# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 22:44:32 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 2-[({2-[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]dec-1-yl]ethyl}amino)methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1CNCCC23CC4CC(CC(C4)C2)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
 4A0  4A0  2-[({2-[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]dec-1-yl]ethyl}amino)methyl]phenol  ligand  48  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4A0
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
 4A0  C20  C  CR16  0  -0.271   5.9401   1.5390  -0.0191
 4A0  C21  C  CR16  0  -0.256   6.5287   0.4582   0.6199
 4A0  C17  C  CR16  0  -0.299   4.6509   1.4088  -0.5203
 4A0  C18  C  CR16  0  -0.373   5.8356  -0.7367   0.7540
 4A0  C5   C  CR6   0   0.018   3.9339   0.2240  -0.4035
 4A0  C9   C  CR6   0   0.320   4.5456  -0.8551   0.2455
 4A0  C10  C  CH2   0  -0.417  -4.5042   0.3733  -1.5973
 4A0  C11  C  CH2   0  -0.417  -5.0152   1.0979   0.7385
 4A0  C12  C  C     0  -0.418  -4.9494  -1.3338   0.1686
 4A0  C6   C  CH2   0  -0.406  -2.7061   1.3727  -0.1778
 4A0  C8   C  C     0  -0.412  -2.6391  -1.0562  -0.7503
 4A0  C7   C  C     0  -0.397  -3.1483  -0.3320   1.5750
 4A0  C2   C  CH1   0  -0.244  -4.1988   1.4125  -0.5163
 4A0  C4   C  CR16  0  -0.242  -4.1320  -1.0200  -1.0862
 4A0  C3   C  CR16  0  -0.245  -4.6425  -0.2945   1.2492
 4A0  C1   C  CR6   0  -0.086  -2.3014  -0.0187   0.3306
 4A0  C16  C  CH2   0  -0.329   2.5350   0.1079  -0.9446
 4A0  C15  C  CH2   0  -0.423  -0.8219  -0.0633   0.7238
 4A0  C19  C  CH2   0  -0.263   0.1833   0.0602  -0.4128
 4A0  N13  N  NH1   0  -0.597   1.5356   0.1542   0.1121
 4A0  O14  O  OH1   0  -0.632   3.8337  -1.9979   0.3548
 4A0  H1   H  HCR6  0   0.250   6.4755   2.4729  -0.1271
 4A0  H2   H  HCR6  0   0.257   7.5315   0.5388   1.0188
 4A0  H3   H  HCR6  0   0.249   4.1837   2.2493  -1.0203
 4A0  H4   H  HCR6  0   0.267   6.3002  -1.5792   1.2545
 4A0  H6   H  HCH2  0   0.218  -3.9456   0.6064  -2.5101
 4A0  H7   H  HCH2  0   0.218  -4.8205   1.8484   1.5119
 4A0  H8   H  HCH2  0   0.218  -6.0864   1.1472   0.5162
 4A0  H9   H  H     0   0.218  -6.0186  -1.3300  -0.0676
 4A0  H10  H  H     0   0.218  -4.7089  -2.3382   0.5332
 4A0  H11  H  HCH2  0   0.221  -2.1225   1.6460  -1.0631
 4A0  H12  H  HCH2  0   0.215  -2.4785   2.1215   0.5899
 4A0  H13  H  H     0   0.216  -2.3560  -2.0564  -0.3998
 4A0  H14  H  H     0   0.223  -2.0563  -0.8649  -1.6569
 4A0  H15  H  H     0   0.216  -2.9179   0.3907   2.3665
 4A0  H16  H  H     0   0.216  -2.8764  -1.3206   1.9635
 4A0  H17  H  HCH1  0   0.219  -4.4588   2.4108  -0.8821
 4A0  H18  H  HCR6  0   0.219  -4.3446  -1.7649  -1.8594
 4A0  H19  H  HCR6  0   0.218  -5.2160  -0.5237   2.1529
 4A0  H20  H  HCH2  0   0.236   2.3524   0.9517  -1.6155
 4A0  H21  H  HCH2  0   0.206   2.4454  -0.7959  -1.5669
 4A0  H22  H  HCH2  0   0.216  -0.6297   0.7333   1.4515
 4A0  H23  H  HCH2  0   0.214  -0.6317  -1.0099   1.2451
 4A0  H24  H  HCH2  0   0.191   0.0695  -0.7894  -1.1037
 4A0  H25  H  HCH2  0   0.214  -0.0108   0.9608  -1.0040
 4A0  H26  H  HNH1  0   0.340   1.6878  -0.6275   0.7391
 4A0  H28  H  HOH1  0   0.475   4.3355  -2.6632   0.8385
 4A0  H5   H  HCH2  0   0.219  -5.5660   0.4067  -1.8625

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
 4A0  C21  C18  aromatic  1.388  0.020  1.388
 4A0  C21  C20  aromatic  1.387  0.020  1.387
 4A0  C18  C9   aromatic  1.392  0.020  1.392
 4A0  C20  C17  aromatic  1.389  0.020  1.389
 4A0  C9   O14  single    1.351  0.020  1.351
 4A0  C9   C5   aromatic  1.400  0.020  1.400
 4A0  C17  C5   aromatic  1.390  0.020  1.390
 4A0  C5   C16  single    1.504  0.020  1.504
 4A0  C16  N13  single    1.455  0.020  1.455
 4A0  N13  C19  single    1.454  0.020  1.454
 4A0  C19  C15  single    1.522  0.020  1.522
 4A0  C15  C1   single    1.532  0.020  1.532
 4A0  C7   C1   single    1.538  0.020  1.538
 4A0  C7   C3   single    1.530  0.020  1.530
 4A0  C1   C8   single    1.536  0.020  1.536
 4A0  C1   C6   single    1.536  0.020  1.536
 4A0  C3   C12  single    1.530  0.020  1.530
 4A0  C3   C11  single    1.529  0.020  1.529
 4A0  C8   C4   single    1.531  0.020  1.531
 4A0  C12  C4   single    1.530  0.020  1.530
 4A0  C6   C2   single    1.531  0.020  1.531
 4A0  C11  C2   single    1.530  0.020  1.530
 4A0  C4   C10  single    1.530  0.020  1.530
 4A0  C2   C10  single    1.530  0.020  1.530
 4A0  C20  H1   single    0.930  0.020  1.080
 4A0  C21  H2   single    0.930  0.020  1.080
 4A0  C17  H3   single    0.930  0.020  1.080
 4A0  C18  H4   single    0.930  0.020  1.080
 4A0  C10  H5   single    0.970  0.020  1.090
 4A0  C10  H6   single    0.970  0.020  1.090
 4A0  C11  H7   single    0.970  0.020  1.090
 4A0  C11  H8   single    0.970  0.020  1.090
 4A0  C12  H9   single    0.970  0.020  1.090
 4A0  C12  H10  single    0.970  0.020  1.090
 4A0  C6   H11  single    0.970  0.020  1.090
 4A0  C6   H12  single    0.970  0.020  1.090
 4A0  C8   H13  single    0.970  0.020  1.090
 4A0  C8   H14  single    0.970  0.020  1.090
 4A0  C7   H15  single    0.970  0.020  1.090
 4A0  C7   H16  single    0.970  0.020  1.090
 4A0  C2   H17  single    0.970  0.020  1.090
 4A0  C4   H18  single    0.970  0.020  1.090
 4A0  C3   H19  single    0.970  0.020  1.090
 4A0  C16  H20  single    0.970  0.020  1.090
 4A0  C16  H21  single    0.970  0.020  1.090
 4A0  C15  H22  single    0.970  0.020  1.090
 4A0  C15  H23  single    0.970  0.020  1.090
 4A0  C19  H24  single    0.970  0.020  1.090
 4A0  C19  H25  single    0.970  0.020  1.090
 4A0  N13  H26  single    0.890  0.020  1.040
 4A0  O14  H28  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
 4A0  H1   C20  C17  120.27  3.000
 4A0  H1   C20  C21  120.58  3.000
 4A0  C17  C20  C21  119.15  3.000
 4A0  H2   C21  C18  119.42  3.000
 4A0  H2   C21  C20  120.34  3.000
 4A0  C18  C21  C20  120.24  3.000
 4A0  H3   C17  C5   118.52  3.000
 4A0  H3   C17  C20  119.59  3.000
 4A0  C5   C17  C20  121.89  3.000
 4A0  H4   C18  C9   119.98  3.000
 4A0  H4   C18  C21  119.97  3.000
 4A0  C9   C18  C21  120.05  3.000
 4A0  C16  C5   C9   120.90  3.000
 4A0  C16  C5   C17  121.02  3.000
 4A0  C9   C5   C17  118.08  3.000
 4A0  O14  C9   C5   117.35  3.000
 4A0  C5   C9   C18  120.59  3.000
 4A0  O14  C9   C18  122.06  3.000
 4A0  H6   C10  H5   106.63  3.000
 4A0  H6   C10  C4   110.37  3.000
 4A0  H5   C10  C4   110.15  3.000
 4A0  H6   C10  C2   110.03  3.000
 4A0  H5   C10  C2   110.12  3.000
 4A0  C4   C10  C2   109.50  3.000
 4A0  H8   C11  H7   106.65  3.000
 4A0  H8   C11  C3   110.31  3.000
 4A0  H7   C11  C3   110.17  3.000
 4A0  H8   C11  C2   110.26  3.000
 4A0  H7   C11  C2   110.09  3.000
 4A0  C3   C11  C2   109.34  3.000
 4A0  H10  C12  H9   106.82  3.000
 4A0  H10  C12  C3   110.10  3.000
 4A0  H9   C12  C3   110.23  3.000
 4A0  H10  C12  C4   110.11  3.000
 4A0  H9   C12  C4   110.13  3.000
 4A0  C3   C12  C4   109.43  3.000
 4A0  H12  C6   H11  106.56  3.000
 4A0  H12  C6   C1   109.41  3.000
 4A0  H11  C6   C1   110.69  3.000
 4A0  H12  C6   C2   109.84  3.000
 4A0  H11  C6   C2   109.54  3.000
 4A0  C1   C6   C2   110.71  3.000
 4A0  H14  C8   H13  106.65  3.000
 4A0  H14  C8   C1   110.35  3.000
 4A0  H13  C8   C1   109.54  3.000
 4A0  H14  C8   C4   109.47  3.000
 4A0  H13  C8   C4   110.08  3.000
 4A0  C1   C8   C4   110.67  3.000
 4A0  H16  C7   H15  106.64  3.000
 4A0  H16  C7   C1   109.51  3.000
 4A0  H15  C7   C1   109.53  3.000
 4A0  H16  C7   C3   109.86  3.000
 4A0  H15  C7   C3   110.05  3.000
 4A0  C1   C7   C3   111.14  3.000
 4A0  H17  C2   C6   109.22  3.000
 4A0  H17  C2   C11  109.57  3.000
 4A0  C6   C2   C11  109.49  3.000
 4A0  H17  C2   C10  109.63  3.000
 4A0  C11  C2   C10  109.47  3.000
 4A0  C6   C2   C10  109.45  3.000
 4A0  H18  C4   C8   109.17  3.000
 4A0  H18  C4   C12  109.64  3.000
 4A0  C8   C4   C12  109.65  3.000
 4A0  H18  C4   C10  109.67  3.000
 4A0  C12  C4   C10  109.31  3.000
 4A0  C8   C4   C10  109.40  3.000
 4A0  H19  C3   C7   109.32  3.000
 4A0  H19  C3   C12  109.62  3.000
 4A0  C7   C3   C12  109.24  3.000
 4A0  H19  C3   C11  109.80  3.000
 4A0  C12  C3   C11  109.49  3.000
 4A0  C7   C3   C11  109.36  3.000
 4A0  C15  C1   C7   108.56  3.000
 4A0  C7   C1   C8   108.11  3.000
 4A0  C15  C1   C8   111.93  3.000
 4A0  C8   C1   C6   108.73  3.000
 4A0  C7   C1   C6   107.90  3.000
 4A0  C15  C1   C6   111.47  3.000
 4A0  H21  C16  H20  105.85  3.000
 4A0  H21  C16  N13  112.38  3.000
 4A0  H20  C16  N13  107.84  3.000
 4A0  H21  C16  C5   110.02  3.000
 4A0  H20  C16  C5   108.44  3.000
 4A0  N13  C16  C5   112.02  3.000
 4A0  H23  C15  H22  106.34  3.000
 4A0  H23  C15  C19  108.07  3.000
 4A0  H22  C15  C19  108.72  3.000
 4A0  H23  C15  C1   108.33  3.000
 4A0  H22  C15  C1   108.58  3.000
 4A0  C19  C15  C1   116.35  3.000
 4A0  H25  C19  H24  106.11  3.000
 4A0  H25  C19  N13  107.87  3.000
 4A0  H24  C19  N13  111.88  3.000
 4A0  H25  C19  C15  110.67  3.000
 4A0  H24  C19  C15  109.74  3.000
 4A0  N13  C19  C15  110.48  3.000
 4A0  H26  N13  C19  108.25  3.000
 4A0  H26  N13  C16  108.76  3.000
 4A0  C19  N13  C16  112.00  3.000
 4A0  H28  O14  C9   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
 4A0  CONST_01  C9   C18  C21  C20     0.00   0.0  0
 4A0  CONST_02  C9   C5   C17  C20     0.00   0.0  0
 4A0  CONST_03  C5   C9   C18  C21     0.00   0.0  0
 4A0  CONST_04  C5   C17  C20  C21     0.00   0.0  0
 4A0  CONST_05  C18  C21  C20  C17     0.00   0.0  0
 4A0  CONST_06  C18  C9   C5   C17     0.00   0.0  0
 4A0  CONST_07  C16  C5   C17  C20   180.00   0.0  0
 4A0  CONST_08  O14  C9   C18  C21   180.00   0.0  0
 4A0  CONST_09  O14  C9   C5   C17   180.00   0.0  0
 4A0  CONST_10  C16  C5   C9   C18   180.00   0.0  0
 4A0  CONST_11  H4   C18  C21  C20   180.00   0.0  0
 4A0  CONST_12  H3   C17  C20  C21   180.00   0.0  0
 4A0  CONST_13  H2   C21  C20  C17   180.00   0.0  0
 4A0  CONST_14  H1   C20  C21  C18   180.00   0.0  0
 4A0  Var_01    N13  C16  C5   C17  -104.21  30.0  2
 4A0  Var_02    C19  N13  C16  C5    179.22  30.0  3
 4A0  Var_03    N13  C19  C15  C1    173.59  30.0  1
 4A0  Var_04    C15  C19  N13  C16   172.94  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
 4A0  chir_01  C2  C6   C11  C10  positiv
 4A0  chir_02  C4  C10  C12  C8   positiv
 4A0  chir_03  C3  C11  C12  C7   negativ
 4A0  chir_04  C1  C7   C8   C6   negativ

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
 4A0  plan-1  C20  0.020
 4A0  plan-1  C21  0.020
 4A0  plan-1  C17  0.020
 4A0  plan-1  C18  0.020
 4A0  plan-1  C5   0.020
 4A0  plan-1  C9   0.020
 4A0  plan-1  C16  0.020
 4A0  plan-1  O14  0.020
 4A0  plan-1  H1   0.020
 4A0  plan-1  H2   0.020
 4A0  plan-1  H3   0.020
 4A0  plan-1  H4   0.020

