# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 23:23:19 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 5-chloranyl-2-methoxy-~{N}-(6-methoxy-3-methyl-1,2-benzoxazol-5-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2onc(C)c2cc1N[S](=O)(=O)c3cc(Cl)ccc3OC
#
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
 8P9  8P9  5-chloranyl-2-methoxy-~{N}-(6-methoxy-3-methyl-1,2-benzoxazol-5-yl)benzenesulfonamide  ligand  40  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8P9
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
 8P9  CAM   C   CH3   0  -0.445  -0.4857   2.1010   2.4611
 8P9  OAL   O   O2    0  -0.458  -0.4312   1.7788   1.0831
 8P9  CAB   C   CR6   0   0.414  -1.3284   0.9301   0.5798
 8P9  CAC   C   CR16  0  -0.486  -2.3814   0.3973   1.3084
 8P9  CAD   C   CR56  0   0.463  -3.2241  -0.4623   0.6179
 8P9  OAG   O   O     0  -0.373  -4.2989  -1.0908   1.1055
 8P9  NAH   N   N     0  -0.160  -4.8709  -1.8380   0.0927
 8P9  CAI   C   CR5   0   0.243  -4.1631  -1.6700  -0.9783
 8P9  CAJ   C   CH3   0  -0.741  -4.5082  -2.3350  -2.2591
 8P9  CAE   C   CR56  0  -0.138  -3.0687  -0.7861  -0.7179
 8P9  CAF   C   CR16  0  -0.326  -2.0152  -0.2392  -1.4466
 8P9  CAA   C   CR6   0   0.182  -1.1460   0.6078  -0.7972
 8P9  NAK   N   NC1   0  -0.794  -0.0564   1.1607  -1.5138
 8P9  SAN   S   S     0   1.369   1.3208   0.2493  -1.6858
 8P9  OAO   O   OS    0  -0.638   0.8985  -1.0743  -2.1068
 8P9  OAP   O   OS    0  -0.646   2.2129   1.0186  -2.5299
 8P9  CAQ   C   CR6   0  -0.316   2.0211   0.0790  -0.0658
 8P9  CAV   C   CR16  0  -0.183   2.0253  -1.1731   0.5266
 8P9  CAU   C   CR6   0  -0.058   2.5502  -1.3131   1.7996
 8P9  CLAY  CL  CL    0  -0.120   2.5595  -2.8723   2.5515
 8P9  CAT   C   CR16  0  -0.179   3.0651  -0.2183   2.4718
 8P9  CAS   C   CR16  0  -0.386   3.0543   1.0339   1.8778
 8P9  CAR   C   CR6   0   0.479   2.5251   1.2042   0.6018
 8P9  OAW   O   O2    0  -0.461   2.4432   2.3721  -0.0329
 8P9  CAX   C   CH3   0  -0.445   2.9162   3.5443   0.6110
 8P9  H1    H   HCH3  0   0.245  -1.4123   2.6196   2.7168
 8P9  H2    H   HCH3  0   0.239  -0.3864   1.2109   3.0861
 8P9  H3    H   HCH3  0   0.265   0.3523   2.7648   2.6549
 8P9  H4    H   HCR6  0   0.306  -2.5482   0.6281   2.3509
 8P9  H5    H   HCH3  0   0.264  -4.6775  -1.5915  -3.0384
 8P9  H6    H   HCH3  0   0.264  -3.6877  -2.9726  -2.5889
 8P9  H7    H   HCH3  0   0.265  -5.4037  -2.9440  -2.1592
 8P9  H8    H   HCR6  0   0.278  -1.8753  -0.4577  -2.4962
 8P9  H9    H   HNC1  0   0.421   0.1485   2.1393  -1.3369
 8P9  H10   H   HCR6  0   0.304   1.6237  -2.0292   0.0033
 8P9  H11   H   HCR6  0   0.296   3.4783  -0.3300   3.4650
 8P9  H12   H   HCR6  0   0.306   3.4612   1.8702   2.4287
 8P9  H13   H   HCH3  0   0.244   3.9835   3.4788   0.8309
 8P9  H14   H   HCH3  0   0.272   2.7462   4.3610  -0.0842
 8P9  H15   H   HCH3  0   0.237   2.3713   3.7451   1.5360

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
 8P9  CAJ  CAI   single    1.484  0.020  1.484
 8P9  CAI  NAH   aromatic  1.295  0.020  1.295
 8P9  CAI  CAE   aromatic  1.431  0.020  1.431
 8P9  NAH  OAG   aromatic  1.383  0.020  1.383
 8P9  CAE  CAF   aromatic  1.393  0.020  1.393
 8P9  CAE  CAD   aromatic  1.383  0.020  1.383
 8P9  CAF  CAA   aromatic  1.376  0.020  1.376
 8P9  OAG  CAD   aromatic  1.337  0.020  1.337
 8P9  CAD  CAC   aromatic  1.388  0.020  1.388
 8P9  OAO  SAN   double    1.452  0.020  1.452
 8P9  CAA  NAK   single    1.417  0.020  1.417
 8P9  CAA  CAB   aromatic  1.426  0.020  1.426
 8P9  NAK  SAN   single    1.660  0.020  1.660
 8P9  CAC  CAB   aromatic  1.387  0.020  1.387
 8P9  CAB  OAL   single    1.334  0.020  1.334
 8P9  SAN  OAP   double    1.449  0.020  1.449
 8P9  SAN  CAQ   single    1.773  0.020  1.773
 8P9  OAL  CAM   single    1.416  0.020  1.416
 8P9  CAQ  CAV   aromatic  1.385  0.020  1.385
 8P9  CAQ  CAR   aromatic  1.402  0.020  1.402
 8P9  CAV  CAU   aromatic  1.384  0.020  1.384
 8P9  OAW  CAR   single    1.332  0.020  1.332
 8P9  OAW  CAX   single    1.419  0.020  1.419
 8P9  CAR  CAS   aromatic  1.392  0.020  1.392
 8P9  CAU  CLAY  single    1.731  0.020  1.731
 8P9  CAU  CAT   aromatic  1.384  0.020  1.384
 8P9  CAS  CAT   aromatic  1.386  0.020  1.386
 8P9  CAM  H1    single    0.970  0.020  1.090
 8P9  CAM  H2    single    0.970  0.020  1.090
 8P9  CAM  H3    single    0.970  0.020  1.090
 8P9  CAC  H4    single    0.930  0.020  1.080
 8P9  CAJ  H5    single    0.970  0.020  1.090
 8P9  CAJ  H6    single    0.970  0.020  1.090
 8P9  CAJ  H7    single    0.970  0.020  1.090
 8P9  CAF  H8    single    0.930  0.020  1.080
 8P9  NAK  H9    single    0.890  0.020  1.040
 8P9  CAV  H10   single    0.930  0.020  1.080
 8P9  CAT  H11   single    0.930  0.020  1.080
 8P9  CAS  H12   single    0.930  0.020  1.080
 8P9  CAX  H13   single    0.970  0.020  1.090
 8P9  CAX  H14   single    0.970  0.020  1.090
 8P9  CAX  H15   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
 8P9  H3    CAM  H2    109.01  3.000
 8P9  H3    CAM  H1    108.81  3.000
 8P9  H2    CAM  H1    109.28  3.000
 8P9  H3    CAM  OAL   106.43  3.000
 8P9  H2    CAM  OAL   111.59  3.000
 8P9  H1    CAM  OAL   111.62  3.000
 8P9  CAB   OAL  CAM   119.09  3.000
 8P9  CAA   CAB  CAC   121.17  3.000
 8P9  CAC   CAB  OAL   123.84  3.000
 8P9  CAA   CAB  OAL   114.98  3.000
 8P9  H4    CAC  CAD   121.23  3.000
 8P9  H4    CAC  CAB   122.82  3.000
 8P9  CAD   CAC  CAB   115.95  3.000
 8P9  CAE   CAD  OAG   109.42  3.000
 8P9  OAG   CAD  CAC   126.71  3.000
 8P9  CAE   CAD  CAC   123.87  3.000
 8P9  NAH   OAG  CAD   108.63  3.000
 8P9  CAI   NAH  OAG   108.04  3.000
 8P9  CAE   CAI  CAJ   127.72  3.000
 8P9  CAE   CAI  NAH   110.35  3.000
 8P9  CAJ   CAI  NAH   121.92  3.000
 8P9  H7    CAJ  H6    108.66  3.000
 8P9  H7    CAJ  H5    108.64  3.000
 8P9  H6    CAJ  H5    107.43  3.000
 8P9  H7    CAJ  CAI   111.29  3.000
 8P9  H6    CAJ  CAI   110.38  3.000
 8P9  H5    CAJ  CAI   110.33  3.000
 8P9  CAF   CAE  CAI   136.55  3.000
 8P9  CAF   CAE  CAD   119.89  3.000
 8P9  CAI   CAE  CAD   103.56  3.000
 8P9  H8    CAF  CAA   120.05  3.000
 8P9  H8    CAF  CAE   121.76  3.000
 8P9  CAA   CAF  CAE   118.19  3.000
 8P9  NAK   CAA  CAF   119.16  3.000
 8P9  NAK   CAA  CAB   119.91  3.000
 8P9  CAF   CAA  CAB   120.93  3.000
 8P9  H9    NAK  SAN   112.32  3.000
 8P9  H9    NAK  CAA   116.31  3.000
 8P9  SAN   NAK  CAA   118.44  3.000
 8P9  CAQ   SAN  OAP   109.88  3.000
 8P9  CAQ   SAN  OAO   106.99  3.000
 8P9  OAP   SAN  OAO   119.62  3.000
 8P9  CAQ   SAN  NAK   106.60  3.000
 8P9  OAP   SAN  NAK   106.23  3.000
 8P9  OAO   SAN  NAK   106.81  3.000
 8P9  CAR   CAQ  CAV   121.38  3.000
 8P9  CAR   CAQ  SAN   119.99  3.000
 8P9  CAV   CAQ  SAN   118.60  3.000
 8P9  H10   CAV  CAU   120.40  3.000
 8P9  H10   CAV  CAQ   120.52  3.000
 8P9  CAU   CAV  CAQ   119.08  3.000
 8P9  CAT   CAU  CLAY  119.97  3.000
 8P9  CAT   CAU  CAV   120.51  3.000
 8P9  CLAY  CAU  CAV   119.52  3.000
 8P9  H11   CAT  CAS   119.33  3.000
 8P9  H11   CAT  CAU   120.43  3.000
 8P9  CAS   CAT  CAU   120.24  3.000
 8P9  H12   CAS  CAR   121.05  3.000
 8P9  H12   CAS  CAT   118.53  3.000
 8P9  CAR   CAS  CAT   120.42  3.000
 8P9  OAW   CAR  CAS   124.58  3.000
 8P9  CAS   CAR  CAQ   118.36  3.000
 8P9  OAW   CAR  CAQ   117.05  3.000
 8P9  CAX   OAW  CAR   119.19  3.000
 8P9  H15   CAX  H14   109.01  3.000
 8P9  H15   CAX  H13   109.17  3.000
 8P9  H14   CAX  H13   109.09  3.000
 8P9  H15   CAX  OAW   111.71  3.000
 8P9  H14   CAX  OAW   106.18  3.000
 8P9  H13   CAX  OAW   111.58  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
 8P9  CONST_01  CAE   CAF  CAA  CAB      0.00   0.0  0
 8P9  CONST_02  CAE   CAD  CAC  CAB      0.00   0.0  0
 8P9  CONST_03  OAG   CAD  CAC  CAB    180.00   0.0  0
 8P9  CONST_04  CAI   CAE  CAD  CAC    180.00   0.0  0
 8P9  CONST_05  CAF   CAE  CAD  CAC      0.00   0.0  0
 8P9  CONST_06  NAH   OAG  CAD  CAC    180.00   0.0  0
 8P9  CONST_07  CAF   CAA  CAB  CAC      0.00   0.0  0
 8P9  CONST_08  NAH   CAI  CAE  CAD      0.00   0.0  0
 8P9  CONST_09  CAA   CAF  CAE  CAD      0.00   0.0  0
 8P9  CONST_10  CAI   NAH  OAG  CAD      0.00   0.0  0
 8P9  CONST_11  CAA   CAB  CAC  CAD      0.00   0.0  0
 8P9  CONST_12  CAE   CAI  NAH  OAG      0.00   0.0  0
 8P9  CONST_13  CAI   CAE  CAD  OAG      0.00   0.0  0
 8P9  CONST_14  CAF   CAE  CAD  OAG    180.00   0.0  0
 8P9  CONST_15  CAF   CAE  CAI  NAH    180.00   0.0  0
 8P9  CONST_16  CAE   CAD  OAG  NAH      0.00   0.0  0
 8P9  CONST_17  CAA   CAF  CAE  CAI    180.00   0.0  0
 8P9  CONST_18  CAT   CAU  CAV  CAQ      0.00   0.0  0
 8P9  CONST_19  CAT   CAS  CAR  CAQ      0.00   0.0  0
 8P9  CONST_20  CAS   CAR  CAQ  CAV      0.00   0.0  0
 8P9  CONST_21  CAS   CAT  CAU  CAV      0.00   0.0  0
 8P9  CONST_22  CAR   CAQ  CAV  CAU      0.00   0.0  0
 8P9  CONST_23  CAR   CAS  CAT  CAU      0.00   0.0  0
 8P9  CONST_24  CAF   CAA  CAB  OAL    180.00   0.0  0
 8P9  CONST_25  CAD   CAC  CAB  OAL    180.00   0.0  0
 8P9  CONST_26  NAK   CAA  CAB  CAC    180.00   0.0  0
 8P9  CONST_27  CAJ   CAI  CAE  CAD    180.00   0.0  0
 8P9  CONST_28  CAJ   CAI  NAH  OAG    180.00   0.0  0
 8P9  CONST_29  CAF   CAE  CAI  CAJ      0.00   0.0  0
 8P9  CONST_30  NAK   CAA  CAF  CAE    180.00   0.0  0
 8P9  CONST_31  CAU   CAV  CAQ  SAN    180.00   0.0  0
 8P9  CONST_32  CAS   CAR  CAQ  SAN    180.00   0.0  0
 8P9  CONST_33  CLAY  CAU  CAV  CAQ    180.00   0.0  0
 8P9  CONST_34  OAW   CAR  CAQ  CAV    180.00   0.0  0
 8P9  CONST_35  CAS   CAT  CAU  CLAY   180.00   0.0  0
 8P9  CONST_36  OAW   CAR  CAS  CAT    180.00   0.0  0
 8P9  CONST_37  H8    CAF  CAA  CAB    180.00   0.0  0
 8P9  CONST_38  H4    CAC  CAD  OAG      0.00   0.0  0
 8P9  CONST_39  H12   CAS  CAR  CAQ    180.00   0.0  0
 8P9  CONST_40  H11   CAT  CAU  CAV    180.00   0.0  0
 8P9  CONST_41  H10   CAV  CAU  CAT    180.00   0.0  0
 8P9  Var_01    CAA   CAB  OAL  CAM   -176.52  30.0  1
 8P9  Var_02    CAQ   SAN  NAK  CAA    -66.80  30.0  3
 8P9  Var_03    CAV   CAQ  SAN  NAK    112.18  30.0  2
 8P9  Var_04    H5    CAJ  CAI  NAH    121.10  30.0  2
 8P9  Var_05    H1    CAM  OAL  CAB    -63.76  30.0  3
 8P9  Var_06    H13   CAX  OAW  CAR     61.43  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
 8P9  plan-1  SAN   0.020
 8P9  plan-1  CAQ   0.020
 8P9  plan-1  CAV   0.020
 8P9  plan-1  CAU   0.020
 8P9  plan-1  CLAY  0.020
 8P9  plan-1  CAT   0.020
 8P9  plan-1  CAS   0.020
 8P9  plan-1  CAR   0.020
 8P9  plan-1  OAW   0.020
 8P9  plan-1  H10   0.020
 8P9  plan-1  H11   0.020
 8P9  plan-1  H12   0.020
 8P9  plan-2  OAL   0.020
 8P9  plan-2  CAB   0.020
 8P9  plan-2  CAC   0.020
 8P9  plan-2  CAD   0.020
 8P9  plan-2  OAG   0.020
 8P9  plan-2  NAH   0.020
 8P9  plan-2  CAI   0.020
 8P9  plan-2  CAJ   0.020
 8P9  plan-2  CAE   0.020
 8P9  plan-2  CAF   0.020
 8P9  plan-2  CAA   0.020
 8P9  plan-2  NAK   0.020
 8P9  plan-2  H4    0.020
 8P9  plan-2  H8    0.020
 8P9  plan-3  CAA   0.020
 8P9  plan-3  NAK   0.020
 8P9  plan-3  SAN   0.020
 8P9  plan-3  H9    0.020

