# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 11:26:27 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-[(2-chloranyl-6-fluoranyl-phenyl)methyl]-3-oxidanylidene-1~{H}-isoindole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2CN(Cc3c(F)cccc3Cl)C(=O)c12
#
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
 6UW  6UW  '2-[(2-chloranyl-6-fluoranyl-phenyl)methyl]-3-oxidanylidene-1~{H}-isoindole-4-carboxylic acid'  ligand  32  22  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6UW
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
 6UW  C10  C   CR5    0   0.556  -1.0563  -0.4788   0.9267
 6UW  O11  O   O      0  -0.481  -1.2045  -1.5792   1.4278
 6UW  C13  C   CH2    0  -0.276  -0.0118   1.5025   0.2097
 6UW  C15  C   CR6    0  -0.023   2.4079  -0.3950   0.3389
 6UW  C14  C   CH2    0  -0.373   1.3605  -0.2390   1.4127
 6UW  C16  C   CR6    0  -0.085   3.4047   0.5427   0.0765
 6UW  C17  C   CR16   0  -0.219   4.3418   0.3691  -0.9321
 6UW  C01  C   CR16   0  -0.234  -3.5067   2.2447  -1.1259
 6UW  C02  C   CR16   0  -0.349  -2.1601   2.4903  -0.8794
 6UW  C03  C   CR56   0   0.097  -1.4533   1.5255  -0.1873
 6UW  C04  C   CR56   0  -0.096  -2.0702   0.3643   0.2559
 6UW  C05  C   CR6    0  -0.045  -3.4171   0.1062   0.0275
 6UW  C06  C   CR16   0  -0.315  -4.1197   1.0730  -0.6902
 6UW  C07  C   C      0   0.341  -4.1291  -1.1379   0.5304
 6UW  O08  O   OC    -1  -0.598  -4.4055  -1.9894  -0.3318
 6UW  O09  O   O      0  -0.594  -4.3976  -1.1527   1.7421
 6UW  N12  N   NR5    0  -0.503   0.1075   0.2247   0.8763
 6UW  C18  C   CR16   0  -0.257   4.2900  -0.7732  -1.7138
 6UW  C19  C   CR16   0  -0.396   3.3106  -1.7304  -1.4975
 6UW  C20  C   CR6    0   0.542   2.3989  -1.5140  -0.4858
 6UW  F21  F   F      0  -0.304   1.4465  -2.4335  -0.2805
 6UW  CL   CL  CL     0  -0.108   3.4951   1.9974   1.0172
 6UW  H1   H   HCH2   0   0.268   0.6541   1.5657  -0.6562
 6UW  H2   H   HCH2   0   0.269   0.2418   2.3268   0.8829
 6UW  H3   H   HCH2   0   0.287   1.1808  -1.1928   1.9062
 6UW  H4   H   HCH2   0   0.276   1.7116   0.4477   2.1843
 6UW  H5   H   HCR6   0   0.285   5.1000   1.1194  -1.1057
 6UW  H6   H   HCR6   0   0.259  -4.0905   2.9754  -1.6714
 6UW  H7   H   HCR6   0   0.254  -1.6882   3.4010  -1.2250
 6UW  H8   H   HCR6   0   0.255  -5.1693   0.9187  -0.9095
 6UW  H10  H   HCR6   0   0.282   5.0175  -0.9156  -2.5010
 6UW  H11  H   HCR6   0   0.287   3.2551  -2.6264  -2.1008

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
 6UW  O09  C07  deloc     1.241  0.020  1.241
 6UW  C06  C01  aromatic  1.392  0.020  1.392
 6UW  C06  C05  aromatic  1.394  0.020  1.394
 6UW  C01  C02  aromatic  1.391  0.020  1.391
 6UW  C07  C05  single    1.519  0.020  1.519
 6UW  C07  O08  deloc     1.243  0.020  1.243
 6UW  C02  C03  aromatic  1.382  0.020  1.382
 6UW  C05  C04  aromatic  1.390  0.020  1.390
 6UW  C03  C04  aromatic  1.388  0.020  1.388
 6UW  C03  C13  single    1.495  0.020  1.495
 6UW  C04  C10  single    1.479  0.020  1.479
 6UW  C10  O11  double    1.218  0.020  1.218
 6UW  C10  N12  single    1.361  0.020  1.361
 6UW  C13  N12  single    1.446  0.020  1.446
 6UW  N12  C14  single    1.440  0.020  1.440
 6UW  F21  C20  single    1.340  0.020  1.340
 6UW  C19  C20  aromatic  1.379  0.020  1.379
 6UW  C19  C18  aromatic  1.387  0.020  1.387
 6UW  C20  C15  aromatic  1.390  0.020  1.390
 6UW  C18  C17  aromatic  1.385  0.020  1.385
 6UW  C15  C14  single    1.508  0.020  1.508
 6UW  C15  C16  aromatic  1.393  0.020  1.393
 6UW  C17  C16  aromatic  1.388  0.020  1.388
 6UW  C16  CL   single    1.735  0.020  1.735
 6UW  C13  H1   single    0.970  0.020  1.090
 6UW  C13  H2   single    0.970  0.020  1.090
 6UW  C14  H3   single    0.970  0.020  1.090
 6UW  C14  H4   single    0.970  0.020  1.090
 6UW  C17  H5   single    0.930  0.020  1.080
 6UW  C01  H6   single    0.930  0.020  1.080
 6UW  C02  H7   single    0.930  0.020  1.080
 6UW  C06  H8   single    0.930  0.020  1.080
 6UW  C18  H10  single    0.930  0.020  1.080
 6UW  C19  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
 6UW  N12  C10  C04  105.94  3.000
 6UW  N12  C10  O11  125.89  3.000
 6UW  C04  C10  O11  128.17  3.000
 6UW  H2   C13  H1   107.59  3.000
 6UW  H2   C13  N12  111.28  3.000
 6UW  H1   C13  N12  111.45  3.000
 6UW  H2   C13  C03  112.04  3.000
 6UW  H1   C13  C03  112.07  3.000
 6UW  N12  C13  C03  102.44  3.000
 6UW  C20  C15  C16  115.76  3.000
 6UW  C16  C15  C14  124.15  3.000
 6UW  C20  C15  C14  120.08  3.000
 6UW  H4   C14  H3   106.49  3.000
 6UW  H4   C14  N12  109.93  3.000
 6UW  H3   C14  N12  107.90  3.000
 6UW  H4   C14  C15  110.19  3.000
 6UW  H3   C14  C15  110.29  3.000
 6UW  N12  C14  C15  111.87  3.000
 6UW  CL   C16  C17  117.63  3.000
 6UW  CL   C16  C15  119.97  3.000
 6UW  C17  C16  C15  122.40  3.000
 6UW  H5   C17  C18  120.54  3.000
 6UW  H5   C17  C16  120.24  3.000
 6UW  C18  C17  C16  119.22  3.000
 6UW  H6   C01  C06  119.23  3.000
 6UW  H6   C01  C02  119.48  3.000
 6UW  C06  C01  C02  121.29  3.000
 6UW  H7   C02  C03  121.62  3.000
 6UW  H7   C02  C01  120.94  3.000
 6UW  C03  C02  C01  117.44  3.000
 6UW  C04  C03  C02  121.12  3.000
 6UW  C04  C03  C13  109.32  3.000
 6UW  C02  C03  C13  129.56  3.000
 6UW  C05  C04  C03  122.25  3.000
 6UW  C03  C04  C10  108.48  3.000
 6UW  C05  C04  C10  129.24  3.000
 6UW  C07  C05  C06  120.14  3.000
 6UW  C07  C05  C04  123.49  3.000
 6UW  C06  C05  C04  116.36  3.000
 6UW  H8   C06  C05  119.59  3.000
 6UW  H8   C06  C01  118.88  3.000
 6UW  C05  C06  C01  121.53  3.000
 6UW  O09  C07  O08  128.38  3.000
 6UW  O08  C07  C05  115.83  3.000
 6UW  O09  C07  C05  115.74  3.000
 6UW  C14  N12  C13  121.88  3.000
 6UW  C14  N12  C10  124.34  3.000
 6UW  C13  N12  C10  113.78  3.000
 6UW  H10  C18  C19  119.86  3.000
 6UW  H10  C18  C17  119.63  3.000
 6UW  C19  C18  C17  120.51  3.000
 6UW  H11  C19  C20  120.36  3.000
 6UW  H11  C19  C18  121.41  3.000
 6UW  C20  C19  C18  118.24  3.000
 6UW  F21  C20  C19  118.34  3.000
 6UW  C19  C20  C15  123.87  3.000
 6UW  F21  C20  C15  117.79  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
 6UW  CONST_01  C18  C19  C20  C15     0.00   0.0  0
 6UW  CONST_02  C18  C17  C16  C15     0.00   0.0  0
 6UW  CONST_03  C19  C20  C15  C16     0.00   0.0  0
 6UW  CONST_04  C19  C18  C17  C16     0.00   0.0  0
 6UW  CONST_05  C20  C19  C18  C17     0.00   0.0  0
 6UW  CONST_06  C20  C15  C16  C17     0.00   0.0  0
 6UW  CONST_07  C04  C05  C06  C01     0.00   0.0  0
 6UW  CONST_08  C04  C03  C02  C01     0.00   0.0  0
 6UW  CONST_09  C05  C06  C01  C02     0.00   0.0  0
 6UW  CONST_10  C05  C04  C03  C02     0.00   0.0  0
 6UW  CONST_11  C06  C01  C02  C03     0.00   0.0  0
 6UW  CONST_12  C06  C05  C04  C03     0.00   0.0  0
 6UW  CONST_13  C04  C10  N12  C13     0.00   0.0  0
 6UW  CONST_14  C07  C05  C04  C10     0.00   0.0  0
 6UW  CONST_15  C19  C20  C15  C14   180.00   0.0  0
 6UW  CONST_16  C17  C16  C15  C14   180.00   0.0  0
 6UW  CONST_17  F21  C20  C15  C16   180.00   0.0  0
 6UW  CONST_18  C07  C05  C06  C01   180.00   0.0  0
 6UW  CONST_19  C07  C05  C04  C03   180.00   0.0  0
 6UW  CONST_20  F21  C20  C19  C18   180.00   0.0  0
 6UW  CONST_21  CL   C16  C17  C18   180.00   0.0  0
 6UW  CONST_22  CL   C16  C15  C20   180.00   0.0  0
 6UW  CONST_23  C13  N12  C10  O11   180.00   0.0  0
 6UW  CONST_24  C04  C10  N12  C14   180.00   0.0  0
 6UW  CONST_25  H7   C02  C03  C13     0.00   0.0  0
 6UW  CONST_26  H11  C19  C20  C15   180.00   0.0  0
 6UW  CONST_27  H5   C17  C16  C15   180.00   0.0  0
 6UW  CONST_28  H10  C18  C17  C16   180.00   0.0  0
 6UW  CONST_29  H8   C06  C01  C02   180.00   0.0  0
 6UW  CONST_30  H6   C01  C02  C03   180.00   0.0  0
 6UW  CONST_31  C14  N12  C10  O11     0.00   0.0  0
 6UW  Var_01    C15  C14  N12  C10   117.75  30.0  3
 6UW  Var_02    N12  C14  C15  C16    99.49  30.0  2
 6UW  Var_03    H1   C13  N12  C10  -120.50  30.0  1
 6UW  Var_04    O09  C07  C05  C04    75.49  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
 6UW  plan-1  C15  0.020
 6UW  plan-1  C14  0.020
 6UW  plan-1  C16  0.020
 6UW  plan-1  C17  0.020
 6UW  plan-1  C18  0.020
 6UW  plan-1  C19  0.020
 6UW  plan-1  C20  0.020
 6UW  plan-1  F21  0.020
 6UW  plan-1  CL   0.020
 6UW  plan-1  H5   0.020
 6UW  plan-1  H10  0.020
 6UW  plan-1  H11  0.020
 6UW  plan-2  C10  0.020
 6UW  plan-2  O11  0.020
 6UW  plan-2  C13  0.020
 6UW  plan-2  C14  0.020
 6UW  plan-2  C01  0.020
 6UW  plan-2  C02  0.020
 6UW  plan-2  C03  0.020
 6UW  plan-2  C04  0.020
 6UW  plan-2  C05  0.020
 6UW  plan-2  C06  0.020
 6UW  plan-2  C07  0.020
 6UW  plan-2  N12  0.020
 6UW  plan-2  H6   0.020
 6UW  plan-2  H7   0.020
 6UW  plan-2  H8   0.020
 6UW  plan-3  C05  0.020
 6UW  plan-3  C07  0.020
 6UW  plan-3  O08  0.020
 6UW  plan-3  O09  0.020

