# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 06:17:49 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: 17-{[ethyl(dihydroxy)-lambda~4~-sulfanyl]amino}-11,13-difluoro-2-methyl-6,7,8,9-tetrahydrodibenzo[4,5:7,8][1,6]dioxacyclododecino[3,2-c]pyridin-3(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[S](O)(O)Nc1ccc2Oc3c(F)cc(F)cc3CCCCOC4=CC(=O)N(C)C=C4c2c1
#
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
 89D  89D  17-{[ethyl(dihydroxy)-lambda~4~-sulfanyl]amino}-11,13-difluoro-2-methyl-6,7,8,9-tetrahydrodibenzo[4,5:7,8][1,6]dioxacyclododecino[3,2-c]pyridin-3(2H)-one  ligand  60  34  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_89D
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
 89D  C4    C  CR16  0  -0.497   4.3255   1.7652  -0.7399
 89D  C5    C  CR16  0  -0.587   2.9697   3.1375  -2.2032
 89D  C6    C  CR6   0  -0.031  -0.6502  -0.8584  -0.0678
 89D  C7    C  CR6   0   0.105   3.3067   0.8208  -0.6401
 89D  C8    C  CR6   0   0.320  -2.3357   0.4867   1.0334
 89D  C10   C  CR6   0   0.119   2.1027   1.0607  -1.3015
 89D  C13   C  CR16  0  -0.586   1.5225  -3.8824   0.4608
 89D  C15   C  CR6   0  -0.173  -0.0209  -2.1766  -0.3017
 89D  C17   C  CR6   0   0.566   1.3035  -4.6438  -0.7309
 89D  C20   C  CH2   0  -0.487   3.3736  -1.6926   2.3259
 89D  C21   C  CH2   0  -0.230   1.9927  -2.1737   2.7483
 89D  C22   C  CH3   0  -0.662  -6.5192   2.2237  -0.5018
 89D  C24   C  CH2   0  -0.526  -5.1248   2.0780   0.0786
 89D  C1    C  CR16  0  -0.290  -1.6452   1.6309   0.6589
 89D  C2    C  CR16  0  -0.331  -0.4749   1.5510  -0.0841
 89D  C3    C  CR16  0  -0.282  -1.8134  -0.7521   0.6762
 89D  C9    C  CR6   0   0.344   0.0042   0.3100  -0.4726
 89D  C11   C  CR6   0   0.563   4.1348   2.9002  -1.4994
 89D  C12   C  CR6   0   0.523   1.9733   2.1905  -2.0988
 89D  C14   C  CR16  0   0.036  -0.2086  -2.9078  -1.4253
 89D  C16   C  CR6   0   0.521   0.8762  -2.6983   0.6809
 89D  C18   C  CH2   0  -0.530   3.5303  -0.4526   0.1228
 89D  C19   C  CH2   0  -0.426   3.3675  -0.3171   1.6407
 89D  N25   N  NR6   0  -0.519   0.4086  -4.0929  -1.6438
 89D  N26   N  NH1   0  -0.797  -3.4853   0.5621   1.8566
 89D  O27   O  O     0  -0.528   1.8429  -5.7204  -0.9821
 89D  O28   O  OH1   0  -0.865  -5.4928   1.7533   2.5580
 89D  O29   O  OH1   0  -0.824  -4.5756  -0.3392  -0.2155
 89D  O30   O  O2    0  -0.506   1.1064   0.1285  -1.2594
 89D  O31   O  O2    0  -0.457   0.9910  -1.9375   1.7636
 89D  F32   F  F     0  -0.309   5.1216   3.8022  -1.5804
 89D  F33   F  F     0  -0.298   0.8412   2.3614  -2.7881
 89D  S34   S  S     0   0.864  -5.0694   0.6329   1.1771
 89D  H4    H  HCR6  0   0.283   5.2709   1.6007  -0.2377
 89D  H5    H  HCR6  0   0.309   2.8435   4.0176  -2.8196
 89D  H13   H  HCR6  0   0.282   2.2154  -4.3043   1.1756
 89D  H201  H  HCH2  0   0.258   3.9752  -1.6672   3.2369
 89D  H202  H  HCH2  0   0.241   3.8581  -2.4268   1.6766
 89D  H212  H  HCH2  0   0.248   2.0118  -3.2258   3.0465
 89D  H211  H  HCH2  0   0.260   1.6527  -1.5982   3.6088
 89D  H223  H  HCH3  0   0.252  -6.5486   3.0903  -1.1619
 89D  H222  H  HCH3  0   0.238  -6.8004   1.3480  -1.0855
 89D  H221  H  HCH3  0   0.238  -7.2597   2.3746   0.2828
 89D  H1    H  HCR6  0   0.268  -2.0162   2.6072   0.9465
 89D  H2    H  HCR6  0   0.276   0.0346   2.4687  -0.3404
 89D  H3    H  HCR6  0   0.251  -2.3033  -1.6543   1.0181
 89D  H14   H  HCR6  0   0.306  -0.8667  -2.5639  -2.2110
 89D  H182  H  HCH2  0   0.262   2.8672  -1.2277  -0.2595
 89D  H181  H  HCH2  0   0.261   4.5454  -0.8020  -0.0818
 89D  H191  H  HCH2  0   0.239   2.4475   0.2242   1.8747
 89D  H192  H  HCH2  0   0.244   4.1838   0.2968   2.0266
 89D  H233  H  HCH3  0   0.257   1.0787  -4.9803  -3.4274
 89D  H231  H  HCH3  0   0.257  -0.2788  -5.8065  -2.6509
 89D  H232  H  HCH3  0   0.254  -0.5385  -4.2702  -3.4864
 89D  H6    H  HOH1  0   0.430  -6.0419   1.2207   3.1438
 89D  H7    H  HOH1  0   0.440  -4.8585  -1.2390  -0.0153
 89D  H241  H  HCH2  0   0.275  -4.3809   1.9275  -0.7011
 89D  H242  H  HCH2  0   0.275  -4.8487   2.9474   0.6708
 89D  H26   H  HNH1  0   0.390  -3.4371   1.3158   2.5309
 89D  C23   C  CH3   0  -0.517   0.1560  -4.8336  -2.8703

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
 89D  C4   C7    single    1.393  0.020  1.393
 89D  C4   C11   aromatic  1.379  0.020  1.379
 89D  C5   C11   aromatic  1.382  0.020  1.382
 89D  C5   C12   aromatic  1.379  0.020  1.379
 89D  C6   C15   single    1.479  0.020  1.479
 89D  C6   C3    single    1.385  0.020  1.385
 89D  C6   C9    aromatic  1.399  0.020  1.399
 89D  C7   C10   aromatic  1.395  0.020  1.395
 89D  C7   C18   single    1.501  0.020  1.501
 89D  C8   C1    aromatic  1.388  0.020  1.388
 89D  C8   C3    aromatic  1.391  0.020  1.391
 89D  C8   N26   single    1.416  0.020  1.416
 89D  C10  C12   single    1.389  0.020  1.389
 89D  C10  O30   single    1.365  0.020  1.365
 89D  C13  C17   single    1.431  0.020  1.431
 89D  C13  C16   double    1.367  0.020  1.367
 89D  C15  C14   double    1.354  0.020  1.354
 89D  C15  C16   single    1.429  0.020  1.429
 89D  C17  N25   single    1.392  0.020  1.392
 89D  C17  O27   double    1.230  0.020  1.230
 89D  C20  C21   single    1.522  0.020  1.522
 89D  C20  C19   single    1.537  0.020  1.537
 89D  C21  O31   single    1.424  0.020  1.424
 89D  C22  C24   single    1.517  0.020  1.517
 89D  C24  S34   single    1.816  0.020  1.816
 89D  C1   C2    aromatic  1.389  0.020  1.389
 89D  C2   C9    single    1.386  0.020  1.386
 89D  C9   O30   single    1.366  0.020  1.366
 89D  C11  F32   single    1.339  0.020  1.339
 89D  C12  F33   single    1.336  0.020  1.336
 89D  C14  N25   single    1.354  0.020  1.354
 89D  C16  O31   single    1.328  0.020  1.328
 89D  C18  C19   single    1.533  0.020  1.533
 89D  C23  N25   single    1.455  0.020  1.455
 89D  N26  S34   single    1.725  0.020  1.725
 89D  O28  S34   single    1.828  0.020  1.828
 89D  O29  S34   single    1.769  0.020  1.769
 89D  C4   H4    single    0.930  0.020  1.080
 89D  C5   H5    single    0.930  0.020  1.080
 89D  C13  H13   single    0.930  0.020  1.080
 89D  C20  H201  single    0.970  0.020  1.090
 89D  C20  H202  single    0.970  0.020  1.090
 89D  C21  H212  single    0.970  0.020  1.090
 89D  C21  H211  single    0.970  0.020  1.090
 89D  C22  H223  single    0.970  0.020  1.090
 89D  C22  H222  single    0.970  0.020  1.090
 89D  C22  H221  single    0.970  0.020  1.090
 89D  C24  H241  single    0.970  0.020  1.090
 89D  C24  H242  single    0.970  0.020  1.090
 89D  C1   H1    single    0.930  0.020  1.080
 89D  C2   H2    single    0.930  0.020  1.080
 89D  C3   H3    single    0.930  0.020  1.080
 89D  C14  H14   single    0.930  0.020  1.080
 89D  C18  H182  single    0.970  0.020  1.090
 89D  C18  H181  single    0.970  0.020  1.090
 89D  C19  H191  single    0.970  0.020  1.090
 89D  C19  H192  single    0.970  0.020  1.090
 89D  C23  H233  single    0.970  0.020  1.090
 89D  C23  H231  single    0.970  0.020  1.090
 89D  C23  H232  single    0.970  0.020  1.090
 89D  N26  H26   single    0.890  0.020  1.040
 89D  O28  H6    single    0.850  0.020  0.980
 89D  O29  H7    single    0.850  0.020  0.980

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
 89D  H4    C4   C11   120.07  3.000
 89D  H4    C4   C7    120.15  3.000
 89D  C11   C4   C7    119.77  3.000
 89D  H5    C5   C12   121.17  3.000
 89D  H5    C5   C11   121.89  3.000
 89D  C12   C5   C11   116.93  3.000
 89D  C9    C6   C3    118.96  3.000
 89D  C9    C6   C15   119.96  3.000
 89D  C3    C6   C15   120.70  3.000
 89D  C18   C7   C10   121.03  3.000
 89D  C18   C7   C4    120.18  3.000
 89D  C10   C7   C4    118.75  3.000
 89D  N26   C8   C3    120.10  3.000
 89D  N26   C8   C1    121.12  3.000
 89D  C3    C8   C1    118.56  3.000
 89D  O30   C10  C12   120.35  3.000
 89D  O30   C10  C7    119.87  3.000
 89D  C12   C10  C7    119.51  3.000
 89D  H13   C13  C16   122.31  3.000
 89D  H13   C13  C17   116.17  3.000
 89D  C16   C13  C17   121.51  3.000
 89D  C16   C15  C14   117.43  3.000
 89D  C16   C15  C6    118.92  3.000
 89D  C14   C15  C6    123.61  3.000
 89D  O27   C17  N25   119.62  3.000
 89D  O27   C17  C13   124.66  3.000
 89D  N25   C17  C13   115.72  3.000
 89D  H202  C20  H201  105.48  3.000
 89D  H202  C20  C19   109.76  3.000
 89D  H201  C20  C19   110.70  3.000
 89D  H202  C20  C21   110.77  3.000
 89D  H201  C20  C21   106.00  3.000
 89D  C19   C20  C21   113.77  3.000
 89D  H211  C21  H212  107.35  3.000
 89D  H211  C21  O31   103.83  3.000
 89D  H212  C21  O31   111.12  3.000
 89D  H211  C21  C20   109.59  3.000
 89D  H212  C21  C20   111.33  3.000
 89D  O31   C21  C20   113.19  3.000
 89D  H221  C22  H222  108.78  3.000
 89D  H221  C22  H223  107.93  3.000
 89D  H222  C22  H223  107.92  3.000
 89D  H221  C22  C24   111.25  3.000
 89D  H222  C22  C24   111.40  3.000
 89D  H223  C22  C24   109.44  3.000
 89D  H242  C24  H241  109.10  3.000
 89D  H242  C24  S34   107.40  3.000
 89D  H241  C24  S34   107.61  3.000
 89D  H242  C24  C22   111.39  3.000
 89D  H241  C24  C22   111.55  3.000
 89D  S34   C24  C22   109.62  3.000
 89D  H1    C1   C2    118.85  3.000
 89D  H1    C1   C8    120.07  3.000
 89D  C2    C1   C8    121.08  3.000
 89D  H2    C2   C9    122.08  3.000
 89D  H2    C2   C1    118.39  3.000
 89D  C9    C2   C1    119.53  3.000
 89D  H3    C3   C8    119.43  3.000
 89D  H3    C3   C6    119.08  3.000
 89D  C8    C3   C6    121.44  3.000
 89D  O30   C9   C2    124.00  3.000
 89D  O30   C9   C6    115.66  3.000
 89D  C2    C9   C6    120.33  3.000
 89D  F32   C11  C5    118.34  3.000
 89D  F32   C11  C4    119.07  3.000
 89D  C5    C11  C4    122.58  3.000
 89D  F33   C12  C10   118.62  3.000
 89D  F33   C12  C5    119.04  3.000
 89D  C10   C12  C5    122.34  3.000
 89D  H14   C14  N25   116.01  3.000
 89D  H14   C14  C15   121.06  3.000
 89D  N25   C14  C15   122.93  3.000
 89D  O31   C16  C15   113.93  3.000
 89D  O31   C16  C13   125.92  3.000
 89D  C15   C16  C13   120.15  3.000
 89D  H181  C18  H182  105.80  3.000
 89D  H181  C18  C19   108.20  3.000
 89D  H182  C18  C19   110.23  3.000
 89D  H181  C18  C7    108.32  3.000
 89D  H182  C18  C7    109.54  3.000
 89D  C19   C18  C7    114.36  3.000
 89D  H192  C19  H191  105.97  3.000
 89D  H192  C19  C18   108.68  3.000
 89D  H191  C19  C18   110.20  3.000
 89D  H192  C19  C20   110.04  3.000
 89D  H191  C19  C20   110.56  3.000
 89D  C18   C19  C20   111.23  3.000
 89D  C23   N25  C14   120.17  3.000
 89D  C23   N25  C17   117.58  3.000
 89D  C14   N25  C17   122.25  3.000
 89D  H26   N26  S34   105.99  3.000
 89D  H26   N26  C8    112.84  3.000
 89D  S34   N26  C8    121.24  3.000
 89D  H6    O28  S34   104.63  3.000
 89D  H7    O29  S34   105.52  3.000
 89D  C9    O30  C10   121.05  3.000
 89D  C16   O31  C21   121.96  3.000
 89D  O29   S34  O28   175.11  3.000
 89D  O29   S34  N26    91.79  3.000
 89D  O28   S34  N26    86.58  3.000
 89D  O29   S34  C24    88.26  3.000
 89D  O28   S34  C24    87.83  3.000
 89D  N26   S34  C24   107.39  3.000
 89D  H232  C23  H231  108.83  3.000
 89D  H232  C23  H233  108.78  3.000
 89D  H231  C23  H233  108.76  3.000
 89D  H232  C23  N25   108.98  3.000
 89D  H231  C23  N25   110.77  3.000
 89D  H233  C23  N25   110.68  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
 89D  CONST_01  C12   C10  C7   C4      0.00   0.0  0
 89D  CONST_02  C12   C5   C11  C4      0.00   0.0  0
 89D  CONST_03  C7    C4   C11  C5      0.00   0.0  0
 89D  CONST_04  C7    C10  C12  C5      0.00   0.0  0
 89D  CONST_05  C1    C8   C3   C6      0.00   0.0  0
 89D  CONST_06  C1    C2   C9   C6      0.00   0.0  0
 89D  CONST_07  C9    C2   C1   C8      0.00   0.0  0
 89D  CONST_08  C9    C6   C3   C8      0.00   0.0  0
 89D  CONST_09  C11   C4   C7   C10     0.00   0.0  0
 89D  CONST_10  C11   C5   C12  C10     0.00   0.0  0
 89D  CONST_11  C3    C8   C1   C2      0.00   0.0  0
 89D  CONST_12  C3    C6   C9   C2      0.00   0.0  0
 89D  CONST_13  C14   N25  C17  C13     0.00   0.0  0
 89D  CONST_14  N26   C8   C3   C6    180.00   0.0  0
 89D  CONST_15  F32   C11  C4   C7    180.00   0.0  0
 89D  CONST_16  F33   C12  C10  C7    180.00   0.0  0
 89D  CONST_17  N26   C8   C1   C2    180.00   0.0  0
 89D  CONST_18  F33   C12  C5   C11   180.00   0.0  0
 89D  CONST_19  F32   C11  C5   C12   180.00   0.0  0
 89D  CONST_20  F33   C12  C10  O30     0.00   0.0  0
 89D  CONST_21  C23   N25  C17  C13   180.00   0.0  0
 89D  CONST_22  O27   C17  N25  C14   180.00   0.0  0
 89D  CONST_23  H5    C5   C11  C4    180.00   0.0  0
 89D  CONST_24  H4    C4   C11  C5    180.00   0.0  0
 89D  CONST_25  H2    C2   C9   C6    180.00   0.0  0
 89D  CONST_26  H3    C3   C6   C15     0.00   0.0  0
 89D  CONST_27  H1    C1   C8   C3    180.00   0.0  0
 89D  CONST_30  O27   C17  N25  C23     0.00   0.0  0
 89D  Var_01    C19   C18  C7   C4     81.34  30.0  1
 89D  Var_02    C20   C19  C18  C7    170.34  30.0  1
 89D  Var_03    C2    C9   O30  C10    25.87  30.0  1
 89D  Var_04    C18   C19  C20  C21  -103.38  30.0  1
 89D  Var_05    C14   C15  C6   C3     97.08  30.0  1
 89D  Var_06    C12   C10  O30  C9    -81.19  30.0  1
 89D  Var_07    O31   C21  C20  C19    42.71  30.0  1
 89D  Var_08    H212  C21  O31  C16   -49.13  30.0  1
 89D  Var_09    H233  C23  N25  C17   -59.06  30.0  3
 89D  Var_10    C24   S34  N26  C8    -57.40  30.0  3
 89D  Var_11    N26   S34  C24  C22  -177.55  30.0  3
 89D  Var_12    H223  C22  C24  S34  -179.88  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
 89D  plan-1  C4   0.020
 89D  plan-1  C5   0.020
 89D  plan-1  C7   0.020
 89D  plan-1  C10  0.020
 89D  plan-1  C11  0.020
 89D  plan-1  C12  0.020
 89D  plan-1  C18  0.020
 89D  plan-1  O30  0.020
 89D  plan-1  F32  0.020
 89D  plan-1  F33  0.020
 89D  plan-1  H4   0.020
 89D  plan-1  H5   0.020
 89D  plan-2  C6   0.020
 89D  plan-2  C8   0.020
 89D  plan-2  C15  0.020
 89D  plan-2  C1   0.020
 89D  plan-2  C2   0.020
 89D  plan-2  C3   0.020
 89D  plan-2  C9   0.020
 89D  plan-2  N26  0.020
 89D  plan-2  O30  0.020
 89D  plan-2  H1   0.020
 89D  plan-2  H2   0.020
 89D  plan-2  H3   0.020
 89D  plan-3  C6   0.020
 89D  plan-3  C13  0.020
 89D  plan-3  C15  0.020
 89D  plan-3  C17  0.020
 89D  plan-3  C14  0.020
 89D  plan-3  C16  0.020
 89D  plan-3  N25  0.020
 89D  plan-3  O27  0.020
 89D  plan-3  O31  0.020
 89D  plan-3  H13  0.020
 89D  plan-3  H14  0.020
 89D  plan-3  C23  0.020
 89D  plan-4  C8   0.020
 89D  plan-4  N26  0.020
 89D  plan-4  S34  0.020
 89D  plan-4  H26  0.020

