#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:55:48 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178967 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/96/4119655.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_4119655
loop_
_publ_author_name
'Han-Yuan Gong'
'Brett M. Rambo'
'Vincent M. Lynch'
'Karin M. Keller'
'Jonathan L. Sessler'
_publ_contact_author_address
;
Department of Chemistry & Biochemistry, 
1 University Station A5300,
University of Texas at Austin, Austin, Texas, 78712-0165, USA;
College of Chemistry, Beijing Normal University, Beijing, 100875 (P. R. China); 
Department of Chemistry, Yonsei University, Seoul, 120-749, Korea;
;
_publ_contact_author_email
;
hyg2070@iccas.ac.cn; sessler@mail.utexas.edu
;
_publ_contact_author_name
;
Han-Yuan Gong and Jonathan L. Sessler
;
_publ_section_title
;
 "Texas-Sized" Molecular Boxes: Building Blocks for the Construction of
 Anion-Induced Supramolecular Species via Self-Assembly
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6330
_journal_page_last               6337
_journal_paper_doi               10.1021/ja401893w
_journal_volume                  135
_journal_year                    2013
_chemical_formula_sum            'C62 H80 N10 O25'
_chemical_formula_weight         1365.36
_chemical_name_common
;
cyclo[2](2,6-di(1H-imidazol-1-yl)pyridine)[2](1,2-dimethylenebenzene)
_ 2 2,6naphthalene dicarboxylate_ 17 H2O
;
_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                93.1327(70)
_cell_angle_beta                 96.556(14)
_cell_angle_gamma                117.818(16)
_cell_formula_units_Z            2
_cell_length_a                   14.084(3)
_cell_length_b                   14.242(3)
_cell_length_c                   19.099(4)
_cell_measurement_reflns_used    11739
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.08
_cell_volume                     3340.6(13)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device
;
Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       dtprofit.ref
_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  0.0970
_diffrn_reflns_av_sigmaI/netI    0.1800
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23462
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.08
_diffrn_standards_number         19808
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8328
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.254
_exptl_crystal_size_min          0.174
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     876
_refine_ls_number_reflns         11739
_refine_ls_number_restraints     582
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.2211
_refine_ls_R_factor_gt           0.0927
_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)+(0.0500P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.2711
_reflns_number_gt                4631
_reflns_number_total             11739
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja401893w_si_009.cif
_cod_data_source_block           macrocycle2d
_cod_original_cell_volume        3340.7(11)
_cod_database_code               4119655
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
N1 N 0.3794(4) 0.7198(4) 0.0316(3) 0.0406(14) Uani 1 1 d U
N2 N 0.5361(4) 0.7616(4) -0.0001(3) 0.0376(14) Uani 1 1 d U
N3 N 0.7016(4) 0.8080(4) 0.0703(3) 0.0362(13) Uani 1 1 d U
N4 N 0.8580(4) 0.8447(4) 0.1479(3) 0.0409(14) Uani 1 1 d U
N5 N 0.8800(4) 0.8433(5) 0.2622(3) 0.0435(15) Uani 1 1 d U
N6 N 0.7298(4) 0.8187(5) 0.5247(3) 0.0416(15) Uani 1 1 d U
N7 N 0.5688(4) 0.7824(4) 0.5453(3) 0.0412(14) Uani 1 1 d U
N8 N 0.4122(4) 0.7107(4) 0.4629(3) 0.0389(14) Uani 1 1 d U
N9 N 0.2669(4) 0.6397(4) 0.3708(3) 0.0414(14) Uani 1 1 d U
N10 N 0.2699(4) 0.5931(4) 0.2609(3) 0.0398(14) Uani 1 1 d U
C1 C 0.4834(5) 0.7502(5) 0.0557(4) 0.0409(17) Uani 1 1 d U
H1A H 0.5142 0.7615 0.1032 0.049 Uiso 1 1 calc R
C2 C 0.3641(6) 0.7120(6) -0.0419(4) 0.0474(19) Uani 1 1 d U
H2A H 0.2992 0.6929 -0.0717 0.057 Uiso 1 1 calc R
C3 C 0.4622(6) 0.7378(6) -0.0623(4) 0.0447(18) Uani 1 1 d U
H3A H 0.4770 0.7393 -0.1085 0.054 Uiso 1 1 calc R
C4 C 0.6502(5) 0.7927(5) 0.0040(4) 0.0374(17) Uani 1 1 d U
C5 C 0.6979(6) 0.8032(6) -0.0570(4) 0.0469(19) Uani 1 1 d U
H5A H 0.6583 0.7916 -0.1020 0.056 Uiso 1 1 calc R
C6 C 0.8071(6) 0.8318(6) -0.0473(4) 0.050(2) Uani 1 1 d U
H6A H 0.8422 0.8394 -0.0866 0.060 Uiso 1 1 calc R
C7 C 0.8654(6) 0.8495(6) 0.0202(4) 0.0471(19) Uani 1 1 d U
H7A H 0.9393 0.8701 0.0275 0.057 Uiso 1 1 calc R
C8 C 0.8066(5) 0.8343(5) 0.0762(4) 0.0389(17) Uani 1 1 d U
C9 C 0.8073(6) 0.8298(6) 0.2045(4) 0.0452(19) Uani 1 1 d U
H9A H 0.7350 0.8131 0.2043 0.054 Uiso 1 1 calc R
C10 C 0.9646(6) 0.8665(6) 0.1684(4) 0.055(2) Uani 1 1 d U
H10A H 1.0167 0.8790 0.1391 0.066 Uiso 1 1 calc R
C11 C 0.9776(6) 0.8659(7) 0.2398(4) 0.057(2) Uani 1 1 d U
H11A H 1.0411 0.8784 0.2687 0.068 Uiso 1 1 calc R
C12 C 0.8582(6) 0.8303(6) 0.3360(4) 0.0489(19) Uani 1 1 d U
H12A H 0.9032 0.8032 0.3599 0.059 Uiso 1 1 calc R
H12B H 0.7828 0.7777 0.3350 0.059 Uiso 1 1 calc R
C13 C 0.8804(5) 0.9339(6) 0.3782(4) 0.0435(18) Uani 1 1 d U
C14 C 0.9182(6) 1.0304(6) 0.3490(4) 0.057(2) Uani 1 1 d U
H14A H 0.9335 1.0321 0.3029 0.068 Uiso 1 1 calc R
C15 C 0.9337(6) 1.1238(7) 0.3866(4) 0.061(2) Uani 1 1 d U
H15A H 0.9579 1.1863 0.3652 0.073 Uiso 1 1 calc R
C16 C 0.9133(6) 1.1248(6) 0.4567(4) 0.053(2) Uani 1 1 d U
H16A H 0.9223 1.1866 0.4823 0.064 Uiso 1 1 calc R
C17 C 0.8788(5) 1.0292(6) 0.4865(4) 0.0464(19) Uani 1 1 d U
H17A H 0.8685 1.0293 0.5338 0.056 Uiso 1 1 calc R
C18 C 0.8591(5) 0.9340(6) 0.4492(4) 0.0429(18) Uani 1 1 d U
C19 C 0.8190(6) 0.8328(6) 0.4850(4) 0.050(2) Uani 1 1 d U
H19A H 0.7935 0.7716 0.4493 0.060 Uiso 1 1 calc R
H19B H 0.8789 0.8358 0.5174 0.060 Uiso 1 1 calc R
C20 C 0.6274(5) 0.7803(5) 0.4945(4) 0.0416(18) Uani 1 1 d U
H20A H 0.6004 0.7560 0.4466 0.050 Uiso 1 1 calc R
C21 C 0.7394(6) 0.8476(6) 0.5974(4) 0.0470(19) Uani 1 1 d U
H21A H 0.8028 0.8766 0.6304 0.056 Uiso 1 1 calc R
C22 C 0.6382(6) 0.8251(6) 0.6107(4) 0.0467(19) Uani 1 1 d U
H22A H 0.6192 0.8360 0.6543 0.056 Uiso 1 1 calc R
C23 C 0.4540(5) 0.7484(5) 0.5310(4) 0.0393(17) Uani 1 1 d U
C24 C 0.3956(6) 0.7523(6) 0.5831(4) 0.0467(19) Uani 1 1 d U
H24A H 0.4291 0.7777 0.6300 0.056 Uiso 1 1 calc R
C25 C 0.2858(6) 0.7173(6) 0.5637(4) 0.054(2) Uani 1 1 d U
H25A H 0.2435 0.7185 0.5974 0.065 Uiso 1 1 calc R
C26 C 0.2392(6) 0.6798(6) 0.4919(4) 0.0471(19) Uani 1 1 d U
H26A H 0.1658 0.6569 0.4765 0.057 Uiso 1 1 calc R
C27 C 0.3066(6) 0.6783(5) 0.4451(4) 0.0397(17) Uani 1 1 d U
C28 C 0.3294(5) 0.6315(5) 0.3252(4) 0.0390(17) Uani 1 1 d U
H28A H 0.4024 0.6498 0.3366 0.047 Uiso 1 1 calc R
C29 C 0.1622(6) 0.6038(5) 0.3329(4) 0.0444(18) Uani 1 1 d U
H29A H 0.1021 0.5998 0.3511 0.053 Uiso 1 1 calc R
C30 C 0.1658(6) 0.5762(6) 0.2652(4) 0.0476(19) Uani 1 1 d U
H30A H 0.1082 0.5503 0.2278 0.057 Uiso 1 1 calc R
C31 C 0.3156(6) 0.5759(6) 0.1983(4) 0.050(2) Uani 1 1 d U
H31A H 0.3494 0.5315 0.2092 0.060 Uiso 1 1 calc R
H31B H 0.3717 0.6443 0.1887 0.060 Uiso 1 1 calc R
C32 C 0.2307(5) 0.5230(6) 0.1324(4) 0.0382(17) Uani 1 1 d U
C33 C 0.1604(6) 0.4130(6) 0.1291(4) 0.054(2) Uani 1 1 d U
H33A H 0.1666 0.3771 0.1672 0.065 Uiso 1 1 calc R
C34 C 0.0814(6) 0.3564(6) 0.0698(4) 0.052(2) Uani 1 1 d U
H34A H 0.0364 0.2832 0.0679 0.063 Uiso 1 1 calc R
C35 C 0.0705(6) 0.4108(6) 0.0135(4) 0.052(2) Uani 1 1 d U
H35A H 0.0177 0.3741 -0.0261 0.062 Uiso 1 1 calc R
C36 C 0.1397(6) 0.5210(6) 0.0169(4) 0.0484(19) Uani 1 1 d U
H36A H 0.1324 0.5572 -0.0206 0.058 Uiso 1 1 calc R
C37 C 0.2205(5) 0.5777(5) 0.0767(4) 0.0374(17) Uani 1 1 d U
C38 C 0.2920(5) 0.6977(6) 0.0753(4) 0.0455(19) Uani 1 1 d U
H38A H 0.2471 0.7281 0.0562 0.055 Uiso 1 1 calc R
H38B H 0.3246 0.7320 0.1235 0.055 Uiso 1 1 calc R
C39 C 0.6442(7) 0.5651(6) 0.2041(4) 0.052(2) Uani 1 1 d U
C40 C 0.6823(6) 0.5653(6) 0.0771(4) 0.052(2) Uani 1 1 d U
H40A H 0.7553 0.5899 0.0948 0.062 Uiso 1 1 calc R
C41 C 0.6062(6) 0.5447(6) 0.1252(4) 0.0460(19) Uani 1 1 d U
C42 C 0.4994(6) 0.5077(6) 0.0981(4) 0.053(2) Uani 1 1 d U
H42A H 0.4498 0.4945 0.1294 0.063 Uiso 1 1 calc R
C43 C 0.4608(6) 0.4883(6) 0.0233(4) 0.0432(18) Uani 1 1 d U
C44 C 0.3504(6) 0.4506(6) -0.0058(4) 0.050(2) Uani 1 1 d U
H44A H 0.2994 0.4365 0.0245 0.060 Uiso 1 1 calc R
C45 C 0.2308(6) 0.3759(6) 0.3501(4) 0.0431(18) Uani 1 1 d U
C46 C 0.2971(5) 0.4380(5) 0.4822(4) 0.0411(17) Uani 1 1 d U
H46A H 0.2261 0.4206 0.4875 0.049 Uiso 1 1 calc R
C47 C 0.3211(5) 0.4227(5) 0.4133(4) 0.0418(18) Uani 1 1 d U
C48 C 0.4273(6) 0.4500(5) 0.4053(4) 0.0436(18) Uani 1 1 d U
H48A H 0.4432 0.4398 0.3605 0.052 Uiso 1 1 calc R
C49 C 0.5129(5) 0.4937(5) 0.4653(3) 0.0369(16) Uani 1 1 d U
C50 C 0.6229(5) 0.5220(5) 0.4589(4) 0.0433(18) Uani 1 1 d U
H50A H 0.6407 0.5133 0.4145 0.052 Uiso 1 1 calc R
C51 C 0.6461(6) 1.1226(6) 0.7027(4) 0.0462(19) Uani 1 1 d U
C52 C 0.3989(6) 0.9992(6) 0.5556(4) 0.049(2) Uani 1 1 d U
H52A H 0.3252 0.9789 0.5507 0.059 Uiso 1 1 calc R
C53 C 0.4636(6) 1.0423(6) 0.6208(4) 0.0447(18) Uani 1 1 d U
H53A H 0.4328 1.0515 0.6594 0.054 Uiso 1 1 calc R
C54 C 0.5765(5) 1.0731(5) 0.6305(3) 0.0383(17) Uani 1 1 d U
C55 C 0.6200(6) 1.0577(5) 0.5731(4) 0.0423(18) Uani 1 1 d U
H55A H 0.6933 1.0759 0.5793 0.051 Uiso 1 1 calc R
C56 C 0.5561(5) 1.0144(5) 0.5038(4) 0.0386(17) Uani 1 1 d U
C57 C 0.1890(6) 0.9183(6) 0.0237(5) 0.0470(19) Uani 1 1 d U
C58 C 0.3780(7) 0.9645(7) 0.0846(6) 0.079(3) Uani 1 1 d U
H58A H 0.3466 0.9547 0.1257 0.095 Uiso 1 1 calc R
C59 C 0.3070(6) 0.9490(6) 0.0207(5) 0.057(2) Uani 1 1 d U
C60 C 0.3453(7) 0.9606(7) -0.0418(6) 0.081(3) Uani 1 1 d U
H60A H 0.3024 0.9499 -0.0854 0.097 Uiso 1 1 calc R
C61 C 0.4766(8) 0.9960(6) -0.0329(4) 0.059(2) Uani 1 1 d U
C62 C 0.5064(10) 1.0063(9) -0.0948(6) 0.109(4) Uani 1 1 d U
H62A H 0.4627 0.9970 -0.1378 0.130 Uiso 1 1 calc R
O1W O 0.1252(4) 0.7366(4) 0.1617(3) 0.0540(14) Uani 1 1 d U
O1 O 0.5721(4) 0.5439(4) 0.2451(3) 0.0677(16) Uani 1 1 d U
O2W O 0.5846(4) 0.7099(4) 0.3309(3) 0.0567(14) Uani 1 1 d U
O2 O 0.7448(4) 0.6007(5) 0.2278(3) 0.0675(16) Uani 1 1 d U
O3 O 0.1395(4) 0.3652(4) 0.3576(3) 0.0634(16) Uani 1 1 d U
O3W O 0.9171(4) 0.0921(4) 0.1730(3) 0.0645(15) Uani 1 1 d U
O4 O 0.2527(4) 0.3479(4) 0.2918(3) 0.0552(14) Uani 1 1 d U
O4W O 0.5700(4) 0.8365(4) 0.2230(3) 0.0652(16) Uani 1 1 d U
O5 O 0.6090(4) 1.1523(5) 0.7508(3) 0.0646(16) Uani 1 1 d U
O5W O 0.2478(4) 0.0254(4) 0.2139(3) 0.0618(15) Uani 1 1 d U
O6 O 0.7434(4) 1.1330(4) 0.7104(3) 0.0536(14) Uani 1 1 d U
O6W O 0.9746(4) 0.3001(5) 0.2421(3) 0.0691(16) Uani 1 1 d U
O7 O 0.1261(4) 0.9073(4) -0.0323(3) 0.0607(15) Uani 1 1 d U
O7W O 0.0140(5) 0.4038(5) 0.4416(3) 0.0734(17) Uani 1 1 d U
O8 O 0.1598(4) 0.9070(4) 0.0842(3) 0.0592(15) Uani 1 1 d U
O8W O 0.4108(5) 0.3379(5) 0.2271(3) 0.0756(18) Uani 1 1 d U
O9W O 0.0911(5) 0.8048(5) 0.3728(3) 0.0757(18) Uani 1 1 d U
O10W O 0.4726(4) 0.1863(5) 0.2332(3) 0.0740(17) Uani 1 1 d U
O11W O 0.1268(4) 0.1383(5) 0.2284(3) 0.0730(17) Uani 1 1 d U
O12W O 0.7635(5) 0.4820(6) 0.3330(3) 0.095(2) Uani 1 1 d U
O13W O 0.9633(5) 0.5847(6) 0.4134(3) 0.097(2) Uani 1 1 d U
O14W O 0.8423(5) 0.3673(6) 0.1657(4) 0.107(2) Uani 1 1 d U
O15W O 0.9286(5) 0.5840(5) 0.1958(4) 0.104(2) Uani 1 1 d U
O16W O 0.6947(6) 0.2446(7) 0.2547(4) 0.125(3) Uani 1 1 d U
O17W O 0.7252(5) 1.0479(6) 0.2350(4) 0.109(2) Uani 1 1 d U
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
C1 N1 C2 109.2(6) . .
C1 N1 C38 126.5(6) . .
C2 N1 C38 124.3(6) . .
C1 N2 C3 108.6(6) . .
C1 N2 C4 125.4(6) . .
C3 N2 C4 126.0(6) . .
C8 N3 C4 115.5(6) . .
C9 N4 C10 109.9(6) . .
C9 N4 C8 124.3(6) . .
C10 N4 C8 125.8(6) . .
C9 N5 C11 108.1(6) . .
C9 N5 C12 126.4(6) . .
C11 N5 C12 125.4(6) . .
C20 N6 C21 109.4(6) . .
C20 N6 C19 123.7(6) . .
C21 N6 C19 126.8(6) . .
C20 N7 C22 109.0(6) . .
C20 N7 C23 123.4(6) . .
C22 N7 C23 127.5(6) . .
C27 N8 C23 116.1(6) . .
C28 N9 C29 107.8(6) . .
C28 N9 C27 123.1(6) . .
C29 N9 C27 129.1(6) . .
C28 N10 C30 108.3(6) . .
C28 N10 C31 122.4(6) . .
C30 N10 C31 129.4(6) . .
N1 C1 N2 108.5(6) . .
N1 C1 H1A 125.7 . .
N2 C1 H1A 125.7 . .
C3 C2 N1 107.0(6) . .
C3 C2 H2A 126.5 . .
N1 C2 H2A 126.5 . .
C2 C3 N2 106.7(6) . .
C2 C3 H3A 126.7 . .
N2 C3 H3A 126.7 . .
N3 C4 C5 125.3(6) . .
N3 C4 N2 113.6(6) . .
C5 C4 N2 121.2(6) . .
C6 C5 C4 116.5(7) . .
C6 C5 H5A 121.8 . .
C4 C5 H5A 121.8 . .
C5 C6 C7 121.2(7) . .
C5 C6 H6A 119.4 . .
C7 C6 H6A 119.4 . .
C6 C7 C8 116.0(7) . .
C6 C7 H7A 122.0 . .
C8 C7 H7A 122.0 . .
N3 C8 C7 125.6(7) . .
N3 C8 N4 114.1(6) . .
C7 C8 N4 120.4(6) . .
N4 C9 N5 107.7(6) . .
N4 C9 H9A 126.2 . .
N5 C9 H9A 126.2 . .
C11 C10 N4 106.1(6) . .
C11 C10 H10A 127.0 . .
N4 C10 H10A 127.0 . .
C10 C11 N5 108.2(7) . .
C10 C11 H11A 125.9 . .
N5 C11 H11A 125.9 . .
N5 C12 C13 113.0(6) . .
N5 C12 H12A 109.0 . .
C13 C12 H12A 109.0 . .
N5 C12 H12B 109.0 . .
C13 C12 H12B 109.0 . .
H12A C12 H12B 107.8 . .
C14 C13 C18 117.7(7) . .
C14 C13 C12 122.3(7) . .
C18 C13 C12 119.9(6) . .
C15 C14 C13 122.2(8) . .
C15 C14 H14A 118.9 . .
C13 C14 H14A 118.9 . .
C14 C15 C16 120.5(8) . .
C14 C15 H15A 119.8 . .
C16 C15 H15A 119.8 . .
C17 C16 C15 117.3(8) . .
C17 C16 H16A 121.4 . .
C15 C16 H16A 121.4 . .
C18 C17 C16 123.2(7) . .
C18 C17 H17A 118.4 . .
C16 C17 H17A 118.4 . .
C17 C18 C13 119.0(7) . .
C17 C18 C19 119.9(7) . .
C13 C18 C19 121.0(7) . .
N6 C19 C18 111.8(6) . .
N6 C19 H19A 109.3 . .
C18 C19 H19A 109.3 . .
N6 C19 H19B 109.3 . .
C18 C19 H19B 109.3 . .
H19A C19 H19B 107.9 . .
N6 C20 N7 108.3(6) . .
N6 C20 H20A 125.8 . .
N7 C20 H20A 125.8 . .
C22 C21 N6 107.2(6) . .
C22 C21 H21A 126.4 . .
N6 C21 H21A 126.4 . .
C21 C22 N7 106.0(6) . .
C21 C22 H22A 127.0 . .
N7 C22 H22A 127.0 . .
N8 C23 C24 124.9(7) . .
N8 C23 N7 112.2(6) . .
C24 C23 N7 122.8(6) . .
C23 C24 C25 118.1(7) . .
C23 C24 H24A 120.9 . .
C25 C24 H24A 120.9 . .
C24 C25 C26 118.7(7) . .
C24 C25 H25A 120.7 . .
C26 C25 H25A 120.7 . .
C27 C26 C25 117.4(7) . .
C27 C26 H26A 121.3 . .
C25 C26 H26A 121.3 . .
N8 C27 C26 124.7(7) . .
N8 C27 N9 113.3(6) . .
C26 C27 N9 122.0(6) . .
N10 C28 N9 109.0(6) . .
N10 C28 H28A 125.5 . .
N9 C28 H28A 125.5 . .
C30 C29 N9 106.7(6) . .
C30 C29 H29A 126.7 . .
N9 C29 H29A 126.7 . .
C29 C30 N10 108.2(6) . .
C29 C30 H30A 125.9 . .
N10 C30 H30A 125.9 . .
N10 C31 C32 112.9(5) . .
N10 C31 H31A 109.0 . .
C32 C31 H31A 109.0 . .
N10 C31 H31B 109.0 . .
C32 C31 H31B 109.0 . .
H31A C31 H31B 107.8 . .
C37 C32 C33 119.8(7) . .
C37 C32 C31 123.4(6) . .
C33 C32 C31 116.8(7) . .
C34 C33 C32 121.2(7) . .
C34 C33 H33A 119.4 . .
C32 C33 H33A 119.4 . .
C35 C34 C33 119.4(7) . .
C35 C34 H34A 120.3 . .
C33 C34 H34A 120.3 . .
C34 C35 C36 119.6(7) . .
C34 C35 H35A 120.2 . .
C36 C35 H35A 120.2 . .
C35 C36 C37 120.8(7) . .
C35 C36 H36A 119.6 . .
C37 C36 H36A 119.6 . .
C32 C37 C36 119.2(7) . .
C32 C37 C38 124.0(6) . .
C36 C37 C38 116.9(6) . .
N1 C38 C37 111.9(5) . .
N1 C38 H38A 109.2 . .
C37 C38 H38A 109.2 . .
N1 C38 H38B 109.2 . .
C37 C38 H38B 109.2 . .
H38A C38 H38B 107.9 . .
O2 C39 O1 122.7(7) . .
O2 C39 C41 119.6(7) . .
O1 C39 C41 117.7(7) . .
C44 C40 C41 120.9(7) 2_665 .
C44 C40 H40A 119.6 2_665 .
C41 C40 H40A 119.6 . .
C42 C41 C40 118.7(7) . .
C42 C41 C39 121.1(7) . .
C40 C41 C39 120.2(7) . .
C41 C42 C43 122.4(7) . .
C41 C42 H42A 118.8 . .
C43 C42 H42A 118.8 . .
C44 C43 C43 119.3(9) . 2_665
C44 C43 C42 123.2(6) . .
C43 C43 C42 117.5(8) 2_665 .
C40 C44 C43 121.2(7) 2_665 .
C40 C44 H44A 119.4 2_665 .
C43 C44 H44A 119.4 . .
O3 C45 O4 123.7(7) . .
O3 C45 C47 118.9(7) . .
O4 C45 C47 117.4(6) . .
C50 C46 C47 121.2(6) 2_666 .
C50 C46 H46A 119.4 2_666 .
C47 C46 H46A 119.4 . .
C48 C47 C46 119.3(6) . .
C48 C47 C45 120.9(6) . .
C46 C47 C45 119.8(6) . .
C47 C48 C49 120.9(6) . .
C47 C48 H48A 119.5 . .
C49 C48 H48A 119.5 . .
C50 C49 C48 122.3(6) . .
C50 C49 C49 118.5(7) . 2_666
C48 C49 C49 119.2(7) . 2_666
C46 C50 C49 120.9(6) 2_666 .
C46 C50 H50A 119.6 2_666 .
C49 C50 H50A 119.6 . .
O5 C51 O6 123.6(7) . .
O5 C51 C54 119.8(7) . .
O6 C51 C54 116.7(7) . .
C53 C52 C56 120.2(6) . 2_676
C53 C52 H52A 119.9 . .
C56 C52 H52A 119.9 2_676 .
C52 C53 C54 121.6(7) . .
C52 C53 H53A 119.2 . .
C54 C53 H53A 119.2 . .
C55 C54 C53 118.3(6) . .
C55 C54 C51 121.3(6) . .
C53 C54 C51 120.3(6) . .
C54 C55 C56 122.1(6) . .
C54 C55 H55A 118.9 . .
C56 C55 H55A 118.9 . .
C52 C56 C56 120.0(8) 2_676 2_676
C52 C56 C55 122.2(6) 2_676 .
C56 C56 C55 117.7(8) 2_676 .
O7 C57 O8 123.3(6) . .
O7 C57 C59 120.0(7) . .
O8 C57 C59 116.6(7) . .
C59 C58 C62 129.2(10) . 2_675
C59 C58 H58A 115.4 . .
C62 C58 H58A 115.4 2_675 .
C60 C59 C58 119.5(8) . .
C60 C59 C57 121.0(9) . .
C58 C59 C57 119.5(8) . .
C59 C60 C61 113.1(9) . .
C59 C60 H60A 123.4 . .
C61 C60 H60A 123.4 . .
C62 C61 C61 136.2(13) . 2_675
C62 C61 C60 108.9(9) . .
C61 C61 C60 114.9(11) 2_675 .
C61 C62 C58 107.0(11) . 2_675
C61 C62 H62A 126.5 . .
C58 C62 H62A 126.5 2_675 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.334(8) .
N1 C2 1.386(8) .
N1 C38 1.487(8) .
N2 C1 1.341(8) .
N2 C3 1.398(8) .
N2 C4 1.446(8) .
N3 C8 1.335(8) .
N3 C4 1.337(8) .
N4 C9 1.336(8) .
N4 C10 1.386(8) .
N4 C8 1.439(8) .
N5 C9 1.356(8) .
N5 C11 1.383(9) .
N5 C12 1.479(8) .
N6 C20 1.324(8) .
N6 C21 1.400(8) .
N6 C19 1.480(8) .
N7 C20 1.351(8) .
N7 C22 1.405(8) .
N7 C23 1.441(8) .
N8 C27 1.330(8) .
N8 C23 1.334(8) .
N9 C28 1.345(8) .
N9 C29 1.404(8) .
N9 C27 1.439(8) .
N10 C28 1.331(8) .
N10 C30 1.385(8) .
N10 C31 1.481(8) .
C1 H1A 0.9300 .
C2 C3 1.364(9) .
C2 H2A 0.9300 .
C3 H3A 0.9300 .
C4 C5 1.390(9) .
C5 C6 1.381(9) .
C5 H5A 0.9300 .
C6 C7 1.389(10) .
C6 H6A 0.9300 .
C7 C8 1.392(9) .
C7 H7A 0.9300 .
C9 H9A 0.9300 .
C10 C11 1.357(10) .
C10 H10A 0.9300 .
C11 H11A 0.9300 .
C12 C13 1.518(10) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.398(10) .
C13 C18 1.422(9) .
C14 C15 1.386(10) .
C14 H14A 0.9300 .
C15 C16 1.402(10) .
C15 H15A 0.9300 .
C16 C17 1.395(10) .
C16 H16A 0.9300 .
C17 C18 1.386(9) .
C17 H17A 0.9300 .
C18 C19 1.516(10) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 H20A 0.9300 .
C21 C22 1.366(9) .
C21 H21A 0.9300 .
C22 H22A 0.9300 .
C23 C24 1.375(9) .
C24 C25 1.380(9) .
C24 H24A 0.9300 .
C25 C26 1.409(10) .
C25 H25A 0.9300 .
C26 C27 1.382(9) .
C26 H26A 0.9300 .
C28 H28A 0.9300 .
C29 C30 1.343(9) .
C29 H29A 0.9300 .
C30 H30A 0.9300 .
C31 C32 1.515(9) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 C37 1.385(9) .
C32 C33 1.403(10) .
C33 C34 1.395(10) .
C33 H33A 0.9300 .
C34 C35 1.394(10) .
C34 H34A 0.9300 .
C35 C36 1.402(10) .
C35 H35A 0.9300 .
C36 C37 1.412(9) .
C36 H36A 0.9300 .
C37 C38 1.530(9) .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
C39 O2 1.276(9) .
C39 O1 1.287(9) .
C39 C41 1.505(10) .
C40 C44 1.357(10) 2_665
C40 C41 1.430(10) .
C40 H40A 0.9300 .
C41 C42 1.364(10) .
C42 C43 1.434(10) .
C42 H42A 0.9300 .
C43 C44 1.417(10) .
C43 C43 1.425(13) 2_665
C44 C40 1.357(10) 2_665
C44 H44A 0.9300 .
C45 O3 1.248(8) .
C45 O4 1.280(8) .
C45 C47 1.513(9) .
C46 C50 1.379(9) 2_666
C46 C47 1.426(9) .
C46 H46A 0.9300 .
C47 C48 1.388(9) .
C48 C49 1.435(9) .
C48 H48A 0.9300 .
C49 C50 1.429(9) .
C49 C49 1.439(12) 2_666
C50 C46 1.379(9) 2_666
C50 H50A 0.9300 .
C51 O5 1.253(8) .
C51 O6 1.298(8) .
C51 C54 1.515(9) .
C52 C53 1.376(9) .
C52 C56 1.407(9) 2_676
C52 H52A 0.9300 .
C53 C54 1.424(9) .
C53 H53A 0.9300 .
C54 C55 1.371(9) .
C55 C56 1.437(9) .
C55 H55A 0.9300 .
C56 C52 1.407(9) 2_676
C56 C56 1.422(12) 2_676
C57 O7 1.261(8) .
C57 O8 1.264(8) .
C57 C59 1.516(10) .
C58 C59 1.422(12) .
C58 C62 1.467(13) 2_675
C58 H58A 0.9300 .
C59 C60 1.354(11) .
C60 C61 1.659(12) .
C60 H60A 0.9300 .
C61 C62 1.293(12) .
C61 C61 1.323(15) 2_675
C62 C58 1.467(13) 2_675
C62 H62A 0.9300 .
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_4
C2 N1 C1 N2 -0.5(8) . .
C38 N1 C1 N2 179.7(6) . .
C3 N2 C1 N1 0.3(8) . .
C4 N2 C1 N1 -179.4(6) . .
C1 N1 C2 C3 0.5(8) . .
C38 N1 C2 C3 -179.7(6) . .
N1 C2 C3 N2 -0.3(8) . .
C1 N2 C3 C2 0.0(8) . .
C4 N2 C3 C2 179.7(6) . .
C8 N3 C4 C5 -0.8(10) . .
C8 N3 C4 N2 178.4(6) . .
C1 N2 C4 N3 1.2(9) . .
C3 N2 C4 N3 -178.4(6) . .
C1 N2 C4 C5 -179.5(6) . .
C3 N2 C4 C5 0.9(10) . .
N3 C4 C5 C6 0.1(11) . .
N2 C4 C5 C6 -179.1(6) . .
C4 C5 C6 C7 -0.3(11) . .
C5 C6 C7 C8 1.3(11) . .
C4 N3 C8 C7 1.9(10) . .
C4 N3 C8 N4 -176.8(5) . .
C6 C7 C8 N3 -2.2(11) . .
C6 C7 C8 N4 176.5(6) . .
C9 N4 C8 N3 0.0(10) . .
C10 N4 C8 N3 177.0(6) . .
C9 N4 C8 C7 -178.8(7) . .
C10 N4 C8 C7 -1.9(11) . .
C10 N4 C9 N5 1.0(8) . .
C8 N4 C9 N5 178.4(6) . .
C11 N5 C9 N4 -0.7(8) . .
C12 N5 C9 N4 -177.5(6) . .
C9 N4 C10 C11 -0.8(9) . .
C8 N4 C10 C11 -178.2(6) . .
N4 C10 C11 N5 0.4(9) . .
C9 N5 C11 C10 0.2(9) . .
C12 N5 C11 C10 177.0(7) . .
C9 N5 C12 C13 -92.0(8) . .
C11 N5 C12 C13 91.8(8) . .
N5 C12 C13 C14 -0.4(10) . .
N5 C12 C13 C18 177.4(6) . .
C18 C13 C14 C15 -0.8(11) . .
C12 C13 C14 C15 177.0(7) . .
C13 C14 C15 C16 1.1(12) . .
C14 C15 C16 C17 0.9(11) . .
C15 C16 C17 C18 -3.3(11) . .
C16 C17 C18 C13 3.5(11) . .
C16 C17 C18 C19 -178.4(6) . .
C14 C13 C18 C17 -1.4(10) . .
C12 C13 C18 C17 -179.3(6) . .
C14 C13 C18 C19 -179.4(6) . .
C12 C13 C18 C19 2.7(10) . .
C20 N6 C19 C18 80.1(9) . .
C21 N6 C19 C18 -96.6(8) . .
C17 C18 C19 N6 45.8(9) . .
C13 C18 C19 N6 -136.2(7) . .
C21 N6 C20 N7 -0.3(8) . .
C19 N6 C20 N7 -177.4(6) . .
C22 N7 C20 N6 0.5(8) . .
C23 N7 C20 N6 178.6(6) . .
C20 N6 C21 C22 0.0(8) . .
C19 N6 C21 C22 177.1(7) . .
N6 C21 C22 N7 0.2(8) . .
C20 N7 C22 C21 -0.4(8) . .
C23 N7 C22 C21 -178.5(6) . .
C27 N8 C23 C24 2.3(10) . .
C27 N8 C23 N7 -179.6(6) . .
C20 N7 C23 N8 2.7(9) . .
C22 N7 C23 N8 -179.5(6) . .
C20 N7 C23 C24 -179.1(7) . .
C22 N7 C23 C24 -1.4(11) . .
N8 C23 C24 C25 -1.8(11) . .
N7 C23 C24 C25 -179.7(6) . .
C23 C24 C25 C26 -0.1(11) . .
C24 C25 C26 C27 1.3(11) . .
C23 N8 C27 C26 -1.0(10) . .
C23 N8 C27 N9 179.4(6) . .
C25 C26 C27 N8 -0.8(11) . .
C25 C26 C27 N9 178.8(6) . .
C28 N9 C27 N8 3.7(9) . .
C29 N9 C27 N8 -177.0(6) . .
C28 N9 C27 C26 -176.0(7) . .
C29 N9 C27 C26 3.3(11) . .
C30 N10 C28 N9 0.2(8) . .
C31 N10 C28 N9 179.2(6) . .
C29 N9 C28 N10 0.3(8) . .
C27 N9 C28 N10 179.7(6) . .
C28 N9 C29 C30 -0.7(8) . .
C27 N9 C29 C30 180.0(7) . .
N9 C29 C30 N10 0.8(8) . .
C28 N10 C30 C29 -0.6(8) . .
C31 N10 C30 C29 -179.5(7) . .
C28 N10 C31 C32 175.2(6) . .
C30 N10 C31 C32 -6.0(11) . .
N10 C31 C32 C37 104.5(8) . .
N10 C31 C32 C33 -75.8(8) . .
C37 C32 C33 C34 1.5(10) . .
C31 C32 C33 C34 -178.3(6) . .
C32 C33 C34 C35 -1.5(11) . .
C33 C34 C35 C36 0.7(11) . .
C34 C35 C36 C37 0.1(11) . .
C33 C32 C37 C36 -0.7(10) . .
C31 C32 C37 C36 179.0(6) . .
C33 C32 C37 C38 179.3(6) . .
C31 C32 C37 C38 -1.0(10) . .
C35 C36 C37 C32 -0.1(10) . .
C35 C36 C37 C38 179.9(6) . .
C1 N1 C38 C37 -100.9(8) . .
C2 N1 C38 C37 79.3(8) . .
C32 C37 C38 N1 100.6(8) . .
C36 C37 C38 N1 -79.5(7) . .
C44 C40 C41 C42 0.6(11) 2_665 .
C44 C40 C41 C39 -178.6(7) 2_665 .
O2 C39 C41 C42 -179.3(7) . .
O1 C39 C41 C42 1.8(11) . .
O2 C39 C41 C40 -0.2(11) . .
O1 C39 C41 C40 -179.1(7) . .
C40 C41 C42 C43 0.3(11) . .
C39 C41 C42 C43 179.5(7) . .
C41 C42 C43 C44 -179.5(7) . .
C41 C42 C43 C43 -1.6(13) . 2_665
C43 C43 C44 C40 1.2(13) 2_665 2_665
C42 C43 C44 C40 179.1(7) . 2_665
C50 C46 C47 C48 -0.8(11) 2_666 .
C50 C46 C47 C45 178.4(6) 2_666 .
O3 C45 C47 C48 -170.9(7) . .
O4 C45 C47 C48 10.1(10) . .
O3 C45 C47 C46 10.0(10) . .
O4 C45 C47 C46 -169.1(6) . .
C46 C47 C48 C49 -0.4(10) . .
C45 C47 C48 C49 -179.5(6) . .
C47 C48 C49 C50 179.6(7) . .
C47 C48 C49 C49 1.8(12) . 2_666
C48 C49 C50 C46 -178.8(6) . 2_666
C49 C49 C50 C46 -1.0(12) 2_666 2_666
C56 C52 C53 C54 -0.7(11) 2_676 .
C52 C53 C54 C55 -0.7(11) . .
C52 C53 C54 C51 178.7(7) . .
O5 C51 C54 C55 167.9(7) . .
O6 C51 C54 C55 -11.1(10) . .
O5 C51 C54 C53 -11.6(11) . .
O6 C51 C54 C53 169.5(6) . .
C53 C54 C55 C56 1.7(10) . .
C51 C54 C55 C56 -177.8(6) . .
C54 C55 C56 C52 178.5(7) . 2_676
C54 C55 C56 C56 -1.1(12) . 2_676
C62 C58 C59 C60 0.6(14) 2_675 .
C62 C58 C59 C57 179.8(8) 2_675 .
O7 C57 C59 C60 -2.8(12) . .
O8 C57 C59 C60 178.4(7) . .
O7 C57 C59 C58 178.0(7) . .
O8 C57 C59 C58 -0.7(11) . .
C58 C59 C60 C61 -1.6(11) . .
C57 C59 C60 C61 179.2(6) . .
C59 C60 C61 C62 -179.3(8) . .
C59 C60 C61 C61 2.2(12) . 2_675
C61 C61 C62 C58 -0.9(19) 2_675 2_675
C60 C61 C62 C58 -179.0(7) . 2_675
