# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 07:18:01 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: N-(4-butyl-2-methylphenyl)-N'-hydroxyimidoformamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1ccc(N\C=N/O)c(C)c1
#
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
 V16  V16  N-(4-butyl-2-methylphenyl)-N'-hydroxyimidoformamide  ligand  33  15  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V16
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
 V16  N    N  NH1   0  -0.756   2.6818   0.0070  -0.1857
 V16  C    C  CH3   0  -0.663  -6.0397  -0.4412  -1.3542
 V16  O    O  OH1   0  -0.593   5.1595   0.0796  -0.9902
 V16  C1   C  CH2   0  -0.456  -5.2334  -0.2113  -0.0836
 V16  C10  C  CH3   0  -0.736   1.3631   2.5039   0.1523
 V16  C11  C  CR16  0  -0.339  -0.7234   1.1609   0.5471
 V16  C2   C  CH2   0  -0.407  -3.7302  -0.2342  -0.3279
 V16  C3   C  CH2   0  -0.496  -2.9146  -0.0216   0.9486
 V16  C4   C  CR6   0   0.136  -1.4342  -0.0271   0.6892
 V16  C5   C  CR16  0  -0.295  -0.7342  -1.2178   0.5292
 V16  C6   C  CR16  0  -0.374   0.6188  -1.2200   0.2276
 V16  C7   C  CR6   0   0.322   1.3185  -0.0203   0.1065
 V16  C8   C  C1    0   0.107   3.5530  -1.0104   0.0437
 V16  C9   C  CR6   0   0.043   0.6376   1.1952   0.2685
 V16  N1   N  N     0  -0.141   4.7815  -1.0582  -0.2956
 V16  H1   H  HCH3  0   0.222  -5.8254   0.3252  -2.1013
 V16  H2   H  HCH3  0   0.249  -5.8075  -1.4098  -1.8009
 V16  H3   H  HCH3  0   0.171  -7.1122  -0.4177  -1.1567
 V16  H4   H  HOH1  0   0.482   6.0914  -0.0625  -1.1797
 V16  H5   H  HCH2  0   0.261  -5.5126   0.7506   0.3572
 V16  H6   H  HCH2  0   0.213  -5.4914  -0.9719   0.6597
 V16  H7   H  HCH3  0   0.219   1.7389   2.6775  -0.8598
 V16  H8   H  HCH3  0   0.268   0.7051   3.3360   0.3961
 V16  H9   H  HCH3  0   0.244   2.2219   2.5507   0.8254
 V16  H10  H  HCR6  0   0.221  -1.2461   2.1035   0.6743
 V16  H11  H  HCH2  0   0.253  -3.4479  -1.1911  -0.7787
 V16  H12  H  HCH2  0   0.253  -3.4672   0.5379  -1.0585
 V16  H13  H  HCH2  0   0.205  -3.2043   0.9287   1.4060
 V16  H14  H  HCH2  0   0.216  -3.1690  -0.8035   1.6703
 V16  H15  H  HCR6  0   0.248  -1.2518  -2.1654   0.6256
 V16  H16  H  HCR6  0   0.266   1.1188  -2.1673   0.0716
 V16  H17  H  H     0   0.285   3.1848  -1.8671   0.5922
 V16  H19  H  HNH1  0   0.372   3.0561   0.8508  -0.5902

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
 V16  N1   C8   double    1.275  0.020  1.275
 V16  N1   O    single    1.386  0.020  1.386
 V16  C8   N    single    1.359  0.020  1.359
 V16  C6   C5   aromatic  1.386  0.020  1.386
 V16  C6   C7   aromatic  1.394  0.020  1.394
 V16  C5   C4   aromatic  1.390  0.020  1.390
 V16  N    C7   single    1.394  0.020  1.394
 V16  C7   C9   aromatic  1.403  0.020  1.403
 V16  C4   C3   single    1.503  0.020  1.503
 V16  C4   C11  aromatic  1.392  0.020  1.392
 V16  C3   C2   single    1.530  0.020  1.530
 V16  C9   C11  aromatic  1.390  0.020  1.390
 V16  C9   C10  single    1.501  0.020  1.501
 V16  C    C1   single    1.522  0.020  1.522
 V16  C2   C1   single    1.523  0.020  1.523
 V16  C    H1   single    0.970  0.020  1.090
 V16  C    H2   single    0.970  0.020  1.090
 V16  C    H3   single    0.970  0.020  1.090
 V16  O    H4   single    0.850  0.020  0.980
 V16  C1   H5   single    0.970  0.020  1.090
 V16  C1   H6   single    0.970  0.020  1.090
 V16  C10  H7   single    0.970  0.020  1.090
 V16  C10  H8   single    0.970  0.020  1.090
 V16  C10  H9   single    0.970  0.020  1.090
 V16  C11  H10  single    0.930  0.020  1.080
 V16  C2   H11  single    0.970  0.020  1.090
 V16  C2   H12  single    0.970  0.020  1.090
 V16  C3   H13  single    0.970  0.020  1.090
 V16  C3   H14  single    0.970  0.020  1.090
 V16  C5   H15  single    0.930  0.020  1.080
 V16  C6   H16  single    0.930  0.020  1.080
 V16  C8   H17  single    0.930  0.020  1.080
 V16  N    H19  single    0.860  0.020  1.020

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
 V16  H19  N    C8   117.16  3.000
 V16  H19  N    C7   117.62  3.000
 V16  C8   N    C7   125.22  3.000
 V16  H3   C    H2   107.61  3.000
 V16  H3   C    H1   107.57  3.000
 V16  H2   C    H1   107.53  3.000
 V16  H3   C    C1   111.49  3.000
 V16  H2   C    C1   111.28  3.000
 V16  H1   C    C1   111.17  3.000
 V16  H4   O    N1   103.99  3.000
 V16  H6   C1   H5   106.09  3.000
 V16  H6   C1   C2   109.34  3.000
 V16  H5   C1   C2   109.25  3.000
 V16  H6   C1   C    109.70  3.000
 V16  H5   C1   C    109.50  3.000
 V16  C2   C1   C    112.75  3.000
 V16  H9   C10  H8   107.73  3.000
 V16  H9   C10  H7   107.06  3.000
 V16  H8   C10  H7   107.08  3.000
 V16  H9   C10  C9   111.70  3.000
 V16  H8   C10  C9   110.92  3.000
 V16  H7   C10  C9   112.10  3.000
 V16  H10  C11  C9   118.28  3.000
 V16  H10  C11  C4   118.92  3.000
 V16  C9   C11  C4   122.80  3.000
 V16  H12  C2   H11  106.24  3.000
 V16  H12  C2   C3   109.32  3.000
 V16  H11  C2   C3   109.13  3.000
 V16  H12  C2   C1   109.48  3.000
 V16  H11  C2   C1   109.49  3.000
 V16  C3   C2   C1   112.97  3.000
 V16  H14  C3   H13  106.47  3.000
 V16  H14  C3   C4   109.89  3.000
 V16  H13  C3   C4   109.65  3.000
 V16  H14  C3   C2   109.10  3.000
 V16  H13  C3   C2   109.18  3.000
 V16  C4   C3   C2   112.37  3.000
 V16  C5   C4   C3   121.26  3.000
 V16  C3   C4   C11  121.17  3.000
 V16  C5   C4   C11  117.53  3.000
 V16  H15  C5   C6   118.95  3.000
 V16  H15  C5   C4   119.87  3.000
 V16  C6   C5   C4   121.18  3.000
 V16  H16  C6   C7   120.58  3.000
 V16  H16  C6   C5   118.92  3.000
 V16  C7   C6   C5   120.49  3.000
 V16  C9   C7   C6   119.47  3.000
 V16  C9   C7   N    118.81  3.000
 V16  C6   C7   N    121.72  3.000
 V16  H17  C8   N1   115.66  3.000
 V16  H17  C8   N    117.41  3.000
 V16  N1   C8   N    126.92  3.000
 V16  C7   C9   C11  118.50  3.000
 V16  C11  C9   C10  120.70  3.000
 V16  C7   C9   C10  120.80  3.000
 V16  C8   N1   O    111.43  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
 V16  CONST_01  C6   C5   C4   C11     0.00   0.0  0
 V16  CONST_02  C6   C7   C9   C11     0.00   0.0  0
 V16  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 V16  CONST_04  C7   C9   C11  C4      0.00   0.0  0
 V16  CONST_05  C9   C7   C6   C5      0.00   0.0  0
 V16  CONST_06  C9   C11  C4   C5      0.00   0.0  0
 V16  CONST_07  C5   C6   C7   N     180.00   0.0  0
 V16  CONST_08  C11  C9   C7   N     180.00   0.0  0
 V16  CONST_09  C6   C7   C9   C10   180.00   0.0  0
 V16  CONST_10  C4   C11  C9   C10   180.00   0.0  0
 V16  CONST_11  C6   C5   C4   C3    180.00   0.0  0
 V16  CONST_12  C9   C11  C4   C3    180.00   0.0  0
 V16  CONST_13  H15  C5   C4   C11   180.00   0.0  0
 V16  CONST_14  H16  C6   C5   C4    180.00   0.0  0
 V16  CONST_15  H10  C11  C4   C5    180.00   0.0  0
 V16  CONST_19  N1   C8   N    C7    180.00   0.0  0
 V16  CONST_20  H17  C8   N    C7      0.00   0.0  0
 V16  CONST_21  O    N1   C8   N       0.00   0.0  0
 V16  Var_01    C2   C3   C4   C11    97.90  30.0  2
 V16  Var_02    H7   C10  C9   C11  -114.79  30.0  2
 V16  Var_03    C4   C3   C2   C1   -179.18  30.0  1
 V16  Var_04    C3   C2   C1   C    -179.26  30.0  2
 V16  Var_05    H1   C    C1   C2    -59.80  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
 V16  plan-1  N    0.020
 V16  plan-1  C10  0.020
 V16  plan-1  C11  0.020
 V16  plan-1  C3   0.020
 V16  plan-1  C4   0.020
 V16  plan-1  C5   0.020
 V16  plan-1  C6   0.020
 V16  plan-1  C7   0.020
 V16  plan-1  C9   0.020
 V16  plan-1  H10  0.020
 V16  plan-1  H15  0.020
 V16  plan-1  H16  0.020
 V16  plan-2  N    0.020
 V16  plan-2  O    0.020
 V16  plan-2  C7   0.020
 V16  plan-2  C8   0.020
 V16  plan-2  N1   0.020
 V16  plan-2  H17  0.020
 V16  plan-2  H19  0.020

