# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 19:13:30 2020
#   Inital geometry file: a 173 line input string
#   Ligand name: (2R)-2-benzyl-3-[4-propoxy-3-({[4-(pyrimidin-2-yl)benzoyl]amino}methyl)phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1ccc(C[C@@H](Cc2ccccc2)C(O)=O)cc1CNC(=O)c3ccc(cc3)c4ncccn4
#
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
 EK1  EK1  '(2R)-2-benzyl-3-[4-propoxy-3-({[4-(pyrimidin-2-yl)benzoyl]amino}methyl)phenyl]propanoic acid'  ligand  68  38  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EK1
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
 EK1  N81  N  N      0  -0.422    8.5191  -0.0133  -0.2766
 EK1  C82  C  CR6    0   0.398    7.4632  -0.1217   0.5238
 EK1  N83  N  N      0  -0.422    7.5199  -0.3243   1.8365
 EK1  C84  C  CR16   0  -0.011    8.7216  -0.4282   2.3841
 EK1  C85  C  CR16   0  -0.354    9.8835  -0.3334   1.6371
 EK1  C86  C  CR16   0  -0.011    9.7167  -0.1187   0.2796
 EK1  C99  C  C1     0  -0.266    4.9729  -0.0975   0.6898
 EK1  C98  C  C      0  -0.008    6.1229  -0.0139  -0.0935
 EK1  C19  C  C1     0  -0.268    5.9868   0.1735  -1.4696
 EK1  C17  C  C1     0  -0.257    4.7332   0.2698  -2.0461
 EK1  C87  C  C      0  -0.041    3.5856   0.1572  -1.2659
 EK1  C22  C  C1     0  -0.269    3.7185  -0.0169   0.1093
 EK1  C97  C  C      0   0.543    2.2494   0.2796  -1.9265
 EK1  O99  O  O      0  -0.488    2.0990   0.9940  -2.9076
 EK1  N99  N  NH1    0  -0.630    1.2702  -0.4570  -1.3787
 EK1  C15  C  CH2    0  -0.353   -0.1309  -0.3237  -1.7135
 EK1  C8   C  CR6    0   0.014   -0.9606   0.0040  -0.5009
 EK1  C9   C  CR6    0   0.352   -0.7555   1.2018   0.1985
 EK1  O3   O  O2     0  -0.466    0.1991   2.0155  -0.2876
 EK1  C12  C  CH2    0  -0.165    0.5897   3.1593   0.4521
 EK1  C13  C  CH2    0  -0.454    1.7897   3.7769  -0.2353
 EK1  C14  C  CH3    0  -0.672    2.2576   5.0343   0.4842
 EK1  C10  C  CR16   0  -0.364   -1.5262   1.4809   1.3227
 EK1  C11  C  CR16   0  -0.306   -2.4923   0.5750   1.7440
 EK1  C6   C  CR6    0   0.132   -2.7162  -0.6198   1.0722
 EK1  C5   C  CH2    0  -0.518   -3.7792  -1.5780   1.5312
 EK1  C2   C  CH1    0  -0.323   -5.2049  -1.1350   1.1598
 EK1  C3   C  CH2    0  -0.488   -5.4007  -1.1328  -0.3590
 EK1  C4   C  CR6    0   0.140   -6.7553  -0.6231  -0.7610
 EK1  C51  C  CR16   0  -0.315   -7.0003   0.7483  -0.8238
 EK1  C52  C  CR16   0  -0.242   -8.2544   1.2384  -1.1611
 EK1  C53  C  CR16   0  -0.277   -9.2920   0.3589  -1.4464
 EK1  C54  C  CR16   0  -0.243   -9.0615  -1.0091  -1.3894
 EK1  C55  C  CR16   0  -0.304   -7.8048  -1.4935  -1.0476
 EK1  C7   C  CR16   0  -0.362   -1.9295  -0.8796  -0.0490
 EK1  C1   C  C      0   0.420   -6.2219  -2.0618   1.8543
 EK1  O1   O  O      0  -0.614   -6.2554  -3.2440   1.4530
 EK1  O2   O  OC    -1  -0.613   -6.9081  -1.5745   2.7748
 EK1  H1   H  HCR6   0   0.279    8.7582  -0.5925   3.4549
 EK1  H2   H  HCR6   0   0.288   10.8614  -0.4206   2.0866
 EK1  H3   H  HCR6   0   0.280   10.5713  -0.0277  -0.3809
 EK1  H5   H  H      0   0.259    6.8678   0.2445  -2.0920
 EK1  H6   H  H      0   0.262    4.6468   0.4187  -3.1141
 EK1  H7   H  H      0   0.260    2.8446  -0.0678   0.7468
 EK1  H8   H  HCH2   0   0.264   -0.2197   0.4493  -2.4759
 EK1  H9   H  HCH2   0   0.217   -0.2342   3.8815   0.5067
 EK1  H10  H  HCH2   0   0.229    2.6000   3.0443  -0.2703
 EK1  H11  H  HCH3   0   0.223    2.5441   4.8227   1.5156
 EK1  H12  H  HCH3   0   0.238    3.1241   5.4656  -0.0161
 EK1  H13  H  HCH3   0   0.223    1.4769   5.7962   0.5070
 EK1  H14  H  HCR6   0   0.274   -1.3925   2.3989   1.8794
 EK1  H15  H  HCR6   0   0.246   -3.0766   0.8146   2.6255
 EK1  H16  H  HCH2   0   0.234   -3.5937  -2.5696   1.1113
 EK1  H17  H  HCH2   0   0.241   -3.7176  -1.6842   2.6188
 EK1  H18  H  HCH1   0   0.208   -5.3519  -0.1140   1.5289
 EK1  H19  H  HCH2   0   0.233   -4.6317  -0.5082  -0.8222
 EK1  H20  H  HCH2   0   0.228   -5.2516  -2.1476  -0.7342
 EK1  H21  H  HCR6   0   0.239   -6.1948   1.4418  -0.6086
 EK1  H22  H  HCR6   0   0.249   -8.4212   2.3073  -1.2058
 EK1  H23  H  HCR6   0   0.249  -10.2700   0.7373  -1.7149
 EK1  H24  H  HCR6   0   0.248   -9.8623  -1.7031  -1.6126
 EK1  H25  H  HCR6   0   0.240   -7.6355  -2.5619  -0.9973
 EK1  H26  H  HCR6   0   0.244   -2.0687  -1.8097  -0.5911
 EK1  H28  H  HNH1   0   0.402    1.4969  -1.0871  -0.6266
 EK1  H29  H  HCH2   0   0.261   -0.4962  -1.2519  -2.1590
 EK1  H30  H  HCH2   0   0.215    0.8459   2.8776   1.4804
 EK1  H31  H  HCH2   0   0.229    1.5326   4.0134  -1.2704
 EK1  H4   H  H      0   0.261    5.0595  -0.2227   1.7599

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
 EK1  C84  C85  aromatic  1.385  0.020  1.385
 EK1  C84  N83  aromatic  1.325  0.020  1.325
 EK1  C85  C86  aromatic  1.385  0.020  1.385
 EK1  N83  C82  aromatic  1.329  0.020  1.329
 EK1  C86  N81  aromatic  1.325  0.020  1.325
 EK1  C82  N81  aromatic  1.329  0.020  1.329
 EK1  C82  C98  single    1.480  0.020  1.480
 EK1  C98  C99  aromatic  1.394  0.020  1.394
 EK1  C98  C19  aromatic  1.395  0.020  1.395
 EK1  C99  C22  aromatic  1.385  0.020  1.385
 EK1  C19  C17  aromatic  1.383  0.020  1.383
 EK1  C22  C87  aromatic  1.393  0.020  1.393
 EK1  C13  C14  single    1.522  0.020  1.522
 EK1  C13  C12  single    1.515  0.020  1.515
 EK1  C17  C87  aromatic  1.392  0.020  1.392
 EK1  C87  C97  single    1.496  0.020  1.496
 EK1  O99  C97  double    1.223  0.020  1.223
 EK1  C97  N99  single    1.342  0.020  1.342
 EK1  C12  O3   single    1.417  0.020  1.417
 EK1  O3   C9   single    1.345  0.020  1.345
 EK1  N99  C15  single    1.447  0.020  1.447
 EK1  C15  C8   single    1.505  0.020  1.505
 EK1  C9   C8   aromatic  1.402  0.020  1.402
 EK1  C9   C10  aromatic  1.391  0.020  1.391
 EK1  C8   C7   aromatic  1.387  0.020  1.387
 EK1  C10  C11  aromatic  1.390  0.020  1.390
 EK1  C7   C6   aromatic  1.394  0.020  1.394
 EK1  C11  C6   aromatic  1.389  0.020  1.389
 EK1  C6   C5   single    1.503  0.020  1.503
 EK1  C5   C2   single    1.539  0.020  1.539
 EK1  C3   C2   single    1.531  0.020  1.531
 EK1  C3   C4   single    1.502  0.020  1.502
 EK1  C55  C54  aromatic  1.389  0.020  1.389
 EK1  C55  C4   aromatic  1.393  0.020  1.393
 EK1  C2   C1   single    1.541  0.020  1.541
 EK1  C54  C53  aromatic  1.389  0.020  1.389
 EK1  C4   C51  aromatic  1.395  0.020  1.395
 EK1  C1   O1   deloc     1.249  0.020  1.249
 EK1  C1   O2   deloc     1.247  0.020  1.247
 EK1  C53  C52  aromatic  1.390  0.020  1.390
 EK1  C51  C52  aromatic  1.388  0.020  1.388
 EK1  C84  H1   single    0.930  0.020  1.080
 EK1  C85  H2   single    0.930  0.020  1.080
 EK1  C86  H3   single    0.930  0.020  1.080
 EK1  C99  H4   single    0.930  0.020  1.080
 EK1  C19  H5   single    0.930  0.020  1.080
 EK1  C17  H6   single    0.930  0.020  1.080
 EK1  C22  H7   single    0.930  0.020  1.080
 EK1  C15  H8   single    0.970  0.020  1.090
 EK1  C12  H9   single    0.970  0.020  1.090
 EK1  C13  H10  single    0.970  0.020  1.090
 EK1  C14  H11  single    0.970  0.020  1.090
 EK1  C14  H12  single    0.970  0.020  1.090
 EK1  C14  H13  single    0.970  0.020  1.090
 EK1  C10  H14  single    0.930  0.020  1.080
 EK1  C11  H15  single    0.930  0.020  1.080
 EK1  C5   H16  single    0.970  0.020  1.090
 EK1  C5   H17  single    0.970  0.020  1.090
 EK1  C2   H18  single    0.970  0.020  1.090
 EK1  C3   H19  single    0.970  0.020  1.090
 EK1  C3   H20  single    0.970  0.020  1.090
 EK1  C51  H21  single    0.930  0.020  1.080
 EK1  C52  H22  single    0.930  0.020  1.080
 EK1  C53  H23  single    0.930  0.020  1.080
 EK1  C54  H24  single    0.930  0.020  1.080
 EK1  C55  H25  single    0.930  0.020  1.080
 EK1  C7   H26  single    0.930  0.020  1.080
 EK1  N99  H28  single    0.860  0.020  1.020
 EK1  C15  H29  single    0.970  0.020  1.090
 EK1  C12  H30  single    0.970  0.020  1.090
 EK1  C13  H31  single    0.970  0.020  1.090

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
 EK1  C86  N81  C82  117.31  3.000
 EK1  C98  C82  N83  117.50  3.000
 EK1  C98  C82  N81  117.54  3.000
 EK1  N83  C82  N81  124.96  3.000
 EK1  C84  N83  C82  117.31  3.000
 EK1  H1   C84  C85  121.00  3.000
 EK1  H1   C84  N83  116.80  3.000
 EK1  C85  C84  N83  122.20  3.000
 EK1  H2   C85  C86  121.99  3.000
 EK1  H2   C85  C84  122.00  3.000
 EK1  C86  C85  C84  116.01  3.000
 EK1  H3   C86  C85  121.04  3.000
 EK1  H3   C86  N81  116.76  3.000
 EK1  C85  C86  N81  122.20  3.000
 EK1  H4   C99  C22  119.63  3.000
 EK1  H4   C99  C98  119.82  3.000
 EK1  C22  C99  C98  120.55  3.000
 EK1  C19  C98  C99  118.80  3.000
 EK1  C19  C98  C82  120.63  3.000
 EK1  C99  C98  C82  120.56  3.000
 EK1  H5   C19  C17  119.61  3.000
 EK1  H5   C19  C98  119.81  3.000
 EK1  C17  C19  C98  120.58  3.000
 EK1  H6   C17  C87  119.90  3.000
 EK1  H6   C17  C19  119.57  3.000
 EK1  C87  C17  C19  120.52  3.000
 EK1  C97  C87  C22  122.12  3.000
 EK1  C97  C87  C17  118.84  3.000
 EK1  C22  C87  C17  119.00  3.000
 EK1  H7   C22  C87  120.68  3.000
 EK1  H7   C22  C99  118.79  3.000
 EK1  C87  C22  C99  120.52  3.000
 EK1  N99  C97  O99  123.93  3.000
 EK1  N99  C97  C87  115.25  3.000
 EK1  O99  C97  C87  120.80  3.000
 EK1  H28  N99  C15  116.65  3.000
 EK1  H28  N99  C97  118.94  3.000
 EK1  C15  N99  C97  124.16  3.000
 EK1  H29  C15  H8   106.87  3.000
 EK1  H29  C15  C8   109.21  3.000
 EK1  H8   C15  C8   111.37  3.000
 EK1  H29  C15  N99  109.87  3.000
 EK1  H8   C15  N99  107.84  3.000
 EK1  C8   C15  N99  111.56  3.000
 EK1  C7   C8   C9   118.94  3.000
 EK1  C7   C8   C15  120.58  3.000
 EK1  C9   C8   C15  120.47  3.000
 EK1  C10  C9   O3   124.31  3.000
 EK1  C10  C9   C8   119.56  3.000
 EK1  O3   C9   C8   116.12  3.000
 EK1  C12  O3   C9   119.68  3.000
 EK1  H30  C12  H9   107.34  3.000
 EK1  H30  C12  C13  110.19  3.000
 EK1  H9   C12  C13  110.44  3.000
 EK1  H30  C12  O3   110.28  3.000
 EK1  H9   C12  O3   110.51  3.000
 EK1  C13  C12  O3   108.09  3.000
 EK1  H31  C13  H10  106.82  3.000
 EK1  H31  C13  C14  109.95  3.000
 EK1  H10  C13  C14  109.93  3.000
 EK1  H31  C13  C12  109.38  3.000
 EK1  H10  C13  C12  109.19  3.000
 EK1  C14  C13  C12  111.46  3.000
 EK1  H13  C14  H12  107.59  3.000
 EK1  H13  C14  H11  107.67  3.000
 EK1  H12  C14  H11  107.57  3.000
 EK1  H13  C14  C13  111.52  3.000
 EK1  H12  C14  C13  110.76  3.000
 EK1  H11  C14  C13  111.54  3.000
 EK1  H14  C10  C11  118.88  3.000
 EK1  H14  C10  C9   121.16  3.000
 EK1  C11  C10  C9   119.95  3.000
 EK1  H15  C11  C6   119.76  3.000
 EK1  H15  C11  C10  118.49  3.000
 EK1  C6   C11  C10  121.75  3.000
 EK1  C7   C6   C5   121.73  3.000
 EK1  C5   C6   C11  120.98  3.000
 EK1  C7   C6   C11  117.28  3.000
 EK1  H17  C5   H16  106.52  3.000
 EK1  H17  C5   C2   108.66  3.000
 EK1  H16  C5   C2   109.02  3.000
 EK1  H17  C5   C6   109.00  3.000
 EK1  H16  C5   C6   109.95  3.000
 EK1  C2   C5   C6   113.46  3.000
 EK1  H18  C2   C1   108.67  3.000
 EK1  H18  C2   C3   108.40  3.000
 EK1  C1   C2   C3   111.31  3.000
 EK1  H18  C2   C5   108.14  3.000
 EK1  C1   C2   C5   109.24  3.000
 EK1  C3   C2   C5   111.00  3.000
 EK1  H20  C3   H19  106.81  3.000
 EK1  H20  C3   C4   110.27  3.000
 EK1  H19  C3   C4   109.09  3.000
 EK1  H20  C3   C2   108.78  3.000
 EK1  H19  C3   C2   109.33  3.000
 EK1  C4   C3   C2   112.41  3.000
 EK1  C55  C4   C51  118.21  3.000
 EK1  C51  C4   C3   120.28  3.000
 EK1  C55  C4   C3   121.49  3.000
 EK1  H21  C51  C52  119.57  3.000
 EK1  H21  C51  C4   119.30  3.000
 EK1  C52  C51  C4   121.13  3.000
 EK1  H22  C52  C53  120.08  3.000
 EK1  H22  C52  C51  119.85  3.000
 EK1  C53  C52  C51  120.07  3.000
 EK1  H23  C53  C54  120.31  3.000
 EK1  H23  C53  C52  120.28  3.000
 EK1  C54  C53  C52  119.41  3.000
 EK1  H24  C54  C55  119.74  3.000
 EK1  H24  C54  C53  120.01  3.000
 EK1  C55  C54  C53  120.25  3.000
 EK1  H25  C55  C54  119.79  3.000
 EK1  H25  C55  C4   119.27  3.000
 EK1  C54  C55  C4   120.94  3.000
 EK1  H26  C7   C6   119.27  3.000
 EK1  H26  C7   C8   118.22  3.000
 EK1  C6   C7   C8   122.52  3.000
 EK1  O2   C1   O1   126.32  3.000
 EK1  O2   C1   C2   117.43  3.000
 EK1  O1   C1   C2   116.24  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
 EK1  CONST_01  C84  C85  C86  N81     0.00   0.0  0
 EK1  CONST_02  C84  N83  C82  N81     0.00   0.0  0
 EK1  CONST_03  C99  C98  C82  N81   180.00   0.0  0
 EK1  CONST_04  C19  C98  C82  N81     0.00   0.0  0
 EK1  CONST_05  C85  C84  N83  C82     0.00   0.0  0
 EK1  CONST_06  C85  C86  N81  C82     0.00   0.0  0
 EK1  CONST_07  C22  C99  C98  C82   180.00   0.0  0
 EK1  CONST_08  C17  C19  C98  C82   180.00   0.0  0
 EK1  CONST_09  C86  C85  C84  N83     0.00   0.0  0
 EK1  CONST_10  C86  N81  C82  N83     0.00   0.0  0
 EK1  CONST_11  C99  C98  C82  N83     0.00   0.0  0
 EK1  CONST_12  C19  C98  C82  N83   180.00   0.0  0
 EK1  CONST_13  C98  C82  N83  C84   180.00   0.0  0
 EK1  CONST_14  C98  C82  N81  C86   180.00   0.0  0
 EK1  CONST_15  C17  C19  C98  C99     0.00   0.0  0
 EK1  CONST_16  C17  C87  C22  C99     0.00   0.0  0
 EK1  CONST_17  C87  C22  C99  C98     0.00   0.0  0
 EK1  CONST_18  C87  C17  C19  C98     0.00   0.0  0
 EK1  CONST_19  C22  C99  C98  C19     0.00   0.0  0
 EK1  CONST_20  C22  C87  C17  C19     0.00   0.0  0
 EK1  CONST_21  C11  C10  C9   C8      0.00   0.0  0
 EK1  CONST_22  C11  C6   C7   C8      0.00   0.0  0
 EK1  CONST_23  C6   C7   C8   C9      0.00   0.0  0
 EK1  CONST_24  C6   C11  C10  C9      0.00   0.0  0
 EK1  CONST_25  C7   C8   C9   C10     0.00   0.0  0
 EK1  CONST_26  C7   C6   C11  C10     0.00   0.0  0
 EK1  CONST_27  C53  C54  C55  C4      0.00   0.0  0
 EK1  CONST_28  C53  C52  C51  C4      0.00   0.0  0
 EK1  CONST_29  C54  C55  C4   C51     0.00   0.0  0
 EK1  CONST_30  C54  C53  C52  C51     0.00   0.0  0
 EK1  CONST_31  C55  C54  C53  C52     0.00   0.0  0
 EK1  CONST_32  C55  C4   C51  C52     0.00   0.0  0
 EK1  CONST_33  C97  C87  C22  C99   180.00   0.0  0
 EK1  CONST_34  C97  C87  C17  C19   180.00   0.0  0
 EK1  CONST_35  C10  C9   C8   C15   180.00   0.0  0
 EK1  CONST_36  C6   C7   C8   C15   180.00   0.0  0
 EK1  CONST_37  C5   C6   C7   C8    180.00   0.0  0
 EK1  CONST_38  C7   C8   C9   O3    180.00   0.0  0
 EK1  CONST_39  C11  C10  C9   O3    180.00   0.0  0
 EK1  CONST_40  C5   C6   C11  C10   180.00   0.0  0
 EK1  CONST_41  C54  C55  C4   C3    180.00   0.0  0
 EK1  CONST_42  C52  C51  C4   C3    180.00   0.0  0
 EK1  CONST_43  H2   C85  C86  N81   180.00   0.0  0
 EK1  CONST_44  H1   C84  N83  C82   180.00   0.0  0
 EK1  CONST_45  H3   C86  N81  C82   180.00   0.0  0
 EK1  CONST_46  H4   C99  C98  C82     0.00   0.0  0
 EK1  CONST_47  H5   C19  C98  C82     0.00   0.0  0
 EK1  CONST_48  H7   C22  C99  C98   180.00   0.0  0
 EK1  CONST_49  H6   C17  C19  C98   180.00   0.0  0
 EK1  CONST_50  H14  C10  C9   C8    180.00   0.0  0
 EK1  CONST_51  H26  C7   C8   C9    180.00   0.0  0
 EK1  CONST_52  H15  C11  C10  C9    180.00   0.0  0
 EK1  CONST_53  H24  C54  C55  C4    180.00   0.0  0
 EK1  CONST_54  H22  C52  C51  C4    180.00   0.0  0
 EK1  CONST_55  H25  C55  C4   C51   180.00   0.0  0
 EK1  CONST_56  H23  C53  C52  C51   180.00   0.0  0
 EK1  CONST_57  H21  C51  C52  C53   180.00   0.0  0
 EK1  CONST_58  C15  N99  C97  C87   180.00   0.0  0
 EK1  CONST_59  H28  N99  C97  C87     0.00   0.0  0
 EK1  CONST_60  C15  N99  C97  O99     0.00   0.0  0
 EK1  Var_01    O99  C97  C87  C17   -31.38  30.0  2
 EK1  Var_02    C9   C8   C15  N99    62.93  30.0  2
 EK1  Var_03    C10  C9   O3   C12     8.24  30.0  2
 EK1  Var_04    C2   C5   C6   C11    76.28  30.0  2
 EK1  Var_05    C55  C4   C3   C2    -97.31  30.0  2
 EK1  Var_06    C8   C15  N99  C97  -121.76  30.0  3
 EK1  Var_07    C13  C12  O3   C9    172.67  30.0  1
 EK1  Var_08    C14  C13  C12  O3    178.84  30.0  1
 EK1  Var_09    H11  C14  C13  C12    59.88  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
 EK1  chir_01  C2  C5  C3  C1  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
 EK1  plan-1  N81  0.020
 EK1  plan-1  C82  0.020
 EK1  plan-1  N83  0.020
 EK1  plan-1  C84  0.020
 EK1  plan-1  C85  0.020
 EK1  plan-1  C86  0.020
 EK1  plan-1  C98  0.020
 EK1  plan-1  H1   0.020
 EK1  plan-1  H2   0.020
 EK1  plan-1  H3   0.020
 EK1  plan-2  C82  0.020
 EK1  plan-2  C99  0.020
 EK1  plan-2  C98  0.020
 EK1  plan-2  C19  0.020
 EK1  plan-2  C17  0.020
 EK1  plan-2  C87  0.020
 EK1  plan-2  C22  0.020
 EK1  plan-2  C97  0.020
 EK1  plan-2  H5   0.020
 EK1  plan-2  H6   0.020
 EK1  plan-2  H7   0.020
 EK1  plan-2  H4   0.020
 EK1  plan-3  C15  0.020
 EK1  plan-3  C8   0.020
 EK1  plan-3  C9   0.020
 EK1  plan-3  O3   0.020
 EK1  plan-3  C10  0.020
 EK1  plan-3  C11  0.020
 EK1  plan-3  C6   0.020
 EK1  plan-3  C5   0.020
 EK1  plan-3  C7   0.020
 EK1  plan-3  H14  0.020
 EK1  plan-3  H15  0.020
 EK1  plan-3  H26  0.020
 EK1  plan-4  C3   0.020
 EK1  plan-4  C4   0.020
 EK1  plan-4  C51  0.020
 EK1  plan-4  C52  0.020
 EK1  plan-4  C53  0.020
 EK1  plan-4  C54  0.020
 EK1  plan-4  C55  0.020
 EK1  plan-4  H21  0.020
 EK1  plan-4  H22  0.020
 EK1  plan-4  H23  0.020
 EK1  plan-4  H24  0.020
 EK1  plan-4  H25  0.020
 EK1  plan-5  C87  0.020
 EK1  plan-5  C97  0.020
 EK1  plan-5  O99  0.020
 EK1  plan-5  N99  0.020
 EK1  plan-5  C15  0.020
 EK1  plan-5  H28  0.020
 EK1  plan-6  C2   0.020
 EK1  plan-6  C1   0.020
 EK1  plan-6  O1   0.020
 EK1  plan-6  O2   0.020

