# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 12:02:06 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 4-[2-(4-chlorophenyl)ethyl]-1H-pyrrole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]cc(CCc2ccc(Cl)cc2)c1
#
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
 SE5  SE5  '4-[2-(4-chlorophenyl)ethyl]-1H-pyrrole-2-carboxylic acid'  ligand  28  17  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SE5
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
 SE5  O1   O   OC    -1  -0.616  -6.3466  -0.1610   0.2815
 SE5  C1   C   C      0   0.353  -5.3727   0.6158   0.1873
 SE5  O2   O   O      0  -0.599  -5.3827   1.8586   0.2764
 SE5  C2   C   CR5    0   0.156  -4.0417  -0.0194  -0.0637
 SE5  C3   C   CR15   0  -0.433  -2.7865   0.5316  -0.2129
 SE5  C4   C   CR5    0   0.044  -1.8698  -0.5231  -0.4572
 SE5  C5   C   CH2    0  -0.510  -0.3910  -0.4052  -0.6403
 SE5  C6   C   CH2    0  -0.500   0.3521  -0.1786   0.6849
 SE5  C7   C   CR6    0   0.140   1.8362  -0.0660   0.4858
 SE5  C8   C   CR16   0  -0.318   2.6568  -1.1892   0.5506
 SE5  C9   C   CR16   0  -0.315   2.4249   1.1605   0.1863
 SE5  C10  C   CR16   0  -0.197   3.7891   1.2724  -0.0392
 SE5  C11  C   CR6    0  -0.059   4.5780   0.1351   0.0331
 SE5  C12  C   CR15   0  -0.113  -2.6079  -1.6876  -0.4434
 SE5  CL1  CL  CL     0  -0.138   6.2878   0.2618  -0.2399
 SE5  C13  C   CR16   0  -0.196   4.0234  -1.1003   0.3271
 SE5  N1   N   NR15   0  -0.609  -3.9039  -1.3662  -0.2079
 SE5  H2   H   HCR5   0   0.227  -2.5523   1.5845  -0.1596
 SE5  H3   H   HCH2   0   0.238  -0.0014  -1.3105  -1.1140
 SE5  H4   H   HCH2   0   0.236  -0.1612   0.4206  -1.3201
 SE5  H5   H   HCH2   0   0.246  -0.0297   0.7291   1.1586
 SE5  H6   H   HCH2   0   0.244   0.1285  -1.0057   1.3626
 SE5  H7   H   HCR6   0   0.257   2.2275  -2.1554   0.7879
 SE5  H8   H   HCR6   0   0.257   1.8096   2.0510   0.1327
 SE5  H9   H   HCR6   0   0.276   4.2289   2.2349  -0.2635
 SE5  H10  H   HCR5   0   0.261  -2.2956  -2.7103  -0.5872
 SE5  H11  H   HCR6   0   0.276   4.6460  -1.9827   0.3873
 SE5  H12  H   HNR5   0   0.391  -4.6725  -2.0135  -0.1502

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
 SE5  O2   C1   deloc     1.246  0.020  1.246
 SE5  C1   O1   deloc     1.249  0.020  1.249
 SE5  C1   C2   single    1.496  0.020  1.496
 SE5  N1   C2   aromatic  1.362  0.020  1.362
 SE5  N1   C12  aromatic  1.356  0.020  1.356
 SE5  C2   C3   aromatic  1.379  0.020  1.379
 SE5  C12  C4   aromatic  1.379  0.020  1.379
 SE5  C3   C4   aromatic  1.419  0.020  1.419
 SE5  C4   C5   single    1.495  0.020  1.495
 SE5  C5   C6   single    1.536  0.020  1.536
 SE5  CL1  C11  single    1.736  0.020  1.736
 SE5  C13  C11  aromatic  1.386  0.020  1.386
 SE5  C13  C8   aromatic  1.388  0.020  1.388
 SE5  C11  C10  aromatic  1.386  0.020  1.386
 SE5  C8   C7   aromatic  1.393  0.020  1.393
 SE5  C10  C9   aromatic  1.387  0.020  1.387
 SE5  C7   C9   aromatic  1.393  0.020  1.393
 SE5  C7   C6   single    1.502  0.020  1.502
 SE5  C3   H2   single    0.930  0.020  1.080
 SE5  C5   H3   single    0.970  0.020  1.090
 SE5  C5   H4   single    0.970  0.020  1.090
 SE5  C6   H5   single    0.970  0.020  1.090
 SE5  C6   H6   single    0.970  0.020  1.090
 SE5  C8   H7   single    0.930  0.020  1.080
 SE5  C9   H8   single    0.930  0.020  1.080
 SE5  C10  H9   single    0.930  0.020  1.080
 SE5  C12  H10  single    0.930  0.020  1.080
 SE5  C13  H11  single    0.930  0.020  1.080
 SE5  N1   H12  single    0.860  0.020  1.020

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
 SE5  C2   C1   O2   116.27  3.000
 SE5  C2   C1   O1   116.25  3.000
 SE5  O2   C1   O1   127.48  3.000
 SE5  N1   C2   C3   106.96  3.000
 SE5  C3   C2   C1   131.18  3.000
 SE5  N1   C2   C1   121.85  3.000
 SE5  H2   C3   C4   126.38  3.000
 SE5  H2   C3   C2   125.57  3.000
 SE5  C4   C3   C2   108.05  3.000
 SE5  C12  C4   C5   126.68  3.000
 SE5  C5   C4   C3   127.00  3.000
 SE5  C12  C4   C3   106.28  3.000
 SE5  H4   C5   H3   106.31  3.000
 SE5  H4   C5   C6   108.85  3.000
 SE5  H3   C5   C6   108.87  3.000
 SE5  H4   C5   C4   110.09  3.000
 SE5  H3   C5   C4   109.90  3.000
 SE5  C6   C5   C4   112.62  3.000
 SE5  H6   C6   H5   106.76  3.000
 SE5  H6   C6   C7   109.95  3.000
 SE5  H5   C6   C7   109.91  3.000
 SE5  H6   C6   C5   108.93  3.000
 SE5  H5   C6   C5   109.12  3.000
 SE5  C7   C6   C5   112.01  3.000
 SE5  C9   C7   C8   118.11  3.000
 SE5  C9   C7   C6   120.81  3.000
 SE5  C8   C7   C6   121.05  3.000
 SE5  H7   C8   C13  118.86  3.000
 SE5  H7   C8   C7   119.73  3.000
 SE5  C13  C8   C7   121.41  3.000
 SE5  H8   C9   C10  118.95  3.000
 SE5  H8   C9   C7   119.61  3.000
 SE5  C10  C9   C7   121.44  3.000
 SE5  H9   C10  C11  120.64  3.000
 SE5  H9   C10  C9   120.35  3.000
 SE5  C11  C10  C9   119.01  3.000
 SE5  C13  C11  CL1  119.51  3.000
 SE5  C13  C11  C10  120.99  3.000
 SE5  CL1  C11  C10  119.50  3.000
 SE5  H10  C12  N1   121.64  3.000
 SE5  H10  C12  C4   130.11  3.000
 SE5  N1   C12  C4   108.25  3.000
 SE5  H11  C13  C11  120.58  3.000
 SE5  H11  C13  C8   120.37  3.000
 SE5  C11  C13  C8   119.04  3.000
 SE5  H12  N1   C12  125.97  3.000
 SE5  H12  N1   C2   123.56  3.000
 SE5  C12  N1   C2   110.46  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
 SE5  CONST_01  C4   C12  N1   C2     0.00   0.0  0
 SE5  CONST_02  C12  C4   C3   C2     0.00   0.0  0
 SE5  CONST_03  C12  N1   C2   C3     0.00   0.0  0
 SE5  CONST_04  N1   C12  C4   C3     0.00   0.0  0
 SE5  CONST_05  N1   C2   C3   C4     0.00   0.0  0
 SE5  CONST_06  C11  C13  C8   C7     0.00   0.0  0
 SE5  CONST_07  C11  C10  C9   C7     0.00   0.0  0
 SE5  CONST_08  C10  C11  C13  C8     0.00   0.0  0
 SE5  CONST_09  C10  C9   C7   C8     0.00   0.0  0
 SE5  CONST_10  C13  C11  C10  C9     0.00   0.0  0
 SE5  CONST_11  C13  C8   C7   C9     0.00   0.0  0
 SE5  CONST_12  C12  N1   C2   C1   180.00   0.0  0
 SE5  CONST_13  C4   C3   C2   C1   180.00   0.0  0
 SE5  CONST_14  C5   C4   C3   C2   180.00   0.0  0
 SE5  CONST_15  N1   C12  C4   C5   180.00   0.0  0
 SE5  CONST_16  C13  C8   C7   C6   180.00   0.0  0
 SE5  CONST_17  C10  C9   C7   C6   180.00   0.0  0
 SE5  CONST_18  CL1  C11  C13  C8   180.00   0.0  0
 SE5  CONST_19  CL1  C11  C10  C9   180.00   0.0  0
 SE5  CONST_20  H10  C12  N1   C2   180.00   0.0  0
 SE5  CONST_21  H12  N1   C2   C3   180.00   0.0  0
 SE5  CONST_22  H11  C13  C8   C7   180.00   0.0  0
 SE5  CONST_23  H9   C10  C9   C7   180.00   0.0  0
 SE5  CONST_24  H8   C9   C7   C8   180.00   0.0  0
 SE5  CONST_25  H7   C8   C7   C9   180.00   0.0  0
 SE5  CONST_26  H2   C3   C4   C12  180.00   0.0  0
 SE5  Var_01    N1   C2   C1   O1     1.27  30.0  2
 SE5  Var_02    C6   C5   C4   C3    76.10  30.0  2
 SE5  Var_03    C7   C6   C5   C4   179.84  30.0  3
 SE5  Var_04    C8   C7   C6   C5   -90.93  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
 SE5  plan-1  C1   0.020
 SE5  plan-1  C2   0.020
 SE5  plan-1  C3   0.020
 SE5  plan-1  C4   0.020
 SE5  plan-1  C5   0.020
 SE5  plan-1  C12  0.020
 SE5  plan-1  N1   0.020
 SE5  plan-1  H2   0.020
 SE5  plan-1  H10  0.020
 SE5  plan-1  H12  0.020
 SE5  plan-2  C6   0.020
 SE5  plan-2  C7   0.020
 SE5  plan-2  C8   0.020
 SE5  plan-2  C9   0.020
 SE5  plan-2  C10  0.020
 SE5  plan-2  C11  0.020
 SE5  plan-2  CL1  0.020
 SE5  plan-2  C13  0.020
 SE5  plan-2  H7   0.020
 SE5  plan-2  H8   0.020
 SE5  plan-2  H9   0.020
 SE5  plan-2  H11  0.020
 SE5  plan-3  O1   0.020
 SE5  plan-3  C1   0.020
 SE5  plan-3  O2   0.020
 SE5  plan-3  C2   0.020

