# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 03:23:32 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (6S)-2-chloro-8,11,11-trimethyl-9-oxo-6-propyl-6,7,9,10,11,12-hexahydroindolo[2,1-d][1,5]benzoxazepine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@H]1Cc2n(c3CC(C)(C)CC(=O)c3c2C)c4cc(Cl)c(cc4O1)C(N)=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
 40X  40X  (6S)-2-chloro-8,11,11-trimethyl-9-oxo-6-propyl-6,7,9,10,11,12-hexahydroindolo[2,1-d][1,5]benzoxazepine-3-carboxamide  ligand  56  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_40X
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
 40X  N1   N   NH2   0  -0.785   4.7868   1.5258  -1.5661
 40X  C4   C   CH2   0  -0.616  -0.0675  -2.5122   1.1946
 40X  C5   C   CR5   0   0.343  -1.2188  -1.6290   0.8757
 40X  C6   C   CR5   0  -0.042  -2.5687  -1.8159   0.9257
 40X  C7   C   CR5   0  -0.151  -3.1601  -0.5742   0.5157
 40X  C8   C   CR5   0   0.378  -2.1475   0.3147   0.2231
 40X  C10  C   CR16  0  -0.237   0.6862   1.4262   0.7468
 40X  C13  C   CR16  0  -0.364   2.5371  -0.1199  -0.6097
 40X  C15  C   C     0   0.464   4.3360   1.5840  -0.3081
 40X  C17  C   CT    0  -0.137  -3.7036   1.8355  -0.9688
 40X  C20  C   CH3   0  -0.637  -3.7164   1.1128  -2.3179
 40X  C21  C   CH3   0  -0.642  -3.9928   3.3164  -1.1956
 40X  C22  C   CH3   0  -0.740  -3.2878  -3.0586   1.3266
 40X  C19  C   C     0   0.319  -4.5461  -0.1968   0.3589
 40X  C18  C   CH2   0  -0.541  -4.7765   1.2464  -0.0404
 40X  C16  C   CH2   0  -0.490  -2.3255   1.6952  -0.2961
 40X  N    N   NR5   0  -0.650  -0.9739  -0.3248   0.4500
 40X  C9   C   CR6   0   0.267   0.3216   0.1799   0.2607
 40X  C14  C   CR6   0   0.348   1.2535  -0.6064  -0.4224
 40X  C12  C   CR6   0   0.030   2.9146   1.1325  -0.1370
 40X  O1   O   O     0  -0.461   5.0059   1.9396   0.6462
 40X  C11  C   CR6   0  -0.100   1.9730   1.8956   0.5449
 40X  CL   CL  CL    0  -0.103   2.3595   3.4746   1.1308
 40X  O    O   O2    0  -0.495   0.8859  -1.7949  -0.9480
 40X  C3   C   CH1   0   0.043   0.7449  -2.9058  -0.0415
 40X  C2   C   CH2   0  -0.449   2.0954  -3.4895   0.3357
 40X  C1   C   CH2   0  -0.430   2.8827  -4.0576  -0.8390
 40X  C    C   CH3   0  -0.661   4.2370  -4.6039  -0.4098
 40X  H1   H   HNH2  0   0.418   4.1841   1.3048  -2.3403
 40X  H2   H   HNH2  0   0.411   5.7393   1.7786  -1.7760
 40X  H3   H   HCH2  0   0.270   0.5866  -2.0294   1.9303
 40X  H4   H   HCH2  0   0.290  -0.4237  -3.4268   1.6705
 40X  H5   H   HCR6  0   0.299  -0.0263   2.0253   1.2971
 40X  H6   H   HCR6  0   0.288   3.2530  -0.7338  -1.1423
 40X  H7   H   HCH3  0   0.232  -3.4723   0.0531  -2.2283
 40X  H8   H   HCH3  0   0.233  -4.7000   1.1874  -2.7853
 40X  H9   H   HCH3  0   0.233  -2.9925   1.5604  -3.0015
 40X  H10  H   HCH3  0   0.233  -3.2522   3.7609  -1.8635
 40X  H11  H   HCH3  0   0.234  -4.9751   3.4593  -1.6495
 40X  H12  H   HCH3  0   0.228  -3.9740   3.8754  -0.2580
 40X  H13  H   HCH3  0   0.241  -3.9661  -2.8795   2.1608
 40X  H14  H   HCH3  0   0.241  -3.8902  -3.4526   0.5072
 40X  H15  H   HCH3  0   0.230  -2.5908  -3.8406   1.6256
 40X  H16  H   HCH2  0   0.271  -4.8071   1.8307   0.8887
 40X  H17  H   HCH2  0   0.258  -5.7662   1.3352  -0.4945
 40X  H18  H   HCH2  0   0.268  -2.2558   2.4169   0.5266
 40X  H19  H   HCH2  0   0.269  -1.5336   1.9558  -1.0042
 40X  H20  H   HCH1  0   0.255   0.1760  -3.6354  -0.6227
 40X  H21  H   HCH2  0   0.228   2.6909  -2.7313   0.8583
 40X  H22  H   HCH2  0   0.242   1.9174  -4.2818   1.0705
 40X  H23  H   HCH2  0   0.222   2.2978  -4.8512  -1.3132
 40X  H24  H   HCH2  0   0.223   3.0259  -3.2880  -1.6020
 40X  H25  H   HCH3  0   0.219   4.8522  -3.8216   0.0387
 40X  H26  H   HCH3  0   0.218   4.1261  -5.3991   0.3292
 40X  H27  H   HCH3  0   0.228   4.7889  -5.0131  -1.2562
 40X  O2   O   O     0  -0.444  -5.4774  -0.9607   0.5633

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
 40X  C20  C17  single    1.531  0.020  1.531
 40X  O1   C15  double    1.219  0.020  1.219
 40X  C21  C17  single    1.526  0.020  1.526
 40X  C    C1   single    1.522  0.020  1.522
 40X  C17  C16  single    1.540  0.020  1.540
 40X  C17  C18  single    1.536  0.020  1.536
 40X  O    C14  single    1.351  0.020  1.351
 40X  O    C3   single    1.441  0.020  1.441
 40X  C13  C14  aromatic  1.385  0.020  1.385
 40X  C13  C12  aromatic  1.391  0.020  1.391
 40X  C15  C12  single    1.501  0.020  1.501
 40X  C15  N1   single    1.338  0.020  1.338
 40X  C16  C8   single    1.486  0.020  1.486
 40X  C14  C9   aromatic  1.398  0.020  1.398
 40X  C18  C19  single    1.515  0.020  1.515
 40X  C12  C11  aromatic  1.391  0.020  1.391
 40X  C3   C2   single    1.519  0.020  1.519
 40X  C3   C4   single    1.531  0.020  1.531
 40X  C19  O2   double    1.222  0.020  1.222
 40X  C19  C7   single    1.445  0.020  1.445
 40X  C8   C7   aromatic  1.379  0.020  1.379
 40X  C8   N    aromatic  1.356  0.020  1.356
 40X  C1   C2   single    1.524  0.020  1.524
 40X  C9   N    aromatic  1.403  0.020  1.403
 40X  C9   C10  aromatic  1.387  0.020  1.387
 40X  C7   C6   aromatic  1.435  0.020  1.435
 40X  N    C5   aromatic  1.394  0.020  1.394
 40X  C11  C10  aromatic  1.385  0.020  1.385
 40X  C11  CL   single    1.728  0.020  1.728
 40X  C6   C5   aromatic  1.364  0.020  1.364
 40X  C6   C22  single    1.491  0.020  1.491
 40X  C5   C4   single    1.486  0.020  1.486
 40X  N1   H1   single    0.860  0.020  1.020
 40X  N1   H2   single    0.860  0.020  1.020
 40X  C4   H3   single    0.970  0.020  1.090
 40X  C4   H4   single    0.970  0.020  1.090
 40X  C10  H5   single    0.930  0.020  1.080
 40X  C13  H6   single    0.930  0.020  1.080
 40X  C20  H7   single    0.970  0.020  1.090
 40X  C20  H8   single    0.970  0.020  1.090
 40X  C20  H9   single    0.970  0.020  1.090
 40X  C21  H10  single    0.970  0.020  1.090
 40X  C21  H11  single    0.970  0.020  1.090
 40X  C21  H12  single    0.970  0.020  1.090
 40X  C22  H13  single    0.970  0.020  1.090
 40X  C22  H14  single    0.970  0.020  1.090
 40X  C22  H15  single    0.970  0.020  1.090
 40X  C18  H16  single    0.970  0.020  1.090
 40X  C18  H17  single    0.970  0.020  1.090
 40X  C16  H18  single    0.970  0.020  1.090
 40X  C16  H19  single    0.970  0.020  1.090
 40X  C3   H20  single    0.970  0.020  1.090
 40X  C2   H21  single    0.970  0.020  1.090
 40X  C2   H22  single    0.970  0.020  1.090
 40X  C1   H23  single    0.970  0.020  1.090
 40X  C1   H24  single    0.970  0.020  1.090
 40X  C    H25  single    0.970  0.020  1.090
 40X  C    H26  single    0.970  0.020  1.090
 40X  C    H27  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
 40X  H2   N1   H1   117.46  3.000
 40X  H2   N1   C15  120.24  3.000
 40X  H1   N1   C15  122.12  3.000
 40X  H4   C4   H3   105.74  3.000
 40X  H4   C4   C3   108.06  3.000
 40X  H3   C4   C3   109.78  3.000
 40X  H4   C4   C5   109.82  3.000
 40X  H3   C4   C5   110.15  3.000
 40X  C3   C4   C5   113.00  3.000
 40X  N    C5   C6   108.27  3.000
 40X  C6   C5   C4   132.67  3.000
 40X  N    C5   C4   119.06  3.000
 40X  C22  C6   C7   126.82  3.000
 40X  C22  C6   C5   126.99  3.000
 40X  C7   C6   C5   106.19  3.000
 40X  C19  C7   C8   120.86  3.000
 40X  C8   C7   C6   108.41  3.000
 40X  C19  C7   C6   130.71  3.000
 40X  N    C8   C16  126.91  3.000
 40X  N    C8   C7   107.23  3.000
 40X  C16  C8   C7   125.82  3.000
 40X  H5   C10  C11  119.92  3.000
 40X  H5   C10  C9   120.21  3.000
 40X  C11  C10  C9   119.86  3.000
 40X  H6   C13  C12  119.88  3.000
 40X  H6   C13  C14  118.68  3.000
 40X  C12  C13  C14  121.44  3.000
 40X  O1   C15  C12  121.25  3.000
 40X  C12  C15  N1   114.41  3.000
 40X  O1   C15  N1   124.32  3.000
 40X  C16  C17  C18  109.03  3.000
 40X  C18  C17  C21  109.25  3.000
 40X  C16  C17  C21  108.84  3.000
 40X  C18  C17  C20  110.23  3.000
 40X  C16  C17  C20  110.46  3.000
 40X  C21  C17  C20  109.01  3.000
 40X  H9   C20  H8   107.53  3.000
 40X  H9   C20  H7   107.53  3.000
 40X  H8   C20  H7   107.65  3.000
 40X  H9   C20  C17  110.66  3.000
 40X  H8   C20  C17  110.66  3.000
 40X  H7   C20  C17  112.61  3.000
 40X  H12  C21  H11  107.79  3.000
 40X  H12  C21  H10  107.77  3.000
 40X  H11  C21  H10  107.63  3.000
 40X  H12  C21  C17  111.47  3.000
 40X  H11  C21  C17  111.07  3.000
 40X  H10  C21  C17  110.95  3.000
 40X  H15  C22  H14  107.47  3.000
 40X  H15  C22  H13  107.82  3.000
 40X  H14  C22  H13  106.89  3.000
 40X  H15  C22  C6   111.32  3.000
 40X  H14  C22  C6   111.45  3.000
 40X  H13  C22  C6   111.66  3.000
 40X  C18  C19  O2   121.58  3.000
 40X  O2   C19  C7   123.35  3.000
 40X  C18  C19  C7   115.04  3.000
 40X  H17  C18  H16  106.46  3.000
 40X  H17  C18  C19  108.95  3.000
 40X  H16  C18  C19  106.75  3.000
 40X  H17  C18  C17  110.51  3.000
 40X  H16  C18  C17  109.07  3.000
 40X  C19  C18  C17  114.73  3.000
 40X  H19  C16  H18  106.43  3.000
 40X  H19  C16  C17  110.09  3.000
 40X  H18  C16  C17  108.95  3.000
 40X  H19  C16  C8   111.16  3.000
 40X  H18  C16  C8   109.98  3.000
 40X  C17  C16  C8   110.16  3.000
 40X  C9   N    C8   127.38  3.000
 40X  C9   N    C5   122.69  3.000
 40X  C8   N    C5   109.90  3.000
 40X  C14  C9   N    118.64  3.000
 40X  N    C9   C10  121.24  3.000
 40X  C14  C9   C10  120.12  3.000
 40X  O    C14  C9   120.25  3.000
 40X  C9   C14  C13  119.10  3.000
 40X  O    C14  C13  120.57  3.000
 40X  C11  C12  C15  122.14  3.000
 40X  C11  C12  C13  118.49  3.000
 40X  C15  C12  C13  119.28  3.000
 40X  CL   C11  C12  121.08  3.000
 40X  CL   C11  C10  117.92  3.000
 40X  C12  C11  C10  120.99  3.000
 40X  C3   O    C14  117.40  3.000
 40X  H20  C3   C2   109.78  3.000
 40X  H20  C3   O    103.36  3.000
 40X  C2   C3   O    111.44  3.000
 40X  H20  C3   C4   108.96  3.000
 40X  C2   C3   C4   111.73  3.000
 40X  O    C3   C4   111.21  3.000
 40X  H22  C2   H21  105.59  3.000
 40X  H22  C2   C1   109.36  3.000
 40X  H21  C2   C1   110.16  3.000
 40X  H22  C2   C3   107.46  3.000
 40X  H21  C2   C3   109.60  3.000
 40X  C1   C2   C3   114.28  3.000
 40X  H24  C1   H23  106.16  3.000
 40X  H24  C1   C    109.44  3.000
 40X  H23  C1   C    109.73  3.000
 40X  H24  C1   C2   110.08  3.000
 40X  H23  C1   C2   109.17  3.000
 40X  C    C1   C2   112.09  3.000
 40X  H27  C    H26  107.68  3.000
 40X  H27  C    H25  107.62  3.000
 40X  H26  C    H25  107.54  3.000
 40X  H27  C    C1   111.48  3.000
 40X  H26  C    C1   111.22  3.000
 40X  H25  C    C1   111.11  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
 40X  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 40X  CONST_02  N    C8   C7   C6      0.00   0.0  0
 40X  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 40X  CONST_04  C12  C11  C10  C9      0.00   0.0  0
 40X  CONST_05  C11  C12  C13  C14     0.00   0.0  0
 40X  CONST_06  C22  C6   C7   C8    180.00   0.0  0
 40X  CONST_07  C15  C12  C11  C10   180.00   0.0  0
 40X  CONST_08  CL   C11  C12  C13   180.00   0.0  0
 40X  CONST_09  C14  C13  C12  C15   180.00   0.0  0
 40X  CONST_10  C19  C7   C6   C22     0.00   0.0  0
 40X  CONST_11  CL   C11  C10  C9    180.00   0.0  0
 40X  CONST_12  H5   C10  C11  C12   180.00   0.0  0
 40X  CONST_13  H6   C13  C12  C11   180.00   0.0  0
 40X  CONST_14  H1   N1   C15  C12     0.00   0.0  0
 40X  CONST_15  H2   N1   C15  C12   180.00   0.0  0
 40X  Var_01    C18  C19  C7   C6    177.41  30.0  1
 40X  Var_02    C17  C18  C19  C7     34.12  30.0  1
 40X  Var_03    C17  C16  C8   C7    -21.66  30.0  1
 40X  Var_04    C18  C17  C16  C8     47.79  30.0  1
 40X  Var_05    C16  C17  C18  C19   -56.46  30.0  1
 40X  Var_06    C13  C12  C15  N1     53.77  30.0  2
 40X  Var_07    H13  C22  C6   C5    122.56  30.0  2
 40X  Var_08    H7   C20  C17  C18   -62.60  30.0  3
 40X  Var_09    H10  C21  C17  C18  -179.29  30.0  3
 40X  Var_10    C    C1   C2   C3    178.89  30.0  2
 40X  Var_11    H25  C    C1   C2    -60.31  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
 40X  chir_01  C3  O  C2  C4  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
 40X  plan-1  N1   0.020
 40X  plan-1  C15  0.020
 40X  plan-1  C12  0.020
 40X  plan-1  O1   0.020
 40X  plan-1  H1   0.020
 40X  plan-1  H2   0.020
 40X  plan-2  C4   0.020
 40X  plan-2  C5   0.020
 40X  plan-2  C6   0.020
 40X  plan-2  C7   0.020
 40X  plan-2  C8   0.020
 40X  plan-2  C22  0.020
 40X  plan-2  C19  0.020
 40X  plan-2  C16  0.020
 40X  plan-2  N    0.020
 40X  plan-2  C9   0.020
 40X  plan-3  C10  0.020
 40X  plan-3  C13  0.020
 40X  plan-3  C15  0.020
 40X  plan-3  N    0.020
 40X  plan-3  C9   0.020
 40X  plan-3  C14  0.020
 40X  plan-3  C12  0.020
 40X  plan-3  C11  0.020
 40X  plan-3  CL   0.020
 40X  plan-3  O    0.020
 40X  plan-3  H5   0.020
 40X  plan-3  H6   0.020
 40X  plan-4  C7   0.020
 40X  plan-4  C19  0.020
 40X  plan-4  C18  0.020
 40X  plan-4  O2   0.020

