# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 19:02:21 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] (4-chlorophenyl)thiocarbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(NC(=S)OCCN2C(=O)c3ccccc3C2=O)cc1
#
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
 NNC  NNC  'O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] (4-chlorophenyl)thiocarbamate'  ligand  37  24  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NNC
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
 NNC  C13   C   CR16  0  -0.264  10.6077  13.0096  15.4897
 NNC  C14   C   CR16  0  -0.208  10.2850  12.2553  16.6061
 NNC  C15   C   CR6   0  -0.038   9.2571  12.6731  17.4358
 NNC  CL2   CL  CL    0  -0.119   8.8371  11.7179  18.8182
 NNC  C16   C   CR16  0  -0.201   8.5615  13.8432  17.1814
 NNC  C17   C   CR16  0  -0.279   8.8992  14.5999  16.0709
 NNC  C12   C   CR6   0   0.311   9.9161  14.1838  15.2197
 NNC  N2    N   NH1   0  -0.697  10.1910  14.9495  14.0608
 NNC  C11   C   C     0   0.412  11.3546  15.5358  13.7546
 NNC  S1    S   S1    0  -0.375  11.5448  16.5165  12.4271
 NNC  O3    O   O2    0  -0.417  12.2997  15.2429  14.6202
 NNC  C10   C   CH2   0  -0.181  13.5362  15.9496  14.6115
 NNC  C9    C   CH2   0  -0.347  14.2426  15.6043  15.9144
 NNC  N1    N   NR5   0  -0.597  13.3384  15.5894  17.0416
 NNC  C7    C   CR5   0   0.580  12.5840  16.6787  17.4451
 NNC  O1    O   O     0  -0.404  12.6809  17.7944  16.9978
 NNC  C1    C   CR56  0  -0.020  11.6755  16.1817  18.5029
 NNC  C6    C   CR16  0  -0.299  10.7142  16.8423  19.2364
 NNC  C5    C   CR16  0  -0.242  10.0073  16.0947  20.1771
 NNC  C4    C   CR16  0  -0.235  10.2712  14.7417  20.3668
 NNC  C3    C   CR16  0  -0.291  11.2473  14.0866  19.6190
 NNC  C2    C   CR56  0  -0.026  11.9310  14.8329  18.6852
 NNC  C8    C   CR5   0   0.588  12.9891  14.4334  17.7307
 NNC  O2    O   O     0  -0.398  13.4768  13.3454  17.5633
 NNC  H13   H   HCR6  0   0.279  11.3897  12.6642  14.8278
 NNC  H14   H   HCR6  0   0.282  10.8232  11.3410  16.8136
 NNC  H16   H   HCR6  0   0.281   7.7699  14.1712  17.8405
 NNC  H17   H   HCR6  0   0.281   8.3669  15.5203  15.8688
 NNC  H2    H   HNH1  0   0.425   9.4125  15.1905  13.4651
 NNC  H101  H   HCH2  0   0.272  14.1510  15.6428  13.7639
 NNC  H102  H   HCH2  0   0.254  13.3494  17.0190  14.5256
 NNC  H9C1  H   HCH2  0   0.283  14.6996  14.6184  15.8574
 NNC  H9C2  H   HCH2  0   0.289  15.0436  16.3258  16.0765
 NNC  H6    H   HCR6  0   0.273  10.5109  17.8950  19.0920
 NNC  H5    H   HCR6  0   0.276   9.2407  16.5744  20.7707
 NNC  H4    H   HCR6  0   0.275   9.7060  14.1890  21.1049
 NNC  H3    H   HCR6  0   0.276  11.4508  13.0347  19.7666

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
 NNC  C13  C14   aromatic  1.385  0.020  1.385
 NNC  C13  C12   aromatic  1.389  0.020  1.389
 NNC  C14  C15   aromatic  1.385  0.020  1.385
 NNC  C15  CL2   single    1.732  0.020  1.732
 NNC  C15  C16   aromatic  1.385  0.020  1.385
 NNC  C16  C17   aromatic  1.386  0.020  1.386
 NNC  C17  C12   aromatic  1.390  0.020  1.390
 NNC  C12  N2    single    1.416  0.020  1.416
 NNC  N2   C11   single    1.338  0.020  1.338
 NNC  C11  S1    double    1.661  0.020  1.661
 NNC  C11  O3    single    1.315  0.020  1.315
 NNC  O3   C10   single    1.424  0.020  1.424
 NNC  C10  C9    single    1.522  0.020  1.522
 NNC  C9   N1    single    1.445  0.020  1.445
 NNC  N1   C7    single    1.385  0.020  1.385
 NNC  N1   C8    single    1.390  0.020  1.390
 NNC  C7   O1    double    1.206  0.020  1.206
 NNC  C7   C1    single    1.480  0.020  1.480
 NNC  C1   C6    aromatic  1.378  0.020  1.378
 NNC  C1   C2    aromatic  1.385  0.020  1.385
 NNC  C6   C5    aromatic  1.394  0.020  1.394
 NNC  C5   C4    aromatic  1.391  0.020  1.391
 NNC  C4   C3    aromatic  1.393  0.020  1.393
 NNC  C3   C2    aromatic  1.377  0.020  1.377
 NNC  C2   C8    single    1.480  0.020  1.480
 NNC  C8   O2    double    1.204  0.020  1.204
 NNC  C13  H13   single    0.930  0.020  1.080
 NNC  C14  H14   single    0.930  0.020  1.080
 NNC  C16  H16   single    0.930  0.020  1.080
 NNC  C17  H17   single    0.930  0.020  1.080
 NNC  N2   H2    single    0.860  0.020  1.020
 NNC  C10  H101  single    0.970  0.020  1.090
 NNC  C10  H102  single    0.970  0.020  1.090
 NNC  C9   H9C1  single    0.970  0.020  1.090
 NNC  C9   H9C2  single    0.970  0.020  1.090
 NNC  C6   H6    single    0.930  0.020  1.080
 NNC  C5   H5    single    0.930  0.020  1.080
 NNC  C4   H4    single    0.930  0.020  1.080
 NNC  C3   H3    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
 NNC  H13   C13  C12   120.73  3.000
 NNC  H13   C13  C14   119.20  3.000
 NNC  C12   C13  C14   120.06  3.000
 NNC  H14   C14  C15   120.63  3.000
 NNC  H14   C14  C13   119.95  3.000
 NNC  C15   C14  C13   119.42  3.000
 NNC  C16   C15  CL2   119.40  3.000
 NNC  C16   C15  C14   121.16  3.000
 NNC  CL2   C15  C14   119.44  3.000
 NNC  H16   C16  C17   120.09  3.000
 NNC  H16   C16  C15   120.81  3.000
 NNC  C17   C16  C15   119.10  3.000
 NNC  H17   C17  C12   120.00  3.000
 NNC  H17   C17  C16   119.62  3.000
 NNC  C12   C17  C16   120.38  3.000
 NNC  N2    C12  C17   118.78  3.000
 NNC  N2    C12  C13   121.30  3.000
 NNC  C17   C12  C13   119.88  3.000
 NNC  H2    N2   C11   115.52  3.000
 NNC  H2    N2   C12   117.54  3.000
 NNC  C11   N2   C12   126.36  3.000
 NNC  O3    C11  S1    125.12  3.000
 NNC  O3    C11  N2    112.14  3.000
 NNC  S1    C11  N2    122.74  3.000
 NNC  C10   O3   C11   120.64  3.000
 NNC  H102  C10  H101  108.15  3.000
 NNC  H102  C10  C9    111.72  3.000
 NNC  H101  C10  C9    109.87  3.000
 NNC  H102  C10  O3    109.80  3.000
 NNC  H101  C10  O3    110.75  3.000
 NNC  C9    C10  O3    106.57  3.000
 NNC  H9C2  C9   H9C1  107.39  3.000
 NNC  H9C2  C9   N1    110.53  3.000
 NNC  H9C1  C9   N1    107.12  3.000
 NNC  H9C2  C9   C10   108.55  3.000
 NNC  H9C1  C9   C10   110.84  3.000
 NNC  N1    C9   C10   112.32  3.000
 NNC  C8    N1   C7    111.88  3.000
 NNC  C8    N1   C9    123.53  3.000
 NNC  C7    N1   C9    124.05  3.000
 NNC  C1    C7   O1    128.68  3.000
 NNC  C1    C7   N1    106.16  3.000
 NNC  O1    C7   N1    125.15  3.000
 NNC  C2    C1   C6    121.71  3.000
 NNC  C2    C1   C7    107.93  3.000
 NNC  C6    C1   C7    130.36  3.000
 NNC  H6    C6   C5    121.10  3.000
 NNC  H6    C6   C1    121.78  3.000
 NNC  C5    C6   C1    117.12  3.000
 NNC  H5    C5   C4    119.39  3.000
 NNC  H5    C5   C6    119.46  3.000
 NNC  C4    C5   C6    121.15  3.000
 NNC  H4    C4   C3    119.47  3.000
 NNC  H4    C4   C5    119.40  3.000
 NNC  C3    C4   C5    121.13  3.000
 NNC  H3    C3   C2    121.75  3.000
 NNC  H3    C3   C4    121.06  3.000
 NNC  C2    C3   C4    117.19  3.000
 NNC  C8    C2   C3    130.24  3.000
 NNC  C8    C2   C1    108.06  3.000
 NNC  C3    C2   C1    121.70  3.000
 NNC  O2    C8   C2    128.55  3.000
 NNC  O2    C8   N1    125.50  3.000
 NNC  C2    C8   N1    105.95  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
 NNC  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 NNC  CONST_02  C16  C17  C12  C13    0.00   0.0  0
 NNC  CONST_03  C17  C12  C13  C14    0.00   0.0  0
 NNC  CONST_04  C17  C16  C15  C14    0.00   0.0  0
 NNC  CONST_05  C12  C13  C14  C15    0.00   0.0  0
 NNC  CONST_06  C12  C17  C16  C15    0.00   0.0  0
 NNC  CONST_07  C4   C5   C6   C1     0.00   0.0  0
 NNC  CONST_08  C4   C3   C2   C1     0.00   0.0  0
 NNC  CONST_09  C3   C2   C1   C6     0.00   0.0  0
 NNC  CONST_10  C3   C4   C5   C6     0.00   0.0  0
 NNC  CONST_11  C2   C1   C6   C5     0.00   0.0  0
 NNC  CONST_12  C2   C3   C4   C5     0.00   0.0  0
 NNC  CONST_13  C8   N1   C7   C1     0.00   0.0  0
 NNC  CONST_14  CL2  C15  C14  C13  180.00   0.0  0
 NNC  CONST_15  N2   C12  C13  C14  180.00   0.0  0
 NNC  CONST_16  C17  C16  C15  CL2  180.00   0.0  0
 NNC  CONST_17  N2   C12  C17  C16  180.00   0.0  0
 NNC  CONST_18  C1   C7   N1   C9   180.00   0.0  0
 NNC  CONST_19  C8   N1   C7   O1   180.00   0.0  0
 NNC  CONST_20  H17  C17  C12  C13  180.00   0.0  0
 NNC  CONST_21  H16  C16  C15  C14  180.00   0.0  0
 NNC  CONST_22  H13  C13  C14  C15  180.00   0.0  0
 NNC  CONST_23  H14  C14  C15  C16  180.00   0.0  0
 NNC  CONST_24  H6   C6   C1   C7     0.00   0.0  0
 NNC  CONST_25  H5   C5   C6   C1   180.00   0.0  0
 NNC  CONST_26  H3   C3   C2   C1   180.00   0.0  0
 NNC  CONST_27  H4   C4   C5   C6   180.00   0.0  0
 NNC  CONST_30  O1   C7   N1   C9     0.00   0.0  0
 NNC  CONST_32  S1   C11  N2   C12  180.00   0.0  0
 NNC  CONST_33  O3   C11  N2   C12    0.00   0.0  0
 NNC  Var_01    C7   N1   C9   C10  -59.03  30.0  3
 NNC  Var_02    N1   C9   C10  O3   -41.76  30.0  3
 NNC  Var_03    C9   C10  O3   C11  166.73  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
 NNC  plan-1  C13  0.020
 NNC  plan-1  C14  0.020
 NNC  plan-1  C15  0.020
 NNC  plan-1  CL2  0.020
 NNC  plan-1  C16  0.020
 NNC  plan-1  C17  0.020
 NNC  plan-1  C12  0.020
 NNC  plan-1  N2   0.020
 NNC  plan-1  H13  0.020
 NNC  plan-1  H14  0.020
 NNC  plan-1  H16  0.020
 NNC  plan-1  H17  0.020
 NNC  plan-2  C9   0.020
 NNC  plan-2  N1   0.020
 NNC  plan-2  C7   0.020
 NNC  plan-2  O1   0.020
 NNC  plan-2  C1   0.020
 NNC  plan-2  C6   0.020
 NNC  plan-2  C5   0.020
 NNC  plan-2  C4   0.020
 NNC  plan-2  C3   0.020
 NNC  plan-2  C2   0.020
 NNC  plan-2  C8   0.020
 NNC  plan-2  O2   0.020
 NNC  plan-2  H6   0.020
 NNC  plan-2  H5   0.020
 NNC  plan-2  H4   0.020
 NNC  plan-2  H3   0.020
 NNC  plan-3  C12  0.020
 NNC  plan-3  N2   0.020
 NNC  plan-3  C11  0.020
 NNC  plan-3  H2   0.020
 NNC  plan-4  N2   0.020
 NNC  plan-4  C11  0.020
 NNC  plan-4  S1   0.020
 NNC  plan-4  O3   0.020

