# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 11:14:19 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: (1S,2S)-2-(3,4-dichlorobenzoyl)cyclopropanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1C[C@@H]1C(=O)c2ccc(Cl)c(Cl)c2
#
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
 1HR  1HR  '(1S,2S)-2-(3,4-dichlorobenzoyl)cyclopropanecarboxylic acid'  ligand  23  16  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1HR
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
 1HR  OAA  O   OC    -1  -0.609  -5.0498  -0.8298  -1.4319
 1HR  CAJ  C   C      0   0.433  -4.4763  -0.8108  -0.3259
 1HR  OAC  O   O      0  -0.605  -4.5120  -1.6895   0.5566
 1HR  CAO  C   CH1    0  -0.381  -3.6542   0.4334  -0.0300
 1HR  CAI  C   CH2    0  -0.444  -3.5972   0.9749   1.3517
 1HR  CAP  C   CH1    0  -0.434  -2.3919   0.2693   0.8115
 1HR  CAK  C   C      0   0.425  -1.2100   1.0602   0.4209
 1HR  OAB  O   O      0  -0.410  -1.2688   2.2580   0.2184
 1HR  CAN  C   CR6    0  -0.011   0.0950   0.3481   0.2578
 1HR  CAH  C   CR16   0  -0.230   1.2564   1.1138   0.1844
 1HR  CAM  C   CR6    0   0.017   2.4878   0.5075   0.0226
 1HR  CL2  CL  CL     0  -0.090   3.9080   1.4781  -0.0475
 1HR  CAL  C   CR6    0  -0.003   2.5726  -0.8787  -0.0865
 1HR  CLA  CL  CL     0  -0.081   4.0936  -1.6497  -0.2904
 1HR  CAF  C   CR16   0  -0.196   1.4200  -1.6459  -0.0304
 1HR  CAG  C   CR16   0  -0.292   0.1897  -1.0366   0.1468
 1HR  H2   H   HCH1   0   0.253  -3.5786   1.1624  -0.8294
 1HR  H3   H   HCH2   0   0.257  -3.5322   2.0474   1.4801
 1HR  H4   H   HCH2   0   0.260  -4.1466   0.4494   2.1215
 1HR  H5   H   HCH1   0   0.275  -2.2222  -0.7296   1.1871
 1HR  H6   H   HCR6   0   0.291   1.2010   2.1912   0.2601
 1HR  H7   H   HCR6   0   0.297   1.4858  -2.7208  -0.1229
 1HR  H8   H   HCR6   0   0.276  -0.6893  -1.6647   0.1773

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
 1HR  OAC  CAJ  deloc     1.246  0.020  1.246
 1HR  CAJ  CAO  single    1.520  0.020  1.520
 1HR  CAJ  OAA  deloc     1.246  0.020  1.246
 1HR  CAO  CAP  single    1.526  0.020  1.526
 1HR  CAO  CAI  single    1.485  0.020  1.485
 1HR  OAB  CAK  double    1.216  0.020  1.216
 1HR  CAK  CAP  single    1.475  0.020  1.475
 1HR  CAK  CAN  single    1.496  0.020  1.496
 1HR  CAP  CAI  single    1.498  0.020  1.498
 1HR  CAG  CAN  aromatic  1.392  0.020  1.392
 1HR  CAG  CAF  aromatic  1.384  0.020  1.384
 1HR  CAN  CAH  aromatic  1.393  0.020  1.393
 1HR  CAF  CAL  aromatic  1.386  0.020  1.386
 1HR  CAH  CAM  aromatic  1.382  0.020  1.382
 1HR  CAL  CAM  aromatic  1.393  0.020  1.393
 1HR  CAL  CLA  single    1.717  0.020  1.717
 1HR  CAM  CL2  single    1.722  0.020  1.722
 1HR  CAO  H2   single    0.970  0.020  1.090
 1HR  CAI  H3   single    0.970  0.020  1.090
 1HR  CAI  H4   single    0.970  0.020  1.090
 1HR  CAP  H5   single    0.970  0.020  1.090
 1HR  CAH  H6   single    0.930  0.020  1.080
 1HR  CAF  H7   single    0.930  0.020  1.080
 1HR  CAG  H8   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
 1HR  CAO  CAJ  OAC  117.05  3.000
 1HR  CAO  CAJ  OAA  115.73  3.000
 1HR  OAC  CAJ  OAA  127.22  3.000
 1HR  H2   CAO  CAP  114.90  3.000
 1HR  H2   CAO  CAI  115.98  3.000
 1HR  CAP  CAO  CAI   59.63  3.000
 1HR  H2   CAO  CAJ  116.38  3.000
 1HR  CAI  CAO  CAJ  120.01  3.000
 1HR  CAP  CAO  CAJ  117.81  3.000
 1HR  H4   CAI  H3   115.31  3.000
 1HR  H4   CAI  CAP  115.88  3.000
 1HR  H3   CAI  CAP  117.48  3.000
 1HR  H4   CAI  CAO  117.74  3.000
 1HR  H3   CAI  CAO  118.30  3.000
 1HR  CAP  CAI  CAO   61.54  3.000
 1HR  H5   CAP  CAK  117.51  3.000
 1HR  H5   CAP  CAI  115.88  3.000
 1HR  CAK  CAP  CAI  119.20  3.000
 1HR  H5   CAP  CAO  114.90  3.000
 1HR  CAI  CAP  CAO   58.83  3.000
 1HR  CAK  CAP  CAO  117.34  3.000
 1HR  CAN  CAK  OAB  119.53  3.000
 1HR  CAN  CAK  CAP  118.22  3.000
 1HR  OAB  CAK  CAP  122.25  3.000
 1HR  CAG  CAN  CAH  119.06  3.000
 1HR  CAH  CAN  CAK  118.13  3.000
 1HR  CAG  CAN  CAK  122.79  3.000
 1HR  H6   CAH  CAM  119.40  3.000
 1HR  H6   CAH  CAN  120.08  3.000
 1HR  CAM  CAH  CAN  120.52  3.000
 1HR  CAL  CAM  CL2  120.50  3.000
 1HR  CL2  CAM  CAH  119.50  3.000
 1HR  CAL  CAM  CAH  120.00  3.000
 1HR  CAF  CAL  CLA  119.54  3.000
 1HR  CLA  CAL  CAM  120.66  3.000
 1HR  CAF  CAL  CAM  119.81  3.000
 1HR  H7   CAF  CAG  120.18  3.000
 1HR  H7   CAF  CAL  119.77  3.000
 1HR  CAG  CAF  CAL  120.05  3.000
 1HR  H8   CAG  CAF  118.08  3.000
 1HR  H8   CAG  CAN  121.36  3.000
 1HR  CAF  CAG  CAN  120.56  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
 1HR  CONST_01  CAL  CAF  CAG  CAN     0.00   0.0  0
 1HR  CONST_02  CAL  CAM  CAH  CAN     0.00   0.0  0
 1HR  CONST_03  CAF  CAG  CAN  CAH     0.00   0.0  0
 1HR  CONST_04  CAF  CAL  CAM  CAH     0.00   0.0  0
 1HR  CONST_05  CAG  CAN  CAH  CAM     0.00   0.0  0
 1HR  CONST_06  CAG  CAF  CAL  CAM     0.00   0.0  0
 1HR  CONST_07  CAF  CAG  CAN  CAK   180.00   0.0  0
 1HR  CONST_08  CAM  CAH  CAN  CAK   180.00   0.0  0
 1HR  CONST_09  CL2  CAM  CAH  CAN   180.00   0.0  0
 1HR  CONST_10  CLA  CAL  CAM  CAH   180.00   0.0  0
 1HR  CONST_11  CAF  CAL  CAM  CL2   180.00   0.0  0
 1HR  CONST_12  CAG  CAF  CAL  CLA   180.00   0.0  0
 1HR  CONST_13  H7   CAF  CAG  CAN   180.00   0.0  0
 1HR  CONST_14  H8   CAG  CAN  CAH   180.00   0.0  0
 1HR  CONST_15  H6   CAH  CAM  CAL   180.00   0.0  0
 1HR  Var_01    CAI  CAP  CAO  CAJ  -110.26  30.0  1
 1HR  Var_02    CAN  CAK  CAP  CAO  -129.30  30.0  2
 1HR  Var_03    CAK  CAP  CAI  CAO   106.07  30.0  1
 1HR  Var_04    CAG  CAN  CAK  CAP    15.50  30.0  2
 1HR  Var_05    CAP  CAO  CAJ  OAA  -146.71  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
 1HR  chir_01  CAO  CAJ  CAP  CAI  both
 1HR  chir_02  CAP  CAO  CAK  CAI  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
 1HR  plan-1  CAK  0.020
 1HR  plan-1  CAN  0.020
 1HR  plan-1  CAH  0.020
 1HR  plan-1  CAM  0.020
 1HR  plan-1  CL2  0.020
 1HR  plan-1  CAL  0.020
 1HR  plan-1  CLA  0.020
 1HR  plan-1  CAF  0.020
 1HR  plan-1  CAG  0.020
 1HR  plan-1  H6   0.020
 1HR  plan-1  H7   0.020
 1HR  plan-1  H8   0.020
 1HR  plan-2  OAA  0.020
 1HR  plan-2  CAJ  0.020
 1HR  plan-2  OAC  0.020
 1HR  plan-2  CAO  0.020
 1HR  plan-3  CAP  0.020
 1HR  plan-3  CAK  0.020
 1HR  plan-3  OAB  0.020
 1HR  plan-3  CAN  0.020

