# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 11:12:54 2021
#   Inital geometry file: a 58 line input string
#   Ligand name: 3-(3-chlorophenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1cccc(Cl)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
 LSQ  LSQ  '3-(3-chlorophenyl)propanoic acid'  ligand  21  12  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LSQ
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
 LSQ  C10  C   CR6   0  -0.019  -12.9762  204.4912   7.9190
 LSQ  C02  C   C     0   0.537   -8.1307  203.7371  11.3765
 LSQ  C04  C   CH2   0  -0.553   -9.0844  203.9515  10.2320
 LSQ  C05  C   CH2   0  -0.521  -10.2793  204.8587  10.5473
 LSQ  C06  C   CR6   0   0.123  -11.1121  205.0829   9.3158
 LSQ  C07  C   CR16  0  -0.292  -10.7503  206.0465   8.3776
 LSQ  C08  C   CR16  0  -0.244  -11.4979  206.2255   7.2235
 LSQ  C09  C   CR16  0  -0.232  -12.6216  205.4470   6.9812
 LSQ  C11  C   CR16  0  -0.270  -12.2379  204.3005   9.0769
 LSQ  O01  O   O     0  -0.447   -6.9302  203.6934  11.2642
 LSQ  O03  O   OH1   0  -0.590   -8.7541  203.5699  12.5371
 LSQ  CL   CL  CL    0  -0.133  -14.3813  203.5100   7.6426
 LSQ  H1   H   HCH2  0   0.288   -9.4471  202.9663   9.9201
 LSQ  H2   H   HCH2  0   0.274   -8.5136  204.3513   9.3938
 LSQ  H3   H   HCH2  0   0.262   -9.9216  205.8187  10.9260
 LSQ  H4   H   HCH2  0   0.263  -10.8930  204.4119  11.3299
 LSQ  H5   H   HCR6  0   0.256   -9.8785  206.6659   8.5509
 LSQ  H6   H   HCR6  0   0.267  -11.2083  206.9778   6.5018
 LSQ  H7   H   HCR6  0   0.279  -13.2073  205.5850   6.0828
 LSQ  H8   H   HCR6  0   0.272  -12.5392  203.5504   9.7975
 LSQ  H9   H   HOH1  0   0.482   -8.1062  203.4205  13.2423

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
 LSQ  C09  C08  aromatic  1.388  0.020  1.388
 LSQ  C09  C10  aromatic  1.385  0.020  1.385
 LSQ  C08  C07  aromatic  1.387  0.020  1.387
 LSQ  CL   C10  single    1.736  0.020  1.736
 LSQ  C10  C11  aromatic  1.386  0.020  1.386
 LSQ  C07  C06  aromatic  1.393  0.020  1.393
 LSQ  C11  C06  aromatic  1.392  0.020  1.392
 LSQ  C06  C05  single    1.503  0.020  1.503
 LSQ  C04  C05  single    1.533  0.020  1.533
 LSQ  C04  C02  single    1.505  0.020  1.505
 LSQ  O01  C02  double    1.206  0.020  1.206
 LSQ  C02  O03  single    1.328  0.020  1.328
 LSQ  C04  H1   single    0.970  0.020  1.090
 LSQ  C04  H2   single    0.970  0.020  1.090
 LSQ  C05  H3   single    0.970  0.020  1.090
 LSQ  C05  H4   single    0.970  0.020  1.090
 LSQ  C07  H5   single    0.930  0.020  1.080
 LSQ  C08  H6   single    0.930  0.020  1.080
 LSQ  C09  H7   single    0.930  0.020  1.080
 LSQ  C11  H8   single    0.930  0.020  1.080
 LSQ  O03  H9   single    0.850  0.020  0.980

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
 LSQ  CL   C10  C11  119.10  3.000
 LSQ  C11  C10  C09  121.60  3.000
 LSQ  CL   C10  C09  119.30  3.000
 LSQ  O03  C02  O01  122.95  3.000
 LSQ  O03  C02  C04  112.65  3.000
 LSQ  O01  C02  C04  124.39  3.000
 LSQ  H2   C04  H1   106.53  3.000
 LSQ  H2   C04  C05  110.44  3.000
 LSQ  H1   C04  C05  109.44  3.000
 LSQ  H2   C04  C02  107.77  3.000
 LSQ  H1   C04  C02  107.35  3.000
 LSQ  C05  C04  C02  114.94  3.000
 LSQ  H4   C05  H3   107.20  3.000
 LSQ  H4   C05  C06  109.71  3.000
 LSQ  H3   C05  C06  109.53  3.000
 LSQ  H4   C05  C04  110.11  3.000
 LSQ  H3   C05  C04  109.64  3.000
 LSQ  C06  C05  C04  110.58  3.000
 LSQ  C11  C06  C07  118.92  3.000
 LSQ  C11  C06  C05  120.33  3.000
 LSQ  C07  C06  C05  120.73  3.000
 LSQ  H5   C07  C08  119.55  3.000
 LSQ  H5   C07  C06  119.79  3.000
 LSQ  C08  C07  C06  120.65  3.000
 LSQ  H6   C08  C09  119.35  3.000
 LSQ  H6   C08  C07  120.03  3.000
 LSQ  C09  C08  C07  120.62  3.000
 LSQ  H7   C09  C08  120.79  3.000
 LSQ  H7   C09  C10  120.79  3.000
 LSQ  C08  C09  C10  118.42  3.000
 LSQ  H8   C11  C06  120.02  3.000
 LSQ  H8   C11  C10  120.19  3.000
 LSQ  C06  C11  C10  119.79  3.000
 LSQ  H9   O03  C02  109.97  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
 LSQ  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 LSQ  CONST_02  C07  C06  C11  C10     0.00   0.0  0
 LSQ  CONST_03  C09  C08  C07  C06     0.00   0.0  0
 LSQ  CONST_04  C09  C10  C11  C06     0.00   0.0  0
 LSQ  CONST_05  C11  C10  C09  C08     0.00   0.0  0
 LSQ  CONST_06  C11  C06  C07  C08     0.00   0.0  0
 LSQ  CONST_07  C05  C06  C11  C10   180.00   0.0  0
 LSQ  CONST_08  C08  C07  C06  C05   180.00   0.0  0
 LSQ  CONST_09  CL   C10  C11  C06   180.00   0.0  0
 LSQ  CONST_10  CL   C10  C09  C08   180.00   0.0  0
 LSQ  CONST_11  H6   C08  C09  C10   180.00   0.0  0
 LSQ  CONST_12  H7   C09  C08  C07   180.00   0.0  0
 LSQ  CONST_13  H8   C11  C06  C07   180.00   0.0  0
 LSQ  CONST_14  H5   C07  C08  C09   180.00   0.0  0
 LSQ  CONST_15  H9   O03  C02  C04   180.00   0.0  0
 LSQ  Var_01    C07  C06  C05  C04   -82.05  30.0  2
 LSQ  Var_02    C06  C05  C04  C02   176.05  30.0  3
 LSQ  Var_03    O01  C02  C04  C05  -140.57  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
 LSQ  plan-1  C10  0.020
 LSQ  plan-1  C05  0.020
 LSQ  plan-1  C06  0.020
 LSQ  plan-1  C07  0.020
 LSQ  plan-1  C08  0.020
 LSQ  plan-1  C09  0.020
 LSQ  plan-1  C11  0.020
 LSQ  plan-1  CL   0.020
 LSQ  plan-1  H5   0.020
 LSQ  plan-1  H6   0.020
 LSQ  plan-1  H7   0.020
 LSQ  plan-1  H8   0.020
 LSQ  plan-2  C02  0.020
 LSQ  plan-2  C04  0.020
 LSQ  plan-2  O01  0.020
 LSQ  plan-2  O03  0.020
 LSQ  plan-2  H9   0.020

