# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 00:12:28 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 1-(1-adamantyl)-3-ethyl-guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=N)NC12CC3CC(CC(C3)C1)C2
#
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
 OG2  OG2  1-(1-adamantyl)-3-ethyl-guanidine  ligand  39  16  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OG2
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
 OG2  C1   C  C     0   0.142  -0.4116  -0.2085  -0.0005
 OG2  N1   N  NH1   0  -0.712   1.0025  -0.5566  -0.0254
 OG2  C2   C  C     0  -0.422  -0.8416   0.4958   1.2988
 OG2  N2   N  NH1   0  -0.661   3.2711  -0.3836   0.0952
 OG2  C3   C  C     0  -0.250  -2.3501   0.7557   1.2855
 OG2  C4   C  C     0  -0.417  -3.0958  -0.5754   1.1926
 OG2  C5   C  C     0  -0.250  -2.6901  -1.2935  -0.0959
 OG2  C6   C  C     0  -0.451  -1.1804  -1.5354  -0.0931
 OG2  C7   C  C     0  -0.416  -3.0640  -0.4280  -1.2996
 OG2  C8   C  C     0  -0.250  -2.3158   0.9030  -1.2126
 OG2  C9   C  C     0  -0.424  -0.8074   0.6437  -1.2167
 OG2  C10  C  C     0  -0.419  -2.7038   1.6281   0.0784
 OG2  N    N  N     0  -0.729   2.0784   1.5812   0.0827
 OG2  C    C  C     0   0.601   2.0743   0.2973   0.0506
 OG2  C11  C  CH2   0  -0.249   4.5215   0.3380  -0.0036
 OG2  C12  C  CH3   0  -0.689   5.6894  -0.6264   0.0992
 OG2  H1   H  HNH1  0   0.378   1.1979  -1.4978   0.2801
 OG2  H2   H  H     0   0.227  -0.5668  -0.1311   2.1536
 OG2  H3   H  H     0   0.225  -0.3132   1.4439   1.4302
 OG2  H4   H  HNH1  0   0.372   3.2706  -1.2689  -0.3894
 OG2  H5   H  H     0   0.227  -2.6324   1.2708   2.2082
 OG2  H6   H  H     0   0.223  -2.8671  -1.2005   2.0616
 OG2  H7   H  H     0   0.224  -4.1772  -0.4063   1.2036
 OG2  H8   H  H     0   0.229  -3.2034  -2.2571  -0.1592
 OG2  H9   H  H     0   0.237  -0.8773  -2.0639  -1.0030
 OG2  H10  H  H     0   0.233  -0.9072  -2.1769   0.7533
 OG2  H11  H  H     0   0.223  -2.8102  -0.9427  -2.2316
 OG2  H12  H  H     0   0.224  -4.1446  -0.2554  -1.3191
 OG2  H13  H  H     0   0.228  -2.5704   1.5263  -2.0745
 OG2  H14  H  H     0   0.225  -0.2728   1.5966  -1.2239
 OG2  H15  H  H     0   0.229  -0.5105   0.1175  -2.1293
 OG2  H16  H  H     0   0.225  -3.7753   1.8515   0.0769
 OG2  H17  H  H     0   0.222  -2.1823   2.5888   0.1421
 OG2  H18  H  H     0   0.326   1.1428   1.9553   0.1480
 OG2  H19  H  HCH2  0   0.207   4.5886   0.9076  -0.9380
 OG2  H20  H  HCH2  0   0.224   4.5711   1.0680   0.8048
 OG2  H21  H  HCH3  0   0.228   5.6699  -1.1724   1.0432
 OG2  H22  H  HCH3  0   0.225   5.6778  -1.3548  -0.7137
 OG2  H23  H  HCH3  0   0.236   6.6331  -0.0851   0.0427

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
 OG2  C12  C11  single  1.518  0.020  1.518
 OG2  C11  N2   single  1.447  0.020  1.447
 OG2  N2   C    single  1.378  0.020  1.378
 OG2  C    N1   single  1.372  0.020  1.372
 OG2  C    N    double  1.284  0.020  1.284
 OG2  N1   C1   single  1.457  0.020  1.457
 OG2  C1   C9   single  1.537  0.020  1.537
 OG2  C1   C2   single  1.539  0.020  1.539
 OG2  C1   C6   single  1.536  0.020  1.536
 OG2  C9   C8   single  1.531  0.020  1.531
 OG2  C2   C3   single  1.531  0.020  1.531
 OG2  C6   C5   single  1.529  0.020  1.529
 OG2  C8   C10  single  1.531  0.020  1.531
 OG2  C8   C7   single  1.529  0.020  1.529
 OG2  C3   C10  single  1.531  0.020  1.531
 OG2  C3   C4   single  1.529  0.020  1.529
 OG2  C5   C7   single  1.529  0.020  1.529
 OG2  C5   C4   single  1.530  0.020  1.530
 OG2  N1   H1   single  0.890  0.020  1.040
 OG2  C2   H2   single  0.970  0.020  1.090
 OG2  C2   H3   single  0.970  0.020  1.090
 OG2  N2   H4   single  0.890  0.020  1.040
 OG2  C3   H5   single  0.970  0.020  1.090
 OG2  C4   H6   single  0.970  0.020  1.090
 OG2  C4   H7   single  0.970  0.020  1.090
 OG2  C5   H8   single  0.970  0.020  1.090
 OG2  C6   H9   single  0.970  0.020  1.090
 OG2  C6   H10  single  0.970  0.020  1.090
 OG2  C7   H11  single  0.970  0.020  1.090
 OG2  C7   H12  single  0.970  0.020  1.090
 OG2  C8   H13  single  0.970  0.020  1.090
 OG2  C9   H14  single  0.970  0.020  1.090
 OG2  C9   H15  single  0.970  0.020  1.090
 OG2  C10  H16  single  0.970  0.020  1.090
 OG2  C10  H17  single  0.970  0.020  1.090
 OG2  N    H18  single  0.890  0.020  1.040
 OG2  C11  H19  single  0.970  0.020  1.090
 OG2  C11  H20  single  0.970  0.020  1.090
 OG2  C12  H21  single  0.970  0.020  1.090
 OG2  C12  H22  single  0.970  0.020  1.090
 OG2  C12  H23  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
 OG2  C9   C1   C6   107.60  3.000
 OG2  C6   C1   C2   107.83  3.000
 OG2  C9   C1   C2   110.02  3.000
 OG2  C6   C1   N1   106.16  3.000
 OG2  C2   C1   N1   113.27  3.000
 OG2  C9   C1   N1   111.66  3.000
 OG2  H1   N1   C    114.37  3.000
 OG2  H1   N1   C1   113.95  3.000
 OG2  C    N1   C1   127.48  3.000
 OG2  H3   C2   H2   106.34  3.000
 OG2  H3   C2   C3   109.27  3.000
 OG2  H2   C2   C3   110.57  3.000
 OG2  H3   C2   C1   111.30  3.000
 OG2  H2   C2   C1   109.08  3.000
 OG2  C3   C2   C1   110.22  3.000
 OG2  H4   N2   C11  113.90  3.000
 OG2  H4   N2   C    114.68  3.000
 OG2  C11  N2   C    120.13  3.000
 OG2  H5   C3   C10  109.70  3.000
 OG2  H5   C3   C4   109.60  3.000
 OG2  C10  C3   C4   109.61  3.000
 OG2  H5   C3   C2   109.08  3.000
 OG2  C4   C3   C2   109.47  3.000
 OG2  C10  C3   C2   109.35  3.000
 OG2  H7   C4   H6   106.66  3.000
 OG2  H7   C4   C5   110.06  3.000
 OG2  H6   C4   C5   110.19  3.000
 OG2  H7   C4   C3   110.29  3.000
 OG2  H6   C4   C3   110.31  3.000
 OG2  C5   C4   C3   109.30  3.000
 OG2  H8   C5   C7   109.78  3.000
 OG2  H8   C5   C6   108.91  3.000
 OG2  C7   C5   C6   109.42  3.000
 OG2  H8   C5   C4   109.75  3.000
 OG2  C7   C5   C4   109.42  3.000
 OG2  C6   C5   C4   109.55  3.000
 OG2  H10  C6   H9   106.86  3.000
 OG2  H10  C6   C5   109.87  3.000
 OG2  H9   C6   C5   110.38  3.000
 OG2  H10  C6   C1   109.51  3.000
 OG2  H9   C6   C1   109.17  3.000
 OG2  C5   C6   C1   110.95  3.000
 OG2  H12  C7   H11  106.74  3.000
 OG2  H12  C7   C8   110.29  3.000
 OG2  H11  C7   C8   110.13  3.000
 OG2  H12  C7   C5   110.17  3.000
 OG2  H11  C7   C5   110.33  3.000
 OG2  C8   C7   C5   109.16  3.000
 OG2  H13  C8   C10  109.61  3.000
 OG2  H13  C8   C9   108.90  3.000
 OG2  C10  C8   C9   109.41  3.000
 OG2  H13  C8   C7   109.72  3.000
 OG2  C10  C8   C7   109.65  3.000
 OG2  C9   C8   C7   109.55  3.000
 OG2  H15  C9   H14  106.32  3.000
 OG2  H15  C9   C8   110.55  3.000
 OG2  H14  C9   C8   109.55  3.000
 OG2  H15  C9   C1   108.86  3.000
 OG2  H14  C9   C1   111.27  3.000
 OG2  C8   C9   C1   110.22  3.000
 OG2  H17  C10  H16  106.69  3.000
 OG2  H17  C10  C8   110.12  3.000
 OG2  H16  C10  C8   110.09  3.000
 OG2  H17  C10  C3   110.13  3.000
 OG2  H16  C10  C3   110.10  3.000
 OG2  C8   C10  C3   109.66  3.000
 OG2  H18  N    C    111.65  3.000
 OG2  N    C    N2   119.37  3.000
 OG2  N    C    N1   128.74  3.000
 OG2  N2   C    N1   111.88  3.000
 OG2  H20  C11  H19  106.33  3.000
 OG2  H20  C11  C12  109.89  3.000
 OG2  H19  C11  C12  109.92  3.000
 OG2  H20  C11  N2   108.82  3.000
 OG2  H19  C11  N2   111.72  3.000
 OG2  C12  C11  N2   110.08  3.000
 OG2  H23  C12  H22  107.59  3.000
 OG2  H23  C12  H21  108.00  3.000
 OG2  H22  C12  H21  108.08  3.000
 OG2  H23  C12  C11  110.32  3.000
 OG2  H22  C12  C11  111.43  3.000
 OG2  H21  C12  C11  111.28  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
 OG2  CONST_01  N2   C    N1   C1  180.00   0.0  0
 OG2  CONST_02  N    C    N1   C1    0.00   0.0  0
 OG2  CONST_03  C11  N2   C    N1  180.00   0.0  0
 OG2  CONST_04  C11  N2   C    N     0.00   0.0  0
 OG2  CONST_06  H18  N    C    N1    0.00   0.0  0
 OG2  Var_01    C12  C11  N2   C   178.85  30.0  1
 OG2  Var_02    H21  C12  C11  N2  -59.16  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
 OG2  chir_01  C1  C9  C2   C6  negativ
 OG2  chir_02  C3  C2  C10  C4  negativ
 OG2  chir_03  C5  C6  C7   C4  positiv
 OG2  chir_04  C8  C7  C10  C9  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
 OG2  plan-1  C1   0.020
 OG2  plan-1  N1   0.020
 OG2  plan-1  N2   0.020
 OG2  plan-1  N    0.020
 OG2  plan-1  C    0.020
 OG2  plan-1  C11  0.020
 OG2  plan-1  H1   0.020
 OG2  plan-1  H4   0.020
 OG2  plan-1  H18  0.020

