#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/53/4025384.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_4025384
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            'C28 H50 N2 O6'
_chemical_formula_weight         510.70
_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                 102.22(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.066(3)
_cell_length_b                   9.498(2)
_cell_length_c                   19.981(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      15.00
_cell_volume                     1681.6(9)
_computing_cell_refinement       'CAD4 Program (Nonius 1989)'
_computing_data_collection       'CAD4 Program (Nonius 1989)'
_computing_data_reduction        'Local Program'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  Enraf-Nonius-CAD4
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.1162
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32281
_diffrn_reflns_theta_full        69.90
_diffrn_reflns_theta_max         69.90
_diffrn_reflns_theta_min         2.26
_diffrn_standards_decay_%        0.03
_diffrn_standards_interval_time  60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  0.9600
_exptl_absorpt_correction_T_min  0.6700
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'No absorption correction applied'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.009
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.78
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), XXXX Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       0.0021(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.704
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5819
_refine_ls_number_restraints     71
_refine_ls_restrained_S_all      0.708
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0525
_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)+(0.0474P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1262
_reflns_number_gt                2133
_reflns_number_total             5819
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo100017t_si_002.cif
_cod_data_source_block           han409
_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 (65
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 (47 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
(83 times).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1681.6(8)
_cod_database_code               4025384
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
O11 O 0.1440(4) 0.2429(4) 0.9560(2) 0.1720(19) Uani 1 1 d D . .
O12 O 0.1870(3) 0.0379(3) 1.00555(17) 0.1110(11) Uani 1 1 d D . .
C11 C 0.2231(4) 0.1449(5) 0.9697(2) 0.0828(13) Uani 1 1 d D . .
C12 C 0.3744(3) 0.1256(4) 0.95021(18) 0.0597(10) Uani 1 1 d D . .
H12 H 0.3836 0.0256 0.9397 0.072 Uiso 1 1 calc R . .
C13 C 0.3859(3) 0.2116(4) 0.88343(18) 0.0656(10) Uani 1 1 d D . .
H13A H 0.3031 0.1844 0.8464 0.079 Uiso 1 1 calc R . .
H13B H 0.3754 0.3112 0.8921 0.079 Uiso 1 1 calc R . .
C14 C 0.5352(3) 0.1871(3) 0.86098(18) 0.0540(9) Uani 1 1 d D . .
H14 H 0.5394 0.0866 0.8505 0.065 Uiso 1 1 calc R . .
C15 C 0.6641(4) 0.2155(5) 0.9247(2) 0.0787(12) Uani 1 1 d D . .
H15A H 0.6672 0.3158 0.9340 0.094 Uiso 1 1 calc R . .
H15B H 0.7593 0.1902 0.9131 0.094 Uiso 1 1 calc R . .
C16 C 0.6526(4) 0.1363(5) 0.9923(2) 0.0911(14) Uani 1 1 d D . .
H16A H 0.6660 0.0362 0.9860 0.109 Uiso 1 1 calc R . .
H16B H 0.7337 0.1678 1.0290 0.109 Uiso 1 1 calc R . .
C17 C 0.5021(4) 0.1601(5) 1.01326(19) 0.0800(13) Uani 1 1 d D . .
H17A H 0.4941 0.2571 1.0272 0.096 Uiso 1 1 calc R . .
H17B H 0.4943 0.0993 1.0514 0.096 Uiso 1 1 calc R . .
C18 C 0.0433(4) 0.0416(6) 1.0269(3) 0.137(2) Uani 1 1 d D . .
H18A H -0.0353 0.0090 0.9902 0.206 Uiso 1 1 calc R . .
H18B H 0.0219 0.1364 1.0386 0.206 Uiso 1 1 calc R . .
H18C H 0.0485 -0.0181 1.0661 0.206 Uiso 1 1 calc R . .
O13 O 0.7996(3) 0.4438(3) 0.78707(16) 0.0999(10) Uani 1 1 d . . .
N11 N 0.6923(3) 0.2295(3) 0.77480(14) 0.0636(8) Uani 1 1 d . . .
H11 H 0.7032 0.1429 0.7642 0.076 Uiso 1 1 calc R . .
C19 C 0.5511(4) 0.2691(3) 0.79436(19) 0.0619(10) Uani 1 1 d . . .
H19 H 0.5605 0.3690 0.8068 0.074 Uiso 1 1 calc R . .
C110 C 0.4180(5) 0.2583(5) 0.7299(2) 0.0823(13) Uani 1 1 d . . .
H110 H 0.3259 0.2883 0.7442 0.099 Uiso 1 1 calc R . .
C111 C 0.4399(5) 0.3595(6) 0.6693(2) 0.138(2) Uani 1 1 d . . .
H11A H 0.3530 0.3534 0.6324 0.206 Uiso 1 1 calc R . .
H11B H 0.5281 0.3314 0.6533 0.206 Uiso 1 1 calc R . .
H11C H 0.4519 0.4547 0.6857 0.206 Uiso 1 1 calc R . .
C112 C 0.3908(5) 0.1078(5) 0.7019(2) 0.1154(19) Uani 1 1 d . . .
H11D H 0.4815 0.0724 0.6904 0.173 Uiso 1 1 calc R . .
H11E H 0.3111 0.1084 0.6617 0.173 Uiso 1 1 calc R . .
H11F H 0.3629 0.0484 0.7360 0.173 Uiso 1 1 calc R . .
C113 C 0.8038(5) 0.3170(4) 0.7723(2) 0.0735(12) Uani 1 1 d . . .
C114 C 0.9450(4) 0.2525(4) 0.7555(2) 0.0959(14) Uani 1 1 d . . .
H11G H 1.0305 0.2743 0.7914 0.144 Uiso 1 1 calc R . .
H11H H 0.9606 0.2903 0.7130 0.144 Uiso 1 1 calc R . .
H11I H 0.9332 0.1522 0.7516 0.144 Uiso 1 1 calc R . .
O23 O -0.2273(3) 0.9409(3) 0.75311(18) 0.1127(12) Uani 1 1 d . . .
N21 N -0.1305(3) 0.7245(3) 0.75808(15) 0.0719(9) Uani 1 1 d . . .
H21 H -0.1324 0.6411 0.7747 0.086 Uiso 1 1 calc R . .
C29 C -0.0218(4) 0.7512(4) 0.71340(18) 0.0623(10) Uani 1 1 d . . .
H29 H -0.0419 0.8460 0.6942 0.075 Uiso 0.72 1 calc PR A -1
H29 H -0.0405 0.8486 0.6976 0.075 Uiso 0.28 1 calc PR A -2
C210 C 0.1384(4) 0.7507(4) 0.7562(2) 0.0757(12) Uani 1 1 d . . .
H210 H 0.2062 0.7779 0.7262 0.091 Uiso 1 1 calc R . .
C211 C 0.1921(4) 0.6081(4) 0.7883(2) 0.0963(15) Uani 1 1 d . . .
H21A H 0.1306 0.5810 0.8198 0.144 Uiso 1 1 calc R B .
H21B H 0.2954 0.6156 0.8123 0.144 Uiso 1 1 calc R . .
H21C H 0.1840 0.5383 0.7529 0.144 Uiso 1 1 calc R . .
C212 C 0.1592(5) 0.8609(5) 0.8166(2) 0.1228(19) Uani 1 1 d . . .
H21D H 0.1399 0.9540 0.7980 0.184 Uiso 1 1 calc R B .
H21E H 0.2607 0.8559 0.8430 0.184 Uiso 1 1 calc R . .
H21F H 0.0897 0.8400 0.8454 0.184 Uiso 1 1 calc R . .
C213 C -0.2256(5) 0.8194(5) 0.7746(2) 0.0882(15) Uani 1 1 d . . .
C214 C -0.3345(5) 0.7652(5) 0.8181(3) 0.1279(19) Uani 1 1 d . . .
H21G H -0.3343 0.8289 0.8554 0.192 Uiso 1 1 calc R . .
H21H H -0.3027 0.6737 0.8358 0.192 Uiso 1 1 calc R . .
H21I H -0.4345 0.7593 0.7903 0.192 Uiso 1 1 calc R . .
O21 O 0.0525(9) 0.6780(9) 0.4290(4) 0.244(4) Uani 0.72 1 d PD B -1
O22 O 0.2167(14) 0.5386(12) 0.4801(8) 0.180(3) Uani 0.72 1 d PD B -1
C21 C 0.0947(14) 0.5977(11) 0.4780(5) 0.203(7) Uani 0.72 1 d PD B -1
C22 C 0.0045(8) 0.5659(9) 0.5308(4) 0.104(3) Uani 0.72 1 d PD B -1
H22 H 0.0352 0.4720 0.5489 0.125 Uiso 0.72 1 calc PR B -1
C23 C 0.0346(8) 0.6695(10) 0.5934(4) 0.088(2) Uani 0.72 1 d PD B -1
H23A H 0.0125 0.7643 0.5761 0.106 Uiso 0.72 1 calc PR B -1
H23B H 0.1413 0.6660 0.6143 0.106 Uiso 0.72 1 calc PR B -1
C24 C -0.0570(10) 0.6424(18) 0.6510(4) 0.0716(19) Uani 0.72 1 d PD B -1
H24 H -0.0297 0.5483 0.6697 0.086 Uiso 0.72 1 calc PR B -1
C25 C -0.2250(8) 0.6384(8) 0.6154(4) 0.106(2) Uani 0.72 1 d PD B -1
H25A H -0.2561 0.7311 0.5974 0.127 Uiso 0.72 1 calc PR B -1
H25B H -0.2848 0.6142 0.6486 0.127 Uiso 0.72 1 calc PR B -1
C26 C -0.2554(9) 0.5284(10) 0.5555(4) 0.145(3) Uani 0.72 1 d PD B -1
H26A H -0.2283 0.4355 0.5743 0.174 Uiso 0.72 1 calc PR B -1
H26B H -0.3626 0.5276 0.5354 0.174 Uiso 0.72 1 calc PR B -1
C27 C -0.1677(12) 0.5579(13) 0.4987(5) 0.173(5) Uani 0.72 1 d PD B -1
H27A H -0.2014 0.6462 0.4761 0.208 Uiso 0.72 1 calc PR B -1
H27B H -0.1869 0.4834 0.4647 0.208 Uiso 0.72 1 calc PR B -1
C28 C 0.3068(12) 0.5784(19) 0.4283(6) 0.202(6) Uani 0.72 1 d PD B -1
H28A H 0.3521 0.4956 0.4138 0.303 Uiso 0.72 1 calc PR B -1
H28B H 0.3845 0.6437 0.4485 0.303 Uiso 0.72 1 calc PR B -1
H28C H 0.2418 0.6215 0.3896 0.303 Uiso 0.72 1 calc PR B -1
O21' O 0.289(2) 0.717(2) 0.5133(9) 0.244(4) Uani 0.28 1 d PD B -2
O22' O 0.248(4) 0.506(3) 0.479(2) 0.180(3) Uani 0.28 1 d PD B -2
C21' C 0.221(2) 0.612(2) 0.5136(9) 0.203(7) Uani 0.28 1 d PD B -2
C22' C 0.0874(19) 0.590(3) 0.5460(10) 0.104(3) Uani 0.28 1 d PD B -2
H22' H 0.0879 0.4916 0.5610 0.125 Uiso 0.28 1 calc PR B -2
C23' C 0.100(2) 0.687(3) 0.6113(11) 0.088(2) Uani 0.28 1 d PD B -2
H23C H 0.1932 0.6673 0.6438 0.106 Uiso 0.28 1 calc PR B -2
H23D H 0.1014 0.7855 0.5979 0.106 Uiso 0.28 1 calc PR B -2
C24' C -0.039(2) 0.660(5) 0.6456(11) 0.0716(19) Uani 0.28 1 d PD B -2
H24' H -0.0381 0.5600 0.6584 0.086 Uiso 0.28 1 calc PR B -2
C25' C -0.183(2) 0.688(2) 0.5903(10) 0.106(2) Uani 0.28 1 d PD B -2
H25C H -0.1867 0.7872 0.5789 0.127 Uiso 0.28 1 calc PR B -2
H25D H -0.2703 0.6675 0.6098 0.127 Uiso 0.28 1 calc PR B -2
C26' C -0.198(2) 0.601(3) 0.5225(13) 0.145(3) Uani 0.28 1 d PD B -2
H26C H -0.2131 0.5029 0.5321 0.174 Uiso 0.28 1 calc PR B -2
H26D H -0.2872 0.6333 0.4899 0.174 Uiso 0.28 1 calc PR B -2
C27' C -0.060(2) 0.615(3) 0.4903(10) 0.173(5) Uani 0.28 1 d PD B -2
H27C H -0.0580 0.7088 0.4709 0.208 Uiso 0.28 1 calc PR B -2
H27D H -0.0666 0.5472 0.4537 0.208 Uiso 0.28 1 calc PR B -2
C28' C 0.384(3) 0.528(5) 0.4499(18) 0.202(6) Uani 0.28 1 d PD B -2
H28D H 0.3731 0.6146 0.4244 0.303 Uiso 0.28 1 calc PR B -2
H28E H 0.3945 0.4512 0.4202 0.303 Uiso 0.28 1 calc PR B -2
H28F H 0.4715 0.5336 0.4864 0.303 Uiso 0.28 1 calc PR B -2
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
C11 O12 C18 . . . 118.7(3) y
O11 C11 O12 . . . 121.7(4) y
O11 C11 C12 . . . 125.4(4) y
O12 C11 C12 . . . 112.8(4) y
C11 C12 C17 . . . 109.0(3) y
C11 C12 C13 . . . 112.2(3) y
C17 C12 C13 . . . 113.7(3) y
C11 C12 H12 . . . 107.2 ?
C17 C12 H12 . . . 107.2 ?
C13 C12 H12 . . . 107.2 ?
C14 C13 C12 . . . 112.8(3) y
C14 C13 H13A . . . 109 ?
C12 C13 H13A . . . 109 ?
C14 C13 H13B . . . 109 ?
C12 C13 H13B . . . 109 ?
H13A C13 H13B . . . 107.8 ?
C13 C14 C15 . . . 106.9(3) y
C13 C14 C19 . . . 114.6(3) y
C15 C14 C19 . . . 114.7(3) y
C13 C14 H14 . . . 106.7 ?
C15 C14 H14 . . . 106.7 ?
C19 C14 H14 . . . 106.7 ?
C14 C15 C16 . . . 116.4(3) y
C14 C15 H15A . . . 108.2 ?
C16 C15 H15A . . . 108.2 ?
C14 C15 H15B . . . 108.2 ?
C16 C15 H15B . . . 108.2 ?
H15A C15 H15B . . . 107.3 ?
C17 C16 C15 . . . 113.0(3) y
C17 C16 H16A . . . 109 ?
C15 C16 H16A . . . 109 ?
C17 C16 H16B . . . 109 ?
C15 C16 H16B . . . 109 ?
H16A C16 H16B . . . 107.8 ?
C16 C17 C12 . . . 107.6(3) y
C16 C17 H17A . . . 110.2 ?
C12 C17 H17A . . . 110.2 ?
C16 C17 H17B . . . 110.2 ?
C12 C17 H17B . . . 110.2 ?
H17A C17 H17B . . . 108.5 ?
O12 C18 H18A . . . 109.5 ?
O12 C18 H18B . . . 109.5 ?
H18A C18 H18B . . . 109.5 ?
O12 C18 H18C . . . 109.5 ?
H18A C18 H18C . . . 109.5 ?
H18B C18 H18C . . . 109.5 ?
C113 N11 C19 . . . 124.7(3) y
C113 N11 H11 . . . 117.6 ?
C19 N11 H11 . . . 117.6 ?
N11 C19 C110 . . . 109.1(3) y
N11 C19 C14 . . . 109.9(3) y
C110 C19 C14 . . . 118.0(3) y
N11 C19 H19 . . . 106.4 ?
C110 C19 H19 . . . 106.4 ?
C14 C19 H19 . . . 106.4 ?
C112 C110 C19 . . . 113.3(3) y
C112 C110 C111 . . . 108.7(4) y
C19 C110 C111 . . . 112.7(4) y
C112 C110 H110 . . . 107.3 ?
C19 C110 H110 . . . 107.3 ?
C111 C110 H110 . . . 107.3 ?
C110 C111 H11A . . . 109.5 ?
C110 C111 H11B . . . 109.5 ?
H11A C111 H11B . . . 109.5 ?
C110 C111 H11C . . . 109.5 ?
H11A C111 H11C . . . 109.5 ?
H11B C111 H11C . . . 109.5 ?
C110 C112 H11D . . . 109.5 ?
C110 C112 H11E . . . 109.5 ?
H11D C112 H11E . . . 109.5 ?
C110 C112 H11F . . . 109.5 ?
H11D C112 H11F . . . 109.5 ?
H11E C112 H11F . . . 109.5 ?
O13 C113 N11 . . . 122.6(4) y
O13 C113 C114 . . . 120.9(4) y
N11 C113 C114 . . . 116.3(4) y
C113 C114 H11G . . . 109.5 ?
C113 C114 H11H . . . 109.5 ?
H11G C114 H11H . . . 109.5 ?
C113 C114 H11I . . . 109.5 ?
H11G C114 H11I . . . 109.5 ?
H11H C114 H11I . . . 109.5 ?
C213 N21 C29 . . . 125.3(3) y
C213 N21 H21 . . . 117.4 ?
C29 N21 H21 . . . 117.4 ?
N21 C29 C210 . . . 109.7(3) y
N21 C29 C24' . . . 117.40(11) y
C210 C29 C24' . . . 112.7(9) y
N21 C29 C24 . . . 108.1(4) y
C210 C29 C24 . . . 116.4(5) y
C24' C29 C24 . . . 9.70(16) y
N21 C29 H29 . . . 107.4 ?
C210 C29 H29 . . . 107.4 ?
C24' C29 H29 . . . 101.1 ?
C24 C29 H29 . . . 107.4 ?
N21 C29 H29 . . . 105.3 ?
C210 C29 H29 . . . 105.3 ?
C24' C29 H29 . . . 105.3 ?
C24 C29 H29 . . . 111.5 ?
H29 C29 H29 . . . 4.1 ?
C29 C210 C211 . . . 114.8(3) y
C29 C210 C212 . . . 111.9(3) y
C211 C210 C212 . . . 106.8(3) y
C29 C210 H210 . . . 107.7 ?
C211 C210 H210 . . . 107.7 ?
C212 C210 H210 . . . 107.7 ?
C210 C211 H21A . . . 109.5 ?
C210 C211 H21B . . . 109.5 ?
H21A C211 H21B . . . 109.5 ?
C210 C211 H21C . . . 109.5 ?
H21A C211 H21C . . . 109.5 ?
H21B C211 H21C . . . 109.5 ?
C210 C212 H21D . . . 109.5 ?
C210 C212 H21E . . . 109.5 ?
H21D C212 H21E . . . 109.5 ?
C210 C212 H21F . . . 109.5 ?
H21D C212 H21F . . . 109.5 ?
H21E C212 H21F . . . 109.5 ?
O23 C213 N21 . . . 120.5(4) y
O23 C213 C214 . . . 123.4(4) y
N21 C213 C214 . . . 116.0(4) y
C213 C214 H21G . . . 109.5 ?
C213 C214 H21H . . . 109.5 ?
H21G C214 H21H . . . 109.5 ?
C213 C214 H21I . . . 109.5 ?
H21G C214 H21I . . . 109.5 ?
H21H C214 H21I . . . 109.5 ?
C21 O22 C28 . . . 118.60(12) y
O22 C21 O21 . . . 115.7(1) y
O22 C21 C22 . . . 120.2(1) y
O21 C21 C22 . . . 124.0(1) y
C21 C22 C27 . . . 111.6(7) y
C21 C22 C23 . . . 114.0(6) y
C27 C22 C23 . . . 110.4(6) y
C21 C22 H22 . . . 106.8 ?
C27 C22 H22 . . . 106.8 ?
C23 C22 H22 . . . 106.8 ?
C22 C23 C24 . . . 116.7(7) y
C22 C23 H23A . . . 108.1 ?
C24 C23 H23A . . . 108.1 ?
C22 C23 H23B . . . 108.1 ?
C24 C23 H23B . . . 108.1 ?
H23A C23 H23B . . . 107.3 ?
C25 C24 C23 . . . 106.8(6) y
C25 C24 C29 . . . 113.0(8) y
C23 C24 C29 . . . 114.5(8) y
C25 C24 H24 . . . 107.4 ?
C23 C24 H24 . . . 107.4 ?
C29 C24 H24 . . . 107.4 ?
C24 C25 C26 . . . 111.5(7) y
C24 C25 H25A . . . 109.3 ?
C26 C25 H25A . . . 109.3 ?
C24 C25 H25B . . . 109.3 ?
C26 C25 H25B . . . 109.3 ?
H25A C25 H25B . . . 108 ?
C27 C26 C25 . . . 113.9(7) y
C27 C26 H26A . . . 108.8 ?
C25 C26 H26A . . . 108.8 ?
C27 C26 H26B . . . 108.8 ?
C25 C26 H26B . . . 108.8 ?
H26A C26 H26B . . . 107.7 ?
C26 C27 C22 . . . 109.4(7) y
C26 C27 H27A . . . 109.8 ?
C22 C27 H27A . . . 109.8 ?
C26 C27 H27B . . . 109.8 ?
C22 C27 H27B . . . 109.8 ?
H27A C27 H27B . . . 108.2 ?
O22 C28 H28A . . . 109.5 ?
O22 C28 H28B . . . 109.5 ?
H28A C28 H28B . . . 109.5 ?
O22 C28 H28C . . . 109.5 ?
H28A C28 H28C . . . 109.5 ?
H28B C28 H28C . . . 109.5 ?
C21' O22' C28' . . . 112(2) y
O21' C21' O22' . . . 120.60(19) y
O21' C21' C22' . . . 126.30(18) y
O22' C21' C22' . . . 112.70(18) y
C21' C22' C27' . . . 108.50(13) y
C21' C22' C23' . . . 110.40(14) y
C27' C22' C23' . . . 113.30(16) y
C21' C22' H22' . . . 108.2 ?
C27' C22' H22' . . . 108.2 ?
C23' C22' H22' . . . 108.2 ?
C24' C23' C22' . . . 109.60(16) y
C24' C23' H23C . . . 109.8 ?
C22' C23' H23C . . . 109.8 ?
C24' C23' H23D . . . 109.8 ?
C22' C23' H23D . . . 109.8 ?
H23C C23' H23D . . . 108.2 ?
C25' C24' C23' . . . 107.10(16) y
C25' C24' C29 . . . 115(2) y
C23' C24' C29 . . . 110(2) y
C25' C24' H24' . . . 108.2 ?
C23' C24' H24' . . . 108.2 ?
C29 C24' H24' . . . 108.2 ?
C24' C25' C26' . . . 115.60(17) y
C24' C25' H25C . . . 108.4 ?
C26' C25' H25C . . . 108.4 ?
C24' C25' H25D . . . 108.4 ?
C26' C25' H25D . . . 108.4 ?
H25C C25' H25D . . . 107.4 ?
C27' C26' C25' . . . 112.90(16) y
C27' C26' H26C . . . 109 ?
C25' C26' H26C . . . 109 ?
C27' C26' H26D . . . 109 ?
C25' C26' H26D . . . 109 ?
H26C C26' H26D . . . 107.8 ?
C26' C27' C22' . . . 109.80(16) y
C26' C27' H27C . . . 109.7 ?
C22' C27' H27C . . . 109.7 ?
C26' C27' H27D . . . 109.7 ?
C22' C27' H27D . . . 109.7 ?
H27C C27' H27D . . . 108.2 ?
O22' C28' H28D . . . 109.5 ?
O22' C28' H28E . . . 109.5 ?
H28D C28' H28E . . . 109.5 ?
O22' C28' H28F . . . 109.5 ?
H28D C28' H28F . . . 109.5 ?
H28E C28' H28F . . . 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
O11 C11 . . 1.172(4) y
O12 C11 . . 1.324(5) y
O12 C18 . . 1.454(4) y
C11 C12 . . 1.514(4) y
C12 C17 . . 1.555(4) y
C12 C13 . . 1.587(4) y
C12 H12 . . 0.98 ?
C13 C14 . . 1.531(4) y
C13 H13a . . 0.97 ?
C13 H13b . . 0.97 ?
C14 C15 . . 1.559(4) y
C14 C19 . . 1.575(4) y
C14 H14 . . 0.98 ?
C15 C16 . . 1.568(5) y
C15 H15a . . 0.97 ?
C15 H15b . . 0.97 ?
C16 C17 . . 1.527(4) y
C16 H16a . . 0.97 ?
C16 H16b . . 0.97 ?
C17 H17a . . 0.97 ?
C17 H17b . . 0.97 ?
C18 H18a . . 0.96 ?
C18 H18b . . 0.96 ?
C18 H18c . . 0.96 ?
O13 C113 . . 1.242(4) y
N11 C113 . . 1.318(4) y
N11 C19 . . 1.464(4) y
N11 H11 . . 0.86 ?
C19 C110 . . 1.570(5) y
C19 H19 . . 0.98 ?
C110 C112 . . 1.536(5) y
C110 C111 . . 1.592(5) y
C110 H110 . . 0.98 ?
C111 H11a . . 0.96 ?
C111 H11b . . 0.96 ?
C111 H11c . . 0.96 ?
C112 H11d . . 0.96 ?
C112 H11e . . 0.96 ?
C112 H11f . . 0.96 ?
C113 C114 . . 1.519(5) y
C114 H11g . . 0.96 ?
C114 H11h . . 0.96 ?
C114 H11i . . 0.96 ?
O23 C213 . . 1.230(4) y
N21 C213 . . 1.337(4) y
N21 C29 . . 1.485(4) y
N21 H21 . . 0.86 ?
C29 C210 . . 1.521(5) y
C29 C24' . . 1.59(3) y
C29 C24 . . 1.599(13) y
C29 H29 . . 0.98 ?
C29 H29 . . 0.98 ?
C210 C211 . . 1.534(5) y
C210 C212 . . 1.579(5) y
C210 H210 . . 0.98 ?
C211 H21a . . 0.96 ?
C211 H21b . . 0.96 ?
C211 H21c . . 0.96 ?
C212 H21d . . 0.96 ?
C212 H21e . . 0.96 ?
C212 H21f . . 0.96 ?
C213 C214 . . 1.536(5) y
C214 H21g . . 0.96 ?
C214 H21h . . 0.96 ?
C214 H21i . . 0.96 ?
O21 C21 . . 1.236(10) y
O22 C21 . . 1.233(12) y
O22 C28 . . 1.496(10) y
C21 C22 . . 1.497(10) y
C22 C27 . . 1.560(9) y
C22 C23 . . 1.569(8) y
C22 H22 . . 0.98 ?
C23 C24 . . 1.576(7) y
C23 H23a . . 0.97 ?
C23 H23b . . 0.97 ?
C24 C25 . . 1.539(7) y
C24 H24 . . 0.98 ?
C25 C26 . . 1.567(9) y
C25 H25a . . 0.97 ?
C25 H25b . . 0.97 ?
C26 C27 . . 1.544(10) y
C26 H26a . . 0.97 ?
C26 H26b . . 0.97 ?
C27 H27a . . 0.97 ?
C27 H27b . . 0.97 ?
C28 H28a . . 0.96 ?
C28 H28b . . 0.96 ?
C28 H28c . . 0.96 ?
O21' C21' . . 1.176(16) y
O22' C21' . . 1.278(17) y
O22' C28' . . 1.481(16) y
C21' C22' . . 1.507(15) y
C22' C27' . . 1.570(16) y
C22' C23' . . 1.583(15) y
C22' H22' . . 0.98 ?
C23' C24' . . 1.578(15) y
C23' H23c . . 0.97 ?
C23' H23d . . 0.97 ?
C24' C25' . . 1.547(15) y
C24' H24' . . 0.98 ?
C25' C26' . . 1.564(15) y
C25' H25c . . 0.97 ?
C25' H25d . . 0.97 ?
C26' C27' . . 1.531(17) y
C26' H26c . . 0.97 ?
C26' H26d . . 0.97 ?
C27' H27c . . 0.97 ?
C27' H27d . . 0.97 ?
C28' H28d . . 0.96 ?
C28' H28e . . 0.96 ?
C28' H28f . . 0.96 ?
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
N11 H11 O23 0.86 2.05 2.892(4) 167.8 1_645
N21 H21 O13 0.86 2 2.828(4) 160.1 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
C18 O12 C11 O11 . . . . 1.5(7) y
C18 O12 C11 C12 . . . . -179.2(4) y
O11 C11 C12 C17 . . . . 100.9(6) y
O12 C11 C12 C17 . . . . -78.4(5) y
O11 C11 C12 C13 . . . . -26.0(6) y
O12 C11 C12 C13 . . . . 154.7(4) y
C11 C12 C13 C14 . . . . -177.1(3) y
C17 C12 C13 C14 . . . . 58.6(4) y
C12 C13 C14 C15 . . . . -52.3(4) y
C12 C13 C14 C19 . . . . 179.3(3) y
C13 C14 C15 C16 . . . . 51.5(4) y
C19 C14 C15 C16 . . . . 179.8(3) y
C14 C15 C16 C17 . . . . -54.1(5) y
C15 C16 C17 C12 . . . . 52.0(5) y
C11 C12 C17 C16 . . . . 178.7(4) y
C13 C12 C17 C16 . . . . -55.2(4) y
C113 N11 C19 C110 . . . . 111.6(4) y
C113 N11 C19 C14 . . . . -117.6(4) y
C13 C14 C19 N11 . . . . -175.6(3) y
C15 C14 C19 N11 . . . . 60.1(4) y
C13 C14 C19 C110 . . . . -49.7(4) y
C15 C14 C19 C110 . . . . -174.0(3) y
N11 C19 C110 C112 . . . . 63.7(4) y
C14 C19 C110 C112 . . . . -62.6(4) y
N11 C19 C110 C111 . . . . -60.3(4) y
C14 C19 C110 C111 . . . . 173.4(3) y
C19 N11 C113 O13 . . . . 0.5(7) y
C19 N11 C113 C114 . . . . 175.9(3) y
C213 N21 C29 C210 . . . . 109.6(4) y
C213 N21 C29 C24' . . . . -119.90(16) y
C213 N21 C29 C24 . . . . -122.5(6) y
N21 C29 C210 C211 . . . . 65.7(4) y
C24' C29 C210 C211 . . . . -67.30(17) y
C24 C29 C210 C211 . . . . -57.4(7) y
N21 C29 C210 C212 . . . . -56.3(4) y
C24' C29 C210 C212 . . . . 170.80(16) y
C24 C29 C210 C212 . . . . -179.4(6) y
C29 N21 C213 O23 . . . . -0.8(7) y
C29 N21 C213 C214 . . . . 176.4(4) y
C28 O22 C21 O21 . . . . 5.50(16) y
C28 O22 C21 C22 . . . . -177.1(1) y
O22 C21 C22 C27 . . . . -140.40(11) y
O21 C21 C22 C27 . . . . 36.80(12) y
O22 C21 C22 C23 . . . . 93.70(11) y
O21 C21 C22 C23 . . . . -89.10(12) y
C21 C22 C23 C24 . . . . 179.9(9) y
C27 C22 C23 C24 . . . . 53.30(11) y
C22 C23 C24 C25 . . . . -54.10(12) y
C22 C23 C24 C29 . . . . -180.0(8) y
N21 C29 C24 C25 . . . . 49.8(1) y
C210 C29 C24 C25 . . . . 173.8(6) y
C24' C29 C24 C25 . . . . -116(10) y
N21 C29 C24 C23 . . . . 172.4(7) y
C210 C29 C24 C23 . . . . -63.7(1) y
C24' C29 C24 C23 . . . . 6(9) y
C23 C24 C25 C26 . . . . 54.40(12) y
C29 C24 C25 C26 . . . . -178.8(8) y
C24 C25 C26 C27 . . . . -59.9(1) y
C25 C26 C27 C22 . . . . 56.1(1) y
C21 C22 C27 C26 . . . . -178.7(8) y
C23 C22 C27 C26 . . . . -50.80(11) y
C28' O22' C21' O21' . . . . 8(4) y
C28' O22' C21' C22' . . . . -178(2) y
O21' C21' C22' C27' . . . . 93(2) y
O22' C21' C22' C27' . . . . -80(3) y
O21' C21' C22' C23' . . . . -31(2) y
O22' C21' C22' C23' . . . . 155(3) y
C21' C22' C23' C24' . . . . -178(2) y
C27' C22' C23' C24' . . . . 60(3) y
C22' C23' C24' C25' . . . . -57(3) y
C22' C23' C24' C29 . . . . 177(2) y
N21 C29 C24' C25' . . . . 67(3) y
C210 C29 C24' C25' . . . . -163.50(17) y
C24 C29 C24' C25' . . . . 82(8) y
N21 C29 C24' C23' . . . . -171.70(17) y
C210 C29 C24' C23' . . . . -43(3) y
C24 C29 C24' C23' . . . . -157(11) y
C23' C24' C25' C26' . . . . 56(3) y
C29 C24' C25' C26' . . . . 178(2) y
C24' C25' C26' C27' . . . . -53(3) y
C25' C26' C27' C22' . . . . 49(3) y
C21' C22' C27' C26' . . . . -177(2) y
C23' C22' C27' C26' . . . . -54(3) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139091475
