# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 01:35:08 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 2-(4-chlorobenzyl)-8-ethoxy-1,3-dimethylcyclohepta[c]pyrrol-4(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC1=CC=CC(=O)c2c(C)n(Cc3ccc(Cl)cc3)c(C)c12
#
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
 ID6  ID6  2-(4-chlorobenzyl)-8-ethoxy-1,3-dimethylcyclohepta[c]pyrrol-4(2H)-one  ligand  44  24  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ID6
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
 ID6  CL    CL  CL    0  -0.129  -5.9572  -0.9838   1.2845
 ID6  C14   C   CR6   0  -0.052  -4.5477  -0.5304   0.3833
 ID6  C13   C   CR16  0  -0.199  -4.6084  -0.4865  -1.0021
 ID6  C12   C   CR16  0  -0.291  -3.4770  -0.1249  -1.7136
 ID6  C15   C   CR16  0  -0.194  -3.3780  -0.2202   1.0544
 ID6  C16   C   CR16  0  -0.295  -2.2521   0.1420   0.3258
 ID6  C11   C   CR6   0   0.091  -2.2885   0.1949  -1.0617
 ID6  C10   C   CH2   0  -0.399  -1.0965   0.6042  -1.8918
 ID6  N     N   NR5   0  -0.506   0.1397   0.6645  -1.1430
 ID6  C8    C   CR5   0   0.348   0.9305  -0.4145  -0.8732
 ID6  C9    C   CH3   0  -0.732   0.5539  -1.7783  -1.3500
 ID6  C17   C   CR5   0   0.341   0.6295   1.8011  -0.5729
 ID6  C18   C   CH3   0  -0.755  -0.1128   3.0873  -0.6879
 ID6  C19   C   CR5   0  -0.157   1.8013   1.4626   0.0828
 ID6  C     C   C     0   0.310   2.6063   2.4359   0.8200
 ID6  O     O   O     0  -0.472   2.4207   3.6460   0.6739
 ID6  C7    C   CR5   0  -0.092   1.9970   0.0446  -0.1126
 ID6  C4    C   C     0   0.379   3.0920  -0.7842   0.3340
 ID6  O1    O   O2    0  -0.455   3.0930  -1.9761  -0.2659
 ID6  C5    C   CH2   0  -0.196   4.0547  -2.9704   0.0685
 ID6  C6    C   CH3   0  -0.677   3.7790  -4.1835  -0.7869
 ID6  C3    C   C1    0  -0.475   4.0278  -0.4488   1.2684
 ID6  C2    C   C1    0  -0.212   4.1809   0.7909   1.9466
 ID6  C1    C   C1    0  -0.423   3.6020   2.0037   1.7835
 ID6  H13   H   HCR6  0   0.282  -5.5234  -0.7351  -1.5223
 ID6  H15   H   HCR6  0   0.282  -3.3346  -0.2590   2.1342
 ID6  H12   H   HCR6  0   0.267  -3.5247  -0.0954  -2.7957
 ID6  H16   H   HCR6  0   0.267  -1.3443   0.3789   0.8665
 ID6  H101  H   HCH2  0   0.303  -0.9696  -0.0789  -2.7309
 ID6  H102  H   HCH2  0   0.311  -1.2763   1.5812  -2.3396
 ID6  H91C  H   HCH3  0   0.259   1.1308  -2.0800  -2.2252
 ID6  H92C  H   HCH3  0   0.264   0.7190  -2.5242  -0.5779
 ID6  H93C  H   HCH3  0   0.250  -0.4987  -1.8330  -1.6195
 ID6  H181  H   HCH3  0   0.281   0.2291   3.7966   0.0556
 ID6  H182  H   HCH3  0   0.257   0.0306   3.5486  -1.6680
 ID6  H183  H   HCH3  0   0.245  -1.1846   2.9422  -0.5470
 ID6  H1    H   H     0   0.248   3.9689   2.8051   2.4149
 ID6  H3    H   H     0   0.281   4.7594  -1.1943   1.5451
 ID6  H51C  H   HCH2  0   0.232   5.0643  -2.5899  -0.1148
 ID6  H52C  H   HCH2  0   0.232   3.9798  -3.2229   1.1307
 ID6  H61C  H   HCH3  0   0.235   2.7824  -4.5836  -0.6013
 ID6  H62C  H   HCH3  0   0.236   3.8708  -3.9531  -1.8483
 ID6  H63C  H   HCH3  0   0.239   4.5033  -4.9617  -0.5478
 ID6  H2    H   H     0   0.266   4.9486   0.7603   2.7124

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
 ID6  CL   C14   single    1.733  0.020  1.733
 ID6  C14  C13   aromatic  1.387  0.020  1.387
 ID6  C14  C15   aromatic  1.384  0.020  1.384
 ID6  C13  C12   aromatic  1.385  0.020  1.385
 ID6  C12  C11   aromatic  1.393  0.020  1.393
 ID6  C15  C16   aromatic  1.389  0.020  1.389
 ID6  C16  C11   aromatic  1.389  0.020  1.389
 ID6  C11  C10   single    1.509  0.020  1.509
 ID6  C10  N     single    1.447  0.020  1.447
 ID6  N    C8    aromatic  1.365  0.020  1.365
 ID6  N    C17   aromatic  1.363  0.020  1.363
 ID6  C8   C9    single    1.493  0.020  1.493
 ID6  C8   C7    aromatic  1.388  0.020  1.388
 ID6  C17  C18   single    1.489  0.020  1.489
 ID6  C17  C19   aromatic  1.385  0.020  1.385
 ID6  C19  C     single    1.462  0.020  1.462
 ID6  C19  C7    aromatic  1.445  0.020  1.445
 ID6  C    O     double    1.233  0.020  1.233
 ID6  C    C1    single    1.451  0.020  1.451
 ID6  C7   C4    single    1.444  0.020  1.444
 ID6  C4   O1    single    1.334  0.020  1.334
 ID6  C4   C3    double    1.364  0.020  1.364
 ID6  O1   C5    single    1.423  0.020  1.423
 ID6  C5   C6    single    1.510  0.020  1.510
 ID6  C3   C2    single    1.421  0.020  1.421
 ID6  C2   C1    double    1.354  0.020  1.354
 ID6  C13  H13   single    0.930  0.020  1.080
 ID6  C15  H15   single    0.930  0.020  1.080
 ID6  C12  H12   single    0.930  0.020  1.080
 ID6  C16  H16   single    0.930  0.020  1.080
 ID6  C10  H101  single    0.970  0.020  1.090
 ID6  C10  H102  single    0.970  0.020  1.090
 ID6  C9   H91C  single    0.970  0.020  1.090
 ID6  C9   H92C  single    0.970  0.020  1.090
 ID6  C9   H93C  single    0.970  0.020  1.090
 ID6  C18  H181  single    0.970  0.020  1.090
 ID6  C18  H182  single    0.970  0.020  1.090
 ID6  C18  H183  single    0.970  0.020  1.090
 ID6  C1   H1    single    0.930  0.020  1.080
 ID6  C3   H3    single    0.930  0.020  1.080
 ID6  C5   H51C  single    0.970  0.020  1.090
 ID6  C5   H52C  single    0.970  0.020  1.090
 ID6  C6   H61C  single    0.970  0.020  1.090
 ID6  C6   H62C  single    0.970  0.020  1.090
 ID6  C6   H63C  single    0.970  0.020  1.090
 ID6  C2   H2    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
 ID6  C15   C14  C13   120.94  3.000
 ID6  C15   C14  CL    119.60  3.000
 ID6  C13   C14  CL    119.46  3.000
 ID6  H13   C13  C12   120.28  3.000
 ID6  H13   C13  C14   120.67  3.000
 ID6  C12   C13  C14   119.05  3.000
 ID6  H12   C12  C11   119.92  3.000
 ID6  H12   C12  C13   118.97  3.000
 ID6  C11   C12  C13   121.11  3.000
 ID6  H15   C15  C16   120.04  3.000
 ID6  H15   C15  C14   120.67  3.000
 ID6  C16   C15  C14   119.29  3.000
 ID6  H16   C16  C11   120.83  3.000
 ID6  H16   C16  C15   118.33  3.000
 ID6  C11   C16  C15   120.84  3.000
 ID6  C10   C11  C16   122.62  3.000
 ID6  C10   C11  C12   118.61  3.000
 ID6  C16   C11  C12   118.76  3.000
 ID6  H102  C10  H101  105.36  3.000
 ID6  H102  C10  N     108.44  3.000
 ID6  H101  C10  N     108.99  3.000
 ID6  H102  C10  C11   109.81  3.000
 ID6  H101  C10  C11   110.22  3.000
 ID6  N     C10  C11   113.68  3.000
 ID6  C17   N    C8    111.62  3.000
 ID6  C17   N    C10   123.96  3.000
 ID6  C8    N    C10   124.37  3.000
 ID6  C7    C8   C9    132.14  3.000
 ID6  C7    C8   N     106.98  3.000
 ID6  C9    C8   N     120.86  3.000
 ID6  H93C  C9   H92C  106.77  3.000
 ID6  H93C  C9   H91C  107.40  3.000
 ID6  H92C  C9   H91C  107.46  3.000
 ID6  H93C  C9   C8    111.66  3.000
 ID6  H92C  C9   C8    111.22  3.000
 ID6  H91C  C9   C8    112.05  3.000
 ID6  C19   C17  C18   132.02  3.000
 ID6  C19   C17  N     107.36  3.000
 ID6  C18   C17  N     120.59  3.000
 ID6  H183  C18  H182  107.52  3.000
 ID6  H183  C18  H181  107.97  3.000
 ID6  H182  C18  H181  107.33  3.000
 ID6  H183  C18  C17   111.40  3.000
 ID6  H182  C18  C17   111.62  3.000
 ID6  H181  C18  C17   110.81  3.000
 ID6  C7    C19  C     130.31  3.000
 ID6  C7    C19  C17   106.89  3.000
 ID6  C     C19  C17   122.80  3.000
 ID6  C1    C    O     118.30  3.000
 ID6  C1    C    C19   120.93  3.000
 ID6  O     C    C19   120.71  3.000
 ID6  C4    C7   C19   128.62  3.000
 ID6  C4    C7   C8    124.21  3.000
 ID6  C19   C7   C8    107.14  3.000
 ID6  C3    C4   O1    121.80  3.000
 ID6  C3    C4   C7    126.22  3.000
 ID6  O1    C4   C7    111.98  3.000
 ID6  C5    O1   C4    121.27  3.000
 ID6  H52C  C5   H51C  107.81  3.000
 ID6  H52C  C5   C6    110.61  3.000
 ID6  H51C  C5   C6    110.66  3.000
 ID6  H52C  C5   O1    110.06  3.000
 ID6  H51C  C5   O1    109.95  3.000
 ID6  C6    C5   O1    107.75  3.000
 ID6  H63C  C6   H62C  107.98  3.000
 ID6  H63C  C6   H61C  107.96  3.000
 ID6  H62C  C6   H61C  108.69  3.000
 ID6  H63C  C6   C5    109.16  3.000
 ID6  H62C  C6   C5    111.50  3.000
 ID6  H61C  C6   C5    111.44  3.000
 ID6  H3    C3   C2    113.99  3.000
 ID6  H3    C3   C4    118.04  3.000
 ID6  C2    C3   C4    127.96  3.000
 ID6  H2    C2   C1    114.39  3.000
 ID6  H2    C2   C3    112.86  3.000
 ID6  C1    C2   C3    132.67  3.000
 ID6  H1    C1   C2    116.57  3.000
 ID6  H1    C1   C     113.49  3.000
 ID6  C2    C1   C     129.80  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
 ID6  CONST_01  C11   C12  C13  C14     0.00   0.0  0
 ID6  CONST_02  C11   C16  C15  C14     0.00   0.0  0
 ID6  CONST_03  C16   C15  C14  C13     0.00   0.0  0
 ID6  CONST_04  C16   C11  C12  C13     0.00   0.0  0
 ID6  CONST_05  C15   C14  C13  C12     0.00   0.0  0
 ID6  CONST_06  C15   C16  C11  C12     0.00   0.0  0
 ID6  CONST_07  C19   C7   C8   N       0.00   0.0  0
 ID6  CONST_08  C7    C19  C17  N       0.00   0.0  0
 ID6  CONST_09  C19   C17  N    C8      0.00   0.0  0
 ID6  CONST_10  C17   C19  C7   C8      0.00   0.0  0
 ID6  CONST_11  C7    C8   N    C17     0.00   0.0  0
 ID6  CONST_12  C12   C13  C14  CL    180.00   0.0  0
 ID6  CONST_13  C16   C15  C14  CL    180.00   0.0  0
 ID6  CONST_14  C10   C11  C12  C13   180.00   0.0  0
 ID6  CONST_15  C10   C11  C16  C15   180.00   0.0  0
 ID6  CONST_16  C7    C8   N    C10   180.00   0.0  0
 ID6  CONST_17  C19   C17  N    C10   180.00   0.0  0
 ID6  CONST_18  C18   C17  N    C8    180.00   0.0  0
 ID6  CONST_19  C17   N    C8   C9    180.00   0.0  0
 ID6  CONST_20  C19   C7   C8   C9    180.00   0.0  0
 ID6  CONST_21  C4    C7   C8   C9      0.00   0.0  0
 ID6  CONST_22  C     C19  C17  C18     0.00   0.0  0
 ID6  CONST_23  C7    C19  C17  C18   180.00   0.0  0
 ID6  CONST_24  H12   C12  C13  C14   180.00   0.0  0
 ID6  CONST_25  H16   C16  C15  C14   180.00   0.0  0
 ID6  CONST_26  H15   C15  C14  C13   180.00   0.0  0
 ID6  CONST_27  H13   C13  C14  C15   180.00   0.0  0
 ID6  Var_01    C3    C4   C7   C8   -167.52  30.0  1
 ID6  Var_02    C1    C    C19  C17   162.91  30.0  1
 ID6  Var_03    C2    C1   C    C19    17.30  30.0  1
 ID6  Var_04    C3    C2   C1   C      -0.33  30.0  1
 ID6  Var_05    C2    C3   C4   C7     -3.76  30.0  1
 ID6  Var_06    C1    C2   C3   C4     -9.00  30.0  1
 ID6  Var_07    N     C10  C11  C12  -168.85  30.0  2
 ID6  Var_08    C8    N    C10  C11    83.00  30.0  2
 ID6  Var_09    H91C  C9   C8   N     102.63  30.0  2
 ID6  Var_10    H181  C18  C17  N     162.22  30.0  2
 ID6  Var_11    C6    C5   O1   C4   -179.88  30.0  3
 ID6  Var_12    H61C  C6   C5   O1    -60.77  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
 ID6  plan-1  CL   0.020
 ID6  plan-1  C14  0.020
 ID6  plan-1  C13  0.020
 ID6  plan-1  C12  0.020
 ID6  plan-1  C15  0.020
 ID6  plan-1  C16  0.020
 ID6  plan-1  C11  0.020
 ID6  plan-1  C10  0.020
 ID6  plan-1  H13  0.020
 ID6  plan-1  H15  0.020
 ID6  plan-1  H12  0.020
 ID6  plan-1  H16  0.020
 ID6  plan-2  C10  0.020
 ID6  plan-2  N    0.020
 ID6  plan-2  C8   0.020
 ID6  plan-2  C9   0.020
 ID6  plan-2  C17  0.020
 ID6  plan-2  C18  0.020
 ID6  plan-2  C19  0.020
 ID6  plan-2  C    0.020
 ID6  plan-2  C7   0.020
 ID6  plan-2  C4   0.020
 ID6  plan-3  C19  0.020
 ID6  plan-3  C    0.020
 ID6  plan-3  O    0.020
 ID6  plan-3  C1   0.020

