# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 17:01:52 2022
#   Inital geometry file: a 91 line input string
#   Ligand name: (1R)-6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc2[C@H](CNCCc2c(Cl)c1O)c3ccccc3
#
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
 SK0  SK0  (1R)-6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol  ligand  36  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_SK0
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
 SK0  C01   C   CR6   0   0.081  89.2775  107.8194  78.4495
 SK0  C02   C   CR6   0   0.145  89.5597  107.4714  79.7767
 SK0  C03   C   CR16  0  -0.400  88.4558  108.9079  78.1808
 SK0  C04   C   CR6   0  -0.239  88.9951  108.2583  80.7810
 SK0  C05   C   CR6   0   0.310  87.9016  109.6722  79.1935
 SK0  C06   C   CR6   0   0.315  88.1720  109.3496  80.5222
 SK0  C07   C   CH1   0  -0.383  89.9055  107.0151  77.3212
 SK0  C08   C   CH2   0  -0.288  91.4460  107.1879  77.2928
 SK0  C09   C   CH2   0  -0.539  90.4706  106.3157  80.0855
 SK0  C10   C   CH2   0  -0.298  91.9192  106.5452  79.6272
 SK0  C11   C   CR6   0   0.102  89.2622  107.2941  75.9838
 SK0  C12   C   CR16  0  -0.291  88.1581  106.5420  75.5875
 SK0  C13   C   CR16  0  -0.299  89.7183  108.2979  75.1315
 SK0  C14   C   CR16  0  -0.242  87.5231  106.7832  74.3775
 SK0  C15   C   CR16  0  -0.239  89.0871  108.5417  73.9181
 SK0  C16   C   CR16  0  -0.267  87.9865  107.7864  73.5366
 SK0  N01   N   NH1   0  -0.576  92.1970  106.3688  78.2178
 SK0  O01   O   OH1   0  -0.631  87.1116  110.7152  78.8667
 SK0  O02   O   OH1   0  -0.627  87.6095  110.1344  81.4621
 SK0  CL01  CL  CL    0  -0.125  89.2969  107.9243  82.4657
 SK0  H1    H   HCR6  0   0.262  88.2262  109.1832  77.1598
 SK0  H2    H   HCH1  0   0.257  89.7213  105.9545  77.5309
 SK0  H3    H   HCH2  0   0.239  91.8027  106.9394  76.2905
 SK0  H4    H   HCH2  0   0.226  91.7016  108.2383  77.4626
 SK0  H5    H   HCH2  0   0.252  90.0890  105.4025  79.6169
 SK0  H6    H   HCH2  0   0.252  90.4797  106.1148  81.1556
 SK0  H7    H   HCH2  0   0.238  92.5626  105.8492  80.1698
 SK0  H8    H   HCH2  0   0.224  92.2309  107.5510  79.9257
 SK0  H9    H   HCR6  0   0.247  87.7883  105.7565  76.2366
 SK0  H10   H   HCR6  0   0.252  90.5705  108.9046  75.4126
 SK0  H11   H   HCR6  0   0.252  86.6681  106.1847  74.0894
 SK0  H12   H   HCR6  0   0.252  89.4575  109.3262  73.2703
 SK0  H13   H   HCR6  0   0.252  87.4954  107.9769  72.5911
 SK0  H14   H   HNH1  0   0.343  92.0699  105.3941  77.9736
 SK0  H16   H   HOH1  0   0.471  86.7790  111.1534  79.6591
 SK0  H17   H   HOH1  0   0.472  87.7977  109.8133  82.3529

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
 SK0  C16  C15   aromatic  1.388  0.020  1.388
 SK0  C16  C14   aromatic  1.389  0.020  1.389
 SK0  C15  C13   aromatic  1.389  0.020  1.389
 SK0  C14  C12   aromatic  1.388  0.020  1.388
 SK0  C13  C11   aromatic  1.394  0.020  1.394
 SK0  C12  C11   aromatic  1.393  0.020  1.393
 SK0  C11  C07   single    1.510  0.020  1.510
 SK0  C08  C07   single    1.550  0.020  1.550
 SK0  C08  N01   single    1.446  0.020  1.446
 SK0  C07  C01   single    1.521  0.020  1.521
 SK0  N01  C10   single    1.447  0.020  1.447
 SK0  C03  C01   aromatic  1.390  0.020  1.390
 SK0  C03  C05   aromatic  1.384  0.020  1.384
 SK0  C01  C02   aromatic  1.401  0.020  1.401
 SK0  O01  C05   single    1.349  0.020  1.349
 SK0  C05  C06   aromatic  1.394  0.020  1.394
 SK0  C10  C09   single    1.537  0.020  1.537
 SK0  C02  C09   single    1.504  0.020  1.504
 SK0  C02  C04   aromatic  1.395  0.020  1.395
 SK0  C06  C04   aromatic  1.391  0.020  1.391
 SK0  C06  O02   single    1.347  0.020  1.347
 SK0  C04  CL01  single    1.744  0.020  1.744
 SK0  C03  H1    single    0.930  0.020  1.080
 SK0  C07  H2    single    0.970  0.020  1.090
 SK0  C08  H3    single    0.970  0.020  1.090
 SK0  C08  H4    single    0.970  0.020  1.090
 SK0  C09  H5    single    0.970  0.020  1.090
 SK0  C09  H6    single    0.970  0.020  1.090
 SK0  C10  H7    single    0.970  0.020  1.090
 SK0  C10  H8    single    0.970  0.020  1.090
 SK0  C12  H9    single    0.930  0.020  1.080
 SK0  C13  H10   single    0.930  0.020  1.080
 SK0  C14  H11   single    0.930  0.020  1.080
 SK0  C15  H12   single    0.930  0.020  1.080
 SK0  C16  H13   single    0.930  0.020  1.080
 SK0  N01  H14   single    0.890  0.020  1.040
 SK0  O01  H16   single    0.850  0.020  0.980
 SK0  O02  H17   single    0.850  0.020  0.980

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
 SK0  C07   C01  C03  120.97  3.000
 SK0  C03   C01  C02  119.79  3.000
 SK0  C07   C01  C02  119.22  3.000
 SK0  C09   C02  C04  122.06  3.000
 SK0  C04   C02  C01  117.41  3.000
 SK0  C09   C02  C01  120.50  3.000
 SK0  H1    C03  C05  117.70  3.000
 SK0  H1    C03  C01  120.47  3.000
 SK0  C05   C03  C01  121.84  3.000
 SK0  CL01  C04  C06  115.62  3.000
 SK0  CL01  C04  C02  121.16  3.000
 SK0  C06   C04  C02  123.22  3.000
 SK0  O01   C05  C06  121.58  3.000
 SK0  C06   C05  C03  119.46  3.000
 SK0  O01   C05  C03  118.96  3.000
 SK0  O02   C06  C05  116.69  3.000
 SK0  O02   C06  C04  125.04  3.000
 SK0  C05   C06  C04  118.28  3.000
 SK0  H2    C07  C11  106.05  3.000
 SK0  H2    C07  C08  106.15  3.000
 SK0  C11   C07  C08  112.74  3.000
 SK0  H2    C07  C01  107.47  3.000
 SK0  C08   C07  C01  111.40  3.000
 SK0  C11   C07  C01  112.54  3.000
 SK0  H4    C08  H3   106.52  3.000
 SK0  H4    C08  N01  108.86  3.000
 SK0  H3    C08  N01  106.77  3.000
 SK0  H4    C08  C07  109.65  3.000
 SK0  H3    C08  C07  108.41  3.000
 SK0  N01   C08  C07  116.18  3.000
 SK0  H6    C09  H5   105.64  3.000
 SK0  H6    C09  C10  108.23  3.000
 SK0  H5    C09  C10  108.99  3.000
 SK0  H6    C09  C02  110.41  3.000
 SK0  H5    C09  C02  109.99  3.000
 SK0  C10   C09  C02  113.27  3.000
 SK0  H8    C10  H7   106.40  3.000
 SK0  H8    C10  N01  108.84  3.000
 SK0  H7    C10  N01  107.04  3.000
 SK0  H8    C10  C09  108.93  3.000
 SK0  H7    C10  C09  108.18  3.000
 SK0  N01   C10  C09  116.95  3.000
 SK0  C13   C11  C12  118.30  3.000
 SK0  C12   C11  C07  119.33  3.000
 SK0  C13   C11  C07  122.36  3.000
 SK0  H9    C12  C14  119.47  3.000
 SK0  H9    C12  C11  119.41  3.000
 SK0  C14   C12  C11  121.12  3.000
 SK0  H10   C13  C15  119.06  3.000
 SK0  H10   C13  C11  120.15  3.000
 SK0  C15   C13  C11  120.79  3.000
 SK0  H11   C14  C16  120.12  3.000
 SK0  H11   C14  C12  119.82  3.000
 SK0  C16   C14  C12  120.06  3.000
 SK0  H12   C15  C16  120.07  3.000
 SK0  H12   C15  C13  119.63  3.000
 SK0  C16   C15  C13  120.31  3.000
 SK0  H13   C16  C15  120.27  3.000
 SK0  H13   C16  C14  120.31  3.000
 SK0  C15   C16  C14  119.42  3.000
 SK0  H14   N01  C10  109.15  3.000
 SK0  H14   N01  C08  109.02  3.000
 SK0  C10   N01  C08  117.02  3.000
 SK0  H16   O01  C05  110.75  3.000
 SK0  H17   O02  C06  111.63  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
 SK0  CONST_01  C06   C05  C03  C01    0.00  0.0  0
 SK0  CONST_02  C05   C06  C04  C02    0.00  0.0  0
 SK0  CONST_03  C04   C06  C05  C03    0.00  0.0  0
 SK0  CONST_04  C16   C15  C13  C11    0.00  0.0  0
 SK0  CONST_05  C16   C14  C12  C11    0.00  0.0  0
 SK0  CONST_06  C15   C16  C14  C12    0.00  0.0  0
 SK0  CONST_07  C15   C13  C11  C12    0.00  0.0  0
 SK0  CONST_08  C14   C16  C15  C13    0.00  0.0  0
 SK0  CONST_09  C14   C12  C11  C13    0.00  0.0  0
 SK0  CONST_10  C15   C13  C11  C07  180.00  0.0  0
 SK0  CONST_11  C14   C12  C11  C07  180.00  0.0  0
 SK0  CONST_12  O01   C05  C03  C01  180.00  0.0  0
 SK0  CONST_13  O02   C06  C04  C02  180.00  0.0  0
 SK0  CONST_14  O02   C06  C05  C03  180.00  0.0  0
 SK0  CONST_15  O01   C05  C06  C04  180.00  0.0  0
 SK0  CONST_16  CL01  C04  C06  C05  180.00  0.0  0
 SK0  CONST_17  H1    C03  C05  C06  180.00  0.0  0
 SK0  CONST_18  H10   C13  C11  C07    0.00  0.0  0
 SK0  CONST_19  H9    C12  C11  C07    0.00  0.0  0
 SK0  CONST_20  H12   C15  C13  C11  180.00  0.0  0
 SK0  CONST_21  H11   C14  C12  C11  180.00  0.0  0
 SK0  CONST_22  H13   C16  C14  C12  180.00  0.0  0

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
 SK0  chir_01  C07  C11  C08  C01  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
 SK0  plan-1  C07   0.020
 SK0  plan-1  C11   0.020
 SK0  plan-1  C12   0.020
 SK0  plan-1  C13   0.020
 SK0  plan-1  C14   0.020
 SK0  plan-1  C15   0.020
 SK0  plan-1  C16   0.020
 SK0  plan-1  H9    0.020
 SK0  plan-1  H10   0.020
 SK0  plan-1  H11   0.020
 SK0  plan-1  H12   0.020
 SK0  plan-1  H13   0.020
 SK0  plan-2  C01   0.020
 SK0  plan-2  C02   0.020
 SK0  plan-2  C03   0.020
 SK0  plan-2  C04   0.020
 SK0  plan-2  C05   0.020
 SK0  plan-2  C06   0.020
 SK0  plan-2  C07   0.020
 SK0  plan-2  C09   0.020
 SK0  plan-2  O01   0.020
 SK0  plan-2  O02   0.020
 SK0  plan-2  CL01  0.020
 SK0  plan-2  H1    0.020

