#------------------------------------------------------------------------------
#$Date: 2025-08-20 12:41:31 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301828 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/18/4031827.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_4031827
loop_
_publ_author_name
'Helzy, Fatima'
'Maris, Thierry'
'Wuest, James D.'
_publ_section_title
;
 Engineering Hydrogen-Bonded Hexagonal Networks Built from Flexible
 1,3,5-Trisubstituted Derivatives of Benzene.
;
_journal_issue                   8
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3076
_journal_page_last               3086
_journal_paper_doi               10.1021/acs.joc.5b02552
_journal_volume                  81
_journal_year                    2016
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C42 H45 N15 O3'
_chemical_formula_sum            'C42 H45 N15 O3'
_chemical_formula_weight         807.93
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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
_cell_angle_beta                 99.090(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   29.665(6)
_cell_length_b                   9.049(2)
_cell_length_c                   31.666(6)
_cell_measurement_reflns_used    4541
_cell_measurement_temperature    100
_cell_measurement_theta_max      45.08
_cell_measurement_theta_min      2.22
_cell_volume                     8394(3)
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_collection       'APEX2  (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL  (Bruker AXS, 2003)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Quazar MX'
_diffrn_radiation_source         'Incoatec I\muS Microsource '
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.083
_diffrn_reflns_av_sigmaI/netI    0.0972
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            157058
_diffrn_reflns_theta_full        71.58
_diffrn_reflns_theta_max         71.58
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.348
_exptl_absorpt_correction_T_max  0.9793
_exptl_absorpt_correction_T_min  0.7182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    0.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_platon_squeeze_details
;
Attempts to  model disordered solvent molecules
were unsuccessful. PLATON/SQUEEZE  was used to correct
the data for the presence of the disordered solvent.
A potential solvent volume of 5013.7 Å³, 
59.7 % of the total unit-cell volume, was found.
1777 electrons per unit cell worth of scattering were located
in the void. The reported structure is based on the 
PLATON/SQUEEZE corrected data. The actual solvent content is
unknown, so several quantities calculated like empirical formula, density, 
absorption coefficient, F(000) etc. may be incorrect.

Ref:  
Sluis, P. van der & Spek, A.L. (1990). Acta Cryst. A46, 194-201.
Spek, A.L. (2015). Acta Cryst. C71, 9-18.

;
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         15916
_refine_ls_number_restraints     159
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.1538
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0080P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1048
_reflns_number_gt                5318
_reflns_number_total             15916
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo5b02552_si_002.cif
_cod_data_source_block           3c_DMSO_PhMe
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 4031824--4031827.cif.
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4031827
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.22142(5) 0.79990(18) 0.19019(5) 0.0678(7) Uani 1 1 d GU
C2 C 0.22228(5) 0.84157(16) 0.23256(5) 0.0637(7) Uani 1 1 d GU
C3 C 0.18603(6) 0.80529(17) 0.25356(3) 0.0617(7) Uani 1 1 d GU
C4 C 0.14892(5) 0.72733(18) 0.23219(5) 0.0692(8) Uani 1 1 d GU
C5 C 0.14806(5) 0.68565(17) 0.18982(5) 0.0706(8) Uani 1 1 d GU
C6 C 0.18431(6) 0.72194(18) 0.16882(3) 0.0712(8) Uani 1 1 d GU
C7 C 0.26407(9) 0.9219(3) 0.25701(7) 0.0763(8) Uani 1 1 d U
H7A H 0.2543 0.9862 0.2792 0.092 Uiso 1 1 calc R
H7B H 0.2778 0.9852 0.2370 0.092 Uiso 1 1 calc R
C8 C 0.29990(8) 0.8111(3) 0.27828(7) 0.0758(8) Uani 1 1 d U
H8A H 0.2865 0.7496 0.2985 0.114 Uiso 1 1 calc R
H8B H 0.3262 0.8649 0.2935 0.114 Uiso 1 1 calc R
H8C H 0.3098 0.7481 0.2563 0.114 Uiso 1 1 calc R
C9 C 0.10729(8) 0.6970(3) 0.25439(8) 0.0821(9) Uani 1 1 d U
H9A H 0.0793 0.6943 0.2327 0.098 Uiso 1 1 calc R
H9B H 0.1040 0.7778 0.2747 0.098 Uiso 1 1 calc R
C10 C 0.11291(9) 0.5463(3) 0.27896(8) 0.0894(9) Uani 1 1 d U
H10A H 0.1135 0.4654 0.2585 0.134 Uiso 1 1 calc R
H10B H 0.0872 0.5322 0.2946 0.134 Uiso 1 1 calc R
H10C H 0.1415 0.5469 0.2992 0.134 Uiso 1 1 calc R
C11 C 0.18263(9) 0.6847(3) 0.12083(7) 0.0832(9) Uani 1 1 d U
H11A H 0.1504 0.6838 0.1065 0.100 Uiso 1 1 calc R
H11B H 0.1989 0.7625 0.1072 0.100 Uiso 1 1 calc R
C12 C 0.20410(9) 0.5367(3) 0.11462(7) 0.0985(10) Uani 1 1 d U
H12A H 0.2369 0.5409 0.1257 0.148 Uiso 1 1 calc R
H12B H 0.1996 0.5124 0.0841 0.148 Uiso 1 1 calc R
H12C H 0.1898 0.4605 0.1301 0.148 Uiso 1 1 calc R
C13 C 0.18511(8) 0.8627(3) 0.29850(6) 0.0646(7) Uani 1 1 d U
H13A H 0.1681 0.7935 0.3144 0.077 Uiso 1 1 calc R
H13B H 0.2166 0.8729 0.3142 0.077 Uiso 1 1 calc R
O1 O 0.16353(6) 0.99965(19) 0.29443(4) 0.0713(5) Uani 1 1 d U
C14 C 0.14721(5) 1.05799(17) 0.32910(4) 0.0650(7) Uani 1 1 d GU
C15 C 0.11637(5) 1.17394(17) 0.32071(3) 0.0726(8) Uani 1 1 d GU
H15 H 0.1082 1.2096 0.2923 0.087 Uiso 1 1 calc R
C16 C 0.09754(5) 1.23773(15) 0.35385(5) 0.0756(8) Uani 1 1 d GU
H16 H 0.0765 1.3170 0.3481 0.091 Uiso 1 1 calc R
C17 C 0.10955(6) 1.18555(17) 0.39539(4) 0.0691(8) Uani 1 1 d GU
C18 C 0.14039(5) 1.06960(18) 0.40379(3) 0.0769(8) Uani 1 1 d GU
H18 H 0.1486 1.0339 0.4322 0.092 Uiso 1 1 calc R
C19 C 0.15922(5) 1.00581(15) 0.37064(4) 0.0690(7) Uani 1 1 d GU
H19 H 0.1803 0.9266 0.3764 0.083 Uiso 1 1 calc R
C20 C 0.08622(10) 1.2500(3) 0.42982(8) 0.0811(9) Uani 1 1 d U
N1 N 0.05825(9) 1.3605(3) 0.41946(7) 0.0893(8) Uani 1 1 d U
C21 C 0.03633(12) 1.4098(4) 0.45172(10) 0.0935(10) Uani 1 1 d U
N2 N 0.04309(9) 1.3536(3) 0.49178(7) 0.0988(9) Uani 1 1 d U
C22 C 0.07237(12) 1.2401(4) 0.49805(9) 0.0990(11) Uani 1 1 d U
N3 N 0.09615(8) 1.1836(3) 0.46864(6) 0.0941(8) Uani 1 1 d U
N4 N 0.07811(9) 1.1740(3) 0.53698(7) 0.1335(11) Uani 1 1 d U
H4A H 0.0629 1.2061 0.5569 0.160 Uiso 1 1 calc R
H4B H 0.0971 1.0991 0.5423 0.160 Uiso 1 1 calc R
N5 N 0.00657(9) 1.5161(3) 0.44332(7) 0.1197(10) Uani 1 1 d U
H5A H -0.0083 1.5488 0.4634 0.144 Uiso 1 1 calc R
H5B H 0.0013 1.5552 0.4176 0.144 Uiso 1 1 calc R
C23 C 0.25947(9) 0.8477(3) 0.16698(7) 0.0779(8) Uani 1 1 d U
H23A H 0.2887 0.8549 0.1869 0.093 Uiso 1 1 calc R
H23B H 0.2632 0.7771 0.1439 0.093 Uiso 1 1 calc R
O2 O 0.24537(6) 0.9920(2) 0.14936(5) 0.0820(6) Uani 1 1 d U
C24 C 0.26904(6) 1.05157(17) 0.11969(4) 0.0701(8) Uani 1 1 d GU
C25 C 0.31106(6) 1.00159(16) 0.11138(4) 0.0720(8) Uani 1 1 d GU
H25 H 0.3256 0.9203 0.1269 0.086 Uiso 1 1 calc R
C26 C 0.33188(4) 1.07059(19) 0.08029(5) 0.0836(9) Uani 1 1 d GU
H26 H 0.3606 1.0364 0.0746 0.100 Uiso 1 1 calc R
C27 C 0.31066(6) 1.18958(18) 0.05752(4) 0.0711(8) Uani 1 1 d GU
C28 C 0.26863(6) 1.23956(15) 0.06584(4) 0.0697(7) Uani 1 1 d GU
H28 H 0.2541 1.3209 0.0503 0.084 Uiso 1 1 calc R
C29 C 0.24782(4) 1.17056(18) 0.09692(5) 0.0716(8) Uani 1 1 d GU
H29 H 0.2191 1.2047 0.1026 0.086 Uiso 1 1 calc R
C30 C 0.33222(11) 1.2548(3) 0.02209(8) 0.0810(9) Uani 1 1 d U
N6 N 0.37531(10) 1.2244(4) 0.02215(9) 0.1458(13) Uani 1 1 d U
C31 C 0.39284(15) 1.2909(6) -0.00993(16) 0.199(2) Uani 1 1 d U
N7 N 0.36963(11) 1.3818(4) -0.03975(9) 0.1328(12) Uani 1 1 d U
C32 C 0.32679(12) 1.4028(4) -0.03638(9) 0.0953(10) Uani 1 1 d U
N8 N 0.30524(8) 1.3436(3) -0.00504(6) 0.0816(7) Uani 1 1 d U
N9 N 0.30216(9) 1.4940(3) -0.06428(7) 0.1224(10) Uani 1 1 d U
H9C H 0.3149 1.5379 -0.0842 0.147 Uiso 1 1 calc R
H9D H 0.2732 1.5100 -0.0627 0.147 Uiso 1 1 calc R
N10 N 0.43597(12) 1.2658(6) -0.01118(15) 0.383(4) Uani 1 1 d U
H10D H 0.4518 1.2085 0.0082 0.460 Uiso 1 1 calc R
H10E H 0.4492 1.3063 -0.0314 0.460 Uiso 1 1 calc R
C33 C 0.10875(9) 0.5963(3) 0.16772(9) 0.0884(9) Uani 1 1 d U
H33A H 0.1192 0.5261 0.1473 0.106 Uiso 1 1 calc R
H33B H 0.0945 0.5395 0.1888 0.106 Uiso 1 1 calc R
O3 O 0.07651(7) 0.7000(2) 0.14533(6) 0.0957(6) Uani 1 1 d U
C34 C 0.03271(6) 0.6526(3) 0.13090(6) 0.0920(10) Uani 1 1 d GU
C35 C 0.01546(8) 0.5157(3) 0.14028(6) 0.1251(13) Uani 1 1 d GU
H35 H 0.0350 0.4444 0.1557 0.150 Uiso 1 1 calc R
C36 C -0.03039(9) 0.4832(2) 0.12706(7) 0.1417(15) Uani 1 1 d GU
H36 H -0.0422 0.3897 0.1335 0.170 Uiso 1 1 calc R
C37 C -0.05899(6) 0.5876(3) 0.10445(7) 0.1002(11) Uani 1 1 d GU
C38 C -0.04174(8) 0.7244(3) 0.09507(6) 0.1227(13) Uani 1 1 d GU
H38 H -0.0613 0.7957 0.0796 0.147 Uiso 1 1 calc R
C39 C 0.00411(9) 0.7569(2) 0.10829(7) 0.1278(13) Uani 1 1 d GU
H39 H 0.0159 0.8505 0.1019 0.153 Uiso 1 1 calc R
C40 C -0.10891(13) 0.5585(5) 0.09341(12) 0.1121(12) Uani 1 1 d U
C41 C -0.16964(19) 0.4176(6) 0.0992(2) 0.227(3) Uani 1 1 d U
C42 C -0.17725(15) 0.6212(5) 0.05702(11) 0.1264(14) Uani 1 1 d U
N11 N -0.12595(13) 0.4421(4) 0.10992(12) 0.1748(16) Uani 1 1 d U
N12 N -0.19811(10) 0.5042(4) 0.07177(10) 0.1368(11) Uani 1 1 d U
N13 N -0.13357(11) 0.6520(3) 0.06764(9) 0.1252(11) Uani 1 1 d U
N14 N -0.18832(14) 0.3017(6) 0.11487(19) 0.437(6) Uani 1 1 d U
H14A H -0.1714 0.2412 0.1324 0.524 Uiso 1 1 calc R
H14B H -0.2178 0.2849 0.1077 0.524 Uiso 1 1 calc R
N15 N -0.20463(10) 0.7124(4) 0.03231(11) 0.213(2) Uani 1 1 d U
H15A H -0.1937 0.7942 0.0229 0.256 Uiso 1 1 calc R
H15B H -0.2338 0.6912 0.0253 0.256 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_publ_flag
C2 C1 C6 120.0 y
C2 C1 C23 119.52(15) y
C6 C1 C23 120.38(15) y
C3 C2 C1 120.0 y
C3 C2 C7 119.63(13) y
C1 C2 C7 120.32(13) y
C2 C3 C4 120.0 y
C2 C3 C13 119.81(15) y
C4 C3 C13 119.97(15) y
C3 C4 C5 120.0 y
C3 C4 C9 119.94(15) y
C5 C4 C9 119.91(15) y
C6 C5 C4 120.0 y
C6 C5 C33 120.51(15) y
C4 C5 C33 119.44(15) y
C5 C6 C1 120.0 y
C5 C6 C11 120.68(16) y
C1 C6 C11 119.22(16) y
C2 C7 C8 111.1(2) y
C2 C7 H7A 109.4 ?
C8 C7 H7A 109.4 ?
C2 C7 H7B 109.4 ?
C8 C7 H7B 109.4 ?
H7A C7 H7B 108.0 ?
C7 C8 H8A 109.5 ?
C7 C8 H8B 109.5 ?
H8A C8 H8B 109.5 ?
C7 C8 H8C 109.5 ?
H8A C8 H8C 109.5 ?
H8B C8 H8C 109.5 ?
C4 C9 C10 110.63(19) y
C4 C9 H9A 109.5 ?
C10 C9 H9A 109.5 ?
C4 C9 H9B 109.5 ?
C10 C9 H9B 109.5 ?
H9A C9 H9B 108.1 ?
C9 C10 H10A 109.5 ?
C9 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C9 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
C12 C11 C6 111.83(19) y
C12 C11 H11A 109.2 ?
C6 C11 H11A 109.2 ?
C12 C11 H11B 109.2 ?
C6 C11 H11B 109.2 ?
H11A C11 H11B 107.9 ?
C11 C12 H12A 109.5 ?
C11 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
C11 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
O1 C13 C3 107.08(17) y
O1 C13 H13A 110.3 ?
C3 C13 H13A 110.3 ?
O1 C13 H13B 110.3 ?
C3 C13 H13B 110.3 ?
H13A C13 H13B 108.6 ?
C14 O1 C13 118.90(15) y
O1 C14 C15 116.21(13) y
O1 C14 C19 123.78(13) y
C15 C14 C19 120.0 y
C14 C15 C16 120.0 y
C14 C15 H15 120.0 ?
C16 C15 H15 120.0 ?
C15 C16 C17 120.0 y
C15 C16 H16 120.0 ?
C17 C16 H16 120.0 ?
C18 C17 C16 120.0 y
C18 C17 C20 121.35(17) y
C16 C17 C20 118.52(17) y
C19 C18 C17 120.0 y
C19 C18 H18 120.0 ?
C17 C18 H18 120.0 ?
C18 C19 C14 120.0 y
C18 C19 H19 120.0 ?
C14 C19 H19 120.0 ?
N1 C20 N3 127.1(2) y
N1 C20 C17 117.6(2) y
N3 C20 C17 115.3(3) y
C20 N1 C21 114.8(3) y
N5 C21 N2 117.6(3) y
N5 C21 N1 118.3(3) y
N2 C21 N1 124.1(3) y
C22 N2 C21 115.1(3) y
N2 C22 N3 125.7(3) y
N2 C22 N4 117.3(3) y
N3 C22 N4 117.0(3) y
C22 N3 C20 113.1(3) y
C22 N4 H4A 120.0 ?
C22 N4 H4B 120.0 ?
H4A N4 H4B 120.0 ?
C21 N5 H5A 120.0 ?
C21 N5 H5B 120.0 ?
H5A N5 H5B 120.0 ?
O2 C23 C1 104.65(18) y
O2 C23 H23A 110.8 ?
C1 C23 H23A 110.8 ?
O2 C23 H23B 110.8 ?
C1 C23 H23B 110.8 ?
H23A C23 H23B 108.9 ?
C24 O2 C23 117.97(16) y
O2 C24 C25 125.05(15) y
O2 C24 C29 114.95(15) y
C25 C24 C29 120.0 y
C26 C25 C24 120.0 y
C26 C25 H25 120.0 ?
C24 C25 H25 120.0 ?
C27 C26 C25 120.0 y
C27 C26 H26 120.0 ?
C25 C26 H26 120.0 ?
C26 C27 C28 120.0 y
C26 C27 C30 118.81(18) y
C28 C27 C30 121.04(18) y
C29 C28 C27 120.0 y
C29 C28 H28 120.0 ?
C27 C28 H28 120.0 ?
C28 C29 C24 120.0 y
C28 C29 H29 120.0 ?
C24 C29 H29 120.0 ?
N6 C30 N8 127.6(3) y
N6 C30 C27 116.7(3) y
N8 C30 C27 115.7(2) y
C30 N6 C31 113.4(3) y
N10 C31 N6 116.1(4) y
N10 C31 N7 118.5(4) y
N6 C31 N7 125.4(4) y
C32 N7 C31 115.2(3) y
N7 C32 N9 118.2(3) y
N7 C32 N8 125.0(3) y
N9 C32 N8 116.8(3) y
C30 N8 C32 113.4(3) y
C32 N9 H9C 120.0 ?
C32 N9 H9D 120.0 ?
H9C N9 H9D 120.0 ?
C31 N10 H10D 120.0 ?
C31 N10 H10E 120.0 ?
H10D N10 H10E 120.0 ?
O3 C33 C5 106.5(2) y
O3 C33 H33A 110.4 ?
C5 C33 H33A 110.4 ?
O3 C33 H33B 110.4 ?
C5 C33 H33B 110.4 ?
H33A C33 H33B 108.6 ?
C34 O3 C33 118.6(2) y
O3 C34 C35 124.5(2) y
O3 C34 C39 115.3(2) y
C35 C34 C39 120.0 y
C34 C35 C36 120.0 y
C34 C35 H35 120.0 ?
C36 C35 H35 120.0 ?
C35 C36 C37 120.0 y
C35 C36 H36 120.0 ?
C37 C36 H36 120.0 ?
C38 C37 C36 120.0 y
C38 C37 C40 119.5(3) y
C36 C37 C40 120.3(3) y
C37 C38 C39 120.0 y
C37 C38 H38 120.0 ?
C39 C38 H38 120.0 ?
C38 C39 C34 120.0 y
C38 C39 H39 120.0 ?
C34 C39 H39 120.0 ?
N11 C40 N13 123.5(4) y
N11 C40 C37 118.6(4) y
N13 C40 C37 117.8(4) y
N11 C41 N14 119.8(5) y
N11 C41 N12 123.9(5) y
N14 C41 N12 116.3(5) y
N13 C42 N15 120.4(4) y
N13 C42 N12 124.5(4) y
N15 C42 N12 115.0(4) y
C41 N11 C40 117.5(4) y
C42 N12 C41 113.7(4) y
C40 N13 C42 116.8(4) y
C41 N14 H14A 120.0 ?
C41 N14 H14B 120.0 ?
H14A N14 H14B 120.0 ?
C42 N15 H15A 120.0 ?
C42 N15 H15B 120.0 ?
H15A N15 H15B 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.3900 y
C1 C6 1.3900 y
C1 C23 1.505(2) y
C2 C3 1.3900 y
C2 C7 1.537(3) y
C3 C4 1.3900 y
C3 C13 1.519(2) y
C4 C5 1.3900 y
C4 C9 1.539(2) y
C5 C6 1.3900 y
C5 C33 1.499(3) y
C6 C11 1.550(2) y
C7 C8 1.537(3) y
C7 H7a 0.9900 ?
C7 H7b 0.9900 ?
C8 H8a 0.9800 ?
C8 H8b 0.9800 ?
C8 H8c 0.9800 ?
C9 C10 1.566(3) y
C9 H9a 0.9900 ?
C9 H9b 0.9900 ?
C10 H10a 0.9800 ?
C10 H10b 0.9800 ?
C10 H10c 0.9800 ?
C11 C12 1.510(3) y
C11 H11a 0.9900 ?
C11 H11b 0.9900 ?
C12 H12a 0.9800 ?
C12 H12b 0.9800 ?
C12 H12c 0.9800 ?
C13 O1 1.392(2) y
C13 H13a 0.9900 ?
C13 H13b 0.9900 ?
O1 C14 1.3735(16) y
C14 C15 1.3900 y
C14 C19 1.3900 y
C15 C16 1.3900 y
C15 H15 0.9500 ?
C16 C17 1.3900 y
C16 H16 0.9500 ?
C17 C18 1.3900 y
C17 C20 1.498(2) y
C18 C19 1.3900 y
C18 H18 0.9500 ?
C19 H19 0.9500 ?
C20 N1 1.308(3) y
C20 N3 1.358(3) y
N1 C21 1.369(3) y
C21 N5 1.305(3) y
C21 N2 1.352(3) y
N2 C22 1.339(3) y
C22 N3 1.355(3) y
C22 N4 1.356(3) y
N4 H4a 0.8800 ?
N4 H4b 0.8800 ?
N5 H5a 0.8800 ?
N5 H5b 0.8800 ?
C23 O2 1.455(3) y
C23 H23a 0.9900 ?
C23 H23b 0.9900 ?
O2 C24 1.3690(17) y
C24 C25 1.3900 y
C24 C29 1.3900 y
C25 C26 1.3900 y
C25 H25 0.9500 ?
C26 C27 1.3900 y
C26 H26 0.9500 ?
C27 C28 1.3900 y
C27 C30 1.498(3) y
C28 C29 1.3900 y
C28 H28 0.9500 ?
C29 H29 0.9500 ?
C30 N6 1.307(3) y
C30 N8 1.344(3) y
N6 C31 1.354(4) y
C31 N10 1.306(4) y
C31 N7 1.355(4) y
N7 C32 1.306(3) y
C32 N9 1.339(3) y
C32 N8 1.371(3) y
N9 H9c 0.8800 ?
N9 H9d 0.8800 ?
N10 H10d 0.8800 ?
N10 H10e 0.8800 ?
C33 O3 1.443(3) y
C33 H33a 0.9900 ?
C33 H33b 0.9900 ?
O3 C34 1.376(2) y
C34 C35 1.3900 y
C34 C39 1.3900 y
C35 C36 1.3900 y
C35 H35 0.9500 ?
C36 C37 1.3900 y
C36 H36 0.9500 ?
C37 C38 1.3900 y
C37 C40 1.490(4) y
C38 C39 1.3900 y
C38 H38 0.9500 ?
C39 H39 0.9500 ?
C40 N11 1.312(4) y
C40 N13 1.315(4) y
C41 N11 1.306(5) y
C41 N14 1.318(5) y
C41 N12 1.361(5) y
C42 N13 1.316(4) y
C42 N15 1.324(4) y
C42 N12 1.347(4) y
N14 H14a 0.8800 ?
N14 H14b 0.8800 ?
N15 H15a 0.8800 ?
N15 H15b 0.8800 ?
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
_geom_hbond_publ_flag
N4 H4B N7 0.88 2.21 3.060(4) 162.8 2_545 y
N5 H5A N2 0.88 2.08 2.956(3) 174.4 3_586 y
N9 H9D N12 0.88 2.2 3.058(4) 163.4 3_575 y
N10 H10D N5 0.88 2.51 3.387(4) 172.2 2_545 y
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.004 -0.014 0.004 5001.7 1776.9
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139094568
