# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 01:32:41 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 1-{1-[2-(methylsulfonyl)phenyl]-7-phenoxyindolizin-3-yl}ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1cc(c2cc(Oc3ccccc3)ccn12)c4ccccc4[S](C)(=O)=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
 IR6  IR6  1-{1-[2-(methylsulfonyl)phenyl]-7-phenoxyindolizin-3-yl}ethanone  ligand  48  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IR6
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
 IR6  C01  C  CH3   0  -0.794   2.3105   4.4333   0.7211
 IR6  C02  C  C     0   0.341   0.9595   3.8299   0.4264
 IR6  O01  O  O     0  -0.441  -0.0098   4.5372   0.1829
 IR6  C03  C  CR5   0   0.225   0.8914   2.3890   0.4493
 IR6  C04  C  CR15  0  -0.352   1.9085   1.4829   0.7181
 IR6  C05  C  CR5   0  -0.065   1.4107   0.1865   0.6405
 IR6  C06  C  CR6   0   0.148   2.0789  -1.0906   0.9298
 IR6  C07  C  CR16  0  -0.313   1.6019  -1.8505   1.9991
 IR6  C08  C  CR16  0  -0.220   2.1601  -3.0752   2.3294
 IR6  C09  C  CR16  0  -0.254   3.2199  -3.5767   1.5903
 IR6  C10  C  CR16  0  -0.228   3.7071  -2.8527   0.5141
 IR6  C11  C  CR6   0  -0.281   3.1417  -1.6255   0.1894
 IR6  S    S  S     0   1.202   3.8376  -0.7813  -1.2225
 IR6  C12  C  CH3   0  -0.793   2.4940  -0.6310  -2.3765
 IR6  O02  O  OS    0  -0.659   4.2810   0.5523  -0.8240
 IR6  O03  O  OS    0  -0.668   4.8332  -1.6712  -1.8197
 IR6  C13  C  CR56  0   0.437   0.0490   0.2997   0.3175
 IR6  C14  C  CR16  0  -0.510  -0.9499  -0.6615   0.1024
 IR6  C15  C  CR6   0   0.469  -2.2109  -0.2491  -0.2240
 IR6  O1   O  O2    0  -0.500  -3.1449  -1.1933  -0.4881
 IR6  C16  C  CR6   0   0.320  -4.4605  -0.9537  -0.1756
 IR6  C17  C  CR16  0  -0.308  -4.8315  -0.4959   1.0822
 IR6  C18  C  CR16  0  -0.248  -6.1781  -0.3165   1.3641
 IR6  C19  C  CR16  0  -0.261  -7.1438  -0.5996   0.4065
 IR6  C20  C  CR16  0  -0.250  -6.7564  -1.0655  -0.8427
 IR6  C21  C  CR16  0  -0.321  -5.4120  -1.2389  -1.1428
 IR6  C22  C  CR16  0  -0.435  -2.4948   1.1336  -0.3424
 IR6  C1   C  CR16  0   0.026  -1.5130   2.0461  -0.1330
 IR6  N1   N  N     0  -0.611  -0.2547   1.6411   0.1970
 IR6  H1   H  HCH3  0   0.266   2.2493   5.5184   0.6814
 IR6  H2   H  HCH3  0   0.265   2.6666   4.1393   1.7096
 IR6  H3   H  HCH3  0   0.264   3.0555   4.0994  -0.0023
 IR6  H4   H  HCR5  0   0.269   2.9174   1.7543   0.9785
 IR6  H5   H  HCR6  0   0.269   0.7818  -1.4591   2.5873
 IR6  H6   H  HCR6  0   0.274   1.7676  -3.6343   3.1685
 IR6  H7   H  HCR6  0   0.274   3.6637  -4.5303   1.8413
 IR6  H8   H  HCR6  0   0.287   4.5205  -3.2529  -0.0742
 IR6  H9   H  HCH3  0   0.296   1.6963  -0.0287  -1.9508
 IR6  H10  H  HCH3  0   0.315   2.8960  -0.1388  -3.2616
 IR6  H11  H  HCH3  0   0.299   2.1303  -1.6236  -2.6309
 IR6  H12  H  HCR6  0   0.286  -0.7075  -1.7120   0.1915
 IR6  H13  H  HCR6  0   0.282  -4.0841  -0.2893   1.8384
 IR6  H14  H  HCR6  0   0.266  -6.4724   0.0412   2.3421
 IR6  H15  H  HCR6  0   0.261  -8.1919  -0.4617   0.6355
 IR6  H16  H  HCR6  0   0.265  -7.5017  -1.2896  -1.5945
 IR6  H17  H  HCR6  0   0.274  -5.1025  -1.5971  -2.1162
 IR6  H18  H  HCR6  0   0.305  -3.4781   1.4886  -0.6154
 IR6  H19  H  HCR6  0   0.328  -1.6772   3.1057  -0.2236

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
 IR6  O02  S    double    1.461  0.020  1.461
 IR6  C12  S    single    1.778  0.020  1.778
 IR6  O03  S    double    1.463  0.020  1.463
 IR6  S    C11  single    1.786  0.020  1.786
 IR6  C11  C10  aromatic  1.390  0.020  1.390
 IR6  C11  C06  aromatic  1.401  0.020  1.401
 IR6  C10  C09  aromatic  1.386  0.020  1.386
 IR6  C17  C18  aromatic  1.388  0.020  1.388
 IR6  C17  C16  aromatic  1.389  0.020  1.389
 IR6  C18  C19  aromatic  1.389  0.020  1.389
 IR6  C06  C05  single    1.470  0.020  1.470
 IR6  C06  C07  aromatic  1.396  0.020  1.396
 IR6  C05  C04  aromatic  1.391  0.020  1.391
 IR6  C05  C13  aromatic  1.404  0.020  1.404
 IR6  C04  C03  aromatic  1.389  0.020  1.389
 IR6  C09  C08  aromatic  1.386  0.020  1.386
 IR6  C13  C14  aromatic  1.403  0.020  1.403
 IR6  C13  N1   aromatic  1.381  0.020  1.381
 IR6  C01  C02  single    1.509  0.020  1.509
 IR6  C14  C15  aromatic  1.366  0.020  1.366
 IR6  C03  N1   aromatic  1.392  0.020  1.392
 IR6  C03  C02  single    1.443  0.020  1.443
 IR6  N1   C1   aromatic  1.362  0.020  1.362
 IR6  C02  O01  double    1.224  0.020  1.224
 IR6  C15  O1   single    1.354  0.020  1.354
 IR6  C15  C22  aromatic  1.417  0.020  1.417
 IR6  O1   C16  single    1.373  0.020  1.373
 IR6  C1   C22  aromatic  1.357  0.020  1.357
 IR6  C16  C21  aromatic  1.386  0.020  1.386
 IR6  C19  C20  aromatic  1.388  0.020  1.388
 IR6  C07  C08  aromatic  1.386  0.020  1.386
 IR6  C21  C20  aromatic  1.388  0.020  1.388
 IR6  C01  H1   single    0.970  0.020  1.090
 IR6  C01  H2   single    0.970  0.020  1.090
 IR6  C01  H3   single    0.970  0.020  1.090
 IR6  C04  H4   single    0.930  0.020  1.080
 IR6  C07  H5   single    0.930  0.020  1.080
 IR6  C08  H6   single    0.930  0.020  1.080
 IR6  C09  H7   single    0.930  0.020  1.080
 IR6  C10  H8   single    0.930  0.020  1.080
 IR6  C12  H9   single    0.970  0.020  1.090
 IR6  C12  H10  single    0.970  0.020  1.090
 IR6  C12  H11  single    0.970  0.020  1.090
 IR6  C14  H12  single    0.930  0.020  1.080
 IR6  C17  H13  single    0.930  0.020  1.080
 IR6  C18  H14  single    0.930  0.020  1.080
 IR6  C19  H15  single    0.930  0.020  1.080
 IR6  C20  H16  single    0.930  0.020  1.080
 IR6  C21  H17  single    0.930  0.020  1.080
 IR6  C22  H18  single    0.930  0.020  1.080
 IR6  C1   H19  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
 IR6  H3   C01  H2   107.19  3.000
 IR6  H3   C01  H1   108.64  3.000
 IR6  H2   C01  H1   108.69  3.000
 IR6  H3   C01  C02  111.08  3.000
 IR6  H2   C01  C02  111.19  3.000
 IR6  H1   C01  C02  109.97  3.000
 IR6  C03  C02  O01  122.87  3.000
 IR6  O01  C02  C01  121.12  3.000
 IR6  C03  C02  C01  116.02  3.000
 IR6  N1   C03  C04  106.71  3.000
 IR6  N1   C03  C02  124.95  3.000
 IR6  C04  C03  C02  128.33  3.000
 IR6  H4   C04  C05  125.72  3.000
 IR6  H4   C04  C03  124.66  3.000
 IR6  C05  C04  C03  109.59  3.000
 IR6  C13  C05  C06  123.79  3.000
 IR6  C13  C05  C04  106.55  3.000
 IR6  C06  C05  C04  129.50  3.000
 IR6  C11  C06  C07  117.14  3.000
 IR6  C07  C06  C05  117.93  3.000
 IR6  C11  C06  C05  124.91  3.000
 IR6  H5   C07  C08  119.68  3.000
 IR6  H5   C07  C06  118.58  3.000
 IR6  C08  C07  C06  121.74  3.000
 IR6  H6   C08  C09  120.27  3.000
 IR6  H6   C08  C07  119.69  3.000
 IR6  C09  C08  C07  120.04  3.000
 IR6  H7   C09  C10  119.79  3.000
 IR6  H7   C09  C08  120.60  3.000
 IR6  C10  C09  C08  119.61  3.000
 IR6  H8   C10  C11  120.40  3.000
 IR6  H8   C10  C09  119.60  3.000
 IR6  C11  C10  C09  119.99  3.000
 IR6  S    C11  C10  116.33  3.000
 IR6  C10  C11  C06  121.48  3.000
 IR6  S    C11  C06  122.19  3.000
 IR6  O03  S    O02  117.40  3.000
 IR6  O03  S    C12  107.51  3.000
 IR6  O02  S    C12  109.23  3.000
 IR6  O03  S    C11  107.48  3.000
 IR6  C12  S    C11  104.99  3.000
 IR6  O02  S    C11  109.52  3.000
 IR6  H11  C12  H10  110.22  3.000
 IR6  H11  C12  H9   110.62  3.000
 IR6  H10  C12  H9   109.80  3.000
 IR6  H11  C12  S    109.12  3.000
 IR6  H10  C12  S    106.66  3.000
 IR6  H9   C12  S    110.34  3.000
 IR6  N1   C13  C14  119.72  3.000
 IR6  N1   C13  C05  108.16  3.000
 IR6  C14  C13  C05  132.12  3.000
 IR6  H12  C14  C15  121.30  3.000
 IR6  H12  C14  C13  119.55  3.000
 IR6  C15  C14  C13  119.15  3.000
 IR6  C22  C15  O1   121.74  3.000
 IR6  C22  C15  C14  119.97  3.000
 IR6  O1   C15  C14  118.21  3.000
 IR6  C16  O1   C15  119.65  3.000
 IR6  C21  C16  C17  121.08  3.000
 IR6  C21  C16  O1   117.57  3.000
 IR6  C17  C16  O1   121.29  3.000
 IR6  H13  C17  C18  120.21  3.000
 IR6  H13  C17  C16  120.72  3.000
 IR6  C18  C17  C16  119.07  3.000
 IR6  H14  C18  C19  120.09  3.000
 IR6  H14  C18  C17  119.36  3.000
 IR6  C19  C18  C17  120.55  3.000
 IR6  H15  C19  C20  120.23  3.000
 IR6  H15  C19  C18  120.11  3.000
 IR6  C20  C19  C18  119.65  3.000
 IR6  H16  C20  C21  119.40  3.000
 IR6  H16  C20  C19  120.16  3.000
 IR6  C21  C20  C19  120.44  3.000
 IR6  H17  C21  C20  120.83  3.000
 IR6  H17  C21  C16  119.95  3.000
 IR6  C20  C21  C16  119.21  3.000
 IR6  H18  C22  C1   118.47  3.000
 IR6  H18  C22  C15  121.61  3.000
 IR6  C1   C22  C15  119.91  3.000
 IR6  H19  C1   N1   117.00  3.000
 IR6  H19  C1   C22  122.61  3.000
 IR6  N1   C1   C22  120.39  3.000
 IR6  C1   N1   C13  120.87  3.000
 IR6  C1   N1   C03  130.14  3.000
 IR6  C13  N1   C03  108.98  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
 IR6  CONST_01  C06  C05  C04  C03   180.00   0.0  0
 IR6  CONST_02  C13  C05  C04  C03     0.00   0.0  0
 IR6  CONST_03  C05  C13  N1   C03     0.00   0.0  0
 IR6  CONST_04  C14  C13  N1   C03   180.00   0.0  0
 IR6  CONST_05  C22  C1   N1   C03   180.00   0.0  0
 IR6  CONST_08  C14  C13  C05  C04   180.00   0.0  0
 IR6  CONST_09  N1   C13  C05  C04     0.00   0.0  0
 IR6  CONST_10  C13  N1   C03  C04     0.00   0.0  0
 IR6  CONST_11  C1   N1   C03  C04   180.00   0.0  0
 IR6  CONST_12  C10  C11  C06  C05   180.00   0.0  0
 IR6  CONST_13  C08  C07  C06  C05   180.00   0.0  0
 IR6  CONST_14  N1   C03  C04  C05     0.00   0.0  0
 IR6  CONST_15  C15  C14  C13  C05   180.00   0.0  0
 IR6  CONST_16  C1   N1   C13  C05   180.00   0.0  0
 IR6  CONST_17  C09  C10  C11  C06     0.00   0.0  0
 IR6  CONST_18  C14  C13  C05  C06     0.00   0.0  0
 IR6  CONST_19  N1   C13  C05  C06   180.00   0.0  0
 IR6  CONST_20  C09  C08  C07  C06     0.00   0.0  0
 IR6  CONST_21  C10  C11  C06  C07     0.00   0.0  0
 IR6  CONST_23  C10  C09  C08  C07     0.00   0.0  0
 IR6  CONST_24  C11  C10  C09  C08     0.00   0.0  0
 IR6  CONST_25  C11  C06  C07  C08     0.00   0.0  0
 IR6  CONST_27  C22  C15  C14  C13     0.00   0.0  0
 IR6  CONST_28  C22  C1   N1   C13     0.00   0.0  0
 IR6  CONST_29  C1   N1   C13  C14     0.00   0.0  0
 IR6  CONST_30  C1   C22  C15  C14     0.00   0.0  0
 IR6  CONST_31  N1   C13  C14  C15     0.00   0.0  0
 IR6  CONST_32  N1   C1   C22  C15     0.00   0.0  0
 IR6  CONST_33  C19  C18  C17  C16     0.00   0.0  0
 IR6  CONST_34  C19  C20  C21  C16     0.00   0.0  0
 IR6  CONST_35  C20  C19  C18  C17     0.00   0.0  0
 IR6  CONST_36  C20  C21  C16  C17     0.00   0.0  0
 IR6  CONST_37  C21  C16  C17  C18     0.00   0.0  0
 IR6  CONST_38  C21  C20  C19  C18     0.00   0.0  0
 IR6  CONST_39  C05  C04  C03  C02   180.00   0.0  0
 IR6  CONST_40  C13  N1   C03  C02   180.00   0.0  0
 IR6  CONST_41  C1   N1   C03  C02     0.00   0.0  0
 IR6  CONST_42  S    C11  C06  C05     0.00   0.0  0
 IR6  CONST_43  S    C11  C06  C07   180.00   0.0  0
 IR6  CONST_44  S    C11  C10  C09   180.00   0.0  0
 IR6  CONST_45  O1   C15  C14  C13   180.00   0.0  0
 IR6  CONST_46  C1   C22  C15  O1    180.00   0.0  0
 IR6  CONST_47  C18  C17  C16  O1    180.00   0.0  0
 IR6  CONST_48  C20  C21  C16  O1    180.00   0.0  0
 IR6  CONST_49  H19  C1   N1   C03     0.00   0.0  0
 IR6  CONST_50  H5   C07  C06  C05     0.00   0.0  0
 IR6  CONST_51  H12  C14  C13  C05     0.00   0.0  0
 IR6  CONST_52  H8   C10  C11  C06   180.00   0.0  0
 IR6  CONST_53  H4   C04  C05  C06     0.00   0.0  0
 IR6  CONST_54  H6   C08  C07  C06   180.00   0.0  0
 IR6  CONST_55  H7   C09  C08  C07   180.00   0.0  0
 IR6  CONST_56  H18  C22  C15  C14   180.00   0.0  0
 IR6  CONST_57  H14  C18  C17  C16   180.00   0.0  0
 IR6  CONST_58  H16  C20  C21  C16   180.00   0.0  0
 IR6  CONST_59  H15  C19  C18  C17   180.00   0.0  0
 IR6  CONST_60  H17  C21  C16  C17   180.00   0.0  0
 IR6  CONST_61  H13  C17  C18  C19   180.00   0.0  0
 IR6  Var_01    C17  C16  O1   C15   -49.81  30.0  2
 IR6  Var_02    C22  C15  O1   C16   -35.24  30.0  1
 IR6  Var_03    C04  C03  C02  C01     0.54  30.0  2
 IR6  Var_04    O02  S    C11  C06    56.49  30.0  1
 IR6  Var_05    H1   C01  C02  C03  -179.81  30.0  3
 IR6  Var_06    H9   C12  S    C11    62.11  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
 IR6  plan-1  C05  0.020
 IR6  plan-1  C06  0.020
 IR6  plan-1  C07  0.020
 IR6  plan-1  C08  0.020
 IR6  plan-1  C09  0.020
 IR6  plan-1  C10  0.020
 IR6  plan-1  C11  0.020
 IR6  plan-1  S    0.020
 IR6  plan-1  H5   0.020
 IR6  plan-1  H6   0.020
 IR6  plan-1  H7   0.020
 IR6  plan-1  H8   0.020
 IR6  plan-2  O1   0.020
 IR6  plan-2  C16  0.020
 IR6  plan-2  C17  0.020
 IR6  plan-2  C18  0.020
 IR6  plan-2  C19  0.020
 IR6  plan-2  C20  0.020
 IR6  plan-2  C21  0.020
 IR6  plan-2  H13  0.020
 IR6  plan-2  H14  0.020
 IR6  plan-2  H15  0.020
 IR6  plan-2  H16  0.020
 IR6  plan-2  H17  0.020
 IR6  plan-3  C02  0.020
 IR6  plan-3  C03  0.020
 IR6  plan-3  C04  0.020
 IR6  plan-3  C05  0.020
 IR6  plan-3  C06  0.020
 IR6  plan-3  C13  0.020
 IR6  plan-3  C14  0.020
 IR6  plan-3  C15  0.020
 IR6  plan-3  O1   0.020
 IR6  plan-3  C22  0.020
 IR6  plan-3  C1   0.020
 IR6  plan-3  N1   0.020
 IR6  plan-3  H4   0.020
 IR6  plan-3  H12  0.020
 IR6  plan-3  H18  0.020
 IR6  plan-3  H19  0.020
 IR6  plan-4  C01  0.020
 IR6  plan-4  C02  0.020
 IR6  plan-4  O01  0.020
 IR6  plan-4  C03  0.020

