# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 00:24:23 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 1-[7-(morpholin-4-yl)-1-(pyridin-2-yl)indolizin-3-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1cc(c2ccccn2)c3cc(ccn13)N4CCOCC4
#
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
 IR4  IR4  1-[7-(morpholin-4-yl)-1-(pyridin-2-yl)indolizin-3-yl]ethanone  ligand  43  24  .  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_IR4
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
 IR4  O    O  O     0  -0.448   2.1536  -4.2675   0.1408
 IR4  C1   C  C     0   0.334   2.8148  -3.2358   0.0945
 IR4  C    C  CH3   0  -0.794   4.3236  -3.2864   0.0550
 IR4  C2   C  CR5   0   0.237   2.2231  -1.9242   0.0623
 IR4  N1   N  N     0  -0.627   0.8526  -1.6586   0.0705
 IR4  C10  C  CR56  0   0.469   0.6421  -0.2962   0.0322
 IR4  C4   C  CR5   0  -0.005   1.9118   0.3321  -0.0051
 IR4  C5   C  CR6   0   0.199   2.1899   1.7600  -0.0506
 IR4  N    N  N     0  -0.454   1.1528   2.5999  -0.1077
 IR4  C9   C  CR16  0  -0.069   1.3817   3.9063  -0.1507
 IR4  C8   C  CR16  0  -0.343   2.6470   4.4669  -0.1418
 IR4  C7   C  CR16  0  -0.155   3.7329   3.6008  -0.0823
 IR4  C6   C  CR16  0  -0.354   3.5076   2.2398  -0.0353
 IR4  C3   C  CR15  0  -0.441   2.8566  -0.6942   0.0154
 IR4  C14  C  CR16  0   0.013  -0.2008  -2.5167   0.1016
 IR4  C13  C  CR16  0  -0.440  -1.4735  -2.0538   0.1048
 IR4  C12  C  CR6   0   0.532  -1.7548  -0.6551   0.0797
 IR4  C11  C  CR16  0  -0.545  -0.6657   0.2010   0.0281
 IR4  N2   N  NT    0  -0.525  -3.0496  -0.2018   0.1380
 IR4  C18  C  CH2   0  -0.329  -3.2867   1.2293   0.0647
 IR4  C17  C  CH2   0  -0.187  -4.6886   1.5667   0.5378
 IR4  O1   O  O2    0  -0.479  -5.6742   0.8408  -0.1559
 IR4  C16  C  CH2   0  -0.189  -5.4707  -0.5393   0.0329
 IR4  C15  C  CH2   0  -0.326  -4.1147  -0.9829  -0.4792
 IR4  H1   H  HCH3  0   0.266   4.6936  -2.9571  -0.9175
 IR4  H2   H  HCH3  0   0.259   4.7722  -2.6393   0.8084
 IR4  H3   H  HCH3  0   0.263   4.6631  -4.3060   0.2250
 IR4  H4   H  HCR6  0   0.256   0.5042   4.5425  -0.1962
 IR4  H5   H  HCR6  0   0.266   2.7758   5.5395  -0.1791
 IR4  H6   H  HCR6  0   0.270   4.7452   3.9837  -0.0714
 IR4  H7   H  HCR6  0   0.265   4.3445   1.5567   0.0150
 IR4  H8   H  HCR5  0   0.269   3.9283  -0.5710  -0.0037
 IR4  H9   H  HCR6  0   0.320   0.0261  -3.5683   0.1293
 IR4  H10  H  HCR6  0   0.289  -2.2575  -2.7933   0.1446
 IR4  H11  H  HCR6  0   0.290  -0.7634   1.2720  -0.0263
 IR4  H12  H  HCH2  0   0.260  -2.5924   1.7542   0.7209
 IR4  H13  H  HCH2  0   0.234  -3.1262   1.6033  -0.9562
 IR4  H14  H  HCH2  0   0.210  -4.7610   1.3741   1.6173
 IR4  H15  H  HCH2  0   0.248  -4.8754   2.6283   0.3726
 IR4  H16  H  HCH2  0   0.211  -5.5622  -0.7985   1.0969
 IR4  H17  H  HCH2  0   0.247  -6.2522  -1.0701  -0.5117
 IR4  H18  H  HCH2  0   0.236  -4.0753  -0.8847  -1.5723
 IR4  H19  H  HCH2  0   0.265  -4.0076  -2.0388  -0.2436

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
 IR4  C7   C6   aromatic  1.380  0.020  1.380
 IR4  C7   C8   aromatic  1.390  0.020  1.390
 IR4  C6   C5   aromatic  1.402  0.020  1.402
 IR4  C8   C9   aromatic  1.384  0.020  1.384
 IR4  C    C1   single    1.510  0.020  1.510
 IR4  C5   C4   single    1.455  0.020  1.455
 IR4  C5   N    aromatic  1.336  0.020  1.336
 IR4  C3   C4   aromatic  1.395  0.020  1.395
 IR4  C3   C2   aromatic  1.384  0.020  1.384
 IR4  C4   C10  aromatic  1.417  0.020  1.417
 IR4  C2   C1   single    1.439  0.020  1.439
 IR4  C2   N1   aromatic  1.396  0.020  1.396
 IR4  C1   O    double    1.226  0.020  1.226
 IR4  C10  N1   aromatic  1.379  0.020  1.379
 IR4  C10  C11  aromatic  1.399  0.020  1.399
 IR4  C9   N    aromatic  1.327  0.020  1.327
 IR4  N1   C14  aromatic  1.359  0.020  1.359
 IR4  C16  O1   single    1.408  0.020  1.408
 IR4  C16  C15  single    1.516  0.020  1.516
 IR4  C11  C12  aromatic  1.386  0.020  1.386
 IR4  C17  O1   single    1.407  0.020  1.407
 IR4  C17  C18  single    1.518  0.020  1.518
 IR4  C14  C13  aromatic  1.354  0.020  1.354
 IR4  C12  C13  aromatic  1.427  0.020  1.427
 IR4  C12  N2   single    1.373  0.020  1.373
 IR4  N2   C15  single    1.458  0.020  1.458
 IR4  N2   C18  single    1.452  0.020  1.452
 IR4  C    H1   single    0.970  0.020  1.090
 IR4  C    H2   single    0.970  0.020  1.090
 IR4  C    H3   single    0.970  0.020  1.090
 IR4  C9   H4   single    0.930  0.020  1.080
 IR4  C8   H5   single    0.930  0.020  1.080
 IR4  C7   H6   single    0.930  0.020  1.080
 IR4  C6   H7   single    0.930  0.020  1.080
 IR4  C3   H8   single    0.930  0.020  1.080
 IR4  C14  H9   single    0.930  0.020  1.080
 IR4  C13  H10  single    0.930  0.020  1.080
 IR4  C11  H11  single    0.930  0.020  1.080
 IR4  C18  H12  single    0.970  0.020  1.090
 IR4  C18  H13  single    0.970  0.020  1.090
 IR4  C17  H14  single    0.970  0.020  1.090
 IR4  C17  H15  single    0.970  0.020  1.090
 IR4  C16  H16  single    0.970  0.020  1.090
 IR4  C16  H17  single    0.970  0.020  1.090
 IR4  C15  H18  single    0.970  0.020  1.090
 IR4  C15  H19  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
 IR4  C2   C1   C    116.15  3.000
 IR4  C2   C1   O    123.08  3.000
 IR4  C    C1   O    120.76  3.000
 IR4  H3   C    H2   108.66  3.000
 IR4  H3   C    H1   108.44  3.000
 IR4  H2   C    H1   107.29  3.000
 IR4  H3   C    C1   109.82  3.000
 IR4  H2   C    C1   111.92  3.000
 IR4  H1   C    C1   110.60  3.000
 IR4  C3   C2   N1   106.28  3.000
 IR4  N1   C2   C1   125.23  3.000
 IR4  C3   C2   C1   128.49  3.000
 IR4  C14  N1   C10  120.40  3.000
 IR4  C14  N1   C2   129.87  3.000
 IR4  C10  N1   C2   109.73  3.000
 IR4  C11  C10  C4   132.83  3.000
 IR4  C11  C10  N1   119.59  3.000
 IR4  C4   C10  N1   107.57  3.000
 IR4  C3   C4   C5   126.36  3.000
 IR4  C3   C4   C10  106.27  3.000
 IR4  C5   C4   C10  127.37  3.000
 IR4  C6   C5   N    120.99  3.000
 IR4  N    C5   C4   118.03  3.000
 IR4  C6   C5   C4   120.98  3.000
 IR4  C9   N    C5   119.11  3.000
 IR4  H4   C9   C8   120.14  3.000
 IR4  H4   C9   N    116.06  3.000
 IR4  C8   C9   N    123.80  3.000
 IR4  H5   C8   C7   121.78  3.000
 IR4  H5   C8   C9   120.71  3.000
 IR4  C7   C8   C9   117.52  3.000
 IR4  H6   C7   C6   120.07  3.000
 IR4  H6   C7   C8   120.70  3.000
 IR4  C6   C7   C8   119.23  3.000
 IR4  H7   C6   C7   119.87  3.000
 IR4  H7   C6   C5   120.77  3.000
 IR4  C7   C6   C5   119.36  3.000
 IR4  H8   C3   C4   126.04  3.000
 IR4  H8   C3   C2   123.82  3.000
 IR4  C4   C3   C2   110.14  3.000
 IR4  H9   C14  C13  122.15  3.000
 IR4  H9   C14  N1   117.00  3.000
 IR4  C13  C14  N1   120.85  3.000
 IR4  H10  C13  C12  121.97  3.000
 IR4  H10  C13  C14  116.67  3.000
 IR4  C12  C13  C14  121.35  3.000
 IR4  N2   C12  C11  122.58  3.000
 IR4  N2   C12  C13  120.58  3.000
 IR4  C11  C12  C13  116.82  3.000
 IR4  H11  C11  C12  123.02  3.000
 IR4  H11  C11  C10  116.00  3.000
 IR4  C12  C11  C10  120.98  3.000
 IR4  C15  N2   C18  112.78  3.000
 IR4  C18  N2   C12  118.49  3.000
 IR4  C15  N2   C12  119.61  3.000
 IR4  H13  C18  H12  107.59  3.000
 IR4  H13  C18  C17  110.42  3.000
 IR4  H12  C18  C17  107.08  3.000
 IR4  H13  C18  N2   111.00  3.000
 IR4  H12  C18  N2   109.88  3.000
 IR4  C17  C18  N2   110.74  3.000
 IR4  H15  C17  H14  107.95  3.000
 IR4  H15  C17  O1   107.91  3.000
 IR4  H14  C17  O1   110.35  3.000
 IR4  H15  C17  C18  109.12  3.000
 IR4  H14  C17  C18  109.15  3.000
 IR4  O1   C17  C18  112.25  3.000
 IR4  C16  O1   C17  109.78  3.000
 IR4  H17  C16  H16  108.00  3.000
 IR4  H17  C16  C15  109.26  3.000
 IR4  H16  C16  C15  109.42  3.000
 IR4  H17  C16  O1   107.86  3.000
 IR4  H16  C16  O1   110.43  3.000
 IR4  C15  C16  O1   111.77  3.000
 IR4  H19  C15  H18  107.40  3.000
 IR4  H19  C15  C16  107.41  3.000
 IR4  H18  C15  C16  110.02  3.000
 IR4  H19  C15  N2   110.89  3.000
 IR4  H18  C15  N2   110.32  3.000
 IR4  C16  C15  N2   110.71  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
 IR4  CONST_01  C5   C4   C3   C2    180.00   0.0  0
 IR4  CONST_02  C10  C4   C3   C2      0.00   0.0  0
 IR4  CONST_03  C4   C10  N1   C2      0.00   0.0  0
 IR4  CONST_04  C11  C10  N1   C2    180.00   0.0  0
 IR4  CONST_05  C13  C14  N1   C2    180.00   0.0  0
 IR4  CONST_06  C4   C3   C2   N1      0.00   0.0  0
 IR4  CONST_07  C5   C4   C10  N1    180.00   0.0  0
 IR4  CONST_08  C3   C4   C10  N1      0.00   0.0  0
 IR4  CONST_09  C12  C11  C10  N1      0.00   0.0  0
 IR4  CONST_10  C12  C13  C14  N1      0.00   0.0  0
 IR4  CONST_11  C6   C5   C4   C10   180.00   0.0  0
 IR4  CONST_12  N    C5   C4   C10     0.00   0.0  0
 IR4  CONST_13  C3   C2   N1   C10     0.00   0.0  0
 IR4  CONST_14  C13  C14  N1   C10     0.00   0.0  0
 IR4  CONST_15  C13  C12  C11  C10     0.00   0.0  0
 IR4  CONST_16  C7   C6   C5   C4    180.00   0.0  0
 IR4  CONST_17  C9   N    C5   C4    180.00   0.0  0
 IR4  CONST_18  C14  N1   C10  C4    180.00   0.0  0
 IR4  CONST_19  C12  C11  C10  C4    180.00   0.0  0
 IR4  CONST_20  C8   C7   C6   C5      0.00   0.0  0
 IR4  CONST_21  C11  C10  C4   C5      0.00   0.0  0
 IR4  CONST_22  C8   C9   N    C5      0.00   0.0  0
 IR4  CONST_23  C7   C6   C5   N       0.00   0.0  0
 IR4  CONST_24  C3   C4   C5   N     180.00   0.0  0
 IR4  CONST_25  C7   C8   C9   N       0.00   0.0  0
 IR4  CONST_26  C6   C7   C8   C9      0.00   0.0  0
 IR4  CONST_27  C6   C5   N    C9      0.00   0.0  0
 IR4  CONST_28  C3   C4   C5   C6      0.00   0.0  0
 IR4  CONST_29  C11  C10  C4   C3    180.00   0.0  0
 IR4  CONST_30  C14  N1   C2   C3    180.00   0.0  0
 IR4  CONST_31  C11  C10  N1   C14     0.00   0.0  0
 IR4  CONST_32  C11  C12  C13  C14     0.00   0.0  0
 IR4  CONST_33  N2   C12  C11  C10   180.00   0.0  0
 IR4  CONST_34  N2   C12  C13  C14   180.00   0.0  0
 IR4  CONST_35  C4   C3   C2   C1    180.00   0.0  0
 IR4  CONST_36  C10  N1   C2   C1    180.00   0.0  0
 IR4  CONST_37  C14  N1   C2   C1      0.00   0.0  0
 IR4  CONST_38  H9   C14  N1   C2      0.00   0.0  0
 IR4  CONST_39  H8   C3   C2   N1    180.00   0.0  0
 IR4  CONST_40  H11  C11  C10  N1    180.00   0.0  0
 IR4  CONST_41  H10  C13  C14  N1    180.00   0.0  0
 IR4  CONST_42  H7   C6   C5   C4      0.00   0.0  0
 IR4  CONST_43  H6   C7   C6   C5    180.00   0.0  0
 IR4  CONST_44  H4   C9   N    C5    180.00   0.0  0
 IR4  CONST_45  H5   C8   C9   N     180.00   0.0  0
 IR4  Var_01    C15  N2   C12  C13   -33.38  30.0  2
 IR4  Var_02    C16  C15  N2   C12   163.50  30.0  1
 IR4  Var_03    C17  C18  N2   C12  -163.68  30.0  1
 IR4  Var_04    O1   C16  C15  N2     55.34  30.0  1
 IR4  Var_05    O1   C17  C18  N2    -54.45  30.0  1
 IR4  Var_06    C15  C16  O1   C17   -60.18  30.0  1
 IR4  Var_07    C3   C2   C1   O     179.71  30.0  2
 IR4  Var_08    H1   C    C1   C2    -68.31  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
 IR4  plan-1  C4   0.020
 IR4  plan-1  C5   0.020
 IR4  plan-1  N    0.020
 IR4  plan-1  C9   0.020
 IR4  plan-1  C8   0.020
 IR4  plan-1  C7   0.020
 IR4  plan-1  C6   0.020
 IR4  plan-1  H4   0.020
 IR4  plan-1  H5   0.020
 IR4  plan-1  H6   0.020
 IR4  plan-1  H7   0.020
 IR4  plan-2  C1   0.020
 IR4  plan-2  C2   0.020
 IR4  plan-2  N1   0.020
 IR4  plan-2  C10  0.020
 IR4  plan-2  C4   0.020
 IR4  plan-2  C5   0.020
 IR4  plan-2  C3   0.020
 IR4  plan-2  C14  0.020
 IR4  plan-2  C13  0.020
 IR4  plan-2  C12  0.020
 IR4  plan-2  C11  0.020
 IR4  plan-2  N2   0.020
 IR4  plan-2  H8   0.020
 IR4  plan-2  H9   0.020
 IR4  plan-2  H10  0.020
 IR4  plan-2  H11  0.020
 IR4  plan-3  O    0.020
 IR4  plan-3  C1   0.020
 IR4  plan-3  C    0.020
 IR4  plan-3  C2   0.020

