# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 11:03:24 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: 6-(dimethylamino)pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(cn1)C(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
 46L  46L  '6-(dimethylamino)pyridine-3-carboxylic acid'  ligand  21  12  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_46L
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
 46L  C4   C  CR16   0  -0.176   0.6670   1.2756  -0.0929
 46L  C5   C  CR6    0  -0.221   1.3804   0.0783  -0.0020
 46L  C6   C  C      0   0.388   2.8917   0.0415   0.0385
 46L  N1   N  N      0  -0.475  -0.7131  -1.1092   0.0274
 46L  C7   C  CR16   0  -0.091   0.6134  -1.0754   0.0547
 46L  O1   O  O      0  -0.601   3.4788   1.1405  -0.0237
 46L  O    O  OC    -1  -0.603   3.4256  -1.0825   0.1302
 46L  C3   C  CR16   0  -0.394  -0.7090   1.2776  -0.1252
 46L  C2   C  CR6    0   0.522  -1.3873   0.0400  -0.0699
 46L  N    N  NT     0  -0.480  -2.7443  -0.0397  -0.1179
 46L  C1   C  CH3    0  -0.535  -3.5355   1.1659  -0.0407
 46L  C    C  CH3    0  -0.513  -3.3890  -1.3171   0.0965
 46L  H1   H  HCR6   0   0.248   1.2023   2.2158  -0.1375
 46L  H2   H  HCR6   0   0.242   1.1050  -2.0397   0.1326
 46L  H4   H  HCR6   0   0.263  -1.2471   2.2123  -0.1918
 46L  H5   H  HCH3   0   0.240  -3.3184   1.8455  -0.8673
 46L  H6   H  HCH3   0   0.257  -4.5890   0.9078  -0.1039
 46L  H7   H  HCH3   0   0.231  -3.3808   1.7149   0.8939
 46L  H8   H  HCH3   0   0.223  -3.2872  -1.6754   1.1256
 46L  H9   H  HCH3   0   0.237  -4.4487  -1.2159  -0.1243
 46L  H10  H  HCH3   0   0.240  -2.9785  -2.0807  -0.5611

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
 46L  C1  N    single    1.444  0.020  1.444
 46L  C   N    single    1.447  0.020  1.447
 46L  N   C2   single    1.360  0.020  1.360
 46L  C2  N1   aromatic  1.336  0.020  1.336
 46L  C2  C3   aromatic  1.412  0.020  1.412
 46L  N1  C7   aromatic  1.327  0.020  1.327
 46L  C3  C4   aromatic  1.376  0.020  1.376
 46L  C7  C5   aromatic  1.387  0.020  1.387
 46L  C4  C5   aromatic  1.397  0.020  1.397
 46L  C5  C6   single    1.512  0.020  1.512
 46L  C6  O1   deloc     1.248  0.020  1.248
 46L  C6  O    deloc     1.248  0.020  1.248
 46L  C4  H1   single    0.930  0.020  1.080
 46L  C7  H2   single    0.930  0.020  1.080
 46L  C3  H4   single    0.930  0.020  1.080
 46L  C1  H5   single    0.970  0.020  1.090
 46L  C1  H6   single    0.970  0.020  1.090
 46L  C1  H7   single    0.970  0.020  1.090
 46L  C   H8   single    0.970  0.020  1.090
 46L  C   H9   single    0.970  0.020  1.090
 46L  C   H10  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
 46L  H1   C4  C3  119.47  3.000
 46L  H1   C4  C5  119.64  3.000
 46L  C3   C4  C5  120.89  3.000
 46L  C7   C5  C6  122.11  3.000
 46L  C6   C5  C4  122.21  3.000
 46L  C7   C5  C4  115.68  3.000
 46L  O    C6  O1  126.57  3.000
 46L  O    C6  C5  116.84  3.000
 46L  O1   C6  C5  116.58  3.000
 46L  C2   N1  C7  118.95  3.000
 46L  H2   C7  N1  115.57  3.000
 46L  H2   C7  C5  119.45  3.000
 46L  N1   C7  C5  124.98  3.000
 46L  H4   C3  C2  121.42  3.000
 46L  H4   C3  C4  120.04  3.000
 46L  C2   C3  C4  118.55  3.000
 46L  N    C2  C3  121.95  3.000
 46L  C3   C2  N1  120.95  3.000
 46L  N    C2  N1  117.11  3.000
 46L  C    N   C1  119.02  3.000
 46L  C    N   C2  119.41  3.000
 46L  C1   N   C2  119.72  3.000
 46L  H7   C1  H6  107.80  3.000
 46L  H7   C1  H5  107.83  3.000
 46L  H6   C1  H5  107.25  3.000
 46L  H7   C1  N   112.76  3.000
 46L  H6   C1  N   109.25  3.000
 46L  H5   C1  N   111.73  3.000
 46L  H10  C   H9  108.07  3.000
 46L  H10  C   H8  107.66  3.000
 46L  H9   C   H8  108.19  3.000
 46L  H10  C   N   111.22  3.000
 46L  H9   C   N   108.79  3.000
 46L  H8   C   N   112.77  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
 46L  CONST_01  N1  C2  C3  C4    0.00   0.0  0
 46L  CONST_02  N1  C7  C5  C4    0.00   0.0  0
 46L  CONST_03  C2  N1  C7  C5    0.00   0.0  0
 46L  CONST_04  C2  C3  C4  C5    0.00   0.0  0
 46L  CONST_05  C3  C2  N1  C7    0.00   0.0  0
 46L  CONST_06  C3  C4  C5  C7    0.00   0.0  0
 46L  CONST_07  N   C2  C3  C4  180.00   0.0  0
 46L  CONST_08  N1  C7  C5  C6  180.00   0.0  0
 46L  CONST_09  C3  C4  C5  C6  180.00   0.0  0
 46L  CONST_10  N   C2  N1  C7  180.00   0.0  0
 46L  CONST_11  H2  C7  C5  C4  180.00   0.0  0
 46L  CONST_12  H4  C3  C4  C5  180.00   0.0  0
 46L  CONST_13  H1  C4  C5  C7  180.00   0.0  0
 46L  CONST_14  C1  N   C2  N1  180.00   0.0  0
 46L  CONST_15  C   N   C2  N1    0.00   0.0  0
 46L  CONST_16  C1  N   C2  C3    0.00   0.0  0
 46L  CONST_17  C   N   C2  C3  180.00   0.0  0
 46L  Var_01    O1  C6  C5  C4   -0.53  30.0  2
 46L  Var_02    H5  C1  N   C2   60.96  30.0  3
 46L  Var_03    H8  C   N   C2   68.32  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
 46L  plan-1  C4  0.020
 46L  plan-1  C5  0.020
 46L  plan-1  C6  0.020
 46L  plan-1  N1  0.020
 46L  plan-1  C7  0.020
 46L  plan-1  C3  0.020
 46L  plan-1  C2  0.020
 46L  plan-1  N   0.020
 46L  plan-1  H1  0.020
 46L  plan-1  H2  0.020
 46L  plan-1  H4  0.020
 46L  plan-2  C2  0.020
 46L  plan-2  N   0.020
 46L  plan-2  C1  0.020
 46L  plan-2  C   0.020
 46L  plan-3  C5  0.020
 46L  plan-3  C6  0.020
 46L  plan-3  O1  0.020
 46L  plan-3  O   0.020

