# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 15:57:51 2020
#   Inital geometry file: a 47 line input string
#   Ligand name: 2-methylidenebutanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CC(=C)C(O)=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
 ITN  ITN  '2-methylidenebutanedioic acid'  ligand  15  9  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ITN
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
 ITN  C1  C  C     0   0.557  -1.6390  -0.1752  -0.1314
 ITN  C2  C  CH2   0  -0.657  -0.7545   0.5008   0.8857
 ITN  C3  C  C     0   0.015   0.6041   0.8010   0.3310
 ITN  C5  C  C     0   0.532   1.4766  -0.3339  -0.0768
 ITN  O3  O  OH1   0  -0.594   0.9728  -1.5038   0.2945
 ITN  O4  O  O     0  -0.441   2.5248  -0.2193  -0.6641
 ITN  C4  C  C2    0  -0.505   1.0731   2.0389   0.2039
 ITN  O1  O  O     0  -0.437  -1.4026  -0.2256  -1.3117
 ITN  O2  O  OH1   0  -0.591  -2.7300  -0.6856   0.4230
 ITN  H1  H  HCH2  0   0.312  -1.2451   1.4323   1.1821
 ITN  H2  H  HCH2  0   0.299  -0.6994  -0.1097   1.7900
 ITN  H3  H  HOH1  0   0.487   1.5592  -2.2239   0.0178
 ITN  H4  H  H     0   0.270   2.0621   2.2394  -0.1841
 ITN  H5  H  H     0   0.269   0.4790   2.8955   0.4920
 ITN  H6  H  HOH1  0   0.482  -3.2947  -1.0811  -0.2580

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
 ITN  O4  C5  double  1.207  0.020  1.207
 ITN  O1  C1  double  1.205  0.020  1.205
 ITN  C2  C3  single  1.498  0.020  1.498
 ITN  C2  C1  single  1.508  0.020  1.508
 ITN  C5  C3  single  1.488  0.020  1.488
 ITN  C5  O3  single  1.327  0.020  1.327
 ITN  C3  C4  double  1.330  0.020  1.330
 ITN  C1  O2  single  1.326  0.020  1.326
 ITN  C2  H1  single  0.970  0.020  1.090
 ITN  C2  H2  single  0.970  0.020  1.090
 ITN  O3  H3  single  0.850  0.020  0.980
 ITN  C4  H4  single  0.930  0.020  1.080
 ITN  C4  H5  single  0.930  0.020  1.080
 ITN  O2  H6  single  0.850  0.020  0.980

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
 ITN  O2  C1  O1  123.71  3.000
 ITN  O2  C1  C2  111.91  3.000
 ITN  O1  C1  C2  124.37  3.000
 ITN  H2  C2  H1  105.92  3.000
 ITN  H2  C2  C3  111.89  3.000
 ITN  H1  C2  C3  109.66  3.000
 ITN  H2  C2  C1  109.72  3.000
 ITN  H1  C2  C1  107.55  3.000
 ITN  C3  C2  C1  111.84  3.000
 ITN  C4  C3  C5  118.48  3.000
 ITN  C4  C3  C2  122.81  3.000
 ITN  C5  C3  C2  118.70  3.000
 ITN  O4  C5  O3  123.35  3.000
 ITN  O3  C5  C3  111.90  3.000
 ITN  O4  C5  C3  124.75  3.000
 ITN  H3  O3  C5  110.22  3.000
 ITN  H5  C4  H4  116.82  3.000
 ITN  H5  C4  C3  121.21  3.000
 ITN  H4  C4  C3  121.97  3.000
 ITN  H6  O2  C1  110.05  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
 ITN  CONST_01  H6  O2  C1  C2  180.00   0.0  0
 ITN  CONST_02  H3  O3  C5  C3  180.00   0.0  0
 ITN  Var_01    C5  C3  C2  C1  -63.64  30.0  3
 ITN  Var_02    O4  C5  C3  C2  171.73  30.0  2
 ITN  Var_03    O1  C1  C2  C3  -14.31  30.0  3
 ITN  Var_04    H4  C4  C3  C2  179.04   0.0  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
 ITN  plan-1  C1  0.020
 ITN  plan-1  C2  0.020
 ITN  plan-1  O1  0.020
 ITN  plan-1  O2  0.020
 ITN  plan-1  H6  0.020
 ITN  plan-2  C3  0.020
 ITN  plan-2  C5  0.020
 ITN  plan-2  O3  0.020
 ITN  plan-2  O4  0.020
 ITN  plan-2  H3  0.020
 ITN  plan-3  C2  0.020
 ITN  plan-3  C3  0.020
 ITN  plan-3  C5  0.020
 ITN  plan-3  C4  0.020
 ITN  plan-3  H4  0.020
 ITN  plan-3  H5  0.020

