# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 22:30:01 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 5-(2-nitrophenyl)furan-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1oc(cc1)c2ccccc2[N+]([O-])=O
#
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
 B23  B23  '5-(2-nitrophenyl)furan-2-carboxylic acid'  ligand  24  17  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B23
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
 B23  OAN   O  OH1    0  -0.591   3.1035   1.2374  -1.0937
 B23  CAE   C  C      0   0.455   3.4159   0.1923  -0.3454
 B23  OAO   O  O      0  -0.435   4.5410  -0.1396  -0.0579
 B23  CAA   C  CR5    0   0.229   2.2434  -0.5429   0.1152
 B23  OAM   O  O      0  -0.417   1.0097  -0.1247  -0.2355
 B23  CAC   C  CR15   0  -0.289   2.1573  -1.6616   0.8849
 B23  CAD   C  CR15   0  -0.346   0.7765  -1.9426   1.0155
 B23  CAB   C  CR5    0   0.394   0.1264  -0.9673   0.3184
 B23  CAF   C  CR6    0   0.022  -1.2903  -0.7410   0.0662
 B23  CAG   C  CR16   0  -0.308  -2.1045  -1.8399  -0.2011
 B23  CAJ   C  CR16   0  -0.216  -3.4487  -1.6811  -0.4991
 B23  CAI   C  CR16   0  -0.259  -4.0037  -0.4119  -0.5690
 B23  CAK   C  CR16   0  -0.252  -3.2156   0.6997  -0.3177
 B23  CAH   C  CR6    0   0.211  -1.8848   0.5222   0.0182
 B23  NAL   N  N      1   0.319  -1.1363   1.7124   0.3998
 B23  OAQ   O  O     -1  -0.365  -1.3026   2.7126  -0.2557
 B23  OAP   O  O      0  -0.367  -0.4246   1.6374   1.3715
 B23  HOAN  H  HOH1   0   0.494   3.9099   1.6970  -1.3725
 B23  HAC   H  HCR5   0   0.287   2.9801  -2.2144   1.3076
 B23  HAD   H  HCR5   0   0.284   0.3216  -2.7479   1.5685
 B23  HAG   H  HCR6   0   0.282  -1.6685  -2.8301  -0.1985
 B23  HAJ   H  HCR6   0   0.283  -4.0575  -2.5527  -0.6964
 B23  HAI   H  HCR6   0   0.285  -5.0488  -0.2816  -0.8128
 B23  HAK   H  HCR6   0   0.302  -3.6460   1.6908  -0.3513

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
 B23  OAN  CAE   single    1.323  0.020  1.323
 B23  OAN  HOAN  single    0.850  0.020  0.980
 B23  CAE  OAO   double    1.208  0.020  1.208
 B23  CAE  CAA   single    1.459  0.020  1.459
 B23  CAA  OAM   aromatic  1.349  0.020  1.349
 B23  CAA  CAC   aromatic  1.361  0.020  1.361
 B23  OAM  CAB   aromatic  1.341  0.020  1.341
 B23  CAC  CAD   aromatic  1.415  0.020  1.415
 B23  CAC  HAC   single    0.930  0.020  1.080
 B23  CAD  CAB   aromatic  1.364  0.020  1.364
 B23  CAD  HAD   single    0.930  0.020  1.080
 B23  CAB  CAF   single    1.457  0.020  1.457
 B23  CAF  CAG   aromatic  1.394  0.020  1.394
 B23  CAF  CAH   aromatic  1.397  0.020  1.397
 B23  CAG  CAJ   aromatic  1.386  0.020  1.386
 B23  CAG  HAG   single    0.930  0.020  1.080
 B23  CAJ  CAI   aromatic  1.387  0.020  1.387
 B23  CAJ  HAJ   single    0.930  0.020  1.080
 B23  CAI  CAK   aromatic  1.386  0.020  1.386
 B23  CAI  HAI   single    0.930  0.020  1.080
 B23  CAK  CAH   aromatic  1.384  0.020  1.384
 B23  CAK  HAK   single    0.930  0.020  1.080
 B23  CAH  NAL   single    1.457  0.020  1.457
 B23  NAL  OAQ   single    1.207  0.020  1.207
 B23  NAL  OAP   double    1.207  0.020  1.207

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
 B23  HOAN  OAN  CAE  109.94  3.000
 B23  CAA   CAE  OAO  122.35  3.000
 B23  CAA   CAE  OAN  112.77  3.000
 B23  OAO   CAE  OAN  124.88  3.000
 B23  CAC   CAA  OAM  110.13  3.000
 B23  CAC   CAA  CAE  130.08  3.000
 B23  OAM   CAA  CAE  119.79  3.000
 B23  CAB   OAM  CAA  107.48  3.000
 B23  HAC   CAC  CAD  127.37  3.000
 B23  HAC   CAC  CAA  126.54  3.000
 B23  CAD   CAC  CAA  106.09  3.000
 B23  HAD   CAD  CAB  126.55  3.000
 B23  HAD   CAD  CAC  127.42  3.000
 B23  CAB   CAD  CAC  106.02  3.000
 B23  CAF   CAB  CAD  131.55  3.000
 B23  CAF   CAB  OAM  118.15  3.000
 B23  CAD   CAB  OAM  110.28  3.000
 B23  CAH   CAF  CAG  117.25  3.000
 B23  CAH   CAF  CAB  124.08  3.000
 B23  CAG   CAF  CAB  118.62  3.000
 B23  HAG   CAG  CAJ  119.75  3.000
 B23  HAG   CAG  CAF  119.06  3.000
 B23  CAJ   CAG  CAF  121.17  3.000
 B23  HAJ   CAJ  CAI  120.20  3.000
 B23  HAJ   CAJ  CAG  119.53  3.000
 B23  CAI   CAJ  CAG  120.25  3.000
 B23  HAI   CAI  CAK  119.61  3.000
 B23  HAI   CAI  CAJ  120.57  3.000
 B23  CAK   CAI  CAJ  119.82  3.000
 B23  HAK   CAK  CAH  120.53  3.000
 B23  HAK   CAK  CAI  120.23  3.000
 B23  CAH   CAK  CAI  119.21  3.000
 B23  NAL   CAH  CAK  116.92  3.000
 B23  NAL   CAH  CAF  120.74  3.000
 B23  CAK   CAH  CAF  122.25  3.000
 B23  OAP   NAL  OAQ  124.74  3.000
 B23  OAP   NAL  CAH  117.59  3.000
 B23  OAQ   NAL  CAH  117.63  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
 B23  CONST_01  CAD   CAB  OAM  CAA    0.00   0.0  0
 B23  CONST_02  CAF   CAB  OAM  CAA  180.00   0.0  0
 B23  CONST_03  CAB   CAD  CAC  CAA    0.00   0.0  0
 B23  CONST_04  CAD   CAC  CAA  OAM    0.00   0.0  0
 B23  CONST_05  CAC   CAD  CAB  OAM    0.00   0.0  0
 B23  CONST_08  CAB   OAM  CAA  CAC    0.00   0.0  0
 B23  CONST_09  CAF   CAB  CAD  CAC  180.00   0.0  0
 B23  CONST_12  CAJ   CAG  CAF  CAB  180.00   0.0  0
 B23  CONST_13  CAK   CAH  CAF  CAB  180.00   0.0  0
 B23  CONST_14  CAI   CAJ  CAG  CAF    0.00   0.0  0
 B23  CONST_15  CAI   CAK  CAH  CAF    0.00   0.0  0
 B23  CONST_16  CAK   CAH  CAF  CAG    0.00   0.0  0
 B23  CONST_17  CAK   CAI  CAJ  CAG    0.00   0.0  0
 B23  CONST_18  CAH   CAF  CAG  CAJ    0.00   0.0  0
 B23  CONST_19  CAH   CAK  CAI  CAJ    0.00   0.0  0
 B23  CONST_20  CAB   OAM  CAA  CAE  180.00   0.0  0
 B23  CONST_21  CAD   CAC  CAA  CAE  180.00   0.0  0
 B23  CONST_22  NAL   CAH  CAF  CAB    0.00   0.0  0
 B23  CONST_23  NAL   CAH  CAF  CAG  180.00   0.0  0
 B23  CONST_24  NAL   CAH  CAK  CAI  180.00   0.0  0
 B23  CONST_25  HAD   CAD  CAC  CAA  180.00   0.0  0
 B23  CONST_26  HAC   CAC  CAA  OAM  180.00   0.0  0
 B23  CONST_27  HAG   CAG  CAF  CAB    0.00   0.0  0
 B23  CONST_28  HAJ   CAJ  CAG  CAF  180.00   0.0  0
 B23  CONST_29  HAK   CAK  CAH  CAF  180.00   0.0  0
 B23  CONST_30  HAI   CAI  CAJ  CAG  180.00   0.0  0
 B23  CONST_35  HOAN  OAN  CAE  CAA  180.00   0.0  0
 B23  Var_01    OAM   CAA  CAE  OAN   -0.04  30.0  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
 B23  plan-1  CAE   0.020
 B23  plan-1  CAA   0.020
 B23  plan-1  OAM   0.020
 B23  plan-1  CAC   0.020
 B23  plan-1  CAD   0.020
 B23  plan-1  CAB   0.020
 B23  plan-1  CAF   0.020
 B23  plan-1  HAC   0.020
 B23  plan-1  HAD   0.020
 B23  plan-2  CAB   0.020
 B23  plan-2  CAF   0.020
 B23  plan-2  CAG   0.020
 B23  plan-2  CAJ   0.020
 B23  plan-2  CAI   0.020
 B23  plan-2  CAK   0.020
 B23  plan-2  CAH   0.020
 B23  plan-2  NAL   0.020
 B23  plan-2  HAG   0.020
 B23  plan-2  HAJ   0.020
 B23  plan-2  HAI   0.020
 B23  plan-2  HAK   0.020
 B23  plan-3  CAH   0.020
 B23  plan-3  NAL   0.020
 B23  plan-3  OAQ   0.020
 B23  plan-3  OAP   0.020
 B23  plan-4  OAN   0.020
 B23  plan-4  CAE   0.020
 B23  plan-4  OAO   0.020
 B23  plan-4  CAA   0.020
 B23  plan-4  HOAN  0.020

