# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 15:35:52 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-(3-oxocyclohex-1-en-1-yl)octanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC(=O)NC1=CC(=O)CCC1
#
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
 NOO  NOO  N-(3-oxocyclohex-1-en-1-yl)octanamide  ligand  40  17  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NOO
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
 NOO  C1    C  CR6   0   0.395  -5.2007   0.8873  -0.0774
 NOO  O1    O  O     0  -0.456  -5.9805   1.8277  -0.1213
 NOO  C2    C  CR16  0  -0.504  -3.7792   1.0700  -0.3019
 NOO  C3    C  CR6   0   0.451  -2.8825   0.0557  -0.2311
 NOO  C4    C  C     0  -0.511  -3.3126  -1.3655  -0.0265
 NOO  C5    C  C     0  -0.465  -4.7784  -1.5551  -0.3905
 NOO  C6    C  C     0  -0.564  -5.6578  -0.5069   0.2691
 NOO  N7    N  NH1   0  -0.726  -1.5473   0.3624  -0.3867
 NOO  C8    C  C     0   0.569  -0.4355  -0.4073  -0.1392
 NOO  O8    O  O     0  -0.443  -0.4860  -1.5194   0.3407
 NOO  C9    C  CH2   0  -0.598   0.8575   0.2631  -0.5411
 NOO  C10   C  CH2   0  -0.414   2.0846  -0.3259   0.1369
 NOO  C11   C  CH2   0  -0.416   3.3740   0.3257  -0.3468
 NOO  C12   C  CH2   0  -0.413   4.6116  -0.2533   0.3260
 NOO  C13   C  CH2   0  -0.407   5.9138   0.3587  -0.1736
 NOO  C14   C  CH2   0  -0.420   7.1488  -0.2306   0.4968
 NOO  C15   C  CH3   0  -0.662   8.4490   0.3728  -0.0156
 NOO  H2    H  HCR6  0   0.264  -3.4368   2.0840  -0.4828
 NOO  H4    H  H     0   0.275  -2.6967  -2.0343  -0.6249
 NOO  H4A   H  H     0   0.271  -3.1401  -1.6453   1.0171
 NOO  H5    H  H     0   0.240  -4.8918  -1.4957  -1.4763
 NOO  H5A   H  H     0   0.253  -5.0953  -2.5553  -0.0946
 NOO  H6    H  H     0   0.263  -5.6047  -0.6089   1.3598
 NOO  H6A   H  H     0   0.264  -6.7061  -0.6253  -0.0082
 NOO  HN7   H  HNH1  0   0.420  -1.3604   1.3184  -0.6547
 NOO  H9    H  HCH2  0   0.282   0.9460   0.1621  -1.6294
 NOO  H9A   H  HCH2  0   0.265   0.7973   1.3387  -0.3513
 NOO  H10   H  HCH2  0   0.226   1.9991  -0.2055   1.2207
 NOO  H10A  H  HCH2  0   0.227   2.1326  -1.4008  -0.0517
 NOO  H11   H  HCH2  0   0.212   3.4582   0.2013  -1.4320
 NOO  H11A  H  HCH2  0   0.213   3.3324   1.4059  -0.1680
 NOO  H12   H  HCH2  0   0.209   4.5355  -0.1125   1.4099
 NOO  H12A  H  HCH2  0   0.208   4.6365  -1.3368   0.1642
 NOO  H13   H  HCH2  0   0.206   5.9884   0.2174  -1.2577
 NOO  H13A  H  HCH2  0   0.207   5.8944   1.4422  -0.0117
 NOO  H14   H  HCH2  0   0.210   7.0773  -0.0839   1.5790
 NOO  H14A  H  HCH2  0   0.210   7.1614  -1.3137   0.3399
 NOO  H15   H  HCH3  0   0.216   8.5600   0.2144  -1.0899
 NOO  H15A  H  HCH3  0   0.216   8.4821   1.4495   0.1611
 NOO  H15B  H  HCH3  0   0.226   9.3172  -0.0690   0.4749

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
 NOO  C1   O1    double  1.222  0.020  1.222
 NOO  C1   C2    single  1.451  0.020  1.451
 NOO  C1   C6    single  1.508  0.020  1.508
 NOO  C2   C3    double  1.356  0.020  1.356
 NOO  C3   C4    single  1.499  0.020  1.499
 NOO  C3   N7    single  1.379  0.020  1.379
 NOO  C4   C5    single  1.522  0.020  1.522
 NOO  C5   C6    single  1.519  0.020  1.519
 NOO  N7   C8    single  1.375  0.020  1.375
 NOO  C8   O8    double  1.212  0.020  1.212
 NOO  C8   C9    single  1.511  0.020  1.511
 NOO  C9   C10   single  1.521  0.020  1.521
 NOO  C10  C11   single  1.523  0.020  1.523
 NOO  C11  C12   single  1.523  0.020  1.523
 NOO  C12  C13   single  1.523  0.020  1.523
 NOO  C13  C14   single  1.524  0.020  1.524
 NOO  C14  C15   single  1.522  0.020  1.522
 NOO  C2   H2    single  0.930  0.020  1.080
 NOO  C4   H4    single  0.970  0.020  1.090
 NOO  C4   H4A   single  0.970  0.020  1.090
 NOO  C5   H5    single  0.970  0.020  1.090
 NOO  C5   H5A   single  0.970  0.020  1.090
 NOO  C6   H6    single  0.970  0.020  1.090
 NOO  C6   H6A   single  0.970  0.020  1.090
 NOO  N7   HN7   single  0.860  0.020  1.020
 NOO  C9   H9    single  0.970  0.020  1.090
 NOO  C9   H9A   single  0.970  0.020  1.090
 NOO  C10  H10   single  0.970  0.020  1.090
 NOO  C10  H10A  single  0.970  0.020  1.090
 NOO  C11  H11   single  0.970  0.020  1.090
 NOO  C11  H11A  single  0.970  0.020  1.090
 NOO  C12  H12   single  0.970  0.020  1.090
 NOO  C12  H12A  single  0.970  0.020  1.090
 NOO  C13  H13   single  0.970  0.020  1.090
 NOO  C13  H13A  single  0.970  0.020  1.090
 NOO  C14  H14   single  0.970  0.020  1.090
 NOO  C14  H14A  single  0.970  0.020  1.090
 NOO  C15  H15   single  0.970  0.020  1.090
 NOO  C15  H15A  single  0.970  0.020  1.090
 NOO  C15  H15B  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
 NOO  C6    C1   C2    116.69  3.000
 NOO  C6    C1   O1    121.75  3.000
 NOO  C2    C1   O1    121.51  3.000
 NOO  H2    C2   C3    119.93  3.000
 NOO  H2    C2   C1    116.91  3.000
 NOO  C3    C2   C1    123.08  3.000
 NOO  N7    C3   C4    120.28  3.000
 NOO  N7    C3   C2    117.92  3.000
 NOO  C4    C3   C2    121.79  3.000
 NOO  H4A   C4   H4    106.15  3.000
 NOO  H4A   C4   C5    110.37  3.000
 NOO  H4    C4   C5    109.68  3.000
 NOO  H4A   C4   C3    109.11  3.000
 NOO  H4    C4   C3    110.20  3.000
 NOO  C5    C4   C3    111.21  3.000
 NOO  H5A   C5   H5    106.82  3.000
 NOO  H5A   C5   C6    110.30  3.000
 NOO  H5    C5   C6    109.50  3.000
 NOO  H5A   C5   C4    109.22  3.000
 NOO  H5    C5   C4    109.30  3.000
 NOO  C6    C5   C4    111.57  3.000
 NOO  H6A   C6   H6    106.81  3.000
 NOO  H6A   C6   C5    111.78  3.000
 NOO  H6    C6   C5    109.86  3.000
 NOO  H6A   C6   C1    109.48  3.000
 NOO  H6    C6   C1    107.45  3.000
 NOO  C5    C6   C1    111.27  3.000
 NOO  HN7   N7   C8    115.34  3.000
 NOO  HN7   N7   C3    114.81  3.000
 NOO  C8    N7   C3    129.67  3.000
 NOO  C9    C8   O8    123.23  3.000
 NOO  C9    C8   N7    113.32  3.000
 NOO  O8    C8   N7    123.45  3.000
 NOO  H9A   C9   H9    105.50  3.000
 NOO  H9A   C9   C10   110.36  3.000
 NOO  H9    C9   C10   109.98  3.000
 NOO  H9A   C9   C8    110.06  3.000
 NOO  H9    C9   C8    106.99  3.000
 NOO  C10   C9   C8    113.59  3.000
 NOO  H10A  C10  H10   106.43  3.000
 NOO  H10A  C10  C11   109.20  3.000
 NOO  H10   C10  C11   109.49  3.000
 NOO  H10A  C10  C9    109.85  3.000
 NOO  H10   C10  C9    109.64  3.000
 NOO  C11   C10  C9    112.07  3.000
 NOO  H11A  C11  H11   106.05  3.000
 NOO  H11A  C11  C12   109.48  3.000
 NOO  H11   C11  C12   109.38  3.000
 NOO  H11A  C11  C10   109.74  3.000
 NOO  H11   C11  C10   109.33  3.000
 NOO  C12   C11  C10   112.64  3.000
 NOO  H12A  C12  H12   105.95  3.000
 NOO  H12A  C12  C13   109.23  3.000
 NOO  H12   C12  C13   109.41  3.000
 NOO  H12A  C12  C11   109.21  3.000
 NOO  H12   C12  C11   109.37  3.000
 NOO  C13   C12  C11   113.40  3.000
 NOO  H13A  C13  H13   105.96  3.000
 NOO  H13A  C13  C14   109.37  3.000
 NOO  H13   C13  C14   109.29  3.000
 NOO  H13A  C13  C12   109.49  3.000
 NOO  H13   C13  C12   109.32  3.000
 NOO  C14   C13  C12   113.15  3.000
 NOO  H14A  C14  H14   105.97  3.000
 NOO  H14A  C14  C15   109.53  3.000
 NOO  H14   C14  C15   109.60  3.000
 NOO  H14A  C14  C13   109.20  3.000
 NOO  H14   C14  C13   109.29  3.000
 NOO  C15   C14  C13   113.01  3.000
 NOO  H15B  C15  H15A  107.61  3.000
 NOO  H15B  C15  H15   107.63  3.000
 NOO  H15A  C15  H15   107.42  3.000
 NOO  H15B  C15  C14   111.59  3.000
 NOO  H15A  C15  C14   111.25  3.000
 NOO  H15   C15  C14   111.14  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
 NOO  CONST_01  O8   C8   N7   C3      0.00   0.0  0
 NOO  CONST_02  C9   C8   N7   C3    180.00   0.0  0
 NOO  CONST_03  HN7  N7   C8   O8    180.00   0.0  0
 NOO  Var_01    C4   C3   C2   C1      5.28  30.0  1
 NOO  Var_02    C4   C5   C6   C1     55.92  30.0  1
 NOO  Var_03    C5   C6   C1   C2    -31.41  30.0  1
 NOO  Var_04    C5   C4   C3   C2     19.54  30.0  1
 NOO  Var_05    C6   C1   C2   C3      0.95  30.0  1
 NOO  Var_06    C6   C5   C4   C3    -49.59  30.0  1
 NOO  Var_07    C8   N7   C3   C2    167.63  30.0  2
 NOO  Var_08    C10  C9   C8   N7    160.11  30.0  3
 NOO  Var_09    C11  C10  C9   C8    177.02  30.0  3
 NOO  Var_10    C12  C11  C10  C9    179.91  30.0  3
 NOO  Var_11    C13  C12  C11  C10   178.37  30.0  3
 NOO  Var_12    C14  C13  C12  C11  -179.64  30.0  3
 NOO  Var_13    C15  C14  C13  C12   179.39  30.0  3
 NOO  Var_14    H15  C15  C14  C13   -59.52  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
 NOO  plan-1  C3   0.020
 NOO  plan-1  N7   0.020
 NOO  plan-1  C8   0.020
 NOO  plan-1  O8   0.020
 NOO  plan-1  C9   0.020
 NOO  plan-1  HN7  0.020
 NOO  plan-2  C1   0.020
 NOO  plan-2  O1   0.020
 NOO  plan-2  C2   0.020
 NOO  plan-2  C6   0.020

