# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 00:54:17 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 2,3,5-trimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=C(C)c2cc3c(C)c(C)oc3cc2OC1=O
#
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
 6ZE  6ZE  2,3,5-trimethyl-6-propyl-7H-furo[3,2-g][1]benzopyran-7-one  ligand  38  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6ZE
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
 6ZE  C2   C  CR66  0   0.360  -0.0283   1.0696   0.0913
 6ZE  C4   C  CR16  0  -0.441  -1.0202  -1.1282   0.1376
 6ZE  C8   C  CR5   0   0.318  -4.3951   0.0863  -0.1336
 6ZE  C11  C  CR6   0   0.536   2.3224   1.4246   0.2306
 6ZE  C13  C  CR6   0   0.213   1.4652  -0.8562   0.3114
 6ZE  C15  C  CH2   0  -0.409   4.5857  -0.7858  -0.8724
 6ZE  C16  C  CH3   0  -0.646   6.0466  -1.1891  -0.7445
 6ZE  O18  O  O     0  -0.426   3.1977   2.2560   0.2135
 6ZE  O10  O  O     0  -0.466   1.0539   1.8791   0.1169
 6ZE  C12  C  CR6   0  -0.199   2.5264  -0.0125   0.3622
 6ZE  C17  C  CH3   0  -0.743   1.6136  -2.3425   0.3858
 6ZE  C3   C  CR66  0  -0.007   0.1225  -0.3232   0.1769
 6ZE  C5   C  CR56  0   0.102  -2.2641  -0.5341   0.0248
 6ZE  C9   C  CR5   0  -0.034  -3.6212  -1.0173  -0.0335
 6ZE  C20  C  CH3   0  -0.727  -4.0360  -2.4453   0.0102
 6ZE  C19  C  CH3   0  -0.726  -5.8566   0.2847  -0.2258
 6ZE  O7   O  O     0  -0.460  -3.6392   1.2332  -0.1479
 6ZE  C6   C  CR56  0   0.377  -2.3544   0.8598  -0.0512
 6ZE  C1   C  CR16  0  -0.419  -1.2600   1.6953  -0.0232
 6ZE  H1   H  HCR6  0   0.246  -0.9339  -2.2043   0.1976
 6ZE  H2   H  HCH2  0   0.232   4.0286  -1.3238   1.1405
 6ZE  H3   H  HCH2  0   0.252   4.5403   0.3303   0.9641
 6ZE  H4   H  HCH2  0   0.218   4.0177  -1.5897  -1.3492
 6ZE  H5   H  HCH2  0   0.226   4.4972   0.0823  -1.5299
 6ZE  H6   H  HCH3  0   0.215   6.6428  -0.3818  -0.3159
 6ZE  H7   H  HCH3  0   0.211   6.1631  -2.0619  -0.0997
 6ZE  H8   H  HCH3  0   0.227   6.4767  -1.4366  -1.7148
 6ZE  H9   H  HCH3  0   0.253   1.0565  -2.7477   1.2316
 6ZE  H10  H  HCH3  0   0.254   1.2173  -2.8130  -0.5156
 6ZE  H11  H  HCH3  0   0.259   2.6455  -2.6613   0.4891
 6ZE  H12  H  HCH3  0   0.238  -3.6233  -3.0030  -0.8321
 6ZE  H13  H  HCH3  0   0.236  -3.6856  -2.9312   0.9221
 6ZE  H14  H  HCH3  0   0.236  -5.1180  -2.5572  -0.0239
 6ZE  H15  H  HCH3  0   0.252  -6.2239   0.9152   0.5853
 6ZE  H16  H  HCH3  0   0.252  -6.1370   0.7613  -1.1664
 6ZE  H17  H  HCH3  0   0.242  -6.3773  -0.6676  -0.1683
 6ZE  H18  H  HCR6  0   0.260  -1.3409   2.7721  -0.0821
 6ZE  C14  C  CH2   0  -0.513   3.9563  -0.4554   0.4831

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
 6ZE  O18  C11  double    1.207  0.020  1.207
 6ZE  O10  C11  single    1.352  0.020  1.352
 6ZE  O10  C2   single    1.352  0.020  1.352
 6ZE  C15  C16  single    1.521  0.020  1.521
 6ZE  C15  C14  single    1.531  0.020  1.531
 6ZE  C11  C12  single    1.457  0.020  1.457
 6ZE  C1   C2   aromatic  1.386  0.020  1.386
 6ZE  C1   C6   aromatic  1.377  0.020  1.377
 6ZE  C2   C3   aromatic  1.404  0.020  1.404
 6ZE  C12  C14  single    1.502  0.020  1.502
 6ZE  C12  C13  double    1.357  0.020  1.357
 6ZE  O7   C6   aromatic  1.341  0.020  1.341
 6ZE  O7   C8   aromatic  1.374  0.020  1.374
 6ZE  C6   C5   aromatic  1.399  0.020  1.399
 6ZE  C3   C13  single    1.451  0.020  1.451
 6ZE  C3   C4   aromatic  1.398  0.020  1.398
 6ZE  C13  C17  single    1.496  0.020  1.496
 6ZE  C8   C19  single    1.478  0.020  1.478
 6ZE  C8   C9   aromatic  1.352  0.020  1.352
 6ZE  C5   C4   aromatic  1.383  0.020  1.383
 6ZE  C5   C9   aromatic  1.442  0.020  1.442
 6ZE  C9   C20  single    1.488  0.020  1.488
 6ZE  C4   H1   single    0.930  0.020  1.080
 6ZE  C14  H2   single    0.970  0.020  1.090
 6ZE  C14  H3   single    0.970  0.020  1.090
 6ZE  C15  H4   single    0.970  0.020  1.090
 6ZE  C15  H5   single    0.970  0.020  1.090
 6ZE  C16  H6   single    0.970  0.020  1.090
 6ZE  C16  H7   single    0.970  0.020  1.090
 6ZE  C16  H8   single    0.970  0.020  1.090
 6ZE  C17  H9   single    0.970  0.020  1.090
 6ZE  C17  H10  single    0.970  0.020  1.090
 6ZE  C17  H11  single    0.970  0.020  1.090
 6ZE  C20  H12  single    0.970  0.020  1.090
 6ZE  C20  H13  single    0.970  0.020  1.090
 6ZE  C20  H14  single    0.970  0.020  1.090
 6ZE  C19  H15  single    0.970  0.020  1.090
 6ZE  C19  H16  single    0.970  0.020  1.090
 6ZE  C19  H17  single    0.970  0.020  1.090
 6ZE  C1   H18  single    0.930  0.020  1.080

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
 6ZE  C1   C2   C3   123.26  3.000
 6ZE  C3   C2   O10  120.47  3.000
 6ZE  C1   C2   O10  116.27  3.000
 6ZE  H1   C4   C5   120.25  3.000
 6ZE  H1   C4   C3   120.41  3.000
 6ZE  C5   C4   C3   119.34  3.000
 6ZE  O7   C8   C19  115.56  3.000
 6ZE  C19  C8   C9   132.89  3.000
 6ZE  O7   C8   C9   111.55  3.000
 6ZE  C12  C11  O10  118.05  3.000
 6ZE  C12  C11  O18  125.37  3.000
 6ZE  O10  C11  O18  116.58  3.000
 6ZE  C3   C13  C17  117.49  3.000
 6ZE  C17  C13  C12  122.59  3.000
 6ZE  C3   C13  C12  119.92  3.000
 6ZE  H5   C15  H4   106.23  3.000
 6ZE  H5   C15  C16  109.82  3.000
 6ZE  H4   C15  C16  109.92  3.000
 6ZE  H5   C15  C14  109.15  3.000
 6ZE  H4   C15  C14  109.34  3.000
 6ZE  C16  C15  C14  112.20  3.000
 6ZE  H8   C16  H7   107.59  3.000
 6ZE  H8   C16  H6   107.59  3.000
 6ZE  H7   C16  H6   107.53  3.000
 6ZE  H8   C16  C15  111.37  3.000
 6ZE  H7   C16  C15  111.36  3.000
 6ZE  H6   C16  C15  111.20  3.000
 6ZE  C11  O10  C2   123.46  3.000
 6ZE  C14  C12  C13  124.36  3.000
 6ZE  C13  C12  C11  120.02  3.000
 6ZE  C14  C12  C11  115.55  3.000
 6ZE  H11  C17  H10  107.30  3.000
 6ZE  H11  C17  H9   107.63  3.000
 6ZE  H10  C17  H9   107.15  3.000
 6ZE  H11  C17  C13  113.03  3.000
 6ZE  H10  C17  C13  110.57  3.000
 6ZE  H9   C17  C13  110.92  3.000
 6ZE  C13  C3   C4   123.18  3.000
 6ZE  C4   C3   C2   118.80  3.000
 6ZE  C13  C3   C2   118.02  3.000
 6ZE  C6   C5   C9   105.73  3.000
 6ZE  C9   C5   C4   134.90  3.000
 6ZE  C6   C5   C4   119.37  3.000
 6ZE  C20  C9   C5   125.66  3.000
 6ZE  C20  C9   C8   128.77  3.000
 6ZE  C5   C9   C8   105.57  3.000
 6ZE  H14  C20  H13  107.44  3.000
 6ZE  H14  C20  H12  107.42  3.000
 6ZE  H13  C20  H12  107.22  3.000
 6ZE  H14  C20  C9   112.02  3.000
 6ZE  H13  C20  C9   111.25  3.000
 6ZE  H12  C20  C9   111.25  3.000
 6ZE  H17  C19  H16  107.77  3.000
 6ZE  H17  C19  H15  107.80  3.000
 6ZE  H16  C19  H15  107.57  3.000
 6ZE  H17  C19  C8   110.66  3.000
 6ZE  H16  C19  C8   111.50  3.000
 6ZE  H15  C19  C8   111.36  3.000
 6ZE  C6   O7   C8   107.10  3.000
 6ZE  C1   C6   O7   126.42  3.000
 6ZE  O7   C6   C5   110.06  3.000
 6ZE  C1   C6   C5   123.51  3.000
 6ZE  H18  C1   C6   122.93  3.000
 6ZE  H18  C1   C2   121.35  3.000
 6ZE  C6   C1   C2   115.72  3.000
 6ZE  H3   C14  H2   105.78  3.000
 6ZE  H3   C14  C12  109.45  3.000
 6ZE  H2   C14  C12  110.25  3.000
 6ZE  H3   C14  C15  109.02  3.000
 6ZE  H2   C14  C15  109.53  3.000
 6ZE  C12  C14  C15  112.58  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
 6ZE  CONST_01  O7   C6   C1   C2   180.00   0.0  0
 6ZE  CONST_02  C5   C6   C1   C2     0.00   0.0  0
 6ZE  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 6ZE  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 6ZE  CONST_05  C1   C6   C5   C4     0.00   0.0  0
 6ZE  CONST_06  O7   C6   C5   C4   180.00   0.0  0
 6ZE  CONST_07  C8   C9   C5   C4   180.00   0.0  0
 6ZE  CONST_08  C1   C6   O7   C8   180.00   0.0  0
 6ZE  CONST_09  C5   C6   O7   C8     0.00   0.0  0
 6ZE  CONST_10  C6   C5   C9   C8     0.00   0.0  0
 6ZE  CONST_11  C6   C1   C2   C3     0.00   0.0  0
 6ZE  CONST_12  C6   C5   C4   C3     0.00   0.0  0
 6ZE  CONST_13  C9   C5   C4   C3   180.00   0.0  0
 6ZE  CONST_14  O7   C8   C9   C5     0.00   0.0  0
 6ZE  CONST_15  C6   O7   C8   C9     0.00   0.0  0
 6ZE  CONST_16  C1   C6   C5   C9   180.00   0.0  0
 6ZE  CONST_17  O7   C6   C5   C9     0.00   0.0  0
 6ZE  CONST_18  C20  C9   C5   C4     0.00   0.0  0
 6ZE  CONST_19  C19  C8   C9   C5   180.00   0.0  0
 6ZE  CONST_20  O7   C8   C9   C20  180.00   0.0  0
 6ZE  CONST_21  C6   C5   C9   C20  180.00   0.0  0
 6ZE  CONST_22  C6   O7   C8   C19  180.00   0.0  0
 6ZE  CONST_23  H1   C4   C3   C2   180.00   0.0  0
 6ZE  CONST_24  H18  C1   C2   O10    0.00   0.0  0
 6ZE  Var_01    C12  C11  O10  C2    -1.42  30.0  1
 6ZE  Var_02    C12  C13  C3   C2     0.56  30.0  1
 6ZE  Var_03    C1   C2   O10  C11  179.68  30.0  1
 6ZE  Var_04    C3   C13  C12  C11   -2.34  30.0  1
 6ZE  Var_05    O10  C11  C12  C13    2.79  30.0  1
 6ZE  Var_06    C15  C14  C12  C11  -91.71  30.0  3
 6ZE  Var_07    H12  C20  C9   C8   118.77  30.0  2
 6ZE  Var_08    H9   C17  C13  C12  121.32  30.0  3
 6ZE  Var_09    H15  C19  C8   C9   122.01  30.0  2
 6ZE  Var_10    C12  C14  C15  C16  178.12  30.0  3
 6ZE  Var_11    H6   C16  C15  C14  -60.92  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
 6ZE  plan-1  C11  0.020
 6ZE  plan-1  O18  0.020
 6ZE  plan-1  O10  0.020
 6ZE  plan-1  C12  0.020
 6ZE  plan-2  C2   0.020
 6ZE  plan-2  C4   0.020
 6ZE  plan-2  C8   0.020
 6ZE  plan-2  C13  0.020
 6ZE  plan-2  O10  0.020
 6ZE  plan-2  C3   0.020
 6ZE  plan-2  C5   0.020
 6ZE  plan-2  C9   0.020
 6ZE  plan-2  C20  0.020
 6ZE  plan-2  C19  0.020
 6ZE  plan-2  O7   0.020
 6ZE  plan-2  C6   0.020
 6ZE  plan-2  C1   0.020
 6ZE  plan-2  H1   0.020
 6ZE  plan-2  H18  0.020

