# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 14:16:16 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCc2cccc3c2[C@H]1Cc4ccc(O)c(O)c34
#
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
 OR9  OR9  (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol  ligand  37  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OR9
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
 OR9  C01  C  CH1   0  -0.076  92.9538  107.2337  78.0439
 OR9  C02  C  CR6   0   0.009  91.8807  107.5818  77.0339
 OR9  C03  C  CH2   0  -0.533  92.2296  106.6800  79.2718
 OR9  C04  C  CR6   0   0.065  92.0028  107.2373  75.6918
 OR9  C05  C  CH2   0  -0.297  94.3789  106.7128  76.1930
 OR9  C06  C  CH2   0  -0.495  93.2480  106.5590  75.2004
 OR9  C07  C  CR6   0   0.130  90.7238  108.2371  77.4977
 OR9  C08  C  CR6   0   0.062  91.3417  107.7504  79.8346
 OR9  C09  C  CR6   0  -0.028  90.6312  108.5649  78.9351
 OR9  C11  C  CR16  0  -0.320  90.9619  107.5197  74.8105
 OR9  C12  C  CR16  0  -0.337  89.6863  108.4849  76.5992
 OR9  C13  C  CR16  0  -0.352  91.2539  107.9724  81.1965
 OR9  C14  C  CR6   0   0.237  89.8916  109.6367  79.4401
 OR9  C15  C  CR16  0  -0.237  89.8057  108.1272  75.2643
 OR9  C16  C  CR6   0   0.256  89.8045  109.8426  80.8247
 OR9  C17  C  CR16  0  -0.370  90.4748  109.0090  81.6979
 OR9  N01  N  NT    0  -0.433  93.9362  106.3038  77.5138
 OR9  O01  O  OH1   0  -0.626  89.2722  110.4940  78.6032
 OR9  O02  O  OH1   0  -0.651  89.0414  110.8960  81.2051
 OR9  H1   H  HCH1  0   0.212  93.4506  108.1774  78.3477
 OR9  H2   H  HCH2  0   0.244  91.6529  105.7985  78.9699
 OR9  H3   H  HCH2  0   0.261  92.9304  106.3576  80.0414
 OR9  H4   H  HCH2  0   0.241  95.2178  106.0821  75.8937
 OR9  H5   H  HCH2  0   0.199  94.7489  107.7526  76.1922
 OR9  H6   H  HCH2  0   0.245  93.0508  105.4951  75.0383
 OR9  H7   H  HCH2  0   0.244  93.5401  106.9721  74.2325
 OR9  H8   H  HCH3  0   0.239  94.7714  105.7486  79.3674
 OR9  H9   H  HCH3  0   0.238  95.7828  105.4525  77.9669
 OR9  H10  H  HCH3  0   0.195  95.6009  107.1019  78.5859
 OR9  H11  H  HCR6  0   0.244  91.0618  107.2494  73.7655
 OR9  H12  H  HCR6  0   0.246  88.7683  108.9420  76.9352
 OR9  H13  H  HCR6  0   0.247  91.8062  107.3414  81.8814
 OR9  H14  H  HCR6  0   0.248  88.9901  108.3257  74.5808
 OR9  H15  H  HCR6  0   0.270  90.4070  109.1762  82.7668
 OR9  H17  H  HOH1  0   0.473  88.8385  111.1914  79.1107
 OR9  H18  H  HOH1  0   0.481  89.0770  111.0241  82.1596
 OR9  C10  C  CH3   0  -0.533  95.0716  106.1542  78.4027

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
 OR9  C11  C15  aromatic  1.383  0.020  1.383
 OR9  C11  C04  aromatic  1.393  0.020  1.393
 OR9  C15  C12  aromatic  1.387  0.020  1.387
 OR9  C06  C04  single    1.501  0.020  1.501
 OR9  C06  C05  single    1.513  0.020  1.513
 OR9  C04  C02  aromatic  1.391  0.020  1.391
 OR9  C05  N01  single    1.452  0.020  1.452
 OR9  C12  C07  aromatic  1.395  0.020  1.395
 OR9  C02  C07  aromatic  1.408  0.020  1.408
 OR9  C02  C01  single    1.514  0.020  1.514
 OR9  C07  C09  aromatic  1.477  0.020  1.477
 OR9  N01  C01  single    1.453  0.020  1.453
 OR9  N01  C10  single    1.450  0.020  1.450
 OR9  C01  C03  single    1.529  0.020  1.529
 OR9  O01  C14  single    1.349  0.020  1.349
 OR9  C09  C14  aromatic  1.397  0.020  1.397
 OR9  C09  C08  aromatic  1.406  0.020  1.406
 OR9  C03  C08  single    1.500  0.020  1.500
 OR9  C14  C16  aromatic  1.402  0.020  1.402
 OR9  C08  C13  aromatic  1.383  0.020  1.383
 OR9  C16  O02  single    1.355  0.020  1.355
 OR9  C16  C17  aromatic  1.381  0.020  1.381
 OR9  C13  C17  aromatic  1.390  0.020  1.390
 OR9  C01  H1   single    0.970  0.020  1.090
 OR9  C03  H2   single    0.970  0.020  1.090
 OR9  C03  H3   single    0.970  0.020  1.090
 OR9  C05  H4   single    0.970  0.020  1.090
 OR9  C05  H5   single    0.970  0.020  1.090
 OR9  C06  H6   single    0.970  0.020  1.090
 OR9  C06  H7   single    0.970  0.020  1.090
 OR9  C10  H8   single    0.970  0.020  1.090
 OR9  C10  H9   single    0.970  0.020  1.090
 OR9  C10  H10  single    0.970  0.020  1.090
 OR9  C11  H11  single    0.930  0.020  1.080
 OR9  C12  H12  single    0.930  0.020  1.080
 OR9  C13  H13  single    0.930  0.020  1.080
 OR9  C15  H14  single    0.930  0.020  1.080
 OR9  C17  H15  single    0.930  0.020  1.080
 OR9  O01  H17  single    0.850  0.020  0.980
 OR9  O02  H18  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
 OR9  H1   C01  N01  109.98  3.000
 OR9  H1   C01  C03  107.48  3.000
 OR9  N01  C01  C03  112.42  3.000
 OR9  H1   C01  C02  107.73  3.000
 OR9  C03  C01  C02  106.46  3.000
 OR9  N01  C01  C02  112.52  3.000
 OR9  C07  C02  C04  120.34  3.000
 OR9  C07  C02  C01  118.00  3.000
 OR9  C04  C02  C01  121.63  3.000
 OR9  H3   C03  H2   107.16  3.000
 OR9  H3   C03  C08  109.07  3.000
 OR9  H2   C03  C08  111.46  3.000
 OR9  H3   C03  C01  111.70  3.000
 OR9  H2   C03  C01  108.61  3.000
 OR9  C08  C03  C01  108.85  3.000
 OR9  C11  C04  C06  120.30  3.000
 OR9  C06  C04  C02  120.05  3.000
 OR9  C11  C04  C02  119.65  3.000
 OR9  H5   C05  H4   106.66  3.000
 OR9  H5   C05  N01  111.61  3.000
 OR9  H4   C05  N01  108.73  3.000
 OR9  H5   C05  C06  110.24  3.000
 OR9  H4   C05  C06  109.63  3.000
 OR9  N01  C05  C06  109.90  3.000
 OR9  H7   C06  H6   106.54  3.000
 OR9  H7   C06  C05  110.06  3.000
 OR9  H6   C06  C05  109.32  3.000
 OR9  H7   C06  C04  109.95  3.000
 OR9  H6   C06  C04  109.79  3.000
 OR9  C05  C06  C04  111.07  3.000
 OR9  C12  C07  C09  122.74  3.000
 OR9  C09  C07  C02  118.37  3.000
 OR9  C12  C07  C02  118.80  3.000
 OR9  C13  C08  C09  120.33  3.000
 OR9  C13  C08  C03  121.44  3.000
 OR9  C09  C08  C03  118.19  3.000
 OR9  C14  C09  C08  118.73  3.000
 OR9  C08  C09  C07  117.53  3.000
 OR9  C14  C09  C07  123.73  3.000
 OR9  H11  C11  C15  120.20  3.000
 OR9  H11  C11  C04  119.38  3.000
 OR9  C15  C11  C04  120.42  3.000
 OR9  H12  C12  C15  118.82  3.000
 OR9  H12  C12  C07  120.50  3.000
 OR9  C15  C12  C07  120.67  3.000
 OR9  H13  C13  C17  119.49  3.000
 OR9  H13  C13  C08  119.81  3.000
 OR9  C17  C13  C08  120.70  3.000
 OR9  O01  C14  C16  119.39  3.000
 OR9  C16  C14  C09  120.16  3.000
 OR9  O01  C14  C09  120.44  3.000
 OR9  H14  C15  C12  119.71  3.000
 OR9  H14  C15  C11  120.22  3.000
 OR9  C12  C15  C11  120.08  3.000
 OR9  O02  C16  C17  124.40  3.000
 OR9  C17  C16  C14  120.37  3.000
 OR9  O02  C16  C14  115.23  3.000
 OR9  H15  C17  C16  120.01  3.000
 OR9  H15  C17  C13  120.37  3.000
 OR9  C16  C17  C13  119.61  3.000
 OR9  C10  N01  C05  110.37  3.000
 OR9  C10  N01  C01  111.83  3.000
 OR9  C05  N01  C01  110.97  3.000
 OR9  H17  O01  C14  109.84  3.000
 OR9  H18  O02  C16  111.13  3.000
 OR9  H10  C10  H9   107.88  3.000
 OR9  H10  C10  H8   107.81  3.000
 OR9  H9   C10  H8   107.12  3.000
 OR9  H10  C10  N01  112.94  3.000
 OR9  H9   C10  N01  109.41  3.000
 OR9  H8   C10  N01  111.46  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
 OR9  CONST_01  C15  C11  C04  C02    0.00   0.0  0
 OR9  CONST_02  C15  C12  C07  C02    0.00   0.0  0
 OR9  CONST_05  C12  C15  C11  C04    0.00   0.0  0
 OR9  CONST_06  C12  C07  C02  C04    0.00   0.0  0
 OR9  CONST_07  C09  C07  C02  C04  180.00   0.0  0
 OR9  CONST_08  C11  C15  C12  C07    0.00   0.0  0
 OR9  CONST_09  C11  C04  C02  C07    0.00   0.0  0
 OR9  CONST_10  C16  C14  C09  C07  180.00   0.0  0
 OR9  CONST_11  C13  C08  C09  C07  180.00   0.0  0
 OR9  CONST_13  C16  C14  C09  C08    0.00   0.0  0
 OR9  CONST_14  C16  C17  C13  C08    0.00   0.0  0
 OR9  CONST_15  C15  C12  C07  C09  180.00   0.0  0
 OR9  CONST_16  C17  C16  C14  C09    0.00   0.0  0
 OR9  CONST_17  C17  C13  C08  C09    0.00   0.0  0
 OR9  CONST_19  C14  C09  C08  C13    0.00   0.0  0
 OR9  CONST_20  C14  C16  C17  C13    0.00   0.0  0
 OR9  CONST_21  O01  C14  C09  C07    0.00   0.0  0
 OR9  CONST_22  O01  C14  C09  C08  180.00   0.0  0
 OR9  CONST_23  O02  C16  C14  C09  180.00   0.0  0
 OR9  CONST_24  O02  C16  C17  C13  180.00   0.0  0
 OR9  CONST_25  O01  C14  C16  C17  180.00   0.0  0
 OR9  CONST_26  H11  C11  C04  C02  180.00   0.0  0
 OR9  CONST_27  H12  C12  C07  C02  180.00   0.0  0
 OR9  CONST_28  H13  C13  C08  C03    0.00   0.0  0
 OR9  CONST_29  H14  C15  C11  C04  180.00   0.0  0
 OR9  CONST_30  H15  C17  C13  C08  180.00   0.0  0
 OR9  Var_01    C06  C05  N01  C01  -68.43  30.0  1
 OR9  Var_02    C09  C08  C03  C01   40.24  30.0  1
 OR9  Var_03    C05  C06  C04  C02  -16.93  30.0  1
 OR9  Var_04    N01  C05  C06  C04   51.52  30.0  1
 OR9  Var_05    H8   C10  N01  C01   61.87  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
 OR9  chir_01  C01  C02  N01  C03  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
 OR9  plan-1  C03  0.020
 OR9  plan-1  C07  0.020
 OR9  plan-1  C08  0.020
 OR9  plan-1  C09  0.020
 OR9  plan-1  C13  0.020
 OR9  plan-1  C14  0.020
 OR9  plan-1  C16  0.020
 OR9  plan-1  C17  0.020
 OR9  plan-1  O01  0.020
 OR9  plan-1  O02  0.020
 OR9  plan-1  H13  0.020
 OR9  plan-1  H15  0.020
 OR9  plan-2  C01  0.020
 OR9  plan-2  C02  0.020
 OR9  plan-2  C04  0.020
 OR9  plan-2  C06  0.020
 OR9  plan-2  C07  0.020
 OR9  plan-2  C09  0.020
 OR9  plan-2  C11  0.020
 OR9  plan-2  C12  0.020
 OR9  plan-2  C15  0.020
 OR9  plan-2  H11  0.020
 OR9  plan-2  H12  0.020
 OR9  plan-2  H14  0.020

