# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 22:57:55 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: N-[2-(4-hydroxyphenyl)ethyl]pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CCNC(=O)c2ccccn2)cc1
#
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
 NUM  NUM  N-[2-(4-hydroxyphenyl)ethyl]pyridine-2-carboxamide  ligand  32  18  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NUM
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
 NUM  N1   N  NH1   0  -0.655  -1.0688   0.0676  -0.0919
 NUM  C4   C  CR6   0   0.100   2.6479   0.6726   0.0730
 NUM  C5   C  CH2   0  -0.557   1.1811   1.0003   0.0831
 NUM  C6   C  CH2   0  -0.232   0.3399  -0.2577  -0.1074
 NUM  C7   C  C     0   0.541  -2.0256  -0.8607  -0.0475
 NUM  C8   C  CR6   0   0.120  -3.4290  -0.3215  -0.0430
 NUM  C10  C  CR16  0  -0.147  -5.7839  -0.6693   0.0275
 NUM  C13  C  CR16  0  -0.294   3.3500   0.4657   1.2578
 NUM  C1   C  CR6   0   0.338   5.3671  -0.0364   0.0478
 NUM  C11  C  CR16  0  -0.318  -5.9416   0.7053  -0.0407
 NUM  C12  C  CR16  0  -0.063  -4.8029   1.4980  -0.1063
 NUM  C14  C  CR16  0  -0.324   4.6916   0.1171   1.2560
 NUM  C2   C  CR16  0  -0.369   4.6819   0.1682  -1.1469
 NUM  C3   C  CR16  0  -0.289   3.3398   0.5183  -1.1245
 NUM  C9   C  CR16  0  -0.301  -4.5020  -1.1987   0.0253
 NUM  N2   N  N     0  -0.436  -3.5771   0.9978  -0.1070
 NUM  O1   O  OH1   0  -0.634   6.6720  -0.3779   0.0914
 NUM  O2   O  O     0  -0.489  -1.8090  -2.0655  -0.0102
 NUM  H1   H  HNH1  0   0.406  -1.3597   1.0333  -0.1409
 NUM  H2   H  HCH2  0   0.256   0.9085   1.4741   1.0292
 NUM  H3   H  HCH2  0   0.255   0.9513   1.7159  -0.7115
 NUM  H4   H  HCH2  0   0.242   0.5591  -0.9725   0.6893
 NUM  H5   H  HCH2  0   0.239   0.6089  -0.7399  -1.0521
 NUM  H6   H  HCR6  0   0.281  -6.6444  -1.3226   0.0810
 NUM  H7   H  HCR6  0   0.249   2.8406   0.5826   2.2074
 NUM  H8   H  HCR6  0   0.279  -6.9222   1.1607  -0.0428
 NUM  H9   H  HCR6  0   0.272  -4.8877   2.5770  -0.1602
 NUM  H10  H  HCR6  0   0.261   5.2173  -0.0383   2.1901
 NUM  H11  H  HCR6  0   0.268   5.1931   0.0555  -2.0966
 NUM  H12  H  HCR6  0   0.252   2.8258   0.6774  -2.0656
 NUM  H13  H  HCR6  0   0.275  -4.3393  -2.2657   0.0758
 NUM  H14  H  HOH1  0   0.473   7.0216  -0.4786  -0.8008

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
 NUM  C14  C13  aromatic  1.386  0.020  1.386
 NUM  C14  C1   aromatic  1.393  0.020  1.393
 NUM  C13  C4   aromatic  1.393  0.020  1.393
 NUM  O1   C1   single    1.350  0.020  1.350
 NUM  C1   C2   aromatic  1.392  0.020  1.392
 NUM  C6   C5   single    1.525  0.020  1.525
 NUM  C6   N1   single    1.446  0.020  1.446
 NUM  C4   C5   single    1.503  0.020  1.503
 NUM  C4   C3   aromatic  1.392  0.020  1.392
 NUM  N1   C7   single    1.334  0.020  1.334
 NUM  C2   C3   aromatic  1.387  0.020  1.387
 NUM  N2   C12  aromatic  1.324  0.020  1.324
 NUM  N2   C8   aromatic  1.329  0.020  1.329
 NUM  C12  C11  aromatic  1.389  0.020  1.389
 NUM  C7   C8   single    1.503  0.020  1.503
 NUM  C7   O2   double    1.225  0.020  1.225
 NUM  C8   C9   aromatic  1.388  0.020  1.388
 NUM  C11  C10  aromatic  1.385  0.020  1.385
 NUM  C9   C10  aromatic  1.387  0.020  1.387
 NUM  N1   H1   single    0.860  0.020  1.020
 NUM  C5   H2   single    0.970  0.020  1.090
 NUM  C5   H3   single    0.970  0.020  1.090
 NUM  C6   H4   single    0.970  0.020  1.090
 NUM  C6   H5   single    0.970  0.020  1.090
 NUM  C10  H6   single    0.930  0.020  1.080
 NUM  C13  H7   single    0.930  0.020  1.080
 NUM  C11  H8   single    0.930  0.020  1.080
 NUM  C12  H9   single    0.930  0.020  1.080
 NUM  C14  H10  single    0.930  0.020  1.080
 NUM  C2   H11  single    0.930  0.020  1.080
 NUM  C3   H12  single    0.930  0.020  1.080
 NUM  C9   H13  single    0.930  0.020  1.080
 NUM  O1   H14  single    0.850  0.020  0.980

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
 NUM  H1   N1   C7   117.42  3.000
 NUM  H1   N1   C6   119.69  3.000
 NUM  C7   N1   C6   122.87  3.000
 NUM  C3   C4   C13  117.71  3.000
 NUM  C3   C4   C5   121.01  3.000
 NUM  C13  C4   C5   121.25  3.000
 NUM  H3   C5   H2   107.03  3.000
 NUM  H3   C5   C6   109.45  3.000
 NUM  H2   C5   C6   109.16  3.000
 NUM  H3   C5   C4   110.05  3.000
 NUM  H2   C5   C4   110.11  3.000
 NUM  C6   C5   C4   110.95  3.000
 NUM  H5   C6   H4   106.97  3.000
 NUM  H5   C6   C5   109.62  3.000
 NUM  H4   C6   C5   109.75  3.000
 NUM  H5   C6   N1   110.36  3.000
 NUM  H4   C6   N1   109.56  3.000
 NUM  C5   C6   N1   110.52  3.000
 NUM  O2   C7   C8   121.19  3.000
 NUM  O2   C7   N1   123.97  3.000
 NUM  C8   C7   N1   114.84  3.000
 NUM  N2   C8   C9   122.94  3.000
 NUM  C9   C8   C7   119.68  3.000
 NUM  N2   C8   C7   117.38  3.000
 NUM  H6   C10  C9   120.32  3.000
 NUM  H6   C10  C11  120.74  3.000
 NUM  C9   C10  C11  118.94  3.000
 NUM  H7   C13  C14  118.88  3.000
 NUM  H7   C13  C4   119.50  3.000
 NUM  C14  C13  C4   121.62  3.000
 NUM  O1   C1   C2   122.73  3.000
 NUM  C2   C1   C14  119.31  3.000
 NUM  O1   C1   C14  117.96  3.000
 NUM  H8   C11  C12  120.21  3.000
 NUM  H8   C11  C10  121.42  3.000
 NUM  C12  C11  C10  118.38  3.000
 NUM  H9   C12  N2   116.65  3.000
 NUM  H9   C12  C11  120.43  3.000
 NUM  N2   C12  C11  122.92  3.000
 NUM  H10  C14  C1   119.80  3.000
 NUM  H10  C14  C13  120.32  3.000
 NUM  C1   C14  C13  119.88  3.000
 NUM  H11  C2   C3   119.76  3.000
 NUM  H11  C2   C1   120.28  3.000
 NUM  C3   C2   C1   119.95  3.000
 NUM  H12  C3   C2   118.80  3.000
 NUM  H12  C3   C4   119.67  3.000
 NUM  C2   C3   C4   121.53  3.000
 NUM  H13  C9   C10  121.06  3.000
 NUM  H13  C9   C8   120.68  3.000
 NUM  C10  C9   C8   118.26  3.000
 NUM  C12  N2   C8   118.56  3.000
 NUM  H14  O1   C1   110.33  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
 NUM  CONST_01  C1   C14  C13  C4      0.00   0.0  0
 NUM  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 NUM  CONST_03  C11  C12  N2   C8      0.00   0.0  0
 NUM  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 NUM  CONST_05  N2   C12  C11  C10     0.00   0.0  0
 NUM  CONST_06  N2   C8   C9   C10     0.00   0.0  0
 NUM  CONST_07  C2   C1   C14  C13     0.00   0.0  0
 NUM  CONST_08  C2   C3   C4   C13     0.00   0.0  0
 NUM  CONST_09  C9   C8   N2   C12     0.00   0.0  0
 NUM  CONST_10  C9   C10  C11  C12     0.00   0.0  0
 NUM  CONST_11  C3   C4   C13  C14     0.00   0.0  0
 NUM  CONST_12  C3   C2   C1   C14     0.00   0.0  0
 NUM  CONST_13  C14  C13  C4   C5    180.00   0.0  0
 NUM  CONST_14  C2   C3   C4   C5    180.00   0.0  0
 NUM  CONST_15  C12  N2   C8   C7    180.00   0.0  0
 NUM  CONST_16  C10  C9   C8   C7    180.00   0.0  0
 NUM  CONST_17  O1   C1   C14  C13   180.00   0.0  0
 NUM  CONST_18  O1   C1   C2   C3    180.00   0.0  0
 NUM  CONST_19  H10  C14  C13  C4    180.00   0.0  0
 NUM  CONST_20  H11  C2   C3   C4    180.00   0.0  0
 NUM  CONST_21  H9   C12  N2   C8    180.00   0.0  0
 NUM  CONST_22  H6   C10  C9   C8    180.00   0.0  0
 NUM  CONST_23  H12  C3   C4   C13   180.00   0.0  0
 NUM  CONST_24  H7   C13  C14  C1    180.00   0.0  0
 NUM  CONST_25  H13  C9   C10  C11   180.00   0.0  0
 NUM  CONST_26  H8   C11  C10  C9    180.00   0.0  0
 NUM  CONST_27  C8   C7   N1   C6    180.00   0.0  0
 NUM  CONST_28  H1   N1   C7   C8      0.00   0.0  0
 NUM  CONST_29  O2   C7   N1   C6      0.00   0.0  0
 NUM  Var_01    N2   C8   C7   N1      1.18  30.0  2
 NUM  Var_02    C13  C4   C5   C6    -95.49  30.0  2
 NUM  Var_03    C4   C5   C6   N1    179.82  30.0  3
 NUM  Var_04    C7   N1   C6   C5   -170.23  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
 NUM  plan-1  C4   0.020
 NUM  plan-1  C5   0.020
 NUM  plan-1  C13  0.020
 NUM  plan-1  C1   0.020
 NUM  plan-1  C14  0.020
 NUM  plan-1  C2   0.020
 NUM  plan-1  C3   0.020
 NUM  plan-1  O1   0.020
 NUM  plan-1  H7   0.020
 NUM  plan-1  H10  0.020
 NUM  plan-1  H11  0.020
 NUM  plan-1  H12  0.020
 NUM  plan-2  C7   0.020
 NUM  plan-2  C8   0.020
 NUM  plan-2  C10  0.020
 NUM  plan-2  C11  0.020
 NUM  plan-2  C12  0.020
 NUM  plan-2  C9   0.020
 NUM  plan-2  N2   0.020
 NUM  plan-2  H6   0.020
 NUM  plan-2  H8   0.020
 NUM  plan-2  H9   0.020
 NUM  plan-2  H13  0.020
 NUM  plan-3  N1   0.020
 NUM  plan-3  C6   0.020
 NUM  plan-3  C7   0.020
 NUM  plan-3  C8   0.020
 NUM  plan-3  O2   0.020
 NUM  plan-3  H1   0.020

