# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 18:31:45 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: (2S)-2-{4-[(5-iodothiophen-2-yl)carbonyl]phenyl}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](C(O)=O)c1ccc(cc1)C(=O)c2sc(I)cc2
#
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
 ISF  ISF  '(2S)-2-{4-[(5-iodothiophen-2-yl)carbonyl]phenyl}propanoic acid'  ligand  29  19  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ISF
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
 ISF  S1    S  S2     0   0.315  -0.4353   0.7381   0.8604
 ISF  C2    C  CR5    0  -0.324  -1.9756  -0.0138   0.6477
 ISF  C3    C  CR15   0  -0.167  -2.5922  -0.2153   1.8555
 ISF  C4    C  CR15   0  -0.147  -1.8232   0.2192   2.9555
 ISF  C5    C  CR5    0  -0.440  -0.6352   0.7645   2.5551
 ISF  I1    I  I      0   0.160   0.8348   1.5622   3.7745
 ISF  C6    C  C      0   0.372  -2.5631  -0.2849  -0.6734
 ISF  O7    O  O      0  -0.391  -3.7617  -0.4676  -0.7735
 ISF  C8    C  CR6    0  -0.073  -1.6794  -0.2835  -1.8626
 ISF  C9    C  CR16   0  -0.254  -2.1357   0.3004  -3.0417
 ISF  C10   C  CR16   0  -0.330  -1.3318   0.3124  -4.1703
 ISF  C11   C  CR6    0   0.219  -0.0708  -0.2804  -4.1714
 ISF  C12   C  CR16   0  -0.278   0.3613  -0.8955  -2.9955
 ISF  C13   C  CR16   0  -0.276  -0.4215  -0.8925  -1.8553
 ISF  C14   C  CH1    0  -0.501   0.7811  -0.2896  -5.4072
 ISF  C15   C  CH3    0  -0.646   1.0136  -1.7157  -5.9115
 ISF  C16   C  C      0   0.438   2.1197   0.4789  -5.2197
 ISF  O17   O  O      0  -0.593   2.2591   1.1486  -4.1806
 ISF  O18   O  OC    -1  -0.610   2.9362   0.3775  -6.1554
 ISF  H3    H  HCR5   0   0.286  -3.5684  -0.6688   1.9520
 ISF  H4    H  HCR5   0   0.294  -2.1360   0.1372   3.9858
 ISF  H9    H  HCR6   0   0.259  -3.1114   0.7687  -3.0721
 ISF  H10   H  HCR6   0   0.251  -1.6953   0.7923  -5.0713
 ISF  H12   H  HCR6   0   0.249   1.3238  -1.3911  -2.9676
 ISF  H13   H  HCR6   0   0.268  -0.0616  -1.4005  -0.9694
 ISF  H14   H  HCH1   0   0.249   0.2319   0.2452  -6.1920
 ISF  H151  H  HCH3   0   0.218   1.5795  -2.3102  -5.1920
 ISF  H152  H  HCH3   0   0.220   0.0682  -2.2284  -6.0947
 ISF  H153  H  HCH3   0   0.231   1.5739  -1.7013  -6.8447

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
 ISF  S1   C2    aromatic  1.727  0.020  1.727
 ISF  S1   C5    aromatic  1.707  0.020  1.707
 ISF  C2   C3    aromatic  1.371  0.020  1.371
 ISF  C2   C6    single    1.471  0.020  1.471
 ISF  C3   C4    aromatic  1.411  0.020  1.411
 ISF  C3   H3    single    0.930  0.020  1.080
 ISF  C4   C5    aromatic  1.367  0.020  1.367
 ISF  C4   H4    single    0.930  0.020  1.080
 ISF  C5   I1    single    2.070  0.020  2.070
 ISF  C6   O7    double    1.217  0.020  1.217
 ISF  C6   C8    single    1.482  0.020  1.482
 ISF  C8   C9    aromatic  1.393  0.020  1.393
 ISF  C8   C13   aromatic  1.398  0.020  1.398
 ISF  C9   C10   aromatic  1.386  0.020  1.386
 ISF  C9   H9    single    0.930  0.020  1.080
 ISF  C10  C11   aromatic  1.393  0.020  1.393
 ISF  C10  H10   single    0.930  0.020  1.080
 ISF  C11  C12   aromatic  1.396  0.020  1.396
 ISF  C11  C14   single    1.501  0.020  1.501
 ISF  C12  C13   aromatic  1.383  0.020  1.383
 ISF  C12  H12   single    0.930  0.020  1.080
 ISF  C13  H13   single    0.930  0.020  1.080
 ISF  C14  C15   single    1.530  0.020  1.530
 ISF  C14  C16   single    1.555  0.020  1.555
 ISF  C14  H14   single    0.970  0.020  1.090
 ISF  C15  H151  single    0.970  0.020  1.090
 ISF  C15  H152  single    0.970  0.020  1.090
 ISF  C15  H153  single    0.970  0.020  1.090
 ISF  C16  O17   deloc     1.244  0.020  1.244
 ISF  C16  O18   deloc     1.246  0.020  1.246

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
 ISF  C5    S1   C2     91.41  3.000
 ISF  C6    C2   C3    125.76  3.000
 ISF  C6    C2   S1    123.16  3.000
 ISF  C3    C2   S1    110.89  3.000
 ISF  H3    C3   C4    123.51  3.000
 ISF  H3    C3   C2    123.13  3.000
 ISF  C4    C3   C2    113.36  3.000
 ISF  H4    C4   C5    124.16  3.000
 ISF  H4    C4   C3    124.24  3.000
 ISF  C5    C4   C3    111.60  3.000
 ISF  I1    C5   C4    126.75  3.000
 ISF  I1    C5   S1    120.52  3.000
 ISF  C4    C5   S1    112.73  3.000
 ISF  C8    C6   O7    121.45  3.000
 ISF  C8    C6   C2    118.84  3.000
 ISF  O7    C6   C2    119.68  3.000
 ISF  C13   C8   C9    118.82  3.000
 ISF  C13   C8   C6    122.15  3.000
 ISF  C9    C8   C6    118.98  3.000
 ISF  H9    C9   C10   119.75  3.000
 ISF  H9    C9   C8    120.03  3.000
 ISF  C10   C9   C8    120.21  3.000
 ISF  H10   C10  C11   119.43  3.000
 ISF  H10   C10  C9    119.10  3.000
 ISF  C11   C10  C9    121.47  3.000
 ISF  C14   C11  C12   121.01  3.000
 ISF  C14   C11  C10   121.13  3.000
 ISF  C12   C11  C10   117.84  3.000
 ISF  H12   C12  C13   118.87  3.000
 ISF  H12   C12  C11   119.90  3.000
 ISF  C13   C12  C11   121.23  3.000
 ISF  H13   C13  C12   119.04  3.000
 ISF  H13   C13  C8    120.53  3.000
 ISF  C12   C13  C8    120.40  3.000
 ISF  H14   C14  C16   106.04  3.000
 ISF  H14   C14  C15   107.13  3.000
 ISF  C16   C14  C15   111.68  3.000
 ISF  H14   C14  C11   107.57  3.000
 ISF  C16   C14  C11   112.73  3.000
 ISF  C15   C14  C11   111.30  3.000
 ISF  H153  C15  H152  107.96  3.000
 ISF  H153  C15  H151  107.79  3.000
 ISF  H152  C15  H151  107.70  3.000
 ISF  H153  C15  C14   110.38  3.000
 ISF  H152  C15  C14   111.20  3.000
 ISF  H151  C15  C14   111.66  3.000
 ISF  O18   C16  O17   126.70  3.000
 ISF  O18   C16  C14   115.68  3.000
 ISF  O17   C16  C14   117.59  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
 ISF  CONST_01  C4   C3   C2   S1      0.00   0.0  0
 ISF  CONST_02  C3   C4   C5   S1      0.00   0.0  0
 ISF  CONST_03  C4   C5   S1   C2      0.00   0.0  0
 ISF  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 ISF  CONST_05  C5   S1   C2   C3      0.00   0.0  0
 ISF  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 ISF  CONST_07  C11  C12  C13  C8      0.00   0.0  0
 ISF  CONST_08  C12  C13  C8   C9      0.00   0.0  0
 ISF  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 ISF  CONST_10  C13  C8   C9   C10     0.00   0.0  0
 ISF  CONST_11  C13  C12  C11  C10     0.00   0.0  0
 ISF  CONST_12  I1   C5   S1   C2    180.00   0.0  0
 ISF  CONST_13  I1   C5   C4   C3    180.00   0.0  0
 ISF  CONST_14  C6   C2   C3   C4    180.00   0.0  0
 ISF  CONST_15  C6   C2   S1   C5    180.00   0.0  0
 ISF  CONST_16  C10  C9   C8   C6    180.00   0.0  0
 ISF  CONST_17  C12  C13  C8   C6    180.00   0.0  0
 ISF  CONST_18  C14  C11  C10  C9    180.00   0.0  0
 ISF  CONST_19  C14  C11  C12  C13   180.00   0.0  0
 ISF  CONST_20  H3   C3   C2   S1    180.00   0.0  0
 ISF  CONST_21  H4   C4   C5   S1    180.00   0.0  0
 ISF  CONST_22  H10  C10  C9   C8    180.00   0.0  0
 ISF  CONST_23  H12  C12  C13  C8    180.00   0.0  0
 ISF  CONST_24  H13  C13  C8   C9    180.00   0.0  0
 ISF  CONST_25  H9   C9   C10  C11   180.00   0.0  0
 ISF  Var_01    C8   C6   C2   S1     17.99  30.0  2
 ISF  Var_02    C9   C8   C6   C2   -139.22  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 ISF  chir_01  C14  C11  C15  C16  positiv

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
 ISF  plan-1  S1   0.020
 ISF  plan-1  C2   0.020
 ISF  plan-1  C3   0.020
 ISF  plan-1  C4   0.020
 ISF  plan-1  C5   0.020
 ISF  plan-1  I1   0.020
 ISF  plan-1  C6   0.020
 ISF  plan-1  H3   0.020
 ISF  plan-1  H4   0.020
 ISF  plan-2  C6   0.020
 ISF  plan-2  C8   0.020
 ISF  plan-2  C9   0.020
 ISF  plan-2  C10  0.020
 ISF  plan-2  C11  0.020
 ISF  plan-2  C12  0.020
 ISF  plan-2  C13  0.020
 ISF  plan-2  C14  0.020
 ISF  plan-2  H9   0.020
 ISF  plan-2  H10  0.020
 ISF  plan-2  H12  0.020
 ISF  plan-2  H13  0.020
 ISF  plan-3  C2   0.020
 ISF  plan-3  C6   0.020
 ISF  plan-3  O7   0.020
 ISF  plan-3  C8   0.020
 ISF  plan-4  C14  0.020
 ISF  plan-4  C16  0.020
 ISF  plan-4  O17  0.020
 ISF  plan-4  O18  0.020

