# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:39:04 2022
#   Inital geometry file: a 136 line input string
#   Ligand name: N-(6,7,9,10,17,18,20,21-octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin-2-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc2OCCOCCOc3ccccc3OCCOCCOc2c1
#
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
 451  451  N-(6,7,9,10,17,18,20,21-octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin-2-yl)acetamide  ligand  57  30  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_451
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
 451  C1    C  CR16  0  -0.366   4.5807   1.6125   0.6916
 451  C2    C  CR6   0   0.379   4.8352   0.2658   0.4795
 451  C3    C  CR16  0  -0.478   3.7900  -0.5689   0.0647
 451  C4    C  CR6   0   0.349   2.5221  -0.0467  -0.1322
 451  C5    C  CR6   0   0.292   2.2593   1.3155   0.1097
 451  C6    C  CR16  0  -0.371   3.3022   2.1305   0.5100
 451  O7    O  O2    0  -0.460   0.9825   1.7015  -0.0760
 451  C8    C  CH2   0  -0.220   0.6255   3.0376   0.2141
 451  C9    C  CH2   0  -0.162  -0.8765   3.1382   0.1743
 451  O10   O  O2    0  -0.488  -1.3277   2.8729  -1.1318
 451  C11   C  CH2   0  -0.198  -2.7151   3.0072  -1.3251
 451  C12   C  CH2   0  -0.175  -3.5058   1.7415  -1.0806
 451  O13   O  O2    0  -0.498  -3.4947   1.4241   0.3076
 451  C14   C  CR6   0   0.278  -4.4514   0.5579   0.7378
 451  C15   C  CR6   0   0.328  -4.3281  -0.8234   0.5085
 451  O16   O  O2    0  -0.459  -3.2469  -1.2193  -0.1878
 451  C17   C  CH2   0  -0.224  -3.1131  -2.5946  -0.4987
 451  C18   C  CH2   0  -0.154  -1.9323  -2.7787  -1.4131
 451  O19   O  O2    0  -0.482  -0.7379  -2.4762  -0.7407
 451  C20   C  CH2   0  -0.154   0.3841  -2.6000  -1.5746
 451  C21   C  CH2   0  -0.225   1.6240  -2.1301  -0.8604
 451  O22   O  O2    0  -0.462   1.4639  -0.7592  -0.5564
 451  C23   C  CR16  0  -0.329  -5.5379   1.0460   1.4430
 451  C24   C  CR16  0  -0.278  -6.5097   0.1858   1.9428
 451  C25   C  CR16  0  -0.254  -6.3878  -1.1743   1.7204
 451  C26   C  CR16  0  -0.387  -5.3049  -1.6801   1.0080
 451  N27   N  NH1   0  -0.737   6.1465  -0.1794   0.6960
 451  C28   C  C     0   0.513   6.6876  -1.4080   0.5160
 451  O29   O  O     0  -0.482   6.0605  -2.3816   0.1293
 451  C30   C  CH3   0  -0.781   8.1595  -1.4935   0.8336
 451  H1    H  HCR6  0   0.267   5.3778   2.2776   1.0018
 451  H3    H  HCR6  0   0.303   3.9763  -1.6168  -0.1001
 451  H6    H  HCR6  0   0.283   3.1484   3.1862   0.6869
 451  H8    H  HCH2  0   0.229   0.9588   3.3288   1.2167
 451  H8A   H  HCH2  0   0.227   1.0837   3.7286  -0.5036
 451  H9    H  HCH2  0   0.220  -1.3039   2.4470   0.9074
 451  H9A   H  HCH2  0   0.211  -1.1521   4.1541   0.4893
 451  H11   H  HCH2  0   0.209  -3.1252   3.8263  -0.7199
 451  H11A  H  HCH2  0   0.241  -2.8669   3.2783  -2.3735
 451  H12   H  HCH2  0   0.217  -4.5329   1.9171  -1.4211
 451  H12A  H  HCH2  0   0.225  -3.0933   0.9176  -1.6707
 451  H17   H  HCH2  0   0.234  -2.9932  -3.1897   0.4139
 451  H17A  H  HCH2  0   0.234  -4.0016  -2.9641  -1.0218
 451  H18   H  HCH2  0   0.214  -1.9415  -3.8219  -1.7584
 451  H18A  H  HCH2  0   0.213  -2.0538  -2.1479  -2.3049
 451  H20   H  HCH2  0   0.215   0.5464  -3.6439  -1.8773
 451  H20A  H  HCH2  0   0.211   0.2536  -2.0177  -2.4975
 451  H21   H  HCH2  0   0.233   1.8013  -2.7122   0.0512
 451  H21A  H  HCH2  0   0.233   2.4742  -2.2934  -1.5316
 451  H23   H  HCR6  0   0.263  -5.6119   2.1140   1.6085
 451  H24   H  HCR6  0   0.254  -7.3518   0.5822   2.4940
 451  H25   H  HCR6  0   0.258  -7.1334  -1.8599   2.1014
 451  H26   H  HCR6  0   0.283  -5.2351  -2.7486   0.8565
 451  HN27  H  HNH1  0   0.414   6.7781   0.5375   1.0172
 451  H30   H  HCH3  0   0.253   8.5990  -0.5532   1.1607
 451  H30A  H  HCH3  0   0.271   8.3168  -2.2381   1.6139
 451  H30B  H  HCH3  0   0.271   8.6968  -1.8333  -0.0519

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
 451  C2   C1    aromatic  1.387  0.020  1.387
 451  C1   C6    aromatic  1.391  0.020  1.391
 451  C1   H1    single    0.930  0.020  1.080
 451  N27  C2    single    1.402  0.020  1.402
 451  C2   C3    aromatic  1.400  0.020  1.400
 451  C3   C4    single    1.385  0.020  1.385
 451  C3   H3    single    0.930  0.020  1.080
 451  C4   C5    aromatic  1.408  0.020  1.408
 451  C4   O22   single    1.344  0.020  1.344
 451  C6   C5    single    1.383  0.020  1.383
 451  C5   O7    single    1.347  0.020  1.347
 451  C6   H6    single    0.930  0.020  1.080
 451  C8   O7    single    1.413  0.020  1.413
 451  C8   C9    single    1.506  0.020  1.506
 451  C8   H8    single    0.970  0.020  1.090
 451  C8   H8A   single    0.970  0.020  1.090
 451  C9   O10   single    1.407  0.020  1.407
 451  C9   H9    single    0.970  0.020  1.090
 451  C9   H9A   single    0.970  0.020  1.090
 451  O10  C11   single    1.407  0.020  1.407
 451  C11  C12   single    1.512  0.020  1.512
 451  C11  H11   single    0.970  0.020  1.090
 451  C11  H11A  single    0.970  0.020  1.090
 451  O13  C12   single    1.424  0.020  1.424
 451  C12  H12   single    0.970  0.020  1.090
 451  C12  H12A  single    0.970  0.020  1.090
 451  O13  C14   single    1.360  0.020  1.360
 451  C15  C14   aromatic  1.406  0.020  1.406
 451  C14  C23   single    1.384  0.020  1.384
 451  O16  C15   single    1.346  0.020  1.346
 451  C15  C26   single    1.392  0.020  1.392
 451  O16  C17   single    1.416  0.020  1.416
 451  C17  C18   single    1.505  0.020  1.505
 451  C17  H17   single    0.970  0.020  1.090
 451  C17  H17A  single    0.970  0.020  1.090
 451  O19  C18   single    1.404  0.020  1.404
 451  C18  H18   single    0.970  0.020  1.090
 451  C18  H18A  single    0.970  0.020  1.090
 451  C20  O19   single    1.403  0.020  1.403
 451  C21  C20   single    1.506  0.020  1.506
 451  C20  H20   single    0.970  0.020  1.090
 451  C20  H20A  single    0.970  0.020  1.090
 451  O22  C21   single    1.413  0.020  1.413
 451  C21  H21   single    0.970  0.020  1.090
 451  C21  H21A  single    0.970  0.020  1.090
 451  C23  C24   aromatic  1.391  0.020  1.391
 451  C23  H23   single    0.930  0.020  1.080
 451  C25  C24   aromatic  1.384  0.020  1.384
 451  C24  H24   single    0.930  0.020  1.080
 451  C26  C25   aromatic  1.391  0.020  1.391
 451  C25  H25   single    0.930  0.020  1.080
 451  C26  H26   single    0.930  0.020  1.080
 451  N27  C28   single    1.355  0.020  1.355
 451  N27  HN27  single    0.860  0.020  1.020
 451  C30  C28   single    1.508  0.020  1.508
 451  C28  O29   double    1.221  0.020  1.221
 451  C30  H30   single    0.970  0.020  1.090
 451  C30  H30A  single    0.970  0.020  1.090
 451  C30  H30B  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
 451  H1    C1   C6    119.00  3.000
 451  H1    C1   C2    120.32  3.000
 451  C6    C1   C2    120.67  3.000
 451  N27   C2   C3    123.69  3.000
 451  C3    C2   C1    119.15  3.000
 451  N27   C2   C1    117.16  3.000
 451  H3    C3   C4    120.22  3.000
 451  H3    C3   C2    119.75  3.000
 451  C4    C3   C2    120.03  3.000
 451  O22   C4   C5    114.83  3.000
 451  O22   C4   C3    124.43  3.000
 451  C5    C4   C3    120.74  3.000
 451  O7    C5   C6    125.87  3.000
 451  O7    C5   C4    115.50  3.000
 451  C6    C5   C4    118.62  3.000
 451  H6    C6   C5    121.03  3.000
 451  H6    C6   C1    118.21  3.000
 451  C5    C6   C1    120.76  3.000
 451  C8    O7   C5    118.83  3.000
 451  H8A   C8   H8    107.71  3.000
 451  H8A   C8   C9    110.94  3.000
 451  H8    C8   C9    108.04  3.000
 451  H8A   C8   O7    110.85  3.000
 451  H8    C8   O7    111.24  3.000
 451  C9    C8   O7    108.04  3.000
 451  H9A   C9   H9    107.09  3.000
 451  H9A   C9   O10   111.10  3.000
 451  H9    C9   O10   112.18  3.000
 451  H9A   C9   C8    107.72  3.000
 451  H9    C9   C8    109.25  3.000
 451  O10   C9   C8    109.37  3.000
 451  C11   O10  C9    115.19  3.000
 451  H11A  C11  H11   106.96  3.000
 451  H11A  C11  C12   106.85  3.000
 451  H11   C11  C12   109.87  3.000
 451  H11A  C11  O10   106.99  3.000
 451  H11   C11  O10   111.33  3.000
 451  C12   C11  O10   114.42  3.000
 451  H12A  C12  H12   107.84  3.000
 451  H12A  C12  O13   110.80  3.000
 451  H12   C12  O13   110.23  3.000
 451  H12A  C12  C11   110.24  3.000
 451  H12   C12  C11   107.79  3.000
 451  O13   C12  C11   109.88  3.000
 451  C14   O13  C12   116.40  3.000
 451  C23   C14  C15   119.90  3.000
 451  C23   C14  O13   119.24  3.000
 451  C15   C14  O13   120.83  3.000
 451  C26   C15  O16   124.65  3.000
 451  C26   C15  C14   118.99  3.000
 451  O16   C15  C14   116.36  3.000
 451  C17   O16  C15   118.37  3.000
 451  H17A  C17  H17   107.65  3.000
 451  H17A  C17  C18   107.77  3.000
 451  H17   C17  C18   110.71  3.000
 451  H17A  C17  O16   110.84  3.000
 451  H17   C17  O16   110.78  3.000
 451  C18   C17  O16   109.04  3.000
 451  H18A  C18  H18   106.80  3.000
 451  H18A  C18  O19   111.04  3.000
 451  H18   C18  O19   111.24  3.000
 451  H18A  C18  C17   109.64  3.000
 451  H18   C18  C17   107.48  3.000
 451  O19   C18  C17   110.51  3.000
 451  C20   O19  C18   112.13  3.000
 451  H20A  C20  H20   106.83  3.000
 451  H20A  C20  C21   109.31  3.000
 451  H20   C20  C21   107.79  3.000
 451  H20A  C20  O19   110.93  3.000
 451  H20   C20  O19   111.44  3.000
 451  C21   C20  O19   110.42  3.000
 451  H21A  C21  H21   107.75  3.000
 451  H21A  C21  O22   111.36  3.000
 451  H21   C21  O22   110.77  3.000
 451  H21A  C21  C20   107.57  3.000
 451  H21   C21  C20   111.22  3.000
 451  O22   C21  C20   108.15  3.000
 451  C21   O22  C4    119.53  3.000
 451  H23   C23  C24   120.47  3.000
 451  H23   C23  C14   118.63  3.000
 451  C24   C23  C14   120.90  3.000
 451  H24   C24  C25   120.72  3.000
 451  H24   C24  C23   120.03  3.000
 451  C25   C24  C23   119.26  3.000
 451  H25   C25  C26   119.09  3.000
 451  H25   C25  C24   120.37  3.000
 451  C26   C25  C24   120.54  3.000
 451  H26   C26  C25   118.75  3.000
 451  H26   C26  C15   120.83  3.000
 451  C25   C26  C15   120.41  3.000
 451  HN27  N27  C28   115.93  3.000
 451  HN27  N27  C2    114.18  3.000
 451  C28   N27  C2    129.89  3.000
 451  C30   C28  O29   121.52  3.000
 451  O29   C28  N27   124.07  3.000
 451  C30   C28  N27   114.41  3.000
 451  H30B  C30  H30A  107.31  3.000
 451  H30B  C30  H30   108.33  3.000
 451  H30A  C30  H30   108.47  3.000
 451  H30B  C30  C28   109.12  3.000
 451  H30A  C30  C28   109.29  3.000
 451  H30   C30  C28   114.11  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
 451  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 451  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 451  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 451  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 451  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 451  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 451  CONST_07  C25   C26  C15  C14     0.00   0.0  0
 451  CONST_08  C25   C24  C23  C14     0.00   0.0  0
 451  CONST_09  C24   C23  C14  C15     0.00   0.0  0
 451  CONST_10  C24   C25  C26  C15     0.00   0.0  0
 451  CONST_11  C26   C15  C14  C23     0.00   0.0  0
 451  CONST_12  C26   C25  C24  C23     0.00   0.0  0
 451  CONST_13  N27   C2   C3   C4    180.00   0.0  0
 451  CONST_14  N27   C2   C1   C6    180.00   0.0  0
 451  CONST_15  H3    C3   C2   C1    180.00   0.0  0
 451  CONST_16  H6    C6   C1   C2    180.00   0.0  0
 451  CONST_17  H1    C1   C2   C3    180.00   0.0  0
 451  CONST_18  H23   C23  C14  O13     0.00   0.0  0
 451  CONST_19  H26   C26  C15  C14   180.00   0.0  0
 451  CONST_20  H24   C24  C23  C14   180.00   0.0  0
 451  CONST_21  H25   C25  C26  C15   180.00   0.0  0
 451  CONST_22  C28   N27  C2   C1    180.00   0.0  0
 451  CONST_23  C28   N27  C2   C3      0.00   0.0  0
 451  CONST_24  HN27  N27  C2   C1      0.00   0.0  0
 451  CONST_25  C30   C28  N27  C2    180.00   0.0  0
 451  CONST_26  O29   C28  N27  C2      0.00   0.0  0
 451  Var_01    C20   C21  O22  C4   -168.25  30.0  1
 451  Var_02    C9    C8   O7   C5   -169.51  30.0  1
 451  Var_03    O10   C9   C8   O7    -64.19  30.0  1
 451  Var_04    C12   C11  O10  C9    -89.96  30.0  1
 451  Var_05    O13   C12  C11  O10    69.25  30.0  1
 451  Var_06    C15   C14  O13  C12    77.45  30.0  1
 451  Var_07    C18   C17  O16  C15   173.23  30.0  1
 451  Var_08    O19   C18  C17  O16    66.83  30.0  1
 451  Var_09    C26   C15  O16  C17     3.26  30.0  1
 451  Var_10    C21   C20  O19  C18   174.09  30.0  1
 451  Var_11    O22   C21  C20  O19   -62.40  30.0  1
 451  Var_12    H30   C30  C28  N27    -0.38  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
 451  plan-1  C1    0.020
 451  plan-1  C2    0.020
 451  plan-1  C3    0.020
 451  plan-1  C4    0.020
 451  plan-1  C5    0.020
 451  plan-1  C6    0.020
 451  plan-1  O7    0.020
 451  plan-1  O22   0.020
 451  plan-1  N27   0.020
 451  plan-1  H1    0.020
 451  plan-1  H3    0.020
 451  plan-1  H6    0.020
 451  plan-2  O13   0.020
 451  plan-2  C14   0.020
 451  plan-2  C15   0.020
 451  plan-2  O16   0.020
 451  plan-2  C23   0.020
 451  plan-2  C24   0.020
 451  plan-2  C25   0.020
 451  plan-2  C26   0.020
 451  plan-2  H23   0.020
 451  plan-2  H24   0.020
 451  plan-2  H25   0.020
 451  plan-2  H26   0.020
 451  plan-3  C2    0.020
 451  plan-3  N27   0.020
 451  plan-3  C28   0.020
 451  plan-3  O29   0.020
 451  plan-3  C30   0.020
 451  plan-3  HN27  0.020

