# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jun 25 17:21:49 2020
#   Inital geometry file: a 190 line input string
#   Ligand name: 2-[(3S,4S,5S,6S,9E,11E)-4,6-dimethoxy-3,5,11-trimethyl-trideca-7,9,11-trienyl]-5,7-dimethoxy-3-methyl-8-oxidanyl-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H](\C=C\C=C\C(C)=C\C)[C@@H](C)[C@@H](OC)[C@@H](C)CCC1=C(C)C(=O)c2c(OC)cc(OC)c(O)c2O1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 SMA  SMA  2-[(3S,4S,5S,6S,9E,11E)-4,6-dimethoxy-3,5,11-trimethyl-trideca-7,9,11-trienyl]-5,7-dimethoxy-3-methyl-8-oxidanyl-chromen-4-one  ligand  79  37  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SMA
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 SMA  C2   C  CR6   0   0.377  -2.4463  -0.0535   1.0305
 SMA  C3   C  CR6   0  -0.207  -3.1726  -0.9815   1.6851
 SMA  C3M  C  CH3   0  -0.723  -2.5571  -2.0418   2.5443
 SMA  C4   C  CR6   0   0.455  -4.6304  -0.9977   1.5694
 SMA  C4A  C  CR66  0  -0.258  -5.2152   0.0313   0.7065
 SMA  C5   C  CR6   0   0.386  -6.6002   0.1803   0.4653
 SMA  C5M  C  CH3   0  -0.445  -8.8214  -0.5523   0.8596
 SMA  C6   C  CR16  0  -0.571  -7.0548   1.1899  -0.3704
 SMA  C7   C  CR6   0   0.363  -6.1565   2.0668  -0.9794
 SMA  C7M  C  CH3   0  -0.439  -7.8857   3.2905  -2.0700
 SMA  C8   C  CR6   0   0.129  -4.7880   1.9517  -0.7623
 SMA  C8A  C  CR66  0   0.339  -4.3514   0.9334   0.0748
 SMA  C9   C  CH2   0  -0.561  -0.9581   0.0699   1.0117
 SMA  C10  C  CH2   0  -0.422  -0.3368  -0.8102  -0.0802
 SMA  C11  C  CH1   0  -0.275   1.1922  -0.7204  -0.1275
 SMA  C12  C  CH1   0   0.112   1.7624  -1.8512  -1.0005
 SMA  C13  C  CH1   0  -0.286   3.2806  -1.7747  -1.2457
 SMA  C14  C  CH1   0   0.009   4.1319  -1.6447   0.0267
 SMA  C15  C  C1    0  -0.253   5.5144  -1.1559  -0.2970
 SMA  C16  C  C1    0  -0.231   5.9926   0.0249   0.1097
 SMA  C17  C  C1    0  -0.258   7.3044   0.5351  -0.2294
 SMA  C18  C  C1    0  -0.289   7.7674   1.7188   0.2086
 SMA  C19  C  C     0   0.137   9.0703   2.2933  -0.0932
 SMA  C20  C  C1    0  -0.307   9.3870   3.4886   0.4330
 SMA  C21  C  CH3   0  -0.721  10.6734   4.2291   0.2343
 SMA  C22  C  CH3   0  -0.683   1.6396   0.6517  -0.6278
 SMA  C24  C  CH3   0  -0.670   3.7392  -2.9203  -2.1456
 SMA  C26  C  CH3   0  -0.758  10.0040   1.5197  -0.9757
 SMA  O1   O  O     0  -0.455  -3.0181   0.8772   0.2452
 SMA  O4   O  O     0  -0.435  -5.2881  -1.8382   2.1706
 SMA  O5   O  O2    0  -0.446  -7.4286  -0.6792   1.0701
 SMA  O7   O  O2    0  -0.482  -6.5128   3.0665  -1.8000
 SMA  O8   O  OH1   0  -0.623  -3.8744   2.7737  -1.3225
 SMA  O12  O  O2    0  -0.494   1.4054  -3.0989  -0.4385
 SMA  O14  O  O2    0  -0.481   4.1603  -2.8917   0.6847
 SMA  H1   H  HCH3  0   0.247  -2.9063  -1.9643   3.5751
 SMA  H2   H  HCH3  0   0.246  -2.8306  -3.0362   2.1894
 SMA  H3   H  HCH3  0   0.242  -1.4717  -1.9887   2.5598
 SMA  H4   H  HCH3  0   0.266  -9.2899  -1.3340   1.4518
 SMA  H5   H  HCH3  0   0.231  -9.1995   0.4172   1.1936
 SMA  H6   H  HCH3  0   0.232  -9.0920  -0.6965  -0.1895
 SMA  H7   H  HCR6  0   0.312  -8.1118   1.3061  -0.5580
 SMA  H8   H  HCH3  0   0.238  -8.3464   2.4303  -2.5603
 SMA  H9   H  HCH3  0   0.238  -8.4415   3.5268  -1.1602
 SMA  H10  H  HCH3  0   0.270  -7.9294   4.1435  -2.7412
 SMA  H11  H  HCH2  0   0.272  -0.6975   1.1192   0.8616
 SMA  H12  H  HCH2  0   0.264  -0.5489  -0.2159   1.9812
 SMA  H13  H  HCH2  0   0.249  -0.6393  -1.8407   0.1134
 SMA  H14  H  HCH2  0   0.231  -0.7513  -0.5366  -1.0566
 SMA  H15  H  HCH1  0   0.226   1.5591  -0.8600   0.8970
 SMA  H16  H  HCH1  0   0.205   1.3013  -1.7449  -1.9958
 SMA  H17  H  HCH1  0   0.246   3.4410  -0.8477  -1.8055
 SMA  H18  H  HCH1  0   0.222   3.6669  -0.8960   0.6878
 SMA  H19  H  H     0   0.248   6.1397  -1.8015  -0.9096
 SMA  H21  H  H     0   0.240   5.3685   0.6576   0.7381
 SMA  H22  H  H     0   0.248   7.9179  -0.0899  -0.8717
 SMA  H23  H  H     0   0.238   7.1232   2.3157   0.8503
 SMA  H25  H  H     0   0.244   8.6474   3.9685   1.0670
 SMA  H26  H  HCH3  0   0.246  10.6417   5.2001   0.7247
 SMA  H27  H  HCH3  0   0.245  11.5261   3.6845   0.6460
 SMA  H28  H  HCH3  0   0.244  10.8902   4.4018  -0.8218
 SMA  H29  H  HCH3  0   0.225   1.3849   0.7836  -1.6821
 SMA  H30  H  HCH3  0   0.243   1.1575   1.4564  -0.0733
 SMA  H31  H  HCH3  0   0.232   2.7138   0.8029  -0.5264
 SMA  H32  H  HCH3  0   0.228   0.4196  -4.8452  -0.7067
 SMA  H33  H  HCH3  0   0.203  -0.3427  -3.4710  -1.5176
 SMA  H34  H  HCH3  0   0.209   1.1243  -4.1968  -2.1929
 SMA  H35  H  HCH3  0   0.233   3.6208  -3.8919  -1.6688
 SMA  H36  H  HCH3  0   0.226   3.1582  -2.9281  -3.0698
 SMA  H37  H  HCH3  0   0.234   4.7868  -2.8138  -2.4288
 SMA  H38  H  HCH3  0   0.205   5.7601  -2.5418   1.9821
 SMA  H39  H  HCH3  0   0.199   4.1626  -2.1236   2.6182
 SMA  H40  H  HCH3  0   0.230   4.6194  -3.8251   2.4198
 SMA  H41  H  HCH3  0   0.241   9.5474   1.3068  -1.9444
 SMA  H42  H  HCH3  0   0.256  10.9344   2.0525  -1.1602
 SMA  H43  H  HCH3  0   0.243  10.2583   0.5566  -0.5282
 SMA  H44  H  HOH1  0   0.475  -4.3223   3.4461  -1.8494
 SMA  C23  C  CH3   0  -0.412   0.6204  -3.9266  -1.2588
 SMA  C25  C  CH3   0  -0.399   4.7039  -2.8322   1.9786

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 SMA  C7M  O7   single    1.417  0.020  1.417
 SMA  O7   C7   single    1.342  0.020  1.342
 SMA  O8   C8   single    1.351  0.020  1.351
 SMA  C7   C8   aromatic  1.390  0.020  1.390
 SMA  C7   C6   aromatic  1.395  0.020  1.395
 SMA  C8   C8A  aromatic  1.389  0.020  1.389
 SMA  C6   C5   aromatic  1.387  0.020  1.387
 SMA  C8A  O1   single    1.345  0.020  1.345
 SMA  C8A  C4A  aromatic  1.400  0.020  1.400
 SMA  O1   C2   single    1.345  0.020  1.345
 SMA  C22  C11  single    1.527  0.020  1.527
 SMA  C9   C2   single    1.493  0.020  1.493
 SMA  C9   C10  single    1.534  0.020  1.534
 SMA  C5   C4A  aromatic  1.414  0.020  1.414
 SMA  C5   O5   single    1.338  0.020  1.338
 SMA  C4A  C4   single    1.465  0.020  1.465
 SMA  C2   C3   double    1.348  0.020  1.348
 SMA  C5M  O5   single    1.414  0.020  1.414
 SMA  C3   C4   single    1.462  0.020  1.462
 SMA  C3   C3M  single    1.497  0.020  1.497
 SMA  C4   O4   double    1.225  0.020  1.225
 SMA  C11  C10  single    1.532  0.020  1.532
 SMA  C11  C12  single    1.538  0.020  1.538
 SMA  C24  C13  single    1.527  0.020  1.527
 SMA  C12  C13  single    1.540  0.020  1.540
 SMA  C12  O12  single    1.414  0.020  1.414
 SMA  C13  C14  single    1.536  0.020  1.536
 SMA  O12  C23  single    1.405  0.020  1.405
 SMA  O14  C25  single    1.405  0.020  1.405
 SMA  O14  C14  single    1.410  0.020  1.410
 SMA  C14  C15  single    1.502  0.020  1.502
 SMA  C15  C16  double    1.337  0.020  1.337
 SMA  C16  C17  single    1.448  0.020  1.448
 SMA  C17  C18  double    1.344  0.020  1.344
 SMA  C18  C19  single    1.456  0.020  1.456
 SMA  C20  C19  double    1.344  0.020  1.344
 SMA  C20  C21  single    1.498  0.020  1.498
 SMA  C19  C26  single    1.500  0.020  1.500
 SMA  C3M  H1   single    0.970  0.020  1.090
 SMA  C3M  H2   single    0.970  0.020  1.090
 SMA  C3M  H3   single    0.970  0.020  1.090
 SMA  C5M  H4   single    0.970  0.020  1.090
 SMA  C5M  H5   single    0.970  0.020  1.090
 SMA  C5M  H6   single    0.970  0.020  1.090
 SMA  C6   H7   single    0.930  0.020  1.080
 SMA  C7M  H8   single    0.970  0.020  1.090
 SMA  C7M  H9   single    0.970  0.020  1.090
 SMA  C7M  H10  single    0.970  0.020  1.090
 SMA  C9   H11  single    0.970  0.020  1.090
 SMA  C9   H12  single    0.970  0.020  1.090
 SMA  C10  H13  single    0.970  0.020  1.090
 SMA  C10  H14  single    0.970  0.020  1.090
 SMA  C11  H15  single    0.970  0.020  1.090
 SMA  C12  H16  single    0.970  0.020  1.090
 SMA  C13  H17  single    0.970  0.020  1.090
 SMA  C14  H18  single    0.970  0.020  1.090
 SMA  C15  H19  single    0.930  0.020  1.080
 SMA  C16  H21  single    0.930  0.020  1.080
 SMA  C17  H22  single    0.930  0.020  1.080
 SMA  C18  H23  single    0.930  0.020  1.080
 SMA  C20  H25  single    0.930  0.020  1.080
 SMA  C21  H26  single    0.970  0.020  1.090
 SMA  C21  H27  single    0.970  0.020  1.090
 SMA  C21  H28  single    0.970  0.020  1.090
 SMA  C22  H29  single    0.970  0.020  1.090
 SMA  C22  H30  single    0.970  0.020  1.090
 SMA  C22  H31  single    0.970  0.020  1.090
 SMA  C23  H32  single    0.970  0.020  1.090
 SMA  C23  H33  single    0.970  0.020  1.090
 SMA  C23  H34  single    0.970  0.020  1.090
 SMA  C24  H35  single    0.970  0.020  1.090
 SMA  C24  H36  single    0.970  0.020  1.090
 SMA  C24  H37  single    0.970  0.020  1.090
 SMA  C25  H38  single    0.970  0.020  1.090
 SMA  C25  H39  single    0.970  0.020  1.090
 SMA  C25  H40  single    0.970  0.020  1.090
 SMA  C26  H41  single    0.970  0.020  1.090
 SMA  C26  H42  single    0.970  0.020  1.090
 SMA  C26  H43  single    0.970  0.020  1.090
 SMA  O8   H44  single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 SMA  O1   C2   C9   111.04  3.000
 SMA  C9   C2   C3   126.86  3.000
 SMA  O1   C2   C3   122.06  3.000
 SMA  C4   C3   C3M  116.58  3.000
 SMA  C3M  C3   C2   123.01  3.000
 SMA  C4   C3   C2   120.41  3.000
 SMA  H3   C3M  H2   107.43  3.000
 SMA  H3   C3M  H1   107.62  3.000
 SMA  H2   C3M  H1   106.97  3.000
 SMA  H3   C3M  C3   112.60  3.000
 SMA  H2   C3M  C3   110.84  3.000
 SMA  H1   C3M  C3   111.12  3.000
 SMA  O4   C4   C4A  123.83  3.000
 SMA  O4   C4   C3   120.26  3.000
 SMA  C4A  C4   C3   115.90  3.000
 SMA  C8A  C4A  C5   117.37  3.000
 SMA  C5   C4A  C4   124.45  3.000
 SMA  C8A  C4A  C4   118.18  3.000
 SMA  O5   C5   C6   122.47  3.000
 SMA  O5   C5   C4A  117.49  3.000
 SMA  C6   C5   C4A  120.04  3.000
 SMA  H6   C5M  H5   108.94  3.000
 SMA  H6   C5M  H4   108.75  3.000
 SMA  H5   C5M  H4   108.81  3.000
 SMA  H6   C5M  O5   112.01  3.000
 SMA  H5   C5M  O5   112.01  3.000
 SMA  H4   C5M  O5   106.20  3.000
 SMA  H7   C6   C7   119.13  3.000
 SMA  H7   C6   C5   120.25  3.000
 SMA  C7   C6   C5   120.62  3.000
 SMA  O7   C7   C8   114.75  3.000
 SMA  C8   C7   C6   120.90  3.000
 SMA  O7   C7   C6   124.35  3.000
 SMA  H10  C7M  H9   108.93  3.000
 SMA  H10  C7M  H8   108.92  3.000
 SMA  H9   C7M  H8   109.26  3.000
 SMA  H10  C7M  O7   106.31  3.000
 SMA  H9   C7M  O7   111.63  3.000
 SMA  H8   C7M  O7   111.70  3.000
 SMA  O8   C8   C8A  118.92  3.000
 SMA  C8A  C8   C7   117.67  3.000
 SMA  O8   C8   C7   123.41  3.000
 SMA  O1   C8A  C8   114.75  3.000
 SMA  O1   C8A  C4A  121.84  3.000
 SMA  C8   C8A  C4A  123.41  3.000
 SMA  H12  C9   H11  106.53  3.000
 SMA  H12  C9   C10  109.30  3.000
 SMA  H11  C9   C10  110.92  3.000
 SMA  H12  C9   C2   109.94  3.000
 SMA  H11  C9   C2   108.60  3.000
 SMA  C10  C9   C2   111.42  3.000
 SMA  H14  C10  H13  106.80  3.000
 SMA  H14  C10  C11  109.59  3.000
 SMA  H13  C10  C11  109.72  3.000
 SMA  H14  C10  C9   109.75  3.000
 SMA  H13  C10  C9   107.65  3.000
 SMA  C11  C10  C9   113.11  3.000
 SMA  H15  C11  C22  108.80  3.000
 SMA  H15  C11  C12  108.20  3.000
 SMA  C22  C11  C12  111.47  3.000
 SMA  H15  C11  C10  107.30  3.000
 SMA  C12  C11  C10  110.14  3.000
 SMA  C22  C11  C10  110.80  3.000
 SMA  H16  C12  O12  109.78  3.000
 SMA  H16  C12  C13  105.30  3.000
 SMA  O12  C12  C13  110.85  3.000
 SMA  H16  C12  C11  106.65  3.000
 SMA  O12  C12  C11  109.24  3.000
 SMA  C13  C12  C11  114.80  3.000
 SMA  H17  C13  C24  106.85  3.000
 SMA  H17  C13  C14  105.70  3.000
 SMA  C24  C13  C14  112.65  3.000
 SMA  H17  C13  C12  105.54  3.000
 SMA  C14  C13  C12  114.75  3.000
 SMA  C24  C13  C12  110.65  3.000
 SMA  H18  C14  O14  109.24  3.000
 SMA  H18  C14  C15  107.26  3.000
 SMA  O14  C14  C15  111.71  3.000
 SMA  H18  C14  C13  108.70  3.000
 SMA  C15  C14  C13  111.05  3.000
 SMA  O14  C14  C13  108.83  3.000
 SMA  H19  C15  C16  119.33  3.000
 SMA  H19  C15  C14  117.22  3.000
 SMA  C16  C15  C14  123.44  3.000
 SMA  H21  C16  C17  116.73  3.000
 SMA  H21  C16  C15  118.94  3.000
 SMA  C17  C16  C15  124.33  3.000
 SMA  H22  C17  C18  120.32  3.000
 SMA  H22  C17  C16  116.58  3.000
 SMA  C18  C17  C16  123.10  3.000
 SMA  H23  C18  C19  115.84  3.000
 SMA  H23  C18  C17  118.13  3.000
 SMA  C19  C18  C17  126.03  3.000
 SMA  C26  C19  C20  122.86  3.000
 SMA  C26  C19  C18  118.40  3.000
 SMA  C20  C19  C18  118.74  3.000
 SMA  H25  C20  C21  116.36  3.000
 SMA  H25  C20  C19  117.46  3.000
 SMA  C21  C20  C19  126.18  3.000
 SMA  H28  C21  H27  106.77  3.000
 SMA  H28  C21  H26  107.49  3.000
 SMA  H27  C21  H26  107.32  3.000
 SMA  H28  C21  C20  112.16  3.000
 SMA  H27  C21  C20  111.96  3.000
 SMA  H26  C21  C20  110.88  3.000
 SMA  H31  C22  H30  106.64  3.000
 SMA  H31  C22  H29  107.63  3.000
 SMA  H30  C22  H29  107.38  3.000
 SMA  H31  C22  C11  112.52  3.000
 SMA  H30  C22  C11  111.54  3.000
 SMA  H29  C22  C11  110.86  3.000
 SMA  H37  C24  H36  106.99  3.000
 SMA  H37  C24  H35  107.78  3.000
 SMA  H36  C24  H35  107.85  3.000
 SMA  H37  C24  C13  111.61  3.000
 SMA  H36  C24  C13  110.14  3.000
 SMA  H35  C24  C13  112.25  3.000
 SMA  H43  C26  H42  107.59  3.000
 SMA  H43  C26  H41  106.79  3.000
 SMA  H42  C26  H41  107.62  3.000
 SMA  H43  C26  C19  111.03  3.000
 SMA  H42  C26  C19  112.31  3.000
 SMA  H41  C26  C19  111.24  3.000
 SMA  C8A  O1   C2   121.61  3.000
 SMA  C5M  O5   C5   119.00  3.000
 SMA  C7M  O7   C7   119.45  3.000
 SMA  H44  O8   C8   109.68  3.000
 SMA  C23  O12  C12  115.39  3.000
 SMA  C25  O14  C14  113.58  3.000
 SMA  H34  C23  H33  107.78  3.000
 SMA  H34  C23  H32  107.99  3.000
 SMA  H33  C23  H32  107.93  3.000
 SMA  H34  C23  O12  112.72  3.000
 SMA  H33  C23  O12  112.56  3.000
 SMA  H32  C23  O12  107.67  3.000
 SMA  H40  C25  H39  108.30  3.000
 SMA  H40  C25  H38  108.36  3.000
 SMA  H39  C25  H38  107.61  3.000
 SMA  H40  C25  O14  107.72  3.000
 SMA  H39  C25  O14  111.93  3.000
 SMA  H38  C25  O14  112.79  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 SMA  CONST_01  C7   C8   C8A  C4A     0.00   0.0  0
 SMA  CONST_02  C7   C6   C5   C4A     0.00   0.0  0
 SMA  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 SMA  CONST_04  C8   C8A  C4A  C5      0.00   0.0  0
 SMA  CONST_05  C8A  C8   C7   C6      0.00   0.0  0
 SMA  CONST_06  C8A  C4A  C5   C6      0.00   0.0  0
 SMA  CONST_07  O5   C5   C4A  C4      0.00   0.0  0
 SMA  CONST_08  O8   C8   C8A  C4A   180.00   0.0  0
 SMA  CONST_09  O7   C7   C6   C5    180.00   0.0  0
 SMA  CONST_10  O8   C8   C7   C6    180.00   0.0  0
 SMA  CONST_11  O5   C5   C6   C7    180.00   0.0  0
 SMA  CONST_12  O7   C7   C8   C8A   180.00   0.0  0
 SMA  CONST_13  O5   C5   C4A  C8A   180.00   0.0  0
 SMA  CONST_14  O8   C8   C8A  O1      0.00   0.0  0
 SMA  CONST_15  H7   C6   C5   C4A   180.00   0.0  0
 SMA  Var_01    C8   C8A  O1   C2    179.85  30.0  1
 SMA  Var_02    C4A  C4   C3   C2      0.51  30.0  1
 SMA  Var_03    C8A  C4A  C4   C3     -0.12  30.0  1
 SMA  Var_04    O1   C2   C3   C4     -0.58  30.0  1
 SMA  Var_05    C10  C9   C2   C3     86.13  30.0  1
 SMA  Var_06    C6   C5   O5   C5M    -0.43  30.0  3
 SMA  Var_07    C8   C7   O7   C7M  -178.79  30.0  2
 SMA  Var_08    H1   C3M  C3   C2    119.56  30.0  3
 SMA  Var_09    C11  C10  C9   C2   -179.61  30.0  3
 SMA  Var_10    H4   C5M  O5   C5   -179.16  30.0  3
 SMA  Var_11    H8   C7M  O7   C7    -61.82  30.0  3
 SMA  Var_12    C17  C16  C15  C14  -177.77   0.0  2
 SMA  Var_13    C19  C18  C17  C16  -179.89   0.0  2
 SMA  Var_14    C21  C20  C19  C18   179.97   0.0  2
 SMA  Var_15    C18  C17  C16  C15  -179.06  30.0  2
 SMA  Var_16    C20  C19  C18  C17  -179.53  30.0  2
 SMA  Var_17    H32  C23  O12  C12  -179.92  30.0  3
 SMA  Var_18    H38  C25  O14  C14   -64.15  30.0  3
 SMA  Var_19    H41  C26  C19  C18    57.57  30.0  3
 SMA  Var_20    H26  C21  C20  C19   176.56  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 SMA  chir_01  C11  C22  C10  C12  negativ
 SMA  chir_02  C12  O12  C11  C13  negativ
 SMA  chir_03  C13  C14  C12  C24  positiv
 SMA  chir_04  C14  O14  C15  C13  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 SMA  plan-1  C3   0.020
 SMA  plan-1  C4   0.020
 SMA  plan-1  C4A  0.020
 SMA  plan-1  O4   0.020
 SMA  plan-2  C4   0.020
 SMA  plan-2  C4A  0.020
 SMA  plan-2  C5   0.020
 SMA  plan-2  C6   0.020
 SMA  plan-2  C7   0.020
 SMA  plan-2  C8   0.020
 SMA  plan-2  C8A  0.020
 SMA  plan-2  O1   0.020
 SMA  plan-2  O5   0.020
 SMA  plan-2  O7   0.020
 SMA  plan-2  O8   0.020
 SMA  plan-2  H7   0.020
 SMA  plan-3  C14  0.020
 SMA  plan-3  C15  0.020
 SMA  plan-3  C16  0.020
 SMA  plan-3  C17  0.020
 SMA  plan-3  H19  0.020
 SMA  plan-3  H21  0.020
 SMA  plan-4  C16  0.020
 SMA  plan-4  C17  0.020
 SMA  plan-4  C18  0.020
 SMA  plan-4  C19  0.020
 SMA  plan-4  H22  0.020
 SMA  plan-4  H23  0.020
 SMA  plan-5  C18  0.020
 SMA  plan-5  C19  0.020
 SMA  plan-5  C20  0.020
 SMA  plan-5  C21  0.020
 SMA  plan-5  C26  0.020
 SMA  plan-5  H25  0.020

