# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 14:16:33 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: ethyl (2Z)-3-amino-2-cyano-3-phenylprop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)/C(C#N)=C(N)/c1ccccc1
#
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
 Q8V  Q8V  'ethyl (2Z)-3-amino-2-cyano-3-phenylprop-2-enoate'  ligand  28  16  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_Q8V
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
 Q8V  C1   C  CR16  0  -0.243   3.5054  -1.1713  -0.9199
 Q8V  C10  C  C     0   0.663  -1.9807   0.6696  -0.1359
 Q8V  C11  C  CH2   0  -0.181  -4.2794   0.0924  -0.0778
 Q8V  C12  C  CH3   0  -0.686  -5.1003  -1.1535   0.1498
 Q8V  C2   C  CR16  0  -0.250   2.2202  -0.6530  -0.9616
 Q8V  C3   C  CR16  0  -0.247   4.4269  -0.6791  -0.0047
 Q8V  C4   C  CR6   0  -0.014   1.8556   0.3717  -0.0922
 Q8V  C5   C  CR16  0  -0.242   4.0644   0.3413   0.8641
 Q8V  C6   C  CR16  0  -0.274   2.7847   0.8743   0.8162
 Q8V  C7   C  C     0   0.431   0.4979   0.9573  -0.1517
 Q8V  C8   C  C     0  -0.333  -0.6282   0.1487  -0.0097
 Q8V  C9   C  CSP   0   0.010  -0.4719  -1.2161   0.3198
 Q8V  N1   N  NS    0  -0.283  -0.3670  -2.3304   0.6090
 Q8V  N2   N  NH2   0  -0.782   0.4433   2.2619  -0.3294
 Q8V  O1   O  O     0  -0.488  -2.2556   1.8352  -0.3554
 Q8V  O2   O  O2    0  -0.464  -2.8949  -0.2771   0.0129
 Q8V  H1   H  HCR6  0   0.267   3.7869  -1.9594  -1.6054
 Q8V  H2   H  HCH2  0   0.236  -4.4832   0.5162  -1.0632
 Q8V  H3   H  HCH2  0   0.236  -4.5075   0.8537   0.6707
 Q8V  H4   H  HCH3  0   0.237  -4.8934  -1.9122  -0.6049
 Q8V  H5   H  HCH3  0   0.236  -4.9168  -1.5818   1.1350
 Q8V  H6   H  HCH3  0   0.239  -6.1579  -0.8989   0.0867
 Q8V  H7   H  HCR6  0   0.272   1.5104  -1.0347  -1.6841
 Q8V  H8   H  HCR6  0   0.267   5.4276  -1.0892   0.0298
 Q8V  H9   H  HCR6  0   0.268   4.7769   0.7250   1.5820
 Q8V  H10  H  HCR6  0   0.273   2.5067   1.6667   1.4997
 Q8V  H11  H  HNH2  0   0.424   1.2818   2.7896  -0.5090
 Q8V  H12  H  HNH2  0   0.427  -0.4471   2.7359  -0.3772

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
 Q8V  C3   C1   aromatic  1.389  0.020  1.389
 Q8V  C3   C5   aromatic  1.388  0.020  1.388
 Q8V  C1   C2   aromatic  1.386  0.020  1.386
 Q8V  C5   C6   aromatic  1.387  0.020  1.387
 Q8V  C2   C4   aromatic  1.392  0.020  1.392
 Q8V  C6   C4   aromatic  1.393  0.020  1.393
 Q8V  C4   C7   single    1.480  0.020  1.480
 Q8V  N1   C9   triple    1.156  0.020  1.156
 Q8V  C9   C8   single    1.413  0.020  1.413
 Q8V  C7   C8   double    1.394  0.020  1.394
 Q8V  C7   N2   single    1.318  0.020  1.318
 Q8V  C8   C10  single    1.455  0.020  1.455
 Q8V  C10  O2   single    1.324  0.020  1.324
 Q8V  C10  O1   double    1.218  0.020  1.218
 Q8V  O2   C11  single    1.436  0.020  1.436
 Q8V  C11  C12  single    1.509  0.020  1.509
 Q8V  C1   H1   single    0.930  0.020  1.080
 Q8V  C11  H2   single    0.970  0.020  1.090
 Q8V  C11  H3   single    0.970  0.020  1.090
 Q8V  C12  H4   single    0.970  0.020  1.090
 Q8V  C12  H5   single    0.970  0.020  1.090
 Q8V  C12  H6   single    0.970  0.020  1.090
 Q8V  C2   H7   single    0.930  0.020  1.080
 Q8V  C3   H8   single    0.930  0.020  1.080
 Q8V  C5   H9   single    0.930  0.020  1.080
 Q8V  C6   H10  single    0.930  0.020  1.080
 Q8V  N2   H11  single    0.860  0.020  1.020
 Q8V  N2   H12  single    0.860  0.020  1.020

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
 Q8V  H1   C1   C3   120.20  3.000
 Q8V  H1   C1   C2   119.64  3.000
 Q8V  C3   C1   C2   120.16  3.000
 Q8V  O2   C10  O1   123.28  3.000
 Q8V  O1   C10  C8   124.63  3.000
 Q8V  O2   C10  C8   112.09  3.000
 Q8V  H3   C11  H2   108.00  3.000
 Q8V  H3   C11  O2   109.73  3.000
 Q8V  H2   C11  O2   109.69  3.000
 Q8V  H3   C11  C12  111.01  3.000
 Q8V  H2   C11  C12  110.79  3.000
 Q8V  O2   C11  C12  107.61  3.000
 Q8V  H6   C12  H5   107.91  3.000
 Q8V  H6   C12  H4   107.86  3.000
 Q8V  H5   C12  H4   108.69  3.000
 Q8V  H6   C12  C11  109.05  3.000
 Q8V  H5   C12  C11  111.66  3.000
 Q8V  H4   C12  C11  111.53  3.000
 Q8V  H7   C2   C4   120.31  3.000
 Q8V  H7   C2   C1   119.75  3.000
 Q8V  C4   C2   C1   119.93  3.000
 Q8V  H8   C3   C5   120.01  3.000
 Q8V  H8   C3   C1   120.02  3.000
 Q8V  C5   C3   C1   119.98  3.000
 Q8V  C7   C4   C6   119.69  3.000
 Q8V  C7   C4   C2   120.42  3.000
 Q8V  C6   C4   C2   119.87  3.000
 Q8V  H9   C5   C6   119.63  3.000
 Q8V  H9   C5   C3   120.26  3.000
 Q8V  C6   C5   C3   120.11  3.000
 Q8V  H10  C6   C5   119.75  3.000
 Q8V  H10  C6   C4   120.29  3.000
 Q8V  C5   C6   C4   119.95  3.000
 Q8V  N2   C7   C8   123.69  3.000
 Q8V  N2   C7   C4   115.80  3.000
 Q8V  C8   C7   C4   120.51  3.000
 Q8V  C9   C8   C7   119.67  3.000
 Q8V  C7   C8   C10  122.32  3.000
 Q8V  C9   C8   C10  117.97  3.000
 Q8V  N1   C9   C8   180.00  3.000
 Q8V  H12  N2   H11  118.68  3.000
 Q8V  H12  N2   C7   120.50  3.000
 Q8V  H11  N2   C7   120.56  3.000
 Q8V  C11  O2   C10  118.33  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
 Q8V  CONST_01  C6   C5   C3   C1      0.00   0.0  0
 Q8V  CONST_02  C6   C4   C2   C1      0.00   0.0  0
 Q8V  CONST_03  C5   C3   C1   C2      0.00   0.0  0
 Q8V  CONST_04  C5   C6   C4   C2      0.00   0.0  0
 Q8V  CONST_05  C4   C2   C1   C3      0.00   0.0  0
 Q8V  CONST_06  C4   C6   C5   C3      0.00   0.0  0
 Q8V  CONST_07  C7   C4   C2   C1    180.00   0.0  0
 Q8V  CONST_08  C7   C4   C6   C5    180.00   0.0  0
 Q8V  CONST_09  H9   C5   C3   C1    180.00   0.0  0
 Q8V  CONST_10  H8   C3   C1   C2    180.00   0.0  0
 Q8V  CONST_11  H10  C6   C4   C2    180.00   0.0  0
 Q8V  CONST_12  H7   C2   C1   C3    180.00   0.0  0
 Q8V  CONST_13  H1   C1   C2   C4    180.00   0.0  0
 Q8V  Var_01    C8   C7   C4   C2     56.61  30.0  2
 Q8V  Var_02    C4   C7   C8   C10  -176.49   0.0  2
 Q8V  Var_03    H11  N2   C7   C4      6.21  30.0  2
 Q8V  Var_04    C12  C11  O2   C10  -179.04  30.0  3
 Q8V  Var_05    C8   C10  O2   C11   179.60  30.0  1
 Q8V  Var_06    O2   C10  C8   C7    178.89  30.0  2
 Q8V  Var_07    H4   C12  C11  O2    -61.03  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
 Q8V  plan-1  C1   0.020
 Q8V  plan-1  C2   0.020
 Q8V  plan-1  C3   0.020
 Q8V  plan-1  C4   0.020
 Q8V  plan-1  C5   0.020
 Q8V  plan-1  C6   0.020
 Q8V  plan-1  C7   0.020
 Q8V  plan-1  H1   0.020
 Q8V  plan-1  H7   0.020
 Q8V  plan-1  H8   0.020
 Q8V  plan-1  H9   0.020
 Q8V  plan-1  H10  0.020
 Q8V  plan-2  C10  0.020
 Q8V  plan-2  C4   0.020
 Q8V  plan-2  C7   0.020
 Q8V  plan-2  C8   0.020
 Q8V  plan-2  C9   0.020
 Q8V  plan-2  N2   0.020
 Q8V  plan-3  C10  0.020
 Q8V  plan-3  C8   0.020
 Q8V  plan-3  O1   0.020
 Q8V  plan-3  O2   0.020

