# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:12:20 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: [(1S)-1-(3,4-dichlorophenyl)-3-(ethanoyl-hydroxy-amino)propyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N(O)CC[C@@H](c1ccc(Cl)c(Cl)c1)[P](O)(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
 FM5  FM5  '[(1S)-1-(3,4-dichlorophenyl)-3-(ethanoyl-hydroxy-amino)propyl]phosphonic acid'  ligand  32  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FM5
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
 FM5  CL2   CL  CL     0  -0.122  -5.2142   0.7536   0.5578
 FM5  C9    C   CR6    0  -0.040  -3.5401   0.3278   0.5862
 FM5  C10   C   CR16   0  -0.214  -3.0459  -0.4627   1.6146
 FM5  C11   C   CR16   0  -0.305  -1.7062  -0.8036   1.6446
 FM5  C8    C   CR6    0   0.017  -2.6698   0.7719  -0.3991
 FM5  CL1   CL  CL     0  -0.120  -3.2490   1.7606  -1.6949
 FM5  C7    C   CR16   0  -0.279  -1.3277   0.4243  -0.3639
 FM5  C6    C   CR6    0   0.193  -0.8129  -0.3596   0.6671
 FM5  C4    C   CH1    0  -0.584   0.6157  -0.7776   0.6965
 FM5  PA1   P   P      0   1.196   0.7548  -2.4085  -0.2688
 FM5  OP1   O   OP    -1  -0.888   0.3816  -2.0173  -1.7014
 FM5  OP2   O   OP    -1  -0.879   2.2142  -2.8549  -0.1023
 FM5  OP3   O   O      0  -0.884  -0.2478  -3.3401   0.4160
 FM5  C3    C   CH2    0  -0.443   1.5711   0.2931   0.1641
 FM5  C2    C   CH2    0  -0.297   2.9973   0.0854   0.6606
 FM5  N1    N   NT     0  -0.188   3.9352   1.0233   0.0798
 FM5  O2    O   OH1    0  -0.553   4.3854   0.7093  -1.1763
 FM5  C1    C   C      0   0.494   4.3391   2.1804   0.6443
 FM5  O1    O   O      0  -0.505   3.9575   2.5038   1.7620
 FM5  C5    C   CH3    0  -0.764   5.2826   3.0318  -0.1681
 FM5  H10   H   HCR6   0   0.274  -3.7163  -0.8140   2.3877
 FM5  H11   H   HCR6   0   0.243  -1.3415  -1.4184   2.4565
 FM5  H7    H   HCR6   0   0.263  -0.6818   0.7878  -1.1504
 FM5  H4    H   HCH1   0   0.210   0.8753  -0.9971   1.7395
 FM5  H31C  H   HCH2   0   0.211   1.5572   0.2748  -0.9301
 FM5  H32C  H   HCH2   0   0.218   1.2401   1.2931   0.4665
 FM5  H21C  H   HCH2   0   0.234   3.0412   0.1988   1.7433
 FM5  H22C  H   HCH2   0   0.264   3.3217  -0.9265   0.4195
 FM5  H51C  H   HCH3   0   0.259   4.8355   3.3377  -1.1141
 FM5  H52C  H   HCH3   0   0.253   5.5298   3.9238   0.4016
 FM5  H53C  H   HCH3   0   0.264   6.2051   2.5012  -0.4028
 FM5  HO2C  H   HOH1   0   0.472   3.7143   1.0202  -1.8003

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
 FM5  CL2  C9    single    1.728  0.020  1.728
 FM5  C9   C10   aromatic  1.388  0.020  1.388
 FM5  C9   C8    aromatic  1.388  0.020  1.388
 FM5  C10  C11   aromatic  1.383  0.020  1.383
 FM5  C11  C6    aromatic  1.397  0.020  1.397
 FM5  C8   CL1   single    1.730  0.020  1.730
 FM5  C8   C7    aromatic  1.387  0.020  1.387
 FM5  C7   C6    aromatic  1.394  0.020  1.394
 FM5  C6   C4    single    1.489  0.020  1.489
 FM5  C4   PA1   single    1.900  0.020  1.900
 FM5  C4   C3    single    1.531  0.020  1.531
 FM5  PA1  OP1   deloc     1.531  0.020  1.531
 FM5  PA1  OP2   deloc     1.535  0.020  1.535
 FM5  PA1  OP3   deloc     1.530  0.020  1.530
 FM5  C3   C2    single    1.524  0.020  1.524
 FM5  C2   N1    single    1.448  0.020  1.448
 FM5  N1   O2    single    1.371  0.020  1.371
 FM5  N1   C1    single    1.349  0.020  1.349
 FM5  C1   O1    double    1.225  0.020  1.225
 FM5  C1   C5    single    1.508  0.020  1.508
 FM5  C10  H10   single    0.930  0.020  1.080
 FM5  C11  H11   single    0.930  0.020  1.080
 FM5  C7   H7    single    0.930  0.020  1.080
 FM5  C4   H4    single    0.970  0.020  1.090
 FM5  C3   H31C  single    0.970  0.020  1.090
 FM5  C3   H32C  single    0.970  0.020  1.090
 FM5  C2   H21C  single    0.970  0.020  1.090
 FM5  C2   H22C  single    0.970  0.020  1.090
 FM5  C5   H51C  single    0.970  0.020  1.090
 FM5  C5   H52C  single    0.970  0.020  1.090
 FM5  C5   H53C  single    0.970  0.020  1.090
 FM5  O2   HO2C  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
 FM5  C8    C9   C10   119.01  3.000
 FM5  C8    C9   CL2   121.14  3.000
 FM5  C10   C9   CL2   119.84  3.000
 FM5  H10   C10  C11   120.32  3.000
 FM5  H10   C10  C9    119.58  3.000
 FM5  C11   C10  C9    120.10  3.000
 FM5  H11   C11  C6    119.37  3.000
 FM5  H11   C11  C10   118.88  3.000
 FM5  C6    C11  C10   121.74  3.000
 FM5  C7    C8   CL1   119.10  3.000
 FM5  C7    C8   C9    120.58  3.000
 FM5  CL1   C8   C9    120.32  3.000
 FM5  H7    C7   C6    120.45  3.000
 FM5  H7    C7   C8    118.40  3.000
 FM5  C6    C7   C8    121.14  3.000
 FM5  C4    C6   C7    121.80  3.000
 FM5  C4    C6   C11   120.70  3.000
 FM5  C7    C6   C11   117.41  3.000
 FM5  H4    C4   C3    108.84  3.000
 FM5  H4    C4   PA1   107.10  3.000
 FM5  C3    C4   PA1   112.21  3.000
 FM5  H4    C4   C6    107.58  3.000
 FM5  C3    C4   C6    113.31  3.000
 FM5  PA1   C4   C6    107.53  3.000
 FM5  OP3   PA1  OP2   113.40  3.000
 FM5  OP3   PA1  OP1   114.49  3.000
 FM5  OP2   PA1  OP1   114.05  3.000
 FM5  OP3   PA1  C4    104.31  3.000
 FM5  OP2   PA1  C4    105.31  3.000
 FM5  OP1   PA1  C4    103.78  3.000
 FM5  H32C  C3   H31C  106.70  3.000
 FM5  H32C  C3   C2    108.48  3.000
 FM5  H31C  C3   C2    109.59  3.000
 FM5  H32C  C3   C4    110.72  3.000
 FM5  H31C  C3   C4    109.16  3.000
 FM5  C2    C3   C4    112.05  3.000
 FM5  H22C  C2   H21C  107.73  3.000
 FM5  H22C  C2   N1    108.66  3.000
 FM5  H21C  C2   N1    107.77  3.000
 FM5  H22C  C2   C3    109.45  3.000
 FM5  H21C  C2   C3    110.31  3.000
 FM5  N1    C2   C3    112.78  3.000
 FM5  C1    N1   O2    118.78  3.000
 FM5  C1    N1   C2    125.56  3.000
 FM5  O2    N1   C2    115.59  3.000
 FM5  HO2C  O2   N1    106.83  3.000
 FM5  C5    C1   O1    122.51  3.000
 FM5  C5    C1   N1    116.49  3.000
 FM5  O1    C1   N1    121.00  3.000
 FM5  H53C  C5   H52C  108.66  3.000
 FM5  H53C  C5   H51C  107.27  3.000
 FM5  H52C  C5   H51C  108.53  3.000
 FM5  H53C  C5   C1    111.76  3.000
 FM5  H52C  C5   C1    108.86  3.000
 FM5  H51C  C5   C1    111.67  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
 FM5  CONST_01  C6    C11  C10  C9     0.00   0.0  0
 FM5  CONST_02  C6    C7   C8   C9     0.00   0.0  0
 FM5  CONST_03  C7    C8   C9   C10    0.00   0.0  0
 FM5  CONST_04  C7    C6   C11  C10    0.00   0.0  0
 FM5  CONST_05  C8    C9   C10  C11    0.00   0.0  0
 FM5  CONST_06  C8    C7   C6   C11    0.00   0.0  0
 FM5  CONST_07  C11   C10  C9   CL2  180.00   0.0  0
 FM5  CONST_08  C7    C8   C9   CL2  180.00   0.0  0
 FM5  CONST_09  CL1   C8   C9   C10  180.00   0.0  0
 FM5  CONST_10  C4    C6   C11  C10  180.00   0.0  0
 FM5  CONST_11  C4    C6   C7   C8   180.00   0.0  0
 FM5  CONST_12  C6    C7   C8   CL1  180.00   0.0  0
 FM5  CONST_13  H11   C11  C10  C9   180.00   0.0  0
 FM5  CONST_14  H7    C7   C8   C9   180.00   0.0  0
 FM5  CONST_15  H10   C10  C9   C8   180.00   0.0  0
 FM5  CONST_16  O1    C1   N1   C2     0.00   0.0  0
 FM5  CONST_17  C5    C1   N1   C2   180.00   0.0  0
 FM5  CONST_18  O1    C1   N1   O2   180.00   0.0  0
 FM5  CONST_19  C5    C1   N1   O2     0.00   0.0  0
 FM5  Var_01    N1    C2   C3   C4   175.23  30.0  3
 FM5  Var_02    O2    N1   C2   C3   -81.20  30.0  3
 FM5  Var_03    H51C  C5   C1   N1    60.48  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
 FM5  chir_01  C4  C6  PA1  C3  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
 FM5  plan-1  CL2  0.020
 FM5  plan-1  C9   0.020
 FM5  plan-1  C10  0.020
 FM5  plan-1  C11  0.020
 FM5  plan-1  C8   0.020
 FM5  plan-1  CL1  0.020
 FM5  plan-1  C7   0.020
 FM5  plan-1  C6   0.020
 FM5  plan-1  C4   0.020
 FM5  plan-1  H10  0.020
 FM5  plan-1  H11  0.020
 FM5  plan-1  H7   0.020
 FM5  plan-2  C2   0.020
 FM5  plan-2  N1   0.020
 FM5  plan-2  O2   0.020
 FM5  plan-2  C1   0.020
 FM5  plan-2  O1   0.020
 FM5  plan-2  C5   0.020

