# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 09:20:39 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: (1S,4R,6R)-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C)[C@@H]1CC[C@]2(C)O[C@@H]2C1
#
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
 LEO  LEO  (1S,4R,6R)-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane  ligand  27  11  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_LEO
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
 LEO  C2    C  C     0  -0.442   1.0360   0.6863   0.2378
 LEO  C3    C  CR6   0   0.257  -0.1857   0.0415  -1.9756
 LEO  C4    C  C     0  -0.438  -0.9727  -0.8402   0.2613
 LEO  C5    C  C     0  -0.463  -1.3483  -0.4910  -1.1734
 LEO  C6    C  CR16  0  -0.320  -0.2900   0.3506   0.9352
 LEO  C7    C  CR16  0  -0.033   0.9688   0.6013  -1.2681
 LEO  C8    C  CH3   0  -0.693  -0.5145   0.4906  -3.3733
 LEO  O14   O  O2    0  -0.511   1.0180  -0.7052  -1.8381
 LEO  C17   C  C     0   0.194  -0.0995   0.1577   2.4198
 LEO  C21   C  C2    0  -0.601  -0.5617   1.0567   3.2874
 LEO  C22   C  CH3   0  -0.729   0.6229  -1.0740   2.8815
 LEO  H21   H  H     0   0.243   1.3391   1.6976   0.5157
 LEO  H22   H  H     0   0.237   1.8374   0.0247   0.5805
 LEO  H41   H  H     0   0.228  -0.3227  -1.7183   0.2756
 LEO  H42   H  H     0   0.239  -1.8760  -1.1121   0.8122
 LEO  H51   H  H     0   0.242  -1.7663  -1.3638  -1.6848
 LEO  H52   H  H     0   0.231  -2.1359   0.2689  -1.1711
 LEO  H6    H  HCR6  0   0.236  -0.9525   1.2143   0.8030
 LEO  H7    H  HCR6  0   0.240   1.5805   1.3322  -1.7970
 LEO  H81   H  HCH3  0   0.235  -0.9445  -0.3289  -3.9530
 LEO  H82   H  HCH3  0   0.235  -1.2464   1.2986  -3.3499
 LEO  H83   H  HCH3  0   0.239   0.3692   0.8533  -3.8990
 LEO  H211  H  H     0   0.229  -1.0874   1.9451   2.9577
 LEO  H212  H  H     0   0.227  -0.4290   0.9391   4.3566
 LEO  H221  H  HCH3  0   0.242   0.6986  -1.1055   3.9677
 LEO  H222  H  HCH3  0   0.241   0.1114  -1.9822   2.5558
 LEO  H223  H  HCH3  0   0.236   1.6362  -1.1271   2.4774

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
 LEO  C2   C6    single  1.535  0.020  1.535
 LEO  C2   C7    single  1.510  0.020  1.510
 LEO  C2   H21   single  0.970  0.020  1.090
 LEO  C2   H22   single  0.970  0.020  1.090
 LEO  C3   C5    single  1.510  0.020  1.510
 LEO  C3   C7    single  1.465  0.020  1.465
 LEO  C3   C8    single  1.504  0.020  1.504
 LEO  C3   O14   single  1.423  0.020  1.423
 LEO  C4   C5    single  1.524  0.020  1.524
 LEO  C4   C6    single  1.529  0.020  1.529
 LEO  C4   H41   single  0.970  0.020  1.090
 LEO  C4   H42   single  0.970  0.020  1.090
 LEO  C5   H51   single  0.970  0.020  1.090
 LEO  C5   H52   single  0.970  0.020  1.090
 LEO  C6   C17   single  1.509  0.020  1.509
 LEO  C6   H6    single  0.970  0.020  1.090
 LEO  C7   O14   single  1.426  0.020  1.426
 LEO  C7   H7    single  0.970  0.020  1.090
 LEO  C8   H81   single  0.970  0.020  1.090
 LEO  C8   H82   single  0.970  0.020  1.090
 LEO  C8   H83   single  0.970  0.020  1.090
 LEO  C17  C21   double  1.332  0.020  1.332
 LEO  C17  C22   single  1.501  0.020  1.501
 LEO  C21  H211  single  0.930  0.020  1.080
 LEO  C21  H212  single  0.930  0.020  1.080
 LEO  C22  H221  single  0.970  0.020  1.090
 LEO  C22  H222  single  0.970  0.020  1.090
 LEO  C22  H223  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
 LEO  H22   C2   H21   106.08  3.000
 LEO  H22   C2   C7    108.12  3.000
 LEO  H21   C2   C7    108.57  3.000
 LEO  H22   C2   C6    110.98  3.000
 LEO  H21   C2   C6    109.07  3.000
 LEO  C7    C2   C6    113.72  3.000
 LEO  O14   C3   C8    115.55  3.000
 LEO  O14   C3   C7     59.16  3.000
 LEO  C8    C3   C7    120.45  3.000
 LEO  O14   C3   C5    114.52  3.000
 LEO  C8    C3   C5    115.51  3.000
 LEO  C7    C3   C5    119.01  3.000
 LEO  H42   C4   H41   106.58  3.000
 LEO  H42   C4   C6    109.92  3.000
 LEO  H41   C4   C6    110.76  3.000
 LEO  H42   C4   C5    109.15  3.000
 LEO  H41   C4   C5    110.07  3.000
 LEO  C6    C4   C5    110.27  3.000
 LEO  H52   C5   H51   106.25  3.000
 LEO  H52   C5   C4    109.55  3.000
 LEO  H51   C5   C4    110.57  3.000
 LEO  H52   C5   C3    108.09  3.000
 LEO  H51   C5   C3    109.09  3.000
 LEO  C4    C5   C3    113.04  3.000
 LEO  H6    C6   C17   107.19  3.000
 LEO  H6    C6   C4    106.89  3.000
 LEO  C17   C6   C4    112.97  3.000
 LEO  H6    C6   C2    107.15  3.000
 LEO  C17   C6   C2    111.46  3.000
 LEO  C4    C6   C2    110.83  3.000
 LEO  H7    C7   O14   113.64  3.000
 LEO  H7    C7   C3    117.65  3.000
 LEO  O14   C7   C3     58.95  3.000
 LEO  H7    C7   C2    114.91  3.000
 LEO  O14   C7   C2    116.66  3.000
 LEO  C3    C7   C2    122.56  3.000
 LEO  H83   C8   H82   107.93  3.000
 LEO  H83   C8   H81   108.23  3.000
 LEO  H82   C8   H81   107.65  3.000
 LEO  H83   C8   C3    111.72  3.000
 LEO  H82   C8   C3    110.36  3.000
 LEO  H81   C8   C3    110.80  3.000
 LEO  C7    O14  C3     61.89  3.000
 LEO  C22   C17  C21   121.37  3.000
 LEO  C22   C17  C6    117.93  3.000
 LEO  C21   C17  C6    120.71  3.000
 LEO  H212  C21  H211  116.65  3.000
 LEO  H212  C21  C17   121.79  3.000
 LEO  H211  C21  C17   121.56  3.000
 LEO  H223  C22  H222  106.48  3.000
 LEO  H223  C22  H221  107.65  3.000
 LEO  H222  C22  H221  107.81  3.000
 LEO  H223  C22  C17   111.88  3.000
 LEO  H222  C22  C17   111.43  3.000
 LEO  H221  C22  C17   111.35  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
 LEO  Var_01  C5    C3   C7   C2    -0.91  30.0  1
 LEO  Var_02  C6    C4   C5   C3    52.96  30.0  1
 LEO  Var_03  C6    C2   C7   C3    -9.40  30.0  1
 LEO  Var_04  C7    C3   C5   C4   -21.02  30.0  1
 LEO  Var_05  H7    C7   O14  C3  -109.13  30.0  1
 LEO  Var_06  H81   C8   C3   C5   -58.66  30.0  3
 LEO  Var_07  H211  C21  C17  C6     0.23   0.0  2
 LEO  Var_08  H221  C22  C17  C6  -179.92  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
 LEO  chir_02  C6  C2   C4  C17  negativ
 LEO  chir_03  C3  C7   C8  O14  both
 LEO  chir_04  C7  O14  C3  C2   both

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
 LEO  plan-1  C6    0.020
 LEO  plan-1  C17   0.020
 LEO  plan-1  C21   0.020
 LEO  plan-1  C22   0.020
 LEO  plan-1  H211  0.020
 LEO  plan-1  H212  0.020

