# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 10:41:02 2021
#   Inital geometry file: a 82 line input string
#   Ligand name: ~{N},3-dimethyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1[nH]c(C)c2C(=O)CCCCc12
#
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
 KLK  KLK  ~{N},3-dimethyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide  ligand  32  16  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_KLK
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
 KLK  C10  C  CH2   0  -0.588  15.0405  6.6251   1.2673
 KLK  C14  C  CH3   0  -0.512   7.4715  7.0653  -1.1277
 KLK  C1   C  C     0   0.500   9.5777  6.6671   0.0343
 KLK  C11  C  CH2   0  -0.427  14.5670  6.8082   2.7151
 KLK  C12  C  CH3   0  -0.726  13.0401  3.5176  -1.5779
 KLK  C2   C  CR5   0   0.145  10.9209  6.0697  -0.0422
 KLK  C4   C  CR5   0   0.351  12.4882  4.6428  -0.7810
 KLK  C5   C  CR5   0  -0.154  13.0746  5.4694   0.1761
 KLK  C6   C  CR5   0   0.044  12.0732  6.3690   0.6508
 KLK  C7   C  CH2   0  -0.554  12.2493  7.3703   1.7505
 KLK  C8   C  CH2   0  -0.456  13.0502  6.7850   2.9195
 KLK  C9   C  C     0   0.332  14.4769  5.4128   0.5688
 KLK  N13  N  NH1   0  -0.642   8.8188  6.5483  -1.0725
 KLK  N3   N  NR15  0  -0.680  11.2150  5.0372  -0.9087
 KLK  O15  O  O     0  -0.491   9.1655  7.2229   1.0468
 KLK  O16  O  O     0  -0.428  15.1790  4.4491   0.3047
 KLK  H1   H  HCH2  0   0.262  16.1295  6.5609   1.2520
 KLK  H2   H  HCH2  0   0.253  14.7651  7.5114   0.6884
 KLK  H3   H  HCH3  0   0.250   7.0276  6.7620  -2.0717
 KLK  H4   H  HCH3  0   0.242   6.8639  6.6614  -0.3189
 KLK  H5   H  HCH3  0   0.235   7.4415  8.1548  -1.0666
 KLK  H6   H  HCH2  0   0.236  15.0301  6.0470   3.3463
 KLK  H7   H  HCH2  0   0.240  14.9623  7.7681   3.0538
 KLK  H8   H  HCH3  0   0.259  13.9756  3.7975  -2.0592
 KLK  H9   H  HCH3  0   0.259  13.2489  2.6534  -0.9475
 KLK  H10  H  HCH3  0   0.249  12.3382  3.2087  -2.3517
 KLK  H11  H  HCH2  0   0.242  12.7477  8.2716   1.3769
 KLK  H12  H  HCH2  0   0.267  11.2713  7.6911   2.1001
 KLK  H13  H  HCH2  0   0.243  12.8155  7.3413   3.8292
 KLK  H14  H  HCH2  0   0.230  12.7086  5.7624   3.0976
 KLK  H15  H  HNH1  0   0.403   9.2444  6.2839  -1.9451
 KLK  H16  H  HNR5  0   0.414  10.5483  4.5734  -1.5069

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
 KLK  C12  C4   single    1.485  0.020  1.485
 KLK  C14  N13  single    1.444  0.020  1.444
 KLK  N13  C1   single    1.347  0.020  1.347
 KLK  N3   C4   aromatic  1.339  0.020  1.339
 KLK  N3   C2   aromatic  1.380  0.020  1.380
 KLK  C4   C5   aromatic  1.394  0.020  1.394
 KLK  C2   C1   single    1.472  0.020  1.472
 KLK  C2   C6   aromatic  1.377  0.020  1.377
 KLK  C1   O15  double    1.226  0.020  1.226
 KLK  C5   C9   single    1.457  0.020  1.457
 KLK  C5   C6   aromatic  1.427  0.020  1.427
 KLK  O16  C9   double    1.221  0.020  1.221
 KLK  C9   C10  single    1.508  0.020  1.508
 KLK  C6   C7   single    1.498  0.020  1.498
 KLK  C10  C11  single    1.534  0.020  1.534
 KLK  C7   C8   single    1.533  0.020  1.533
 KLK  C11  C8   single    1.531  0.020  1.531
 KLK  C10  H1   single    0.970  0.020  1.090
 KLK  C10  H2   single    0.970  0.020  1.090
 KLK  C14  H3   single    0.970  0.020  1.090
 KLK  C14  H4   single    0.970  0.020  1.090
 KLK  C14  H5   single    0.970  0.020  1.090
 KLK  C11  H6   single    0.970  0.020  1.090
 KLK  C11  H7   single    0.970  0.020  1.090
 KLK  C12  H8   single    0.970  0.020  1.090
 KLK  C12  H9   single    0.970  0.020  1.090
 KLK  C12  H10  single    0.970  0.020  1.090
 KLK  C7   H11  single    0.970  0.020  1.090
 KLK  C7   H12  single    0.970  0.020  1.090
 KLK  C8   H13  single    0.970  0.020  1.090
 KLK  C8   H14  single    0.970  0.020  1.090
 KLK  N13  H15  single    0.860  0.020  1.020
 KLK  N3   H16  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
 KLK  H2   C10  H1   106.95  3.000
 KLK  H2   C10  C9   108.18  3.000
 KLK  H1   C10  C9   108.61  3.000
 KLK  H2   C10  C11  108.97  3.000
 KLK  H1   C10  C11  109.17  3.000
 KLK  C9   C10  C11  114.68  3.000
 KLK  H5   C14  H4   108.25  3.000
 KLK  H5   C14  H3   108.42  3.000
 KLK  H4   C14  H3   108.29  3.000
 KLK  H5   C14  N13  112.38  3.000
 KLK  H4   C14  N13  111.06  3.000
 KLK  H3   C14  N13  108.33  3.000
 KLK  O15  C1   N13  121.93  3.000
 KLK  O15  C1   C2   122.24  3.000
 KLK  N13  C1   C2   115.82  3.000
 KLK  H7   C11  H6   106.26  3.000
 KLK  H7   C11  C8   109.30  3.000
 KLK  H6   C11  C8   109.42  3.000
 KLK  H7   C11  C10  106.61  3.000
 KLK  H6   C11  C10  109.36  3.000
 KLK  C8   C11  C10  115.47  3.000
 KLK  H10  C12  H9   108.02  3.000
 KLK  H10  C12  H8   108.21  3.000
 KLK  H9   C12  H8   107.16  3.000
 KLK  H10  C12  C4   110.89  3.000
 KLK  H9   C12  C4   111.20  3.000
 KLK  H8   C12  C4   111.21  3.000
 KLK  N3   C2   C6   107.47  3.000
 KLK  C6   C2   C1   130.47  3.000
 KLK  N3   C2   C1   122.06  3.000
 KLK  N3   C4   C5   106.91  3.000
 KLK  C5   C4   C12  131.40  3.000
 KLK  N3   C4   C12  121.69  3.000
 KLK  C9   C5   C6   127.58  3.000
 KLK  C6   C5   C4   107.88  3.000
 KLK  C9   C5   C4   124.52  3.000
 KLK  C7   C6   C5   125.67  3.000
 KLK  C7   C6   C2   127.81  3.000
 KLK  C5   C6   C2   106.42  3.000
 KLK  H12  C7   H11  106.03  3.000
 KLK  H12  C7   C8   109.72  3.000
 KLK  H11  C7   C8   109.66  3.000
 KLK  H12  C7   C6   109.13  3.000
 KLK  H11  C7   C6   110.68  3.000
 KLK  C8   C7   C6   111.47  3.000
 KLK  H14  C8   H13  105.89  3.000
 KLK  H14  C8   C7   108.56  3.000
 KLK  H13  C8   C7   109.18  3.000
 KLK  H14  C8   C11  110.22  3.000
 KLK  H13  C8   C11  108.45  3.000
 KLK  C7   C8   C11  114.21  3.000
 KLK  O16  C9   C5   121.71  3.000
 KLK  O16  C9   C10  121.30  3.000
 KLK  C5   C9   C10  116.94  3.000
 KLK  H15  N13  C1   119.82  3.000
 KLK  H15  N13  C14  117.10  3.000
 KLK  C1   N13  C14  121.69  3.000
 KLK  H16  N3   C4   123.34  3.000
 KLK  H16  N3   C2   125.15  3.000
 KLK  C4   N3   C2   111.30  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
 KLK  CONST_01  C5   C4   N3   C2      0.00   0.0  0
 KLK  CONST_02  C4   C5   C6   C2      0.00   0.0  0
 KLK  CONST_03  C6   C2   N3   C4      0.00   0.0  0
 KLK  CONST_04  N3   C2   C6   C5      0.00   0.0  0
 KLK  CONST_05  N3   C4   C5   C6      0.00   0.0  0
 KLK  CONST_06  C4   N3   C2   C1    180.00   0.0  0
 KLK  CONST_07  C5   C6   C2   C1    180.00   0.0  0
 KLK  CONST_08  C7   C6   C2   C1      0.00   0.0  0
 KLK  CONST_09  C2   N3   C4   C12   180.00   0.0  0
 KLK  CONST_10  C9   C5   C4   C12     0.00   0.0  0
 KLK  CONST_11  C6   C5   C4   C12   180.00   0.0  0
 KLK  CONST_12  H16  N3   C4   C5    180.00   0.0  0
 KLK  CONST_13  C2   C1   N13  C14   180.00   0.0  0
 KLK  CONST_15  O15  C1   N13  C14     0.00   0.0  0
 KLK  Var_01    C4   C5   C9   C10   161.11  30.0  1
 KLK  Var_02    C7   C8   C11  C10   -33.19  30.0  1
 KLK  Var_03    C5   C9   C10  C11    73.02  30.0  1
 KLK  Var_04    C6   C7   C8   C11    81.77  30.0  1
 KLK  Var_05    C8   C7   C6   C2    134.27  30.0  1
 KLK  Var_06    C9   C10  C11  C8    -52.43  30.0  1
 KLK  Var_07    N13  C1   C2   C6    155.06  30.0  2
 KLK  Var_08    H8   C12  C4   C5    -49.98  30.0  2
 KLK  Var_09    H3   C14  N13  C1   -174.12  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
 KLK  plan-1  C14  0.020
 KLK  plan-1  C1   0.020
 KLK  plan-1  C2   0.020
 KLK  plan-1  N13  0.020
 KLK  plan-1  O15  0.020
 KLK  plan-1  H15  0.020
 KLK  plan-2  C1   0.020
 KLK  plan-2  C12  0.020
 KLK  plan-2  C2   0.020
 KLK  plan-2  C4   0.020
 KLK  plan-2  C5   0.020
 KLK  plan-2  C6   0.020
 KLK  plan-2  C7   0.020
 KLK  plan-2  C9   0.020
 KLK  plan-2  N3   0.020
 KLK  plan-2  H16  0.020
 KLK  plan-3  C10  0.020
 KLK  plan-3  C5   0.020
 KLK  plan-3  C9   0.020
 KLK  plan-3  O16  0.020

