# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 21:48:09 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: (2E)-3-[3-(3-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-4-hydroxyphenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc2c(cc1c3cc(\C=C\C(O)=O)ccc3O)C(C)(C)CCC2(C)C
#
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
 4TN  4TN  '(2E)-3-[3-(3-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-4-hydroxyphenyl]prop-2-enoic acid'  ligand  58  29  .  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_4TN
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
 4TN  CAA   C  CH3    0  -0.678  -1.0306   2.4218   0.7387
 4TN  CAP   C  CH2    0  -0.188   0.2072   1.6746   0.3027
 4TN  OAS   O  O2     0  -0.461   0.0069   0.2978   0.5750
 4TN  CAW   C  CR6    0   0.379   0.9802  -0.5788   0.2700
 4TN  CAN   C  CR16   0  -0.462   2.1747  -0.2408  -0.3443
 4TN  CAZ   C  CR6    0   0.150   3.1384  -1.1998  -0.6792
 4TN  CBB   C  CT     0  -0.175   4.4221  -0.7207  -1.3457
 4TN  CAB   C  CH3    0  -0.646   5.0087   0.4976  -0.6235
 4TN  CAC   C  CH3    0  -0.636   4.1114  -0.3299  -2.7976
 4TN  CAQ   C  CH2    0  -0.420   5.4767  -1.8311  -1.3084
 4TN  CAR   C  CH2    0  -0.426   4.9196  -3.1728  -1.7361
 4TN  CBC   C  CT     0  -0.168   3.8297  -3.6783  -0.7854
 4TN  CAD   C  CH3    0  -0.636   4.4655  -4.2264   0.4994
 4TN  CAE   C  CH3    0  -0.643   3.0852  -4.8187  -1.4901
 4TN  CBA   C  CR6    0   0.121   2.8740  -2.5469  -0.4240
 4TN  CAO   C  CR16   0  -0.338   1.6781  -2.8622   0.2297
 4TN  CAY   C  CR6    0  -0.029   0.7343  -1.9199   0.5954
 4TN  CAX   C  CR6    0  -0.006  -0.5107  -2.3263   1.2819
 4TN  CAM   C  CR16   0  -0.359  -1.4105  -3.1776   0.6612
 4TN  CAV   C  CR6    0   0.321  -0.7803  -1.8980   2.5909
 4TN  OAH   O  OH1    0  -0.614   0.1264  -1.1096   3.1909
 4TN  CAL   C  CR16   0  -0.371  -1.9402  -2.3210   3.2300
 4TN  CAK   C  CR16   0  -0.312  -2.8233  -3.1706   2.5838
 4TN  CAU   C  CR6    0   0.147  -2.5815  -3.6197   1.2862
 4TN  CAJ   C  C1     0  -0.252  -3.5430  -4.5176   0.6488
 4TN  CAI   C  C1     0  -0.448  -3.5298  -4.9642  -0.6101
 4TN  CAT   C  C      0   0.400  -4.5772  -5.9003  -1.1632
 4TN  OAG   O  OC    -1  -0.620  -4.4337  -6.2205  -2.3624
 4TN  OAF   O  O      0  -0.603  -5.4885  -6.2763  -0.3974
 4TN  HAI   H  H      0   0.220  -2.7470  -4.6566  -1.2977
 4TN  HAJ   H  H      0   0.233  -4.3570  -4.8508   1.2870
 4TN  HAM   H  HCR6   0   0.241  -1.1838  -3.5030  -0.3471
 4TN  HAH   H  HOH1   0   0.474  -0.1733  -0.8692   4.0750
 4TN  HAL   H  HCR6   0   0.269  -2.1488  -1.9956   4.2428
 4TN  HAK   H  HCR6   0   0.256  -3.7177  -3.4934   3.1035
 4TN  HAO   H  HCR6   0   0.237   1.4711  -3.8957   0.4831
 4TN  HAN   H  HCR6   0   0.264   2.3775   0.7944  -0.5822
 4TN  HAP1  H  HCH2   0   0.219   1.0863   2.0454   0.8415
 4TN  HAP2  H  HCH2   0   0.219   0.3888   1.8285  -0.7668
 4TN  HAA1  H  HCH3   0   0.235  -0.9057   3.4842   0.5312
 4TN  HAA2  H  HCH3   0   0.234  -1.9138   2.0769   0.2006
 4TN  HAA3  H  HCH3   0   0.232  -1.2078   2.3064   1.8079
 4TN  HAB1  H  HCH3   0   0.228   4.3578   1.3718  -0.6620
 4TN  HAB2  H  HCH3   0   0.228   5.2102   0.2760   0.4260
 4TN  HAB3  H  HCH3   0   0.230   5.9533   0.7793  -1.0934
 4TN  HAC1  H  HCH3   0   0.225   5.0181   0.0075  -3.3055
 4TN  HAC2  H  HCH3   0   0.231   3.6999  -1.1639  -3.3671
 4TN  HAC3  H  HCH3   0   0.229   3.3846   0.4833  -2.8432
 4TN  HAQ1  H  HCH2   0   0.226   5.8785  -1.9086  -0.2926
 4TN  HAQ2  H  HCH2   0   0.230   6.3179  -1.5423  -1.9449
 4TN  HAR1  H  HCH2   0   0.227   4.5146  -3.0995  -2.7502
 4TN  HAR2  H  HCH2   0   0.230   5.7194  -3.9172  -1.7855
 4TN  HAD1  H  HCH3   0   0.229   5.0026  -3.4537   1.0513
 4TN  HAD2  H  HCH3   0   0.228   3.7074  -4.6374   1.1689
 4TN  HAD3  H  HCH3   0   0.223   5.1721  -5.0267   0.2672
 4TN  HAE1  H  HCH3   0   0.227   3.7943  -5.5849  -1.8118
 4TN  HAE2  H  HCH3   0   0.227   2.3569  -5.3083  -0.8429
 4TN  HAE3  H  HCH3   0   0.226   2.5583  -4.4584  -2.3756

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
 4TN  CAA  CAP   single    1.510  0.020  1.510
 4TN  CAA  HAA1  single    0.970  0.020  1.090
 4TN  CAA  HAA2  single    0.970  0.020  1.090
 4TN  CAA  HAA3  single    0.970  0.020  1.090
 4TN  CAP  OAS   single    1.418  0.020  1.418
 4TN  CAP  HAP1  single    0.970  0.020  1.090
 4TN  CAP  HAP2  single    0.970  0.020  1.090
 4TN  OAS  CAW   single    1.345  0.020  1.345
 4TN  CAW  CAN   aromatic  1.385  0.020  1.385
 4TN  CAW  CAY   aromatic  1.402  0.020  1.402
 4TN  CAN  CAZ   aromatic  1.400  0.020  1.400
 4TN  CAN  HAN   single    0.930  0.020  1.080
 4TN  CAZ  CBA   aromatic  1.396  0.020  1.396
 4TN  CAZ  CBB   single    1.524  0.020  1.524
 4TN  CBB  CAB   single    1.533  0.020  1.533
 4TN  CBB  CAC   single    1.535  0.020  1.535
 4TN  CBB  CAQ   single    1.532  0.020  1.532
 4TN  CAB  HAB1  single    0.970  0.020  1.090
 4TN  CAB  HAB2  single    0.970  0.020  1.090
 4TN  CAB  HAB3  single    0.970  0.020  1.090
 4TN  CAC  HAC1  single    0.970  0.020  1.090
 4TN  CAC  HAC2  single    0.970  0.020  1.090
 4TN  CAC  HAC3  single    0.970  0.020  1.090
 4TN  CAQ  HAQ1  single    0.970  0.020  1.090
 4TN  CAQ  HAQ2  single    0.970  0.020  1.090
 4TN  CAQ  CAR   single    1.514  0.020  1.514
 4TN  CAR  HAR1  single    0.970  0.020  1.090
 4TN  CAR  HAR2  single    0.970  0.020  1.090
 4TN  CAR  CBC   single    1.532  0.020  1.532
 4TN  CBC  CBA   single    1.524  0.020  1.524
 4TN  CBC  CAD   single    1.535  0.020  1.535
 4TN  CBC  CAE   single    1.533  0.020  1.533
 4TN  CAD  HAD1  single    0.970  0.020  1.090
 4TN  CAD  HAD2  single    0.970  0.020  1.090
 4TN  CAD  HAD3  single    0.970  0.020  1.090
 4TN  CAE  HAE1  single    0.970  0.020  1.090
 4TN  CAE  HAE2  single    0.970  0.020  1.090
 4TN  CAE  HAE3  single    0.970  0.020  1.090
 4TN  CBA  CAO   aromatic  1.399  0.020  1.399
 4TN  CAO  CAY   aromatic  1.383  0.020  1.383
 4TN  CAO  HAO   single    0.930  0.020  1.080
 4TN  CAY  CAX   single    1.479  0.020  1.479
 4TN  CAX  CAM   aromatic  1.386  0.020  1.386
 4TN  CAX  CAV   aromatic  1.403  0.020  1.403
 4TN  CAM  CAU   aromatic  1.399  0.020  1.399
 4TN  CAM  HAM   single    0.930  0.020  1.080
 4TN  CAV  OAH   single    1.343  0.020  1.343
 4TN  CAV  CAL   aromatic  1.390  0.020  1.390
 4TN  OAH  HAH   single    0.850  0.020  0.980
 4TN  CAL  HAL   single    0.930  0.020  1.080
 4TN  CAL  CAK   aromatic  1.385  0.020  1.385
 4TN  CAK  CAU   aromatic  1.394  0.020  1.394
 4TN  CAK  HAK   single    0.930  0.020  1.080
 4TN  CAU  CAJ   single    1.462  0.020  1.462
 4TN  CAJ  CAI   double    1.336  0.020  1.336
 4TN  CAJ  HAJ   single    0.930  0.020  1.080
 4TN  CAI  CAT   single    1.510  0.020  1.510
 4TN  CAI  HAI   single    0.930  0.020  1.080
 4TN  CAT  OAG   deloc     1.249  0.020  1.249
 4TN  CAT  OAF   deloc     1.248  0.020  1.248

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
 4TN  HAA3  CAA  HAA2  108.60  3.000
 4TN  HAA3  CAA  HAA1  107.98  3.000
 4TN  HAA2  CAA  HAA1  107.90  3.000
 4TN  HAA3  CAA  CAP   111.35  3.000
 4TN  HAA2  CAA  CAP   111.41  3.000
 4TN  HAA1  CAA  CAP   109.48  3.000
 4TN  HAP2  CAP  HAP1  107.42  3.000
 4TN  HAP2  CAP  OAS   110.32  3.000
 4TN  HAP1  CAP  OAS   110.34  3.000
 4TN  HAP2  CAP  CAA   110.38  3.000
 4TN  HAP1  CAP  CAA   110.38  3.000
 4TN  OAS   CAP  CAA   108.02  3.000
 4TN  CAW   OAS  CAP   119.16  3.000
 4TN  CAY   CAW  CAN   119.19  3.000
 4TN  CAY   CAW  OAS   116.36  3.000
 4TN  CAN   CAW  OAS   124.44  3.000
 4TN  HAN   CAN  CAZ   118.30  3.000
 4TN  HAN   CAN  CAW   119.53  3.000
 4TN  CAZ   CAN  CAW   122.17  3.000
 4TN  CBA   CAZ  CBB   122.88  3.000
 4TN  CBB   CAZ  CAN   117.97  3.000
 4TN  CBA   CAZ  CAN   119.13  3.000
 4TN  CAQ   CBB  CAC   110.30  3.000
 4TN  CAQ   CBB  CAB   107.53  3.000
 4TN  CAC   CBB  CAB   108.70  3.000
 4TN  CAQ   CBB  CAZ   109.96  3.000
 4TN  CAC   CBB  CAZ   108.86  3.000
 4TN  CAB   CBB  CAZ   111.48  3.000
 4TN  HAB3  CAB  HAB2  107.85  3.000
 4TN  HAB3  CAB  HAB1  107.11  3.000
 4TN  HAB2  CAB  HAB1  107.87  3.000
 4TN  HAB3  CAB  CBB   109.47  3.000
 4TN  HAB2  CAB  CBB   111.24  3.000
 4TN  HAB1  CAB  CBB   113.08  3.000
 4TN  HAC3  CAC  HAC2  107.26  3.000
 4TN  HAC3  CAC  HAC1  107.64  3.000
 4TN  HAC2  CAC  HAC1  107.86  3.000
 4TN  HAC3  CAC  CBB   111.34  3.000
 4TN  HAC2  CAC  CBB   112.05  3.000
 4TN  HAC1  CAC  CBB   110.50  3.000
 4TN  HAQ2  CAQ  HAQ1  106.04  3.000
 4TN  HAQ2  CAQ  CAR   110.64  3.000
 4TN  HAQ1  CAQ  CAR   109.52  3.000
 4TN  CAR   CAQ  CBB   112.46  3.000
 4TN  HAQ2  CAQ  CBB   108.90  3.000
 4TN  HAQ1  CAQ  CBB   109.06  3.000
 4TN  HAR2  CAR  HAR1  105.92  3.000
 4TN  HAR2  CAR  CBC   108.88  3.000
 4TN  HAR1  CAR  CBC   109.50  3.000
 4TN  CBC   CAR  CAQ   112.26  3.000
 4TN  HAR2  CAR  CAQ   110.29  3.000
 4TN  HAR1  CAR  CAQ   109.79  3.000
 4TN  CBA   CBC  CAE   110.89  3.000
 4TN  CAE   CBC  CAD   108.68  3.000
 4TN  CBA   CBC  CAD   109.05  3.000
 4TN  CAE   CBC  CAR   107.80  3.000
 4TN  CAD   CBC  CAR   110.03  3.000
 4TN  CBA   CBC  CAR   110.38  3.000
 4TN  HAD3  CAD  HAD2  107.67  3.000
 4TN  HAD3  CAD  HAD1  107.94  3.000
 4TN  HAD2  CAD  HAD1  107.35  3.000
 4TN  HAD3  CAD  CBC   110.59  3.000
 4TN  HAD2  CAD  CBC   111.11  3.000
 4TN  HAD1  CAD  CBC   112.00  3.000
 4TN  HAE3  CAE  HAE2  107.90  3.000
 4TN  HAE3  CAE  HAE1  107.81  3.000
 4TN  HAE2  CAE  HAE1  107.07  3.000
 4TN  HAE3  CAE  CBC   111.20  3.000
 4TN  HAE2  CAE  CBC   112.67  3.000
 4TN  HAE1  CAE  CBC   109.99  3.000
 4TN  CAO   CBA  CBC   118.65  3.000
 4TN  CAO   CBA  CAZ   117.69  3.000
 4TN  CBC   CBA  CAZ   123.64  3.000
 4TN  HAO   CAO  CAY   117.23  3.000
 4TN  HAO   CAO  CBA   119.17  3.000
 4TN  CAY   CAO  CBA   123.60  3.000
 4TN  CAX   CAY  CAO   120.67  3.000
 4TN  CAX   CAY  CAW   121.23  3.000
 4TN  CAO   CAY  CAW   118.09  3.000
 4TN  CAV   CAX  CAM   118.72  3.000
 4TN  CAV   CAX  CAY   120.73  3.000
 4TN  CAM   CAX  CAY   120.51  3.000
 4TN  HAM   CAM  CAU   119.73  3.000
 4TN  HAM   CAM  CAX   117.75  3.000
 4TN  CAU   CAM  CAX   122.52  3.000
 4TN  CAL   CAV  OAH   122.44  3.000
 4TN  CAL   CAV  CAX   119.75  3.000
 4TN  OAH   CAV  CAX   117.79  3.000
 4TN  HAH   OAH  CAV   110.26  3.000
 4TN  HAL   CAL  CAK   119.82  3.000
 4TN  CAK   CAL  CAV   120.27  3.000
 4TN  HAL   CAL  CAV   119.91  3.000
 4TN  HAK   CAK  CAU   119.57  3.000
 4TN  HAK   CAK  CAL   119.03  3.000
 4TN  CAU   CAK  CAL   121.41  3.000
 4TN  CAJ   CAU  CAK   119.32  3.000
 4TN  CAJ   CAU  CAM   123.35  3.000
 4TN  CAK   CAU  CAM   117.33  3.000
 4TN  HAJ   CAJ  CAI   117.28  3.000
 4TN  HAJ   CAJ  CAU   115.14  3.000
 4TN  CAI   CAJ  CAU   127.58  3.000
 4TN  HAI   CAI  CAT   116.33  3.000
 4TN  HAI   CAI  CAJ   120.59  3.000
 4TN  CAT   CAI  CAJ   123.07  3.000
 4TN  OAF   CAT  OAG   126.54  3.000
 4TN  OAF   CAT  CAI   117.94  3.000
 4TN  OAG   CAT  CAI   115.52  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
 4TN  CONST_01  CBA   CAZ  CAN  CAW     0.00   0.0  0
 4TN  CONST_02  CBA   CAO  CAY  CAW     0.00   0.0  0
 4TN  CONST_05  CAO   CAY  CAW  CAN     0.00   0.0  0
 4TN  CONST_06  CAX   CAY  CAW  CAN   180.00   0.0  0
 4TN  CONST_07  CAO   CBA  CAZ  CAN     0.00   0.0  0
 4TN  CONST_08  CAY   CAW  CAN  CAZ     0.00   0.0  0
 4TN  CONST_09  CAY   CAO  CBA  CAZ     0.00   0.0  0
 4TN  CONST_10  CAX   CAY  CAO  CBA   180.00   0.0  0
 4TN  CONST_13  CAU   CAM  CAX  CAY   180.00   0.0  0
 4TN  CONST_14  CAL   CAV  CAX  CAY   180.00   0.0  0
 4TN  CONST_15  CAK   CAU  CAM  CAX     0.00   0.0  0
 4TN  CONST_16  CAK   CAL  CAV  CAX     0.00   0.0  0
 4TN  CONST_17  CAL   CAV  CAX  CAM     0.00   0.0  0
 4TN  CONST_18  CAL   CAK  CAU  CAM     0.00   0.0  0
 4TN  CONST_19  CAU   CAM  CAX  CAV     0.00   0.0  0
 4TN  CONST_20  CAU   CAK  CAL  CAV     0.00   0.0  0
 4TN  CONST_21  CAZ   CAN  CAW  OAS   180.00   0.0  0
 4TN  CONST_22  CAO   CAY  CAW  OAS   180.00   0.0  0
 4TN  CONST_23  CAX   CAY  CAW  OAS     0.00   0.0  0
 4TN  CONST_24  OAH   CAV  CAX  CAY     0.00   0.0  0
 4TN  CONST_25  CAJ   CAU  CAM  CAX   180.00   0.0  0
 4TN  CONST_26  OAH   CAV  CAX  CAM   180.00   0.0  0
 4TN  CONST_27  CAK   CAL  CAV  OAH   180.00   0.0  0
 4TN  CONST_28  CAJ   CAU  CAK  CAL   180.00   0.0  0
 4TN  CONST_29  HAO   CAO  CAY  CAW   180.00   0.0  0
 4TN  CONST_30  HAN   CAN  CAZ  CBB     0.00   0.0  0
 4TN  CONST_31  HAM   CAM  CAX  CAY     0.00   0.0  0
 4TN  CONST_32  HAL   CAL  CAV  CAX   180.00   0.0  0
 4TN  CONST_33  HAK   CAK  CAU  CAM   180.00   0.0  0
 4TN  Var_01    CAQ   CBB  CAZ  CAN   165.69  30.0  1
 4TN  Var_02    CAR   CBC  CBA  CAZ   -13.36  30.0  1
 4TN  Var_03    CAR   CAQ  CBB  CAZ    46.73  30.0  1
 4TN  Var_04    CBC   CAR  CAQ  CBB   -63.61  30.0  1
 4TN  Var_05    CBA   CBC  CAR  CAQ    43.84  30.0  1
 4TN  Var_06    CAN   CAW  OAS  CAP    -2.28  30.0  2
 4TN  Var_07    CAI   CAJ  CAU  CAM    -5.57  30.0  2
 4TN  Var_08    HAB1  CAB  CBB  CAZ   -63.73  30.0  3
 4TN  Var_09    HAC1  CAC  CBB  CAZ  -179.34  30.0  3
 4TN  Var_10    HAD1  CAD  CBC  CAR    62.79  30.0  3
 4TN  Var_11    HAE1  CAE  CBC  CAR    54.66  30.0  3
 4TN  Var_12    CAT   CAI  CAJ  CAU   179.67   0.0  2
 4TN  Var_13    HAP1  CAP  OAS  CAW   -59.31  30.0  1
 4TN  Var_14    OAG   CAT  CAI  CAJ   179.47  30.0  2
 4TN  Var_15    HAA1  CAA  CAP  OAS  -179.48  30.0  3

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
 4TN  plan-1  CAY  0.020
 4TN  plan-1  CAX  0.020
 4TN  plan-1  CAM  0.020
 4TN  plan-1  CAV  0.020
 4TN  plan-1  OAH  0.020
 4TN  plan-1  CAL  0.020
 4TN  plan-1  CAK  0.020
 4TN  plan-1  CAU  0.020
 4TN  plan-1  CAJ  0.020
 4TN  plan-1  HAM  0.020
 4TN  plan-1  HAL  0.020
 4TN  plan-1  HAK  0.020
 4TN  plan-2  OAS  0.020
 4TN  plan-2  CAW  0.020
 4TN  plan-2  CAN  0.020
 4TN  plan-2  CAZ  0.020
 4TN  plan-2  CBB  0.020
 4TN  plan-2  CBC  0.020
 4TN  plan-2  CBA  0.020
 4TN  plan-2  CAO  0.020
 4TN  plan-2  CAY  0.020
 4TN  plan-2  CAX  0.020
 4TN  plan-2  HAO  0.020
 4TN  plan-2  HAN  0.020
 4TN  plan-3  CAI  0.020
 4TN  plan-3  CAT  0.020
 4TN  plan-3  OAG  0.020
 4TN  plan-3  OAF  0.020
 4TN  plan-4  CAU  0.020
 4TN  plan-4  CAJ  0.020
 4TN  plan-4  CAI  0.020
 4TN  plan-4  CAT  0.020
 4TN  plan-4  HAI  0.020
 4TN  plan-4  HAJ  0.020

