# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 01:09:30 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: (1~{R},9~{S})-13-(3,5-dimethoxy-4-oxidanyl-phenyl)carbonyl-11,13-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-10-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1O)C(=O)N2[C@H]3Cc4ccccc4[C@@H]2CNC3=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
 963  963  "(1R,9S)-13-(3,5-dimethoxy-4-oxidanyl-phenyl)carbonyl-11,13-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-10-one"
  ligand  47  27  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_963
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
 963  O2   O  O2    0  -0.463  13.3990  25.6783  33.0032
 963  O3   O  O     0  -0.467  13.8694  20.2160  31.0071
 963  C5   C  CR6   0   0.333  13.5451  24.3470  33.1253
 963  C6   C  CR6   0   0.191  14.1285  23.9126  34.3190
 963  C7   C  CH3   0  -0.441  12.7810  26.1786  31.8353
 963  C10  C  CH2   0  -0.468   9.9949  22.6700  30.3735
 963  C11  C  CR6   0   0.054   9.8381  22.0172  29.0278
 963  C16  C  CR6   0   0.124  10.5415  20.8547  28.7180
 963  C17  C  CH1   0  -0.257  11.4522  20.1861  29.7228
 963  C18  C  CH2   0  -0.232  10.7952  18.9806  30.3843
 963  O4   O  O     0  -0.483   8.7160  20.9673  32.5632
 963  C9   C  CH1   0  -0.292  10.6360  21.7139  31.3736
 963  N1   N  NH1   0  -0.622   9.7582  19.4243  31.2927
 963  C15  C  CR16  0  -0.285  10.3954  20.2747  27.4601
 963  C14  C  CR16  0  -0.256   9.5595  20.8378  26.5110
 963  C13  C  CR16  0  -0.253   8.8559  21.9971  26.8174
 963  C12  C  CR16  0  -0.294   8.9987  22.5778  28.0665
 963  N    N  NT    0  -0.453  11.8145  21.1208  30.7708
 963  C3   C  CR6   0  -0.057  13.3721  22.0596  32.3918
 963  C2   C  CR16  0  -0.433  13.9738  21.6187  33.5638
 963  C4   C  CR16  0  -0.420  13.1637  23.4159  32.1659
 963  O1   O  OH1   0  -0.615  14.4798  24.8368  35.2315
 963  C1   C  CR6   0   0.325  14.3358  22.5462  34.5310
 963  O    O  O2    0  -0.489  14.9016  22.2509  35.7192
 963  C    C  CH3   0  -0.432  15.1517  20.8958  36.0348
 963  H1   H  HCH3  0   0.261  12.7434  27.2595  31.9453
 963  H2   H  HCH3  0   0.229  13.3511  25.9365  30.9345
 963  H3   H  HCH3  0   0.230  11.7611  25.8008  31.7180
 963  H4   H  HCH2  0   0.278  10.6265  23.5586  30.2859
 963  H5   H  HCH2  0   0.268   9.0308  23.0169  30.7486
 963  H6   H  HCH1  0   0.303  12.3556  19.8488  29.2169
 963  H7   H  HCH2  0   0.265  10.3534  18.3281  29.6305
 963  H8   H  HCH2  0   0.258  11.5520  18.4011  30.9195
 963  H9   H  HCH1  0   0.320  10.9114  22.2558  32.2763
 963  H10  H  HNH1  0   0.402   9.0887  18.7342  31.6021
 963  H11  H  HCR6  0   0.252  10.9482  19.3729  27.2214
 963  H12  H  HCR6  0   0.254   9.4596  20.3784  25.5363
 963  H13  H  HCR6  0   0.254   8.1983  22.4459  26.0842
 963  H14  H  HCR6  0   0.250   8.4491  23.4802  28.3081
 963  H15  H  HCR6  0   0.284  14.1399  20.5610  33.7165
 963  H16  H  HCR6  0   0.293  12.7260  23.7399  31.2317
 963  H17  H  HOH1  0   0.472  14.8725  24.4036  35.9999
 963  H18  H  HCH3  0   0.263  15.5962  20.8866  37.0265
 963  H19  H  HCH3  0   0.232  14.2301  20.3088  36.0537
 963  H20  H  HCH3  0   0.232  15.8500  20.4381  35.3298
 963  C8   C  C     0   0.526  13.0435  21.0493  31.3461
 963  C19  C  C     0   0.557   9.6203  20.6551  31.8032

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
 963  C14  C13  aromatic  1.390  0.020  1.390
 963  C14  C15  aromatic  1.384  0.020  1.384
 963  C13  C12  aromatic  1.385  0.020  1.385
 963  C15  C16  aromatic  1.393  0.020  1.393
 963  C12  C11  aromatic  1.394  0.020  1.394
 963  C16  C11  aromatic  1.394  0.020  1.394
 963  C16  C17  single    1.512  0.020  1.512
 963  C11  C10  single    1.504  0.020  1.504
 963  C17  C18  single    1.524  0.020  1.524
 963  C17  N    single    1.450  0.020  1.450
 963  C18  N1   single    1.448  0.020  1.448
 963  C10  C9   single    1.525  0.020  1.525
 963  N    C8   single    1.359  0.020  1.359
 963  N    C9   single    1.450  0.020  1.450
 963  O3   C8   double    1.221  0.020  1.221
 963  N1   C19  single    1.340  0.020  1.340
 963  C8   C3   single    1.491  0.020  1.491
 963  C9   C19  single    1.529  0.020  1.529
 963  C7   O2   single    1.413  0.020  1.413
 963  C19  O4   double    1.222  0.020  1.222
 963  C4   C3   aromatic  1.391  0.020  1.391
 963  C4   C5   aromatic  1.390  0.020  1.390
 963  C3   C2   aromatic  1.389  0.020  1.389
 963  O2   C5   single    1.345  0.020  1.345
 963  C5   C6   aromatic  1.398  0.020  1.398
 963  C2   C1   aromatic  1.388  0.020  1.388
 963  C6   C1   aromatic  1.398  0.020  1.398
 963  C6   O1   single    1.345  0.020  1.345
 963  C1   O    single    1.349  0.020  1.349
 963  O    C    single    1.414  0.020  1.414
 963  C7   H1   single    0.970  0.020  1.090
 963  C7   H2   single    0.970  0.020  1.090
 963  C7   H3   single    0.970  0.020  1.090
 963  C10  H4   single    0.970  0.020  1.090
 963  C10  H5   single    0.970  0.020  1.090
 963  C17  H6   single    0.970  0.020  1.090
 963  C18  H7   single    0.970  0.020  1.090
 963  C18  H8   single    0.970  0.020  1.090
 963  C9   H9   single    0.970  0.020  1.090
 963  N1   H10  single    0.860  0.020  1.020
 963  C15  H11  single    0.930  0.020  1.080
 963  C14  H12  single    0.930  0.020  1.080
 963  C13  H13  single    0.930  0.020  1.080
 963  C12  H14  single    0.930  0.020  1.080
 963  C2   H15  single    0.930  0.020  1.080
 963  C4   H16  single    0.930  0.020  1.080
 963  O1   H17  single    0.850  0.020  0.980
 963  C    H18  single    0.970  0.020  1.090
 963  C    H19  single    0.970  0.020  1.090
 963  C    H20  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
 963  C7   O2   C5   118.24  3.000
 963  C4   C5   C6   119.72  3.000
 963  C6   C5   O2   115.50  3.000
 963  C4   C5   O2   124.79  3.000
 963  C1   C6   O1   121.99  3.000
 963  O1   C6   C5   118.35  3.000
 963  C1   C6   C5   119.67  3.000
 963  H3   C7   H2   108.75  3.000
 963  H3   C7   H1   108.78  3.000
 963  H2   C7   H1   108.76  3.000
 963  H3   C7   O2   111.97  3.000
 963  H2   C7   O2   112.00  3.000
 963  H1   C7   O2   106.47  3.000
 963  H5   C10  H4   106.23  3.000
 963  H5   C10  C9   110.20  3.000
 963  H4   C10  C9   108.61  3.000
 963  H5   C10  C11  110.70  3.000
 963  H4   C10  C11  109.95  3.000
 963  C9   C10  C11  111.01  3.000
 963  C12  C11  C16  119.08  3.000
 963  C16  C11  C10  120.56  3.000
 963  C12  C11  C10  120.35  3.000
 963  C15  C16  C17  118.64  3.000
 963  C17  C16  C11  121.68  3.000
 963  C15  C16  C11  119.68  3.000
 963  H6   C17  N    109.15  3.000
 963  H6   C17  C18  108.32  3.000
 963  N    C17  C18  107.69  3.000
 963  H6   C17  C16  109.14  3.000
 963  N    C17  C16  110.23  3.000
 963  C18  C17  C16  112.25  3.000
 963  H8   C18  H7   107.56  3.000
 963  H8   C18  N1   110.56  3.000
 963  H7   C18  N1   109.07  3.000
 963  H8   C18  C17  109.47  3.000
 963  H7   C18  C17  110.36  3.000
 963  N1   C18  C17  109.79  3.000
 963  H9   C9   N    110.04  3.000
 963  H9   C9   C19  106.25  3.000
 963  N    C9   C19  111.93  3.000
 963  H9   C9   C10  109.76  3.000
 963  C19  C9   C10  109.83  3.000
 963  N    C9   C10  108.99  3.000
 963  H10  N1   C19  116.28  3.000
 963  H10  N1   C18  117.23  3.000
 963  C19  N1   C18  126.45  3.000
 963  H11  C15  C14  119.68  3.000
 963  H11  C15  C16  119.45  3.000
 963  C14  C15  C16  120.87  3.000
 963  H12  C14  C13  120.38  3.000
 963  H12  C14  C15  120.04  3.000
 963  C13  C14  C15  119.58  3.000
 963  H13  C13  C12  119.98  3.000
 963  H13  C13  C14  120.26  3.000
 963  C12  C13  C14  119.76  3.000
 963  H14  C12  C13  119.86  3.000
 963  H14  C12  C11  119.11  3.000
 963  C13  C12  C11  121.03  3.000
 963  C9   N    C17  111.15  3.000
 963  C9   N    C8   125.48  3.000
 963  C17  N    C8   119.86  3.000
 963  C4   C3   C2   120.76  3.000
 963  C2   C3   C8   118.18  3.000
 963  C4   C3   C8   120.93  3.000
 963  H15  C2   C1   121.00  3.000
 963  H15  C2   C3   119.74  3.000
 963  C1   C2   C3   119.26  3.000
 963  H16  C4   C3   119.55  3.000
 963  H16  C4   C5   120.43  3.000
 963  C3   C4   C5   120.00  3.000
 963  H17  O1   C6   109.75  3.000
 963  O    C1   C2   125.24  3.000
 963  O    C1   C6   114.19  3.000
 963  C2   C1   C6   120.57  3.000
 963  C    O    C1   118.73  3.000
 963  H20  C    H19  108.97  3.000
 963  H20  C    H18  108.89  3.000
 963  H19  C    H18  108.94  3.000
 963  H20  C    O    111.75  3.000
 963  H19  C    O    111.69  3.000
 963  H18  C    O    106.51  3.000
 963  C3   C8   N    117.43  3.000
 963  C3   C8   O3   120.54  3.000
 963  N    C8   O3   122.01  3.000
 963  N1   C19  C9   117.44  3.000
 963  C9   C19  O4   119.31  3.000
 963  N1   C19  O4   123.23  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
 963  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 963  CONST_02  C2   C1   C6   C5      0.00   0.0  0
 963  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 963  CONST_04  C3   C2   C1   C6      0.00   0.0  0
 963  CONST_05  C14  C13  C12  C11     0.00   0.0  0
 963  CONST_06  C14  C15  C16  C11     0.00   0.0  0
 963  CONST_07  C13  C14  C15  C16     0.00   0.0  0
 963  CONST_08  C13  C12  C11  C16     0.00   0.0  0
 963  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 963  CONST_10  C12  C11  C16  C15     0.00   0.0  0
 963  CONST_11  C1   C2   C3   C4      0.00   0.0  0
 963  CONST_12  C1   C6   C5   C4      0.00   0.0  0
 963  CONST_13  C3   C4   C5   O2    180.00   0.0  0
 963  CONST_14  C1   C6   C5   O2    180.00   0.0  0
 963  CONST_15  C8   C3   C4   C5    180.00   0.0  0
 963  CONST_16  O    C1   C6   C5    180.00   0.0  0
 963  CONST_17  C1   C2   C3   C8    180.00   0.0  0
 963  CONST_18  O    C1   C2   C3    180.00   0.0  0
 963  CONST_19  O1   C6   C1   C2    180.00   0.0  0
 963  CONST_20  O1   C6   C5   C4    180.00   0.0  0
 963  CONST_21  C3   C8   N    C17   180.00   0.0  0
 963  CONST_23  H16  C4   C5   C6    180.00   0.0  0
 963  CONST_24  H15  C2   C1   C6    180.00   0.0  0
 963  CONST_25  H14  C12  C11  C10     0.00   0.0  0
 963  CONST_26  H13  C13  C12  C11   180.00   0.0  0
 963  CONST_27  H11  C15  C16  C11   180.00   0.0  0
 963  CONST_28  H12  C14  C15  C16   180.00   0.0  0
 963  CONST_29  H14  C12  C11  C16   180.00   0.0  0
 963  CONST_30  H11  C15  C16  C17     0.00   0.0  0
 963  CONST_31  H13  C13  C14  C15   180.00   0.0  0
 963  CONST_32  H14  C12  C13  C14   180.00   0.0  0
 963  CONST_33  H11  C15  C14  C13   180.00   0.0  0
 963  CONST_34  H12  C14  C13  C12   180.00   0.0  0
 963  CONST_35  H16  C4   C3   C2    180.00   0.0  0
 963  CONST_36  H15  C2   C3   C4    180.00   0.0  0
 963  CONST_37  C17  N    C8   O3      0.00   0.0  0
 963  Var_01    C9   C10  C11  C16   -16.27  30.0  1
 963  Var_02    C19  N1   C18  C17   -18.38  30.0  3
 963  Var_03    C9   C19  N1   C18     1.21  30.0  2
 963  Var_04    C12  C11  C10  C9    164.55  30.0  1
 963  Var_05    O4   C19  N1   C18   179.68  30.0  2
 963  Var_06    C4   C3   C8   N     -49.70  30.0  2
 963  Var_07    C2   C3   C8   N     134.46  30.0  2
 963  Var_08    H4   C10  C11  C16   103.94  30.0  1
 963  Var_09    H5   C10  C11  C16  -138.99  30.0  1
 963  Var_10    H10  N1   C18  C17   164.00  30.0  3
 963  Var_11    H7   C18  N1   C19  -139.42  30.0  3
 963  Var_12    H8   C18  N1   C19   102.51  30.0  3
 963  Var_13    H10  N1   C19  C9    178.85  30.0  2
 963  Var_14    H4   C10  C11  C12   -75.25  30.0  1
 963  Var_15    H5   C10  C11  C12    41.82  30.0  1
 963  Var_16    C4   C3   C8   O3    128.57  30.0  2
 963  Var_17    C2   C3   C8   O3    -47.27  30.0  2
 963  Var_18    C7   O2   C5   C6   -178.24  30.0  3
 963  Var_19    C    O    C1   C6    179.85  30.0  2
 963  Var_20    C4   C5   O2   C7      1.82  30.0  2
 963  Var_21    C    O    C1   C2     -0.33  30.0  2
 963  Var_22    H10  N1   C19  O4     -2.67  30.0  2
 963  Var_23    H1   C7   O2   C5    178.83  30.0  3
 963  Var_24    H2   C7   O2   C5    -62.41  30.0  3
 963  Var_25    H3   C7   O2   C5     60.05  30.0  3
 963  Var_26    H18  C    O    C1   -179.54  30.0  3
 963  Var_27    H19  C    O    C1    -60.71  30.0  3
 963  Var_28    H20  C    O    C1     61.65  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
 963  chir_01  C17  C16  C18  N    positiv
 963  chir_02  C9   N    C19  C10  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
 963  plan-1  O2   0.020
 963  plan-1  C5   0.020
 963  plan-1  C6   0.020
 963  plan-1  C3   0.020
 963  plan-1  C2   0.020
 963  plan-1  C4   0.020
 963  plan-1  O1   0.020
 963  plan-1  C1   0.020
 963  plan-1  O    0.020
 963  plan-1  H15  0.020
 963  plan-1  H16  0.020
 963  plan-1  C8   0.020
 963  plan-2  C10  0.020
 963  plan-2  C11  0.020
 963  plan-2  C16  0.020
 963  plan-2  C17  0.020
 963  plan-2  C15  0.020
 963  plan-2  C14  0.020
 963  plan-2  C13  0.020
 963  plan-2  C12  0.020
 963  plan-2  H11  0.020
 963  plan-2  H12  0.020
 963  plan-2  H13  0.020
 963  plan-2  H14  0.020
 963  plan-3  O3   0.020
 963  plan-3  C17  0.020
 963  plan-3  C9   0.020
 963  plan-3  N    0.020
 963  plan-3  C3   0.020
 963  plan-3  C8   0.020
 963  plan-4  O4   0.020
 963  plan-4  C9   0.020
 963  plan-4  N1   0.020
 963  plan-4  C19  0.020

