#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/53/4025386.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_4025386
loop_
_publ_author_name
'Stephen Hanessian'
'Dilip K. Maji'
'Subramaniyan Govindan'
'Riccardo Matera'
'Marina Tintelnot-Blomley'
_publ_section_title
;
 Substrate-Controlled and Organocatalytic Asymmetric Synthesis of
 Carbocyclic Amino Acid Dipeptide Mimetics
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2861
_journal_page_last               2876
_journal_paper_doi               10.1021/jo100017t
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration rmad
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_sum            'C12 H21 N O3'
_chemical_formula_weight         227.30
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.1780(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.83570(10)
_cell_length_b                   31.1808(6)
_cell_length_c                   8.5989(2)
_cell_measurement_reflns_used    3676
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.66
_cell_measurement_theta_min      2.83
_cell_volume                     1262.41(5)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker AXS Smart 2K/Platform'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_av_sigmaI/netI    0.1269
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10285
_diffrn_reflns_theta_full        72.83
_diffrn_reflns_theta_max         72.83
_diffrn_reflns_theta_min         2.83
_diffrn_standards_decay_%        0.00
_diffrn_standards_number         94
_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_T_max  1.0500
_exptl_absorpt_correction_T_min  0.7900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 'Flack H D (1983), XXXX Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.6(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4661
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0631
_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)+(0.0503P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1232
_refine_ls_wR_factor_ref         0.1584
_reflns_number_gt                2649
_reflns_number_total             4661
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo100017t_si_004.cif
_cod_data_source_block           han379
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_angle_publ_flag' value 'Y' changed to 'y'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (42
times).

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
the built-in table from CIF Core dictionary named 'cif_core.dic'
version 2.4.1 from 2010-06-29 (32 times).

'_geom_torsion_publ_flag'
value 'Y' changed to 'y' according to the built-in table from CIF
Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29
(48 times).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4025386
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
C11 C 0.2736(10) 0.37878(18) 0.4646(6) 0.0273(12) Uani 1 1 d . . .
H11 H 0.0677 0.3753 0.4639 0.033 Uiso 1 1 calc R . .
C12 C 0.3771(11) 0.42029(16) 0.5531(6) 0.0277(12) Uani 1 1 d . . .
H12A H 0.2615 0.4446 0.4994 0.033 Uiso 1 1 calc R . .
H12B H 0.5769 0.4255 0.5482 0.033 Uiso 1 1 calc R . .
C13 C 0.3566(12) 0.41856(17) 0.7292(6) 0.0321(13) Uani 1 1 d . . .
H13 H 0.1522 0.4142 0.7304 0.039 Uiso 1 1 calc R . .
C14 C 0.5214(10) 0.37971(18) 0.8117(6) 0.0323(13) Uani 1 1 d . . .
H14A H 0.7253 0.3831 0.8124 0.039 Uiso 1 1 calc R . .
H14B H 0.5030 0.3784 0.9239 0.039 Uiso 1 1 calc R . .
C15 C 0.4116(12) 0.33814(17) 0.7269(6) 0.0362(14) Uani 1 1 d . . .
H15A H 0.2114 0.3336 0.7324 0.043 Uiso 1 1 calc R . .
H15B H 0.5250 0.3137 0.7807 0.043 Uiso 1 1 calc R . .
C16 C 0.4326(11) 0.34019(16) 0.5516(6) 0.0298(13) Uani 1 1 d . . .
H16A H 0.6350 0.3419 0.5470 0.036 Uiso 1 1 calc R . .
H16B H 0.3529 0.3135 0.4966 0.036 Uiso 1 1 calc R . .
C111 C 0.3023(10) 0.38026(17) 0.2891(5) 0.0267(11) Uani 1 1 d . . .
H111 H 0.5092 0.3818 0.2898 0.032 Uiso 1 1 calc R . .
N111 N 0.1900(8) 0.34160(13) 0.2061(5) 0.0261(10) Uani 1 1 d . . .
H11A H 0.0068 0.3367 0.1924 0.031 Uiso 1 1 calc R . .
C112 C 0.3455(10) 0.31244(16) 0.1480(5) 0.0213(11) Uani 1 1 d . . .
O112 O 0.6059(7) 0.31616(12) 0.1635(4) 0.0327(9) Uani 1 1 d . . .
C113 C 0.1896(10) 0.27405(16) 0.0660(6) 0.0294(12) Uani 1 1 d . . .
H11B H 0.2461 0.2690 -0.0349 0.044 Uiso 1 1 calc R . .
H11C H -0.0155 0.2793 0.0443 0.044 Uiso 1 1 calc R . .
H11D H 0.2363 0.2488 0.1350 0.044 Uiso 1 1 calc R . .
C114 C 0.1574(12) 0.41942(18) 0.1991(6) 0.0386(15) Uani 1 1 d . . .
H11E H 0.1513 0.4163 0.0849 0.058 Uiso 1 1 calc R . .
H11F H 0.2645 0.4453 0.2398 0.058 Uiso 1 1 calc R . .
H11G H -0.0366 0.4218 0.2147 0.058 Uiso 1 1 calc R . .
C131 C 0.4444(12) 0.46170(18) 0.8031(6) 0.0319(13) Uani 1 1 d . . .
O131 O 0.2974(8) 0.49250(12) 0.7789(4) 0.0465(11) Uani 1 1 d . . .
O132 O 0.7063(8) 0.46209(12) 0.8938(5) 0.0462(11) Uani 1 1 d . . .
C133 C 0.8015(12) 0.50259(19) 0.9676(7) 0.0496(17) Uani 1 1 d . . .
H13A H 0.7796 0.5249 0.8854 0.074 Uiso 1 1 calc R . .
H13B H 1.0019 0.5004 1.0230 0.074 Uiso 1 1 calc R . .
H13C H 0.6878 0.5100 1.0445 0.074 Uiso 1 1 calc R . .
C21 C 0.6142(10) 0.14394(17) 0.0886(5) 0.0251(11) Uani 1 1 d . . .
H21 H 0.4085 0.1459 0.0903 0.030 Uiso 1 1 calc R . .
C22 C 0.6515(10) 0.10453(16) -0.0054(5) 0.0263(12) Uani 1 1 d . . .
H22A H 0.5981 0.0789 0.0490 0.032 Uiso 1 1 calc R . .
H22B H 0.8540 0.1017 -0.0087 0.032 Uiso 1 1 calc R . .
C23 C 0.4693(11) 0.10629(16) -0.1773(6) 0.0287(12) Uani 1 1 d . . .
H23 H 0.2655 0.1086 -0.1718 0.034 Uiso 1 1 calc R . .
C24 C 0.5463(12) 0.14653(17) -0.2625(6) 0.0359(14) Uani 1 1 d . . .
H24A H 0.7449 0.1442 -0.2740 0.043 Uiso 1 1 calc R . .
H24B H 0.4212 0.1483 -0.3708 0.043 Uiso 1 1 calc R . .
C25 C 0.5139(12) 0.18719(18) -0.1695(6) 0.0380(14) Uani 1 1 d . . .
H25A H 0.3110 0.1916 -0.1697 0.046 Uiso 1 1 calc R . .
H25B H 0.5794 0.2122 -0.2221 0.046 Uiso 1 1 calc R . .
C26 C 0.6881(10) 0.18390(17) 0.0043(5) 0.0301(13) Uani 1 1 d . . .
H26A H 0.8929 0.1834 0.0044 0.036 Uiso 1 1 calc R . .
H26B H 0.6523 0.2097 0.0641 0.036 Uiso 1 1 calc R . .
C211 C 0.7843(10) 0.14110(17) 0.2642(5) 0.0266(11) Uani 1 1 d . . .
H211 H 0.9897 0.1383 0.2626 0.032 Uiso 1 1 calc R . .
N211 N 0.7518(8) 0.18079(13) 0.3493(4) 0.0262(10) Uani 1 1 d . . .
H21A H 0.5814 0.1865 0.3639 0.031 Uiso 1 1 calc R . .
C212 C 0.9543(10) 0.20864(15) 0.4060(5) 0.0224(11) Uani 1 1 d . . .
O212 O 1.2025(7) 0.20450(12) 0.3913(4) 0.0334(9) Uani 1 1 d . . .
C213 C 0.8730(10) 0.24682(16) 0.4927(6) 0.0288(12) Uani 1 1 d . . .
H21B H 1.0136 0.2509 0.5935 0.043 Uiso 1 1 calc R . .
H21C H 0.6855 0.2420 0.5150 0.043 Uiso 1 1 calc R . .
H21D H 0.8668 0.2725 0.4262 0.043 Uiso 1 1 calc R . .
C214 C 0.7061(12) 0.10268(17) 0.3522(6) 0.0379(15) Uani 1 1 d . . .
H21E H 0.8102 0.1038 0.4642 0.057 Uiso 1 1 calc R . .
H21F H 0.7560 0.0763 0.3028 0.057 Uiso 1 1 calc R . .
H21G H 0.5015 0.1030 0.3468 0.057 Uiso 1 1 calc R . .
C231 C 0.5038(12) 0.06616(17) -0.2676(6) 0.0302(13) Uani 1 1 d . . .
O231 O 0.6951(9) 0.04130(13) -0.2390(4) 0.0537(13) Uani 1 1 d . . .
O232 O 0.2796(8) 0.06073(12) -0.3923(5) 0.0425(11) Uani 1 1 d . . .
C233 C 0.2793(13) 0.02165(19) -0.4836(7) 0.0506(17) Uani 1 1 d . . .
H23A H 0.4570 0.0196 -0.5197 0.076 Uiso 1 1 calc R . .
H23B H 0.1184 0.0221 -0.5765 0.076 Uiso 1 1 calc R . .
H23C H 0.2622 -0.0031 -0.4164 0.076 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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 C11 C16 . . . 110.6(4) y
C12 C11 C111 . . . 111.6(4) y
C16 C11 C111 . . . 110.7(4) y
C12 C11 H11 . . . 107.9 ?
C16 C11 H11 . . . 107.9 ?
C111 C11 H11 . . . 107.9 ?
C11 C12 C13 . . . 111.9(4) y
C11 C12 H12A . . . 109.2 ?
C13 C12 H12A . . . 109.2 ?
C11 C12 H12B . . . 109.2 ?
C13 C12 H12B . . . 109.2 ?
H12A C12 H12B . . . 107.9 ?
C131 C13 C14 . . . 116.4(5) y
C131 C13 C12 . . . 107.9(4) y
C14 C13 C12 . . . 109.8(4) y
C131 C13 H13 . . . 107.4 ?
C14 C13 H13 . . . 107.4 ?
C12 C13 H13 . . . 107.4 ?
C15 C14 C13 . . . 111.3(4) y
C15 C14 H14A . . . 109.4 ?
C13 C14 H14A . . . 109.4 ?
C15 C14 H14B . . . 109.4 ?
C13 C14 H14B . . . 109.4 ?
H14A C14 H14B . . . 108 ?
C14 C15 C16 . . . 109.9(4) y
C14 C15 H15A . . . 109.7 ?
C16 C15 H15A . . . 109.7 ?
C14 C15 H15B . . . 109.7 ?
C16 C15 H15B . . . 109.7 ?
H15A C15 H15B . . . 108.2 ?
C11 C16 C15 . . . 112.0(4) y
C11 C16 H16A . . . 109.2 ?
C15 C16 H16A . . . 109.2 ?
C11 C16 H16B . . . 109.2 ?
C15 C16 H16B . . . 109.2 ?
H16A C16 H16B . . . 107.9 ?
N111 C111 C114 . . . 109.9(4) y
N111 C111 C11 . . . 110.5(4) y
C114 C111 C11 . . . 112.6(4) y
N111 C111 H111 . . . 107.9 ?
C114 C111 H111 . . . 107.9 ?
C11 C111 H111 . . . 107.9 ?
C112 N111 C111 . . . 124.7(4) y
C112 N111 H11A . . . 117.7 ?
C111 N111 H11A . . . 117.7 ?
O112 C112 N111 . . . 122.4(5) y
O112 C112 C113 . . . 120.9(5) y
N111 C112 C113 . . . 116.7(4) y
C112 C113 H11B . . . 109.5 ?
C112 C113 H11C . . . 109.5 ?
H11B C113 H11C . . . 109.5 ?
C112 C113 H11D . . . 109.5 ?
H11B C113 H11D . . . 109.5 ?
H11C C113 H11D . . . 109.5 ?
C111 C114 H11E . . . 109.5 ?
C111 C114 H11F . . . 109.5 ?
H11E C114 H11F . . . 109.5 ?
C111 C114 H11G . . . 109.5 ?
H11E C114 H11G . . . 109.5 ?
H11F C114 H11G . . . 109.5 ?
O131 C131 O132 . . . 123.4(6) y
O131 C131 C13 . . . 123.4(5) y
O132 C131 C13 . . . 113.3(5) y
C131 O132 C133 . . . 115.6(4) y
O132 C133 H13A . . . 109.5 ?
O132 C133 H13B . . . 109.5 ?
H13A C133 H13B . . . 109.5 ?
O132 C133 H13C . . . 109.5 ?
H13A C133 H13C . . . 109.5 ?
H13B C133 H13C . . . 109.5 ?
C22 C21 C26 . . . 110.0(4) y
C22 C21 C211 . . . 112.0(4) y
C26 C21 C211 . . . 112.4(4) y
C22 C21 H21 . . . 107.4 ?
C26 C21 H21 . . . 107.4 ?
C211 C21 H21 . . . 107.4 ?
C21 C22 C23 . . . 112.0(4) y
C21 C22 H22A . . . 109.2 ?
C23 C22 H22A . . . 109.2 ?
C21 C22 H22B . . . 109.2 ?
C23 C22 H22B . . . 109.2 ?
H22A C22 H22B . . . 107.9 ?
C231 C23 C22 . . . 111.1(4) y
C231 C23 C24 . . . 111.4(4) y
C22 C23 C24 . . . 109.8(4) y
C231 C23 H23 . . . 108.2 ?
C22 C23 H23 . . . 108.2 ?
C24 C23 H23 . . . 108.2 ?
C25 C24 C23 . . . 111.2(4) y
C25 C24 H24A . . . 109.4 ?
C23 C24 H24A . . . 109.4 ?
C25 C24 H24B . . . 109.4 ?
C23 C24 H24B . . . 109.4 ?
H24A C24 H24B . . . 108 ?
C24 C25 C26 . . . 110.7(5) y
C24 C25 H25A . . . 109.5 ?
C26 C25 H25A . . . 109.5 ?
C24 C25 H25B . . . 109.5 ?
C26 C25 H25B . . . 109.5 ?
H25A C25 H25B . . . 108.1 ?
C21 C26 C25 . . . 112.3(4) y
C21 C26 H26A . . . 109.1 ?
C25 C26 H26A . . . 109.1 ?
C21 C26 H26B . . . 109.1 ?
C25 C26 H26B . . . 109.1 ?
H26A C26 H26B . . . 107.9 ?
N211 C211 C214 . . . 110.6(4) y
N211 C211 C21 . . . 110.2(4) y
C214 C211 C21 . . . 113.3(4) y
N211 C211 H211 . . . 107.5 ?
C214 C211 H211 . . . 107.5 ?
C21 C211 H211 . . . 107.5 ?
C212 N211 C211 . . . 125.9(4) y
C212 N211 H21A . . . 117 ?
C211 N211 H21A . . . 117 ?
O212 C212 N211 . . . 123.2(5) y
O212 C212 C213 . . . 120.1(4) y
N211 C212 C213 . . . 116.7(4) y
C212 C213 H21B . . . 109.5 ?
C212 C213 H21C . . . 109.5 ?
H21B C213 H21C . . . 109.5 ?
C212 C213 H21D . . . 109.5 ?
H21B C213 H21D . . . 109.5 ?
H21C C213 H21D . . . 109.5 ?
C211 C214 H21E . . . 109.5 ?
C211 C214 H21F . . . 109.5 ?
H21E C214 H21F . . . 109.5 ?
C211 C214 H21G . . . 109.5 ?
H21E C214 H21G . . . 109.5 ?
H21F C214 H21G . . . 109.5 ?
O231 C231 O232 . . . 121.9(5) y
O231 C231 C23 . . . 127.5(5) y
O232 C231 C23 . . . 110.6(4) y
C231 O232 C233 . . . 115.9(4) y
O232 C233 H23A . . . 109.5 ?
O232 C233 H23B . . . 109.5 ?
H23A C233 H23B . . . 109.5 ?
O232 C233 H23C . . . 109.5 ?
H23A C233 H23C . . . 109.5 ?
H23B C233 H23C . . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C11 C12 . . 1.527(7) y
C11 C16 . . 1.529(7) y
C11 C111 . . 1.548(6) y
C11 H11 . . 1 ?
C12 C13 . . 1.541(6) y
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 C131 . . 1.507(7) y
C13 C14 . . 1.532(7) y
C13 H13 . . 1 ?
C14 C15 . . 1.522(7) y
C14 H14a . . 0.99 ?
C14 H14b . . 0.99 ?
C15 C16 . . 1.535(7) y
C15 H15a . . 0.99 ?
C15 H15b . . 0.99 ?
C16 H16a . . 0.99 ?
C16 H16b . . 0.99 ?
C111 N111 . . 1.442(6) y
C111 C114 . . 1.528(7) y
C111 H111 . . 1 ?
N111 C112 . . 1.346(6) y
N111 H11a . . 0.88 ?
C112 O112 . . 1.241(5) y
C112 C113 . . 1.502(7) y
C113 H11b . . 0.98 ?
C113 H11c . . 0.98 ?
C113 H11d . . 0.98 ?
C114 H11e . . 0.98 ?
C114 H11f . . 0.98 ?
C114 H11g . . 0.98 ?
C131 O131 . . 1.184(6) y
C131 O132 . . 1.328(6) y
O132 C133 . . 1.441(6) y
C133 H13a . . 0.98 ?
C133 H13b . . 0.98 ?
C133 H13c . . 0.98 ?
C21 C22 . . 1.504(6) y
C21 C26 . . 1.525(7) y
C21 C211 . . 1.548(6) y
C21 H21 . . 1 ?
C22 C23 . . 1.540(6) y
C22 H22a . . 0.99 ?
C22 H22b . . 0.99 ?
C23 C231 . . 1.502(7) y
C23 C24 . . 1.541(7) y
C23 H23 . . 1 ?
C24 C25 . . 1.526(7) y
C24 H24a . . 0.99 ?
C24 H24b . . 0.99 ?
C25 C26 . . 1.542(6) y
C25 H25a . . 0.99 ?
C25 H25b . . 0.99 ?
C26 H26a . . 0.99 ?
C26 H26b . . 0.99 ?
C211 N211 . . 1.464(6) y
C211 C214 . . 1.511(7) y
C211 H211 . . 1 ?
N211 C212 . . 1.317(6) y
N211 H21a . . 0.88 ?
C212 O212 . . 1.242(5) y
C212 C213 . . 1.504(6) y
C213 H21b . . 0.98 ?
C213 H21c . . 0.98 ?
C213 H21d . . 0.98 ?
C214 H21e . . 0.98 ?
C214 H21f . . 0.98 ?
C214 H21g . . 0.98 ?
C231 O231 . . 1.189(6) y
C231 O232 . . 1.350(6) y
O232 C233 . . 1.450(6) y
C233 H23a . . 0.98 ?
C233 H23b . . 0.98 ?
C233 H23c . . 0.98 ?
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
N111 H11A O112 0.88 2 2.876(5) 171.3 1_455
N211 H21A O212 0.88 1.98 2.858(5) 175.2 1_455
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C16 C11 C12 C13 . . . . -54.7(5) y
C111 C11 C12 C13 . . . . -178.4(4) y
C11 C12 C13 C131 . . . . -176.3(5) y
C11 C12 C13 C14 . . . . 55.9(6) y
C131 C13 C14 C15 . . . . 179.5(4) y
C12 C13 C14 C15 . . . . -57.5(5) y
C13 C14 C15 C16 . . . . 57.7(6) y
C12 C11 C16 C15 . . . . 54.9(5) y
C111 C11 C16 C15 . . . . 179.2(4) y
C14 C15 C16 C11 . . . . -56.4(6) y
C12 C11 C111 N111 . . . . -177.1(4) y
C16 C11 C111 N111 . . . . 59.2(5) y
C12 C11 C111 C114 . . . . -53.8(6) y
C16 C11 C111 C114 . . . . -177.5(4) y
C114 C111 N111 C112 . . . . 120.2(5) y
C11 C111 N111 C112 . . . . -114.9(5) y
C111 N111 C112 O112 . . . . 1.1(8) y
C111 N111 C112 C113 . . . . 179.6(4) y
C14 C13 C131 O131 . . . . -160.6(5) y
C12 C13 C131 O131 . . . . 75.4(6) y
C14 C13 C131 O132 . . . . 21.5(6) y
C12 C13 C131 O132 . . . . -102.5(5) y
O131 C131 O132 C133 . . . . 2.1(8) y
C13 C131 O132 C133 . . . . -180.0(5) y
C26 C21 C22 C23 . . . . -57.4(5) y
C211 C21 C22 C23 . . . . 176.8(4) y
C21 C22 C23 C231 . . . . -178.5(4) y
C21 C22 C23 C24 . . . . 57.8(5) y
C231 C23 C24 C25 . . . . -179.4(5) y
C22 C23 C24 C25 . . . . -55.9(6) y
C23 C24 C25 C26 . . . . 54.6(6) y
C22 C21 C26 C25 . . . . 55.7(5) y
C211 C21 C26 C25 . . . . -178.8(4) y
C24 C25 C26 C21 . . . . -54.7(6) y
C22 C21 C211 N211 . . . . 177.6(4) y
C26 C21 C211 N211 . . . . 53.1(5) y
C22 C21 C211 C214 . . . . -57.9(5) y
C26 C21 C211 C214 . . . . 177.7(4) y
C214 C211 N211 C212 . . . . 120.2(5) y
C21 C211 N211 C212 . . . . -113.7(5) y
C211 N211 C212 O212 . . . . 1.0(8) y
C211 N211 C212 C213 . . . . -178.7(4) y
C22 C23 C231 O231 . . . . -21.3(8) y
C24 C23 C231 O231 . . . . 101.4(6) y
C22 C23 C231 O232 . . . . 158.3(4) y
C24 C23 C231 O232 . . . . -79.0(6) y
O231 C231 O232 C233 . . . . 3.2(8) y
C23 C231 O232 C233 . . . . -176.4(5) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139091476
