# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 21:55:30 2022
#   Inital geometry file: a 94 line input string
#   Ligand name: (2E)-3-[4-(diethylamino)-2-hydroxyphenyl]-2-methylprop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)c1ccc(/C=C(C)/C(O)=O)c(O)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
 DMC  DMC  '(2E)-3-[4-(diethylamino)-2-hydroxyphenyl]-2-methylprop-2-enoic acid'  ligand  36  18  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DMC
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
 DMC  O     O  O      0  -0.601  -0.8783   1.1147   4.8332
 DMC  C     C  C      0   0.396  -0.0269   0.2228   4.6394
 DMC  CA    C  C      0  -0.098   0.2644  -0.1884   3.1977
 DMC  CB1   C  C1     0  -0.340  -0.4014   0.4168   2.2032
 DMC  CB2   C  CH3    0  -0.732   1.2810  -1.2684   2.9914
 DMC  CG    C  C      0  -0.050  -0.2174   0.2452   0.7590
 DMC  CD1   C  C      0   0.323  -1.3213   0.1750  -0.1038
 DMC  CE1   C  C1     0  -0.462  -1.1727   0.0737  -1.4791
 DMC  CZ    C  C      0   0.415   0.0979   0.0598  -2.0803
 DMC  CE2   C  C1     0  -0.376   1.2129   0.1317  -1.2186
 DMC  CD2   C  C1     0  -0.286   1.0375   0.2183   0.1480
 DMC  OH    O  OH1    0  -0.627  -2.5900   0.1837   0.3622
 DMC  N     N  NT     0  -0.502   0.2426  -0.0204  -3.4364
 DMC  CH1   C  CH2    0  -0.337   1.5463  -0.1333  -4.0582
 DMC  CH2   C  CH2    0  -0.335  -0.8928   0.0467  -4.3342
 DMC  CM1   C  CH3    0  -0.656   2.2151   1.2117  -4.3128
 DMC  CM2   C  CH3    0  -0.657  -1.5177  -1.3121  -4.6215
 DMC  OXT   O  OC    -1  -0.602   0.6255  -0.3740   5.5197
 DMC  HB1   H  H      0   0.239  -1.1491   1.1448   2.5129
 DMC  HB21  H  HCH3   0   0.235   1.1137  -2.0874   3.6906
 DMC  HB22  H  HCH3   0   0.227   1.2552  -1.6725   1.9803
 DMC  HB23  H  HCH3   0   0.229   2.2973  -0.9101   3.1753
 DMC  HE1   H  H      0   0.259  -2.0728  -0.0149  -2.0725
 DMC  HE2   H  H      0   0.254   2.2206   0.1524  -1.6081
 DMC  HD2   H  H      0   0.254   1.9186   0.3070   0.7715
 DMC  HO    H  HOH1   0   0.474  -2.5962   0.1364   1.3249
 DMC  HH11  H  HCH2   0   0.253   1.4171  -0.6595  -5.0064
 DMC  HH12  H  HCH2   0   0.244   2.1938  -0.7736  -3.4564
 DMC  HH21  H  HCH2   0   0.243  -1.6437   0.7325  -3.9375
 DMC  HH22  H  HCH2   0   0.254  -0.5525   0.4991  -5.2682
 DMC  HM11  H  HCH3   0   0.228   3.1751   1.0729  -4.8116
 DMC  HM12  H  HCH3   0   0.226   1.5929   1.8411  -4.9507
 DMC  HM13  H  HCH3   0   0.227   2.3956   1.7499  -3.3818
 DMC  HM21  H  HCH3   0   0.229  -2.3507  -1.2099  -5.3178
 DMC  HM22  H  HCH3   0   0.227  -0.7894  -1.9902  -5.0684
 DMC  HM23  H  HCH3   0   0.228  -1.8962  -1.7781  -3.7113

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
 DMC  O    C     deloc     1.248  0.020  1.248
 DMC  C    CA    single    1.527  0.020  1.527
 DMC  C    OXT   deloc     1.248  0.020  1.248
 DMC  CA   CB1   double    1.341  0.020  1.341
 DMC  CA   CB2   single    1.498  0.020  1.498
 DMC  CB1  CG    single    1.466  0.020  1.466
 DMC  CB1  HB1   single    0.930  0.020  1.080
 DMC  CB2  HB21  single    0.970  0.020  1.090
 DMC  CB2  HB22  single    0.970  0.020  1.090
 DMC  CB2  HB23  single    0.970  0.020  1.090
 DMC  CG   CD1   aromatic  1.403  0.020  1.403
 DMC  CG   CD2   aromatic  1.396  0.020  1.396
 DMC  CD1  CE1   aromatic  1.387  0.020  1.387
 DMC  CD1  OH    single    1.352  0.020  1.352
 DMC  CE1  CZ    aromatic  1.406  0.020  1.406
 DMC  CE1  HE1   single    0.930  0.020  1.080
 DMC  CZ   CE2   aromatic  1.411  0.020  1.411
 DMC  CZ   N     single    1.366  0.020  1.366
 DMC  CE2  CD2   aromatic  1.381  0.020  1.381
 DMC  CE2  HE2   single    0.930  0.020  1.080
 DMC  CD2  HD2   single    0.930  0.020  1.080
 DMC  OH   HO    single    0.850  0.020  0.980
 DMC  N    CH1   single    1.449  0.020  1.449
 DMC  N    CH2   single    1.449  0.020  1.449
 DMC  CH1  CM1   single    1.524  0.020  1.524
 DMC  CH1  HH11  single    0.970  0.020  1.090
 DMC  CH1  HH12  single    0.970  0.020  1.090
 DMC  CH2  CM2   single    1.523  0.020  1.523
 DMC  CH2  HH21  single    0.970  0.020  1.090
 DMC  CH2  HH22  single    0.970  0.020  1.090
 DMC  CM1  HM11  single    0.970  0.020  1.090
 DMC  CM1  HM12  single    0.970  0.020  1.090
 DMC  CM1  HM13  single    0.970  0.020  1.090
 DMC  CM2  HM21  single    0.970  0.020  1.090
 DMC  CM2  HM22  single    0.970  0.020  1.090
 DMC  CM2  HM23  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
 DMC  OXT   C    CA    115.94  3.000
 DMC  OXT   C    O     126.08  3.000
 DMC  CA    C    O     117.97  3.000
 DMC  CB2   CA   CB1   124.08  3.000
 DMC  CB2   CA   C     116.99  3.000
 DMC  CB1   CA   C     118.93  3.000
 DMC  HB1   CB1  CG    116.41  3.000
 DMC  HB1   CB1  CA    115.58  3.000
 DMC  CG    CB1  CA    127.98  3.000
 DMC  HB23  CB2  HB22  107.45  3.000
 DMC  HB23  CB2  HB21  106.33  3.000
 DMC  HB22  CB2  HB21  108.25  3.000
 DMC  HB23  CB2  CA    111.81  3.000
 DMC  HB22  CB2  CA    112.30  3.000
 DMC  HB21  CB2  CA    110.45  3.000
 DMC  CD2   CG   CD1   115.92  3.000
 DMC  CD2   CG   CB1   123.12  3.000
 DMC  CD1   CG   CB1   120.86  3.000
 DMC  OH    CD1  CE1   116.29  3.000
 DMC  OH    CD1  CG    121.75  3.000
 DMC  CE1   CD1  CG    121.96  3.000
 DMC  HE1   CE1  CZ    121.11  3.000
 DMC  HE1   CE1  CD1   117.44  3.000
 DMC  CZ    CE1  CD1   121.44  3.000
 DMC  N     CZ   CE2   121.70  3.000
 DMC  N     CZ   CE1   121.39  3.000
 DMC  CE2   CZ   CE1   116.91  3.000
 DMC  HE2   CE2  CD2   118.30  3.000
 DMC  HE2   CE2  CZ    121.18  3.000
 DMC  CD2   CE2  CZ    120.49  3.000
 DMC  HD2   CD2  CE2   118.14  3.000
 DMC  HD2   CD2  CG    118.54  3.000
 DMC  CE2   CD2  CG    123.28  3.000
 DMC  HO    OH   CD1   110.49  3.000
 DMC  CH2   N    CH1   116.28  3.000
 DMC  CH2   N    CZ    121.96  3.000
 DMC  CH1   N    CZ    121.73  3.000
 DMC  HH12  CH1  HH11  105.44  3.000
 DMC  HH12  CH1  CM1   110.46  3.000
 DMC  HH11  CH1  CM1   109.40  3.000
 DMC  HH12  CH1  N     110.05  3.000
 DMC  HH11  CH1  N     107.68  3.000
 DMC  CM1   CH1  N     113.45  3.000
 DMC  HH22  CH2  HH21  105.36  3.000
 DMC  HH22  CH2  CM2   109.64  3.000
 DMC  HH21  CH2  CM2   110.29  3.000
 DMC  HH22  CH2  N     107.75  3.000
 DMC  HH21  CH2  N     110.06  3.000
 DMC  CM2   CH2  N     113.39  3.000
 DMC  HM13  CM1  HM12  108.00  3.000
 DMC  HM13  CM1  HM11  107.92  3.000
 DMC  HM12  CM1  HM11  107.94  3.000
 DMC  HM13  CM1  CH1   111.45  3.000
 DMC  HM12  CM1  CH1   110.89  3.000
 DMC  HM11  CM1  CH1   110.51  3.000
 DMC  HM23  CM2  HM22  107.94  3.000
 DMC  HM23  CM2  HM21  107.94  3.000
 DMC  HM22  CM2  HM21  107.86  3.000
 DMC  HM23  CM2  CH2   111.49  3.000
 DMC  HM22  CM2  CH2   110.97  3.000
 DMC  HM21  CM2  CH2   110.50  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
 DMC  CONST_01  CZ    CE1  CD1  CG      0.00   0.0  0
 DMC  CONST_02  CZ    CE2  CD2  CG      0.00   0.0  0
 DMC  CONST_03  CE2   CD2  CG   CD1     0.00   0.0  0
 DMC  CONST_04  CE2   CZ   CE1  CD1     0.00   0.0  0
 DMC  CONST_05  CD2   CG   CD1  CE1     0.00   0.0  0
 DMC  CONST_06  CD2   CE2  CZ   CE1     0.00   0.0  0
 DMC  CONST_07  CE1   CD1  CG   CB1   180.00   0.0  0
 DMC  CONST_08  CE2   CD2  CG   CB1   180.00   0.0  0
 DMC  CONST_09  N     CZ   CE1  CD1   180.00   0.0  0
 DMC  CONST_10  OH    CD1  CE1  CZ    180.00   0.0  0
 DMC  CONST_11  OH    CD1  CG   CD2   180.00   0.0  0
 DMC  CONST_12  N     CZ   CE2  CD2   180.00   0.0  0
 DMC  CONST_13  HE1   CE1  CD1  CG    180.00   0.0  0
 DMC  CONST_14  HE2   CE2  CD2  CG    180.00   0.0  0
 DMC  CONST_15  HD2   CD2  CG   CD1   180.00   0.0  0
 DMC  CONST_16  CH1   N    CZ   CE1   180.00   0.0  0
 DMC  CONST_17  CH2   N    CZ   CE1     0.00   0.0  0
 DMC  CONST_18  CH1   N    CZ   CE2     0.00   0.0  0
 DMC  CONST_19  CH2   N    CZ   CE2   180.00   0.0  0
 DMC  Var_01    CD1   CG   CB1  CA    138.73  30.0  2
 DMC  Var_02    CG    CB1  CA   C     175.51   0.0  2
 DMC  Var_03    CM1   CH1  N    CZ    -86.42  30.0  3
 DMC  Var_04    CM2   CH2  N    CZ    -88.97  30.0  3
 DMC  Var_05    CB1   CA   C    O      -0.14  30.0  2
 DMC  Var_06    HB21  CB2  CA   C      44.92  30.0  3
 DMC  Var_07    HM11  CM1  CH1  N    -178.06  30.0  3
 DMC  Var_08    HM21  CM2  CH2  N    -178.69  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
 DMC  plan-1  CB1  0.020
 DMC  plan-1  CG   0.020
 DMC  plan-1  CD1  0.020
 DMC  plan-1  CE1  0.020
 DMC  plan-1  CZ   0.020
 DMC  plan-1  CE2  0.020
 DMC  plan-1  CD2  0.020
 DMC  plan-1  OH   0.020
 DMC  plan-1  N    0.020
 DMC  plan-1  HE1  0.020
 DMC  plan-1  HE2  0.020
 DMC  plan-1  HD2  0.020
 DMC  plan-2  CZ   0.020
 DMC  plan-2  N    0.020
 DMC  plan-2  CH1  0.020
 DMC  plan-2  CH2  0.020
 DMC  plan-3  O    0.020
 DMC  plan-3  C    0.020
 DMC  plan-3  CA   0.020
 DMC  plan-3  OXT  0.020
 DMC  plan-4  C    0.020
 DMC  plan-4  CA   0.020
 DMC  plan-4  CB1  0.020
 DMC  plan-4  CB2  0.020
 DMC  plan-4  CG   0.020
 DMC  plan-4  HB1  0.020

