# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jul  9 03:27:44 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl N,N-dimethylglycinate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1OC(=O)[C@H](C)[C@@H](OC(=O)CN(C)C)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@H]1C
#
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
 Z18  Z18  '(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl N,N-dimethylglycinate'  ligand  62  27  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_Z18
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
 Z18  N     N  NT    0  -0.401   4.5125   0.0656   1.2344
 Z18  C1    C  C1    0  -0.342  -2.9809  -0.5875   0.7575
 Z18  O1    O  O2    0  -0.450  -0.8991   1.3353  -0.7759
 Z18  C2    C  C1    0  -0.120  -2.8209   0.6640   1.1804
 Z18  O2    O  O     0  -0.464  -0.4955   2.5297  -2.6201
 Z18  C3    C  CH1   0  -0.342  -2.9759   1.8627   0.3014
 Z18  O3    O  O2    0  -0.467   1.3348  -0.3246  -0.4079
 Z18  C4    C  CH3   0  -0.671  -3.8218   2.9446   0.9709
 Z18  O4    O  O     0  -0.440   3.3935  -0.7118  -1.2103
 Z18  C5    C  CH1   0   0.036  -1.5976   2.4087  -0.1128
 Z18  O5    O  O     0  -0.409  -2.7399  -1.7811   2.7827
 Z18  C6    C  CH2   0  -0.446  -0.7261   2.9054   1.0313
 Z18  C7    C  CH3   0  -0.678   0.6082   3.4781   0.5726
 Z18  C8    C  C     0   0.633  -0.3802   1.5144  -1.9761
 Z18  C9    C  CH1   0  -0.426   0.3950   0.3245  -2.5211
 Z18  C10   C  CH3   0  -0.676  -0.2397  -0.1181  -3.8426
 Z18  C11   C  CH1   0   0.090   0.6703  -0.8451  -1.5682
 Z18  C12   C  C     0   0.581   2.6598  -0.3340  -0.3344
 Z18  C13   C  CH2   0  -0.407   3.1032   0.2293   0.9990
 Z18  C14   C  CH3   0  -0.521   4.9917   0.9938   2.2379
 Z18  C15   C  CH3   0  -0.529   4.8457  -1.2988   1.5905
 Z18  C16   C  CH1   0  -0.289  -0.5519  -1.7030  -1.1532
 Z18  C17   C  CH3   0  -0.677  -0.6544  -2.9101  -2.0872
 Z18  C18   C  CH2   0  -0.439  -0.4929  -2.1873   0.3022
 Z18  C19   C  CH1   0  -0.364  -1.8121  -2.8191   0.8284
 Z18  C20   C  CH3   0  -0.664  -1.5454  -4.0465   1.6851
 Z18  C21   C  C     0   0.383  -2.5691  -1.7437   1.5816
 Z18  H1    H  H     0   0.264  -3.2777  -0.7816  -0.2680
 Z18  H2    H  H     0   0.263  -2.4843   0.8428   2.1989
 Z18  H3    H  HCH1  0   0.263  -3.4797   1.5568  -0.6215
 Z18  H4    H  HCH3  0   0.232  -3.4290   3.2214   1.9495
 Z18  H4A   H  HCH3  0   0.240  -3.8653   3.8451   0.3566
 Z18  H4B   H  HCH3  0   0.249  -4.8419   2.5896   1.1136
 Z18  H5    H  HCH1  0   0.255  -1.7628   3.2257  -0.8197
 Z18  H6    H  HCH2  0   0.240  -1.2806   3.6836   1.5604
 Z18  H6A   H  HCH2  0   0.236  -0.5560   2.1018   1.7528
 Z18  H7    H  HCH3  0   0.240   1.1596   3.8870   1.4189
 Z18  H7A   H  HCH3  0   0.222   1.2403   2.7179   0.1144
 Z18  H7B   H  HCH3  0   0.229   0.4706   4.2788  -0.1549
 Z18  H9    H  HCH1  0   0.291   1.3755   0.7393  -2.7826
 Z18  H10   H  HCH3  0   0.259  -0.2613   0.7118  -4.5456
 Z18  H10A  H  HCH3  0   0.248   0.3500  -0.9146  -4.2947
 Z18  H10B  H  HCH3  0   0.239  -1.2609  -0.4774  -3.7147
 Z18  H11   H  HCH1  0   0.258   1.3721  -1.5006  -2.0924
 Z18  H13   H  HCH2  0   0.241   2.4729  -0.2016   1.7950
 Z18  H13A  H  HCH2  0   0.278   2.8625   1.2975   0.9784
 Z18  H14   H  HCH3  0   0.197   4.5547   0.8280   3.2345
 Z18  H14A  H  HCH3  0   0.237   6.0745   0.9037   2.3337
 Z18  H14B  H  HCH3  0   0.235   4.7673   2.0193   1.9412
 Z18  H15   H  HCH3  0   0.238   4.5565  -1.9898   0.7997
 Z18  H15A  H  HCH3  0   0.237   5.9235  -1.3911   1.7278
 Z18  H15B  H  HCH3  0   0.197   4.3582  -1.6259   2.5216
 Z18  H16   H  HCH1  0   0.242  -1.4521  -1.0981  -1.2749
 Z18  H17   H  HCH3  0   0.226   0.2217  -3.5531  -1.9778
 Z18  H17A  H  HCH3  0   0.239  -1.5366  -3.5129  -1.8686
 Z18  H17B  H  HCH3  0   0.246  -0.7245  -2.6221  -3.1345
 Z18  H18   H  HCH2  0   0.242   0.3016  -2.9356   0.3915
 Z18  H18A  H  HCH2  0   0.263  -0.2078  -1.3702   0.9662
 Z18  H19   H  HCH1  0   0.262  -2.4338  -3.1149  -0.0246
 Z18  H20   H  HCH3  0   0.226  -0.8917  -3.8126   2.5260
 Z18  H20A  H  HCH3  0   0.233  -2.4656  -4.4740   2.0831
 Z18  H20B  H  HCH3  0   0.233  -1.0524  -4.8129   1.0866

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
 Z18  N    C13   single  1.438  0.020  1.438
 Z18  N    C14   single  1.449  0.020  1.449
 Z18  N    C15   single  1.449  0.020  1.449
 Z18  C1   C2    double  1.331  0.020  1.331
 Z18  C1   C21   single  1.478  0.020  1.478
 Z18  O1   C5    single  1.442  0.020  1.442
 Z18  O1   C8    single  1.320  0.020  1.320
 Z18  C2   C3    single  1.495  0.020  1.495
 Z18  O2   C8    double  1.208  0.020  1.208
 Z18  C3   C4    single  1.528  0.020  1.528
 Z18  C3   C5    single  1.539  0.020  1.539
 Z18  O3   C11   single  1.435  0.020  1.435
 Z18  O3   C12   single  1.327  0.020  1.327
 Z18  O4   C12   double  1.203  0.020  1.203
 Z18  C5   C6    single  1.522  0.020  1.522
 Z18  O5   C21   double  1.214  0.020  1.214
 Z18  C6   C7    single  1.523  0.020  1.523
 Z18  C8   C9    single  1.521  0.020  1.521
 Z18  C9   C10   single  1.531  0.020  1.531
 Z18  C9   C11   single  1.534  0.020  1.534
 Z18  C11  C16   single  1.550  0.020  1.550
 Z18  C12  C13   single  1.514  0.020  1.514
 Z18  C16  C17   single  1.530  0.020  1.530
 Z18  C16  C18   single  1.535  0.020  1.535
 Z18  C18  C19   single  1.555  0.020  1.555
 Z18  C19  C20   single  1.520  0.020  1.520
 Z18  C19  C21   single  1.515  0.020  1.515
 Z18  C1   H1    single  0.930  0.020  1.080
 Z18  C2   H2    single  0.930  0.020  1.080
 Z18  C3   H3    single  0.970  0.020  1.090
 Z18  C4   H4    single  0.970  0.020  1.090
 Z18  C4   H4A   single  0.970  0.020  1.090
 Z18  C4   H4B   single  0.970  0.020  1.090
 Z18  C5   H5    single  0.970  0.020  1.090
 Z18  C6   H6    single  0.970  0.020  1.090
 Z18  C6   H6A   single  0.970  0.020  1.090
 Z18  C7   H7    single  0.970  0.020  1.090
 Z18  C7   H7A   single  0.970  0.020  1.090
 Z18  C7   H7B   single  0.970  0.020  1.090
 Z18  C9   H9    single  0.970  0.020  1.090
 Z18  C10  H10   single  0.970  0.020  1.090
 Z18  C10  H10A  single  0.970  0.020  1.090
 Z18  C10  H10B  single  0.970  0.020  1.090
 Z18  C11  H11   single  0.970  0.020  1.090
 Z18  C13  H13   single  0.970  0.020  1.090
 Z18  C13  H13A  single  0.970  0.020  1.090
 Z18  C14  H14   single  0.970  0.020  1.090
 Z18  C14  H14A  single  0.970  0.020  1.090
 Z18  C14  H14B  single  0.970  0.020  1.090
 Z18  C15  H15   single  0.970  0.020  1.090
 Z18  C15  H15A  single  0.970  0.020  1.090
 Z18  C15  H15B  single  0.970  0.020  1.090
 Z18  C16  H16   single  0.970  0.020  1.090
 Z18  C17  H17   single  0.970  0.020  1.090
 Z18  C17  H17A  single  0.970  0.020  1.090
 Z18  C17  H17B  single  0.970  0.020  1.090
 Z18  C18  H18   single  0.970  0.020  1.090
 Z18  C18  H18A  single  0.970  0.020  1.090
 Z18  C19  H19   single  0.970  0.020  1.090
 Z18  C20  H20   single  0.970  0.020  1.090
 Z18  C20  H20A  single  0.970  0.020  1.090
 Z18  C20  H20B  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
 Z18  C15   N    C14   110.92  3.000
 Z18  C15   N    C13   111.89  3.000
 Z18  C14   N    C13   111.38  3.000
 Z18  H1    C1   C21   117.59  3.000
 Z18  H1    C1   C2    120.10  3.000
 Z18  C21   C1   C2    121.66  3.000
 Z18  C8    O1   C5    120.50  3.000
 Z18  H2    C2   C3    116.81  3.000
 Z18  H2    C2   C1    119.31  3.000
 Z18  C3    C2   C1    123.70  3.000
 Z18  H3    C3   C5    106.52  3.000
 Z18  H3    C3   C4    108.20  3.000
 Z18  C5    C3   C4    111.25  3.000
 Z18  H3    C3   C2    108.62  3.000
 Z18  C5    C3   C2    110.48  3.000
 Z18  C4    C3   C2    111.57  3.000
 Z18  C12   O3   C11   120.30  3.000
 Z18  H4B   C4   H4A   107.78  3.000
 Z18  H4B   C4   H4    107.60  3.000
 Z18  H4A   C4   H4    108.08  3.000
 Z18  H4B   C4   C3    110.19  3.000
 Z18  H4A   C4   C3    111.09  3.000
 Z18  H4    C4   C3    111.94  3.000
 Z18  H5    C5   C6    109.20  3.000
 Z18  H5    C5   C3    107.69  3.000
 Z18  C6    C5   C3    115.24  3.000
 Z18  H5    C5   O1    109.40  3.000
 Z18  C6    C5   O1    108.14  3.000
 Z18  C3    C5   O1    107.06  3.000
 Z18  H6A   C6   H6    106.44  3.000
 Z18  H6A   C6   C7    109.81  3.000
 Z18  H6    C6   C7    108.83  3.000
 Z18  H6A   C6   C5    110.20  3.000
 Z18  H6    C6   C5    107.82  3.000
 Z18  C7    C6   C5    113.46  3.000
 Z18  H7B   C7   H7A   107.75  3.000
 Z18  H7B   C7   H7    107.84  3.000
 Z18  H7A   C7   H7    107.15  3.000
 Z18  H7B   C7   C6    111.50  3.000
 Z18  H7A   C7   C6    111.88  3.000
 Z18  H7    C7   C6    110.52  3.000
 Z18  C9    C8   O2    121.00  3.000
 Z18  C9    C8   O1    114.84  3.000
 Z18  O2    C8   O1    124.15  3.000
 Z18  H9    C9   C11   106.04  3.000
 Z18  H9    C9   C10   105.92  3.000
 Z18  C11   C9   C10   112.96  3.000
 Z18  H9    C9   C8    104.20  3.000
 Z18  C11   C9   C8    117.73  3.000
 Z18  C10   C9   C8    108.91  3.000
 Z18  H10B  C10  H10A  108.36  3.000
 Z18  H10B  C10  H10   107.98  3.000
 Z18  H10A  C10  H10   107.48  3.000
 Z18  H10B  C10  C9    112.48  3.000
 Z18  H10A  C10  C9    110.19  3.000
 Z18  H10   C10  C9    110.20  3.000
 Z18  H11   C11  C16   107.61  3.000
 Z18  H11   C11  C9    105.93  3.000
 Z18  C16   C11  C9    116.55  3.000
 Z18  H11   C11  O3    107.92  3.000
 Z18  C16   C11  O3    110.45  3.000
 Z18  C9    C11  O3    107.99  3.000
 Z18  C13   C12  O4    125.40  3.000
 Z18  C13   C12  O3    109.79  3.000
 Z18  O4    C12  O3    124.79  3.000
 Z18  H13A  C13  H13   105.60  3.000
 Z18  H13A  C13  C12   106.38  3.000
 Z18  H13   C13  C12   108.84  3.000
 Z18  H13A  C13  N     109.24  3.000
 Z18  H13   C13  N     113.42  3.000
 Z18  C12   C13  N     112.88  3.000
 Z18  H14B  C14  H14A  107.80  3.000
 Z18  H14B  C14  H14   107.83  3.000
 Z18  H14A  C14  H14   107.59  3.000
 Z18  H14B  C14  N     110.24  3.000
 Z18  H14A  C14  N     109.65  3.000
 Z18  H14   C14  N     113.54  3.000
 Z18  H15B  C15  H15A  107.83  3.000
 Z18  H15B  C15  H15   107.94  3.000
 Z18  H15A  C15  H15   107.47  3.000
 Z18  H15B  C15  N     112.70  3.000
 Z18  H15A  C15  N     109.75  3.000
 Z18  H15   C15  N     110.97  3.000
 Z18  H16   C16  C18   108.20  3.000
 Z18  H16   C16  C17   108.30  3.000
 Z18  C18   C16  C17   109.42  3.000
 Z18  H16   C16  C11   108.29  3.000
 Z18  C18   C16  C11   113.47  3.000
 Z18  C17   C16  C11   109.04  3.000
 Z18  H17B  C17  H17A  106.68  3.000
 Z18  H17B  C17  H17   107.69  3.000
 Z18  H17A  C17  H17   107.66  3.000
 Z18  H17B  C17  C16   112.52  3.000
 Z18  H17A  C17  C16   111.59  3.000
 Z18  H17   C17  C16   110.46  3.000
 Z18  H18A  C18  H18   105.82  3.000
 Z18  H18A  C18  C19   108.67  3.000
 Z18  H18   C18  C19   108.08  3.000
 Z18  H18A  C18  C16   110.54  3.000
 Z18  H18   C18  C16   108.71  3.000
 Z18  C19   C18  C16   114.62  3.000
 Z18  H19   C19  C21   107.16  3.000
 Z18  H19   C19  C20   108.67  3.000
 Z18  C21   C19  C20   112.36  3.000
 Z18  H19   C19  C18   109.12  3.000
 Z18  C21   C19  C18   107.68  3.000
 Z18  C20   C19  C18   111.71  3.000
 Z18  H20B  C20  H20A  107.85  3.000
 Z18  H20B  C20  H20   107.64  3.000
 Z18  H20A  C20  H20   107.98  3.000
 Z18  H20B  C20  C19   109.73  3.000
 Z18  H20A  C20  C19   111.98  3.000
 Z18  H20   C20  C19   111.50  3.000
 Z18  C19   C21  O5    122.70  3.000
 Z18  C19   C21  C1    114.65  3.000
 Z18  O5    C21  C1    122.45  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
 Z18  Var_01  C21  C1   C2   C3    168.06   0.0  0
 Z18  Var_02  C19  C21  C1   C2   -134.93  30.0  1
 Z18  Var_03  C9   C8   O1   C5    176.69  30.0  1
 Z18  Var_04  H2   C2   C1   C21    -7.02   0.0  0
 Z18  Var_05  C13  C12  O3   C11  -178.34  30.0  3
 Z18  Var_06  H7   C7   C6   C5    175.71  30.0  3
 Z18  Var_07  O3   C12  C13  N     171.17  30.0  1
 Z18  Var_08  C14  N    C13  C12   159.53  30.0  1
 Z18  Var_09  H14  C14  N    C13    64.36  30.0  3
 Z18  Var_10  H15  C15  N    C13    59.46  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 Z18  chir_01  C3   C2   C4   C5   negativ
 Z18  chir_02  C5   O1   C6   C3   positiv
 Z18  chir_03  C9   C11  C10  C8   negativ
 Z18  chir_04  C11  O3   C9   C16  positiv
 Z18  chir_05  C16  C11  C17  C18  negativ
 Z18  chir_06  C19  C21  C20  C18  positiv

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
 Z18  plan-1  C1   0.020
 Z18  plan-1  O5   0.020
 Z18  plan-1  C19  0.020
 Z18  plan-1  C21  0.020
 Z18  plan-2  C1   0.020
 Z18  plan-2  C2   0.020
 Z18  plan-2  C3   0.020
 Z18  plan-2  C21  0.020
 Z18  plan-2  H1   0.020
 Z18  plan-2  H2   0.020
 Z18  plan-3  O1   0.020
 Z18  plan-3  O2   0.020
 Z18  plan-3  C8   0.020
 Z18  plan-3  C9   0.020
 Z18  plan-4  O3   0.020
 Z18  plan-4  O4   0.020
 Z18  plan-4  C12  0.020
 Z18  plan-4  C13  0.020

