# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 21:42:32 2020
#   Inital geometry file: a 53 line input string
#   Ligand name: 5-(5-chlorothiophen-2-yl)-1,2-oxazole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(on1)c2sc(Cl)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
 5H6  5H6  '5-(5-chlorothiophen-2-yl)-1,2-oxazole-3-carboxylic acid'  ligand  17  14  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5H6
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
 5H6  C10  C   CR15   0  -0.199  -1.5571   1.6787   0.0161
 5H6  O01  O   OC    -1  -0.584   5.1585   0.1232   0.0629
 5H6  O03  O   O      0  -0.578   4.1191  -1.8583  -0.0268
 5H6  C04  C   CR5    0   0.068   2.8080   0.0633   0.0183
 5H6  C05  C   CR15   0  -0.524   1.5394  -0.5668  -0.0117
 5H6  C06  C   CR5    0   0.493   0.6645   0.4703   0.0077
 5H6  O07  O   O      0  -0.350   1.3470   1.6212   0.0453
 5H6  N08  N   N      0  -0.158   2.6852   1.3599   0.0517
 5H6  C09  C   CR5    0  -0.292  -0.7733   0.5578  -0.0010
 5H6  C11  C   CR15   0  -0.117  -2.9424   1.3883   0.0021
 5H6  C12  C   CR5    0  -0.249  -3.1754   0.0490  -0.0254
 5H6  CL   CL  CL     0  -0.065  -4.6899  -0.7309  -0.0502
 5H6  S14  S   S2     0   0.306  -1.7298  -0.8791  -0.0337
 5H6  H1   H   HCR5   0   0.283  -1.1644   2.6852   0.0356
 5H6  H3   H   HCR5   0   0.281   1.3307  -1.6226  -0.0422
 5H6  H4   H   HCR5   0   0.296  -3.7213   2.1356   0.0126
 5H6  C02  C   C      0   0.389   4.1663  -0.6181   0.0180

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
 5H6  C11  C10  aromatic  1.416  0.020  1.416
 5H6  C11  C12  aromatic  1.360  0.020  1.360
 5H6  CL   C12  single    1.704  0.020  1.704
 5H6  C10  C09  aromatic  1.368  0.020  1.368
 5H6  C12  S14  aromatic  1.718  0.020  1.718
 5H6  C09  S14  aromatic  1.727  0.020  1.727
 5H6  C09  C06  single    1.440  0.020  1.440
 5H6  C05  C06  aromatic  1.357  0.020  1.357
 5H6  C05  C04  aromatic  1.417  0.020  1.417
 5H6  C06  O07  aromatic  1.339  0.020  1.339
 5H6  O03  C02  deloc     1.242  0.020  1.242
 5H6  C04  C02  single    1.520  0.020  1.520
 5H6  C04  N08  aromatic  1.303  0.020  1.303
 5H6  O07  N08  aromatic  1.363  0.020  1.363
 5H6  C02  O01  deloc     1.239  0.020  1.239
 5H6  C10  H1   single    0.930  0.020  1.080
 5H6  C05  H3   single    0.930  0.020  1.080
 5H6  C11  H4   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
 5H6  H1   C10  C11  123.16  3.000
 5H6  H1   C10  C09  123.73  3.000
 5H6  C11  C10  C09  113.11  3.000
 5H6  N08  C04  C05  111.02  3.000
 5H6  N08  C04  C02  122.04  3.000
 5H6  C05  C04  C02  126.94  3.000
 5H6  H3   C05  C06  128.68  3.000
 5H6  H3   C05  C04  127.60  3.000
 5H6  C06  C05  C04  103.72  3.000
 5H6  C09  C06  O07  117.19  3.000
 5H6  O07  C06  C05  109.19  3.000
 5H6  C09  C06  C05  133.62  3.000
 5H6  N08  O07  C06  109.62  3.000
 5H6  O07  N08  C04  106.45  3.000
 5H6  S14  C09  C06  120.17  3.000
 5H6  C06  C09  C10  128.43  3.000
 5H6  S14  C09  C10  111.39  3.000
 5H6  H4   C11  C12  123.95  3.000
 5H6  H4   C11  C10  124.33  3.000
 5H6  C12  C11  C10  111.72  3.000
 5H6  S14  C12  CL   120.04  3.000
 5H6  S14  C12  C11  112.83  3.000
 5H6  CL   C12  C11  127.12  3.000
 5H6  C12  S14  C09   90.95  3.000
 5H6  C04  C02  O03  114.45  3.000
 5H6  C04  C02  O01  116.57  3.000
 5H6  O03  C02  O01  128.98  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
 5H6  CONST_01  S14  C12  C11  C10     0.00   0.0  0
 5H6  CONST_02  C12  S14  C09  C10     0.00   0.0  0
 5H6  CONST_03  C05  C06  C09  C10   180.00   0.0  0
 5H6  CONST_04  O07  C06  C09  C10     0.00   0.0  0
 5H6  CONST_05  C09  C06  C05  C04   180.00   0.0  0
 5H6  CONST_06  O07  C06  C05  C04     0.00   0.0  0
 5H6  CONST_07  C06  O07  N08  C04     0.00   0.0  0
 5H6  CONST_08  S14  C09  C06  C05     0.00   0.0  0
 5H6  CONST_09  N08  O07  C06  C05     0.00   0.0  0
 5H6  CONST_10  O07  N08  C04  C05     0.00   0.0  0
 5H6  CONST_11  C11  C10  C09  C06   180.00   0.0  0
 5H6  CONST_12  C12  S14  C09  C06   180.00   0.0  0
 5H6  CONST_13  N08  C04  C05  C06     0.00   0.0  0
 5H6  CONST_14  S14  C09  C06  O07   180.00   0.0  0
 5H6  CONST_15  C09  C06  O07  N08   180.00   0.0  0
 5H6  CONST_16  C12  C11  C10  C09     0.00   0.0  0
 5H6  CONST_17  C11  C12  S14  C09     0.00   0.0  0
 5H6  CONST_18  S14  C09  C10  C11     0.00   0.0  0
 5H6  CONST_19  CL   C12  C11  C10   180.00   0.0  0
 5H6  CONST_20  C06  C05  C04  C02   180.00   0.0  0
 5H6  CONST_21  O07  N08  C04  C02   180.00   0.0  0
 5H6  CONST_22  CL   C12  S14  C09   180.00   0.0  0
 5H6  CONST_23  H1   C10  C09  C06     0.00   0.0  0
 5H6  CONST_24  H3   C05  C06  O07   180.00   0.0  0
 5H6  CONST_25  H4   C11  C10  C09   180.00   0.0  0
 5H6  Var_01    C05  C04  C02  O01  -179.20  30.0  3

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
 5H6  plan-1  C04  0.020
 5H6  plan-1  C05  0.020
 5H6  plan-1  C06  0.020
 5H6  plan-1  O07  0.020
 5H6  plan-1  N08  0.020
 5H6  plan-1  C09  0.020
 5H6  plan-1  H3   0.020
 5H6  plan-1  C02  0.020
 5H6  plan-2  C10  0.020
 5H6  plan-2  C06  0.020
 5H6  plan-2  C09  0.020
 5H6  plan-2  C11  0.020
 5H6  plan-2  C12  0.020
 5H6  plan-2  CL   0.020
 5H6  plan-2  S14  0.020
 5H6  plan-2  H1   0.020
 5H6  plan-2  H4   0.020
 5H6  plan-3  O01  0.020
 5H6  plan-3  O03  0.020
 5H6  plan-3  C04  0.020
 5H6  plan-3  C02  0.020

