# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 04:30:15 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: ethyl hydrogen diethylamidophosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[P](O)(=O)N(CC)CC
#
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
 TUN  TUN  'ethyl hydrogen diethylamidophosphate'  ligand  26  11  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TUN
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
 TUN  C2    C  CH3    0  -0.687   2.7499  -1.5798   0.9531
 TUN  C1    C  CH2    0  -0.160   1.6756  -0.5138   0.9802
 TUN  O2    O  O2     0  -0.626   1.5421   0.0473  -0.3098
 TUN  P     P  P      0   1.339   0.2739   1.0610  -0.6349
 TUN  O3    O  O      0  -0.811   0.1306   2.0697   0.4703
 TUN  N     N  NT     0  -0.598  -1.0769   0.0493  -0.5799
 TUN  C3    C  CH2    0  -0.269  -2.1728   0.2733   0.3436
 TUN  C4    C  CH3    0  -0.664  -1.9456  -0.2196   1.7667
 TUN  C5    C  CH2    0  -0.290  -1.2208  -1.0235  -1.5400
 TUN  C6    C  CH3    0  -0.658  -1.0770  -2.4226  -0.9542
 TUN  OXT   O  OP    -1  -0.809   0.5598   1.4956  -2.0455
 TUN  H21C  H  HCH3   0   0.223   2.8671  -2.0161   1.9458
 TUN  H22C  H  HCH3   0   0.223   2.4912  -2.3857   0.2643
 TUN  H23C  H  HCH3   0   0.223   3.7156  -1.1708   0.6531
 TUN  H11C  H  HCH2   0   0.204   0.7308  -0.9584   1.3101
 TUN  H12C  H  HCH2   0   0.197   1.9345   0.2607   1.7106
 TUN  H31C  H  HCH2   0   0.214  -2.4220   1.3365   0.3813
 TUN  H32C  H  HCH2   0   0.213  -3.0550  -0.2246  -0.0696
 TUN  H51C  H  HCH2   0   0.206  -2.1979  -0.9463  -2.0334
 TUN  H52C  H  HCH2   0   0.222  -0.4811  -0.8882  -2.3306
 TUN  H41C  H  HCH3   0   0.215  -2.8375  -0.0542   2.3749
 TUN  H42C  H  HCH3   0   0.214  -1.7157  -1.2855   1.7924
 TUN  H43C  H  HCH3   0   0.222  -1.1205   0.3187   2.2318
 TUN  H61C  H  HCH3   0   0.222  -0.0918  -2.5595  -0.5071
 TUN  H62C  H  HCH3   0   0.218  -1.8270  -2.6174  -0.1858
 TUN  H63C  H  HCH3   0   0.218  -1.2015  -3.1776  -1.7327

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
 TUN  C2  C1    single  1.514  0.020  1.514
 TUN  C1  O2    single  1.413  0.020  1.413
 TUN  O2  P     single  1.656  0.020  1.656
 TUN  P   O3    deloc   1.503  0.020  1.503
 TUN  P   N     single  1.689  0.020  1.689
 TUN  P   OXT   deloc   1.504  0.020  1.504
 TUN  N   C3    single  1.451  0.020  1.451
 TUN  N   C5    single  1.447  0.020  1.447
 TUN  C3  C4    single  1.523  0.020  1.523
 TUN  C5  C6    single  1.524  0.020  1.524
 TUN  C2  H21C  single  0.970  0.020  1.090
 TUN  C2  H22C  single  0.970  0.020  1.090
 TUN  C2  H23C  single  0.970  0.020  1.090
 TUN  C1  H11C  single  0.970  0.020  1.090
 TUN  C1  H12C  single  0.970  0.020  1.090
 TUN  C3  H31C  single  0.970  0.020  1.090
 TUN  C3  H32C  single  0.970  0.020  1.090
 TUN  C5  H51C  single  0.970  0.020  1.090
 TUN  C5  H52C  single  0.970  0.020  1.090
 TUN  C4  H41C  single  0.970  0.020  1.090
 TUN  C4  H42C  single  0.970  0.020  1.090
 TUN  C4  H43C  single  0.970  0.020  1.090
 TUN  C6  H61C  single  0.970  0.020  1.090
 TUN  C6  H62C  single  0.970  0.020  1.090
 TUN  C6  H63C  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
 TUN  H23C  C2  H22C  108.25  3.000
 TUN  H23C  C2  H21C  107.77  3.000
 TUN  H22C  C2  H21C  107.73  3.000
 TUN  H23C  C2  C1    111.67  3.000
 TUN  H22C  C2  C1    111.29  3.000
 TUN  H21C  C2  C1    109.98  3.000
 TUN  H12C  C1  H11C  106.86  3.000
 TUN  H12C  C1  O2    110.50  3.000
 TUN  H11C  C1  O2    110.78  3.000
 TUN  H12C  C1  C2    110.00  3.000
 TUN  H11C  C1  C2    109.38  3.000
 TUN  O2    C1  C2    109.29  3.000
 TUN  P     O2  C1    119.65  3.000
 TUN  OXT   P   N     110.84  3.000
 TUN  OXT   P   O3    120.93  3.000
 TUN  N     P   O3    107.57  3.000
 TUN  OXT   P   O2    102.45  3.000
 TUN  N     P   O2    103.86  3.000
 TUN  O3    P   O2    109.85  3.000
 TUN  C5    N   C3    117.51  3.000
 TUN  C5    N   P     120.15  3.000
 TUN  C3    N   P     122.18  3.000
 TUN  H32C  C3  H31C  105.78  3.000
 TUN  H32C  C3  C4    109.02  3.000
 TUN  H31C  C3  C4    108.46  3.000
 TUN  H32C  C3  N     107.36  3.000
 TUN  H31C  C3  N     110.15  3.000
 TUN  C4    C3  N     115.61  3.000
 TUN  H43C  C4  H42C  108.25  3.000
 TUN  H43C  C4  H41C  107.82  3.000
 TUN  H42C  C4  H41C  107.88  3.000
 TUN  H43C  C4  C3    110.61  3.000
 TUN  H42C  C4  C3    111.70  3.000
 TUN  H41C  C4  C3    110.45  3.000
 TUN  H52C  C5  H51C  105.62  3.000
 TUN  H52C  C5  C6    109.18  3.000
 TUN  H51C  C5  C6    108.76  3.000
 TUN  H52C  C5  N     108.75  3.000
 TUN  H51C  C5  N     109.55  3.000
 TUN  C6    C5  N     114.60  3.000
 TUN  H63C  C6  H62C  107.47  3.000
 TUN  H63C  C6  H61C  107.97  3.000
 TUN  H62C  C6  H61C  108.05  3.000
 TUN  H63C  C6  C5    110.50  3.000
 TUN  H62C  C6  C5    111.71  3.000
 TUN  H61C  C6  C5    110.99  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
 TUN  Var_01  O3    P   O2  C1    46.40  30.0  3
 TUN  Var_02  C3    N   P   O2   120.79  30.0  3
 TUN  Var_03  C4    C3  N   P    -80.56  30.0  3
 TUN  Var_04  C6    C5  N   P    110.71  30.0  3
 TUN  Var_05  H21C  C2  C1  O2   179.61  30.0  3
 TUN  Var_06  H11C  C1  O2  P     49.42  30.0  1
 TUN  Var_07  H41C  C4  C3  N   -177.18  30.0  3
 TUN  Var_08  H61C  C6  C5  N    -60.51  30.0  3

