# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 09:08:03 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: (4~{a}~{R},10~{b}~{R})-4-propyl-3,4~{a},5,10~{b}-tetrahydro-2~{H}-chromeno[4,3-b][1,4]oxazin-9-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN1CCO[C@H]2[C@H]1COc3ccc(O)cc23
#
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
 G6O  G6O  (4~{a}~{R},10~{b}~{R})-4-propyl-3,4~{a},5,10~{b}-tetrahydro-2~{H}-chromeno[4,3-b][1,4]oxazin-9-ol  ligand  37  18  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_G6O
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
 G6O  C1   C  CR6   0  -0.036   96.4315  122.5346  117.7198
 G6O  C2   C  CR6   0   0.353   96.9040  121.5842  116.8150
 G6O  C3   C  CR16  0  -0.441   97.2939  123.5229  118.1854
 G6O  C4   C  CR16  0  -0.345   98.2274  121.6441  116.3884
 G6O  C5   C  CR6   0   0.356   98.6150  123.5788  117.7623
 G6O  C6   C  CR16  0  -0.332   99.0779  122.6312  116.8530
 G6O  C7   C  CH1   0   0.051   95.0077  122.4471  118.1937
 G6O  C8   C  CH2   0  -0.175   94.8232  120.4315  116.8204
 G6O  C9   C  CH1   0  -0.138   94.1699  121.7729  117.1143
 G6O  C10  C  CH2   0  -0.155   93.1278  123.7086  118.8666
 G6O  C11  C  CH2   0  -0.398   92.5266  122.3100  118.8019
 G6O  C13  C  CH2   0  -0.441   91.8141  121.0713  115.3019
 G6O  O1   O  O2    0  -0.482   96.1341  120.5938  116.2974
 G6O  C14  C  CH3   0  -0.661   90.7277  121.4580  114.3069
 G6O  O3   O  OH1   0  -0.639   99.4863  124.5194  118.1962
 G6O  O2   O  O2    0  -0.498   94.5076  123.7194  118.5053
 G6O  N    N  NT    0  -0.436   92.7777  121.6362  117.5350
 G6O  H1   H  HCR6  0   0.265   96.9234  124.2600  118.8889
 G6O  H2   H  HCR6  0   0.261   98.5911  120.9111  115.6790
 G6O  H3   H  HCR6  0   0.261  100.1043  122.6659  116.5097
 G6O  H4   H  HCH1  0   0.235   95.0014  121.8056  119.0889
 G6O  H5   H  HCH2  0   0.250   94.2634  119.8698  116.0743
 G6O  H6   H  HCH2  0   0.222   94.8527  119.8303  117.7376
 G6O  H7   H  HCH1  0   0.239   94.2306  122.4002  116.2108
 G6O  H8   H  HCH2  0   0.221   93.0148  124.1123  119.8782
 G6O  H9   H  HCH2  0   0.217   92.5932  124.3778  118.1849
 G6O  H10  H  HCH2  0   0.263   91.4498  122.3850  118.9593
 G6O  H11  H  HCH2  0   0.252   92.9032  121.7005  119.6275
 G6O  H12  H  HCH2  0   0.197   92.0044  123.0416  116.1316
 G6O  H13  H  HCH2  0   0.228   90.8330  122.0107  116.9430
 G6O  H14  H  HCH2  0   0.218   91.6544  120.0497  115.6569
 G6O  H15  H  HCH2  0   0.223   92.7800  121.0789  114.7895
 G6O  H16  H  HCH3  0   0.231   90.7157  120.7830  113.4513
 G6O  H17  H  HCH3  0   0.219   89.7385  121.4267  114.7668
 G6O  H18  H  HCH3  0   0.219   90.8824  122.4691  113.9263
 G6O  H19  H  HOH1  0   0.469   99.0474  125.1283  118.8004
 G6O  C12  C  CH2   0  -0.271   91.8306  122.0151  116.4958

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
 G6O  C14  C13  single    1.523  0.020  1.523
 G6O  C13  C12  single    1.522  0.020  1.522
 G6O  C4   C6   aromatic  1.383  0.020  1.383
 G6O  C4   C2   aromatic  1.392  0.020  1.392
 G6O  C12  N    single    1.456  0.020  1.456
 G6O  O1   C2   single    1.357  0.020  1.357
 G6O  O1   C8   single    1.421  0.020  1.421
 G6O  C6   C5   aromatic  1.393  0.020  1.393
 G6O  C2   C1   aromatic  1.395  0.020  1.395
 G6O  C8   C9   single    1.521  0.020  1.521
 G6O  C9   N    single    1.461  0.020  1.461
 G6O  C9   C7   single    1.524  0.020  1.524
 G6O  C5   O3   single    1.354  0.020  1.354
 G6O  C5   C3   aromatic  1.388  0.020  1.388
 G6O  N    C11  single    1.457  0.020  1.457
 G6O  C1   C3   aromatic  1.392  0.020  1.392
 G6O  C1   C7   single    1.503  0.020  1.503
 G6O  C7   O2   single    1.402  0.020  1.402
 G6O  O2   C10  single    1.426  0.020  1.426
 G6O  C11  C10  single    1.524  0.020  1.524
 G6O  C3   H1   single    0.930  0.020  1.080
 G6O  C4   H2   single    0.930  0.020  1.080
 G6O  C6   H3   single    0.930  0.020  1.080
 G6O  C7   H4   single    0.970  0.020  1.090
 G6O  C8   H5   single    0.970  0.020  1.090
 G6O  C8   H6   single    0.970  0.020  1.090
 G6O  C9   H7   single    0.970  0.020  1.090
 G6O  C10  H8   single    0.970  0.020  1.090
 G6O  C10  H9   single    0.970  0.020  1.090
 G6O  C11  H10  single    0.970  0.020  1.090
 G6O  C11  H11  single    0.970  0.020  1.090
 G6O  C12  H12  single    0.970  0.020  1.090
 G6O  C12  H13  single    0.970  0.020  1.090
 G6O  C13  H14  single    0.970  0.020  1.090
 G6O  C13  H15  single    0.970  0.020  1.090
 G6O  C14  H16  single    0.970  0.020  1.090
 G6O  C14  H17  single    0.970  0.020  1.090
 G6O  C14  H18  single    0.970  0.020  1.090
 G6O  O3   H19  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
 G6O  C7   C1   C3   121.51  3.000
 G6O  C7   C1   C2   119.06  3.000
 G6O  C3   C1   C2   119.41  3.000
 G6O  O1   C2   C4   117.00  3.000
 G6O  O1   C2   C1   123.55  3.000
 G6O  C4   C2   C1   119.45  3.000
 G6O  H1   C3   C5   119.71  3.000
 G6O  H1   C3   C1   119.22  3.000
 G6O  C5   C3   C1   121.07  3.000
 G6O  H2   C4   C6   119.77  3.000
 G6O  H2   C4   C2   119.40  3.000
 G6O  C6   C4   C2   120.83  3.000
 G6O  O3   C5   C6   117.92  3.000
 G6O  O3   C5   C3   122.87  3.000
 G6O  C6   C5   C3   119.21  3.000
 G6O  H3   C6   C5   120.02  3.000
 G6O  H3   C6   C4   119.95  3.000
 G6O  C5   C6   C4   120.03  3.000
 G6O  H4   C7   O2   110.24  3.000
 G6O  H4   C7   C9   108.36  3.000
 G6O  O2   C7   C9   111.27  3.000
 G6O  H4   C7   C1   107.19  3.000
 G6O  O2   C7   C1   110.80  3.000
 G6O  C9   C7   C1   108.86  3.000
 G6O  H6   C8   H5   107.69  3.000
 G6O  H6   C8   O1   110.21  3.000
 G6O  H5   C8   O1   106.33  3.000
 G6O  H6   C8   C9   109.47  3.000
 G6O  H5   C8   C9   111.51  3.000
 G6O  O1   C8   C9   111.52  3.000
 G6O  H7   C9   N    110.00  3.000
 G6O  H7   C9   C8   108.67  3.000
 G6O  N    C9   C8   112.49  3.000
 G6O  H7   C9   C7   107.39  3.000
 G6O  N    C9   C7   111.19  3.000
 G6O  C8   C9   C7   106.92  3.000
 G6O  H9   C10  H8   107.43  3.000
 G6O  H9   C10  O2   108.06  3.000
 G6O  H8   C10  O2   109.34  3.000
 G6O  H9   C10  C11  110.00  3.000
 G6O  H8   C10  C11  109.69  3.000
 G6O  O2   C10  C11  112.20  3.000
 G6O  H11  C11  H10  105.63  3.000
 G6O  H11  C11  N    109.85  3.000
 G6O  H10  C11  N    109.11  3.000
 G6O  H11  C11  C10  110.11  3.000
 G6O  H10  C11  C10  108.68  3.000
 G6O  N    C11  C10  113.17  3.000
 G6O  H15  C13  H14  106.72  3.000
 G6O  H15  C13  C14  108.80  3.000
 G6O  H14  C13  C14  110.20  3.000
 G6O  H15  C13  C12  110.71  3.000
 G6O  H14  C13  C12  109.04  3.000
 G6O  C14  C13  C12  111.27  3.000
 G6O  C8   O1   C2   117.80  3.000
 G6O  H18  C14  H17  107.58  3.000
 G6O  H18  C14  H16  107.55  3.000
 G6O  H17  C14  H16  107.64  3.000
 G6O  H18  C14  C13  111.23  3.000
 G6O  H17  C14  C13  111.34  3.000
 G6O  H16  C14  C13  111.31  3.000
 G6O  H19  O3   C5   110.30  3.000
 G6O  C10  O2   C7   113.23  3.000
 G6O  C12  N    C11  112.84  3.000
 G6O  C11  N    C9   111.80  3.000
 G6O  C12  N    C9   112.95  3.000
 G6O  H13  C12  H12  106.41  3.000
 G6O  H13  C12  N    107.49  3.000
 G6O  H12  C12  N    112.04  3.000
 G6O  H13  C12  C13  107.97  3.000
 G6O  H12  C12  C13  108.65  3.000
 G6O  N    C12  C13  113.92  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
 G6O  CONST_01  C6   C4   C2   C1     0.00   0.0  0
 G6O  CONST_02  C6   C5   C3   C1     0.00   0.0  0
 G6O  CONST_03  C5   C6   C4   C2     0.00   0.0  0
 G6O  CONST_04  C5   C3   C1   C2     0.00   0.0  0
 G6O  CONST_05  C4   C6   C5   C3     0.00   0.0  0
 G6O  CONST_06  C4   C2   C1   C3     0.00   0.0  0
 G6O  CONST_07  O3   C5   C3   C1   180.00   0.0  0
 G6O  CONST_08  O3   C5   C6   C4   180.00   0.0  0
 G6O  CONST_09  H2   C4   C2   C1   180.00   0.0  0
 G6O  CONST_10  H3   C6   C4   C2   180.00   0.0  0
 G6O  CONST_11  H1   C3   C1   C2   180.00   0.0  0
 G6O  Var_01    C9   C8   O1   C2    38.40  30.0  1
 G6O  Var_02    C11  C10  O2   C7    -0.97  30.0  1
 G6O  Var_03    C10  C11  N    C9    45.72  30.0  1
 G6O  Var_04    N    C11  C10  O2   -51.29  30.0  1
 G6O  Var_05    C13  C12  N    C9    67.98  30.0  2
 G6O  Var_06    N    C12  C13  C14  175.40  30.0  3
 G6O  Var_07    H16  C14  C13  C12  179.96  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
 G6O  chir_01  C7  C9  C1  O2  negativ
 G6O  chir_02  C9  N   C8  C7  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
 G6O  plan-1  C1  0.020
 G6O  plan-1  C2  0.020
 G6O  plan-1  C3  0.020
 G6O  plan-1  C4  0.020
 G6O  plan-1  C5  0.020
 G6O  plan-1  C6  0.020
 G6O  plan-1  C7  0.020
 G6O  plan-1  O1  0.020
 G6O  plan-1  O3  0.020
 G6O  plan-1  H1  0.020
 G6O  plan-1  H2  0.020
 G6O  plan-1  H3  0.020

