#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/69/4106951.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_4106951
loop_
_publ_author_name
'Michael J. Bojdys'
'Michael E. Briggs'
'James T. A. Jones'
'Dave J. Adams'
'Samantha Y. Chong'
'Marc Schmidtmann'
'Andrew I. Cooper'
_publ_section_title
;
 Supramolecular Engineering of Intrinsic and Extrinsic Porosity in
 Covalent Organic Cages
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16566
_journal_page_last               16571
_journal_paper_doi               10.1021/ja2056374
_journal_volume                  133
_journal_year                    2011
_chemical_absolute_configuration syn
_chemical_formula_sum            'C120 H97 N12 O0.5'
_chemical_formula_weight         1715.10
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           146
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   29.290(6)
_cell_length_b                   29.290(6)
_cell_length_c                   21.799(7)
_cell_measurement_reflns_used    4514
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      18.44
_cell_measurement_theta_min      2.25
_cell_volume                     16196(7)
_computing_cell_refinement       'Bruker AXS SAINT V7.68A'
_computing_data_collection       'CrystalClear-SM Expert 2.0r6 (Rigaku, 2010)'
_computing_data_reduction        'Bruker AXS SAINT V7.68A'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device
;
CrystalLogic Kappa (3 circle)
;
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_source         Synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_sigmaI/netI    0.0909
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33492
_diffrn_reflns_theta_full        20.14
_diffrn_reflns_theta_max         20.14
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.5814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1 (Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.055
_exptl_crystal_description       needle
_exptl_crystal_F_000             5430
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     797
_refine_ls_number_reflns         7559
_refine_ls_number_restraints     221
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1363
_refine_ls_R_factor_gt           0.0649
_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)+(0.0900P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1808
_reflns_number_gt                4226
_reflns_number_total             7559
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja2056374_si_002.cif
_cod_data_source_block           mjr0852
_cod_original_sg_symbol_H-M      'R 3'
_cod_original_formula_sum        'C120 H97 N12 O0.50'
_cod_database_code               4106951
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.1994(2) 0.5474(2) 0.7550(2) 0.0575(15) Uani 1 1 d U
N2 N 0.1412(2) 0.5079(2) 0.6424(3) 0.0598(15) Uani 1 1 d U
N3 N 0.2663(2) 0.4793(2) 0.4147(3) 0.0680(17) Uani 1 1 d U
N4 N 0.3768(2) 0.5324(2) 0.3935(3) 0.0674(17) Uani 1 1 d U
N5 N 0.2036(2) 0.5422(3) 0.2520(3) 0.0667(17) Uani 1 1 d U
N6 N 0.1389(2) 0.5106(2) 0.1423(3) 0.0630(16) Uani 1 1 d U
N7 N 0.2498(2) 0.4806(2) -0.0919(3) 0.0623(16) Uani 1 1 d U
N8 N 0.3601(2) 0.5203(2) -0.1051(3) 0.0659(16) Uani 1 1 d U
C1 C 0.3132(3) 0.6126(3) 0.7471(3) 0.0525(18) Uani 1 1 d U
H1 H 0.2994 0.5756 0.7463 0.063 Uiso 1 1 calc R
C2 C 0.2786(3) 0.6322(3) 0.7476(3) 0.0527(18) Uani 1 1 d U
C3 C 0.2208(3) 0.5960(3) 0.7476(3) 0.0561(18) Uani 1 1 d U
H3 H 0.1986 0.6107 0.7416 0.067 Uiso 1 1 calc R
C4 C 0.1413(3) 0.5181(3) 0.7532(3) 0.0596(18) Uani 1 1 d U
H4 H 0.1283 0.5433 0.7452 0.072 Uiso 1 1 calc R
C5 C 0.1244(3) 0.4783(3) 0.7000(3) 0.0574(17) Uani 1 1 d U
H5 H 0.1408 0.4557 0.7046 0.069 Uiso 1 1 calc R
C6 C 0.1730(3) 0.5008(3) 0.6088(3) 0.0609(19) Uani 1 1 d U
H6 H 0.1865 0.4793 0.6235 0.073 Uiso 1 1 calc R
C7 C 0.1893(3) 0.5256(3) 0.5474(3) 0.0566(18) Uani 1 1 d U
C8 C 0.1721(2) 0.5593(3) 0.5272(3) 0.0608(19) Uani 1 1 d U
H8 H 0.1533 0.5690 0.5548 0.073 Uiso 1 1 calc R
C9 C 0.1813(3) 0.5792(3) 0.4679(3) 0.0595(19) Uani 1 1 d U
C10 C 0.2093(2) 0.5639(3) 0.4281(3) 0.0579(18) Uani 1 1 d U
H10 H 0.2162 0.5772 0.3873 0.069 Uiso 1 1 calc R
C11 C 0.2266(3) 0.5307(3) 0.4459(3) 0.0597(18) Uani 1 1 d U
C12 C 0.2156(2) 0.5111(3) 0.5066(3) 0.0614(18) Uani 1 1 d U
H12 H 0.2266 0.4871 0.5196 0.074 Uiso 1 1 calc R
C13 C 0.2522(3) 0.5128(3) 0.4026(3) 0.0591(19) Uani 1 1 d U
H13 H 0.2588 0.5273 0.3624 0.071 Uiso 1 1 calc R
C14 C 0.2895(3) 0.4632(3) 0.3651(3) 0.0653(18) Uani 1 1 d U
H14 H 0.2923 0.4837 0.3272 0.078 Uiso 1 1 calc R
C15 C 0.3442(3) 0.4750(3) 0.3841(3) 0.074(2) Uani 1 1 d U
H15 H 0.3415 0.4568 0.4238 0.089 Uiso 1 1 calc R
C16 C 0.3881(3) 0.5473(3) 0.4485(4) 0.068(2) Uani 1 1 d U
H16 H 0.3745 0.5210 0.4795 0.081 Uiso 1 1 calc R
C17 C 0.1193(3) 0.4906(3) 0.8136(3) 0.0646(19) Uani 1 1 d U
C18 C 0.1321(3) 0.4544(3) 0.8358(4) 0.074(2) Uani 1 1 d U
H18 H 0.1562 0.4475 0.8143 0.088 Uiso 1 1 calc R
C19 C 0.1090(3) 0.4278(3) 0.8905(4) 0.094(3) Uani 1 1 d U
H19 H 0.1187 0.4038 0.9065 0.113 Uiso 1 1 calc R
C20 C 0.0730(3) 0.4354(4) 0.9216(4) 0.101(3) Uani 1 1 d U
H20 H 0.0563 0.4157 0.9574 0.121 Uiso 1 1 calc R
C21 C 0.0613(3) 0.4733(4) 0.8990(4) 0.102(3) Uani 1 1 d U
H21 H 0.0384 0.4813 0.9215 0.122 Uiso 1 1 calc R
C22 C 0.0826(3) 0.4989(3) 0.8446(3) 0.078(2) Uani 1 1 d U
H22 H 0.0722 0.5223 0.8281 0.093 Uiso 1 1 calc R
C23 C 0.0649(3) 0.4447(3) 0.7007(3) 0.0597(18) Uani 1 1 d U
C24 C 0.0405(3) 0.3923(3) 0.7184(3) 0.074(2) Uani 1 1 d U
H24 H 0.0610 0.3761 0.7267 0.088 Uiso 1 1 calc R
C25 C -0.0132(3) 0.3638(4) 0.7240(4) 0.088(3) Uani 1 1 d U
H25 H -0.0295 0.3281 0.7369 0.106 Uiso 1 1 calc R
C26 C -0.0434(3) 0.3853(4) 0.7115(4) 0.099(3) Uani 1 1 d U
H26 H -0.0807 0.3644 0.7149 0.118 Uiso 1 1 calc R
C27 C -0.0204(3) 0.4384(4) 0.6935(4) 0.098(3) Uani 1 1 d U
H27 H -0.0414 0.4541 0.6854 0.118 Uiso 1 1 calc R
C28 C 0.0338(3) 0.4670(3) 0.6880(4) 0.084(2) Uani 1 1 d U
H28 H 0.0502 0.5027 0.6752 0.101 Uiso 1 1 calc R
C29 C 0.2548(3) 0.4056(3) 0.3523(4) 0.086(2) Uani 1 1 d U
C30 C 0.2328(4) 0.3698(4) 0.3992(5) 0.128(4) Uani 1 1 d U
H30 H 0.2398 0.3813 0.4406 0.153 Uiso 1 1 calc R
C31 C 0.1999(6) 0.3164(5) 0.3861(7) 0.198(7) Uani 1 1 d U
H31 H 0.1844 0.2917 0.4186 0.238 Uiso 1 1 calc R
C32 C 0.1899(7) 0.2995(5) 0.3265(7) 0.220(9) Uani 1 1 d U
H32 H 0.1658 0.2635 0.3176 0.264 Uiso 1 1 calc R
C33 C 0.2141(4) 0.3337(5) 0.2811(6) 0.149(5) Uani 1 1 d U
H33 H 0.2102 0.3211 0.2402 0.179 Uiso 1 1 calc R
C34 C 0.2453(3) 0.3879(4) 0.2924(4) 0.101(3) Uani 1 1 d U
H34 H 0.2595 0.4122 0.2593 0.122 Uiso 1 1 calc R
C35 C 0.3694(3) 0.4568(3) 0.3370(4) 0.084(2) Uani 1 1 d U
C36 C 0.3766(4) 0.4146(4) 0.3485(4) 0.123(4) Uani 1 1 d U
H36 H 0.3668 0.3980 0.3875 0.147 Uiso 1 1 calc R
C37 C 0.3972(5) 0.3954(5) 0.3059(6) 0.147(5) Uani 1 1 d U
H37 H 0.4017 0.3663 0.3158 0.176 Uiso 1 1 calc R
C38 C 0.4107(4) 0.4174(5) 0.2509(6) 0.130(4) Uani 1 1 d U
H38 H 0.4255 0.4044 0.2216 0.156 Uiso 1 1 calc R
C39 C 0.4032(4) 0.4601(4) 0.2357(5) 0.130(4) Uani 1 1 d U
H39 H 0.4123 0.4757 0.1962 0.155 Uiso 1 1 calc R
C40 C 0.3822(3) 0.4789(3) 0.2798(5) 0.102(3) Uani 1 1 d U
H40 H 0.3768 0.5074 0.2699 0.123 Uiso 1 1 calc R
C41 C 0.3168(3) 0.6135(3) 0.2485(3) 0.0605(19) Uani 1 1 d U
H41 H 0.3054 0.5769 0.2498 0.073 Uiso 1 1 calc R
C42 C 0.2801(3) 0.6303(3) 0.2476(3) 0.0564(19) Uani 1 1 d U
C43 C 0.2235(3) 0.5922(3) 0.2495(3) 0.066(2) Uani 1 1 d U
H43 H 0.1998 0.6055 0.2488 0.079 Uiso 1 1 calc R
C44 C 0.1459(3) 0.5108(3) 0.2547(3) 0.073(2) Uani 1 1 d U
H44 H 0.1304 0.5344 0.2586 0.087 Uiso 1 1 calc R
C45 C 0.1243(3) 0.4757(3) 0.1962(3) 0.0606(18) Uani 1 1 d U
H45 H 0.1404 0.4528 0.1926 0.073 Uiso 1 1 calc R
C46 C 0.1701(3) 0.5078(3) 0.1052(3) 0.0591(18) Uani 1 1 d U
H46 H 0.1851 0.4868 0.1167 0.071 Uiso 1 1 calc R
C47 C 0.1854(3) 0.5344(3) 0.0454(3) 0.0557(17) Uani 1 1 d U
C48 C 0.1724(2) 0.5727(3) 0.0286(3) 0.0614(18) Uani 1 1 d U
H48 H 0.1566 0.5846 0.0578 0.074 Uiso 1 1 calc R
C49 C 0.1824(2) 0.5932(3) -0.0306(3) 0.0594(19) Uani 1 1 d U
C50 C 0.2077(2) 0.5773(3) -0.0725(3) 0.0576(18) Uani 1 1 d U
H50 H 0.2153 0.5922 -0.1125 0.069 Uiso 1 1 calc R
C51 C 0.2220(3) 0.5398(3) -0.0567(3) 0.0572(18) Uani 1 1 d U
C52 C 0.2103(2) 0.5187(3) 0.0040(3) 0.0579(18) Uani 1 1 d U
H52 H 0.2197 0.4933 0.0160 0.070 Uiso 1 1 calc R
C53 C 0.2447(3) 0.5201(3) -0.1020(3) 0.0585(18) Uani 1 1 d U
H53 H 0.2560 0.5377 -0.1404 0.070 Uiso 1 1 calc R
C54 C 0.2716(3) 0.4632(3) -0.1417(3) 0.0636(18) Uani 1 1 d U
H54 H 0.2817 0.4884 -0.1768 0.076 Uiso 1 1 calc R
C55 C 0.3214(3) 0.4645(3) -0.1162(3) 0.0652(19) Uani 1 1 d U
H55 H 0.3128 0.4445 -0.0767 0.078 Uiso 1 1 calc R
C56 C 0.3691(3) 0.5347(3) -0.0487(4) 0.063(2) Uani 1 1 d U
H56 H 0.3508 0.5093 -0.0176 0.076 Uiso 1 1 calc R
C57 C 0.1303(3) 0.4727(3) 0.3118(4) 0.088(2) Uani 1 1 d U
C58 C 0.1499(4) 0.4380(4) 0.3154(4) 0.112(3) Uani 1 1 d U
H58 H 0.1746 0.4403 0.2856 0.134 Uiso 1 1 calc R
C59 C 0.1339(4) 0.3994(4) 0.3625(6) 0.137(4) Uani 1 1 d U
H59 H 0.1452 0.3742 0.3657 0.165 Uiso 1 1 calc R
C60 C 0.0997(6) 0.4034(7) 0.4030(6) 0.166(5) Uani 1 1 d U
H60 H 0.0896 0.3795 0.4365 0.199 Uiso 1 1 calc R
C61 C 0.0781(5) 0.4343(5) 0.4042(6) 0.140(4) Uani 1 1 d U
H61 H 0.0543 0.4319 0.4353 0.168 Uiso 1 1 calc R
C62 C 0.0942(4) 0.4720(4) 0.3537(4) 0.127(3) Uani 1 1 d U
H62 H 0.0805 0.4952 0.3496 0.153 Uiso 1 1 calc R
C63 C 0.0654(3) 0.4418(3) 0.2017(3) 0.0626(19) Uani 1 1 d U
C64 C 0.0427(3) 0.3886(3) 0.2143(3) 0.076(2) Uani 1 1 d U
H64 H 0.0644 0.3730 0.2160 0.091 Uiso 1 1 calc R
C65 C -0.0100(3) 0.3580(4) 0.2244(4) 0.092(3) Uani 1 1 d U
H65 H -0.0247 0.3213 0.2314 0.111 Uiso 1 1 calc R
C66 C -0.0417(4) 0.3789(4) 0.2248(4) 0.101(3) Uani 1 1 d U
H66 H -0.0783 0.3575 0.2331 0.121 Uiso 1 1 calc R
C67 C -0.0204(3) 0.4317(4) 0.2129(5) 0.113(3) Uani 1 1 d U
H67 H -0.0424 0.4470 0.2133 0.136 Uiso 1 1 calc R
C68 C 0.0335(3) 0.4633(3) 0.2001(4) 0.093(3) Uani 1 1 d U
H68 H 0.0477 0.4995 0.1903 0.112 Uiso 1 1 calc R
C69 C 0.2296(3) 0.4082(3) -0.1631(4) 0.072(2) Uani 1 1 d U
C70 C 0.2019(4) 0.3690(3) -0.1207(4) 0.104(3) Uani 1 1 d U
H70 H 0.2093 0.3758 -0.0782 0.125 Uiso 1 1 calc R
C71 C 0.1629(4) 0.3192(4) -0.1406(5) 0.119(3) Uani 1 1 d U
H71 H 0.1437 0.2921 -0.1114 0.142 Uiso 1 1 calc R
C72 C 0.1521(4) 0.3089(4) -0.2035(5) 0.123(4) Uani 1 1 d U
H72 H 0.1257 0.2752 -0.2176 0.148 Uiso 1 1 calc R
C73 C 0.1810(4) 0.3494(4) -0.2439(4) 0.106(3) Uani 1 1 d U
H73 H 0.1735 0.3432 -0.2864 0.127 Uiso 1 1 calc R
C74 C 0.2202(3) 0.3984(3) -0.2253(4) 0.091(3) Uani 1 1 d U
H74 H 0.2404 0.4249 -0.2546 0.109 Uiso 1 1 calc R
C75 C 0.3447(3) 0.4418(3) -0.1616(4) 0.075(2) Uani 1 1 d U
C76 C 0.3397(4) 0.3925(3) -0.1493(4) 0.104(3) Uani 1 1 d U
H76 H 0.3229 0.3740 -0.1128 0.125 Uiso 1 1 calc R
C77 C 0.3594(5) 0.3711(5) -0.1910(5) 0.130(4) Uani 1 1 d U
H77 H 0.3562 0.3377 -0.1828 0.156 Uiso 1 1 calc R
C78 C 0.3834(5) 0.3971(4) -0.2434(6) 0.130(4) Uani 1 1 d U
H78 H 0.3969 0.3820 -0.2715 0.155 Uiso 1 1 calc R
C79 C 0.3881(3) 0.4457(4) -0.2557(5) 0.103(3) Uani 1 1 d U
H79 H 0.4049 0.4638 -0.2924 0.124 Uiso 1 1 calc R
C80 C 0.3687(3) 0.4678(3) -0.2151(4) 0.090(3) Uani 1 1 d U
H80 H 0.3718 0.5010 -0.2240 0.108 Uiso 1 1 calc R
O1 O 0.3333 0.6667 0.539(4) 0.51(5) Uiso 0.50 3 d SP
O2 O 0.3333 0.6667 0.054(3) 0.33(2) Uiso 0.50 3 d SP
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0029 0.0015 '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 0.0057 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0101 0.0057 '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
C3 N1 C4 115.8(6) . .
C6 N2 C5 116.9(6) . .
C13 N3 C14 118.3(6) . .
C16 N4 C15 115.7(7) . .
C43 N5 C44 116.1(7) . .
C46 N6 C45 115.8(6) . .
C53 N7 C54 117.4(6) . .
C56 N8 C55 116.2(6) . .
C2 C1 C2 121.2(7) . 2_665
C2 C1 H1 119.4 . .
C2 C1 H1 119.4 2_665 .
C1 C2 C1 118.8(7) . 3_565
C1 C2 C3 120.7(7) . .
C1 C2 C3 120.5(7) 3_565 .
N1 C3 C2 124.0(7) . .
N1 C3 H3 118.0 . .
C2 C3 H3 118.0 . .
N1 C4 C17 110.4(6) . .
N1 C4 C5 107.6(5) . .
C17 C4 C5 111.3(6) . .
N1 C4 H4 109.2 . .
C17 C4 H4 109.2 . .
C5 C4 H4 109.2 . .
N2 C5 C23 109.2(6) . .
N2 C5 C4 108.3(5) . .
C23 C5 C4 108.4(5) . .
N2 C5 H5 110.3 . .
C23 C5 H5 110.3 . .
C4 C5 H5 110.3 . .
N2 C6 C7 121.3(7) . .
N2 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C12 C7 C8 118.3(7) . .
C12 C7 C6 121.6(7) . .
C8 C7 C6 119.5(7) . .
C7 C8 C9 122.1(7) . .
C7 C8 H8 118.9 . .
C9 C8 H8 118.9 . .
C8 C9 C10 117.5(7) . .
C8 C9 C16 119.2(7) . 3_565
C10 C9 C16 123.2(7) . 3_565
C11 C10 C9 122.3(7) . .
C11 C10 H10 118.8 . .
C9 C10 H10 118.8 . .
C10 C11 C12 117.8(7) . .
C10 C11 C13 121.0(7) . .
C12 C11 C13 121.0(7) . .
C7 C12 C11 121.9(7) . .
C7 C12 H12 119.0 . .
C11 C12 H12 119.0 . .
N3 C13 C11 124.6(7) . .
N3 C13 H13 117.7 . .
C11 C13 H13 117.7 . .
N3 C14 C29 109.7(6) . .
N3 C14 C15 109.2(6) . .
C29 C14 C15 110.5(7) . .
N3 C14 H14 109.2 . .
C29 C14 H14 109.2 . .
C15 C14 H14 109.2 . .
N4 C15 C35 110.3(7) . .
N4 C15 C14 107.7(6) . .
C35 C15 C14 112.4(6) . .
N4 C15 H15 108.8 . .
C35 C15 H15 108.8 . .
C14 C15 H15 108.8 . .
N4 C16 C9 124.7(7) . 2_665
N4 C16 H16 117.7 . .
C9 C16 H16 117.7 2_665 .
C18 C17 C22 119.7(8) . .
C18 C17 C4 120.6(7) . .
C22 C17 C4 119.4(7) . .
C17 C18 C19 119.0(8) . .
C17 C18 H18 120.5 . .
C19 C18 H18 120.5 . .
C20 C19 C18 122.1(9) . .
C20 C19 H19 118.9 . .
C18 C19 H19 118.9 . .
C19 C20 C21 118.0(9) . .
C19 C20 H20 121.0 . .
C21 C20 H20 121.0 . .
C22 C21 C20 120.6(9) . .
C22 C21 H21 119.7 . .
C20 C21 H21 119.7 . .
C21 C22 C17 120.3(8) . .
C21 C22 H22 119.9 . .
C17 C22 H22 119.9 . .
C28 C23 C24 118.6(7) . .
C28 C23 C5 120.4(7) . .
C24 C23 C5 120.8(7) . .
C25 C24 C23 120.0(8) . .
C25 C24 H24 120.0 . .
C23 C24 H24 120.0 . .
C26 C25 C24 121.4(9) . .
C26 C25 H25 119.3 . .
C24 C25 H25 119.3 . .
C25 C26 C27 120.7(9) . .
C25 C26 H26 119.6 . .
C27 C26 H26 119.6 . .
C28 C27 C26 117.5(9) . .
C28 C27 H27 121.2 . .
C26 C27 H27 121.2 . .
C27 C28 C23 121.7(8) . .
C27 C28 H28 119.1 . .
C23 C28 H28 119.1 . .
C30 C29 C34 119.2(9) . .
C30 C29 C14 121.2(8) . .
C34 C29 C14 119.6(8) . .
C29 C30 C31 120.1(10) . .
C29 C30 H30 119.9 . .
C31 C30 H30 119.9 . .
C32 C31 C30 120.2(13) . .
C32 C31 H31 119.9 . .
C30 C31 H31 119.9 . .
C33 C32 C31 119.7(13) . .
C33 C32 H32 120.1 . .
C31 C32 H32 120.1 . .
C32 C33 C34 121.4(12) . .
C32 C33 H33 119.3 . .
C34 C33 H33 119.3 . .
C29 C34 C33 119.0(10) . .
C29 C34 H34 120.5 . .
C33 C34 H34 120.5 . .
C40 C35 C36 117.4(9) . .
C40 C35 C15 121.4(8) . .
C36 C35 C15 121.0(9) . .
C37 C36 C35 122.8(11) . .
C37 C36 H36 118.6 . .
C35 C36 H36 118.6 . .
C38 C37 C36 119.9(12) . .
C38 C37 H37 120.0 . .
C36 C37 H37 120.0 . .
C37 C38 C39 120.0(11) . .
C37 C38 H38 120.0 . .
C39 C38 H38 120.0 . .
C40 C39 C38 118.9(11) . .
C40 C39 H39 120.5 . .
C38 C39 H39 120.5 . .
C35 C40 C39 120.8(10) . .
C35 C40 H40 119.6 . .
C39 C40 H40 119.6 . .
C42 C41 C42 119.9(8) 2_665 .
C42 C41 H41 120.1 2_665 .
C42 C41 H41 120.1 . .
C41 C42 C41 120.1(8) 3_565 .
C41 C42 C43 119.1(8) 3_565 .
C41 C42 C43 120.7(8) . .
N5 C43 C42 124.5(7) . .
N5 C43 H43 117.7 . .
C42 C43 H43 117.7 . .
N5 C44 C45 110.0(5) . .
N5 C44 C57 108.0(6) . .
C45 C44 C57 107.4(6) . .
N5 C44 H44 110.4 . .
C45 C44 H44 110.4 . .
C57 C44 H44 110.4 . .
N6 C45 C63 111.2(6) . .
N6 C45 C44 108.3(5) . .
C63 C45 C44 108.9(5) . .
N6 C45 H45 109.5 . .
C63 C45 H45 109.5 . .
C44 C45 H45 109.5 . .
N6 C46 C47 125.0(7) . .
N6 C46 H46 117.5 . .
C47 C46 H46 117.5 . .
C52 C47 C48 119.9(7) . .
C52 C47 C46 118.4(7) . .
C48 C47 C46 121.6(7) . .
C49 C48 C47 120.3(7) . .
C49 C48 H48 119.9 . .
C47 C48 H48 119.9 . .
C48 C49 C50 119.8(7) . .
C48 C49 C56 119.8(7) . 3_565
C50 C49 C56 120.4(7) . 3_565
C49 C50 C51 121.2(7) . .
C49 C50 H50 119.4 . .
C51 C50 H50 119.4 . .
C50 C51 C52 117.6(6) . .
C50 C51 C53 121.2(7) . .
C52 C51 C53 121.0(7) . .
C47 C52 C51 121.1(7) . .
C47 C52 H52 119.5 . .
C51 C52 H52 119.5 . .
N7 C53 C51 122.0(7) . .
N7 C53 H53 119.0 . .
C51 C53 H53 119.0 . .
N7 C54 C69 109.2(6) . .
N7 C54 C55 107.1(6) . .
C69 C54 C55 112.9(5) . .
N7 C54 H54 109.2 . .
C69 C54 H54 109.2 . .
C55 C54 H54 109.2 . .
N8 C55 C75 109.0(6) . .
N8 C55 C54 106.3(5) . .
C75 C55 C54 112.2(6) . .
N8 C55 H55 109.8 . .
C75 C55 H55 109.8 . .
C54 C55 H55 109.8 . .
N8 C56 C49 122.4(7) . 2_665
N8 C56 H56 118.8 . .
C49 C56 H56 118.8 2_665 .
C62 C57 C58 122.6(10) . .
C62 C57 C44 118.6(10) . .
C58 C57 C44 118.7(8) . .
C57 C58 C59 121.8(11) . .
C57 C58 H58 119.1 . .
C59 C58 H58 119.1 . .
C60 C59 C58 111.1(13) . .
C60 C59 H59 124.4 . .
C58 C59 H59 124.4 . .
C61 C60 C59 132.5(16) . .
C61 C60 H60 113.7 . .
C59 C60 H60 113.7 . .
C60 C61 C62 114.4(14) . .
C60 C61 H61 122.8 . .
C62 C61 H61 122.8 . .
C57 C62 C61 117.6(12) . .
C57 C62 H62 121.2 . .
C61 C62 H62 121.2 . .
C68 C63 C64 118.1(7) . .
C68 C63 C45 121.1(7) . .
C64 C63 C45 120.5(7) . .
C65 C64 C63 121.4(8) . .
C65 C64 H64 119.3 . .
C63 C64 H64 119.3 . .
C66 C65 C64 121.1(9) . .
C66 C65 H65 119.5 . .
C64 C65 H65 119.5 . .
C65 C66 C67 119.0(9) . .
C65 C66 H66 120.5 . .
C67 C66 H66 120.5 . .
C66 C67 C68 120.6(9) . .
C66 C67 H67 119.7 . .
C68 C67 H67 119.7 . .
C63 C68 C67 119.7(8) . .
C63 C68 H68 120.1 . .
C67 C68 H68 120.1 . .
C70 C69 C74 120.6(8) . .
C70 C69 C54 120.1(7) . .
C74 C69 C54 119.3(7) . .
C69 C70 C71 119.7(9) . .
C69 C70 H70 120.2 . .
C71 C70 H70 120.2 . .
C70 C71 C72 120.4(9) . .
C70 C71 H71 119.8 . .
C72 C71 H71 119.8 . .
C73 C72 C71 117.6(9) . .
C73 C72 H72 121.2 . .
C71 C72 H72 121.2 . .
C74 C73 C72 122.9(9) . .
C74 C73 H73 118.5 . .
C72 C73 H73 118.5 . .
C73 C74 C69 118.7(8) . .
C73 C74 H74 120.6 . .
C69 C74 H74 120.6 . .
C80 C75 C76 119.5(8) . .
C80 C75 C55 121.5(7) . .
C76 C75 C55 118.9(8) . .
C77 C76 C75 119.3(10) . .
C77 C76 H76 120.4 . .
C75 C76 H76 120.4 . .
C78 C77 C76 120.9(10) . .
C78 C77 H77 119.5 . .
C76 C77 H77 119.5 . .
C77 C78 C79 119.9(10) . .
C77 C78 H78 120.1 . .
C79 C78 H78 120.1 . .
C80 C79 C78 120.4(10) . .
C80 C79 H79 119.8 . .
C78 C79 H79 119.8 . .
C79 C80 C75 120.0(9) . .
C79 C80 H80 120.0 . .
C75 C80 H80 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.245(7) .
N1 C4 1.475(8) .
N2 C6 1.282(8) .
N2 C5 1.463(8) .
N3 C13 1.268(8) .
N3 C14 1.474(9) .
N4 C16 1.263(8) .
N4 C15 1.474(9) .
N5 C43 1.279(8) .
N5 C44 1.468(8) .
N6 C46 1.256(8) .
N6 C45 1.473(8) .
N7 C53 1.257(8) .
N7 C54 1.474(8) .
N8 C56 1.283(8) .
N8 C55 1.471(9) .
C1 C2 1.392(8) .
C1 C2 1.398(8) 2_665
C1 H1 0.9500 .
C2 C1 1.398(8) 3_565
C2 C3 1.484(9) .
C3 H3 0.9500 .
C4 C17 1.510(10) .
C4 C5 1.539(9) .
C4 H4 1.0000 .
C5 C23 1.513(9) .
C5 H5 1.0000 .
C6 C7 1.483(9) .
C6 H6 0.9500 .
C7 C12 1.374(9) .
C7 C8 1.385(9) .
C8 C9 1.388(9) .
C8 H8 0.9500 .
C9 C10 1.411(9) .
C9 C16 1.462(10) 3_565
C10 C11 1.360(9) .
C10 H10 0.9500 .
C11 C12 1.415(9) .
C11 C13 1.456(9) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C29 1.498(10) .
C14 C15 1.520(10) .
C14 H14 1.0000 .
C15 C35 1.507(10) .
C15 H15 1.0000 .
C16 C9 1.462(10) 2_665
C16 H16 0.9500 .
C17 C18 1.376(10) .
C17 C22 1.390(10) .
C18 C19 1.400(10) .
C18 H18 0.9500 .
C19 C20 1.362(12) .
C19 H19 0.9500 .
C20 C21 1.404(12) .
C20 H20 0.9500 .
C21 C22 1.375(10) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 C28 1.386(10) .
C23 C24 1.387(9) .
C24 C25 1.368(10) .
C24 H24 0.9500 .
C25 C26 1.345(11) .
C25 H25 0.9500 .
C26 C27 1.409(12) .
C26 H26 0.9500 .
C27 C28 1.382(10) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C29 C30 1.372(11) .
C29 C34 1.381(11) .
C30 C31 1.396(13) .
C30 H30 0.9500 .
C31 C32 1.368(17) .
C31 H31 0.9500 .
C32 C33 1.333(16) .
C32 H32 0.9500 .
C33 C34 1.403(12) .
C33 H33 0.9500 .
C34 H34 0.9500 .
C35 C40 1.369(11) .
C35 C36 1.377(11) .
C36 C37 1.372(13) .
C36 H36 0.9500 .
C37 C38 1.325(15) .
C37 H37 0.9500 .
C38 C39 1.414(14) .
C38 H38 0.9500 .
C39 C40 1.393(12) .
C39 H39 0.9500 .
C40 H40 0.9500 .
C41 C42 1.371(8) 2_665
C41 C42 1.391(8) .
C41 H41 0.9500 .
C42 C41 1.371(8) 3_565
C42 C43 1.465(9) .
C43 H43 0.9500 .
C44 C45 1.559(9) .
C44 C57 1.579(11) .
C44 H44 1.0000 .
C45 C63 1.504(9) .
C45 H45 1.0000 .
C46 C47 1.470(9) .
C46 H46 0.9500 .
C47 C52 1.376(9) .
C47 C48 1.400(9) .
C48 C49 1.392(9) .
C48 H48 0.9500 .
C49 C50 1.393(9) .
C49 C56 1.469(9) 3_565
C50 C51 1.402(9) .
C50 H50 0.9500 .
C51 C52 1.430(9) .
C51 C53 1.460(9) .
C52 H52 0.9500 .
C53 H53 0.9500 .
C54 C69 1.530(10) .
C54 C55 1.543(9) .
C54 H54 1.0000 .
C55 C75 1.530(10) .
C55 H55 1.0000 .
C56 C49 1.469(9) 2_665
C56 H56 0.9500 .
C57 C62 1.388(12) .
C57 C58 1.398(12) .
C58 C59 1.421(12) .
C58 H58 0.9500 .
C59 C60 1.382(16) .
C59 H59 0.9500 .
C60 C61 1.340(16) .
C60 H60 0.9500 .
C61 C62 1.461(14) .
C61 H61 0.9500 .
C62 H62 0.9500 .
C63 C68 1.363(10) .
C63 C64 1.382(9) .
C64 C65 1.361(10) .
C64 H64 0.9500 .
C65 C66 1.344(11) .
C65 H65 0.9500 .
C66 C67 1.371(11) .
C66 H66 0.9500 .
C67 C68 1.402(11) .
C67 H67 0.9500 .
C68 H68 0.9500 .
C69 C70 1.378(10) .
C69 C74 1.385(10) .
C70 C71 1.398(11) .
C70 H70 0.9500 .
C71 C72 1.406(12) .
C71 H71 0.9500 .
C72 C73 1.376(11) .
C72 H72 0.9500 .
C73 C74 1.376(10) .
C73 H73 0.9500 .
C74 H74 0.9500 .
C75 C80 1.379(10) .
C75 C76 1.402(10) .
C76 C77 1.385(12) .
C76 H76 0.9500 .
C77 C78 1.358(14) .
C77 H77 0.9500 .
C78 C79 1.386(12) .
C78 H78 0.9500 .
C79 C80 1.378(10) .
C79 H79 0.9500 .
C80 H80 0.9500 .
