#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/42/4024204.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_4024204
loop_
_publ_author_name
'Sun-Liang Cui'
'Jun Wang'
'Xu-Feng Lin'
'Yan-Guang Wang'
_publ_section_title
;
 Domino Reaction of 3-(2-Formylphenoxy)propenoates and Amines:
 A Novel Synthesis of 1,4-Dihydropyridines from Salicaldehydes,
 Ethyl Propiolate, and Amines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7779
_journal_page_last               7782
_journal_paper_doi               10.1021/jo7013593
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C28 H29 N O7 '
_chemical_formula_sum            'C28 H29 N O7'
_chemical_formula_weight         491.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2006-02-21
_audit_creation_method           'by CrystalStructure 3.7.0'
_cell_angle_alpha                101.089(18)
_cell_angle_beta                 106.943(16)
_cell_angle_gamma                104.443(15)
_cell_formula_units_Z            2
_cell_length_a                   8.820(3)
_cell_length_b                   11.774(5)
_cell_length_c                   13.600(7)
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     1253.7(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12480
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             520.00
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.53
_refine_ls_extinction_coef       162(28)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5704
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0010Fo² + 1.8600σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1375
_reflns_number_gt                3870
_reflns_number_total             5704
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo7013593-File001.cif
_cod_data_source_block           '_CS0108'
_cod_original_formula_sum        'C28 H29 N O7 '
_cod_database_code               4024204
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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 0.08564(14) 0.20294(12) 0.64369(10) 0.0494(3) Uani 1.00 1 d . . .
O2 O 0.05165(17) 0.18052(14) 0.97300(12) 0.0687(4) Uani 1.00 1 d . . .
O3 O 0.30149(18) 0.19631(17) 0.95954(12) 0.0810(5) Uani 1.00 1 d . . .
O4 O -0.26376(13) 0.24906(12) 0.26710(11) 0.0577(3) Uani 1.00 1 d . . .
O5 O -0.21949(14) 0.20906(12) 0.42576(12) 0.0578(4) Uani 1.00 1 d . . .
O6 O 0.33787(14) 0.46497(12) 0.71883(10) 0.0556(3) Uani 1.00 1 d . . .
O7 O 0.53196(14) 0.59740(12) 0.68391(10) 0.0544(3) Uani 1.00 1 d . . .
N1 N 0.18846(14) 0.51630(12) 0.37460(11) 0.0364(3) Uani 1.00 1 d . . .
C1 C 0.12203(18) 0.36110(12) 0.51105(12) 0.0343(4) Uani 1.00 1 d . . .
C2 C -0.00206(18) 0.35439(13) 0.40459(12) 0.0341(4) Uani 1.00 1 d . . .
C3 C 0.03560(18) 0.42560(13) 0.34409(12) 0.0354(4) Uani 1.00 1 d . . .
C4 C 0.30065(18) 0.54008(13) 0.47702(12) 0.0350(4) Uani 1.00 1 d . . .
C5 C 0.27217(18) 0.47536(13) 0.54415(12) 0.0339(4) Uani 1.00 1 d . . .
C6 C 0.17559(18) 0.24690(13) 0.50257(12) 0.0356(4) Uani 1.00 1 d . . .
C7 C 0.2437(2) 0.21324(14) 0.42587(14) 0.0438(4) Uani 1.00 1 d . . .
C8 C 0.2904(2) 0.10917(17) 0.41505(17) 0.0538(5) Uani 1.00 1 d . . .
C9 C 0.2687(2) 0.03582(16) 0.48073(17) 0.0532(5) Uani 1.00 1 d . . .
C10 C 0.2028(2) 0.06728(16) 0.55747(16) 0.0480(5) Uani 1.00 1 d . . .
C11 C 0.15917(19) 0.17233(14) 0.56881(13) 0.0395(4) Uani 1.00 1 d . . .
C12 C 0.1552(2) 0.19428(16) 0.74268(14) 0.0467(5) Uani 1.00 1 d . . .
C13 C 0.0771(2) 0.19457(19) 0.81130(17) 0.0573(6) Uani 1.00 1 d . . .
C14 C 0.1582(2) 0.19161(18) 0.92005(16) 0.0528(5) Uani 1.00 1 d . . .
C15 C 0.1143(2) 0.1735(2) 1.08112(17) 0.0681(6) Uani 1.00 1 d . . .
C16 C -0.0310(3) 0.1504(2) 1.1182(2) 0.0819(8) Uani 1.00 1 d . . .
C17 C -0.17018(19) 0.26416(14) 0.36962(14) 0.0401(4) Uani 1.00 1 d . . .
C18 C -0.4335(2) 0.16613(19) 0.2256(2) 0.0775(7) Uani 1.00 1 d . . .
C19 C -0.4468(3) 0.0471(2) 0.1608(3) 0.1039(13) Uani 1.00 1 d . . .
C20 C 0.22433(18) 0.58621(14) 0.30454(13) 0.0374(4) Uani 1.00 1 d . . .
C21 C 0.1625(2) 0.53113(17) 0.19494(14) 0.0475(5) Uani 1.00 1 d . . .
C22 C 0.1981(2) 0.5979(2) 0.12679(16) 0.0569(6) Uani 1.00 1 d . . .
C23 C 0.2975(2) 0.7187(2) 0.16682(18) 0.0592(6) Uani 1.00 1 d . . .
C24 C 0.3588(2) 0.77267(18) 0.27501(18) 0.0562(6) Uani 1.00 1 d . . .
C25 C 0.3215(2) 0.70821(16) 0.34451(16) 0.0481(5) Uani 1.00 1 d . . .
C26 C 0.3962(2) 0.51997(14) 0.65417(13) 0.0387(4) Uani 1.00 1 d . . .
C27 C 0.4369(2) 0.5055(2) 0.83233(14) 0.0635(6) Uani 1.00 1 d . . .
C28 C 0.3380(2) 0.5447(2) 0.89403(17) 0.0707(7) Uani 1.00 1 d . . .
H1 H 0.0690 0.3668 0.5651 0.041 Uiso 1.00 1 c R . .
H3 H -0.0451 0.4137 0.2779 0.042 Uiso 1.00 1 c R . .
H4 H 0.4009 0.6043 0.5004 0.042 Uiso 1.00 1 c R . .
H7 H 0.2582 0.2619 0.3808 0.053 Uiso 1.00 1 c R . .
H8 H 0.3363 0.0887 0.3634 0.065 Uiso 1.00 1 c R . .
H9 H 0.2988 -0.0348 0.4731 0.064 Uiso 1.00 1 c R . .
H10 H 0.1874 0.0178 0.6018 0.058 Uiso 1.00 1 c R . .
H12 H 0.2622 0.1879 0.7633 0.056 Uiso 1.00 1 c R . .
H13 H -0.0321 0.1967 0.7901 0.069 Uiso 1.00 1 c R . .
H21 H 0.0968 0.4490 0.1673 0.057 Uiso 1.00 1 c R . .
H22 H 0.1545 0.5609 0.0531 0.068 Uiso 1.00 1 c R . .
H23 H 0.3227 0.7632 0.1208 0.071 Uiso 1.00 1 c R . .
H24 H 0.4269 0.8542 0.3024 0.067 Uiso 1.00 1 c R . .
H25 H 0.3615 0.7468 0.4178 0.058 Uiso 1.00 1 c R . .
H151 H 0.2003 0.2500 1.1268 0.082 Uiso 1.00 1 c R . .
H152 H 0.1607 0.1071 1.0827 0.082 Uiso 1.00 1 c R . .
H161 H -0.0803 0.2140 1.1120 0.098 Uiso 1.00 1 c R . .
H162 H 0.0067 0.1496 1.1917 0.098 Uiso 1.00 1 c R . .
H163 H -0.1129 0.0728 1.0746 0.098 Uiso 1.00 1 c R . .
H181 H -0.4690 0.1549 0.2852 0.093 Uiso 1.00 1 c R . .
H182 H -0.5059 0.2012 0.1815 0.093 Uiso 1.00 1 c R . .
H191 H -0.3386 0.0481 0.1588 0.125 Uiso 1.00 1 c R . .
H192 H -0.5237 0.0304 0.0892 0.125 Uiso 1.00 1 c R . .
H193 H -0.4869 -0.0154 0.1919 0.125 Uiso 1.00 1 c R . .
H271 H 0.5363 0.5735 0.8464 0.076 Uiso 1.00 1 c R . .
H272 H 0.4697 0.4386 0.8537 0.076 Uiso 1.00 1 c R . .
H281 H 0.2409 0.4769 0.8815 0.085 Uiso 1.00 1 c R . .
H282 H 0.3035 0.6098 0.8719 0.085 Uiso 1.00 1 c R . .
H283 H 0.4051 0.5732 0.9691 0.085 Uiso 1.00 1 c R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C11 O1 C12 117.46(15) ? . . .
C14 O2 C15 117.34(17) ? . . .
C17 O4 C18 117.70(17) ? . . .
C26 O6 C27 118.53(13) ? . . .
C3 N1 C4 117.35(15) ? . . .
C3 N1 C20 120.96(12) ? . . .
C4 N1 C20 121.61(11) ? . . .
C2 C1 C5 108.57(14) ? . . .
C2 C1 C6 110.65(12) ? . . .
C5 C1 C6 110.77(13) ? . . .
C1 C2 C3 122.91(12) ? . . .
C1 C2 C17 116.59(15) ? . . .
C3 C2 C17 120.51(14) ? . . .
N1 C3 C2 123.45(13) ? . . .
N1 C4 C5 123.18(12) ? . . .
C1 C5 C4 122.94(13) ? . . .
C1 C5 C26 120.56(15) ? . . .
C4 C5 C26 116.50(12) ? . . .
C1 C6 C7 120.28(16) ? . . .
C1 C6 C11 122.84(17) ? . . .
C7 C6 C11 116.88(17) ? . . .
C6 C7 C8 121.53(19) ? . . .
C7 C8 C9 119.9(2) ? . . .
C8 C9 C10 119.71(19) ? . . .
C9 C10 C11 119.9(2) ? . . .
O1 C11 C6 117.35(16) ? . . .
O1 C11 C10 120.53(18) ? . . .
C6 C11 C10 121.98(19) ? . . .
O1 C12 C13 122.16(18) ? . . .
C12 C13 C14 121.23(19) ? . . .
O2 C14 O3 122.6(2) ? . . .
O2 C14 C13 111.38(17) ? . . .
O3 C14 C13 126.0(2) ? . . .
O2 C15 C16 106.75(18) ? . . .
O4 C17 O5 123.17(13) ? . . .
O4 C17 C2 112.96(16) ? . . .
O5 C17 C2 123.87(15) ? . . .
O4 C18 C19 111.4(2) ? . . .
N1 C20 C21 119.75(14) ? . . .
N1 C20 C25 120.90(15) ? . . .
C21 C20 C25 119.34(19) ? . . .
C20 C21 C22 120.05(15) ? . . .
C21 C22 C23 120.56(18) ? . . .
C22 C23 C24 119.2(2) ? . . .
C23 C24 C25 121.13(17) ? . . .
C20 C25 C24 119.64(17) ? . . .
O6 C26 O7 123.59(15) ? . . .
O6 C26 C5 110.86(12) ? . . .
O7 C26 C5 125.53(18) ? . . .
O6 C27 C28 109.85(16) ? . . .
C2 C1 H1 108.9 ? . . .
C5 C1 H1 108.9 ? . . .
C6 C1 H1 108.9 ? . . .
N1 C3 H3 118.3 ? . . .
C2 C3 H3 118.3 ? . . .
N1 C4 H4 118.4 ? . . .
C5 C4 H4 118.4 ? . . .
C6 C7 H7 119.2 ? . . .
C8 C7 H7 119.2 ? . . .
C7 C8 H8 120.0 ? . . .
C9 C8 H8 120.0 ? . . .
C8 C9 H9 120.1 ? . . .
C10 C9 H9 120.1 ? . . .
C9 C10 H10 120.0 ? . . .
C11 C10 H10 120.0 ? . . .
O1 C12 H12 118.9 ? . . .
C13 C12 H12 118.9 ? . . .
C12 C13 H13 119.4 ? . . .
C14 C13 H13 119.4 ? . . .
O2 C15 H151 110.2 ? . . .
O2 C15 H152 110.2 ? . . .
C16 C15 H151 110.2 ? . . .
C16 C15 H152 110.2 ? . . .
H151 C15 H152 109.5 ? . . .
C15 C16 H161 109.5 ? . . .
C15 C16 H162 109.5 ? . . .
C15 C16 H163 109.5 ? . . .
H161 C16 H162 109.5 ? . . .
H161 C16 H163 109.5 ? . . .
H162 C16 H163 109.5 ? . . .
O4 C18 H181 109.0 ? . . .
O4 C18 H182 109.0 ? . . .
C19 C18 H181 109.0 ? . . .
C19 C18 H182 109.0 ? . . .
H181 C18 H182 109.5 ? . . .
C18 C19 H191 109.5 ? . . .
C18 C19 H192 109.5 ? . . .
C18 C19 H193 109.5 ? . . .
H191 C19 H192 109.5 ? . . .
H191 C19 H193 109.5 ? . . .
H192 C19 H193 109.5 ? . . .
C20 C21 H21 120.0 ? . . .
C22 C21 H21 120.0 ? . . .
C21 C22 H22 119.7 ? . . .
C23 C22 H22 119.7 ? . . .
C22 C23 H23 120.4 ? . . .
C24 C23 H23 120.4 ? . . .
C23 C24 H24 119.4 ? . . .
C25 C24 H24 119.4 ? . . .
C20 C25 H25 120.2 ? . . .
C24 C25 H25 120.2 ? . . .
O6 C27 H271 109.4 ? . . .
O6 C27 H272 109.4 ? . . .
C28 C27 H271 109.4 ? . . .
C28 C27 H272 109.4 ? . . .
H271 C27 H272 109.5 ? . . .
C27 C28 H281 109.5 ? . . .
C27 C28 H282 109.5 ? . . .
C27 C28 H283 109.5 ? . . .
H281 C28 H282 109.5 ? . . .
H281 C28 H283 109.5 ? . . .
H282 C28 H283 109.5 ? . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C11 1.396(2) ? . .
O1 C12 1.342(2) ? . .
O2 C14 1.338(3) ? . .
O2 C15 1.439(2) ? . .
O3 C14 1.203(2) ? . .
O4 C17 1.348(2) ? . .
O4 C18 1.442(2) ? . .
O5 C17 1.198(2) ? . .
O6 C26 1.332(2) ? . .
O6 C27 1.448(2) ? . .
O7 C26 1.2083(18) ? . .
N1 C3 1.3841(17) ? . .
N1 C4 1.3806(19) ? . .
N1 C20 1.426(2) ? . .
C1 C2 1.513(2) ? . .
C1 C5 1.5156(19) ? . .
C1 C6 1.528(2) ? . .
C2 C3 1.333(2) ? . .
C2 C17 1.4705(19) ? . .
C4 C5 1.335(2) ? . .
C5 C26 1.473(2) ? . .
C6 C7 1.390(2) ? . .
C6 C11 1.386(2) ? . .
C7 C8 1.382(2) ? . .
C8 C9 1.376(3) ? . .
C9 C10 1.370(3) ? . .
C10 C11 1.378(2) ? . .
C12 C13 1.311(3) ? . .
C13 C14 1.455(3) ? . .
C15 C16 1.492(4) ? . .
C18 C19 1.462(3) ? . .
C20 C21 1.385(2) ? . .
C20 C25 1.381(2) ? . .
C21 C22 1.380(3) ? . .
C22 C23 1.375(2) ? . .
C23 C24 1.366(3) ? . .
C24 C25 1.382(3) ? . .
C27 C28 1.468(3) ? . .
C1 H1 0.980 ? . .
C3 H3 0.930 ? . .
C4 H4 0.930 ? . .
C7 H7 0.930 ? . .
C8 H8 0.930 ? . .
C9 H9 0.930 ? . .
C10 H10 0.930 ? . .
C12 H12 0.930 ? . .
C13 H13 0.930 ? . .
C15 H151 0.970 ? . .
C15 H152 0.970 ? . .
C16 H161 0.960 ? . .
C16 H162 0.960 ? . .
C16 H163 0.960 ? . .
C18 H181 0.970 ? . .
C18 H182 0.970 ? . .
C19 H191 0.960 ? . .
C19 H192 0.960 ? . .
C19 H193 0.960 ? . .
C21 H21 0.930 ? . .
C22 H22 0.930 ? . .
C23 H23 0.930 ? . .
C24 H24 0.930 ? . .
C25 H25 0.930 ? . .
C27 H271 0.970 ? . .
C27 H272 0.970 ? . .
C28 H281 0.960 ? . .
C28 H282 0.960 ? . .
C28 H283 0.960 ? . .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 C9 3.3527(18) ? . 55602
O1 C10 3.5548(17) ? . 55602
O3 C28 3.537(2) ? . 66702
O4 O6 3.567(2) ? . 56602
O4 O7 3.449(2) ? . 56602
O4 C16 3.518(3) ? . 55401
O4 C26 3.332(2) ? . 56602
O5 C4 3.330(2) ? . 56602
O5 C9 3.351(2) ? . 55602
O5 C10 3.342(2) ? . 55602
O5 C25 3.525(2) ? . 56602
O6 O4 3.567(2) ? . 56602
O7 O4 3.449(2) ? . 56602
O7 N1 3.300(2) ? . 66602
O7 C4 3.362(2) ? . 66602
O7 C7 3.452(2) ? . 66602
O7 C18 3.245(2) ? . 56602
O7 C20 3.402(2) ? . 66602
O7 C21 3.560(2) ? . 66602
N1 O7 3.300(2) ? . 66602
C4 O5 3.330(2) ? . 56602
C4 O7 3.362(2) ? . 66602
C4 C17 3.444(2) ? . 56602
C5 C17 3.493(2) ? . 56602
C7 O7 3.452(2) ? . 66602
C9 O1 3.3527(18) ? . 55602
C9 O5 3.351(2) ? . 55602
C10 O1 3.5548(17) ? . 55602
C10 O5 3.342(2) ? . 55602
C10 C10 3.272(2) ? . 55602
C10 C11 3.3982(19) ? . 55602
C11 C10 3.3982(19) ? . 55602
C16 O4 3.518(3) ? . 55601
C17 C4 3.444(2) ? . 56602
C17 C5 3.493(2) ? . 56602
C18 O7 3.245(2) ? . 56602
C20 O7 3.402(2) ? . 66602
C21 O7 3.560(2) ? . 66602
C25 O5 3.525(2) ? . 56602
C26 O4 3.332(2) ? . 56602
C28 O3 3.537(2) ? . 66702
O1 H9 3.200 ? . 55602
O1 H10 3.544 ? . 55602
O2 H21 3.561 ? . 55601
O2 H23 3.454 ? . 56602
O2 H152 3.252 ? . 55702
O2 H163 3.142 ? . 55702
O3 H163 3.062 ? . 55702
O3 H182 2.983 ? . 65601
O3 H191 3.159 ? . 55602
O3 H192 3.248 ? . 65601
O3 H271 3.077 ? . 66702
O3 H282 3.460 ? . 66702
O3 H283 3.004 ? . 66702
O4 H161 3.037 ? . 55401
O4 H162 3.236 ? . 55401
O4 H282 2.752 ? . 56602
O5 H4 3.200 ? . 56602
O5 H8 3.593 ? . 45501
O5 H9 2.743 ? . 55602
O5 H10 2.722 ? . 55602
O5 H25 2.796 ? . 56602
O6 H3 3.255 ? . 56602
O7 H4 3.398 ? . 66602
O7 H7 2.631 ? . 66602
O7 H21 3.546 ? . 66602
O7 H151 2.827 ? . 66702
O7 H181 3.077 ? . 56602
O7 H182 2.807 ? . 56602
N1 H1 3.152 ? . 56602
C2 H1 3.447 ? . 56602
C2 H162 3.427 ? . 55401
C3 H1 2.997 ? . 56602
C3 H161 3.322 ? . 55401
C3 H162 3.407 ? . 55401
C3 H282 3.396 ? . 56602
C4 H4 3.446 ? . 66602
C5 H4 3.422 ? . 66602
C6 H10 3.557 ? . 55602
C7 H4 3.070 ? . 66602
C7 H25 3.369 ? . 66602
C7 H162 3.082 ? . 55401
C8 H4 3.496 ? . 66602
C8 H25 3.053 ? . 66602
C8 H162 3.527 ? . 55401
C8 H181 3.145 ? . 65501
C9 H24 3.125 ? . 66602
C9 H25 3.308 ? . 66602
C10 H10 3.262 ? . 55602
C10 H24 3.057 ? . 66602
C11 H10 3.193 ? . 55602
C14 H163 3.056 ? . 55702
C14 H271 3.593 ? . 66702
C15 H21 3.288 ? . 55601
C15 H152 3.433 ? . 55702
C15 H163 3.240 ? . 55702
C15 H182 3.132 ? . 65601
C15 H271 3.444 ? . 66702
C16 H3 3.479 ? . 55601
C16 H7 3.493 ? . 55601
C16 H21 3.280 ? . 55601
C16 H152 3.350 ? . 55702
C16 H191 2.935 ? . 55601
C17 H4 3.505 ? . 56602
C17 H10 3.388 ? . 55602
C17 H162 3.479 ? . 55401
C18 H8 3.228 ? . 45501
C18 H151 3.575 ? . 45401
C18 H152 3.355 ? . 45401
C18 H282 3.280 ? . 56602
C19 H23 3.297 ? . 44501
C19 H24 3.432 ? . 44501
C19 H163 3.441 ? . 55401
C19 H192 3.260 ? . 45502
C21 H22 3.458 ? . 56502
C21 H151 3.388 ? . 55401
C21 H161 3.575 ? . 55401
C21 H271 3.336 ? . 66602
C21 H272 3.444 ? . 66602
C21 H281 3.374 ? . 56602
C22 H13 3.309 ? . 56602
C22 H22 3.172 ? . 56502
C22 H271 3.441 ? . 66602
C22 H272 3.010 ? . 66602
C22 H281 3.532 ? . 55401
C22 H283 3.214 ? . 55401
C23 H12 3.537 ? . 66602
C23 H13 2.925 ? . 56602
C23 H193 3.127 ? . 66501
C23 H272 3.124 ? . 66602
C23 H283 3.405 ? . 55401
C24 H9 3.429 ? . 56501
C24 H12 3.463 ? . 66602
C24 H13 2.894 ? . 56602
C24 H193 3.106 ? . 66501
C25 H9 3.275 ? . 56501
C25 H13 3.257 ? . 56602
C26 H4 3.475 ? . 66602
C26 H182 3.323 ? . 56602
C27 H151 3.549 ? . 66702
C27 H182 3.407 ? . 56602
C27 H283 3.083 ? . 66702
C28 H3 3.151 ? . 56602
C28 H22 3.062 ? . 55601
C28 H182 3.472 ? . 56602
C28 H272 3.297 ? . 66702
C28 H283 3.261 ? . 66702
H1 N1 3.152 ? . 56602
H1 C2 3.447 ? . 56602
H1 C3 2.997 ? . 56602
H1 H3 3.114 ? . 56602
H3 O6 3.255 ? . 56602
H3 C16 3.479 ? . 55401
H3 C28 3.151 ? . 56602
H3 H1 3.114 ? . 56602
H3 H161 2.811 ? . 55401
H3 H162 3.297 ? . 55401
H3 H281 3.056 ? . 56602
H3 H282 2.487 ? . 56602
H4 O5 3.200 ? . 56602
H4 O7 3.398 ? . 66602
H4 C4 3.446 ? . 66602
H4 C5 3.422 ? . 66602
H4 C7 3.070 ? . 66602
H4 C8 3.496 ? . 66602
H4 C17 3.505 ? . 56602
H4 C26 3.475 ? . 66602
H4 H4 3.351 ? . 66602
H4 H7 2.821 ? . 66602
H4 H8 3.551 ? . 66602
H4 H181 3.443 ? . 56602
H7 O7 2.631 ? . 66602
H7 C16 3.493 ? . 55401
H7 H4 2.821 ? . 66602
H7 H151 3.310 ? . 55401
H7 H162 2.681 ? . 55401
H7 H181 3.431 ? . 65501
H8 O5 3.593 ? . 65501
H8 C18 3.228 ? . 65501
H8 H4 3.551 ? . 66602
H8 H13 3.520 ? . 55602
H8 H24 3.092 ? . 54501
H8 H25 3.208 ? . 66602
H8 H162 3.486 ? . 55401
H8 H181 2.324 ? . 65501
H8 H182 3.487 ? . 65501
H8 H193 3.369 ? . 65501
H9 O1 3.200 ? . 55602
H9 O5 2.743 ? . 55602
H9 C24 3.429 ? . 54501
H9 C25 3.275 ? . 54501
H9 H9 3.258 ? . 65602
H9 H13 3.494 ? . 55602
H9 H24 3.078 ? . 54501
H9 H24 3.214 ? . 66602
H9 H25 2.774 ? . 54501
H10 O1 3.544 ? . 55602
H10 O5 2.722 ? . 55602
H10 C6 3.557 ? . 55602
H10 C10 3.262 ? . 55602
H10 C11 3.193 ? . 55602
H10 C17 3.388 ? . 55602
H10 H10 3.507 ? . 55602
H10 H24 3.106 ? . 66602
H10 H191 3.455 ? . 55602
H10 H193 3.256 ? . 55602
H12 C23 3.537 ? . 66602
H12 C24 3.463 ? . 66602
H12 H23 3.385 ? . 66602
H12 H24 3.240 ? . 66602
H12 H191 3.309 ? . 55602
H12 H193 3.194 ? . 55602
H13 C22 3.309 ? . 56602
H13 C23 2.925 ? . 56602
H13 C24 2.894 ? . 56602
H13 C25 3.257 ? . 56602
H13 H8 3.520 ? . 55602
H13 H9 3.494 ? . 55602
H13 H23 3.234 ? . 56602
H13 H24 3.191 ? . 56602
H21 O2 3.561 ? . 55401
H21 O7 3.546 ? . 66602
H21 C15 3.288 ? . 55401
H21 C16 3.280 ? . 55401
H21 H22 3.126 ? . 56502
H21 H151 2.738 ? . 55401
H21 H161 2.650 ? . 55401
H21 H162 3.518 ? . 55401
H21 H271 3.367 ? . 66602
H21 H281 3.231 ? . 56602
H21 H282 3.282 ? . 56602
H22 C21 3.458 ? . 56502
H22 C22 3.172 ? . 56502
H22 C28 3.062 ? . 55401
H22 H21 3.126 ? . 56502
H22 H22 2.556 ? . 56502
H22 H271 3.553 ? . 66602
H22 H272 3.183 ? . 66602
H22 H281 2.745 ? . 55401
H22 H282 3.192 ? . 55401
H22 H283 2.755 ? . 55401
H23 O2 3.454 ? . 56602
H23 C19 3.297 ? . 66501
H23 H12 3.385 ? . 66602
H23 H13 3.234 ? . 56602
H23 H161 3.367 ? . 56602
H23 H192 3.264 ? . 66501
H23 H193 2.540 ? . 66501
H23 H272 3.352 ? . 66602
H23 H282 3.451 ? . 55401
H23 H283 3.115 ? . 55401
H24 C9 3.125 ? . 66602
H24 C10 3.057 ? . 66602
H24 C19 3.432 ? . 66501
H24 H8 3.092 ? . 56501
H24 H9 3.078 ? . 56501
H24 H9 3.214 ? . 66602
H24 H10 3.106 ? . 66602
H24 H12 3.240 ? . 66602
H24 H13 3.191 ? . 56602
H24 H181 3.501 ? . 66501
H24 H193 2.483 ? . 66501
H25 O5 2.796 ? . 56602
H25 C7 3.369 ? . 66602
H25 C8 3.053 ? . 66602
H25 C9 3.308 ? . 66602
H25 H8 3.208 ? . 66602
H25 H9 2.774 ? . 56501
H151 O7 2.827 ? . 66702
H151 C18 3.575 ? . 65601
H151 C21 3.388 ? . 55601
H151 C27 3.549 ? . 66702
H151 H7 3.310 ? . 55601
H151 H21 2.738 ? . 55601
H151 H182 2.717 ? . 65601
H151 H271 2.580 ? . 66702
H152 O2 3.252 ? . 55702
H152 C15 3.433 ? . 55702
H152 C16 3.350 ? . 55702
H152 C18 3.355 ? . 65601
H152 H152 3.161 ? . 55702
H152 H163 2.554 ? . 55702
H152 H181 3.437 ? . 65601
H152 H182 2.680 ? . 65601
H152 H192 3.117 ? . 65601
H161 O4 3.037 ? . 55601
H161 C3 3.322 ? . 55601
H161 C21 3.575 ? . 55601
H161 H3 2.811 ? . 55601
H161 H21 2.650 ? . 55601
H161 H23 3.367 ? . 56602
H161 H191 2.917 ? . 55601
H161 H282 3.216 ? . 56702
H162 O4 3.236 ? . 55601
H162 C2 3.427 ? . 55601
H162 C3 3.407 ? . 55601
H162 C7 3.082 ? . 55601
H162 C8 3.527 ? . 55601
H162 C17 3.479 ? . 55601
H162 H3 3.297 ? . 55601
H162 H7 2.681 ? . 55601
H162 H8 3.486 ? . 55601
H162 H21 3.518 ? . 55601
H162 H191 2.844 ? . 55601
H163 O2 3.142 ? . 55702
H163 O3 3.062 ? . 55702
H163 C14 3.056 ? . 55702
H163 C15 3.240 ? . 55702
H163 C19 3.441 ? . 55601
H163 H152 2.554 ? . 55702
H163 H191 2.555 ? . 55601
H163 H192 3.093 ? . 45602
H181 O7 3.077 ? . 56602
H181 C8 3.145 ? . 45501
H181 H4 3.443 ? . 56602
H181 H7 3.431 ? . 45501
H181 H8 2.324 ? . 45501
H181 H24 3.501 ? . 44501
H181 H152 3.437 ? . 45401
H182 O3 2.983 ? . 45401
H182 O7 2.807 ? . 56602
H182 C15 3.132 ? . 45401
H182 C26 3.323 ? . 56602
H182 C27 3.407 ? . 56602
H182 C28 3.472 ? . 56602
H182 H8 3.487 ? . 45501
H182 H151 2.717 ? . 45401
H182 H152 2.680 ? . 45401
H182 H271 2.817 ? . 56602
H182 H282 2.840 ? . 56602
H191 O3 3.159 ? . 55602
H191 C16 2.935 ? . 55401
H191 H10 3.455 ? . 55602
H191 H12 3.309 ? . 55602
H191 H161 2.917 ? . 55401
H191 H162 2.844 ? . 55401
H191 H163 2.555 ? . 55401
H191 H192 3.091 ? . 45502
H192 O3 3.248 ? . 45401
H192 C19 3.260 ? . 45502
H192 H23 3.264 ? . 44501
H192 H152 3.117 ? . 45401
H192 H163 3.093 ? . 45602
H192 H191 3.091 ? . 45502
H192 H192 2.577 ? . 45502
H193 C23 3.127 ? . 44501
H193 C24 3.106 ? . 44501
H193 H8 3.369 ? . 45501
H193 H10 3.256 ? . 55602
H193 H12 3.194 ? . 55602
H193 H23 2.540 ? . 44501
H193 H24 2.483 ? . 44501
H271 O3 3.077 ? . 66702
H271 C14 3.593 ? . 66702
H271 C15 3.444 ? . 66702
H271 C21 3.336 ? . 66602
H271 C22 3.441 ? . 66602
H271 H21 3.367 ? . 66602
H271 H22 3.553 ? . 66602
H271 H151 2.580 ? . 66702
H271 H182 2.817 ? . 56602
H271 H283 3.302 ? . 66702
H272 C21 3.444 ? . 66602
H272 C22 3.010 ? . 66602
H272 C23 3.124 ? . 66602
H272 C28 3.297 ? . 66702
H272 H22 3.183 ? . 66602
H272 H23 3.352 ? . 66602
H272 H281 3.532 ? . 66702
H272 H283 2.388 ? . 66702
H281 C21 3.374 ? . 56602
H281 C22 3.532 ? . 55601
H281 H3 3.056 ? . 56602
H281 H21 3.231 ? . 56602
H281 H22 2.745 ? . 55601
H281 H272 3.532 ? . 66702
H281 H283 3.451 ? . 66702
H282 O3 3.460 ? . 66702
H282 O4 2.752 ? . 56602
H282 C3 3.396 ? . 56602
H282 C18 3.280 ? . 56602
H282 H3 2.487 ? . 56602
H282 H21 3.282 ? . 56602
H282 H22 3.192 ? . 55601
H282 H23 3.451 ? . 55601
H282 H161 3.216 ? . 56702
H282 H182 2.840 ? . 56602
H283 O3 3.004 ? . 66702
H283 C22 3.214 ? . 55601
H283 C23 3.405 ? . 55601
H283 C27 3.083 ? . 66702
H283 C28 3.261 ? . 66702
H283 H22 2.755 ? . 55601
H283 H23 3.115 ? . 55601
H283 H271 3.302 ? . 66702
H283 H272 2.388 ? . 66702
H283 H281 3.451 ? . 66702
H283 H283 2.767 ? . 66702
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C11 O1 C12 C13 -164.80(16) ? . . . .
C12 O1 C11 C6 -138.08(14) ? . . . .
C12 O1 C11 C10 46.10(18) ? . . . .
C14 O2 C15 C16 -175.01(19) ? . . . .
C15 O2 C14 O3 -0.3(3) ? . . . .
C15 O2 C14 C13 178.59(18) ? . . . .
C17 O4 C18 C19 -100.0(2) ? . . . .
C18 O4 C17 O5 2.7(2) ? . . . .
C18 O4 C17 C2 -177.61(16) ? . . . .
C26 O6 C27 C28 122.3(2) ? . . . .
C27 O6 C26 O7 4.3(3) ? . . . .
C27 O6 C26 C5 -174.47(18) ? . . . .
C3 N1 C4 C5 4.1(2) ? . . . .
C4 N1 C3 C2 -5.8(2) ? . . . .
C3 N1 C20 C21 -35.4(2) ? . . . .
C3 N1 C20 C25 145.21(17) ? . . . .
C20 N1 C3 C2 177.28(17) ? . . . .
C4 N1 C20 C21 147.86(17) ? . . . .
C4 N1 C20 C25 -31.5(2) ? . . . .
C20 N1 C4 C5 -179.01(17) ? . . . .
C2 C1 C5 C4 -13.6(2) ? . . . .
C2 C1 C5 C26 166.92(16) ? . . . .
C5 C1 C2 C3 11.9(2) ? . . . .
C5 C1 C2 C17 -167.97(15) ? . . . .
C2 C1 C6 C7 55.75(17) ? . . . .
C2 C1 C6 C11 -124.03(15) ? . . . .
C6 C1 C2 C3 -109.84(18) ? . . . .
C6 C1 C2 C17 70.3(2) ? . . . .
C5 C1 C6 C7 -64.71(17) ? . . . .
C5 C1 C6 C11 115.52(16) ? . . . .
C6 C1 C5 C4 108.13(19) ? . . . .
C6 C1 C5 C26 -71.4(2) ? . . . .
C1 C2 C3 N1 -3.1(2) ? . . . .
C1 C2 C17 O4 -169.47(15) ? . . . .
C1 C2 C17 O5 10.2(2) ? . . . .
C3 C2 C17 O4 10.6(2) ? . . . .
C3 C2 C17 O5 -169.67(19) ? . . . .
C17 C2 C3 N1 176.74(16) ? . . . .
N1 C4 C5 C1 6.5(2) ? . . . .
N1 C4 C5 C26 -173.97(16) ? . . . .
C1 C5 C26 O6 -13.6(2) ? . . . .
C1 C5 C26 O7 167.64(18) ? . . . .
C4 C5 C26 O6 166.88(17) ? . . . .
C4 C5 C26 O7 -11.9(2) ? . . . .
C1 C6 C7 C8 -178.78(12) ? . . . .
C1 C6 C11 O1 1.92(18) ? . . . .
C1 C6 C11 C10 177.67(12) ? . . . .
C7 C6 C11 O1 -177.86(11) ? . . . .
C7 C6 C11 C10 -2.11(19) ? . . . .
C11 C6 C7 C8 1.01(19) ? . . . .
C6 C7 C8 C9 0.4(2) ? . . . .
C7 C8 C9 C10 -0.8(2) ? . . . .
C8 C9 C10 C11 -0.3(2) ? . . . .
C9 C10 C11 O1 177.42(12) ? . . . .
C9 C10 C11 C6 1.8(2) ? . . . .
O1 C12 C13 C14 -176.71(16) ? . . . .
C12 C13 C14 O2 -173.98(18) ? . . . .
C12 C13 C14 O3 4.9(3) ? . . . .
N1 C20 C21 C22 -179.34(18) ? . . . .
N1 C20 C25 C24 177.86(18) ? . . . .
C21 C20 C25 C24 -1.6(2) ? . . . .
C25 C20 C21 C22 0.1(2) ? . . . .
C20 C21 C22 C23 1.2(3) ? . . . .
C21 C22 C23 C24 -0.9(3) ? . . . .
C22 C23 C24 C25 -0.6(3) ? . . . .
C23 C24 C25 C20 1.8(3) ? . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21194011
