# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 11:25:44 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: [2-(1-heptyl-1H-imidazol-3-ium-3-yl)ethane-1,1-diyl]bis(phosphonate)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCn1cc[n+](CC([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
 G76  G76  '[2-(1-heptyl-1H-imidazol-3-ium-3-yl)ethane-1,1-diyl]bis(phosphonate)'  ligand  43  22  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G76
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
 G76  C01   C  CH3    0  -0.662   9.6287   0.4658   0.0272
 G76  C02   C  CH2    0  -0.419   8.2871   0.2220  -0.6501
 G76  C03   C  CH2    0  -0.407   7.1234   0.2095   0.3338
 G76  C04   C  CH2    0  -0.412   5.7753  -0.0431  -0.3295
 G76  C05   C  CH2    0  -0.423   4.6183  -0.0523   0.6622
 G76  C06   C  CH2    0  -0.437   3.2823  -0.3770   0.0069
 G76  C07   C  CH2    0  -0.296   2.1420  -0.3445   1.0141
 G76  N08   N  NR5    0  -0.427   0.8816  -0.7832   0.4378
 G76  C09   C  CR15   0  -0.139   0.2342  -1.9707   0.7008
 G76  C10   C  CR15   0  -0.065  -0.8860  -1.9828  -0.0581
 G76  N11   N  NR5    1  -0.390  -0.8838  -0.8248  -0.7882
 G76  C12   C  CR15   0   0.301   0.1644  -0.1015  -0.4429
 G76  C13   C  CH2    0  -0.311  -1.9530  -0.3534  -1.6629
 G76  C14   C  CH1    0  -0.760  -3.0647   0.3533  -0.9058
 G76  P15   P  P      0   1.192  -4.1058  -0.8313   0.1036
 G76  O16   O  OP    -1  -0.902  -3.5293  -0.9150   1.5188
 G76  O17   O  O      0  -0.923  -5.5329  -0.2626   0.0552
 G76  O18   O  OP    -1  -0.917  -3.9963  -2.1795  -0.6548
 G76  P19   P  P      0   1.188  -2.3985   1.9058  -0.1107
 G76  O20   O  OP    -1  -0.931  -1.7127   2.6397  -1.2863
 G76  O21   O  O      0  -0.909  -3.6114   2.6628   0.4442
 G76  O22   O  OP    -1  -0.877  -1.3805   1.4964   0.9674
 G76  H01   H  HCH3   0   0.216   9.6410   1.4297   0.5399
 G76  H01A  H  HCH3   0   0.215   9.8402  -0.3041   0.7719
 G76  H01B  H  HCH3   0   0.225  10.4489   0.4640  -0.6916
 G76  H02   H  HCH2   0   0.211   8.1135   0.9940  -1.4059
 G76  H02A  H  HCH2   0   0.210   8.3148  -0.7300  -1.1896
 G76  H03   H  HCH2   0   0.207   7.3005  -0.5597   1.0934
 G76  H03A  H  HCH2   0   0.207   7.0934   1.1644   0.8707
 G76  H04   H  HCH2   0   0.212   5.5951   0.7220  -1.0920
 G76  H04A  H  HCH2   0   0.210   5.8056  -1.0013  -0.8600
 G76  H05   H  HCH2   0   0.218   4.8203  -0.7876   1.4479
 G76  H05A  H  HCH2   0   0.219   4.5598   0.9211   1.1608
 G76  H06   H  HCH2   0   0.234   3.0810   0.3366  -0.7974
 G76  H06A  H  HCH2   0   0.235   3.3265  -1.3690  -0.4516
 G76  H07   H  HCH2   0   0.268   2.3551  -1.0059   1.8530
 G76  H07A  H  HCH2   0   0.271   2.0039   0.6589   1.4184
 G76  H09   H  HCR5   0   0.305   0.6254  -2.6905   1.3986
 G76  H10   H  HCR5   0   0.294  -1.7030  -2.6784  -0.1395
 G76  H12   H  HCR5   0   0.322   0.4094   0.8624  -0.8516
 G76  H13   H  HCH2   0   0.230  -1.4836   0.3206  -2.3787
 G76  H13A  H  HCH2   0   0.238  -2.3244  -1.2248  -2.1979
 G76  H14   H  HCH1   0   0.176  -3.7354   0.7056  -1.7019

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
 G76  C01  C02   single    1.523  0.020  1.523
 G76  C02  C03   single    1.524  0.020  1.524
 G76  C03  C04   single    1.523  0.020  1.523
 G76  C04  C05   single    1.524  0.020  1.524
 G76  C05  C06   single    1.523  0.020  1.523
 G76  C06  C07   single    1.522  0.020  1.522
 G76  C07  N08   single    1.454  0.020  1.454
 G76  N08  C09   aromatic  1.378  0.020  1.378
 G76  N08  C12   aromatic  1.325  0.020  1.325
 G76  C09  C10   aromatic  1.353  0.020  1.353
 G76  C10  N11   aromatic  1.369  0.020  1.369
 G76  N11  C12   aromatic  1.320  0.020  1.320
 G76  N11  C13   single    1.460  0.020  1.460
 G76  C13  C14   single    1.519  0.020  1.519
 G76  C14  P15   single    1.872  0.020  1.872
 G76  C14  P19   single    1.867  0.020  1.867
 G76  P15  O16   single    1.530  0.020  1.530
 G76  P15  O17   double    1.537  0.020  1.537
 G76  P15  O18   single    1.551  0.020  1.551
 G76  P19  O20   single    1.546  0.020  1.546
 G76  P19  O21   double    1.534  0.020  1.534
 G76  P19  O22   single    1.538  0.020  1.538
 G76  C01  H01   single    0.970  0.020  1.090
 G76  C01  H01A  single    0.970  0.020  1.090
 G76  C01  H01B  single    0.970  0.020  1.090
 G76  C02  H02   single    0.970  0.020  1.090
 G76  C02  H02A  single    0.970  0.020  1.090
 G76  C03  H03   single    0.970  0.020  1.090
 G76  C03  H03A  single    0.970  0.020  1.090
 G76  C04  H04   single    0.970  0.020  1.090
 G76  C04  H04A  single    0.970  0.020  1.090
 G76  C05  H05   single    0.970  0.020  1.090
 G76  C05  H05A  single    0.970  0.020  1.090
 G76  C06  H06   single    0.970  0.020  1.090
 G76  C06  H06A  single    0.970  0.020  1.090
 G76  C07  H07   single    0.970  0.020  1.090
 G76  C07  H07A  single    0.970  0.020  1.090
 G76  C09  H09   single    0.930  0.020  1.080
 G76  C10  H10   single    0.930  0.020  1.080
 G76  C12  H12   single    0.930  0.020  1.080
 G76  C13  H13   single    0.970  0.020  1.090
 G76  C13  H13A  single    0.970  0.020  1.090
 G76  C14  H14   single    0.970  0.020  1.090

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
 G76  H01B  C01  H01A  107.62  3.000
 G76  H01B  C01  H01   107.61  3.000
 G76  H01A  C01  H01   107.46  3.000
 G76  H01B  C01  C02   111.67  3.000
 G76  H01A  C01  C02   111.17  3.000
 G76  H01   C01  C02   111.11  3.000
 G76  H02A  C02  H02   106.09  3.000
 G76  H02A  C02  C03   109.29  3.000
 G76  H02   C02  C03   109.30  3.000
 G76  H02A  C02  C01   109.65  3.000
 G76  H02   C02  C01   109.52  3.000
 G76  C03   C02  C01   112.77  3.000
 G76  H03A  C03  H03   106.05  3.000
 G76  H03A  C03  C04   109.48  3.000
 G76  H03   C03  C04   109.18  3.000
 G76  H03A  C03  C02   109.27  3.000
 G76  H03   C03  C02   109.27  3.000
 G76  C04   C03  C02   113.33  3.000
 G76  H04A  C04  H04   106.16  3.000
 G76  H04A  C04  C05   109.32  3.000
 G76  H04   C04  C05   109.41  3.000
 G76  H04A  C04  C03   109.35  3.000
 G76  H04   C04  C03   109.45  3.000
 G76  C05   C04  C03   112.92  3.000
 G76  H05A  C05  H05   106.26  3.000
 G76  H05A  C05  C06   109.78  3.000
 G76  H05   C05  C06   109.11  3.000
 G76  H05A  C05  C04   109.36  3.000
 G76  H05   C05  C04   109.33  3.000
 G76  C06   C05  C04   112.79  3.000
 G76  H06A  C06  H06   106.91  3.000
 G76  H06A  C06  C07   109.10  3.000
 G76  H06   C06  C07   109.56  3.000
 G76  H06A  C06  C05   109.77  3.000
 G76  H06   C06  C05   109.80  3.000
 G76  C07   C06  C05   111.59  3.000
 G76  H07A  C07  H07   107.33  3.000
 G76  H07A  C07  N08   108.35  3.000
 G76  H07   C07  N08   106.96  3.000
 G76  H07A  C07  C06   111.10  3.000
 G76  H07   C07  C06   110.50  3.000
 G76  N08   C07  C06   112.39  3.000
 G76  C12   N08  C09   108.42  3.000
 G76  C12   N08  C07   125.29  3.000
 G76  C09   N08  C07   126.29  3.000
 G76  H09   C09  C10   131.20  3.000
 G76  H09   C09  N08   121.96  3.000
 G76  C10   C09  N08   106.84  3.000
 G76  H10   C10  N11   120.50  3.000
 G76  H10   C10  C09   132.59  3.000
 G76  N11   C10  C09   106.87  3.000
 G76  C13   N11  C12   124.17  3.000
 G76  C13   N11  C10   126.28  3.000
 G76  C12   N11  C10   108.99  3.000
 G76  H12   C12  N11   124.96  3.000
 G76  H12   C12  N08   126.20  3.000
 G76  N11   C12  N08   108.79  3.000
 G76  H13A  C13  H13   108.64  3.000
 G76  H13A  C13  C14   111.58  3.000
 G76  H13   C13  C14   110.78  3.000
 G76  H13A  C13  N11   106.63  3.000
 G76  H13   C13  N11   106.14  3.000
 G76  C14   C13  N11   112.80  3.000
 G76  H14   C14  P19   105.05  3.000
 G76  H14   C14  P15   104.71  3.000
 G76  P19   C14  P15   119.66  3.000
 G76  H14   C14  C13   103.57  3.000
 G76  P19   C14  C13   109.75  3.000
 G76  P15   C14  C13   112.41  3.000
 G76  O18   P15  O17   111.83  3.000
 G76  O18   P15  O16   112.21  3.000
 G76  O17   P15  O16   113.53  3.000
 G76  O18   P15  C14   104.30  3.000
 G76  O17   P15  C14   105.38  3.000
 G76  O16   P15  C14   108.88  3.000
 G76  O22   P19  O21   113.65  3.000
 G76  O22   P19  O20   111.45  3.000
 G76  O21   P19  O20   113.06  3.000
 G76  O22   P19  C14   108.26  3.000
 G76  O21   P19  C14   106.40  3.000
 G76  O20   P19  C14   103.25  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
 G76  CONST_01  N11  C10  C09  N08     0.00   0.0  0
 G76  CONST_02  C10  N11  C12  N08     0.00   0.0  0
 G76  CONST_03  N11  C12  N08  C09     0.00   0.0  0
 G76  CONST_04  C12  N11  C10  C09     0.00   0.0  0
 G76  CONST_05  C12  N08  C09  C10     0.00   0.0  0
 G76  CONST_06  C10  C09  N08  C07   180.00   0.0  0
 G76  CONST_07  N11  C12  N08  C07   180.00   0.0  0
 G76  CONST_08  C13  N11  C12  N08   180.00   0.0  0
 G76  CONST_09  C13  N11  C10  C09   180.00   0.0  0
 G76  CONST_10  H10  C10  C09  N08   180.00   0.0  0
 G76  CONST_11  H12  C12  N08  C09   180.00   0.0  0
 G76  CONST_12  H09  C09  C10  N11   180.00   0.0  0
 G76  Var_01    C09  N08  C07  C06   108.34  30.0  2
 G76  Var_02    C14  C13  N11  C10    82.05  30.0  2
 G76  Var_03    N08  C07  C06  C05  -174.17  30.0  3
 G76  Var_04    P15  C14  C13  N11   -71.68  30.0  3
 G76  Var_05    C04  C03  C02  C01  -179.61  30.0  3
 G76  Var_06    C05  C04  C03  C02  -179.94  30.0  3
 G76  Var_07    C06  C05  C04  C03  -177.00  30.0  3
 G76  Var_08    C07  C06  C05  C04  -178.57  30.0  3
 G76  Var_09    O16  P15  C14  C13    92.38  30.0  3
 G76  Var_10    O20  P19  C14  C13    52.32  30.0  3
 G76  Var_11    H01  C01  C02  C03   -60.26  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
 G76  plan-1  C07  0.020
 G76  plan-1  N08  0.020
 G76  plan-1  C09  0.020
 G76  plan-1  C10  0.020
 G76  plan-1  N11  0.020
 G76  plan-1  C12  0.020
 G76  plan-1  C13  0.020
 G76  plan-1  H09  0.020
 G76  plan-1  H10  0.020
 G76  plan-1  H12  0.020

