# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 18:30:08 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: N-{3-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]phenyl}prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(\C=C\c2cccc(NC(=O)C=C)c2)cc(C)c1O
#
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
 16L  16L  N-{3-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]phenyl}prop-2-enamide  ligand  41  22  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_16L
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
 16L  CAB  C  CH3   0  -0.777   6.2280   1.5119   0.0093
 16L  CAQ  C  CR6   0   0.020   5.0122   0.6310  -0.0096
 16L  CAL  C  CR16  0  -0.388   3.7338   1.1732   0.0002
 16L  CAV  C  CR6   0   0.263   5.1396  -0.7594  -0.0376
 16L  OAE  O  OH1   0  -0.615   6.3415  -1.3722  -0.0505
 16L  CAR  C  CR6   0   0.043   4.0121  -1.5918  -0.0542
 16L  CAC  C  CH3   0  -0.710   4.1751  -3.0826  -0.0838
 16L  CAM  C  CR16  0  -0.399   2.7579  -1.0068  -0.0426
 16L  CAT  C  CR6   0   0.187   2.5863   0.3808  -0.0158
 16L  CAH  C  C1    0  -0.308   1.2820   1.0346  -0.0062
 16L  CAG  C  C1    0  -0.329   0.0830   0.4353  -0.0179
 16L  CAS  C  CR6   0   0.204  -1.2171   1.1051  -0.0111
 16L  CAN  C  CR16  0  -0.405  -2.3602   0.3002  -0.0496
 16L  CAJ  C  CR16  0  -0.361  -1.3634   2.4941   0.0306
 16L  CAI  C  CR16  0  -0.218  -2.6292   3.0539   0.0317
 16L  CAK  C  CR16  0  -0.369  -3.7607   2.2561  -0.0072
 16L  CAU  C  CR6   0   0.399  -3.6344   0.8661  -0.0490
 16L  NAO  N  NH1   0  -0.762  -4.8221   0.1312  -0.0910
 16L  CAP  C  C     0   0.539  -5.0100  -1.2140  -0.1058
 16L  OAD  O  O     0  -0.468  -4.1064  -2.0334  -0.0880
 16L  CAF  C  C1    0  -0.337  -6.4438  -1.6001  -0.1456
 16L  CAA  C  C2    0  -0.467  -6.8201  -2.8736  -0.1616
 16L  H1   H  HCH3  0   0.253   6.8519   1.3376   0.8896
 16L  H2   H  HCH3  0   0.253   6.8596   1.3657  -0.8707
 16L  H3   H  HCH3  0   0.267   5.9425   2.5619   0.0250
 16L  H4   H  HCR6  0   0.248   3.6297   2.2527   0.0206
 16L  H5   H  HOH1  0   0.482   7.0612  -0.7319  -0.0376
 16L  H6   H  HCH3  0   0.243   4.7205  -3.4472   0.7885
 16L  H7   H  HCH3  0   0.243   3.2043  -3.5757  -0.0977
 16L  H8   H  HCH3  0   0.243   4.7274  -3.4120  -0.9657
 16L  H9   H  HCR6  0   0.246   1.8947  -1.6616  -0.0557
 16L  H10  H  H     0   0.248   1.3289   2.1198   0.0101
 16L  H11  H  H     0   0.248   0.0314  -0.6493  -0.0360
 16L  H12  H  HCR6  0   0.278  -2.2398  -0.7710  -0.0814
 16L  H13  H  HCR6  0   0.253  -0.4994   3.1440   0.0627
 16L  H14  H  HCR6  0   0.262  -2.7416   4.1297   0.0638
 16L  H15  H  HCR6  0   0.270  -4.7436   2.7118  -0.0050
 16L  H16  H  HNH1  0   0.419  -5.6590   0.6948  -0.1076
 16L  H17  H  H     0   0.275  -7.1883  -0.8125  -0.1611
 16L  H19  H  H     0   0.265  -7.8663  -3.1444  -0.1904
 16L  H20  H  H     0   0.261  -6.1022  -3.6833  -0.1467

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
 16L  OAE  CAV  single    1.349  0.020  1.349
 16L  CAC  CAR  single    1.500  0.020  1.500
 16L  CAV  CAR  aromatic  1.402  0.020  1.402
 16L  CAV  CAQ  aromatic  1.397  0.020  1.397
 16L  CAB  CAQ  single    1.501  0.020  1.501
 16L  CAR  CAM  aromatic  1.384  0.020  1.384
 16L  CAQ  CAL  aromatic  1.389  0.020  1.389
 16L  CAM  CAT  aromatic  1.398  0.020  1.398
 16L  CAL  CAT  aromatic  1.395  0.020  1.395
 16L  CAT  CAH  single    1.459  0.020  1.459
 16L  CAH  CAG  double    1.340  0.020  1.340
 16L  CAG  CAS  single    1.463  0.020  1.463
 16L  CAS  CAJ  aromatic  1.397  0.020  1.397
 16L  CAS  CAN  aromatic  1.399  0.020  1.399
 16L  CAJ  CAI  aromatic  1.384  0.020  1.384
 16L  CAN  CAU  aromatic  1.394  0.020  1.394
 16L  OAD  CAP  double    1.220  0.020  1.220
 16L  CAI  CAK  aromatic  1.385  0.020  1.385
 16L  CAU  CAK  aromatic  1.396  0.020  1.396
 16L  CAU  NAO  single    1.397  0.020  1.397
 16L  CAP  NAO  single    1.358  0.020  1.358
 16L  CAP  CAF  single    1.485  0.020  1.485
 16L  CAA  CAF  double    1.328  0.020  1.328
 16L  CAB  H1   single    0.970  0.020  1.090
 16L  CAB  H2   single    0.970  0.020  1.090
 16L  CAB  H3   single    0.970  0.020  1.090
 16L  CAL  H4   single    0.930  0.020  1.080
 16L  OAE  H5   single    0.850  0.020  0.980
 16L  CAC  H6   single    0.970  0.020  1.090
 16L  CAC  H7   single    0.970  0.020  1.090
 16L  CAC  H8   single    0.970  0.020  1.090
 16L  CAM  H9   single    0.930  0.020  1.080
 16L  CAH  H10  single    0.930  0.020  1.080
 16L  CAG  H11  single    0.930  0.020  1.080
 16L  CAN  H12  single    0.930  0.020  1.080
 16L  CAJ  H13  single    0.930  0.020  1.080
 16L  CAI  H14  single    0.930  0.020  1.080
 16L  CAK  H15  single    0.930  0.020  1.080
 16L  NAO  H16  single    0.860  0.020  1.020
 16L  CAF  H17  single    0.930  0.020  1.080
 16L  CAA  H19  single    0.930  0.020  1.080
 16L  CAA  H20  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
 16L  H3   CAB  H2   107.00  3.000
 16L  H3   CAB  H1   106.98  3.000
 16L  H2   CAB  H1   107.30  3.000
 16L  H3   CAB  CAQ  110.72  3.000
 16L  H2   CAB  CAQ  112.29  3.000
 16L  H1   CAB  CAQ  112.25  3.000
 16L  CAV  CAQ  CAL  118.22  3.000
 16L  CAL  CAQ  CAB  121.09  3.000
 16L  CAV  CAQ  CAB  120.70  3.000
 16L  H4   CAL  CAT  119.13  3.000
 16L  H4   CAL  CAQ  118.49  3.000
 16L  CAT  CAL  CAQ  122.39  3.000
 16L  CAR  CAV  OAE  116.54  3.000
 16L  CAR  CAV  CAQ  121.21  3.000
 16L  OAE  CAV  CAQ  122.25  3.000
 16L  H5   OAE  CAV  111.31  3.000
 16L  CAM  CAR  CAC  121.25  3.000
 16L  CAM  CAR  CAV  118.55  3.000
 16L  CAC  CAR  CAV  120.21  3.000
 16L  H8   CAC  H7   107.71  3.000
 16L  H8   CAC  H6   106.98  3.000
 16L  H7   CAC  H6   107.73  3.000
 16L  H8   CAC  CAR  111.77  3.000
 16L  H7   CAC  CAR  110.70  3.000
 16L  H6   CAC  CAR  111.74  3.000
 16L  H9   CAM  CAT  120.14  3.000
 16L  H9   CAM  CAR  117.80  3.000
 16L  CAT  CAM  CAR  122.06  3.000
 16L  CAH  CAT  CAM  123.67  3.000
 16L  CAH  CAT  CAL  118.75  3.000
 16L  CAM  CAT  CAL  117.58  3.000
 16L  H10  CAH  CAG  119.03  3.000
 16L  H10  CAH  CAT  114.15  3.000
 16L  CAG  CAH  CAT  126.81  3.000
 16L  H11  CAG  CAS  114.53  3.000
 16L  H11  CAG  CAH  119.29  3.000
 16L  CAS  CAG  CAH  126.18  3.000
 16L  CAJ  CAS  CAN  119.17  3.000
 16L  CAN  CAS  CAG  117.57  3.000
 16L  CAJ  CAS  CAG  123.26  3.000
 16L  H12  CAN  CAU  120.34  3.000
 16L  H12  CAN  CAS  118.77  3.000
 16L  CAU  CAN  CAS  120.89  3.000
 16L  H13  CAJ  CAI  119.18  3.000
 16L  H13  CAJ  CAS  120.97  3.000
 16L  CAI  CAJ  CAS  119.85  3.000
 16L  H14  CAI  CAK  119.25  3.000
 16L  H14  CAI  CAJ  119.81  3.000
 16L  CAK  CAI  CAJ  120.94  3.000
 16L  H15  CAK  CAU  120.05  3.000
 16L  H15  CAK  CAI  119.92  3.000
 16L  CAU  CAK  CAI  120.02  3.000
 16L  NAO  CAU  CAK  116.59  3.000
 16L  NAO  CAU  CAN  124.29  3.000
 16L  CAK  CAU  CAN  119.12  3.000
 16L  H16  NAO  CAP  115.99  3.000
 16L  H16  NAO  CAU  114.31  3.000
 16L  CAP  NAO  CAU  129.70  3.000
 16L  CAF  CAP  OAD  122.74  3.000
 16L  CAF  CAP  NAO  113.03  3.000
 16L  OAD  CAP  NAO  124.23  3.000
 16L  H17  CAF  CAA  120.14  3.000
 16L  H17  CAF  CAP  118.33  3.000
 16L  CAA  CAF  CAP  121.54  3.000
 16L  H20  CAA  H19  117.06  3.000
 16L  H20  CAA  CAF  121.96  3.000
 16L  H19  CAA  CAF  120.98  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
 16L  CONST_01  CAM  CAR  CAV  CAQ     0.00   0.0  0
 16L  CONST_02  CAM  CAT  CAL  CAQ     0.00   0.0  0
 16L  CONST_03  CAR  CAV  CAQ  CAL     0.00   0.0  0
 16L  CONST_04  CAR  CAM  CAT  CAL     0.00   0.0  0
 16L  CONST_05  CAT  CAM  CAR  CAV     0.00   0.0  0
 16L  CONST_06  CAT  CAL  CAQ  CAV     0.00   0.0  0
 16L  CONST_07  CAK  CAI  CAJ  CAS     0.00   0.0  0
 16L  CONST_08  CAK  CAU  CAN  CAS     0.00   0.0  0
 16L  CONST_09  CAI  CAJ  CAS  CAN     0.00   0.0  0
 16L  CONST_10  CAI  CAK  CAU  CAN     0.00   0.0  0
 16L  CONST_11  CAU  CAN  CAS  CAJ     0.00   0.0  0
 16L  CONST_12  CAU  CAK  CAI  CAJ     0.00   0.0  0
 16L  CONST_13  CAR  CAV  CAQ  CAB   180.00   0.0  0
 16L  CONST_14  CAT  CAL  CAQ  CAB   180.00   0.0  0
 16L  CONST_15  CAC  CAR  CAV  CAQ   180.00   0.0  0
 16L  CONST_16  CAH  CAT  CAL  CAQ   180.00   0.0  0
 16L  CONST_17  OAE  CAV  CAQ  CAL   180.00   0.0  0
 16L  CONST_18  CAM  CAR  CAV  OAE   180.00   0.0  0
 16L  CONST_19  CAH  CAT  CAM  CAR   180.00   0.0  0
 16L  CONST_20  CAT  CAM  CAR  CAC   180.00   0.0  0
 16L  CONST_21  CAI  CAJ  CAS  CAG   180.00   0.0  0
 16L  CONST_22  CAU  CAN  CAS  CAG   180.00   0.0  0
 16L  CONST_23  NAO  CAU  CAN  CAS   180.00   0.0  0
 16L  CONST_24  NAO  CAU  CAK  CAI   180.00   0.0  0
 16L  CONST_25  H9   CAM  CAT  CAL   180.00   0.0  0
 16L  CONST_26  H4   CAL  CAQ  CAV   180.00   0.0  0
 16L  CONST_27  H14  CAI  CAJ  CAS   180.00   0.0  0
 16L  CONST_28  H13  CAJ  CAS  CAN   180.00   0.0  0
 16L  CONST_29  H15  CAK  CAU  CAN   180.00   0.0  0
 16L  CONST_30  H12  CAN  CAS  CAJ   180.00   0.0  0
 16L  CONST_31  CAP  NAO  CAU  CAN     0.00   0.0  0
 16L  CONST_32  CAP  NAO  CAU  CAK   180.00   0.0  0
 16L  CONST_33  H16  NAO  CAU  CAN   180.00   0.0  0
 16L  CONST_34  OAD  CAP  NAO  CAU     0.00   0.0  0
 16L  CONST_35  CAF  CAP  NAO  CAU   180.00   0.0  0
 16L  Var_01    CAS  CAG  CAH  CAT  -179.85   0.0  2
 16L  Var_02    CAG  CAH  CAT  CAL  -179.95  30.0  2
 16L  Var_03    CAJ  CAS  CAG  CAH    -1.06  30.0  2
 16L  Var_04    H1   CAB  CAQ  CAL   119.19  30.0  2
 16L  Var_05    H6   CAC  CAR  CAV    60.16  30.0  2
 16L  Var_06    CAA  CAF  CAP  NAO  -179.84  30.0  2
 16L  Var_07    H19  CAA  CAF  CAP   179.99   0.0  2

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
 16L  plan-1  CAB  0.020
 16L  plan-1  CAQ  0.020
 16L  plan-1  CAL  0.020
 16L  plan-1  CAV  0.020
 16L  plan-1  OAE  0.020
 16L  plan-1  CAR  0.020
 16L  plan-1  CAC  0.020
 16L  plan-1  CAM  0.020
 16L  plan-1  CAT  0.020
 16L  plan-1  CAH  0.020
 16L  plan-1  H4   0.020
 16L  plan-1  H9   0.020
 16L  plan-2  CAG  0.020
 16L  plan-2  CAS  0.020
 16L  plan-2  CAN  0.020
 16L  plan-2  CAJ  0.020
 16L  plan-2  CAI  0.020
 16L  plan-2  CAK  0.020
 16L  plan-2  CAU  0.020
 16L  plan-2  NAO  0.020
 16L  plan-2  H12  0.020
 16L  plan-2  H13  0.020
 16L  plan-2  H14  0.020
 16L  plan-2  H15  0.020
 16L  plan-3  CAU  0.020
 16L  plan-3  NAO  0.020
 16L  plan-3  CAP  0.020
 16L  plan-3  OAD  0.020
 16L  plan-3  CAF  0.020
 16L  plan-3  H16  0.020
 16L  plan-4  CAT  0.020
 16L  plan-4  CAH  0.020
 16L  plan-4  CAG  0.020
 16L  plan-4  CAS  0.020
 16L  plan-4  H10  0.020
 16L  plan-4  H11  0.020
 16L  plan-5  CAP  0.020
 16L  plan-5  CAF  0.020
 16L  plan-5  CAA  0.020
 16L  plan-5  H17  0.020
 16L  plan-5  H19  0.020
 16L  plan-5  H20  0.020

