# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 07:10:54 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: (1~{R})-6-chloranyl-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1~{H}-3-benzazepine-7,8-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@H]2CNCCc3c(Cl)c(O)c(O)cc23
#
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
 G3C  G3C  (1~{R})-6-chloranyl-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1~{H}-3-benzazepine-7,8-diol  ligand  37  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_G3C
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
 G3C  C10  C   CR16  0  -0.370  102.6148  109.8419  142.7357
 G3C  C13  C   CR16  0  -0.323  103.0576  112.2023  142.7262
 G3C  C15  C   CH2   0  -0.273  103.1861  112.0093  138.4195
 G3C  C17  C   CH2   0  -0.281  104.0279  111.4073  136.1977
 G3C  C20  C   CR6   0  -0.244  107.0986  110.1719  137.5979
 G3C  C02  C   CR6   0   0.351  107.9956  110.3295  138.6479
 G3C  C03  C   CR6   0   0.279  107.4831  110.6338  139.9076
 G3C  C05  C   CR16  0  -0.433  106.1176  110.7728  140.0809
 G3C  C06  C   CR6   0   0.080  105.2272  110.6209  139.0229
 G3C  C07  C   CH1   0  -0.363  103.7308  110.8144  139.2305
 G3C  C08  C   CR6   0   0.073  103.3512  110.9180  140.6886
 G3C  C09  C   CR16  0  -0.282  102.9567  109.7852  141.3918
 G3C  C11  C   CR6   0   0.340  102.6634  111.0563  143.4137
 G3C  C14  C   CR16  0  -0.281  103.3958  112.1253  141.3853
 G3C  C18  C   CH2   0  -0.526  104.7745  110.1315  136.5879
 G3C  C19  C   CR6   0   0.145  105.7159  110.3034  137.7487
 G3C  N16  N   NH1   0  -0.594  102.8825  111.6602  137.0473
 G3C  O04  O   OH1   0  -0.645  108.3932  110.7733  140.8982
 G3C  O12  O   OH1   0  -0.631  102.3432  111.1816  144.7180
 G3C  CL2  CL  CL    0  -0.116  107.8082  109.7969  136.0567
 G3C  H1   H   HCR6  0   0.266  102.3058  108.9390  143.2511
 G3C  H2   H   HCR6  0   0.258  103.0986  113.1522  143.2450
 G3C  H3   H   HCH2  0   0.197  103.8874  112.8550  138.5046
 G3C  H4   H   HCH2  0   0.238  102.2484  112.3312  138.8761
 G3C  H5   H   HCH2  0   0.196  104.7433  112.2445  136.1719
 G3C  H6   H   HCH2  0   0.235  103.6526  111.2856  135.1796
 G3C  H7   H   HCR6  0   0.273  105.7482  111.0053  141.0722
 G3C  H8   H   HCH1  0   0.256  103.2227  109.9257  138.8385
 G3C  H9   H   HCR6  0   0.251  102.9107  108.8300  140.8814
 G3C  H10  H   HCR6  0   0.252  103.7064  113.0323  140.8805
 G3C  H11  H   HCH2  0   0.249  104.0368  109.3552  136.8146
 G3C  H12  H   HCH2  0   0.254  105.3195  109.7765  135.7161
 G3C  H13  H   HNH1  0   0.353  102.3347  112.4074  136.6415
 G3C  H15  H   HOH1  0   0.476  109.8076  110.3140  139.2420
 G3C  H16  H   HOH1  0   0.482  107.9643  110.9780  141.7370
 G3C  H17  H   HOH1  0   0.471  102.0832  110.3286  145.0839
 G3C  O01  O   OH1   0  -0.612  109.3141  110.1850  138.4225

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
 G3C  CL2  C20  single    1.738  0.020  1.738
 G3C  C17  C18  single    1.529  0.020  1.529
 G3C  C17  N16  single    1.448  0.020  1.448
 G3C  C18  C19  single    1.504  0.020  1.504
 G3C  N16  C15  single    1.448  0.020  1.448
 G3C  C20  C19  aromatic  1.397  0.020  1.397
 G3C  C20  C02  aromatic  1.390  0.020  1.390
 G3C  C19  C06  aromatic  1.401  0.020  1.401
 G3C  O01  C02  single    1.345  0.020  1.345
 G3C  C15  C07  single    1.543  0.020  1.543
 G3C  C02  C03  aromatic  1.394  0.020  1.394
 G3C  C06  C07  single    1.523  0.020  1.523
 G3C  C06  C05  aromatic  1.391  0.020  1.391
 G3C  C07  C08  single    1.510  0.020  1.510
 G3C  C03  C05  aromatic  1.383  0.020  1.383
 G3C  C03  O04  single    1.352  0.020  1.352
 G3C  C08  C14  aromatic  1.395  0.020  1.395
 G3C  C08  C09  aromatic  1.390  0.020  1.390
 G3C  C14  C13  aromatic  1.385  0.020  1.385
 G3C  C09  C10  aromatic  1.388  0.020  1.388
 G3C  C13  C11  aromatic  1.393  0.020  1.393
 G3C  C10  C11  aromatic  1.392  0.020  1.392
 G3C  C11  O12  single    1.349  0.020  1.349
 G3C  C10  H1   single    0.930  0.020  1.080
 G3C  C13  H2   single    0.930  0.020  1.080
 G3C  C15  H3   single    0.970  0.020  1.090
 G3C  C15  H4   single    0.970  0.020  1.090
 G3C  C17  H5   single    0.970  0.020  1.090
 G3C  C17  H6   single    0.970  0.020  1.090
 G3C  C05  H7   single    0.930  0.020  1.080
 G3C  C07  H8   single    0.970  0.020  1.090
 G3C  C09  H9   single    0.930  0.020  1.080
 G3C  C14  H10  single    0.930  0.020  1.080
 G3C  C18  H11  single    0.970  0.020  1.090
 G3C  C18  H12  single    0.970  0.020  1.090
 G3C  N16  H13  single    0.890  0.020  1.040
 G3C  O01  H15  single    0.850  0.020  0.980
 G3C  O04  H16  single    0.850  0.020  0.980
 G3C  O12  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
 G3C  H1   C10  C11  120.32  3.000
 G3C  H1   C10  C09  119.76  3.000
 G3C  C11  C10  C09  119.92  3.000
 G3C  H2   C13  C14  120.21  3.000
 G3C  H2   C13  C11  119.72  3.000
 G3C  C14  C13  C11  120.07  3.000
 G3C  H4   C15  H3   106.74  3.000
 G3C  H4   C15  N16  106.70  3.000
 G3C  H3   C15  N16  113.05  3.000
 G3C  H4   C15  C07  108.16  3.000
 G3C  H3   C15  C07  109.21  3.000
 G3C  N16  C15  C07  112.66  3.000
 G3C  H6   C17  H5   106.62  3.000
 G3C  H6   C17  N16  107.14  3.000
 G3C  H5   C17  N16  113.25  3.000
 G3C  H6   C17  C18  108.23  3.000
 G3C  H5   C17  C18  108.84  3.000
 G3C  N16  C17  C18  112.47  3.000
 G3C  CL2  C20  C19  121.35  3.000
 G3C  C19  C20  C02  123.13  3.000
 G3C  CL2  C20  C02  115.53  3.000
 G3C  O01  C02  C03  122.37  3.000
 G3C  C03  C02  C20  118.05  3.000
 G3C  O01  C02  C20  119.58  3.000
 G3C  O04  C03  C05  124.20  3.000
 G3C  O04  C03  C02  115.92  3.000
 G3C  C05  C03  C02  119.88  3.000
 G3C  H7   C05  C06  120.08  3.000
 G3C  H7   C05  C03  118.22  3.000
 G3C  C06  C05  C03  121.70  3.000
 G3C  C19  C06  C07  119.70  3.000
 G3C  C07  C06  C05  120.75  3.000
 G3C  C19  C06  C05  119.55  3.000
 G3C  H8   C07  C08  106.52  3.000
 G3C  H8   C07  C06  107.68  3.000
 G3C  C08  C07  C06  112.79  3.000
 G3C  H8   C07  C15  106.03  3.000
 G3C  C08  C07  C15  111.44  3.000
 G3C  C06  C07  C15  111.92  3.000
 G3C  C14  C08  C09  117.50  3.000
 G3C  C09  C08  C07  120.24  3.000
 G3C  C14  C08  C07  122.25  3.000
 G3C  H9   C09  C08  119.46  3.000
 G3C  H9   C09  C10  118.78  3.000
 G3C  C08  C09  C10  121.75  3.000
 G3C  O12  C11  C13  117.89  3.000
 G3C  O12  C11  C10  122.95  3.000
 G3C  C13  C11  C10  119.16  3.000
 G3C  H10  C14  C08  120.08  3.000
 G3C  H10  C14  C13  118.32  3.000
 G3C  C08  C14  C13  121.59  3.000
 G3C  H12  C18  H11  105.79  3.000
 G3C  H12  C18  C19  110.01  3.000
 G3C  H11  C18  C19  110.06  3.000
 G3C  H12  C18  C17  108.21  3.000
 G3C  H11  C18  C17  108.40  3.000
 G3C  C19  C18  C17  114.03  3.000
 G3C  C18  C19  C06  120.62  3.000
 G3C  C06  C19  C20  117.69  3.000
 G3C  C18  C19  C20  121.69  3.000
 G3C  H13  N16  C17  108.78  3.000
 G3C  H13  N16  C15  108.41  3.000
 G3C  C17  N16  C15  115.60  3.000
 G3C  H16  O04  C03  111.09  3.000
 G3C  H17  O12  C11  110.41  3.000
 G3C  H15  O01  C02  110.14  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
 G3C  CONST_01  C14  C08  C09  C10    0.00  0.0  0
 G3C  CONST_02  C14  C13  C11  C10    0.00  0.0  0
 G3C  CONST_03  C09  C08  C14  C13    0.00  0.0  0
 G3C  CONST_04  C09  C10  C11  C13    0.00  0.0  0
 G3C  CONST_05  C05  C03  C02  C20    0.00  0.0  0
 G3C  CONST_06  C06  C05  C03  C02    0.00  0.0  0
 G3C  CONST_07  C19  C20  C02  C03    0.00  0.0  0
 G3C  CONST_08  C11  C13  C14  C08    0.00  0.0  0
 G3C  CONST_09  C11  C10  C09  C08    0.00  0.0  0
 G3C  CONST_10  C07  C08  C09  C10  180.00  0.0  0
 G3C  CONST_11  C07  C08  C14  C13  180.00  0.0  0
 G3C  CONST_12  O04  C03  C02  C20  180.00  0.0  0
 G3C  CONST_13  CL2  C20  C02  C03  180.00  0.0  0
 G3C  CONST_14  O01  C02  C03  C05  180.00  0.0  0
 G3C  CONST_15  O04  C03  C05  C06  180.00  0.0  0
 G3C  CONST_16  O12  C11  C10  C09  180.00  0.0  0
 G3C  CONST_17  O12  C11  C13  C14  180.00  0.0  0
 G3C  CONST_18  O01  C02  C20  C19  180.00  0.0  0
 G3C  CONST_19  H2   C13  C11  C10  180.00  0.0  0
 G3C  CONST_20  H1   C10  C11  C13  180.00  0.0  0
 G3C  CONST_21  H7   C05  C03  C02  180.00  0.0  0
 G3C  CONST_22  H10  C14  C08  C07    0.00  0.0  0
 G3C  CONST_23  H9   C09  C08  C07    0.00  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
 G3C  chir_01  C07  C15  C06  C08  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
 G3C  plan-1  C10  0.020
 G3C  plan-1  C13  0.020
 G3C  plan-1  C07  0.020
 G3C  plan-1  C08  0.020
 G3C  plan-1  C09  0.020
 G3C  plan-1  C11  0.020
 G3C  plan-1  C14  0.020
 G3C  plan-1  O12  0.020
 G3C  plan-1  H1   0.020
 G3C  plan-1  H2   0.020
 G3C  plan-1  H9   0.020
 G3C  plan-1  H10  0.020
 G3C  plan-2  C20  0.020
 G3C  plan-2  C02  0.020
 G3C  plan-2  C03  0.020
 G3C  plan-2  C05  0.020
 G3C  plan-2  C06  0.020
 G3C  plan-2  C07  0.020
 G3C  plan-2  C18  0.020
 G3C  plan-2  C19  0.020
 G3C  plan-2  O04  0.020
 G3C  plan-2  CL2  0.020
 G3C  plan-2  H7   0.020
 G3C  plan-2  O01  0.020

