# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 04:40:43 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 3-(diethylamino)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)c1cccc(O)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
 O0Y  O0Y  '3-(diethylamino)phenol   '  ligand  27  12  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O0Y
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
 O0Y  C4   C  CR6   0   0.420  -0.1222   0.1813   0.1129
 O0Y  C5   C  CR16  0  -0.385   0.2845   1.5061   0.3823
 O0Y  C6   C  CR16  0  -0.230   1.6285   1.8217   0.4636
 O0Y  C7   C  CR16  0  -0.436   2.6242   0.8720   0.2834
 O0Y  C8   C  CR6   0   0.372   2.2320  -0.4361   0.0141
 O0Y  N    N  NT    0  -0.503  -1.4447  -0.1589   0.0321
 O0Y  C    C  CH3   0  -0.657  -1.9295  -2.4803   0.7877
 O0Y  O    O  OH1   0  -0.639   3.1271  -1.4315  -0.1716
 O0Y  C1   C  CH2   0  -0.334  -1.8662  -1.4868  -0.3655
 O0Y  C2   C  CH2   0  -0.336  -2.4948   0.8088   0.2771
 O0Y  C3   C  CH3   0  -0.656  -2.8532   1.6406  -0.9475
 O0Y  C9   C  CR16  0  -0.461   0.8884  -0.7801  -0.0681
 O0Y  H1   H  HCR6  0   0.255  -0.4391   2.2969   0.5128
 O0Y  H2   H  HCR6  0   0.250   1.9091   2.8473   0.6689
 O0Y  H3   H  HCR6  0   0.256   3.6716   1.1409   0.3526
 O0Y  H4   H  HCH3  0   0.228  -2.2833  -3.4501   0.4359
 O0Y  H5   H  HCH3  0   0.228  -0.9522  -2.6276   1.2483
 O0Y  H6   H  HCH3  0   0.227  -2.6156  -2.1354   1.5624
 O0Y  H7   H  HOH1  0   0.471   4.0235  -1.0879  -0.0943
 O0Y  H8   H  HCH2  0   0.255  -2.8544  -1.3988  -0.8213
 O0Y  H9   H  HCH2  0   0.241  -1.2179  -1.8654  -1.1588
 O0Y  H10  H  HCH2  0   0.253  -3.3764   0.2634   0.6185
 O0Y  H11  H  HCH2  0   0.242  -2.2185   1.4596   1.1090
 O0Y  H12  H  HCH3  0   0.227  -1.9941   2.2037  -1.3136
 O0Y  H13  H  HCH3  0   0.226  -3.2113   1.0070  -1.7604
 O0Y  H14  H  HCH3  0   0.228  -3.6440   2.3529  -0.7088
 O0Y  H15  H  HCR6  0   0.260   0.6488  -1.8163  -0.2635

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
 O0Y  C7  C6   aromatic  1.388  0.020  1.388
 O0Y  C7  C8   aromatic  1.392  0.020  1.392
 O0Y  O   C8   single    1.351  0.020  1.351
 O0Y  C6  C5   aromatic  1.383  0.020  1.383
 O0Y  C8  C9   aromatic  1.389  0.020  1.389
 O0Y  C5  C4   aromatic  1.412  0.020  1.412
 O0Y  C9  C4   aromatic  1.406  0.020  1.406
 O0Y  C4  N    single    1.368  0.020  1.368
 O0Y  N   C2   single    1.449  0.020  1.449
 O0Y  N   C1   single    1.449  0.020  1.449
 O0Y  C2  C3   single    1.523  0.020  1.523
 O0Y  C   C1   single    1.523  0.020  1.523
 O0Y  C5  H1   single    0.930  0.020  1.080
 O0Y  C6  H2   single    0.930  0.020  1.080
 O0Y  C7  H3   single    0.930  0.020  1.080
 O0Y  C   H4   single    0.970  0.020  1.090
 O0Y  C   H5   single    0.970  0.020  1.090
 O0Y  C   H6   single    0.970  0.020  1.090
 O0Y  O   H7   single    0.850  0.020  0.980
 O0Y  C1  H8   single    0.970  0.020  1.090
 O0Y  C1  H9   single    0.970  0.020  1.090
 O0Y  C2  H10  single    0.970  0.020  1.090
 O0Y  C2  H11  single    0.970  0.020  1.090
 O0Y  C3  H12  single    0.970  0.020  1.090
 O0Y  C3  H13  single    0.970  0.020  1.090
 O0Y  C3  H14  single    0.970  0.020  1.090
 O0Y  C9  H15  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
 O0Y  C9   C4  N    121.14  3.000
 O0Y  N    C4  C5   121.54  3.000
 O0Y  C9   C4  C5   117.33  3.000
 O0Y  H1   C5  C6   118.49  3.000
 O0Y  H1   C5  C4   121.15  3.000
 O0Y  C6   C5  C4   120.35  3.000
 O0Y  H2   C6  C7   119.13  3.000
 O0Y  H2   C6  C5   118.62  3.000
 O0Y  C7   C6  C5   122.25  3.000
 O0Y  H3   C7  C8   121.19  3.000
 O0Y  H3   C7  C6   121.03  3.000
 O0Y  C8   C7  C6   117.78  3.000
 O0Y  C9   C8  O    116.74  3.000
 O0Y  C9   C8  C7   121.10  3.000
 O0Y  O    C8  C7   122.15  3.000
 O0Y  C2   N   C1   116.60  3.000
 O0Y  C1   N   C4   121.69  3.000
 O0Y  C2   N   C4   121.65  3.000
 O0Y  H6   C   H5   107.85  3.000
 O0Y  H6   C   H4   107.83  3.000
 O0Y  H5   C   H4   107.87  3.000
 O0Y  H6   C   C1   110.95  3.000
 O0Y  H5   C   C1   111.75  3.000
 O0Y  H4   C   C1   110.44  3.000
 O0Y  H7   O   C8   110.04  3.000
 O0Y  H9   C1  H8   105.18  3.000
 O0Y  H9   C1  C    110.39  3.000
 O0Y  H8   C1  C    109.33  3.000
 O0Y  H9   C1  N    110.14  3.000
 O0Y  H8   C1  N    107.70  3.000
 O0Y  C    C1  N    113.71  3.000
 O0Y  H11  C2  H10  105.30  3.000
 O0Y  H11  C2  C3   110.28  3.000
 O0Y  H10  C2  C3   109.53  3.000
 O0Y  H11  C2  N    110.10  3.000
 O0Y  H10  C2  N    107.74  3.000
 O0Y  C3   C2  N    113.53  3.000
 O0Y  H14  C3  H13  107.72  3.000
 O0Y  H14  C3  H12  107.90  3.000
 O0Y  H13  C3  H12  107.95  3.000
 O0Y  H14  C3  C2   110.57  3.000
 O0Y  H13  C3  C2   111.04  3.000
 O0Y  H12  C3  C2   111.50  3.000
 O0Y  H15  C9  C8   117.53  3.000
 O0Y  H15  C9  C4   121.27  3.000
 O0Y  C8   C9  C4   121.20  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
 O0Y  CONST_01  C7   C6  C5  C4    0.00   0.0  0
 O0Y  CONST_02  C7   C8  C9  C4    0.00   0.0  0
 O0Y  CONST_03  C8   C7  C6  C5    0.00   0.0  0
 O0Y  CONST_04  C8   C9  C4  C5    0.00   0.0  0
 O0Y  CONST_05  C9   C8  C7  C6    0.00   0.0  0
 O0Y  CONST_06  C9   C4  C5  C6    0.00   0.0  0
 O0Y  CONST_07  O    C8  C9  C4  180.00   0.0  0
 O0Y  CONST_08  O    C8  C7  C6  180.00   0.0  0
 O0Y  CONST_09  N    C4  C5  C6  180.00   0.0  0
 O0Y  CONST_10  N    C4  C9  C8  180.00   0.0  0
 O0Y  CONST_11  H2   C6  C5  C4  180.00   0.0  0
 O0Y  CONST_12  H3   C7  C6  C5  180.00   0.0  0
 O0Y  CONST_13  H15  C9  C4  C5  180.00   0.0  0
 O0Y  CONST_14  H1   C5  C6  C7  180.00   0.0  0
 O0Y  CONST_15  C2   N   C4  C5    0.00   0.0  0
 O0Y  CONST_16  C1   N   C4  C5  180.00   0.0  0
 O0Y  CONST_17  C9   C4  N   C1    0.00   0.0  0
 O0Y  CONST_18  C9   C4  N   C2  180.00   0.0  0
 O0Y  Var_01    C3   C2  N   C4   84.84  30.0  3
 O0Y  Var_02    C    C1  N   C4   86.05  30.0  3
 O0Y  Var_03    H12  C3  C2  N   -59.79  30.0  3
 O0Y  Var_04    H4   C   C1  N   178.11  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
 O0Y  plan-1  C4   0.020
 O0Y  plan-1  C5   0.020
 O0Y  plan-1  C6   0.020
 O0Y  plan-1  C7   0.020
 O0Y  plan-1  C8   0.020
 O0Y  plan-1  N    0.020
 O0Y  plan-1  O    0.020
 O0Y  plan-1  C9   0.020
 O0Y  plan-1  H1   0.020
 O0Y  plan-1  H2   0.020
 O0Y  plan-1  H3   0.020
 O0Y  plan-1  H15  0.020
 O0Y  plan-2  C4   0.020
 O0Y  plan-2  N    0.020
 O0Y  plan-2  C1   0.020
 O0Y  plan-2  C2   0.020

