# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 11:31:12 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxybenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@]1(O)CC[C@]2(C)CC=C(C)C[C@H](OC(=O)c3ccc(O)cc3)[C@@H]12
#
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
 27H  27H  '(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxybenzoate'  ligand  56  26  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_27H
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
 27H  CAB  C  CH3   0  -0.692  -0.2765   3.5867   0.3473
 27H  CAV  C  CH1   0  -0.268   0.3376   2.4178  -0.4265
 27H  CAC  C  CH3   0  -0.674   0.9695   2.9361  -1.7173
 27H  CAZ  C  CT    0   0.313   1.3084   1.5903   0.4546
 27H  CAX  C  CH1   0  -0.262   1.8054   0.2901  -0.2387
 27H  OAG  O  OH1   0  -0.681   0.6581   1.2019   1.6534
 27H  CAO  C  CH2   0  -0.506   2.6151   2.3805   0.7452
 27H  CAN  C  CH2   0  -0.411   3.7350   1.6137   0.0478
 27H  CAY  C  CT    0  -0.078   3.2971   0.1488   0.1374
 27H  CAD  C  CH3   0  -0.663   3.5309  -0.3573   1.5637
 27H  CAM  C  CH2   0  -0.460   4.0613  -0.7285  -0.8638
 27H  CAH  C  C1    0  -0.280   3.8212  -2.2041  -0.7172
 27H  CAR  C  C     0   0.125   2.6359  -2.8126  -0.7629
 27H  CAA  C  CH3   0  -0.726   2.5116  -4.2954  -0.5745
 27H  CAP  C  CH2   0  -0.547   1.3384  -2.0844  -1.0201
 27H  CAW  C  CH1   0   0.084   0.9840  -0.9744  -0.0232
 27H  OAQ  O  O2    0  -0.484  -0.3953  -0.6455  -0.2651
 27H  CAS  C  C     0   0.614  -1.3296  -0.9929   0.6041
 27H  OAE  O  O     0  -0.460  -1.1297  -1.6556   1.5962
 27H  CAU  C  CR6   0  -0.118  -2.6670  -0.4902   0.2181
 27H  CAK  C  CR16  0  -0.256  -2.9054   0.1925  -0.9769
 27H  CAI  C  CR16  0  -0.324  -4.1703   0.6469  -1.2953
 27H  CAT  C  CR6   0   0.366  -5.2322   0.4272  -0.4170
 27H  OAF  O  OH1   0  -0.619  -6.4399   0.8892  -0.7697
 27H  CAJ  C  CR16  0  -0.372  -5.0071  -0.2569   0.7777
 27H  CAL  C  CR16  0  -0.246  -3.7375  -0.7091   1.0834
 27H  H1   H  HCH3  0   0.235  -0.8847   4.1991  -0.3198
 27H  H2   H  HCH3  0   0.227  -0.9343   3.2538   1.1511
 27H  H3   H  HCH3  0   0.223   0.4827   4.2432   0.7801
 27H  H4   H  HCH1  0   0.242  -0.4874   1.7622  -0.7119
 27H  H5   H  HCH3  0   0.220   1.7557   3.6699  -1.5298
 27H  H6   H  HCH3  0   0.230   1.3992   2.1411  -2.3271
 27H  H7   H  HCH3  0   0.234   0.2106   3.4283  -2.3269
 27H  H8   H  HCH1  0   0.234   1.7996   0.4839  -1.3179
 27H  H9   H  HOH1  0   0.444   0.5067   1.9873   2.1882
 27H  H10  H  HCH2  0   0.239   2.5612   3.4205   0.4208
 27H  H11  H  HCH2  0   0.242   2.7920   2.4088   1.8227
 27H  H12  H  HCH2  0   0.225   3.8102   1.9131  -1.0037
 27H  H13  H  HCH2  0   0.232   4.7148   1.7863   0.4994
 27H  H14  H  HCH3  0   0.237   3.0005   0.2354   2.3064
 27H  H15  H  HCH3  0   0.232   3.2205  -1.3930   1.6963
 27H  H16  H  HCH3  0   0.223   4.5970  -0.3087   1.7994
 27H  H17  H  HCH2  0   0.233   3.8010  -0.3984  -1.8782
 27H  H18  H  HCH2  0   0.235   5.1312  -0.5356  -0.7491
 27H  H19  H  H     0   0.226   4.6960  -2.8203  -0.5318
 27H  H20  H  HCH3  0   0.236   3.4740  -4.7652  -0.3725
 27H  H21  H  HCH3  0   0.234   1.8390  -4.5287   0.2553
 27H  H22  H  HCH3  0   0.235   2.0830  -4.7709  -1.4610
 27H  H23  H  HCH2  0   0.248   1.3456  -1.6581  -2.0305
 27H  H24  H  HCH2  0   0.257   0.5268  -2.8159  -1.0059
 27H  H25  H  HCH1  0   0.247   1.0929  -1.3414   0.9976
 27H  H26  H  HCR6  0   0.261  -2.1029   0.3716  -1.6790
 27H  H27  H  HCR6  0   0.271  -4.3434   1.1736  -2.2251
 27H  H28  H  HOH1  0   0.480  -7.0971   0.6781  -0.0963
 27H  H29  H  HCR6  0   0.278  -5.8236  -0.4358   1.4675
 27H  H30  H  HCR6  0   0.264  -3.5800  -1.2392   2.0132

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
 27H  CAD  CAY  single    1.531  0.020  1.531
 27H  CAN  CAY  single    1.532  0.020  1.532
 27H  CAN  CAO  single    1.526  0.020  1.526
 27H  CAM  CAY  single    1.535  0.020  1.535
 27H  CAM  CAH  single    1.502  0.020  1.502
 27H  CAY  CAX  single    1.545  0.020  1.545
 27H  CAH  CAR  double    1.333  0.020  1.333
 27H  CAO  CAZ  single    1.554  0.020  1.554
 27H  OAG  CAZ  single    1.418  0.020  1.418
 27H  CAA  CAR  single    1.500  0.020  1.500
 27H  CAR  CAP  single    1.510  0.020  1.510
 27H  CAZ  CAX  single    1.555  0.020  1.555
 27H  CAZ  CAV  single    1.550  0.020  1.550
 27H  CAX  CAW  single    1.523  0.020  1.523
 27H  CAW  CAP  single    1.533  0.020  1.533
 27H  CAW  OAQ  single    1.438  0.020  1.438
 27H  CAV  CAB  single    1.530  0.020  1.530
 27H  CAV  CAC  single    1.528  0.020  1.528
 27H  OAE  CAS  double    1.210  0.020  1.210
 27H  OAQ  CAS  single    1.322  0.020  1.322
 27H  CAS  CAU  single    1.480  0.020  1.480
 27H  CAU  CAL  aromatic  1.394  0.020  1.394
 27H  CAU  CAK  aromatic  1.397  0.020  1.397
 27H  CAL  CAJ  aromatic  1.382  0.020  1.382
 27H  CAK  CAI  aromatic  1.381  0.020  1.381
 27H  CAJ  CAT  aromatic  1.395  0.020  1.395
 27H  CAI  CAT  aromatic  1.395  0.020  1.395
 27H  CAT  OAF  single    1.340  0.020  1.340
 27H  CAB  H1   single    0.970  0.020  1.090
 27H  CAB  H2   single    0.970  0.020  1.090
 27H  CAB  H3   single    0.970  0.020  1.090
 27H  CAV  H4   single    0.970  0.020  1.090
 27H  CAC  H5   single    0.970  0.020  1.090
 27H  CAC  H6   single    0.970  0.020  1.090
 27H  CAC  H7   single    0.970  0.020  1.090
 27H  CAX  H8   single    0.970  0.020  1.090
 27H  OAG  H9   single    0.850  0.020  0.980
 27H  CAO  H10  single    0.970  0.020  1.090
 27H  CAO  H11  single    0.970  0.020  1.090
 27H  CAN  H12  single    0.970  0.020  1.090
 27H  CAN  H13  single    0.970  0.020  1.090
 27H  CAD  H14  single    0.970  0.020  1.090
 27H  CAD  H15  single    0.970  0.020  1.090
 27H  CAD  H16  single    0.970  0.020  1.090
 27H  CAM  H17  single    0.970  0.020  1.090
 27H  CAM  H18  single    0.970  0.020  1.090
 27H  CAH  H19  single    0.930  0.020  1.080
 27H  CAA  H20  single    0.970  0.020  1.090
 27H  CAA  H21  single    0.970  0.020  1.090
 27H  CAA  H22  single    0.970  0.020  1.090
 27H  CAP  H23  single    0.970  0.020  1.090
 27H  CAP  H24  single    0.970  0.020  1.090
 27H  CAW  H25  single    0.970  0.020  1.090
 27H  CAK  H26  single    0.930  0.020  1.080
 27H  CAI  H27  single    0.930  0.020  1.080
 27H  OAF  H28  single    0.850  0.020  0.980
 27H  CAJ  H29  single    0.930  0.020  1.080
 27H  CAL  H30  single    0.930  0.020  1.080

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
 27H  H3   CAB  H2   108.08  3.000
 27H  H3   CAB  H1   106.99  3.000
 27H  H2   CAB  H1   106.61  3.000
 27H  H3   CAB  CAV  112.34  3.000
 27H  H2   CAB  CAV  112.43  3.000
 27H  H1   CAB  CAV  110.08  3.000
 27H  H4   CAV  CAZ  107.53  3.000
 27H  H4   CAV  CAC  107.18  3.000
 27H  CAZ  CAV  CAC  113.72  3.000
 27H  H4   CAV  CAB  106.71  3.000
 27H  CAC  CAV  CAB  109.52  3.000
 27H  CAZ  CAV  CAB  111.81  3.000
 27H  H7   CAC  H6   106.90  3.000
 27H  H7   CAC  H5   107.08  3.000
 27H  H6   CAC  H5   107.60  3.000
 27H  H7   CAC  CAV  109.72  3.000
 27H  H6   CAC  CAV  112.85  3.000
 27H  H5   CAC  CAV  112.38  3.000
 27H  CAO  CAZ  OAG  111.51  3.000
 27H  OAG  CAZ  CAX  107.12  3.000
 27H  CAO  CAZ  CAX  103.87  3.000
 27H  CAX  CAZ  CAV  113.15  3.000
 27H  OAG  CAZ  CAV  109.85  3.000
 27H  CAO  CAZ  CAV  111.18  3.000
 27H  H8   CAX  CAW  106.44  3.000
 27H  H8   CAX  CAY  105.13  3.000
 27H  CAW  CAX  CAY  114.22  3.000
 27H  H8   CAX  CAZ  106.81  3.000
 27H  CAW  CAX  CAZ  117.30  3.000
 27H  CAY  CAX  CAZ  106.06  3.000
 27H  H9   OAG  CAZ  108.57  3.000
 27H  H11  CAO  H10  106.06  3.000
 27H  H11  CAO  CAN  110.18  3.000
 27H  H10  CAO  CAN  112.30  3.000
 27H  H11  CAO  CAZ  109.50  3.000
 27H  H10  CAO  CAZ  112.80  3.000
 27H  CAN  CAO  CAZ  106.03  3.000
 27H  H13  CAN  H12  106.97  3.000
 27H  H13  CAN  CAY  112.53  3.000
 27H  H12  CAN  CAY  109.70  3.000
 27H  H13  CAN  CAO  112.94  3.000
 27H  H12  CAN  CAO  110.59  3.000
 27H  CAY  CAN  CAO  104.12  3.000
 27H  CAM  CAY  CAD  110.04  3.000
 27H  CAM  CAY  CAN  111.48  3.000
 27H  CAD  CAY  CAN  109.08  3.000
 27H  CAM  CAY  CAX  111.97  3.000
 27H  CAN  CAY  CAX  100.04  3.000
 27H  CAD  CAY  CAX  113.86  3.000
 27H  H16  CAD  H15  107.10  3.000
 27H  H16  CAD  H14  107.70  3.000
 27H  H15  CAD  H14  107.21  3.000
 27H  H16  CAD  CAY  109.58  3.000
 27H  H15  CAD  CAY  112.59  3.000
 27H  H14  CAD  CAY  112.41  3.000
 27H  H18  CAM  H17  106.02  3.000
 27H  H18  CAM  CAH  108.63  3.000
 27H  H17  CAM  CAH  110.34  3.000
 27H  H18  CAM  CAY  108.54  3.000
 27H  H17  CAM  CAY  108.23  3.000
 27H  CAH  CAM  CAY  114.72  3.000
 27H  H19  CAH  CAR  117.59  3.000
 27H  H19  CAH  CAM  116.44  3.000
 27H  CAR  CAH  CAM  125.95  3.000
 27H  CAP  CAR  CAA  115.27  3.000
 27H  CAP  CAR  CAH  123.35  3.000
 27H  CAA  CAR  CAH  121.37  3.000
 27H  H22  CAA  H21  106.35  3.000
 27H  H22  CAA  H20  107.99  3.000
 27H  H21  CAA  H20  108.10  3.000
 27H  H22  CAA  CAR  111.13  3.000
 27H  H21  CAA  CAR  110.93  3.000
 27H  H20  CAA  CAR  112.10  3.000
 27H  H24  CAP  H23  106.08  3.000
 27H  H24  CAP  CAW  107.73  3.000
 27H  H23  CAP  CAW  108.61  3.000
 27H  H24  CAP  CAR  108.25  3.000
 27H  H23  CAP  CAR  109.80  3.000
 27H  CAW  CAP  CAR  115.91  3.000
 27H  H25  CAW  OAQ  109.28  3.000
 27H  H25  CAW  CAP  110.00  3.000
 27H  OAQ  CAW  CAP  106.13  3.000
 27H  H25  CAW  CAX  110.98  3.000
 27H  OAQ  CAW  CAX  107.67  3.000
 27H  CAP  CAW  CAX  112.60  3.000
 27H  CAS  OAQ  CAW  120.45  3.000
 27H  CAU  CAS  OAE  123.32  3.000
 27H  CAU  CAS  OAQ  112.19  3.000
 27H  OAE  CAS  OAQ  124.48  3.000
 27H  CAL  CAU  CAK  118.48  3.000
 27H  CAK  CAU  CAS  122.92  3.000
 27H  CAL  CAU  CAS  118.61  3.000
 27H  H26  CAK  CAI  118.40  3.000
 27H  H26  CAK  CAU  120.65  3.000
 27H  CAI  CAK  CAU  120.95  3.000
 27H  H27  CAI  CAT  119.70  3.000
 27H  H27  CAI  CAK  120.29  3.000
 27H  CAT  CAI  CAK  120.00  3.000
 27H  CAJ  CAT  OAF  122.67  3.000
 27H  OAF  CAT  CAI  117.76  3.000
 27H  CAJ  CAT  CAI  119.56  3.000
 27H  H28  OAF  CAT  110.78  3.000
 27H  H29  CAJ  CAL  119.82  3.000
 27H  H29  CAJ  CAT  120.30  3.000
 27H  CAL  CAJ  CAT  119.88  3.000
 27H  H30  CAL  CAJ  118.97  3.000
 27H  H30  CAL  CAU  119.91  3.000
 27H  CAJ  CAL  CAU  121.12  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
 27H  CONST_01  CAT  CAJ  CAL  CAU     0.00   0.0  0
 27H  CONST_02  CAT  CAI  CAK  CAU     0.00   0.0  0
 27H  CONST_03  CAJ  CAL  CAU  CAK     0.00   0.0  0
 27H  CONST_04  CAJ  CAT  CAI  CAK     0.00   0.0  0
 27H  CONST_05  CAL  CAU  CAK  CAI     0.00   0.0  0
 27H  CONST_06  CAL  CAJ  CAT  CAI     0.00   0.0  0
 27H  CONST_07  CAJ  CAL  CAU  CAS   180.00   0.0  0
 27H  CONST_08  CAI  CAK  CAU  CAS   180.00   0.0  0
 27H  CONST_09  OAF  CAT  CAI  CAK   180.00   0.0  0
 27H  CONST_10  CAL  CAJ  CAT  OAF   180.00   0.0  0
 27H  CONST_11  H29  CAJ  CAL  CAU   180.00   0.0  0
 27H  CONST_12  H27  CAI  CAK  CAU   180.00   0.0  0
 27H  CONST_13  H30  CAL  CAU  CAK   180.00   0.0  0
 27H  CONST_14  H26  CAK  CAI  CAT   180.00   0.0  0
 27H  Var_01    CAY  CAN  CAO  CAZ   -32.86  30.0  1
 27H  Var_02    CAU  CAS  OAQ  CAW   176.35  30.0  3
 27H  Var_03    CAL  CAU  CAS  OAQ  -176.10  30.0  2
 27H  Var_04    H1   CAB  CAV  CAZ   175.08  30.0  3
 27H  Var_05    H5   CAC  CAV  CAZ   -66.11  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
 27H  chir_01  CAZ  CAO  CAX  CAV  positiv
 27H  chir_02  CAX  CAY  CAZ  CAW  positiv
 27H  chir_03  CAY  CAN  CAM  CAX  positiv
 27H  chir_04  CAW  OAQ  CAX  CAP  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
 27H  plan-1  CAS  0.020
 27H  plan-1  CAU  0.020
 27H  plan-1  CAK  0.020
 27H  plan-1  CAI  0.020
 27H  plan-1  CAT  0.020
 27H  plan-1  OAF  0.020
 27H  plan-1  CAJ  0.020
 27H  plan-1  CAL  0.020
 27H  plan-1  H26  0.020
 27H  plan-1  H27  0.020
 27H  plan-1  H29  0.020
 27H  plan-1  H30  0.020
 27H  plan-2  OAQ  0.020
 27H  plan-2  CAS  0.020
 27H  plan-2  OAE  0.020
 27H  plan-2  CAU  0.020

