# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 18:31:17 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: N,N-diethyl-4-hydroxy-3-methoxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C(=O)c1ccc(O)c(OC)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
 2DL  2DL  N,N-diethyl-4-hydroxy-3-methoxybenzamide  ligand  33  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2DL
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
 2DL  C1    C  CR6   0   0.284  -2.6271   1.0072  -0.2310
 2DL  C2    C  CR6   0   0.311  -2.3232  -0.3244   0.1072
 2DL  C3    C  CR16  0  -0.405  -1.0267  -0.7885  -0.0191
 2DL  C4    C  CR6   0  -0.068  -0.0064   0.0681  -0.4410
 2DL  C5    C  CR16  0  -0.275  -0.3116   1.3780  -0.7760
 2DL  C6    C  CR16  0  -0.335  -1.6178   1.8420  -0.6767
 2DL  O7    O  OH1   0  -0.626  -3.8815   1.4828  -0.1340
 2DL  C9    C  CH3   0  -0.660   4.0797  -1.5853   0.6467
 2DL  C10   C  CH2   0  -0.318   3.7430  -0.4437  -0.3021
 2DL  C12   C  CH2   0  -0.323   2.3264   1.1313   0.9623
 2DL  C13   C  CH3   0  -0.663   2.8443   2.4952   0.5340
 2DL  C14   C  C     0   0.513   1.3571  -0.5147  -0.6307
 2DL  O15   O  O     0  -0.499   1.4804  -1.5410  -1.2913
 2DL  O16   O  O2    0  -0.488  -3.3779  -1.0512   0.5320
 2DL  N3    N  NT    0  -0.439   2.4153   0.1153  -0.0783
 2DL  C15   C  CH3   0  -0.434  -3.1764  -2.4124   0.8582
 2DL  H6    H  HCR6  0   0.269  -1.8579   2.8613  -0.9517
 2DL  H7    H  HOH1  0   0.474  -4.4787   0.7884   0.1708
 2DL  H3    H  HCR6  0   0.285  -0.7871  -1.8147   0.2257
 2DL  H5    H  HCR6  0   0.262   0.4570   2.0486  -1.1362
 2DL  H91C  H  HCH3  0   0.234   5.0926  -1.9419   0.4576
 2DL  H92C  H  HCH3  0   0.225   4.0329  -1.2662   1.6888
 2DL  H93C  H  HCH3  0   0.233   3.3970  -2.4234   0.5138
 2DL  H101  H  HCH2  0   0.245   4.4665   0.3634  -0.1805
 2DL  H102  H  HCH2  0   0.251   3.8222  -0.7752  -1.3362
 2DL  H121  H  HCH2  0   0.252   2.8998   0.7798   1.8249
 2DL  H122  H  HCH2  0   0.264   1.2963   1.2109   1.3017
 2DL  H131  H  HCH3  0   0.232   3.8899   2.4564   0.2285
 2DL  H132  H  HCH3  0   0.232   2.2688   2.9034  -0.2959
 2DL  H133  H  HCH3  0   0.238   2.7723   3.1930   1.3680
 2DL  H151  H  HCH3  0   0.233  -2.8226  -2.9855  -0.0023
 2DL  H152  H  HCH3  0   0.232  -2.4661  -2.5309   1.6800
 2DL  H153  H  HCH3  0   0.265  -4.1420  -2.8031   1.1681

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
 2DL  C1   C2    aromatic  1.407  0.020  1.407
 2DL  C1   C6    aromatic  1.384  0.020  1.384
 2DL  C1   O7    single    1.345  0.020  1.345
 2DL  C2   C3    aromatic  1.383  0.020  1.383
 2DL  C2   O16   single    1.349  0.020  1.349
 2DL  C3   C4    aromatic  1.397  0.020  1.397
 2DL  C4   C5    aromatic  1.386  0.020  1.386
 2DL  C4   C14   single    1.495  0.020  1.495
 2DL  C5   C6    aromatic  1.390  0.020  1.390
 2DL  C9   C10   single    1.522  0.020  1.522
 2DL  C10  N3    single    1.458  0.020  1.458
 2DL  C12  C13   single    1.520  0.020  1.520
 2DL  C12  N3    single    1.457  0.020  1.457
 2DL  C14  O15   double    1.227  0.020  1.227
 2DL  C14  N3    single    1.350  0.020  1.350
 2DL  O16  C15   single    1.414  0.020  1.414
 2DL  C6   H6    single    0.930  0.020  1.080
 2DL  O7   H7    single    0.850  0.020  0.980
 2DL  C3   H3    single    0.930  0.020  1.080
 2DL  C5   H5    single    0.930  0.020  1.080
 2DL  C9   H91C  single    0.970  0.020  1.090
 2DL  C9   H92C  single    0.970  0.020  1.090
 2DL  C9   H93C  single    0.970  0.020  1.090
 2DL  C10  H101  single    0.970  0.020  1.090
 2DL  C10  H102  single    0.970  0.020  1.090
 2DL  C12  H121  single    0.970  0.020  1.090
 2DL  C12  H122  single    0.970  0.020  1.090
 2DL  C13  H131  single    0.970  0.020  1.090
 2DL  C13  H132  single    0.970  0.020  1.090
 2DL  C13  H133  single    0.970  0.020  1.090
 2DL  C15  H151  single    0.970  0.020  1.090
 2DL  C15  H152  single    0.970  0.020  1.090
 2DL  C15  H153  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
 2DL  O7    C1   C6    119.36  3.000
 2DL  O7    C1   C2    121.24  3.000
 2DL  C6    C1   C2    119.40  3.000
 2DL  O16   C2   C3    125.51  3.000
 2DL  O16   C2   C1    114.62  3.000
 2DL  C3    C2   C1    119.88  3.000
 2DL  H3    C3   C4    119.21  3.000
 2DL  H3    C3   C2    120.35  3.000
 2DL  C4    C3   C2    120.43  3.000
 2DL  C14   C4   C5    122.59  3.000
 2DL  C14   C4   C3    117.73  3.000
 2DL  C5    C4   C3    119.44  3.000
 2DL  H5    C5   C6    118.99  3.000
 2DL  H5    C5   C4    120.66  3.000
 2DL  C6    C5   C4    120.34  3.000
 2DL  H6    C6   C5    120.31  3.000
 2DL  H6    C6   C1    119.21  3.000
 2DL  C5    C6   C1    120.48  3.000
 2DL  H7    O7   C1    110.21  3.000
 2DL  H93C  C9   H92C  108.35  3.000
 2DL  H93C  C9   H91C  108.03  3.000
 2DL  H92C  C9   H91C  107.53  3.000
 2DL  H93C  C9   C10   111.25  3.000
 2DL  H92C  C9   C10   111.51  3.000
 2DL  H91C  C9   C10   110.04  3.000
 2DL  H102  C10  H101  106.43  3.000
 2DL  H102  C10  N3    109.19  3.000
 2DL  H101  C10  N3    107.65  3.000
 2DL  H102  C10  C9    110.34  3.000
 2DL  H101  C10  C9    109.80  3.000
 2DL  N3    C10  C9    113.16  3.000
 2DL  H122  C12  H121  105.90  3.000
 2DL  H122  C12  N3    109.37  3.000
 2DL  H121  C12  N3    107.88  3.000
 2DL  H122  C12  C13   110.18  3.000
 2DL  H121  C12  C13   109.39  3.000
 2DL  N3    C12  C13   113.80  3.000
 2DL  H133  C13  H132  107.95  3.000
 2DL  H133  C13  H131  107.49  3.000
 2DL  H132  C13  H131  107.85  3.000
 2DL  H133  C13  C12   109.66  3.000
 2DL  H132  C13  C12   111.77  3.000
 2DL  H131  C13  C12   111.95  3.000
 2DL  N3    C14  O15   122.15  3.000
 2DL  N3    C14  C4    118.76  3.000
 2DL  O15   C14  C4    119.09  3.000
 2DL  C15   O16  C2    118.66  3.000
 2DL  C14   N3   C12   124.74  3.000
 2DL  C14   N3   C10   118.18  3.000
 2DL  C12   N3   C10   115.63  3.000
 2DL  H153  C15  H152  108.91  3.000
 2DL  H153  C15  H151  108.89  3.000
 2DL  H152  C15  H151  108.96  3.000
 2DL  H153  C15  O16   106.57  3.000
 2DL  H152  C15  O16   111.74  3.000
 2DL  H151  C15  O16   111.68  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
 2DL  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 2DL  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 2DL  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 2DL  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 2DL  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 2DL  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 2DL  CONST_07  C14   C4   C3   C2    180.00   0.0  0
 2DL  CONST_08  O7    C1   C2   C3    180.00   0.0  0
 2DL  CONST_09  O16   C2   C3   C4    180.00   0.0  0
 2DL  CONST_10  O7    C1   C6   C5    180.00   0.0  0
 2DL  CONST_11  O16   C2   C1   C6    180.00   0.0  0
 2DL  CONST_12  C14   C4   C5   C6    180.00   0.0  0
 2DL  CONST_13  H3    C3   C2   C1    180.00   0.0  0
 2DL  CONST_14  H5    C5   C6   C1    180.00   0.0  0
 2DL  CONST_15  H6    C6   C1   C2    180.00   0.0  0
 2DL  CONST_16  C10   N3   C14  C4    180.00   0.0  0
 2DL  CONST_18  O15   C14  N3   C10     0.00   0.0  0
 2DL  Var_01    O15   C14  C4   C3     49.43  30.0  2
 2DL  Var_02    H151  C15  O16  C2    -60.98  30.0  3
 2DL  Var_03    C12   N3   C10  C9     84.54  30.0  3
 2DL  Var_04    C13   C12  N3   C10    77.11  30.0  2
 2DL  Var_05    H91C  C9   C10  N3   -178.11  30.0  3
 2DL  Var_06    H131  C13  C12  N3    -59.21  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
 2DL  plan-1  C1   0.020
 2DL  plan-1  C2   0.020
 2DL  plan-1  C3   0.020
 2DL  plan-1  C4   0.020
 2DL  plan-1  C5   0.020
 2DL  plan-1  C6   0.020
 2DL  plan-1  O7   0.020
 2DL  plan-1  C14  0.020
 2DL  plan-1  O16  0.020
 2DL  plan-1  H6   0.020
 2DL  plan-1  H3   0.020
 2DL  plan-1  H5   0.020
 2DL  plan-2  C4   0.020
 2DL  plan-2  C10  0.020
 2DL  plan-2  C12  0.020
 2DL  plan-2  C14  0.020
 2DL  plan-2  O15  0.020
 2DL  plan-2  N3   0.020

