# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 07:22:13 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: ethyl (3R)-4-cyano-3-hydroxybutanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)C[C@H](O)CC#N
#
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
 1H1  1H1  'ethyl (3R)-4-cyano-3-hydroxybutanoate'  ligand  22  11  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1H1
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
 1H1  O2   O  O     0  -0.452   1.0711  -1.1524   1.1447
 1H1  C3   C  C     0   0.607   1.1537  -0.1234   0.5212
 1H1  O1   O  O2    0  -0.453   2.2849   0.3484   0.0245
 1H1  C2   C  CH2   0  -0.183   3.4911  -0.3974   0.2664
 1H1  C1   C  CH3   0  -0.688   4.6245   0.3224  -0.4219
 1H1  C4   C  CH2   0  -0.610  -0.0099   0.7963   0.2515
 1H1  C5   C  CH1   0   0.030  -1.3002   0.0199   0.0278
 1H1  O3   O  OH1   0  -0.650  -1.2245  -0.8210  -1.0920
 1H1  C6   C  CH2   0  -0.571  -2.4773   0.9991  -0.0776
 1H1  C7   C  CSP   0   0.129  -3.7227   0.2988  -0.3424
 1H1  N    N  NS    0  -0.272  -4.7078  -0.2565  -0.5530
 1H1  H1   H  HCH2  0   0.237   3.6666  -0.4672   1.3419
 1H1  H2   H  HCH2  0   0.237   3.3790  -1.4111  -0.1225
 1H1  H3   H  HCH3  0   0.237   4.4707   0.3767  -1.4995
 1H1  H4   H  HCH3  0   0.237   4.7535   1.3333  -0.0353
 1H1  H5   H  HCH3  0   0.240   5.5513  -0.2229  -0.2449
 1H1  H6   H  HCH2  0   0.298  -0.1168   1.4485   1.1246
 1H1  H7   H  HCH2  0   0.277   0.1999   1.4519  -0.5972
 1H1  H8   H  HCH1  0   0.268  -1.4773  -0.6347   0.8831
 1H1  H9   H  HOH1  0   0.451  -1.0401  -0.2887  -1.8744
 1H1  H10  H  HCH2  0   0.319  -2.5887   1.5656   0.8487
 1H1  H11  H  HCH2  0   0.312  -2.3160   1.7232  -0.8808

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
 1H1  N   C7   triple  1.150  0.020  1.150
 1H1  C7  C6   single  1.453  0.020  1.453
 1H1  C6  C5   single  1.535  0.020  1.535
 1H1  O3  C5   single  1.402  0.020  1.402
 1H1  C5  C4   single  1.522  0.020  1.522
 1H1  O1  C3   single  1.322  0.020  1.322
 1H1  O1  C2   single  1.439  0.020  1.439
 1H1  C4  C3   single  1.508  0.020  1.508
 1H1  C1  C2   single  1.509  0.020  1.509
 1H1  C3  O2   double  1.206  0.020  1.206
 1H1  C2  H1   single  0.970  0.020  1.090
 1H1  C2  H2   single  0.970  0.020  1.090
 1H1  C1  H3   single  0.970  0.020  1.090
 1H1  C1  H4   single  0.970  0.020  1.090
 1H1  C1  H5   single  0.970  0.020  1.090
 1H1  C4  H6   single  0.970  0.020  1.090
 1H1  C4  H7   single  0.970  0.020  1.090
 1H1  C5  H8   single  0.970  0.020  1.090
 1H1  O3  H9   single  0.850  0.020  0.980
 1H1  C6  H10  single  0.970  0.020  1.090
 1H1  C6  H11  single  0.970  0.020  1.090

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
 1H1  C4   C3  O1   112.05  3.000
 1H1  C4   C3  O2   124.07  3.000
 1H1  O1   C3  O2   123.86  3.000
 1H1  C2   O1  C3   117.97  3.000
 1H1  H2   C2  H1   107.95  3.000
 1H1  H2   C2  C1   110.96  3.000
 1H1  H1   C2  C1   111.04  3.000
 1H1  H2   C2  O1   109.60  3.000
 1H1  H1   C2  O1   109.49  3.000
 1H1  C1   C2  O1   107.81  3.000
 1H1  H5   C1  H4   107.81  3.000
 1H1  H5   C1  H3   107.79  3.000
 1H1  H4   C1  H3   108.73  3.000
 1H1  H5   C1  C2   109.03  3.000
 1H1  H4   C1  C2   111.69  3.000
 1H1  H3   C1  C2   111.64  3.000
 1H1  H7   C4  H6   106.30  3.000
 1H1  H7   C4  C5   110.77  3.000
 1H1  H6   C4  C5   109.77  3.000
 1H1  H7   C4  C3   110.90  3.000
 1H1  H6   C4  C3   107.22  3.000
 1H1  C5   C4  C3   111.68  3.000
 1H1  H8   C5  C6   108.18  3.000
 1H1  H8   C5  O3   105.95  3.000
 1H1  C6   C5  O3   111.66  3.000
 1H1  H8   C5  C4   109.16  3.000
 1H1  O3   C5  C4   112.17  3.000
 1H1  C6   C5  C4   109.56  3.000
 1H1  H9   O3  C5   109.10  3.000
 1H1  H11  C6  H10  107.15  3.000
 1H1  H11  C6  C7   108.17  3.000
 1H1  H10  C6  C7   108.50  3.000
 1H1  H11  C6  C5   111.09  3.000
 1H1  H10  C6  C5   110.55  3.000
 1H1  C7   C6  C5   111.24  3.000
 1H1  N    C7  C6   180.00  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
 1H1  Var_01  C5   C4  C3  O2   -35.83  30.0  2
 1H1  Var_02  C1   C2  O1  C3   178.73  30.0  3
 1H1  Var_03  C4   C3  O1  C2   176.99  30.0  3
 1H1  Var_04  H3   C1  C2  O1   -61.43  30.0  3
 1H1  Var_05  H10  C6  C7  N   -164.98  30.0  3

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
 1H1  chir_01  C5  C6  O3  C4  negativ

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
 1H1  plan-1  O2  0.020
 1H1  plan-1  C3  0.020
 1H1  plan-1  O1  0.020
 1H1  plan-1  C4  0.020

