# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:29:55 2022
#   Inital geometry file: a 98 line input string
#   Ligand name: (3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2R)-hydroxy(phenyl)ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](O)c3ccccc3
#
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
 HTQ  HTQ  '(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2R)-hydroxy(phenyl)ethanoate'  ligand  41  20  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HTQ
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
 HTQ  C1    C  CR15  0  -0.130   2.5498   1.4356  -0.4007
 HTQ  C2    C  CH2   0  -0.429   1.6312   0.7703  -1.4239
 HTQ  C3    C  CH1   0  -0.018   1.2253  -0.6478  -1.0392
 HTQ  C4    C  CH2   0  -0.439   2.3573  -1.4018  -0.3446
 HTQ  C5    C  CR15  0  -0.129   3.1974  -0.5086   0.5659
 HTQ  C6    C  CH2   0  -0.466   2.3694   0.1891   1.6708
 HTQ  C7    C  CH2   0  -0.466   1.9341   1.5154   1.0140
 HTQ  N8    N  NR5   0  -0.401   3.7286   0.5820  -0.2531
 HTQ  C9    C  CH3   0  -0.528   4.8502   1.2598   0.3660
 HTQ  O10   O  O2    0  -0.441   0.0751  -0.5386  -0.1632
 HTQ  C11   C  C     0   0.561  -0.7698  -1.5358  -0.0819
 HTQ  O12   O  O     0  -0.452  -0.6914  -2.5823  -0.6798
 HTQ  C13   C  CH1   0  -0.124  -1.9264  -1.2236   0.8609
 HTQ  C14   C  CR6   0   0.098  -2.7177  -0.0645   0.2888
 HTQ  C15   C  CR16  0  -0.293  -2.4826   1.2318   0.7314
 HTQ  C16   C  CR16  0  -0.294  -3.6728  -0.2853  -0.6985
 HTQ  C17   C  CR16  0  -0.242  -3.1905   2.2988   0.1955
 HTQ  C18   C  CR16  0  -0.241  -4.3797   0.7812  -1.2366
 HTQ  C19   C  CR16  0  -0.265  -4.1415   2.0752  -0.7911
 HTQ  O20   O  OH1   0  -0.658  -2.7088  -2.3603   1.0601
 HTQ  H11   H  HCR5  0   0.239   2.8416   2.4175  -0.7804
 HTQ  H21   H  HCH2  0   0.246   0.7394   1.3744  -1.6059
 HTQ  H22   H  HCH2  0   0.244   2.1696   0.7125  -2.3730
 HTQ  H31   H  HCH1  0   0.264   0.9109  -1.1910  -1.9322
 HTQ  H41   H  HCH2  0   0.244   3.0092  -1.8069  -1.1224
 HTQ  H42   H  HCH2  0   0.248   1.9679  -2.2614   0.2060
 HTQ  H51   H  HCR5  0   0.240   4.0166  -1.1024   0.9779
 HTQ  H61   H  HCH2  0   0.238   1.5300  -0.4172   2.0110
 HTQ  H62   H  HCH2  0   0.238   2.9924   0.3767   2.5466
 HTQ  H71   H  HCH2  0   0.242   0.8534   1.6504   0.9917
 HTQ  H72   H  HCH2  0   0.237   2.3450   2.3694   1.5550
 HTQ  H91   H  HCH3  0   0.233   5.6950   0.5739   0.4428
 HTQ  H92   H  HCH3  0   0.232   5.1612   2.0966  -0.2611
 HTQ  H93   H  HCH3  0   0.199   4.6557   1.6577   1.3718
 HTQ  H131  H  HCH1  0   0.282  -1.4945  -0.9118   1.8202
 HTQ  H151  H  HCR6  0   0.251  -1.7465   1.4085   1.5070
 HTQ  H161  H  HCR6  0   0.253  -3.8741  -1.2888  -1.0525
 HTQ  H171  H  HCR6  0   0.257  -3.0047   3.3029   0.5542
 HTQ  H181  H  HCR6  0   0.257  -5.1216   0.6020  -2.0041
 HTQ  H191  H  HCR6  0   0.257  -4.6999   2.9039  -1.2067
 HTQ  H201  H  HOH1  0   0.452  -2.4722  -3.0171   0.3922

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
 HTQ  C1   C2    single    1.528  0.020  1.528
 HTQ  C1   C7    single    1.545  0.020  1.545
 HTQ  C1   N8    single    1.463  0.020  1.463
 HTQ  C1   H11   single    0.970  0.020  1.090
 HTQ  C2   C3    single    1.524  0.020  1.524
 HTQ  C2   H21   single    0.970  0.020  1.090
 HTQ  C2   H22   single    0.970  0.020  1.090
 HTQ  C3   C4    single    1.527  0.020  1.527
 HTQ  C3   O10   single    1.450  0.020  1.450
 HTQ  C3   H31   single    0.970  0.020  1.090
 HTQ  C4   C5    single    1.527  0.020  1.527
 HTQ  C4   H41   single    0.970  0.020  1.090
 HTQ  C4   H42   single    0.970  0.020  1.090
 HTQ  C5   C6    single    1.547  0.020  1.547
 HTQ  C5   N8    single    1.464  0.020  1.464
 HTQ  C5   H51   single    0.970  0.020  1.090
 HTQ  C6   C7    single    1.543  0.020  1.543
 HTQ  C6   H61   single    0.970  0.020  1.090
 HTQ  C6   H62   single    0.970  0.020  1.090
 HTQ  C7   H71   single    0.970  0.020  1.090
 HTQ  C7   H72   single    0.970  0.020  1.090
 HTQ  N8   C9    single    1.449  0.020  1.449
 HTQ  C9   H91   single    0.970  0.020  1.090
 HTQ  C9   H92   single    0.970  0.020  1.090
 HTQ  C9   H93   single    0.970  0.020  1.090
 HTQ  O10  C11   single    1.309  0.020  1.309
 HTQ  C11  O12   double    1.208  0.020  1.208
 HTQ  C11  C13   single    1.525  0.020  1.525
 HTQ  C13  C14   single    1.516  0.020  1.516
 HTQ  C13  O20   single    1.394  0.020  1.394
 HTQ  C13  H131  single    0.970  0.020  1.090
 HTQ  C14  C15   aromatic  1.390  0.020  1.390
 HTQ  C14  C16   aromatic  1.391  0.020  1.391
 HTQ  C15  C17   aromatic  1.388  0.020  1.388
 HTQ  C15  H151  single    0.930  0.020  1.080
 HTQ  C16  C18   aromatic  1.388  0.020  1.388
 HTQ  C16  H161  single    0.930  0.020  1.080
 HTQ  C17  C19   aromatic  1.388  0.020  1.388
 HTQ  C17  H171  single    0.930  0.020  1.080
 HTQ  C18  C19   aromatic  1.389  0.020  1.389
 HTQ  C18  H181  single    0.930  0.020  1.080
 HTQ  C19  H191  single    0.930  0.020  1.080
 HTQ  O20  H201  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
 HTQ  H11   C1   N8   110.14  3.000
 HTQ  H11   C1   C7   112.23  3.000
 HTQ  N8    C1   C7   105.00  3.000
 HTQ  H11   C1   C2   108.62  3.000
 HTQ  N8    C1   C2   107.34  3.000
 HTQ  C7    C1   C2   113.34  3.000
 HTQ  H22   C2   H21  106.67  3.000
 HTQ  H22   C2   C3   107.53  3.000
 HTQ  H21   C2   C3   109.82  3.000
 HTQ  H22   C2   C1   107.97  3.000
 HTQ  H21   C2   C1   111.20  3.000
 HTQ  C3    C2   C1   113.34  3.000
 HTQ  H31   C3   O10  107.65  3.000
 HTQ  H31   C3   C4   109.87  3.000
 HTQ  O10   C3   C4   110.51  3.000
 HTQ  H31   C3   C2   109.46  3.000
 HTQ  O10   C3   C2   107.08  3.000
 HTQ  C4    C3   C2   112.13  3.000
 HTQ  H42   C4   H41  106.24  3.000
 HTQ  H42   C4   C5   110.84  3.000
 HTQ  H41   C4   C5   108.24  3.000
 HTQ  H42   C4   C3   110.70  3.000
 HTQ  H41   C4   C3   107.55  3.000
 HTQ  C5    C4   C3   112.96  3.000
 HTQ  H51   C5   N8   110.11  3.000
 HTQ  H51   C5   C6   112.16  3.000
 HTQ  N8    C5   C6   104.94  3.000
 HTQ  H51   C5   C4   108.62  3.000
 HTQ  N8    C5   C4   107.56  3.000
 HTQ  C6    C5   C4   113.27  3.000
 HTQ  H62   C6   H61  106.55  3.000
 HTQ  H62   C6   C7   110.80  3.000
 HTQ  H61   C6   C7   113.19  3.000
 HTQ  H62   C6   C5   110.20  3.000
 HTQ  H61   C6   C5   112.60  3.000
 HTQ  C7    C6   C5   103.57  3.000
 HTQ  H72   C7   H71  106.66  3.000
 HTQ  H72   C7   C6   110.82  3.000
 HTQ  H71   C7   C6   113.28  3.000
 HTQ  H72   C7   C1   110.14  3.000
 HTQ  H71   C7   C1   112.52  3.000
 HTQ  C6    C7   C1   103.47  3.000
 HTQ  C9    N8   C5   112.97  3.000
 HTQ  C9    N8   C1   113.19  3.000
 HTQ  C5    N8   C1   101.47  3.000
 HTQ  H93   C9   H92  107.39  3.000
 HTQ  H93   C9   H91  107.47  3.000
 HTQ  H92   C9   H91  107.58  3.000
 HTQ  H93   C9   N8   115.04  3.000
 HTQ  H92   C9   N8   109.50  3.000
 HTQ  H91   C9   N8   109.59  3.000
 HTQ  C11   O10  C3   119.47  3.000
 HTQ  C13   C11  O12  122.19  3.000
 HTQ  C13   C11  O10  111.84  3.000
 HTQ  O12   C11  O10  125.96  3.000
 HTQ  H131  C13  O20  109.12  3.000
 HTQ  H131  C13  C14  108.56  3.000
 HTQ  O20   C13  C14  112.61  3.000
 HTQ  H131  C13  C11  107.47  3.000
 HTQ  O20   C13  C11  110.31  3.000
 HTQ  C14   C13  C11  108.62  3.000
 HTQ  C16   C14  C15  119.35  3.000
 HTQ  C16   C14  C13  120.32  3.000
 HTQ  C15   C14  C13  120.32  3.000
 HTQ  H151  C15  C17  119.82  3.000
 HTQ  H151  C15  C14  119.66  3.000
 HTQ  C17   C15  C14  120.51  3.000
 HTQ  H161  C16  C18  119.37  3.000
 HTQ  H161  C16  C14  120.44  3.000
 HTQ  C18   C16  C14  120.18  3.000
 HTQ  H171  C17  C19  120.17  3.000
 HTQ  H171  C17  C15  119.84  3.000
 HTQ  C19   C17  C15  119.99  3.000
 HTQ  H181  C18  C19  119.95  3.000
 HTQ  H181  C18  C16  119.79  3.000
 HTQ  C19   C18  C16  120.27  3.000
 HTQ  H191  C19  C18  120.11  3.000
 HTQ  H191  C19  C17  120.20  3.000
 HTQ  C18   C19  C17  119.70  3.000
 HTQ  H201  O20  C13  108.54  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
 HTQ  CONST_01  C19   C17  C15  C14     0.00   0.0  0
 HTQ  CONST_02  C19   C18  C16  C14     0.00   0.0  0
 HTQ  CONST_03  C18   C16  C14  C15     0.00   0.0  0
 HTQ  CONST_04  C18   C19  C17  C15     0.00   0.0  0
 HTQ  CONST_05  C17   C15  C14  C16     0.00   0.0  0
 HTQ  CONST_06  C17   C19  C18  C16     0.00   0.0  0
 HTQ  CONST_07  C17   C15  C14  C13   180.00   0.0  0
 HTQ  CONST_08  C18   C16  C14  C13   180.00   0.0  0
 HTQ  CONST_09  H171  C17  C15  C14   180.00   0.0  0
 HTQ  CONST_10  H181  C18  C16  C14   180.00   0.0  0
 HTQ  CONST_11  H161  C16  C14  C15   180.00   0.0  0
 HTQ  CONST_12  H191  C19  C17  C15   180.00   0.0  0
 HTQ  CONST_13  H151  C15  C14  C16   180.00   0.0  0
 HTQ  Var_01    C5    C6   C7   C1      0.35  30.0  3
 HTQ  Var_02    H91   C9   N8   C1   -179.74  30.0  3
 HTQ  Var_03    O12   C11  O10  C3      0.17  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HTQ  chir_01  C1   C2   C7   N8   negativ
 HTQ  chir_02  C3   O10  C4   C2   positiv
 HTQ  chir_03  C5   N8   C4   C6   positiv
 HTQ  chir_04  C13  O20  C14  C11  positiv

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
 HTQ  plan-1  C13   0.020
 HTQ  plan-1  C14   0.020
 HTQ  plan-1  C15   0.020
 HTQ  plan-1  C16   0.020
 HTQ  plan-1  C17   0.020
 HTQ  plan-1  C18   0.020
 HTQ  plan-1  C19   0.020
 HTQ  plan-1  H151  0.020
 HTQ  plan-1  H161  0.020
 HTQ  plan-1  H171  0.020
 HTQ  plan-1  H181  0.020
 HTQ  plan-1  H191  0.020
 HTQ  plan-2  O10   0.020
 HTQ  plan-2  C11   0.020
 HTQ  plan-2  O12   0.020
 HTQ  plan-2  C13   0.020

