# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 11:21:18 2022
#   Inital geometry file: a 97 line input string
#   Ligand name: (3R)-3-(fluoromethyl)-7-(thiomorpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC[C@H]1Cc2ccc(cc2CN1)[S](=O)(=O)N3CCSCC3
#
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
 F21  F21  (3R)-3-(fluoromethyl)-7-(thiomorpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline  ligand  40  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F21
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
 F21  C12   C  CH2   0  -0.293   2.5224   1.2288   0.3596
 F21  C13   C  CH2   0  -0.561   3.7734   1.9917  -0.0330
 F21  S2    S  S2    0  -0.021   4.3406   1.5600  -1.6965
 F21  C15   C  CH2   0  -0.561   4.4208  -0.2293  -1.4350
 F21  C14   C  CH2   0  -0.294   3.1095  -0.7916  -0.9199
 F21  N1    N  N     0  -0.558   2.7845  -0.2127   0.3859
 F21  S1    S  S     0   1.368   1.8006  -1.1100   1.3749
 F21  O2    O  OS    0  -0.650   2.2543  -2.4884   1.2898
 F21  O1    O  OS    0  -0.649   1.7832  -0.4474   2.6685
 F21  C7    C  CR6   0  -0.196   0.1786  -1.0087   0.6789
 F21  C8    C  CR16  0  -0.271  -0.6817  -0.0085   1.1016
 F21  C9    C  CR6   0   0.062  -1.9351   0.1261   0.5155
 F21  C1    C  CH2   0  -0.337  -2.8718   1.1949   1.0070
 F21  N2    N  NH1   0  -0.610  -3.9238   1.4505   0.0460
 F21  C3    C  CH1   0  -0.165  -4.6245   0.2315  -0.3129
 F21  C11   C  CH2   0  -0.001  -5.8488   0.5460  -1.1378
 F21  F1    F  F     0  -0.379  -6.7631   1.2792  -0.3810
 F21  C4    C  CH2   0  -0.490  -3.6780  -0.6359  -1.1329
 F21  C10   C  CR6   0   0.096  -2.3247  -0.7565  -0.4911
 F21  C5    C  CR16  0  -0.289  -1.4434  -1.7567  -0.9009
 F21  C6    C  CR16  0  -0.239  -0.1930  -1.8934  -0.3283
 F21  H121  H  HCH2  0   0.246   1.7100   1.4645  -0.3376
 F21  H122  H  HCH2  0   0.283   2.2233   1.5597   1.3531
 F21  H131  H  HCH2  0   0.294   3.5545   3.0593  -0.0385
 F21  H132  H  HCH2  0   0.276   4.5697   1.8128   0.6913
 F21  H151  H  HCH2  0   0.294   4.6533  -0.6818  -2.3988
 F21  H152  H  HCH2  0   0.276   5.2308  -0.4672  -0.7435
 F21  H141  H  HCH2  0   0.284   3.2228  -1.8691  -0.8173
 F21  H142  H  HCH2  0   0.245   2.3093  -0.5996  -1.6448
 F21  H8    H  HCR6  0   0.277  -0.3937   0.6716   1.8939
 F21  H11   H  HCH2  0   0.230  -3.2591   0.8820   1.9898
 F21  H12   H  HCH2  0   0.258  -2.3140   2.1183   1.1764
 F21  HN2   H  HNH1  0   0.362  -4.5697   2.1162   0.4507
 F21  H3    H  HCH1  0   0.226  -4.9435  -0.3413   0.5748
 F21  H111  H  HCH2  0   0.217  -6.3376  -0.3733  -1.4650
 F21  H112  H  HCH2  0   0.208  -5.5814   1.1429  -2.0125
 F21  H41   H  HCH2  0   0.261  -4.1080  -1.6294  -1.2789
 F21  H42   H  HCH2  0   0.259  -3.5549  -0.2010  -2.1311
 F21  H5    H  HCR6  0   0.263  -1.7469  -2.4481  -1.6775
 F21  H6    H  HCR6  0   0.281   0.4683  -2.6831  -0.6583

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
 F21  C12  C13   single    1.517  0.020  1.517
 F21  C12  N1    single    1.465  0.020  1.465
 F21  C12  H121  single    0.970  0.020  1.090
 F21  C12  H122  single    0.970  0.020  1.090
 F21  C13  S2    single    1.810  0.020  1.810
 F21  C13  H131  single    0.970  0.020  1.090
 F21  C13  H132  single    0.970  0.020  1.090
 F21  S2   C15   single    1.810  0.020  1.810
 F21  C15  C14   single    1.517  0.020  1.517
 F21  C15  H151  single    0.970  0.020  1.090
 F21  C15  H152  single    0.970  0.020  1.090
 F21  C14  N1    single    1.465  0.020  1.465
 F21  C14  H141  single    0.970  0.020  1.090
 F21  C14  H142  single    0.970  0.020  1.090
 F21  N1   S1    single    1.659  0.020  1.659
 F21  S1   O2    double    1.454  0.020  1.454
 F21  S1   O1    double    1.454  0.020  1.454
 F21  S1   C7    single    1.768  0.020  1.768
 F21  C7   C8    aromatic  1.385  0.020  1.385
 F21  C7   C6    aromatic  1.391  0.020  1.391
 F21  C8   C9    aromatic  1.390  0.020  1.390
 F21  C8   H8    single    0.930  0.020  1.080
 F21  C9   C1    single    1.504  0.020  1.504
 F21  C9   C10   aromatic  1.394  0.020  1.394
 F21  C1   N2    single    1.448  0.020  1.448
 F21  C1   H11   single    0.970  0.020  1.090
 F21  C1   H12   single    0.970  0.020  1.090
 F21  N2   C3    single    1.451  0.020  1.451
 F21  N2   HN2   single    0.890  0.020  1.040
 F21  C3   C11   single    1.509  0.020  1.509
 F21  C3   C4    single    1.523  0.020  1.523
 F21  C3   H3    single    0.970  0.020  1.090
 F21  C11  F1    single    1.395  0.020  1.395
 F21  C11  H111  single    0.970  0.020  1.090
 F21  C11  H112  single    0.970  0.020  1.090
 F21  C4   C10   single    1.503  0.020  1.503
 F21  C4   H41   single    0.970  0.020  1.090
 F21  C4   H42   single    0.970  0.020  1.090
 F21  C10  C5    aromatic  1.395  0.020  1.395
 F21  C5   C6    aromatic  1.382  0.020  1.382
 F21  C5   H5    single    0.930  0.020  1.080
 F21  C6   H6    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
 F21  H122  C12  H121  108.14  3.000
 F21  H122  C12  N1    109.37  3.000
 F21  H121  C12  N1    110.83  3.000
 F21  H122  C12  C13   108.04  3.000
 F21  H121  C12  C13   109.78  3.000
 F21  N1    C12  C13   110.60  3.000
 F21  H132  C13  H131  108.09  3.000
 F21  H132  C13  S2    110.01  3.000
 F21  H131  C13  S2    106.97  3.000
 F21  H132  C13  C12   110.34  3.000
 F21  H131  C13  C12   109.17  3.000
 F21  S2    C13  C12   112.11  3.000
 F21  C15   S2   C13    96.72  3.000
 F21  H152  C15  H151  108.15  3.000
 F21  H152  C15  C14   110.22  3.000
 F21  H151  C15  C14   109.32  3.000
 F21  H152  C15  S2    109.87  3.000
 F21  H151  C15  S2    106.98  3.000
 F21  C14   C15  S2    112.16  3.000
 F21  H142  C14  H141  108.16  3.000
 F21  H142  C14  N1    110.99  3.000
 F21  H141  C14  N1    109.29  3.000
 F21  H142  C14  C15   109.97  3.000
 F21  H141  C14  C15   108.00  3.000
 F21  N1    C14  C15   110.36  3.000
 F21  S1    N1   C14   116.70  3.000
 F21  S1    N1   C12   115.90  3.000
 F21  C14   N1   C12   114.36  3.000
 F21  C7    S1   O1    108.26  3.000
 F21  C7    S1   O2    108.52  3.000
 F21  O1    S1   O2    119.21  3.000
 F21  C7    S1   N1    106.17  3.000
 F21  O1    S1   N1    106.93  3.000
 F21  O2    S1   N1    107.04  3.000
 F21  C6    C7   C8    120.94  3.000
 F21  C6    C7   S1    119.58  3.000
 F21  C8    C7   S1    119.41  3.000
 F21  H8    C8   C9    119.17  3.000
 F21  H8    C8   C7    120.76  3.000
 F21  C9    C8   C7    120.08  3.000
 F21  C10   C9   C1    120.79  3.000
 F21  C10   C9   C8    119.67  3.000
 F21  C1    C9   C8    119.51  3.000
 F21  H12   C1   H11   106.34  3.000
 F21  H12   C1   N2    108.96  3.000
 F21  H11   C1   N2    112.76  3.000
 F21  H12   C1   C9    109.48  3.000
 F21  H11   C1   C9    107.97  3.000
 F21  N2    C1   C9    111.18  3.000
 F21  HN2   N2   C3    110.08  3.000
 F21  HN2   N2   C1    108.33  3.000
 F21  C3    N2   C1    111.52  3.000
 F21  H3    C3   C4    108.49  3.000
 F21  H3    C3   C11   108.25  3.000
 F21  C4    C3   C11   109.17  3.000
 F21  H3    C3   N2    112.12  3.000
 F21  C4    C3   N2    108.15  3.000
 F21  C11   C3   N2    110.60  3.000
 F21  H112  C11  H111  109.26  3.000
 F21  H112  C11  F1    107.92  3.000
 F21  H111  C11  F1    108.17  3.000
 F21  H112  C11  C3    110.66  3.000
 F21  H111  C11  C3    110.59  3.000
 F21  F1    C11  C3    110.16  3.000
 F21  H42   C4   H41   106.47  3.000
 F21  H42   C4   C10   108.65  3.000
 F21  H41   C4   C10   109.79  3.000
 F21  H42   C4   C3    109.52  3.000
 F21  H41   C4   C3    110.20  3.000
 F21  C10   C4   C3    112.04  3.000
 F21  C5    C10  C4    120.08  3.000
 F21  C5    C10  C9    119.31  3.000
 F21  C4    C10  C9    120.61  3.000
 F21  H5    C5   C6    119.17  3.000
 F21  H5    C5   C10   119.43  3.000
 F21  C6    C5   C10   121.39  3.000
 F21  H6    C6   C5    119.94  3.000
 F21  H6    C6   C7    121.46  3.000
 F21  C5    C6   C7    118.60  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
 F21  CONST_01  C10   C9   C8   C7      0.00   0.0  0
 F21  CONST_02  C10   C5   C6   C7      0.00   0.0  0
 F21  CONST_03  C5    C6   C7   C8      0.00   0.0  0
 F21  CONST_04  C5    C10  C9   C8      0.00   0.0  0
 F21  CONST_05  C6    C7   C8   C9      0.00   0.0  0
 F21  CONST_06  C6    C5   C10  C9      0.00   0.0  0
 F21  CONST_07  C9    C8   C7   S1    180.00   0.0  0
 F21  CONST_08  C5    C6   C7   S1    180.00   0.0  0
 F21  CONST_09  H5    C5   C6   C7    180.00   0.0  0
 F21  CONST_10  H6    C6   C7   C8    180.00   0.0  0
 F21  CONST_11  H8    C8   C9   C1      0.00   0.0  0
 F21  Var_01    C15   C14  N1   C12    65.10  30.0  1
 F21  Var_02    C14   N1   C12  C13   -65.03  30.0  1
 F21  Var_03    C14   C15  S2   C13    54.15  30.0  1
 F21  Var_04    N1    C12  C13  S2     62.04  30.0  1
 F21  Var_05    N1    C14  C15  S2    -62.35  30.0  1
 F21  Var_06    N2    C1   C9   C8    162.58  30.0  1
 F21  Var_07    C3    N2   C1   C9     54.02  30.0  1
 F21  Var_08    C3    C4   C10  C9    -16.06  30.0  1
 F21  Var_09    C7    S1   N1   C12    66.16  30.0  3
 F21  Var_10    C8    C7   S1   N1    -91.58  30.0  2
 F21  Var_11    H131  C13  S2   C15  -173.55  30.0  1

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
 F21  chir_01  C3  N2  C11  C4  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
 F21  plan-1  S1   0.020
 F21  plan-1  C7   0.020
 F21  plan-1  C8   0.020
 F21  plan-1  C9   0.020
 F21  plan-1  C1   0.020
 F21  plan-1  C4   0.020
 F21  plan-1  C10  0.020
 F21  plan-1  C5   0.020
 F21  plan-1  C6   0.020
 F21  plan-1  H8   0.020
 F21  plan-1  H5   0.020
 F21  plan-1  H6   0.020

