# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 21:11:29 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (7~{S})-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5~{H}-benzo[a]heptalen-9-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@H]1CCc2cc(OC)c(OC)c(OC)c2C3=CC=C(OC)C(=O)C=C13
#
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
 LON  LON  (7~{S})-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5~{H}-benzo[a]heptalen-9-one  ligand  52  27  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LON
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
 LON  C01  C  CH3   0  -0.526   0.6098   4.1777   2.0057
 LON  N02  N  NH1   0  -0.604   1.3912   3.0712   1.4835
 LON  C03  C  CH1   0  -0.124   0.6316   2.1627   0.6463
 LON  C04  C  CH2   0  -0.412   0.0853   2.8942  -0.5904
 LON  C05  C  CH2   0  -0.556  -0.5093   1.9560  -1.6459
 LON  C06  C  CR6   0   0.124  -1.3749   0.9048  -1.0128
 LON  C07  C  CR16  0  -0.479  -2.7585   0.9693  -1.1197
 LON  C08  C  CR6   0   0.329  -3.5659   0.0354  -0.4784
 LON  O09  O  O2    0  -0.460  -4.9067   0.0127  -0.5376
 LON  C10  C  CH3   0  -0.439  -5.5650   1.0287  -1.2693
 LON  C11  C  CR6   0   0.197  -2.9710  -0.9558   0.3120
 LON  O12  O  O2    0  -0.480  -3.7487  -1.8283   1.0031
 LON  C13  C  CH3   0  -0.408  -4.0262  -3.0371   0.3084
 LON  C14  C  CR6   0   0.263  -1.5850  -1.0223   0.4081
 LON  O15  O  O2    0  -0.479  -1.0468  -2.0033   1.1785
 LON  C16  C  CH3   0  -0.410  -0.7087  -1.5823   2.4923
 LON  C17  C  CR6   0  -0.108  -0.7680  -0.1031  -0.2601
 LON  C18  C  C     0   0.067   0.7146  -0.1952  -0.2003
 LON  C19  C  C1    0  -0.249   1.2703  -1.3862  -0.5721
 LON  C20  C  C1    0  -0.405   2.6127  -1.8201  -0.6510
 LON  C21  C  C     0   0.300   3.7832  -1.1449  -0.4684
 LON  O22  O  O2    0  -0.431   4.9758  -1.7182  -0.6008
 LON  C23  C  CH3   0  -0.448   5.0722  -3.0969  -0.9091
 LON  C24  C  C     0   0.354   3.9405   0.2837  -0.1417
 LON  O25  O  O     0  -0.467   5.0744   0.7591  -0.1284
 LON  C26  C  C1    0  -0.454   2.8148   1.1191   0.1998
 LON  C27  C  C     0   0.089   1.4608   0.9628   0.2058
 LON  H1   H  HCH3  0   0.241   1.1863   4.6786   2.7819
 LON  H2   H  HCH3  0   0.230   0.4055   4.9141   1.2284
 LON  H3   H  HCH3  0   0.197  -0.3532   3.8777   2.4420
 LON  H4   H  HNH1  0   0.353   1.7556   2.5463   2.2692
 LON  H6   H  HCH1  0   0.236  -0.2342   1.7679   1.2019
 LON  H7   H  HCH2  0   0.248  -0.6830   3.6019  -0.2720
 LON  H8   H  HCH2  0   0.240   0.8959   3.4749  -1.0389
 LON  H9   H  HCH2  0   0.265  -1.0862   2.5445  -2.3605
 LON  H10  H  HCH2  0   0.254   0.2962   1.4821  -2.2129
 LON  H11  H  HCR6  0   0.276  -3.1935   1.7617  -1.7147
 LON  H12  H  HCH3  0   0.262  -6.6306   0.8372  -1.1711
 LON  H13  H  HCH3  0   0.230  -5.3486   2.0233  -0.8712
 LON  H14  H  HCH3  0   0.230  -5.2988   1.0065  -2.3291
 LON  H15  H  HCH3  0   0.237  -4.6521  -3.6455   0.9588
 LON  H16  H  HCH3  0   0.221  -4.5643  -2.8526  -0.6243
 LON  H17  H  HCH3  0   0.222  -3.1123  -3.5912   0.0820
 LON  H18  H  HCH3  0   0.219   0.0291  -0.7749   2.4813
 LON  H19  H  HCH3  0   0.226  -1.5900  -1.2433   3.0424
 LON  H20  H  HCH3  0   0.243  -0.2788  -2.4399   3.0055
 LON  H22  H  H     0   0.272   0.5695  -2.1579  -0.8632
 LON  H24  H  H     0   0.299   2.6940  -2.8624  -0.9314
 LON  H25  H  HCH3  0   0.270   6.1337  -3.3243  -0.9510
 LON  H26  H  HCH3  0   0.239   4.6055  -3.7170  -0.1402
 LON  H27  H  HCH3  0   0.239   4.6206  -3.3278  -1.8766
 LON  H28  H  H     0   0.266   3.1510   2.0997   0.5178

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
 LON  C10  O09  single    1.415  0.020  1.415
 LON  O09  C08  single    1.342  0.020  1.342
 LON  C13  O12  single    1.422  0.020  1.422
 LON  O12  C11  single    1.358  0.020  1.358
 LON  C08  C11  aromatic  1.400  0.020  1.400
 LON  C08  C07  aromatic  1.391  0.020  1.391
 LON  C11  C14  aromatic  1.391  0.020  1.391
 LON  C07  C06  aromatic  1.389  0.020  1.389
 LON  C14  O15  single    1.359  0.020  1.359
 LON  C14  C17  aromatic  1.400  0.020  1.400
 LON  O15  C16  single    1.420  0.020  1.420
 LON  C06  C17  aromatic  1.397  0.020  1.397
 LON  C06  C05  single    1.502  0.020  1.502
 LON  C17  C18  single    1.487  0.020  1.487
 LON  C05  C04  single    1.532  0.020  1.532
 LON  C18  C19  double    1.366  0.020  1.366
 LON  C18  C27  single    1.436  0.020  1.436
 LON  C19  C20  single    1.413  0.020  1.413
 LON  C04  C03  single    1.537  0.020  1.537
 LON  C03  C27  single    1.524  0.020  1.524
 LON  C03  N02  single    1.450  0.020  1.450
 LON  C20  C21  double    1.364  0.020  1.364
 LON  C27  C26  double    1.363  0.020  1.363
 LON  C01  N02  single    1.452  0.020  1.452
 LON  C21  C24  single    1.474  0.020  1.474
 LON  C21  O22  single    1.330  0.020  1.330
 LON  C26  C24  single    1.443  0.020  1.443
 LON  C24  O25  double    1.230  0.020  1.230
 LON  O22  C23  single    1.416  0.020  1.416
 LON  C01  H1   single    0.970  0.020  1.090
 LON  C01  H2   single    0.970  0.020  1.090
 LON  C01  H3   single    0.970  0.020  1.090
 LON  N02  H4   single    0.890  0.020  1.040
 LON  C03  H6   single    0.970  0.020  1.090
 LON  C04  H7   single    0.970  0.020  1.090
 LON  C04  H8   single    0.970  0.020  1.090
 LON  C05  H9   single    0.970  0.020  1.090
 LON  C05  H10  single    0.970  0.020  1.090
 LON  C07  H11  single    0.930  0.020  1.080
 LON  C10  H12  single    0.970  0.020  1.090
 LON  C10  H13  single    0.970  0.020  1.090
 LON  C10  H14  single    0.970  0.020  1.090
 LON  C13  H15  single    0.970  0.020  1.090
 LON  C13  H16  single    0.970  0.020  1.090
 LON  C13  H17  single    0.970  0.020  1.090
 LON  C16  H18  single    0.970  0.020  1.090
 LON  C16  H19  single    0.970  0.020  1.090
 LON  C16  H20  single    0.970  0.020  1.090
 LON  C19  H22  single    0.930  0.020  1.080
 LON  C20  H24  single    0.930  0.020  1.080
 LON  C23  H25  single    0.970  0.020  1.090
 LON  C23  H26  single    0.970  0.020  1.090
 LON  C23  H27  single    0.970  0.020  1.090
 LON  C26  H28  single    0.930  0.020  1.080

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
 LON  H3   C01  H2   107.66  3.000
 LON  H3   C01  H1   107.85  3.000
 LON  H2   C01  H1   107.27  3.000
 LON  H3   C01  N02  113.98  3.000
 LON  H2   C01  N02  111.06  3.000
 LON  H1   C01  N02  108.78  3.000
 LON  H4   N02  C03  108.16  3.000
 LON  H4   N02  C01  108.04  3.000
 LON  C03  N02  C01  113.78  3.000
 LON  H6   C03  C27  106.93  3.000
 LON  H6   C03  C04  107.27  3.000
 LON  C27  C03  C04  109.61  3.000
 LON  H6   C03  N02  110.18  3.000
 LON  C27  C03  N02  112.04  3.000
 LON  C04  C03  N02  110.64  3.000
 LON  H8   C04  H7   107.28  3.000
 LON  H8   C04  C05  109.29  3.000
 LON  H7   C04  C05  108.95  3.000
 LON  H8   C04  C03  108.62  3.000
 LON  H7   C04  C03  108.90  3.000
 LON  C05  C04  C03  113.63  3.000
 LON  H10  C05  H9   106.49  3.000
 LON  H10  C05  C06  109.87  3.000
 LON  H9   C05  C06  110.43  3.000
 LON  H10  C05  C04  109.68  3.000
 LON  H9   C05  C04  109.03  3.000
 LON  C06  C05  C04  111.21  3.000
 LON  C17  C06  C07  120.52  3.000
 LON  C17  C06  C05  118.81  3.000
 LON  C07  C06  C05  120.60  3.000
 LON  H11  C07  C08  120.78  3.000
 LON  H11  C07  C06  118.47  3.000
 LON  C08  C07  C06  120.75  3.000
 LON  C11  C08  O09  115.93  3.000
 LON  C11  C08  C07  119.26  3.000
 LON  O09  C08  C07  124.80  3.000
 LON  C10  O09  C08  118.39  3.000
 LON  H14  C10  H13  108.87  3.000
 LON  H14  C10  H12  108.83  3.000
 LON  H13  C10  H12  108.76  3.000
 LON  H14  C10  O09  111.94  3.000
 LON  H13  C10  O09  111.90  3.000
 LON  H12  C10  O09  106.43  3.000
 LON  C14  C11  O12  120.32  3.000
 LON  C14  C11  C08  119.75  3.000
 LON  O12  C11  C08  119.91  3.000
 LON  C13  O12  C11  114.17  3.000
 LON  H17  C13  H16  108.71  3.000
 LON  H17  C13  H15  108.74  3.000
 LON  H16  C13  H15  108.74  3.000
 LON  H17  C13  O12  111.67  3.000
 LON  H16  C13  O12  111.70  3.000
 LON  H15  C13  O12  107.19  3.000
 LON  C17  C14  O15  120.91  3.000
 LON  C17  C14  C11  121.15  3.000
 LON  O15  C14  C11  117.94  3.000
 LON  C16  O15  C14  113.88  3.000
 LON  H20  C16  H19  109.01  3.000
 LON  H20  C16  H18  108.67  3.000
 LON  H19  C16  H18  108.67  3.000
 LON  H20  C16  O15  107.26  3.000
 LON  H19  C16  O15  111.44  3.000
 LON  H18  C16  O15  111.72  3.000
 LON  C18  C17  C14  121.49  3.000
 LON  C18  C17  C06  119.98  3.000
 LON  C14  C17  C06  118.52  3.000
 LON  C27  C18  C19  124.66  3.000
 LON  C27  C18  C17  118.66  3.000
 LON  C19  C18  C17  116.67  3.000
 LON  H22  C19  C20  112.41  3.000
 LON  H22  C19  C18  115.56  3.000
 LON  C20  C19  C18  132.03  3.000
 LON  H24  C20  C21  116.55  3.000
 LON  H24  C20  C19  112.43  3.000
 LON  C21  C20  C19  131.00  3.000
 LON  C24  C21  O22  110.13  3.000
 LON  O22  C21  C20  122.89  3.000
 LON  C24  C21  C20  126.96  3.000
 LON  C23  O22  C21  120.16  3.000
 LON  H27  C23  H26  109.07  3.000
 LON  H27  C23  H25  109.00  3.000
 LON  H26  C23  H25  109.01  3.000
 LON  H27  C23  O22  111.75  3.000
 LON  H26  C23  O22  111.74  3.000
 LON  H25  C23  O22  106.18  3.000
 LON  C26  C24  O25  119.54  3.000
 LON  O25  C24  C21  118.40  3.000
 LON  C26  C24  C21  122.03  3.000
 LON  H28  C26  C27  114.23  3.000
 LON  H28  C26  C24  110.56  3.000
 LON  C27  C26  C24  135.21  3.000
 LON  C26  C27  C18  127.40  3.000
 LON  C26  C27  C03  116.85  3.000
 LON  C18  C27  C03  115.72  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
 LON  CONST_01  C11  C08  C07  C06     0.00   0.0  0
 LON  CONST_02  C11  C14  C17  C06     0.00   0.0  0
 LON  CONST_03  C14  C11  C08  C07     0.00   0.0  0
 LON  CONST_04  C14  C17  C06  C07     0.00   0.0  0
 LON  CONST_05  C17  C14  C11  C08     0.00   0.0  0
 LON  CONST_06  C17  C06  C07  C08     0.00   0.0  0
 LON  CONST_07  O09  C08  C07  C06   180.00   0.0  0
 LON  CONST_08  O15  C14  C17  C06   180.00   0.0  0
 LON  CONST_09  O12  C11  C08  C07   180.00   0.0  0
 LON  CONST_10  O15  C14  C11  C08   180.00   0.0  0
 LON  CONST_11  C14  C11  C08  O09   180.00   0.0  0
 LON  CONST_12  C17  C14  C11  O12   180.00   0.0  0
 LON  CONST_13  C18  C17  C14  O15     0.00   0.0  0
 LON  CONST_14  H11  C07  C06  C05     0.00   0.0  0
 LON  Var_01    C06  C05  C04  C03    44.19  30.0  1
 LON  Var_02    C07  C06  C05  C04   106.42  30.0  1
 LON  Var_03    C11  C08  O09  C10   177.03  30.0  2
 LON  Var_04    C14  C11  O12  C13   -88.61  30.0  2
 LON  Var_05    C17  C14  O15  C16    82.68  30.0  2
 LON  Var_06    H1   C01  N02  C03   167.90  30.0  3
 LON  Var_07    H12  C10  O09  C08  -178.80  30.0  3
 LON  Var_08    H15  C13  O12  C11  -179.91  30.0  3
 LON  Var_09    H18  C16  O15  C14   -60.27  30.0  3
 LON  Var_10    H25  C23  O22  C21  -179.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 LON  chir_01  C03  C04  C27  N02  negativ

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
 LON  plan-1  C21  0.020
 LON  plan-1  C24  0.020
 LON  plan-1  O25  0.020
 LON  plan-1  C26  0.020
 LON  plan-2  C05  0.020
 LON  plan-2  C06  0.020
 LON  plan-2  C07  0.020
 LON  plan-2  C08  0.020
 LON  plan-2  O09  0.020
 LON  plan-2  C11  0.020
 LON  plan-2  O12  0.020
 LON  plan-2  C14  0.020
 LON  plan-2  O15  0.020
 LON  plan-2  C17  0.020
 LON  plan-2  C18  0.020
 LON  plan-2  H11  0.020

