# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 10:40:57 2020
#   Inital geometry file: a 55 line input string
#   Ligand name: 1-butyl-3-hydroxyguanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNC(=N)NO
#
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
 BHH  BHH  1-butyl-3-hydroxyguanidine  ligand  22  9  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BHH
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
 BHH  C4    C  CH3   0  -0.661  -0.4076   0.0470   4.6129
 BHH  C3    C  CH2   0  -0.423   0.4258  -0.0574   3.3436
 BHH  C2    C  CH2   0  -0.448  -0.4259  -0.0024   2.0815
 BHH  C1    C  CH2   0  -0.229   0.4118  -0.0951   0.8164
 BHH  NE    N  NH1   0  -0.662  -0.4325  -0.0338  -0.3570
 BHH  CZ    C  C     0   0.564   0.1225   0.0424  -1.6030
 BHH  NH1   N  NH1   0  -0.420  -0.8511  -0.1227  -2.5995
 BHH  NH2   N  N     0  -0.697   1.3702   0.2199  -1.7846
 BHH  OH    O  OH1   0  -0.562  -0.4204   0.2505  -3.8604
 BHH  H41   H  HCH3  0   0.228   0.2166   0.0101   5.5062
 BHH  H42   H  HCH3  0   0.218  -0.9673   0.9836   4.6392
 BHH  H43   H  HCH3  0   0.218  -1.1287  -0.7698   4.6798
 BHH  H31   H  HCH2  0   0.216   1.1612   0.7523   3.3199
 BHH  H32   H  HCH2  0   0.216   0.9993  -0.9893   3.3552
 BHH  H21   H  HCH2  0   0.219  -1.1546  -0.8205   2.1029
 BHH  H22   H  HCH2  0   0.222  -1.0028   0.9278   2.0662
 BHH  H11   H  HCH2  0   0.227   1.1177   0.7362   0.7790
 BHH  H12   H  HCH2  0   0.209   1.0127  -1.0136   0.8330
 BHH  HE1   H  HNH1  0   0.380  -1.2884  -0.5652  -0.2932
 BHH  HH11  H  HNH1  0   0.388  -1.7099   0.3750  -2.3939
 BHH  HH21  H  H     0   0.325   1.5684   0.3406  -2.7706
 BHH  HH1   H  HOH1  0   0.474  -0.4137  -0.5665  -4.3709

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
 BHH  C4   C3    single  1.522  0.020  1.522
 BHH  C4   H41   single  0.970  0.020  1.090
 BHH  C4   H42   single  0.970  0.020  1.090
 BHH  C4   H43   single  0.970  0.020  1.090
 BHH  C3   C2    single  1.524  0.020  1.524
 BHH  C3   H31   single  0.970  0.020  1.090
 BHH  C3   H32   single  0.970  0.020  1.090
 BHH  C2   C1    single  1.520  0.020  1.520
 BHH  C2   H21   single  0.970  0.020  1.090
 BHH  C2   H22   single  0.970  0.020  1.090
 BHH  C1   NE    single  1.447  0.020  1.447
 BHH  C1   H11   single  0.970  0.020  1.090
 BHH  C1   H12   single  0.970  0.020  1.090
 BHH  NE   CZ    single  1.366  0.020  1.366
 BHH  NE   HE1   single  0.890  0.020  1.040
 BHH  CZ   NH1   single  1.403  0.020  1.403
 BHH  CZ   NH2   double  1.273  0.020  1.273
 BHH  NH1  OH    single  1.384  0.020  1.384
 BHH  NH1  HH11  single  0.890  0.020  1.040
 BHH  NH2  HH21  single  0.890  0.020  1.040
 BHH  OH   HH1   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
 BHH  H43   C4   H42  107.57  3.000
 BHH  H43   C4   H41  107.62  3.000
 BHH  H42   C4   H41  107.63  3.000
 BHH  H43   C4   C3   111.19  3.000
 BHH  H42   C4   C3   111.08  3.000
 BHH  H41   C4   C3   111.55  3.000
 BHH  H32   C3   H31  106.16  3.000
 BHH  H32   C3   C2   109.42  3.000
 BHH  H31   C3   C2   109.34  3.000
 BHH  H32   C3   C4   109.66  3.000
 BHH  H31   C3   C4   109.59  3.000
 BHH  C2    C3   C4   112.47  3.000
 BHH  H22   C2   H21  106.51  3.000
 BHH  H22   C2   C1   109.30  3.000
 BHH  H21   C2   C1   109.71  3.000
 BHH  H22   C2   C3   109.69  3.000
 BHH  H21   C2   C3   109.18  3.000
 BHH  C1    C2   C3   112.28  3.000
 BHH  H12   C1   H11  106.49  3.000
 BHH  H12   C1   NE   111.54  3.000
 BHH  H11   C1   NE   108.51  3.000
 BHH  H12   C1   C2   109.88  3.000
 BHH  H11   C1   C2   109.79  3.000
 BHH  NE    C1   C2   110.54  3.000
 BHH  HE1   NE   CZ   115.56  3.000
 BHH  HE1   NE   C1   114.91  3.000
 BHH  CZ    NE   C1   120.33  3.000
 BHH  NH2   CZ   NH1  126.52  3.000
 BHH  NH2   CZ   NE   122.41  3.000
 BHH  NH1   CZ   NE   111.06  3.000
 BHH  HH11  NH1  OH   108.43  3.000
 BHH  HH11  NH1  CZ   112.71  3.000
 BHH  OH    NH1  CZ   113.55  3.000
 BHH  HH21  NH2  CZ   110.32  3.000
 BHH  HH1   OH   NH1  104.86  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
 BHH  CONST_01  NH1   CZ   NE  C1   180.00   0.0  0
 BHH  CONST_02  NH2   CZ   NE  C1     0.00   0.0  0
 BHH  CONST_03  OH    NH1  CZ  NE   180.00   0.0  0
 BHH  CONST_06  HH21  NH2  CZ  NE   180.00   0.0  0
 BHH  Var_01    C1    C2   C3  C4   179.51  30.0  3
 BHH  Var_02    NE    C1   C2  C3  -179.77  30.0  3
 BHH  Var_03    CZ    NE   C1  C2   173.07  30.0  3
 BHH  Var_04    H41   C4   C3  C2  -179.77  30.0  3

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
 BHH  plan-1  C1    0.020
 BHH  plan-1  NE    0.020
 BHH  plan-1  CZ    0.020
 BHH  plan-1  NH1   0.020
 BHH  plan-1  NH2   0.020
 BHH  plan-1  OH    0.020
 BHH  plan-1  HE1   0.020
 BHH  plan-1  HH11  0.020
 BHH  plan-1  HH21  0.020

