# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:36:54 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (1R,2S)-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1O[C@@H](CO)[C@H](O)c2ccc(OC)c(OC)c2
#
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
 TO2  TO2  (1R,2S)-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol  ligand  46  24  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TO2
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
 TO2  CAA   C  CH3   0  -0.446   1.9791   2.9168   1.9349
 TO2  CAB   C  CH3   0  -0.436  -4.8063   1.1368  -2.2701
 TO2  CAC   C  CH3   0  -0.445  -1.9799   2.1526   2.2169
 TO2  OAE   O  OH1   0  -0.658  -0.4831  -3.7364   0.4404
 TO2  CAF   C  CR16  0  -0.268   3.5560   2.0487  -1.8593
 TO2  CAG   C  CR16  0  -0.270   3.3984   0.7739  -2.3620
 TO2  CAH   C  CR16  0  -0.384   3.0248   2.3757  -0.6117
 TO2  CAI   C  CR16  0  -0.375   2.7077  -0.1873  -1.6241
 TO2  CAJ   C  CR16  0  -0.349  -1.9851  -1.6939  -0.9696
 TO2  CAK   C  CR16  0  -0.371  -2.9405  -0.7829  -1.4188
 TO2  CAL   C  CR16  0  -0.412  -1.4750  -0.2470   0.8637
 TO2  CAM   C  CH2   0  -0.167   2.3110  -2.9839   0.3518
 TO2  OAN   O  O2    0  -0.462   1.7965   1.6472   1.3449
 TO2  OAQ   O  O2    0  -0.477   1.4803  -0.7164   0.4064
 TO2  CAR   C  CR6   0   0.130  -1.2437  -1.4362   0.1681
 TO2  CAS   C  CR6   0   0.294   2.3366   1.4290   0.1306
 TO2  CAT   C  CR6   0   0.296  -3.1655   0.3989  -0.7347
 TO2  CAU   C  CR6   0   0.321  -2.4201   0.6663   0.4311
 TO2  CAV   C  CR6   0   0.338   2.1696   0.1259  -0.3862
 TO2  CAW   C  CH1   0  -0.036  -0.1646  -2.3839   0.6483
 TO2  CAX   C  CH1   0  -0.057   1.1836  -2.0345  -0.0117
 TO2  HAA   H  HCH3  0   0.227   1.5135   3.7134   1.3482
 TO2  HAAA  H  HCH3  0   0.257   1.5013   2.8763   2.9108
 TO2  HAAB  H  HCH3  0   0.236   3.0374   3.1556   2.0723
 TO2  HAB   H  HCH3  0   0.227  -4.1650   1.0557  -3.1521
 TO2  HABA  H  HCH3  0   0.227  -5.4321   0.2423  -2.2097
 TO2  HABB  H  HCH3  0   0.258  -5.4495   2.0060  -2.3844
 TO2  HAC   H  HCH3  0   0.260  -2.3278   3.1312   2.5383
 TO2  HACA  H  HCH3  0   0.227  -2.1617   1.4325   3.0195
 TO2  HACB  H  HCH3  0   0.230  -0.9040   2.2027   2.0307
 TO2  HOAD  H  HOH1  0   0.460   3.1598  -3.6317   1.9643
 TO2  HOAE  H  HOH1  0   0.451  -0.4704  -3.9331  -0.5020
 TO2  HAF   H  HCR6  0   0.253   4.0936   2.8010  -2.4208
 TO2  HAG   H  HCR6  0   0.253   3.8097   0.5058  -3.3259
 TO2  HAH   H  HCR6  0   0.280   3.1598   3.3803  -0.2338
 TO2  HAI   H  HCR6  0   0.276   2.6042  -1.1813  -2.0373
 TO2  HAJ   H  HCR6  0   0.235  -1.8515  -2.6044  -1.5409
 TO2  HAK   H  HCR6  0   0.279  -3.5024  -1.0193  -2.3126
 TO2  HAL   H  HCR6  0   0.269  -0.8947  -0.0450   1.7541
 TO2  HAM   H  HCH2  0   0.216   3.2282  -2.6553  -0.1556
 TO2  HAMA  H  HCH2  0   0.210   2.0746  -3.9748  -0.0526
 TO2  HAW   H  HCH1  0   0.255  -0.0568  -2.2694   1.7303
 TO2  HAX   H  HCH1  0   0.249   1.0400  -2.0831  -1.0993
 TO2  OAD   O  OH1   0  -0.669   2.4695  -2.9987   1.7484
 TO2  OAO   O  O2    0  -0.464  -4.0587   1.3428  -1.0898
 TO2  OAP   O  O2    0  -0.466  -2.7003   1.8329   1.0455

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
 TO2  CAA  OAN   single    1.412  0.020  1.412
 TO2  CAA  HAA   single    0.970  0.020  1.090
 TO2  CAA  HAAA  single    0.970  0.020  1.090
 TO2  CAA  HAAB  single    0.970  0.020  1.090
 TO2  CAB  OAO   single    1.412  0.020  1.412
 TO2  CAB  HAB   single    0.970  0.020  1.090
 TO2  CAB  HABA  single    0.970  0.020  1.090
 TO2  CAB  HABB  single    0.970  0.020  1.090
 TO2  OAP  CAC   single    1.412  0.020  1.412
 TO2  CAC  HAC   single    0.970  0.020  1.090
 TO2  CAC  HACA  single    0.970  0.020  1.090
 TO2  CAC  HACB  single    0.970  0.020  1.090
 TO2  CAM  OAD   single    1.406  0.020  1.406
 TO2  OAD  HOAD  single    0.850  0.020  0.980
 TO2  CAW  OAE   single    1.405  0.020  1.405
 TO2  OAE  HOAE  single    0.850  0.020  0.980
 TO2  CAF  CAH   aromatic  1.395  0.020  1.395
 TO2  CAF  CAG   aromatic  1.379  0.020  1.379
 TO2  CAF  HAF   single    0.930  0.020  1.080
 TO2  CAG  CAI   aromatic  1.395  0.020  1.395
 TO2  CAG  HAG   single    0.930  0.020  1.080
 TO2  CAH  CAS   aromatic  1.386  0.020  1.386
 TO2  CAH  HAH   single    0.930  0.020  1.080
 TO2  CAI  CAV   aromatic  1.386  0.020  1.386
 TO2  CAI  HAI   single    0.930  0.020  1.080
 TO2  CAJ  CAR   aromatic  1.382  0.020  1.382
 TO2  CAJ  CAK   aromatic  1.394  0.020  1.394
 TO2  CAJ  HAJ   single    0.930  0.020  1.080
 TO2  CAK  CAT   aromatic  1.384  0.020  1.384
 TO2  CAK  HAK   single    0.930  0.020  1.080
 TO2  CAR  CAL   aromatic  1.397  0.020  1.397
 TO2  CAL  CAU   aromatic  1.384  0.020  1.384
 TO2  CAL  HAL   single    0.930  0.020  1.080
 TO2  CAM  CAX   single    1.518  0.020  1.518
 TO2  CAM  HAM   single    0.970  0.020  1.090
 TO2  CAM  HAMA  single    0.970  0.020  1.090
 TO2  CAS  OAN   single    1.347  0.020  1.347
 TO2  CAT  OAO   single    1.347  0.020  1.347
 TO2  CAU  OAP   single    1.348  0.020  1.348
 TO2  CAV  OAQ   single    1.346  0.020  1.346
 TO2  OAQ  CAX   single    1.414  0.020  1.414
 TO2  CAW  CAR   single    1.514  0.020  1.514
 TO2  CAS  CAV   aromatic  1.412  0.020  1.412
 TO2  CAT  CAU   aromatic  1.409  0.020  1.409
 TO2  CAX  CAW   single    1.541  0.020  1.541
 TO2  CAW  HAW   single    0.970  0.020  1.090
 TO2  CAX  HAX   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
 TO2  HAAB  CAA  HAAA  108.70  3.000
 TO2  HAAB  CAA  HAA   108.69  3.000
 TO2  HAAA  CAA  HAA   108.77  3.000
 TO2  HAAB  CAA  OAN   111.96  3.000
 TO2  HAAA  CAA  OAN   106.54  3.000
 TO2  HAA   CAA  OAN   112.08  3.000
 TO2  HABB  CAB  HABA  108.74  3.000
 TO2  HABB  CAB  HAB   108.75  3.000
 TO2  HABA  CAB  HAB   108.64  3.000
 TO2  HABB  CAB  OAO   106.52  3.000
 TO2  HABA  CAB  OAO   112.10  3.000
 TO2  HAB   CAB  OAO   111.99  3.000
 TO2  HACB  CAC  HACA  108.59  3.000
 TO2  HACB  CAC  HAC   108.91  3.000
 TO2  HACA  CAC  HAC   108.81  3.000
 TO2  HACB  CAC  OAP   111.80  3.000
 TO2  HACA  CAC  OAP   112.03  3.000
 TO2  HAC   CAC  OAP   106.61  3.000
 TO2  HOAE  OAE  CAW   109.79  3.000
 TO2  HAF   CAF  CAH   119.37  3.000
 TO2  HAF   CAF  CAG   120.68  3.000
 TO2  CAH   CAF  CAG   119.94  3.000
 TO2  HAG   CAG  CAI   119.27  3.000
 TO2  HAG   CAG  CAF   120.69  3.000
 TO2  CAI   CAG  CAF   120.04  3.000
 TO2  HAH   CAH  CAS   120.61  3.000
 TO2  HAH   CAH  CAF   118.86  3.000
 TO2  CAS   CAH  CAF   120.53  3.000
 TO2  HAI   CAI  CAV   120.80  3.000
 TO2  HAI   CAI  CAG   118.60  3.000
 TO2  CAV   CAI  CAG   120.61  3.000
 TO2  HAJ   CAJ  CAR   121.65  3.000
 TO2  HAJ   CAJ  CAK   117.63  3.000
 TO2  CAR   CAJ  CAK   120.72  3.000
 TO2  HAK   CAK  CAT   120.70  3.000
 TO2  HAK   CAK  CAJ   118.64  3.000
 TO2  CAT   CAK  CAJ   120.66  3.000
 TO2  HAL   CAL  CAU   120.03  3.000
 TO2  HAL   CAL  CAR   118.69  3.000
 TO2  CAU   CAL  CAR   121.28  3.000
 TO2  HAMA  CAM  HAM   106.26  3.000
 TO2  HAMA  CAM  CAX   108.47  3.000
 TO2  HAM   CAM  CAX   108.81  3.000
 TO2  HAMA  CAM  OAD   112.42  3.000
 TO2  HAM   CAM  OAD   111.59  3.000
 TO2  CAX   CAM  OAD   109.17  3.000
 TO2  CAS   OAN  CAA   118.07  3.000
 TO2  CAX   OAQ  CAV   121.10  3.000
 TO2  CAW   CAR  CAL   119.52  3.000
 TO2  CAW   CAR  CAJ   121.77  3.000
 TO2  CAL   CAR  CAJ   118.68  3.000
 TO2  CAV   CAS  OAN   115.61  3.000
 TO2  CAV   CAS  CAH   119.54  3.000
 TO2  OAN   CAS  CAH   124.85  3.000
 TO2  CAU   CAT  OAO   115.83  3.000
 TO2  CAU   CAT  CAK   119.01  3.000
 TO2  OAO   CAT  CAK   125.16  3.000
 TO2  CAT   CAU  OAP   115.55  3.000
 TO2  CAT   CAU  CAL   119.65  3.000
 TO2  OAP   CAU  CAL   124.80  3.000
 TO2  CAS   CAV  OAQ   114.99  3.000
 TO2  CAS   CAV  CAI   119.33  3.000
 TO2  OAQ   CAV  CAI   125.68  3.000
 TO2  HAW   CAW  CAX   108.29  3.000
 TO2  HAW   CAW  CAR   108.57  3.000
 TO2  CAX   CAW  CAR   110.22  3.000
 TO2  HAW   CAW  OAE   105.64  3.000
 TO2  CAX   CAW  OAE   110.68  3.000
 TO2  CAR   CAW  OAE   113.20  3.000
 TO2  HAX   CAX  CAW   107.44  3.000
 TO2  HAX   CAX  OAQ   111.19  3.000
 TO2  CAW   CAX  OAQ   105.56  3.000
 TO2  HAX   CAX  CAM   107.85  3.000
 TO2  CAW   CAX  CAM   113.91  3.000
 TO2  OAQ   CAX  CAM   110.87  3.000
 TO2  HOAD  OAD  CAM   108.13  3.000
 TO2  CAT   OAO  CAB   117.97  3.000
 TO2  CAU   OAP  CAC   117.91  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
 TO2  CONST_01  CAV  CAS  CAH  CAF    0.00   0.0  0
 TO2  CONST_02  CAV  CAI  CAG  CAF    0.00   0.0  0
 TO2  CONST_03  CAS  CAH  CAF  CAG    0.00   0.0  0
 TO2  CONST_04  CAS  CAV  CAI  CAG    0.00   0.0  0
 TO2  CONST_05  CAI  CAG  CAF  CAH    0.00   0.0  0
 TO2  CONST_06  CAI  CAV  CAS  CAH    0.00   0.0  0
 TO2  CONST_07  CAU  CAL  CAR  CAJ    0.00   0.0  0
 TO2  CONST_08  CAU  CAT  CAK  CAJ    0.00   0.0  0
 TO2  CONST_09  CAL  CAR  CAJ  CAK    0.00   0.0  0
 TO2  CONST_10  CAL  CAU  CAT  CAK    0.00   0.0  0
 TO2  CONST_11  CAT  CAK  CAJ  CAR    0.00   0.0  0
 TO2  CONST_12  CAT  CAU  CAL  CAR    0.00   0.0  0
 TO2  CONST_13  OAN  CAS  CAH  CAF  180.00   0.0  0
 TO2  CONST_14  OAQ  CAV  CAI  CAG  180.00   0.0  0
 TO2  CONST_15  OAQ  CAV  CAS  CAH  180.00   0.0  0
 TO2  CONST_16  OAN  CAS  CAV  CAI  180.00   0.0  0
 TO2  CONST_17  OAO  CAT  CAK  CAJ  180.00   0.0  0
 TO2  CONST_18  CAW  CAR  CAJ  CAK  180.00   0.0  0
 TO2  CONST_19  OAP  CAU  CAT  CAK  180.00   0.0  0
 TO2  CONST_20  OAO  CAT  CAU  CAL  180.00   0.0  0
 TO2  CONST_21  CAR  CAL  CAU  OAP  180.00   0.0  0
 TO2  CONST_22  CAW  CAR  CAL  CAU  180.00   0.0  0
 TO2  CONST_23  HAI  CAI  CAG  CAF  180.00   0.0  0
 TO2  CONST_24  HAH  CAH  CAF  CAG  180.00   0.0  0
 TO2  CONST_25  HAG  CAG  CAF  CAH  180.00   0.0  0
 TO2  CONST_26  HAF  CAF  CAG  CAI  180.00   0.0  0
 TO2  CONST_27  HAL  CAL  CAR  CAJ  180.00   0.0  0
 TO2  CONST_28  HAJ  CAJ  CAR  CAL  180.00   0.0  0
 TO2  CONST_29  HAK  CAK  CAJ  CAR  180.00   0.0  0
 TO2  Var_01    CAH  CAS  OAN  CAA   -2.33  30.0  1
 TO2  Var_02    CAK  CAT  OAO  CAB   -1.70  30.0  2
 TO2  Var_03    CAL  CAU  OAP  CAC    0.02  30.0  2
 TO2  Var_04    HAA  CAA  OAN  CAS   62.94  30.0  3
 TO2  Var_05    HAB  CAB  OAO  CAT  -60.45  30.0  3
 TO2  Var_06    HAC  CAC  OAP  CAU  178.42  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
 TO2  chir_01  CAW  OAE  CAR  CAX  positiv
 TO2  chir_02  CAX  OAQ  CAW  CAM  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
 TO2  plan-1  CAF  0.020
 TO2  plan-1  CAG  0.020
 TO2  plan-1  CAH  0.020
 TO2  plan-1  CAI  0.020
 TO2  plan-1  OAN  0.020
 TO2  plan-1  OAQ  0.020
 TO2  plan-1  CAS  0.020
 TO2  plan-1  CAV  0.020
 TO2  plan-1  HAF  0.020
 TO2  plan-1  HAG  0.020
 TO2  plan-1  HAH  0.020
 TO2  plan-1  HAI  0.020
 TO2  plan-2  CAJ  0.020
 TO2  plan-2  CAK  0.020
 TO2  plan-2  CAL  0.020
 TO2  plan-2  CAR  0.020
 TO2  plan-2  CAT  0.020
 TO2  plan-2  CAU  0.020
 TO2  plan-2  CAW  0.020
 TO2  plan-2  HAJ  0.020
 TO2  plan-2  HAK  0.020
 TO2  plan-2  HAL  0.020
 TO2  plan-2  OAO  0.020
 TO2  plan-2  OAP  0.020

