# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 12:03:06 2022
#   Inital geometry file: a 73 line input string
#   Ligand name: ~{N}-ethyl-4-methyl-3-nitro-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1ccc(C)c(c1)[N](=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
 I4H  I4H  "~{N}-ethyl-4-methyl-3-nitro-benzamide"
  ligand  27  15  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I4H
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
 I4H  C18  C  CR6    0  -0.049  13.1635  -10.3456  -37.1124
 I4H  C20  C  CR16   0  -0.288  11.3728   -8.7611  -37.4200
 I4H  C22  C  CH3    0  -0.713  11.0862   -6.6815  -36.0802
 I4H  O01  O  O      0  -0.479  15.1182  -11.6788  -37.1923
 I4H  C02  C  C      0   0.545  13.9284  -11.5866  -37.4613
 I4H  N03  N  NH1    0  -0.642  13.2346  -12.5517  -38.0816
 I4H  C04  C  CH2    0  -0.297  13.8215  -13.8114  -38.4925
 I4H  C05  C  CH3    0  -0.660  13.8369  -14.8578  -37.3887
 I4H  C19  C  CR16   0  -0.257  12.0075   -9.9388  -37.7726
 I4H  C21  C  CR6    0   0.117  11.8329   -7.9445  -36.3886
 I4H  C23  C  CR6    0   0.216  12.9986   -8.3764  -35.7492
 I4H  N24  N  N      1   0.325  13.5794   -7.6103  -34.6539
 I4H  O25  O  O      0  -0.371  14.7827   -7.6127  -34.5423
 I4H  O26  O  O     -1  -0.366  12.8307   -7.0274  -33.9067
 I4H  C27  C  CR16   0  -0.291  13.6703   -9.5332  -36.1101
 I4H  H1   H  HCR6   0   0.276  10.4917   -8.4536  -37.9678
 I4H  H2   H  HCH3   0   0.266  10.4959   -6.7809  -35.1697
 I4H  H3   H  HCH3   0   0.256  11.7454   -5.8243  -35.9521
 I4H  H4   H  HCH3   0   0.255  10.4018   -6.4578  -36.8960
 I4H  H5   H  HNH1   0   0.407  12.2321  -12.4777  -38.1387
 I4H  H6   H  HCH2   0   0.250  13.2439  -14.1720  -39.3435
 I4H  H7   H  HCH2   0   0.244  14.8321  -13.6240  -38.8534
 I4H  H8   H  HCH3   0   0.232  14.2659  -15.7885  -37.7606
 I4H  H9   H  HCH3   0   0.230  14.4338  -14.5286  -36.5386
 I4H  H10  H  HCH3   0   0.227  12.8277  -15.0717  -37.0357
 I4H  H11  H  HCR6   0   0.273  11.5990  -10.5140  -38.5934
 I4H  H12  H  HCR6   0   0.292  14.5788   -9.8199  -35.5993

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
 I4H  C04  N03  single    1.449  0.020  1.449
 I4H  C04  C05  single    1.521  0.020  1.521
 I4H  N03  C02  single    1.341  0.020  1.341
 I4H  C19  C20  aromatic  1.384  0.020  1.384
 I4H  C19  C18  aromatic  1.392  0.020  1.392
 I4H  C02  O01  double    1.223  0.020  1.223
 I4H  C02  C18  single    1.499  0.020  1.499
 I4H  C20  C21  aromatic  1.394  0.020  1.394
 I4H  C18  C27  aromatic  1.386  0.020  1.386
 I4H  C21  C22  single    1.499  0.020  1.499
 I4H  C21  C23  aromatic  1.398  0.020  1.398
 I4H  C27  C23  aromatic  1.385  0.020  1.385
 I4H  C23  N24  single    1.457  0.020  1.457
 I4H  O25  N24  double    1.208  0.020  1.208
 I4H  N24  O26  single    1.208  0.020  1.208
 I4H  C20  H1   single    0.930  0.020  1.080
 I4H  C22  H2   single    0.970  0.020  1.090
 I4H  C22  H3   single    0.970  0.020  1.090
 I4H  C22  H4   single    0.970  0.020  1.090
 I4H  N03  H5   single    0.860  0.020  1.020
 I4H  C04  H6   single    0.970  0.020  1.090
 I4H  C04  H7   single    0.970  0.020  1.090
 I4H  C05  H8   single    0.970  0.020  1.090
 I4H  C05  H9   single    0.970  0.020  1.090
 I4H  C05  H10  single    0.970  0.020  1.090
 I4H  C19  H11  single    0.930  0.020  1.080
 I4H  C27  H12  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
 I4H  C27  C18  C19  118.38  3.000
 I4H  C27  C18  C02  117.84  3.000
 I4H  C19  C18  C02  123.73  3.000
 I4H  H1   C20  C21  118.49  3.000
 I4H  H1   C20  C19  119.10  3.000
 I4H  C21  C20  C19  122.41  3.000
 I4H  H4   C22  H3   107.89  3.000
 I4H  H4   C22  H2   107.73  3.000
 I4H  H3   C22  H2   107.55  3.000
 I4H  H4   C22  C21  109.40  3.000
 I4H  H3   C22  C21  112.69  3.000
 I4H  H2   C22  C21  111.40  3.000
 I4H  N03  C02  O01  123.42  3.000
 I4H  O01  C02  C18  120.50  3.000
 I4H  N03  C02  C18  116.08  3.000
 I4H  H5   N03  C04  116.81  3.000
 I4H  H5   N03  C02  119.24  3.000
 I4H  C04  N03  C02  123.18  3.000
 I4H  H7   C04  H6   106.85  3.000
 I4H  H7   C04  C05  110.45  3.000
 I4H  H6   C04  C05  110.15  3.000
 I4H  H7   C04  N03  108.67  3.000
 I4H  H6   C04  N03  107.11  3.000
 I4H  C05  C04  N03  113.35  3.000
 I4H  H10  C05  H9   108.28  3.000
 I4H  H10  C05  H8   107.89  3.000
 I4H  H9   C05  H8   107.96  3.000
 I4H  H10  C05  C04  111.14  3.000
 I4H  H9   C05  C04  111.34  3.000
 I4H  H8   C05  C04  110.11  3.000
 I4H  H11  C19  C20  118.20  3.000
 I4H  H11  C19  C18  121.18  3.000
 I4H  C20  C19  C18  120.59  3.000
 I4H  C23  C21  C22  125.56  3.000
 I4H  C23  C21  C20  115.64  3.000
 I4H  C22  C21  C20  118.78  3.000
 I4H  C27  C23  N24  116.20  3.000
 I4H  N24  C23  C21  120.91  3.000
 I4H  C27  C23  C21  122.89  3.000
 I4H  O26  N24  O25  124.13  3.000
 I4H  O26  N24  C23  118.14  3.000
 I4H  O25  N24  C23  117.72  3.000
 I4H  H12  C27  C23  120.38  3.000
 I4H  H12  C27  C18  119.57  3.000
 I4H  C23  C27  C18  120.03  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
 I4H  CONST_01  C21  C20  C19  C18     0.00   0.0  0
 I4H  CONST_02  C21  C23  C27  C18     0.00   0.0  0
 I4H  CONST_03  C27  C18  C19  C20     0.00   0.0  0
 I4H  CONST_04  C27  C23  C21  C20     0.00   0.0  0
 I4H  CONST_05  C23  C21  C20  C19     0.00   0.0  0
 I4H  CONST_06  C23  C27  C18  C19     0.00   0.0  0
 I4H  CONST_07  N24  C23  C27  C18   180.00   0.0  0
 I4H  CONST_08  C02  C18  C19  C20   180.00   0.0  0
 I4H  CONST_09  N24  C23  C21  C20   180.00   0.0  0
 I4H  CONST_10  C19  C20  C21  C22   180.00   0.0  0
 I4H  CONST_11  C27  C23  C21  C22   180.00   0.0  0
 I4H  CONST_12  C23  C27  C18  C02   180.00   0.0  0
 I4H  CONST_13  H1   C20  C19  C18   180.00   0.0  0
 I4H  CONST_14  H12  C27  C18  C19   180.00   0.0  0
 I4H  CONST_15  H11  C19  C20  C21   180.00   0.0  0
 I4H  CONST_16  H12  C27  C23  C21   180.00   0.0  0
 I4H  CONST_17  H1   C20  C21  C23   180.00   0.0  0
 I4H  CONST_18  H11  C19  C18  C27   180.00   0.0  0
 I4H  CONST_23  C04  N03  C02  C18   180.00   0.0  0
 I4H  CONST_24  H5   N03  C02  C18     0.00   0.0  0
 I4H  CONST_25  C04  N03  C02  O01     0.00   0.0  0
 I4H  CONST_26  H5   N03  C02  O01   180.00   0.0  0
 I4H  Var_01    C19  C18  C02  O01   155.52  30.0  2
 I4H  Var_02    C27  C18  C02  O01   -21.81  30.0  2
 I4H  Var_03    C19  C18  C02  N03   -23.89  30.0  2
 I4H  Var_04    C27  C18  C02  N03   158.77  30.0  2
 I4H  Var_05    H2   C22  C21  C20   104.94  30.0  2
 I4H  Var_06    H3   C22  C21  C20  -134.07  30.0  2
 I4H  Var_07    H4   C22  C21  C20   -14.06  30.0  2
 I4H  Var_08    H2   C22  C21  C23   -76.97  30.0  2
 I4H  Var_09    H3   C22  C21  C23    44.03  30.0  2
 I4H  Var_10    H4   C22  C21  C23   164.04  30.0  2
 I4H  Var_11    C05  C04  N03  C02    85.32  30.0  1
 I4H  Var_12    H6   C04  N03  C02  -152.99  30.0  1
 I4H  Var_13    H7   C04  N03  C02   -37.89  30.0  1
 I4H  Var_14    H8   C05  C04  N03   178.64  30.0  3
 I4H  Var_15    H9   C05  C04  N03   -61.65  30.0  3
 I4H  Var_16    H10  C05  C04  N03    59.15  30.0  3
 I4H  Var_17    H5   N03  C04  C05   -84.60  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
 I4H  plan-1  C18  0.020
 I4H  plan-1  C20  0.020
 I4H  plan-1  C22  0.020
 I4H  plan-1  C02  0.020
 I4H  plan-1  C19  0.020
 I4H  plan-1  C21  0.020
 I4H  plan-1  C23  0.020
 I4H  plan-1  N24  0.020
 I4H  plan-1  C27  0.020
 I4H  plan-1  H1   0.020
 I4H  plan-1  H11  0.020
 I4H  plan-1  H12  0.020
 I4H  plan-2  C18  0.020
 I4H  plan-2  O01  0.020
 I4H  plan-2  C02  0.020
 I4H  plan-2  N03  0.020
 I4H  plan-2  C04  0.020
 I4H  plan-2  H5   0.020
 I4H  plan-3  C23  0.020
 I4H  plan-3  N24  0.020
 I4H  plan-3  O25  0.020
 I4H  plan-3  O26  0.020

