# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 11:35:00 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: (2R)-butane-1,2,4-tricarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CC[C@H](CC(O)=O)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
 HCT  HCT  '(2R)-butane-1,2,4-tricarboxylic acid'  ligand  20  13  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HCT
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
 HCT  C1   C  C      0   0.404   3.0322  -0.6186  -0.2420
 HCT  C2   C  CH2    0  -0.558   1.6139  -1.0641   0.1370
 HCT  C3   C  CH1    0  -0.304   0.4953  -0.1299  -0.2967
 HCT  C4   C  CH2    0  -0.399  -0.8600  -0.6725   0.1778
 HCT  C5   C  CH2    0  -0.583  -2.0626   0.0532  -0.4039
 HCT  C6   C  C      0   0.407  -3.4430  -0.5049  -0.0207
 HCT  C7   C  C      0   0.419   0.7073   1.2935   0.2423
 HCT  O1   O  O      0  -0.611   3.1516   0.2677  -1.1123
 HCT  O2   O  OC    -1  -0.640   3.9740  -1.2049   0.3378
 HCT  O3   O  O      0  -0.612  -3.4916  -1.4653   0.7740
 HCT  O4   O  OC    -1  -0.639  -4.4269   0.0624  -0.5453
 HCT  O5   O  OC    -1  -0.636   0.4034   2.2538  -0.4987
 HCT  O6   O  O      0  -0.631   1.1254   1.3909   1.4177
 HCT  H2   H  HCH2   0   0.207   1.4456  -2.0566  -0.3033
 HCT  H2A  H  HCH2   0   0.197   1.5680  -1.2184   1.2184
 HCT  H3   H  HCH1   0   0.171   0.4742  -0.0850  -1.3904
 HCT  H4   H  HCH2   0   0.193  -0.9244  -1.7340  -0.0835
 HCT  H4A  H  HCH2   0   0.189  -0.8925  -0.6379   1.2712
 HCT  H5   H  HCH2   0   0.220  -2.0354   1.1118  -0.1275
 HCT  H5A  H  HCH2   0   0.206  -1.9896   0.0534  -1.4981

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
 HCT  C1  C2   single  1.534  0.020  1.534
 HCT  C1  O1   deloc   1.248  0.020  1.248
 HCT  C1  O2   deloc   1.252  0.020  1.252
 HCT  C2  C3   single  1.521  0.020  1.521
 HCT  C3  C4   single  1.535  0.020  1.535
 HCT  C3  C7   single  1.537  0.020  1.537
 HCT  C4  C5   single  1.520  0.020  1.520
 HCT  C5  C6   single  1.537  0.020  1.537
 HCT  C6  O3   deloc   1.247  0.020  1.247
 HCT  C6  O4   deloc   1.251  0.020  1.251
 HCT  C7  O5   deloc   1.250  0.020  1.250
 HCT  C7  O6   deloc   1.251  0.020  1.251
 HCT  C2  H2   single  0.970  0.020  1.090
 HCT  C2  H2A  single  0.970  0.020  1.090
 HCT  C3  H3   single  0.970  0.020  1.090
 HCT  C4  H4   single  0.970  0.020  1.090
 HCT  C4  H4A  single  0.970  0.020  1.090
 HCT  C5  H5   single  0.970  0.020  1.090
 HCT  C5  H5A  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
 HCT  O2   C1  O1  125.72  3.000
 HCT  O2   C1  C2  116.43  3.000
 HCT  O1   C1  C2  117.84  3.000
 HCT  H2A  C2  H2  105.22  3.000
 HCT  H2A  C2  C3  109.75  3.000
 HCT  H2   C2  C3  109.15  3.000
 HCT  H2A  C2  C1  108.92  3.000
 HCT  H2   C2  C1  107.75  3.000
 HCT  C3   C2  C1  115.54  3.000
 HCT  H3   C3  C7  108.36  3.000
 HCT  H3   C3  C4  107.83  3.000
 HCT  C7   C3  C4  109.93  3.000
 HCT  H3   C3  C2  108.92  3.000
 HCT  C7   C3  C2  111.57  3.000
 HCT  C4   C3  C2  110.13  3.000
 HCT  H4A  C4  H4  105.50  3.000
 HCT  H4A  C4  C5  110.10  3.000
 HCT  H4   C4  C5  108.96  3.000
 HCT  H4A  C4  C3  108.89  3.000
 HCT  H4   C4  C3  108.71  3.000
 HCT  C5   C4  C3  114.29  3.000
 HCT  H5A  C5  H5  104.49  3.000
 HCT  H5A  C5  C6  107.97  3.000
 HCT  H5   C5  C6  108.09  3.000
 HCT  H5A  C5  C4  109.22  3.000
 HCT  H5   C5  C4  110.21  3.000
 HCT  C6   C5  C4  116.20  3.000
 HCT  O4   C6  O3  125.84  3.000
 HCT  O4   C6  C5  115.91  3.000
 HCT  O3   C6  C5  118.25  3.000
 HCT  O6   C7  O5  125.32  3.000
 HCT  O6   C7  C3  116.59  3.000
 HCT  O5   C7  C3  118.03  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
 HCT  Var_01  O1  C1  C2  C3  -16.17  30.0  2
 HCT  Var_02  C6  C5  C4  C3  176.66  30.0  3
 HCT  Var_03  O3  C6  C5  C4    2.94  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
 HCT  chir_01  C3  C2  C4  C7  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
 HCT  plan-1  C1  0.020
 HCT  plan-1  C2  0.020
 HCT  plan-1  O1  0.020
 HCT  plan-1  O2  0.020
 HCT  plan-2  C5  0.020
 HCT  plan-2  C6  0.020
 HCT  plan-2  O3  0.020
 HCT  plan-2  O4  0.020
 HCT  plan-3  C3  0.020
 HCT  plan-3  C7  0.020
 HCT  plan-3  O5  0.020
 HCT  plan-3  O6  0.020

