# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 22:31:51 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: (2R)-N,2,7-trimethyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)N1C[C@@H](C)Oc2cc(C)ccc12
#
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
 9UG  9UG  (2R)-N,2,7-trimethyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxamide  ligand  32  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9UG
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
 9UG  C4   C  CR16  0  -0.286  -0.8969   1.6079   0.4107
 9UG  C5   C  CR66  0   0.262  -0.3493   0.3500   0.1642
 9UG  C6   C  CR66  0   0.351  -1.2177  -0.6975  -0.1540
 9UG  C7   C  CR16  0  -0.412  -2.5893  -0.4698  -0.2430
 9UG  C9   C  CR16  0   0.032   0.6059  -2.2066  -0.3851
 9UG  C10  C  C     0  -0.354   1.3044  -1.3132   0.6279
 9UG  C3   C  CR16  0  -0.323  -2.2578   1.8286   0.3053
 9UG  C15  C  CH3   0  -0.507   4.3168   1.5286  -0.3680
 9UG  C16  C  CH3   0  -0.688   0.8215  -3.6764  -0.1042
 9UG  C2   C  CR6   0   0.095  -3.1283   0.7885  -0.0228
 9UG  N11  N  NR6   0  -0.597   1.0234   0.0774   0.3174
 9UG  N14  N  NH1   0  -0.664   3.2490   0.6880   0.1204
 9UG  O13  O  O     0  -0.513   1.6609   1.8430  -0.9886
 9UG  O8   O  O     0  -0.484  -0.7976  -1.9633  -0.3663
 9UG  H1   H  HCR6  0   0.260  -0.2488   2.4271   0.6890
 9UG  H2   H  HCR6  0   0.252  -3.2343  -1.3043  -0.4932
 9UG  H3   H  HCR6  0   0.240   0.9930  -1.9612  -1.3817
 9UG  H4   H  H     0   0.262   0.9660  -1.5486   1.6412
 9UG  H5   H  H     0   0.273   2.3710  -1.5152   0.5843
 9UG  H6   H  HCR6  0   0.244  -2.6487   2.8209   0.4947
 9UG  H7   H  HCH3  0   0.247  -5.0779   0.8953   0.8795
 9UG  H8   H  HCH3  0   0.243  -4.8406   2.0221  -0.4460
 9UG  H9   H  HCH3  0   0.243  -5.0897   0.3078  -0.7759
 9UG  H10  H  HCH3  0   0.247   5.2561   1.1364   0.0117
 9UG  H11  H  HCH3  0   0.240   4.3604   1.5150  -1.4559
 9UG  H12  H  HCH3  0   0.230   4.2206   2.5658  -0.0425
 9UG  H13  H  HCH3  0   0.250   0.2812  -4.2950  -0.8204
 9UG  H14  H  HCH3  0   0.240   1.8809  -3.9169  -0.1927
 9UG  H15  H  HCH3  0   0.235   0.4939  -3.9413   0.9018
 9UG  H16  H  HNH1  0   0.406   3.4373   0.1538   0.9516
 9UG  C12  C  C     0   0.701   1.9671   0.9324  -0.2347
 9UG  C1   C  CH3   0  -0.722  -4.6100   1.0148  -0.0999

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
 9UG  C15  N14  single    1.444  0.020  1.444
 9UG  O13  C12  double    1.221  0.020  1.221
 9UG  C12  N14  single    1.352  0.020  1.352
 9UG  C12  N11  single    1.388  0.020  1.388
 9UG  C10  N11  single    1.452  0.020  1.452
 9UG  C10  C9   single    1.521  0.020  1.521
 9UG  N11  C5   single    1.408  0.020  1.408
 9UG  C9   C16  single    1.512  0.020  1.512
 9UG  C9   O8   single    1.425  0.020  1.425
 9UG  C5   C4   aromatic  1.394  0.020  1.394
 9UG  C5   C6   aromatic  1.397  0.020  1.397
 9UG  C4   C3   aromatic  1.383  0.020  1.383
 9UG  O8   C6   single    1.350  0.020  1.350
 9UG  C6   C7   aromatic  1.393  0.020  1.393
 9UG  C3   C2   aromatic  1.395  0.020  1.395
 9UG  C7   C2   aromatic  1.387  0.020  1.387
 9UG  C2   C1   single    1.501  0.020  1.501
 9UG  C4   H1   single    0.930  0.020  1.080
 9UG  C7   H2   single    0.930  0.020  1.080
 9UG  C9   H3   single    0.970  0.020  1.090
 9UG  C10  H4   single    0.970  0.020  1.090
 9UG  C10  H5   single    0.970  0.020  1.090
 9UG  C3   H6   single    0.930  0.020  1.080
 9UG  C1   H7   single    0.970  0.020  1.090
 9UG  C1   H8   single    0.970  0.020  1.090
 9UG  C1   H9   single    0.970  0.020  1.090
 9UG  C15  H10  single    0.970  0.020  1.090
 9UG  C15  H11  single    0.970  0.020  1.090
 9UG  C15  H12  single    0.970  0.020  1.090
 9UG  C16  H13  single    0.970  0.020  1.090
 9UG  C16  H14  single    0.970  0.020  1.090
 9UG  C16  H15  single    0.970  0.020  1.090
 9UG  N14  H16  single    0.890  0.020  1.040

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
 9UG  H1   C4   C3   119.26  3.000
 9UG  H1   C4   C5   119.59  3.000
 9UG  C3   C4   C5   121.15  3.000
 9UG  N11  C5   C6   119.05  3.000
 9UG  C6   C5   C4   118.20  3.000
 9UG  N11  C5   C4   122.59  3.000
 9UG  O8   C6   C7   116.70  3.000
 9UG  C7   C6   C5   120.25  3.000
 9UG  O8   C6   C5   123.03  3.000
 9UG  H2   C7   C2   120.26  3.000
 9UG  H2   C7   C6   118.34  3.000
 9UG  C2   C7   C6   121.39  3.000
 9UG  H3   C9   O8   108.75  3.000
 9UG  H3   C9   C16  109.63  3.000
 9UG  O8   C9   C16  107.71  3.000
 9UG  H3   C9   C10  108.16  3.000
 9UG  O8   C9   C10  110.09  3.000
 9UG  C16  C9   C10  112.45  3.000
 9UG  H5   C10  H4   107.51  3.000
 9UG  H5   C10  N11  111.07  3.000
 9UG  H4   C10  N11  110.14  3.000
 9UG  H5   C10  C9   108.35  3.000
 9UG  H4   C10  C9   110.39  3.000
 9UG  N11  C10  C9   109.35  3.000
 9UG  H6   C3   C2   119.92  3.000
 9UG  H6   C3   C4   119.22  3.000
 9UG  C2   C3   C4   120.86  3.000
 9UG  H12  C15  H11  108.26  3.000
 9UG  H12  C15  H10  108.37  3.000
 9UG  H11  C15  H10  108.07  3.000
 9UG  H12  C15  N14  112.78  3.000
 9UG  H11  C15  N14  111.12  3.000
 9UG  H10  C15  N14  108.12  3.000
 9UG  H15  C16  H14  108.26  3.000
 9UG  H15  C16  H13  108.62  3.000
 9UG  H14  C16  H13  107.65  3.000
 9UG  H15  C16  C9   111.39  3.000
 9UG  H14  C16  C9   109.77  3.000
 9UG  H13  C16  C9   111.05  3.000
 9UG  C1   C2   C3   121.03  3.000
 9UG  C1   C2   C7   120.83  3.000
 9UG  C3   C2   C7   118.12  3.000
 9UG  C12  N11  C10  122.92  3.000
 9UG  C10  N11  C5   113.41  3.000
 9UG  C12  N11  C5   120.02  3.000
 9UG  H16  N14  C15  116.76  3.000
 9UG  H16  N14  C12  119.37  3.000
 9UG  C15  N14  C12  120.46  3.000
 9UG  C9   O8   C6   117.95  3.000
 9UG  O13  C12  N14  122.31  3.000
 9UG  N14  C12  N11  115.38  3.000
 9UG  O13  C12  N11  122.31  3.000
 9UG  H9   C1   H8   108.03  3.000
 9UG  H9   C1   H7   107.27  3.000
 9UG  H8   C1   H7   107.18  3.000
 9UG  H9   C1   C2   111.63  3.000
 9UG  H8   C1   C2   111.38  3.000
 9UG  H7   C1   C2   111.13  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
 9UG  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 9UG  CONST_02  C7   C2   C3   C4      0.00   0.0  0
 9UG  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 9UG  CONST_04  C2   C7   C6   C5      0.00   0.0  0
 9UG  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 9UG  CONST_06  C3   C2   C7   C6      0.00   0.0  0
 9UG  CONST_07  C1   C2   C3   C4    180.00   0.0  0
 9UG  CONST_08  C1   C2   C7   C6    180.00   0.0  0
 9UG  CONST_09  H6   C3   C4   C5    180.00   0.0  0
 9UG  CONST_10  H2   C7   C6   C5    180.00   0.0  0
 9UG  CONST_11  H1   C4   C5   C6    180.00   0.0  0
 9UG  CONST_12  O13  C12  N11  C5      0.00   0.0  0
 9UG  CONST_14  N14  C12  N11  C5    180.00   0.0  0
 9UG  CONST_16  N11  C12  N14  C15   180.00   0.0  0
 9UG  CONST_18  O13  C12  N14  C15     0.00   0.0  0
 9UG  Var_01    C10  N11  C5   C4    152.89  30.0  1
 9UG  Var_02    C9   C10  N11  C5     51.56  30.0  1
 9UG  Var_03    H7   C1   C2   C7     91.79  30.0  2
 9UG  Var_04    H10  C15  N14  C12  -178.21  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
 9UG  chir_01  C9  C10  C16  O8  negativ

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
 9UG  plan-1  C4   0.020
 9UG  plan-1  C5   0.020
 9UG  plan-1  C6   0.020
 9UG  plan-1  C7   0.020
 9UG  plan-1  C3   0.020
 9UG  plan-1  C2   0.020
 9UG  plan-1  N11  0.020
 9UG  plan-1  O8   0.020
 9UG  plan-1  H1   0.020
 9UG  plan-1  H2   0.020
 9UG  plan-1  H6   0.020
 9UG  plan-1  C1   0.020
 9UG  plan-2  C5   0.020
 9UG  plan-2  C10  0.020
 9UG  plan-2  C15  0.020
 9UG  plan-2  N11  0.020
 9UG  plan-2  N14  0.020
 9UG  plan-2  O13  0.020
 9UG  plan-2  H16  0.020
 9UG  plan-2  C12  0.020

