# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 17:50:24 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-iodophenyl)thiocarbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Ic1ccc(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
 NNI  NNI  'O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] (4-iodophenyl)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_NNI
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
 NNI  C13   C  CR16  0  -0.261  10.7739  65.3512  61.6987
 NNI  C14   C  CR16  0  -0.224  10.3164  66.0427  60.5872
 NNI  C15   C  CR6   0  -0.216   9.0436  65.7913  60.0976
 NNI  I15   I  I     0   0.056   8.3392  66.8615  58.4325
 NNI  C16   C  CR16  0  -0.221   8.2239  64.8510  60.7032
 NNI  C17   C  CR16  0  -0.286   8.6946  64.1484  61.8013
 NNI  C12   C  CR6   0   0.325   9.9694  64.3915  62.3013
 NNI  N2    N  NH1   0  -0.699  10.3802  63.6792  63.4487
 NNI  C11   C  C     0   0.414  11.5060  62.9681  63.6090
 NNI  S1    S  S1    0  -0.371  11.7768  62.0274  64.9509
 NNI  O3    O  O2    0  -0.415  12.3370  63.1029  62.6006
 NNI  C10   C  CH2   0  -0.175  13.4941  62.2750  62.5085
 NNI  C9    C  CH2   0  -0.352  14.2441  62.6947  61.2579
 NNI  N1    N  NR5   0  -0.598  13.3833  62.8307  60.1056
 NNI  C8    C  CR5   0   0.589  13.0689  64.0489  59.5162
 NNI  O2    O  O     0  -0.399  13.5336  65.1163  59.8246
 NNI  C2    C  CR56  0  -0.022  12.0853  63.7443  58.4528
 NNI  C3    C  CR16  0  -0.289  11.4463  64.5823  57.5659
 NNI  C4    C  CR16  0  -0.235  10.5598  63.9971  56.6638
 NNI  C5    C  CR16  0  -0.241  10.3356  62.6235  56.6635
 NNI  C6    C  CR16  0  -0.299  10.9900  61.7858  57.5653
 NNI  C1    C  CR56  0  -0.023  11.8633  62.3773  58.4521
 NNI  C7    C  CR5   0   0.582  12.6991  61.7790  59.5180
 NNI  O1    O  O     0  -0.403  12.7961  60.6215  59.8407
 NNI  H13   H  HCR6  0   0.281  11.7536  65.5809  62.0915
 NNI  H14   H  HCR6  0   0.285  10.9578  66.7819  60.1280
 NNI  H16   H  HCR6  0   0.283   7.2288  64.6486  60.3319
 NNI  H17   H  HCR6  0   0.284   8.0613  63.4045  62.2682
 NNI  H2    H  HNH1  0   0.425   9.6861  63.5364  64.1675
 NNI  H101  H  HCH2  0   0.270  14.1370  62.4050  63.3800
 NNI  H102  H  HCH2  0   0.256  13.1874  61.2302  62.4649
 NNI  H9C1  H  HCH2  0   0.284  14.7353  63.6539  61.4102
 NNI  H9C2  H  HCH2  0   0.291  15.0236  61.9580  61.0621
 NNI  H6    H  HCR6  0   0.275  10.8148  60.7183  57.5642
 NNI  H5    H  HCR6  0   0.278   9.6421  62.1995  55.9496
 NNI  H4    H  HCR6  0   0.276  10.0353  64.6201  55.9522
 NNI  H3    H  HCR6  0   0.274  11.6203  65.6501  57.5650

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
 NNI  C13  C14   aromatic  1.387  0.020  1.387
 NNI  C13  C12   aromatic  1.390  0.020  1.390
 NNI  C14  C15   aromatic  1.387  0.020  1.387
 NNI  C15  I15   single    2.101  0.020  2.101
 NNI  C15  C16   aromatic  1.387  0.020  1.387
 NNI  C16  C17   aromatic  1.386  0.020  1.386
 NNI  C17  C12   aromatic  1.391  0.020  1.391
 NNI  C12  N2    single    1.412  0.020  1.412
 NNI  N2   C11   single    1.341  0.020  1.341
 NNI  C11  S1    double    1.661  0.020  1.661
 NNI  C11  O3    single    1.314  0.020  1.314
 NNI  O3   C10   single    1.426  0.020  1.426
 NNI  C10  C9    single    1.517  0.020  1.517
 NNI  C9   N1    single    1.445  0.020  1.445
 NNI  N1   C7    single    1.385  0.020  1.385
 NNI  N1   C8    single    1.389  0.020  1.389
 NNI  C7   O1    double    1.206  0.020  1.206
 NNI  C7   C1    single    1.481  0.020  1.481
 NNI  C1   C6    aromatic  1.378  0.020  1.378
 NNI  C1   C2    aromatic  1.385  0.020  1.385
 NNI  C6   C5    aromatic  1.394  0.020  1.394
 NNI  C5   C4    aromatic  1.392  0.020  1.392
 NNI  C4   C3    aromatic  1.394  0.020  1.394
 NNI  C3   C2    aromatic  1.377  0.020  1.377
 NNI  C2   C8    single    1.480  0.020  1.480
 NNI  C8   O2    double    1.204  0.020  1.204
 NNI  C13  H13   single    0.930  0.020  1.080
 NNI  C14  H14   single    0.930  0.020  1.080
 NNI  C16  H16   single    0.930  0.020  1.080
 NNI  C17  H17   single    0.930  0.020  1.080
 NNI  N2   H2    single    0.860  0.020  1.020
 NNI  C10  H101  single    0.970  0.020  1.090
 NNI  C10  H102  single    0.970  0.020  1.090
 NNI  C9   H9C1  single    0.970  0.020  1.090
 NNI  C9   H9C2  single    0.970  0.020  1.090
 NNI  C6   H6    single    0.930  0.020  1.080
 NNI  C5   H5    single    0.930  0.020  1.080
 NNI  C4   H4    single    0.930  0.020  1.080
 NNI  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
 NNI  H13   C13  C12   120.95  3.000
 NNI  H13   C13  C14   118.99  3.000
 NNI  C12   C13  C14   120.06  3.000
 NNI  H14   C14  C15   121.23  3.000
 NNI  H14   C14  C13   119.06  3.000
 NNI  C15   C14  C13   119.70  3.000
 NNI  C16   C15  I15   119.56  3.000
 NNI  C16   C15  C14   120.75  3.000
 NNI  I15   C15  C14   119.69  3.000
 NNI  H16   C16  C17   119.33  3.000
 NNI  H16   C16  C15   121.40  3.000
 NNI  C17   C16  C15   119.27  3.000
 NNI  H17   C17  C12   120.08  3.000
 NNI  H17   C17  C16   119.43  3.000
 NNI  C12   C17  C16   120.50  3.000
 NNI  N2    C12  C17   118.08  3.000
 NNI  N2    C12  C13   122.17  3.000
 NNI  C17   C12  C13   119.70  3.000
 NNI  H2    N2   C11   114.65  3.000
 NNI  H2    N2   C12   116.75  3.000
 NNI  C11   N2   C12   127.52  3.000
 NNI  O3    C11  S1    125.11  3.000
 NNI  O3    C11  N2    112.63  3.000
 NNI  S1    C11  N2    122.25  3.000
 NNI  C10   O3   C11   120.22  3.000
 NNI  H102  C10  H101  108.19  3.000
 NNI  H102  C10  C9    111.79  3.000
 NNI  H101  C10  C9    109.52  3.000
 NNI  H102  C10  O3    109.33  3.000
 NNI  H101  C10  O3    110.95  3.000
 NNI  C9    C10  O3    107.08  3.000
 NNI  H9C2  C9   H9C1  107.34  3.000
 NNI  H9C2  C9   N1    110.26  3.000
 NNI  H9C1  C9   N1    107.31  3.000
 NNI  H9C2  C9   C10   108.33  3.000
 NNI  H9C1  C9   C10   110.58  3.000
 NNI  N1    C9   C10   112.88  3.000
 NNI  C7    N1   C8    111.96  3.000
 NNI  C8    N1   C9    123.76  3.000
 NNI  C7    N1   C9    124.13  3.000
 NNI  C2    C8   O2    128.52  3.000
 NNI  O2    C8   N1    125.53  3.000
 NNI  C2    C8   N1    105.94  3.000
 NNI  C1    C2   C3    121.73  3.000
 NNI  C3    C2   C8    130.21  3.000
 NNI  C1    C2   C8    108.06  3.000
 NNI  H3    C3   C4    121.08  3.000
 NNI  H3    C3   C2    121.76  3.000
 NNI  C4    C3   C2    117.15  3.000
 NNI  H4    C4   C5    119.35  3.000
 NNI  H4    C4   C3    119.51  3.000
 NNI  C5    C4   C3    121.14  3.000
 NNI  H5    C5   C6    119.49  3.000
 NNI  H5    C5   C4    119.36  3.000
 NNI  C6    C5   C4    121.15  3.000
 NNI  H6    C6   C1    121.79  3.000
 NNI  H6    C6   C5    121.09  3.000
 NNI  C1    C6   C5    117.12  3.000
 NNI  C7    C1   C6    130.35  3.000
 NNI  C6    C1   C2    121.71  3.000
 NNI  C7    C1   C2    107.94  3.000
 NNI  O1    C7   C1    128.76  3.000
 NNI  C1    C7   N1    106.10  3.000
 NNI  O1    C7   N1    125.14  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
 NNI  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 NNI  CONST_02  C16  C17  C12  C13     0.00   0.0  0
 NNI  CONST_03  C17  C12  C13  C14     0.00   0.0  0
 NNI  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 NNI  CONST_05  C12  C13  C14  C15     0.00   0.0  0
 NNI  CONST_06  C12  C17  C16  C15     0.00   0.0  0
 NNI  CONST_07  C5   C6   C1   C2      0.00   0.0  0
 NNI  CONST_08  C5   C4   C3   C2      0.00   0.0  0
 NNI  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 NNI  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 NNI  CONST_11  C1   C6   C5   C4      0.00   0.0  0
 NNI  CONST_12  C1   C2   C3   C4      0.00   0.0  0
 NNI  CONST_13  C7   N1   C8   C2      0.00   0.0  0
 NNI  CONST_14  I15  C15  C14  C13   180.00   0.0  0
 NNI  CONST_15  N2   C12  C13  C14   180.00   0.0  0
 NNI  CONST_16  C17  C16  C15  I15   180.00   0.0  0
 NNI  CONST_17  N2   C12  C17  C16   180.00   0.0  0
 NNI  CONST_18  C2   C8   N1   C9    180.00   0.0  0
 NNI  CONST_19  C7   N1   C8   O2    180.00   0.0  0
 NNI  CONST_20  H17  C17  C12  C13   180.00   0.0  0
 NNI  CONST_21  H16  C16  C15  C14   180.00   0.0  0
 NNI  CONST_22  H13  C13  C14  C15   180.00   0.0  0
 NNI  CONST_23  H14  C14  C15  C16   180.00   0.0  0
 NNI  CONST_24  H3   C3   C2   C8      0.00   0.0  0
 NNI  CONST_25  H6   C6   C1   C2    180.00   0.0  0
 NNI  CONST_26  H4   C4   C3   C2    180.00   0.0  0
 NNI  CONST_27  H5   C5   C4   C3    180.00   0.0  0
 NNI  CONST_30  O2   C8   N1   C9      0.00   0.0  0
 NNI  CONST_32  S1   C11  N2   C12   180.00   0.0  0
 NNI  CONST_33  O3   C11  N2   C12     0.00   0.0  0
 NNI  Var_01    C7   N1   C9   C10   -64.97  30.0  3
 NNI  Var_02    N1   C9   C10  O3    -46.97  30.0  3
 NNI  Var_03    C9   C10  O3   C11  -179.09  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
 NNI  plan-1  C13  0.020
 NNI  plan-1  C14  0.020
 NNI  plan-1  C15  0.020
 NNI  plan-1  I15  0.020
 NNI  plan-1  C16  0.020
 NNI  plan-1  C17  0.020
 NNI  plan-1  C12  0.020
 NNI  plan-1  N2   0.020
 NNI  plan-1  H13  0.020
 NNI  plan-1  H14  0.020
 NNI  plan-1  H16  0.020
 NNI  plan-1  H17  0.020
 NNI  plan-2  C9   0.020
 NNI  plan-2  N1   0.020
 NNI  plan-2  C8   0.020
 NNI  plan-2  O2   0.020
 NNI  plan-2  C2   0.020
 NNI  plan-2  C3   0.020
 NNI  plan-2  C4   0.020
 NNI  plan-2  C5   0.020
 NNI  plan-2  C6   0.020
 NNI  plan-2  C1   0.020
 NNI  plan-2  C7   0.020
 NNI  plan-2  O1   0.020
 NNI  plan-2  H6   0.020
 NNI  plan-2  H5   0.020
 NNI  plan-2  H4   0.020
 NNI  plan-2  H3   0.020
 NNI  plan-3  C12  0.020
 NNI  plan-3  N2   0.020
 NNI  plan-3  C11  0.020
 NNI  plan-3  H2   0.020
 NNI  plan-4  N2   0.020
 NNI  plan-4  C11  0.020
 NNI  plan-4  S1   0.020
 NNI  plan-4  O3   0.020

