# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:10:11 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: (9aS)-4-bromo-9a-butyl-7-hydroxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[C@@]12CCC(=O)C(=C1c3ccc(O)cc3C2)Br
#
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
 FBR  FBR  (9aS)-4-bromo-9a-butyl-7-hydroxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one  ligand  39  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FBR
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
 FBR  C1    C   CR5   0  -0.212   4.8666  -1.6467  -2.4204
 FBR  C2    C   CH2   0  -0.458   5.5111  -2.3193  -3.6219
 FBR  C3    C   CH2   0  -0.587   6.5646  -3.3126  -3.1687
 FBR  C4    C   C     0   0.443   6.0516  -4.3044  -2.1525
 FBR  O5    O   O     0  -0.411   6.5952  -5.3786  -1.9914
 FBR  C6    C   C     0  -0.402   4.8701  -3.9088  -1.3695
 FBR  BR7   BR  BR    0  -0.059   4.2212  -5.2709  -0.2321
 FBR  C8    C   CR5   0   0.306   4.2852  -2.6976  -1.4808
 FBR  C9    C   CR5   0   0.083   3.0918  -2.1264  -0.8811
 FBR  C10   C   C1    0  -0.313   2.3345  -2.4814   0.2404
 FBR  C11   C   C1    0  -0.335   1.2276  -1.7328   0.5849
 FBR  C12   C   C     0   0.381   0.8501  -0.6241  -0.1822
 FBR  O13   O   OH1   0  -0.618  -0.2383   0.0517   0.2082
 FBR  C14   C   C1    0  -0.457   1.6018  -0.2536  -1.2970
 FBR  C15   C   CR5   0   0.116   2.7123  -1.0024  -1.6282
 FBR  C16   C   CH2   0  -0.483   3.6432  -0.7831  -2.7775
 FBR  C17   C   CH2   0  -0.399   5.8714  -0.7998  -1.6009
 FBR  C18   C   CH2   0  -0.425   6.6805   0.2010  -2.4181
 FBR  C19   C   CH2   0  -0.419   7.4967   1.1369  -1.5328
 FBR  C20   C   CH3   0  -0.664   8.3348   2.1209  -2.3368
 FBR  H21   H   HCH2  0   0.259   5.9535  -1.5804  -4.2917
 FBR  H22   H   HCH2  0   0.253   4.7392  -2.8368  -4.1985
 FBR  H31   H   HCH2  0   0.276   7.4133  -2.7908  -2.7124
 FBR  H32   H   HCH2  0   0.283   6.9714  -3.8739  -4.0110
 FBR  H10   H   H     0   0.258   2.6041  -3.3156   0.8694
 FBR  H11   H   H     0   0.272   0.6461  -1.9974   1.4587
 FBR  HO13  H   HOH1  0   0.481  -0.4129   0.7899  -0.3872
 FBR  H14   H   H     0   0.274   1.3200   0.6112  -1.8882
 FBR  H161  H   HCH2  0   0.275   3.1802  -1.1306  -3.7065
 FBR  H162  H   HCH2  0   0.266   3.8950   0.2683  -2.9231
 FBR  H171  H   HCH2  0   0.239   6.5592  -1.4566  -1.0612
 FBR  H172  H   HCH2  0   0.242   5.3117  -0.2618  -0.8283
 FBR  H181  H   HCH2  0   0.221   7.3625  -0.3258  -3.0928
 FBR  H182  H   HCH2  0   0.221   6.0190   0.7961  -3.0562
 FBR  H191  H   HCH2  0   0.215   8.1477   0.5435  -0.8835
 FBR  H192  H   HCH2  0   0.215   6.8223   1.6857  -0.8688
 FBR  H201  H   HCH3  0   0.218   7.7044   2.7566  -2.9610
 FBR  H202  H   HCH3  0   0.217   9.0324   1.6004  -2.9960
 FBR  H203  H   HCH3  0   0.228   8.9191   2.7727  -1.6868

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
 FBR  C1   C2    single    1.520  0.020  1.520
 FBR  C1   C8    single    1.525  0.020  1.525
 FBR  C1   C16   single    1.539  0.020  1.539
 FBR  C1   C17   single    1.549  0.020  1.549
 FBR  C2   C3    single    1.517  0.020  1.517
 FBR  C2   H21   single    0.970  0.020  1.090
 FBR  C2   H22   single    0.970  0.020  1.090
 FBR  C3   C4    single    1.510  0.020  1.510
 FBR  C3   H31   single    0.970  0.020  1.090
 FBR  C3   H32   single    0.970  0.020  1.090
 FBR  C4   O5    double    1.215  0.020  1.215
 FBR  C4   C6    single    1.472  0.020  1.472
 FBR  C6   BR7   single    1.889  0.020  1.889
 FBR  C6   C8    double    1.350  0.020  1.350
 FBR  C8   C9    single    1.453  0.020  1.453
 FBR  C9   C10   aromatic  1.399  0.020  1.399
 FBR  C9   C15   aromatic  1.402  0.020  1.402
 FBR  C10  C11   aromatic  1.380  0.020  1.380
 FBR  C10  H10   single    0.930  0.020  1.080
 FBR  C11  C12   aromatic  1.400  0.020  1.400
 FBR  C11  H11   single    0.930  0.020  1.080
 FBR  C12  O13   single    1.339  0.020  1.339
 FBR  C12  C14   aromatic  1.395  0.020  1.395
 FBR  O13  HO13  single    0.850  0.020  0.980
 FBR  C14  C15   aromatic  1.380  0.020  1.380
 FBR  C14  H14   single    0.930  0.020  1.080
 FBR  C15  C16   single    1.495  0.020  1.495
 FBR  C16  H161  single    0.970  0.020  1.090
 FBR  C16  H162  single    0.970  0.020  1.090
 FBR  C17  C18   single    1.524  0.020  1.524
 FBR  C17  H171  single    0.970  0.020  1.090
 FBR  C17  H172  single    0.970  0.020  1.090
 FBR  C18  C19   single    1.525  0.020  1.525
 FBR  C18  H181  single    0.970  0.020  1.090
 FBR  C18  H182  single    0.970  0.020  1.090
 FBR  C19  C20   single    1.522  0.020  1.522
 FBR  C19  H191  single    0.970  0.020  1.090
 FBR  C19  H192  single    0.970  0.020  1.090
 FBR  C20  H201  single    0.970  0.020  1.090
 FBR  C20  H202  single    0.970  0.020  1.090
 FBR  C20  H203  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
 FBR  C17   C1   C16   109.37  3.000
 FBR  C17   C1   C8    107.35  3.000
 FBR  C16   C1   C8    103.10  3.000
 FBR  C17   C1   C2    112.64  3.000
 FBR  C16   C1   C2    113.69  3.000
 FBR  C8    C1   C2    110.10  3.000
 FBR  H22   C2   H21   106.44  3.000
 FBR  H22   C2   C3    109.74  3.000
 FBR  H21   C2   C3    110.19  3.000
 FBR  H22   C2   C1    109.08  3.000
 FBR  H21   C2   C1    110.94  3.000
 FBR  C3    C2   C1    110.36  3.000
 FBR  H32   C3   H31   106.12  3.000
 FBR  H32   C3   C4    107.96  3.000
 FBR  H31   C3   C4    107.20  3.000
 FBR  H32   C3   C2    111.42  3.000
 FBR  H31   C3   C2    110.52  3.000
 FBR  C4    C3   C2    113.28  3.000
 FBR  C6    C4   O5    121.77  3.000
 FBR  C6    C4   C3    117.02  3.000
 FBR  O5    C4   C3    121.21  3.000
 FBR  C8    C6   BR7   123.21  3.000
 FBR  C8    C6   C4    123.04  3.000
 FBR  BR7   C6   C4    113.72  3.000
 FBR  C9    C8   C6    132.44  3.000
 FBR  C9    C8   C1    107.26  3.000
 FBR  C6    C8   C1    120.27  3.000
 FBR  C15   C9   C10   118.95  3.000
 FBR  C15   C9   C8    108.52  3.000
 FBR  C10   C9   C8    132.53  3.000
 FBR  H10   C10  C11   118.31  3.000
 FBR  H10   C10  C9    121.89  3.000
 FBR  C11   C10  C9    119.78  3.000
 FBR  H11   C11  C12   119.41  3.000
 FBR  H11   C11  C10   119.99  3.000
 FBR  C12   C11  C10   120.60  3.000
 FBR  C14   C12  O13   122.48  3.000
 FBR  C14   C12  C11   120.20  3.000
 FBR  O13   C12  C11   117.32  3.000
 FBR  HO13  O13  C12   110.69  3.000
 FBR  H14   C14  C15   120.72  3.000
 FBR  H14   C14  C12   120.49  3.000
 FBR  C15   C14  C12   118.78  3.000
 FBR  C16   C15  C14   127.31  3.000
 FBR  C16   C15  C9    111.02  3.000
 FBR  C14   C15  C9    121.67  3.000
 FBR  H162  C16  H161  106.88  3.000
 FBR  H162  C16  C15   112.80  3.000
 FBR  H161  C16  C15   110.03  3.000
 FBR  H162  C16  C1    112.84  3.000
 FBR  H161  C16  C1    110.79  3.000
 FBR  C15   C16  C1    103.54  3.000
 FBR  H172  C17  H171  105.56  3.000
 FBR  H172  C17  C18   109.08  3.000
 FBR  H171  C17  C18   108.97  3.000
 FBR  H172  C17  C1    108.08  3.000
 FBR  H171  C17  C1    109.92  3.000
 FBR  C18   C17  C1    114.82  3.000
 FBR  H182  C18  H181  106.19  3.000
 FBR  H182  C18  C19   109.16  3.000
 FBR  H181  C18  C19   108.65  3.000
 FBR  H182  C18  C17   110.39  3.000
 FBR  H181  C18  C17   110.19  3.000
 FBR  C19   C18  C17   112.07  3.000
 FBR  H192  C19  H191  106.17  3.000
 FBR  H192  C19  C20   109.62  3.000
 FBR  H191  C19  C20   109.66  3.000
 FBR  H192  C19  C18   109.28  3.000
 FBR  H191  C19  C18   109.27  3.000
 FBR  C20   C19  C18   112.63  3.000
 FBR  H203  C20  H202  107.61  3.000
 FBR  H203  C20  H201  107.60  3.000
 FBR  H202  C20  H201  107.54  3.000
 FBR  H203  C20  C19   111.51  3.000
 FBR  H202  C20  C19   111.25  3.000
 FBR  H201  C20  C19   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
 FBR  CONST_01  C12   C11  C10  C9      0.00   0.0  0
 FBR  CONST_02  C12   C14  C15  C9      0.00   0.0  0
 FBR  CONST_03  C14   C15  C9   C10     0.00   0.0  0
 FBR  CONST_04  C14   C12  C11  C10     0.00   0.0  0
 FBR  CONST_05  C15   C9   C10  C11     0.00   0.0  0
 FBR  CONST_06  C15   C14  C12  C11     0.00   0.0  0
 FBR  CONST_07  O13   C12  C11  C10   180.00   0.0  0
 FBR  CONST_08  C15   C14  C12  O13   180.00   0.0  0
 FBR  CONST_09  H10   C10  C9   C8      0.00   0.0  0
 FBR  CONST_10  H11   C11  C10  C9    180.00   0.0  0
 FBR  CONST_11  H14   C14  C15  C9    180.00   0.0  0
 FBR  Var_01    C4    C3   C2   C1     52.62  30.0  1
 FBR  Var_02    C4    C6   C8   C1     -1.81  30.0  1
 FBR  Var_03    C10   C9   C8   C1   -163.46  30.0  1
 FBR  Var_04    C9    C15  C16  C1    -15.98  30.0  1
 FBR  Var_05    C6    C4   C3   C2    -22.85  30.0  1
 FBR  Var_06    C8    C6   C4   C3     -3.21  30.0  1
 FBR  Var_07    C19   C18  C17  C1    171.68  30.0  3
 FBR  Var_08    C20   C19  C18  C17   178.67  30.0  3
 FBR  Var_09    H201  C20  C19  C18    60.61  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
 FBR  chir_01  C1  C8  C16  C2  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
 FBR  plan-1  C3   0.020
 FBR  plan-1  C4   0.020
 FBR  plan-1  O5   0.020
 FBR  plan-1  C6   0.020
 FBR  plan-2  C8   0.020
 FBR  plan-2  C9   0.020
 FBR  plan-2  C10  0.020
 FBR  plan-2  C11  0.020
 FBR  plan-2  C12  0.020
 FBR  plan-2  O13  0.020
 FBR  plan-2  C14  0.020
 FBR  plan-2  C15  0.020
 FBR  plan-2  C16  0.020
 FBR  plan-2  H10  0.020
 FBR  plan-2  H11  0.020
 FBR  plan-2  H14  0.020

