# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 08:25:47 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 5-(3-chloro-4-fluorophenyl)furan-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1oc(cc1)c2ccc(F)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
 1XS  1XS  '5-(3-chloro-4-fluorophenyl)furan-2-carboxylic acid'  ligand  22  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1XS
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
 1XS  O01   O   O     0  -0.428   1.7384   0.1279  -0.0104
 1XS  C02   C   CR5   0   0.238   3.0336  -0.2533  -0.0054
 1XS  C03   C   CR5   0   0.428   0.9840  -0.9808  -0.0046
 1XS  C04   C   CR15  0  -0.290   3.1181  -1.6114   0.0037
 1XS  C05   C   CR15  0  -0.366   1.7876  -2.0878   0.0038
 1XS  C06   C   C     0   0.454   4.0860   0.7540  -0.0093
 1XS  C07   C   CR6   0  -0.022  -0.4594  -0.8152  -0.0053
 1XS  C08   C   CR6   0  -0.212  -2.4115   0.5930   0.0187
 1XS  C09   C   CR16  0  -0.243  -1.0349   0.4562   0.0158
 1XS  C10   C   CR6   0   0.609  -3.2175  -0.5332   0.0008
 1XS  O11   O   OH1   0  -0.593   3.6132   1.9904  -0.0180
 1XS  C12   C   CR16  0  -0.291  -1.2903  -1.9372  -0.0243
 1XS  C13   C   CR16  0  -0.394  -2.6658  -1.7987  -0.0210
 1XS  CL1   CL  CL    0  -0.084  -3.1385   2.1529   0.0445
 1XS  O15   O   O     0  -0.438   5.2592   0.4651  -0.0051
 1XS  F16   F   F     0  -0.289  -4.5412  -0.3867   0.0044
 1XS  H041  H   HCR5  0   0.287   4.0211  -2.1995   0.0103
 1XS  H051  H   HCR5  0   0.277   1.4740  -3.1185   0.0103
 1XS  H091  H   HCR6  0   0.291  -0.4217   1.3466   0.0311
 1XS  H1    H   HOH1  0   0.493   4.3463   2.6242  -0.0221
 1XS  H121  H   HCR6  0   0.272  -0.8702  -2.9337  -0.0451
 1XS  H131  H   HCR6  0   0.300  -3.3114  -2.6665  -0.0362

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
 1XS  O15  C06   double    1.208  0.020  1.208
 1XS  O11  C06   single    1.324  0.020  1.324
 1XS  C06  C02   single    1.457  0.020  1.457
 1XS  C02  C04   aromatic  1.361  0.020  1.361
 1XS  C02  O01   aromatic  1.350  0.020  1.350
 1XS  C04  C05   aromatic  1.413  0.020  1.413
 1XS  O01  C03   aromatic  1.341  0.020  1.341
 1XS  C05  C03   aromatic  1.368  0.020  1.368
 1XS  C03  C07   single    1.453  0.020  1.453
 1XS  C12  C07   aromatic  1.396  0.020  1.396
 1XS  C12  C13   aromatic  1.382  0.020  1.382
 1XS  C07  C09   aromatic  1.396  0.020  1.396
 1XS  C13  C10   aromatic  1.381  0.020  1.381
 1XS  C09  C08   aromatic  1.383  0.020  1.383
 1XS  C10  C08   aromatic  1.385  0.020  1.385
 1XS  C10  F16   single    1.332  0.020  1.332
 1XS  C08  CL1   single    1.721  0.020  1.721
 1XS  C04  H041  single    0.930  0.020  1.080
 1XS  C05  H051  single    0.930  0.020  1.080
 1XS  C09  H091  single    0.930  0.020  1.080
 1XS  O11  H1    single    0.850  0.020  0.980
 1XS  C12  H121  single    0.930  0.020  1.080
 1XS  C13  H131  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
 1XS  C03   O01  C02  107.83  3.000
 1XS  C06   C02  C04  130.19  3.000
 1XS  C04   C02  O01  109.96  3.000
 1XS  C06   C02  O01  119.85  3.000
 1XS  C07   C03  C05  132.52  3.000
 1XS  C07   C03  O01  117.69  3.000
 1XS  C05   C03  O01  109.79  3.000
 1XS  H041  C04  C05  127.22  3.000
 1XS  H041  C04  C02  126.63  3.000
 1XS  C05   C04  C02  106.14  3.000
 1XS  H051  C05  C04  126.63  3.000
 1XS  H051  C05  C03  127.10  3.000
 1XS  C04   C05  C03  106.27  3.000
 1XS  O15   C06  O11  124.76  3.000
 1XS  O11   C06  C02  112.82  3.000
 1XS  O15   C06  C02  122.42  3.000
 1XS  C12   C07  C09  119.13  3.000
 1XS  C09   C07  C03  120.90  3.000
 1XS  C12   C07  C03  119.97  3.000
 1XS  CL1   C08  C10  119.42  3.000
 1XS  CL1   C08  C09  120.67  3.000
 1XS  C10   C08  C09  119.91  3.000
 1XS  H091  C09  C08  118.87  3.000
 1XS  H091  C09  C07  121.10  3.000
 1XS  C08   C09  C07  120.03  3.000
 1XS  F16   C10  C13  119.87  3.000
 1XS  F16   C10  C08  119.27  3.000
 1XS  C13   C10  C08  120.86  3.000
 1XS  H1    O11  C06  109.92  3.000
 1XS  H121  C12  C13  118.61  3.000
 1XS  H121  C12  C07  120.63  3.000
 1XS  C13   C12  C07  120.76  3.000
 1XS  H131  C13  C12  120.89  3.000
 1XS  H131  C13  C10  119.81  3.000
 1XS  C12   C13  C10  119.31  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
 1XS  CONST_01  C05   C04  C02  O01     0.00   0.0  0
 1XS  CONST_02  C04   C05  C03  O01     0.00   0.0  0
 1XS  CONST_03  C12   C07  C03  O01   180.00   0.0  0
 1XS  CONST_04  C09   C07  C03  O01     0.00   0.0  0
 1XS  CONST_05  C03   C05  C04  C02     0.00   0.0  0
 1XS  CONST_06  C05   C03  O01  C02     0.00   0.0  0
 1XS  CONST_07  C07   C03  O01  C02   180.00   0.0  0
 1XS  CONST_08  C04   C02  O01  C03     0.00   0.0  0
 1XS  CONST_09  C13   C12  C07  C03   180.00   0.0  0
 1XS  CONST_10  C08   C09  C07  C03   180.00   0.0  0
 1XS  CONST_11  C07   C03  C05  C04   180.00   0.0  0
 1XS  CONST_12  C12   C07  C03  C05     0.00   0.0  0
 1XS  CONST_13  C09   C07  C03  C05   180.00   0.0  0
 1XS  CONST_14  C10   C13  C12  C07     0.00   0.0  0
 1XS  CONST_15  C10   C08  C09  C07     0.00   0.0  0
 1XS  CONST_16  C12   C07  C09  C08     0.00   0.0  0
 1XS  CONST_17  C12   C13  C10  C08     0.00   0.0  0
 1XS  CONST_18  C13   C12  C07  C09     0.00   0.0  0
 1XS  CONST_19  C13   C10  C08  C09     0.00   0.0  0
 1XS  CONST_20  C06   C02  O01  C03   180.00   0.0  0
 1XS  CONST_21  C06   C02  C04  C05   180.00   0.0  0
 1XS  CONST_22  CL1   C08  C09  C07   180.00   0.0  0
 1XS  CONST_23  F16   C10  C08  C09   180.00   0.0  0
 1XS  CONST_24  F16   C10  C13  C12   180.00   0.0  0
 1XS  CONST_25  CL1   C08  C10  C13   180.00   0.0  0
 1XS  CONST_26  H041  C04  C02  O01   180.00   0.0  0
 1XS  CONST_27  H051  C05  C03  O01   180.00   0.0  0
 1XS  CONST_28  H121  C12  C07  C03     0.00   0.0  0
 1XS  CONST_29  H091  C09  C07  C03     0.00   0.0  0
 1XS  CONST_30  H131  C13  C12  C07   180.00   0.0  0
 1XS  CONST_31  H1    O11  C06  C02   180.00   0.0  0
 1XS  Var_01    O15   C06  C02  O01  -180.00  30.0  2

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
 1XS  plan-1  O01   0.020
 1XS  plan-1  C02   0.020
 1XS  plan-1  C03   0.020
 1XS  plan-1  C04   0.020
 1XS  plan-1  C05   0.020
 1XS  plan-1  C06   0.020
 1XS  plan-1  C07   0.020
 1XS  plan-1  H041  0.020
 1XS  plan-1  H051  0.020
 1XS  plan-2  C03   0.020
 1XS  plan-2  C07   0.020
 1XS  plan-2  C08   0.020
 1XS  plan-2  C09   0.020
 1XS  plan-2  C10   0.020
 1XS  plan-2  C12   0.020
 1XS  plan-2  C13   0.020
 1XS  plan-2  CL1   0.020
 1XS  plan-2  F16   0.020
 1XS  plan-2  H091  0.020
 1XS  plan-2  H121  0.020
 1XS  plan-2  H131  0.020
 1XS  plan-3  C02   0.020
 1XS  plan-3  C06   0.020
 1XS  plan-3  O11   0.020
 1XS  plan-3  O15   0.020
 1XS  plan-3  H1    0.020

