# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 01:18:13 2020
#   Inital geometry file: a 72 line input string
#   Ligand name: 4-(2-chloro-6-fluoro-3-methylphenyl)-2,4-dioxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(F)c(c1Cl)C(=O)CC(=O)C(O)=O
#
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
 I93  I93  '4-(2-chloro-6-fluoro-3-methylphenyl)-2,4-dioxobutanoic acid'  ligand  24  17  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I93
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
 I93  C01   C   CH3    0  -0.721   3.7766  -0.7021   1.1376
 I93  C02   C   CR6    0   0.168   2.9799   0.2521   0.3026
 I93  C03   C   CR16   0  -0.305   3.5507   1.4208  -0.1951
 I93  C04   C   CR16   0  -0.387   2.8411   2.3108  -0.9851
 I93  C05   C   CR6    0   0.525   1.5288   2.0182  -1.2864
 I93  F06   F   F      0  -0.298   0.8252   2.8748  -2.0362
 I93  C07   C   CR6    0  -0.146   0.8950   0.8805  -0.8115
 I93  C08   C   C      0   0.402  -0.5403   0.6236  -1.1684
 I93  O09   O   O      0  -0.356  -0.8684   0.5308  -2.3248
 I93  C10   C   CH2    0  -0.703  -1.5299   0.5699  -0.0399
 I93  C11   C   C      0   0.245  -2.3450  -0.7101   0.0217
 I93  O12   O   O      0  -0.372  -2.2897  -1.5595  -0.8289
 I93  C13   C   C      0   0.359  -3.2883  -0.8484   1.2531
 I93  O14   O   OC    -1  -0.574  -3.7459  -1.9811   1.4444
 I93  O15   O   O      0  -0.573  -3.4776   0.1990   1.8915
 I93  C16   C   CR6    0  -0.125   1.6464   0.0164  -0.0216
 I93  CL17  CL  CL     0  -0.096   0.8922  -1.4371   0.5442
 I93  H01   H   HCH3   0   0.255   3.3005  -0.8897   2.1003
 I93  H01A  H   HCH3   0   0.257   3.8929  -1.6663   0.6406
 I93  H01B  H   HCH3   0   0.256   4.7707  -0.3029   1.3276
 I93  H03   H   HCR6   0   0.276   4.5836   1.6394   0.0427
 I93  H04   H   HCR6   0   0.290   3.3005   3.2154  -1.3600
 I93  H10   H   HCH2   0   0.296  -1.0631   0.7541   0.9282
 I93  H10A  H   HCH2   0   0.325  -2.2358   1.3965  -0.1812

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
 I93  C01   C02   single    1.497  0.020  1.497
 I93  C01   H01   single    0.970  0.020  1.090
 I93  C01   H01A  single    0.970  0.020  1.090
 I93  C01   H01B  single    0.970  0.020  1.090
 I93  C16   C02   aromatic  1.392  0.020  1.392
 I93  C02   C03   aromatic  1.393  0.020  1.393
 I93  C03   C04   aromatic  1.386  0.020  1.386
 I93  C03   H03   single    0.930  0.020  1.080
 I93  C05   C04   aromatic  1.378  0.020  1.378
 I93  C04   H04   single    0.930  0.020  1.080
 I93  C07   C05   aromatic  1.386  0.020  1.386
 I93  C05   F06   single    1.338  0.020  1.338
 I93  C16   C07   aromatic  1.391  0.020  1.391
 I93  C08   C07   single    1.501  0.020  1.501
 I93  O09   C08   double    1.206  0.020  1.206
 I93  C08   C10   single    1.502  0.020  1.502
 I93  C11   C10   single    1.519  0.020  1.519
 I93  C10   H10   single    0.970  0.020  1.090
 I93  C10   H10A  single    0.970  0.020  1.090
 I93  O12   C11   double    1.203  0.020  1.203
 I93  C11   C13   single    1.557  0.020  1.557
 I93  O15   C13   deloc     1.241  0.020  1.241
 I93  C13   O14   deloc     1.236  0.020  1.236
 I93  CL17  C16   single    1.733  0.020  1.733

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
 I93  H01B  C01  H01A  107.85  3.000
 I93  H01B  C01  H01   107.93  3.000
 I93  H01A  C01  H01   107.26  3.000
 I93  H01B  C01  C02   110.47  3.000
 I93  H01A  C01  C02   111.46  3.000
 I93  H01   C01  C02   111.69  3.000
 I93  C16   C02  C03   116.83  3.000
 I93  C03   C02  C01   121.07  3.000
 I93  C16   C02  C01   122.10  3.000
 I93  H03   C03  C04   118.97  3.000
 I93  H03   C03  C02   118.83  3.000
 I93  C04   C03  C02   122.20  3.000
 I93  H04   C04  C05   120.42  3.000
 I93  H04   C04  C03   121.15  3.000
 I93  C05   C04  C03   118.42  3.000
 I93  C07   C05  F06   118.48  3.000
 I93  F06   C05  C04   119.16  3.000
 I93  C07   C05  C04   122.33  3.000
 I93  C16   C07  C08   123.04  3.000
 I93  C08   C07  C05   119.75  3.000
 I93  C16   C07  C05   117.22  3.000
 I93  C10   C08  O09   122.59  3.000
 I93  C10   C08  C07   117.22  3.000
 I93  O09   C08  C07   120.10  3.000
 I93  H10A  C10  H10   105.23  3.000
 I93  H10A  C10  C11   107.17  3.000
 I93  H10   C10  C11   109.65  3.000
 I93  H10A  C10  C08   107.49  3.000
 I93  H10   C10  C08   112.27  3.000
 I93  C11   C10  C08   114.47  3.000
 I93  C13   C11  O12   121.60  3.000
 I93  C13   C11  C10   115.59  3.000
 I93  O12   C11  C10   122.80  3.000
 I93  O15   C13  O14   129.57  3.000
 I93  O14   C13  C11   115.33  3.000
 I93  O15   C13  C11   115.10  3.000
 I93  CL17  C16  C07   118.12  3.000
 I93  CL17  C16  C02   118.88  3.000
 I93  C07   C16  C02   122.98  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
 I93  CONST_01  C05   C07  C16  C02     0.00   0.0  0
 I93  CONST_02  C05   C04  C03  C02     0.00   0.0  0
 I93  CONST_03  C07   C16  C02  C03     0.00   0.0  0
 I93  CONST_04  C07   C05  C04  C03     0.00   0.0  0
 I93  CONST_05  C16   C02  C03  C04     0.00   0.0  0
 I93  CONST_06  C16   C07  C05  C04     0.00   0.0  0
 I93  CONST_07  C07   C16  C02  C01   180.00   0.0  0
 I93  CONST_08  C04   C03  C02  C01   180.00   0.0  0
 I93  CONST_09  C08   C07  C16  C02   180.00   0.0  0
 I93  CONST_10  CL17  C16  C02  C03   180.00   0.0  0
 I93  CONST_11  F06   C05  C04  C03   180.00   0.0  0
 I93  CONST_12  C08   C07  C05  C04   180.00   0.0  0
 I93  CONST_13  CL17  C16  C07  C05   180.00   0.0  0
 I93  CONST_14  C16   C07  C05  F06   180.00   0.0  0
 I93  CONST_15  H04   C04  C03  C02   180.00   0.0  0
 I93  CONST_16  H03   C03  C04  C05   180.00   0.0  0
 I93  Var_01    O09   C08  C07  C05    58.74  30.0  2
 I93  Var_02    H01   C01  C02  C03   124.28  30.0  2
 I93  Var_03    C11   C10  C08  C07  -124.48  30.0  3
 I93  Var_04    O12   C11  C10  C08    -6.31  30.0  1
 I93  Var_05    O15   C13  C11  C10    14.20  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
 I93  plan-1  C01   0.020
 I93  plan-1  C02   0.020
 I93  plan-1  C03   0.020
 I93  plan-1  C04   0.020
 I93  plan-1  C05   0.020
 I93  plan-1  F06   0.020
 I93  plan-1  C07   0.020
 I93  plan-1  C08   0.020
 I93  plan-1  C16   0.020
 I93  plan-1  CL17  0.020
 I93  plan-1  H03   0.020
 I93  plan-1  H04   0.020
 I93  plan-2  C07   0.020
 I93  plan-2  C08   0.020
 I93  plan-2  O09   0.020
 I93  plan-2  C10   0.020
 I93  plan-3  C10   0.020
 I93  plan-3  C11   0.020
 I93  plan-3  O12   0.020
 I93  plan-3  C13   0.020
 I93  plan-4  C11   0.020
 I93  plan-4  C13   0.020
 I93  plan-4  O14   0.020
 I93  plan-4  O15   0.020

