#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/33/4303311.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_4303311
loop_
_publ_author_name
'Suzanne C. Bart'
'Frank W. Heinemann'
'Christian Anthon'
'Christina Hauser'
'Karsten Meyer'
_publ_contact_author
;                                                                               
        Prof. Dr. K. Meyer       
        Department of Chemistry and Pharmacy
        Inorganic Chemistry
        Universität Erlangen-Nürnberg                   
        Egerlandstr. 1                                     
        D-91058 Erlangen                               
        Bundesrepublik Deutschland                             
;
_publ_contact_author_email       Karsten.Meyer@chemie.uni-erlangen.de
_publ_contact_author_fax         '049 9131 852-7367'
_publ_contact_author_phone       '049 9131 852-7360'
_publ_section_title
;
A New Tripodal Ligand System with Steric and Electronic Modularity for
Uranium Coordination Chemistry
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9419
_journal_page_last               9426
_journal_paper_doi               10.1021/ic9012697
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         'C54 H78 O3, C2 H3 N'
_chemical_formula_sum            'C56 H81 N O3'
_chemical_formula_weight         816.22
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.168(5)
_cell_angle_beta                 104.788(4)
_cell_angle_gamma                111.500(4)
_cell_formula_units_Z            2
_cell_length_a                   11.7954(4)
_cell_length_b                   14.2154(9)
_cell_length_c                   17.2602(15)
_cell_measurement_reflns_used    152
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      6.00
_cell_volume                     2567.7(3)
_computing_cell_refinement       'EVALCCD (Duisenberg, 2003)'
_computing_data_collection       'COLLECT (Bruker-Nonius, 2002)'
_computing_data_reduction        'EVALCCD (Duisenberg, 2003)'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_refinement  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
 ω-rotations with 2.00 ° and 180 sec per frame
;
_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  0.0577
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            55238
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.26
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.056
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     784
_refine_ls_number_reflns         10486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0499
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0550P)²+0.9675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1276
_reflns_number_gt                7119
_reflns_number_total             10486
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9012697_si_001_3.cif
_cod_data_source_block           ch0701
_cod_original_sg_symbol_Hall     -P1
_cod_database_code               4303311
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
O1 O 1.11159(13) 0.43256(11) 0.04166(8) 0.0355(3) Uani 1 1 d . . .
H1O H 1.074(2) 0.3819(19) 0.0082(15) 0.053 Uiso 1 1 d . . .
O2 O 0.67866(12) 0.24155(10) 0.26857(8) 0.0348(3) Uani 1 1 d . . .
H2O H 0.696(2) 0.2181(17) 0.2220(14) 0.052 Uiso 1 1 d . . .
O3 O 0.75773(15) -0.30802(10) 0.10577(8) 0.0385(3) Uani 1 1 d . . .
H3O H 0.748(2) -0.2802(19) 0.0632(15) 0.058 Uiso 1 1 d . . .
C1 C 0.82217(16) 0.06578(13) 0.08529(9) 0.0218(4) Uani 1 1 d . . .
C2 C 0.82016(15) 0.16343(12) 0.08097(9) 0.0207(3) Uani 1 1 d . . .
C3 C 0.71638(16) 0.18313(12) 0.09201(9) 0.0200(3) Uani 1 1 d . . .
C4 C 0.61264(15) 0.10361(12) 0.10503(9) 0.0195(3) Uani 1 1 d . . .
C5 C 0.61098(16) 0.00352(12) 0.10388(9) 0.0198(3) Uani 1 1 d . . .
C6 C 0.71589(16) -0.01497(12) 0.09398(9) 0.0211(4) Uani 1 1 d . . .
C7 C 0.9388(2) 0.04796(19) 0.07981(14) 0.0388(5) Uani 1 1 d . . .
H7A H 0.932(2) 0.0273(18) 0.0246(15) 0.058 Uiso 1 1 d . . .
H7B H 0.951(2) -0.0062(18) 0.1137(14) 0.058 Uiso 1 1 d . . .
H7C H 1.014(2) 0.109(2) 0.1009(14) 0.058 Uiso 1 1 d . . .
C8 C 0.7173(2) 0.28994(14) 0.08741(12) 0.0294(4) Uani 1 1 d . . .
H8A H 0.670(2) 0.3075(16) 0.1213(13) 0.044 Uiso 1 1 d . . .
H8B H 0.803(2) 0.3434(17) 0.1056(13) 0.044 Uiso 1 1 d . . .
H8C H 0.675(2) 0.2954(16) 0.0328(14) 0.044 Uiso 1 1 d . . .
C9 C 0.49512(18) -0.08273(14) 0.11230(11) 0.0269(4) Uani 1 1 d . . .
H9A H 0.4871(19) -0.0738(15) 0.1672(13) 0.040 Uiso 1 1 d . . .
H9B H 0.5004(19) -0.1492(17) 0.1042(12) 0.040 Uiso 1 1 d . . .
H9C H 0.419(2) -0.0856(15) 0.0740(13) 0.040 Uiso 1 1 d . . .
C10 C 0.92823(17) 0.24747(14) 0.06166(10) 0.0260(4) Uani 1 1 d . . .
H10A H 0.8917(18) 0.2863(14) 0.0224(11) 0.031 Uiso 1 1 d . . .
H10B H 0.9732(18) 0.2182(14) 0.0324(11) 0.031 Uiso 1 1 d . . .
C11 C 1.02740(16) 0.32618(13) 0.13412(10) 0.0234(4) Uani 1 1 d . . .
C12 C 1.11393(16) 0.41662(13) 0.12032(10) 0.0250(4) Uani 1 1 d . . .
C13 C 1.20358(16) 0.49413(13) 0.18447(11) 0.0260(4) Uani 1 1 d . . .
C14 C 1.20289(17) 0.47556(13) 0.26290(11) 0.0264(4) Uani 1 1 d . . .
H14A H 1.2640(18) 0.5285(14) 0.3100(11) 0.032 Uiso 1 1 d . . .
C15 C 1.12072(16) 0.38493(12) 0.27988(10) 0.0225(4) Uani 1 1 d . . .
C16 C 1.03285(16) 0.31094(13) 0.21399(10) 0.0227(4) Uani 1 1 d . . .
H16A H 0.9721(18) 0.2456(14) 0.2228(11) 0.027 Uiso 1 1 d . . .
C17 C 1.29544(18) 0.59588(14) 0.16909(12) 0.0347(4) Uani 1 1 d . . .
C18 C 1.2148(2) 0.65119(17) 0.12298(16) 0.0446(5) Uani 1 1 d . . .
H18A H 1.276(2) 0.719(2) 0.1149(15) 0.067 Uiso 1 1 d . . .
H18B H 1.169(2) 0.6698(19) 0.1594(15) 0.067 Uiso 1 1 d . . .
H18C H 1.153(2) 0.605(2) 0.0645(16) 0.067 Uiso 1 1 d . . .
C19 C 1.3865(3) 0.6662(2) 0.24839(16) 0.0669(9) Uani 1 1 d . . .
H19A H 1.334(3) 0.686(2) 0.284(2) 0.100 Uiso 1 1 d . . .
H19B H 1.445(3) 0.729(3) 0.2347(18) 0.100 Uiso 1 1 d . . .
H19C H 1.443(3) 0.632(2) 0.283(2) 0.100 Uiso 1 1 d . . .
C20 C 1.3774(2) 0.57694(19) 0.11857(17) 0.0473(6) Uani 1 1 d . . .
H20A H 1.441(3) 0.643(2) 0.1146(15) 0.071 Uiso 1 1 d . . .
H20B H 1.320(3) 0.536(2) 0.0610(17) 0.071 Uiso 1 1 d . . .
H20C H 1.425(3) 0.536(2) 0.1435(16) 0.071 Uiso 1 1 d . . .
C21 C 1.12668(17) 0.37153(13) 0.36845(10) 0.0258(4) Uani 1 1 d . . .
C22 C 1.0428(2) 0.26269(15) 0.37474(12) 0.0346(4) Uani 1 1 d . . .
H22A H 0.949(2) 0.2457(17) 0.3447(14) 0.052 Uiso 1 1 d . . .
H22B H 1.050(2) 0.2579(16) 0.4327(14) 0.052 Uiso 1 1 d . . .
H22C H 1.074(2) 0.2138(17) 0.3526(13) 0.052 Uiso 1 1 d . . .
C23 C 1.0778(3) 0.44563(18) 0.40388(13) 0.0422(5) Uani 1 1 d . . .
H23A H 1.084(2) 0.4402(18) 0.4611(16) 0.063 Uiso 1 1 d . . .
H23B H 1.128(2) 0.516(2) 0.4011(15) 0.063 Uiso 1 1 d . . .
H23C H 0.984(3) 0.4273(18) 0.3711(15) 0.063 Uiso 1 1 d . . .
C24 C 1.2641(2) 0.3941(2) 0.41892(13) 0.0431(5) Uani 1 1 d . . .
H24A H 1.321(2) 0.463(2) 0.4193(15) 0.065 Uiso 1 1 d . . .
H24B H 1.267(2) 0.3837(18) 0.4774(16) 0.065 Uiso 1 1 d . . .
H24C H 1.295(2) 0.3452(19) 0.3951(15) 0.065 Uiso 1 1 d . . .
C25 C 0.49685(17) 0.12078(14) 0.11515(10) 0.0236(4) Uani 1 1 d . . .
H25A H 0.5017(17) 0.1878(15) 0.1030(11) 0.028 Uiso 1 1 d . . .
H25B H 0.4206(18) 0.0709(14) 0.0737(11) 0.028 Uiso 1 1 d . . .
C26 C 0.47151(16) 0.11064(13) 0.19742(10) 0.0218(4) Uani 1 1 d . . .
C27 C 0.55970(16) 0.17265(12) 0.26906(10) 0.0226(4) Uani 1 1 d . . .
C28 C 0.52972(16) 0.17158(13) 0.34309(10) 0.0237(4) Uani 1 1 d . . .
C29 C 0.41058(17) 0.10084(13) 0.34201(10) 0.0246(4) Uani 1 1 d . . .
H29A H 0.3888(17) 0.0991(14) 0.3935(11) 0.030 Uiso 1 1 d . . .
C30 C 0.32076(16) 0.03349(13) 0.27222(10) 0.0240(4) Uani 1 1 d . . .
C31 C 0.35333(16) 0.04137(13) 0.20021(10) 0.0244(4) Uani 1 1 d . . .
H31A H 0.2834(18) -0.0102(14) 0.1463(11) 0.029 Uiso 1 1 d . . .
C32 C 0.62096(17) 0.24845(14) 0.42058(10) 0.0294(4) Uani 1 1 d . . .
C33 C 0.7491(2) 0.2374(2) 0.44689(14) 0.0456(5) Uani 1 1 d . . .
H33A H 0.734(2) 0.165(2) 0.4578(15) 0.068 Uiso 1 1 d . . .
H33B H 0.808(2) 0.287(2) 0.4986(16) 0.068 Uiso 1 1 d . . .
H33C H 0.792(2) 0.2532(19) 0.4003(16) 0.068 Uiso 1 1 d . . .
C34 C 0.5656(2) 0.2330(2) 0.49286(13) 0.0476(6) Uani 1 1 d . . .
H34A H 0.631(3) 0.288(2) 0.5430(16) 0.071 Uiso 1 1 d . . .
H34B H 0.551(3) 0.159(2) 0.5064(15) 0.071 Uiso 1 1 d . . .
H34C H 0.480(3) 0.2454(19) 0.4805(15) 0.071 Uiso 1 1 d . . .
C35 C 0.6411(3) 0.35781(17) 0.40412(14) 0.0496(6) Uani 1 1 d . . .
H35A H 0.682(3) 0.373(2) 0.3576(17) 0.074 Uiso 1 1 d . . .
H35B H 0.555(3) 0.368(2) 0.3894(16) 0.074 Uiso 1 1 d . . .
H35C H 0.706(3) 0.413(2) 0.4543(17) 0.074 Uiso 1 1 d . . .
C36 C 0.19139(17) -0.04273(14) 0.27635(11) 0.0316(4) Uani 1 1 d . . .
C37 C 0.1141(2) -0.11595(16) 0.19587(13) 0.0380(5) Uani 1 1 d . . .
H37A H 0.098(2) -0.0785(18) 0.1479(14) 0.057 Uiso 1 1 d . . .
H37B H 0.160(2) -0.1598(18) 0.1813(14) 0.057 Uiso 1 1 d . . .
H37C H 0.030(2) -0.1619(18) 0.2031(14) 0.057 Uiso 1 1 d . . .
C38 C 0.2120(3) -0.1054(2) 0.34400(16) 0.0556(7) Uani 1 1 d . . .
H38A H 0.252(3) -0.152(2) 0.3261(17) 0.083 Uiso 1 1 d . . .
H38B H 0.257(3) -0.059(2) 0.4001(18) 0.083 Uiso 1 1 d . . .
H38C H 0.128(3) -0.154(2) 0.3449(17) 0.083 Uiso 1 1 d . . .
C39 C 0.1141(2) 0.0180(2) 0.29530(15) 0.0457(6) Uani 1 1 d . . .
H39A H 0.159(2) 0.065(2) 0.3498(16) 0.069 Uiso 1 1 d . . .
H39B H 0.097(2) 0.059(2) 0.2479(16) 0.069 Uiso 1 1 d . . .
H39C H 0.027(3) -0.035(2) 0.2958(15) 0.069 Uiso 1 1 d . . .
C40 C 0.7133(2) -0.12327(13) 0.08991(10) 0.0267(4) Uani 1 1 d . . .
H40A H 0.7729(19) -0.1266(14) 0.0625(12) 0.032 Uiso 1 1 d . . .
H40B H 0.6279(19) -0.1716(15) 0.0531(12) 0.032 Uiso 1 1 d . . .
C41 C 0.74052(16) -0.16068(12) 0.17092(10) 0.0231(4) Uani 1 1 d . . .
C42 C 0.76098(17) -0.25216(13) 0.17440(10) 0.0260(4) Uani 1 1 d . . .
C43 C 0.78522(17) -0.28920(13) 0.24792(11) 0.0261(4) Uani 1 1 d . . .
C44 C 0.78233(17) -0.23387(13) 0.31642(11) 0.0256(4) Uani 1 1 d . . .
H44A H 0.7958(18) -0.2585(14) 0.3672(12) 0.031 Uiso 1 1 d . . .
C45 C 0.75856(16) -0.14515(12) 0.31498(10) 0.0221(4) Uani 1 1 d . . .
C46 C 0.74074(16) -0.10896(13) 0.24159(10) 0.0215(4) Uani 1 1 d . . .
H46A H 0.7285(17) -0.0442(14) 0.2382(10) 0.026 Uiso 1 1 d . . .
C47 C 0.80780(19) -0.38986(14) 0.25385(12) 0.0337(4) Uani 1 1 d . . .
C48 C 0.9170(2) -0.38864(19) 0.21962(17) 0.0476(6) Uani 1 1 d . . .
H48A H 0.898(3) -0.383(2) 0.1607(17) 0.071 Uiso 1 1 d . . .
H48B H 0.926(2) -0.457(2) 0.2243(15) 0.071 Uiso 1 1 d . . .
H48C H 1.003(3) -0.329(2) 0.2536(16) 0.071 Uiso 1 1 d . . .
C49 C 0.6839(2) -0.48058(16) 0.20747(16) 0.0453(5) Uani 1 1 d . . .
H49A H 0.659(2) -0.4783(19) 0.1485(16) 0.068 Uiso 1 1 d . . .
H49B H 0.692(2) -0.551(2) 0.2147(15) 0.068 Uiso 1 1 d . . .
H49C H 0.611(3) -0.4802(19) 0.2335(15) 0.068 Uiso 1 1 d . . .
C50 C 0.8449(3) -0.40626(18) 0.34246(15) 0.0471(6) Uani 1 1 d . . .
H50A H 0.930(3) -0.346(2) 0.3777(16) 0.071 Uiso 1 1 d . . .
H50B H 0.769(3) -0.414(2) 0.3691(15) 0.071 Uiso 1 1 d . . .
H50C H 0.863(2) -0.471(2) 0.3438(15) 0.071 Uiso 1 1 d . . .
C51 C 0.75293(17) -0.08647(13) 0.39059(10) 0.0248(4) Uani 1 1 d . . .
C52 C 0.7609(2) -0.14433(18) 0.46287(12) 0.0391(5) Uani 1 1 d . . .
H52A H 0.685(2) -0.2138(19) 0.4466(14) 0.059 Uiso 1 1 d . . .
H52B H 0.845(2) -0.1535(18) 0.4803(14) 0.059 Uiso 1 1 d . . .
H52C H 0.755(2) -0.1027(18) 0.5106(15) 0.059 Uiso 1 1 d . . .
C53 C 0.62830(19) -0.06991(17) 0.37262(12) 0.0335(4) Uani 1 1 d . . .
H53A H 0.620(2) -0.0296(17) 0.3280(14) 0.050 Uiso 1 1 d . . .
H53B H 0.550(2) -0.1380(18) 0.3575(13) 0.050 Uiso 1 1 d . . .
H53C H 0.626(2) -0.0298(17) 0.4221(14) 0.050 Uiso 1 1 d . . .
C54 C 0.8661(2) 0.01804(16) 0.41461(12) 0.0346(4) Uani 1 1 d . . .
H54A H 0.859(2) 0.0625(17) 0.3695(14) 0.052 Uiso 1 1 d . . .
H54B H 0.871(2) 0.0582(17) 0.4659(14) 0.052 Uiso 1 1 d . . .
H54C H 0.946(2) 0.0076(17) 0.4252(13) 0.052 Uiso 1 1 d . . .
N100 N 0.2676(3) 0.26658(18) 0.05853(13) 0.0765(8) Uani 1 1 d . . .
C101 C 0.3017(2) 0.28067(16) 0.12723(14) 0.0440(5) Uani 1 1 d . . .
C102 C 0.3435(3) 0.29875(19) 0.21512(13) 0.0437(5) Uani 1 1 d . . .
H10C H 0.434(3) 0.333(2) 0.2337(15) 0.066 Uiso 1 1 d . . .
H10D H 0.333(2) 0.237(2) 0.2356(15) 0.066 Uiso 1 1 d . . .
H10E H 0.301(3) 0.333(2) 0.2343(15) 0.066 Uiso 1 1 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'
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
C12 O1 H1O 114.4(18) . . ?
C27 O2 H2O 107.3(14) . . ?
C42 O3 H3O 114.4(16) . . ?
C2 C1 C6 120.05(15) . . ?
C2 C1 C7 119.61(16) . . ?
C6 C1 C7 120.34(16) . . ?
C1 C2 C3 120.23(15) . . ?
C1 C2 C10 120.07(15) . . ?
C3 C2 C10 119.68(15) . . ?
C2 C3 C4 119.71(14) . . ?
C2 C3 C8 119.00(15) . . ?
C4 C3 C8 121.27(15) . . ?
C3 C4 C5 119.91(15) . . ?
C3 C4 C25 121.50(14) . . ?
C5 C4 C25 118.48(15) . . ?
C6 C5 C4 119.84(15) . . ?
C6 C5 C9 120.72(15) . . ?
C4 C5 C9 119.43(15) . . ?
C5 C6 C1 120.01(14) . . ?
C5 C6 C40 120.27(15) . . ?
C1 C6 C40 119.70(15) . . ?
C1 C7 H7A 110.5(14) . . ?
C1 C7 H7B 110.8(13) . . ?
H7A C7 H7B 110.0(19) . . ?
C1 C7 H7C 110.9(15) . . ?
H7A C7 H7C 108(2) . . ?
H7B C7 H7C 106.7(19) . . ?
C3 C8 H8A 112.6(12) . . ?
C3 C8 H8B 112.9(13) . . ?
H8A C8 H8B 105.9(17) . . ?
C3 C8 H8C 111.4(12) . . ?
H8A C8 H8C 104.5(17) . . ?
H8B C8 H8C 109.1(17) . . ?
C5 C9 H9A 110.9(12) . . ?
C5 C9 H9B 112.1(12) . . ?
H9A C9 H9B 105.9(16) . . ?
C5 C9 H9C 110.9(12) . . ?
H9A C9 H9C 108.7(17) . . ?
H9B C9 H9C 108.2(17) . . ?
C2 C10 C11 115.77(14) . . ?
C2 C10 H10A 109.3(11) . . ?
C11 C10 H10A 107.1(11) . . ?
C2 C10 H10B 111.2(11) . . ?
C11 C10 H10B 108.3(11) . . ?
H10A C10 H10B 104.6(15) . . ?
C12 C11 C16 119.07(15) . . ?
C12 C11 C10 119.15(15) . . ?
C16 C11 C10 121.78(15) . . ?
O1 C12 C11 120.02(15) . . ?
O1 C12 C13 118.14(15) . . ?
C11 C12 C13 121.83(15) . . ?
C14 C13 C12 116.55(15) . . ?
C14 C13 C17 121.63(16) . . ?
C12 C13 C17 121.80(15) . . ?
C13 C14 C15 123.73(16) . . ?
C13 C14 H14A 119.2(11) . . ?
C15 C14 H14A 117.0(11) . . ?
C16 C15 C14 117.36(15) . . ?
C16 C15 C21 122.60(15) . . ?
C14 C15 C21 120.00(15) . . ?
C15 C16 C11 121.42(16) . . ?
C15 C16 H16A 120.5(10) . . ?
C11 C16 H16A 118.1(10) . . ?
C19 C17 C20 107.4(2) . . ?
C19 C17 C13 111.90(16) . . ?
C20 C17 C13 111.18(16) . . ?
C19 C17 C18 108.6(2) . . ?
C20 C17 C18 109.64(18) . . ?
C13 C17 C18 108.13(16) . . ?
C17 C18 H18A 107.4(14) . . ?
C17 C18 H18B 108.5(14) . . ?
H18A C18 H18B 105(2) . . ?
C17 C18 H18C 110.3(13) . . ?
H18A C18 H18C 109.9(19) . . ?
H18B C18 H18C 115(2) . . ?
C17 C19 H19A 110.1(18) . . ?
C17 C19 H19B 108.3(18) . . ?
H19A C19 H19B 110(2) . . ?
C17 C19 H19C 112.3(17) . . ?
H19A C19 H19C 109(2) . . ?
H19B C19 H19C 107(3) . . ?
C17 C20 H20A 109.3(15) . . ?
C17 C20 H20B 110.1(14) . . ?
H20A C20 H20B 111(2) . . ?
C17 C20 H20C 112.3(15) . . ?
H20A C20 H20C 107(2) . . ?
H20B C20 H20C 107(2) . . ?
C22 C21 C24 107.94(16) . . ?
C22 C21 C15 111.93(14) . . ?
C24 C21 C15 110.41(15) . . ?
C22 C21 C23 107.85(17) . . ?
C24 C21 C23 110.02(17) . . ?
C15 C21 C23 108.66(14) . . ?
C21 C22 H22A 110.8(13) . . ?
C21 C22 H22B 108.8(13) . . ?
H22A C22 H22B 108.3(18) . . ?
C21 C22 H22C 108.9(13) . . ?
H22A C22 H22C 111.2(18) . . ?
H22B C22 H22C 108.9(18) . . ?
C21 C23 H23A 110.2(14) . . ?
C21 C23 H23B 110.8(15) . . ?
H23A C23 H23B 108(2) . . ?
C21 C23 H23C 109.3(13) . . ?
H23A C23 H23C 109(2) . . ?
H23B C23 H23C 109(2) . . ?
C21 C24 H24A 111.9(15) . . ?
C21 C24 H24B 109.8(14) . . ?
H24A C24 H24B 109(2) . . ?
C21 C24 H24C 109.1(15) . . ?
H24A C24 H24C 108(2) . . ?
H24B C24 H24C 108.6(19) . . ?
C4 C25 C26 117.29(13) . . ?
C4 C25 H25A 110.1(11) . . ?
C26 C25 H25A 108.0(11) . . ?
C4 C25 H25B 108.0(11) . . ?
C26 C25 H25B 107.3(11) . . ?
H25A C25 H25B 105.5(15) . . ?
C27 C26 C31 118.95(15) . . ?
C27 C26 C25 122.00(15) . . ?
C31 C26 C25 118.94(15) . . ?
O2 C27 C26 120.42(14) . . ?
O2 C27 C28 117.86(14) . . ?
C26 C27 C28 121.65(15) . . ?
C29 C28 C27 116.60(15) . . ?
C29 C28 C32 121.33(15) . . ?
C27 C28 C32 122.00(15) . . ?
C28 C29 C30 123.79(15) . . ?
C28 C29 H29A 117.3(11) . . ?
C30 C29 H29A 118.9(11) . . ?
C31 C30 C29 116.99(16) . . ?
C31 C30 C36 122.49(15) . . ?
C29 C30 C36 120.49(15) . . ?
C30 C31 C26 121.88(16) . . ?
C30 C31 H31A 116.8(10) . . ?
C26 C31 H31A 121.3(10) . . ?
C33 C32 C35 110.37(19) . . ?
C33 C32 C34 107.03(17) . . ?
C35 C32 C34 107.03(18) . . ?
C33 C32 C28 111.40(15) . . ?
C35 C32 C28 108.81(15) . . ?
C34 C32 C28 112.11(16) . . ?
C32 C33 H33A 109.4(15) . . ?
C32 C33 H33B 111.1(14) . . ?
H33A C33 H33B 108(2) . . ?
C32 C33 H33C 108.5(14) . . ?
H33A C33 H33C 111(2) . . ?
H33B C33 H33C 109(2) . . ?
C32 C34 H34A 108.3(14) . . ?
C32 C34 H34B 109.7(14) . . ?
H34A C34 H34B 110(2) . . ?
C32 C34 H34C 111.0(14) . . ?
H34A C34 H34C 106.8(19) . . ?
H34B C34 H34C 111(2) . . ?
C32 C35 H35A 109.5(15) . . ?
C32 C35 H35B 111.2(15) . . ?
H35A C35 H35B 110(2) . . ?
C32 C35 H35C 111.2(14) . . ?
H35A C35 H35C 105(2) . . ?
H35B C35 H35C 109(2) . . ?
C37 C36 C38 109.04(18) . . ?
C37 C36 C30 111.75(15) . . ?
C38 C36 C30 109.86(16) . . ?
C37 C36 C39 108.36(17) . . ?
C38 C36 C39 109.08(19) . . ?
C30 C36 C39 108.71(16) . . ?
C36 C37 H37A 112.9(13) . . ?
C36 C37 H37B 111.7(13) . . ?
H37A C37 H37B 106.6(18) . . ?
C36 C37 H37C 106.8(13) . . ?
H37A C37 H37C 109.5(18) . . ?
H37B C37 H37C 109.4(18) . . ?
C36 C38 H38A 107.4(16) . . ?
C36 C38 H38B 111.2(16) . . ?
H38A C38 H38B 119(2) . . ?
C36 C38 H38C 108.4(16) . . ?
H38A C38 H38C 103(2) . . ?
H38B C38 H38C 108(2) . . ?
C36 C39 H39A 111.3(14) . . ?
C36 C39 H39B 109.0(14) . . ?
H39A C39 H39B 112(2) . . ?
C36 C39 H39C 107.1(14) . . ?
H39A C39 H39C 110(2) . . ?
H39B C39 H39C 108(2) . . ?
C41 C40 C6 116.02(14) . . ?
C41 C40 H40A 109.7(11) . . ?
C6 C40 H40A 108.0(11) . . ?
C41 C40 H40B 109.7(11) . . ?
C6 C40 H40B 108.1(11) . . ?
H40A C40 H40B 104.7(15) . . ?
C46 C41 C42 118.61(15) . . ?
C46 C41 C40 121.60(15) . . ?
C42 C41 C40 119.74(15) . . ?
O3 C42 C43 117.86(15) . . ?
O3 C42 C41 120.96(15) . . ?
C43 C42 C41 121.18(15) . . ?
C44 C43 C42 117.02(15) . . ?
C44 C43 C47 120.40(15) . . ?
C42 C43 C47 122.51(16) . . ?
C45 C44 C43 123.50(16) . . ?
C45 C44 H44A 117.5(11) . . ?
C43 C44 H44A 119.0(11) . . ?
C44 C45 C46 117.36(15) . . ?
C44 C45 C51 122.80(15) . . ?
C46 C45 C51 119.84(14) . . ?
C41 C46 C45 122.23(15) . . ?
C41 C46 H46A 117.4(10) . . ?
C45 C46 H46A 120.3(10) . . ?
C49 C47 C50 107.89(18) . . ?
C49 C47 C48 110.10(18) . . ?
C50 C47 C48 106.74(18) . . ?
C49 C47 C43 108.89(16) . . ?
C50 C47 C43 111.30(16) . . ?
C48 C47 C43 111.84(16) . . ?
C47 C48 H48A 112.1(15) . . ?
C47 C48 H48B 108.1(15) . . ?
H48A C48 H48B 106(2) . . ?
C47 C48 H48C 109.9(14) . . ?
H48A C48 H48C 111(2) . . ?
H48B C48 H48C 109(2) . . ?
C47 C49 H49A 112.1(15) . . ?
C47 C49 H49B 111.5(14) . . ?
H49A C49 H49B 108(2) . . ?
C47 C49 H49C 108.2(13) . . ?
H49A C49 H49C 111(2) . . ?
H49B C49 H49C 105.8(19) . . ?
C47 C50 H50A 111.5(14) . . ?
C47 C50 H50B 111.0(14) . . ?
H50A C50 H50B 110(2) . . ?
C47 C50 H50C 108.7(14) . . ?
H50A C50 H50C 106.2(19) . . ?
H50B C50 H50C 109(2) . . ?
C53 C51 C52 108.00(16) . . ?
C53 C51 C54 109.23(16) . . ?
C52 C51 C54 108.49(16) . . ?
C53 C51 C45 110.54(14) . . ?
C52 C51 C45 111.86(15) . . ?
C54 C51 C45 108.67(14) . . ?
C51 C52 H52A 108.1(13) . . ?
C51 C52 H52B 111.7(13) . . ?
H52A C52 H52B 111.1(19) . . ?
C51 C52 H52C 108.4(13) . . ?
H52A C52 H52C 109.6(19) . . ?
H52B C52 H52C 108.0(19) . . ?
C51 C53 H53A 111.9(13) . . ?
C51 C53 H53B 112.0(12) . . ?
H53A C53 H53B 108.4(18) . . ?
C51 C53 H53C 110.1(13) . . ?
H53A C53 H53C 106.6(18) . . ?
H53B C53 H53C 107.6(17) . . ?
C51 C54 H54A 110.8(12) . . ?
C51 C54 H54B 112.5(13) . . ?
H54A C54 H54B 107.0(17) . . ?
C51 C54 H54C 109.3(13) . . ?
H54A C54 H54C 110.8(18) . . ?
H54B C54 H54C 106.3(18) . . ?
N100 C101 C102 179.1(3) . . ?
C101 C102 H10C 109.0(15) . . ?
C101 C102 H10D 111.1(15) . . ?
H10C C102 H10D 101(2) . . ?
C101 C102 H10E 109.6(16) . . ?
H10C C102 H10E 114(2) . . ?
H10D C102 H10E 112(2) . . ?
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 C12 1.384(2) . ?
O1 H1O 0.80(2) . ?
O2 C27 1.388(2) . ?
O2 H2O 0.95(2) . ?
O3 C42 1.373(2) . ?
O3 H3O 0.86(2) . ?
C1 C2 1.403(2) . ?
C1 C6 1.404(2) . ?
C1 C7 1.511(3) . ?
C2 C3 1.406(2) . ?
C2 C10 1.519(2) . ?
C3 C4 1.407(2) . ?
C3 C8 1.521(2) . ?
C4 C5 1.415(2) . ?
C4 C25 1.522(2) . ?
C5 C6 1.404(2) . ?
C5 C9 1.512(2) . ?
C6 C40 1.526(2) . ?
C7 H7A 0.95(2) . ?
C7 H7B 1.02(2) . ?
C7 H7C 0.96(3) . ?
C8 H8A 0.99(2) . ?
C8 H8B 0.97(2) . ?
C8 H8C 0.97(2) . ?
C9 H9A 0.98(2) . ?
C9 H9B 0.97(2) . ?
C9 H9C 0.95(2) . ?
C10 C11 1.524(2) . ?
C10 H10A 1.008(19) . ?
C10 H10B 0.99(2) . ?
C11 C12 1.395(2) . ?
C11 C16 1.396(2) . ?
C12 C13 1.404(2) . ?
C13 C14 1.395(2) . ?
C13 C17 1.542(2) . ?
C14 C15 1.399(2) . ?
C14 H14A 0.991(19) . ?
C15 C16 1.393(2) . ?
C15 C21 1.538(2) . ?
C16 H16A 0.991(19) . ?
C17 C19 1.529(3) . ?
C17 C20 1.537(3) . ?
C17 C18 1.545(3) . ?
C18 H18A 1.01(3) . ?
C18 H18B 1.01(3) . ?
C18 H18C 1.09(3) . ?
C19 H19A 1.06(3) . ?
C19 H19B 0.99(3) . ?
C19 H19C 1.05(3) . ?
C20 H20A 0.98(3) . ?
C20 H20B 1.04(3) . ?
C20 H20C 0.99(3) . ?
C21 C22 1.528(3) . ?
C21 C24 1.535(3) . ?
C21 C23 1.539(3) . ?
C22 H22A 1.02(2) . ?
C22 H22B 0.99(2) . ?
C22 H22C 1.00(2) . ?
C23 H23A 0.98(3) . ?
C23 H23B 0.97(3) . ?
C23 H23C 1.04(3) . ?
C24 H24A 0.96(3) . ?
C24 H24B 1.02(3) . ?
C24 H24C 1.00(3) . ?
C25 C26 1.528(2) . ?
C25 H25A 0.971(19) . ?
C25 H25B 0.986(19) . ?
C26 C27 1.392(2) . ?
C26 C31 1.396(2) . ?
C27 C28 1.410(2) . ?
C28 C29 1.391(2) . ?
C28 C32 1.544(2) . ?
C29 C30 1.403(2) . ?
C29 H29A 0.986(19) . ?
C30 C31 1.390(2) . ?
C30 C36 1.536(2) . ?
C31 H31A 1.082(18) . ?
C32 C33 1.532(3) . ?
C32 C35 1.538(3) . ?
C32 C34 1.540(3) . ?
C33 H33A 1.02(3) . ?
C33 H33B 1.02(3) . ?
C33 H33C 1.05(3) . ?
C34 H34A 1.05(3) . ?
C34 H34B 1.05(3) . ?
C34 H34C 1.05(3) . ?
C35 H35A 1.03(3) . ?
C35 H35B 1.04(3) . ?
C35 H35C 1.05(3) . ?
C36 C37 1.531(3) . ?
C36 C38 1.531(3) . ?
C36 C39 1.544(3) . ?
C37 H37A 1.02(2) . ?
C37 H37B 1.02(2) . ?
C37 H37C 1.02(2) . ?
C38 H38A 1.02(3) . ?
C38 H38B 1.03(3) . ?
C38 H38C 0.99(3) . ?
C39 H39A 1.01(3) . ?
C39 H39B 1.05(3) . ?
C39 H39C 1.03(3) . ?
C40 C41 1.523(2) . ?
C40 H40A 0.95(2) . ?
C40 H40B 1.00(2) . ?
C41 C46 1.388(2) . ?
C41 C42 1.409(2) . ?
C42 C43 1.403(2) . ?
C43 C44 1.398(3) . ?
C43 C47 1.553(2) . ?
C44 C45 1.389(2) . ?
C44 H44A 0.959(19) . ?
C45 C46 1.389(2) . ?
C45 C51 1.539(2) . ?
C46 H46A 0.985(18) . ?
C47 C49 1.532(3) . ?
C47 C50 1.535(3) . ?
C47 C48 1.543(3) . ?
C48 H48A 1.00(3) . ?
C48 H48B 1.02(3) . ?
C48 H48C 1.05(3) . ?
C49 H49A 0.99(3) . ?
C49 H49B 1.05(3) . ?
C49 H49C 1.07(3) . ?
C50 H50A 1.05(3) . ?
C50 H50B 1.08(3) . ?
C50 H50C 1.01(3) . ?
C51 C53 1.530(3) . ?
C51 C52 1.534(2) . ?
C51 C54 1.535(3) . ?
C52 H52A 1.03(3) . ?
C52 H52B 1.02(3) . ?
C52 H52C 1.02(2) . ?
C53 H53A 0.99(2) . ?
C53 H53B 1.03(2) . ?
C53 H53C 1.01(2) . ?
C54 H54A 1.04(2) . ?
C54 H54B 1.00(2) . ?
C54 H54C 0.98(2) . ?
N100 C101 1.131(3) . ?
C101 C102 1.447(3) . ?
C102 H10C 0.96(3) . ?
C102 H10D 0.94(3) . ?
C102 H10E 0.92(3) . ?
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
O3 H3O N100 0.86(2) 2.09(3) 2.891(3) 156(2) 2_655
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660739
2 PubChem 139127127
