# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 01:27:16 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: [(2~{R})-1-[[(1~{R},5~{S})-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl]pyrrolidin-2-yl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)[C@H]2CC=C(CN3CCC[C@@H]3CO)[C@@H]1C2
#
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
 AXJ  AXJ  '[(2~{R})-1-[[(1~{R},5~{S})-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl]pyrrolidin-2-yl]methanol'  ligand  42  17  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AXJ
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
 AXJ  N1   N  NR5   0  -0.418  -1.5472  -0.0240   0.3105
 AXJ  C4   C  CH2   0  -0.446   2.6370   1.7691  -0.8152
 AXJ  C5   C  C1    0  -0.323   1.2383   1.7785  -0.2652
 AXJ  C6   C  C     0   0.213   0.8029   0.7502   0.4634
 AXJ  C7   C  C     0  -0.360   1.7958  -0.3597   0.7240
 AXJ  C8   C  C     0  -0.419   3.1123   0.3245   1.1679
 AXJ  C10  C  CH2   0  -0.291  -1.2794  -1.4450   0.2076
 AXJ  C13  C  CR15  0  -0.061  -2.9008   0.0688   0.8448
 AXJ  C2   C  C     0   0.015   2.5445  -0.7580  -0.5909
 AXJ  C3   C  C     0  -0.252   3.3858   0.5246  -0.3369
 AXJ  C9   C  CH2   0  -0.363  -0.5680   0.7184   1.0795
 AXJ  C11  C  CH2   0  -0.451  -2.5632  -2.0061  -0.3925
 AXJ  C12  C  CH2   0  -0.463  -3.6592  -1.0684   0.1402
 AXJ  C14  C  CH2   0  -0.179  -3.5425   1.4321   0.6699
 AXJ  O1   O  OH1   0  -0.666  -3.5731   1.7854  -0.6922
 AXJ  H2   H  HCH2  0   0.236   2.6180   1.8153  -1.9102
 AXJ  H3   H  HCH2  0   0.240   3.1696   2.6711  -0.4934
 AXJ  H4   H  H     0   0.226   0.6027   2.6357  -0.4650
 AXJ  H5   H  H     0   0.219   1.3843  -1.1610   1.3417
 AXJ  H6   H  H     0   0.228   3.0162   1.2153   1.7908
 AXJ  H7   H  H     0   0.237   3.8190  -0.3561   1.6400
 AXJ  H8   H  HCH2  0   0.247  -0.4051  -1.6417  -0.4140
 AXJ  H9   H  HCH2  0   0.183  -1.0849  -1.8965   1.1975
 AXJ  H10  H  HCR5  0   0.198  -2.8998  -0.1292   1.9336
 AXJ  H11  H  HCH3  0   0.234   1.0480  -0.0803  -2.0438
 AXJ  H12  H  HCH3  0   0.227   2.4734  -0.8487  -2.7430
 AXJ  H13  H  HCH3  0   0.220   1.2453  -1.8250  -1.9503
 AXJ  H14  H  HCH3  0   0.223   2.7209  -2.9074  -0.3870
 AXJ  H15  H  HCH3  0   0.224   4.0608  -2.1557  -1.2500
 AXJ  H16  H  HCH3  0   0.229   3.9650  -2.0410   0.5006
 AXJ  H17  H  H     0   0.220   4.4233   0.5224  -0.6820
 AXJ  H18  H  HCH2  0   0.238  -0.9206   1.7467   1.1788
 AXJ  H19  H  HCH2  0   0.192  -0.4876   0.3163   2.1073
 AXJ  H20  H  HCH2  0   0.229  -2.5173  -1.9644  -1.4815
 AXJ  H21  H  HCH2  0   0.231  -2.7209  -3.0478  -0.1145
 AXJ  H22  H  HCH2  0   0.230  -4.3260  -1.5711   0.8405
 AXJ  H23  H  HCH2  0   0.235  -4.2757  -0.6848  -0.6726
 AXJ  H24  H  HCH2  0   0.204  -4.5508   1.3736   1.1007
 AXJ  H25  H  HCH2  0   0.199  -3.0007   2.1812   1.2630
 AXJ  H26  H  HOH1  0   0.453  -4.1105   2.5773  -0.7788
 AXJ  C15  C  CH3   0  -0.678   1.7798  -0.8735  -1.8990
 AXJ  C1   C  CH3   0  -0.658   3.3706  -2.0298  -0.4123

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
 AXJ  C11  C10  single  1.524  0.020  1.524
 AXJ  C11  C12  single  1.538  0.020  1.538
 AXJ  C10  N1   single  1.450  0.020  1.450
 AXJ  C12  C13  single  1.538  0.020  1.538
 AXJ  N1   C13  single  1.458  0.020  1.458
 AXJ  N1   C9   single  1.450  0.020  1.450
 AXJ  O1   C14  single  1.408  0.020  1.408
 AXJ  C13  C14  single  1.517  0.020  1.517
 AXJ  C9   C6   single  1.503  0.020  1.503
 AXJ  C6   C5   double  1.333  0.020  1.333
 AXJ  C6   C7   single  1.512  0.020  1.512
 AXJ  C5   C4   single  1.503  0.020  1.503
 AXJ  C7   C8   single  1.549  0.020  1.549
 AXJ  C7   C2   single  1.565  0.020  1.565
 AXJ  C4   C3   single  1.529  0.020  1.529
 AXJ  C8   C3   single  1.543  0.020  1.543
 AXJ  C15  C2   single  1.520  0.020  1.520
 AXJ  C2   C3   single  1.555  0.020  1.555
 AXJ  C2   C1   single  1.527  0.020  1.527
 AXJ  C4   H2   single  0.970  0.020  1.090
 AXJ  C4   H3   single  0.970  0.020  1.090
 AXJ  C5   H4   single  0.930  0.020  1.080
 AXJ  C7   H5   single  0.970  0.020  1.090
 AXJ  C8   H6   single  0.970  0.020  1.090
 AXJ  C8   H7   single  0.970  0.020  1.090
 AXJ  C10  H8   single  0.970  0.020  1.090
 AXJ  C10  H9   single  0.970  0.020  1.090
 AXJ  C13  H10  single  0.970  0.020  1.090
 AXJ  C15  H11  single  0.970  0.020  1.090
 AXJ  C15  H12  single  0.970  0.020  1.090
 AXJ  C15  H13  single  0.970  0.020  1.090
 AXJ  C1   H14  single  0.970  0.020  1.090
 AXJ  C1   H15  single  0.970  0.020  1.090
 AXJ  C1   H16  single  0.970  0.020  1.090
 AXJ  C3   H17  single  0.970  0.020  1.090
 AXJ  C9   H18  single  0.970  0.020  1.090
 AXJ  C9   H19  single  0.970  0.020  1.090
 AXJ  C11  H20  single  0.970  0.020  1.090
 AXJ  C11  H21  single  0.970  0.020  1.090
 AXJ  C12  H22  single  0.970  0.020  1.090
 AXJ  C12  H23  single  0.970  0.020  1.090
 AXJ  C14  H24  single  0.970  0.020  1.090
 AXJ  C14  H25  single  0.970  0.020  1.090
 AXJ  O1   H26  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
 AXJ  C9   N1   C13  113.58  3.000
 AXJ  C9   N1   C10  114.51  3.000
 AXJ  C13  N1   C10  105.06  3.000
 AXJ  H3   C4   H2   105.49  3.000
 AXJ  H3   C4   C3   109.88  3.000
 AXJ  H2   C4   C3   110.82  3.000
 AXJ  H3   C4   C5   109.85  3.000
 AXJ  H2   C4   C5   110.44  3.000
 AXJ  C3   C4   C5   110.26  3.000
 AXJ  H4   C5   C6   121.22  3.000
 AXJ  H4   C5   C4   118.84  3.000
 AXJ  C6   C5   C4   119.94  3.000
 AXJ  C9   C6   C7   120.84  3.000
 AXJ  C7   C6   C5   116.48  3.000
 AXJ  C9   C6   C5   122.55  3.000
 AXJ  H5   C7   C2   117.96  3.000
 AXJ  H5   C7   C8   118.84  3.000
 AXJ  C2   C7   C8    86.94  3.000
 AXJ  H5   C7   C6   112.87  3.000
 AXJ  C2   C7   C6   110.87  3.000
 AXJ  C8   C7   C6   106.46  3.000
 AXJ  H7   C8   H6   108.66  3.000
 AXJ  H7   C8   C3   112.89  3.000
 AXJ  H6   C8   C3   117.81  3.000
 AXJ  H7   C8   C7   113.57  3.000
 AXJ  H6   C8   C7   116.71  3.000
 AXJ  C3   C8   C7    85.89  3.000
 AXJ  H9   C10  H8   107.20  3.000
 AXJ  H9   C10  C11  110.51  3.000
 AXJ  H8   C10  C11  112.60  3.000
 AXJ  H9   C10  N1   111.68  3.000
 AXJ  H8   C10  N1   111.43  3.000
 AXJ  C11  C10  N1   103.49  3.000
 AXJ  H10  C13  C14  105.94  3.000
 AXJ  H10  C13  C12  108.60  3.000
 AXJ  C14  C13  C12  113.78  3.000
 AXJ  H10  C13  N1   110.38  3.000
 AXJ  C14  C13  N1   114.06  3.000
 AXJ  C12  C13  N1   104.05  3.000
 AXJ  C3   C2   C1   112.04  3.000
 AXJ  C1   C2   C15  108.04  3.000
 AXJ  C3   C2   C15  118.40  3.000
 AXJ  C1   C2   C7   111.87  3.000
 AXJ  C3   C2   C7    84.93  3.000
 AXJ  C15  C2   C7   120.13  3.000
 AXJ  H17  C3   C2   117.40  3.000
 AXJ  H17  C3   C8   118.42  3.000
 AXJ  C2   C3   C8    87.50  3.000
 AXJ  H17  C3   C4   111.57  3.000
 AXJ  C2   C3   C4   110.81  3.000
 AXJ  C8   C3   C4   108.90  3.000
 AXJ  H19  C9   H18  106.34  3.000
 AXJ  H19  C9   C6   108.79  3.000
 AXJ  H18  C9   C6   108.17  3.000
 AXJ  H19  C9   N1   110.84  3.000
 AXJ  H18  C9   N1   108.21  3.000
 AXJ  C6   C9   N1   114.17  3.000
 AXJ  H21  C11  H20  107.30  3.000
 AXJ  H21  C11  C12  113.05  3.000
 AXJ  H20  C11  C12  110.64  3.000
 AXJ  H21  C11  C10  111.93  3.000
 AXJ  H20  C11  C10  110.10  3.000
 AXJ  C12  C11  C10  103.85  3.000
 AXJ  H23  C12  H22  107.18  3.000
 AXJ  H23  C12  C11  111.07  3.000
 AXJ  H22  C12  C11  112.18  3.000
 AXJ  H23  C12  C13  111.12  3.000
 AXJ  H22  C12  C13  110.39  3.000
 AXJ  C11  C12  C13  104.96  3.000
 AXJ  H25  C14  H24  106.11  3.000
 AXJ  H25  C14  O1   111.23  3.000
 AXJ  H24  C14  O1   111.90  3.000
 AXJ  H25  C14  C13  110.00  3.000
 AXJ  H24  C14  C13  107.18  3.000
 AXJ  O1   C14  C13  110.26  3.000
 AXJ  H26  O1   C14  107.83  3.000
 AXJ  H13  C15  H12  107.10  3.000
 AXJ  H13  C15  H11  107.42  3.000
 AXJ  H12  C15  H11  107.90  3.000
 AXJ  H13  C15  C2   110.67  3.000
 AXJ  H12  C15  C2   110.11  3.000
 AXJ  H11  C15  C2   113.41  3.000
 AXJ  H16  C1   H15  107.25  3.000
 AXJ  H16  C1   H14  107.27  3.000
 AXJ  H15  C1   H14  107.51  3.000
 AXJ  H16  C1   C2   113.69  3.000
 AXJ  H15  C1   C2   110.36  3.000
 AXJ  H14  C1   C2   110.50  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
 AXJ  Var_01  C12  C11  C10  N1   -30.93  30.0  1
 AXJ  Var_02  C7   C6   C5   C4     1.92  30.0  1
 AXJ  Var_03  C3   C4   C5   C6    -3.42  30.0  1
 AXJ  Var_04  C13  C12  C11  C10    7.55  30.0  1
 AXJ  Var_05  C11  C10  N1   C13   44.06  30.0  1
 AXJ  Var_06  C5   C6   C9   N1    97.88  30.0  3
 AXJ  Var_07  C10  N1   C9   C6    65.31  30.0  1
 AXJ  Var_08  H11  C15  C2   C7    41.47  30.0  3
 AXJ  Var_09  H14  C1   C2   C7    74.66  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
 AXJ  chir_01  C7   C6  C8   C2   positiv
 AXJ  chir_02  C13  N1  C12  C14  positiv
 AXJ  chir_03  C3   C4  C8   C2   negativ

