#------------------------------------------------------------------------------
#$Date: 2019-08-27 10:48:23 +0300 (Tue, 27 Aug 2019) $
#$Revision: 217746 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/34/7233485.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_7233485
loop_
_publ_author_name
'Tsu-Hui Su'
'Chun-Hsiang Fan'
'Yu-Han Ou-Yang'
'Lun-Chia Hsu'
'Chien-Hong Cheng'
_publ_section_title
;
 Highly efficient deep-red organic electrophosphorescent devices with
 excellent operational stability using bis(indoloquinoxalinyl) derivatives
 as the host materials
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5084
_journal_page_last               5092
_journal_paper_doi               10.1039/C3TC30823E
_journal_volume                  1
_journal_year                    2013
_chemical_formula_sum            'C47 H29 N7'
_chemical_formula_weight         691.77
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                80.878(3)
_cell_angle_beta                 85.943(2)
_cell_angle_gamma                88.948(3)
_cell_formula_units_Z            4
_cell_length_a                   12.8002(5)
_cell_length_b                   14.0687(6)
_cell_length_c                   19.6150(7)
_cell_measurement_reflns_used    2760
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.2643
_cell_measurement_theta_min      2.7515
_cell_volume                     3478.8(2)
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0649
_diffrn_reflns_av_sigmaI/netI    0.1179
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            39123
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         1.05
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_correction_T_min  0.8411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Columnar
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     975
_refine_ls_number_reflns         14116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1666
_refine_ls_R_factor_gt           0.0715
_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)+(0.0894P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1561
_refine_ls_wR_factor_ref         0.2056
_reflns_number_gt                6774
_reflns_number_total             14116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1000003.cif
_cod_data_source_block           PCOD1000003
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               7233485
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
N1 N 0.6107(2) 0.7200(2) 0.43881(16) 0.0423(8) Uani 1 1 d . . .
N2 N 0.5755(2) 0.5777(2) 0.39043(14) 0.0354(7) Uani 1 1 d . . .
N3 N 0.9541(2) 0.91906(19) 0.12045(14) 0.0352(7) Uani 1 1 d . . .
N4 N 0.8013(2) 0.9030(2) 0.05902(16) 0.0449(8) Uani 1 1 d . . .
N5 N 0.8383(2) 1.1044(2) 0.00657(17) 0.0499(9) Uani 1 1 d . . .
N6 N 0.9658(2) 0.53878(18) 0.25063(13) 0.0300(6) Uani 1 1 d . . .
N7 N 0.3991(2) 0.6918(2) 0.49979(15) 0.0409(8) Uani 1 1 d . . .
N8 N 0.3013(2) 0.5996(2) 0.04842(17) 0.0459(8) Uani 1 1 d . . .
N9 N 0.4535(2) 0.5474(2) 0.10884(16) 0.0400(8) Uani 1 1 d . . .
N10 N 0.1280(2) 0.8417(2) 0.37245(14) 0.0409(8) Uani 1 1 d . . .
N11 N 0.0984(2) 1.0096(2) 0.37869(15) 0.0439(8) Uani 1 1 d . . .
N12 N 0.5316(2) 0.8506(2) 0.24718(15) 0.0429(8) Uani 1 1 d . . .
N13 N -0.1063(2) 0.9440(2) 0.43789(14) 0.0361(7) Uani 1 1 d . . .
N14 N 0.3083(2) 0.4053(2) 0.01590(17) 0.0479(8) Uani 1 1 d . . .
C1 C 0.4820(5) 0.8893(5) 0.5801(4) 0.177(4) Uani 1 1 d . . .
H1 H 0.4566 0.9260 0.6146 0.213 Uiso 1 1 calc R . .
C2 C 0.4219(4) 0.8203(3) 0.5624(3) 0.0882(18) Uani 1 1 d . . .
H2 H 0.3526 0.8106 0.5827 0.106 Uiso 1 1 calc R . .
C3 C 0.4618(3) 0.7628(3) 0.5140(2) 0.0526(11) Uani 1 1 d . . .
C4 C 0.5648(3) 0.7774(3) 0.4835(2) 0.0536(11) Uani 1 1 d . . .
C5 C 0.5494(3) 0.6512(2) 0.42868(18) 0.0347(8) Uani 1 1 d . . .
C6 C 0.6757(3) 0.5635(3) 0.35541(17) 0.0350(8) Uani 1 1 d . . .
C7 C 0.7220(3) 0.6391(2) 0.31166(16) 0.0334(8) Uani 1 1 d . . .
H7 H 0.6882 0.7002 0.3042 0.040 Uiso 1 1 calc R . .
C8 C 0.8190(2) 0.6247(2) 0.27853(16) 0.0311(8) Uani 1 1 d . . .
C9 C 0.8894(2) 0.6878(2) 0.23172(16) 0.0297(8) Uani 1 1 d . . .
C10 C 0.8824(3) 0.7844(2) 0.20193(16) 0.0326(8) Uani 1 1 d . . .
H10 H 0.8244 0.8232 0.2137 0.039 Uiso 1 1 calc R . .
C11 C 0.9619(3) 0.8218(2) 0.15493(17) 0.0314(8) Uani 1 1 d . . .
C12 C 0.8788(3) 0.9523(2) 0.07511(18) 0.0366(9) Uani 1 1 d . . .
C13 C 0.7383(3) 0.9558(3) 0.0135(2) 0.0641(14) Uani 1 1 d . . .
C14 C 0.6544(3) 0.9098(4) -0.0101(3) 0.109(2) Uani 1 1 d . . .
H14 H 0.6428 0.8432 0.0054 0.131 Uiso 1 1 calc R . .
C15 C 0.5904(4) 0.9601(5) -0.0547(4) 0.183(5) Uani 1 1 d . . .
H15 H 0.5339 0.9282 -0.0701 0.220 Uiso 1 1 calc R . .
C16 C 0.6057(4) 1.0592(5) -0.0790(4) 0.186(5) Uani 1 1 d . . .
H16 H 0.5599 1.0932 -0.1104 0.224 Uiso 1 1 calc R . .
C17 C 0.5833(5) 0.9064(5) 0.5467(4) 0.178(4) Uani 1 1 d . . .
H17 H 0.6235 0.9577 0.5571 0.214 Uiso 1 1 calc R . .
C18 C 0.6242(4) 0.8516(3) 0.5005(3) 0.096(2) Uani 1 1 d . . .
H18 H 0.6929 0.8635 0.4797 0.116 Uiso 1 1 calc R . .
C19 C 0.9773(2) 0.6325(2) 0.21519(16) 0.0274(8) Uani 1 1 d . . .
C20 C 1.0580(2) 0.6707(2) 0.16753(16) 0.0288(8) Uani 1 1 d . . .
H20 H 1.1173 0.6329 0.1566 0.035 Uiso 1 1 calc R . .
C21 C 1.0483(2) 0.7656(2) 0.13703(17) 0.0306(8) Uani 1 1 d . . .
H21 H 1.1008 0.7932 0.1035 0.037 Uiso 1 1 calc R . .
C22 C 1.0237(3) 0.9939(2) 0.12254(18) 0.0416(9) Uani 1 1 d . . .
C23 C 1.1101(4) 0.9923(3) 0.1617(2) 0.0615(13) Uani 1 1 d . . .
H23 H 1.1296 0.9365 0.1922 0.074 Uiso 1 1 calc R . .
C24 C 1.1663(5) 1.0772(3) 0.1533(3) 0.0900(19) Uani 1 1 d . . .
H24 H 1.2256 1.0792 0.1796 0.108 Uiso 1 1 calc R . .
C25 C 1.1403(4) 1.1594(3) 0.1085(2) 0.0797(16) Uani 1 1 d . . .
H25 H 1.1824 1.2152 0.1040 0.096 Uiso 1 1 calc R . .
C26 C 1.0535(3) 1.1603(3) 0.07055(19) 0.0513(11) Uani 1 1 d . . .
H26 H 1.0349 1.2163 0.0399 0.062 Uiso 1 1 calc R . .
C27 C 0.9936(3) 1.0768(2) 0.07816(18) 0.0412(9) Uani 1 1 d . . .
C28 C 0.9000(3) 1.0525(2) 0.04842(19) 0.0390(9) Uani 1 1 d . . .
C29 C 0.7554(3) 1.0559(3) -0.0115(3) 0.0702(15) Uani 1 1 d . . .
C30 C 0.6859(3) 1.1054(4) -0.0574(3) 0.117(3) Uani 1 1 d . . .
H30 H 0.6953 1.1723 -0.0734 0.141 Uiso 1 1 calc R . .
C31 C 0.8686(2) 0.5333(2) 0.28899(16) 0.0303(8) Uani 1 1 d . . .
C32 C 0.8211(3) 0.4570(2) 0.33356(17) 0.0333(8) Uani 1 1 d . . .
H32 H 0.8537 0.3954 0.3409 0.040 Uiso 1 1 calc R . .
C33 C 0.7249(3) 0.4734(2) 0.36701(17) 0.0332(8) Uani 1 1 d . . .
H33 H 0.6919 0.4225 0.3983 0.040 Uiso 1 1 calc R . .
C34 C 1.0444(2) 0.4656(2) 0.24946(16) 0.0295(8) Uani 1 1 d . . .
C35 C 1.0197(3) 0.3735(2) 0.23993(17) 0.0329(8) Uani 1 1 d . . .
H35 H 0.9491 0.3570 0.2355 0.039 Uiso 1 1 calc R . .
C36 C 1.0994(3) 0.3053(2) 0.23696(17) 0.0366(9) Uani 1 1 d . . .
H36 H 1.0817 0.2414 0.2325 0.044 Uiso 1 1 calc R . .
C37 C 1.2038(3) 0.3275(2) 0.24032(17) 0.0353(8) Uani 1 1 d . . .
C38 C 1.2263(3) 0.4207(3) 0.24994(17) 0.0377(9) Uani 1 1 d . . .
H38 H 1.2970 0.4382 0.2526 0.045 Uiso 1 1 calc R . .
C39 C 1.1475(3) 0.4882(2) 0.25573(17) 0.0339(8) Uani 1 1 d . . .
H39 H 1.1645 0.5506 0.2641 0.041 Uiso 1 1 calc R . .
C40 C 1.2902(3) 0.2536(3) 0.2356(2) 0.0518(11) Uani 1 1 d . . .
H40A H 1.2710 0.1939 0.2666 0.078 Uiso 1 1 calc R . .
H40B H 1.3554 0.2783 0.2492 0.078 Uiso 1 1 calc R . .
H40C H 1.3002 0.2406 0.1879 0.078 Uiso 1 1 calc R . .
C41 C 0.4881(3) 0.5178(3) 0.39462(17) 0.0378(9) Uani 1 1 d . . .
C42 C 0.4779(3) 0.4346(3) 0.36563(18) 0.0445(10) Uani 1 1 d . . .
H42 H 0.5336 0.4119 0.3377 0.053 Uiso 1 1 calc R . .
C43 C 0.3834(3) 0.3858(3) 0.37899(19) 0.0518(11) Uani 1 1 d . . .
H43 H 0.3749 0.3283 0.3603 0.062 Uiso 1 1 calc R . .
C44 C 0.3007(3) 0.4194(3) 0.41932(19) 0.0505(11) Uani 1 1 d . . .
H44 H 0.2371 0.3844 0.4279 0.061 Uiso 1 1 calc R . .
C45 C 0.3104(3) 0.5030(3) 0.44687(18) 0.0439(10) Uani 1 1 d . . .
H45 H 0.2535 0.5267 0.4733 0.053 Uiso 1 1 calc R . .
C46 C 0.4056(3) 0.5521(3) 0.43519(17) 0.0362(9) Uani 1 1 d . . .
C47 C 0.4430(3) 0.6363(2) 0.45789(18) 0.0346(8) Uani 1 1 d . . .
C48 C 0.0865(4) 0.5071(4) -0.0780(3) 0.0807(16) Uani 1 1 d . . .
H48 H 0.0363 0.4873 -0.1062 0.097 Uiso 1 1 calc R . .
C49 C 0.1595(3) 0.4437(3) -0.0510(2) 0.0618(12) Uani 1 1 d . . .
H49 H 0.1606 0.3797 -0.0610 0.074 Uiso 1 1 calc R . .
C50 C 0.2341(3) 0.4717(3) -0.0081(2) 0.0495(10) Uani 1 1 d . . .
C51 C 0.2312(3) 0.5672(3) 0.0069(2) 0.0496(10) Uani 1 1 d . . .
C52 C 0.3714(3) 0.5349(2) 0.06919(19) 0.0395(9) Uani 1 1 d . . .
C53 C 0.4743(3) 0.6302(2) 0.13952(18) 0.0372(9) Uani 1 1 d . . .
C54 C 0.3988(3) 0.6637(2) 0.18356(17) 0.0338(8) Uani 1 1 d . . .
H54 H 0.3317 0.6348 0.1915 0.041 Uiso 1 1 calc R . .
C55 C 0.4227(2) 0.7406(2) 0.21615(17) 0.0328(8) Uani 1 1 d . . .
C56 C 0.3661(2) 0.7901(3) 0.26588(17) 0.0364(9) Uani 1 1 d . . .
C57 C 0.2626(3) 0.7872(3) 0.29322(17) 0.0381(9) Uani 1 1 d . . .
H57 H 0.2134 0.7464 0.2785 0.046 Uiso 1 1 calc R . .
C58 C 0.2326(3) 0.8450(3) 0.34234(18) 0.0463(10) Uani 1 1 d . . .
C59 C 0.0681(3) 0.9198(3) 0.38788(17) 0.0387(9) Uani 1 1 d . . .
C60 C 0.0237(3) 1.0711(3) 0.40139(18) 0.0421(10) Uani 1 1 d . . .
C61 C 0.0474(3) 1.1691(3) 0.39652(19) 0.0497(11) Uani 1 1 d . . .
H61 H 0.1143 1.1916 0.3772 0.060 Uiso 1 1 calc R . .
C62 C -0.0239(4) 1.2326(3) 0.4191(2) 0.0542(12) Uani 1 1 d . . .
H62 H -0.0058 1.2984 0.4157 0.065 Uiso 1 1 calc R . .
C63 C -0.1243(3) 1.2014(3) 0.44724(19) 0.0492(10) Uani 1 1 d . . .
H63 H -0.1740 1.2462 0.4619 0.059 Uiso 1 1 calc R . .
C64 C 0.0850(4) 0.6027(3) -0.0640(3) 0.0838(17) Uani 1 1 d . . .
H64 H 0.0348 0.6473 -0.0839 0.101 Uiso 1 1 calc R . .
C65 C 0.1556(3) 0.6313(3) -0.0220(2) 0.0688(14) Uani 1 1 d . . .
H65 H 0.1532 0.6955 -0.0125 0.083 Uiso 1 1 calc R . .
C66 C 0.5240(2) 0.7809(2) 0.20473(17) 0.0336(8) Uani 1 1 d . . .
C67 C 0.4353(3) 0.8560(3) 0.28510(18) 0.0452(10) Uani 1 1 d . . .
C68 C 0.4059(3) 0.9143(3) 0.3336(2) 0.0620(13) Uani 1 1 d . . .
H68 H 0.4539 0.9577 0.3467 0.074 Uiso 1 1 calc R . .
C69 C 0.3045(3) 0.9073(3) 0.3626(2) 0.0657(14) Uani 1 1 d . . .
H69 H 0.2828 0.9455 0.3969 0.079 Uiso 1 1 calc R . .
C70 C 0.0667(3) 0.7575(3) 0.39215(17) 0.0377(9) Uani 1 1 d . . .
C71 C -0.0345(3) 0.7836(3) 0.41644(17) 0.0353(9) Uani 1 1 d . . .
C72 C -0.0344(3) 0.8861(3) 0.41579(17) 0.0343(8) Uani 1 1 d . . .
C73 C -0.0770(3) 1.0385(3) 0.43108(17) 0.0380(9) Uani 1 1 d . . .
C74 C -0.1496(3) 1.1059(3) 0.45335(18) 0.0422(9) Uani 1 1 d . . .
H74 H -0.2169 1.0848 0.4728 0.051 Uiso 1 1 calc R . .
C75 C -0.1091(3) 0.7124(3) 0.43851(18) 0.0398(9) Uani 1 1 d . . .
H75 H -0.1779 0.7289 0.4542 0.048 Uiso 1 1 calc R . .
C76 C -0.0807(3) 0.6174(3) 0.43712(19) 0.0425(9) Uani 1 1 d . . .
H76 H -0.1311 0.5681 0.4513 0.051 Uiso 1 1 calc R . .
C77 C 0.0207(3) 0.5929(3) 0.41512(18) 0.0429(9) Uani 1 1 d . . .
H77 H 0.0388 0.5269 0.4161 0.051 Uiso 1 1 calc R . .
C78 C 0.0960(3) 0.6624(3) 0.39181(18) 0.0399(9) Uani 1 1 d . . .
H78 H 0.1648 0.6454 0.3762 0.048 Uiso 1 1 calc R . .
C79 C 0.6146(2) 0.9180(2) 0.24535(17) 0.0323(8) Uani 1 1 d . . .
C80 C 0.6424(3) 0.9800(3) 0.18512(18) 0.0399(9) Uani 1 1 d . . .
H80 H 0.6081 0.9769 0.1442 0.048 Uiso 1 1 calc R . .
C81 C 0.7208(3) 1.0470(2) 0.18484(19) 0.0384(9) Uani 1 1 d . . .
H81 H 0.7406 1.0887 0.1431 0.046 Uiso 1 1 calc R . .
C82 C 0.7709(3) 1.0543(2) 0.24415(19) 0.0356(9) Uani 1 1 d . . .
C83 C 0.7413(3) 0.9911(2) 0.30368(18) 0.0372(9) Uani 1 1 d . . .
H83 H 0.7742 0.9950 0.3450 0.045 Uiso 1 1 calc R . .
C84 C 0.6650(2) 0.9225(2) 0.30454(18) 0.0357(9) Uani 1 1 d . . .
H84 H 0.6475 0.8787 0.3457 0.043 Uiso 1 1 calc R . .
C85 C 0.8554(3) 1.1282(3) 0.2446(2) 0.0552(11) Uani 1 1 d . . .
H85A H 0.8438 1.1587 0.2861 0.083 Uiso 1 1 calc R . .
H85B H 0.8530 1.1773 0.2033 0.083 Uiso 1 1 calc R . .
H85C H 0.9242 1.0964 0.2447 0.083 Uiso 1 1 calc R . .
C86 C 0.5992(3) 0.7490(3) 0.15886(18) 0.0362(9) Uani 1 1 d . . .
H86 H 0.6663 0.7778 0.1502 0.043 Uiso 1 1 calc R . .
C87 C 0.5723(3) 0.6738(2) 0.12648(18) 0.0374(9) Uani 1 1 d . . .
H87 H 0.6219 0.6510 0.0944 0.045 Uiso 1 1 calc R . .
C88 C 0.5105(3) 0.4610(3) 0.1206(2) 0.0477(10) Uani 1 1 d . . .
C89 C 0.5961(3) 0.4389(3) 0.1597(3) 0.0697(14) Uani 1 1 d . . .
H89 H 0.6255 0.4846 0.1836 0.084 Uiso 1 1 calc R . .
C90 C 0.6363(4) 0.3469(4) 0.1622(4) 0.113(2) Uani 1 1 d . . .
H90 H 0.6952 0.3290 0.1884 0.136 Uiso 1 1 calc R . .
C91 C 0.5939(5) 0.2793(4) 0.1277(4) 0.134(3) Uani 1 1 d . . .
H91 H 0.6244 0.2168 0.1311 0.161 Uiso 1 1 calc R . .
C92 C 0.5092(4) 0.3009(3) 0.0890(3) 0.0937(18) Uani 1 1 d . . .
H92 H 0.4810 0.2546 0.0652 0.112 Uiso 1 1 calc R . .
C93 C 0.4659(3) 0.3923(3) 0.0857(2) 0.0534(11) Uani 1 1 d . . .
C94 C 0.3764(3) 0.4387(2) 0.0530(2) 0.0421(9) 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'
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
C5 N1 C4 112.8(3) . .
C5 N2 C41 107.9(3) . .
C5 N2 C6 126.0(3) . .
C41 N2 C6 126.1(3) . .
C12 N3 C22 108.7(3) . .
C12 N3 C11 124.5(3) . .
C22 N3 C11 126.7(3) . .
C12 N4 C13 113.2(3) . .
C28 N5 C29 115.0(3) . .
C19 N6 C31 107.9(3) . .
C19 N6 C34 124.0(3) . .
C31 N6 C34 128.0(3) . .
C47 N7 C3 115.0(3) . .
C52 N8 C51 113.0(3) . .
C52 N9 C88 108.9(3) . .
C52 N9 C53 127.2(3) . .
C88 N9 C53 123.7(3) . .
C59 N10 C70 108.0(3) . .
C59 N10 C58 126.3(3) . .
C70 N10 C58 125.7(3) . .
C59 N11 C60 113.4(3) . .
C66 N12 C67 108.2(3) . .
C66 N12 C79 127.2(3) . .
C67 N12 C79 123.7(3) . .
C72 N13 C73 114.8(3) . .
C94 N14 C50 113.9(3) . .
C2 C1 C17 119.3(5) . .
C2 C1 H1 120.3 . .
C17 C1 H1 120.3 . .
C1 C2 C3 120.1(4) . .
C1 C2 H2 119.9 . .
C3 C2 H2 119.9 . .
N7 C3 C2 117.7(3) . .
N7 C3 C4 122.3(4) . .
C2 C3 C4 119.9(4) . .
N1 C4 C18 118.2(3) . .
N1 C4 C3 122.8(3) . .
C18 C4 C3 119.0(4) . .
N1 C5 N2 126.5(3) . .
N1 C5 C47 125.3(3) . .
N2 C5 C47 108.1(3) . .
C7 C6 C33 121.1(3) . .
C7 C6 N2 119.3(3) . .
C33 C6 N2 119.6(3) . .
C6 C7 C8 118.7(3) . .
C6 C7 H7 120.6 . .
C8 C7 H7 120.6 . .
C7 C8 C31 120.6(3) . .
C7 C8 C9 132.9(3) . .
C31 C8 C9 106.5(3) . .
C10 C9 C19 120.1(3) . .
C10 C9 C8 132.8(3) . .
C19 C9 C8 107.1(3) . .
C11 C10 C9 118.0(3) . .
C11 C10 H10 121.0 . .
C9 C10 H10 121.0 . .
C10 C11 C21 121.7(3) . .
C10 C11 N3 119.4(3) . .
C21 C11 N3 118.8(3) . .
N4 C12 N3 126.5(3) . .
N4 C12 C28 125.4(3) . .
N3 C12 C28 108.1(3) . .
N4 C13 C14 118.7(4) . .
N4 C13 C29 122.4(4) . .
C14 C13 C29 118.9(4) . .
C15 C14 C13 120.2(4) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C14 C15 C16 121.4(5) . .
C14 C15 H15 119.3 . .
C16 C15 H15 119.3 . .
C30 C16 C15 119.9(5) . .
C30 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C18 C17 C1 121.7(5) . .
C18 C17 H17 119.1 . .
C1 C17 H17 119.1 . .
C17 C18 C4 119.7(4) . .
C17 C18 H18 120.1 . .
C4 C18 H18 120.1 . .
N6 C19 C20 128.8(3) . .
N6 C19 C9 109.4(3) . .
C20 C19 C9 121.7(3) . .
C21 C20 C19 117.4(3) . .
C21 C20 H20 121.3 . .
C19 C20 H20 121.3 . .
C20 C21 C11 121.0(3) . .
C20 C21 H21 119.5 . .
C11 C21 H21 119.5 . .
C23 C22 N3 127.9(3) . .
C23 C22 C27 122.2(3) . .
N3 C22 C27 109.8(3) . .
C24 C23 C22 115.8(4) . .
C24 C23 H23 122.1 . .
C22 C23 H23 122.1 . .
C25 C24 C23 123.3(4) . .
C25 C24 H24 118.4 . .
C23 C24 H24 118.4 . .
C26 C25 C24 120.3(4) . .
C26 C25 H25 119.9 . .
C24 C25 H25 119.9 . .
C25 C26 C27 118.4(4) . .
C25 C26 H26 120.8 . .
C27 C26 H26 120.8 . .
C26 C27 C22 120.0(4) . .
C26 C27 C28 133.5(3) . .
C22 C27 C28 106.5(3) . .
N5 C28 C27 131.3(3) . .
N5 C28 C12 121.8(3) . .
C27 C28 C12 106.9(3) . .
N5 C29 C30 119.0(4) . .
N5 C29 C13 122.1(4) . .
C30 C29 C13 118.8(4) . .
C16 C30 C29 120.9(5) . .
C16 C30 H30 119.6 . .
C29 C30 H30 119.6 . .
C32 C31 N6 130.7(3) . .
C32 C31 C8 120.2(3) . .
N6 C31 C8 109.0(3) . .
C33 C32 C31 118.3(3) . .
C33 C32 H32 120.9 . .
C31 C32 H32 120.9 . .
C32 C33 C6 121.1(3) . .
C32 C33 H33 119.5 . .
C6 C33 H33 119.5 . .
C39 C34 C35 119.5(3) . .
C39 C34 N6 119.2(3) . .
C35 C34 N6 121.2(3) . .
C34 C35 C36 119.2(3) . .
C34 C35 H35 120.4 . .
C36 C35 H35 120.4 . .
C37 C36 C35 122.2(3) . .
C37 C36 H36 118.9 . .
C35 C36 H36 118.9 . .
C36 C37 C38 117.2(3) . .
C36 C37 C40 121.9(3) . .
C38 C37 C40 120.8(3) . .
C39 C38 C37 121.2(3) . .
C39 C38 H38 119.4 . .
C37 C38 H38 119.4 . .
C34 C39 C38 120.5(3) . .
C34 C39 H39 119.7 . .
C38 C39 H39 119.7 . .
C37 C40 H40A 109.5 . .
C37 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C37 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C42 C41 C46 121.3(3) . .
C42 C41 N2 128.5(3) . .
C46 C41 N2 110.2(3) . .
C43 C42 C41 117.7(4) . .
C43 C42 H42 121.1 . .
C41 C42 H42 121.1 . .
C42 C43 C44 121.4(4) . .
C42 C43 H43 119.3 . .
C44 C43 H43 119.3 . .
C45 C44 C43 120.7(4) . .
C45 C44 H44 119.7 . .
C43 C44 H44 119.7 . .
C44 C45 C46 118.7(4) . .
C44 C45 H45 120.6 . .
C46 C45 H45 120.6 . .
C45 C46 C41 120.1(3) . .
C45 C46 C47 133.1(3) . .
C41 C46 C47 106.7(3) . .
N7 C47 C46 131.1(3) . .
N7 C47 C5 121.7(3) . .
C46 C47 C5 107.1(3) . .
C49 C48 C64 120.0(4) . .
C49 C48 H48 120.0 . .
C64 C48 H48 120.0 . .
C48 C49 C50 120.7(4) . .
C48 C49 H49 119.6 . .
C50 C49 H49 119.6 . .
N14 C50 C49 118.1(4) . .
N14 C50 C51 122.7(4) . .
C49 C50 C51 119.2(4) . .
N8 C51 C65 118.7(3) . .
N8 C51 C50 122.4(4) . .
C65 C51 C50 118.9(3) . .
N8 C52 N9 126.2(3) . .
N8 C52 C94 125.0(3) . .
N9 C52 C94 108.7(3) . .
C54 C53 C87 120.8(3) . .
C54 C53 N9 119.6(3) . .
C87 C53 N9 119.5(3) . .
C53 C54 C55 118.8(3) . .
C53 C54 H54 120.6 . .
C55 C54 H54 120.6 . .
C54 C55 C66 119.5(3) . .
C54 C55 C56 133.4(3) . .
C66 C55 C56 106.9(3) . .
C57 C56 C67 119.3(3) . .
C57 C56 C55 133.4(3) . .
C67 C56 C55 107.2(3) . .
C58 C57 C56 118.9(3) . .
C58 C57 H57 120.6 . .
C56 C57 H57 120.6 . .
C57 C58 C69 120.5(3) . .
C57 C58 N10 120.1(3) . .
C69 C58 N10 119.4(3) . .
N11 C59 N10 126.2(3) . .
N11 C59 C72 125.0(4) . .
N10 C59 C72 108.8(3) . .
N11 C60 C61 119.1(4) . .
N11 C60 C73 122.3(3) . .
C61 C60 C73 118.6(4) . .
C62 C61 C60 121.2(4) . .
C62 C61 H61 119.4 . .
C60 C61 H61 119.4 . .
C61 C62 C63 120.7(4) . .
C61 C62 H62 119.7 . .
C63 C62 H62 119.7 . .
C74 C63 C62 119.6(4) . .
C74 C63 H63 120.2 . .
C62 C63 H63 120.2 . .
C65 C64 C48 120.4(4) . .
C65 C64 H64 119.8 . .
C48 C64 H64 119.8 . .
C64 C65 C51 120.8(4) . .
C64 C65 H65 119.6 . .
C51 C65 H65 119.6 . .
C86 C66 N12 129.4(3) . .
C86 C66 C55 121.7(3) . .
N12 C66 C55 108.8(3) . .
C68 C67 N12 129.2(3) . .
C68 C67 C56 122.1(3) . .
N12 C67 C56 108.8(3) . .
C69 C68 C67 117.8(3) . .
C69 C68 H68 121.1 . .
C67 C68 H68 121.1 . .
C68 C69 C58 121.3(4) . .
C68 C69 H69 119.3 . .
C58 C69 H69 119.3 . .
C78 C70 C71 122.0(3) . .
C78 C70 N10 128.8(3) . .
C71 C70 N10 109.2(3) . .
C75 C71 C70 119.6(3) . .
C75 C71 C72 133.2(3) . .
C70 C71 C72 107.1(3) . .
N13 C72 C71 131.0(3) . .
N13 C72 C59 122.2(3) . .
C71 C72 C59 106.7(3) . .
N13 C73 C74 118.7(3) . .
N13 C73 C60 122.3(4) . .
C74 C73 C60 119.1(3) . .
C63 C74 C73 120.9(4) . .
C63 C74 H74 119.5 . .
C73 C74 H74 119.5 . .
C76 C75 C71 118.6(3) . .
C76 C75 H75 120.7 . .
C71 C75 H75 120.7 . .
C75 C76 C77 120.8(3) . .
C75 C76 H76 119.6 . .
C77 C76 H76 119.6 . .
C78 C77 C76 121.7(4) . .
C78 C77 H77 119.1 . .
C76 C77 H77 119.1 . .
C70 C78 C77 117.2(3) . .
C70 C78 H78 121.4 . .
C77 C78 H78 121.4 . .
C84 C79 C80 120.0(3) . .
C84 C79 N12 119.7(3) . .
C80 C79 N12 120.3(3) . .
C79 C80 C81 119.6(3) . .
C79 C80 H80 120.2 . .
C81 C80 H80 120.2 . .
C82 C81 C80 121.4(3) . .
C82 C81 H81 119.3 . .
C80 C81 H81 119.3 . .
C83 C82 C81 117.6(3) . .
C83 C82 C85 120.6(3) . .
C81 C82 C85 121.8(3) . .
C84 C83 C82 121.8(3) . .
C84 C83 H83 119.1 . .
C82 C83 H83 119.1 . .
C79 C84 C83 119.6(3) . .
C79 C84 H84 120.2 . .
C83 C84 H84 120.2 . .
C82 C85 H85A 109.5 . .
C82 C85 H85B 109.5 . .
H85A C85 H85B 109.5 . .
C82 C85 H85C 109.5 . .
H85A C85 H85C 109.5 . .
H85B C85 H85C 109.5 . .
C87 C86 C66 117.2(3) . .
C87 C86 H86 121.4 . .
C66 C86 H86 121.4 . .
C86 C87 C53 121.8(3) . .
C86 C87 H87 119.1 . .
C53 C87 H87 119.1 . .
C89 C88 N9 129.0(4) . .
C89 C88 C93 121.8(4) . .
N9 C88 C93 109.2(3) . .
C90 C89 C88 116.3(5) . .
C90 C89 H89 121.9 . .
C88 C89 H89 121.9 . .
C89 C90 C91 122.4(5) . .
C89 C90 H90 118.8 . .
C91 C90 H90 118.8 . .
C92 C91 C90 121.4(5) . .
C92 C91 H91 119.3 . .
C90 C91 H91 119.3 . .
C91 C92 C93 118.0(5) . .
C91 C92 H92 121.0 . .
C93 C92 H92 121.0 . .
C92 C93 C88 120.1(4) . .
C92 C93 C94 133.4(4) . .
C88 C93 C94 106.5(3) . .
N14 C94 C52 123.0(4) . .
N14 C94 C93 130.3(3) . .
C52 C94 C93 106.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C5 1.304(4) .
N1 C4 1.379(5) .
N2 C5 1.393(4) .
N2 C41 1.403(4) .
N2 C6 1.437(4) .
N3 C12 1.383(4) .
N3 C22 1.399(4) .
N3 C11 1.432(4) .
N4 C12 1.305(4) .
N4 C13 1.367(5) .
N5 C28 1.308(4) .
N5 C29 1.369(5) .
N6 C19 1.394(4) .
N6 C31 1.405(4) .
N6 C34 1.428(4) .
N7 C47 1.312(4) .
N7 C3 1.367(5) .
N8 C52 1.305(4) .
N8 C51 1.383(4) .
N9 C52 1.381(4) .
N9 C88 1.401(4) .
N9 C53 1.431(4) .
N10 C59 1.388(5) .
N10 C70 1.419(4) .
N10 C58 1.423(4) .
N11 C59 1.311(4) .
N11 C60 1.376(5) .
N12 C66 1.392(4) .
N12 C67 1.401(4) .
N12 C79 1.431(4) .
N13 C72 1.314(4) .
N13 C73 1.372(4) .
N14 C94 1.313(5) .
N14 C50 1.374(5) .
C1 C2 1.352(6) .
C1 C17 1.416(7) .
C1 H1 0.9500 .
C2 C3 1.406(6) .
C2 H2 0.9500 .
C3 C4 1.412(5) .
C4 C18 1.398(6) .
C5 C47 1.446(4) .
C6 C7 1.372(4) .
C6 C33 1.398(5) .
C7 C8 1.388(4) .
C7 H7 0.9500 .
C8 C31 1.416(4) .
C8 C9 1.448(4) .
C9 C10 1.396(4) .
C9 C19 1.404(4) .
C10 C11 1.377(4) .
C10 H10 0.9500 .
C11 C21 1.405(4) .
C12 C28 1.447(4) .
C13 C14 1.406(6) .
C13 C29 1.431(5) .
C14 C15 1.350(6) .
C14 H14 0.9500 .
C15 C16 1.412(7) .
C15 H15 0.9500 .
C16 C30 1.352(7) .
C16 H16 0.9500 .
C17 C18 1.352(6) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 C20 1.399(4) .
C20 C21 1.380(4) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C23 1.388(5) .
C22 C27 1.406(5) .
C23 C24 1.388(5) .
C23 H23 0.9500 .
C24 C25 1.387(6) .
C24 H24 0.9500 .
C25 C26 1.379(6) .
C25 H25 0.9500 .
C26 C27 1.396(5) .
C26 H26 0.9500 .
C27 C28 1.439(5) .
C29 C30 1.406(6) .
C30 H30 0.9500 .
C31 C32 1.392(4) .
C32 C33 1.387(4) .
C32 H32 0.9500 .
C33 H33 0.9500 .
C34 C39 1.382(4) .
C34 C35 1.383(4) .
C35 C36 1.393(4) .
C35 H35 0.9500 .
C36 C37 1.386(4) .
C36 H36 0.9500 .
C37 C38 1.391(4) .
C37 C40 1.513(5) .
C38 C39 1.383(5) .
C38 H38 0.9500 .
C39 H39 0.9500 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C42 1.392(5) .
C41 C46 1.402(5) .
C42 C43 1.389(5) .
C42 H42 0.9500 .
C43 C44 1.397(5) .
C43 H43 0.9500 .
C44 C45 1.381(5) .
C44 H44 0.9500 .
C45 C46 1.398(5) .
C45 H45 0.9500 .
C46 C47 1.432(5) .
C48 C49 1.356(6) .
C48 C64 1.414(6) .
C48 H48 0.9500 .
C49 C50 1.418(5) .
C49 H49 0.9500 .
C50 C51 1.419(5) .
C51 C65 1.398(5) .
C52 C94 1.437(5) .
C53 C54 1.377(5) .
C53 C87 1.397(4) .
C54 C55 1.390(5) .
C54 H54 0.9500 .
C55 C66 1.414(4) .
C55 C56 1.434(5) .
C56 C57 1.392(4) .
C56 C67 1.406(4) .
C57 C58 1.386(5) .
C57 H57 0.9500 .
C58 C69 1.401(5) .
C59 C72 1.444(5) .
C60 C61 1.404(5) .
C60 C73 1.429(5) .
C61 C62 1.366(6) .
C61 H61 0.9500 .
C62 C63 1.412(5) .
C62 H62 0.9500 .
C63 C74 1.372(5) .
C63 H63 0.9500 .
C64 C65 1.372(5) .
C64 H64 0.9500 .
C65 H65 0.9500 .
C66 C86 1.388(5) .
C67 C68 1.380(5) .
C68 C69 1.379(5) .
C68 H68 0.9500 .
C69 H69 0.9500 .
C70 C78 1.384(5) .
C70 C71 1.411(5) .
C71 C75 1.393(4) .
C71 C72 1.441(5) .
C73 C74 1.412(5) .
C74 H74 0.9500 .
C75 C76 1.383(5) .
C75 H75 0.9500 .
C76 C77 1.394(5) .
C76 H76 0.9500 .
C77 C78 1.386(5) .
C77 H77 0.9500 .
C78 H78 0.9500 .
C79 C84 1.378(4) .
C79 C80 1.382(5) .
C80 C81 1.388(5) .
C80 H80 0.9500 .
C81 C82 1.386(5) .
C81 H81 0.9500 .
C82 C83 1.385(5) .
C82 C85 1.516(4) .
C83 C84 1.383(4) .
C83 H83 0.9500 .
C84 H84 0.9500 .
C85 H85A 0.9800 .
C85 H85B 0.9800 .
C85 H85C 0.9800 .
C86 C87 1.377(5) .
C86 H86 0.9500 .
C87 H87 0.9500 .
C88 C89 1.385(5) .
C88 C93 1.418(5) .
C89 C90 1.380(6) .
C89 H89 0.9500 .
C90 C91 1.389(8) .
C90 H90 0.9500 .
C91 C92 1.370(7) .
C91 H91 0.9500 .
C92 C93 1.384(6) .
C92 H92 0.9500 .
C93 C94 1.447(5) .
