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#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/83/7228377.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_7228377
loop_
_publ_author_name
'Mazik, Monika'
'Schulze, Mathias M.'
'Schwarzer, Anke'
_publ_section_title
;
 Conformations of benzene-based tripodal isatin-bearing compounds in the
 crystalline state
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE00576H
_journal_year                    2017
_chemical_formula_moiety         'C39 H33 N3 O6, 1.5(C4 H10 O2)'
_chemical_formula_sum            'C45 H48 N3 O9'
_chemical_formula_weight         774.86
_chemical_name_common
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
triindoline-2,3-dione
;
_chemical_name_systematic
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2012
_audit_update_record
;
2016-09-02 deposited with the CCDC.
2017-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.530(3)
_cell_angle_beta                 101.315(3)
_cell_angle_gamma                96.462(3)
_cell_formula_units_Z            2
_cell_length_a                   8.7193(3)
_cell_length_b                   13.5370(5)
_cell_length_c                   17.0293(7)
_cell_measurement_reflns_used    35803
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      1.22
_cell_volume                     1957.42(13)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      ' 316 frames, detector distance = 120 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24689
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         1.220
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       plate
_exptl_crystal_F_000             822
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.323
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0174(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         7674
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0640
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0617P)²+1.3362P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1566
_refine_ls_wR_factor_ref         0.1701
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6153
_reflns_number_total             7674
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce00576h2.cif
_cod_data_source_block           InKomp_06_masc039
_cod_database_code               7228377
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.956
_shelx_estimated_absorpt_t_max   0.989
_shelxl_version_number           2012-9
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.9649(2) -0.01478(15) 0.13644(11) 0.0299(4) Uani 1 1 d . .
N2 N 0.5096(2) 0.09024(14) 0.39650(11) 0.0273(4) Uani 1 1 d . .
N3 N 0.5540(2) 0.36405(14) 0.11101(12) 0.0290(4) Uani 1 1 d . .
O1 O 1.1325(2) -0.11850(16) 0.20606(11) 0.0488(5) Uani 1 1 d . .
O2 O 1.0002(3) -0.25207(14) 0.06514(13) 0.0500(5) Uani 1 1 d . .
O3 O 0.2415(2) 0.09929(14) 0.37633(11) 0.0392(4) Uani 1 1 d . .
O4 O 0.3191(2) 0.15380(14) 0.54833(11) 0.0437(5) Uani 1 1 d . .
O5 O 0.6139(2) 0.24787(13) 0.02409(11) 0.0380(4) Uani 1 1 d . .
O6 O 0.3458(2) 0.31632(15) -0.08542(11) 0.0437(5) Uani 1 1 d . .
C1 C 0.8381(3) 0.21300(17) 0.18790(13) 0.0275(5) Uani 1 1 d . .
C2 C 0.8614(3) 0.11543(17) 0.21204(13) 0.0268(5) Uani 1 1 d . .
C3 C 0.7571(3) 0.06180(17) 0.25333(12) 0.0267(5) Uani 1 1 d . .
C4 C 0.6329(3) 0.10748(17) 0.27435(13) 0.0258(5) Uani 1 1 d . .
C5 C 0.6102(3) 0.20503(17) 0.25153(13) 0.0253(5) Uani 1 1 d . .
C6 C 0.7113(3) 0.25659(17) 0.20712(13) 0.0264(5) Uani 1 1 d . .
C7 C 0.9475(3) 0.27069(19) 0.14066(16) 0.0355(6) Uani 1 1 d . .
H7A H 0.9894 0.2232 0.1081 0.043 Uiso 1 1 calc R U
H7B H 0.8864 0.3143 0.1034 0.043 Uiso 1 1 calc R U
C8 C 1.0839(3) 0.3336(2) 0.1936(2) 0.0481(7) Uani 1 1 d . .
H8A H 1.0434 0.3825 0.2246 0.072 Uiso 1 1 calc R U
H8B H 1.1511 0.3683 0.1603 0.072 Uiso 1 1 calc R U
H8C H 1.1456 0.2908 0.2303 0.072 Uiso 1 1 calc R U
C9 C 1.0032(3) 0.06950(19) 0.19446(14) 0.0319(5) Uani 1 1 d . .
H9A H 1.0728 0.1217 0.1740 0.038 Uiso 1 1 calc R U
H9B H 1.0631 0.0469 0.2453 0.038 Uiso 1 1 calc R U
C10 C 1.0356(3) -0.10016(19) 0.14835(15) 0.0346(6) Uani 1 1 d . .
C11 C 0.9641(3) -0.16951(19) 0.07380(15) 0.0352(6) Uani 1 1 d . .
C12 C 0.8544(3) -0.11263(18) 0.02286(14) 0.0304(5) Uani 1 1 d . .
C13 C 0.7542(3) -0.1362(2) -0.05041(15) 0.0357(6) Uani 1 1 d . .
H13 H 0.7503 -0.1992 -0.0762 0.043 Uiso 1 1 calc R U
C14 C 0.6602(3) -0.0664(2) -0.08515(16) 0.0403(6) Uani 1 1 d . .
H14 H 0.5906 -0.0812 -0.1353 0.048 Uiso 1 1 calc R U
C15 C 0.6676(3) 0.0254(2) -0.04669(15) 0.0358(6) Uani 1 1 d . .
H15 H 0.6032 0.0729 -0.0716 0.043 Uiso 1 1 calc R U
C16 C 0.7661(3) 0.05003(18) 0.02700(14) 0.0305(5) Uani 1 1 d . .
H16 H 0.7697 0.1131 0.0527 0.037 Uiso 1 1 calc R U
C17 C 0.8586(3) -0.02048(17) 0.06150(13) 0.0273(5) Uani 1 1 d . .
C18 C 0.7737(3) -0.04650(19) 0.27163(15) 0.0355(6) Uani 1 1 d . .
H18A H 0.7569 -0.0590 0.3267 0.043 Uiso 1 1 calc R U
H18B H 0.8821 -0.0599 0.2694 0.043 Uiso 1 1 calc R U
C19 C 0.6556(4) -0.11797(19) 0.21241(17) 0.0453(7) Uani 1 1 d . .
H19A H 0.5483 -0.1106 0.2190 0.068 Uiso 1 1 calc R U
H19B H 0.6773 -0.1866 0.2230 0.068 Uiso 1 1 calc R U
H19C H 0.6659 -0.1023 0.1575 0.068 Uiso 1 1 calc R U
C20 C 0.5182(3) 0.04802(17) 0.31819(13) 0.0280(5) Uani 1 1 d . .
H20A H 0.4117 0.0421 0.2838 0.034 Uiso 1 1 calc R U
H20B H 0.5491 -0.0200 0.3256 0.034 Uiso 1 1 calc R U
C21 C 0.3716(3) 0.10653(17) 0.41837(14) 0.0299(5) Uani 1 1 d . .
C22 C 0.4152(3) 0.13708(17) 0.50873(15) 0.0320(5) Uani 1 1 d . .
C23 C 0.5852(3) 0.13786(17) 0.53111(14) 0.0314(5) Uani 1 1 d . .
C24 C 0.6903(3) 0.16042(19) 0.60273(15) 0.0380(6) Uani 1 1 d . .
H24 H 0.6548 0.1813 0.6489 0.046 Uiso 1 1 calc R U
C25 C 0.8479(3) 0.1520(2) 0.60588(16) 0.0426(6) Uani 1 1 d . .
H25 H 0.9219 0.1673 0.6545 0.051 Uiso 1 1 calc R U
C26 C 0.8983(3) 0.1214(2) 0.53821(16) 0.0399(6) Uani 1 1 d . .
H26 H 1.0071 0.1159 0.5416 0.048 Uiso 1 1 calc R U
C27 C 0.7942(3) 0.09842(19) 0.46525(15) 0.0338(5) Uani 1 1 d . .
H27 H 0.8300 0.0775 0.4193 0.041 Uiso 1 1 calc R U
C28 C 0.6379(3) 0.10732(17) 0.46263(13) 0.0275(5) Uani 1 1 d . .
C29 C 0.4752(3) 0.25439(18) 0.27274(14) 0.0305(5) Uani 1 1 d . .
H29A H 0.3910 0.2022 0.2806 0.037 Uiso 1 1 calc R U
H29B H 0.4311 0.2945 0.2272 0.037 Uiso 1 1 calc R U
C30 C 0.5238(4) 0.3219(2) 0.34865(17) 0.0432(7) Uani 1 1 d . .
H30A H 0.5744 0.2840 0.3932 0.065 Uiso 1 1 calc R U
H30B H 0.4303 0.3464 0.3621 0.065 Uiso 1 1 calc R U
H30C H 0.5979 0.3784 0.3391 0.065 Uiso 1 1 calc R U
C31 C 0.6828(3) 0.36110(17) 0.18042(14) 0.0299(5) Uani 1 1 d . .
H31A H 0.6591 0.3990 0.2257 0.036 Uiso 1 1 calc R U
H31B H 0.7808 0.3948 0.1671 0.036 Uiso 1 1 calc R U
C32 C 0.5362(3) 0.31096(18) 0.04002(14) 0.0311(5) Uani 1 1 d . .
C33 C 0.3943(3) 0.34851(19) -0.01757(15) 0.0333(5) Uani 1 1 d . .
C34 C 0.3453(3) 0.42670(18) 0.02820(15) 0.0333(5) Uani 1 1 d . .
C35 C 0.2278(3) 0.4881(2) 0.00783(18) 0.0425(6) Uani 1 1 d . .
H35 H 0.1586 0.4808 -0.0430 0.051 Uiso 1 1 calc R U
C36 C 0.2133(3) 0.5605(2) 0.0632(2) 0.0476(7) Uani 1 1 d . .
H36 H 0.1338 0.6037 0.0505 0.057 Uiso 1 1 calc R U
C37 C 0.3146(3) 0.5696(2) 0.1367(2) 0.0454(7) Uani 1 1 d . .
H37 H 0.3032 0.6200 0.1737 0.055 Uiso 1 1 calc R U
C38 C 0.4334(3) 0.50815(19) 0.15930(17) 0.0375(6) Uani 1 1 d . .
H38 H 0.5022 0.5154 0.2102 0.045 Uiso 1 1 calc R U
C39 C 0.4451(3) 0.43607(17) 0.10319(15) 0.0305(5) Uani 1 1 d . .
O7 O 0.4613(3) 0.5924(2) 0.34256(17) 0.0823(8) Uani 1 1 d . .
O8 O 0.7702(3) 0.57205(17) 0.30826(15) 0.0642(6) Uani 1 1 d . .
C40 C 0.8873(5) 0.6096(3) 0.2651(3) 0.0754(11) Uani 1 1 d . .
H40A H 0.8462 0.6599 0.2283 0.113 Uiso 1 1 calc R U
H40B H 0.9153 0.5550 0.2345 0.113 Uiso 1 1 calc R U
H40C H 0.9810 0.6397 0.3028 0.113 Uiso 1 1 calc R U
C41 C 0.7326(5) 0.6472(2) 0.3576(2) 0.0638(9) Uani 1 1 d . .
H41A H 0.6991 0.7037 0.3245 0.077 Uiso 1 1 calc R U
H41B H 0.8268 0.6721 0.3984 0.077 Uiso 1 1 calc R U
C42 C 0.6043(5) 0.6064(3) 0.3975(2) 0.0654(10) Uani 1 1 d . .
H42A H 0.6286 0.5421 0.4212 0.078 Uiso 1 1 calc R U
H42B H 0.5959 0.6528 0.4414 0.078 Uiso 1 1 calc R U
C43 C 0.3325(6) 0.5590(4) 0.3789(3) 0.0949(14) Uani 1 1 d . .
H43A H 0.3530 0.4973 0.4067 0.142 Uiso 1 1 calc R U
H43B H 0.2363 0.5465 0.3376 0.142 Uiso 1 1 calc R U
H43C H 0.3191 0.6099 0.4175 0.142 Uiso 1 1 calc R U
O9 O 0.0882(3) 0.4126(2) 0.44952(19) 0.0879(9) Uani 1 1 d . .
C44 C 0.0426(6) 0.3187(4) 0.4094(3) 0.0927(14) Uani 1 1 d . .
H44A H 0.0218 0.2683 0.4481 0.139 Uiso 1 1 calc R U
H44B H 0.1275 0.3011 0.3837 0.139 Uiso 1 1 calc R U
H44C H -0.0529 0.3218 0.3685 0.139 Uiso 1 1 calc R U
C45 C -0.0313(5) 0.4510(3) 0.4787(3) 0.0771(11) Uani 1 1 d . .
H45A H -0.0718 0.4041 0.5162 0.093 Uiso 1 1 calc R U
H45B H -0.1193 0.4602 0.4339 0.093 Uiso 1 1 calc R U
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
C10 N1 C17 110.46(19) . .
C10 N1 C9 122.3(2) . .
C17 N1 C9 127.24(19) . .
C21 N2 C28 110.85(19) . .
C21 N2 C20 123.59(19) . .
C28 N2 C20 125.08(19) . .
C32 N3 C39 110.07(19) . .
C32 N3 C31 125.64(19) . .
C39 N3 C31 123.44(19) . .
C6 C1 C2 119.3(2) . .
C6 C1 C7 119.7(2) . .
C2 C1 C7 120.9(2) . .
C3 C2 C1 120.4(2) . .
C3 C2 C9 120.0(2) . .
C1 C2 C9 119.5(2) . .
C2 C3 C4 119.6(2) . .
C2 C3 C18 119.9(2) . .
C4 C3 C18 120.4(2) . .
C5 C4 C3 120.2(2) . .
C5 C4 C20 120.4(2) . .
C3 C4 C20 119.3(2) . .
C6 C5 C4 119.7(2) . .
C6 C5 C29 119.6(2) . .
C4 C5 C29 120.6(2) . .
C1 C6 C5 120.6(2) . .
C1 C6 C31 120.1(2) . .
C5 C6 C31 119.3(2) . .
C8 C7 C1 112.9(2) . .
C8 C7 H7A 109.0 . .
C1 C7 H7A 109.0 . .
C8 C7 H7B 109.0 . .
C1 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
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 . .
N1 C9 C2 114.84(19) . .
N1 C9 H9A 108.6 . .
C2 C9 H9A 108.6 . .
N1 C9 H9B 108.6 . .
C2 C9 H9B 108.6 . .
H9A C9 H9B 107.5 . .
O1 C10 N1 126.8(2) . .
O1 C10 C11 127.0(2) . .
N1 C10 C11 106.2(2) . .
O2 C11 C12 131.4(3) . .
O2 C11 C10 123.6(2) . .
C12 C11 C10 105.0(2) . .
C13 C12 C17 120.7(2) . .
C13 C12 C11 131.6(2) . .
C17 C12 C11 107.8(2) . .
C14 C13 C12 118.8(2) . .
C14 C13 H13 120.6 . .
C12 C13 H13 120.6 . .
C13 C14 C15 119.9(2) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
C14 C15 C16 122.2(2) . .
C14 C15 H15 118.9 . .
C16 C15 H15 118.9 . .
C17 C16 C15 117.5(2) . .
C17 C16 H16 121.2 . .
C15 C16 H16 121.2 . .
C16 C17 C12 121.0(2) . .
C16 C17 N1 128.5(2) . .
C12 C17 N1 110.5(2) . .
C3 C18 C19 112.2(2) . .
C3 C18 H18A 109.2 . .
C19 C18 H18A 109.2 . .
C3 C18 H18B 109.2 . .
C19 C18 H18B 109.2 . .
H18A C18 H18B 107.9 . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N2 C20 C4 115.06(19) . .
N2 C20 H20A 108.5 . .
C4 C20 H20A 108.5 . .
N2 C20 H20B 108.5 . .
C4 C20 H20B 108.5 . .
H20A C20 H20B 107.5 . .
O3 C21 N2 127.5(2) . .
O3 C21 C22 126.5(2) . .
N2 C21 C22 106.0(2) . .
O4 C22 C23 130.9(2) . .
O4 C22 C21 123.5(2) . .
C23 C22 C21 105.61(19) . .
C24 C23 C28 120.7(2) . .
C24 C23 C22 132.1(2) . .
C28 C23 C22 107.2(2) . .
C25 C24 C23 118.7(2) . .
C25 C24 H24 120.7 . .
C23 C24 H24 120.7 . .
C24 C25 C26 120.2(2) . .
C24 C25 H25 119.9 . .
C26 C25 H25 119.9 . .
C25 C26 C27 122.0(3) . .
C25 C26 H26 119.0 . .
C27 C26 H26 119.0 . .
C28 C27 C26 117.4(2) . .
C28 C27 H27 121.3 . .
C26 C27 H27 121.3 . .
C27 C28 C23 121.1(2) . .
C27 C28 N2 128.6(2) . .
C23 C28 N2 110.3(2) . .
C5 C29 C30 113.3(2) . .
C5 C29 H29A 108.9 . .
C30 C29 H29A 108.9 . .
C5 C29 H29B 108.9 . .
C30 C29 H29B 108.9 . .
H29A C29 H29B 107.7 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
N3 C31 C6 114.07(19) . .
N3 C31 H31A 108.7 . .
C6 C31 H31A 108.7 . .
N3 C31 H31B 108.7 . .
C6 C31 H31B 108.7 . .
H31A C31 H31B 107.6 . .
O5 C32 N3 127.8(2) . .
O5 C32 C33 126.0(2) . .
N3 C32 C33 106.18(19) . .
O6 C33 C34 131.6(2) . .
O6 C33 C32 123.4(2) . .
C34 C33 C32 105.0(2) . .
C35 C34 C39 120.8(2) . .
C35 C34 C33 131.3(2) . .
C39 C34 C33 107.8(2) . .
C34 C35 C36 118.6(3) . .
C34 C35 H35 120.7 . .
C36 C35 H35 120.7 . .
C37 C36 C35 119.8(2) . .
C37 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
C36 C37 C38 123.0(3) . .
C36 C37 H37 118.5 . .
C38 C37 H37 118.5 . .
C39 C38 C37 116.2(3) . .
C39 C38 H38 121.9 . .
C37 C38 H38 121.9 . .
C38 C39 C34 121.6(2) . .
C38 C39 N3 127.6(2) . .
C34 C39 N3 110.8(2) . .
C42 O7 C43 112.6(3) . .
C41 O8 C40 111.7(3) . .
O8 C40 H40A 109.5 . .
O8 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
O8 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
O8 C41 C42 109.8(3) . .
O8 C41 H41A 109.7 . .
C42 C41 H41A 109.7 . .
O8 C41 H41B 109.7 . .
C42 C41 H41B 109.7 . .
H41A C41 H41B 108.2 . .
O7 C42 C41 110.3(3) . .
O7 C42 H42A 109.6 . .
C41 C42 H42A 109.6 . .
O7 C42 H42B 109.6 . .
C41 C42 H42B 109.6 . .
H42A C42 H42B 108.1 . .
O7 C43 H43A 109.5 . .
O7 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
O7 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C45 O9 C44 114.2(3) . .
O9 C44 H44A 109.5 . .
O9 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
O9 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
O9 C45 C45 109.4(4) . 2_566
O9 C45 H45A 109.8 . .
C45 C45 H45A 109.8 2_566 .
O9 C45 H45B 109.8 . .
C45 C45 H45B 109.8 2_566 .
H45A C45 H45B 108.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C10 1.369(3) .
N1 C17 1.418(3) .
N1 C9 1.467(3) .
N2 C21 1.367(3) .
N2 C28 1.420(3) .
N2 C20 1.465(3) .
N3 C32 1.374(3) .
N3 C39 1.425(3) .
N3 C31 1.467(3) .
O1 C10 1.211(3) .
O2 C11 1.210(3) .
O3 C21 1.210(3) .
O4 C22 1.212(3) .
O5 C32 1.208(3) .
O6 C33 1.209(3) .
C1 C6 1.401(3) .
C1 C2 1.412(3) .
C1 C7 1.520(3) .
C2 C3 1.400(3) .
C2 C9 1.523(3) .
C3 C4 1.408(3) .
C3 C18 1.519(3) .
C4 C5 1.404(3) .
C4 C20 1.526(3) .
C5 C6 1.403(3) .
C5 C29 1.518(3) .
C6 C31 1.522(3) .
C7 C8 1.514(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.555(4) .
C11 C12 1.454(3) .
C12 C13 1.387(4) .
C12 C17 1.398(3) .
C13 C14 1.381(4) .
C13 H13 0.9500 .
C14 C15 1.388(4) .
C14 H14 0.9500 .
C15 C16 1.389(3) .
C15 H15 0.9500 .
C16 C17 1.380(3) .
C16 H16 0.9500 .
C18 C19 1.537(4) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.551(3) .
C22 C23 1.455(4) .
C23 C24 1.383(4) .
C23 C28 1.409(3) .
C24 C25 1.382(4) .
C24 H24 0.9500 .
C25 C26 1.388(4) .
C25 H25 0.9500 .
C26 C27 1.397(4) .
C26 H26 0.9500 .
C27 C28 1.374(3) .
C27 H27 0.9500 .
C29 C30 1.537(4) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 C33 1.558(3) .
C33 C34 1.458(4) .
C34 C35 1.386(3) .
C34 C39 1.393(4) .
C35 C36 1.386(4) .
C35 H35 0.9500 .
C36 C37 1.379(4) .
C36 H36 0.9500 .
C37 C38 1.399(4) .
C37 H37 0.9500 .
C38 C39 1.385(4) .
C38 H38 0.9500 .
O7 C42 1.397(5) .
O7 C43 1.419(5) .
O8 C41 1.420(4) .
O8 C40 1.423(5) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C42 1.479(5) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
O9 C45 1.387(5) .
O9 C44 1.415(5) .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 C45 1.498(8) 2_566
C45 H45A 0.9900 .
C45 H45B 0.9900 .
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
C9 H9B O3 0.99 2.50 3.367(3) 145.8 1_655
C16 H16 O5 0.95 2.39 3.117(3) 132.7 .
C38 H38 O7 0.95 2.58 3.267(4) 129.6 .
C38 H38 O8 0.95 2.62 3.503(4) 154.3 .
C42 H42B O4 0.99 2.63 3.324(4) 126.9 2_666
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_4
C6 C1 C2 C3 1.3(3) .
C7 C1 C2 C3 -178.0(2) .
C6 C1 C2 C9 -177.3(2) .
C7 C1 C2 C9 3.4(3) .
C1 C2 C3 C4 -3.2(3) .
C9 C2 C3 C4 175.5(2) .
C1 C2 C3 C18 173.9(2) .
C9 C2 C3 C18 -7.5(3) .
C2 C3 C4 C5 2.3(3) .
C18 C3 C4 C5 -174.8(2) .
C2 C3 C4 C20 179.0(2) .
C18 C3 C4 C20 2.0(3) .
C3 C4 C5 C6 0.5(3) .
C20 C4 C5 C6 -176.2(2) .
C3 C4 C5 C29 179.0(2) .
C20 C4 C5 C29 2.3(3) .
C2 C1 C6 C5 1.5(3) .
C7 C1 C6 C5 -179.2(2) .
C2 C1 C6 C31 -179.0(2) .
C7 C1 C6 C31 0.3(3) .
C4 C5 C6 C1 -2.4(3) .
C29 C5 C6 C1 179.0(2) .
C4 C5 C6 C31 178.1(2) .
C29 C5 C6 C31 -0.4(3) .
C6 C1 C7 C8 88.9(3) .
C2 C1 C7 C8 -91.8(3) .
C10 N1 C9 C2 -135.6(2) .
C17 N1 C9 C2 46.7(3) .
C3 C2 C9 N1 68.3(3) .
C1 C2 C9 N1 -113.0(2) .
C17 N1 C10 O1 179.6(3) .
C9 N1 C10 O1 1.5(4) .
C17 N1 C10 C11 -1.5(3) .
C9 N1 C10 C11 -179.6(2) .
O1 C10 C11 O2 -0.6(4) .
N1 C10 C11 O2 -179.5(2) .
O1 C10 C11 C12 179.8(3) .
N1 C10 C11 C12 0.9(3) .
O2 C11 C12 C13 1.9(5) .
C10 C11 C12 C13 -178.5(2) .
O2 C11 C12 C17 -179.6(3) .
C10 C11 C12 C17 0.0(3) .
C17 C12 C13 C14 0.9(3) .
C11 C12 C13 C14 179.3(2) .
C12 C13 C14 C15 0.1(4) .
C13 C14 C15 C16 -0.7(4) .
C14 C15 C16 C17 0.2(4) .
C15 C16 C17 C12 0.9(3) .
C15 C16 C17 N1 -178.3(2) .
C13 C12 C17 C16 -1.5(3) .
C11 C12 C17 C16 179.8(2) .
C13 C12 C17 N1 177.8(2) .
C11 C12 C17 N1 -0.9(3) .
C10 N1 C17 C16 -179.2(2) .
C9 N1 C17 C16 -1.2(4) .
C10 N1 C17 C12 1.6(3) .
C9 N1 C17 C12 179.6(2) .
C2 C3 C18 C19 -100.1(3) .
C4 C3 C18 C19 77.0(3) .
C21 N2 C20 C4 128.6(2) .
C28 N2 C20 C4 -60.1(3) .
C5 C4 C20 N2 -62.3(3) .
C3 C4 C20 N2 121.0(2) .
C28 N2 C21 O3 179.4(2) .
C20 N2 C21 O3 -8.2(4) .
C28 N2 C21 C22 -0.3(2) .
C20 N2 C21 C22 172.12(19) .
O3 C21 C22 O4 2.9(4) .
N2 C21 C22 O4 -177.4(2) .
O3 C21 C22 C23 -178.3(2) .
N2 C21 C22 C23 1.4(2) .
O4 C22 C23 C24 -2.3(5) .
C21 C22 C23 C24 179.0(3) .
O4 C22 C23 C28 176.7(3) .
C21 C22 C23 C28 -2.1(2) .
C28 C23 C24 C25 -0.3(4) .
C22 C23 C24 C25 178.5(3) .
C23 C24 C25 C26 -0.1(4) .
C24 C25 C26 C27 0.2(4) .
C25 C26 C27 C28 0.0(4) .
C26 C27 C28 C23 -0.4(4) .
C26 C27 C28 N2 179.0(2) .
C24 C23 C28 C27 0.5(4) .
C22 C23 C28 C27 -178.6(2) .
C24 C23 C28 N2 -178.9(2) .
C22 C23 C28 N2 2.0(3) .
C21 N2 C28 C27 179.6(2) .
C20 N2 C28 C27 7.3(4) .
C21 N2 C28 C23 -1.1(3) .
C20 N2 C28 C23 -173.3(2) .
C6 C5 C29 C30 -84.3(3) .
C4 C5 C29 C30 97.1(3) .
C32 N3 C31 C6 -50.8(3) .
C39 N3 C31 C6 140.8(2) .
C1 C6 C31 N3 102.8(2) .
C5 C6 C31 N3 -77.7(3) .
C39 N3 C32 O5 176.0(2) .
C31 N3 C32 O5 6.3(4) .
C39 N3 C32 C33 -3.8(2) .
C31 N3 C32 C33 -173.5(2) .
O5 C32 C33 O6 0.9(4) .
N3 C32 C33 O6 -179.3(2) .
O5 C32 C33 C34 -177.8(2) .
N3 C32 C33 C34 2.0(2) .
O6 C33 C34 C35 0.1(5) .
C32 C33 C34 C35 178.5(3) .
O6 C33 C34 C39 -177.9(3) .
C32 C33 C34 C39 0.5(3) .
C39 C34 C35 C36 1.2(4) .
C33 C34 C35 C36 -176.6(3) .
C34 C35 C36 C37 -0.2(4) .
C35 C36 C37 C38 -0.4(4) .
C36 C37 C38 C39 0.0(4) .
C37 C38 C39 C34 0.9(4) .
C37 C38 C39 N3 -179.6(2) .
C35 C34 C39 C38 -1.6(4) .
C33 C34 C39 C38 176.7(2) .
C35 C34 C39 N3 178.9(2) .
C33 C34 C39 N3 -2.9(3) .
C32 N3 C39 C38 -175.2(2) .
C31 N3 C39 C38 -5.2(4) .
C32 N3 C39 C34 4.4(3) .
C31 N3 C39 C34 174.4(2) .
C40 O8 C41 C42 176.8(3) .
C43 O7 C42 C41 -176.4(3) .
O8 C41 C42 O7 -73.0(4) .
C44 O9 C45 C45 178.8(4) 2_566
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139203555
