# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 06:30:46 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 1-butyl-3-(2-hydroxy-2,2-diphosphonoethyl)-1H-imidazol-3-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCn1cc[n+](CC(O)([P](O)(O)=O)[P](O)(O)=O)c1
#
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
 4GA  4GA  1-butyl-3-(2-hydroxy-2,2-diphosphonoethyl)-1H-imidazol-3-ium  ligand  39  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4GA
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
 4GA  CAA   C  CH3   0  -0.663   7.5058   1.2716  -0.2443
 4GA  OAB   O  OH1   0  -0.720  -3.2130  -1.7885   0.7957
 4GA  OAC   O  OH1   0  -0.738  -3.4849   0.8403  -1.2798
 4GA  OAD   O  OH1   0  -0.654  -0.8502   0.6266   1.4739
 4GA  OAE   O  OH1   0  -0.748  -0.6622  -2.0742   1.0776
 4GA  OAF   O  O     0  -0.676  -1.8121  -2.0494  -1.2883
 4GA  OAG   O  OH1   0  -0.732  -2.4724   2.8049   0.0512
 4GA  OAH   O  O     0  -0.680  -3.8068   1.0846   1.3353
 4GA  CAI   C  CR15  0  -0.084   2.5249  -1.4079  -0.9662
 4GA  CAJ   C  CR15  0  -0.082   1.2870  -1.1228  -1.4306
 4GA  CAK   C  CR15  0   0.270   1.8156   0.3812   0.0806
 4GA  CAL   C  CH2   0  -0.430   6.4587   0.5379   0.5804
 4GA  CAM   C  CH2   0  -0.428   5.1399   0.3880  -0.1675
 4GA  CAN   C  CH2   0  -0.315   4.1033  -0.3331   0.6784
 4GA  CAO   C  CH2   0  -0.350  -0.4236   0.6598  -0.9079
 4GA  NAP   N  NR5   0  -0.414   2.8285  -0.4603  -0.0221
 4GA  NAQ   N  NR5   1  -0.427   0.8628   0.0011  -0.7638
 4GA  CAR   C  CT    0  -0.319  -1.3894   0.2757   0.2278
 4GA  PAS   P  P     0   1.396  -1.8050  -1.5342   0.0953
 4GA  PAT   P  P     0   1.409  -2.9444   1.2819   0.1537
 4GA  HAA   H  HCH3  0   0.222   7.1610   2.2696  -0.5202
 4GA  HAAA  H  HCH3  0   0.233   8.4380   1.3837   0.3094
 4GA  HAAB  H  HCH3  0   0.222   7.7313   0.7340  -1.1668
 4GA  HOAB  H  HOH1  0   0.496  -3.3432  -1.4099   1.6771
 4GA  HOAC  H  HOH1  0   0.510  -4.3816   1.1313  -1.5036
 4GA  HOAD  H  HOH1  0   0.480  -0.4241  -0.1279   1.8999
 4GA  HOAE  H  HOH1  0   0.513  -0.6139  -3.0340   1.1995
 4GA  HOAG  H  HOH1  0   0.503  -2.2130   3.1313  -0.8208
 4GA  HAI   H  HCR5  0   0.336   3.2059  -2.2006  -1.2235
 4GA  HAJ   H  HCR5  0   0.340   0.6797  -1.6167  -2.1674
 4GA  HAK   H  HCR5  0   0.371   1.7833   1.2447   0.7237
 4GA  HAL   H  HCH2  0   0.227   6.8351  -0.4502   0.8601
 4GA  HALA  H  HCH2  0   0.226   6.2848   1.0756   1.5169
 4GA  HAM   H  HCH2  0   0.240   4.7560   1.3740  -0.4450
 4GA  HAMA  H  HCH2  0   0.242   5.3037  -0.1622  -1.0985
 4GA  HAN   H  HCH2  0   0.289   4.4323  -1.3382   0.9390
 4GA  HANA  H  HCH2  0   0.287   3.9121   0.2017   1.6077
 4GA  HAO   H  HCH2  0   0.321  -0.2402   1.7332  -0.8890
 4GA  HAOA  H  HCH2  0   0.326  -0.8219   0.4052  -1.8869

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
 4GA  CAA  CAL   single    1.521  0.020  1.521
 4GA  CAA  HAA   single    0.970  0.020  1.090
 4GA  CAA  HAAA  single    0.970  0.020  1.090
 4GA  CAA  HAAB  single    0.970  0.020  1.090
 4GA  OAB  PAS   single    1.593  0.020  1.593
 4GA  OAB  HOAB  single    0.850  0.020  0.980
 4GA  OAC  HOAC  single    0.850  0.020  0.980
 4GA  OAD  HOAD  single    0.850  0.020  0.980
 4GA  OAE  HOAE  single    0.850  0.020  0.980
 4GA  OAF  PAS   double    1.476  0.020  1.476
 4GA  OAG  HOAG  single    0.850  0.020  0.980
 4GA  OAH  PAT   double    1.476  0.020  1.476
 4GA  CAI  NAP   aromatic  1.372  0.020  1.372
 4GA  CAI  HAI   single    0.930  0.020  1.080
 4GA  CAJ  CAI   aromatic  1.353  0.020  1.353
 4GA  CAJ  NAQ   aromatic  1.374  0.020  1.374
 4GA  CAJ  HAJ   single    0.930  0.020  1.080
 4GA  CAK  HAK   single    0.930  0.020  1.080
 4GA  CAL  CAM   single    1.524  0.020  1.524
 4GA  CAL  HAL   single    0.970  0.020  1.090
 4GA  CAL  HALA  single    0.970  0.020  1.090
 4GA  CAM  CAN   single    1.520  0.020  1.520
 4GA  CAM  HAM   single    0.970  0.020  1.090
 4GA  CAM  HAMA  single    0.970  0.020  1.090
 4GA  CAN  HAN   single    0.970  0.020  1.090
 4GA  CAN  HANA  single    0.970  0.020  1.090
 4GA  CAO  CAR   single    1.540  0.020  1.540
 4GA  CAO  HAO   single    0.970  0.020  1.090
 4GA  CAO  HAOA  single    0.970  0.020  1.090
 4GA  NAP  CAK   aromatic  1.321  0.020  1.321
 4GA  NAP  CAN   single    1.460  0.020  1.460
 4GA  NAQ  CAK   aromatic  1.329  0.020  1.329
 4GA  NAQ  CAO   single    1.452  0.020  1.452
 4GA  CAR  OAD   single    1.402  0.020  1.402
 4GA  CAR  PAT   single    1.854  0.020  1.854
 4GA  PAS  OAE   single    1.601  0.020  1.601
 4GA  PAS  CAR   single    1.862  0.020  1.862
 4GA  PAT  OAC   single    1.594  0.020  1.594
 4GA  PAT  OAG   single    1.598  0.020  1.598

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
 4GA  HAAB  CAA  HAAA  107.66  3.000
 4GA  HAAB  CAA  HAA   107.59  3.000
 4GA  HAAA  CAA  HAA   107.73  3.000
 4GA  HAAB  CAA  CAL   111.27  3.000
 4GA  HAAA  CAA  CAL   111.27  3.000
 4GA  HAA   CAA  CAL   111.14  3.000
 4GA  HOAB  OAB  PAS   117.18  3.000
 4GA  HOAC  OAC  PAT   115.99  3.000
 4GA  HOAD  OAD  CAR   111.48  3.000
 4GA  HOAE  OAE  PAS   116.55  3.000
 4GA  HOAG  OAG  PAT   117.32  3.000
 4GA  HAI   CAI  NAP   122.23  3.000
 4GA  HAI   CAI  CAJ   130.72  3.000
 4GA  NAP   CAI  CAJ   107.05  3.000
 4GA  HAJ   CAJ  NAQ   122.28  3.000
 4GA  HAJ   CAJ  CAI   130.96  3.000
 4GA  NAQ   CAJ  CAI   106.76  3.000
 4GA  HAK   CAK  NAQ   125.97  3.000
 4GA  NAQ   CAK  NAP   108.55  3.000
 4GA  HAK   CAK  NAP   125.47  3.000
 4GA  HALA  CAL  HAL   106.26  3.000
 4GA  HALA  CAL  CAM   109.33  3.000
 4GA  HAL   CAL  CAM   109.54  3.000
 4GA  HALA  CAL  CAA   109.66  3.000
 4GA  HAL   CAL  CAA   109.72  3.000
 4GA  CAM   CAL  CAA   112.15  3.000
 4GA  HAMA  CAM  HAM   106.86  3.000
 4GA  HAMA  CAM  CAN   109.71  3.000
 4GA  HAM   CAM  CAN   109.24  3.000
 4GA  HAMA  CAM  CAL   109.74  3.000
 4GA  HAM   CAM  CAL   109.85  3.000
 4GA  CAN   CAM  CAL   111.33  3.000
 4GA  HANA  CAN  HAN   107.58  3.000
 4GA  HANA  CAN  NAP   107.39  3.000
 4GA  HAN   CAN  NAP   107.35  3.000
 4GA  NAP   CAN  CAM   111.70  3.000
 4GA  HANA  CAN  CAM   111.20  3.000
 4GA  HAN   CAN  CAM   111.41  3.000
 4GA  HAOA  CAO  HAO   107.95  3.000
 4GA  HAOA  CAO  CAR   112.09  3.000
 4GA  HAO   CAO  CAR   109.79  3.000
 4GA  HAOA  CAO  NAQ   107.92  3.000
 4GA  HAO   CAO  NAQ   107.23  3.000
 4GA  CAR   CAO  NAQ   111.67  3.000
 4GA  CAN   NAP  CAK   125.22  3.000
 4GA  CAN   NAP  CAI   125.70  3.000
 4GA  CAK   NAP  CAI   108.91  3.000
 4GA  CAO   NAQ  CAK   124.64  3.000
 4GA  CAO   NAQ  CAJ   126.61  3.000
 4GA  CAK   NAQ  CAJ   108.73  3.000
 4GA  PAT   CAR  PAS   109.73  3.000
 4GA  PAS   CAR  CAO   109.28  3.000
 4GA  PAT   CAR  CAO   111.18  3.000
 4GA  PAS   CAR  OAD   113.10  3.000
 4GA  PAT   CAR  OAD   102.84  3.000
 4GA  CAO   CAR  OAD   110.60  3.000
 4GA  CAR   PAS  OAF   114.02  3.000
 4GA  CAR   PAS  OAE    97.17  3.000
 4GA  OAF   PAS  OAE   117.44  3.000
 4GA  CAR   PAS  OAB   108.74  3.000
 4GA  OAE   PAS  OAB   107.90  3.000
 4GA  OAF   PAS  OAB   110.62  3.000
 4GA  CAR   PAT  OAH   112.68  3.000
 4GA  CAR   PAT  OAG   105.79  3.000
 4GA  OAH   PAT  OAG   110.57  3.000
 4GA  OAG   PAT  OAC   107.85  3.000
 4GA  CAR   PAT  OAC    99.79  3.000
 4GA  OAH   PAT  OAC   118.99  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
 4GA  CONST_01  NAQ  CAK  NAP  CAI     0.00   0.0  0
 4GA  CONST_02  CAK  NAQ  CAJ  CAI     0.00   0.0  0
 4GA  CONST_03  CAK  NAP  CAI  CAJ     0.00   0.0  0
 4GA  CONST_04  NAP  CAK  NAQ  CAJ     0.00   0.0  0
 4GA  CONST_05  NAQ  CAJ  CAI  NAP     0.00   0.0  0
 4GA  CONST_06  CAO  NAQ  CAJ  CAI   180.00   0.0  0
 4GA  CONST_07  CAN  NAP  CAI  CAJ   180.00   0.0  0
 4GA  CONST_08  NAQ  CAK  NAP  CAN   180.00   0.0  0
 4GA  CONST_09  NAP  CAK  NAQ  CAO   180.00   0.0  0
 4GA  CONST_10  HAK  CAK  NAP  CAI   180.00   0.0  0
 4GA  CONST_11  HAI  CAI  NAP  CAK   180.00   0.0  0
 4GA  CONST_12  HAJ  CAJ  NAQ  CAK   180.00   0.0  0
 4GA  Var_01    CAM  CAN  NAP  CAI    80.84  30.0  2
 4GA  Var_02    CAR  CAO  NAQ  CAJ    99.83  30.0  2
 4GA  Var_03    NAQ  CAO  CAR  OAD    59.22  30.0  1
 4GA  Var_04    NAP  CAN  CAM  CAL   178.99  30.0  3
 4GA  Var_05    CAN  CAM  CAL  CAA  -179.37  30.0  3
 4GA  Var_06    CAO  CAR  PAS  OAB  -155.37  30.0  3
 4GA  Var_07    HAA  CAA  CAL  CAM    59.10  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
 4GA  plan-1  CAI  0.020
 4GA  plan-1  CAJ  0.020
 4GA  plan-1  CAK  0.020
 4GA  plan-1  CAN  0.020
 4GA  plan-1  CAO  0.020
 4GA  plan-1  NAP  0.020
 4GA  plan-1  NAQ  0.020
 4GA  plan-1  HAI  0.020
 4GA  plan-1  HAJ  0.020
 4GA  plan-1  HAK  0.020

