# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 01:16:48 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: 3-amino-N-ethyl-N-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(C)C(=O)c1cccc(N)c1
#
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
 LR9  LR9  "3-amino-N-ethyl-N-methylbenzamide"
  ligand  27  13  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LR9
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
 LR9  N1   N  NT    0  -0.434  66.5488  3.5191  82.9603
 LR9  C4   C  C     0   0.505  66.1614  2.4270  82.2695
 LR9  C5   C  CR6   0  -0.053  64.7193  2.3165  81.8778
 LR9  C6   C  CR16  0  -0.297  63.7229  2.2574  82.8484
 LR9  C7   C  CR16  0  -0.238  62.4096  2.0551  82.4470
 LR9  C8   C  CR16  0  -0.324  62.0846  1.9244  81.1074
 LR9  C10  C  CR16  0  -0.351  64.4064  2.1665  80.5345
 LR9  C1   C  CH3   0  -0.656  66.2871  5.7331  81.8756
 LR9  C2   C  CH2   0  -0.317  65.8126  4.7756  82.9585
 LR9  C3   C  CH3   0  -0.529  67.9300  3.5864  83.3985
 LR9  O1   O  O     0  -0.484  66.9325  1.5177  81.9913
 LR9  C9   C  CR6   0   0.321  63.0809  1.9810  80.1245
 LR9  N2   N  NH2   0  -0.860  62.7744  1.7982  78.7947
 LR9  H1   H  HCR6  0   0.253  63.9667  2.3641  83.8977
 LR9  H2   H  HCR6  0   0.253  61.6230  2.0013  83.1890
 LR9  H3   H  HCR6  0   0.256  61.0524  1.7746  80.8127
 LR9  H4   H  HCR6  0   0.257  65.1936  2.2017  79.7895
 LR9  H5   H  HCH3  0   0.236  65.7215  6.6636  81.9268
 LR9  H6   H  HCH3  0   0.233  67.3435  5.9807  81.9829
 LR9  H7   H  HCH3  0   0.227  66.1368  5.3021  80.8846
 LR9  H8   H  HCH2  0   0.245  65.9256  5.2323  83.9434
 LR9  H9   H  HCH2  0   0.265  64.7521  4.5754  82.8303
 LR9  H10  H  HCH3  0   0.244  68.0255  4.3810  84.1361
 LR9  H11  H  HCH3  0   0.251  68.2306  2.6522  83.8678
 LR9  H12  H  HCH3  0   0.237  68.6220  3.7957  82.5797
 LR9  H13  H  HNH2  0   0.379  61.8231  1.9987  78.5303
 LR9  H14  H  HNH2  0   0.379  63.4357  2.1719  78.1331

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
 LR9  N2   C9   single    1.377  0.020  1.377
 LR9  C9   C10  aromatic  1.400  0.020  1.400
 LR9  C9   C8   aromatic  1.401  0.020  1.401
 LR9  C10  C5   aromatic  1.387  0.020  1.387
 LR9  C8   C7   aromatic  1.385  0.020  1.385
 LR9  C5   C4   single    1.498  0.020  1.498
 LR9  C5   C6   aromatic  1.392  0.020  1.392
 LR9  O1   C4   double    1.224  0.020  1.224
 LR9  C4   N1   single    1.349  0.020  1.349
 LR9  C1   C2   single    1.521  0.020  1.521
 LR9  C7   C6   aromatic  1.388  0.020  1.388
 LR9  N1   C2   single    1.456  0.020  1.456
 LR9  N1   C3   single    1.451  0.020  1.451
 LR9  C6   H1   single    0.930  0.020  1.080
 LR9  C7   H2   single    0.930  0.020  1.080
 LR9  C8   H3   single    0.930  0.020  1.080
 LR9  C10  H4   single    0.930  0.020  1.080
 LR9  C1   H5   single    0.970  0.020  1.090
 LR9  C1   H6   single    0.970  0.020  1.090
 LR9  C1   H7   single    0.970  0.020  1.090
 LR9  C2   H8   single    0.970  0.020  1.090
 LR9  C2   H9   single    0.970  0.020  1.090
 LR9  C3   H10  single    0.970  0.020  1.090
 LR9  C3   H11  single    0.970  0.020  1.090
 LR9  C3   H12  single    0.970  0.020  1.090
 LR9  N2   H13  single    0.890  0.020  1.040
 LR9  N2   H14  single    0.890  0.020  1.040

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
 LR9  C3   N1   C2   116.22  3.000
 LR9  C3   N1   C4   117.75  3.000
 LR9  C2   N1   C4   123.55  3.000
 LR9  O1   C4   C5   119.48  3.000
 LR9  O1   C4   N1   122.46  3.000
 LR9  C5   C4   N1   118.03  3.000
 LR9  C10  C5   C6   120.60  3.000
 LR9  C6   C5   C4   120.64  3.000
 LR9  C10  C5   C4   118.56  3.000
 LR9  H1   C6   C7   120.52  3.000
 LR9  H1   C6   C5   120.69  3.000
 LR9  C7   C6   C5   118.79  3.000
 LR9  H2   C7   C8   119.20  3.000
 LR9  H2   C7   C6   119.76  3.000
 LR9  C8   C7   C6   121.04  3.000
 LR9  H3   C8   C9   119.48  3.000
 LR9  H3   C8   C7   119.98  3.000
 LR9  C9   C8   C7   120.54  3.000
 LR9  H4   C10  C9   119.37  3.000
 LR9  H4   C10  C5   119.86  3.000
 LR9  C9   C10  C5   120.76  3.000
 LR9  H7   C1   H6   108.22  3.000
 LR9  H7   C1   H5   107.96  3.000
 LR9  H6   C1   H5   107.71  3.000
 LR9  H7   C1   C2   110.79  3.000
 LR9  H6   C1   C2   112.03  3.000
 LR9  H5   C1   C2   109.99  3.000
 LR9  H9   C2   H8   106.53  3.000
 LR9  H9   C2   C1   109.66  3.000
 LR9  H8   C2   C1   110.28  3.000
 LR9  H9   C2   N1   109.54  3.000
 LR9  H8   C2   N1   107.91  3.000
 LR9  C1   C2   N1   112.71  3.000
 LR9  H12  C3   H11  108.24  3.000
 LR9  H12  C3   H10  108.21  3.000
 LR9  H11  C3   H10  108.08  3.000
 LR9  H12  C3   N1   112.68  3.000
 LR9  H11  C3   N1   110.71  3.000
 LR9  H10  C3   N1   108.79  3.000
 LR9  N2   C9   C10  120.75  3.000
 LR9  C10  C9   C8   118.25  3.000
 LR9  N2   C9   C8   120.93  3.000
 LR9  H14  N2   H13  111.94  3.000
 LR9  H14  N2   C9   116.03  3.000
 LR9  H13  N2   C9   115.93  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
 LR9  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 LR9  CONST_02  C8   C7   C6   C5      0.00   0.0  0
 LR9  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 LR9  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 LR9  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 LR9  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 LR9  CONST_07  C9   C10  C5   C4    180.00   0.0  0
 LR9  CONST_08  C7   C6   C5   C4    180.00   0.0  0
 LR9  CONST_09  N2   C9   C10  C5    180.00   0.0  0
 LR9  CONST_10  N2   C9   C8   C7    180.00   0.0  0
 LR9  CONST_11  H2   C7   C6   C5    180.00   0.0  0
 LR9  CONST_12  H4   C10  C5   C6    180.00   0.0  0
 LR9  CONST_13  H3   C8   C7   C6    180.00   0.0  0
 LR9  CONST_14  H4   C10  C9   C8    180.00   0.0  0
 LR9  CONST_15  H1   C6   C7   C8    180.00   0.0  0
 LR9  CONST_16  H3   C8   C9   C10   180.00   0.0  0
 LR9  CONST_17  H1   C6   C5   C10   180.00   0.0  0
 LR9  CONST_18  H2   C7   C8   C9    180.00   0.0  0
 LR9  CONST_24  C3   N1   C4   C5    180.00   0.0  0
 LR9  CONST_26  O1   C4   N1   C3      0.00   0.0  0
 LR9  Var_01    C10  C5   C4   N1    123.10  30.0  2
 LR9  Var_02    C6   C5   C4   N1    -62.00  30.0  2
 LR9  Var_03    O1   C4   C5   C6    115.87  30.0  2
 LR9  Var_04    O1   C4   C5   C10   -59.03  30.0  2
 LR9  Var_05    C1   C2   N1   C4    -91.58  30.0  3
 LR9  Var_06    C3   N1   C2   C1     70.10  30.0  2
 LR9  Var_07    H5   C1   C2   N1   -178.89  30.0  3
 LR9  Var_08    H6   C1   C2   N1    -59.12  30.0  3
 LR9  Var_09    H7   C1   C2   N1     61.83  30.0  3
 LR9  Var_10    H8   C2   N1   C4    146.40  30.0  3
 LR9  Var_11    H9   C2   N1   C4     30.80  30.0  3
 LR9  Var_12    H10  C3   N1   C4   -166.09  30.0  3
 LR9  Var_13    H11  C3   N1   C4    -47.47  30.0  3
 LR9  Var_14    H12  C3   N1   C4     73.91  30.0  3
 LR9  Var_15    H10  C3   N1   C2     31.13  30.0  3
 LR9  Var_16    H11  C3   N1   C2    149.76  30.0  3
 LR9  Var_17    H12  C3   N1   C2    -88.87  30.0  3
 LR9  Var_18    H8   C2   N1   C3    -51.92  30.0  3
 LR9  Var_19    H9   C2   N1   C3   -167.52  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
 LR9  plan-1  C4   0.020
 LR9  plan-1  C5   0.020
 LR9  plan-1  C6   0.020
 LR9  plan-1  C7   0.020
 LR9  plan-1  C8   0.020
 LR9  plan-1  C10  0.020
 LR9  plan-1  C9   0.020
 LR9  plan-1  N2   0.020
 LR9  plan-1  H1   0.020
 LR9  plan-1  H2   0.020
 LR9  plan-1  H3   0.020
 LR9  plan-1  H4   0.020
 LR9  plan-2  N1   0.020
 LR9  plan-2  C4   0.020
 LR9  plan-2  C5   0.020
 LR9  plan-2  C2   0.020
 LR9  plan-2  C3   0.020
 LR9  plan-2  O1   0.020
 LR9  plan-3  C9   0.020
 LR9  plan-3  N2   0.020
 LR9  plan-3  H13  0.020
 LR9  plan-3  H14  0.020

