# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 01:51:43 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: methyl hydrogen (R)-[(R)-methoxy(phenyl)methyl]phosphonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H](c1ccccc1)[P](O)(=O)OC
#
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
 IAN  IAN  'methyl hydrogen (R)-[(R)-methoxy(phenyl)methyl]phosphonate'  ligand  26  14  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IAN
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
 IAN  C1   C  CR6    0   0.092  -1.3070   0.2252   0.3390
 IAN  O1   O  O2     0  -0.625   2.5857  -0.6621   0.6085
 IAN  P1   P  P      0   1.264   1.1443  -0.8413  -0.1863
 IAN  C2   C  CR16   0  -0.287  -1.8751   0.5853  -0.8818
 IAN  C3   C  CR16   0  -0.246  -3.2090   0.3061  -1.1481
 IAN  O3   O  O2     0  -0.488   0.4204   1.8056   0.1566
 IAN  C4   C  CR16   0  -0.272  -3.9931  -0.3439  -0.2036
 IAN  O4   O  OP    -1  -0.796   1.3337  -0.5311  -1.6450
 IAN  C5   C  CR16   0  -0.247  -3.4314  -0.7120   1.0121
 IAN  C6   C  CR16   0  -0.302  -2.0983  -0.4304   1.2773
 IAN  C7   C  CH3    0  -0.392   3.7980  -0.6225  -0.1136
 IAN  C8   C  CH1    0  -0.257   0.1423   0.5052   0.6214
 IAN  H2   H  HCR6   0   0.246  -1.2774   1.0874  -1.6308
 IAN  H3   H  HCR6   0   0.250  -3.6366   0.5965  -2.0995
 IAN  H4   H  HCR6   0   0.251  -5.0331  -0.5595  -0.4120
 IAN  H5   H  HCR6   0   0.251  -4.0324  -1.2171   1.7578
 IAN  H6   H  HCR6   0   0.244  -1.6719  -0.7148   2.2317
 IAN  H7   H  HCH3   0   0.208   3.9610  -1.5237  -0.7110
 IAN  H7A  H  HCH3   0   0.203   3.8597   0.2394  -0.7832
 IAN  H7B  H  HCH3   0   0.220   4.6105  -0.5470   0.6090
 IAN  H8   H  HCH1   0   0.231   0.3115   0.4427   1.7086
 IAN  H9   H  HCH3   0   0.228   1.6451   3.3991   0.3230
 IAN  H9A  H  HCH3   0   0.200   1.9580   2.1365   1.5226
 IAN  H9B  H  HCH3   0   0.207   2.4837   1.9217  -0.1574
 IAN  C9   C  CH3    0  -0.396   1.6875   2.3206   0.4773
 IAN  O41  O  O      0  -0.785   0.5600  -2.1537   0.2568

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
 IAN  C1  C6   aromatic  1.391  0.020  1.391
 IAN  C1  C8   single    1.503  0.020  1.503
 IAN  O1  C7   single    1.412  0.020  1.412
 IAN  P1  O1   single    1.656  0.020  1.656
 IAN  P1  C8   single    1.863  0.020  1.863
 IAN  C2  C1   aromatic  1.394  0.020  1.394
 IAN  C2  H2   single    0.930  0.020  1.080
 IAN  C3  C2   aromatic  1.389  0.020  1.389
 IAN  C3  C4   aromatic  1.389  0.020  1.389
 IAN  C3  H3   single    0.930  0.020  1.080
 IAN  O3  C9   single    1.405  0.020  1.405
 IAN  C4  C5   aromatic  1.389  0.020  1.389
 IAN  C4  H4   single    0.930  0.020  1.080
 IAN  O4  P1   deloc     1.503  0.020  1.503
 IAN  C5  C6   aromatic  1.388  0.020  1.388
 IAN  C5  H5   single    0.930  0.020  1.080
 IAN  C6  H6   single    0.930  0.020  1.080
 IAN  C7  H7   single    0.970  0.020  1.090
 IAN  C7  H7A  single    0.970  0.020  1.090
 IAN  C7  H7B  single    0.970  0.020  1.090
 IAN  C8  O3   single    1.409  0.020  1.409
 IAN  C8  H8   single    0.970  0.020  1.090
 IAN  C9  H9   single    0.970  0.020  1.090
 IAN  C9  H9A  single    0.970  0.020  1.090
 IAN  C9  H9B  single    0.970  0.020  1.090
 IAN  P1  O41  deloc     1.503  0.020  1.503

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
 IAN  C8   C1  C6   120.62  3.000
 IAN  C8   C1  C2   120.63  3.000
 IAN  C6   C1  C2   118.72  3.000
 IAN  C7   O1  P1   120.34  3.000
 IAN  O41  P1  C8   107.11  3.000
 IAN  O41  P1  O4   121.01  3.000
 IAN  C8   P1  O4   109.84  3.000
 IAN  O41  P1  O1   106.94  3.000
 IAN  O4   P1  O1   109.50  3.000
 IAN  C8   P1  O1   100.48  3.000
 IAN  H2   C2  C3   119.43  3.000
 IAN  C3   C2  C1   120.50  3.000
 IAN  H2   C2  C1   120.07  3.000
 IAN  H3   C3  C4   120.00  3.000
 IAN  H3   C3  C2   119.60  3.000
 IAN  C4   C3  C2   120.39  3.000
 IAN  C9   O3  C8   116.18  3.000
 IAN  H4   C4  C5   120.28  3.000
 IAN  H4   C4  C3   120.31  3.000
 IAN  C5   C4  C3   119.40  3.000
 IAN  H5   C5  C6   119.75  3.000
 IAN  H5   C5  C4   120.14  3.000
 IAN  C6   C5  C4   120.12  3.000
 IAN  H6   C6  C5   119.54  3.000
 IAN  H6   C6  C1   119.60  3.000
 IAN  C5   C6  C1   120.86  3.000
 IAN  H7B  C7  H7A  108.03  3.000
 IAN  H7B  C7  H7   107.95  3.000
 IAN  H7A  C7  H7   107.87  3.000
 IAN  H7B  C7  O1   107.64  3.000
 IAN  H7A  C7  O1   112.58  3.000
 IAN  H7   C7  O1   112.60  3.000
 IAN  H8   C8  O3   110.34  3.000
 IAN  H8   C8  P1   107.71  3.000
 IAN  O3   C8  P1   114.70  3.000
 IAN  H8   C8  C1   108.84  3.000
 IAN  O3   C8  C1   107.48  3.000
 IAN  P1   C8  C1   107.61  3.000
 IAN  H9B  C9  H9A  108.23  3.000
 IAN  H9B  C9  H9   107.88  3.000
 IAN  H9A  C9  H9   108.11  3.000
 IAN  H9B  C9  O3   112.98  3.000
 IAN  H9A  C9  O3   112.27  3.000
 IAN  H9   C9  O3   107.17  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
 IAN  CONST_01  C4  C5  C6  C1     0.00   0.0  0
 IAN  CONST_02  C4  C3  C2  C1     0.00   0.0  0
 IAN  CONST_03  C5  C6  C1  C2     0.00   0.0  0
 IAN  CONST_04  C5  C4  C3  C2     0.00   0.0  0
 IAN  CONST_05  C6  C1  C2  C3     0.00   0.0  0
 IAN  CONST_06  C6  C5  C4  C3     0.00   0.0  0
 IAN  CONST_07  C8  C1  C2  C3   180.00   0.0  0
 IAN  CONST_08  C8  C1  C6  C5   180.00   0.0  0
 IAN  CONST_09  H5  C5  C6  C1   180.00   0.0  0
 IAN  CONST_10  H3  C3  C2  C1   180.00   0.0  0
 IAN  CONST_11  H6  C6  C1  C2   180.00   0.0  0
 IAN  CONST_12  H4  C4  C3  C2   180.00   0.0  0
 IAN  CONST_13  H2  C2  C3  C4   180.00   0.0  0
 IAN  Var_01    C8  P1  O1  C7  -132.34  30.0  1
 IAN  Var_02    H7  C7  O1  P1   -58.54  30.0  3
 IAN  Var_03    H9  C9  O3  C8  -163.44  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
 IAN  chir_02  C8  C1  P1  O3  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
 IAN  plan-1  C1  0.020
 IAN  plan-1  C2  0.020
 IAN  plan-1  C3  0.020
 IAN  plan-1  C4  0.020
 IAN  plan-1  C5  0.020
 IAN  plan-1  C6  0.020
 IAN  plan-1  C8  0.020
 IAN  plan-1  H2  0.020
 IAN  plan-1  H3  0.020
 IAN  plan-1  H4  0.020
 IAN  plan-1  H5  0.020
 IAN  plan-1  H6  0.020

