#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:35:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180146 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/43/7104387.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_7104387
loop_
_publ_author_name
'Carroll, Calden N'
'Berryman, Orion B'
'Johnson, 2nd, Charles A'
'Zakharov, Lev N'
'Haley, Michael M'
'Johnson, Darren W'
_publ_section_title
;
 Protonation activates anion binding and alters binding selectivity in
 new inherently fluorescent 2,6-bis(2-anilinoethynyl)pyridine bisureas.
;
_journal_issue                   18
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2520
_journal_page_last               2522
_journal_paper_doi               10.1039/b901643k
_journal_volume                  34
_journal_year                    2009
_chemical_formula_moiety         'C43 H41 N5 O2, C H4 O'
_chemical_formula_sum            'C44 H45 N5 O3'
_chemical_formula_weight         691.85
_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           SHELXLTL
_cell_angle_alpha                115.738(6)
_cell_angle_beta                 92.041(5)
_cell_angle_gamma                115.933(5)
_cell_formula_units_Z            4
_cell_length_a                   15.977(4)
_cell_length_b                   17.510(5)
_cell_length_c                   17.934(5)
_cell_measurement_reflns_used    1161
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      34.705
_cell_measurement_theta_min      4.560
_cell_volume                     3903.6(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector Bruker Apex'
_diffrn_measurement_method       'phi and omega 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  0.0842
_diffrn_reflns_av_sigmaI/netI    0.1622
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28502
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.41
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_correction_T_min  0.9765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.135
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     981
_refine_ls_number_reflns         13659
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.2026
_refine_ls_R_factor_gt           0.0836
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0956P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1940
_refine_ls_wR_factor_ref         0.2596
_reflns_number_gt                5562
_reflns_number_total             13659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b901643k.txt
_cod_data_source_block           ob110c
_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_original_sg_symbol_H-M      P-1
_cod_database_code               7104387
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
O1 O 1.1072(2) 0.2926(3) 0.8952(2) 0.0441(10) Uani 1 1 d . . .
O2 O 0.1020(3) -0.0541(3) 1.0403(2) 0.0474(10) Uani 1 1 d . . .
O3 O 1.0626(3) 0.3362(3) 0.6516(2) 0.0538(11) Uani 1 1 d . . .
O4 O 0.4110(3) 0.2262(3) 1.1056(2) 0.0475(10) Uani 1 1 d . . .
O5 O 0.6947(3) 0.3646(3) 1.0247(2) 0.0542(11) Uani 1 1 d . . .
O6 O 0.4463(4) 0.9225(5) 0.7097(4) 0.121(2) Uani 1 1 d . . .
N1 N 1.0762(3) 0.2319(3) 0.9885(3) 0.0390(11) Uani 1 1 d D . .
N2 N 0.9691(3) 0.1480(3) 0.8571(3) 0.0378(11) Uani 1 1 d D . .
N3 N 0.5842(3) 0.0670(3) 0.8849(3) 0.0463(12) Uani 1 1 d . . .
N4 N 0.2227(3) 0.0158(4) 0.9849(3) 0.0490(12) Uani 1 1 d D . .
N5 N 0.2386(3) 0.0951(3) 1.1291(3) 0.0492(13) Uani 1 1 d D . .
N6 N 1.1522(3) 0.3463(3) 0.7619(3) 0.0428(12) Uani 1 1 d D . .
N7 N 1.0051(3) 0.3358(3) 0.7671(3) 0.0420(11) Uani 1 1 d D . .
N8 N 0.8754(3) 0.3933(3) 1.0872(3) 0.0361(10) Uani 1 1 d . . .
N9 N 0.4916(3) 0.2762(3) 1.0175(3) 0.0428(12) Uani 1 1 d . . .
N10 N 0.5740(3) 0.3389(3) 1.1550(3) 0.0398(11) Uani 1 1 d D . .
C1 C 1.3341(4) 0.4108(4) 1.1878(4) 0.0541(16) Uani 1 1 d . . .
H1 H 1.3928 0.4498 1.2327 0.065 Uiso 1 1 calc R . .
C2 C 1.3232(4) 0.4367(4) 1.1280(3) 0.0517(16) Uani 1 1 d . . .
H2 H 1.3742 0.4946 1.1323 0.062 Uiso 1 1 calc R . .
C3 C 1.2397(4) 0.3804(4) 1.0616(3) 0.0443(14) Uani 1 1 d . . .
H3 H 1.2339 0.3990 1.0201 0.053 Uiso 1 1 calc R . .
C4 C 1.1642(4) 0.2969(4) 1.0550(3) 0.0371(13) Uani 1 1 d . . .
C5 C 1.1748(4) 0.2712(4) 1.1167(3) 0.0454(14) Uani 1 1 d . . .
H5 H 1.1235 0.2142 1.1136 0.055 Uiso 1 1 calc R . .
C6 C 1.2603(4) 0.3287(4) 1.1827(3) 0.0532(16) Uani 1 1 d . . .
H6 H 1.2674 0.3108 1.2245 0.064 Uiso 1 1 calc R . .
C7 C 1.0545(4) 0.2290(4) 0.9121(3) 0.0374(13) Uani 1 1 d . . .
C8 C 0.9347(4) 0.1178(4) 0.7698(3) 0.0354(13) Uani 1 1 d . . .
C9 C 0.9949(4) 0.1190(4) 0.7153(3) 0.0412(14) Uani 1 1 d . . .
H9 H 1.0618 0.1437 0.7371 0.049 Uiso 1 1 calc R . .
C10 C 0.9567(4) 0.0843(4) 0.6300(3) 0.0449(14) Uani 1 1 d . . .
H10 H 0.9988 0.0869 0.5939 0.054 Uiso 1 1 calc R . .
C11 C 0.8591(4) 0.0454(4) 0.5940(3) 0.0436(14) Uani 1 1 d . . .
C12 C 0.8003(4) 0.0445(4) 0.6487(3) 0.0444(14) Uani 1 1 d . . .
H12 H 0.7332 0.0181 0.6259 0.053 Uiso 1 1 calc R . .
C13 C 0.8359(4) 0.0808(4) 0.7359(3) 0.0395(13) Uani 1 1 d . . .
C14 C 0.8180(4) 0.0012(4) 0.4967(4) 0.0578(17) Uani 1 1 d . . .
C15 C 0.8907(5) 0.0623(5) 0.4640(4) 0.092(3) Uani 1 1 d . . .
H15A H 0.9115 0.1318 0.5013 0.138 Uiso 1 1 calc R . .
H15B H 0.8600 0.0408 0.4049 0.138 Uiso 1 1 calc R . .
H15C H 0.9471 0.0535 0.4649 0.138 Uiso 1 1 calc R . .
C16 C 0.7229(6) -0.0036(7) 0.4766(4) 0.133(4) Uani 1 1 d . . .
H16A H 0.7299 0.0610 0.5130 0.199 Uiso 1 1 calc R . .
H16B H 0.6731 -0.0518 0.4879 0.199 Uiso 1 1 calc R . .
H16C H 0.7038 -0.0230 0.4158 0.199 Uiso 1 1 calc R . .
C17 C 0.8035(5) -0.1027(4) 0.4489(4) 0.079(2) Uani 1 1 d . . .
H17A H 0.7857 -0.1284 0.3866 0.119 Uiso 1 1 calc R . .
H17B H 0.7517 -0.1455 0.4636 0.119 Uiso 1 1 calc R . .
H17C H 0.8639 -0.1004 0.4661 0.119 Uiso 1 1 calc R . .
C18 C 0.7750(4) 0.0833(4) 0.7928(3) 0.0386(13) Uani 1 1 d . . .
C19 C 0.7292(4) 0.0899(4) 0.8436(4) 0.0427(14) Uani 1 1 d . . .
C20 C 0.6807(4) 0.1050(4) 0.9103(4) 0.0432(14) Uani 1 1 d . . .
C21 C 0.7338(4) 0.1573(4) 0.9965(4) 0.0478(15) Uani 1 1 d . . .
H21 H 0.8018 0.1828 1.0119 0.057 Uiso 1 1 calc R . .
C22 C 0.6851(5) 0.1711(4) 1.0590(4) 0.0529(16) Uani 1 1 d . . .
H22 H 0.7193 0.2067 1.1183 0.064 Uiso 1 1 calc R . .
C23 C 0.5869(5) 0.1329(4) 1.0345(4) 0.0557(17) Uani 1 1 d . . .
H23 H 0.5525 0.1418 1.0768 0.067 Uiso 1 1 calc R . .
C24 C 0.5378(4) 0.0812(4) 0.9476(4) 0.0500(15) Uani 1 1 d . . .
C25 C 0.4358(5) 0.0356(4) 0.9174(4) 0.0570(17) Uani 1 1 d . . .
C26 C 0.3503(5) -0.0068(4) 0.8872(4) 0.0531(16) Uani 1 1 d . . .
C27 C 0.2475(4) -0.0668(4) 0.8481(4) 0.0484(15) Uani 1 1 d . . .
C28 C 0.2125(4) -0.1366(5) 0.7605(4) 0.0524(16) Uani 1 1 d . . .
H28 H 0.2574 -0.1400 0.7277 0.063 Uiso 1 1 calc R . .
C29 C 0.1148(4) -0.2007(4) 0.7199(4) 0.0494(15) Uani 1 1 d . . .
C30 C 0.0524(4) -0.1923(5) 0.7704(4) 0.0572(17) Uani 1 1 d . . .
H30 H -0.0154 -0.2354 0.7445 0.069 Uiso 1 1 calc R . .
C31 C 0.0852(4) -0.1236(5) 0.8570(4) 0.0581(17) Uani 1 1 d . . .
H31 H 0.0399 -0.1204 0.8893 0.070 Uiso 1 1 calc R . .
C32 C 0.1833(4) -0.0593(4) 0.8975(4) 0.0483(15) Uani 1 1 d . . .
C33 C 0.0763(5) -0.2791(5) 0.6254(4) 0.0601(17) Uani 1 1 d . . .
C34 C 0.1528(5) -0.2704(6) 0.5756(4) 0.093(2) Uani 1 1 d . . .
H34A H 0.1791 -0.2081 0.5759 0.139 Uiso 1 1 calc R . .
H34B H 0.1229 -0.3249 0.5160 0.139 Uiso 1 1 calc R . .
H34C H 0.2052 -0.2727 0.6030 0.139 Uiso 1 1 calc R . .
C35 C -0.0039(5) -0.2775(5) 0.5770(4) 0.084(2) Uani 1 1 d . . .
H35A H -0.0578 -0.2891 0.6031 0.126 Uiso 1 1 calc R . .
H35B H -0.0269 -0.3290 0.5164 0.126 Uiso 1 1 calc R . .
H35C H 0.0221 -0.2134 0.5808 0.126 Uiso 1 1 calc R . .
C36 C 0.0317(6) -0.3795(5) 0.6180(5) 0.115(3) Uani 1 1 d . . .
H36A H 0.0821 -0.3856 0.6433 0.173 Uiso 1 1 calc R . .
H36B H 0.0023 -0.4305 0.5572 0.173 Uiso 1 1 calc R . .
H36C H -0.0182 -0.3869 0.6489 0.173 Uiso 1 1 calc R . .
C37 C 0.1820(4) 0.0146(4) 1.0508(4) 0.0429(14) Uani 1 1 d . . .
C38 C 0.2134(4) 0.1142(4) 1.2075(4) 0.0455(14) Uani 1 1 d . . .
C39 C 0.2871(4) 0.1616(4) 1.2817(4) 0.0584(17) Uani 1 1 d . . .
H39 H 0.3513 0.1775 1.2780 0.070 Uiso 1 1 calc R . .
C40 C 0.2682(6) 0.1861(4) 1.3616(4) 0.072(2) Uani 1 1 d . . .
H40 H 0.3190 0.2189 1.4123 0.087 Uiso 1 1 calc R . .
C41 C 0.1740(6) 0.1619(5) 1.3662(5) 0.074(2) Uani 1 1 d . . .
H41 H 0.1603 0.1778 1.4204 0.089 Uiso 1 1 calc R . .
C42 C 0.1009(5) 0.1155(4) 1.2934(4) 0.0624(18) Uani 1 1 d . . .
H42 H 0.0367 0.0994 1.2971 0.075 Uiso 1 1 calc R . .
C43 C 0.1206(4) 0.0918(4) 1.2140(4) 0.0500(15) Uani 1 1 d . . .
H43 H 0.0696 0.0597 1.1636 0.060 Uiso 1 1 calc R . .
C44 C 1.4040(4) 0.3677(4) 0.6906(4) 0.0630(18) Uani 1 1 d . . .
H44 H 1.4618 0.3726 0.6756 0.076 Uiso 1 1 calc R . .
C45 C 1.3406(5) 0.3766(4) 0.6456(4) 0.0591(17) Uani 1 1 d . . .
H45 H 1.3555 0.3889 0.5997 0.071 Uiso 1 1 calc R . .
C46 C 1.2551(4) 0.3678(4) 0.6662(4) 0.0491(15) Uani 1 1 d . . .
H46 H 1.2109 0.3721 0.6336 0.059 Uiso 1 1 calc R . .
C47 C 1.2348(4) 0.3528(4) 0.7341(3) 0.0409(14) Uani 1 1 d . . .
C48 C 1.2984(4) 0.3450(4) 0.7795(4) 0.0521(16) Uani 1 1 d . . .
H48 H 1.2846 0.3348 0.8265 0.062 Uiso 1 1 calc R . .
C49 C 1.3824(4) 0.3518(5) 0.7577(4) 0.0644(18) Uani 1 1 d . . .
H49 H 1.4254 0.3454 0.7893 0.077 Uiso 1 1 calc R . .
C50 C 1.0719(4) 0.3377(4) 0.7199(4) 0.0426(14) Uani 1 1 d . . .
C51 C 0.9085(4) 0.3078(4) 0.7359(3) 0.0385(13) Uani 1 1 d . . .
C52 C 0.8687(4) 0.2857(4) 0.6550(3) 0.0463(15) Uani 1 1 d . . .
H52 H 0.9081 0.2918 0.6172 0.056 Uiso 1 1 calc R . .
C53 C 0.7710(4) 0.2543(4) 0.6281(3) 0.0487(15) Uani 1 1 d . . .
H53 H 0.7455 0.2405 0.5723 0.058 Uiso 1 1 calc R . .
C54 C 0.7095(4) 0.2424(4) 0.6800(3) 0.0429(14) Uani 1 1 d . . .
C55 C 0.7508(4) 0.2691(4) 0.7628(3) 0.0445(14) Uani 1 1 d . . .
H55 H 0.7109 0.2639 0.8004 0.053 Uiso 1 1 calc R . .
C56 C 0.8501(4) 0.3038(4) 0.7930(3) 0.0402(14) Uani 1 1 d . . .
C57 C 0.6010(4) 0.2000(4) 0.6490(4) 0.0514(15) Uani 1 1 d . . .
C58 C 0.5691(5) 0.1746(6) 0.5566(4) 0.096(3) Uani 1 1 d . . .
H58A H 0.5871 0.1274 0.5188 0.144 Uiso 1 1 calc R . .
H58B H 0.6010 0.2343 0.5525 0.144 Uiso 1 1 calc R . .
H58C H 0.4987 0.1458 0.5389 0.144 Uiso 1 1 calc R . .
C59 C 0.5707(5) 0.2714(5) 0.7067(5) 0.089(2) Uani 1 1 d . . .
H59A H 0.6054 0.3331 0.7060 0.133 Uiso 1 1 calc R . .
H59B H 0.5864 0.2842 0.7657 0.133 Uiso 1 1 calc R . .
H59C H 0.5008 0.2431 0.6855 0.133 Uiso 1 1 calc R . .
C60 C 0.5477(5) 0.1065(5) 0.6551(5) 0.084(2) Uani 1 1 d . . .
H60A H 0.4778 0.0820 0.6408 0.127 Uiso 1 1 calc R . .
H60B H 0.5704 0.1215 0.7139 0.127 Uiso 1 1 calc R . .
H60C H 0.5608 0.0564 0.6145 0.127 Uiso 1 1 calc R . .
C61 C 0.8877(4) 0.3342(4) 0.8803(4) 0.0419(14) Uani 1 1 d . . .
C62 C 0.9156(4) 0.3629(4) 0.9554(3) 0.0367(13) Uani 1 1 d . . .
C63 C 0.9456(4) 0.3965(3) 1.0458(3) 0.0346(13) Uani 1 1 d . . .
C64 C 1.0388(4) 0.4276(4) 1.0853(3) 0.0436(14) Uani 1 1 d . . .
H64 H 1.0847 0.4269 1.0532 0.052 Uiso 1 1 calc R . .
C65 C 1.0647(4) 0.4602(4) 1.1733(3) 0.0467(15) Uani 1 1 d . . .
H65 H 1.1288 0.4834 1.2025 0.056 Uiso 1 1 calc R . .
C66 C 0.9948(4) 0.4579(4) 1.2168(3) 0.0444(14) Uani 1 1 d . . .
H66 H 1.0103 0.4797 1.2767 0.053 Uiso 1 1 calc R . .
C67 C 0.9012(4) 0.4233(4) 1.1720(3) 0.0374(13) Uani 1 1 d . . .
C68 C 0.8258(4) 0.4185(4) 1.2135(3) 0.0385(13) Uani 1 1 d . . .
C69 C 0.7607(4) 0.4090(4) 1.2476(3) 0.0372(13) Uani 1 1 d . . .
C70 C 0.6842(4) 0.3993(4) 1.2882(3) 0.0375(13) Uani 1 1 d . . .
C71 C 0.7050(4) 0.4301(4) 1.3767(3) 0.0424(14) Uani 1 1 d . . .
H71 H 0.7696 0.4575 1.4080 0.051 Uiso 1 1 calc R . .
C72 C 0.6337(4) 0.4216(4) 1.4191(3) 0.0408(14) Uani 1 1 d . . .
C73 C 0.5407(4) 0.3840(4) 1.3713(3) 0.0437(14) Uani 1 1 d . . .
H73 H 0.4903 0.3778 1.3989 0.052 Uiso 1 1 calc R . .
C74 C 0.5195(4) 0.3556(4) 1.2853(3) 0.0456(14) Uani 1 1 d . . .
H74 H 0.4553 0.3309 1.2549 0.055 Uiso 1 1 calc R . .
C75 C 0.5914(4) 0.3627(4) 1.2420(3) 0.0395(13) Uani 1 1 d . . .
C76 C 0.6590(4) 0.4589(4) 1.5165(3) 0.0503(15) Uani 1 1 d . . .
C77 C 0.7330(5) 0.4363(5) 1.5425(4) 0.077(2) Uani 1 1 d . . .
H77A H 0.7947 0.4739 1.5339 0.115 Uiso 1 1 calc R . .
H77B H 0.7098 0.3660 1.5069 0.115 Uiso 1 1 calc R . .
H77C H 0.7422 0.4544 1.6033 0.115 Uiso 1 1 calc R . .
C78 C 0.5693(5) 0.4142(5) 1.5448(4) 0.082(2) Uani 1 1 d . . .
H78A H 0.5357 0.3425 1.5095 0.123 Uiso 1 1 calc R . .
H78B H 0.5257 0.4376 1.5374 0.123 Uiso 1 1 calc R . .
H78C H 0.5890 0.4339 1.6056 0.123 Uiso 1 1 calc R . .
C79 C 0.7021(6) 0.5704(5) 1.5631(4) 0.097(3) Uani 1 1 d . . .
H79A H 0.7166 0.5964 1.6255 0.145 Uiso 1 1 calc R . .
H79B H 0.6554 0.5857 1.5454 0.145 Uiso 1 1 calc R . .
H79C H 0.7618 0.6004 1.5482 0.145 Uiso 1 1 calc R . .
C80 C 0.4860(4) 0.2771(4) 1.0943(3) 0.0388(13) Uani 1 1 d . . .
C81 C 0.4121(4) 0.2257(4) 0.9450(3) 0.0435(14) Uani 1 1 d . . .
C82 C 0.4283(4) 0.1922(5) 0.8638(4) 0.0615(18) Uani 1 1 d . . .
H82 H 0.4911 0.2036 0.8589 0.074 Uiso 1 1 calc R . .
C83 C 0.3524(5) 0.1422(5) 0.7900(4) 0.074(2) Uani 1 1 d . . .
H83 H 0.3640 0.1203 0.7350 0.089 Uiso 1 1 calc R . .
C84 C 0.2612(5) 0.1242(5) 0.7963(4) 0.0653(19) Uani 1 1 d . . .
H84 H 0.2093 0.0893 0.7458 0.078 Uiso 1 1 calc R . .
C85 C 0.2452(4) 0.1571(4) 0.8766(4) 0.0570(17) Uani 1 1 d . . .
H85 H 0.1819 0.1440 0.8812 0.068 Uiso 1 1 calc R . .
C86 C 0.3215(4) 0.2095(4) 0.9514(4) 0.0472(15) Uani 1 1 d . . .
H86 H 0.3104 0.2339 1.0064 0.057 Uiso 1 1 calc R . .
C87 C 0.7252(5) 0.4432(5) 1.0059(4) 0.0658(19) Uani 1 1 d . . .
C89 C 0.4677(9) 0.8526(7) 0.6898(7) 0.194(7) Uani 1 1 d . . .
H1N H 1.029(2) 0.179(2) 0.996(2) 0.024(12) Uiso 1 1 d D . .
H2N H 0.926(3) 0.112(3) 0.883(3) 0.044(14) Uiso 1 1 d D . .
H4N H 0.291(2) 0.075(3) 1.007(4) 0.10(2) Uiso 1 1 d D . .
H5N H 0.299(2) 0.143(3) 1.124(3) 0.070(18) Uiso 1 1 d D . .
H6N H 1.144(3) 0.328(3) 0.807(2) 0.035(13) Uiso 1 1 d D . .
H7N H 1.010(5) 0.323(5) 0.816(3) 0.11(3) Uiso 1 1 d D . .
H9N H 0.561(5) 0.318(4) 1.024(4) 0.09(2) Uiso 1 1 d . . .
H10N H 0.635(2) 0.369(3) 1.140(3) 0.058(17) Uiso 1 1 d 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
C7 N1 C4 127.7(4) . . ?
C7 N1 H1N 118(2) . . ?
C4 N1 H1N 114(2) . . ?
C7 N2 C8 125.1(4) . . ?
C7 N2 H2N 116(3) . . ?
C8 N2 H2N 119(3) . . ?
C20 N3 C24 117.2(5) . . ?
C37 N4 C32 126.1(5) . . ?
C37 N4 H4N 112(4) . . ?
C32 N4 H4N 121(4) . . ?
C37 N5 C38 125.2(5) . . ?
C37 N5 H5N 111(3) . . ?
C38 N5 H5N 123(3) . . ?
C50 N6 C47 127.2(5) . . ?
C50 N6 H6N 116(3) . . ?
C47 N6 H6N 114(3) . . ?
C50 N7 C51 125.7(5) . . ?
C50 N7 H7N 120(4) . . ?
C51 N7 H7N 109(4) . . ?
C67 N8 C63 116.4(4) . . ?
C80 N9 C81 125.3(5) . . ?
C80 N9 H9N 107(4) . . ?
C81 N9 H9N 128(4) . . ?
C80 N10 C75 126.0(4) . . ?
C80 N10 H10N 121(3) . . ?
C75 N10 H10N 113(3) . . ?
C6 C1 C2 119.6(6) . . ?
C6 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
C1 C2 C3 121.1(5) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C4 120.3(5) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 118.6(5) . . ?
C3 C4 N1 125.4(5) . . ?
C5 C4 N1 115.9(5) . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C1 C6 C5 120.3(5) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 N2 123.9(5) . . ?
O1 C7 N1 123.8(5) . . ?
N2 C7 N1 112.3(5) . . ?
C9 C8 C13 119.1(5) . . ?
C9 C8 N2 121.9(5) . . ?
C13 C8 N2 119.0(4) . . ?
C10 C9 C8 119.6(5) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 122.8(5) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C12 C11 C10 117.0(5) . . ?
C12 C11 C14 121.8(5) . . ?
C10 C11 C14 121.2(5) . . ?
C11 C12 C13 122.3(5) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C12 C13 C8 119.2(5) . . ?
C12 C13 C18 121.8(5) . . ?
C8 C13 C18 119.0(5) . . ?
C16 C14 C15 109.3(6) . . ?
C16 C14 C17 109.4(6) . . ?
C15 C14 C17 107.7(5) . . ?
C16 C14 C11 111.9(5) . . ?
C15 C14 C11 109.9(5) . . ?
C17 C14 C11 108.5(5) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C13 176.2(6) . . ?
C18 C19 C20 175.4(6) . . ?
N3 C20 C21 123.2(5) . . ?
N3 C20 C19 116.9(5) . . ?
C21 C20 C19 119.9(5) . . ?
C22 C21 C20 118.4(5) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C23 C22 C21 119.3(6) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 119.7(5) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
N3 C24 C23 122.1(5) . . ?
N3 C24 C25 115.1(6) . . ?
C23 C24 C25 122.7(5) . . ?
C26 C25 C24 175.8(7) . . ?
C25 C26 C27 174.3(6) . . ?
C32 C27 C28 120.2(6) . . ?
C32 C27 C26 120.7(6) . . ?
C28 C27 C26 119.1(5) . . ?
C29 C28 C27 122.2(5) . . ?
C29 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?
C28 C29 C30 116.6(6) . . ?
C28 C29 C33 122.6(5) . . ?
C30 C29 C33 120.8(6) . . ?
C31 C30 C29 122.2(6) . . ?
C31 C30 H30 118.9 . . ?
C29 C30 H30 118.9 . . ?
C30 C31 C32 121.0(5) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C31 C32 C27 117.8(6) . . ?
C31 C32 N4 124.5(5) . . ?
C27 C32 N4 117.6(5) . . ?
C29 C33 C36 109.1(5) . . ?
C29 C33 C34 114.4(6) . . ?
C36 C33 C34 108.1(6) . . ?
C29 C33 C35 111.8(5) . . ?
C36 C33 C35 107.1(6) . . ?
C34 C33 C35 106.0(5) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O2 C37 N5 123.3(5) . . ?
O2 C37 N4 123.6(5) . . ?
N5 C37 N4 113.1(5) . . ?
C43 C38 C39 119.0(6) . . ?
C43 C38 N5 123.3(5) . . ?
C39 C38 N5 117.7(5) . . ?
C38 C39 C40 120.7(6) . . ?
C38 C39 H39 119.7 . . ?
C40 C39 H39 119.7 . . ?
C41 C40 C39 119.2(7) . . ?
C41 C40 H40 120.4 . . ?
C39 C40 H40 120.4 . . ?
C42 C41 C40 120.5(6) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C43 119.9(6) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 H42 120.1 . . ?
C38 C43 C42 120.8(6) . . ?
C38 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C49 C44 C45 118.9(6) . . ?
C49 C44 H44 120.6 . . ?
C45 C44 H44 120.6 . . ?
C44 C45 C46 120.9(6) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C47 C46 C45 119.6(6) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
C48 C47 C46 119.5(5) . . ?
C48 C47 N6 116.6(5) . . ?
C46 C47 N6 123.9(5) . . ?
C47 C48 C49 120.8(6) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 H48 119.6 . . ?
C44 C49 C48 120.4(6) . . ?
C44 C49 H49 119.8 . . ?
C48 C49 H49 119.8 . . ?
O3 C50 N6 124.2(5) . . ?
O3 C50 N7 124.2(5) . . ?
N6 C50 N7 111.5(5) . . ?
C52 C51 N7 124.4(5) . . ?
C52 C51 C56 118.9(5) . . ?
N7 C51 C56 116.7(5) . . ?
C51 C52 C53 120.5(5) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.8 . . ?
C54 C53 C52 122.4(5) . . ?
C54 C53 H53 118.8 . . ?
C52 C53 H53 118.8 . . ?
C55 C54 C53 117.0(5) . . ?
C55 C54 C57 119.9(5) . . ?
C53 C54 C57 123.1(5) . . ?
C54 C55 C56 122.1(5) . . ?
C54 C55 H55 118.9 . . ?
C56 C55 H55 118.9 . . ?
C55 C56 C51 118.9(5) . . ?
C55 C56 C61 118.5(5) . . ?
C51 C56 C61 122.6(5) . . ?
C58 C57 C54 112.4(5) . . ?
C58 C57 C59 108.9(5) . . ?
C54 C57 C59 110.7(5) . . ?
C58 C57 C60 108.9(5) . . ?
C54 C57 C60 108.6(5) . . ?
C59 C57 C60 107.2(5) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C56 175.5(6) . . ?
C61 C62 C63 177.9(5) . . ?
N8 C63 C64 123.8(5) . . ?
N8 C63 C62 115.2(4) . . ?
C64 C63 C62 121.0(5) . . ?
C63 C64 C65 118.9(5) . . ?
C63 C64 H64 120.6 . . ?
C65 C64 H64 120.6 . . ?
C66 C65 C64 118.4(5) . . ?
C66 C65 H65 120.8 . . ?
C64 C65 H65 120.8 . . ?
C65 C66 C67 119.3(5) . . ?
C65 C66 H66 120.3 . . ?
C67 C66 H66 120.3 . . ?
N8 C67 C66 123.0(5) . . ?
N8 C67 C68 115.2(5) . . ?
C66 C67 C68 121.8(5) . . ?
C69 C68 C67 176.2(6) . . ?
C68 C69 C70 179.1(5) . . ?
C75 C70 C71 120.3(5) . . ?
C75 C70 C69 120.7(5) . . ?
C71 C70 C69 119.1(5) . . ?
C72 C71 C70 121.6(5) . . ?
C72 C71 H71 119.2 . . ?
C70 C71 H71 119.2 . . ?
C71 C72 C73 117.3(5) . . ?
C71 C72 C76 120.5(5) . . ?
C73 C72 C76 122.1(5) . . ?
C74 C73 C72 122.0(5) . . ?
C74 C73 H73 119.0 . . ?
C72 C73 H73 119.0 . . ?
C73 C74 C75 120.8(5) . . ?
C73 C74 H74 119.6 . . ?
C75 C74 H74 119.6 . . ?
C70 C75 C74 118.2(5) . . ?
C70 C75 N10 119.1(5) . . ?
C74 C75 N10 122.7(5) . . ?
C77 C76 C78 108.7(5) . . ?
C77 C76 C79 109.0(6) . . ?
C78 C76 C79 108.6(5) . . ?
C77 C76 C72 111.4(5) . . ?
C78 C76 C72 111.9(5) . . ?
C79 C76 C72 107.2(5) . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C76 C78 H78A 109.5 . . ?
C76 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C76 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C76 C79 H79A 109.5 . . ?
C76 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
C76 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
O4 C80 N10 124.4(5) . . ?
O4 C80 N9 123.6(5) . . ?
N10 C80 N9 112.0(5) . . ?
C86 C81 C82 119.5(5) . . ?
C86 C81 N9 122.8(5) . . ?
C82 C81 N9 117.7(5) . . ?
C83 C82 C81 120.1(6) . . ?
C83 C82 H82 120.0 . . ?
C81 C82 H82 120.0 . . ?
C84 C83 C82 120.4(6) . . ?
C84 C83 H83 119.8 . . ?
C82 C83 H83 119.8 . . ?
C83 C84 C85 119.5(6) . . ?
C83 C84 H84 120.3 . . ?
C85 C84 H84 120.3 . . ?
C84 C85 C86 120.6(6) . . ?
C84 C85 H85 119.7 . . ?
C86 C85 H85 119.7 . . ?
C81 C86 C85 119.9(5) . . ?
C81 C86 H86 120.0 . . ?
C85 C86 H86 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.238(6) . ?
O2 C37 1.248(6) . ?
O3 C50 1.216(6) . ?
O4 C80 1.230(6) . ?
O5 C87 1.441(6) . ?
O6 C89 1.318(9) . ?
N1 C7 1.374(6) . ?
N1 C4 1.413(6) . ?
N1 H1N 0.978(19) . ?
N2 C7 1.357(6) . ?
N2 C8 1.413(6) . ?
N2 H2N 0.998(19) . ?
N3 C20 1.349(6) . ?
N3 C24 1.361(6) . ?
N4 C37 1.372(6) . ?
N4 C32 1.414(7) . ?
N4 H4N 1.02(2) . ?
N5 C37 1.361(7) . ?
N5 C38 1.415(7) . ?
N5 H5N 1.01(2) . ?
N6 C50 1.378(7) . ?
N6 C47 1.403(6) . ?
N6 H6N 0.982(19) . ?
N7 C50 1.384(6) . ?
N7 C51 1.405(6) . ?
N7 H7N 0.99(2) . ?
N8 C67 1.353(6) . ?
N8 C63 1.361(6) . ?
N9 C80 1.376(6) . ?
N9 C81 1.410(6) . ?
N9 H9N 1.00(6) . ?
N10 C80 1.368(6) . ?
N10 C75 1.410(6) . ?
N10 H10N 1.00(2) . ?
C1 C6 1.365(7) . ?
C1 C2 1.365(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(7) . ?
C5 C6 1.388(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.396(6) . ?
C8 C13 1.405(7) . ?
C9 C10 1.373(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(7) . ?
C11 C14 1.541(7) . ?
C12 C13 1.389(7) . ?
C12 H12 0.9500 . ?
C13 C18 1.434(7) . ?
C14 C16 1.507(8) . ?
C14 C15 1.531(8) . ?
C14 C17 1.537(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.188(7) . ?
C19 C20 1.439(7) . ?
C20 C21 1.395(7) . ?
C21 C22 1.382(7) . ?
C21 H21 0.9500 . ?
C22 C23 1.371(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.418(8) . ?
C25 C26 1.193(8) . ?
C26 C27 1.436(8) . ?
C27 C32 1.391(7) . ?
C27 C28 1.395(7) . ?
C28 C29 1.379(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(7) . ?
C29 C33 1.518(8) . ?
C30 C31 1.380(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.384(7) . ?
C31 H31 0.9500 . ?
C33 C36 1.519(9) . ?
C33 C34 1.532(8) . ?
C33 C35 1.539(8) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C38 C43 1.382(7) . ?
C38 C39 1.386(8) . ?
C39 C40 1.393(8) . ?
C39 H39 0.9500 . ?
C40 C41 1.390(9) . ?
C40 H40 0.9500 . ?
C41 C42 1.368(9) . ?
C41 H41 0.9500 . ?
C42 C43 1.390(7) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 C49 1.371(8) . ?
C44 C45 1.376(8) . ?
C44 H44 0.9500 . ?
C45 C46 1.389(7) . ?
C45 H45 0.9500 . ?
C46 C47 1.376(7) . ?
C46 H46 0.9500 . ?
C47 C48 1.367(7) . ?
C48 C49 1.380(7) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C51 C52 1.374(7) . ?
C51 C56 1.414(6) . ?
C52 C53 1.391(7) . ?
C52 H52 0.9500 . ?
C53 C54 1.388(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.384(7) . ?
C54 C57 1.521(7) . ?
C55 C56 1.411(7) . ?
C55 H55 0.9500 . ?
C56 C61 1.423(7) . ?
C57 C58 1.518(8) . ?
C57 C59 1.521(8) . ?
C57 C60 1.537(8) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.198(7) . ?
C62 C63 1.442(7) . ?
C63 C64 1.376(7) . ?
C64 C65 1.397(7) . ?
C64 H64 0.9500 . ?
C65 C66 1.381(7) . ?
C65 H65 0.9500 . ?
C66 C67 1.396(7) . ?
C66 H66 0.9500 . ?
C67 C68 1.429(7) . ?
C68 C69 1.210(6) . ?
C69 C70 1.430(7) . ?
C70 C75 1.384(7) . ?
C70 C71 1.408(6) . ?
C71 C72 1.382(7) . ?
C71 H71 0.9500 . ?
C72 C73 1.394(7) . ?
C72 C76 1.539(7) . ?
C73 C74 1.374(7) . ?
C73 H73 0.9500 . ?
C74 C75 1.401(7) . ?
C74 H74 0.9500 . ?
C76 C77 1.517(8) . ?
C76 C78 1.529(7) . ?
C76 C79 1.533(8) . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C81 C86 1.367(7) . ?
C81 C82 1.396(7) . ?
C82 C83 1.392(8) . ?
C82 H82 0.9500 . ?
C83 C84 1.371(8) . ?
C83 H83 0.9500 . ?
C84 C85 1.380(8) . ?
C84 H84 0.9500 . ?
C85 C86 1.402(7) . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4N O4 1.02(2) 2.25(3) 3.197(6) 153(5) .
N5 H5N O4 1.01(2) 1.90(2) 2.903(6) 175(5) .
N7 H7N O1 0.99(2) 2.44(4) 3.291(6) 143(5) .
N9 H9N O5 1.00(6) 1.92(6) 2.889(6) 164(5) .
N1 H1N O2 0.978(19) 2.06(2) 2.969(5) 153(3) 2_657
N2 H2N O2 0.998(19) 1.99(3) 2.920(5) 154(4) 2_657
N6 H6N O1 0.982(19) 1.96(2) 2.933(5) 170(4) .
N10 H10N O5 1.00(2) 2.29(3) 3.139(5) 143(4) .
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
C6 C1 C2 C3 -1.3(9) . . . . ?
C1 C2 C3 C4 1.1(9) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
C2 C3 C4 N1 -178.1(5) . . . . ?
C7 N1 C4 C3 11.5(8) . . . . ?
C7 N1 C4 C5 -166.4(5) . . . . ?
C3 C4 C5 C6 -0.4(8) . . . . ?
N1 C4 C5 C6 177.6(5) . . . . ?
C2 C1 C6 C5 0.6(9) . . . . ?
C4 C5 C6 C1 0.3(9) . . . . ?
C8 N2 C7 O1 9.2(8) . . . . ?
C8 N2 C7 N1 -170.4(4) . . . . ?
C4 N1 C7 O1 -9.3(8) . . . . ?
C4 N1 C7 N2 170.3(5) . . . . ?
C7 N2 C8 C9 43.7(7) . . . . ?
C7 N2 C8 C13 -139.6(5) . . . . ?
C13 C8 C9 C10 0.0(7) . . . . ?
N2 C8 C9 C10 176.8(5) . . . . ?
C8 C9 C10 C11 -1.4(8) . . . . ?
C9 C10 C11 C12 1.2(8) . . . . ?
C9 C10 C11 C14 -176.1(5) . . . . ?
C10 C11 C12 C13 0.3(8) . . . . ?
C14 C11 C12 C13 177.6(5) . . . . ?
C11 C12 C13 C8 -1.5(8) . . . . ?
C11 C12 C13 C18 177.4(5) . . . . ?
C9 C8 C13 C12 1.4(7) . . . . ?
N2 C8 C13 C12 -175.5(5) . . . . ?
C9 C8 C13 C18 -177.6(5) . . . . ?
N2 C8 C13 C18 5.6(7) . . . . ?
C12 C11 C14 C16 22.8(8) . . . . ?
C10 C11 C14 C16 -160.0(6) . . . . ?
C12 C11 C14 C15 144.4(6) . . . . ?
C10 C11 C14 C15 -38.4(8) . . . . ?
C12 C11 C14 C17 -98.0(6) . . . . ?
C10 C11 C14 C17 79.2(7) . . . . ?
C12 C13 C18 C19 -151(9) . . . . ?
C8 C13 C18 C19 28(9) . . . . ?
C13 C18 C19 C20 4(15) . . . . ?
C24 N3 C20 C21 -0.2(8) . . . . ?
C24 N3 C20 C19 -179.9(5) . . . . ?
C18 C19 C20 N3 154(7) . . . . ?
C18 C19 C20 C21 -26(8) . . . . ?
N3 C20 C21 C22 -0.2(8) . . . . ?
C19 C20 C21 C22 179.5(5) . . . . ?
C20 C21 C22 C23 0.3(8) . . . . ?
C21 C22 C23 C24 -0.1(8) . . . . ?
C20 N3 C24 C23 0.5(8) . . . . ?
C20 N3 C24 C25 -176.9(5) . . . . ?
C22 C23 C24 N3 -0.3(9) . . . . ?
C22 C23 C24 C25 176.8(5) . . . . ?
N3 C24 C25 C26 24(9) . . . . ?
C23 C24 C25 C26 -153(9) . . . . ?
C24 C25 C26 C27 46(14) . . . . ?
C25 C26 C27 C32 119(7) . . . . ?
C25 C26 C27 C28 -58(7) . . . . ?
C32 C27 C28 C29 -0.9(8) . . . . ?
C26 C27 C28 C29 176.0(5) . . . . ?
C27 C28 C29 C30 0.4(8) . . . . ?
C27 C28 C29 C33 -177.8(5) . . . . ?
C28 C29 C30 C31 0.0(9) . . . . ?
C33 C29 C30 C31 178.2(5) . . . . ?
C29 C30 C31 C32 0.1(9) . . . . ?
C30 C31 C32 C27 -0.5(9) . . . . ?
C30 C31 C32 N4 177.2(5) . . . . ?
C28 C27 C32 C31 0.9(8) . . . . ?
C26 C27 C32 C31 -175.9(5) . . . . ?
C28 C27 C32 N4 -177.0(5) . . . . ?
C26 C27 C32 N4 6.2(8) . . . . ?
C37 N4 C32 C31 28.9(9) . . . . ?
C37 N4 C32 C27 -153.3(5) . . . . ?
C28 C29 C33 C36 111.7(7) . . . . ?
C30 C29 C33 C36 -66.4(8) . . . . ?
C28 C29 C33 C34 -9.6(8) . . . . ?
C30 C29 C33 C34 172.3(6) . . . . ?
C28 C29 C33 C35 -130.1(6) . . . . ?
C30 C29 C33 C35 51.8(8) . . . . ?
C38 N5 C37 O2 -3.0(9) . . . . ?
C38 N5 C37 N4 178.2(5) . . . . ?
C32 N4 C37 O2 -1.7(9) . . . . ?
C32 N4 C37 N5 177.0(5) . . . . ?
C37 N5 C38 C43 -37.6(8) . . . . ?
C37 N5 C38 C39 145.2(6) . . . . ?
C43 C38 C39 C40 0.2(8) . . . . ?
N5 C38 C39 C40 177.5(5) . . . . ?
C38 C39 C40 C41 0.4(9) . . . . ?
C39 C40 C41 C42 -0.6(9) . . . . ?
C40 C41 C42 C43 0.3(9) . . . . ?
C39 C38 C43 C42 -0.5(8) . . . . ?
N5 C38 C43 C42 -177.6(5) . . . . ?
C41 C42 C43 C38 0.3(9) . . . . ?
C49 C44 C45 C46 -1.2(9) . . . . ?
C44 C45 C46 C47 1.9(9) . . . . ?
C45 C46 C47 C48 -1.2(8) . . . . ?
C45 C46 C47 N6 177.7(5) . . . . ?
C50 N6 C47 C48 -169.8(5) . . . . ?
C50 N6 C47 C46 11.3(8) . . . . ?
C46 C47 C48 C49 -0.1(9) . . . . ?
N6 C47 C48 C49 -179.1(5) . . . . ?
C45 C44 C49 C48 -0.1(10) . . . . ?
C47 C48 C49 C44 0.8(9) . . . . ?
C47 N6 C50 O3 -1.3(9) . . . . ?
C47 N6 C50 N7 -178.4(5) . . . . ?
C51 N7 C50 O3 16.7(8) . . . . ?
C51 N7 C50 N6 -166.2(5) . . . . ?
C50 N7 C51 C52 -5.4(8) . . . . ?
C50 N7 C51 C56 175.3(5) . . . . ?
N7 C51 C52 C53 177.0(5) . . . . ?
C56 C51 C52 C53 -3.7(8) . . . . ?
C51 C52 C53 C54 -1.0(9) . . . . ?
C52 C53 C54 C55 3.9(8) . . . . ?
C52 C53 C54 C57 -174.6(5) . . . . ?
C53 C54 C55 C56 -2.1(8) . . . . ?
C57 C54 C55 C56 176.5(5) . . . . ?
C54 C55 C56 C51 -2.5(8) . . . . ?
C54 C55 C56 C61 177.0(5) . . . . ?
C52 C51 C56 C55 5.4(8) . . . . ?
N7 C51 C56 C55 -175.3(5) . . . . ?
C52 C51 C56 C61 -174.1(5) . . . . ?
N7 C51 C56 C61 5.3(7) . . . . ?
C55 C54 C57 C58 -179.7(6) . . . . ?
C53 C54 C57 C58 -1.2(8) . . . . ?
C55 C54 C57 C59 58.3(7) . . . . ?
C53 C54 C57 C59 -123.2(6) . . . . ?
C55 C54 C57 C60 -59.1(7) . . . . ?
C53 C54 C57 C60 119.4(6) . . . . ?
C55 C56 C61 C62 -43(8) . . . . ?
C51 C56 C61 C62 137(7) . . . . ?
C56 C61 C62 C63 44(19) . . . . ?
C67 N8 C63 C64 0.2(7) . . . . ?
C67 N8 C63 C62 179.2(4) . . . . ?
C61 C62 C63 N8 -5(15) . . . . ?
C61 C62 C63 C64 174(100) . . . . ?
N8 C63 C64 C65 -1.5(8) . . . . ?
C62 C63 C64 C65 179.5(5) . . . . ?
C63 C64 C65 C66 1.3(8) . . . . ?
C64 C65 C66 C67 0.1(8) . . . . ?
C63 N8 C67 C66 1.4(7) . . . . ?
C63 N8 C67 C68 -179.6(4) . . . . ?
C65 C66 C67 N8 -1.5(8) . . . . ?
C65 C66 C67 C68 179.5(5) . . . . ?
N8 C67 C68 C69 92(8) . . . . ?
C66 C67 C68 C69 -89(8) . . . . ?
C67 C68 C69 C70 177(100) . . . . ?
C68 C69 C70 C75 92(34) . . . . ?
C68 C69 C70 C71 -86(34) . . . . ?
C75 C70 C71 C72 2.5(8) . . . . ?
C69 C70 C71 C72 -179.3(5) . . . . ?
C70 C71 C72 C73 -2.0(8) . . . . ?
C70 C71 C72 C76 -178.0(5) . . . . ?
C71 C72 C73 C74 0.4(8) . . . . ?
C76 C72 C73 C74 176.5(5) . . . . ?
C72 C73 C74 C75 0.6(8) . . . . ?
C71 C70 C75 C74 -1.3(8) . . . . ?
C69 C70 C75 C74 -179.5(5) . . . . ?
C71 C70 C75 N10 175.5(5) . . . . ?
C69 C70 C75 N10 -2.7(7) . . . . ?
C73 C74 C75 C70 -0.2(8) . . . . ?
C73 C74 C75 N10 -176.9(5) . . . . ?
C80 N10 C75 C70 159.4(5) . . . . ?
C80 N10 C75 C74 -23.9(8) . . . . ?
C71 C72 C76 C77 -39.7(7) . . . . ?
C73 C72 C76 C77 144.4(6) . . . . ?
C71 C72 C76 C78 -161.5(5) . . . . ?
C73 C72 C76 C78 22.6(8) . . . . ?
C71 C72 C76 C79 79.5(7) . . . . ?
C73 C72 C76 C79 -96.4(6) . . . . ?
C75 N10 C80 O4 -7.6(9) . . . . ?
C75 N10 C80 N9 174.3(5) . . . . ?
C81 N9 C80 O4 6.8(9) . . . . ?
C81 N9 C80 N10 -175.0(5) . . . . ?
C80 N9 C81 C86 30.7(8) . . . . ?
C80 N9 C81 C82 -150.0(5) . . . . ?
C86 C81 C82 C83 -0.5(9) . . . . ?
N9 C81 C82 C83 -179.8(6) . . . . ?
C81 C82 C83 C84 -0.9(10) . . . . ?
C82 C83 C84 C85 0.7(10) . . . . ?
C83 C84 C85 C86 0.8(10) . . . . ?
C82 C81 C86 C85 2.0(8) . . . . ?
N9 C81 C86 C85 -178.8(5) . . . . ?
C84 C85 C86 C81 -2.1(9) . . . . ?
