# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 21:02:23 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: (1S,5R)-2-(bromomethyl)-6,6-dimethylbicyclo[3.1.1]hept-2-ene
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)[C@@H]2CC=C(CBr)[C@H]1C2
#
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
 85D  85D  (1S,5R)-2-(bromomethyl)-6,6-dimethylbicyclo[3.1.1]hept-2-ene  ligand  26  11  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_85D
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
 85D  C4   C   CH2   0  -0.451   1.8140   1.7498  -0.8183
 85D  C5   C   C     0  -0.257   2.4345   0.3667  -1.0144
 85D  C6   C   C     0   0.008   2.4869  -0.4167   0.3293
 85D  C7   C   C     0  -0.418   1.3287  -0.6134  -1.4624
 85D  C8   C   CH3   0  -0.662   2.8577   0.3219   1.6045
 85D  C9   C   CH3   0  -0.657   3.3732  -1.6553   0.2329
 85D  C3   C   C1    0  -0.300   0.5306   1.6412  -0.0475
 85D  BR1  BR  BR    0  -0.176  -2.4855  -0.7146   0.1560
 85D  C2   C   C     0   0.237   0.1300   0.4457   0.3916
 85D  C1   C   C     0  -0.346   0.9873  -0.7448   0.0396
 85D  H1   H   HCH2  0   0.244   2.5076   2.4226  -0.3017
 85D  H2   H   HCH2  0   0.250   1.6226   2.2166  -1.7909
 85D  H3   H   H     0   0.225   3.3537   0.4188  -1.6033
 85D  H4   H   H     0   0.231   0.5409  -0.2220  -2.1081
 85D  H5   H   H     0   0.242   1.7179  -1.5296  -1.9025
 85D  H6   H   HCH3  0   0.232   2.2430   1.1986   1.8002
 85D  H7   H   HCH3  0   0.223   2.7644  -0.3421   2.4674
 85D  H8   H   HCH3  0   0.222   3.8988   0.6500   1.5593
 85D  H9   H   HCH3  0   0.226   4.4260  -1.3632   0.2202
 85D  H10  H   HCH3  0   0.225   3.2236  -2.3003   1.1015
 85D  H11  H   HCH3  0   0.231   3.1958  -2.2604  -0.6557
 85D  H12  H   HCH2  0   0.299  -1.5476   1.2196   1.4860
 85D  H13  H   HCH2  0   0.298  -0.9304  -0.3413   2.0868
 85D  H14  H   H     0   0.244  -0.0423   2.5407   0.1522
 85D  H15  H   H     0   0.226   0.5874  -1.6885   0.4173
 85D  C10  C   CH2   0  -0.595  -1.0916   0.2733   1.2018

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
 85D  BR1  C10  single  2.003  0.020  2.003
 85D  C10  C2   single  1.476  0.020  1.476
 85D  C7   C1   single  1.546  0.020  1.546
 85D  C7   C5   single  1.544  0.020  1.544
 85D  C2   C1   single  1.509  0.020  1.509
 85D  C2   C3   double  1.335  0.020  1.335
 85D  C1   C6   single  1.562  0.020  1.562
 85D  C3   C4   single  1.501  0.020  1.501
 85D  C4   C5   single  1.529  0.020  1.529
 85D  C5   C6   single  1.556  0.020  1.556
 85D  C6   C9   single  1.526  0.020  1.526
 85D  C6   C8   single  1.520  0.020  1.520
 85D  C4   H1   single  0.970  0.020  1.090
 85D  C4   H2   single  0.970  0.020  1.090
 85D  C5   H3   single  0.970  0.020  1.090
 85D  C7   H4   single  0.970  0.020  1.090
 85D  C7   H5   single  0.970  0.020  1.090
 85D  C8   H6   single  0.970  0.020  1.090
 85D  C8   H7   single  0.970  0.020  1.090
 85D  C8   H8   single  0.970  0.020  1.090
 85D  C9   H9   single  0.970  0.020  1.090
 85D  C9   H10  single  0.970  0.020  1.090
 85D  C9   H11  single  0.970  0.020  1.090
 85D  C10  H12  single  0.970  0.020  1.090
 85D  C10  H13  single  0.970  0.020  1.090
 85D  C3   H14  single  0.930  0.020  1.080
 85D  C1   H15  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
 85D  H2   C4   H1   105.51  3.000
 85D  H2   C4   C3   109.71  3.000
 85D  H1   C4   C3   110.09  3.000
 85D  H2   C4   C5   110.03  3.000
 85D  H1   C4   C5   111.05  3.000
 85D  C3   C4   C5   110.34  3.000
 85D  H3   C5   C7   118.44  3.000
 85D  H3   C5   C6   117.45  3.000
 85D  C7   C5   C6    87.43  3.000
 85D  H3   C5   C4   111.56  3.000
 85D  C6   C5   C4   111.00  3.000
 85D  C7   C5   C4   108.71  3.000
 85D  C1   C6   C9   112.04  3.000
 85D  C9   C6   C8   107.81  3.000
 85D  C1   C6   C8   119.47  3.000
 85D  C8   C6   C5   119.22  3.000
 85D  C9   C6   C5   111.93  3.000
 85D  C1   C6   C5    85.03  3.000
 85D  H5   C7   H4   108.72  3.000
 85D  H5   C7   C1   113.60  3.000
 85D  H4   C7   C1   116.48  3.000
 85D  H5   C7   C5   113.30  3.000
 85D  H4   C7   C5   117.45  3.000
 85D  C1   C7   C5    86.00  3.000
 85D  H8   C8   H7   107.24  3.000
 85D  H8   C8   H6   107.68  3.000
 85D  H7   C8   H6   107.41  3.000
 85D  H8   C8   C6   110.11  3.000
 85D  H7   C8   C6   110.27  3.000
 85D  H6   C8   C6   113.87  3.000
 85D  H11  C9   H10  107.35  3.000
 85D  H11  C9   H9   107.21  3.000
 85D  H10  C9   H9   107.40  3.000
 85D  H11  C9   C6   114.06  3.000
 85D  H10  C9   C6   110.46  3.000
 85D  H9   C9   C6   110.08  3.000
 85D  H14  C3   C2   121.56  3.000
 85D  H14  C3   C4   119.08  3.000
 85D  C2   C3   C4   119.36  3.000
 85D  C1   C2   C3   117.34  3.000
 85D  C3   C2   C10  122.24  3.000
 85D  C1   C2   C10  120.41  3.000
 85D  H15  C1   C2   113.14  3.000
 85D  H15  C1   C7   119.36  3.000
 85D  C2   C1   C7   106.57  3.000
 85D  H15  C1   C6   117.96  3.000
 85D  C2   C1   C6   109.66  3.000
 85D  C7   C1   C6    87.15  3.000
 85D  H13  C10  H12  109.90  3.000
 85D  H13  C10  C2   112.91  3.000
 85D  H12  C10  C2   112.87  3.000
 85D  H13  C10  BR1  104.41  3.000
 85D  H12  C10  BR1  105.88  3.000
 85D  C2   C10  BR1  110.30  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
 85D  Var_01  C1   C2   C3  C4   -1.93  30.0  1
 85D  Var_02  C2   C3   C4  C5    2.35  30.0  1
 85D  Var_03  BR1  C10  C2  C3  111.72  30.0  1
 85D  Var_04  H9   C9   C6  C5   73.98  30.0  3
 85D  Var_05  H6   C8   C6  C5   54.22  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
 85D  chir_01  C5  C7  C4  C6  negativ
 85D  chir_02  C1  C7  C2  C6  positiv

