# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 12:23:06 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (2Z)-2-cyano-N-(2,2'-dichlorobiphenyl-4-yl)-3-hydroxybut-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C/C(O)=C(C#N)/C(=O)Nc1ccc(c(Cl)c1)c2ccccc2Cl
#
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
 CIH  CIH  (2Z)-2-cyano-N-(2,2'-dichlorobiphenyl-4-yl)-3-hydroxybut-2-enamide  ligand  35  23  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CIH
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
 CIH  CLAE  CL  CL    0  -0.125   3.5479   0.0610   2.0844
 CIH  CAS   C   CR6   0  -0.104   4.1852  -0.2943   0.5137
 CIH  CAJ   C   CR16  0  -0.195   5.5550  -0.4523   0.3723
 CIH  CAH   C   CR16  0  -0.272   6.0800  -0.7598  -0.8742
 CIH  CAI   C   CR16  0  -0.231   5.2368  -0.9138  -1.9652
 CIH  CAL   C   CR16  0  -0.299   3.8690  -0.7504  -1.8067
 CIH  CAV   C   CR6   0   0.142   3.3175  -0.4322  -0.5677
 CIH  CAW   C   CR6   0   0.123   1.8535  -0.2835  -0.4311
 CIH  CAT   C   CR6   0  -0.087   1.2369   0.9484  -0.2303
 CIH  CAN   C   CR16  0  -0.306  -0.1341   1.0701  -0.1233
 CIH  CLAF  CL  CL    0  -0.117   2.1961   2.3849  -0.1358
 CIH  CAM   C   CR16  0  -0.291   1.0199  -1.3912  -0.5324
 CIH  CAK   C   CR16  0  -0.294  -0.3592  -1.3038  -0.4274
 CIH  CAU   C   CR6   0   0.384  -0.9524  -0.0584  -0.2173
 CIH  NAO   N   NH1   0  -0.786  -2.3228   0.1694  -0.1032
 CIH  CAQ   C   C     0   0.605  -3.3437  -0.7352  -0.1495
 CIH  OAC   O   O     0  -0.446  -3.1686  -1.9340  -0.2433
 CIH  CAR   C   C     0  -0.281  -4.6974  -0.1278  -0.0792
 CIH  CAG   C   CSP   0   0.002  -4.8210   1.2704  -0.2682
 CIH  NAA   N   NS    0  -0.255  -4.8699   2.4136  -0.4292
 CIH  CAP   C   C     0   0.421  -5.8392  -0.8507   0.1474
 CIH  CAB   C   CH3   0  -0.781  -7.1979  -0.2461   0.2145
 CIH  OAD   O   OH1   0  -0.537  -5.7647  -2.1465   0.3329
 CIH  HAJ   H   HCR6  0   0.282   6.2065  -0.3408   1.2284
 CIH  HAH   H   HCR6  0   0.270   7.1491  -0.8808  -0.9860
 CIH  HAI   H   HCR6  0   0.265   5.6415  -1.1577  -2.9380
 CIH  HAL   H   HCR6  0   0.263   3.2081  -0.8630  -2.6567
 CIH  HAN   H   HCR6  0   0.292  -0.5732   2.0481   0.0308
 CIH  HAM   H   HCR6  0   0.266   1.4655  -2.3645  -0.6936
 CIH  HAK   H   HCR6  0   0.289  -0.9504  -2.1999  -0.5072
 CIH  HNAO  H   HNH1  0   0.425  -2.5656   1.1356   0.0559
 CIH  HAB   H   HCH3  0   0.295  -7.8427  -0.7150  -0.5320
 CIH  HABA  H   HCH3  0   0.295  -7.6353  -0.4431   1.1953
 CIH  HABB  H   HCH3  0   0.282  -7.2052   0.8254   0.0458
 CIH  HOAD  H   HOH1  0   0.503  -6.6392  -2.5207   0.5073

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
 CIH  CLAE  CAS   single    1.732  0.020  1.732
 CIH  CAS   CAJ   aromatic  1.386  0.020  1.386
 CIH  CAS   CAV   aromatic  1.393  0.020  1.393
 CIH  CAJ   CAH   aromatic  1.387  0.020  1.387
 CIH  CAH   CAI   aromatic  1.387  0.020  1.387
 CIH  CAI   CAL   aromatic  1.387  0.020  1.387
 CIH  CAL   CAV   aromatic  1.393  0.020  1.393
 CIH  CAV   CAW   single    1.478  0.020  1.478
 CIH  CAW   CAT   aromatic  1.392  0.020  1.392
 CIH  CAW   CAM   aromatic  1.390  0.020  1.390
 CIH  CAT   CAN   aromatic  1.381  0.020  1.381
 CIH  CAT   CLAF  single    1.730  0.020  1.730
 CIH  CAN   CAU   aromatic  1.397  0.020  1.397
 CIH  CAM   CAK   aromatic  1.386  0.020  1.386
 CIH  CAK   CAU   aromatic  1.395  0.020  1.395
 CIH  CAU   NAO   single    1.394  0.020  1.394
 CIH  NAO   CAQ   single    1.365  0.020  1.365
 CIH  CAQ   OAC   double    1.215  0.020  1.215
 CIH  CAQ   CAR   single    1.485  0.020  1.485
 CIH  CAR   CAG   single    1.416  0.020  1.416
 CIH  CAR   CAP   double    1.370  0.020  1.370
 CIH  CAG   NAA   triple    1.156  0.020  1.156
 CIH  CAP   CAB   single    1.489  0.020  1.489
 CIH  CAP   OAD   single    1.311  0.020  1.311
 CIH  CAJ   HAJ   single    0.930  0.020  1.080
 CIH  CAH   HAH   single    0.930  0.020  1.080
 CIH  CAI   HAI   single    0.930  0.020  1.080
 CIH  CAL   HAL   single    0.930  0.020  1.080
 CIH  CAN   HAN   single    0.930  0.020  1.080
 CIH  CAM   HAM   single    0.930  0.020  1.080
 CIH  CAK   HAK   single    0.930  0.020  1.080
 CIH  NAO   HNAO  single    0.860  0.020  1.020
 CIH  CAB   HAB   single    0.970  0.020  1.090
 CIH  CAB   HABA  single    0.970  0.020  1.090
 CIH  CAB   HABB  single    0.970  0.020  1.090
 CIH  OAD   HOAD  single    0.850  0.020  0.980

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
 CIH  CAV   CAS  CAJ   121.67  3.000
 CIH  CAV   CAS  CLAE  119.68  3.000
 CIH  CAJ   CAS  CLAE  118.65  3.000
 CIH  HAJ   CAJ  CAH   120.41  3.000
 CIH  HAJ   CAJ  CAS   120.19  3.000
 CIH  CAH   CAJ  CAS   119.40  3.000
 CIH  HAH   CAH  CAI   120.46  3.000
 CIH  HAH   CAH  CAJ   119.45  3.000
 CIH  CAI   CAH  CAJ   120.08  3.000
 CIH  HAI   CAI  CAL   119.90  3.000
 CIH  HAI   CAI  CAH   120.33  3.000
 CIH  CAL   CAI  CAH   119.77  3.000
 CIH  HAL   CAL  CAV   118.71  3.000
 CIH  HAL   CAL  CAI   120.01  3.000
 CIH  CAV   CAL  CAI   121.27  3.000
 CIH  CAW   CAV  CAL   119.82  3.000
 CIH  CAW   CAV  CAS   122.36  3.000
 CIH  CAL   CAV  CAS   117.80  3.000
 CIH  CAM   CAW  CAT   116.75  3.000
 CIH  CAM   CAW  CAV   120.47  3.000
 CIH  CAT   CAW  CAV   122.76  3.000
 CIH  CLAF  CAT  CAN   118.24  3.000
 CIH  CLAF  CAT  CAW   119.81  3.000
 CIH  CAN   CAT  CAW   121.94  3.000
 CIH  HAN   CAN  CAU   120.10  3.000
 CIH  HAN   CAN  CAT   119.55  3.000
 CIH  CAU   CAN  CAT   120.35  3.000
 CIH  HAM   CAM  CAK   118.52  3.000
 CIH  HAM   CAM  CAW   118.72  3.000
 CIH  CAK   CAM  CAW   122.75  3.000
 CIH  HAK   CAK  CAU   121.38  3.000
 CIH  HAK   CAK  CAM   119.24  3.000
 CIH  CAU   CAK  CAM   119.39  3.000
 CIH  NAO   CAU  CAK   125.18  3.000
 CIH  NAO   CAU  CAN   116.00  3.000
 CIH  CAK   CAU  CAN   118.82  3.000
 CIH  HNAO  NAO  CAQ   117.39  3.000
 CIH  HNAO  NAO  CAU   113.96  3.000
 CIH  CAQ   NAO  CAU   128.64  3.000
 CIH  CAR   CAQ  OAC   122.58  3.000
 CIH  CAR   CAQ  NAO   114.15  3.000
 CIH  OAC   CAQ  NAO   123.28  3.000
 CIH  CAP   CAR  CAG   118.05  3.000
 CIH  CAP   CAR  CAQ   123.47  3.000
 CIH  CAG   CAR  CAQ   118.48  3.000
 CIH  NAA   CAG  CAR   180.00  3.000
 CIH  OAD   CAP  CAB   116.54  3.000
 CIH  OAD   CAP  CAR   119.83  3.000
 CIH  CAB   CAP  CAR   123.62  3.000
 CIH  HABB  CAB  HABA  108.37  3.000
 CIH  HABB  CAB  HAB   108.29  3.000
 CIH  HABA  CAB  HAB   107.46  3.000
 CIH  HABB  CAB  CAP   113.60  3.000
 CIH  HABA  CAB  CAP   109.44  3.000
 CIH  HAB   CAB  CAP   109.50  3.000
 CIH  HOAD  OAD  CAP   110.89  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
 CIH  CONST_01  CAI   CAH  CAJ  CAS      0.00   0.0  0
 CIH  CONST_02  CAI   CAL  CAV  CAS      0.00   0.0  0
 CIH  CONST_05  CAL   CAV  CAS  CAJ      0.00   0.0  0
 CIH  CONST_06  CAW   CAV  CAS  CAJ    180.00   0.0  0
 CIH  CONST_07  CAL   CAI  CAH  CAJ      0.00   0.0  0
 CIH  CONST_08  CAV   CAS  CAJ  CAH      0.00   0.0  0
 CIH  CONST_09  CAV   CAL  CAI  CAH      0.00   0.0  0
 CIH  CONST_10  CAW   CAV  CAL  CAI    180.00   0.0  0
 CIH  CONST_13  CAN   CAT  CAW  CAV    180.00   0.0  0
 CIH  CONST_14  CAK   CAM  CAW  CAV    180.00   0.0  0
 CIH  CONST_15  CAU   CAN  CAT  CAW      0.00   0.0  0
 CIH  CONST_16  CAU   CAK  CAM  CAW      0.00   0.0  0
 CIH  CONST_17  CAK   CAM  CAW  CAT      0.00   0.0  0
 CIH  CONST_18  CAK   CAU  CAN  CAT      0.00   0.0  0
 CIH  CONST_19  CAM   CAW  CAT  CAN      0.00   0.0  0
 CIH  CONST_20  CAM   CAK  CAU  CAN      0.00   0.0  0
 CIH  CONST_21  CAH   CAJ  CAS  CLAE   180.00   0.0  0
 CIH  CONST_22  CAL   CAV  CAS  CLAE   180.00   0.0  0
 CIH  CONST_23  CAW   CAV  CAS  CLAE     0.00   0.0  0
 CIH  CONST_24  CLAF  CAT  CAW  CAV      0.00   0.0  0
 CIH  CONST_25  NAO   CAU  CAN  CAT    180.00   0.0  0
 CIH  CONST_26  CAM   CAW  CAT  CLAF   180.00   0.0  0
 CIH  CONST_27  CAU   CAN  CAT  CLAF   180.00   0.0  0
 CIH  CONST_28  NAO   CAU  CAK  CAM    180.00   0.0  0
 CIH  CONST_29  HAH   CAH  CAJ  CAS    180.00   0.0  0
 CIH  CONST_30  HAL   CAL  CAV  CAS    180.00   0.0  0
 CIH  CONST_31  HAI   CAI  CAH  CAJ    180.00   0.0  0
 CIH  CONST_32  HAJ   CAJ  CAH  CAI    180.00   0.0  0
 CIH  CONST_33  HAM   CAM  CAW  CAV      0.00   0.0  0
 CIH  CONST_34  HAN   CAN  CAT  CAW    180.00   0.0  0
 CIH  CONST_35  HAK   CAK  CAM  CAW    180.00   0.0  0
 CIH  CONST_36  CAQ   NAO  CAU  CAN    180.00   0.0  0
 CIH  CONST_37  CAQ   NAO  CAU  CAK      0.00   0.0  0
 CIH  CONST_38  HNAO  NAO  CAU  CAN      0.00   0.0  0
 CIH  CONST_39  OAC   CAQ  NAO  CAU      0.00   0.0  0
 CIH  CONST_40  CAR   CAQ  NAO  CAU    180.00   0.0  0
 CIH  Var_01    CAB   CAP  CAR  CAQ   -179.81   0.0  2
 CIH  Var_02    CAG   CAR  CAQ  NAO     13.59  30.0  2
 CIH  Var_03    HAB   CAB  CAP  CAR    122.40  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
 CIH  plan-1  CLAE  0.020
 CIH  plan-1  CAS   0.020
 CIH  plan-1  CAJ   0.020
 CIH  plan-1  CAH   0.020
 CIH  plan-1  CAI   0.020
 CIH  plan-1  CAL   0.020
 CIH  plan-1  CAV   0.020
 CIH  plan-1  CAW   0.020
 CIH  plan-1  HAJ   0.020
 CIH  plan-1  HAH   0.020
 CIH  plan-1  HAI   0.020
 CIH  plan-1  HAL   0.020
 CIH  plan-2  CAV   0.020
 CIH  plan-2  CAW   0.020
 CIH  plan-2  CAT   0.020
 CIH  plan-2  CAN   0.020
 CIH  plan-2  CLAF  0.020
 CIH  plan-2  CAM   0.020
 CIH  plan-2  CAK   0.020
 CIH  plan-2  CAU   0.020
 CIH  plan-2  NAO   0.020
 CIH  plan-2  HAN   0.020
 CIH  plan-2  HAM   0.020
 CIH  plan-2  HAK   0.020
 CIH  plan-3  CAU   0.020
 CIH  plan-3  NAO   0.020
 CIH  plan-3  CAQ   0.020
 CIH  plan-3  OAC   0.020
 CIH  plan-3  CAR   0.020
 CIH  plan-3  HNAO  0.020
 CIH  plan-4  CAQ   0.020
 CIH  plan-4  CAR   0.020
 CIH  plan-4  CAG   0.020
 CIH  plan-4  CAP   0.020
 CIH  plan-4  CAB   0.020
 CIH  plan-4  OAD   0.020

