# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 11:41:47 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: (2S)-6-(1,1-dimethylprop-2-en-1-yl)-2-(1-hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)[C@@H]1Cc2cc3C=C(C(=O)Oc3cc2O1)C(C)(C)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
 BRZ  BRZ  (2S)-6-(1,1-dimethylprop-2-en-1-yl)-2-(1-hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one  ligand  45  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BRZ
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
 BRZ  C1    C  CR66  0   0.024   0.5611  -0.3619  -0.2862
 BRZ  C2    C  CR16  0  -0.378  -0.5072  -1.2611  -0.4486
 BRZ  C3    C  CR56  0  -0.004  -1.7697  -0.7706  -0.6506
 BRZ  C4    C  CR56  0   0.430  -1.9836   0.6098  -0.6912
 BRZ  C5    C  CR16  0  -0.439  -0.9670   1.5309  -0.5367
 BRZ  C6    C  CR66  0   0.368   0.3050   1.0069  -0.3359
 BRZ  O7    O  O     0  -0.467   1.3224   1.8799  -0.1870
 BRZ  C8    C  CR6   0   0.545   2.6232   1.5281   0.0144
 BRZ  C9    C  CR6   0  -0.100   2.9298   0.1040   0.1038
 BRZ  C10   C  CR16  0  -0.205   1.9113  -0.7711  -0.0642
 BRZ  O11   O  O     0  -0.486  -3.2639   0.9328  -0.8978
 BRZ  C12   C  CR15  0   0.017  -4.0730  -0.2652  -0.8864
 BRZ  C13   C  CH2   0  -0.531  -3.0851  -1.4512  -0.8664
 BRZ  O14   O  OC    0  -0.425   3.4030   2.4464   0.0906
 BRZ  C15   C  CT    0  -0.184   4.3729  -0.3390   0.3304
 BRZ  C16   C  CH3   0  -0.665   5.2245   0.0341  -0.8867
 BRZ  C17   C  CH3   0  -0.648   4.9587   0.3064   1.6021
 BRZ  C18   C  C1    0  -0.150   4.3960  -1.8274   0.5898
 BRZ  C19   C  C2    0  -0.536   4.9847  -2.7616  -0.1460
 BRZ  C20   C  CT    0   0.178  -5.0508  -0.2131   0.3032
 BRZ  O21   O  OH1   0  -0.672  -5.8628  -1.3734   0.2222
 BRZ  C22   C  CH3   0  -0.662  -5.9891   0.9765   0.1505
 BRZ  C23   C  CH3   0  -0.703  -4.3210  -0.1411   1.6414
 BRZ  HC2   H  HCR6  0   0.268  -0.3188  -2.3272  -0.4127
 BRZ  HC5   H  HCR6  0   0.287  -1.1401   2.5986  -0.5676
 BRZ  HC10  H  HCR6  0   0.281   2.1037  -1.8368  -0.0343
 BRZ  HC12  H  HCR5  0   0.261  -4.6597  -0.2601  -1.8082
 BRZ  HC11  H  HCH2  0   0.262  -3.2996  -2.1785  -0.0807
 BRZ  HC1A  H  HCH2  0   0.287  -3.1053  -1.9982  -1.8105
 BRZ  HC61  H  HCH3  0   0.249   5.2192   1.1091  -1.0526
 BRZ  HC62  H  HCH3  0   0.234   6.2613  -0.2713  -0.7361
 BRZ  HC63  H  HCH3  0   0.232   4.8582  -0.4482  -1.7938
 BRZ  HC71  H  HCH3  0   0.230   4.3379   0.0877   2.4729
 BRZ  HC72  H  HCH3  0   0.234   5.9524  -0.1024   1.7909
 BRZ  HC73  H  HCH3  0   0.247   5.0532   1.3850   1.5105
 BRZ  HC18  H  H     0   0.256   3.8952  -2.1325   1.5061
 BRZ  HC91  H  H     0   0.242   4.9678  -3.7992   0.1610
 BRZ  HC92  H  H     0   0.238   5.5023  -2.5412  -1.0706
 BRZ  HO21  H  HOH1  0   0.451  -5.3781  -2.1270   0.5742
 BRZ  HC21  H  HCH3  0   0.234  -5.4387   1.9160   0.1643
 BRZ  HC22  H  HCH3  0   0.234  -6.5431   0.9250  -0.7890
 BRZ  HC23  H  HCH3  0   0.239  -6.7098   0.9998   0.9690
 BRZ  HC31  H  HCH3  0   0.250  -5.0407  -0.1719   2.4605
 BRZ  HC32  H  HCH3  0   0.238  -3.6239  -0.9715   1.7816
 BRZ  HC33  H  HCH3  0   0.241  -3.7548   0.7850   1.7373

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
 BRZ  C1   C2    aromatic  1.406  0.020  1.406
 BRZ  C1   C6    aromatic  1.394  0.020  1.394
 BRZ  C1   C10   aromatic  1.428  0.020  1.428
 BRZ  C2   C3    aromatic  1.369  0.020  1.369
 BRZ  C2   HC2   single    0.930  0.020  1.080
 BRZ  C3   C4    aromatic  1.398  0.020  1.398
 BRZ  C3   C13   single    1.497  0.020  1.497
 BRZ  C4   C5    aromatic  1.381  0.020  1.381
 BRZ  C4   O11   single    1.336  0.020  1.336
 BRZ  C5   C6    aromatic  1.390  0.020  1.390
 BRZ  C5   HC5   single    0.930  0.020  1.080
 BRZ  C6   O7    aromatic  1.349  0.020  1.349
 BRZ  O7   C8    aromatic  1.362  0.020  1.362
 BRZ  C8   C9    aromatic  1.459  0.020  1.459
 BRZ  C8   O14   double    1.207  0.020  1.207
 BRZ  C9   C10   aromatic  1.353  0.020  1.353
 BRZ  C9   C15   single    1.526  0.020  1.526
 BRZ  C10  HC10  single    0.930  0.020  1.080
 BRZ  O11  C12   single    1.446  0.020  1.446
 BRZ  C12  C13   single    1.544  0.020  1.544
 BRZ  C12  C20   single    1.541  0.020  1.541
 BRZ  C12  HC12  single    0.970  0.020  1.090
 BRZ  C13  HC11  single    0.970  0.020  1.090
 BRZ  C13  HC1A  single    0.970  0.020  1.090
 BRZ  C15  C16   single    1.532  0.020  1.532
 BRZ  C15  C17   single    1.542  0.020  1.542
 BRZ  C15  C18   single    1.511  0.020  1.511
 BRZ  C16  HC61  single    0.970  0.020  1.090
 BRZ  C16  HC62  single    0.970  0.020  1.090
 BRZ  C16  HC63  single    0.970  0.020  1.090
 BRZ  C17  HC71  single    0.970  0.020  1.090
 BRZ  C17  HC72  single    0.970  0.020  1.090
 BRZ  C17  HC73  single    0.970  0.020  1.090
 BRZ  C18  C19   double    1.327  0.020  1.327
 BRZ  C18  HC18  single    0.930  0.020  1.080
 BRZ  C19  HC91  single    0.930  0.020  1.080
 BRZ  C19  HC92  single    0.930  0.020  1.080
 BRZ  C20  O21   single    1.419  0.020  1.419
 BRZ  C20  C22   single    1.523  0.020  1.523
 BRZ  C20  C23   single    1.526  0.020  1.526
 BRZ  O21  HO21  single    0.850  0.020  0.980
 BRZ  C22  HC21  single    0.970  0.020  1.090
 BRZ  C22  HC22  single    0.970  0.020  1.090
 BRZ  C22  HC23  single    0.970  0.020  1.090
 BRZ  C23  HC31  single    0.970  0.020  1.090
 BRZ  C23  HC32  single    0.970  0.020  1.090
 BRZ  C23  HC33  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
 BRZ  C10   C1   C6    117.43  3.000
 BRZ  C10   C1   C2    123.58  3.000
 BRZ  C6    C1   C2    118.99  3.000
 BRZ  HC2   C2   C3    121.18  3.000
 BRZ  HC2   C2   C1    119.58  3.000
 BRZ  C3    C2   C1    119.25  3.000
 BRZ  C13   C3   C4    108.09  3.000
 BRZ  C13   C3   C2    131.97  3.000
 BRZ  C4    C3   C2    119.94  3.000
 BRZ  O11   C4   C5    124.16  3.000
 BRZ  O11   C4   C3    112.94  3.000
 BRZ  C5    C4   C3    122.90  3.000
 BRZ  HC5   C5   C6    121.49  3.000
 BRZ  HC5   C5   C4    122.50  3.000
 BRZ  C6    C5   C4    116.00  3.000
 BRZ  O7    C6   C5    117.53  3.000
 BRZ  O7    C6   C1    119.55  3.000
 BRZ  C5    C6   C1    122.92  3.000
 BRZ  C8    O7   C6    124.70  3.000
 BRZ  O14   C8   C9    127.06  3.000
 BRZ  O14   C8   O7    115.45  3.000
 BRZ  C9    C8   O7    117.49  3.000
 BRZ  C15   C9   C10   122.83  3.000
 BRZ  C15   C9   C8    119.40  3.000
 BRZ  C10   C9   C8    117.73  3.000
 BRZ  HC10  C10  C9    119.94  3.000
 BRZ  HC10  C10  C1    117.00  3.000
 BRZ  C9    C10  C1    123.06  3.000
 BRZ  C12   O11  C4    109.55  3.000
 BRZ  HC12  C12  C20   108.08  3.000
 BRZ  HC12  C12  C13   110.99  3.000
 BRZ  C20   C12  C13   114.97  3.000
 BRZ  HC12  C12  O11   106.85  3.000
 BRZ  C20   C12  O11   109.47  3.000
 BRZ  C13   C12  O11   106.18  3.000
 BRZ  HC1A  C13  HC11  106.56  3.000
 BRZ  HC1A  C13  C12   111.23  3.000
 BRZ  HC11  C13  C12   113.28  3.000
 BRZ  HC1A  C13  C3    111.66  3.000
 BRZ  HC11  C13  C3    111.83  3.000
 BRZ  C12   C13  C3    102.41  3.000
 BRZ  C18   C15  C17   105.36  3.000
 BRZ  C18   C15  C16   111.58  3.000
 BRZ  C17   C15  C16   110.01  3.000
 BRZ  C18   C15  C9    109.01  3.000
 BRZ  C17   C15  C9    111.11  3.000
 BRZ  C16   C15  C9    109.70  3.000
 BRZ  HC63  C16  HC62  108.07  3.000
 BRZ  HC63  C16  HC61  107.97  3.000
 BRZ  HC62  C16  HC61  107.59  3.000
 BRZ  HC63  C16  C15   111.50  3.000
 BRZ  HC62  C16  C15   110.51  3.000
 BRZ  HC61  C16  C15   111.05  3.000
 BRZ  HC73  C17  HC72  107.90  3.000
 BRZ  HC73  C17  HC71  108.39  3.000
 BRZ  HC72  C17  HC71  107.75  3.000
 BRZ  HC73  C17  C15   112.27  3.000
 BRZ  HC72  C17  C15   109.39  3.000
 BRZ  HC71  C17  C15   110.99  3.000
 BRZ  HC18  C18  C19   118.28  3.000
 BRZ  HC18  C18  C15   114.45  3.000
 BRZ  C19   C18  C15   127.23  3.000
 BRZ  HC92  C19  HC91  116.42  3.000
 BRZ  HC92  C19  C18   122.86  3.000
 BRZ  HC91  C19  C18   120.72  3.000
 BRZ  C23   C20  C22   110.23  3.000
 BRZ  C23   C20  O21   111.25  3.000
 BRZ  C22   C20  O21   106.30  3.000
 BRZ  C23   C20  C12   112.03  3.000
 BRZ  C22   C20  C12   109.88  3.000
 BRZ  O21   C20  C12   106.95  3.000
 BRZ  HO21  O21  C20   109.34  3.000
 BRZ  HC23  C22  HC22  108.15  3.000
 BRZ  HC23  C22  HC21  107.82  3.000
 BRZ  HC22  C22  HC21  107.94  3.000
 BRZ  HC23  C22  C20   110.40  3.000
 BRZ  HC22  C22  C20   111.22  3.000
 BRZ  HC21  C22  C20   111.18  3.000
 BRZ  HC33  C23  HC32  107.63  3.000
 BRZ  HC33  C23  HC31  107.50  3.000
 BRZ  HC32  C23  HC31  107.63  3.000
 BRZ  HC33  C23  C20   111.46  3.000
 BRZ  HC32  C23  C20   112.43  3.000
 BRZ  HC31  C23  C20   109.98  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
 BRZ  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 BRZ  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 BRZ  CONST_03  C8    O7   C6   C1      0.00   0.0  0
 BRZ  CONST_04  C8    C9   C10  C1      0.00   0.0  0
 BRZ  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 BRZ  CONST_06  O7    C6   C1   C2    180.00   0.0  0
 BRZ  CONST_07  C9    C10  C1   C2    180.00   0.0  0
 BRZ  CONST_08  C5    C4   C3   C2      0.00   0.0  0
 BRZ  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 BRZ  CONST_10  C10   C1   C2   C3    180.00   0.0  0
 BRZ  CONST_11  C6    C5   C4   C3      0.00   0.0  0
 BRZ  CONST_12  O7    C6   C5   C4    180.00   0.0  0
 BRZ  CONST_13  C10   C1   C6   C5    180.00   0.0  0
 BRZ  CONST_14  C8    O7   C6   C5    180.00   0.0  0
 BRZ  CONST_15  C9    C10  C1   C6      0.00   0.0  0
 BRZ  CONST_16  C9    C8   O7   C6      0.00   0.0  0
 BRZ  CONST_17  C10   C1   C6   O7      0.00   0.0  0
 BRZ  CONST_18  C10   C9   C8   O7      0.00   0.0  0
 BRZ  CONST_19  C15   C9   C10  C1    180.00   0.0  0
 BRZ  CONST_20  O14   C8   O7   C6    180.00   0.0  0
 BRZ  CONST_21  C15   C9   C8   O7    180.00   0.0  0
 BRZ  CONST_22  O14   C8   C9   C10   180.00   0.0  0
 BRZ  CONST_23  HC5   C5   C6   C1    180.00   0.0  0
 BRZ  CONST_24  HC10  C10  C1   C2      0.00   0.0  0
 BRZ  CONST_25  HC2   C2   C3   C4    180.00   0.0  0
 BRZ  Var_01    C12   C13  C3   C2    174.95  30.0  1
 BRZ  Var_02    C16   C15  C9   C8    -65.90  30.0  2
 BRZ  Var_03    C19   C18  C15  C9    117.23  30.0  3
 BRZ  Var_04    HC61  C16  C15  C9     60.31  30.0  3
 BRZ  Var_05    HC71  C17  C15  C9     55.76  30.0  3
 BRZ  Var_06    HC21  C22  C20  C12   -62.51  30.0  3
 BRZ  Var_07    HC31  C23  C20  C12  -176.29  30.0  3
 BRZ  Var_08    HC91  C19  C18  C15   177.55   0.0  2

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
 BRZ  chir_01  C12  O11  C13  C20  negativ

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
 BRZ  plan-1  O7    0.020
 BRZ  plan-1  C8    0.020
 BRZ  plan-1  C9    0.020
 BRZ  plan-1  O14   0.020
 BRZ  plan-2  C1    0.020
 BRZ  plan-2  C2    0.020
 BRZ  plan-2  C3    0.020
 BRZ  plan-2  C4    0.020
 BRZ  plan-2  C5    0.020
 BRZ  plan-2  C6    0.020
 BRZ  plan-2  O7    0.020
 BRZ  plan-2  C10   0.020
 BRZ  plan-2  O11   0.020
 BRZ  plan-2  C13   0.020
 BRZ  plan-2  HC2   0.020
 BRZ  plan-2  HC5   0.020
 BRZ  plan-3  C15   0.020
 BRZ  plan-3  C18   0.020
 BRZ  plan-3  C19   0.020
 BRZ  plan-3  HC18  0.020
 BRZ  plan-3  HC91  0.020
 BRZ  plan-3  HC92  0.020

