#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:38:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178435 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/56/4025600.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_4025600
loop_
_publ_author_name
'Kinkini Roy'
'Chun Wang'
'Mark D. Smith'
'Perry J. Pellechia'
'Linda S. Shimizu'
_publ_section_title
;
 Alkali Metal Ions As Probes of Structure and Recognition Properties of
 Macrocyclic Pyridyl Urea Hosts
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5453
_journal_page_last               5460
_journal_paper_doi               10.1021/jo1009596
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         '2(C28 H40 N8 O2), 3(C6 H6), 2(H2 O)'
_chemical_formula_sum            'C74 H102 N16 O6'
_chemical_formula_weight         1311.72
_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                90.9320(10)
_cell_angle_beta                 93.8400(10)
_cell_angle_gamma                103.5500(10)
_cell_formula_units_Z            2
_cell_length_a                   14.2251(7)
_cell_length_b                   15.9467(7)
_cell_length_c                   16.5472(8)
_cell_measurement_reflns_used    6419
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.276
_cell_measurement_theta_min      2.196
_cell_volume                     3639.0(3)
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       '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  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            44552
_diffrn_reflns_theta_full        24.11
_diffrn_reflns_theta_max         24.11
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1412
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.42
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     913
_refine_ls_number_reflns         11589
_refine_ls_number_restraints     66
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0632
_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)+(0.0759P)²+2.7137P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1620
_refine_ls_wR_factor_ref         0.1790
_reflns_number_gt                8791
_reflns_number_total             11589
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1009596_si_003.cif
_cod_data_source_block           cw06250s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4025600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.61062(18) 0.93884(15) 0.41084(14) 0.0359(6) Uani 1 1 d . . .
C2 C 0.6951(2) 1.09094(18) 0.38956(18) 0.0544(8) Uani 1 1 d . . .
H2A H 0.6986 1.1012 0.3309 0.065 Uiso 1 1 calc R . .
H2B H 0.6888 1.1450 0.4166 0.065 Uiso 1 1 calc R . .
C3 C 0.7836(2) 0.98605(18) 0.39029(17) 0.0531(7) Uani 1 1 d . . .
H3A H 0.8437 0.9703 0.4116 0.064 Uiso 1 1 calc R . .
H3B H 0.7837 0.9866 0.3305 0.064 Uiso 1 1 calc R . .
C4 C 0.5165(2) 1.04703(17) 0.39527(15) 0.0436(6) Uani 1 1 d . . .
H4A H 0.5151 1.0877 0.4408 0.052 Uiso 1 1 calc R . .
H4B H 0.4639 0.9949 0.4008 0.052 Uiso 1 1 calc R . .
C5 C 0.49674(17) 1.08863(15) 0.31662(14) 0.0345(5) Uani 1 1 d . . .
C6 C 0.4568(2) 1.15995(16) 0.31707(16) 0.0446(6) Uani 1 1 d . . .
H6 H 0.4427 1.1837 0.3666 0.054 Uiso 1 1 calc R . .
C7 C 0.4380(2) 1.19586(17) 0.24441(16) 0.0477(7) Uani 1 1 d . . .
H7 H 0.4100 1.2444 0.2430 0.057 Uiso 1 1 calc R . .
C8 C 0.46012(19) 1.16050(16) 0.17411(15) 0.0406(6) Uani 1 1 d . . .
H8 H 0.4484 1.1845 0.1233 0.049 Uiso 1 1 calc R . .
C9 C 0.49981(17) 1.08919(15) 0.17850(14) 0.0336(5) Uani 1 1 d . . .
C10 C 0.5222(2) 1.04741(18) 0.10173(15) 0.0451(6) Uani 1 1 d . . .
H10A H 0.4688 0.9964 0.0867 0.054 Uiso 1 1 calc R . .
H10B H 0.5242 1.0887 0.0575 0.054 Uiso 1 1 calc R . .
C11 C 0.61181(18) 0.93547(15) 0.10343(15) 0.0356(6) Uani 1 1 d . A .
C12 C 0.7019(2) 1.08743(18) 0.1267(2) 0.0591(8) Uani 1 1 d . A .
H12A H 0.6960 1.1407 0.0990 0.071 Uiso 1 1 calc R . .
H12B H 0.7091 1.1006 0.1858 0.071 Uiso 1 1 calc R . .
C13 C 0.7880(2) 0.98090(19) 0.13699(19) 0.0562(8) Uani 1 1 d . A .
H13A H 0.7955 0.9875 0.1968 0.067 Uiso 1 1 calc R . .
H13B H 0.8446 0.9615 0.1189 0.067 Uiso 1 1 calc R . .
C14 C 0.7006(2) 0.82405(17) 0.11781(19) 0.0539(8) Uani 1 1 d . A .
H14A H 0.7682 0.8185 0.1156 0.065 Uiso 1 1 calc R . .
H14B H 0.6627 0.7927 0.0696 0.065 Uiso 1 1 calc R . .
C15 C 0.66011(19) 0.78113(16) 0.19281(19) 0.0491(7) Uani 1 1 d . . .
C16 C 0.5921(2) 0.70255(18) 0.1866(2) 0.0623(9) Uani 1 1 d . . .
H16 H 0.5692 0.6757 0.1350 0.075 Uiso 1 1 calc R . .
C17 C 0.5586(2) 0.66445(18) 0.2561(3) 0.0697(10) Uani 1 1 d . . .
H17 H 0.5115 0.6111 0.2535 0.084 Uiso 1 1 calc R . .
C18 C 0.5946(2) 0.70500(18) 0.3297(2) 0.0627(9) Uani 1 1 d . . .
H18 H 0.5732 0.6796 0.3788 0.075 Uiso 1 1 calc R . .
C19 C 0.66214(19) 0.78334(16) 0.33117(19) 0.0490(7) Uani 1 1 d . . .
C20 C 0.7035(2) 0.83032(18) 0.41010(19) 0.0538(7) Uani 1 1 d . . .
H20A H 0.6673 0.8007 0.4547 0.065 Uiso 1 1 calc R . .
H20B H 0.7719 0.8267 0.4196 0.065 Uiso 1 1 calc R . .
C21 C 0.81453(19) 1.09297(18) 0.50792(16) 0.0448(6) Uani 1 1 d . . .
C22 C 0.7416(3) 1.0528(3) 0.5672(2) 0.1056(17) Uani 1 1 d . . .
H22A H 0.6801 1.0690 0.5540 0.158 Uiso 1 1 calc R . .
H22B H 0.7664 1.0737 0.6224 0.158 Uiso 1 1 calc R . .
H22C H 0.7310 0.9899 0.5637 0.158 Uiso 1 1 calc R . .
C23 C 0.8317(3) 1.1910(2) 0.5186(2) 0.0885(12) Uani 1 1 d . . .
H23A H 0.8735 1.2190 0.4773 0.133 Uiso 1 1 calc R . .
H23B H 0.8630 1.2093 0.5726 0.133 Uiso 1 1 calc R . .
H23C H 0.7694 1.2074 0.5126 0.133 Uiso 1 1 calc R . .
C24 C 0.9110(3) 1.0717(3) 0.5264(2) 0.0796(11) Uani 1 1 d . . .
H24A H 0.9020 1.0090 0.5283 0.119 Uiso 1 1 calc R . .
H24B H 0.9396 1.0984 0.5788 0.119 Uiso 1 1 calc R . .
H24C H 0.9542 1.0940 0.4839 0.119 Uiso 1 1 calc R . .
C29 C 0.3429(2) 0.52285(15) 0.08504(15) 0.0405(6) Uani 1 1 d . . .
C30 C 0.2610(2) 0.37032(17) 0.10697(18) 0.0584(8) Uani 1 1 d . . .
H30A H 0.2666 0.3164 0.0792 0.070 Uiso 1 1 calc R . .
H30B H 0.2597 0.3599 0.1657 0.070 Uiso 1 1 calc R . .
C31 C 0.1717(2) 0.47425(17) 0.11112(17) 0.0536(8) Uani 1 1 d . . .
H31A H 0.1752 0.4727 0.1710 0.064 Uiso 1 1 calc R . .
H31B H 0.1104 0.4896 0.0929 0.064 Uiso 1 1 calc R . .
C32 C 0.4406(3) 0.41817(19) 0.1011(2) 0.0668(10) Uani 1 1 d . . .
H32A H 0.4824 0.4525 0.0621 0.080 Uiso 1 1 calc R . .
H32B H 0.4323 0.3565 0.0857 0.080 Uiso 1 1 calc R . .
C33 C 0.4922(2) 0.43474(16) 0.1850(2) 0.0567(8) Uani 1 1 d . . .
C34 C 0.5939(3) 0.4631(2) 0.1957(4) 0.0958(16) Uani 1 1 d . . .
H34 H 0.6327 0.4751 0.1508 0.115 Uiso 1 1 calc R . .
C35 C 0.6354(3) 0.4729(3) 0.2761(4) 0.1106(19) Uani 1 1 d . . .
H35 H 0.7036 0.4923 0.2861 0.133 Uiso 1 1 calc R . .
C36 C 0.5796(3) 0.4552(2) 0.3385(3) 0.0935(14) Uani 1 1 d . . .
H36 H 0.6081 0.4608 0.3925 0.112 Uiso 1 1 calc R . .
C37 C 0.4828(2) 0.42921(16) 0.3240(2) 0.0627(9) Uani 1 1 d . . .
C38 C 0.4195(3) 0.40786(19) 0.39428(19) 0.0634(9) Uani 1 1 d . . .
H38A H 0.4032 0.3445 0.4002 0.076 Uiso 1 1 calc R . .
H38B H 0.4571 0.4343 0.4446 0.076 Uiso 1 1 calc R . .
C39 C 0.3356(2) 0.52159(15) 0.39712(15) 0.0427(6) Uani 1 1 d . B .
C40 C 0.2391(3) 0.37659(19) 0.35643(19) 0.0679(10) Uani 1 1 d . B .
H40A H 0.2336 0.3766 0.2965 0.082 Uiso 1 1 calc R . .
H40B H 0.2407 0.3174 0.3727 0.082 Uiso 1 1 calc R . .
C41 C 0.1576(2) 0.48401(19) 0.36211(19) 0.0624(9) Uani 1 1 d . B .
H41A H 0.1042 0.5032 0.3865 0.075 Uiso 1 1 calc R . .
H41B H 0.1461 0.4844 0.3025 0.075 Uiso 1 1 calc R . .
C42 C 0.25215(19) 0.63637(16) 0.38517(16) 0.0427(6) Uani 1 1 d . B .
H42A H 0.2925 0.6658 0.4331 0.051 Uiso 1 1 calc R . .
H42B H 0.1855 0.6438 0.3897 0.051 Uiso 1 1 calc R . .
C43 C 0.29122(17) 0.68020(15) 0.30984(15) 0.0358(6) Uani 1 1 d . . .
C44 C 0.35391(18) 0.76137(15) 0.31536(16) 0.0391(6) Uani 1 1 d . . .
H44 H 0.3751 0.7893 0.3667 0.047 Uiso 1 1 calc R . .
C45 C 0.38506(18) 0.80099(15) 0.24548(16) 0.0404(6) Uani 1 1 d . . .
H45 H 0.4285 0.8563 0.2478 0.049 Uiso 1 1 calc R . .
C46 C 0.35197(18) 0.75885(15) 0.17208(16) 0.0385(6) Uani 1 1 d . . .
H46 H 0.3719 0.7850 0.1229 0.046 Uiso 1 1 calc R . .
C47 C 0.28928(17) 0.67788(14) 0.17083(15) 0.0339(5) Uani 1 1 d . . .
C48 C 0.24913(19) 0.63094(15) 0.09106(15) 0.0395(6) Uani 1 1 d . . .
H48A H 0.1806 0.6339 0.0813 0.047 Uiso 1 1 calc R . .
H48B H 0.2853 0.6617 0.0470 0.047 Uiso 1 1 calc R . .
C49 C 0.1397(2) 0.36888(17) -0.00904(17) 0.0521(7) Uani 1 1 d D . .
C50 C 0.2197(3) 0.4012(2) -0.06762(18) 0.0641(9) Uani 1 1 d D . .
H50A H 0.2400 0.4643 -0.0635 0.096 Uiso 1 1 calc R . .
H50B H 0.1945 0.3830 -0.1233 0.096 Uiso 1 1 calc R . .
H50C H 0.2755 0.3767 -0.0532 0.096 Uiso 1 1 calc R . .
C51 C 0.1091(3) 0.27046(19) -0.0182(2) 0.0716(10) Uani 1 1 d D . .
H51A H 0.1646 0.2461 -0.0029 0.107 Uiso 1 1 calc R . .
H51B H 0.0862 0.2538 -0.0747 0.107 Uiso 1 1 calc R . .
H51C H 0.0568 0.2485 0.0171 0.107 Uiso 1 1 calc R . .
C52 C 0.0538(3) 0.4057(2) -0.0315(2) 0.0743(10) Uani 1 1 d D . .
H52A H 0.0027 0.3843 0.0051 0.111 Uiso 1 1 calc R . .
H52B H 0.0294 0.3879 -0.0874 0.111 Uiso 1 1 calc R . .
H52C H 0.0733 0.4688 -0.0267 0.111 Uiso 1 1 calc R . .
C25A C 0.8122(2) 1.0781(2) 0.0181(2) 0.0625(8) Uani 0.738(10) 1 d PD A 1
C26A C 0.7312(3) 1.0432(4) -0.0470(3) 0.0704(19) Uani 0.738(10) 1 d PD A 1
H26A H 0.7095 0.9805 -0.0430 0.106 Uiso 0.738(10) 1 calc PR A 1
H26B H 0.7552 1.0568 -0.1006 0.106 Uiso 0.738(10) 1 calc PR A 1
H26C H 0.6768 1.0699 -0.0395 0.106 Uiso 0.738(10) 1 calc PR A 1
C27A C 0.8356(4) 1.1795(3) 0.0108(3) 0.0629(16) Uani 0.738(10) 1 d PD A 1
H27A H 0.7760 1.1997 0.0148 0.094 Uiso 0.738(10) 1 calc PR A 1
H27B H 0.8620 1.1952 -0.0415 0.094 Uiso 0.738(10) 1 calc PR A 1
H27C H 0.8833 1.2066 0.0547 0.094 Uiso 0.738(10) 1 calc PR A 1
C28A C 0.9045(5) 1.0506(7) 0.0069(8) 0.085(3) Uani 0.738(10) 1 d PD A 1
H28A H 0.9521 1.0742 0.0519 0.128 Uiso 0.738(10) 1 calc PR A 1
H28B H 0.9301 1.0723 -0.0443 0.128 Uiso 0.738(10) 1 calc PR A 1
H28C H 0.8915 0.9875 0.0056 0.128 Uiso 0.738(10) 1 calc PR A 1
C25B C 0.8122(2) 1.0781(2) 0.0181(2) 0.0625(8) Uani 0.262(10) 1 d PD A 2
C26B C 0.7552(9) 0.9900(8) -0.0378(7) 0.056(4) Uiso 0.262(10) 1 d PD A 2
H26D H 0.6857 0.9773 -0.0300 0.084 Uiso 0.262(10) 1 calc PR A 2
H26E H 0.7814 0.9409 -0.0210 0.084 Uiso 0.262(10) 1 calc PR A 2
H26F H 0.7652 1.0004 -0.0952 0.084 Uiso 0.262(10) 1 calc PR A 2
C27B C 0.7902(18) 1.1512(12) -0.0225(14) 0.113(8) Uiso 0.262(10) 1 d PD A 2
H27D H 0.7689 1.1884 0.0167 0.170 Uiso 0.262(10) 1 calc PR A 2
H27E H 0.7385 1.1310 -0.0653 0.170 Uiso 0.262(10) 1 calc PR A 2
H27F H 0.8483 1.1840 -0.0463 0.170 Uiso 0.262(10) 1 calc PR A 2
C28B C 0.9146(11) 1.0675(18) 0.009(2) 0.065(7) Uiso 0.262(10) 1 d PD A 2
H28D H 0.9356 1.0879 -0.0437 0.098 Uiso 0.262(10) 1 calc PR A 2
H28E H 0.9155 1.0065 0.0133 0.098 Uiso 0.262(10) 1 calc PR A 2
H28F H 0.9587 1.1013 0.0522 0.098 Uiso 0.262(10) 1 calc PR A 2
C53A C 0.1343(2) 0.3733(2) 0.46959(18) 0.0658(10) Uani 0.541(14) 1 d PD B 3
C54A C 0.2288(6) 0.3981(6) 0.5336(4) 0.065(3) Uani 0.541(14) 1 d PD B 3
H54A H 0.2564 0.4605 0.5337 0.097 Uiso 0.541(14) 1 calc PR B 3
H54B H 0.2772 0.3674 0.5178 0.097 Uiso 0.541(14) 1 calc PR B 3
H54C H 0.2097 0.3814 0.5880 0.097 Uiso 0.541(14) 1 calc PR B 3
C55A C 0.1111(10) 0.2733(6) 0.4704(11) 0.069(3) Uani 0.541(14) 1 d PD B 3
H55A H 0.0918 0.2542 0.5241 0.103 Uiso 0.541(14) 1 calc PR B 3
H55B H 0.1687 0.2533 0.4580 0.103 Uiso 0.541(14) 1 calc PR B 3
H55C H 0.0580 0.2494 0.4296 0.103 Uiso 0.541(14) 1 calc PR B 3
C56A C 0.0539(9) 0.4057(8) 0.4944(8) 0.090(4) Uani 0.541(14) 1 d PD B 3
H56A H 0.0758 0.4677 0.5073 0.135 Uiso 0.541(14) 1 calc PR B 3
H56B H 0.0287 0.3756 0.5424 0.135 Uiso 0.541(14) 1 calc PR B 3
H56C H 0.0027 0.3958 0.4502 0.135 Uiso 0.541(14) 1 calc PR B 3
C53B C 0.1343(2) 0.3733(2) 0.46959(18) 0.0658(10) Uani 0.459(14) 1 d PD B 4
C54B C 0.1831(9) 0.4454(8) 0.5349(4) 0.079(4) Uani 0.459(14) 1 d PD B 4
H54D H 0.2536 0.4527 0.5376 0.118 Uiso 0.459(14) 1 calc PR B 4
H54E H 0.1592 0.4286 0.5879 0.118 Uiso 0.459(14) 1 calc PR B 4
H54F H 0.1670 0.4998 0.5200 0.118 Uiso 0.459(14) 1 calc PR B 4
C55B C 0.1461(12) 0.2852(8) 0.4836(15) 0.091(6) Uani 0.459(14) 1 d PD B 4
H55D H 0.1131 0.2466 0.4384 0.137 Uiso 0.459(14) 1 calc PR B 4
H55E H 0.1178 0.2648 0.5342 0.137 Uiso 0.459(14) 1 calc PR B 4
H55F H 0.2153 0.2855 0.4876 0.137 Uiso 0.459(14) 1 calc PR B 4
C56B C 0.0230(8) 0.3717(10) 0.4737(8) 0.077(4) Uani 0.459(14) 1 d PD B 4
H56D H 0.0130 0.4297 0.4646 0.116 Uiso 0.459(14) 1 calc PR B 4
H56E H 0.0023 0.3532 0.5273 0.116 Uiso 0.459(14) 1 calc PR B 4
H56F H -0.0153 0.3314 0.4319 0.116 Uiso 0.459(14) 1 calc PR B 4
N1 N 0.60865(15) 1.02264(12) 0.40162(12) 0.0377(5) Uani 1 1 d . . .
N2 N 0.78378(16) 1.07079(14) 0.42067(13) 0.0456(5) Uani 1 1 d . . .
N3 N 0.69963(15) 0.92070(13) 0.41297(14) 0.0446(5) Uani 1 1 d . . .
N4 N 0.51790(14) 1.05316(12) 0.24862(11) 0.0327(4) Uani 1 1 d . . .
N5 N 0.61260(15) 1.02050(12) 0.10779(12) 0.0384(5) Uani 1 1 d . . .
N6 N 0.78685(17) 1.06335(15) 0.10308(15) 0.0535(6) Uani 1 1 d . . .
N7 N 0.69955(15) 0.91505(13) 0.11321(14) 0.0456(5) Uani 1 1 d . . .
N8 N 0.69510(15) 0.82147(13) 0.26374(15) 0.0451(6) Uani 1 1 d . . .
N9 N 0.34641(18) 0.43879(13) 0.09331(14) 0.0490(6) Uani 1 1 d . . .
N10 N 0.17097(18) 0.39011(13) 0.07836(13) 0.0498(6) Uani 1 1 d . . .
N11 N 0.25373(15) 0.54078(12) 0.08612(13) 0.0402(5) Uani 1 1 d . . .
N12 N 0.43839(16) 0.41825(13) 0.24788(15) 0.0466(6) Uani 1 1 d . . .
N13 N 0.33140(19) 0.43640(13) 0.38642(14) 0.0521(6) Uani 1 1 d . . .
N14 N 0.1560(2) 0.39774(15) 0.38566(14) 0.0585(7) Uani 1 1 d . . .
N15 N 0.24987(16) 0.54532(13) 0.38714(13) 0.0443(5) Uani 1 1 d . . .
N16 N 0.25858(14) 0.63815(12) 0.23837(12) 0.0343(5) Uani 1 1 d . . .
O1 O 0.53668(12) 0.88197(10) 0.42033(11) 0.0420(4) Uani 1 1 d . . .
O2 O 0.53618(12) 0.87900(10) 0.08851(11) 0.0422(4) Uani 1 1 d . . .
O3 O 0.41638(13) 0.57921(11) 0.07359(11) 0.0476(5) Uani 1 1 d . . .
O4 O 0.41307(13) 0.57425(11) 0.41786(11) 0.0472(5) Uani 1 1 d . . .
O5 O 0.47124(19) 0.73312(13) 0.50935(13) 0.0669(7) Uani 1 1 d D . .
H5A H 0.496(3) 0.774(2) 0.477(2) 0.097(13) Uiso 1 1 d D . .
H5B H 0.455(2) 0.6861(16) 0.4790(18) 0.073(10) Uiso 1 1 d D . .
O6 O 0.46212(19) 0.73289(13) -0.01286(13) 0.0636(6) Uani 1 1 d D . .
H6A H 0.487(2) 0.7753(18) 0.0219(18) 0.078(11) Uiso 1 1 d D . .
H6B H 0.444(3) 0.6864(17) 0.015(2) 0.081(11) Uiso 1 1 d D . .
C61 C 0.9355(3) 0.8110(3) 0.25885(19) 0.0677(10) Uani 1 1 d . . .
H61 H 0.8999 0.8544 0.2615 0.081 Uiso 1 1 calc R . .
C62 C 0.8926(3) 0.7277(3) 0.27298(18) 0.0679(10) Uani 1 1 d . . .
H62 H 0.8267 0.7129 0.2856 0.082 Uiso 1 1 calc R . .
C63 C 0.9433(2) 0.6644(3) 0.26919(19) 0.0693(9) Uani 1 1 d . . .
H63 H 0.9123 0.6064 0.2792 0.083 Uiso 1 1 calc R . .
C64 C 1.0386(2) 0.6846(3) 0.25105(19) 0.0671(9) Uani 1 1 d . . .
H64 H 1.0732 0.6404 0.2483 0.081 Uiso 1 1 calc R . .
C65 C 1.0837(2) 0.7674(3) 0.23706(19) 0.0674(9) Uani 1 1 d . . .
H65 H 1.1498 0.7812 0.2251 0.081 Uiso 1 1 calc R . .
C66 C 1.0330(3) 0.8325(3) 0.2402(2) 0.0765(10) Uani 1 1 d . . .
H66 H 1.0640 0.8905 0.2299 0.092 Uiso 1 1 calc R . .
C71A C 0.9937(2) 0.1980(2) 0.2393(2) 0.0944(17) Uani 0.818(4) 1 d PG C 5
H71A H 0.9486 0.2331 0.2306 0.113 Uiso 0.818(4) 1 calc PR C 5
C72A C 0.9720(2) 0.1270(2) 0.2883(2) 0.0939(18) Uani 0.818(4) 1 d PG C 5
H72A H 0.9121 0.1136 0.3130 0.113 Uiso 0.818(4) 1 calc PR C 5
C73A C 1.0379(3) 0.07573(18) 0.3011(2) 0.1007(19) Uani 0.818(4) 1 d PG C 5
H73A H 1.0231 0.0272 0.3345 0.121 Uiso 0.818(4) 1 calc PR C 5
C74A C 1.1255(3) 0.0954(2) 0.2649(3) 0.124(2) Uani 0.818(4) 1 d PG C 5
H74A H 1.1705 0.0603 0.2736 0.149 Uiso 0.818(4) 1 calc PR C 5
C75A C 1.1472(2) 0.1664(3) 0.2159(2) 0.1031(19) Uani 0.818(4) 1 d PG C 5
H75A H 1.2070 0.1798 0.1912 0.124 Uiso 0.818(4) 1 calc PR C 5
C76A C 1.0813(3) 0.2177(2) 0.20314(19) 0.0925(18) Uani 0.818(4) 1 d PG C 5
H76A H 1.0961 0.2662 0.1697 0.111 Uiso 0.818(4) 1 calc PR C 5
C71B C 1.0171(8) 0.1338(10) 0.2101(8) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H71B H 0.9600 0.1404 0.1802 0.087 Uiso 0.182(4) 1 calc PR C 6
C72B C 1.0198(8) 0.1307(10) 0.2941(8) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H72B H 0.9647 0.1353 0.3216 0.087 Uiso 0.182(4) 1 calc PR C 6
C73B C 1.1033(10) 0.1210(10) 0.3378(6) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H73B H 1.1052 0.1189 0.3952 0.087 Uiso 0.182(4) 1 calc PR C 6
C74B C 1.1841(8) 0.1144(10) 0.2975(7) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H74B H 1.2411 0.1077 0.3274 0.087 Uiso 0.182(4) 1 calc PR C 6
C75B C 1.1813(8) 0.1174(9) 0.2135(7) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H75B H 1.2365 0.1129 0.1860 0.087 Uiso 0.182(4) 1 calc PR C 6
C76B C 1.0978(9) 0.1272(9) 0.1698(6) 0.073(2) Uiso 0.182(4) 1 d PG C 6
H76B H 1.0960 0.1293 0.1124 0.087 Uiso 0.182(4) 1 calc PR C 6
C81A C 0.7251(3) 0.2968(3) 0.2553(4) 0.097(2) Uani 0.756(8) 1 d PG D 7
H81A H 0.6694 0.2590 0.2740 0.116 Uiso 0.756(8) 1 calc PR D 7
C82A C 0.7283(3) 0.3157(3) 0.1737(3) 0.0758(18) Uani 0.756(8) 1 d PG D 7
H82A H 0.6747 0.2909 0.1366 0.091 Uiso 0.756(8) 1 calc PR D 7
C83A C 0.8099(3) 0.3710(3) 0.1463(2) 0.0862(17) Uani 0.756(8) 1 d PG D 7
H83A H 0.8121 0.3839 0.0906 0.103 Uiso 0.756(8) 1 calc PR D 7
C84A C 0.8883(3) 0.4072(3) 0.2006(3) 0.099(2) Uani 0.756(8) 1 d PG D 7
H84A H 0.9441 0.4450 0.1819 0.119 Uiso 0.756(8) 1 calc PR D 7
C85A C 0.8851(3) 0.3883(4) 0.2822(3) 0.130(4) Uani 0.756(8) 1 d PG D 7
H85A H 0.9387 0.4131 0.3193 0.157 Uiso 0.756(8) 1 calc PR D 7
C86A C 0.8036(4) 0.3330(4) 0.3095(3) 0.134(3) Uani 0.756(8) 1 d PG D 7
H86A H 0.8014 0.3201 0.3653 0.161 Uiso 0.756(8) 1 calc PR D 7
C81B C 0.7390(8) 0.2895(11) 0.2420(10) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H81B H 0.6782 0.2658 0.2629 0.087 Uiso 0.244(8) 1 calc PR D 8
C82B C 0.7430(8) 0.3153(12) 0.1623(9) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H82B H 0.6848 0.3093 0.1286 0.087 Uiso 0.244(8) 1 calc PR D 8
C83B C 0.8320(10) 0.3499(10) 0.1317(6) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H83B H 0.8347 0.3676 0.0772 0.087 Uiso 0.244(8) 1 calc PR D 8
C84B C 0.9171(8) 0.3588(9) 0.1809(6) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H84B H 0.9779 0.3825 0.1600 0.087 Uiso 0.244(8) 1 calc PR D 8
C85B C 0.9131(8) 0.3330(9) 0.2607(6) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H85B H 0.9713 0.3390 0.2943 0.087 Uiso 0.244(8) 1 calc PR D 8
C86B C 0.8241(10) 0.2983(8) 0.2913(7) 0.073(2) Uiso 0.244(8) 1 d PG D 8
H86B H 0.8214 0.2807 0.3458 0.087 Uiso 0.244(8) 1 calc PR D 8
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
O1 C1 N1 122.4(2) . . ?
O1 C1 N3 121.3(2) . . ?
N1 C1 N3 116.2(2) . . ?
N2 C2 N1 113.3(2) . . ?
N2 C2 H2A 108.9 . . ?
N1 C2 H2A 108.9 . . ?
N2 C2 H2B 108.9 . . ?
N1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
N2 C3 N3 112.5(2) . . ?
N2 C3 H3A 109.1 . . ?
N3 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
N3 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
N1 C4 C5 113.9(2) . . ?
N1 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
N1 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
N4 C5 C6 122.7(2) . . ?
N4 C5 C4 117.3(2) . . ?
C6 C5 C4 119.9(2) . . ?
C7 C6 C5 118.8(2) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C8 C7 C6 119.1(2) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 118.8(2) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
N4 C9 C8 122.8(2) . . ?
N4 C9 C10 117.3(2) . . ?
C8 C9 C10 119.9(2) . . ?
N5 C10 C9 114.3(2) . . ?
N5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
N5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
O2 C11 N5 122.3(2) . . ?
O2 C11 N7 121.3(2) . . ?
N5 C11 N7 116.4(2) . . ?
N6 C12 N5 113.4(2) . . ?
N6 C12 H12A 108.9 . . ?
N5 C12 H12A 108.9 . . ?
N6 C12 H12B 108.9 . . ?
N5 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N6 C13 N7 112.5(2) . . ?
N6 C13 H13A 109.1 . . ?
N7 C13 H13A 109.1 . . ?
N6 C13 H13B 109.1 . . ?
N7 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
N7 C14 C15 114.7(2) . . ?
N7 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
N7 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
N8 C15 C16 123.0(3) . . ?
N8 C15 C14 116.5(2) . . ?
C16 C15 C14 120.4(3) . . ?
C17 C16 C15 118.9(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 118.8(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C19 119.1(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
N8 C19 C18 122.7(3) . . ?
N8 C19 C20 116.1(2) . . ?
C18 C19 C20 121.2(3) . . ?
N3 C20 C19 114.0(2) . . ?
N3 C20 H20A 108.7 . . ?
C19 C20 H20A 108.7 . . ?
N3 C20 H20B 108.7 . . ?
C19 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
N2 C21 C24 108.4(2) . . ?
N2 C21 C22 115.4(2) . . ?
C24 C21 C22 111.8(3) . . ?
N2 C21 C23 107.0(2) . . ?
C24 C21 C23 106.5(3) . . ?
C22 C21 C23 107.3(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C29 N9 121.3(2) . . ?
O3 C29 N11 121.9(2) . . ?
N9 C29 N11 116.7(2) . . ?
N10 C30 N9 113.4(2) . . ?
N10 C30 H30A 108.9 . . ?
N9 C30 H30A 108.9 . . ?
N10 C30 H30B 108.9 . . ?
N9 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
N10 C31 N11 112.3(2) . . ?
N10 C31 H31A 109.1 . . ?
N11 C31 H31A 109.1 . . ?
N10 C31 H31B 109.1 . . ?
N11 C31 H31B 109.1 . . ?
H31A C31 H31B 107.9 . . ?
N9 C32 C33 114.9(2) . . ?
N9 C32 H32A 108.5 . . ?
C33 C32 H32A 108.5 . . ?
N9 C32 H32B 108.5 . . ?
C33 C32 H32B 108.5 . . ?
H32A C32 H32B 107.5 . . ?
N12 C33 C34 121.2(4) . . ?
N12 C33 C32 117.5(3) . . ?
C34 C33 C32 121.2(4) . . ?
C33 C34 C35 116.9(4) . . ?
C33 C34 H34 121.6 . . ?
C35 C34 H34 121.6 . . ?
C36 C35 C34 120.7(4) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 119.4(5) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C36 C37 N12 122.7(4) . . ?
C36 C37 C38 119.6(4) . . ?
N12 C37 C38 117.6(3) . . ?
N13 C38 C37 114.6(2) . . ?
N13 C38 H38A 108.6 . . ?
C37 C38 H38A 108.6 . . ?
N13 C38 H38B 108.6 . . ?
C37 C38 H38B 108.6 . . ?
H38A C38 H38B 107.6 . . ?
O4 C39 N13 121.6(3) . . ?
O4 C39 N15 122.2(2) . . ?
N13 C39 N15 116.2(2) . . ?
N14 C40 N13 113.8(2) . . ?
N14 C40 H40A 108.8 . . ?
N13 C40 H40A 108.8 . . ?
N14 C40 H40B 108.8 . . ?
N13 C40 H40B 108.8 . . ?
H40A C40 H40B 107.7 . . ?
N14 C41 N15 112.8(3) . . ?
N14 C41 H41A 109.0 . . ?
N15 C41 H41A 109.0 . . ?
N14 C41 H41B 109.0 . . ?
N15 C41 H41B 109.0 . . ?
H41A C41 H41B 107.8 . . ?
N15 C42 C43 114.7(2) . . ?
N15 C42 H42A 108.6 . . ?
C43 C42 H42A 108.6 . . ?
N15 C42 H42B 108.6 . . ?
C43 C42 H42B 108.6 . . ?
H42A C42 H42B 107.6 . . ?
N16 C43 C44 122.7(2) . . ?
N16 C43 C42 116.7(2) . . ?
C44 C43 C42 120.6(2) . . ?
C45 C44 C43 119.2(2) . . ?
C45 C44 H44 120.4 . . ?
C43 C44 H44 120.4 . . ?
C44 C45 C46 118.7(2) . . ?
C44 C45 H45 120.7 . . ?
C46 C45 H45 120.7 . . ?
C45 C46 C47 119.2(2) . . ?
C45 C46 H46 120.4 . . ?
C47 C46 H46 120.4 . . ?
N16 C47 C46 122.9(2) . . ?
N16 C47 C48 116.6(2) . . ?
C46 C47 C48 120.5(2) . . ?
N11 C48 C47 115.1(2) . . ?
N11 C48 H48A 108.5 . . ?
C47 C48 H48A 108.5 . . ?
N11 C48 H48B 108.5 . . ?
C47 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
N10 C49 C52 108.9(2) . . ?
N10 C49 C51 106.8(2) . . ?
C52 C49 C51 109.2(3) . . ?
N10 C49 C50 114.4(2) . . ?
C52 C49 C50 109.5(3) . . ?
C51 C49 C50 107.9(2) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N6 C25A C28A 108.8(6) . . ?
N6 C25A C26A 116.0(3) . . ?
C28A C25A C26A 114.4(6) . . ?
N6 C25A C27A 104.5(3) . . ?
C28A C25A C27A 107.0(5) . . ?
C26A C25A C27A 105.2(3) . . ?
C25A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
C25A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
C25A C27A H27A 109.5 . . ?
C25A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C25A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C25A C28A H28A 109.5 . . ?
C25A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C25A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
H26D C26B H26E 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
H27D C27B H27E 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
H28D C28B H28E 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C56A C53A N14 110.8(6) . . ?
C56A C53A C55A 111.2(7) . . ?
N14 C53A C55A 106.8(7) . . ?
C56A C53A C54A 113.2(6) . . ?
N14 C53A C54A 113.3(3) . . ?
C55A C53A C54A 101.0(6) . . ?
C53A C54A H54A 109.5 . . ?
C53A C54A H54B 109.5 . . ?
H54A C54A H54B 109.5 . . ?
C53A C54A H54C 109.5 . . ?
H54A C54A H54C 109.5 . . ?
H54B C54A H54C 109.5 . . ?
C53A C55A H55A 109.5 . . ?
C53A C55A H55B 109.5 . . ?
H55A C55A H55B 109.5 . . ?
C53A C55A H55C 109.5 . . ?
H55A C55A H55C 109.5 . . ?
H55B C55A H55C 109.5 . . ?
C53A C56A H56A 109.5 . . ?
C53A C56A H56B 109.5 . . ?
H56A C56A H56B 109.5 . . ?
C53A C56A H56C 109.5 . . ?
H56A C56A H56C 109.5 . . ?
H56B C56A H56C 109.5 . . ?
H54D C54B H54E 109.5 . . ?
H54D C54B H54F 109.5 . . ?
H54E C54B H54F 109.5 . . ?
H55D C55B H55E 109.5 . . ?
H55D C55B H55F 109.5 . . ?
H55E C55B H55F 109.5 . . ?
H56D C56B H56E 109.5 . . ?
H56D C56B H56F 109.5 . . ?
H56E C56B H56F 109.5 . . ?
C1 N1 C4 119.8(2) . . ?
C1 N1 C2 123.4(2) . . ?
C4 N1 C2 116.6(2) . . ?
C3 N2 C2 107.6(2) . . ?
C3 N2 C21 118.4(2) . . ?
C2 N2 C21 117.1(2) . . ?
C1 N3 C20 117.7(2) . . ?
C1 N3 C3 120.0(2) . . ?
C20 N3 C3 119.0(2) . . ?
C5 N4 C9 117.76(19) . . ?
C11 N5 C10 119.9(2) . . ?
C11 N5 C12 122.4(2) . . ?
C10 N5 C12 117.4(2) . . ?
C12 N6 C13 107.8(2) . . ?
C12 N6 C25A 117.5(3) . . ?
C13 N6 C25A 118.7(3) . . ?
C11 N7 C14 117.8(2) . . ?
C11 N7 C13 121.2(2) . . ?
C14 N7 C13 119.5(2) . . ?
C15 N8 C19 117.5(2) . . ?
C29 N9 C32 118.5(2) . . ?
C29 N9 C30 122.9(2) . . ?
C32 N9 C30 118.0(2) . . ?
C31 N10 C30 107.1(2) . . ?
C31 N10 C49 119.3(2) . . ?
C30 N10 C49 116.1(2) . . ?
C29 N11 C48 118.0(2) . . ?
C29 N11 C31 119.3(2) . . ?
C48 N11 C31 119.1(2) . . ?
C33 N12 C37 119.0(3) . . ?
C39 N13 C38 118.7(2) . . ?
C39 N13 C40 119.9(3) . . ?
C38 N13 C40 120.8(2) . . ?
C40 N14 C41 106.8(2) . . ?
C40 N14 C53A 116.5(3) . . ?
C41 N14 C53A 119.0(3) . . ?
C39 N15 C42 118.2(2) . . ?
C39 N15 C41 122.9(2) . . ?
C42 N15 C41 117.7(2) . . ?
C47 N16 C43 117.4(2) . . ?
H5A O5 H5B 106(3) . . ?
H6A O6 H6B 107(3) . . ?
C62 C61 C66 119.4(3) . . ?
C62 C61 H61 120.3 . . ?
C66 C61 H61 120.3 . . ?
C61 C62 C63 120.8(3) . . ?
C61 C62 H62 119.6 . . ?
C63 C62 H62 119.6 . . ?
C64 C63 C62 120.4(4) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C65 C64 C63 120.2(3) . . ?
C65 C64 H64 119.9 . . ?
C63 C64 H64 119.9 . . ?
C64 C65 C66 120.2(3) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C65 C66 C61 119.1(4) . . ?
C65 C66 H66 120.4 . . ?
C61 C66 H66 120.4 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.238(3) . ?
C1 N1 1.354(3) . ?
C1 N3 1.362(3) . ?
C2 N2 1.438(4) . ?
C2 N1 1.467(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.434(4) . ?
C3 N3 1.464(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.450(3) . ?
C4 C5 1.510(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N4 1.335(3) . ?
C5 C6 1.385(3) . ?
C6 C7 1.377(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.372(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 N4 1.339(3) . ?
C9 C10 1.512(3) . ?
C10 N5 1.446(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O2 1.238(3) . ?
C11 N5 1.354(3) . ?
C11 N7 1.362(3) . ?
C12 N6 1.428(4) . ?
C12 N5 1.466(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N6 1.441(4) . ?
C13 N7 1.463(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N7 1.458(3) . ?
C14 C15 1.509(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N8 1.336(4) . ?
C15 C16 1.390(4) . ?
C16 C17 1.371(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(4) . ?
C18 H18 0.9500 . ?
C19 N8 1.339(4) . ?
C19 C20 1.507(4) . ?
C20 N3 1.455(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N2 1.492(3) . ?
C21 C24 1.501(4) . ?
C21 C22 1.515(4) . ?
C21 C23 1.530(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C29 O3 1.236(3) . ?
C29 N9 1.362(3) . ?
C29 N11 1.365(3) . ?
C30 N10 1.441(4) . ?
C30 N9 1.464(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 N10 1.436(3) . ?
C31 N11 1.469(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 N9 1.450(4) . ?
C32 C33 1.515(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 N12 1.327(4) . ?
C33 C34 1.410(5) . ?
C34 C35 1.411(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.336(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.346(5) . ?
C36 H36 0.9500 . ?
C37 N12 1.360(4) . ?
C37 C38 1.513(5) . ?
C38 N13 1.428(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 O4 1.242(3) . ?
C39 N13 1.354(3) . ?
C39 N15 1.360(4) . ?
C40 N14 1.416(4) . ?
C40 N13 1.480(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 N14 1.431(4) . ?
C41 N15 1.470(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 N15 1.446(3) . ?
C42 C43 1.513(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 N16 1.349(3) . ?
C43 C44 1.387(3) . ?
C44 C45 1.376(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.377(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.386(3) . ?
C46 H46 0.9500 . ?
C47 N16 1.342(3) . ?
C47 C48 1.515(3) . ?
C48 N11 1.456(3) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 N10 1.494(4) . ?
C49 C52 1.502(5) . ?
C49 C51 1.529(4) . ?
C49 C50 1.546(4) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C25A N6 1.484(4) . ?
C25A C28A 1.499(6) . ?
C25A C26A 1.521(5) . ?
C25A C27A 1.581(5) . ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
C26B H26D 0.9800 . ?
C26B H26E 0.9800 . ?
C26B H26F 0.9800 . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
C53A C56A 1.440(10) . ?
C53A N14 1.481(4) . ?
C53A C55A 1.551(9) . ?
C53A C54A 1.622(7) . ?
C54A H54A 0.9800 . ?
C54A H54B 0.9800 . ?
C54A H54C 0.9800 . ?
C55A H55A 0.9800 . ?
C55A H55B 0.9800 . ?
C55A H55C 0.9800 . ?
C56A H56A 0.9800 . ?
C56A H56B 0.9800 . ?
C56A H56C 0.9800 . ?
C54B H54D 0.9800 . ?
C54B H54E 0.9800 . ?
C54B H54F 0.9800 . ?
C55B H55D 0.9800 . ?
C55B H55E 0.9800 . ?
C55B H55F 0.9800 . ?
C56B H56D 0.9800 . ?
C56B H56E 0.9800 . ?
C56B H56F 0.9800 . ?
O5 H5A 0.88(2) . ?
O5 H5B 0.87(2) . ?
O6 H6A 0.87(2) . ?
O6 H6B 0.87(2) . ?
C61 C62 1.357(5) . ?
C61 C66 1.404(5) . ?
C61 H61 0.9500 . ?
C62 C63 1.374(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.373(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.357(5) . ?
C64 H64 0.9500 . ?
C65 C66 1.398(5) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C71A C72A 1.3900 . ?
C71A C76A 1.3900 . ?
C71A H71A 0.9500 . ?
C72A C73A 1.3900 . ?
C72A H72A 0.9500 . ?
C73A C74A 1.3900 . ?
C73A H73A 0.9500 . ?
C74A C75A 1.3900 . ?
C74A H74A 0.9500 . ?
C75A C76A 1.3900 . ?
C75A H75A 0.9500 . ?
C76A H76A 0.9500 . ?
C71B C72B 1.3900 . ?
C71B C76B 1.3900 . ?
C71B H71B 0.9500 . ?
C72B C73B 1.3900 . ?
C72B H72B 0.9500 . ?
C73B C74B 1.3900 . ?
C73B H73B 0.9500 . ?
C74B C75B 1.3900 . ?
C74B H74B 0.9500 . ?
C75B C76B 1.3900 . ?
C75B H75B 0.9500 . ?
C76B H76B 0.9500 . ?
C81A C82A 1.3900 . ?
C81A C86A 1.3900 . ?
C81A H81A 0.9500 . ?
C82A C83A 1.3900 . ?
C82A H82A 0.9500 . ?
C83A C84A 1.3900 . ?
C83A H83A 0.9500 . ?
C84A C85A 1.3900 . ?
C84A H84A 0.9500 . ?
C85A C86A 1.3900 . ?
C85A H85A 0.9500 . ?
C86A H86A 0.9500 . ?
C81B C82B 1.3900 . ?
C81B C86B 1.3900 . ?
C81B H81B 0.9500 . ?
C82B C83B 1.3900 . ?
C82B H82B 0.9500 . ?
C83B C84B 1.3900 . ?
C83B H83B 0.9500 . ?
C84B C85B 1.3900 . ?
C84B H84B 0.9500 . ?
C85B C86B 1.3900 . ?
C85B H85B 0.9500 . ?
C86B H86B 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
O5 H5A O1 0.88(2) 1.95(2) 2.817(3) 167(4) .
O5 H5B O4 0.87(2) 1.98(2) 2.850(3) 175(3) .
O6 H6A O2 0.87(2) 1.93(2) 2.800(3) 172(3) .
O6 H6B O3 0.87(2) 1.95(2) 2.823(3) 173(3) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C5 N4 43.1(3) . . . . ?
N1 C4 C5 C6 -137.8(2) . . . . ?
N4 C5 C6 C7 0.1(4) . . . . ?
C4 C5 C6 C7 -178.9(3) . . . . ?
C5 C6 C7 C8 -0.6(4) . . . . ?
C6 C7 C8 C9 0.7(4) . . . . ?
C7 C8 C9 N4 -0.2(4) . . . . ?
C7 C8 C9 C10 178.2(3) . . . . ?
N4 C9 C10 N5 -42.0(3) . . . . ?
C8 C9 C10 N5 139.5(2) . . . . ?
N7 C14 C15 N8 -50.4(3) . . . . ?
N7 C14 C15 C16 131.3(3) . . . . ?
N8 C15 C16 C17 0.4(4) . . . . ?
C14 C15 C16 C17 178.5(3) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
C17 C18 C19 N8 -0.6(4) . . . . ?
C17 C18 C19 C20 179.9(3) . . . . ?
N8 C19 C20 N3 50.5(3) . . . . ?
C18 C19 C20 N3 -129.9(3) . . . . ?
N9 C32 C33 N12 37.1(3) . . . . ?
N9 C32 C33 C34 -145.5(3) . . . . ?
N12 C33 C34 C35 0.1(4) . . . . ?
C32 C33 C34 C35 -177.2(3) . . . . ?
C33 C34 C35 C36 0.4(6) . . . . ?
C34 C35 C36 C37 -1.2(6) . . . . ?
C35 C36 C37 N12 1.5(5) . . . . ?
C35 C36 C37 C38 179.1(3) . . . . ?
C36 C37 C38 N13 140.2(3) . . . . ?
N12 C37 C38 N13 -42.0(3) . . . . ?
N15 C42 C43 N16 44.8(3) . . . . ?
N15 C42 C43 C44 -138.1(2) . . . . ?
N16 C43 C44 C45 -0.4(4) . . . . ?
C42 C43 C44 C45 -177.4(2) . . . . ?
C43 C44 C45 C46 0.7(4) . . . . ?
C44 C45 C46 C47 -0.6(4) . . . . ?
C45 C46 C47 N16 0.3(4) . . . . ?
C45 C46 C47 C48 178.1(2) . . . . ?
N16 C47 C48 N11 -48.8(3) . . . . ?
C46 C47 C48 N11 133.2(2) . . . . ?
O1 C1 N1 C4 -5.6(3) . . . . ?
N3 C1 N1 C4 177.4(2) . . . . ?
O1 C1 N1 C2 -179.4(2) . . . . ?
N3 C1 N1 C2 3.6(3) . . . . ?
C5 C4 N1 C1 -119.5(2) . . . . ?
C5 C4 N1 C2 54.7(3) . . . . ?
N2 C2 N1 C1 -24.2(4) . . . . ?
N2 C2 N1 C4 161.8(2) . . . . ?
N3 C3 N2 C2 -57.9(3) . . . . ?
N3 C3 N2 C21 77.7(3) . . . . ?
N1 C2 N2 C3 49.8(3) . . . . ?
N1 C2 N2 C21 -86.5(3) . . . . ?
C24 C21 N2 C3 51.9(3) . . . . ?
C22 C21 N2 C3 -74.2(4) . . . . ?
C23 C21 N2 C3 166.4(3) . . . . ?
C24 C21 N2 C2 -176.6(3) . . . . ?
C22 C21 N2 C2 57.2(4) . . . . ?
C23 C21 N2 C2 -62.1(3) . . . . ?
O1 C1 N3 C20 12.3(4) . . . . ?
N1 C1 N3 C20 -170.7(2) . . . . ?
O1 C1 N3 C3 171.4(2) . . . . ?
N1 C1 N3 C3 -11.6(3) . . . . ?
C19 C20 N3 C1 66.1(3) . . . . ?
C19 C20 N3 C3 -93.2(3) . . . . ?
N2 C3 N3 C1 40.6(3) . . . . ?
N2 C3 N3 C20 -160.6(2) . . . . ?
C6 C5 N4 C9 0.4(4) . . . . ?
C4 C5 N4 C9 179.4(2) . . . . ?
C8 C9 N4 C5 -0.3(4) . . . . ?
C10 C9 N4 C5 -178.8(2) . . . . ?
O2 C11 N5 C10 5.3(4) . . . . ?
N7 C11 N5 C10 -177.2(2) . . . . ?
O2 C11 N5 C12 179.0(2) . . . . ?
N7 C11 N5 C12 -3.5(3) . . . . ?
C9 C10 N5 C11 113.4(3) . . . . ?
C9 C10 N5 C12 -60.6(3) . . . . ?
N6 C12 N5 C11 27.8(4) . . . . ?
N6 C12 N5 C10 -158.4(2) . . . . ?
N5 C12 N6 C13 -52.4(3) . . . . ?
N5 C12 N6 C25A 85.0(3) . . . . ?
N7 C13 N6 C12 55.8(3) . . . . ?
N7 C13 N6 C25A -80.9(3) . . . . ?
C28A C25A N6 C12 178.6(5) . . . . ?
C26A C25A N6 C12 -50.7(4) . . . . ?
C27A C25A N6 C12 64.6(3) . . . . ?
C28A C25A N6 C13 -48.8(5) . . . . ?
C26A C25A N6 C13 81.9(4) . . . . ?
C27A C25A N6 C13 -162.8(3) . . . . ?
O2 C11 N7 C14 -9.1(4) . . . . ?
N5 C11 N7 C14 173.4(2) . . . . ?
O2 C11 N7 C13 -175.2(2) . . . . ?
N5 C11 N7 C13 7.3(4) . . . . ?
C15 C14 N7 C11 -67.7(3) . . . . ?
C15 C14 N7 C13 98.7(3) . . . . ?
N6 C13 N7 C11 -34.9(4) . . . . ?
N6 C13 N7 C14 159.2(3) . . . . ?
C16 C15 N8 C19 0.0(4) . . . . ?
C14 C15 N8 C19 -178.2(2) . . . . ?
C18 C19 N8 C15 0.1(4) . . . . ?
C20 C19 N8 C15 179.7(2) . . . . ?
O3 C29 N9 C32 9.5(4) . . . . ?
N11 C29 N9 C32 -173.6(2) . . . . ?
O3 C29 N9 C30 180.0(2) . . . . ?
N11 C29 N9 C30 -3.1(4) . . . . ?
C33 C32 N9 C29 79.7(3) . . . . ?
C33 C32 N9 C30 -91.3(3) . . . . ?
N10 C30 N9 C29 24.2(4) . . . . ?
N10 C30 N9 C32 -165.2(2) . . . . ?
N11 C31 N10 C30 59.3(3) . . . . ?
N11 C31 N10 C49 -75.2(3) . . . . ?
N9 C30 N10 C31 -50.7(3) . . . . ?
N9 C30 N10 C49 85.4(3) . . . . ?
C52 C49 N10 C31 -40.8(3) . . . . ?
C51 C49 N10 C31 -158.6(3) . . . . ?
C50 C49 N10 C31 82.1(3) . . . . ?
C52 C49 N10 C30 -171.4(2) . . . . ?
C51 C49 N10 C30 70.8(3) . . . . ?
C50 C49 N10 C30 -48.5(3) . . . . ?
O3 C29 N11 C48 -13.1(4) . . . . ?
N9 C29 N11 C48 169.9(2) . . . . ?
O3 C29 N11 C31 -171.5(2) . . . . ?
N9 C29 N11 C31 11.5(3) . . . . ?
C47 C48 N11 C29 -68.4(3) . . . . ?
C47 C48 N11 C31 90.1(3) . . . . ?
N10 C31 N11 C29 -41.5(4) . . . . ?
N10 C31 N11 C48 160.3(2) . . . . ?
C34 C33 N12 C37 0.1(4) . . . . ?
C32 C33 N12 C37 177.5(2) . . . . ?
C36 C37 N12 C33 -0.9(4) . . . . ?
C38 C37 N12 C33 -178.6(2) . . . . ?
O4 C39 N13 C38 -4.0(4) . . . . ?
N15 C39 N13 C38 178.6(2) . . . . ?
O4 C39 N13 C40 -175.9(2) . . . . ?
N15 C39 N13 C40 6.7(4) . . . . ?
C37 C38 N13 C39 -74.1(3) . . . . ?
C37 C38 N13 C40 97.7(3) . . . . ?
N14 C40 N13 C39 -36.0(4) . . . . ?
N14 C40 N13 C38 152.3(3) . . . . ?
N13 C40 N14 C41 57.5(3) . . . . ?
N13 C40 N14 C53A -78.3(3) . . . . ?
N15 C41 N14 C40 -52.9(3) . . . . ?
N15 C41 N14 C53A 81.6(4) . . . . ?
C56A C53A N14 C40 174.4(6) . . . . ?
C55A C53A N14 C40 -64.3(6) . . . . ?
C54A C53A N14 C40 45.9(6) . . . . ?
C56A C53A N14 C41 44.2(7) . . . . ?
C55A C53A N14 C41 165.4(5) . . . . ?
C54A C53A N14 C41 -84.3(6) . . . . ?
O4 C39 N15 C42 12.3(4) . . . . ?
N13 C39 N15 C42 -170.4(2) . . . . ?
O4 C39 N15 C41 179.6(2) . . . . ?
N13 C39 N15 C41 -3.0(4) . . . . ?
C43 C42 N15 C39 70.6(3) . . . . ?
C43 C42 N15 C41 -97.4(3) . . . . ?
N14 C41 N15 C39 27.7(4) . . . . ?
N14 C41 N15 C42 -164.9(2) . . . . ?
C46 C47 N16 C43 0.0(3) . . . . ?
C48 C47 N16 C43 -178.0(2) . . . . ?
C44 C43 N16 C47 0.1(3) . . . . ?
C42 C43 N16 C47 177.2(2) . . . . ?
