# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 12:31:19 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 5-methoxy-1,2-dimethyl-3-[(4-nitrophenoxy)methyl]-1H-indole-4,7-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=CC(=O)c2n(C)c(C)c(COc3ccc(cc3)[N+]([O-])=O)c2C1=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
 936  936  5-methoxy-1,2-dimethyl-3-[(4-nitrophenoxy)methyl]-1H-indole-4,7-dione  ligand  42  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_936
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
 936  C1    C  CR16   0  -0.547   4.4301   1.1477   0.3900
 936  C2    C  CR6    0   0.396   4.4984  -0.3171   0.3925
 936  C3    C  CR56   0   0.261   3.2483  -0.9955   0.0689
 936  C4    C  CR56   0  -0.114   2.0766  -0.3323  -0.2293
 936  C5    C  CR6    0   0.261   2.0044   1.1142  -0.2340
 936  C6    C  CR6    0   0.321   3.2974   1.8212   0.1060
 936  N7    N  NR5    0  -0.530   3.0125  -2.3298  -0.0101
 936  C8    C  CR5    0   0.303   1.7059  -2.5367  -0.3514
 936  C9    C  CR5    0   0.034   1.0917  -1.3069  -0.5020
 936  O10   O  O      0  -0.363   1.0083   1.7545  -0.4883
 936  O11   O  O      0  -0.413   5.5369  -0.9050   0.6468
 936  C12   C  CH3    0  -0.530   3.9886  -3.3781   0.2253
 936  C19   C  CH2    0  -0.338  -0.3235  -1.0606  -0.8721
 936  O20   O  O2     0  -0.448  -1.0148  -0.6261   0.3006
 936  C24   C  CR6    0   0.425  -2.2862  -0.2445   0.1970
 936  C25   C  CR16   0  -0.343  -2.8864   0.2296   1.3714
 936  C26   C  CR16   0  -0.252  -4.1979   0.6434   1.3680
 936  C27   C  CR6    0   0.225  -4.9299   0.5857   0.1842
 936  C28   C  CR16   0  -0.251  -4.3512   0.1166  -0.9857
 936  C29   C  CR16   0  -0.378  -3.0324  -0.2980  -0.9833
 936  N34   N  N      1   0.328  -6.3065   1.0181   0.1740
 936  O35   O  O     -1  -0.391  -6.7772   1.4557   1.2006
 936  O36   O  O      0  -0.391  -6.9301   0.9245  -0.8600
 936  C37   C  CH3    0  -0.759   1.1326  -3.8978  -0.5162
 936  O44   O  O2     0  -0.429   3.1494   3.1319   0.0810
 936  C45   C  CH3    0  -0.445   4.2804   3.9432   0.3640
 936  H11   H  HCR6   0   0.299   5.3534   1.6582   0.6313
 936  H121  H  HCH3   0   0.268   4.3832  -3.3134   1.2357
 936  H122  H  HCH3   0   0.275   3.5128  -4.3447   0.1013
 936  H123  H  HCH3   0   0.267   4.8093  -3.3022  -0.4833
 936  H191  H  HCH2   0   0.255  -0.3922  -0.2951  -1.6489
 936  H192  H  HCH2   0   0.255  -0.7884  -1.9695  -1.2628
 936  H251  H  HCR6   0   0.283  -2.3078   0.2685   2.2849
 936  H261  H  HCR6   0   0.297  -4.6420   1.0057   2.2833
 936  H281  H  HCR6   0   0.300  -4.9149   0.0699  -1.9061
 936  H291  H  HCR6   0   0.302  -2.6081  -0.6604  -1.9081
 936  H371  H  HCH3   0   0.268   1.2296  -4.4950   0.3914
 936  H372  H  HCH3   0   0.272   0.0727  -3.8351  -0.7497
 936  H373  H  HCH3   0   0.267   1.6131  -4.4464  -1.3279
 936  H451  H  HCH3   0   0.273   3.9460   4.9735   0.2880
 936  H452  H  HCH3   0   0.243   4.6579   3.7584   1.3717
 936  H453  H  HCH3   0   0.244   5.0811   3.7671  -0.3571

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
 936  C1   C2    single    1.466  0.020  1.466
 936  C1   C6    double    1.348  0.020  1.348
 936  C1   H11   single    0.930  0.020  1.080
 936  C2   C3    single    1.459  0.020  1.459
 936  C2   O11   double    1.220  0.020  1.220
 936  C3   C4    aromatic  1.379  0.020  1.379
 936  C3   N7    aromatic  1.357  0.020  1.357
 936  C4   C5    single    1.448  0.020  1.448
 936  C4   C9    aromatic  1.412  0.020  1.412
 936  C5   C6    single    1.512  0.020  1.512
 936  C5   O10   double    1.211  0.020  1.211
 936  C6   O44   single    1.319  0.020  1.319
 936  N7   C8    aromatic  1.366  0.020  1.366
 936  N7   C12   single    1.452  0.020  1.452
 936  C8   C9    aromatic  1.383  0.020  1.383
 936  C8   C37   single    1.486  0.020  1.486
 936  C9   C19   single    1.483  0.020  1.483
 936  C12  H121  single    0.970  0.020  1.090
 936  C12  H122  single    0.970  0.020  1.090
 936  C12  H123  single    0.970  0.020  1.090
 936  C19  O20   single    1.429  0.020  1.429
 936  C19  H191  single    0.970  0.020  1.090
 936  C19  H192  single    0.970  0.020  1.090
 936  O20  C24   single    1.332  0.020  1.332
 936  C24  C25   aromatic  1.402  0.020  1.402
 936  C24  C29   aromatic  1.397  0.020  1.397
 936  C25  C26   aromatic  1.375  0.020  1.375
 936  C25  H251  single    0.930  0.020  1.080
 936  C26  C27   aromatic  1.393  0.020  1.393
 936  C26  H261  single    0.930  0.020  1.080
 936  C27  C28   aromatic  1.387  0.020  1.387
 936  C27  N34   single    1.443  0.020  1.443
 936  C28  C29   aromatic  1.382  0.020  1.382
 936  C28  H281  single    0.930  0.020  1.080
 936  C29  H291  single    0.930  0.020  1.080
 936  N34  O35   single    1.211  0.020  1.211
 936  N34  O36   double    1.211  0.020  1.211
 936  C37  H371  single    0.970  0.020  1.090
 936  C37  H372  single    0.970  0.020  1.090
 936  C37  H373  single    0.970  0.020  1.090
 936  O44  C45   single    1.420  0.020  1.420
 936  C45  H451  single    0.970  0.020  1.090
 936  C45  H452  single    0.970  0.020  1.090
 936  C45  H453  single    0.970  0.020  1.090

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
 936  H11   C1   C6    121.88  3.000
 936  H11   C1   C2    115.53  3.000
 936  C6    C1   C2    122.59  3.000
 936  O11   C2   C3    123.47  3.000
 936  O11   C2   C1    121.42  3.000
 936  C3    C2   C1    115.11  3.000
 936  N7    C3   C4    108.21  3.000
 936  N7    C3   C2    128.25  3.000
 936  C4    C3   C2    123.54  3.000
 936  C9    C4   C5    130.84  3.000
 936  C9    C4   C3    107.61  3.000
 936  C5    C4   C3    121.56  3.000
 936  O10   C5   C6    120.21  3.000
 936  O10   C5   C4    124.73  3.000
 936  C6    C5   C4    115.06  3.000
 936  O44   C6   C5    111.36  3.000
 936  O44   C6   C1    126.49  3.000
 936  C5    C6   C1    122.15  3.000
 936  C12   N7   C8    125.04  3.000
 936  C12   N7   C3    125.71  3.000
 936  C8    N7   C3    109.24  3.000
 936  C37   C8   C9    129.13  3.000
 936  C37   C8   N7    122.37  3.000
 936  C9    C8   N7    108.50  3.000
 936  C19   C9   C8    126.77  3.000
 936  C19   C9   C4    126.80  3.000
 936  C8    C9   C4    106.44  3.000
 936  H123  C12  H122  108.61  3.000
 936  H123  C12  H121  109.14  3.000
 936  H122  C12  H121  108.59  3.000
 936  H123  C12  N7    110.58  3.000
 936  H122  C12  N7    109.28  3.000
 936  H121  C12  N7    110.61  3.000
 936  H192  C19  H191  107.56  3.000
 936  H192  C19  O20   109.90  3.000
 936  H191  C19  O20   109.88  3.000
 936  H192  C19  C9    110.90  3.000
 936  H191  C19  C9    110.71  3.000
 936  O20   C19  C9    107.90  3.000
 936  C24   O20  C19   119.03  3.000
 936  C29   C24  C25   119.47  3.000
 936  C29   C24  O20   124.38  3.000
 936  C25   C24  O20   116.15  3.000
 936  H251  C25  C26   120.08  3.000
 936  H251  C25  C24   119.38  3.000
 936  C26   C25  C24   120.54  3.000
 936  H261  C26  C27   121.20  3.000
 936  H261  C26  C25   119.40  3.000
 936  C27   C26  C25   119.39  3.000
 936  N34   C27  C28   119.57  3.000
 936  N34   C27  C26   119.66  3.000
 936  C28   C27  C26   120.77  3.000
 936  H281  C28  C29   119.10  3.000
 936  H281  C28  C27   121.03  3.000
 936  C29   C28  C27   119.87  3.000
 936  H291  C29  C28   118.29  3.000
 936  H291  C29  C24   121.75  3.000
 936  C28   C29  C24   119.96  3.000
 936  O36   N34  O35   123.47  3.000
 936  O36   N34  C27   118.30  3.000
 936  O35   N34  C27   118.23  3.000
 936  H373  C37  H372  107.37  3.000
 936  H373  C37  H371  107.73  3.000
 936  H372  C37  H371  107.28  3.000
 936  H373  C37  C8    111.91  3.000
 936  H372  C37  C8    110.31  3.000
 936  H371  C37  C8    112.01  3.000
 936  C45   O44  C6    118.32  3.000
 936  H453  C45  H452  109.18  3.000
 936  H453  C45  H451  109.43  3.000
 936  H452  C45  H451  109.37  3.000
 936  H453  C45  O44   111.12  3.000
 936  H452  C45  O44   111.26  3.000
 936  H451  C45  O44   106.43  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
 936  CONST_01  C8    C9   C4   C3      0.00   0.0  0
 936  CONST_02  C9    C8   N7   C3      0.00   0.0  0
 936  CONST_03  C8    N7   C3   C4      0.00   0.0  0
 936  CONST_04  N7    C8   C9   C4      0.00   0.0  0
 936  CONST_05  C9    C4   C3   N7      0.00   0.0  0
 936  CONST_06  C27   C26  C25  C24     0.00   0.0  0
 936  CONST_07  C27   C28  C29  C24     0.00   0.0  0
 936  CONST_08  C28   C29  C24  C25     0.00   0.0  0
 936  CONST_09  C28   C27  C26  C25     0.00   0.0  0
 936  CONST_10  C29   C24  C25  C26     0.00   0.0  0
 936  CONST_11  C29   C28  C27  C26     0.00   0.0  0
 936  CONST_12  C12   N7   C3   C2      0.00   0.0  0
 936  CONST_13  C19   C9   C4   C3    180.00   0.0  0
 936  CONST_14  C37   C8   N7   C3    180.00   0.0  0
 936  CONST_15  C12   N7   C3   C4    180.00   0.0  0
 936  CONST_16  C37   C8   C9   C4    180.00   0.0  0
 936  CONST_17  C19   C9   C4   C5      0.00   0.0  0
 936  CONST_18  C19   C9   C8   N7    180.00   0.0  0
 936  CONST_19  C12   N7   C8   C9    180.00   0.0  0
 936  CONST_20  C26   C25  C24  O20   180.00   0.0  0
 936  CONST_21  C28   C29  C24  O20   180.00   0.0  0
 936  CONST_22  N34   C27  C26  C25   180.00   0.0  0
 936  CONST_23  N34   C27  C28  C29   180.00   0.0  0
 936  CONST_24  H261  C26  C25  C24   180.00   0.0  0
 936  CONST_25  H281  C28  C29  C24   180.00   0.0  0
 936  CONST_26  H291  C29  C24  C25   180.00   0.0  0
 936  CONST_27  H251  C25  C26  C27   180.00   0.0  0
 936  CONST_28  O35   N34  C27  C26     0.00   0.0  0
 936  CONST_29  O36   N34  C27  C26   180.00   0.0  0
 936  CONST_30  O35   N34  C27  C28   180.00   0.0  0
 936  CONST_31  O36   N34  C27  C28     0.00   0.0  0
 936  Var_01    O20   C19  C9   C4    -73.61  30.0  2
 936  Var_02    C25   C24  O20  C19  -177.09  30.0  2
 936  Var_03    H121  C12  N7   C3     59.90  30.0  2
 936  Var_04    H371  C37  C8   N7     58.37  30.0  2
 936  Var_05    H451  C45  O44  C6    179.84  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
 936  plan-1  O20   0.020
 936  plan-1  C24   0.020
 936  plan-1  C25   0.020
 936  plan-1  C26   0.020
 936  plan-1  C27   0.020
 936  plan-1  C28   0.020
 936  plan-1  C29   0.020
 936  plan-1  N34   0.020
 936  plan-1  H251  0.020
 936  plan-1  H261  0.020
 936  plan-1  H281  0.020
 936  plan-1  H291  0.020
 936  plan-2  C1    0.020
 936  plan-2  C2    0.020
 936  plan-2  C3    0.020
 936  plan-2  C4    0.020
 936  plan-2  C5    0.020
 936  plan-2  C6    0.020
 936  plan-2  N7    0.020
 936  plan-2  C8    0.020
 936  plan-2  C9    0.020
 936  plan-2  O10   0.020
 936  plan-2  O11   0.020
 936  plan-2  C12   0.020
 936  plan-2  C19   0.020
 936  plan-2  C37   0.020
 936  plan-2  O44   0.020
 936  plan-2  H11   0.020
 936  plan-3  C27   0.020
 936  plan-3  N34   0.020
 936  plan-3  O35   0.020
 936  plan-3  O36   0.020

