# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  9 14:48:02 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (3S,7S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CCC[C@@H](O)CCC/C=C/c2cc(O)cc(O)c2C(=O)O1
#
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
 ZHB  ZHB  (3S,7S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one  ligand  47  23  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZHB
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
 ZHB  CAO  C  CH2   0  -0.445   4.2805   0.3731  -0.4216
 ZHB  CAL  C  CH2   0  -0.456   3.2559   1.4326   0.0204
 ZHB  CAM  C  CH2   0  -0.493   2.2459   1.7743  -1.0778
 ZHB  CAV  C  CH1   0   0.029   1.0876   2.7292  -0.7325
 ZHB  CAA  C  CH3   0  -0.704   1.3235   3.6471   0.4504
 ZHB  OAP  O  O2    0  -0.479  -0.2039   2.0535  -0.6338
 ZHB  CAQ  C  C     0   0.508  -0.4113   1.0787   0.2388
 ZHB  OAB  O  O     0  -0.413   0.3916   0.7046   1.0540
 ZHB  CAU  C  CR6   0  -0.218  -1.7654   0.4737   0.1271
 ZHB  CAS  C  CR6   0   0.386  -2.9203   1.2283   0.3497
 ZHB  OAD  O  OH1   0  -0.623  -2.9092   2.5686   0.4744
 ZHB  CAH  C  CR16  0  -0.441  -4.1502   0.5983   0.5054
 ZHB  CAR  C  CR6   0   0.394  -4.2322  -0.7836   0.4116
 ZHB  OAC  O  OH1   0  -0.626  -5.4411  -1.3438   0.5758
 ZHB  CAI  C  CR16  0  -0.463  -3.0965  -1.5414   0.1169
 ZHB  CAT  C  CR6   0   0.119  -1.8672  -0.9181  -0.0236
 ZHB  CAG  C  C1    0  -0.296  -0.6896  -1.6878  -0.4645
 ZHB  CAF  C  C1    0  -0.188  -0.1978  -2.7861   0.1026
 ZHB  CAJ  C  CH2   0  -0.497   1.0055  -3.5146  -0.4207
 ZHB  CAK  C  CH2   0  -0.437   2.3340  -2.9893   0.1449
 ZHB  CAN  C  CH2   0  -0.466   2.6600  -1.5833  -0.3481
 ZHB  CAW  C  CH1   0   0.045   4.0172  -1.0424   0.0890
 ZHB  OAE  O  OH1   0  -0.679   4.1509  -1.0086   1.5005
 ZHB  H1   H  HCH2  0   0.224   4.3427   0.3379  -1.5138
 ZHB  H2   H  HCH2  0   0.232   5.2787   0.6632  -0.0827
 ZHB  H3   H  HCH2  0   0.248   2.7501   1.1040   0.9256
 ZHB  H4   H  HCH2  0   0.226   3.7894   2.3471   0.2909
 ZHB  H5   H  HCH2  0   0.246   2.8028   2.2496  -1.8907
 ZHB  H6   H  HCH2  0   0.245   1.8373   0.8619  -1.5210
 ZHB  H7   H  HCH1  0   0.258   0.9129   3.3550  -1.6070
 ZHB  H8   H  HCH3  0   0.245   1.4664   3.1113   1.3859
 ZHB  H9   H  HCH3  0   0.247   2.2184   4.2429   0.2666
 ZHB  H10  H  HCH3  0   0.246   0.4919   4.3427   0.5704
 ZHB  H11  H  HOH1  0   0.470  -2.1002   2.9499   0.1128
 ZHB  H12  H  HCR6  0   0.276  -5.0378   1.1886   0.6965
 ZHB  H13  H  HOH1  0   0.479  -5.3856  -2.3019   0.4858
 ZHB  H14  H  HCR6  0   0.271  -3.1760  -2.6111  -0.0389
 ZHB  H15  H  H     0   0.258  -0.1923  -1.2988  -1.3510
 ZHB  H16  H  H     0   0.244  -0.6524  -3.1659   1.0139
 ZHB  H17  H  HCH2  0   0.244   0.9135  -4.5766  -0.1832
 ZHB  H18  H  HCH2  0   0.236   1.0384  -3.4394  -1.5112
 ZHB  H19  H  HCH2  0   0.214   2.2845  -3.0149   1.2383
 ZHB  H20  H  HCH2  0   0.226   3.1294  -3.6817  -0.1484
 ZHB  H21  H  HCH2  0   0.206   2.6373  -1.5807  -1.4435
 ZHB  H22  H  HCH2  0   0.262   1.8756  -0.9025  -0.0172
 ZHB  H23  H  HCH1  0   0.193   4.7967  -1.6924  -0.3399
 ZHB  H24  H  HOH1  0   0.447   4.0606  -1.9050   1.8362

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
 ZHB  OAD  CAS  single    1.346  0.020  1.346
 ZHB  OAB  CAQ  double    1.204  0.020  1.204
 ZHB  CAS  CAH  aromatic  1.391  0.020  1.391
 ZHB  CAS  CAU  single    1.397  0.020  1.397
 ZHB  CAH  CAR  aromatic  1.387  0.020  1.387
 ZHB  CAA  CAV  single    1.516  0.020  1.516
 ZHB  CAQ  CAU  single    1.487  0.020  1.487
 ZHB  CAQ  OAP  single    1.325  0.020  1.325
 ZHB  CAU  CAT  aromatic  1.404  0.020  1.404
 ZHB  CAR  OAC  single    1.343  0.020  1.343
 ZHB  CAR  CAI  aromatic  1.397  0.020  1.397
 ZHB  CAV  OAP  single    1.461  0.020  1.461
 ZHB  CAV  CAM  single    1.540  0.020  1.540
 ZHB  CAT  CAI  single    1.385  0.020  1.385
 ZHB  CAT  CAG  single    1.474  0.020  1.474
 ZHB  CAM  CAL  single    1.531  0.020  1.531
 ZHB  CAG  CAF  double    1.330  0.020  1.330
 ZHB  CAL  CAO  single    1.539  0.020  1.539
 ZHB  CAF  CAJ  single    1.501  0.020  1.501
 ZHB  CAO  CAW  single    1.528  0.020  1.528
 ZHB  CAJ  CAK  single    1.536  0.020  1.536
 ZHB  CAW  CAN  single    1.525  0.020  1.525
 ZHB  CAW  OAE  single    1.418  0.020  1.418
 ZHB  CAN  CAK  single    1.525  0.020  1.525
 ZHB  CAO  H1   single    0.970  0.020  1.090
 ZHB  CAO  H2   single    0.970  0.020  1.090
 ZHB  CAL  H3   single    0.970  0.020  1.090
 ZHB  CAL  H4   single    0.970  0.020  1.090
 ZHB  CAM  H5   single    0.970  0.020  1.090
 ZHB  CAM  H6   single    0.970  0.020  1.090
 ZHB  CAV  H7   single    0.970  0.020  1.090
 ZHB  CAA  H8   single    0.970  0.020  1.090
 ZHB  CAA  H9   single    0.970  0.020  1.090
 ZHB  CAA  H10  single    0.970  0.020  1.090
 ZHB  OAD  H11  single    0.850  0.020  0.980
 ZHB  CAH  H12  single    0.930  0.020  1.080
 ZHB  OAC  H13  single    0.850  0.020  0.980
 ZHB  CAI  H14  single    0.930  0.020  1.080
 ZHB  CAG  H15  single    0.930  0.020  1.080
 ZHB  CAF  H16  single    0.930  0.020  1.080
 ZHB  CAJ  H17  single    0.970  0.020  1.090
 ZHB  CAJ  H18  single    0.970  0.020  1.090
 ZHB  CAK  H19  single    0.970  0.020  1.090
 ZHB  CAK  H20  single    0.970  0.020  1.090
 ZHB  CAN  H21  single    0.970  0.020  1.090
 ZHB  CAN  H22  single    0.970  0.020  1.090
 ZHB  CAW  H23  single    0.970  0.020  1.090
 ZHB  OAE  H24  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
 ZHB  H2   CAO  H1   105.43  3.000
 ZHB  H2   CAO  CAW  107.43  3.000
 ZHB  H1   CAO  CAW  108.27  3.000
 ZHB  H2   CAO  CAL  109.65  3.000
 ZHB  H1   CAO  CAL  110.28  3.000
 ZHB  CAW  CAO  CAL  115.29  3.000
 ZHB  H4   CAL  H3   105.89  3.000
 ZHB  H4   CAL  CAM  108.24  3.000
 ZHB  H3   CAL  CAM  110.96  3.000
 ZHB  H4   CAL  CAO  108.80  3.000
 ZHB  H3   CAL  CAO  109.92  3.000
 ZHB  CAM  CAL  CAO  112.77  3.000
 ZHB  H6   CAM  H5   104.57  3.000
 ZHB  H6   CAM  CAV  109.10  3.000
 ZHB  H5   CAM  CAV  106.26  3.000
 ZHB  H6   CAM  CAL  110.55  3.000
 ZHB  H5   CAM  CAL  107.11  3.000
 ZHB  CAV  CAM  CAL  118.28  3.000
 ZHB  H7   CAV  OAP  100.27  3.000
 ZHB  H7   CAV  CAA  107.67  3.000
 ZHB  OAP  CAV  CAA  111.40  3.000
 ZHB  H7   CAV  CAM  107.26  3.000
 ZHB  OAP  CAV  CAM  113.15  3.000
 ZHB  CAA  CAV  CAM  115.68  3.000
 ZHB  H10  CAA  H9   107.20  3.000
 ZHB  H10  CAA  H8   108.65  3.000
 ZHB  H9   CAA  H8   107.83  3.000
 ZHB  H10  CAA  CAV  110.69  3.000
 ZHB  H9   CAA  CAV  109.08  3.000
 ZHB  H8   CAA  CAV  113.17  3.000
 ZHB  CAQ  OAP  CAV  121.56  3.000
 ZHB  CAU  CAQ  OAB  122.12  3.000
 ZHB  CAU  CAQ  OAP  113.11  3.000
 ZHB  OAB  CAQ  OAP  124.77  3.000
 ZHB  CAT  CAU  CAS  119.51  3.000
 ZHB  CAT  CAU  CAQ  118.52  3.000
 ZHB  CAS  CAU  CAQ  121.38  3.000
 ZHB  CAH  CAS  OAD  116.62  3.000
 ZHB  CAH  CAS  CAU  120.27  3.000
 ZHB  OAD  CAS  CAU  123.07  3.000
 ZHB  H11  OAD  CAS  111.45  3.000
 ZHB  H12  CAH  CAR  120.42  3.000
 ZHB  H12  CAH  CAS  119.85  3.000
 ZHB  CAR  CAH  CAS  119.73  3.000
 ZHB  CAI  CAR  OAC  122.11  3.000
 ZHB  CAI  CAR  CAH  120.44  3.000
 ZHB  OAC  CAR  CAH  117.42  3.000
 ZHB  H13  OAC  CAR  110.58  3.000
 ZHB  H14  CAI  CAT  119.63  3.000
 ZHB  H14  CAI  CAR  120.41  3.000
 ZHB  CAT  CAI  CAR  119.92  3.000
 ZHB  CAG  CAT  CAI  120.28  3.000
 ZHB  CAG  CAT  CAU  119.46  3.000
 ZHB  CAI  CAT  CAU  119.97  3.000
 ZHB  H15  CAG  CAF  118.26  3.000
 ZHB  H15  CAG  CAT  114.96  3.000
 ZHB  CAF  CAG  CAT  126.78  3.000
 ZHB  H16  CAF  CAJ  117.26  3.000
 ZHB  H16  CAF  CAG  119.43  3.000
 ZHB  CAJ  CAF  CAG  123.26  3.000
 ZHB  H18  CAJ  H17  106.63  3.000
 ZHB  H18  CAJ  CAK  108.52  3.000
 ZHB  H17  CAJ  CAK  108.98  3.000
 ZHB  H18  CAJ  CAF  109.78  3.000
 ZHB  H17  CAJ  CAF  109.19  3.000
 ZHB  CAK  CAJ  CAF  113.51  3.000
 ZHB  H20  CAK  H19  106.59  3.000
 ZHB  H20  CAK  CAN  109.95  3.000
 ZHB  H19  CAK  CAN  110.74  3.000
 ZHB  H20  CAK  CAJ  108.27  3.000
 ZHB  H19  CAK  CAJ  108.69  3.000
 ZHB  CAN  CAK  CAJ  112.40  3.000
 ZHB  H22  CAN  H21  106.69  3.000
 ZHB  H22  CAN  CAW  109.38  3.000
 ZHB  H21  CAN  CAW  107.71  3.000
 ZHB  H22  CAN  CAK  108.90  3.000
 ZHB  H21  CAN  CAK  108.72  3.000
 ZHB  CAW  CAN  CAK  115.12  3.000
 ZHB  H23  CAW  OAE  109.56  3.000
 ZHB  H23  CAW  CAN  107.98  3.000
 ZHB  OAE  CAW  CAN  112.19  3.000
 ZHB  H23  CAW  CAO  107.13  3.000
 ZHB  OAE  CAW  CAO  107.12  3.000
 ZHB  CAN  CAW  CAO  112.72  3.000
 ZHB  H24  OAE  CAW  108.45  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
 ZHB  CONST_01  CAR  CAH  CAS  CAU     0.00   0.0  0
 ZHB  CONST_02  CAR  CAI  CAT  CAU     0.00   0.0  0
 ZHB  CONST_03  CAI  CAR  CAH  CAS     0.00   0.0  0
 ZHB  CONST_04  CAI  CAT  CAU  CAS     0.00   0.0  0
 ZHB  CONST_05  CAT  CAU  CAS  CAH     0.00   0.0  0
 ZHB  CONST_06  CAT  CAI  CAR  CAH     0.00   0.0  0
 ZHB  CONST_07  OAD  CAS  CAU  CAQ     0.00   0.0  0
 ZHB  CONST_08  OAC  CAR  CAH  CAS   180.00   0.0  0
 ZHB  CONST_09  CAR  CAH  CAS  OAD   180.00   0.0  0
 ZHB  CONST_10  CAT  CAU  CAS  OAD   180.00   0.0  0
 ZHB  CONST_11  CAT  CAI  CAR  OAC   180.00   0.0  0
 ZHB  CONST_12  H12  CAH  CAS  CAU   180.00   0.0  0
 ZHB  CONST_13  H14  CAI  CAT  CAU   180.00   0.0  0
 ZHB  Var_01    CAJ  CAF  CAG  CAT   179.56   0.0  0
 ZHB  Var_02    CAV  CAM  CAL  CAO   174.73  30.0  1
 ZHB  Var_03    CAW  CAO  CAL  CAM  -101.60  30.0  1
 ZHB  Var_04    CAU  CAQ  OAP  CAV  -176.79  30.0  1
 ZHB  Var_05    CAS  CAU  CAQ  OAP   -62.10  30.0  1
 ZHB  Var_06    CAF  CAG  CAT  CAU   130.36  30.0  1
 ZHB  Var_07    CAK  CAJ  CAF  CAG    88.17  30.0  1
 ZHB  Var_08    CAN  CAK  CAJ  CAF   -68.16  30.0  1
 ZHB  Var_09    CAW  CAN  CAK  CAJ  -175.50  30.0  1
 ZHB  Var_10    H15  CAG  CAF  CAJ    -0.10   0.0  0

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
 ZHB  chir_01  CAV  CAA  OAP  CAM  positiv
 ZHB  chir_02  CAW  OAE  CAO  CAN  positiv

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
 ZHB  plan-1  CAQ  0.020
 ZHB  plan-1  CAU  0.020
 ZHB  plan-1  CAS  0.020
 ZHB  plan-1  OAD  0.020
 ZHB  plan-1  CAH  0.020
 ZHB  plan-1  CAR  0.020
 ZHB  plan-1  OAC  0.020
 ZHB  plan-1  CAI  0.020
 ZHB  plan-1  CAT  0.020
 ZHB  plan-1  CAG  0.020
 ZHB  plan-1  H12  0.020
 ZHB  plan-1  H14  0.020
 ZHB  plan-2  OAP  0.020
 ZHB  plan-2  CAQ  0.020
 ZHB  plan-2  OAB  0.020
 ZHB  plan-2  CAU  0.020
 ZHB  plan-3  CAT  0.020
 ZHB  plan-3  CAG  0.020
 ZHB  plan-3  CAF  0.020
 ZHB  plan-3  CAJ  0.020
 ZHB  plan-3  H15  0.020
 ZHB  plan-3  H16  0.020

