# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 16:57:48 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: {butane-1,4-diylbis[benzene-4,1-diyl(difluoromethanediyl)]}bis(phosphonic acid)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)C(F)(F)c1ccc(CCCCc2ccc(cc2)C(F)(F)[P](O)(O)=O)cc1
#
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
 FEP  FEP  '{butane-1,4-diylbis[benzene-4,1-diyl(difluoromethanediyl)]}bis(phosphonic acid)'  ligand  50  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FEP
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
 FEP  C1    C  CH2   0  -0.508  -0.9727   0.1359   1.6878
 FEP  C2    C  CH2   0  -0.417   0.2095  -0.0495   0.7332
 FEP  C3    C  CH2   0  -0.417  -0.2081   0.0223  -0.7288
 FEP  C4    C  CH2   0  -0.508   0.9732  -0.1637  -1.6844
 FEP  C5    C  CT    0   0.549   0.8453  -0.1596   7.1851
 FEP  C6    C  CR6   0   0.140  -0.5408   0.0629   3.1233
 FEP  C7    C  CR16  0  -0.294  -0.1281   1.2056   3.8038
 FEP  C8    C  CR16  0  -0.273   0.3276   1.1375   5.1106
 FEP  C9    C  CR6   0  -0.137   0.3803  -0.0894   5.7666
 FEP  C10   C  CR16  0  -0.257  -0.0392  -1.2377   5.1023
 FEP  C11   C  CR16  0  -0.297  -0.4891  -1.1565   3.7944
 FEP  C12   C  CT    0   0.549  -0.8580   0.1533  -7.1759
 FEP  C13   C  CR6   0   0.140   0.5402  -0.0854  -3.1192
 FEP  C14   C  CR16  0  -0.296   0.4756   1.1383  -3.7815
 FEP  C15   C  CR16  0  -0.257   0.0226   1.2247  -5.0878
 FEP  C16   C  CR6   0  -0.138  -0.3872   0.0771  -5.7597
 FEP  C17   C  CR16  0  -0.273  -0.3212  -1.1539  -5.1129
 FEP  C18   C  CR16  0  -0.294   0.1377  -1.2271  -3.8073
 FEP  F1    F  F     0  -0.334   1.8158   0.7689   7.4176
 FEP  F2    F  F     0  -0.330   1.3894  -1.3753   7.4619
 FEP  P1    P  P     0   1.309  -0.4652   0.1536   8.4640
 FEP  OP1   O  O     0  -0.685   0.0420   0.1478   9.8500
 FEP  OP2   O  OH1   0  -0.734  -1.5189  -0.9632   8.0375
 FEP  OP3   O  OH1   0  -0.734  -1.0718   1.5788   8.0717
 FEP  F3    F  F     0  -0.334  -1.8178  -0.7849  -7.4130
 FEP  F4    F  F     0  -0.330  -1.4176   1.3645  -7.4410
 FEP  P2    P  P     0   1.308   0.4520  -0.1334  -8.4618
 FEP  OP4   O  O     0  -0.685  -0.0602  -0.1291  -9.8458
 FEP  OP5   O  OH1   0  -0.734   1.4890   0.9978  -8.0326
 FEP  OP6   O  OH1   0  -0.734   1.0828  -1.5515  -8.0812
 FEP  HC11  H  HCH2  0   0.244  -1.7235  -0.6327   1.4871
 FEP  HC12  H  HCH2  0   0.243  -1.4462   1.1013   1.4922
 FEP  HC21  H  HCH2  0   0.228   0.9641   0.7163   0.9383
 FEP  HC22  H  HCH2  0   0.228   0.6849  -1.0145   0.9340
 FEP  HC31  H  HCH2  0   0.228  -0.9633  -0.7431  -0.9341
 FEP  HC32  H  HCH2  0   0.228  -0.6836   0.9875  -0.9285
 FEP  HC41  H  HCH2  0   0.244   1.7261   0.6023  -1.4815
 FEP  HC42  H  HCH2  0   0.243   1.4441  -1.1311  -1.4921
 FEP  HC7   H  HCR6  0   0.256  -0.1647   2.1670   3.3058
 FEP  HC8   H  HCR6  0   0.272   0.6437   2.0476   5.6029
 FEP  H10   H  HCR6  0   0.266  -0.0160  -2.2020   5.5915
 FEP  H11   H  HCR6  0   0.256  -0.8066  -2.0605   3.2890
 FEP  H14   H  HCR6  0   0.256   0.7850   2.0418  -3.2704
 FEP  H15   H  HCR6  0   0.266  -0.0104   2.1923  -5.5699
 FEP  H17   H  HCR6  0   0.272  -0.6289  -2.0636  -5.6113
 FEP  H18   H  HCR6  0   0.256   0.1843  -2.1916  -3.3162
 FEP  HO2   H  HOH1  0   0.509  -2.1885  -1.1740   8.7048
 FEP  HO3   H  HOH1  0   0.502  -1.6674   1.6080   7.3108
 FEP  HO5   H  HOH1  0   0.509   2.1697   1.2055  -8.6894
 FEP  HO6   H  HOH1  0   0.501   1.6718  -1.5779  -7.3149

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
 FEP  C1   C2    single    1.531  0.020  1.531
 FEP  C1   C6    single    1.501  0.020  1.501
 FEP  C1   HC11  single    0.970  0.020  1.090
 FEP  C1   HC12  single    0.970  0.020  1.090
 FEP  C2   C3    single    1.522  0.020  1.522
 FEP  C2   HC21  single    0.970  0.020  1.090
 FEP  C2   HC22  single    0.970  0.020  1.090
 FEP  C3   C4    single    1.531  0.020  1.531
 FEP  C3   HC31  single    0.970  0.020  1.090
 FEP  C3   HC32  single    0.970  0.020  1.090
 FEP  C4   C13   single    1.501  0.020  1.501
 FEP  C4   HC41  single    0.970  0.020  1.090
 FEP  C4   HC42  single    0.970  0.020  1.090
 FEP  C5   C9    single    1.494  0.020  1.494
 FEP  C5   F1    single    1.363  0.020  1.363
 FEP  C5   F2    single    1.360  0.020  1.360
 FEP  C5   P1    single    1.858  0.020  1.858
 FEP  C6   C7    aromatic  1.393  0.020  1.393
 FEP  C6   C11   aromatic  1.393  0.020  1.393
 FEP  C7   C8    aromatic  1.386  0.020  1.386
 FEP  C7   HC7   single    0.930  0.020  1.080
 FEP  C8   C9    aromatic  1.392  0.020  1.392
 FEP  C8   HC8   single    0.930  0.020  1.080
 FEP  C9   C10   aromatic  1.391  0.020  1.391
 FEP  C10  C11   aromatic  1.385  0.020  1.385
 FEP  C10  H10   single    0.930  0.020  1.080
 FEP  C11  H11   single    0.930  0.020  1.080
 FEP  C12  C16   single    1.494  0.020  1.494
 FEP  C12  F3    single    1.363  0.020  1.363
 FEP  C12  F4    single    1.360  0.020  1.360
 FEP  C12  P2    single    1.858  0.020  1.858
 FEP  C13  C14   aromatic  1.393  0.020  1.393
 FEP  C13  C18   aromatic  1.392  0.020  1.392
 FEP  C14  C15   aromatic  1.385  0.020  1.385
 FEP  C14  H14   single    0.930  0.020  1.080
 FEP  C15  C16   aromatic  1.392  0.020  1.392
 FEP  C15  H15   single    0.930  0.020  1.080
 FEP  C16  C17   aromatic  1.392  0.020  1.392
 FEP  C17  C18   aromatic  1.386  0.020  1.386
 FEP  C17  H17   single    0.930  0.020  1.080
 FEP  C18  H18   single    0.930  0.020  1.080
 FEP  P1   OP1   double    1.476  0.020  1.476
 FEP  P1   OP2   single    1.594  0.020  1.594
 FEP  P1   OP3   single    1.598  0.020  1.598
 FEP  OP2  HO2   single    0.850  0.020  0.980
 FEP  OP3  HO3   single    0.850  0.020  0.980
 FEP  P2   OP4   double    1.476  0.020  1.476
 FEP  P2   OP5   single    1.594  0.020  1.594
 FEP  P2   OP6   single    1.598  0.020  1.598
 FEP  OP5  HO5   single    0.850  0.020  0.980
 FEP  OP6  HO6   single    0.850  0.020  0.980

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
 FEP  HC12  C1   HC11  106.90  3.000
 FEP  HC12  C1   C6    109.81  3.000
 FEP  HC11  C1   C6    109.82  3.000
 FEP  HC12  C1   C2    109.26  3.000
 FEP  HC11  C1   C2    109.32  3.000
 FEP  C6    C1   C2    111.61  3.000
 FEP  HC22  C2   HC21  106.44  3.000
 FEP  HC22  C2   C3    109.69  3.000
 FEP  HC21  C2   C3    109.64  3.000
 FEP  HC22  C2   C1    109.14  3.000
 FEP  HC21  C2   C1    109.33  3.000
 FEP  C3    C2   C1    112.42  3.000
 FEP  HC32  C3   HC31  106.42  3.000
 FEP  HC32  C3   C4    109.18  3.000
 FEP  HC31  C3   C4    109.29  3.000
 FEP  HC32  C3   C2    109.64  3.000
 FEP  HC31  C3   C2    109.66  3.000
 FEP  C4    C3   C2    112.46  3.000
 FEP  HC42  C4   HC41  106.91  3.000
 FEP  HC42  C4   C13   109.80  3.000
 FEP  HC41  C4   C13   109.85  3.000
 FEP  HC42  C4   C3    109.28  3.000
 FEP  HC41  C4   C3    109.30  3.000
 FEP  C13   C4   C3    111.58  3.000
 FEP  P1    C5   F2    107.02  3.000
 FEP  P1    C5   F1    105.66  3.000
 FEP  F2    C5   F1    106.81  3.000
 FEP  P1    C5   C9    115.22  3.000
 FEP  F2    C5   C9    111.07  3.000
 FEP  F1    C5   C9    110.58  3.000
 FEP  C11   C6   C7    118.16  3.000
 FEP  C11   C6   C1    120.94  3.000
 FEP  C7    C6   C1    120.85  3.000
 FEP  HC7   C7   C8    119.22  3.000
 FEP  HC7   C7   C6    119.58  3.000
 FEP  C8    C7   C6    121.20  3.000
 FEP  HC8   C8   C9    121.06  3.000
 FEP  HC8   C8   C7    118.94  3.000
 FEP  C9    C8   C7    120.00  3.000
 FEP  C10   C9   C8    119.40  3.000
 FEP  C10   C9   C5    120.55  3.000
 FEP  C8    C9   C5    120.02  3.000
 FEP  H10   C10  C11   119.10  3.000
 FEP  H10   C10  C9    120.89  3.000
 FEP  C11   C10  C9    120.01  3.000
 FEP  H11   C11  C10   119.12  3.000
 FEP  H11   C11  C6    119.66  3.000
 FEP  C10   C11  C6    121.22  3.000
 FEP  P2    C12  F4    107.01  3.000
 FEP  P2    C12  F3    105.66  3.000
 FEP  F4    C12  F3    106.82  3.000
 FEP  P2    C12  C16   115.21  3.000
 FEP  F4    C12  C16   111.08  3.000
 FEP  F3    C12  C16   110.59  3.000
 FEP  C18   C13  C14   118.16  3.000
 FEP  C18   C13  C4    120.87  3.000
 FEP  C14   C13  C4    120.92  3.000
 FEP  H14   C14  C15   119.10  3.000
 FEP  H14   C14  C13   119.68  3.000
 FEP  C15   C14  C13   121.22  3.000
 FEP  H15   C15  C16   120.91  3.000
 FEP  H15   C15  C14   119.09  3.000
 FEP  C16   C15  C14   120.01  3.000
 FEP  C17   C16  C15   119.40  3.000
 FEP  C17   C16  C12   120.02  3.000
 FEP  C15   C16  C12   120.55  3.000
 FEP  H17   C17  C18   118.93  3.000
 FEP  H17   C17  C16   121.06  3.000
 FEP  C18   C17  C16   120.01  3.000
 FEP  H18   C18  C17   119.23  3.000
 FEP  H18   C18  C13   119.58  3.000
 FEP  C17   C18  C13   121.20  3.000
 FEP  OP3   P1   OP2   107.96  3.000
 FEP  OP3   P1   OP1   111.38  3.000
 FEP  OP2   P1   OP1   118.41  3.000
 FEP  OP3   P1   C5    104.43  3.000
 FEP  OP2   P1   C5     99.44  3.000
 FEP  OP1   P1   C5    113.79  3.000
 FEP  HO2   OP2  P1    115.16  3.000
 FEP  HO3   OP3  P1    117.01  3.000
 FEP  OP6   P2   OP5   107.99  3.000
 FEP  OP6   P2   OP4   111.28  3.000
 FEP  OP5   P2   OP4   118.45  3.000
 FEP  OP6   P2   C12   104.50  3.000
 FEP  OP5   P2   C12    99.38  3.000
 FEP  OP4   P2   C12   113.82  3.000
 FEP  HO5   OP5  P2    115.28  3.000
 FEP  HO6   OP6  P2    116.97  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
 FEP  CONST_01  C9   C8   C7   C6      0.00   0.0  0
 FEP  CONST_02  C9   C10  C11  C6      0.00   0.0  0
 FEP  CONST_03  C10  C11  C6   C7      0.00   0.0  0
 FEP  CONST_04  C10  C9   C8   C7      0.00   0.0  0
 FEP  CONST_05  C11  C6   C7   C8      0.00   0.0  0
 FEP  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 FEP  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 FEP  CONST_08  C16  C17  C18  C13     0.00   0.0  0
 FEP  CONST_09  C17  C18  C13  C14     0.00   0.0  0
 FEP  CONST_10  C17  C16  C15  C14     0.00   0.0  0
 FEP  CONST_11  C18  C13  C14  C15     0.00   0.0  0
 FEP  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 FEP  CONST_13  C8   C7   C6   C1    180.00   0.0  0
 FEP  CONST_14  C10  C11  C6   C1    180.00   0.0  0
 FEP  CONST_15  C15  C14  C13  C4    180.00   0.0  0
 FEP  CONST_16  C17  C18  C13  C4    180.00   0.0  0
 FEP  CONST_17  C7   C8   C9   C5    180.00   0.0  0
 FEP  CONST_18  C11  C10  C9   C5    180.00   0.0  0
 FEP  CONST_19  C14  C15  C16  C12   180.00   0.0  0
 FEP  CONST_20  C18  C17  C16  C12   180.00   0.0  0
 FEP  CONST_21  HC8  C8   C7   C6    180.00   0.0  0
 FEP  CONST_22  H10  C10  C11  C6    180.00   0.0  0
 FEP  CONST_23  H11  C11  C6   C7    180.00   0.0  0
 FEP  CONST_24  HC7  C7   C8   C9    180.00   0.0  0
 FEP  CONST_25  H15  C15  C14  C13   180.00   0.0  0
 FEP  CONST_26  H17  C17  C18  C13   180.00   0.0  0
 FEP  CONST_27  H18  C18  C13  C14   180.00   0.0  0
 FEP  CONST_28  H14  C14  C15  C16   180.00   0.0  0
 FEP  Var_01    C7   C6   C1   C2     89.02  30.0  2
 FEP  Var_02    C14  C13  C4   C3     87.51  30.0  2
 FEP  Var_03    F1   C5   C9   C8    -34.40  30.0  2
 FEP  Var_04    F3   C12  C16  C15  -147.56  30.0  2
 FEP  Var_05    C13  C4   C3   C2   -179.83  30.0  3
 FEP  Var_06    C6   C1   C2   C3   -179.96  30.0  1
 FEP  Var_07    OP1  P1   C5   C9   -176.92  30.0  3
 FEP  Var_08    OP4  P2   C12  C16   176.64  30.0  3
 FEP  Var_09    C4   C3   C2   C1   -179.97  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
 FEP  plan-1  C1   0.020
 FEP  plan-1  C5   0.020
 FEP  plan-1  C6   0.020
 FEP  plan-1  C7   0.020
 FEP  plan-1  C8   0.020
 FEP  plan-1  C9   0.020
 FEP  plan-1  C10  0.020
 FEP  plan-1  C11  0.020
 FEP  plan-1  HC7  0.020
 FEP  plan-1  HC8  0.020
 FEP  plan-1  H10  0.020
 FEP  plan-1  H11  0.020
 FEP  plan-2  C4   0.020
 FEP  plan-2  C12  0.020
 FEP  plan-2  C13  0.020
 FEP  plan-2  C14  0.020
 FEP  plan-2  C15  0.020
 FEP  plan-2  C16  0.020
 FEP  plan-2  C17  0.020
 FEP  plan-2  C18  0.020
 FEP  plan-2  H14  0.020
 FEP  plan-2  H15  0.020
 FEP  plan-2  H17  0.020
 FEP  plan-2  H18  0.020

