# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:06:21 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: 1,1'-hexane-1,6-diyldipyrrolidine-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1CCC(=O)N1CCCCCCN2C(=O)CCC2=O
#
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
 1N0  1N0  1,1'-hexane-1,6-diyldipyrrolidine-2,5-dione  ligand  40  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1N0
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
 1N0  O20  O  O     0  -0.438   4.6079  -2.2674  -0.1832
 1N0  C15  C  CR5   0   0.556   5.0459  -1.1545  -0.0170
 1N0  C16  C  CH2   0  -0.589   6.3743  -0.7726   0.5829
 1N0  C17  C  CH2   0  -0.589   6.4034   0.7491   0.5377
 1N0  C18  C  CR5   0   0.555   5.0736   1.1467  -0.0490
 1N0  O19  O  O     0  -0.437   4.6584   2.2649  -0.2360
 1N0  N14  N  NR5   0  -0.526   4.3762  -0.0002  -0.3597
 1N0  C13  C  CH2   0  -0.307   3.0460   0.0063  -0.9375
 1N0  C12  C  CH2   0  -0.430   1.9470   0.0091   0.1158
 1N0  C11  C  CH2   0  -0.423   0.5639   0.0100  -0.5224
 1N0  C10  C  CH2   0  -0.423  -0.5580   0.0091   0.5076
 1N0  C9   C  CH2   0  -0.430  -1.9408   0.0051  -0.1310
 1N0  C8   C  CH2   0  -0.307  -3.0407   0.0023   0.9215
 1N0  N4   N  NT    0  -0.526  -4.3702  -0.0036   0.3423
 1N0  C3   C  C     0   0.556  -5.0466  -1.1577   0.0121
 1N0  O7   O  O     0  -0.438  -4.6150  -2.2712   0.1898
 1N0  C2   C  CH2   0  -0.589  -6.3730  -0.7744  -0.5915
 1N0  C5   C  C     0   0.556  -5.0620   1.1440   0.0217
 1N0  O6   O  O     0  -0.438  -4.6415   2.2617   0.2003
 1N0  C1   C  CH2   0  -0.589  -6.3928   0.7478  -0.5634
 1N0  H1   H  HCH2  0   0.300   6.4340  -1.1676   1.5976
 1N0  H2   H  HCH2  0   0.299   6.5190   1.2063   1.5204
 1N0  H3   H  HCH2  0   0.262   2.9651   0.8853  -1.5768
 1N0  H4   H  HCH2  0   0.261   2.9573  -0.8693  -1.5806
 1N0  H5   H  HCH2  0   0.231   2.0553  -0.8681   0.7599
 1N0  H6   H  HCH2  0   0.231   2.0583   0.8878   0.7578
 1N0  H7   H  HCH2  0   0.221   0.4611   0.8856  -1.1720
 1N0  H8   H  HCH2  0   0.221   0.4610  -0.8653  -1.1724
 1N0  H9   H  HCH2  0   0.221  -0.4534  -0.8655   1.1585
 1N0  H10  H  HCH2  0   0.221  -0.4570   0.8856   1.1564
 1N0  H11  H  HCH2  0   0.231  -2.0530   0.8823  -0.7748
 1N0  H12  H  HCH2  0   0.231  -2.0480  -0.8738  -0.7733
 1N0  H13  H  HCH2  0   0.262  -2.9530  -0.8738   1.5639
 1N0  H14  H  HCH2  0   0.262  -2.9599   0.8810   1.5614
 1N0  H15  H  HCH2  0   0.300  -6.4359  -1.1808  -1.6014
 1N0  H16  H  HCH2  0   0.299  -6.5022   1.1937  -1.5521
 1N0  H17  H  HCH2  0   0.301   7.1775  -1.2365   0.0104
 1N0  H18  H  HCH2  0   0.301   7.2015   1.1412  -0.0938
 1N0  H19  H  HCH2  0   0.301  -7.1785  -1.2267  -0.0129
 1N0  H20  H  HCH2  0   0.301  -7.1907   1.1523   0.0604

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
 1N0  O6   C5   double  1.207  0.020  1.207
 1N0  C5   C1   single  1.507  0.020  1.507
 1N0  C5   N4   single  1.378  0.020  1.378
 1N0  C1   C2   single  1.523  0.020  1.523
 1N0  O20  C15  double  1.207  0.020  1.207
 1N0  N4   C8   single  1.450  0.020  1.450
 1N0  N4   C3   single  1.378  0.020  1.378
 1N0  C2   C3   single  1.507  0.020  1.507
 1N0  C8   C9   single  1.522  0.020  1.522
 1N0  C15  C16  single  1.507  0.020  1.507
 1N0  C15  N14  single  1.378  0.020  1.378
 1N0  C10  C9   single  1.523  0.020  1.523
 1N0  C10  C11  single  1.523  0.020  1.523
 1N0  C13  N14  single  1.450  0.020  1.450
 1N0  C13  C12  single  1.522  0.020  1.522
 1N0  C16  C17  single  1.523  0.020  1.523
 1N0  N14  C18  single  1.378  0.020  1.378
 1N0  C3   O7   double  1.207  0.020  1.207
 1N0  C18  C17  single  1.507  0.020  1.507
 1N0  C18  O19  double  1.207  0.020  1.207
 1N0  C12  C11  single  1.523  0.020  1.523
 1N0  C16  H1   single  0.970  0.020  1.090
 1N0  C17  H2   single  0.970  0.020  1.090
 1N0  C13  H3   single  0.970  0.020  1.090
 1N0  C13  H4   single  0.970  0.020  1.090
 1N0  C12  H5   single  0.970  0.020  1.090
 1N0  C12  H6   single  0.970  0.020  1.090
 1N0  C11  H7   single  0.970  0.020  1.090
 1N0  C11  H8   single  0.970  0.020  1.090
 1N0  C10  H9   single  0.970  0.020  1.090
 1N0  C10  H10  single  0.970  0.020  1.090
 1N0  C9   H11  single  0.970  0.020  1.090
 1N0  C9   H12  single  0.970  0.020  1.090
 1N0  C8   H13  single  0.970  0.020  1.090
 1N0  C8   H14  single  0.970  0.020  1.090
 1N0  C2   H15  single  0.970  0.020  1.090
 1N0  C1   H16  single  0.970  0.020  1.090
 1N0  C16  H17  single  0.970  0.020  1.090
 1N0  C17  H18  single  0.970  0.020  1.090
 1N0  C2   H19  single  0.970  0.020  1.090
 1N0  C1   H20  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
 1N0  N14  C15  C16  108.38  3.000
 1N0  N14  C15  O20  124.16  3.000
 1N0  C16  C15  O20  127.46  3.000
 1N0  H17  C16  H1   107.11  3.000
 1N0  H17  C16  C17  113.30  3.000
 1N0  H1   C16  C17  112.87  3.000
 1N0  H17  C16  C15  109.43  3.000
 1N0  H1   C16  C15  109.09  3.000
 1N0  C17  C16  C15  104.97  3.000
 1N0  H18  C17  H2   107.07  3.000
 1N0  H18  C17  C18  109.00  3.000
 1N0  H2   C17  C18  109.51  3.000
 1N0  H18  C17  C16  112.98  3.000
 1N0  H2   C17  C16  113.23  3.000
 1N0  C18  C17  C16  104.97  3.000
 1N0  N14  C18  O19  124.19  3.000
 1N0  O19  C18  C17  127.46  3.000
 1N0  N14  C18  C17  108.36  3.000
 1N0  C13  N14  C18  123.39  3.000
 1N0  C18  N14  C15  113.28  3.000
 1N0  C13  N14  C15  123.28  3.000
 1N0  H4   C13  H3   107.20  3.000
 1N0  H4   C13  C12  110.55  3.000
 1N0  H3   C13  C12  110.53  3.000
 1N0  H4   C13  N14  107.82  3.000
 1N0  H3   C13  N14  107.78  3.000
 1N0  C12  C13  N14  112.74  3.000
 1N0  H6   C12  H5   106.78  3.000
 1N0  H6   C12  C11  109.75  3.000
 1N0  H5   C12  C11  109.71  3.000
 1N0  H6   C12  C13  109.52  3.000
 1N0  H5   C12  C13  109.54  3.000
 1N0  C11  C12  C13  111.44  3.000
 1N0  H8   C11  H7   106.15  3.000
 1N0  H8   C11  C10  109.37  3.000
 1N0  H7   C11  C10  109.42  3.000
 1N0  H8   C11  C12  109.49  3.000
 1N0  H7   C11  C12  109.53  3.000
 1N0  C10  C11  C12  112.67  3.000
 1N0  H10  C10  H9   106.15  3.000
 1N0  H10  C10  C9   109.53  3.000
 1N0  H9   C10  C9   109.50  3.000
 1N0  H10  C10  C11  109.40  3.000
 1N0  H9   C10  C11  109.39  3.000
 1N0  C9   C10  C11  112.65  3.000
 1N0  H12  C9   H11  106.78  3.000
 1N0  H12  C9   C8   109.49  3.000
 1N0  H11  C9   C8   109.53  3.000
 1N0  H12  C9   C10  109.71  3.000
 1N0  H11  C9   C10  109.74  3.000
 1N0  C8   C9   C10  111.47  3.000
 1N0  H14  C8   H13  107.21  3.000
 1N0  H14  C8   N4   107.80  3.000
 1N0  H13  C8   N4   107.81  3.000
 1N0  H14  C8   C9   110.54  3.000
 1N0  H13  C8   C9   110.54  3.000
 1N0  N4   C8   C9   112.72  3.000
 1N0  C5   N4   C3   113.29  3.000
 1N0  C3   N4   C8   123.31  3.000
 1N0  C5   N4   C8   123.36  3.000
 1N0  C2   C3   O7   127.46  3.000
 1N0  O7   C3   N4   124.17  3.000
 1N0  C2   C3   N4   108.36  3.000
 1N0  H19  C2   H15  107.11  3.000
 1N0  H19  C2   C1   113.29  3.000
 1N0  H15  C2   C1   112.89  3.000
 1N0  H19  C2   C3   109.41  3.000
 1N0  H15  C2   C3   109.08  3.000
 1N0  C1   C2   C3   104.98  3.000
 1N0  C1   C5   O6   127.48  3.000
 1N0  C1   C5   N4   108.35  3.000
 1N0  O6   C5   N4   124.17  3.000
 1N0  H20  C1   H16  107.08  3.000
 1N0  H20  C1   C5   109.06  3.000
 1N0  H16  C1   C5   109.47  3.000
 1N0  H20  C1   C2   113.01  3.000
 1N0  H16  C1   C2   113.17  3.000
 1N0  C5   C1   C2   104.98  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
 1N0  CONST_01  C18  N14  C15  C16     0.00   0.0  0
 1N0  CONST_02  C5   N4   C3   C2      0.00   0.0  0
 1N0  CONST_03  C18  N14  C15  O20   180.00   0.0  0
 1N0  CONST_04  C13  N14  C15  C16   180.00   0.0  0
 1N0  CONST_05  C2   C3   N4   C8    180.00   0.0  0
 1N0  CONST_06  C5   N4   C3   O7    180.00   0.0  0
 1N0  CONST_07  C13  N14  C15  O20     0.00   0.0  0
 1N0  CONST_08  O7   C3   N4   C8      0.00   0.0  0
 1N0  Var_01    C18  C17  C16  C15     1.57  30.0  1
 1N0  Var_02    C17  C18  N14  C15     2.04  30.0  1
 1N0  Var_03    N14  C18  C17  C16    -2.19  30.0  1
 1N0  Var_04    N14  C15  C16  C17    -0.47  30.0  1
 1N0  Var_05    C2   C1   C5   N4     -1.97  30.0  1
 1N0  Var_06    C1   C2   C3   N4     -0.42  30.0  1
 1N0  Var_07    C1   C5   N4   C3      1.84  30.0  1
 1N0  Var_08    C5   C1   C2   C3      1.41  30.0  1
 1N0  Var_09    C12  C13  N14  C15    87.65  30.0  2
 1N0  Var_10    C5   N4   C8   C9    -89.11  30.0  2
 1N0  Var_11    C11  C12  C13  N14  -179.76  30.0  3
 1N0  Var_12    N4   C8   C9   C10  -179.91  30.0  1
 1N0  Var_13    C10  C11  C12  C13   179.85  30.0  3
 1N0  Var_14    C9   C10  C11  C12  -179.80  30.0  1
 1N0  Var_15    C8   C9   C10  C11   179.92  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
 1N0  plan-1  C17  0.020
 1N0  plan-1  C18  0.020
 1N0  plan-1  O19  0.020
 1N0  plan-1  N14  0.020
 1N0  plan-2  N4   0.020
 1N0  plan-2  C5   0.020
 1N0  plan-2  O6   0.020
 1N0  plan-2  C1   0.020
 1N0  plan-3  O20  0.020
 1N0  plan-3  C15  0.020
 1N0  plan-3  C16  0.020
 1N0  plan-3  C18  0.020
 1N0  plan-3  N14  0.020
 1N0  plan-3  C13  0.020
 1N0  plan-4  C8   0.020
 1N0  plan-4  N4   0.020
 1N0  plan-4  C3   0.020
 1N0  plan-4  O7   0.020
 1N0  plan-4  C2   0.020
 1N0  plan-4  C5   0.020

