# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:25:25 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: ethyl (2,3,4-trimethoxy-6-octanoylphenyl)acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC(=O)c1cc(OC)c(OC)c(OC)c1CC(=O)OCC
#
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
 TMY  TMY  'ethyl (2,3,4-trimethoxy-6-octanoylphenyl)acetate'  ligand  59  27  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TMY
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
 TMY  C1    C  CR6   0   0.033  -1.8551  -0.2007   0.3462
 TMY  C2    C  CR6   0   0.258  -3.0404   0.5384   0.4140
 TMY  C3    C  CR6   0   0.224  -3.0967   1.8719   0.0185
 TMY  C4    C  CR6   0   0.356  -1.9403   2.5135  -0.4388
 TMY  C5    C  CR16  0  -0.473  -0.7562   1.7969  -0.4956
 TMY  C6    C  CR6   0  -0.012  -0.7047   0.4552  -0.1101
 TMY  C13   C  CH2   0  -0.695  -1.8537  -1.6232   0.8302
 TMY  C14   C  C     0   0.628  -1.8024  -2.6258  -0.2939
 TMY  O15   O  O     0  -0.457  -2.1838  -2.4147  -1.4186
 TMY  O16   O  O2    0  -0.456  -1.3526  -3.7996   0.1213
 TMY  C17   C  CH2   0  -0.181  -1.2837  -4.8687  -0.8335
 TMY  C18   C  CH3   0  -0.688  -0.6604  -6.0607  -0.1486
 TMY  C19   C  C     0   0.377   0.6010  -0.2603  -0.2218
 TMY  C20   C  CH2   0  -0.590   1.8667   0.5639  -0.2156
 TMY  C21   C  CH2   0  -0.413   3.1447  -0.2441  -0.0550
 TMY  C22   C  CH2   0  -0.415   4.3751   0.6556  -0.0380
 TMY  C23   C  CH2   0  -0.413   5.6787  -0.1188   0.1070
 TMY  C24   C  CH2   0  -0.407   6.9071   0.7823   0.1307
 TMY  C25   C  CH2   0  -0.419   8.2180   0.0162   0.2591
 TMY  C26   C  CH3   0  -0.663   9.4342   0.9320   0.2830
 TMY  O27   O  O     0  -0.397   0.6469  -1.4700  -0.3098
 TMY  O28   O  O2    0  -0.487  -4.1710  -0.0297   0.9073
 TMY  O29   O  O2    0  -0.477  -4.2692   2.5448   0.0635
 TMY  O30   O  O2    0  -0.461  -2.0812   3.7993  -0.7939
 TMY  C31   C  CH3   0  -0.416  -5.0661  -0.5324  -0.0795
 TMY  C32   C  CH3   0  -0.411  -4.5010   3.2470   1.2808
 TMY  C33   C  CH3   0  -0.443  -0.9392   4.5042  -1.2419
 TMY  H5    H  HCR6  0   0.291   0.1415   2.2790  -0.8532
 TMY  H13   H  HCH2  0   0.289  -1.0390  -1.8076   1.5302
 TMY  H17   H  HCH2  0   0.233  -2.2874  -5.1067  -1.1918
 TMY  H17A  H  HCH2  0   0.233  -0.6862  -4.5582  -1.6929
 TMY  H18   H  HCH3  0   0.236   0.3536  -5.8453   0.1881
 TMY  H18A  H  HCH3  0   0.236  -1.2503  -6.3864   0.7081
 TMY  H18B  H  HCH3  0   0.239  -0.6087  -6.8908  -0.8525
 TMY  H20   H  HCH2  0   0.273   1.9090   1.1284  -1.1546
 TMY  H20A  H  HCH2  0   0.267   1.7885   1.3218   0.5703
 TMY  H21   H  HCH2  0   0.224   3.1061  -0.8241   0.8717
 TMY  H21A  H  HCH2  0   0.223   3.2361  -0.9672  -0.8690
 TMY  H22   H  HCH2  0   0.211   4.4057   1.2475  -0.9598
 TMY  H22A  H  HCH2  0   0.212   4.2871   1.3771   0.7818
 TMY  H23   H  HCH2  0   0.208   5.6484  -0.7160   1.0253
 TMY  H23A  H  HCH2  0   0.208   5.7699  -0.8347  -0.7174
 TMY  H24   H  HCH2  0   0.206   6.9303   1.3880  -0.7825
 TMY  H24A  H  HCH2  0   0.207   6.8190   1.4921   0.9610
 TMY  H25   H  HCH2  0   0.210   8.1960  -0.5904   1.1701
 TMY  H25A  H  HCH2  0   0.210   8.3065  -0.6905  -0.5721
 TMY  H26   H  HCH3  0   0.216   9.4926   1.5301  -0.6285
 TMY  H26A  H  HCH3  0   0.216   9.3889   1.6224   1.1271
 TMY  H26B  H  HCH3  0   0.226  10.3633   0.3671   0.3671
 TMY  H31   H  HCH3  0   0.230  -5.4983   0.2719  -0.6778
 TMY  H31A  H  HCH3  0   0.224  -4.5677  -1.2409  -0.7443
 TMY  H31B  H  HCH3  0   0.242  -5.8661  -1.0466   0.4490
 TMY  H32   H  HCH3  0   0.227  -3.7378   4.0077   1.4589
 TMY  H32A  H  HCH3  0   0.242  -5.4681   3.7363   1.1860
 TMY  H32B  H  HCH3  0   0.226  -4.5323   2.5677   2.1353
 TMY  H33   H  HCH3  0   0.232  -0.1565   4.5424  -0.4799
 TMY  H33A  H  HCH3  0   0.232  -0.5246   4.0703  -2.1553
 TMY  H33B  H  HCH3  0   0.265  -1.2689   5.5174  -1.4551
 TMY  H13A  H  HCH2  0   0.308  -2.7721  -1.8179   1.3903

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
 TMY  C1   C2    aromatic  1.398  0.020  1.398
 TMY  C1   C6    aromatic  1.401  0.020  1.401
 TMY  C1   C13   single    1.503  0.020  1.503
 TMY  C2   C3    aromatic  1.392  0.020  1.392
 TMY  C2   O28   single    1.358  0.020  1.358
 TMY  C3   C4    aromatic  1.399  0.020  1.399
 TMY  C3   O29   single    1.353  0.020  1.353
 TMY  C4   C5    aromatic  1.385  0.020  1.385
 TMY  C4   O30   single    1.341  0.020  1.341
 TMY  C5   C6    aromatic  1.397  0.020  1.397
 TMY  C6   C19   single    1.493  0.020  1.493
 TMY  C13  C14   single    1.507  0.020  1.507
 TMY  C14  O15   double    1.206  0.020  1.206
 TMY  C14  O16   single    1.324  0.020  1.324
 TMY  O16  C17   single    1.435  0.020  1.435
 TMY  C17  C18   single    1.509  0.020  1.509
 TMY  C19  C20   single    1.510  0.020  1.510
 TMY  C19  O27   double    1.214  0.020  1.214
 TMY  C20  C21   single    1.521  0.020  1.521
 TMY  C21  C22   single    1.524  0.020  1.524
 TMY  C22  C23   single    1.523  0.020  1.523
 TMY  C23  C24   single    1.524  0.020  1.524
 TMY  C24  C25   single    1.524  0.020  1.524
 TMY  C25  C26   single    1.523  0.020  1.523
 TMY  O28  C31   single    1.424  0.020  1.424
 TMY  O29  C32   single    1.424  0.020  1.424
 TMY  O30  C33   single    1.415  0.020  1.415
 TMY  C5   H5    single    0.930  0.020  1.080
 TMY  C13  H13   single    0.970  0.020  1.090
 TMY  C17  H17   single    0.970  0.020  1.090
 TMY  C17  H17A  single    0.970  0.020  1.090
 TMY  C18  H18   single    0.970  0.020  1.090
 TMY  C18  H18A  single    0.970  0.020  1.090
 TMY  C18  H18B  single    0.970  0.020  1.090
 TMY  C20  H20   single    0.970  0.020  1.090
 TMY  C20  H20A  single    0.970  0.020  1.090
 TMY  C21  H21   single    0.970  0.020  1.090
 TMY  C21  H21A  single    0.970  0.020  1.090
 TMY  C22  H22   single    0.970  0.020  1.090
 TMY  C22  H22A  single    0.970  0.020  1.090
 TMY  C23  H23   single    0.970  0.020  1.090
 TMY  C23  H23A  single    0.970  0.020  1.090
 TMY  C24  H24   single    0.970  0.020  1.090
 TMY  C24  H24A  single    0.970  0.020  1.090
 TMY  C25  H25   single    0.970  0.020  1.090
 TMY  C25  H25A  single    0.970  0.020  1.090
 TMY  C26  H26   single    0.970  0.020  1.090
 TMY  C26  H26A  single    0.970  0.020  1.090
 TMY  C26  H26B  single    0.970  0.020  1.090
 TMY  C31  H31   single    0.970  0.020  1.090
 TMY  C31  H31A  single    0.970  0.020  1.090
 TMY  C31  H31B  single    0.970  0.020  1.090
 TMY  C32  H32   single    0.970  0.020  1.090
 TMY  C32  H32A  single    0.970  0.020  1.090
 TMY  C32  H32B  single    0.970  0.020  1.090
 TMY  C33  H33   single    0.970  0.020  1.090
 TMY  C33  H33A  single    0.970  0.020  1.090
 TMY  C33  H33B  single    0.970  0.020  1.090
 TMY  C13  H13A  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
 TMY  C13   C1   C6    123.19  3.000
 TMY  C13   C1   C2    119.05  3.000
 TMY  C6    C1   C2    117.68  3.000
 TMY  O28   C2   C3    118.05  3.000
 TMY  O28   C2   C1    120.14  3.000
 TMY  C3    C2   C1    121.79  3.000
 TMY  O29   C3   C4    119.94  3.000
 TMY  O29   C3   C2    120.14  3.000
 TMY  C4    C3   C2    119.91  3.000
 TMY  O30   C4   C5    125.09  3.000
 TMY  O30   C4   C3    116.06  3.000
 TMY  C5    C4   C3    118.86  3.000
 TMY  H5    C5   C6    119.31  3.000
 TMY  H5    C5   C4    119.55  3.000
 TMY  C6    C5   C4    121.14  3.000
 TMY  C19   C6   C5    118.16  3.000
 TMY  C19   C6   C1    121.22  3.000
 TMY  C5    C6   C1    120.62  3.000
 TMY  H13A  C13  H13   105.59  3.000
 TMY  H13A  C13  C14   106.99  3.000
 TMY  H13   C13  C14   109.94  3.000
 TMY  H13A  C13  C1    109.44  3.000
 TMY  H13   C13  C1    111.58  3.000
 TMY  C14   C13  C1    112.93  3.000
 TMY  O16   C14  O15   123.72  3.000
 TMY  O16   C14  C13   111.56  3.000
 TMY  O15   C14  C13   124.63  3.000
 TMY  C17   O16  C14   117.91  3.000
 TMY  H17A  C17  H17   107.86  3.000
 TMY  H17A  C17  C18   110.84  3.000
 TMY  H17   C17  C18   110.87  3.000
 TMY  H17A  C17  O16   109.76  3.000
 TMY  H17   C17  O16   109.67  3.000
 TMY  C18   C17  O16   107.83  3.000
 TMY  H18B  C18  H18A  107.81  3.000
 TMY  H18B  C18  H18   107.81  3.000
 TMY  H18A  C18  H18   108.64  3.000
 TMY  H18B  C18  C17   109.16  3.000
 TMY  H18A  C18  C17   111.67  3.000
 TMY  H18   C18  C17   111.61  3.000
 TMY  O27   C19  C20   120.83  3.000
 TMY  O27   C19  C6    121.07  3.000
 TMY  C20   C19  C6    118.10  3.000
 TMY  H20A  C20  H20   105.14  3.000
 TMY  H20A  C20  C21   110.62  3.000
 TMY  H20   C20  C21   109.37  3.000
 TMY  H20A  C20  C19   108.72  3.000
 TMY  H20   C20  C19   108.04  3.000
 TMY  C21   C20  C19   114.50  3.000
 TMY  H21A  C21  H21   106.45  3.000
 TMY  H21A  C21  C22   109.35  3.000
 TMY  H21   C21  C22   109.39  3.000
 TMY  H21A  C21  C20   110.08  3.000
 TMY  H21   C21  C20   109.97  3.000
 TMY  C22   C21  C20   111.47  3.000
 TMY  H22A  C22  H22   106.02  3.000
 TMY  H22A  C22  C23   109.41  3.000
 TMY  H22   C22  C23   109.31  3.000
 TMY  H22A  C22  C21   109.40  3.000
 TMY  H22   C22  C21   109.39  3.000
 TMY  C23   C22  C21   113.07  3.000
 TMY  H23A  C23  H23   106.06  3.000
 TMY  H23A  C23  C24   109.33  3.000
 TMY  H23   C23  C24   109.36  3.000
 TMY  H23A  C23  C22   109.38  3.000
 TMY  H23   C23  C22   109.46  3.000
 TMY  C24   C23  C22   113.01  3.000
 TMY  H24A  C24  H24   105.97  3.000
 TMY  H24A  C24  C25   109.32  3.000
 TMY  H24   C24  C25   109.25  3.000
 TMY  H24A  C24  C23   109.28  3.000
 TMY  H24   C24  C23   109.32  3.000
 TMY  C25   C24  C23   113.43  3.000
 TMY  H25A  C25  H25   106.01  3.000
 TMY  H25A  C25  C26   109.61  3.000
 TMY  H25   C25  C26   109.65  3.000
 TMY  H25A  C25  C24   109.28  3.000
 TMY  H25   C25  C24   109.36  3.000
 TMY  C26   C25  C24   112.71  3.000
 TMY  H26B  C26  H26A  107.66  3.000
 TMY  H26B  C26  H26   107.61  3.000
 TMY  H26A  C26  H26   107.53  3.000
 TMY  H26B  C26  C25   111.73  3.000
 TMY  H26A  C26  C25   111.07  3.000
 TMY  H26   C26  C25   111.05  3.000
 TMY  C31   O28  C2    114.79  3.000
 TMY  C32   O29  C3    114.51  3.000
 TMY  C33   O30  C4    118.47  3.000
 TMY  H31B  C31  H31A  108.95  3.000
 TMY  H31B  C31  H31   108.87  3.000
 TMY  H31A  C31  H31   108.97  3.000
 TMY  H31B  C31  O28   107.01  3.000
 TMY  H31A  C31  O28   111.35  3.000
 TMY  H31   C31  O28   111.63  3.000
 TMY  H32B  C32  H32A  108.81  3.000
 TMY  H32B  C32  H32   109.01  3.000
 TMY  H32A  C32  H32   108.80  3.000
 TMY  H32B  C32  O29   111.51  3.000
 TMY  H32A  C32  O29   106.97  3.000
 TMY  H32   C32  O29   111.65  3.000
 TMY  H33B  C33  H33A  108.74  3.000
 TMY  H33B  C33  H33   108.76  3.000
 TMY  H33A  C33  H33   108.95  3.000
 TMY  H33B  C33  O30   106.37  3.000
 TMY  H33A  C33  O30   111.90  3.000
 TMY  H33   C33  O30   112.00  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
 TMY  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 TMY  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 TMY  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 TMY  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 TMY  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 TMY  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 TMY  CONST_07  O29  C3   C2   C1    180.00   0.0  0
 TMY  CONST_08  C19  C6   C1   C2    180.00   0.0  0
 TMY  CONST_09  O30  C4   C3   C2    180.00   0.0  0
 TMY  CONST_10  C13  C1   C2   C3    180.00   0.0  0
 TMY  CONST_11  O28  C2   C3   C4    180.00   0.0  0
 TMY  CONST_12  C19  C6   C5   C4    180.00   0.0  0
 TMY  CONST_13  O29  C3   C4   C5    180.00   0.0  0
 TMY  CONST_14  C13  C1   C6   C5    180.00   0.0  0
 TMY  CONST_15  O28  C2   C1   C6    180.00   0.0  0
 TMY  CONST_16  O30  C4   C5   C6    180.00   0.0  0
 TMY  CONST_17  H5   C5   C6   C1    180.00   0.0  0
 TMY  Var_01    C20  C19  C6   C1   -157.77  30.0  2
 TMY  Var_02    C14  C13  C1   C2    106.41  30.0  2
 TMY  Var_03    O15  C14  C13  C1    -24.85  30.0  3
 TMY  Var_04    C21  C20  C19  C6    168.45  30.0  3
 TMY  Var_05    H31  C31  O28  C2    -66.82  30.0  3
 TMY  Var_06    H32  C32  O29  C3     61.24  30.0  3
 TMY  Var_07    H33  C33  O30  C4    -60.21  30.0  3
 TMY  Var_08    C18  C17  O16  C14   176.31  30.0  3
 TMY  Var_09    C22  C21  C20  C19  -179.19  30.0  3
 TMY  Var_10    C23  C22  C21  C20  -179.40  30.0  3
 TMY  Var_11    C24  C23  C22  C21  -179.72  30.0  3
 TMY  Var_12    C25  C24  C23  C22  -179.33  30.0  3
 TMY  Var_13    C26  C25  C24  C23  -179.93  30.0  3
 TMY  Var_14    H18  C18  C17  O16   -61.60  30.0  3
 TMY  Var_15    H26  C26  C25  C24   -59.38  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
 TMY  plan-1  C1   0.020
 TMY  plan-1  C2   0.020
 TMY  plan-1  C3   0.020
 TMY  plan-1  C4   0.020
 TMY  plan-1  C5   0.020
 TMY  plan-1  C6   0.020
 TMY  plan-1  C13  0.020
 TMY  plan-1  C19  0.020
 TMY  plan-1  O28  0.020
 TMY  plan-1  O29  0.020
 TMY  plan-1  O30  0.020
 TMY  plan-1  H5   0.020
 TMY  plan-2  C6   0.020
 TMY  plan-2  C19  0.020
 TMY  plan-2  C20  0.020
 TMY  plan-2  O27  0.020
 TMY  plan-3  C13  0.020
 TMY  plan-3  C14  0.020
 TMY  plan-3  O15  0.020
 TMY  plan-3  O16  0.020

