# 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
#
# Restraints Editor Exclusively Ligands (REEL)
#   - a module of PHENIX
#   - file written: Thu Sep  1 14:19:28 2022
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  2021-09-01
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
edited for neutron 
;
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    0     .         -1.8336   -3.0529   -0.2771
RIS         P9     P   P     0     .         -1.2436   -2.3935    0.9800
RIS         O11    O   OP    0     .         -1.8819   -1.0141    1.2626
RIS         O10    O   OP    0     .         -1.2581   -3.2834    2.2299
RIS         C8     C   CT    0     .          0.5407   -2.0361    0.5549
RIS         O13    O   OH1   0     .          1.2139   -1.5866    1.7343
RIS         P14    P   P     0     .          1.5478   -3.5132   -0.0391
RIS         O16    O   OP    0     .          1.5391   -3.5528   -1.5755
RIS         O15    O   OP    0     .          1.0197   -4.8042    0.5898
RIS         O17    O   OP    0     .          2.9318   -3.1065    0.5588
RIS         C7     C   CH2   0     .          0.5756   -0.9044   -0.4999
RIS         C2     C   CR6   0     .          1.9038   -0.2223   -0.6080
RIS         C1     C   CR16  0     .          2.2120    0.8807    0.1787
RIS         C6     C   CR16  0     .          3.4609    1.4804    0.0784
RIS         C5     C   CR16  0     .          4.3743    0.9519   -0.8170
RIS         N4     N   N     0     .          4.1063   -0.1048   -1.5800
RIS         C3     C   CR16  0     .          2.9113   -0.6718   -1.4622
RIS         H13    H   HOH1  0     .          2.1178   -1.9452    1.5662
RIS        HC71    H   HCH2  0     .          0.2747   -1.3127   -1.4648
RIS        HC72    H   HCH2  0     .         -0.1681   -0.1544   -0.2162
RIS         HC1    H   HCR6  0     .          1.4715    1.2811    0.8605
RIS         HC6    H   HCR6  0     .          3.7204    2.3425    0.6792
RIS         HC5    H   HCR6  0     .          5.3583    1.3967   -0.9277
RIS         HC3    H   HCR6  0     .          2.7218   -1.5504   -2.0677
RIS         RSH    H   H     0     .          4.6831   -0.3078   -2.3791
#
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    aromatic      1.537 0.02   1.537
RIS   P9      O11   aromatic      1.546 0.02   1.546
RIS   P9      O10   aromatic      1.534 0.02   1.534
RIS   P9      C8    single        1.869 0.02   1.869
RIS   C8      O13   single        1.430 0.02   1.43
RIS   C8      P14   single        1.884 0.02   1.884
RIS   C8      C7    single        1.547 0.02   1.547
RIS   O13     H13   single        0.850 0.02   0.98
RIS   P14     O16   aromatic      1.537 0.02   1.537
RIS   P14     O15   aromatic      1.530 0.02   1.53
RIS   P14     O17   aromatic      1.562 0.02   1.562
RIS   C7      C2    single        1.497 0.02   1.497
RIS   C7     HC71   single        0.970 0.02   1.09
RIS   C7     HC72   single        0.970 0.02   1.09
RIS   C2      C1    aromatic      1.389 0.02   1.389
RIS   C2      C3    aromatic      1.395 0.02   1.395
RIS   C1      C6    aromatic      1.389 0.02   1.389
RIS   C1      HC1   single        0.930 0.02   1.08
RIS   C6      C5    aromatic      1.384 0.02   1.384
RIS   C6      HC6   single        0.930 0.02   1.08
RIS   C5      N4    aromatic      1.331 0.02   1.331
RIS   C5      HC5   single        0.930 0.02   1.08
RIS   N4      C3    aromatic      1.328 0.02   1.328
RIS   C3      HC3   single        0.930 0.02   1.08
RIS   RSH     N4    single        0.860 0.02   1.02
#
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 3.0
RIS   C8      P9      O11         105.38 3.0
RIS   O10     P9      O11         111.39 3.0
RIS   C8      P9      O12         105.22 3.0
RIS   O10     P9      O12         114.44 3.0
RIS   O11     P9      O12         111.95 3.0
RIS   C7      C8      P14         110.27 3.0
RIS   C7      C8      O13         108.76 3.0
RIS   P14     C8      O13         104.76 3.0
RIS   C7      C8      P9          108.45 3.0
RIS   P14     C8      P9          115.61 3.0
RIS   O13     C8      P9          108.78 3.0
RIS   H13     O13     C8          100.16 3.0
RIS   O17     P14     O15         111.61 3.0
RIS   O17     P14     O16         113.23 3.0
RIS   O15     P14     O16         112.78 3.0
RIS   O17     P14     C8           98.56 3.0
RIS   O15     P14     C8          110.33 3.0
RIS   O16     P14     C8          109.41 3.0
RIS  HC72     C7     HC71         107.38 3.0
RIS  HC72     C7      C2          108.03 3.0
RIS  HC71     C7      C2          110.59 3.0
RIS  HC72     C7      C8          108.02 3.0
RIS  HC71     C7      C8          108.86 3.0
RIS   C2      C7      C8          113.73 3.0
RIS   C3      C2      C1          116.25 3.0
RIS   C3      C2      C7          122.55 3.0
RIS   C1      C2      C7          121.17 3.0
RIS   HC1     C1      C6          120.03 3.0
RIS   HC1     C1      C2          119.88 3.0
RIS   C6      C1      C2          120.09 3.0
RIS   HC6     C6      C5          120.33 3.0
RIS   HC6     C6      C1          121.29 3.0
RIS   C5      C6      C1          118.38 3.0
RIS   HC5     C5      N4          116.71 3.0
RIS   HC5     C5      C6          120.52 3.0
RIS   N4      C5      C6          122.77 3.0
RIS   RSH     N4      C3          120.01 3.0
RIS   RSH     N4      C5          120.01 3.0
RIS   C3      N4      C5          118.00 3.0
RIS   HC3     C3      N4          117.00 3.0
RIS   HC3     C3      C2          118.49 3.0
RIS   N4      C3      C2          124.51 3.0
#
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
#
