#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/11/7151198.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_7151198
loop_
_publ_author_name
'Coles, Martyn P.'
'Lee, Steven F.'
'Oakley, Sarah H.'
'Estiu, Guillermina'
'Hitchcock, Peter B.'
_publ_section_title
;
 Nucleophilic activity of a linked bis{guanidine} leading to formation
 of a dicationic C4N4-heterocycle.
;
_journal_issue                   24
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3909
_journal_page_last               3911
_journal_paper_doi               10.1039/b715209d
_journal_volume                  5
_journal_year                    2007
_chemical_absolute_configuration unk
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C29 H40 N6, 2(C24 H20 B)'
_chemical_formula_sum            'C77 H80 B2 N6'
_chemical_formula_weight         1111.09
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2006-07-05T14:06:51-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 105.854(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.8240(6)
_cell_length_b                   13.0677(2)
_cell_length_c                   26.2401(7)
_cell_measurement_reflns_used    17441
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.022
_cell_measurement_theta_min      3.395
_cell_measurement_wavelength     0.71073
_cell_volume                     6209.2(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.448977E-1
_diffrn_orient_matrix_UB_12      -0.27859E-1
_diffrn_orient_matrix_UB_13      -0.85182E-2
_diffrn_orient_matrix_UB_21      0.117994E-1
_diffrn_orient_matrix_UB_22      -0.412814E-1
_diffrn_orient_matrix_UB_23      0.333511E-1
_diffrn_orient_matrix_UB_31      -0.299118E-1
_diffrn_orient_matrix_UB_32      -0.58101E-1
_diffrn_orient_matrix_UB_33      -0.196119E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_av_unetI/netI     0.072
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            18974
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         3.48
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2376
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     766
_refine_ls_number_reflns         5963
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0564
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0784P)²+2.8750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1352
_refine_ls_wR_factor_ref         0.1483
_reflns_number_gt                4875
_reflns_number_total             5963
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b715209d.txt
_cod_data_source_block           (5b)-jul306
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7151198
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
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
N1 N 0.23109(17) 0.2671(2) 0.32074(13) 0.0347(7) Uani 1 1 d . . .
N2 N 0.34487(16) 0.3356(2) 0.36825(12) 0.0290(7) Uani 1 1 d . . .
N3 N 0.33818(18) 0.1693(2) 0.33990(14) 0.0368(8) Uani 1 1 d . . .
N4 N 0.35498(18) 0.4273(2) 0.44972(13) 0.0337(7) Uani 1 1 d . . .
N5 N 0.39230(19) 0.5955(2) 0.43780(14) 0.0387(8) Uani 1 1 d . . .
N6 N 0.45250(19) 0.5001(3) 0.51220(13) 0.0383(8) Uani 1 1 d . . .
C1 C 0.3037(2) 0.2565(3) 0.34179(14) 0.0284(8) Uani 1 1 d . . .
C2 C 0.1842(2) 0.1760(3) 0.3058(2) 0.0466(11) Uani 1 1 d . . .
H2A H 0.1646 0.1737 0.2668 0.056 Uiso 1 1 calc R . .
H2B H 0.1417 0.1815 0.3211 0.056 Uiso 1 1 calc R . .
C3 C 0.2253(3) 0.0778(4) 0.3248(2) 0.0574(13) Uani 1 1 d . . .
H3A H 0.2334 0.0706 0.3635 0.069 Uiso 1 1 calc R . .
H3B H 0.1959 0.0186 0.3072 0.069 Uiso 1 1 calc R . .
C4 C 0.2973(2) 0.0803(3) 0.31202(19) 0.0454(11) Uani 1 1 d . . .
H4A H 0.3252 0.0164 0.324 0.054 Uiso 1 1 calc R . .
H4B H 0.2897 0.0871 0.2733 0.054 Uiso 1 1 calc R . .
C5 C 0.4161(2) 0.1621(3) 0.36919(19) 0.0412(10) Uani 1 1 d . . .
H5A H 0.4373 0.0972 0.3606 0.049 Uiso 1 1 calc R . .
H5B H 0.4215 0.1638 0.4078 0.049 Uiso 1 1 calc R . .
C6 C 0.4553(2) 0.2519(3) 0.35325(19) 0.0432(10) Uani 1 1 d . . .
H6A H 0.4521 0.2472 0.315 0.052 Uiso 1 1 calc R . .
H6B H 0.5081 0.2505 0.3733 0.052 Uiso 1 1 calc R . .
C7 C 0.4210(2) 0.3511(3) 0.36412(18) 0.0388(9) Uani 1 1 d . . .
H7A H 0.4517 0.3809 0.3976 0.047 Uiso 1 1 calc R . .
H7B H 0.4202 0.4002 0.3352 0.047 Uiso 1 1 calc R . .
C8 C 0.3128(2) 0.4134(3) 0.39469(16) 0.0347(9) Uani 1 1 d . . .
H8A H 0.2616 0.3937 0.3934 0.042 Uiso 1 1 calc R . .
H8B H 0.3109 0.4792 0.3756 0.042 Uiso 1 1 calc R . .
C9 C 0.3996(2) 0.5077(3) 0.46653(16) 0.0346(9) Uani 1 1 d . . .
C10 C 0.3593(2) 0.3391(3) 0.48520(18) 0.0419(10) Uani 1 1 d . . .
H10A H 0.3324 0.2802 0.4651 0.05 Uiso 1 1 calc R . .
H10B H 0.3361 0.3564 0.5137 0.05 Uiso 1 1 calc R . .
C11 C 0.4388(3) 0.3115(3) 0.50879(18) 0.0476(11) Uani 1 1 d . . .
H11A H 0.462 0.2934 0.4804 0.057 Uiso 1 1 calc R . .
H11B H 0.4426 0.2518 0.5326 0.057 Uiso 1 1 calc R . .
C12 C 0.4778(2) 0.4028(3) 0.53963(17) 0.0459(10) Uani 1 1 d . . .
H12A H 0.4685 0.404 0.575 0.055 Uiso 1 1 calc R . .
H12B H 0.5316 0.3958 0.5449 0.055 Uiso 1 1 calc R . .
C13 C 0.4887(3) 0.5908(4) 0.54295(19) 0.0537(12) Uani 1 1 d . . .
H13A H 0.4778 0.5916 0.5778 0.064 Uiso 1 1 calc R . .
H13B H 0.5429 0.5851 0.5493 0.064 Uiso 1 1 calc R . .
C14 C 0.4630(3) 0.6887(4) 0.51480(19) 0.0532(12) Uani 1 1 d . . .
H14A H 0.5001 0.7432 0.5277 0.064 Uiso 1 1 calc R . .
H14B H 0.4158 0.7104 0.5213 0.064 Uiso 1 1 calc R . .
C15 C 0.4524(3) 0.6705(3) 0.45652(19) 0.0482(11) Uani 1 1 d . . .
H15A H 0.4397 0.7355 0.4368 0.058 Uiso 1 1 calc R . .
H15B H 0.4987 0.6439 0.4504 0.058 Uiso 1 1 calc R . .
C16 C 0.1979(2) 0.3623(3) 0.29403(17) 0.0382(9) Uani 1 1 d . . .
H16A H 0.2306 0.4207 0.3087 0.046 Uiso 1 1 calc R . .
H16B H 0.1498 0.3741 0.3017 0.046 Uiso 1 1 calc R . .
C17 C 0.1861(2) 0.3589(3) 0.23535(15) 0.0324(8) Uani 1 1 d . . .
C18 C 0.2447(2) 0.3522(4) 0.2130(2) 0.0580(13) Uani 1 1 d . . .
H18 H 0.2936 0.3494 0.2358 0.07 Uiso 1 1 calc R . .
C19 C 0.2347(3) 0.3496(4) 0.1594(2) 0.0587(13) Uani 1 1 d . . .
H19 H 0.276 0.3427 0.1455 0.07 Uiso 1 1 calc R . .
C20 C 0.1655(3) 0.3568(4) 0.1260(2) 0.0610(14) Uani 1 1 d . . .
H20 H 0.1584 0.362 0.0888 0.073 Uiso 1 1 calc R . .
C21 C 0.1064(3) 0.3564(6) 0.1467(2) 0.0787(19) Uani 1 1 d . . .
H21 H 0.0577 0.3541 0.1237 0.094 Uiso 1 1 calc R . .
C22 C 0.1168(3) 0.3594(5) 0.20110(18) 0.0594(14) Uani 1 1 d . . .
H22 H 0.075 0.3619 0.2148 0.071 Uiso 1 1 calc R . .
C23 C 0.3194(3) 0.6414(3) 0.41099(17) 0.0427(10) Uani 1 1 d . . .
H23A H 0.318 0.7121 0.4241 0.051 Uiso 1 1 calc R . .
H23B H 0.2804 0.6019 0.421 0.051 Uiso 1 1 calc R . .
C24 C 0.3019(2) 0.6441(3) 0.35088(17) 0.0381(9) Uani 1 1 d . . .
C25 C 0.3550(3) 0.6337(4) 0.32388(18) 0.0466(10) Uani 1 1 d . . .
H25 H 0.4056 0.6298 0.3433 0.056 Uiso 1 1 calc R . .
C26 C 0.3363(3) 0.6290(4) 0.2689(2) 0.0539(12) Uani 1 1 d . . .
H26 H 0.3738 0.6216 0.2512 0.065 Uiso 1 1 calc R . .
C27 C 0.2627(3) 0.6349(4) 0.2399(2) 0.0533(12) Uani 1 1 d . . .
H27 H 0.2493 0.6321 0.2023 0.064 Uiso 1 1 calc R . .
C28 C 0.2095(3) 0.6450(4) 0.2666(2) 0.0518(11) Uani 1 1 d . . .
H28 H 0.1589 0.6483 0.2473 0.062 Uiso 1 1 calc R . .
C29 C 0.2290(3) 0.6503(3) 0.32094(19) 0.0461(11) Uani 1 1 d . . .
H29 H 0.1914 0.6585 0.3385 0.055 Uiso 1 1 calc R . .
B1 B 0.0368(2) 0.9486(3) 0.20965(18) 0.0343(10) Uani 1 1 d . A 1
B2 B 0.5795(2) 0.9513(3) 0.45154(19) 0.0329(9) Uani 1 1 d . B 1
C30 C -0.0256(2) 1.0355(3) 0.18228(15) 0.0342(8) Uani 1 1 d . A 1
C31 C -0.0118(2) 1.1407(3) 0.18900(17) 0.0383(9) Uani 1 1 d . A 1
H31 H 0.0352 1.1621 0.2103 0.046 Uiso 1 1 calc R A 1
C32 C -0.0633(3) 1.2151(3) 0.16610(18) 0.0454(10) Uani 1 1 d . A 1
H32 H -0.0507 1.2855 0.1712 0.054 Uiso 1 1 calc R A 1
C33 C -0.1330(2) 1.1869(4) 0.13579(18) 0.0460(11) Uani 1 1 d . A 1
H33 H -0.1687 1.2376 0.1205 0.055 Uiso 1 1 calc R A 1
C34 C -0.1498(2) 1.0852(4) 0.12812(17) 0.0428(10) Uani 1 1 d . A 1
H34 H -0.1975 1.0648 0.1077 0.051 Uiso 1 1 calc R A 1
C35 C -0.0969(2) 1.0114(3) 0.15024(17) 0.0396(9) Uani 1 1 d . A 1
H35 H -0.1094 0.9413 0.1434 0.047 Uiso 1 1 calc R A 1
C36 C 0.0047(2) 0.8330(3) 0.19108(15) 0.0321(8) Uani 1 1 d . A 1
C37 C -0.0548(2) 0.7938(3) 0.20756(17) 0.0400(9) Uani 1 1 d . A 1
H37 H -0.0744 0.8339 0.2307 0.048 Uiso 1 1 calc R A 1
C38 C -0.0866(2) 0.6991(3) 0.19159(18) 0.0447(10) Uani 1 1 d . A 1
H38 H -0.1273 0.6761 0.2034 0.054 Uiso 1 1 calc R A 1
C39 C -0.0587(3) 0.6386(3) 0.15851(19) 0.0485(11) Uani 1 1 d . A 1
H39 H -0.0797 0.5735 0.1476 0.058 Uiso 1 1 calc R A 1
C40 C -0.0005(3) 0.6735(3) 0.14154(19) 0.0483(11) Uani 1 1 d . A 1
H40 H 0.0186 0.6322 0.1186 0.058 Uiso 1 1 calc R A 1
C41 C 0.0310(2) 0.7681(3) 0.15740(17) 0.0383(9) Uani 1 1 d . A 1
H41 H 0.0716 0.7899 0.1452 0.046 Uiso 1 1 calc R A 1
C42 C 0.0549(2) 0.9528(3) 0.27522(16) 0.0318(8) Uani 1 1 d . A 1
C43 C 0.0365(2) 1.0339(3) 0.30372(16) 0.0338(8) Uani 1 1 d . A 1
H43 H 0.0074 1.0881 0.2847 0.041 Uiso 1 1 calc R A 1
C44 C 0.0590(2) 1.0387(3) 0.35898(17) 0.0394(9) Uani 1 1 d . A 1
H44 H 0.0457 1.0961 0.3766 0.047 Uiso 1 1 calc R A 1
C45 C 0.1003(2) 0.9609(3) 0.38817(17) 0.0436(10) Uani 1 1 d . A 1
H45 H 0.1172 0.9652 0.4257 0.052 Uiso 1 1 calc R A 1
C46 C 0.1166(2) 0.8760(3) 0.36144(17) 0.0436(10) Uani 1 1 d . A 1
H46 H 0.1435 0.8203 0.3808 0.052 Uiso 1 1 calc R A 1
C47 C 0.0934(2) 0.8726(3) 0.30652(17) 0.0388(9) Uani 1 1 d . A 1
H47 H 0.1042 0.813 0.2892 0.047 Uiso 1 1 calc R A 1
C48 C 0.1154(2) 0.9678(3) 0.19338(16) 0.0349(9) Uani 1 1 d . A 1
C49 C 0.1263(2) 1.0450(3) 0.15967(18) 0.0427(10) Uani 1 1 d . A 1
H49 H 0.0875 1.0925 0.1462 0.051 Uiso 1 1 calc R A 1
C50 C 0.1923(3) 1.0555(4) 0.1448(2) 0.0538(12) Uani 1 1 d . A 1
H50 H 0.197 1.109 0.1214 0.065 Uiso 1 1 calc R A 1
C51 C 0.2499(2) 0.9890(4) 0.1639(2) 0.0556(13) Uani 1 1 d . A 1
H51 H 0.2947 0.9961 0.1543 0.067 Uiso 1 1 calc R A 1
C52 C 0.2410(2) 0.9111(4) 0.1976(2) 0.0505(12) Uani 1 1 d . A 1
H52 H 0.28 0.864 0.2113 0.061 Uiso 1 1 calc R A 1
C53 C 0.1754(2) 0.9024(3) 0.2111(2) 0.0464(11) Uani 1 1 d . A 1
H53 H 0.1709 0.8481 0.2341 0.056 Uiso 1 1 calc R A 1
C54 C 0.5579(2) 0.9493(3) 0.38678(16) 0.0334(8) Uani 1 1 d . B 1
C55 C 0.5676(2) 1.0327(3) 0.35576(16) 0.0350(9) Uani 1 1 d . B 1
H55 H 0.5969 1.0886 0.3728 0.042 Uiso 1 1 calc R B 1
C56 C 0.5362(2) 1.0376(3) 0.30099(17) 0.0425(10) Uani 1 1 d . B 1
H56 H 0.5433 1.0967 0.2819 0.051 Uiso 1 1 calc R B 1
C57 C 0.4948(2) 0.9566(4) 0.27457(19) 0.0459(10) Uani 1 1 d . B 1
H57 H 0.4721 0.9604 0.2375 0.055 Uiso 1 1 calc R B 1
C58 C 0.4871(2) 0.8702(4) 0.30272(18) 0.0477(11) Uani 1 1 d . B 1
H58 H 0.4603 0.8129 0.285 0.057 Uiso 1 1 calc R B 1
C59 C 0.5188(2) 0.8674(3) 0.35745(18) 0.0417(10) Uani 1 1 d . B 1
H59 H 0.5135 0.8066 0.3759 0.05 Uiso 1 1 calc R B 1
C60 C 0.6371(2) 1.0468(3) 0.47554(15) 0.0353(9) Uani 1 1 d . B 1
C61 C 0.6138(3) 1.1488(3) 0.47151(17) 0.0433(10) Uani 1 1 d . B 1
H61 H 0.5632 1.1629 0.4549 0.052 Uiso 1 1 calc R B 1
C62 C 0.6605(3) 1.2307(3) 0.49039(18) 0.0493(12) Uani 1 1 d . B 1
H62 H 0.6421 1.2987 0.486 0.059 Uiso 1 1 calc R B 1
C63 C 0.7346(3) 1.2122(4) 0.5158(2) 0.0533(12) Uani 1 1 d . B 1
H63 H 0.7673 1.2675 0.5288 0.064 Uiso 1 1 calc R B 1
C64 C 0.7594(2) 1.1135(4) 0.52175(18) 0.0458(11) Uani 1 1 d . B 1
H64 H 0.8095 1.0999 0.5398 0.055 Uiso 1 1 calc R B 1
C65 C 0.7123(2) 1.0334(3) 0.50166(17) 0.0392(9) Uani 1 1 d . B 1
H65 H 0.7316 0.9658 0.5057 0.047 Uiso 1 1 calc R B 1
C66 C 0.6205(2) 0.8435(3) 0.47758(17) 0.0342(9) Uani 1 1 d . B 1
C67 C 0.6316(2) 0.8206(3) 0.53154(18) 0.0408(9) Uani 1 1 d . B 1
H67 H 0.6132 0.8667 0.5529 0.049 Uiso 1 1 calc R B 1
C68 C 0.6684(2) 0.7331(4) 0.5548(2) 0.0506(12) Uani 1 1 d . B 1
H68 H 0.674 0.7203 0.5913 0.061 Uiso 1 1 calc R B 1
C69 C 0.6970(2) 0.6647(3) 0.5257(2) 0.0511(12) Uani 1 1 d . B 1
H69 H 0.7224 0.6051 0.5417 0.061 Uiso 1 1 calc R B 1
C70 C 0.6878(3) 0.6850(3) 0.4727(2) 0.0506(12) Uani 1 1 d . B 1
H70 H 0.7066 0.6384 0.4518 0.061 Uiso 1 1 calc R B 1
C71 C 0.6515(2) 0.7726(3) 0.44965(18) 0.0409(10) Uani 1 1 d . B 1
H71 H 0.6475 0.7853 0.4133 0.049 Uiso 1 1 calc R B 1
C72 C 0.5023(2) 0.9676(3) 0.46986(16) 0.0353(9) Uani 1 1 d . B 1
C73 C 0.5042(2) 1.0111(3) 0.51948(18) 0.0434(10) Uani 1 1 d . B 1
H73 H 0.5504 1.0326 0.542 0.052 Uiso 1 1 calc R B 1
C74 C 0.4409(3) 1.0238(4) 0.5367(2) 0.0568(13) Uani 1 1 d . B 1
H74 H 0.4445 1.0534 0.5704 0.068 Uiso 1 1 calc R B 1
C75 C 0.3722(3) 0.9931(4) 0.5045(3) 0.0619(14) Uani 1 1 d . B 1
H75 H 0.3288 1.0012 0.516 0.074 Uiso 1 1 calc R B 1
C76 C 0.3687(3) 0.9509(4) 0.4560(2) 0.0562(13) Uani 1 1 d . B 1
H76 H 0.3223 0.9297 0.4336 0.067 Uiso 1 1 calc R B 1
C77 C 0.4321(2) 0.9387(3) 0.43917(19) 0.0419(10) Uani 1 1 d . B 1
H77 H 0.4275 0.9094 0.4053 0.05 Uiso 1 1 calc R B 1
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 0 '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'
B B 0.0013 0.0007 '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
C1 N1 C2 120.0(3) . . ?
C1 N1 C16 122.4(3) . . ?
C2 N1 C16 114.2(3) . . ?
C1 N2 C8 121.5(3) . . ?
C1 N2 C7 119.6(3) . . ?
C8 N2 C7 118.4(3) . . ?
C1 N3 C5 118.0(3) . . ?
C1 N3 C4 120.4(3) . . ?
C5 N3 C4 121.5(3) . . ?
C9 N4 C8 123.0(3) . . ?
C9 N4 C10 119.0(3) . . ?
C8 N4 C10 116.9(3) . . ?
C9 N5 C15 115.1(3) . . ?
C9 N5 C23 122.9(3) . . ?
C15 N5 C23 114.5(3) . . ?
C9 N6 C12 124.3(3) . . ?
C9 N6 C13 123.0(4) . . ?
C12 N6 C13 112.5(3) . . ?
N3 C1 N1 122.2(3) . . ?
N3 C1 N2 117.2(3) . . ?
N1 C1 N2 120.5(3) . . ?
N1 C2 C3 112.6(3) . . ?
N1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 C2 109.0(4) . . ?
C4 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N3 C4 C3 106.8(4) . . ?
N3 C4 H4A 110.4 . . ?
C3 C4 H4A 110.4 . . ?
N3 C4 H4B 110.4 . . ?
C3 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
N3 C5 C6 107.6(3) . . ?
N3 C5 H5A 110.2 . . ?
C6 C5 H5A 110.2 . . ?
N3 C5 H5B 110.2 . . ?
C6 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
C5 C6 C7 110.5(3) . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
N2 C7 C6 111.6(3) . . ?
N2 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108 . . ?
N2 C8 N4 112.1(3) . . ?
N2 C8 H8A 109.2 . . ?
N4 C8 H8A 109.2 . . ?
N2 C8 H8B 109.2 . . ?
N4 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N6 C9 N4 118.8(3) . . ?
N6 C9 N5 119.9(3) . . ?
N4 C9 N5 121.3(4) . . ?
N4 C10 C11 109.0(4) . . ?
N4 C10 H10A 109.9 . . ?
C11 C10 H10A 109.9 . . ?
N4 C10 H10B 109.9 . . ?
C11 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C10 C11 C12 108.3(4) . . ?
C10 C11 H11A 110 . . ?
C12 C11 H11A 110 . . ?
C10 C11 H11B 110 . . ?
C12 C11 H11B 110 . . ?
H11A C11 H11B 108.4 . . ?
N6 C12 C11 112.0(3) . . ?
N6 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
N6 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 N6 112.1(4) . . ?
C14 C13 H13A 109.2 . . ?
N6 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
N6 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 C15 107.6(4) . . ?
C13 C14 H14A 110.2 . . ?
C15 C14 H14A 110.2 . . ?
C13 C14 H14B 110.2 . . ?
C15 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
N5 C15 C14 108.6(3) . . ?
N5 C15 H15A 110 . . ?
C14 C15 H15A 110 . . ?
N5 C15 H15B 110 . . ?
C14 C15 H15B 110 . . ?
H15A C15 H15B 108.3 . . ?
N1 C16 C17 112.7(3) . . ?
N1 C16 H16A 109 . . ?
C17 C16 H16A 109 . . ?
N1 C16 H16B 109 . . ?
C17 C16 H16B 109 . . ?
H16A C16 H16B 107.8 . . ?
C22 C17 C18 116.7(4) . . ?
C22 C17 C16 121.5(4) . . ?
C18 C17 C16 121.7(4) . . ?
C19 C18 C17 122.2(4) . . ?
C19 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H19 120 . . ?
C18 C19 H19 120 . . ?
C19 C20 C21 119.0(5) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 H20 120.5 . . ?
C20 C21 C22 120.6(5) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 121.2(4) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
N5 C23 C24 114.2(3) . . ?
N5 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
N5 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C25 C24 C29 117.3(4) . . ?
C25 C24 C23 123.2(4) . . ?
C29 C24 C23 119.3(4) . . ?
C24 C25 C26 121.5(4) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C27 119.9(4) . . ?
C25 C26 H26 120 . . ?
C27 C26 H26 120 . . ?
C28 C27 C26 118.8(5) . . ?
C28 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C29 C28 C27 120.6(4) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C24 121.9(4) . . ?
C28 C29 H29 119.1 . . ?
C24 C29 H29 119.1 . . ?
C36 B1 C30 110.0(3) . . ?
C36 B1 C42 106.9(3) . . ?
C30 B1 C42 110.3(3) . . ?
C36 B1 C48 109.9(3) . . ?
C30 B1 C48 111.2(3) . . ?
C42 B1 C48 108.4(3) . . ?
C54 B2 C60 111.0(3) . . ?
C54 B2 C66 111.6(3) . . ?
C60 B2 C66 107.5(3) . . ?
C54 B2 C72 108.3(3) . . ?
C60 B2 C72 109.0(3) . . ?
C66 B2 C72 109.5(3) . . ?
C31 C30 C35 114.1(4) . . ?
C31 C30 B1 122.3(3) . . ?
C35 C30 B1 123.6(3) . . ?
C32 C31 C30 123.3(4) . . ?
C32 C31 H31 118.4 . . ?
C30 C31 H31 118.4 . . ?
C33 C32 C31 120.1(4) . . ?
C33 C32 H32 120 . . ?
C31 C32 H32 120 . . ?
C34 C33 C32 119.1(4) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C33 C34 C35 120.1(4) . . ?
C33 C34 H34 120 . . ?
C35 C34 H34 120 . . ?
C34 C35 C30 123.2(4) . . ?
C34 C35 H35 118.4 . . ?
C30 C35 H35 118.4 . . ?
C37 C36 C41 114.8(3) . . ?
C37 C36 B1 120.1(3) . . ?
C41 C36 B1 125.0(3) . . ?
C38 C37 C36 123.1(4) . . ?
C38 C37 H37 118.4 . . ?
C36 C37 H37 118.4 . . ?
C39 C38 C37 119.6(4) . . ?
C39 C38 H38 120.2 . . ?
C37 C38 H38 120.2 . . ?
C40 C39 C38 119.4(4) . . ?
C40 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
C39 C40 C41 120.9(4) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C40 C41 C36 122.2(4) . . ?
C40 C41 H41 118.9 . . ?
C36 C41 H41 118.9 . . ?
C43 C42 C47 114.7(4) . . ?
C43 C42 B1 124.8(3) . . ?
C47 C42 B1 120.5(3) . . ?
C42 C43 C44 122.8(4) . . ?
C42 C43 H43 118.6 . . ?
C44 C43 H43 118.6 . . ?
C45 C44 C43 120.6(4) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C44 C45 C46 118.5(4) . . ?
C44 C45 H45 120.8 . . ?
C46 C45 H45 120.8 . . ?
C47 C46 C45 119.9(4) . . ?
C47 C46 H46 120 . . ?
C45 C46 H46 120 . . ?
C46 C47 C42 123.3(4) . . ?
C46 C47 H47 118.4 . . ?
C42 C47 H47 118.4 . . ?
C53 C48 C49 114.3(4) . . ?
C53 C48 B1 121.2(3) . . ?
C49 C48 B1 124.5(4) . . ?
C48 C49 C50 122.7(4) . . ?
C48 C49 H49 118.6 . . ?
C50 C49 H49 118.6 . . ?
C51 C50 C49 120.4(4) . . ?
C51 C50 H50 119.8 . . ?
C49 C50 H50 119.8 . . ?
C50 C51 C52 118.5(4) . . ?
C50 C51 H51 120.8 . . ?
C52 C51 H51 120.8 . . ?
C53 C52 C51 119.8(4) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C48 124.4(4) . . ?
C52 C53 H53 117.8 . . ?
C48 C53 H53 117.8 . . ?
C55 C54 C59 114.0(4) . . ?
C55 C54 B2 123.7(3) . . ?
C59 C54 B2 121.8(3) . . ?
C56 C55 C54 123.1(4) . . ?
C56 C55 H55 118.4 . . ?
C54 C55 H55 118.4 . . ?
C57 C56 C55 120.2(4) . . ?
C57 C56 H56 119.9 . . ?
C55 C56 H56 119.9 . . ?
C58 C57 C56 119.1(4) . . ?
C58 C57 H57 120.5 . . ?
C56 C57 H57 120.5 . . ?
C57 C58 C59 119.6(4) . . ?
C57 C58 H58 120.2 . . ?
C59 C58 H58 120.2 . . ?
C58 C59 C54 123.8(4) . . ?
C58 C59 H59 118.1 . . ?
C54 C59 H59 118.1 . . ?
C61 C60 C65 114.1(4) . . ?
C61 C60 B2 122.0(4) . . ?
C65 C60 B2 123.9(4) . . ?
C62 C61 C60 123.6(4) . . ?
C62 C61 H61 118.2 . . ?
C60 C61 H61 118.2 . . ?
C61 C62 C63 119.5(4) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C64 C63 C62 119.0(4) . . ?
C64 C63 H63 120.5 . . ?
C62 C63 H63 120.5 . . ?
C63 C64 C65 120.5(4) . . ?
C63 C64 H64 119.7 . . ?
C65 C64 H64 119.7 . . ?
C64 C65 C60 123.3(4) . . ?
C64 C65 H65 118.4 . . ?
C60 C65 H65 118.4 . . ?
C71 C66 C67 114.7(4) . . ?
C71 C66 B2 123.9(4) . . ?
C67 C66 B2 121.3(3) . . ?
C68 C67 C66 122.4(4) . . ?
C68 C67 H67 118.8 . . ?
C66 C67 H67 118.8 . . ?
C69 C68 C67 121.0(5) . . ?
C69 C68 H68 119.5 . . ?
C67 C68 H68 119.5 . . ?
C68 C69 C70 118.3(4) . . ?
C68 C69 H69 120.9 . . ?
C70 C69 H69 120.9 . . ?
C69 C70 C71 120.7(4) . . ?
C69 C70 H70 119.7 . . ?
C71 C70 H70 119.7 . . ?
C70 C71 C66 122.9(4) . . ?
C70 C71 H71 118.5 . . ?
C66 C71 H71 118.5 . . ?
C77 C72 C73 114.9(4) . . ?
C77 C72 B2 124.1(4) . . ?
C73 C72 B2 120.9(4) . . ?
C74 C73 C72 122.5(4) . . ?
C74 C73 H73 118.7 . . ?
C72 C73 H73 118.7 . . ?
C73 C74 C75 120.2(5) . . ?
C73 C74 H74 119.9 . . ?
C75 C74 H74 119.9 . . ?
C76 C75 C74 118.6(4) . . ?
C76 C75 H75 120.7 . . ?
C74 C75 H75 120.7 . . ?
C75 C76 C77 120.8(5) . . ?
C75 C76 H76 119.6 . . ?
C77 C76 H76 119.6 . . ?
C76 C77 C72 123.0(5) . . ?
C76 C77 H77 118.5 . . ?
C72 C77 H77 118.5 . . ?
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
N1 C1 1.334(5) . ?
N1 C2 1.469(5) . ?
N1 C16 1.481(5) . ?
N2 C1 1.363(5) . ?
N2 C8 1.452(5) . ?
N2 C7 1.481(5) . ?
N3 C1 1.319(5) . ?
N3 C5 1.461(5) . ?
N3 C4 1.474(5) . ?
N4 C9 1.343(5) . ?
N4 C8 1.457(5) . ?
N4 C10 1.469(5) . ?
N5 C9 1.359(5) . ?
N5 C15 1.476(5) . ?
N5 C23 1.486(6) . ?
N6 C9 1.336(5) . ?
N6 C12 1.474(5) . ?
N6 C13 1.490(5) . ?
C2 C3 1.510(7) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 C4 1.483(7) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 C6 1.505(6) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
C6 C7 1.509(6) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C10 C11 1.499(6) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 C12 1.514(6) . ?
C11 H11A 0.99 . ?
C11 H11B 0.99 . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 C14 1.490(7) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 C15 1.506(6) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
C16 C17 1.495(5) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 C22 1.367(6) . ?
C17 C18 1.386(6) . ?
C18 C19 1.368(7) . ?
C18 H18 0.95 . ?
C19 C20 1.360(7) . ?
C19 H19 0.95 . ?
C20 C21 1.364(7) . ?
C20 H20 0.95 . ?
C21 C22 1.387(7) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
C23 C24 1.521(6) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 C25 1.380(6) . ?
C24 C29 1.385(6) . ?
C25 C26 1.389(7) . ?
C25 H25 0.95 . ?
C26 C27 1.389(7) . ?
C26 H26 0.95 . ?
C27 C28 1.376(7) . ?
C27 H27 0.95 . ?
C28 C29 1.373(7) . ?
C28 H28 0.95 . ?
C29 H29 0.95 . ?
B1 C36 1.650(6) . ?
B1 C30 1.652(6) . ?
B1 C42 1.661(6) . ?
B1 C48 1.667(6) . ?
B2 C54 1.636(6) . ?
B2 C60 1.660(6) . ?
B2 C66 1.662(6) . ?
B2 C72 1.665(6) . ?
C30 C31 1.401(6) . ?
C30 C35 1.410(6) . ?
C31 C32 1.389(6) . ?
C31 H31 0.95 . ?
C32 C33 1.386(6) . ?
C32 H32 0.95 . ?
C33 C34 1.369(6) . ?
C33 H33 0.95 . ?
C34 C35 1.394(6) . ?
C34 H34 0.95 . ?
C35 H35 0.95 . ?
C36 C37 1.405(6) . ?
C36 C41 1.408(6) . ?
C37 C38 1.388(6) . ?
C37 H37 0.95 . ?
C38 C39 1.379(7) . ?
C38 H38 0.95 . ?
C39 C40 1.369(7) . ?
C39 H39 0.95 . ?
C40 C41 1.385(6) . ?
C40 H40 0.95 . ?
C41 H41 0.95 . ?
C42 C43 1.394(5) . ?
C42 C47 1.406(6) . ?
C43 C44 1.397(6) . ?
C43 H43 0.95 . ?
C44 C45 1.378(6) . ?
C44 H44 0.95 . ?
C45 C46 1.391(6) . ?
C45 H45 0.95 . ?
C46 C47 1.388(6) . ?
C46 H46 0.95 . ?
C47 H47 0.95 . ?
C48 C53 1.392(6) . ?
C48 C49 1.393(6) . ?
C49 C50 1.407(6) . ?
C49 H49 0.95 . ?
C50 C51 1.373(7) . ?
C50 H50 0.95 . ?
C51 C52 1.388(7) . ?
C51 H51 0.95 . ?
C52 C53 1.379(6) . ?
C52 H52 0.95 . ?
C53 H53 0.95 . ?
C54 C55 1.402(6) . ?
C54 C59 1.404(6) . ?
C55 C56 1.398(6) . ?
C55 H55 0.95 . ?
C56 C57 1.383(6) . ?
C56 H56 0.95 . ?
C57 C58 1.378(7) . ?
C57 H57 0.95 . ?
C58 C59 1.397(6) . ?
C58 H58 0.95 . ?
C59 H59 0.95 . ?
C60 C61 1.398(6) . ?
C60 C65 1.405(6) . ?
C61 C62 1.387(6) . ?
C61 H61 0.95 . ?
C62 C63 1.392(7) . ?
C62 H62 0.95 . ?
C63 C64 1.367(7) . ?
C63 H63 0.95 . ?
C64 C65 1.381(6) . ?
C64 H64 0.95 . ?
C65 H65 0.95 . ?
C66 C71 1.403(6) . ?
C66 C67 1.406(6) . ?
C67 C68 1.388(6) . ?
C67 H67 0.95 . ?
C68 C69 1.376(7) . ?
C68 H68 0.95 . ?
C69 C70 1.379(7) . ?
C69 H69 0.95 . ?
C70 C71 1.385(6) . ?
C70 H70 0.95 . ?
C71 H71 0.95 . ?
C72 C77 1.399(6) . ?
C72 C73 1.412(6) . ?
C73 C74 1.395(6) . ?
C73 H73 0.95 . ?
C74 C75 1.397(8) . ?
C74 H74 0.95 . ?
C75 C76 1.373(8) . ?
C75 H75 0.95 . ?
C76 C77 1.390(6) . ?
C76 H76 0.95 . ?
C77 H77 0.95 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653452
2 PubChem 24744774
