# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 09:15:04 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 5-[2-(4-chlorophenoxy)phenyl]-2-methyl-1H-pyrrole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(cc1C(N)=O)c2ccccc2Oc3ccc(Cl)cc3
#
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
 87S  87S  5-[2-(4-chlorophenoxy)phenyl]-2-methyl-1H-pyrrole-3-carboxamide  ligand  38  23  .  2022-07-23  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_87S
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
 87S  C4   C   CR16  0  -0.331  -1.1893  -2.4744  -0.3174
 87S  C5   C   CR16  0  -0.311  -2.5924   0.6531  -1.2108
 87S  C6   C   CR16  0  -0.300  -2.4844   0.2248   1.1595
 87S  C7   C   CR16  0  -0.210  -3.9025   1.0886  -1.0744
 87S  C8   C   CR16  0  -0.209  -3.7942   0.6558   1.2990
 87S  C10  C   CR6   0  -0.013   1.1246  -1.7573  -0.1293
 87S  C13  C   CR6   0   0.300  -0.2443  -1.4614  -0.2251
 87S  C15  C   CR5   0   0.371   2.1388  -0.7131  -0.0160
 87S  C1   C   CR16  0  -0.257   0.5581  -4.1217  -0.2177
 87S  C2   C   CR16  0  -0.260  -0.7872  -3.8026  -0.3105
 87S  C3   C   CR16  0  -0.316   1.4954  -3.1043  -0.1355
 87S  C9   C   CR15  0  -0.426   2.2159   0.5686  -0.5027
 87S  C11  C   CR5   0  -0.150   3.4834   1.0978  -0.1353
 87S  C12  C   CR6   0   0.320  -1.8902   0.2277  -0.0945
 87S  C14  C   CR6   0  -0.043  -4.4928   1.0829   0.1794
 87S  C16  C   CR5   0   0.349   4.1487   0.1136   0.5815
 87S  C18  C   CH3   0  -0.724   5.4843   0.0877   1.2355
 87S  N19  N   NR15  0  -0.686   3.3264  -0.9545   0.6321
 87S  N20  N   NH2   0  -0.825   3.2272   3.2748  -1.0877
 87S  O21  O   O     0  -0.500   5.1708   2.7480  -0.0819
 87S  O22  O   O2    0  -0.514  -0.5793  -0.1426  -0.2344
 87S  CL1  CL  CL    0  -0.125  -6.1303   1.6221   0.3526
 87S  H1   H   HCR6  0   0.280  -2.2430  -2.2409  -0.3930
 87S  H3   H   HCR6  0   0.287  -1.9303  -0.1041   2.0294
 87S  H4   H   HCR6  0   0.287  -4.4537   1.4234  -1.9423
 87S  H5   H   HCR6  0   0.287  -4.2606   0.6610   2.2745
 87S  H6   H   HCR6  0   0.258   0.8804  -5.1542  -0.2211
 87S  H7   H   HCR6  0   0.264  -1.5336  -4.5820  -0.3846
 87S  H8   H   HCR6  0   0.256   2.5453  -3.3665  -0.0931
 87S  H9   H   HCR5  0   0.246   1.4578   1.0562  -1.0929
 87S  H10  H   HCH3  0   0.254   6.2829   0.2423   0.5112
 87S  H11  H   HCH3  0   0.253   5.5769   0.8708   1.9867
 87S  H12  H   HCH3  0   0.244   5.6536  -0.8712   1.7243
 87S  H13  H   HNR5  0   0.413   3.5436  -1.7993   1.1383
 87S  H14  H   HNH2  0   0.406   2.2876   3.0411  -1.3537
 87S  H15  H   HNH2  0   0.399   3.5479   4.2028  -1.3070
 87S  C17  C   C     0   0.441   4.0350   2.4256  -0.4240
 87S  H2   H   HCR6  0   0.285  -2.1211   0.6499  -2.1852

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
 87S  C18  C16  single    1.487  0.020  1.487
 87S  O21  C17  double    1.229  0.020  1.229
 87S  C16  N19  aromatic  1.349  0.020  1.349
 87S  C16  C11  aromatic  1.387  0.020  1.387
 87S  N19  C15  aromatic  1.374  0.020  1.374
 87S  C17  C11  single    1.467  0.020  1.467
 87S  C17  N20  single    1.347  0.020  1.347
 87S  C11  C9   aromatic  1.422  0.020  1.422
 87S  C3   C1   aromatic  1.386  0.020  1.386
 87S  C3   C10  aromatic  1.397  0.020  1.397
 87S  C15  C9   aromatic  1.373  0.020  1.373
 87S  C15  C10  single    1.460  0.020  1.460
 87S  C1   C2   aromatic  1.386  0.020  1.386
 87S  C10  C13  aromatic  1.404  0.020  1.404
 87S  C2   C4   aromatic  1.388  0.020  1.388
 87S  C13  C4   aromatic  1.388  0.020  1.388
 87S  C13  O22  single    1.361  0.020  1.361
 87S  O22  C12  single    1.369  0.020  1.369
 87S  C12  C5   aromatic  1.386  0.020  1.386
 87S  C12  C6   aromatic  1.388  0.020  1.388
 87S  C5   C7   aromatic  1.387  0.020  1.387
 87S  C6   C8   aromatic  1.386  0.020  1.386
 87S  C7   C14  aromatic  1.386  0.020  1.386
 87S  C8   C14  aromatic  1.387  0.020  1.387
 87S  C14  CL1  single    1.733  0.020  1.733
 87S  C4   H1   single    0.930  0.020  1.080
 87S  C5   H2   single    0.930  0.020  1.080
 87S  C6   H3   single    0.930  0.020  1.080
 87S  C7   H4   single    0.930  0.020  1.080
 87S  C8   H5   single    0.930  0.020  1.080
 87S  C1   H6   single    0.930  0.020  1.080
 87S  C2   H7   single    0.930  0.020  1.080
 87S  C3   H8   single    0.930  0.020  1.080
 87S  C9   H9   single    0.930  0.020  1.080
 87S  C18  H10  single    0.970  0.020  1.090
 87S  C18  H11  single    0.970  0.020  1.090
 87S  C18  H12  single    0.970  0.020  1.090
 87S  N19  H13  single    0.860  0.020  1.020
 87S  N20  H14  single    0.860  0.020  1.020
 87S  N20  H15  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
 87S  H1   C4   C2   119.28  3.000
 87S  H1   C4   C13  120.67  3.000
 87S  C2   C4   C13  120.05  3.000
 87S  H2   C5   C12  120.25  3.000
 87S  H2   C5   C7   120.04  3.000
 87S  C12  C5   C7   119.71  3.000
 87S  H3   C6   C12  120.51  3.000
 87S  H3   C6   C8   119.82  3.000
 87S  C12  C6   C8   119.66  3.000
 87S  H4   C7   C14  120.68  3.000
 87S  H4   C7   C5   119.98  3.000
 87S  C14  C7   C5   119.34  3.000
 87S  H5   C8   C14  120.63  3.000
 87S  H5   C8   C6   119.99  3.000
 87S  C14  C8   C6   119.38  3.000
 87S  C3   C10  C15  120.37  3.000
 87S  C15  C10  C13  122.13  3.000
 87S  C3   C10  C13  117.50  3.000
 87S  O22  C13  C10  116.42  3.000
 87S  O22  C13  C4   122.62  3.000
 87S  C10  C13  C4   120.96  3.000
 87S  N19  C15  C9   106.42  3.000
 87S  C9   C15  C10  132.77  3.000
 87S  N19  C15  C10  120.74  3.000
 87S  H6   C1   C3   119.96  3.000
 87S  H6   C1   C2   120.59  3.000
 87S  C3   C1   C2   119.44  3.000
 87S  H7   C2   C1   120.57  3.000
 87S  H7   C2   C4   119.30  3.000
 87S  C1   C2   C4   120.14  3.000
 87S  H8   C3   C1   118.71  3.000
 87S  H8   C3   C10  119.38  3.000
 87S  C1   C3   C10  121.91  3.000
 87S  H9   C9   C11  126.90  3.000
 87S  H9   C9   C15  125.24  3.000
 87S  C11  C9   C15  107.80  3.000
 87S  C16  C11  C9   107.28  3.000
 87S  C9   C11  C17  128.41  3.000
 87S  C16  C11  C17  124.31  3.000
 87S  O22  C12  C6   120.11  3.000
 87S  C6   C12  C5   120.78  3.000
 87S  O22  C12  C5   119.06  3.000
 87S  CL1  C14  C8   119.41  3.000
 87S  CL1  C14  C7   119.46  3.000
 87S  C8   C14  C7   121.13  3.000
 87S  N19  C16  C18  121.14  3.000
 87S  N19  C16  C11  106.78  3.000
 87S  C18  C16  C11  132.08  3.000
 87S  H12  C18  H11  108.07  3.000
 87S  H12  C18  H10  108.02  3.000
 87S  H11  C18  H10  107.11  3.000
 87S  H12  C18  C16  110.62  3.000
 87S  H11  C18  C16  111.53  3.000
 87S  H10  C18  C16  111.32  3.000
 87S  H13  N19  C16  123.43  3.000
 87S  H13  N19  C15  124.74  3.000
 87S  C16  N19  C15  111.72  3.000
 87S  H15  N20  H14  117.08  3.000
 87S  H15  N20  C17  119.85  3.000
 87S  H14  N20  C17  123.03  3.000
 87S  C12  O22  C13  119.81  3.000
 87S  O21  C17  N20  121.73  3.000
 87S  N20  C17  C11  116.25  3.000
 87S  O21  C17  C11  122.02  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
 87S  CONST_01  C3   C1   C2   C4      0.00   0.0  0
 87S  CONST_02  C3   C10  C13  C4      0.00   0.0  0
 87S  CONST_03  C15  C10  C13  C4    180.00   0.0  0
 87S  CONST_04  C8   C6   C12  C5      0.00   0.0  0
 87S  CONST_05  C8   C14  C7   C5      0.00   0.0  0
 87S  CONST_06  C7   C5   C12  C6      0.00   0.0  0
 87S  CONST_07  C7   C14  C8   C6      0.00   0.0  0
 87S  CONST_08  C2   C1   C3   C10     0.00   0.0  0
 87S  CONST_09  C16  N19  C15  C10   180.00   0.0  0
 87S  CONST_10  C11  C9   C15  C10   180.00   0.0  0
 87S  CONST_11  C2   C4   C13  C10     0.00   0.0  0
 87S  CONST_12  C1   C3   C10  C13     0.00   0.0  0
 87S  CONST_15  C1   C2   C4   C13     0.00   0.0  0
 87S  CONST_16  C11  C16  N19  C15     0.00   0.0  0
 87S  CONST_17  C16  C11  C9   C15     0.00   0.0  0
 87S  CONST_18  C1   C3   C10  C15   180.00   0.0  0
 87S  CONST_21  N19  C16  C11  C9      0.00   0.0  0
 87S  CONST_22  C16  N19  C15  C9      0.00   0.0  0
 87S  CONST_23  N19  C15  C9   C11     0.00   0.0  0
 87S  CONST_24  C14  C7   C5   C12     0.00   0.0  0
 87S  CONST_25  C14  C8   C6   C12     0.00   0.0  0
 87S  CONST_26  CL1  C14  C7   C5    180.00   0.0  0
 87S  CONST_27  CL1  C14  C8   C6    180.00   0.0  0
 87S  CONST_28  O22  C12  C5   C7    180.00   0.0  0
 87S  CONST_29  O22  C12  C6   C8    180.00   0.0  0
 87S  CONST_30  C18  C16  N19  C15   180.00   0.0  0
 87S  CONST_31  C17  C11  C9   C15   180.00   0.0  0
 87S  CONST_32  O22  C13  C10  C15     0.00   0.0  0
 87S  CONST_33  N19  C16  C11  C17   180.00   0.0  0
 87S  CONST_34  O22  C13  C4   C2    180.00   0.0  0
 87S  CONST_35  O22  C13  C10  C3    180.00   0.0  0
 87S  CONST_36  C18  C16  C11  C9    180.00   0.0  0
 87S  CONST_37  H6   C1   C2   C4    180.00   0.0  0
 87S  CONST_38  H3   C6   C12  C5    180.00   0.0  0
 87S  CONST_39  H2   C5   C12  C6    180.00   0.0  0
 87S  CONST_40  H5   C8   C14  C7    180.00   0.0  0
 87S  CONST_41  H4   C7   C14  C8    180.00   0.0  0
 87S  CONST_42  H13  N19  C15  C10     0.00   0.0  0
 87S  CONST_43  H9   C9   C15  C10     0.00   0.0  0
 87S  CONST_44  H1   C4   C13  C10   180.00   0.0  0
 87S  CONST_45  H8   C3   C10  C13   180.00   0.0  0
 87S  CONST_46  H7   C2   C4   C13   180.00   0.0  0
 87S  CONST_47  H14  N20  C17  C11     0.00   0.0  0
 87S  CONST_48  H15  N20  C17  C11   180.00   0.0  0
 87S  Var_01    O21  C17  C11  C9   -177.69  30.0  2
 87S  Var_02    H10  C18  C16  C11   -60.90  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
 87S  plan-1  C10  0.020
 87S  plan-1  C15  0.020
 87S  plan-1  C9   0.020
 87S  plan-1  C11  0.020
 87S  plan-1  C16  0.020
 87S  plan-1  C18  0.020
 87S  plan-1  N19  0.020
 87S  plan-1  H9   0.020
 87S  plan-1  H13  0.020
 87S  plan-1  C17  0.020
 87S  plan-2  C4   0.020
 87S  plan-2  C10  0.020
 87S  plan-2  C13  0.020
 87S  plan-2  C15  0.020
 87S  plan-2  C1   0.020
 87S  plan-2  C2   0.020
 87S  plan-2  C3   0.020
 87S  plan-2  O22  0.020
 87S  plan-2  H1   0.020
 87S  plan-2  H6   0.020
 87S  plan-2  H7   0.020
 87S  plan-2  H8   0.020
 87S  plan-3  C5   0.020
 87S  plan-3  C6   0.020
 87S  plan-3  C7   0.020
 87S  plan-3  C8   0.020
 87S  plan-3  C12  0.020
 87S  plan-3  C14  0.020
 87S  plan-3  O22  0.020
 87S  plan-3  CL1  0.020
 87S  plan-3  H3   0.020
 87S  plan-3  H4   0.020
 87S  plan-3  H5   0.020
 87S  plan-3  H2   0.020
 87S  plan-4  C11  0.020
 87S  plan-4  N20  0.020
 87S  plan-4  O21  0.020
 87S  plan-4  H14  0.020
 87S  plan-4  H15  0.020
 87S  plan-4  C17  0.020

