# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 15:32:14 2022
#   Inital geometry file: a 136 line input string
#   Ligand name: (4-bromophenyl)[2-fluoro-4-({6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy)phenyl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCCCCCOc1ccc(c(F)c1)C(=O)c2ccc(Br)cc2)CC=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
 R71  R71  (4-bromophenyl)[2-fluoro-4-({6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy)phenyl]methanone  ligand  55  28  .  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_R71
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
 R71  C8    C   CR6    0  -0.019  -1.1848   0.0762    4.9152
 R71  C7    C   C      0   0.383  -2.3591  -0.2339    4.0589
 R71  O21   O   O      0  -0.384  -3.4575  -0.3794    4.5570
 R71  C1    C   CR6    0  -0.288  -2.1738  -0.4189    2.6004
 R71  C6    C   CR6    0   0.587  -1.3639   0.3834    1.8109
 R71  F22   F   F      0  -0.297  -0.6912   1.3926    2.3771
 R71  C5    C   CR16   0  -0.540  -1.2379   0.2284    0.4438
 R71  C4    C   CR6    0   0.417  -1.9610  -0.7855   -0.1814
 R71  O14   O   O2     0  -0.462  -1.9173  -1.0342   -1.4902
 R71  C15   C   CH2    0  -0.180  -1.0687  -0.2541   -2.3281
 R71  C16   C   CH2    0  -0.455  -1.2468  -0.7303   -3.7529
 R71  C17   C   CH2    0  -0.426  -0.3354   0.0256   -4.7129
 R71  C18   C   CH2    0  -0.415  -0.5476  -0.3882   -6.1634
 R71  C19   C   CH2    0  -0.446   0.3967   0.3189   -7.1285
 R71  C20   C   CH2    0  -0.252   0.1008  -0.0579   -8.5744
 R71  N24   N   NT    -1  -0.412   1.1088   0.3862   -9.5240
 R71  C27   C   CH3    0  -0.538   1.1806   1.8315   -9.5929
 R71  C25   C   CH2    0  -0.327   0.8493  -0.1983  -10.8348
 R71  C26   C   C1     0  -0.180   1.9871  -0.0359  -11.7977
 R71  C29   C   C2     0  -0.524   2.6935  -1.0504  -12.2823
 R71  C3    C   CR16   0  -0.350  -2.8027  -1.6072    0.5812
 R71  C2    C   CR16   0  -0.242  -2.9106  -1.4086    1.9370
 R71  C13   C   CR16   0  -0.263  -1.3791   0.7677    6.1093
 R71  C12   C   CR16   0  -0.218  -0.3163   1.0292    6.9566
 R71  C11   C   CR6    0  -0.111   0.9472   0.5650    6.6147
 R71  BR23  BR  BR     0  -0.027   2.3984   0.9043    7.7675
 R71  C10   C   CR16   0  -0.215   1.1609  -0.1465    5.4429
 R71  C9    C   CR16   0  -0.269   0.0913  -0.3779    4.5929
 R71  H5    H   HCR6   0   0.307  -0.5930   0.9056   -0.0993
 R71  H151  H   HCH2   0   0.231  -0.0267  -0.3651   -2.0073
 R71  H152  H   HCH2   0   0.230  -1.3323   0.8060   -2.2473
 R71  H161  H   HCH2   0   0.232  -2.2904  -0.5944   -4.0518
 R71  H162  H   HCH2   0   0.233  -1.0322  -1.8011   -3.8119
 R71  H171  H   HCH2   0   0.219   0.7099  -0.1440   -4.4342
 R71  H172  H   HCH2   0   0.219  -0.5086   1.1023   -4.6150
 R71  H181  H   HCH2   0   0.215  -1.5849  -0.1813   -6.4482
 R71  H182  H   HCH2   0   0.215  -0.4159  -1.4715   -6.2569
 R71  H191  H   HCH2   0   0.217   1.4316   0.0518   -6.8933
 R71  H192  H   HCH2   0   0.221   0.3086   1.3991   -6.9832
 R71  H201  H   HCH2   0   0.184  -0.9027   0.3164   -8.8474
 R71  H202  H   HCH2   0   0.223   0.0470  -1.1491   -8.6384
 R71  H271  H   HCH3   0   0.238   1.9510   2.1471  -10.2957
 R71  H272  H   HCH3   0   0.190   0.2298   2.2933   -9.9060
 R71  H273  H   HCH3   0   0.241   1.4506   2.2504   -8.6245
 R71  H251  H   HCH2   0   0.239   0.6584  -1.2655  -10.6979
 R71  H252  H   HCH2   0   0.200  -0.0666   0.2264  -11.2847
 R71  H26   H   H      0   0.247   2.2238   0.9703  -12.1292
 R71  H291  H   H      0   0.239   3.4986  -0.8958  -12.9889
 R71  H292  H   H      0   0.235   2.4918  -2.0758  -11.9941
 R71  H3    H   HCR6   0   0.275  -3.3627  -2.3945    0.0941
 R71  H2    H   HCR6   0   0.278  -3.5638  -2.0498    2.5141
 R71  H13   H   HCR6   0   0.277  -2.3657   1.1204    6.3788
 R71  H12   H   HCR6   0   0.286  -0.4797   1.5841    7.8705
 R71  H10   H   HCR6   0   0.288   2.1430  -0.5181    5.1848
 R71  H9    H   HCR6   0   0.274   0.2626  -0.9479    3.6885

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
 R71  C8   C7    single    1.486  0.020  1.486
 R71  C8   C13   aromatic  1.394  0.020  1.394
 R71  C8   C9    aromatic  1.392  0.020  1.392
 R71  C7   O21   double    1.215  0.020  1.215
 R71  C7   C1    single    1.482  0.020  1.482
 R71  C1   C6    aromatic  1.387  0.020  1.387
 R71  C1   C2    aromatic  1.401  0.020  1.401
 R71  C6   F22   single    1.338  0.020  1.338
 R71  C6   C5    aromatic  1.382  0.020  1.382
 R71  C5   C4    aromatic  1.393  0.020  1.393
 R71  C5   H5    single    0.930  0.020  1.080
 R71  C4   O14   single    1.333  0.020  1.333
 R71  C4   C3    aromatic  1.402  0.020  1.402
 R71  O14  C15   single    1.425  0.020  1.425
 R71  C15  C16   single    1.513  0.020  1.513
 R71  C15  H151  single    0.970  0.020  1.090
 R71  C15  H152  single    0.970  0.020  1.090
 R71  C16  C17   single    1.524  0.020  1.524
 R71  C16  H161  single    0.970  0.020  1.090
 R71  C16  H162  single    0.970  0.020  1.090
 R71  C17  C18   single    1.523  0.020  1.523
 R71  C17  H171  single    0.970  0.020  1.090
 R71  C17  H172  single    0.970  0.020  1.090
 R71  C18  C19   single    1.524  0.020  1.524
 R71  C18  H181  single    0.970  0.020  1.090
 R71  C18  H182  single    0.970  0.020  1.090
 R71  C19  C20   single    1.523  0.020  1.523
 R71  C19  H191  single    0.970  0.020  1.090
 R71  C19  H192  single    0.970  0.020  1.090
 R71  C20  N24   single    1.454  0.020  1.454
 R71  C20  H201  single    0.970  0.020  1.090
 R71  C20  H202  single    0.970  0.020  1.090
 R71  N24  C27   single    1.449  0.020  1.449
 R71  N24  C25   single    1.458  0.020  1.458
 R71  C27  H271  single    0.970  0.020  1.090
 R71  C27  H272  single    0.970  0.020  1.090
 R71  C27  H273  single    0.970  0.020  1.090
 R71  C25  C26   single    1.499  0.020  1.499
 R71  C25  H251  single    0.970  0.020  1.090
 R71  C25  H252  single    0.970  0.020  1.090
 R71  C26  C29   double    1.328  0.020  1.328
 R71  C26  H26   single    0.930  0.020  1.080
 R71  C29  H291  single    0.930  0.020  1.080
 R71  C29  H292  single    0.930  0.020  1.080
 R71  C3   C2    aromatic  1.375  0.020  1.375
 R71  C3   H3    single    0.930  0.020  1.080
 R71  C2   H2    single    0.930  0.020  1.080
 R71  C13  C12   aromatic  1.384  0.020  1.384
 R71  C13  H13   single    0.930  0.020  1.080
 R71  C12  C11   aromatic  1.389  0.020  1.389
 R71  C12  H12   single    0.930  0.020  1.080
 R71  C11  BR23  single    1.884  0.020  1.884
 R71  C11  C10   aromatic  1.387  0.020  1.387
 R71  C10  C9    aromatic  1.386  0.020  1.386
 R71  C10  H10   single    0.930  0.020  1.080
 R71  C9   H9    single    0.930  0.020  1.080

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
 R71  C9    C8   C13   119.21  3.000
 R71  C9    C8   C7    121.52  3.000
 R71  C13   C8   C7    119.15  3.000
 R71  C1    C7   O21   120.11  3.000
 R71  C1    C7   C8    119.63  3.000
 R71  O21   C7   C8    120.22  3.000
 R71  C2    C1   C6    116.51  3.000
 R71  C2    C1   C7    119.24  3.000
 R71  C6    C1   C7    124.14  3.000
 R71  C5    C6   F22   117.22  3.000
 R71  C5    C6   C1    123.48  3.000
 R71  F22   C6   C1    119.27  3.000
 R71  H5    C5   C4    122.67  3.000
 R71  H5    C5   C6    118.75  3.000
 R71  C4    C5   C6    118.58  3.000
 R71  C3    C4   O14   116.39  3.000
 R71  C3    C4   C5    119.60  3.000
 R71  O14   C4   C5    124.01  3.000
 R71  C15   O14  C4    119.65  3.000
 R71  H152  C15  H151  107.78  3.000
 R71  H152  C15  C16   110.23  3.000
 R71  H151  C15  C16   110.84  3.000
 R71  H152  C15  O14   110.07  3.000
 R71  H151  C15  O14   109.79  3.000
 R71  C16   C15  O14   108.14  3.000
 R71  H162  C16  H161  107.10  3.000
 R71  H162  C16  C17   109.52  3.000
 R71  H161  C16  C17   109.67  3.000
 R71  H162  C16  C15   109.63  3.000
 R71  H161  C16  C15   109.30  3.000
 R71  C17   C16  C15   111.51  3.000
 R71  H172  C17  H171  106.29  3.000
 R71  H172  C17  C18   109.28  3.000
 R71  H171  C17  C18   109.47  3.000
 R71  H172  C17  C16   109.68  3.000
 R71  H171  C17  C16   109.49  3.000
 R71  C18   C17  C16   112.44  3.000
 R71  H182  C18  H181  106.17  3.000
 R71  H182  C18  C19   109.28  3.000
 R71  H181  C18  C19   109.54  3.000
 R71  H182  C18  C17   109.46  3.000
 R71  H181  C18  C17   109.16  3.000
 R71  C19   C18  C17   112.99  3.000
 R71  H192  C19  H191  106.78  3.000
 R71  H192  C19  C20   110.78  3.000
 R71  H191  C19  C20   109.11  3.000
 R71  H192  C19  C18   108.92  3.000
 R71  H191  C19  C18   109.67  3.000
 R71  C20   C19  C18   111.46  3.000
 R71  H202  C20  H201  106.17  3.000
 R71  H202  C20  N24   107.48  3.000
 R71  H201  C20  N24   111.38  3.000
 R71  H202  C20  C19   108.16  3.000
 R71  H201  C20  C19   109.09  3.000
 R71  N24   C20  C19   114.18  3.000
 R71  C25   N24  C27   111.46  3.000
 R71  C25   N24  C20   109.94  3.000
 R71  C27   N24  C20   111.72  3.000
 R71  H273  C27  H272  107.77  3.000
 R71  H273  C27  H271  106.67  3.000
 R71  H272  C27  H271  107.77  3.000
 R71  H273  C27  N24   110.72  3.000
 R71  H272  C27  N24   112.87  3.000
 R71  H271  C27  N24   110.78  3.000
 R71  H252  C25  H251  106.35  3.000
 R71  H252  C25  C26   109.01  3.000
 R71  H251  C25  C26   108.59  3.000
 R71  H252  C25  N24   111.06  3.000
 R71  H251  C25  N24   108.05  3.000
 R71  C26   C25  N24   113.50  3.000
 R71  H26   C26  C29   118.73  3.000
 R71  H26   C26  C25   117.52  3.000
 R71  C29   C26  C25   123.74  3.000
 R71  H292  C29  H291  116.56  3.000
 R71  H292  C29  C26   121.78  3.000
 R71  H291  C29  C26   121.66  3.000
 R71  H3    C3   C2    120.57  3.000
 R71  H3    C3   C4    119.50  3.000
 R71  C2    C3   C4    119.93  3.000
 R71  H2    C2   C3    119.20  3.000
 R71  H2    C2   C1    118.92  3.000
 R71  C3    C2   C1    121.86  3.000
 R71  H13   C13  C12   119.09  3.000
 R71  H13   C13  C8    120.16  3.000
 R71  C12   C13  C8    120.75  3.000
 R71  H12   C12  C11   121.13  3.000
 R71  H12   C12  C13   119.88  3.000
 R71  C11   C12  C13   118.99  3.000
 R71  C10   C11  BR23  119.37  3.000
 R71  C10   C11  C12   121.30  3.000
 R71  BR23  C11  C12   119.33  3.000
 R71  H10   C10  C9    119.82  3.000
 R71  H10   C10  C11   121.18  3.000
 R71  C9    C10  C11   119.00  3.000
 R71  H9    C9   C10   118.57  3.000
 R71  H9    C9   C8    120.67  3.000
 R71  C10   C9   C8    120.73  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
 R71  CONST_01  C11   C12  C13  C8       0.00   0.0  0
 R71  CONST_02  C11   C10  C9   C8       0.00   0.0  0
 R71  CONST_03  C4    C5   C6   C1       0.00   0.0  0
 R71  CONST_04  C4    C3   C2   C1       0.00   0.0  0
 R71  CONST_05  C3    C2   C1   C6       0.00   0.0  0
 R71  CONST_06  C3    C4   C5   C6       0.00   0.0  0
 R71  CONST_07  C2    C1   C6   C5       0.00   0.0  0
 R71  CONST_08  C2    C3   C4   C5       0.00   0.0  0
 R71  CONST_09  C10   C9   C8   C13      0.00   0.0  0
 R71  CONST_10  C10   C11  C12  C13      0.00   0.0  0
 R71  CONST_11  C9    C8   C13  C12      0.00   0.0  0
 R71  CONST_12  C9    C10  C11  C12      0.00   0.0  0
 R71  CONST_13  C12   C13  C8   C7     180.00   0.0  0
 R71  CONST_14  C10   C9   C8   C7     180.00   0.0  0
 R71  CONST_15  C5    C6   C1   C7     180.00   0.0  0
 R71  CONST_16  C3    C2   C1   C7     180.00   0.0  0
 R71  CONST_17  O14   C4   C5   C6     180.00   0.0  0
 R71  CONST_18  C2    C1   C6   F22    180.00   0.0  0
 R71  CONST_19  C4    C5   C6   F22    180.00   0.0  0
 R71  CONST_20  C2    C3   C4   O14    180.00   0.0  0
 R71  CONST_21  BR23  C11  C12  C13    180.00   0.0  0
 R71  CONST_22  C9    C10  C11  BR23   180.00   0.0  0
 R71  CONST_23  H12   C12  C13  C8     180.00   0.0  0
 R71  CONST_24  H10   C10  C9   C8     180.00   0.0  0
 R71  CONST_25  H5    C5   C6   C1     180.00   0.0  0
 R71  CONST_26  H3    C3   C2   C1     180.00   0.0  0
 R71  CONST_27  H2    C2   C1   C6     180.00   0.0  0
 R71  CONST_28  H9    C9   C8   C13    180.00   0.0  0
 R71  CONST_29  H13   C13  C12  C11    180.00   0.0  0
 R71  Var_01    C6    C1   C7   C8     -42.36  30.0  2
 R71  Var_02    C13   C8   C7   C1     153.94  30.0  2
 R71  Var_03    C3    C4   O14  C15   -179.04  30.0  2
 R71  Var_04    C16   C15  O14  C4    -178.63  30.0  3
 R71  Var_05    C17   C16  C15  O14   -178.12  30.0  3
 R71  Var_06    C18   C17  C16  C15   -177.12  30.0  3
 R71  Var_07    C19   C18  C17  C16   -177.67  30.0  3
 R71  Var_08    C20   C19  C18  C17   -176.66  30.0  3
 R71  Var_09    N24   C20  C19  C18   -169.45  30.0  3
 R71  Var_10    C29   C26  C25  N24    114.65  30.0  3
 R71  Var_11    H291  C29  C26  C25    178.99   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
 R71  chir_01  N24  C20  C27  C25  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
 R71  plan-1  C8    0.020
 R71  plan-1  C7    0.020
 R71  plan-1  C13   0.020
 R71  plan-1  C12   0.020
 R71  plan-1  C11   0.020
 R71  plan-1  BR23  0.020
 R71  plan-1  C10   0.020
 R71  plan-1  C9    0.020
 R71  plan-1  H13   0.020
 R71  plan-1  H12   0.020
 R71  plan-1  H10   0.020
 R71  plan-1  H9    0.020
 R71  plan-2  C7    0.020
 R71  plan-2  C1    0.020
 R71  plan-2  C6    0.020
 R71  plan-2  F22   0.020
 R71  plan-2  C5    0.020
 R71  plan-2  C4    0.020
 R71  plan-2  O14   0.020
 R71  plan-2  C3    0.020
 R71  plan-2  C2    0.020
 R71  plan-2  H5    0.020
 R71  plan-2  H3    0.020
 R71  plan-2  H2    0.020
 R71  plan-3  C8    0.020
 R71  plan-3  C7    0.020
 R71  plan-3  O21   0.020
 R71  plan-3  C1    0.020
 R71  plan-4  C25   0.020
 R71  plan-4  C26   0.020
 R71  plan-4  C29   0.020
 R71  plan-4  H26   0.020
 R71  plan-4  H291  0.020
 R71  plan-4  H292  0.020

