ?
C11 C12 H12B 105.8 . . ?
C13 C12 H12B 105.8 . . ?
H12A C12 H12B 106.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 O1 112.2(2) . . ?
N2 C14 C15 128.0(2) . . ?
O1 C14 C15 119.8(2) . . ?
C16 C15 C18 121.1(2) . . ?
C16 C15 C14 119.4(2) . . ?
C18 C15 C14 119.5(2) . . ?
C15 C16 C17 122.8(2) . . ?
C15 C16 C18 119.6(2) . 2_565 ?
C17 C16 C18 117.6(2) . 2_565 ?
C21 C17 C16 121.3(2) 2_565 . ?
C21 C17 H17 119.4 2_565 . ?
C16 C17 H17 119.4 . . ?
C15 C18 C19 122.3(2) . . ?
C15 C18 C16 119.4(2) . 2_565 ?
C19 C18 C16 118.4(2) . 2_565 ?
C20 C19 C18 122.9(2) . . ?
C20 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
C19 C20 C21 117.6(2) . . ?
C19 C20 C22 123.0(2) . . ?
C21 C20 C22 119.4(2) . . ?
C17 C21 C20 122.2(2) 2_565 . ?
C17 C21 H21 118.9 2_565 . ?
C20 C21 H21 118.9 . . ?
C23 C22 C20 112.4(2) . . ?
C23 C22 C24 109.2(2) . . ?
C20 C22 C24 108.0(2) . . ?
C23 C22 C25 108.0(3) . . ?
C20 C22 C25 110.3(2) . . ?
C24 C22 C25 108.8(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 O2 112.0(2) . . ?
N3 C26 C27 128.1(2) . . ?
O2 C26 C27 119.9(2) . . ?
C28 C27 C32 117.5(2) . . ?
C28 C27 C26 120.2(2) . . ?
C32 C27 C26 122.2(2) . . ?
C27 C28 C29 120.9(3) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 122.0(3) . . ?
C30 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
C29 C30 C31 116.9(3) . . ?
C29 C30 C33 121.6(3) . . ?
C31 C30 C33 121.5(3) . . ?
C30 C31 C32 122.0(3) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C27 C32 C31 120.7(3) . . ?
C27 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C30 116.9(3) . . ?
C34 C33 H33A 108.1 . . ?
C30 C33 H33A 108.1 . . ?
C34 C33 H33B 108.1 . . ?
C30 C33 H33B 108.1 . . ?
H33A C33 H33B 107.3 . . ?
C35 C34 C33 116.6(4) . . ?
C35 C34 H34A 108.1 . . ?
C33 C34 H34A 108.1 . . ?
C35 C34 H34B 108.1 . . ?
C33 C34 H34B 108.1 . . ?
H34A C34 H34B 107.3 . . ?
C34 C35 C36 117.8(4) . . ?
C34 C35 H35A 107.9 . . ?
C36 C35 H35A 107.9 . . ?
C34 C35 H35B 107.9 . . ?
C36 C35 H35B 107.9 . . ?
H35A C35 H35B 107.2 . . ?
C37 C36 C35 118.5(5) . . ?
C37 C36 H36A 107.7 . . ?
C35 C36 H36A 107.7 . . ?
C37 C36 H36B 107.7 . . ?
C35 C36 H36B 107.7 . . ?
H36A C36 H36B 107.1 . . ?
C36 C37 C38 116.3(6) . . ?
C36 C37 H37A 108.2 . . ?
C38 C37 H37A 108.2 . . ?
C36 C37 H37B 108.2 . . ?
C38 C37 H37B 108.2 . . ?
H37A C37 H37B 107.4 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N4 C39 O2 111.9(2) . . ?
N4 C39 C40 129.3(2) . . ?
O2 C39 C40 118.76(19) . . ?
C46 C40 C41 121.3(2) 2 . ?
C46 C40 C39 119.3(2) 2 . ?
C41 C40 C39 119.4(2) . . ?
C40 C41 C46 118.9(2) . . ?
C40 C41 C42 122.0(2) . . ?
C46 C41 C42 119.0(2) . . ?
C43 C42 C41 122.7(2) . . ?
C43 C42 H42 118.6 . . ?
C41 C42 H42 118.6 . . ?
C42 C43 C44 117.1(2) . . ?
C42 C43 C47 121.9(2) . . ?
C44 C43 C47 120.9(2) . . ?
C45 C44 C43 122.7(2) . . ?
C45 C44 H44 118.6 . . ?
C43 C44 H44 118.6 . . ?
C44 C45 C46 121.4(2) . . ?
C44 C45 H45 119.3 . . ?
C46 C45 H45 119.3 . . ?
C40 C46 C45 123.2(2) 2 . ?
C40 C46 C41 119.8(2) 2 . ?
C45 C46 C41 117.0(2) . . ?
C48 C47 C49 108.1(3) . . ?
C48 C47 C50 108.7(3) . . ?
C49 C47 C50 108.8(3) . . ?
C48 C47 C43 107.4(2) . . ?
C49 C47 C43 111.5(2) . . ?
C50 C47 C43 112.1(2) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C1 N1 N2 106.75(19) . . ?
C14 N2 N1 106.1(2) . . ?
C26 N3 N4 106.51(19) . . ?
C39 N4 N3 106.7(2) . . ?
C1 O1 C14 102.91(18) . . ?
C26 O2 C39 102.94(17) . . ?
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
C1 N1 1.281(3) . ?
C1 O1 1.361(3) . ?
C1 C2 1.453(3) . ?
C2 C3 1.372(4) . ?
C2 C7 1.385(3) . ?
C3 C4 1.378(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(4) . ?
C5 C8 1.512(5) . ?
C6 C7 1.367(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.390(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.450(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.543(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.440(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.504(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N2 1.282(3) . ?
C14 O1 1.368(3) . ?
C14 C15 1.479(3) . ?
C15 C16 1.400(3) . ?
C15 C18 1.417(3) . ?
C16 C17 1.423(3) . ?
C16 C18 1.433(3) 2_565 ?
C17 C21 1.351(4) 2_565 ?
C17 H17 0.9300 . ?
C18 C19 1.427(3) . ?
C18 C16 1.433(3) 2_565 ?
C19 C20 1.354(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.421(3) . ?
C20 C22 1.525(4) . ?
C21 C17 1.351(4) 2_565 ?
C21 H21 0.9300 . ?
C22 C23 1.519(4) . ?
C22 C24 1.530(4) . ?
C22 C25 1.531(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 N3 1.281(3) . ?
C26 O2 1.359(3) . ?
C26 C27 1.457(3) . ?
C27 C28 1.370(4) . ?
C27 C32 1.370(4) . ?
C28 C29 1.380(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.357(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.366(4) . ?
C30 C33 1.511(4) . ?
C31 C32 1.380(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.488(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.447(6) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.501(6) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.431(7) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.538(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 N4 1.277(3) . ?
C39 O2 1.367(3) . ?
C39 C40 1.470(3) . ?
C40 C46 1.407(3) 2 ?
C40 C41 1.412(3) . ?
C41 C46 1.426(3) . ?
C41 C42 1.430(3) . ?
C42 C43 1.360(3) . ?
C42 H42 0.9300 . ?
C43 C44 1.414(4) . ?
C43 C47 1.539(3) . ?
C44 C45 1.350(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.425(3) . ?
C45 H45 0.9300 . ?
C46 C40 1.407(3) 2 ?
C47 C48 1.521(4) . ?
C47 C49 1.517(4) . ?
C47 C50 1.521(4) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
N1 N2 1.409(3) . ?
N3 N4 1.402(3) . ?
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
N1 C1 C2 C3 -174.6(3) . . . . ?
O1 C1 C2 C3 5.0(4) . . . . ?
N1 C1 C2 C7 4.9(4) . . . . ?
O1 C1 C2 C7 -175.5(2) . . . . ?
C7 C2 C3 C4 1.0(5) . . . . ?
C1 C2 C3 C4 -179.5(3) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C3 C4 C5 C8 176.1(4) . . . . ?
C4 C5 C6 C7 -0.1(5) . . . . ?
C8 C5 C6 C7 -175.6(3) . . . . ?
C5 C6 C7 C2 0.1(5) . . . . ?
C3 C2 C7 C6 -0.6(4) . . . . ?
C1 C2 C7 C6 179.9(2) . . . . ?
C4 C5 C8 C9 61.7(6) . . . . ?
C6 C5 C8 C9 -122.9(5) . . . . ?
C5 C8 C9 C10 60.6(7) . . . . ?
C8 C9 C10 C11 167.6(5) . . . . ?
C9 C10 C11 C12 -175.1(6) . . . . ?
C10 C11 C12 C13 179.8(6) . . . . ?
N2 C14 C15 C16 -55.6(4) . . . . ?
O1 C14 C15 C16 124.6(2) . . . . ?
N2 C14 C15 C18 122.4(3) . . . . ?
O1 C14 C15 C18 -57.4(3) . . . . ?
C18 C15 C16 C17 177.6(2) . . . . ?
C14 C15 C16 C17 -4.4(4) . . . . ?
C18 C15 C16 C18 -0.4(4) . . . 2_565 ?
C14 C15 C16 C18 177.6(2) . . . 2_565 ?
C15 C16 C17 C21 -179.5(3) . . . 2_565 ?
C18 C16 C17 C21 -1.5(4) 2_565 . . 2_565 ?
C16 C15 C18 C19 179.1(2) . . . . ?
C14 C15 C18 C19 1.2(4) . . . . ?
C16 C15 C18 C16 0.4(4) . . . 2_565 ?
C14 C15 C18 C16 -177.6(2) . . . 2_565 ?
C15 C18 C19 C20 -179.2(2) . . . . ?
C16 C18 C19 C20 -0.4(4) 2_565 . . . ?
C18 C19 C20 C21 1.5(4) . . . . ?
C18 C19 C20 C22 179.8(2) . . . . ?
C19 C20 C21 C17 -1.1(4) . . . 2_565 ?
C22 C20 C21 C17 -179.5(3) . . . 2_565 ?
C19 C20 C22 C23 6.3(4) . . . . ?
C21 C20 C22 C23 -175.3(3) . . . . ?
C19 C20 C22 C24 -114.3(3) . . . . ?
C21 C20 C22 C24 64.1(3) . . . . ?
C19 C20 C22 C25 126.9(3) . . . . ?
C21 C20 C22 C25 -54.8(3) . . . . ?
N3 C26 C27 C28 -5.4(4) . . . . ?
O2 C26 C27 C28 173.1(2) . . . . ?
N3 C26 C27 C32 175.4(3) . . . . ?
O2 C26 C27 C32 -6.1(4) . . . . ?
C32 C27 C28 C29 0.5(5) . . . . ?
C26 C27 C28 C29 -178.7(3) . . . . ?
C27 C28 C29 C30 0.9(5) . . . . ?
C28 C29 C30 C31 -1.3(5) . . . . ?
C28 C29 C30 C33 175.8(3) . . . . ?
C29 C30 C31 C32 0.4(6) . . . . ?
C33 C30 C31 C32 -176.8(4) . . . . ?
C28 C27 C32 C31 -1.4(5) . . . . ?
C26 C27 C32 C31 177.8(3) . . . . ?
C30 C31 C32 C27 1.0(6) . . . . ?
C29 C30 C33 C34 50.1(5) . . . . ?
C31 C30 C33 C34 -132.8(4) . . . . ?
C30 C33 C34 C35 67.2(5) . . . . ?
C33 C34 C35 C36 179.6(4) . . . . ?
C34 C35 C36 C37 -172.0(4) . . . . ?
C35 C36 C37 C38 174.2(4) . . . . ?
N4 C39 C40 C46 61.1(3) . . . 2 ?
O2 C39 C40 C46 -116.2(2) . . . 2 ?
N4 C39 C40 C41 -120.9(3) . . . . ?
O2 C39 C40 C41 61.8(3) . . . . ?
C46 C40 C41 C46 1.0(3) 2 . . . ?
C39 C40 C41 C46 -176.92(19) . . . . ?
C46 C40 C41 C42 -177.0(2) 2 . . . ?
C39 C40 C41 C42 5.1(3) . . . . ?
C40 C41 C42 C43 179.4(2) . . . . ?
C46 C41 C42 C43 1.4(3) . . . . ?
C41 C42 C43 C44 0.1(3) . . . . ?
C41 C42 C43 C47 -176.6(2) . . . . ?
C42 C43 C44 C45 -1.1(4) . . . . ?
C47 C43 C44 C45 175.6(2) . . . . ?
C43 C44 C45 C46 0.6(4) . . . . ?
C44 C45 C46 C40 -177.9(2) . . . 2 ?
C44 C45 C46 C41 1.0(4) . . . . ?
C40 C41 C46 C40 -1.0(3) . . . 2 ?
C42 C41 C46 C40 177.1(2) . . . 2 ?
C40 C41 C46 C45 -180.0(2) . . . . ?
C42 C41 C46 C45 -1.9(3) . . . . ?
C42 C43 C47 C48 88.3(3) . . . . ?
C44 C43 C47 C48 -88.3(3) . . . . ?
C42 C43 C47 C49 -30.0(4) . . . . ?
C44 C43 C47 C49 153.4(3) . . . . ?
C42 C43 C47 C50 -152.3(3) . . . . ?
C44 C43 C47 C50 31.1(3) . . . . ?
O1 C1 N1 N2 -1.1(3) . . . . ?
C2 C1 N1 N2 178.5(2) . . . . ?
O1 C14 N2 N1 0.4(3) . . . . ?
C15 C14 N2 N1 -179.4(2) . . . . ?
C1 N1 N2 C14 0.4(3) . . . . ?
O2 C26 N3 N4 -0.1(3) . . . . ?
C27 C26 N3 N4 178.5(2) . . . . ?
O2 C39 N4 N3 0.1(3) . . . . ?
C40 C39 N4 N3 -177.4(2) . . . . ?
C26 N3 N4 C39 0.0(3) . . . . ?
N1 C1 O1 C14 1.3(3) . . . . ?
C2 C1 O1 C14 -178.4(2) . . . . ?
N2 C14 O1 C1 -1.0(3) . . . . ?
C15 C14 O1 C1 178.8(2) . . . . ?
N3 C26 O2 C39 0.1(3) . . . . ?
C27 C26 O2 C39 -178.6(2) . . . . ?
N4 C39 O2 C26 -0.1(3) . . . . ?
C40 C39 O2 C26 177.7(2) . . . . ?
