# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 19:12:46 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2c(cc1C(=C)c3ccc(cc3)C(O)=O)C(C)(C)CCC2(C)C
#
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
 9RA  9RA  '4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]benzoic acid'  ligand  53  26  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9RA
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
 9RA  O53   O  O      0  -0.594   5.9278  -0.6118   2.3412
 9RA  C51   C  C      0   0.394   5.9332   0.2413   1.4328
 9RA  O52   O  OC    -1  -0.594   6.8927   0.9578   1.0880
 9RA  C11   C  CR6    0  -0.111   4.6322   0.4267   0.6634
 9RA  C10   C  CR16   0  -0.274   3.4954  -0.3078   0.9896
 9RA  C12   C  CR16   0  -0.276   4.5410   1.3420  -0.3832
 9RA  C13   C  CR16   0  -0.301   3.3589   1.5116  -1.0851
 9RA  C14   C  CR6    0   0.077   2.2221   0.7674  -0.7647
 9RA  C9    C  CR16   0  -0.292   2.3082  -0.1371   0.2946
 9RA  C47   C  C      0   0.078   0.9609   0.9123  -1.5233
 9RA  C48   C  C2     0  -0.575   0.9507   1.1889  -2.8304
 9RA  C4    C  CR6    0   0.015  -0.3139   0.6959  -0.7937
 9RA  C3    C  CR6    0   0.072  -0.6918   1.5149   0.2791
 9RA  C43   C  CH3    0  -0.745   0.1679   2.6498   0.7561
 9RA  C2    C  CR16   0  -0.357  -1.9148   1.2669   0.8818
 9RA  C5    C  CR16   0  -0.346  -1.1607  -0.3306  -1.1837
 9RA  C6    C  CR6    0   0.140  -2.3815  -0.5961  -0.5595
 9RA  C19   C  CT     0  -0.170  -3.2249  -1.7556  -1.0787
 9RA  C27   C  CH3    0  -0.644  -2.3765  -3.0226  -1.2355
 9RA  C31   C  CH3    0  -0.635  -3.8008  -1.3719  -2.4495
 9RA  C20   C  CH2    0  -0.426  -4.3658  -2.0710  -0.1061
 9RA  C21   C  CH2    0  -0.422  -5.0422  -0.8190   0.4139
 9RA  C22   C  CT     0  -0.168  -4.0945   0.0591   1.2357
 9RA  C1    C  CR6    0   0.134  -2.7787   0.2406   0.4887
 9RA  C39   C  CH3    0  -0.647  -4.7960   1.4013   1.4729
 9RA  C35   C  CH3    0  -0.635  -3.8042  -0.5918   2.5957
 9RA  H10   H  HCR6   0   0.242   3.5399  -1.0228   1.8004
 9RA  H12   H  HCR6   0   0.241   5.4054   1.9381  -0.6451
 9RA  H13   H  HCR6   0   0.243   3.3116   2.2479  -1.8780
 9RA  H9    H  HCR6   0   0.243   1.4389  -0.7208   0.5740
 9RA  H48   H  H      0   0.246   0.0209   1.3066  -3.3715
 9RA  H48A  H  H      0   0.244   1.8639   1.3032  -3.4004
 9RA  H43   H  HCH3   0   0.240   0.5834   3.2212  -0.0749
 9RA  H43A  H  HCH3   0   0.246  -0.4049   3.3360   1.3792
 9RA  H43B  H  HCH3   0   0.248   1.0128   2.2929   1.3482
 9RA  H2    H  HCR6   0   0.231  -2.2113   1.9176   1.6965
 9RA  H5    H  HCR6   0   0.234  -0.8410  -0.9536  -2.0106
 9RA  H27   H  HCH3   0   0.227  -1.8945  -3.2932  -0.2943
 9RA  H27A  H  HCH3   0   0.227  -3.0105  -3.8591  -1.5375
 9RA  H27B  H  HCH3   0   0.228  -1.6003  -2.9169  -1.9935
 9RA  H31   H  HCH3   0   0.228  -3.0074  -1.1369  -3.1611
 9RA  H31A  H  HCH3   0   0.223  -4.3828  -2.1979  -2.8647
 9RA  H31B  H  HCH3   0   0.228  -4.4534  -0.5000  -2.3856
 9RA  H20   H  HCH2   0   0.231  -5.0927  -2.7141  -0.6104
 9RA  H20A  H  HCH2   0   0.227  -3.9799  -2.6580   0.7338
 9RA  H21   H  HCH2   0   0.225  -5.4311  -0.2356  -0.4271
 9RA  H21A  H  HCH2   0   0.230  -5.9089  -1.0818   1.0275
 9RA  H39   H  HCH3   0   0.229  -5.7797   1.2298   1.9160
 9RA  H39A  H  HCH3   0   0.229  -4.2490   2.0523   2.1559
 9RA  H39B  H  HCH3   0   0.227  -4.9441   1.9408   0.5359
 9RA  H35   H  HCH3   0   0.229  -3.2925  -1.5496   2.4917
 9RA  H35A  H  HCH3   0   0.230  -3.1715   0.0528   3.2088
 9RA  H35B  H  HCH3   0   0.224  -4.7338  -0.7662   3.1424

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
 9RA  C51  O53   deloc     1.246  0.020  1.246
 9RA  C11  C51   single    1.523  0.020  1.523
 9RA  C51  O52   deloc     1.246  0.020  1.246
 9RA  C12  C11   aromatic  1.393  0.020  1.393
 9RA  C10  C11   aromatic  1.392  0.020  1.392
 9RA  C9   C10   aromatic  1.386  0.020  1.386
 9RA  C10  H10   single    0.930  0.020  1.080
 9RA  C13  C12   aromatic  1.385  0.020  1.385
 9RA  C12  H12   single    0.930  0.020  1.080
 9RA  C14  C13   aromatic  1.396  0.020  1.396
 9RA  C13  H13   single    0.930  0.020  1.080
 9RA  C47  C14   single    1.479  0.020  1.479
 9RA  C14  C9    aromatic  1.396  0.020  1.396
 9RA  C9   H9    single    0.930  0.020  1.080
 9RA  C48  C47   double    1.336  0.020  1.336
 9RA  C4   C47   single    1.485  0.020  1.485
 9RA  C48  H48   single    0.930  0.020  1.080
 9RA  C48  H48A  single    0.930  0.020  1.080
 9RA  C5   C4    aromatic  1.387  0.020  1.387
 9RA  C4   C3    aromatic  1.402  0.020  1.402
 9RA  C2   C3    aromatic  1.386  0.020  1.386
 9RA  C3   C43   single    1.502  0.020  1.502
 9RA  C43  H43   single    0.970  0.020  1.090
 9RA  C43  H43A  single    0.970  0.020  1.090
 9RA  C43  H43B  single    0.970  0.020  1.090
 9RA  C1   C2    aromatic  1.398  0.020  1.398
 9RA  C2   H2    single    0.930  0.020  1.080
 9RA  C6   C5    aromatic  1.397  0.020  1.397
 9RA  C5   H5    single    0.930  0.020  1.080
 9RA  C19  C6    single    1.525  0.020  1.525
 9RA  C6   C1    aromatic  1.399  0.020  1.399
 9RA  C31  C19   single    1.535  0.020  1.535
 9RA  C20  C19   single    1.532  0.020  1.532
 9RA  C19  C27   single    1.533  0.020  1.533
 9RA  C27  H27   single    0.970  0.020  1.090
 9RA  C27  H27A  single    0.970  0.020  1.090
 9RA  C27  H27B  single    0.970  0.020  1.090
 9RA  C31  H31   single    0.970  0.020  1.090
 9RA  C31  H31A  single    0.970  0.020  1.090
 9RA  C31  H31B  single    0.970  0.020  1.090
 9RA  C20  C21   single    1.515  0.020  1.515
 9RA  C20  H20   single    0.970  0.020  1.090
 9RA  C20  H20A  single    0.970  0.020  1.090
 9RA  C22  C21   single    1.531  0.020  1.531
 9RA  C21  H21   single    0.970  0.020  1.090
 9RA  C21  H21A  single    0.970  0.020  1.090
 9RA  C39  C22   single    1.533  0.020  1.533
 9RA  C22  C1    single    1.524  0.020  1.524
 9RA  C22  C35   single    1.535  0.020  1.535
 9RA  C39  H39   single    0.970  0.020  1.090
 9RA  C39  H39A  single    0.970  0.020  1.090
 9RA  C39  H39B  single    0.970  0.020  1.090
 9RA  C35  H35   single    0.970  0.020  1.090
 9RA  C35  H35A  single    0.970  0.020  1.090
 9RA  C35  H35B  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
 9RA  C11   C51  O52   116.62  3.000
 9RA  O52   C51  O53   126.77  3.000
 9RA  C11   C51  O53   116.61  3.000
 9RA  C12   C11  C10   117.98  3.000
 9RA  C10   C11  C51   121.00  3.000
 9RA  C12   C11  C51   121.03  3.000
 9RA  H10   C10  C9    119.50  3.000
 9RA  H10   C10  C11   119.38  3.000
 9RA  C9    C10  C11   121.12  3.000
 9RA  H12   C12  C13   119.45  3.000
 9RA  H12   C12  C11   119.43  3.000
 9RA  C13   C12  C11   121.12  3.000
 9RA  H13   C13  C14   119.66  3.000
 9RA  H13   C13  C12   119.43  3.000
 9RA  C14   C13  C12   120.89  3.000
 9RA  C47   C14  C9    120.37  3.000
 9RA  C9    C14  C13   118.00  3.000
 9RA  C47   C14  C13   121.63  3.000
 9RA  H9    C9   C14   119.69  3.000
 9RA  H9    C9   C10   119.43  3.000
 9RA  C14   C9   C10   120.88  3.000
 9RA  C4    C47  C48   120.29  3.000
 9RA  C4    C47  C14   117.77  3.000
 9RA  C48   C47  C14   121.92  3.000
 9RA  H48A  C48  H48   116.74  3.000
 9RA  H48A  C48  C47   122.04  3.000
 9RA  H48   C48  C47   121.22  3.000
 9RA  C5    C4   C3    118.89  3.000
 9RA  C3    C4   C47   121.50  3.000
 9RA  C5    C4   C47   119.61  3.000
 9RA  C2    C3   C43   120.16  3.000
 9RA  C43   C3   C4    122.03  3.000
 9RA  C2    C3   C4    117.80  3.000
 9RA  H43B  C43  H43A  107.61  3.000
 9RA  H43B  C43  H43   106.84  3.000
 9RA  H43A  C43  H43   107.83  3.000
 9RA  H43B  C43  C3    111.61  3.000
 9RA  H43A  C43  C3    110.90  3.000
 9RA  H43   C43  C3    111.85  3.000
 9RA  H2    C2   C1    118.88  3.000
 9RA  H2    C2   C3    117.44  3.000
 9RA  C1    C2   C3    123.67  3.000
 9RA  H5    C5   C6    119.32  3.000
 9RA  H5    C5   C4    117.39  3.000
 9RA  C6    C5   C4    123.29  3.000
 9RA  C1    C6   C19   123.57  3.000
 9RA  C1    C6   C5    117.99  3.000
 9RA  C19   C6   C5    118.42  3.000
 9RA  C20   C19  C31   109.81  3.000
 9RA  C20   C19  C27   107.88  3.000
 9RA  C31   C19  C27   108.84  3.000
 9RA  C27   C19  C6    110.93  3.000
 9RA  C20   C19  C6    110.62  3.000
 9RA  C31   C19  C6    108.75  3.000
 9RA  H27B  C27  H27A  107.18  3.000
 9RA  H27B  C27  H27   108.02  3.000
 9RA  H27A  C27  H27   107.75  3.000
 9RA  H27B  C27  C19   112.64  3.000
 9RA  H27A  C27  C19   109.88  3.000
 9RA  H27   C27  C19   111.17  3.000
 9RA  H31B  C31  H31A  107.93  3.000
 9RA  H31B  C31  H31   107.51  3.000
 9RA  H31A  C31  H31   107.60  3.000
 9RA  H31B  C31  C19   111.83  3.000
 9RA  H31A  C31  C19   110.50  3.000
 9RA  H31   C31  C19   111.30  3.000
 9RA  H20A  C20  H20   105.82  3.000
 9RA  H20A  C20  C21   109.70  3.000
 9RA  H20   C20  C21   110.34  3.000
 9RA  H20A  C20  C19   109.56  3.000
 9RA  H20   C20  C19   108.85  3.000
 9RA  C21   C20  C19   112.35  3.000
 9RA  H21A  C21  H21   106.10  3.000
 9RA  H21A  C21  C22   109.10  3.000
 9RA  H21   C21  C22   109.06  3.000
 9RA  H21A  C21  C20   110.35  3.000
 9RA  H21   C21  C20   109.58  3.000
 9RA  C22   C21  C20   112.45  3.000
 9RA  C35   C22  C39   108.70  3.000
 9RA  C35   C22  C1    108.75  3.000
 9RA  C39   C22  C1    111.51  3.000
 9RA  C35   C22  C21   110.45  3.000
 9RA  C1    C22  C21   109.85  3.000
 9RA  C39   C22  C21   107.57  3.000
 9RA  C22   C1   C6    122.77  3.000
 9RA  C22   C1   C2    118.90  3.000
 9RA  C6    C1   C2    118.32  3.000
 9RA  H39B  C39  H39A  108.10  3.000
 9RA  H39B  C39  H39   107.68  3.000
 9RA  H39A  C39  H39   106.94  3.000
 9RA  H39B  C39  C22   111.23  3.000
 9RA  H39A  C39  C22   112.95  3.000
 9RA  H39   C39  C22   109.71  3.000
 9RA  H35B  C35  H35A  107.85  3.000
 9RA  H35B  C35  H35   107.86  3.000
 9RA  H35A  C35  H35   107.47  3.000
 9RA  H35B  C35  C22   110.49  3.000
 9RA  H35A  C35  C22   110.90  3.000
 9RA  H35   C35  C22   112.11  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
 9RA  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 9RA  CONST_02  C14  C9   C10  C11     0.00   0.0  0
 9RA  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 9RA  CONST_04  C13  C14  C9   C10     0.00   0.0  0
 9RA  CONST_05  C9   C10  C11  C12     0.00   0.0  0
 9RA  CONST_06  C9   C14  C13  C12     0.00   0.0  0
 9RA  CONST_07  C1   C6   C5   C4      0.00   0.0  0
 9RA  CONST_08  C1   C2   C3   C4      0.00   0.0  0
 9RA  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 9RA  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 9RA  CONST_11  C5   C4   C3   C2      0.00   0.0  0
 9RA  CONST_12  C5   C6   C1   C2      0.00   0.0  0
 9RA  CONST_13  C13  C12  C11  C51   180.00   0.0  0
 9RA  CONST_14  C9   C10  C11  C51   180.00   0.0  0
 9RA  CONST_15  C47  C14  C9   C10   180.00   0.0  0
 9RA  CONST_16  C47  C14  C13  C12   180.00   0.0  0
 9RA  CONST_17  C6   C5   C4   C47   180.00   0.0  0
 9RA  CONST_18  C2   C3   C4   C47   180.00   0.0  0
 9RA  CONST_19  C5   C4   C3   C43   180.00   0.0  0
 9RA  CONST_20  C1   C2   C3   C43   180.00   0.0  0
 9RA  CONST_21  H13  C13  C12  C11   180.00   0.0  0
 9RA  CONST_22  H9   C9   C10  C11   180.00   0.0  0
 9RA  CONST_23  H12  C12  C11  C10   180.00   0.0  0
 9RA  CONST_24  H10  C10  C11  C12   180.00   0.0  0
 9RA  CONST_25  H2   C2   C3   C4    180.00   0.0  0
 9RA  CONST_26  H5   C5   C4   C3    180.00   0.0  0
 9RA  Var_01    C21  C22  C1   C2    163.70  30.0  1
 9RA  Var_02    C20  C19  C6   C5    168.36  30.0  1
 9RA  Var_03    C21  C20  C19  C6     43.08  30.0  1
 9RA  Var_04    C22  C21  C20  C19   -63.35  30.0  1
 9RA  Var_05    C1   C22  C21  C20    47.71  30.0  1
 9RA  Var_06    C4   C47  C14  C13  -148.94  30.0  2
 9RA  Var_07    C5   C4   C47  C14  -118.10  30.0  3
 9RA  Var_08    C12  C11  C51  O53  -179.08  30.0  2
 9RA  Var_09    H43  C43  C3   C4     42.82  30.0  2
 9RA  Var_10    H31  C31  C19  C6     58.53  30.0  3
 9RA  Var_11    H27  C27  C19  C6     56.69  30.0  3
 9RA  Var_12    H39  C39  C22  C21    53.68  30.0  3
 9RA  Var_13    H35  C35  C22  C21    62.87  30.0  3
 9RA  Var_14    H48  C48  C47  C14  -179.11   0.0  2

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
 9RA  plan-1  C51   0.020
 9RA  plan-1  C11   0.020
 9RA  plan-1  C10   0.020
 9RA  plan-1  C12   0.020
 9RA  plan-1  C13   0.020
 9RA  plan-1  C14   0.020
 9RA  plan-1  C9    0.020
 9RA  plan-1  C47   0.020
 9RA  plan-1  H10   0.020
 9RA  plan-1  H12   0.020
 9RA  plan-1  H13   0.020
 9RA  plan-1  H9    0.020
 9RA  plan-2  C47   0.020
 9RA  plan-2  C4    0.020
 9RA  plan-2  C3    0.020
 9RA  plan-2  C43   0.020
 9RA  plan-2  C2    0.020
 9RA  plan-2  C5    0.020
 9RA  plan-2  C6    0.020
 9RA  plan-2  C19   0.020
 9RA  plan-2  C22   0.020
 9RA  plan-2  C1    0.020
 9RA  plan-2  H2    0.020
 9RA  plan-2  H5    0.020
 9RA  plan-3  O53   0.020
 9RA  plan-3  C51   0.020
 9RA  plan-3  O52   0.020
 9RA  plan-3  C11   0.020
 9RA  plan-4  C14   0.020
 9RA  plan-4  C47   0.020
 9RA  plan-4  C48   0.020
 9RA  plan-4  C4    0.020
 9RA  plan-4  H48   0.020
 9RA  plan-4  H48A  0.020

