# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 03:59:12 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 1-(2-adamantylmethyl)-3-ethyl-guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=N)NCC1C2CC3CC(C2)CC1C3
#
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
 OFZ  OFZ  1-(2-adamantylmethyl)-3-ethyl-guanidine  ligand  42  17  .  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_OFZ
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
 OFZ  C6   C  C     0  -0.421  -3.8606   0.3383  -1.0569
 OFZ  C5   C  C     0  -0.242  -3.5737   0.9855   0.3011
 OFZ  C8   C  C     0  -0.435  -2.4494  -1.6205  -0.4189
 OFZ  C13  C  CH3   0  -0.689   6.0091   1.2447  -0.1507
 OFZ  C9   C  CH2   0  -0.433  -1.4216   0.3447  -1.5832
 OFZ  C10  C  CR16  0  -0.229  -1.1244   0.9942  -0.2294
 OFZ  C12  C  CH2   0  -0.251   5.0661   0.0710  -0.3410
 OFZ  C2   C  CR16  0  -0.264  -0.8897  -0.0817   0.8432
 OFZ  C4   C  C     0  -0.418  -3.3383  -0.1082   1.3467
 OFZ  C3   C  C     0  -0.238  -2.1414  -0.9700   0.9342
 OFZ  N    N  N     0  -0.733   3.0200  -1.7618  -0.2375
 OFZ  C    C  C     0   0.612   2.7643  -0.5689   0.1601
 OFZ  C1   C  CH2   0  -0.257   0.3722  -0.9117   0.6270
 OFZ  C11  C  C     0  -0.418  -2.3204   1.8559   0.1880
 OFZ  C7   C  CR16  0  -0.241  -2.6716  -0.5329  -1.4739
 OFZ  N1   N  NH1   0  -0.672   1.5428  -0.0723   0.5440
 OFZ  N2   N  NH1   0  -0.659   3.7673   0.3688   0.2234
 OFZ  H1   H  H     0   0.219  -4.7725  -0.2663  -1.0046
 OFZ  H2   H  H     0   0.219  -4.0392   1.1122  -1.8114
 OFZ  H3   H  H     0   0.220  -4.4259   1.6025   0.6012
 OFZ  H4   H  H     0   0.228  -1.6469  -2.2966  -0.7262
 OFZ  H5   H  H     0   0.225  -3.3475  -2.2403  -0.3276
 OFZ  H6   H  HCH3  0   0.226   5.6456   2.1371  -0.6638
 OFZ  H7   H  HCH3  0   0.228   6.1339   1.4883   0.9047
 OFZ  H8   H  HCH3  0   0.236   6.9902   1.0075  -0.5608
 OFZ  H9   H  HCH2  0   0.223  -1.5806   1.1243  -2.3354
 OFZ  H10  H  HCH2  0   0.227  -0.5666  -0.2422  -1.9317
 OFZ  H11  H  HCR6  0   0.223  -0.2374   1.6285  -0.3140
 OFZ  H12  H  HCH2  0   0.207   4.9968  -0.1801  -1.4059
 OFZ  H13  H  HCH2  0   0.224   5.4688  -0.8126   0.1556
 OFZ  H14  H  HCR6  0   0.227  -0.7740   0.4275   1.8109
 OFZ  H15  H  H     0   0.221  -3.1622   0.3390   2.3305
 OFZ  H16  H  H     0   0.221  -4.2307  -0.7356   1.4414
 OFZ  H17  H  H     0   0.222  -1.9781  -1.7463   1.6896
 OFZ  H18  H  H     0   0.329   2.2183  -2.3701  -0.1291
 OFZ  H19  H  HCH2  0   0.227   0.4505  -1.6480   1.4396
 OFZ  H20  H  HCH2  0   0.225   0.2990  -1.4846  -0.2998
 OFZ  H21  H  H     0   0.220  -2.4799   2.6496  -0.5490
 OFZ  H22  H  H     0   0.220  -2.1133   2.3490   1.1433
 OFZ  H23  H  HCR6  0   0.220  -2.8802  -0.9982  -2.4420
 OFZ  H24  H  HNH1  0   0.379   1.5685   0.7057   1.1861
 OFZ  H25  H  HNH1  0   0.372   3.4620   1.3216   0.0891

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
 OFZ  C13  C12  single  1.518  0.020  1.518
 OFZ  C12  N2   single  1.447  0.020  1.447
 OFZ  N    C    double  1.283  0.020  1.283
 OFZ  N2   C    single  1.374  0.020  1.374
 OFZ  C    N1   single  1.373  0.020  1.373
 OFZ  N1   C1   single  1.443  0.020  1.443
 OFZ  C1   C2   single  1.526  0.020  1.526
 OFZ  C2   C3   single  1.538  0.020  1.538
 OFZ  C2   C10  single  1.537  0.020  1.537
 OFZ  C3   C4   single  1.532  0.020  1.532
 OFZ  C3   C8   single  1.533  0.020  1.533
 OFZ  C4   C5   single  1.531  0.020  1.531
 OFZ  C8   C7   single  1.531  0.020  1.531
 OFZ  C10  C11  single  1.532  0.020  1.532
 OFZ  C10  C9   single  1.531  0.020  1.531
 OFZ  C11  C5   single  1.530  0.020  1.530
 OFZ  C5   C6   single  1.531  0.020  1.531
 OFZ  C9   C7   single  1.531  0.020  1.531
 OFZ  C7   C6   single  1.532  0.020  1.532
 OFZ  C6   H1   single  0.970  0.020  1.090
 OFZ  C6   H2   single  0.970  0.020  1.090
 OFZ  C5   H3   single  0.970  0.020  1.090
 OFZ  C8   H4   single  0.970  0.020  1.090
 OFZ  C8   H5   single  0.970  0.020  1.090
 OFZ  C13  H6   single  0.970  0.020  1.090
 OFZ  C13  H7   single  0.970  0.020  1.090
 OFZ  C13  H8   single  0.970  0.020  1.090
 OFZ  C9   H9   single  0.970  0.020  1.090
 OFZ  C9   H10  single  0.970  0.020  1.090
 OFZ  C10  H11  single  0.970  0.020  1.090
 OFZ  C12  H12  single  0.970  0.020  1.090
 OFZ  C12  H13  single  0.970  0.020  1.090
 OFZ  C2   H14  single  0.970  0.020  1.090
 OFZ  C4   H15  single  0.970  0.020  1.090
 OFZ  C4   H16  single  0.970  0.020  1.090
 OFZ  C3   H17  single  0.970  0.020  1.090
 OFZ  N    H18  single  0.890  0.020  1.040
 OFZ  C1   H19  single  0.970  0.020  1.090
 OFZ  C1   H20  single  0.970  0.020  1.090
 OFZ  C11  H21  single  0.970  0.020  1.090
 OFZ  C11  H22  single  0.970  0.020  1.090
 OFZ  C7   H23  single  0.970  0.020  1.090
 OFZ  N1   H24  single  0.890  0.020  1.040
 OFZ  N2   H25  single  0.890  0.020  1.040

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
 OFZ  H2   C6   H1   106.68  3.000
 OFZ  H2   C6   C7   109.93  3.000
 OFZ  H1   C6   C7   110.20  3.000
 OFZ  H2   C6   C5   110.04  3.000
 OFZ  H1   C6   C5   110.30  3.000
 OFZ  C7   C6   C5   109.65  3.000
 OFZ  H3   C5   C11  109.72  3.000
 OFZ  H3   C5   C4   109.59  3.000
 OFZ  C11  C5   C4   109.32  3.000
 OFZ  H3   C5   C6   109.61  3.000
 OFZ  C11  C5   C6   109.17  3.000
 OFZ  C4   C5   C6   109.42  3.000
 OFZ  H5   C8   H4   105.99  3.000
 OFZ  H5   C8   C7   109.90  3.000
 OFZ  H4   C8   C7   110.61  3.000
 OFZ  H5   C8   C3   109.36  3.000
 OFZ  H4   C8   C3   111.29  3.000
 OFZ  C7   C8   C3   109.63  3.000
 OFZ  H8   C13  H7   108.06  3.000
 OFZ  H8   C13  H6   107.51  3.000
 OFZ  H7   C13  H6   108.08  3.000
 OFZ  H8   C13  C12  110.12  3.000
 OFZ  H7   C13  C12  111.42  3.000
 OFZ  H6   C13  C12  111.50  3.000
 OFZ  H10  C9   H9   106.06  3.000
 OFZ  H10  C9   C7   110.69  3.000
 OFZ  H9   C9   C7   109.79  3.000
 OFZ  H10  C9   C10  110.96  3.000
 OFZ  H9   C9   C10  109.49  3.000
 OFZ  C7   C9   C10  109.79  3.000
 OFZ  H11  C10  C11  109.15  3.000
 OFZ  H11  C10  C2   109.63  3.000
 OFZ  C11  C10  C2   108.83  3.000
 OFZ  H11  C10  C9   109.58  3.000
 OFZ  C11  C10  C9   109.16  3.000
 OFZ  C2   C10  C9   110.47  3.000
 OFZ  H13  C12  H12  106.26  3.000
 OFZ  H13  C12  N2   108.70  3.000
 OFZ  H12  C12  N2   111.67  3.000
 OFZ  H13  C12  C13  109.89  3.000
 OFZ  H12  C12  C13  109.77  3.000
 OFZ  N2   C12  C13  110.46  3.000
 OFZ  H14  C2   C1   106.84  3.000
 OFZ  H14  C2   C3   107.52  3.000
 OFZ  C1   C2   C3   111.55  3.000
 OFZ  H14  C2   C10  107.82  3.000
 OFZ  C3   C2   C10  108.74  3.000
 OFZ  C1   C2   C10  114.09  3.000
 OFZ  H16  C4   H15  106.70  3.000
 OFZ  H16  C4   C3   109.74  3.000
 OFZ  H15  C4   C3   110.25  3.000
 OFZ  H16  C4   C5   110.06  3.000
 OFZ  H15  C4   C5   110.28  3.000
 OFZ  C3   C4   C5   109.76  3.000
 OFZ  H17  C3   C4   109.24  3.000
 OFZ  H17  C3   C2   109.20  3.000
 OFZ  C4   C3   C2   109.09  3.000
 OFZ  H17  C3   C8   109.75  3.000
 OFZ  C4   C3   C8   108.63  3.000
 OFZ  C2   C3   C8   110.89  3.000
 OFZ  H18  N    C    111.57  3.000
 OFZ  N2   C    N1   112.92  3.000
 OFZ  N1   C    N    126.87  3.000
 OFZ  N2   C    N    120.21  3.000
 OFZ  H20  C1   H19  106.31  3.000
 OFZ  H20  C1   N1   108.11  3.000
 OFZ  H19  C1   N1   111.98  3.000
 OFZ  H20  C1   C2   110.50  3.000
 OFZ  H19  C1   C2   108.57  3.000
 OFZ  N1   C1   C2   111.26  3.000
 OFZ  H22  C11  H21  106.76  3.000
 OFZ  H22  C11  C10  110.08  3.000
 OFZ  H21  C11  C10  109.76  3.000
 OFZ  H22  C11  C5   110.28  3.000
 OFZ  H21  C11  C5   110.05  3.000
 OFZ  C10  C11  C5   109.85  3.000
 OFZ  H23  C7   C9   109.64  3.000
 OFZ  H23  C7   C8   109.58  3.000
 OFZ  C9   C7   C8   109.74  3.000
 OFZ  H23  C7   C6   109.56  3.000
 OFZ  C9   C7   C6   109.10  3.000
 OFZ  C8   C7   C6   109.21  3.000
 OFZ  H24  N1   C1   115.63  3.000
 OFZ  H24  N1   C    115.73  3.000
 OFZ  C1   N1   C    121.82  3.000
 OFZ  H25  N2   C    114.65  3.000
 OFZ  H25  N2   C12  114.44  3.000
 OFZ  C    N2   C12  119.77  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
 OFZ  CONST_01  N    C    N2   C12     0.00   0.0  0
 OFZ  CONST_02  N1   C    N2   C12   180.00   0.0  0
 OFZ  CONST_03  C1   N1   C    N       0.00   0.0  0
 OFZ  CONST_04  N2   C    N1   C1    180.00   0.0  0
 OFZ  CONST_07  H18  N    C    N1      0.00   0.0  0
 OFZ  Var_01    C    N1   C1   C2   -170.38  30.0  1
 OFZ  Var_02    C    N2   C12  C13  -179.80  30.0  3
 OFZ  Var_03    H6   C13  C12  N2    -61.80  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
 OFZ  chir_01  C5   C4   C11  C6  negativ
 OFZ  chir_02  C10  C9   C11  C2  negativ
 OFZ  chir_03  C2   C10  C3   C1  negativ
 OFZ  chir_04  C3   C8   C4   C2  positiv
 OFZ  chir_05  C7   C8   C9   C6  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
 OFZ  plan-1  C12  0.020
 OFZ  plan-1  N    0.020
 OFZ  plan-1  C    0.020
 OFZ  plan-1  C1   0.020
 OFZ  plan-1  N1   0.020
 OFZ  plan-1  N2   0.020
 OFZ  plan-1  H18  0.020
 OFZ  plan-1  H24  0.020
 OFZ  plan-1  H25  0.020

