# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 07:47:57 2021
#   Inital geometry file: a 62 line input string
#   Ligand name: (2R)-2-(4-chlorophenoxy)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](Oc1ccc(Cl)cc1)C(N)=O
#
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
 W0M  W0M  (2R)-2-(4-chlorophenoxy)propanamide  ligand  23  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W0M
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
 W0M  C4   C   CR16  0  -0.200  21.1655  47.2676  10.5372
 W0M  C5   C   CR6   0  -0.063  21.0758  47.5175   9.1806
 W0M  C6   C   CR16  0  -0.198  20.9937  48.8201   8.7077
 W0M  C7   C   CR16  0  -0.348  21.0004  49.8719   9.6044
 W0M  C8   C   C     0   0.479  22.5129  50.1629  13.6755
 W0M  O1   O   O     0  -0.485  22.6154  49.5721  14.7400
 W0M  N    N   NH2   0  -0.787  23.5491  50.5295  12.9164
 W0M  C1   C   CH1   0  -0.111  21.1320  50.5861  13.1708
 W0M  C    C   CH3   0  -0.672  20.7595  51.9299  13.7746
 W0M  O    O   O2    0  -0.486  21.0851  50.7329  11.7638
 W0M  C2   C   CR6   0   0.394  21.0898  49.6338  10.9760
 W0M  CL   CL  CL    0  -0.136  21.0667  46.1946   8.0582
 W0M  C3   C   CR16  0  -0.363  21.1736  48.3245  11.4398
 W0M  H1   H   HCR6  0   0.284  21.2325  46.2535  10.9069
 W0M  H2   H   HCR6  0   0.282  20.9236  49.0175   7.6466
 W0M  H3   H   HCR6  0   0.278  20.9353  50.8898   9.2415
 W0M  H4   H   HNH2  0   0.408  24.4905  50.3369  13.2184
 W0M  H5   H   HNH2  0   0.413  23.4347  51.0516  12.0643
 W0M  H6   H   HCH1  0   0.271  20.4122  49.8324  13.5066
 W0M  H7   H   HCH3  0   0.251  20.7774  51.8659  14.8613
 W0M  H8   H   HCH3  0   0.243  21.4541  52.7113  13.4653
 W0M  H9   H   HCH3  0   0.258  19.7527  52.2143  13.4712
 W0M  H10  H   HCR6  0   0.289  21.2460  48.0883  12.4925

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
 W0M  CL  C5   single    1.735  0.020  1.735
 W0M  C6  C5   aromatic  1.388  0.020  1.388
 W0M  C6  C7   aromatic  1.382  0.020  1.382
 W0M  C5  C4   aromatic  1.382  0.020  1.382
 W0M  C7  C2   aromatic  1.395  0.020  1.395
 W0M  C4  C3   aromatic  1.390  0.020  1.390
 W0M  C2  C3   aromatic  1.392  0.020  1.392
 W0M  C2  O    single    1.352  0.020  1.352
 W0M  O   C1   single    1.415  0.020  1.415
 W0M  C1  C    single    1.520  0.020  1.520
 W0M  C1  C8   single    1.530  0.020  1.530
 W0M  N   C8   single    1.336  0.020  1.336
 W0M  C8  O1   double    1.222  0.020  1.222
 W0M  C4  H1   single    0.930  0.020  1.080
 W0M  C6  H2   single    0.930  0.020  1.080
 W0M  C7  H3   single    0.930  0.020  1.080
 W0M  N   H4   single    0.860  0.020  1.020
 W0M  N   H5   single    0.860  0.020  1.020
 W0M  C1  H6   single    0.970  0.020  1.090
 W0M  C   H7   single    0.970  0.020  1.090
 W0M  C   H8   single    0.970  0.020  1.090
 W0M  C   H9   single    0.970  0.020  1.090
 W0M  C3  H10  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
 W0M  H1   C4  C3  119.38  3.000
 W0M  H1   C4  C5  120.60  3.000
 W0M  C3   C4  C5  120.02  3.000
 W0M  CL   C5  C6  119.66  3.000
 W0M  C6   C5  C4  120.51  3.000
 W0M  CL   C5  C4  119.83  3.000
 W0M  H2   C6  C7  119.86  3.000
 W0M  H2   C6  C5  120.61  3.000
 W0M  C7   C6  C5  119.52  3.000
 W0M  H3   C7  C2  119.60  3.000
 W0M  H3   C7  C6  119.85  3.000
 W0M  C2   C7  C6  120.55  3.000
 W0M  C1   C8  N   115.90  3.000
 W0M  N    C8  O1  124.25  3.000
 W0M  C1   C8  O1  119.79  3.000
 W0M  H5   N   H4  117.35  3.000
 W0M  H5   N   C8  122.39  3.000
 W0M  H4   N   C8  120.15  3.000
 W0M  H6   C1  O   110.76  3.000
 W0M  H6   C1  C   109.01  3.000
 W0M  O    C1  C   107.17  3.000
 W0M  H6   C1  C8  107.57  3.000
 W0M  C    C1  C8  109.56  3.000
 W0M  O    C1  C8  112.73  3.000
 W0M  H9   C   H8  108.82  3.000
 W0M  H9   C   H7  107.97  3.000
 W0M  H8   C   H7  108.35  3.000
 W0M  H9   C   C1  110.29  3.000
 W0M  H8   C   C1  111.40  3.000
 W0M  H7   C   C1  109.92  3.000
 W0M  C2   O   C1  119.65  3.000
 W0M  C3   C2  O   124.80  3.000
 W0M  O    C2  C7  115.71  3.000
 W0M  C3   C2  C7  119.49  3.000
 W0M  H10  C3  C2  122.28  3.000
 W0M  H10  C3  C4  117.80  3.000
 W0M  C2   C3  C4  119.91  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
 W0M  CONST_01  C7   C6  C5  C4    0.00   0.0  0
 W0M  CONST_02  C7   C2  C3  C4    0.00   0.0  0
 W0M  CONST_03  C2   C7  C6  C5    0.00   0.0  0
 W0M  CONST_04  C2   C3  C4  C5    0.00   0.0  0
 W0M  CONST_05  C3   C4  C5  C6    0.00   0.0  0
 W0M  CONST_06  C3   C2  C7  C6    0.00   0.0  0
 W0M  CONST_07  O    C2  C3  C4  180.00   0.0  0
 W0M  CONST_08  O    C2  C7  C6  180.00   0.0  0
 W0M  CONST_09  CL   C5  C6  C7  180.00   0.0  0
 W0M  CONST_10  C3   C4  C5  CL  180.00   0.0  0
 W0M  CONST_11  H2   C6  C5  C4  180.00   0.0  0
 W0M  CONST_12  H3   C7  C6  C5  180.00   0.0  0
 W0M  CONST_13  H10  C3  C4  C5  180.00   0.0  0
 W0M  CONST_14  H1   C4  C5  C6  180.00   0.0  0
 W0M  CONST_15  H4   N   C8  O1    0.00   0.0  0
 W0M  CONST_16  H5   N   C8  O1  180.00   0.0  0
 W0M  Var_01    C3   C2  O   C1   -1.77  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
 W0M  chir_01  C1  O  C  C8  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
 W0M  plan-1  C4   0.020
 W0M  plan-1  C5   0.020
 W0M  plan-1  C6   0.020
 W0M  plan-1  C7   0.020
 W0M  plan-1  O    0.020
 W0M  plan-1  C2   0.020
 W0M  plan-1  CL   0.020
 W0M  plan-1  C3   0.020
 W0M  plan-1  H1   0.020
 W0M  plan-1  H2   0.020
 W0M  plan-1  H3   0.020
 W0M  plan-1  H10  0.020
 W0M  plan-2  C8   0.020
 W0M  plan-2  O1   0.020
 W0M  plan-2  N    0.020
 W0M  plan-2  C1   0.020
 W0M  plan-2  H4   0.020
 W0M  plan-2  H5   0.020

