# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 05:20:58 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 1-(3',4'-dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1(CC1)c2ccc(c(F)c2)c3ccc(Cl)c(Cl)c3
#
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
 H50  H50  '1-(3',4'-dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid'  ligand  32  21  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H50
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
 H50  CAL  C   CH2   0  -0.456  -5.2434   1.7329   0.0867
 H50  CAM  C   CH2   0  -0.453  -5.2535   0.9666  -1.1803
 H50  CAU  C   CT    0  -0.254  -4.4833   0.4286   0.0060
 H50  CAN  C   C     0   0.581  -5.1188  -0.7238   0.7031
 H50  OAB  O   O     0  -0.452  -6.3118  -0.8704   0.8222
 H50  OAA  O   OH1   0  -0.586  -4.2294  -1.5813   1.1813
 H50  CAS  C   CR6   0   0.143  -2.9918   0.4681  -0.0248
 H50  CAJ  C   CR16  0  -0.443  -2.2945  -0.1881  -1.0320
 H50  CAO  C   CR6   0   0.545  -0.9155  -0.1601  -1.0314
 H50  FAC  F   F     0  -0.305  -0.2694  -0.7804  -2.0314
 H50  CAH  C   CR16  0  -0.296  -2.2770   1.1451   0.9574
 H50  CAI  C   CR16  0  -0.263  -0.8924   1.1613   0.9350
 H50  CAT  C   CR6   0  -0.157  -0.1731   0.5004  -0.0607
 H50  CAR  C   CR6   0   0.101   1.3023   0.5382  -0.0772
 H50  CAK  C   CR16  0  -0.261   2.0541  -0.6265  -0.2069
 H50  CAQ  C   CR6   0   0.022   3.4382  -0.5757  -0.1763
 H50  CL1  CL  CL    0  -0.094   4.3357  -2.0379  -0.3296
 H50  CAP  C   CR6   0  -0.015   4.0926   0.6412  -0.0189
 H50  CL2  CL  CL    0  -0.093   5.8111   0.7181   0.0244
 H50  CAF  C   CR16  0  -0.200   3.3506   1.8052   0.1075
 H50  CAG  C   CR16  0  -0.299   1.9682   1.7525   0.0776
 H50  H1   H   HCH2  0   0.272  -4.6413   2.6308   0.1377
 H50  H2   H   HCH2  0   0.272  -6.1409   1.7542   0.6901
 H50  H3   H   HCH2  0   0.272  -6.1582   0.4463  -1.4654
 H50  H4   H   HCH2  0   0.272  -4.6607   1.3334  -2.0080
 H50  H5   H   HOH1  0   0.483  -4.6853  -2.3127   1.6246
 H50  H6   H   HCR6  0   0.278  -2.8199  -0.7099  -1.8225
 H50  H7   H   HCR6  0   0.263  -2.8055   1.6616   1.7484
 H50  H8   H   HCR6  0   0.271  -0.3516   1.6829   1.7147
 H50  H9   H   HCR6  0   0.284   1.5694  -1.5881  -0.3048
 H50  H10  H   HCR6  0   0.292   3.8560   2.7540   0.2248
 H50  H11  H   HCR6  0   0.275   1.4043   2.6717   0.1671

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
 H50  CL2  CAP  single    1.721  0.020  1.721
 H50  CAP  CAQ  aromatic  1.391  0.020  1.391
 H50  CAP  CAF  aromatic  1.386  0.020  1.386
 H50  CL1  CAQ  single    1.723  0.020  1.723
 H50  CAQ  CAK  aromatic  1.385  0.020  1.385
 H50  CAF  CAG  aromatic  1.384  0.020  1.384
 H50  CAK  CAR  aromatic  1.392  0.020  1.392
 H50  CAG  CAR  aromatic  1.394  0.020  1.394
 H50  CAR  CAT  single    1.476  0.020  1.476
 H50  CAT  CAI  aromatic  1.395  0.020  1.395
 H50  CAT  CAO  aromatic  1.389  0.020  1.389
 H50  FAC  CAO  single    1.342  0.020  1.342
 H50  CAI  CAH  aromatic  1.385  0.020  1.385
 H50  CAO  CAJ  aromatic  1.379  0.020  1.379
 H50  CAH  CAS  aromatic  1.391  0.020  1.391
 H50  CAJ  CAS  aromatic  1.390  0.020  1.390
 H50  CAS  CAU  single    1.492  0.020  1.492
 H50  CAU  CAL  single    1.512  0.020  1.512
 H50  CAU  CAM  single    1.513  0.020  1.513
 H50  CAU  CAN  single    1.489  0.020  1.489
 H50  OAB  CAN  double    1.208  0.020  1.208
 H50  CAL  CAM  single    1.481  0.020  1.481
 H50  CAN  OAA  single    1.325  0.020  1.325
 H50  CAL  H1   single    0.970  0.020  1.090
 H50  CAL  H2   single    0.970  0.020  1.090
 H50  CAM  H3   single    0.970  0.020  1.090
 H50  CAM  H4   single    0.970  0.020  1.090
 H50  OAA  H5   single    0.850  0.020  0.980
 H50  CAJ  H6   single    0.930  0.020  1.080
 H50  CAH  H7   single    0.930  0.020  1.080
 H50  CAI  H8   single    0.930  0.020  1.080
 H50  CAK  H9   single    0.930  0.020  1.080
 H50  CAF  H10  single    0.930  0.020  1.080
 H50  CAG  H11  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
 H50  H2   CAL  H1   114.77  3.000
 H50  H2   CAL  CAU  117.64  3.000
 H50  H1   CAL  CAU  116.01  3.000
 H50  H2   CAL  CAM  118.80  3.000
 H50  H1   CAL  CAM  118.26  3.000
 H50  CAU  CAL  CAM   60.74  3.000
 H50  H4   CAM  H3   114.80  3.000
 H50  H4   CAM  CAU  116.18  3.000
 H50  H3   CAM  CAU  117.47  3.000
 H50  H4   CAM  CAL  118.38  3.000
 H50  H3   CAM  CAL  118.69  3.000
 H50  CAU  CAM  CAL   60.64  3.000
 H50  CAS  CAU  CAN  117.17  3.000
 H50  CAN  CAU  CAM  115.14  3.000
 H50  CAS  CAU  CAM  118.89  3.000
 H50  CAN  CAU  CAL  115.34  3.000
 H50  CAM  CAU  CAL   58.61  3.000
 H50  CAS  CAU  CAL  118.73  3.000
 H50  OAA  CAN  OAB  123.29  3.000
 H50  OAA  CAN  CAU  112.54  3.000
 H50  OAB  CAN  CAU  124.16  3.000
 H50  H5   OAA  CAN  109.74  3.000
 H50  CAH  CAS  CAJ  118.94  3.000
 H50  CAJ  CAS  CAU  120.25  3.000
 H50  CAH  CAS  CAU  120.80  3.000
 H50  H6   CAJ  CAO  119.67  3.000
 H50  H6   CAJ  CAS  120.87  3.000
 H50  CAO  CAJ  CAS  119.45  3.000
 H50  CAT  CAO  FAC  118.88  3.000
 H50  FAC  CAO  CAJ  118.13  3.000
 H50  CAT  CAO  CAJ  122.97  3.000
 H50  H7   CAH  CAI  119.63  3.000
 H50  H7   CAH  CAS  119.83  3.000
 H50  CAI  CAH  CAS  120.54  3.000
 H50  H8   CAI  CAT  118.99  3.000
 H50  H8   CAI  CAH  119.56  3.000
 H50  CAT  CAI  CAH  121.44  3.000
 H50  CAR  CAT  CAI  120.75  3.000
 H50  CAI  CAT  CAO  116.65  3.000
 H50  CAR  CAT  CAO  122.59  3.000
 H50  CAG  CAR  CAK  118.77  3.000
 H50  CAG  CAR  CAT  119.91  3.000
 H50  CAK  CAR  CAT  121.29  3.000
 H50  H9   CAK  CAQ  118.84  3.000
 H50  H9   CAK  CAR  120.69  3.000
 H50  CAQ  CAK  CAR  120.45  3.000
 H50  CAP  CAQ  CL1  120.51  3.000
 H50  CL1  CAQ  CAK  119.18  3.000
 H50  CAP  CAQ  CAK  120.31  3.000
 H50  CAF  CAP  CL2  119.65  3.000
 H50  CAF  CAP  CAQ  119.56  3.000
 H50  CL2  CAP  CAQ  120.79  3.000
 H50  H10  CAF  CAG  120.18  3.000
 H50  H10  CAF  CAP  119.77  3.000
 H50  CAG  CAF  CAP  120.05  3.000
 H50  H11  CAG  CAF  119.11  3.000
 H50  H11  CAG  CAR  120.03  3.000
 H50  CAF  CAG  CAR  120.86  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
 H50  CONST_01  CAT  CAI  CAH  CAS     0.00   0.0  0
 H50  CONST_02  CAT  CAO  CAJ  CAS     0.00   0.0  0
 H50  CONST_03  CAR  CAT  CAO  CAJ   180.00   0.0  0
 H50  CONST_04  CAI  CAT  CAO  CAJ     0.00   0.0  0
 H50  CONST_05  CAI  CAH  CAS  CAJ     0.00   0.0  0
 H50  CONST_08  CAH  CAI  CAT  CAO     0.00   0.0  0
 H50  CONST_09  CAH  CAS  CAJ  CAO     0.00   0.0  0
 H50  CONST_10  CAR  CAT  CAI  CAH   180.00   0.0  0
 H50  CONST_13  CAQ  CAK  CAR  CAT   180.00   0.0  0
 H50  CONST_14  CAF  CAG  CAR  CAT   180.00   0.0  0
 H50  CONST_15  CAP  CAQ  CAK  CAR     0.00   0.0  0
 H50  CONST_16  CAP  CAF  CAG  CAR     0.00   0.0  0
 H50  CONST_17  CAF  CAP  CAQ  CAK     0.00   0.0  0
 H50  CONST_18  CAF  CAG  CAR  CAK     0.00   0.0  0
 H50  CONST_19  CAG  CAF  CAP  CAQ     0.00   0.0  0
 H50  CONST_20  CAG  CAR  CAK  CAQ     0.00   0.0  0
 H50  CONST_21  CAI  CAH  CAS  CAU   180.00   0.0  0
 H50  CONST_22  CAO  CAJ  CAS  CAU   180.00   0.0  0
 H50  CONST_23  FAC  CAO  CAJ  CAS   180.00   0.0  0
 H50  CONST_24  CAR  CAT  CAO  FAC     0.00   0.0  0
 H50  CONST_25  CAI  CAT  CAO  FAC   180.00   0.0  0
 H50  CONST_26  CL1  CAQ  CAK  CAR   180.00   0.0  0
 H50  CONST_27  CL2  CAP  CAQ  CAK   180.00   0.0  0
 H50  CONST_28  CAF  CAP  CAQ  CL1   180.00   0.0  0
 H50  CONST_29  CAG  CAF  CAP  CL2   180.00   0.0  0
 H50  CONST_30  H7   CAH  CAS  CAU     0.00   0.0  0
 H50  CONST_31  H6   CAJ  CAS  CAU     0.00   0.0  0
 H50  CONST_32  H8   CAI  CAH  CAS   180.00   0.0  0
 H50  CONST_33  H9   CAK  CAR  CAT     0.00   0.0  0
 H50  CONST_34  H11  CAG  CAR  CAT     0.00   0.0  0
 H50  CONST_35  H10  CAF  CAG  CAR   180.00   0.0  0
 H50  CONST_36  H5   OAA  CAN  CAU   180.00   0.0  0
 H50  Var_01    CAH  CAS  CAU  CAL    53.74  30.0  2
 H50  Var_02    CAS  CAU  CAM  CAL  -107.85  30.0  1
 H50  Var_03    OAB  CAN  CAU  CAL    31.52  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 H50  chir_01  CAU  CAL  CAM  CAN  both

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
 H50  plan-1  CAU  0.020
 H50  plan-1  CAS  0.020
 H50  plan-1  CAJ  0.020
 H50  plan-1  CAO  0.020
 H50  plan-1  FAC  0.020
 H50  plan-1  CAH  0.020
 H50  plan-1  CAI  0.020
 H50  plan-1  CAT  0.020
 H50  plan-1  CAR  0.020
 H50  plan-1  H6   0.020
 H50  plan-1  H7   0.020
 H50  plan-1  H8   0.020
 H50  plan-2  CAT  0.020
 H50  plan-2  CAR  0.020
 H50  plan-2  CAK  0.020
 H50  plan-2  CAQ  0.020
 H50  plan-2  CL1  0.020
 H50  plan-2  CAP  0.020
 H50  plan-2  CL2  0.020
 H50  plan-2  CAF  0.020
 H50  plan-2  CAG  0.020
 H50  plan-2  H9   0.020
 H50  plan-2  H10  0.020
 H50  plan-2  H11  0.020
 H50  plan-3  CAU  0.020
 H50  plan-3  CAN  0.020
 H50  plan-3  OAB  0.020
 H50  plan-3  OAA  0.020
 H50  plan-3  H5   0.020

