# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 05:23:48 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: (1-hydroxy-2-pyridin-3-ylethane-1,1-diyl)bis(phosphonic acid)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(Cc1cccnc1)([P](O)(O)=O)[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
 RIS  RIS  '(1-hydroxy-2-pyridin-3-ylethane-1,1-diyl)bis(phosphonic acid)'  ligand  24  17  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RIS
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
 RIS  O12   O  OP    -1  -0.930  -1.8367  -3.0493  -0.2792
 RIS  P9    P  P      0   1.167  -1.2467  -2.3899   0.9779
 RIS  O11   O  O      0  -0.933  -1.8850  -1.0105   1.2605
 RIS  O10   O  OP    -1  -0.920  -1.2612  -3.2798   2.2278
 RIS  C8    C  CT     0  -0.280   0.5376  -2.0325   0.5528
 RIS  O13   O  OH1    0  -0.754   1.2108  -1.5830   1.7322
 RIS  P14   P  P      0   1.182   1.5447  -3.5096  -0.0412
 RIS  O16   O  OP    -1  -0.893   1.5360  -3.5492  -1.5776
 RIS  O15   O  OP    -1  -0.892   1.0166  -4.8006   0.5877
 RIS  O17   O  O      0  -0.911   2.9287  -3.1029   0.5567
 RIS  C7    C  CH2    0  -0.527   0.5725  -0.9008  -0.5020
 RIS  C2    C  C      0   0.056   1.9007  -0.2187  -0.6101
 RIS  C1    C  C1     0  -0.210   2.2089   0.8843   0.1766
 RIS  C6    C  C1     0  -0.332   3.4578   1.4840   0.0763
 RIS  C5    C  C1     0  -0.097   4.3712   0.9555  -0.8191
 RIS  N4    N  N      0  -0.423   4.1032  -0.1012  -1.5821
 RIS  C3    C  C1     0  -0.088   2.9082  -0.6682  -1.4643
 RIS  H13   H  HOH1   0   0.409   2.1147  -1.9416   1.5641
 RIS  HC71  H  HCH2   0   0.205   0.2716  -1.3091  -1.4669
 RIS  HC72  H  HCH2   0   0.200  -0.1712  -0.1508  -0.2183
 RIS  HC1   H  H      0   0.239   1.4684   1.2847   0.8584
 RIS  HC6   H  H      0   0.249   3.7173   2.3461   0.6771
 RIS  HC5   H  H      0   0.241   5.3552   1.4003  -0.9298
 RIS  HC3   H  H      0   0.241   2.7187  -1.5468  -2.0698

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
 RIS  O12  P9    deloc     1.537  0.020  1.537
 RIS  P9   O11   deloc     1.546  0.020  1.546
 RIS  P9   O10   deloc     1.534  0.020  1.534
 RIS  P9   C8    single    1.869  0.020  1.869
 RIS  C8   O13   single    1.430  0.020  1.430
 RIS  C8   P14   single    1.884  0.020  1.884
 RIS  C8   C7    single    1.547  0.020  1.547
 RIS  O13  H13   single    0.850  0.020  0.980
 RIS  P14  O16   deloc     1.537  0.020  1.537
 RIS  P14  O15   deloc     1.530  0.020  1.530
 RIS  P14  O17   deloc     1.562  0.020  1.562
 RIS  C7   C2    single    1.497  0.020  1.497
 RIS  C7   HC71  single    0.970  0.020  1.090
 RIS  C7   HC72  single    0.970  0.020  1.090
 RIS  C2   C1    aromatic  1.389  0.020  1.389
 RIS  C2   C3    aromatic  1.395  0.020  1.395
 RIS  C1   C6    aromatic  1.389  0.020  1.389
 RIS  C1   HC1   single    0.930  0.020  1.080
 RIS  C6   C5    aromatic  1.384  0.020  1.384
 RIS  C6   HC6   single    0.930  0.020  1.080
 RIS  C5   N4    aromatic  1.331  0.020  1.331
 RIS  C5   HC5   single    0.930  0.020  1.080
 RIS  N4   C3    aromatic  1.328  0.020  1.328
 RIS  C3   HC3   single    0.930  0.020  1.080

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
 RIS  C8    P9   O10   107.77  3.000
 RIS  C8    P9   O11   105.37  3.000
 RIS  O10   P9   O11   111.39  3.000
 RIS  C8    P9   O12   105.22  3.000
 RIS  O10   P9   O12   114.44  3.000
 RIS  O11   P9   O12   111.95  3.000
 RIS  C7    C8   P14   110.27  3.000
 RIS  C7    C8   O13   108.76  3.000
 RIS  P14   C8   O13   104.76  3.000
 RIS  C7    C8   P9    108.45  3.000
 RIS  P14   C8   P9    115.61  3.000
 RIS  O13   C8   P9    108.78  3.000
 RIS  H13   O13  C8    100.17  3.000
 RIS  O17   P14  O15   111.61  3.000
 RIS  O17   P14  O16   113.23  3.000
 RIS  O15   P14  O16   112.78  3.000
 RIS  O17   P14  C8     98.56  3.000
 RIS  O15   P14  C8    110.33  3.000
 RIS  O16   P14  C8    109.41  3.000
 RIS  HC72  C7   HC71  107.38  3.000
 RIS  HC72  C7   C2    108.04  3.000
 RIS  HC71  C7   C2    110.59  3.000
 RIS  HC72  C7   C8    108.02  3.000
 RIS  HC71  C7   C8    108.86  3.000
 RIS  C2    C7   C8    113.73  3.000
 RIS  C3    C2   C1    116.25  3.000
 RIS  C3    C2   C7    122.55  3.000
 RIS  C1    C2   C7    121.17  3.000
 RIS  HC1   C1   C6    120.03  3.000
 RIS  HC1   C1   C2    119.88  3.000
 RIS  C6    C1   C2    120.09  3.000
 RIS  HC6   C6   C5    120.33  3.000
 RIS  HC6   C6   C1    121.29  3.000
 RIS  C5    C6   C1    118.37  3.000
 RIS  HC5   C5   N4    116.71  3.000
 RIS  HC5   C5   C6    120.51  3.000
 RIS  N4    C5   C6    122.77  3.000
 RIS  C3    N4   C5    118.00  3.000
 RIS  HC3   C3   N4    117.00  3.000
 RIS  HC3   C3   C2    118.49  3.000
 RIS  N4    C3   C2    124.51  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
 RIS  CONST_01  C5   C6   C1  C2      0.00   0.0  0
 RIS  CONST_02  C5   N4   C3  C2      0.00   0.0  0
 RIS  CONST_03  N4   C3   C2  C1      0.00   0.0  0
 RIS  CONST_04  N4   C5   C6  C1      0.00   0.0  0
 RIS  CONST_05  C3   C2   C1  C6      0.00   0.0  0
 RIS  CONST_06  C3   N4   C5  C6      0.00   0.0  0
 RIS  CONST_07  C6   C1   C2  C7    180.00   0.0  0
 RIS  CONST_08  N4   C3   C2  C7    180.00   0.0  0
 RIS  CONST_09  HC6  C6   C1  C2    180.00   0.0  0
 RIS  CONST_10  HC3  C3   C2  C1    180.00   0.0  0
 RIS  CONST_11  HC5  C5   C6  C1    180.00   0.0  0
 RIS  CONST_12  HC1  C1   C6  C5    180.00   0.0  0
 RIS  Var_01    C1   C2   C7  C8    -89.37  30.0  2
 RIS  Var_02    C2   C7   C8  P9    161.46  30.0  3
 RIS  Var_03    O13  C8   P9  O12  -172.21  30.0  3
 RIS  Var_04    O16  P14  C8  P9     94.95  30.0  3

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
 RIS  plan-1  C7   0.020
 RIS  plan-1  C2   0.020
 RIS  plan-1  C1   0.020
 RIS  plan-1  C6   0.020
 RIS  plan-1  C5   0.020
 RIS  plan-1  N4   0.020
 RIS  plan-1  C3   0.020
 RIS  plan-1  HC1  0.020
 RIS  plan-1  HC6  0.020
 RIS  plan-1  HC5  0.020
 RIS  plan-1  HC3  0.020

