# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 23:07:07 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 4-(1H-pyrrol-1-yl)pyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(ccn1)n2cccc2
#
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
 XXE  XXE  '4-(1H-pyrrol-1-yl)pyridine-2-carboxylic acid'  ligand  22  14  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XXE
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
 XXE  OAM  O  O     0  -0.427   2.7757  -2.0350   0.0294
 XXE  CAL  C  C     0   0.535   2.9022  -0.8354   0.0042
 XXE  OAN  O  OH1   0  -0.579   4.0644  -0.2140  -0.0336
 XXE  CAH  C  CR6   0   0.089   1.7405   0.1078   0.0104
 XXE  CAG  C  CR16  0  -0.371   0.4660  -0.4331   0.0096
 XXE  NAI  N  N     0  -0.411   1.9995   1.4091   0.0164
 XXE  CAJ  C  CR16  0  -0.079   0.9563   2.2234   0.0237
 XXE  CAK  C  CR16  0  -0.375  -0.3617   1.7971   0.0253
 XXE  CAF  C  CR6   0   0.530  -0.6279   0.4307   0.0138
 XXE  NAA  N  NR5   0  -0.571  -1.9328  -0.0569   0.0077
 XXE  CAB  C  CR15  0  -0.049  -3.0777   0.7082  -0.0557
 XXE  CAC  C  CR15  0  -0.357  -4.1534  -0.1266  -0.0411
 XXE  CAD  C  CR15  0  -0.354  -3.6569  -1.4591   0.0346
 XXE  CAE  C  CR15  0  -0.051  -2.2976  -1.3850   0.0620
 XXE  H1   H  HOH1  0   0.489   4.7827  -0.8644  -0.0351
 XXE  HAG  H  HCR6  0   0.298   0.3511  -1.5061  -0.0005
 XXE  HAJ  H  HCR6  0   0.280   1.1668   3.2863   0.0315
 XXE  HAK  H  HCR6  0   0.300  -1.1442   2.5404   0.0347
 XXE  HAB  H  HCR5  0   0.297  -3.0453   1.7819  -0.1147
 XXE  HAC  H  HCR5  0   0.255  -5.1860   0.1809  -0.0826
 XXE  HAD  H  HCR5  0   0.255  -4.2368  -2.3674   0.0668
 XXE  HAE  H  HCR5  0   0.297  -1.5708  -2.1753   0.1258

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
 XXE  CAJ  NAI  aromatic  1.323  0.020  1.323
 XXE  CAJ  CAK  aromatic  1.385  0.020  1.385
 XXE  NAI  CAH  aromatic  1.327  0.020  1.327
 XXE  CAK  CAF  aromatic  1.392  0.020  1.392
 XXE  CAH  CAG  aromatic  1.385  0.020  1.385
 XXE  CAH  CAL  single    1.496  0.020  1.496
 XXE  CAF  CAG  aromatic  1.394  0.020  1.394
 XXE  CAF  NAA  single    1.393  0.020  1.393
 XXE  OAM  CAL  double    1.207  0.020  1.207
 XXE  CAE  NAA  aromatic  1.378  0.020  1.378
 XXE  CAE  CAD  aromatic  1.362  0.020  1.362
 XXE  CAL  OAN  single    1.318  0.020  1.318
 XXE  NAA  CAB  aromatic  1.379  0.020  1.379
 XXE  CAD  CAC  aromatic  1.424  0.020  1.424
 XXE  CAB  CAC  aromatic  1.362  0.020  1.362
 XXE  OAN  H1   single    0.850  0.020  0.980
 XXE  CAG  HAG  single    0.930  0.020  1.080
 XXE  CAJ  HAJ  single    0.930  0.020  1.080
 XXE  CAK  HAK  single    0.930  0.020  1.080
 XXE  CAB  HAB  single    0.930  0.020  1.080
 XXE  CAC  HAC  single    0.930  0.020  1.080
 XXE  CAD  HAD  single    0.930  0.020  1.080
 XXE  CAE  HAE  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
 XXE  CAH  CAL  OAN  112.79  3.000
 XXE  OAN  CAL  OAM  124.17  3.000
 XXE  CAH  CAL  OAM  123.04  3.000
 XXE  H1   OAN  CAL  109.70  3.000
 XXE  NAI  CAH  CAG  124.26  3.000
 XXE  CAG  CAH  CAL  117.93  3.000
 XXE  NAI  CAH  CAL  117.82  3.000
 XXE  HAG  CAG  CAF  122.19  3.000
 XXE  HAG  CAG  CAH  119.11  3.000
 XXE  CAF  CAG  CAH  118.70  3.000
 XXE  CAJ  NAI  CAH  116.71  3.000
 XXE  HAJ  CAJ  CAK  119.12  3.000
 XXE  HAJ  CAJ  NAI  116.77  3.000
 XXE  CAK  CAJ  NAI  124.10  3.000
 XXE  HAK  CAK  CAF  122.51  3.000
 XXE  HAK  CAK  CAJ  118.54  3.000
 XXE  CAF  CAK  CAJ  118.95  3.000
 XXE  NAA  CAF  CAK  121.52  3.000
 XXE  NAA  CAF  CAG  121.21  3.000
 XXE  CAK  CAF  CAG  117.28  3.000
 XXE  CAE  NAA  CAB  108.47  3.000
 XXE  CAB  NAA  CAF  125.72  3.000
 XXE  CAE  NAA  CAF  125.80  3.000
 XXE  HAB  CAB  CAC  129.51  3.000
 XXE  HAB  CAB  NAA  122.11  3.000
 XXE  CAC  CAB  NAA  108.38  3.000
 XXE  HAC  CAC  CAD  127.08  3.000
 XXE  HAC  CAC  CAB  125.54  3.000
 XXE  CAD  CAC  CAB  107.39  3.000
 XXE  HAD  CAD  CAE  125.61  3.000
 XXE  HAD  CAD  CAC  127.04  3.000
 XXE  CAE  CAD  CAC  107.35  3.000
 XXE  HAE  CAE  CAD  129.48  3.000
 XXE  HAE  CAE  NAA  122.10  3.000
 XXE  CAD  CAE  NAA  108.41  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
 XXE  CONST_01  CAK  CAJ  NAI  CAH    0.00   0.0  0
 XXE  CONST_02  CAK  CAF  CAG  CAH    0.00   0.0  0
 XXE  CONST_03  NAA  CAF  CAG  CAH  180.00   0.0  0
 XXE  CONST_04  CAJ  NAI  CAH  CAG    0.00   0.0  0
 XXE  CONST_05  CAJ  CAK  CAF  CAG    0.00   0.0  0
 XXE  CONST_06  CAE  NAA  CAF  CAG    0.00   0.0  0
 XXE  CONST_07  CAB  NAA  CAF  CAG  180.00   0.0  0
 XXE  CONST_08  CAF  CAK  CAJ  NAI    0.00   0.0  0
 XXE  CONST_09  CAF  CAG  CAH  NAI    0.00   0.0  0
 XXE  CONST_10  NAA  CAF  CAK  CAJ  180.00   0.0  0
 XXE  CONST_11  CAE  NAA  CAF  CAK  180.00   0.0  0
 XXE  CONST_12  CAB  NAA  CAF  CAK    0.00   0.0  0
 XXE  CONST_13  CAD  CAE  NAA  CAF  180.00   0.0  0
 XXE  CONST_14  CAC  CAB  NAA  CAF  180.00   0.0  0
 XXE  CONST_15  CAC  CAD  CAE  NAA    0.00   0.0  0
 XXE  CONST_16  CAD  CAC  CAB  NAA    0.00   0.0  0
 XXE  CONST_17  CAD  CAE  NAA  CAB    0.00   0.0  0
 XXE  CONST_18  CAE  CAD  CAC  CAB    0.00   0.0  0
 XXE  CONST_19  CAE  NAA  CAB  CAC    0.00   0.0  0
 XXE  CONST_20  CAJ  NAI  CAH  CAL  180.00   0.0  0
 XXE  CONST_21  CAF  CAG  CAH  CAL  180.00   0.0  0
 XXE  CONST_22  HAJ  CAJ  NAI  CAH  180.00   0.0  0
 XXE  CONST_23  HAK  CAK  CAF  CAG  180.00   0.0  0
 XXE  CONST_24  HAG  CAG  CAH  NAI  180.00   0.0  0
 XXE  CONST_25  HAE  CAE  NAA  CAF    0.00   0.0  0
 XXE  CONST_26  HAB  CAB  NAA  CAF    0.00   0.0  0
 XXE  CONST_27  HAD  CAD  CAE  NAA  180.00   0.0  0
 XXE  CONST_28  HAC  CAC  CAB  NAA  180.00   0.0  0
 XXE  CONST_29  H1   OAN  CAL  CAH  180.00   0.0  0
 XXE  Var_01    NAI  CAH  CAL  OAM  178.25  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
 XXE  plan-1  CAF  0.020
 XXE  plan-1  NAA  0.020
 XXE  plan-1  CAB  0.020
 XXE  plan-1  CAC  0.020
 XXE  plan-1  CAD  0.020
 XXE  plan-1  CAE  0.020
 XXE  plan-1  HAB  0.020
 XXE  plan-1  HAC  0.020
 XXE  plan-1  HAD  0.020
 XXE  plan-1  HAE  0.020
 XXE  plan-2  CAL  0.020
 XXE  plan-2  CAH  0.020
 XXE  plan-2  CAG  0.020
 XXE  plan-2  NAI  0.020
 XXE  plan-2  CAJ  0.020
 XXE  plan-2  CAK  0.020
 XXE  plan-2  CAF  0.020
 XXE  plan-2  NAA  0.020
 XXE  plan-2  HAG  0.020
 XXE  plan-2  HAJ  0.020
 XXE  plan-2  HAK  0.020
 XXE  plan-3  OAM  0.020
 XXE  plan-3  CAL  0.020
 XXE  plan-3  OAN  0.020
 XXE  plan-3  CAH  0.020
 XXE  plan-3  H1   0.020

