# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 30 04:50:11 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  27  11  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.681   2.7035  -1.6299   0.6383
 TUN  C1    C  CH2   0  -0.182   1.8108  -0.4706   1.0087
 TUN  O2    O  O2    0  -0.594   1.5603   0.3181  -0.1645
 TUN  P     P  P     0   1.432   0.1841   1.1347  -0.2950
 TUN  O3    O  O     0  -0.717  -0.0865   2.1435   0.7537
 TUN  N     N  NT    0  -0.595  -1.0034  -0.0005  -0.4263
 TUN  C3    C  CH2   0  -0.295  -2.2813   0.1852   0.2601
 TUN  C4    C  CH3   0  -0.658  -2.2678  -0.2808   1.7061
 TUN  C5    C  CH2   0  -0.313  -0.9169  -1.0714  -1.4127
 TUN  C6    C  CH3   0  -0.662  -1.0454  -2.4603  -0.8112
 TUN  OXT   O  OH1   0  -0.743   0.4297   1.8578  -1.7080
 TUN  H21C  H  HCH3  0   0.237   2.9383  -2.2054   1.5337
 TUN  H22C  H  HCH3  0   0.231   2.2162  -2.2979  -0.0729
 TUN  H23C  H  HCH3  0   0.238   3.6435  -1.2884   0.2046
 TUN  H11C  H  HCH2  0   0.226   0.8719  -0.8399   1.4321
 TUN  H12C  H  HCH2  0   0.242   2.2881   0.1619   1.7598
 TUN  HXT   H  HOH1  0   0.489   0.5827   1.2854  -2.4701
 TUN  H31C  H  HCH2  0   0.244  -2.5854   1.2323   0.2153
 TUN  H32C  H  HCH2  0   0.243  -3.0355  -0.3676  -0.3034
 TUN  H51C  H  HCH2  0   0.242  -1.6905  -0.9256  -2.1729
 TUN  H52C  H  HCH2  0   0.238   0.0389  -1.0073  -1.9357
 TUN  H41C  H  HCH3  0   0.228  -3.2559  -0.1566   2.1515
 TUN  H42C  H  HCH3  0   0.226  -1.9907  -1.3322   1.7859
 TUN  H43C  H  HCH3  0   0.227  -1.5597   0.3017   2.2950
 TUN  H61C  H  HCH3  0   0.228  -0.2795  -2.6355  -0.0554
 TUN  H62C  H  HCH3  0   0.232  -2.0204  -2.6140  -0.3483
 TUN  H63C  H  HCH3  0   0.238  -0.9318  -3.2130  -1.5917

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  1.509  0.020  1.509
 TUN  C1   O2    single  1.436  0.020  1.436
 TUN  O2   P     single  1.606  0.020  1.606
 TUN  P    O3    double  1.480  0.020  1.480
 TUN  P    N     single  1.648  0.020  1.648
 TUN  P    OXT   single  1.606  0.020  1.606
 TUN  N    C3    single  1.462  0.020  1.462
 TUN  N    C5    single  1.459  0.020  1.459
 TUN  C3   C4    single  1.519  0.020  1.519
 TUN  C5   C6    single  1.519  0.020  1.519
 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  OXT  HXT   single  0.850  0.020  0.980
 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  108.53  3.000
 TUN  H23C  C2   H21C  107.84  3.000
 TUN  H22C  C2   H21C  107.97  3.000
 TUN  H23C  C2   C1    111.53  3.000
 TUN  H22C  C2   C1    111.48  3.000
 TUN  H21C  C2   C1    109.35  3.000
 TUN  H12C  C1   H11C  107.73  3.000
 TUN  H12C  C1   O2    108.67  3.000
 TUN  H11C  C1   O2    110.60  3.000
 TUN  H12C  C1   C2    110.81  3.000
 TUN  H11C  C1   C2    110.08  3.000
 TUN  O2    C1   C2    108.94  3.000
 TUN  P     O2   C1    119.69  3.000
 TUN  OXT   P    N     110.50  3.000
 TUN  OXT   P    O3    110.15  3.000
 TUN  N     P    O3    113.22  3.000
 TUN  OXT   P    O2     99.75  3.000
 TUN  N     P    O2    105.89  3.000
 TUN  O3    P    O2    116.47  3.000
 TUN  C5    N    C3    117.55  3.000
 TUN  C5    N    P     121.13  3.000
 TUN  C3    N    P     120.31  3.000
 TUN  H32C  C3   H31C  105.80  3.000
 TUN  H32C  C3   C4    110.00  3.000
 TUN  H31C  C3   C4    109.62  3.000
 TUN  H32C  C3   N     107.28  3.000
 TUN  H31C  C3   N     110.25  3.000
 TUN  C4    C3   N     113.58  3.000
 TUN  H43C  C4   H42C  108.11  3.000
 TUN  H43C  C4   H41C  107.88  3.000
 TUN  H42C  C4   H41C  108.07  3.000
 TUN  H43C  C4   C3    110.86  3.000
 TUN  H42C  C4   C3    111.57  3.000
 TUN  H41C  C4   C3    110.22  3.000
 TUN  H52C  C5   H51C  106.16  3.000
 TUN  H52C  C5   C6    108.52  3.000
 TUN  H51C  C5   C6    109.70  3.000
 TUN  H52C  C5   N     109.44  3.000
 TUN  H51C  C5   N     109.26  3.000
 TUN  C6    C5   N     113.49  3.000
 TUN  H63C  C6   H62C  107.45  3.000
 TUN  H63C  C6   H61C  108.19  3.000
 TUN  H62C  C6   H61C  108.13  3.000
 TUN  H63C  C6   C5    109.81  3.000
 TUN  H62C  C6   C5    111.88  3.000
 TUN  H61C  C6   C5    111.22  3.000
 TUN  HXT   OXT  P     116.86  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    59.60  30.0  3
 TUN  Var_02  C3    N   P   O2   140.13  30.0  3
 TUN  Var_03  C4    C3  N   P    -84.71  30.0  3
 TUN  Var_04  C6    C5  N   P    125.26  30.0  3
 TUN  Var_05  H21C  C2  C1  O2   177.22  30.0  3
 TUN  Var_06  H11C  C1  O2  P     29.63  30.0  1
 TUN  Var_07  H41C  C4  C3  N   -177.62  30.0  3
 TUN  Var_08  H61C  C6  C5  N    -57.97  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
 TUN  chir_01  P  O3  N  OXT  both

