# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 09:40:20 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-[(1S,2S,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC[C@]2(CO)CO[C@@H]([C@H]1C2)c3ccc(O)cc3
#
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
 458  458  4-[(1S,2S,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol  ligand  39  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_458
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
 458  CAK   C  CH2   0  -0.429  -2.1041  -0.0302  -1.4508
 458  CAJ   C  CH1   0  -0.366  -0.6276   0.2697  -1.2062
 458  CAO   C  C     0   0.163  -0.4942   1.5645  -0.4489
 458  CAR   C  CH3   0  -0.719   0.6649   2.4575  -0.7700
 458  CAQ   C  C1    0  -0.273  -1.4318   1.8944   0.4383
 458  CAP   C  CH2   0  -0.442  -2.6707   1.0976   0.7136
 458  CAL   C  CT    0  -0.159  -2.7916  -0.2055  -0.0960
 458  CAT   C  CH2   0  -0.132  -4.2499  -0.5728  -0.3281
 458  OAU   O  OH1   0  -0.673  -4.9110  -0.7232   0.9079
 458  CAM   C  CH2   0  -0.146  -2.0833  -1.3612   0.6126
 458  OAH   O  O2    0  -0.486  -0.7043  -1.1293   0.7790
 458  CAI   C  CH1   0   0.055  -0.0169  -0.9187  -0.4271
 458  CAD   C  CR6   0   0.044   1.4416  -0.7241  -0.1205
 458  CAC   C  CR16  0  -0.289   2.3915  -1.0104  -1.0968
 458  CAB   C  CR16  0  -0.326   3.7405  -0.7756  -0.8885
 458  CAA   C  CR6   0   0.339   4.1699  -0.2477   0.3269
 458  OAG   O  OH1   0  -0.635   5.4925  -0.0347   0.4911
 458  CAF   C  CR16  0  -0.372   3.2329   0.0315   1.3172
 458  CAE   C  CR16  0  -0.279   1.8844  -0.2059   1.0911
 458  HAK1  H  HCH2  0   0.233  -2.2109  -0.9436  -2.0464
 458  HAK2  H  HCH2  0   0.242  -2.5656   0.7803  -2.0224
 458  HAJ   H  HCH1  0   0.249  -0.0998   0.3397  -2.1626
 458  HAR1  H  HCH3  0   0.231   0.6855   3.3361  -0.1245
 458  HAR2  H  HCH3  0   0.239   1.6204   1.9406  -0.6686
 458  HAR3  H  HCH3  0   0.230   0.6063   2.8043  -1.8057
 458  HAQ   H  H     0   0.221  -1.3417   2.8321   0.9809
 458  HAP1  H  HCH2  0   0.237  -2.7431   0.8847   1.7853
 458  HAP2  H  HCH2  0   0.235  -3.5312   1.7441   0.5006
 458  HAT1  H  HCH2  0   0.201  -4.7145   0.2144  -0.9383
 458  HAT2  H  HCH2  0   0.200  -4.2941  -1.4992  -0.9192
 458  HAU   H  HOH1  0   0.456  -5.8272  -0.9550   0.7328
 458  HAM1  H  HCH2  0   0.236  -2.4893  -1.5183   1.6133
 458  HAM2  H  HCH2  0   0.199  -2.2475  -2.2867   0.0366
 458  HAI   H  HCH1  0   0.219  -0.1202  -1.8060  -1.0756
 458  HAC   H  HCR6  0   0.247   2.0733  -1.4266  -2.0462
 458  HAB   H  HCR6  0   0.260   4.4626  -1.0056  -1.6623
 458  HAG   H  HOH1  0   0.472   5.6671   0.3259   1.3673
 458  HAF   H  HCR6  0   0.267   3.5536   0.4376   2.2704
 458  HAE   H  HCR6  0   0.250   1.1764   0.0311   1.8732

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
 458  CAK  CAJ   single    1.526  0.020  1.526
 458  CAK  CAL   single    1.529  0.020  1.529
 458  CAK  HAK1  single    0.970  0.020  1.090
 458  CAK  HAK2  single    0.970  0.020  1.090
 458  CAJ  CAO   single    1.506  0.020  1.506
 458  CAJ  CAI   single    1.547  0.020  1.547
 458  CAJ  HAJ   single    0.970  0.020  1.090
 458  CAO  CAR   single    1.498  0.020  1.498
 458  CAO  CAQ   double    1.332  0.020  1.332
 458  CAR  HAR1  single    0.970  0.020  1.090
 458  CAR  HAR2  single    0.970  0.020  1.090
 458  CAR  HAR3  single    0.970  0.020  1.090
 458  CAQ  CAP   single    1.499  0.020  1.499
 458  CAQ  HAQ   single    0.930  0.020  1.080
 458  CAP  CAL   single    1.539  0.020  1.539
 458  CAP  HAP1  single    0.970  0.020  1.090
 458  CAP  HAP2  single    0.970  0.020  1.090
 458  CAL  CAT   single    1.522  0.020  1.522
 458  CAL  CAM   single    1.530  0.020  1.530
 458  CAT  OAU   single    1.410  0.020  1.410
 458  CAT  HAT1  single    0.970  0.020  1.090
 458  CAT  HAT2  single    0.970  0.020  1.090
 458  OAU  HAU   single    0.850  0.020  0.980
 458  CAM  OAH   single    1.408  0.020  1.408
 458  CAM  HAM1  single    0.970  0.020  1.090
 458  CAM  HAM2  single    0.970  0.020  1.090
 458  OAH  CAI   single    1.404  0.020  1.404
 458  CAI  CAD   single    1.503  0.020  1.503
 458  CAI  HAI   single    0.970  0.020  1.090
 458  CAD  CAC   aromatic  1.392  0.020  1.392
 458  CAD  CAE   aromatic  1.390  0.020  1.390
 458  CAC  CAB   aromatic  1.385  0.020  1.385
 458  CAC  HAC   single    0.930  0.020  1.080
 458  CAB  CAA   aromatic  1.393  0.020  1.393
 458  CAB  HAB   single    0.930  0.020  1.080
 458  CAA  OAG   single    1.350  0.020  1.350
 458  CAA  CAF   aromatic  1.392  0.020  1.392
 458  OAG  HAG   single    0.850  0.020  0.980
 458  CAF  CAE   aromatic  1.388  0.020  1.388
 458  CAF  HAF   single    0.930  0.020  1.080
 458  CAE  HAE   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
 458  HAK2  CAK  HAK1  107.01  3.000
 458  HAK2  CAK  CAL   110.99  3.000
 458  HAK1  CAK  CAL   110.00  3.000
 458  HAK2  CAK  CAJ   110.26  3.000
 458  HAK1  CAK  CAJ   110.20  3.000
 458  CAL   CAK  CAJ   108.39  3.000
 458  HAJ   CAJ  CAI   107.39  3.000
 458  HAJ   CAJ  CAO   109.98  3.000
 458  CAI   CAJ  CAO   111.86  3.000
 458  HAJ   CAJ  CAK   109.81  3.000
 458  CAI   CAJ  CAK   108.16  3.000
 458  CAO   CAJ  CAK   109.58  3.000
 458  CAQ   CAO  CAR   122.66  3.000
 458  CAQ   CAO  CAJ   119.04  3.000
 458  CAR   CAO  CAJ   118.24  3.000
 458  HAR3  CAR  HAR2  106.57  3.000
 458  HAR3  CAR  HAR1  107.82  3.000
 458  HAR2  CAR  HAR1  108.07  3.000
 458  HAR3  CAR  CAO   110.52  3.000
 458  HAR2  CAR  CAO   112.04  3.000
 458  HAR1  CAR  CAO   111.60  3.000
 458  HAQ   CAQ  CAP   115.81  3.000
 458  HAQ   CAQ  CAO   119.19  3.000
 458  CAP   CAQ  CAO   124.93  3.000
 458  HAP2  CAP  HAP1  104.64  3.000
 458  HAP2  CAP  CAL   109.59  3.000
 458  HAP1  CAP  CAL   110.18  3.000
 458  HAP2  CAP  CAQ   107.43  3.000
 458  HAP1  CAP  CAQ   109.74  3.000
 458  CAL   CAP  CAQ   114.74  3.000
 458  CAM   CAL  CAT   109.40  3.000
 458  CAM   CAL  CAP   111.08  3.000
 458  CAT   CAL  CAP   111.10  3.000
 458  CAM   CAL  CAK   106.79  3.000
 458  CAT   CAL  CAK   108.87  3.000
 458  CAP   CAL  CAK   109.49  3.000
 458  HAT2  CAT  HAT1  106.73  3.000
 458  HAT2  CAT  OAU   111.26  3.000
 458  HAT1  CAT  OAU   111.40  3.000
 458  HAT2  CAT  CAL   108.90  3.000
 458  HAT1  CAT  CAL   108.48  3.000
 458  OAU   CAT  CAL   109.96  3.000
 458  HAU   OAU  CAT   108.24  3.000
 458  HAM2  CAM  HAM1  107.63  3.000
 458  HAM2  CAM  OAH   110.23  3.000
 458  HAM1  CAM  OAH   106.24  3.000
 458  HAM2  CAM  CAL   108.86  3.000
 458  HAM1  CAM  CAL   111.18  3.000
 458  OAH   CAM  CAL   112.57  3.000
 458  CAI   OAH  CAM   113.74  3.000
 458  HAI   CAI  CAD   108.34  3.000
 458  HAI   CAI  OAH   109.77  3.000
 458  CAD   CAI  OAH   108.62  3.000
 458  HAI   CAI  CAJ   106.54  3.000
 458  CAD   CAI  CAJ   112.73  3.000
 458  OAH   CAI  CAJ   110.77  3.000
 458  CAE   CAD  CAC   118.07  3.000
 458  CAE   CAD  CAI   122.35  3.000
 458  CAC   CAD  CAI   119.51  3.000
 458  HAC   CAC  CAB   118.85  3.000
 458  HAC   CAC  CAD   119.52  3.000
 458  CAB   CAC  CAD   121.62  3.000
 458  HAB   CAB  CAA   119.88  3.000
 458  HAB   CAB  CAC   120.40  3.000
 458  CAA   CAB  CAC   119.72  3.000
 458  CAF   CAA  OAG   122.79  3.000
 458  CAF   CAA  CAB   119.30  3.000
 458  OAG   CAA  CAB   117.91  3.000
 458  HAG   OAG  CAA   110.32  3.000
 458  HAF   CAF  CAE   119.64  3.000
 458  HAF   CAF  CAA   120.10  3.000
 458  CAE   CAF  CAA   120.26  3.000
 458  HAE   CAE  CAF   118.75  3.000
 458  HAE   CAE  CAD   120.23  3.000
 458  CAF   CAE  CAD   121.02  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
 458  CONST_01  CAA   CAB  CAC  CAD     0.00   0.0  0
 458  CONST_02  CAA   CAF  CAE  CAD     0.00   0.0  0
 458  CONST_03  CAF   CAE  CAD  CAC     0.00   0.0  0
 458  CONST_04  CAF   CAA  CAB  CAC     0.00   0.0  0
 458  CONST_05  CAE   CAD  CAC  CAB     0.00   0.0  0
 458  CONST_06  CAE   CAF  CAA  CAB     0.00   0.0  0
 458  CONST_07  CAB   CAC  CAD  CAI   180.00   0.0  0
 458  CONST_08  CAF   CAE  CAD  CAI   180.00   0.0  0
 458  CONST_09  OAG   CAA  CAB  CAC   180.00   0.0  0
 458  CONST_10  CAE   CAF  CAA  OAG   180.00   0.0  0
 458  CONST_11  HAC   CAC  CAD  CAI     0.00   0.0  0
 458  CONST_12  HAE   CAE  CAD  CAI     0.00   0.0  0
 458  CONST_13  HAB   CAB  CAC  CAD   180.00   0.0  0
 458  CONST_14  HAF   CAF  CAE  CAD   180.00   0.0  0
 458  Var_01    CAP   CAQ  CAO  CAJ    -2.86  30.0  1
 458  Var_02    CAL   CAP  CAQ  CAO     1.60  30.0  1
 458  Var_03    HAM1  CAM  OAH  CAI   179.38  30.0  3
 458  Var_04    HAR1  CAR  CAO  CAJ  -177.00  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
 458  chir_01  CAJ  CAK  CAO  CAI  negativ
 458  chir_02  CAL  CAP  CAK  CAM  negativ
 458  chir_03  CAI  OAH  CAJ  CAD  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
 458  plan-1  CAI  0.020
 458  plan-1  CAD  0.020
 458  plan-1  CAC  0.020
 458  plan-1  CAB  0.020
 458  plan-1  CAA  0.020
 458  plan-1  OAG  0.020
 458  plan-1  CAF  0.020
 458  plan-1  CAE  0.020
 458  plan-1  HAC  0.020
 458  plan-1  HAB  0.020
 458  plan-1  HAF  0.020
 458  plan-1  HAE  0.020

