#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/43/7104388.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_7104388
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, Cl H'
_chemical_formula_sum            'C43 H42 Cl N5 O2'
_chemical_formula_weight         696.27
_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                107.216(3)
_cell_angle_beta                 101.613(4)
_cell_angle_gamma                103.090(4)
_cell_formula_units_Z            4
_cell_length_a                   12.237(2)
_cell_length_b                   17.221(3)
_cell_length_c                   20.026(3)
_cell_measurement_reflns_used    695
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      34.746
_cell_measurement_theta_min      4.448
_cell_volume                     3759.5(11)
_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      203(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.1307
_diffrn_reflns_av_sigmaI/netI    0.2576
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27464
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.30
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.9971
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     955
_refine_ls_number_reflns         13172
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.2513
_refine_ls_R_factor_gt           0.0856
_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)+(0.0253P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1561
_reflns_number_gt                4529
_reflns_number_total             13172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b901643k.txt
_cod_data_source_block           ob131
_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               7104388
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
Cl1 Cl 0.76170(14) 0.16924(9) 0.58307(9) 0.0478(5) Uani 1 1 d . . .
Cl2 Cl 0.78440(13) 0.34609(9) 0.38754(8) 0.0430(5) Uani 1 1 d . . .
O1 O 0.5943(4) -0.1605(3) 0.4626(2) 0.0568(14) Uani 1 1 d . . .
O2 O 1.0637(4) 0.3432(3) 0.8367(3) 0.0844(18) Uani 1 1 d . . .
O3 O 0.4653(4) 0.1351(3) 0.1451(2) 0.0567(14) Uani 1 1 d . . .
O4 O 0.7935(4) 0.6526(3) 0.5369(2) 0.0668(15) Uani 1 1 d . . .
N1 N 0.6252(4) 0.2710(3) 0.5210(3) 0.0330(13) Uani 1 1 d D . .
N2 N 0.5877(5) -0.0356(3) 0.4437(3) 0.0387(14) Uani 1 1 d D . .
N3 N 0.6854(5) -0.0312(3) 0.5549(3) 0.0415(14) Uani 1 1 d D . .
N4 N 0.8834(5) 0.3229(3) 0.7618(3) 0.0450(15) Uani 1 1 d D . .
N5 N 0.9888(5) 0.2329(3) 0.7265(3) 0.0440(15) Uani 1 1 d D . .
N6 N 0.9210(4) 0.2510(3) 0.4593(3) 0.0349(13) Uani 1 1 d D . .
N7 N 0.6524(4) 0.1630(3) 0.2163(3) 0.0385(14) Uani 1 1 d D . .
N8 N 0.5476(4) 0.2543(3) 0.2489(3) 0.0374(14) Uani 1 1 d D . .
N9 N 0.8595(4) 0.5395(3) 0.5459(3) 0.0368(13) Uani 1 1 d D . .
N10 N 0.7637(5) 0.5381(3) 0.4346(3) 0.0405(14) Uani 1 1 d D . .
C1 C 0.6265(5) 0.3490(4) 0.5652(3) 0.0362(16) Uani 1 1 d . . .
C2 C 0.5733(6) 0.3976(4) 0.5343(4) 0.053(2) Uani 1 1 d . . .
H2 H 0.5768 0.4529 0.5628 0.063 Uiso 1 1 calc R . .
C3 C 0.5148(6) 0.3635(4) 0.4608(4) 0.056(2) Uani 1 1 d . . .
H3 H 0.4757 0.3953 0.4396 0.067 Uiso 1 1 calc R . .
C4 C 0.5123(5) 0.2837(4) 0.4175(3) 0.0462(18) Uani 1 1 d . . .
H4 H 0.4721 0.2611 0.3674 0.055 Uiso 1 1 calc R . .
C5 C 0.5702(5) 0.2376(4) 0.4497(3) 0.0351(16) Uani 1 1 d . . .
C6 C 0.5663(5) 0.1524(4) 0.4094(3) 0.0365(17) Uani 1 1 d . . .
C7 C 0.5488(5) 0.0793(4) 0.3752(3) 0.0347(16) Uani 1 1 d . . .
C8 C 0.5164(5) -0.0093(4) 0.3341(3) 0.0335(16) Uani 1 1 d . . .
C9 C 0.4630(5) -0.0385(4) 0.2590(3) 0.0426(17) Uani 1 1 d . . .
H9 H 0.4566 0.0019 0.2366 0.051 Uiso 1 1 calc R . .
C10 C 0.4194(5) -0.1235(4) 0.2165(3) 0.0451(18) Uani 1 1 d . A .
C11 C 0.4304(6) -0.1804(4) 0.2530(4) 0.0502(19) Uani 1 1 d . . .
H11 H 0.4002 -0.2393 0.2258 0.060 Uiso 1 1 calc R . .
C12 C 0.4835(5) -0.1543(4) 0.3271(3) 0.0436(18) Uani 1 1 d . . .
H12 H 0.4882 -0.1950 0.3492 0.052 Uiso 1 1 calc R . .
C13 C 0.5298(5) -0.0679(4) 0.3686(3) 0.0359(16) Uani 1 1 d . . .
C14 C 0.3578(6) -0.1564(4) 0.1340(3) 0.058(2) Uani 1 1 d D . .
C15 C 0.3415(14) -0.0816(7) 0.1071(7) 0.070(3) Uiso 0.477(8) 1 d PD A 1
H15D H 0.3293 -0.0377 0.1456 0.105 Uiso 0.477(8) 1 calc PR A 1
H15E H 0.2740 -0.1034 0.0643 0.105 Uiso 0.477(8) 1 calc PR A 1
H15F H 0.4110 -0.0575 0.0948 0.105 Uiso 0.477(8) 1 calc PR A 1
C16 C 0.4072(13) -0.2135(10) 0.0889(8) 0.082(4) Uiso 0.477(8) 1 d PD A 1
H16D H 0.4650 -0.1809 0.0728 0.123 Uiso 0.477(8) 1 calc PR A 1
H16E H 0.3453 -0.2553 0.0468 0.123 Uiso 0.477(8) 1 calc PR A 1
H16F H 0.4442 -0.2425 0.1172 0.123 Uiso 0.477(8) 1 calc PR A 1
C17 C 0.2244(11) -0.2056(10) 0.1229(10) 0.088(4) Uiso 0.477(8) 1 d PD A 1
H17D H 0.1854 -0.1648 0.1425 0.132 Uiso 0.477(8) 1 calc PR A 1
H17E H 0.2214 -0.2459 0.1481 0.132 Uiso 0.477(8) 1 calc PR A 1
H17F H 0.1852 -0.2362 0.0712 0.132 Uiso 0.477(8) 1 calc PR A 1
C15A C 0.4271(11) -0.1039(8) 0.0999(7) 0.070(3) Uiso 0.523(8) 1 d PD A 2
H15A H 0.4236 -0.0459 0.1175 0.105 Uiso 0.523(8) 1 calc PR A 2
H15B H 0.3944 -0.1283 0.0472 0.105 Uiso 0.523(8) 1 calc PR A 2
H15C H 0.5080 -0.1035 0.1130 0.105 Uiso 0.523(8) 1 calc PR A 2
C16A C 0.3653(12) -0.2512(7) 0.0996(8) 0.082(4) Uiso 0.523(8) 1 d PD A 2
H16A H 0.3202 -0.2887 0.1189 0.123 Uiso 0.523(8) 1 calc PR A 2
H16B H 0.4464 -0.2504 0.1124 0.123 Uiso 0.523(8) 1 calc PR A 2
H16C H 0.3338 -0.2718 0.0469 0.123 Uiso 0.523(8) 1 calc PR A 2
C17A C 0.2337(11) -0.1625(10) 0.1230(9) 0.088(4) Uiso 0.523(8) 1 d PD A 2
H17A H 0.2266 -0.1065 0.1460 0.132 Uiso 0.523(8) 1 calc PR A 2
H17B H 0.1984 -0.2014 0.1447 0.132 Uiso 0.523(8) 1 calc PR A 2
H17C H 0.1940 -0.1835 0.0711 0.132 Uiso 0.523(8) 1 calc PR A 2
C18 C 0.6220(5) -0.0831(4) 0.4851(3) 0.0380(17) Uani 1 1 d . . .
C19 C 0.7368(5) -0.0569(4) 0.6115(3) 0.0361(16) Uani 1 1 d . . .
C20 C 0.7374(5) -0.1394(4) 0.6029(3) 0.0454(18) Uani 1 1 d . . .
H20 H 0.7023 -0.1832 0.5570 0.054 Uiso 1 1 calc R . .
C21 C 0.7898(6) -0.1571(4) 0.6620(4) 0.055(2) Uani 1 1 d . . .
H21 H 0.7894 -0.2134 0.6560 0.066 Uiso 1 1 calc R . .
C22 C 0.8422(6) -0.0945(5) 0.7289(4) 0.060(2) Uani 1 1 d . . .
H22 H 0.8775 -0.1076 0.7687 0.072 Uiso 1 1 calc R . .
C23 C 0.8430(6) -0.0112(5) 0.7379(4) 0.061(2) Uani 1 1 d . . .
H23 H 0.8803 0.0327 0.7837 0.073 Uiso 1 1 calc R . .
C24 C 0.7887(6) 0.0068(4) 0.6792(4) 0.052(2) Uani 1 1 d . . .
H24 H 0.7872 0.0628 0.6855 0.063 Uiso 1 1 calc R . .
C25 C 0.6775(5) 0.3716(4) 0.6409(4) 0.0390(17) Uani 1 1 d . . .
C26 C 0.7122(5) 0.3889(3) 0.7053(3) 0.0325(16) Uani 1 1 d . . .
C27 C 0.7563(5) 0.4109(4) 0.7819(3) 0.0360(16) Uani 1 1 d . . .
C28 C 0.7107(5) 0.4629(4) 0.8294(3) 0.0400(17) Uani 1 1 d . . .
H28 H 0.6492 0.4809 0.8091 0.048 Uiso 1 1 calc R . .
C29 C 0.7505(5) 0.4891(4) 0.9039(3) 0.0409(17) Uani 1 1 d . . .
C30 C 0.8413(5) 0.4599(4) 0.9305(3) 0.0412(17) Uani 1 1 d . . .
H30 H 0.8724 0.4771 0.9813 0.049 Uiso 1 1 calc R . .
C31 C 0.8879(5) 0.4071(4) 0.8864(4) 0.0449(18) Uani 1 1 d . . .
H31 H 0.9489 0.3893 0.9074 0.054 Uiso 1 1 calc R . .
C32 C 0.8448(5) 0.3798(4) 0.8103(4) 0.0388(17) Uani 1 1 d . . .
C33 C 0.7048(6) 0.5496(5) 0.9561(4) 0.0510(19) Uani 1 1 d . . .
C34 C 0.5960(6) 0.5647(4) 0.9151(3) 0.076(2) Uani 1 1 d . . .
H34A H 0.5346 0.5106 0.8894 0.114 Uiso 1 1 calc R . .
H34B H 0.6159 0.5904 0.8804 0.114 Uiso 1 1 calc R . .
H34C H 0.5689 0.6026 0.9498 0.114 Uiso 1 1 calc R . .
C35 C 0.8014(6) 0.6358(4) 0.9938(3) 0.079(3) Uani 1 1 d . . .
H35A H 0.7733 0.6757 1.0261 0.118 Uiso 1 1 calc R . .
H35B H 0.8220 0.6579 0.9573 0.118 Uiso 1 1 calc R . .
H35C H 0.8698 0.6282 1.0220 0.118 Uiso 1 1 calc R . .
C36 C 0.6751(7) 0.5134(5) 1.0136(4) 0.096(3) Uani 1 1 d . . .
H36A H 0.6474 0.5525 1.0468 0.144 Uiso 1 1 calc R . .
H36B H 0.7446 0.5059 1.0407 0.144 Uiso 1 1 calc R . .
H36C H 0.6144 0.4586 0.9897 0.144 Uiso 1 1 calc R . .
C37 C 0.9871(6) 0.3029(5) 0.7801(4) 0.0500(19) Uani 1 1 d . . .
C38 C 1.0785(6) 0.1929(4) 0.7291(4) 0.0440(18) Uani 1 1 d . . .
C39 C 1.0639(6) 0.1238(4) 0.6672(4) 0.054(2) Uani 1 1 d . . .
H39 H 0.9969 0.1055 0.6272 0.065 Uiso 1 1 calc R . .
C40 C 1.1486(7) 0.0811(4) 0.6641(4) 0.062(2) Uani 1 1 d . . .
H40 H 1.1402 0.0355 0.6217 0.075 Uiso 1 1 calc R . .
C41 C 1.2441(7) 0.1071(5) 0.7241(5) 0.066(2) Uani 1 1 d . . .
H41 H 1.3009 0.0784 0.7231 0.080 Uiso 1 1 calc R . .
C42 C 1.2570(7) 0.1748(5) 0.7854(4) 0.074(2) Uani 1 1 d . . .
H42 H 1.3226 0.1917 0.8262 0.089 Uiso 1 1 calc R . .
C43 C 1.1747(6) 0.2187(5) 0.7883(4) 0.064(2) Uani 1 1 d . . .
H43 H 1.1848 0.2654 0.8304 0.077 Uiso 1 1 calc R . .
C44 C 0.9747(5) 0.2883(4) 0.5317(3) 0.0331(16) Uani 1 1 d . . .
C45 C 1.0535(5) 0.2542(4) 0.5657(3) 0.0369(17) Uani 1 1 d . . .
H45 H 1.0894 0.2782 0.6163 0.044 Uiso 1 1 calc R . .
C46 C 1.0771(5) 0.1846(4) 0.5227(3) 0.0436(18) Uani 1 1 d . . .
H46 H 1.1329 0.1627 0.5441 0.052 Uiso 1 1 calc R . .
C47 C 1.0204(5) 0.1468(4) 0.4494(3) 0.0418(17) Uani 1 1 d . . .
H47 H 1.0354 0.0982 0.4212 0.050 Uiso 1 1 calc R . .
C48 C 0.9406(5) 0.1803(4) 0.4167(3) 0.0326(16) Uani 1 1 d . . .
C49 C 0.8803(5) 0.1448(4) 0.3416(4) 0.0361(17) Uani 1 1 d . . .
C50 C 0.8346(5) 0.1125(4) 0.2784(3) 0.0334(16) Uani 1 1 d . . .
C51 C 0.7792(5) 0.0739(3) 0.2007(3) 0.0305(15) Uani 1 1 d . . .
C52 C 0.8169(5) 0.0135(3) 0.1559(3) 0.0341(16) Uani 1 1 d . . .
H52 H 0.8787 -0.0035 0.1772 0.041 Uiso 1 1 calc R . .
C53 C 0.7674(5) -0.0224(4) 0.0815(3) 0.0372(16) Uani 1 1 d . . .
C54 C 0.6757(5) 0.0047(4) 0.0524(3) 0.0426(18) Uani 1 1 d . . .
H54 H 0.6396 -0.0185 0.0018 0.051 Uiso 1 1 calc R . .
C55 C 0.6360(5) 0.0650(4) 0.0959(3) 0.0367(16) Uani 1 1 d . . .
H55 H 0.5744 0.0818 0.0741 0.044 Uiso 1 1 calc R . .
C56 C 0.6856(5) 0.1002(4) 0.1700(3) 0.0354(16) Uani 1 1 d . . .
C57 C 0.8050(5) -0.0901(4) 0.0308(3) 0.0433(18) Uani 1 1 d . . .
C58 C 0.9153(5) -0.1047(4) 0.0720(3) 0.061(2) Uani 1 1 d . . .
H58A H 0.9787 -0.0512 0.0939 0.092 Uiso 1 1 calc R . .
H58B H 0.9385 -0.1464 0.0380 0.092 Uiso 1 1 calc R . .
H58C H 0.8980 -0.1255 0.1099 0.092 Uiso 1 1 calc R . .
C59 C 0.7044(6) -0.1738(4) -0.0021(3) 0.061(2) Uani 1 1 d . . .
H59A H 0.6930 -0.1962 0.0360 0.091 Uiso 1 1 calc R . .
H59B H 0.7233 -0.2149 -0.0394 0.091 Uiso 1 1 calc R . .
H59C H 0.6333 -0.1635 -0.0237 0.091 Uiso 1 1 calc R . .
C60 C 0.8336(5) -0.0605(4) -0.0308(3) 0.055(2) Uani 1 1 d . . .
H60A H 0.7632 -0.0566 -0.0603 0.083 Uiso 1 1 calc R . .
H60B H 0.8628 -0.1014 -0.0612 0.083 Uiso 1 1 calc R . .
H60C H 0.8927 -0.0050 -0.0098 0.083 Uiso 1 1 calc R . .
C61 C 0.5468(6) 0.1794(4) 0.1983(3) 0.0375(17) Uani 1 1 d . . .
C62 C 0.4565(5) 0.2917(4) 0.2454(3) 0.0345(16) Uani 1 1 d . . .
C63 C 0.3399(5) 0.2469(4) 0.2100(3) 0.0406(17) Uani 1 1 d . . .
H63 H 0.3167 0.1876 0.1847 0.049 Uiso 1 1 calc R . .
C64 C 0.2577(5) 0.2899(4) 0.2124(3) 0.054(2) Uani 1 1 d . . .
H64 H 0.1784 0.2593 0.1880 0.065 Uiso 1 1 calc R . .
C65 C 0.2884(6) 0.3762(4) 0.2493(4) 0.0504(19) Uani 1 1 d . . .
H65 H 0.2306 0.4040 0.2504 0.060 Uiso 1 1 calc R . .
C66 C 0.4040(6) 0.4217(4) 0.2848(3) 0.0483(19) Uani 1 1 d . . .
H66 H 0.4265 0.4810 0.3099 0.058 Uiso 1 1 calc R . .
C67 C 0.4871(5) 0.3786(4) 0.2827(3) 0.0433(18) Uani 1 1 d . . .
H67 H 0.5663 0.4093 0.3074 0.052 Uiso 1 1 calc R . .
C68 C 0.9524(5) 0.3638(4) 0.5701(3) 0.0357(17) Uani 1 1 d . . .
C69 C 0.9491(5) 0.4313(4) 0.6073(3) 0.0350(16) Uani 1 1 d . . .
C70 C 0.9575(5) 0.5165(4) 0.6519(3) 0.0341(16) Uani 1 1 d . . .
C71 C 1.0157(5) 0.5461(4) 0.7268(3) 0.0383(17) Uani 1 1 d . . .
H71 H 1.0391 0.5074 0.7466 0.046 Uiso 1 1 calc R . .
C72 C 1.0400(5) 0.6292(4) 0.7727(3) 0.0367(16) Uani 1 1 d . B .
C73 C 1.0026(5) 0.6825(4) 0.7395(3) 0.0406(17) Uani 1 1 d . . .
H73 H 1.0197 0.7402 0.7684 0.049 Uiso 1 1 calc R . .
C74 C 0.9415(5) 0.6557(4) 0.6662(3) 0.0428(18) Uani 1 1 d . . .
H74 H 0.9168 0.6946 0.6471 0.051 Uiso 1 1 calc R . .
C75 C 0.9170(5) 0.5722(4) 0.6214(3) 0.0387(17) Uani 1 1 d . . .
C76 C 1.1079(5) 0.6601(4) 0.8533(3) 0.0442(18) Uani 1 1 d D . .
C77 C 1.0602(7) 0.5984(5) 0.8876(4) 0.059(3) Uiso 0.809(5) 1 d PD B 1
H77A H 1.0732 0.5443 0.8656 0.088 Uiso 0.809(5) 1 calc PR B 1
H77B H 0.9768 0.5898 0.8799 0.088 Uiso 0.809(5) 1 calc PR B 1
H77C H 1.0997 0.6213 0.9396 0.088 Uiso 0.809(5) 1 calc PR B 1
C78 C 1.1022(8) 0.7495(5) 0.8945(4) 0.068(3) Uiso 0.809(5) 1 d PD B 1
H78A H 1.1499 0.7915 0.8803 0.101 Uiso 0.809(5) 1 calc PR B 1
H78B H 1.1314 0.7631 0.9466 0.101 Uiso 0.809(5) 1 calc PR B 1
H78C H 1.0216 0.7501 0.8824 0.101 Uiso 0.809(5) 1 calc PR B 1
C79 C 1.2368(6) 0.6671(5) 0.8576(4) 0.063(3) Uiso 0.809(5) 1 d PD B 1
H79A H 1.2425 0.6117 0.8313 0.094 Uiso 0.809(5) 1 calc PR B 1
H79B H 1.2824 0.6864 0.9083 0.094 Uiso 0.809(5) 1 calc PR B 1
H79C H 1.2669 0.7078 0.8359 0.094 Uiso 0.809(5) 1 calc PR B 1
C77A C 1.014(2) 0.6552(19) 0.8976(16) 0.059(3) Uiso 0.191(5) 1 d PD B 2
H77D H 0.9803 0.5964 0.8929 0.088 Uiso 0.191(5) 1 calc PR B 2
H77E H 0.9518 0.6761 0.8781 0.088 Uiso 0.191(5) 1 calc PR B 2
H77F H 1.0512 0.6901 0.9487 0.088 Uiso 0.191(5) 1 calc PR B 2
C78A C 1.192(2) 0.7473(12) 0.8872(17) 0.068(3) Uiso 0.191(5) 1 d PD B 2
H78D H 1.2697 0.7448 0.8844 0.101 Uiso 0.191(5) 1 calc PR B 2
H78E H 1.1942 0.7711 0.9379 0.101 Uiso 0.191(5) 1 calc PR B 2
H78F H 1.1682 0.7830 0.8615 0.101 Uiso 0.191(5) 1 calc PR B 2
C79A C 1.172(2) 0.5955(15) 0.8734(17) 0.063(3) Uiso 0.191(5) 1 d PD B 2
H79D H 1.1698 0.5519 0.8289 0.094 Uiso 0.191(5) 1 calc PR B 2
H79E H 1.1331 0.5688 0.9021 0.094 Uiso 0.191(5) 1 calc PR B 2
H79F H 1.2533 0.6266 0.9014 0.094 Uiso 0.191(5) 1 calc PR B 2
C80 C 0.8041(5) 0.5831(4) 0.5082(4) 0.0393(17) Uani 1 1 d . . .
C81 C 0.7251(5) 0.5720(4) 0.3810(3) 0.0364(16) Uani 1 1 d . . .
C82 C 0.7432(5) 0.5393(4) 0.3139(3) 0.0426(18) Uani 1 1 d . . .
H82 H 0.7811 0.4970 0.3056 0.051 Uiso 1 1 calc R . .
C83 C 0.7056(6) 0.5686(5) 0.2585(4) 0.061(2) Uani 1 1 d . . .
H83 H 0.7167 0.5457 0.2124 0.073 Uiso 1 1 calc R . .
C84 C 0.6524(6) 0.6311(5) 0.2717(4) 0.067(2) Uani 1 1 d . . .
H84 H 0.6273 0.6513 0.2344 0.080 Uiso 1 1 calc R . .
C85 C 0.6350(6) 0.6649(4) 0.3382(4) 0.061(2) Uani 1 1 d . . .
H85 H 0.6003 0.7090 0.3466 0.074 Uiso 1 1 calc R . .
C86 C 0.6686(5) 0.6341(4) 0.3934(4) 0.0477(19) Uani 1 1 d . . .
H86 H 0.6533 0.6550 0.4384 0.057 Uiso 1 1 calc R . .
H1N H 0.651(4) 0.232(3) 0.546(3) 0.06(2) Uiso 1 1 d D . .
H2N H 0.635(5) 0.0261(17) 0.464(3) 0.10(3) Uiso 1 1 d D . .
H3N H 0.714(5) 0.0321(15) 0.566(3) 0.09(3) Uiso 1 1 d D . .
H4N H 0.832(5) 0.292(4) 0.7096(16) 0.11(3) Uiso 1 1 d D . .
H5N H 0.917(3) 0.197(3) 0.685(2) 0.06(2) Uiso 1 1 d D . .
H6N H 0.872(5) 0.281(4) 0.436(3) 0.11(3) Uiso 1 1 d D . .
H7N H 0.717(5) 0.196(4) 0.263(2) 0.14(3) Uiso 1 1 d D . .
H8N H 0.625(3) 0.288(3) 0.285(2) 0.053(19) Uiso 1 1 d D . .
H9N H 0.846(5) 0.4784(16) 0.517(3) 0.06(2) Uiso 1 1 d D . .
H10N H 0.774(5) 0.4812(19) 0.420(3) 0.07(2) 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'
Cl Cl 0.1484 0.1585 '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
C5 N1 C1 123.2(5) . . ?
C5 N1 H1N 118(3) . . ?
C1 N1 H1N 117(3) . . ?
C18 N2 C13 125.9(6) . . ?
C18 N2 H2N 114(4) . . ?
C13 N2 H2N 115(4) . . ?
C18 N3 C19 126.7(5) . . ?
C18 N3 H3N 118(4) . . ?
C19 N3 H3N 114(4) . . ?
C32 N4 C37 125.0(6) . . ?
C32 N4 H4N 119(4) . . ?
C37 N4 H4N 116(4) . . ?
C37 N5 C38 125.8(6) . . ?
C37 N5 H5N 121(3) . . ?
C38 N5 H5N 112(3) . . ?
C44 N6 C48 122.4(5) . . ?
C44 N6 H6N 117(4) . . ?
C48 N6 H6N 120(4) . . ?
C61 N7 C56 124.3(5) . . ?
C61 N7 H7N 125(4) . . ?
C56 N7 H7N 111(4) . . ?
C61 N8 C62 125.7(5) . . ?
C61 N8 H8N 114(3) . . ?
C62 N8 H8N 119(3) . . ?
C80 N9 C75 124.8(6) . . ?
C80 N9 H9N 115(3) . . ?
C75 N9 H9N 120(3) . . ?
C80 N10 C81 124.8(6) . . ?
C80 N10 H10N 114(3) . . ?
C81 N10 H10N 121(3) . . ?
N1 C1 C2 118.7(6) . . ?
N1 C1 C25 116.5(6) . . ?
C2 C1 C25 124.7(6) . . ?
C1 C2 C3 118.6(6) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 121.5(6) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 118.4(6) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 119.4(6) . . ?
N1 C5 C6 118.7(5) . . ?
C4 C5 C6 121.8(6) . . ?
C7 C6 C5 172.0(7) . . ?
C6 C7 C8 174.5(7) . . ?
C9 C8 C13 120.0(6) . . ?
C9 C8 C7 119.0(6) . . ?
C13 C8 C7 120.9(6) . . ?
C10 C9 C8 122.7(6) . . ?
C10 C9 H9 118.6 . . ?
C8 C9 H9 118.6 . . ?
C9 C10 C11 115.9(6) . . ?
C9 C10 C14 123.2(6) . . ?
C11 C10 C14 120.9(6) . . ?
C12 C11 C10 123.2(6) . . ?
C12 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
C11 C12 C13 119.8(6) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 118.3(6) . . ?
C12 C13 N2 123.7(6) . . ?
C8 C13 N2 118.0(5) . . ?
C16 C14 C17A 127.0(10) . . ?
C16 C14 C15A 74.5(8) . . ?
C17A C14 C15A 118.0(8) . . ?
C16 C14 C10 114.7(8) . . ?
C17A C14 C10 108.8(9) . . ?
C15A C14 C10 108.8(7) . . ?
C16 C14 C15 113.4(9) . . ?
C17A C14 C15 74.4(8) . . ?
C15A C14 C15 46.5(6) . . ?
C10 C14 C15 111.7(7) . . ?
C16 C14 C17 109.1(9) . . ?
C17A C14 C17 27.0(8) . . ?
C15A C14 C17 138.6(9) . . ?
C10 C14 C17 106.5(8) . . ?
C15 C14 C17 100.2(8) . . ?
C16 C14 C16A 31.4(7) . . ?
C17A C14 C16A 107.6(8) . . ?
C15A C14 C16A 105.7(8) . . ?
C10 C14 C16A 107.4(7) . . ?
C15 C14 C16A 137.7(8) . . ?
C17 C14 C16A 83.3(7) . . ?
C14 C15 H15D 109.5 . . ?
C14 C15 H15E 109.5 . . ?
H15D C15 H15E 109.5 . . ?
C14 C15 H15F 109.5 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
C14 C16 H16D 109.5 . . ?
C14 C16 H16E 109.5 . . ?
H16D C16 H16E 109.5 . . ?
C14 C16 H16F 109.5 . . ?
H16D C16 H16F 109.5 . . ?
H16E C16 H16F 109.5 . . ?
C14 C17 H17D 109.5 . . ?
C14 C17 H17E 109.5 . . ?
H17D C17 H17E 109.5 . . ?
C14 C17 H17F 109.5 . . ?
H17D C17 H17F 109.5 . . ?
H17E C17 H17F 109.5 . . ?
C14 C15A H15A 109.5 . . ?
C14 C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C14 C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C14 C16A H16A 109.5 . . ?
C14 C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C14 C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C14 C17A H17A 109.5 . . ?
C14 C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C14 C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
O1 C18 N3 124.7(6) . . ?
O1 C18 N2 124.2(6) . . ?
N3 C18 N2 111.0(6) . . ?
C24 C19 C20 119.5(6) . . ?
C24 C19 N3 115.8(6) . . ?
C20 C19 N3 124.7(6) . . ?
C21 C20 C19 119.7(6) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C22 C21 C20 121.2(6) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.5(6) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 119.6(7) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C19 C24 C23 120.5(6) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C1 175.0(7) . . ?
C25 C26 C27 178.4(8) . . ?
C28 C27 C32 119.7(6) . . ?
C28 C27 C26 119.9(6) . . ?
C32 C27 C26 120.5(6) . . ?
C29 C28 C27 123.6(6) . . ?
C29 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?
C28 C29 C30 115.3(6) . . ?
C28 C29 C33 123.7(6) . . ?
C30 C29 C33 121.0(6) . . ?
C31 C30 C29 123.6(6) . . ?
C31 C30 H30 118.2 . . ?
C29 C30 H30 118.2 . . ?
C30 C31 C32 120.4(6) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
N4 C32 C31 123.8(6) . . ?
N4 C32 C27 118.8(6) . . ?
C31 C32 C27 117.3(6) . . ?
C36 C33 C29 110.1(6) . . ?
C36 C33 C35 109.4(6) . . ?
C29 C33 C35 108.1(6) . . ?
C36 C33 C34 109.4(6) . . ?
C29 C33 C34 111.7(6) . . ?
C35 C33 C34 108.1(6) . . ?
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 125.7(7) . . ?
O2 C37 N4 123.1(7) . . ?
N5 C37 N4 111.3(6) . . ?
C43 C38 C39 120.1(6) . . ?
C43 C38 N5 123.8(6) . . ?
C39 C38 N5 116.1(6) . . ?
C38 C39 C40 120.3(7) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
C41 C40 C39 118.9(7) . . ?
C41 C40 H40 120.5 . . ?
C39 C40 H40 120.5 . . ?
C42 C41 C40 120.3(7) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C43 121.1(8) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
C38 C43 C42 119.2(7) . . ?
C38 C43 H43 120.4 . . ?
C42 C43 H43 120.4 . . ?
N6 C44 C45 119.8(6) . . ?
N6 C44 C68 117.7(6) . . ?
C45 C44 C68 122.4(6) . . ?
C46 C45 C44 118.3(6) . . ?
C46 C45 H45 120.8 . . ?
C44 C45 H45 120.8 . . ?
C47 C46 C45 120.9(6) . . ?
C47 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C46 C47 C48 120.0(6) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
N6 C48 C47 118.4(6) . . ?
N6 C48 C49 118.9(6) . . ?
C47 C48 C49 122.7(6) . . ?
C50 C49 C48 176.0(7) . . ?
C49 C50 C51 179.2(7) . . ?
C52 C51 C56 119.9(6) . . ?
C52 C51 C50 121.5(5) . . ?
C56 C51 C50 118.5(5) . . ?
C53 C52 C51 122.5(6) . . ?
C53 C52 H52 118.8 . . ?
C51 C52 H52 118.8 . . ?
C52 C53 C54 116.5(6) . . ?
C52 C53 C57 123.9(6) . . ?
C54 C53 C57 119.5(6) . . ?
C55 C54 C53 122.2(6) . . ?
C55 C54 H54 118.9 . . ?
C53 C54 H54 118.9 . . ?
C56 C55 C54 120.9(6) . . ?
C56 C55 H55 119.6 . . ?
C54 C55 H55 119.6 . . ?
C55 C56 N7 123.6(6) . . ?
C55 C56 C51 117.9(6) . . ?
N7 C56 C51 118.4(5) . . ?
C59 C57 C53 108.9(5) . . ?
C59 C57 C60 109.5(5) . . ?
C53 C57 C60 109.2(5) . . ?
C59 C57 C58 109.4(5) . . ?
C53 C57 C58 111.5(5) . . ?
C60 C57 C58 108.3(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 . . ?
O3 C61 N8 124.3(6) . . ?
O3 C61 N7 124.8(6) . . ?
N8 C61 N7 110.9(6) . . ?
C63 C62 C67 118.7(6) . . ?
C63 C62 N8 124.3(6) . . ?
C67 C62 N8 116.9(6) . . ?
C64 C63 C62 119.2(6) . . ?
C64 C63 H63 120.4 . . ?
C62 C63 H63 120.4 . . ?
C65 C64 C63 121.8(6) . . ?
C65 C64 H64 119.1 . . ?
C63 C64 H64 119.1 . . ?
C64 C65 C66 119.7(6) . . ?
C64 C65 H65 120.2 . . ?
C66 C65 H65 120.2 . . ?
C65 C66 C67 118.7(6) . . ?
C65 C66 H66 120.6 . . ?
C67 C66 H66 120.6 . . ?
C62 C67 C66 121.8(6) . . ?
C62 C67 H67 119.1 . . ?
C66 C67 H67 119.1 . . ?
C69 C68 C44 171.3(7) . . ?
C68 C69 C70 174.0(7) . . ?
C71 C70 C75 119.5(6) . . ?
C71 C70 C69 118.5(6) . . ?
C75 C70 C69 121.8(6) . . ?
C72 C71 C70 123.2(6) . . ?
C72 C71 H71 118.4 . . ?
C70 C71 H71 118.4 . . ?
C71 C72 C73 115.1(6) . . ?
C71 C72 C76 121.8(6) . . ?
C73 C72 C76 123.1(6) . . ?
C72 C73 C74 124.0(6) . . ?
C72 C73 H73 118.0 . . ?
C74 C73 H73 118.0 . . ?
C75 C74 C73 120.0(6) . . ?
C75 C74 H74 120.0 . . ?
C73 C74 H74 120.0 . . ?
C74 C75 C70 118.1(6) . . ?
C74 C75 N9 124.5(6) . . ?
C70 C75 N9 117.3(6) . . ?
C78A C76 C77 130.3(13) . . ?
C78A C76 C72 118.4(13) . . ?
C77 C76 C72 110.5(5) . . ?
C78A C76 C79 63.7(12) . . ?
C77 C76 C79 110.3(6) . . ?
C72 C76 C79 107.4(5) . . ?
C78A C76 C78 44.6(11) . . ?
C77 C76 C78 109.9(6) . . ?
C72 C76 C78 110.7(5) . . ?
C79 C76 C78 108.0(6) . . ?
C78A C76 C77A 107.4(13) . . ?
C77 C76 C77A 46.6(10) . . ?
C72 C76 C77A 107.0(12) . . ?
C79 C76 C77A 144.1(12) . . ?
C78 C76 C77A 68.4(10) . . ?
C78A C76 C79A 108.1(13) . . ?
C77 C76 C79A 56.3(10) . . ?
C72 C76 C79A 113.5(12) . . ?
C79 C76 C79A 55.5(11) . . ?
C78 C76 C79A 135.7(12) . . ?
C77A C76 C79A 100.8(11) . . ?
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 . . ?
C76 C77A H77D 109.5 . . ?
C76 C77A H77E 109.5 . . ?
H77D C77A H77E 109.5 . . ?
C76 C77A H77F 109.5 . . ?
H77D C77A H77F 109.5 . . ?
H77E C77A H77F 109.5 . . ?
C76 C78A H78D 109.5 . . ?
C76 C78A H78E 109.5 . . ?
H78D C78A H78E 109.5 . . ?
C76 C78A H78F 109.5 . . ?
H78D C78A H78F 109.5 . . ?
H78E C78A H78F 109.5 . . ?
C76 C79A H79D 109.5 . . ?
C76 C79A H79E 109.5 . . ?
H79D C79A H79E 109.5 . . ?
C76 C79A H79F 109.5 . . ?
H79D C79A H79F 109.5 . . ?
H79E C79A H79F 109.5 . . ?
O4 C80 N10 123.8(6) . . ?
O4 C80 N9 124.4(6) . . ?
N10 C80 N9 111.8(6) . . ?
C82 C81 C86 120.2(6) . . ?
C82 C81 N10 117.1(6) . . ?
C86 C81 N10 122.6(6) . . ?
C81 C82 C83 120.1(6) . . ?
C81 C82 H82 119.9 . . ?
C83 C82 H82 119.9 . . ?
C84 C83 C82 119.3(7) . . ?
C84 C83 H83 120.4 . . ?
C82 C83 H83 120.4 . . ?
C85 C84 C83 121.3(7) . . ?
C85 C84 H84 119.3 . . ?
C83 C84 H84 119.3 . . ?
C84 C85 C86 120.0(7) . . ?
C84 C85 H85 120.0 . . ?
C86 C85 H85 120.0 . . ?
C81 C86 C85 119.0(6) . . ?
C81 C86 H86 120.5 . . ?
C85 C86 H86 120.5 . . ?
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 C18 1.214(6) . ?
O2 C37 1.207(7) . ?
O3 C61 1.208(6) . ?
O4 C80 1.213(6) . ?
N1 C5 1.331(7) . ?
N1 C1 1.368(7) . ?
N1 H1N 1.018(19) . ?
N2 C18 1.395(7) . ?
N2 C13 1.403(7) . ?
N2 H2N 1.00(2) . ?
N3 C18 1.365(7) . ?
N3 C19 1.420(7) . ?
N3 H3N 1.01(2) . ?
N4 C32 1.398(7) . ?
N4 C37 1.397(7) . ?
N4 H4N 1.01(2) . ?
N5 C37 1.364(8) . ?
N5 C38 1.422(7) . ?
N5 H5N 1.00(2) . ?
N6 C44 1.349(7) . ?
N6 C48 1.367(7) . ?
N6 H6N 1.01(2) . ?
N7 C61 1.384(7) . ?
N7 C56 1.397(7) . ?
N7 H7N 1.01(2) . ?
N8 C61 1.381(7) . ?
N8 C62 1.407(7) . ?
N8 H8N 0.993(19) . ?
N9 C80 1.397(7) . ?
N9 C75 1.409(7) . ?
N9 H9N 0.994(19) . ?
N10 C80 1.370(7) . ?
N10 C81 1.417(7) . ?
N10 H10N 0.98(2) . ?
C1 C2 1.378(7) . ?
C1 C25 1.413(8) . ?
C2 C3 1.377(8) . ?
C2 H2 0.9400 . ?
C3 C4 1.381(7) . ?
C3 H3 0.9400 . ?
C4 C5 1.386(7) . ?
C4 H4 0.9400 . ?
C5 C6 1.435(8) . ?
C6 C7 1.186(7) . ?
C7 C8 1.419(7) . ?
C8 C9 1.397(7) . ?
C8 C13 1.402(7) . ?
C9 C10 1.371(7) . ?
C9 H9 0.9400 . ?
C10 C11 1.400(8) . ?
C10 C14 1.539(8) . ?
C11 C12 1.381(8) . ?
C11 H11 0.9400 . ?
C12 C13 1.387(7) . ?
C12 H12 0.9400 . ?
C14 C16 1.452(11) . ?
C14 C17A 1.465(11) . ?
C14 C15A 1.501(10) . ?
C14 C15 1.573(11) . ?
C14 C17 1.597(12) . ?
C14 C16A 1.604(11) . ?
C15 H15D 0.9700 . ?
C15 H15E 0.9700 . ?
C15 H15F 0.9700 . ?
C16 H16D 0.9700 . ?
C16 H16E 0.9700 . ?
C16 H16F 0.9700 . ?
C17 H17D 0.9700 . ?
C17 H17E 0.9700 . ?
C17 H17F 0.9700 . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C15A H15C 0.9700 . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C16A H16C 0.9700 . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C17A H17C 0.9700 . ?
C19 C24 1.379(7) . ?
C19 C20 1.381(7) . ?
C20 C21 1.379(7) . ?
C20 H20 0.9400 . ?
C21 C22 1.362(8) . ?
C21 H21 0.9400 . ?
C22 C23 1.389(8) . ?
C22 H22 0.9400 . ?
C23 C24 1.383(8) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?
C25 C26 1.195(7) . ?
C26 C27 1.419(8) . ?
C27 C28 1.400(7) . ?
C27 C32 1.406(7) . ?
C28 C29 1.371(7) . ?
C28 H28 0.9400 . ?
C29 C30 1.395(7) . ?
C29 C33 1.531(8) . ?
C30 C31 1.376(7) . ?
C30 H30 0.9400 . ?
C31 C32 1.400(8) . ?
C31 H31 0.9400 . ?
C33 C36 1.530(8) . ?
C33 C35 1.533(8) . ?
C33 C34 1.534(8) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 H36C 0.9700 . ?
C38 C43 1.371(8) . ?
C38 C39 1.388(8) . ?
C39 C40 1.400(8) . ?
C39 H39 0.9400 . ?
C40 C41 1.375(9) . ?
C40 H40 0.9400 . ?
C41 C42 1.371(9) . ?
C41 H41 0.9400 . ?
C42 C43 1.390(8) . ?
C42 H42 0.9400 . ?
C43 H43 0.9400 . ?
C44 C45 1.402(7) . ?
C44 C68 1.418(8) . ?
C45 C46 1.381(7) . ?
C45 H45 0.9400 . ?
C46 C47 1.372(7) . ?
C46 H46 0.9400 . ?
C47 C48 1.392(7) . ?
C47 H47 0.9400 . ?
C48 C49 1.409(8) . ?
C49 C50 1.175(7) . ?
C50 C51 1.443(8) . ?
C51 C52 1.392(7) . ?
C51 C56 1.417(7) . ?
C52 C53 1.375(7) . ?
C52 H52 0.9400 . ?
C53 C54 1.397(7) . ?
C53 C57 1.528(8) . ?
C54 C55 1.390(7) . ?
C54 H54 0.9400 . ?
C55 C56 1.370(7) . ?
C55 H55 0.9400 . ?
C57 C59 1.528(7) . ?
C57 C60 1.539(7) . ?
C57 C58 1.547(7) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 H58C 0.9700 . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C59 H59C 0.9700 . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C60 H60C 0.9700 . ?
C62 C63 1.381(7) . ?
C62 C67 1.381(7) . ?
C63 C64 1.378(7) . ?
C63 H63 0.9400 . ?
C64 C65 1.371(8) . ?
C64 H64 0.9400 . ?
C65 C66 1.372(8) . ?
C65 H65 0.9400 . ?
C66 C67 1.389(7) . ?
C66 H66 0.9400 . ?
C67 H67 0.9400 . ?
C68 C69 1.193(7) . ?
C69 C70 1.443(8) . ?
C70 C71 1.404(7) . ?
C70 C75 1.406(7) . ?
C71 C72 1.377(7) . ?
C71 H71 0.9400 . ?
C72 C73 1.386(7) . ?
C72 C76 1.527(7) . ?
C73 C74 1.389(7) . ?
C73 H73 0.9400 . ?
C74 C75 1.376(7) . ?
C74 H74 0.9400 . ?
C76 C78A 1.481(16) . ?
C76 C77 1.502(8) . ?
C76 C79 1.537(8) . ?
C76 C78 1.541(8) . ?
C76 C77A 1.594(15) . ?
C76 C79A 1.599(15) . ?
C77 H77A 0.9700 . ?
C77 H77B 0.9700 . ?
C77 H77C 0.9700 . ?
C78 H78A 0.9700 . ?
C78 H78B 0.9700 . ?
C78 H78C 0.9700 . ?
C79 H79A 0.9700 . ?
C79 H79B 0.9700 . ?
C79 H79C 0.9700 . ?
C77A H77D 0.9700 . ?
C77A H77E 0.9700 . ?
C77A H77F 0.9700 . ?
C78A H78D 0.9700 . ?
C78A H78E 0.9700 . ?
C78A H78F 0.9700 . ?
C79A H79D 0.9700 . ?
C79A H79E 0.9700 . ?
C79A H79F 0.9700 . ?
C81 C82 1.379(7) . ?
C81 C86 1.389(7) . ?
C82 C83 1.389(7) . ?
C82 H82 0.9400 . ?
C83 C84 1.369(8) . ?
C83 H83 0.9400 . ?
C84 C85 1.366(8) . ?
C84 H84 0.9400 . ?
C85 C86 1.392(8) . ?
C85 H85 0.9400 . ?
C86 H86 0.9400 . ?
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
N1 H1N Cl1 1.018(19) 2.07(3) 3.030(5) 157(4) .
N2 H2N Cl1 1.00(2) 2.73(4) 3.626(5) 149(5) .
N3 H3N Cl1 1.01(2) 2.20(2) 3.206(5) 175(5) .
N4 H4N Cl1 1.01(2) 2.60(3) 3.535(6) 154(5) .
N5 H5N Cl1 1.00(2) 2.33(3) 3.273(5) 156(4) .
N6 H6N Cl2 1.01(2) 2.03(2) 3.035(5) 176(5) .
N7 H7N Cl2 1.01(2) 2.82(5) 3.657(5) 141(5) .
N8 H8N Cl2 0.993(19) 2.30(2) 3.270(5) 164(4) .
N9 H9N Cl2 0.994(19) 2.73(3) 3.631(5) 151(4) .
N10 H10N Cl2 0.98(2) 2.26(2) 3.243(5) 175(5) .
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
C5 N1 C1 C2 -3.3(9) . . . . ?
C5 N1 C1 C25 173.2(6) . . . . ?
N1 C1 C2 C3 3.9(10) . . . . ?
C25 C1 C2 C3 -172.3(6) . . . . ?
C1 C2 C3 C4 -2.4(11) . . . . ?
C2 C3 C4 C5 0.1(10) . . . . ?
C1 N1 C5 C4 0.9(9) . . . . ?
C1 N1 C5 C6 -175.0(5) . . . . ?
C3 C4 C5 N1 0.7(9) . . . . ?
C3 C4 C5 C6 176.5(6) . . . . ?
N1 C5 C6 C7 113(5) . . . . ?
C4 C5 C6 C7 -63(5) . . . . ?
C5 C6 C7 C8 -3(11) . . . . ?
C6 C7 C8 C9 80(7) . . . . ?
C6 C7 C8 C13 -95(7) . . . . ?
C13 C8 C9 C10 1.6(10) . . . . ?
C7 C8 C9 C10 -173.9(6) . . . . ?
C8 C9 C10 C11 0.7(10) . . . . ?
C8 C9 C10 C14 178.5(6) . . . . ?
C9 C10 C11 C12 -1.2(10) . . . . ?
C14 C10 C11 C12 -179.1(6) . . . . ?
C10 C11 C12 C13 -0.5(10) . . . . ?
C11 C12 C13 C8 2.8(9) . . . . ?
C11 C12 C13 N2 -178.4(6) . . . . ?
C9 C8 C13 C12 -3.3(9) . . . . ?
C7 C8 C13 C12 172.1(6) . . . . ?
C9 C8 C13 N2 177.8(5) . . . . ?
C7 C8 C13 N2 -6.8(9) . . . . ?
C18 N2 C13 C12 9.8(10) . . . . ?
C18 N2 C13 C8 -171.4(6) . . . . ?
C9 C10 C14 C16 125.6(10) . . . . ?
C11 C10 C14 C16 -56.6(11) . . . . ?
C9 C10 C14 C17A -85.4(10) . . . . ?
C11 C10 C14 C17A 92.3(10) . . . . ?
C9 C10 C14 C15A 44.4(10) . . . . ?
C11 C10 C14 C15A -137.8(8) . . . . ?
C9 C10 C14 C15 -5.2(10) . . . . ?
C11 C10 C14 C15 172.6(8) . . . . ?
C9 C10 C14 C17 -113.6(9) . . . . ?
C11 C10 C14 C17 64.1(10) . . . . ?
C9 C10 C14 C16A 158.4(8) . . . . ?
C11 C10 C14 C16A -23.8(10) . . . . ?
C19 N3 C18 O1 4.7(11) . . . . ?
C19 N3 C18 N2 -178.4(5) . . . . ?
C13 N2 C18 O1 -8.5(10) . . . . ?
C13 N2 C18 N3 174.6(6) . . . . ?
C18 N3 C19 C24 -175.0(6) . . . . ?
C18 N3 C19 C20 5.0(10) . . . . ?
C24 C19 C20 C21 0.1(9) . . . . ?
N3 C19 C20 C21 -179.9(6) . . . . ?
C19 C20 C21 C22 -0.6(10) . . . . ?
C20 C21 C22 C23 -0.1(11) . . . . ?
C21 C22 C23 C24 1.2(11) . . . . ?
C20 C19 C24 C23 1.1(10) . . . . ?
N3 C19 C24 C23 -178.9(6) . . . . ?
C22 C23 C24 C19 -1.8(11) . . . . ?
N1 C1 C25 C26 -100(8) . . . . ?
C2 C1 C25 C26 76(8) . . . . ?
C1 C25 C26 C27 -162(21) . . . . ?
C25 C26 C27 C28 113(25) . . . . ?
C25 C26 C27 C32 -68(25) . . . . ?
C32 C27 C28 C29 2.7(10) . . . . ?
C26 C27 C28 C29 -178.0(6) . . . . ?
C27 C28 C29 C30 -0.3(10) . . . . ?
C27 C28 C29 C33 176.9(6) . . . . ?
C28 C29 C30 C31 -1.2(9) . . . . ?
C33 C29 C30 C31 -178.4(6) . . . . ?
C29 C30 C31 C32 0.2(10) . . . . ?
C37 N4 C32 C31 -17.3(10) . . . . ?
C37 N4 C32 C27 163.8(6) . . . . ?
C30 C31 C32 N4 -176.7(6) . . . . ?
C30 C31 C32 C27 2.2(9) . . . . ?
C28 C27 C32 N4 175.4(6) . . . . ?
C26 C27 C32 N4 -3.8(9) . . . . ?
C28 C27 C32 C31 -3.5(9) . . . . ?
C26 C27 C32 C31 177.2(6) . . . . ?
C28 C29 C33 C36 131.5(7) . . . . ?
C30 C29 C33 C36 -51.5(9) . . . . ?
C28 C29 C33 C35 -109.1(7) . . . . ?
C30 C29 C33 C35 68.0(8) . . . . ?
C28 C29 C33 C34 9.7(10) . . . . ?
C30 C29 C33 C34 -173.3(6) . . . . ?
C38 N5 C37 O2 3.0(12) . . . . ?
C38 N5 C37 N4 -176.7(6) . . . . ?
C32 N4 C37 O2 -12.8(11) . . . . ?
C32 N4 C37 N5 166.9(6) . . . . ?
C37 N5 C38 C43 2.4(11) . . . . ?
C37 N5 C38 C39 -178.1(6) . . . . ?
C43 C38 C39 C40 -1.5(10) . . . . ?
N5 C38 C39 C40 178.9(6) . . . . ?
C38 C39 C40 C41 2.1(10) . . . . ?
C39 C40 C41 C42 -1.2(11) . . . . ?
C40 C41 C42 C43 -0.3(12) . . . . ?
C39 C38 C43 C42 0.1(11) . . . . ?
N5 C38 C43 C42 179.6(6) . . . . ?
C41 C42 C43 C38 0.8(12) . . . . ?
C48 N6 C44 C45 -0.3(9) . . . . ?
C48 N6 C44 C68 177.0(5) . . . . ?
N6 C44 C45 C46 2.4(9) . . . . ?
C68 C44 C45 C46 -174.7(6) . . . . ?
C44 C45 C46 C47 -3.3(9) . . . . ?
C45 C46 C47 C48 2.2(10) . . . . ?
C44 N6 C48 C47 -1.0(9) . . . . ?
C44 N6 C48 C49 179.5(6) . . . . ?
C46 C47 C48 N6 0.0(9) . . . . ?
C46 C47 C48 C49 179.5(6) . . . . ?
N6 C48 C49 C50 165(10) . . . . ?
C47 C48 C49 C50 -14(11) . . . . ?
C48 C49 C50 C51 -110(50) . . . . ?
C49 C50 C51 C52 113(51) . . . . ?
C49 C50 C51 C56 -66(51) . . . . ?
C56 C51 C52 C53 0.5(9) . . . . ?
C50 C51 C52 C53 -178.3(6) . . . . ?
C51 C52 C53 C54 -0.2(9) . . . . ?
C51 C52 C53 C57 -178.8(6) . . . . ?
C52 C53 C54 C55 0.2(9) . . . . ?
C57 C53 C54 C55 178.8(6) . . . . ?
C53 C54 C55 C56 -0.4(9) . . . . ?
C54 C55 C56 N7 177.8(6) . . . . ?
C54 C55 C56 C51 0.7(9) . . . . ?
C61 N7 C56 C55 19.9(10) . . . . ?
C61 N7 C56 C51 -163.1(6) . . . . ?
C52 C51 C56 C55 -0.7(9) . . . . ?
C50 C51 C56 C55 178.1(6) . . . . ?
C52 C51 C56 N7 -178.0(5) . . . . ?
C50 C51 C56 N7 0.8(8) . . . . ?
C52 C53 C57 C59 113.6(7) . . . . ?
C54 C53 C57 C59 -64.9(7) . . . . ?
C52 C53 C57 C60 -126.9(6) . . . . ?
C54 C53 C57 C60 54.5(7) . . . . ?
C52 C53 C57 C58 -7.2(9) . . . . ?
C54 C53 C57 C58 174.2(6) . . . . ?
C62 N8 C61 O3 -1.8(10) . . . . ?
C62 N8 C61 N7 177.0(5) . . . . ?
C56 N7 C61 O3 9.8(10) . . . . ?
C56 N7 C61 N8 -169.0(5) . . . . ?
C61 N8 C62 C63 26.7(9) . . . . ?
C61 N8 C62 C67 -156.1(6) . . . . ?
C67 C62 C63 C64 0.6(9) . . . . ?
N8 C62 C63 C64 177.8(6) . . . . ?
C62 C63 C64 C65 -0.5(10) . . . . ?
C63 C64 C65 C66 0.5(10) . . . . ?
C64 C65 C66 C67 -0.6(10) . . . . ?
C63 C62 C67 C66 -0.8(9) . . . . ?
N8 C62 C67 C66 -178.1(5) . . . . ?
C65 C66 C67 C62 0.7(9) . . . . ?
N6 C44 C68 C69 -139(4) . . . . ?
C45 C44 C68 C69 38(5) . . . . ?
C44 C68 C69 C70 33(10) . . . . ?
C68 C69 C70 C71 -82(6) . . . . ?
C68 C69 C70 C75 93(6) . . . . ?
C75 C70 C71 C72 -2.7(9) . . . . ?
C69 C70 C71 C72 172.6(6) . . . . ?
C70 C71 C72 C73 0.1(9) . . . . ?
C70 C71 C72 C76 -177.4(6) . . . . ?
C71 C72 C73 C74 2.1(9) . . . . ?
C76 C72 C73 C74 179.5(6) . . . . ?
C72 C73 C74 C75 -1.6(10) . . . . ?
C73 C74 C75 C70 -1.2(9) . . . . ?
C73 C74 C75 N9 -177.5(6) . . . . ?
C71 C70 C75 C74 3.2(9) . . . . ?
C69 C70 C75 C74 -171.9(6) . . . . ?
C71 C70 C75 N9 179.8(5) . . . . ?
C69 C70 C75 N9 4.7(9) . . . . ?
C80 N9 C75 C74 -10.2(10) . . . . ?
C80 N9 C75 C70 173.5(5) . . . . ?
C71 C72 C76 C78A 142.2(15) . . . . ?
C73 C72 C76 C78A -35.0(16) . . . . ?
C71 C72 C76 C77 -47.3(8) . . . . ?
C73 C72 C76 C77 135.5(6) . . . . ?
C71 C72 C76 C79 73.2(8) . . . . ?
C73 C72 C76 C79 -104.1(7) . . . . ?
C71 C72 C76 C78 -169.2(6) . . . . ?
C73 C72 C76 C78 13.6(9) . . . . ?
C71 C72 C76 C77A -96.4(13) . . . . ?
C73 C72 C76 C77A 86.3(13) . . . . ?
C71 C72 C76 C79A 13.9(14) . . . . ?
C73 C72 C76 C79A -163.4(13) . . . . ?
C81 N10 C80 O4 12.7(10) . . . . ?
C81 N10 C80 N9 -166.8(5) . . . . ?
C75 N9 C80 O4 -4.2(10) . . . . ?
C75 N9 C80 N10 175.3(5) . . . . ?
C80 N10 C81 C82 148.1(6) . . . . ?
C80 N10 C81 C86 -33.5(9) . . . . ?
C86 C81 C82 C83 0.4(9) . . . . ?
N10 C81 C82 C83 178.9(6) . . . . ?
C81 C82 C83 C84 1.1(10) . . . . ?
C82 C83 C84 C85 -0.3(11) . . . . ?
C83 C84 C85 C86 -1.8(11) . . . . ?
C82 C81 C86 C85 -2.5(9) . . . . ?
N10 C81 C86 C85 179.1(6) . . . . ?
C84 C85 C86 C81 3.3(10) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139181004
