# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 14:23:23 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 2-{[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CC[C@@]2(C)[C@H](CCCC2=C)[C@@]1(C)CC3=CC(=O)C=CC3=O
#
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
 1XH  1XH  2-{[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione  ligand  51  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1XH
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
 1XH  CAA   C  C2    0  -0.626  -3.0622   2.9470   0.6243
 1XH  CAB   C  CH3   0  -0.682  -2.1510  -3.0448  -0.6672
 1XH  CAC   C  CH3   0  -0.710  -1.3609   1.1377   1.8845
 1XH  CAD   C  CH3   0  -0.699   0.4315  -1.8555  -1.3413
 1XH  CAG   C  CR16  0  -0.325   4.4542   0.9793  -0.1986
 1XH  CAH   C  CR16  0  -0.302   4.4105  -0.3449  -0.3285
 1XH  CAI   C  CR16  0  -0.410   2.1416   0.9263   0.8066
 1XH  CAJ   C  CH2   0  -0.424  -2.1784   1.4007  -2.3137
 1XH  CAK   C  CH2   0  -0.500  -3.3649   1.6026  -1.3874
 1XH  CAL   C  CH2   0  -0.450  -1.4382   0.1404  -1.9095
 1XH  CAM   C  CH2   0  -0.446  -2.2619  -1.7300   1.4575
 1XH  CAN   C  CH2   0  -0.417  -2.9850  -0.4940   0.9469
 1XH  CAO   C  CH2   0  -0.517   0.8236  -1.1939   0.9905
 1XH  CAP   C  C     0   0.232  -2.8283   1.7915  -0.0003
 1XH  CAQ   C  CR6   0   0.052   2.0459  -0.4004   0.6405
 1XH  CAR   C  CR6   0   0.415   3.3274   1.7067   0.4167
 1XH  CAS   C  CR6   0   0.377   3.2537  -1.1338   0.1493
 1XH  CAT   C  CH1   0  -0.204  -1.3272  -2.3203   0.4024
 1XH  CAU   C  CH1   0  -0.187  -0.9344   0.1241  -0.4499
 1XH  CAV   C  CT    0  -0.126  -2.0066   0.6397   0.5862
 1XH  CAW   C  CT    0  -0.042  -0.2875  -1.2744  -0.1133
 1XH  HAA   H  H     0   0.227  -3.6758   3.7050   0.1514
 1XH  HAAA  H  H     0   0.229  -2.6711   3.2036   1.5972
 1XH  HAB   H  HCH3  0   0.223  -2.7935  -2.3839  -1.2461
 1XH  HABA  H  HCH3  0   0.235  -1.5267  -3.5977  -1.3668
 1XH  HABB  H  HCH3  0   0.230  -2.8019  -3.7720  -0.1779
 1XH  HAC   H  HCH3  0   0.243  -0.8066   0.3761   2.4193
 1XH  HACA  H  HCH3  0   0.237  -0.6852   1.9743   1.7026
 1XH  HACB  H  HCH3  0   0.239  -2.1288   1.4794   2.5795
 1XH  HAD   H  HCH3  0   0.238   0.9271  -2.7891  -1.0698
 1XH  HADA  H  HCH3  0   0.249  -0.2397  -2.0802  -2.1654
 1XH  HADB  H  HCH3  0   0.232   1.1922  -1.1746  -1.7306
 1XH  HAH   H  HCR6  0   0.296   5.2342  -0.9019  -0.7571
 1XH  HAI   H  HCR6  0   0.288   1.3285   1.4958   1.2391
 1XH  HAJ   H  HCH2  0   0.231  -2.5039   1.3162  -3.3535
 1XH  HAJA  H  HCH2  0   0.215  -1.5180   2.2724  -2.2572
 1XH  HAK   H  HCH2  0   0.237  -3.9636   2.4657  -1.6835
 1XH  HAKA  H  HCH2  0   0.229  -4.0174   0.7255  -1.4484
 1XH  HAL   H  HCH2  0   0.222  -2.0978  -0.7074  -2.1088
 1XH  HALA  H  HCH2  0   0.243  -0.5830   0.0165  -2.5735
 1XH  HAM   H  HCH2  0   0.228  -1.7072  -1.4908   2.3680
 1XH  HAMA  H  HCH2  0   0.231  -2.9934  -2.4881   1.7499
 1XH  HAN   H  HCH2  0   0.229  -3.5976  -0.7636   0.0827
 1XH  HANA  H  HCH2  0   0.231  -3.6818  -0.1259   1.7052
 1XH  HAO   H  HCH2  0   0.264   1.1366  -2.2192   1.1918
 1XH  H26   H  HCH2  0   0.268   0.4312  -0.8193   1.9315
 1XH  HAT   H  HCH1  0   0.223  -0.7419  -3.1077   0.8916
 1XH  HAU   H  HCH1  0   0.225  -0.1243   0.8643  -0.4293
 1XH  H12   H  HCR6  0   0.297   5.3086   1.5579  -0.5267
 1XH  OAE   O  O     0  -0.385   3.3720   2.9096   0.5848
 1XH  OAF   O  O     0  -0.365   3.3146  -2.3450   0.1682

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
 1XH  CAA  CAP   double  1.334  0.020  1.334
 1XH  CAB  CAT   single  1.532  0.020  1.532
 1XH  CAC  CAV   single  1.533  0.020  1.533
 1XH  CAD  CAW   single  1.537  0.020  1.537
 1XH  OAE  CAR   double  1.215  0.020  1.215
 1XH  OAF  CAS   double  1.213  0.020  1.213
 1XH  CAG  CAH   double  1.331  0.020  1.331
 1XH  CAG  CAR   single  1.476  0.020  1.476
 1XH  CAH  CAS   single  1.480  0.020  1.480
 1XH  CAI  CAQ   double  1.340  0.020  1.340
 1XH  CAI  CAR   single  1.472  0.020  1.472
 1XH  CAJ  CAK   single  1.519  0.020  1.519
 1XH  CAJ  CAL   single  1.516  0.020  1.516
 1XH  CAK  CAP   single  1.499  0.020  1.499
 1XH  CAL  CAU   single  1.544  0.020  1.544
 1XH  CAM  CAN   single  1.520  0.020  1.520
 1XH  CAM  CAT   single  1.528  0.020  1.528
 1XH  CAN  CAV   single  1.540  0.020  1.540
 1XH  CAO  CAQ   single  1.499  0.020  1.499
 1XH  CAO  CAW   single  1.568  0.020  1.568
 1XH  CAP  CAV   single  1.532  0.020  1.532
 1XH  CAQ  CAS   single  1.496  0.020  1.496
 1XH  CAT  CAW   single  1.562  0.020  1.562
 1XH  CAU  CAV   single  1.578  0.020  1.578
 1XH  CAU  CAW   single  1.577  0.020  1.577
 1XH  CAA  HAA   single  0.930  0.020  1.080
 1XH  CAA  HAAA  single  0.930  0.020  1.080
 1XH  CAB  HAB   single  0.970  0.020  1.090
 1XH  CAB  HABA  single  0.970  0.020  1.090
 1XH  CAB  HABB  single  0.970  0.020  1.090
 1XH  CAC  HAC   single  0.970  0.020  1.090
 1XH  CAC  HACA  single  0.970  0.020  1.090
 1XH  CAC  HACB  single  0.970  0.020  1.090
 1XH  CAD  HAD   single  0.970  0.020  1.090
 1XH  CAD  HADA  single  0.970  0.020  1.090
 1XH  CAD  HADB  single  0.970  0.020  1.090
 1XH  CAG  H12   single  0.930  0.020  1.080
 1XH  CAH  HAH   single  0.930  0.020  1.080
 1XH  CAI  HAI   single  0.930  0.020  1.080
 1XH  CAJ  HAJ   single  0.970  0.020  1.090
 1XH  CAJ  HAJA  single  0.970  0.020  1.090
 1XH  CAK  HAK   single  0.970  0.020  1.090
 1XH  CAK  HAKA  single  0.970  0.020  1.090
 1XH  CAL  HAL   single  0.970  0.020  1.090
 1XH  CAL  HALA  single  0.970  0.020  1.090
 1XH  CAM  HAM   single  0.970  0.020  1.090
 1XH  CAM  HAMA  single  0.970  0.020  1.090
 1XH  CAN  HAN   single  0.970  0.020  1.090
 1XH  CAN  HANA  single  0.970  0.020  1.090
 1XH  CAO  HAO   single  0.970  0.020  1.090
 1XH  CAO  H26   single  0.970  0.020  1.090
 1XH  CAT  HAT   single  0.970  0.020  1.090
 1XH  CAU  HAU   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
 1XH  HAAA  CAA  HAA   115.60  3.000
 1XH  HAAA  CAA  CAP   124.35  3.000
 1XH  HAA   CAA  CAP   120.05  3.000
 1XH  HABB  CAB  HABA  106.96  3.000
 1XH  HABB  CAB  HAB   106.91  3.000
 1XH  HABA  CAB  HAB   107.77  3.000
 1XH  HABB  CAB  CAT   108.82  3.000
 1XH  HABA  CAB  CAT   112.36  3.000
 1XH  HAB   CAB  CAT   113.68  3.000
 1XH  HACB  CAC  HACA  107.59  3.000
 1XH  HACB  CAC  HAC   105.42  3.000
 1XH  HACA  CAC  HAC   107.74  3.000
 1XH  HACB  CAC  CAV   110.17  3.000
 1XH  HACA  CAC  CAV   111.64  3.000
 1XH  HAC   CAC  CAV   113.90  3.000
 1XH  HADB  CAD  HADA  106.78  3.000
 1XH  HADB  CAD  HAD   107.79  3.000
 1XH  HADA  CAD  HAD   107.00  3.000
 1XH  HADB  CAD  CAW   112.01  3.000
 1XH  HADA  CAD  CAW   113.28  3.000
 1XH  HAD   CAD  CAW   109.70  3.000
 1XH  H12   CAG  CAR   117.74  3.000
 1XH  H12   CAG  CAH   121.86  3.000
 1XH  CAR   CAG  CAH   120.40  3.000
 1XH  HAH   CAH  CAS   116.63  3.000
 1XH  HAH   CAH  CAG   121.70  3.000
 1XH  CAS   CAH  CAG   121.64  3.000
 1XH  HAI   CAI  CAR   115.58  3.000
 1XH  HAI   CAI  CAQ   121.09  3.000
 1XH  CAR   CAI  CAQ   123.33  3.000
 1XH  HAJA  CAJ  HAJ   106.87  3.000
 1XH  HAJA  CAJ  CAL   110.70  3.000
 1XH  HAJ   CAJ  CAL   109.55  3.000
 1XH  HAJA  CAJ  CAK   109.51  3.000
 1XH  HAJ   CAJ  CAK   110.97  3.000
 1XH  CAL   CAJ  CAK   109.22  3.000
 1XH  HAKA  CAK  HAK   106.95  3.000
 1XH  HAKA  CAK  CAP   111.45  3.000
 1XH  HAK   CAK  CAP   110.35  3.000
 1XH  HAKA  CAK  CAJ   108.98  3.000
 1XH  HAK   CAK  CAJ   111.61  3.000
 1XH  CAP   CAK  CAJ   107.54  3.000
 1XH  HALA  CAL  HAL   105.93  3.000
 1XH  HALA  CAL  CAU   108.58  3.000
 1XH  HAL   CAL  CAU   111.17  3.000
 1XH  HALA  CAL  CAJ   108.37  3.000
 1XH  HAL   CAL  CAJ   107.56  3.000
 1XH  CAU   CAL  CAJ   114.83  3.000
 1XH  HAMA  CAM  HAM   105.58  3.000
 1XH  HAMA  CAM  CAT   109.03  3.000
 1XH  HAM   CAM  CAT   110.45  3.000
 1XH  HAMA  CAM  CAN   109.59  3.000
 1XH  HAM   CAM  CAN   110.08  3.000
 1XH  CAT   CAM  CAN   111.90  3.000
 1XH  HANA  CAN  HAN   105.91  3.000
 1XH  HANA  CAN  CAV   108.62  3.000
 1XH  HAN   CAN  CAV   110.64  3.000
 1XH  HANA  CAN  CAM   110.10  3.000
 1XH  HAN   CAN  CAM   109.37  3.000
 1XH  CAV   CAN  CAM   112.02  3.000
 1XH  H26   CAO  HAO   105.54  3.000
 1XH  H26   CAO  CAW   111.81  3.000
 1XH  HAO   CAO  CAW   106.56  3.000
 1XH  H26   CAO  CAQ   108.32  3.000
 1XH  HAO   CAO  CAQ   107.86  3.000
 1XH  CAW   CAO  CAQ   116.15  3.000
 1XH  CAV   CAP  CAK   116.84  3.000
 1XH  CAV   CAP  CAA   124.48  3.000
 1XH  CAK   CAP  CAA   118.65  3.000
 1XH  CAS   CAQ  CAO   118.40  3.000
 1XH  CAS   CAQ  CAI   117.92  3.000
 1XH  CAO   CAQ  CAI   123.60  3.000
 1XH  CAI   CAR  CAG   117.66  3.000
 1XH  CAI   CAR  OAE   121.17  3.000
 1XH  CAG   CAR  OAE   121.17  3.000
 1XH  CAQ   CAS  CAH   118.42  3.000
 1XH  CAQ   CAS  OAF   121.67  3.000
 1XH  CAH   CAS  OAF   119.89  3.000
 1XH  HAT   CAT  CAW   105.83  3.000
 1XH  HAT   CAT  CAM   107.21  3.000
 1XH  CAW   CAT  CAM   112.10  3.000
 1XH  HAT   CAT  CAB   105.01  3.000
 1XH  CAW   CAT  CAB   116.36  3.000
 1XH  CAM   CAT  CAB   109.62  3.000
 1XH  HAU   CAU  CAW   106.93  3.000
 1XH  HAU   CAU  CAV   105.60  3.000
 1XH  CAW   CAU  CAV   115.36  3.000
 1XH  HAU   CAU  CAL   104.56  3.000
 1XH  CAW   CAU  CAL   110.18  3.000
 1XH  CAV   CAU  CAL   113.30  3.000
 1XH  CAU   CAV  CAP   111.03  3.000
 1XH  CAU   CAV  CAN   110.18  3.000
 1XH  CAP   CAV  CAN   107.60  3.000
 1XH  CAU   CAV  CAC   112.09  3.000
 1XH  CAP   CAV  CAC   107.81  3.000
 1XH  CAN   CAV  CAC   107.96  3.000
 1XH  CAU   CAW  CAT   113.02  3.000
 1XH  CAU   CAW  CAO   113.29  3.000
 1XH  CAT   CAW  CAO   105.88  3.000
 1XH  CAU   CAW  CAD   110.89  3.000
 1XH  CAT   CAW  CAD   108.78  3.000
 1XH  CAO   CAW  CAD   104.50  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
 1XH  Var_01  CAV  CAP  CAK  CAJ  -60.28  30.0  1
 1XH  Var_02  CAU  CAL  CAJ  CAK  -57.66  30.0  1
 1XH  Var_03  CAP  CAK  CAJ  CAL   62.49  30.0  1
 1XH  Var_04  CAV  CAN  CAM  CAT  -61.86  30.0  1
 1XH  Var_05  CAW  CAO  CAQ  CAI   85.76  30.0  2
 1XH  Var_06  HAA  CAA  CAP  CAK    3.38  30.0  2

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
 1XH  chir_01  CAT  CAB  CAM  CAW  positiv
 1XH  chir_02  CAU  CAL  CAV  CAW  negativ
 1XH  chir_03  CAV  CAN  CAP  CAU  positiv
 1XH  chir_04  CAW  CAT  CAU  CAD  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
 1XH  plan-1  CAG  0.020
 1XH  plan-1  CAH  0.020
 1XH  plan-1  CAI  0.020
 1XH  plan-1  CAO  0.020
 1XH  plan-1  CAQ  0.020
 1XH  plan-1  CAR  0.020
 1XH  plan-1  CAS  0.020
 1XH  plan-1  HAH  0.020
 1XH  plan-1  HAI  0.020
 1XH  plan-1  H12  0.020
 1XH  plan-1  OAE  0.020
 1XH  plan-1  OAF  0.020

