# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 09:26:50 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 2-[(3,3-dimethylpiperidin-1-yl)carbonyl]-6-(3-fluoro-4-methylphenyl)pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C)(C)C3
#
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
 311  311  2-[(3,3-dimethylpiperidin-1-yl)carbonyl]-6-(3-fluoro-4-methylphenyl)pyridine  ligand  47  24  .  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_311
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
 311  C13   C  CH2   0  -0.283  -2.0309  -1.3869  -0.1155
 311  C18   C  CR6   0   0.563   4.8680   0.2609   0.3252
 311  C17   C  CR6   0   0.106  -1.0232   1.3487   0.0620
 311  C16   C  CR6   0   0.242   1.2516   1.1664  -0.1796
 311  C15   C  CR6   0   0.070   2.4833   0.4612   0.2390
 311  C19   C  C     0   0.510  -2.2609   0.9101   0.7976
 311  C20   C  CT    0  -0.097  -3.0770  -1.8042  -1.1600
 311  C11   C  CH2   0  -0.412  -4.3385  -2.2870  -0.4299
 311  C12   C  CH2   0  -0.318  -3.7131  -0.8852   1.5549
 311  C2    C  CH3   0  -0.641  -2.4863  -2.9446  -1.9845
 311  C3    C  CH3   0  -0.657  -3.3966  -0.6286  -2.0843
 311  C4    C  CR16  0  -0.146   0.0657   2.8068  -1.4598
 311  C5    C  CR16  0  -0.333   1.2591   2.1888  -1.1290
 311  C6    C  CR16  0  -0.309  -1.1056   2.3983  -0.8432
 311  C7    C  CR16  0  -0.264   3.5487  -1.3940   1.3616
 311  C8    C  CR16  0  -0.284   2.4011  -0.7238   0.9692
 311  C9    C  CR16  0  -0.501   3.7489   0.9547  -0.0802
 311  C10   C  CH2   0  -0.445  -4.8374  -1.2882   0.6106
 311  C14   C  CR6   0  -0.111   4.8204  -0.9206   1.0509
 311  N21   N  N     0  -0.438   0.1171   0.7597   0.3851
 311  N22   N  NT    0  -0.439  -2.5609  -0.3990   0.8084
 311  O23   O  O     0  -0.489  -2.9169   1.7672   1.3777
 311  F24   F  F     0  -0.314   6.0752   0.7594   0.0028
 311  H13   H  HCH2  0   0.245  -1.7225  -2.2633   0.4652
 311  H13A  H  HCH2  0   0.269  -1.1411  -1.0136  -0.6151
 311  H11   H  HCH2  0   0.233  -5.1259  -2.5025  -1.1578
 311  H11A  H  HCH2  0   0.221  -4.1104  -3.2344   0.0717
 311  H12   H  HCH2  0   0.264  -4.0392  -0.1271   2.2616
 311  H12A  H  HCH2  0   0.242  -3.3866  -1.7567   2.1316
 311  H1    H  HCH3  0   0.252   6.7330  -0.9921   2.0408
 311  H1A   H  HCH3  0   0.251   5.8282  -2.5023   2.0777
 311  H1B   H  HCH3  0   0.254   6.6325  -1.9885   0.5983
 311  H2    H  HCH3  0   0.226  -2.2403  -3.8040  -1.3568
 311  H2A   H  HCH3  0   0.231  -3.1930  -3.2822  -2.7449
 311  H2B   H  HCH3  0   0.227  -1.5735  -2.6321  -2.4973
 311  H3    H  HCH3  0   0.226  -2.4883  -0.2359  -2.5478
 311  H3A   H  HCH3  0   0.234  -4.0671  -0.9436  -2.8862
 311  H3B   H  HCH3  0   0.231  -3.8835   0.1978  -1.5657
 311  H4    H  HCR6  0   0.280   0.0510   3.6000  -2.1949
 311  H5    H  HCR6  0   0.275   2.1731   2.4955  -1.6172
 311  H6    H  HCR6  0   0.277  -2.0536   2.8659  -1.0700
 311  H7    H  HCR6  0   0.263   3.4573  -2.3133   1.9270
 311  H8    H  HCR6  0   0.261   1.4316  -1.1262   1.2261
 311  H9    H  HCR6  0   0.272   3.8824   1.8771  -0.6301
 311  H10   H  HCH2  0   0.229  -5.2478  -0.3961   0.1311
 311  H10A  H  HCH2  0   0.243  -5.6487  -1.7301   1.1930
 311  C1    C  CH3   0  -0.715   6.0690  -1.6365   1.4638

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
 311  C13  C20   single    1.536  0.020  1.536
 311  C13  N22   single    1.453  0.020  1.453
 311  C18  C9    aromatic  1.378  0.020  1.378
 311  C18  C14   aromatic  1.387  0.020  1.387
 311  C18  F24   single    1.345  0.020  1.345
 311  C17  C19   single    1.505  0.020  1.505
 311  C17  C6    aromatic  1.388  0.020  1.388
 311  C17  N21   aromatic  1.323  0.020  1.323
 311  C16  C15   single    1.480  0.020  1.480
 311  C16  C5    aromatic  1.395  0.020  1.395
 311  C16  N21   aromatic  1.331  0.020  1.331
 311  C15  C8    aromatic  1.394  0.020  1.394
 311  C15  C9    aromatic  1.395  0.020  1.395
 311  C19  N22   single    1.343  0.020  1.343
 311  C19  O23   double    1.225  0.020  1.225
 311  C20  C11   single    1.535  0.020  1.535
 311  C20  C2    single    1.526  0.020  1.526
 311  C20  C3    single    1.529  0.020  1.529
 311  C11  C10   single    1.526  0.020  1.526
 311  C12  C10   single    1.523  0.020  1.523
 311  C12  N22   single    1.456  0.020  1.456
 311  C1   C14   single    1.497  0.020  1.497
 311  C4   C5    aromatic  1.384  0.020  1.384
 311  C4   C6    aromatic  1.385  0.020  1.385
 311  C7   C8    aromatic  1.386  0.020  1.386
 311  C7   C14   aromatic  1.392  0.020  1.392
 311  C13  H13   single    0.970  0.020  1.090
 311  C13  H13A  single    0.970  0.020  1.090
 311  C11  H11   single    0.970  0.020  1.090
 311  C11  H11A  single    0.970  0.020  1.090
 311  C12  H12   single    0.970  0.020  1.090
 311  C12  H12A  single    0.970  0.020  1.090
 311  C1   H1    single    0.970  0.020  1.090
 311  C1   H1A   single    0.970  0.020  1.090
 311  C1   H1B   single    0.970  0.020  1.090
 311  C2   H2    single    0.970  0.020  1.090
 311  C2   H2A   single    0.970  0.020  1.090
 311  C2   H2B   single    0.970  0.020  1.090
 311  C3   H3    single    0.970  0.020  1.090
 311  C3   H3A   single    0.970  0.020  1.090
 311  C3   H3B   single    0.970  0.020  1.090
 311  C4   H4    single    0.930  0.020  1.080
 311  C5   H5    single    0.930  0.020  1.080
 311  C6   H6    single    0.930  0.020  1.080
 311  C7   H7    single    0.930  0.020  1.080
 311  C8   H8    single    0.930  0.020  1.080
 311  C9   H9    single    0.930  0.020  1.080
 311  C10  H10   single    0.970  0.020  1.090
 311  C10  H10A  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
 311  H13A  C13  H13  106.74  3.000
 311  H13A  C13  N22  110.95  3.000
 311  H13   C13  N22  108.03  3.000
 311  H13A  C13  C20  109.78  3.000
 311  H13   C13  C20  109.56  3.000
 311  N22   C13  C20  111.64  3.000
 311  F24   C18  C14  118.14  3.000
 311  F24   C18  C9   118.15  3.000
 311  C14   C18  C9   123.70  3.000
 311  N21   C17  C6   123.14  3.000
 311  N21   C17  C19  117.36  3.000
 311  C6    C17  C19  119.35  3.000
 311  N21   C16  C5   121.14  3.000
 311  N21   C16  C15  116.35  3.000
 311  C5    C16  C15  122.50  3.000
 311  C9    C15  C8   118.28  3.000
 311  C9    C15  C16  121.45  3.000
 311  C8    C15  C16  120.28  3.000
 311  O23   C19  N22  123.94  3.000
 311  O23   C19  C17  117.89  3.000
 311  N22   C19  C17  118.14  3.000
 311  C3    C20  C2   109.19  3.000
 311  C3    C20  C11  110.94  3.000
 311  C2    C20  C11  109.88  3.000
 311  C3    C20  C13  110.15  3.000
 311  C2    C20  C13  107.86  3.000
 311  C11   C20  C13  108.76  3.000
 311  H11A  C11  H11  106.50  3.000
 311  H11A  C11  C10  108.77  3.000
 311  H11   C11  C10  110.33  3.000
 311  H11A  C11  C20  108.56  3.000
 311  H11   C11  C20  109.69  3.000
 311  C10   C11  C20  112.77  3.000
 311  H12A  C12  H12  107.60  3.000
 311  H12A  C12  N22  107.44  3.000
 311  H12   C12  N22  109.75  3.000
 311  H12A  C12  C10  109.64  3.000
 311  H12   C12  C10  111.49  3.000
 311  N22   C12  C10  110.77  3.000
 311  H2B   C2   H2A  107.60  3.000
 311  H2B   C2   H2   107.86  3.000
 311  H2A   C2   H2   107.62  3.000
 311  H2B   C2   C20  111.30  3.000
 311  H2A   C2   C20  110.90  3.000
 311  H2    C2   C20  111.38  3.000
 311  H3B   C3   H3A  107.08  3.000
 311  H3B   C3   H3   107.49  3.000
 311  H3A   C3   H3   107.62  3.000
 311  H3B   C3   C20  112.86  3.000
 311  H3A   C3   C20  110.52  3.000
 311  H3    C3   C20  111.04  3.000
 311  H4    C4   C6   120.49  3.000
 311  H4    C4   C5   120.11  3.000
 311  C6    C4   C5   119.40  3.000
 311  H5    C5   C4   119.64  3.000
 311  H5    C5   C16  121.32  3.000
 311  C4    C5   C16  119.03  3.000
 311  H6    C6   C4   121.36  3.000
 311  H6    C6   C17  121.05  3.000
 311  C4    C6   C17  117.58  3.000
 311  H7    C7   C14  118.83  3.000
 311  H7    C7   C8   119.24  3.000
 311  C14   C7   C8   121.93  3.000
 311  H8    C8   C7   119.71  3.000
 311  H8    C8   C15  119.59  3.000
 311  C7    C8   C15  120.70  3.000
 311  H9    C9   C15  121.97  3.000
 311  H9    C9   C18  118.59  3.000
 311  C15   C9   C18  119.43  3.000
 311  H10A  C10  H10  106.58  3.000
 311  H10A  C10  C12  108.96  3.000
 311  H10   C10  C12  109.47  3.000
 311  H10A  C10  C11  109.97  3.000
 311  H10   C10  C11  110.97  3.000
 311  C12   C10  C11  110.77  3.000
 311  C7    C14  C1   122.52  3.000
 311  C7    C14  C18  115.96  3.000
 311  C1    C14  C18  121.52  3.000
 311  C16   N21  C17  119.66  3.000
 311  C12   N22  C19  120.41  3.000
 311  C12   N22  C13  112.81  3.000
 311  C19   N22  C13  125.18  3.000
 311  H1B   C1   H1A  107.76  3.000
 311  H1B   C1   H1   107.21  3.000
 311  H1A   C1   H1   107.85  3.000
 311  H1B   C1   C14  111.48  3.000
 311  H1A   C1   C14  110.57  3.000
 311  H1    C1   C14  111.79  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
 311  CONST_01  C16  C15  C9   C18  180.00   0.0  0
 311  CONST_02  C8   C15  C9   C18    0.00   0.0  0
 311  CONST_03  C8   C7   C14  C18    0.00   0.0  0
 311  CONST_04  C5   C4   C6   C17    0.00   0.0  0
 311  CONST_05  C15  C16  N21  C17  180.00   0.0  0
 311  CONST_06  C5   C16  N21  C17    0.00   0.0  0
 311  CONST_07  C7   C8   C15  C16  180.00   0.0  0
 311  CONST_08  C6   C4   C5   C16    0.00   0.0  0
 311  CONST_09  C6   C17  N21  C16    0.00   0.0  0
 311  CONST_10  C4   C5   C16  C15  180.00   0.0  0
 311  CONST_11  C14  C7   C8   C15    0.00   0.0  0
 311  CONST_12  C14  C18  C9   C15    0.00   0.0  0
 311  CONST_13  N21  C16  C5   C4     0.00   0.0  0
 311  CONST_14  N21  C17  C6   C4     0.00   0.0  0
 311  CONST_15  C8   C15  C16  C5   180.00   0.0  0
 311  CONST_16  C9   C15  C16  C5     0.00   0.0  0
 311  CONST_17  C9   C15  C8   C7     0.00   0.0  0
 311  CONST_18  C9   C18  C14  C7     0.00   0.0  0
 311  CONST_19  N21  C16  C15  C8     0.00   0.0  0
 311  CONST_20  N21  C16  C15  C9   180.00   0.0  0
 311  CONST_21  C19  C17  N21  C16  180.00   0.0  0
 311  CONST_22  F24  C18  C9   C15  180.00   0.0  0
 311  CONST_23  C4   C6   C17  C19  180.00   0.0  0
 311  CONST_24  C9   C18  C14  C1   180.00   0.0  0
 311  CONST_25  C8   C7   C14  C1   180.00   0.0  0
 311  CONST_26  F24  C18  C14  C7   180.00   0.0  0
 311  CONST_28  C12  N22  C19  C17  180.00   0.0  0
 311  CONST_29  H7   C7   C14  C18  180.00   0.0  0
 311  CONST_30  H4   C4   C6   C17  180.00   0.0  0
 311  CONST_31  H8   C8   C15  C16    0.00   0.0  0
 311  CONST_32  H9   C9   C15  C16    0.00   0.0  0
 311  CONST_33  H5   C5   C16  C15    0.00   0.0  0
 311  CONST_34  H6   C6   C4   C5   180.00   0.0  0
 311  CONST_36  O23  C19  N22  C12    0.00   0.0  0
 311  Var_01    C10  C11  C20  C13   51.52  30.0  1
 311  Var_02    C10  C12  N22  C13  -59.11  30.0  1
 311  Var_03    C12  N22  C13  C20   60.35  30.0  1
 311  Var_04    C12  C10  C11  C20  -51.87  30.0  1
 311  Var_05    N22  C13  C20  C11  -54.83  30.0  1
 311  Var_06    N22  C12  C10  C11   53.88  30.0  1
 311  Var_07    N22  C19  C17  C6   130.35  30.0  2
 311  Var_08    H2   C2   C20  C13   60.07  30.0  3
 311  Var_09    H3   C3   C20  C13   55.29  30.0  3
 311  Var_10    H1   C1   C14  C18   56.10  30.0  2

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
 311  plan-1  C18  0.020
 311  plan-1  C16  0.020
 311  plan-1  C15  0.020
 311  plan-1  C7   0.020
 311  plan-1  C8   0.020
 311  plan-1  C9   0.020
 311  plan-1  C14  0.020
 311  plan-1  F24  0.020
 311  plan-1  H7   0.020
 311  plan-1  H8   0.020
 311  plan-1  H9   0.020
 311  plan-1  C1   0.020
 311  plan-2  C17  0.020
 311  plan-2  C16  0.020
 311  plan-2  C15  0.020
 311  plan-2  C19  0.020
 311  plan-2  C4   0.020
 311  plan-2  C5   0.020
 311  plan-2  C6   0.020
 311  plan-2  N21  0.020
 311  plan-2  H4   0.020
 311  plan-2  H5   0.020
 311  plan-2  H6   0.020
 311  plan-3  C13  0.020
 311  plan-3  C17  0.020
 311  plan-3  C19  0.020
 311  plan-3  C12  0.020
 311  plan-3  N22  0.020
 311  plan-3  O23  0.020

