# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 14:33:44 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 5-(dimethylamino)-~{N}-[2-(2-hexoxyethoxy)ethyl]naphthalene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCOCCOCCN[S](=O)(=O)c1cccc2c(cccc12)N(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
 8LL  8LL  5-(dimethylamino)-~{N}-[2-(2-hexoxyethoxy)ethyl]naphthalene-1-sulfonamide  ligand  63  29  .  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_8LL
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
 8LL  C10  C  CR16  0  -0.291   1.8213   2.5319  -0.6782
 8LL  C13  C  CH3   0  -0.553  -1.8849   3.9205   0.6943
 8LL  C21  C  CH2   0  -0.172  -0.9451  -4.1826  -0.6082
 8LL  C24  C  CH2   0  -0.465  -3.8356  -0.4365  -0.4808
 8LL  C26  C  CH2   0  -0.418  -5.1582   1.7252  -0.4777
 8LL  C01  C  CR6   0   0.297  -0.2832   2.1106   0.5526
 8LL  C02  C  CR16  0  -0.335  -0.9496   1.3724   1.5020
 8LL  C03  C  CR16  0  -0.223  -0.3590   0.2333   2.0696
 8LL  C04  C  CR16  0  -0.378   0.8769  -0.1991   1.6789
 8LL  C05  C  CR66  0   0.195   1.6098   0.5258   0.7100
 8LL  C06  C  CR66  0   0.047   1.0433   1.7196   0.1784
 8LL  C07  C  CR6   0  -0.277   2.8989   0.1440   0.2294
 8LL  C08  C  CR16  0  -0.244   3.6018   0.9249  -0.6491
 8LL  C09  C  CR16  0  -0.251   3.0702   2.1507  -1.0791
 8LL  N11  N  NT    0  -0.489  -0.8445   3.2457  -0.0515
 8LL  C12  C  CH3   0  -0.554  -1.2177   3.0654  -1.4474
 8LL  S14  S  S     0   1.370   3.6527  -1.3953   0.7173
 8LL  O15  O  OS    0  -0.650   4.8775  -1.5452  -0.0512
 8LL  O16  O  OS    0  -0.657   3.7142  -1.4615   2.1689
 8LL  N17  N  NC1   0  -0.734   2.6422  -2.5944   0.2308
 8LL  C18  C  CH2   0  -0.311   2.3557  -2.7361  -1.1959
 8LL  C19  C  CH2   0  -0.166   1.2519  -3.7572  -1.3624
 8LL  O20  O  O2    0  -0.483   0.1256  -3.2738  -0.6779
 8LL  C23  C  CH2   0  -0.116  -3.4170  -1.6546   0.3158
 8LL  C25  C  CH2   0  -0.429  -4.7209   0.5067   0.3233
 8LL  H1   H  HCR6  0   0.280   1.4249   3.4841  -1.0020
 8LL  H2   H  HCH3  0   0.253  -1.5549   4.1184   1.7132
 8LL  H3   H  HCH3  0   0.253  -2.0972   4.8756   0.2146
 8LL  H4   H  HCH3  0   0.208  -2.8324   3.3655   0.7439
 8LL  H5   H  HCH2  0   0.209  -1.3085  -4.4413  -1.6124
 8LL  H6   H  HCH2  0   0.211  -0.6378  -5.1202  -0.1260
 8LL  H8   H  HCH2  0   0.219  -2.9385   0.0982  -0.8100
 8LL  H9   H  HCH2  0   0.223  -4.3646  -0.7527  -1.3852
 8LL  H10  H  HCH2  0   0.208  -4.2731   2.2277  -0.8840
 8LL  H11  H  HCH2  0   0.216  -5.7400   1.4011  -1.3473
 8LL  H13  H  HCR6  0   0.265  -1.9466   1.6497   1.8150
 8LL  H14  H  HCR6  0   0.264  -0.9067  -0.3249   2.8176
 8LL  H15  H  HCR6  0   0.251   1.2902  -1.0689   2.1648
 8LL  H16  H  HCR6  0   0.288   4.5737   0.6173  -1.0073
 8LL  H17  H  HCR6  0   0.272   3.6549   2.7855  -1.7301
 8LL  H18  H  HCH3  0   0.244  -1.4543   4.0329  -1.8903
 8LL  H19  H  HCH3  0   0.256  -0.4076   2.6245  -2.0238
 8LL  H20  H  HCH3  0   0.226  -2.0952   2.4155  -1.5581
 8LL  H21  H  HCH2  0   0.246   2.0459  -1.7888  -1.6522
 8LL  H22  H  HCH2  0   0.269   3.2469  -3.0859  -1.7148
 8LL  H23  H  HCH2  0   0.230   1.0513  -3.8916  -2.4327
 8LL  H24  H  HCH2  0   0.217   1.5734  -4.7281  -0.9620
 8LL  H25  H  HCH2  0   0.191  -2.8968  -1.3404   1.2333
 8LL  H26  H  HCH2  0   0.190  -4.3059  -2.2189   0.6364
 8LL  H27  H  HCH2  0   0.218  -5.6063  -0.0284   0.6828
 8LL  H28  H  HCH2  0   0.211  -4.1829   0.8346   1.2202
 8LL  C22  C  CH2   0  -0.160  -2.0529  -3.5657   0.2069
 8LL  O1   O  O2    0  -0.488  -2.5708  -2.4536  -0.4737
 8LL  C27  C  CH2   0  -0.422  -5.9711   2.7245   0.3346
 8LL  C28  C  CH3   0  -0.661  -6.3625   3.9557  -0.4700
 8LL  H7   H  HNC1  0   0.411   1.8079  -2.6540   0.8065
 8LL  H12  H  HCH2  0   0.204  -2.8262  -4.3275   0.3790
 8LL  H29  H  HCH2  0   0.201  -1.6615  -3.2771   1.1930
 8LL  H30  H  HCH2  0   0.215  -6.8698   2.2339   0.7205
 8LL  H31  H  HCH2  0   0.209  -5.3924   3.0290   1.2131
 8LL  H32  H  HCH3  0   0.217  -6.9698   3.6847  -1.3357
 8LL  H33  H  HCH3  0   0.227  -6.9372   4.6626   0.1293
 8LL  H34  H  HCH3  0   0.214  -5.4790   4.4784  -0.8425

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
 8LL  C26  C25  single    1.522  0.020  1.522
 8LL  C24  C25  single    1.523  0.020  1.523
 8LL  C24  C23  single    1.514  0.020  1.514
 8LL  C09  C10  aromatic  1.366  0.020  1.366
 8LL  C09  C08  aromatic  1.404  0.020  1.404
 8LL  C10  C06  aromatic  1.414  0.020  1.414
 8LL  C12  N11  single    1.456  0.020  1.456
 8LL  C08  C07  aromatic  1.370  0.020  1.370
 8LL  N11  C13  single    1.447  0.020  1.447
 8LL  N11  C01  single    1.403  0.020  1.403
 8LL  C06  C01  aromatic  1.433  0.020  1.433
 8LL  C06  C05  aromatic  1.424  0.020  1.424
 8LL  C07  C05  aromatic  1.428  0.020  1.428
 8LL  C07  S14  single    1.782  0.020  1.782
 8LL  N17  S14  single    1.642  0.020  1.642
 8LL  N17  C18  single    1.462  0.020  1.462
 8LL  C01  C02  aromatic  1.375  0.020  1.375
 8LL  C19  C18  single    1.513  0.020  1.513
 8LL  C19  O20  single    1.404  0.020  1.404
 8LL  C05  C04  aromatic  1.415  0.020  1.415
 8LL  C21  O20  single    1.406  0.020  1.406
 8LL  O16  S14  double    1.454  0.020  1.454
 8LL  S14  O15  double    1.454  0.020  1.454
 8LL  C02  C03  aromatic  1.403  0.020  1.403
 8LL  C04  C03  aromatic  1.366  0.020  1.366
 8LL  C10  H1   single    0.930  0.020  1.080
 8LL  C13  H2   single    0.970  0.020  1.090
 8LL  C13  H3   single    0.970  0.020  1.090
 8LL  C13  H4   single    0.970  0.020  1.090
 8LL  C21  H5   single    0.970  0.020  1.090
 8LL  C21  H6   single    0.970  0.020  1.090
 8LL  C24  H8   single    0.970  0.020  1.090
 8LL  C24  H9   single    0.970  0.020  1.090
 8LL  C26  H10  single    0.970  0.020  1.090
 8LL  C26  H11  single    0.970  0.020  1.090
 8LL  C02  H13  single    0.930  0.020  1.080
 8LL  C03  H14  single    0.930  0.020  1.080
 8LL  C04  H15  single    0.930  0.020  1.080
 8LL  C08  H16  single    0.930  0.020  1.080
 8LL  C09  H17  single    0.930  0.020  1.080
 8LL  C12  H18  single    0.970  0.020  1.090
 8LL  C12  H19  single    0.970  0.020  1.090
 8LL  C12  H20  single    0.970  0.020  1.090
 8LL  C18  H21  single    0.970  0.020  1.090
 8LL  C18  H22  single    0.970  0.020  1.090
 8LL  C19  H23  single    0.970  0.020  1.090
 8LL  C19  H24  single    0.970  0.020  1.090
 8LL  C23  H25  single    0.970  0.020  1.090
 8LL  C23  H26  single    0.970  0.020  1.090
 8LL  C25  H27  single    0.970  0.020  1.090
 8LL  C25  H28  single    0.970  0.020  1.090
 8LL  C21  C22  single    1.507  0.020  1.507
 8LL  C22  O1   single    1.403  0.020  1.403
 8LL  O1   C23  single    1.406  0.020  1.406
 8LL  C26  C27  single    1.523  0.020  1.523
 8LL  C27  C28  single    1.522  0.020  1.522
 8LL  N17  H7   single    0.890  0.020  1.040
 8LL  C22  H12  single    0.970  0.020  1.090
 8LL  C22  H29  single    0.970  0.020  1.090
 8LL  C27  H30  single    0.970  0.020  1.090
 8LL  C27  H31  single    0.970  0.020  1.090
 8LL  C28  H32  single    0.970  0.020  1.090
 8LL  C28  H33  single    0.970  0.020  1.090
 8LL  C28  H34  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
 8LL  H1   C10  C09  119.55  3.000
 8LL  H1   C10  C06  119.06  3.000
 8LL  C09  C10  C06  121.37  3.000
 8LL  H4   C13  H3   107.12  3.000
 8LL  H4   C13  H2   108.10  3.000
 8LL  H3   C13  H2   108.15  3.000
 8LL  H4   C13  N11  114.06  3.000
 8LL  H3   C13  N11  108.79  3.000
 8LL  H2   C13  N11  110.43  3.000
 8LL  C22  C21  H6   108.52  3.000
 8LL  C22  C21  H5   110.33  3.000
 8LL  H6   C21  H5   107.02  3.000
 8LL  C22  C21  O20  108.78  3.000
 8LL  H6   C21  O20  111.13  3.000
 8LL  H5   C21  O20  111.03  3.000
 8LL  H9   C24  H8   106.78  3.000
 8LL  H9   C24  C25  109.52  3.000
 8LL  H8   C24  C25  109.42  3.000
 8LL  H9   C24  C23  109.63  3.000
 8LL  H8   C24  C23  108.93  3.000
 8LL  C25  C24  C23  112.40  3.000
 8LL  C27  C26  H11  109.52  3.000
 8LL  C27  C26  H10  109.15  3.000
 8LL  H11  C26  H10  105.68  3.000
 8LL  C27  C26  C25  113.45  3.000
 8LL  H11  C26  C25  109.47  3.000
 8LL  H10  C26  C25  109.27  3.000
 8LL  N11  C01  C06  118.60  3.000
 8LL  C06  C01  C02  118.85  3.000
 8LL  N11  C01  C02  122.54  3.000
 8LL  H13  C02  C03  118.64  3.000
 8LL  H13  C02  C01  120.60  3.000
 8LL  C03  C02  C01  120.75  3.000
 8LL  H14  C03  C04  119.48  3.000
 8LL  H14  C03  C02  119.04  3.000
 8LL  C04  C03  C02  121.46  3.000
 8LL  H15  C04  C05  121.55  3.000
 8LL  H15  C04  C03  118.23  3.000
 8LL  C05  C04  C03  120.15  3.000
 8LL  C07  C05  C06  117.24  3.000
 8LL  C07  C05  C04  124.14  3.000
 8LL  C06  C05  C04  118.62  3.000
 8LL  C05  C06  C01  119.97  3.000
 8LL  C05  C06  C10  119.26  3.000
 8LL  C01  C06  C10  120.73  3.000
 8LL  S14  C07  C08  116.81  3.000
 8LL  S14  C07  C05  121.38  3.000
 8LL  C08  C07  C05  121.79  3.000
 8LL  H16  C08  C09  119.19  3.000
 8LL  H16  C08  C07  120.80  3.000
 8LL  C09  C08  C07  120.01  3.000
 8LL  H17  C09  C08  119.50  3.000
 8LL  H17  C09  C10  120.49  3.000
 8LL  C08  C09  C10  120.00  3.000
 8LL  C12  N11  C01  114.53  3.000
 8LL  C01  N11  C13  116.30  3.000
 8LL  C12  N11  C13  111.56  3.000
 8LL  H20  C12  H19  107.58  3.000
 8LL  H20  C12  H18  108.12  3.000
 8LL  H19  C12  H18  107.83  3.000
 8LL  H20  C12  N11  112.01  3.000
 8LL  H19  C12  N11  111.55  3.000
 8LL  H18  C12  N11  109.59  3.000
 8LL  N17  S14  O16  106.77  3.000
 8LL  O16  S14  O15  119.16  3.000
 8LL  N17  S14  O15  106.65  3.000
 8LL  O15  S14  C07  107.51  3.000
 8LL  O16  S14  C07  109.30  3.000
 8LL  N17  S14  C07  106.82  3.000
 8LL  H7   N17  C18  112.74  3.000
 8LL  H7   N17  S14  112.36  3.000
 8LL  C18  N17  S14  118.72  3.000
 8LL  H22  C18  H21  108.09  3.000
 8LL  H22  C18  C19  109.14  3.000
 8LL  H21  C18  C19  109.34  3.000
 8LL  H22  C18  N17  109.62  3.000
 8LL  H21  C18  N17  112.20  3.000
 8LL  C19  C18  N17  108.41  3.000
 8LL  H24  C19  H23  107.51  3.000
 8LL  H24  C19  O20  111.19  3.000
 8LL  H23  C19  O20  111.79  3.000
 8LL  H24  C19  C18  110.05  3.000
 8LL  H23  C19  C18  108.87  3.000
 8LL  O20  C19  C18  107.41  3.000
 8LL  C19  O20  C21  114.36  3.000
 8LL  O1   C23  H26  110.99  3.000
 8LL  O1   C23  H25  110.23  3.000
 8LL  H26  C23  H25  106.57  3.000
 8LL  O1   C23  C24  109.15  3.000
 8LL  H26  C23  C24  110.02  3.000
 8LL  H25  C23  C24  109.85  3.000
 8LL  H28  C25  H27  105.93  3.000
 8LL  H28  C25  C26  109.39  3.000
 8LL  H27  C25  C26  109.36  3.000
 8LL  H28  C25  C24  109.39  3.000
 8LL  H27  C25  C24  109.91  3.000
 8LL  C26  C25  C24  112.64  3.000
 8LL  H29  C22  H12  106.98  3.000
 8LL  H29  C22  O1   111.00  3.000
 8LL  H12  C22  O1   111.45  3.000
 8LL  H29  C22  C21  109.32  3.000
 8LL  H12  C22  C21  108.55  3.000
 8LL  O1   C22  C21  109.47  3.000
 8LL  C22  O1   C23  113.59  3.000
 8LL  H31  C27  H30  106.00  3.000
 8LL  H31  C27  C28  109.57  3.000
 8LL  H30  C27  C28  109.76  3.000
 8LL  H31  C27  C26  109.16  3.000
 8LL  H30  C27  C26  109.41  3.000
 8LL  C28  C27  C26  112.71  3.000
 8LL  H34  C28  H33  107.67  3.000
 8LL  H34  C28  H32  107.37  3.000
 8LL  H33  C28  H32  107.67  3.000
 8LL  H34  C28  C27  111.07  3.000
 8LL  H33  C28  C27  111.67  3.000
 8LL  H32  C28  C27  111.19  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
 8LL  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 8LL  CONST_02  C02  C01  C06  C10   180.00   0.0  0
 8LL  CONST_03  C07  C05  C06  C10     0.00   0.0  0
 8LL  CONST_04  C04  C05  C06  C10   180.00   0.0  0
 8LL  CONST_05  C09  C10  C06  C01   180.00   0.0  0
 8LL  CONST_06  C07  C05  C06  C01   180.00   0.0  0
 8LL  CONST_07  C04  C05  C06  C01     0.00   0.0  0
 8LL  CONST_08  C04  C03  C02  C01     0.00   0.0  0
 8LL  CONST_09  C05  C06  C01  C02     0.00   0.0  0
 8LL  CONST_10  C05  C04  C03  C02     0.00   0.0  0
 8LL  CONST_11  C06  C01  C02  C03     0.00   0.0  0
 8LL  CONST_12  C06  C05  C04  C03     0.00   0.0  0
 8LL  CONST_13  C07  C05  C04  C03   180.00   0.0  0
 8LL  CONST_14  C08  C07  C05  C04   180.00   0.0  0
 8LL  CONST_15  C09  C10  C06  C05     0.00   0.0  0
 8LL  CONST_16  C09  C08  C07  C05     0.00   0.0  0
 8LL  CONST_17  C08  C09  C10  C06     0.00   0.0  0
 8LL  CONST_18  C08  C07  C05  C06     0.00   0.0  0
 8LL  CONST_19  N11  C01  C06  C10     0.00   0.0  0
 8LL  CONST_20  N11  C01  C02  C03   180.00   0.0  0
 8LL  CONST_21  S14  C07  C05  C04     0.00   0.0  0
 8LL  CONST_22  N11  C01  C06  C05   180.00   0.0  0
 8LL  CONST_23  S14  C07  C05  C06   180.00   0.0  0
 8LL  CONST_24  S14  C07  C08  C09   180.00   0.0  0
 8LL  CONST_25  H16  C08  C09  C10   180.00   0.0  0
 8LL  CONST_26  H1   C10  C06  C01     0.00   0.0  0
 8LL  CONST_27  H14  C03  C02  C01   180.00   0.0  0
 8LL  CONST_28  H15  C04  C03  C02   180.00   0.0  0
 8LL  CONST_29  H13  C02  C03  C04   180.00   0.0  0
 8LL  CONST_30  H17  C09  C10  C06   180.00   0.0  0
 8LL  Var_01    N17  S14  C07  C05    59.78  30.0  2
 8LL  Var_02    C18  N17  S14  C07    61.12  30.0  2
 8LL  Var_03    H18  C12  N11  C01  -168.78  30.0  3
 8LL  Var_04    H2   C13  N11  C01    50.75  30.0  3
 8LL  Var_05    C18  C19  O20  C21  -173.09  30.0  2
 8LL  Var_06    C27  C26  C25  C24  -176.35  30.0  1
 8LL  Var_07    C23  C24  C25  C26  -179.33  30.0  2
 8LL  Var_08    C19  C18  N17  S14  -171.45  30.0  3
 8LL  Var_09    O20  C19  C18  N17    60.45  30.0  1
 8LL  Var_10    C22  C21  O20  C19   177.19  30.0  2
 8LL  Var_11    O1   C22  C21  O20    66.03  30.0  3
 8LL  Var_12    C28  C27  C26  C25   178.21  30.0  3
 8LL  Var_13    O1   C23  C24  C25  -178.13  30.0  3
 8LL  Var_14    H32  C28  C27  C26    60.12  30.0  3

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
 8LL  plan-1  C10  0.020
 8LL  plan-1  C01  0.020
 8LL  plan-1  C02  0.020
 8LL  plan-1  C03  0.020
 8LL  plan-1  C04  0.020
 8LL  plan-1  C05  0.020
 8LL  plan-1  C06  0.020
 8LL  plan-1  C07  0.020
 8LL  plan-1  C08  0.020
 8LL  plan-1  C09  0.020
 8LL  plan-1  N11  0.020
 8LL  plan-1  S14  0.020
 8LL  plan-1  H1   0.020
 8LL  plan-1  H13  0.020
 8LL  plan-1  H14  0.020
 8LL  plan-1  H15  0.020
 8LL  plan-1  H16  0.020
 8LL  plan-1  H17  0.020
 8LL  plan-2  C13  0.020
 8LL  plan-2  C01  0.020
 8LL  plan-2  N11  0.020
 8LL  plan-2  C12  0.020

