# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 11:36:41 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: (~{E})-3-(2,3-dimethoxyphenyl)prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(\C=C\C(O)=O)c1OC
#
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
 8N2  8N2  '(~{E})-3-(2,3-dimethoxyphenyl)prop-2-enoic acid'  ligand  26  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8N2
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
 8N2  O3   O  OC    -1  -0.617  -4.8337  -0.3783   0.5297
 8N2  C4   C  CR16   0  -0.341   0.1138  -1.8903   0.0165
 8N2  C5   C  CR6    0   0.047  -0.0546  -0.5073  -0.1338
 8N2  C6   C  CR6    0   0.214   1.0826   0.2982  -0.1921
 8N2  C7   C  CH3    0  -0.409   0.8079   2.3808   0.8341
 8N2  C8   C  C1     0  -0.245  -1.3828   0.1015  -0.2567
 8N2  C9   C  C1     0  -0.422  -2.5211  -0.4306   0.1939
 8N2  C10  C  C      0   0.401  -3.8682   0.2365   0.0302
 8N2  O2   O  O      0  -0.601  -3.9098   1.3262  -0.5748
 8N2  C3   C  CR16   0  -0.240   1.3767  -2.4340   0.1281
 8N2  C2   C  CR16   0  -0.401   2.5107  -1.6272   0.0849
 8N2  O1   O  O2     0  -0.481   0.9717   1.6432  -0.3698
 8N2  C1   C  CR6    0   0.334   2.3685  -0.2544  -0.0739
 8N2  O    O  O2     0  -0.462   3.3875   0.6211  -0.1295
 8N2  C    C  CH3    0  -0.437   4.7057   0.1171  -0.0562
 8N2  H2   H  HCR6   0   0.250  -0.7527  -2.5380   0.0274
 8N2  H3   H  HCH3   0   0.239   0.7471   3.4328   0.5615
 8N2  H4   H  HCH3   0   0.221  -0.1121   2.1000   1.3539
 8N2  H5   H  HCH3   0   0.225   1.6523   2.2413   1.5133
 8N2  H6   H  H      0   0.242  -1.4348   1.0677  -0.7468
 8N2  H7   H  H      0   0.227  -2.5105  -1.3796   0.7234
 8N2  H8   H  HCR6   0   0.258   1.4961  -3.5040   0.2369
 8N2  H9   H  HCR6   0   0.281   3.4871  -2.0834   0.1766
 8N2  H10  H  HCH3   0   0.228   4.9027  -0.3770   0.8989
 8N2  H11  H  HCH3   0   0.228   4.9197  -0.5857  -0.8657
 8N2  H12  H  HCH3   0   0.259   5.3692   0.9731  -0.1511

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
 8N2  C7   O1   single    1.421  0.020  1.421
 8N2  C    O    single    1.413  0.020  1.413
 8N2  O    C1   single    1.345  0.020  1.345
 8N2  O1   C6   single    1.361  0.020  1.361
 8N2  C1   C6   aromatic  1.405  0.020  1.405
 8N2  C1   C2   aromatic  1.389  0.020  1.389
 8N2  C6   C5   aromatic  1.395  0.020  1.395
 8N2  C2   C3   aromatic  1.392  0.020  1.392
 8N2  C5   C8   single    1.466  0.020  1.466
 8N2  C5   C4   aromatic  1.401  0.020  1.401
 8N2  C8   C9   double    1.335  0.020  1.335
 8N2  C3   C4   aromatic  1.379  0.020  1.379
 8N2  O2   C10  deloc     1.247  0.020  1.247
 8N2  C9   C10  single    1.512  0.020  1.512
 8N2  C10  O3   deloc     1.249  0.020  1.249
 8N2  C4   H2   single    0.930  0.020  1.080
 8N2  C7   H3   single    0.970  0.020  1.090
 8N2  C7   H4   single    0.970  0.020  1.090
 8N2  C7   H5   single    0.970  0.020  1.090
 8N2  C8   H6   single    0.930  0.020  1.080
 8N2  C9   H7   single    0.930  0.020  1.080
 8N2  C3   H8   single    0.930  0.020  1.080
 8N2  C2   H9   single    0.930  0.020  1.080
 8N2  C    H10  single    0.970  0.020  1.090
 8N2  C    H11  single    0.970  0.020  1.090
 8N2  C    H12  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
 8N2  H2   C4   C3   119.77  3.000
 8N2  H2   C4   C5   119.72  3.000
 8N2  C3   C4   C5   120.51  3.000
 8N2  C8   C5   C6   119.69  3.000
 8N2  C8   C5   C4   121.84  3.000
 8N2  C6   C5   C4   118.45  3.000
 8N2  C1   C6   O1   118.31  3.000
 8N2  C1   C6   C5   121.05  3.000
 8N2  O1   C6   C5   120.64  3.000
 8N2  H5   C7   H4   108.78  3.000
 8N2  H5   C7   H3   108.80  3.000
 8N2  H4   C7   H3   108.68  3.000
 8N2  H5   C7   O1   111.79  3.000
 8N2  H4   C7   O1   111.49  3.000
 8N2  H3   C7   O1   107.21  3.000
 8N2  H6   C8   C9   117.82  3.000
 8N2  H6   C8   C5   116.81  3.000
 8N2  C9   C8   C5   125.36  3.000
 8N2  H7   C9   C10  116.53  3.000
 8N2  H7   C9   C8   120.28  3.000
 8N2  C10  C9   C8   123.19  3.000
 8N2  O2   C10  C9   117.89  3.000
 8N2  C9   C10  O3   115.36  3.000
 8N2  O2   C10  O3   126.76  3.000
 8N2  H8   C3   C2   119.09  3.000
 8N2  H8   C3   C4   119.93  3.000
 8N2  C2   C3   C4   120.98  3.000
 8N2  H9   C2   C1   121.25  3.000
 8N2  H9   C2   C3   119.23  3.000
 8N2  C1   C2   C3   119.52  3.000
 8N2  C7   O1   C6   114.31  3.000
 8N2  O    C1   C2   124.79  3.000
 8N2  C2   C1   C6   119.48  3.000
 8N2  O    C1   C6   115.73  3.000
 8N2  C    O    C1   118.20  3.000
 8N2  H12  C    H11  108.79  3.000
 8N2  H12  C    H10  108.79  3.000
 8N2  H11  C    H10  108.73  3.000
 8N2  H12  C    O    106.50  3.000
 8N2  H11  C    O    111.93  3.000
 8N2  H10  C    O    112.00  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
 8N2  CONST_01  C1   C6  C5   C4     0.00   0.0  0
 8N2  CONST_02  C1   C2  C3   C4     0.00   0.0  0
 8N2  CONST_03  C2   C1  C6   C5     0.00   0.0  0
 8N2  CONST_04  C2   C3  C4   C5     0.00   0.0  0
 8N2  CONST_05  C3   C2  C1   C6     0.00   0.0  0
 8N2  CONST_06  C3   C4  C5   C6     0.00   0.0  0
 8N2  CONST_07  O1   C6  C5   C4   180.00   0.0  0
 8N2  CONST_08  O    C1  C6   C5   180.00   0.0  0
 8N2  CONST_09  C1   C6  C5   C8   180.00   0.0  0
 8N2  CONST_10  C3   C4  C5   C8   180.00   0.0  0
 8N2  CONST_11  O    C1  C2   C3   180.00   0.0  0
 8N2  CONST_12  O1   C6  C1   C2   180.00   0.0  0
 8N2  CONST_13  H9   C2  C3   C4   180.00   0.0  0
 8N2  CONST_14  H8   C3  C4   C5   180.00   0.0  0
 8N2  CONST_15  H2   C4  C5   C6   180.00   0.0  0
 8N2  Var_01    C9   C8  C5   C4    24.09  30.0  2
 8N2  Var_02    C1   C6  O1   C7   -93.08  30.0  2
 8N2  Var_03    C10  C9  C8   C5  -179.49   0.0  2
 8N2  Var_04    H3   C7  O1   C6   179.16  30.0  3
 8N2  Var_05    H10  C   O    C1   -63.01  30.0  3
 8N2  Var_06    C8   C9  C10  O3  -178.70  30.0  2

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
 8N2  plan-1  C4   0.020
 8N2  plan-1  C5   0.020
 8N2  plan-1  C6   0.020
 8N2  plan-1  C8   0.020
 8N2  plan-1  C3   0.020
 8N2  plan-1  C2   0.020
 8N2  plan-1  O1   0.020
 8N2  plan-1  C1   0.020
 8N2  plan-1  O    0.020
 8N2  plan-1  H2   0.020
 8N2  plan-1  H8   0.020
 8N2  plan-1  H9   0.020
 8N2  plan-2  O3   0.020
 8N2  plan-2  C9   0.020
 8N2  plan-2  C10  0.020
 8N2  plan-2  O2   0.020
 8N2  plan-3  C5   0.020
 8N2  plan-3  C8   0.020
 8N2  plan-3  C9   0.020
 8N2  plan-3  C10  0.020
 8N2  plan-3  H6   0.020
 8N2  plan-3  H7   0.020

