# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 04:53:02 2021
#   Inital geometry file: a 135 line input string
#   Ligand name: 8-[4-(4-fluorophenyl)-4-oxidanylidene-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)C(=O)CCCN2CCC3(CC2)N(CNC3=O)c4ccccc4
#
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
 SIP  SIP  8-[4-(4-fluorophenyl)-4-oxidanylidene-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one  ligand  55  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SIP
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
 SIP  C1   C  CH2   0  -0.442  -93.5113  -21.7811  210.2207
 SIP  C2   C  CH2   0  -0.282  -92.4760  -21.0237  211.0379
 SIP  C4   C  CH2   0  -0.289  -92.3675  -22.6967  212.7169
 SIP  C5   C  CH2   0  -0.442  -93.3860  -23.5898  212.0262
 SIP  C6   C  CR5   0  -0.023  -93.5528  -23.2910  210.5242
 SIP  C7   C  CR5   0   0.559  -92.4292  -23.9809  209.7541
 SIP  C10  C  CH2   0  -0.068  -94.4097  -24.9374  208.9731
 SIP  C12  C  CR6   0   0.410  -96.0454  -23.7338  210.3229
 SIP  C13  C  CR16  0  -0.374  -97.0611  -24.4968  209.7173
 SIP  C14  C  CR16  0  -0.238  -98.3924  -24.3242  210.0627
 SIP  C15  C  CR16  0  -0.297  -98.7730  -23.3923  211.0168
 SIP  C16  C  CR16  0  -0.249  -97.7805  -22.6303  211.6178
 SIP  C17  C  CR16  0  -0.343  -96.4447  -22.7879  211.2856
 SIP  C19  C  CH2   0  -0.433  -92.3160  -20.3230  214.7143
 SIP  C20  C  CH2   0  -0.594  -91.4204  -19.3994  215.5235
 SIP  C21  C  C     0   0.386  -91.8480  -19.2126  216.9567
 SIP  C23  C  CR6   0  -0.019  -91.0055  -18.3513  217.8341
 SIP  C24  C  CR16  0  -0.275  -89.8513  -17.7213  217.3684
 SIP  C25  C  CR16  0  -0.395  -89.0839  -16.9282  218.2057
 SIP  C26  C  CR6   0   0.537  -89.4875  -16.7733  219.5178
 SIP  C27  C  CR16  0  -0.398  -90.6258  -17.3806  220.0180
 SIP  C28  C  CR16  0  -0.244  -91.3795  -18.1685  219.1672
 SIP  F29  F  F     0  -0.306  -88.7514  -16.0098  220.3330
 SIP  N3   N  NT    0  -0.427  -92.6425  -21.2947  212.4546
 SIP  N9   N  NR15  0  -0.648  -92.9823  -24.8630  208.9170
 SIP  N11  N  NR5   0  -0.587  -94.7356  -23.9330  209.9593
 SIP  O8   O  O     0  -0.469  -91.2383  -23.7612  209.8836
 SIP  O22  O  O     0  -0.399  -92.8475  -19.7412  217.3969
 SIP  H1   H  HCH2  0   0.249  -93.3287  -21.6283  209.1540
 SIP  H2   H  HCH2  0   0.250  -94.4890  -21.3469  210.4272
 SIP  H3   H  HCH2  0   0.204  -91.4593  -21.2647  210.6925
 SIP  H4   H  HCH2  0   0.236  -92.6234  -19.9556  210.8628
 SIP  H5   H  HCH2  0   0.239  -92.4319  -22.8884  213.7890
 SIP  H6   H  HCH2  0   0.206  -91.3442  -22.9639  212.4109
 SIP  H7   H  HCH2  0   0.252  -94.3430  -23.4630  212.5308
 SIP  H8   H  HCH2  0   0.249  -93.1093  -24.6387  212.1612
 SIP  H9   H  HCH2  0   0.243  -94.8571  -24.7167  207.9968
 SIP  H10  H  HCR6  0   0.268  -96.8273  -25.2397  208.9670
 SIP  H11  H  HCR6  0   0.252  -99.1382  -24.9378  209.5729
 SIP  H12  H  HCR6  0   0.246  -99.8127  -23.2632  211.2856
 SIP  H13  H  HCR6  0   0.252  -98.0412  -21.8924  212.3663
 SIP  H14  H  HCR6  0   0.257  -95.7249  -22.1623  211.7911
 SIP  H15  H  HCH2  0   0.190  -90.7645  -20.7153  213.2553
 SIP  H16  H  HCH2  0   0.227  -91.8663  -19.4143  212.8383
 SIP  H17  H  HCH2  0   0.230  -93.3433  -19.9535  214.7112
 SIP  H18  H  HCH2  0   0.231  -92.3391  -21.3089  215.1830
 SIP  H19  H  HCH2  0   0.272  -90.3897  -19.7699  215.5160
 SIP  H20  H  HCH2  0   0.272  -91.3702  -18.4110  215.0527
 SIP  H21  H  HCR6  0   0.276  -89.5303  -17.8396  216.3427
 SIP  H22  H  HCR6  0   0.289  -88.1888  -16.4408  217.8438
 SIP  H23  H  HCR6  0   0.288  -90.9143  -17.2401  221.0512
 SIP  H24  H  HCR6  0   0.272  -92.2705  -18.6498  219.5466
 SIP  H26  H  HCH2  0   0.240  -94.7415  -25.9382  209.2748
 SIP  H25  H  HNR5  0   0.412  -92.4406  -25.4475  208.2994
 SIP  C18  C  CH2   0  -0.249  -91.8271  -20.4165  213.2741

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
 SIP  N9   C10  single    1.430  0.020  1.430
 SIP  N9   C7   single    1.336  0.020  1.336
 SIP  C10  N11  single    1.445  0.020  1.445
 SIP  C13  C14  aromatic  1.386  0.020  1.386
 SIP  C13  C12  aromatic  1.407  0.020  1.407
 SIP  C7   O8   double    1.218  0.020  1.218
 SIP  C7   C6   single    1.527  0.020  1.527
 SIP  C14  C15  aromatic  1.387  0.020  1.387
 SIP  N11  C12  single    1.374  0.020  1.374
 SIP  N11  C6   single    1.460  0.020  1.460
 SIP  C12  C17  aromatic  1.408  0.020  1.408
 SIP  C1   C6   single    1.541  0.020  1.541
 SIP  C1   C2   single    1.521  0.020  1.521
 SIP  C6   C5   single    1.541  0.020  1.541
 SIP  C15  C16  aromatic  1.388  0.020  1.388
 SIP  C2   N3   single    1.452  0.020  1.452
 SIP  C17  C16  aromatic  1.385  0.020  1.385
 SIP  C5   C4   single    1.521  0.020  1.521
 SIP  N3   C4   single    1.453  0.020  1.453
 SIP  N3   C18  single    1.452  0.020  1.452
 SIP  C18  C19  single    1.524  0.020  1.524
 SIP  C19  C20  single    1.520  0.020  1.520
 SIP  C20  C21  single    1.507  0.020  1.507
 SIP  O22  C21  double    1.213  0.020  1.213
 SIP  C21  C23  single    1.490  0.020  1.490
 SIP  C23  C28  aromatic  1.397  0.020  1.397
 SIP  C23  C24  aromatic  1.395  0.020  1.395
 SIP  C28  C27  aromatic  1.383  0.020  1.383
 SIP  C24  C25  aromatic  1.385  0.020  1.385
 SIP  C27  C26  aromatic  1.384  0.020  1.384
 SIP  C25  C26  aromatic  1.382  0.020  1.382
 SIP  C26  F29  single    1.338  0.020  1.338
 SIP  C1   H1   single    0.970  0.020  1.090
 SIP  C1   H2   single    0.970  0.020  1.090
 SIP  C2   H3   single    0.970  0.020  1.090
 SIP  C2   H4   single    0.970  0.020  1.090
 SIP  C4   H5   single    0.970  0.020  1.090
 SIP  C4   H6   single    0.970  0.020  1.090
 SIP  C5   H7   single    0.970  0.020  1.090
 SIP  C5   H8   single    0.970  0.020  1.090
 SIP  C10  H9   single    0.970  0.020  1.090
 SIP  C13  H10  single    0.930  0.020  1.080
 SIP  C14  H11  single    0.930  0.020  1.080
 SIP  C15  H12  single    0.930  0.020  1.080
 SIP  C16  H13  single    0.930  0.020  1.080
 SIP  C17  H14  single    0.930  0.020  1.080
 SIP  C18  H15  single    0.970  0.020  1.090
 SIP  C18  H16  single    0.970  0.020  1.090
 SIP  C19  H17  single    0.970  0.020  1.090
 SIP  C19  H18  single    0.970  0.020  1.090
 SIP  C20  H19  single    0.970  0.020  1.090
 SIP  C20  H20  single    0.970  0.020  1.090
 SIP  C24  H21  single    0.930  0.020  1.080
 SIP  C25  H22  single    0.930  0.020  1.080
 SIP  C27  H23  single    0.930  0.020  1.080
 SIP  C28  H24  single    0.930  0.020  1.080
 SIP  C10  H26  single    0.970  0.020  1.090
 SIP  N9   H25  single    0.860  0.020  1.020

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
 SIP  H2   C1   H1   106.21  3.000
 SIP  H2   C1   C6   109.21  3.000
 SIP  H1   C1   C6   109.50  3.000
 SIP  H2   C1   C2   108.09  3.000
 SIP  H1   C1   C2   109.94  3.000
 SIP  C6   C1   C2   113.61  3.000
 SIP  H4   C2   H3   106.77  3.000
 SIP  H4   C2   N3   108.87  3.000
 SIP  H3   C2   N3   111.80  3.000
 SIP  H4   C2   C1   107.99  3.000
 SIP  H3   C2   C1   110.56  3.000
 SIP  N3   C2   C1   110.68  3.000
 SIP  H6   C4   H5   106.58  3.000
 SIP  H6   C4   N3   111.10  3.000
 SIP  H5   C4   N3   109.63  3.000
 SIP  H6   C4   C5   110.72  3.000
 SIP  H5   C4   C5   107.67  3.000
 SIP  N3   C4   C5   110.98  3.000
 SIP  H8   C5   H7   106.08  3.000
 SIP  H8   C5   C6   109.51  3.000
 SIP  H7   C5   C6   109.50  3.000
 SIP  H8   C5   C4   109.75  3.000
 SIP  H7   C5   C4   108.04  3.000
 SIP  C6   C5   C4   113.67  3.000
 SIP  N11  C6   C7   101.68  3.000
 SIP  N11  C6   C5   112.32  3.000
 SIP  C7   C6   C5   108.93  3.000
 SIP  C5   C6   C1   112.29  3.000
 SIP  N11  C6   C1   112.13  3.000
 SIP  C7   C6   C1   108.88  3.000
 SIP  O8   C7   N9   126.20  3.000
 SIP  O8   C7   C6   125.76  3.000
 SIP  N9   C7   C6   108.04  3.000
 SIP  H26  C10  H9   107.77  3.000
 SIP  H26  C10  N11  112.24  3.000
 SIP  H9   C10  N11  112.08  3.000
 SIP  H26  C10  N9   111.11  3.000
 SIP  H9   C10  N9   111.21  3.000
 SIP  N11  C10  N9   102.46  3.000
 SIP  N11  C12  C17  123.29  3.000
 SIP  C17  C12  C13  116.99  3.000
 SIP  N11  C12  C13  119.71  3.000
 SIP  H10  C13  C14  117.78  3.000
 SIP  H10  C13  C12  120.99  3.000
 SIP  C14  C13  C12  121.23  3.000
 SIP  H11  C14  C15  120.19  3.000
 SIP  H11  C14  C13  118.57  3.000
 SIP  C15  C14  C13  121.24  3.000
 SIP  H12  C15  C16  120.94  3.000
 SIP  H12  C15  C14  120.99  3.000
 SIP  C16  C15  C14  118.06  3.000
 SIP  H13  C16  C17  118.39  3.000
 SIP  H13  C16  C15  120.07  3.000
 SIP  C17  C16  C15  121.54  3.000
 SIP  H14  C17  C16  117.69  3.000
 SIP  H14  C17  C12  121.37  3.000
 SIP  C16  C17  C12  120.93  3.000
 SIP  H18  C19  H17  106.67  3.000
 SIP  H18  C19  C20  109.43  3.000
 SIP  H17  C19  C20  110.51  3.000
 SIP  H18  C19  C18  110.92  3.000
 SIP  H17  C19  C18  108.66  3.000
 SIP  C20  C19  C18  110.57  3.000
 SIP  H20  C20  H19  105.01  3.000
 SIP  H20  C20  C21  108.04  3.000
 SIP  H19  C20  C21  108.38  3.000
 SIP  H20  C20  C19  110.27  3.000
 SIP  H19  C20  C19  110.21  3.000
 SIP  C21  C20  C19  114.48  3.000
 SIP  O22  C21  C23  120.26  3.000
 SIP  C23  C21  C20  118.10  3.000
 SIP  O22  C21  C20  121.65  3.000
 SIP  C28  C23  C24  118.76  3.000
 SIP  C24  C23  C21  122.16  3.000
 SIP  C28  C23  C21  119.09  3.000
 SIP  H21  C24  C25  118.13  3.000
 SIP  H21  C24  C23  120.86  3.000
 SIP  C25  C24  C23  121.01  3.000
 SIP  H22  C25  C26  120.60  3.000
 SIP  H22  C25  C24  120.95  3.000
 SIP  C26  C25  C24  118.45  3.000
 SIP  F29  C26  C27  118.87  3.000
 SIP  F29  C26  C25  118.82  3.000
 SIP  C27  C26  C25  122.30  3.000
 SIP  H23  C27  C28  121.08  3.000
 SIP  H23  C27  C26  120.50  3.000
 SIP  C28  C27  C26  118.42  3.000
 SIP  H24  C28  C27  119.12  3.000
 SIP  H24  C28  C23  119.82  3.000
 SIP  C27  C28  C23  121.05  3.000
 SIP  C18  N3   C4   112.06  3.000
 SIP  C18  N3   C2   111.93  3.000
 SIP  C4   N3   C2   109.55  3.000
 SIP  H25  N9   C10  122.01  3.000
 SIP  H25  N9   C7   122.96  3.000
 SIP  C10  N9   C7   115.02  3.000
 SIP  C12  N11  C10  119.76  3.000
 SIP  C12  N11  C6   127.33  3.000
 SIP  C10  N11  C6   112.78  3.000
 SIP  H16  C18  H15  106.00  3.000
 SIP  H16  C18  N3   108.02  3.000
 SIP  H15  C18  N3   111.55  3.000
 SIP  H16  C18  C19  107.99  3.000
 SIP  H15  C18  C19  109.97  3.000
 SIP  N3   C18  C19  112.98  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
 SIP  CONST_01  C15  C14  C13  C12     0.00   0.0  0
 SIP  CONST_02  C15  C16  C17  C12     0.00   0.0  0
 SIP  CONST_03  C16  C15  C14  C13     0.00   0.0  0
 SIP  CONST_04  C16  C17  C12  C13     0.00   0.0  0
 SIP  CONST_05  C17  C12  C13  C14     0.00   0.0  0
 SIP  CONST_06  C17  C16  C15  C14     0.00   0.0  0
 SIP  CONST_07  C26  C27  C28  C23     0.00   0.0  0
 SIP  CONST_08  C26  C25  C24  C23     0.00   0.0  0
 SIP  CONST_09  C27  C28  C23  C24     0.00   0.0  0
 SIP  CONST_10  C27  C26  C25  C24     0.00   0.0  0
 SIP  CONST_11  C28  C23  C24  C25     0.00   0.0  0
 SIP  CONST_12  C28  C27  C26  C25     0.00   0.0  0
 SIP  CONST_13  N11  C12  C13  C14   180.00   0.0  0
 SIP  CONST_14  N11  C12  C17  C16   180.00   0.0  0
 SIP  CONST_15  C10  N9   C7   C6      0.00   0.0  0
 SIP  CONST_16  C27  C28  C23  C21   180.00   0.0  0
 SIP  CONST_17  C25  C24  C23  C21   180.00   0.0  0
 SIP  CONST_18  F29  C26  C25  C24   180.00   0.0  0
 SIP  CONST_19  F29  C26  C27  C28   180.00   0.0  0
 SIP  CONST_20  O8   C7   N9   C10   180.00   0.0  0
 SIP  CONST_21  H11  C14  C13  C12   180.00   0.0  0
 SIP  CONST_22  H13  C16  C17  C12   180.00   0.0  0
 SIP  CONST_23  H12  C15  C14  C13   180.00   0.0  0
 SIP  CONST_24  H14  C17  C12  C13   180.00   0.0  0
 SIP  CONST_25  H10  C13  C14  C15   180.00   0.0  0
 SIP  CONST_26  H23  C27  C28  C23   180.00   0.0  0
 SIP  CONST_27  H22  C25  C24  C23   180.00   0.0  0
 SIP  CONST_28  H24  C28  C23  C24   180.00   0.0  0
 SIP  CONST_29  H21  C24  C25  C26   180.00   0.0  0
 SIP  CONST_30  H25  N9   C7   C6    180.00   0.0  0
 SIP  Var_01    N9   C7   C6   C1   -118.88  30.0  3
 SIP  Var_02    C10  N11  C6   C1    117.54  30.0  3
 SIP  Var_03    C4   C5   C6   C1    -39.23  30.0  1
 SIP  Var_04    C4   N3   C2   C1     64.98  30.0  1
 SIP  Var_05    C7   C6   C1   C2    -81.07  30.0  1
 SIP  Var_06    C5   C4   N3   C2    -64.66  30.0  1
 SIP  Var_07    N9   C10  N11  C6     -1.80  30.0  1
 SIP  Var_08    C13  C12  N11  C6   -176.53  30.0  2
 SIP  Var_09    N3   C2   C1   C6    -52.68  30.0  1
 SIP  Var_10    N3   C4   C5   C6     51.91  30.0  1
 SIP  Var_11    N11  C10  N9   C7      1.56  30.0  1
 SIP  Var_12    C19  C18  N3   C2    159.84  30.0  3
 SIP  Var_13    C28  C23  C21  C20  -179.74  30.0  2
 SIP  Var_14    C23  C21  C20  C19   178.37  30.0  3
 SIP  Var_15    N3   C18  C19  C20   179.64  30.0  2
 SIP  Var_16    C21  C20  C19  C18   178.38  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
 SIP  plan-1  C12  0.020
 SIP  plan-1  C13  0.020
 SIP  plan-1  C14  0.020
 SIP  plan-1  C15  0.020
 SIP  plan-1  C16  0.020
 SIP  plan-1  C17  0.020
 SIP  plan-1  N11  0.020
 SIP  plan-1  H10  0.020
 SIP  plan-1  H11  0.020
 SIP  plan-1  H12  0.020
 SIP  plan-1  H13  0.020
 SIP  plan-1  H14  0.020
 SIP  plan-2  C21  0.020
 SIP  plan-2  C23  0.020
 SIP  plan-2  C24  0.020
 SIP  plan-2  C25  0.020
 SIP  plan-2  C26  0.020
 SIP  plan-2  C27  0.020
 SIP  plan-2  C28  0.020
 SIP  plan-2  F29  0.020
 SIP  plan-2  H21  0.020
 SIP  plan-2  H22  0.020
 SIP  plan-2  H23  0.020
 SIP  plan-2  H24  0.020
 SIP  plan-3  C6   0.020
 SIP  plan-3  C7   0.020
 SIP  plan-3  C10  0.020
 SIP  plan-3  N9   0.020
 SIP  plan-3  O8   0.020
 SIP  plan-3  H25  0.020
 SIP  plan-4  C20  0.020
 SIP  plan-4  C21  0.020
 SIP  plan-4  C23  0.020
 SIP  plan-4  O22  0.020

