#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/09/8100956.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8100956
loop_
_publ_author_name
'Peters, Eva-Maria'
'Peters, Karl'
'Walter, Rainer'
'Stäblein, Manuela'
'Bringmann, Gerhard'
_publ_section_title
;
Crystal structure of (1R,3R)-8-benzyloxy-N-benzyl-6-hydroxy-1,3-dimethyl-
1,2,3,4-tetrahydroisoquinoline hydrobromide, C₉H₆N(CH₃)₂(CH₂C₆H₅)
(OH)(OCH₂C₆H₅) · HBr
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              223
_journal_page_last               224
_journal_volume                  216
_journal_year                    2001
_chemical_formula_structural
'C9 H6 N(CH3)2 (CH2 C6 H5)(OH)(OCH2 C6 H5) x HBr'
_chemical_formula_sum            'C25 H28 Br N O2'
_chemical_formula_weight         454.39
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.72(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.690(2)
_cell_length_b                   7.751(2)
_cell_length_c                   12.698(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1107.5(6)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.363
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               8100956
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.15567(2) 0.0000 0.21386(4) 0.07222(16) Uani 1 2 d . . .
C1 C 0.8007(2) -0.0588(4) 0.2029(2) 0.0369(6) Uani 1 2 d . . .
H1 H 0.8200 -0.0139 0.2778 0.080 Uiso 1 2 calc R . .
N2 N 0.8670(2) 0.0510(3) 0.14030(19) 0.0383(5) Uani 1 2 d . . .
H2 H 0.942(3) 0.031(5) 0.161(2) 0.041(8) Uiso 1 2 d . . .
C3 C 0.8277(2) 0.0048(6) 0.0195(2) 0.0480(6) Uani 1 2 d . . .
H3 H 0.8330 -0.1209 0.0141 0.080 Uiso 1 2 calc R . .
C4 C 0.6979(3) 0.0541(5) -0.0282(3) 0.0557(9) Uani 1 2 d . . .
H4A H 0.6937 0.1760 -0.0462 0.080 Uiso 1 2 calc R . .
H4B H 0.6667 -0.0093 -0.0957 0.080 Uiso 1 2 calc R . .
C5 C 0.4976(3) 0.0474(5) 0.0071(3) 0.0522(8) Uani 1 2 d . . .
H5 H 0.4654 0.0836 -0.0647 0.080 Uiso 1 2 calc R . .
O6 O 0.3053(2) 0.0495(4) 0.0324(3) 0.0727(9) Uani 1 2 d . . .
H6 H 0.275(4) 0.048(6) 0.070(3) 0.055(14) Uiso 1 2 d . . .
C6 C 0.4252(2) 0.0214(5) 0.0746(3) 0.0500(8) Uani 1 2 d . . .
C7 C 0.4708(2) -0.0340(4) 0.1814(3) 0.0456(7) Uani 1 2 d . . .
H7 H 0.4210 -0.0522 0.2264 0.080 Uiso 1 2 calc R . .
C8 C 0.5918(3) -0.0617(4) 0.2200(2) 0.0388(6) Uani 1 2 d . . .
O8 O 0.64695(18) -0.1137(3) 0.32540(17) 0.0473(5) Uani 1 2 d . . .
C9 C 0.6199(2) 0.0195(5) 0.0467(2) 0.0432(6) Uani 1 2 d . . .
C10 C 0.6686(2) -0.0341(4) 0.1541(2) 0.0366(6) Uani 1 2 d . . .
C11 C 0.8436(3) -0.2445(4) 0.2100(3) 0.0483(8) Uani 1 2 d . . .
H11A H 0.8005 -0.3117 0.2500 0.080 Uiso 1 2 calc R . .
H11B H 0.9269 -0.2483 0.2469 0.080 Uiso 1 2 calc R . .
H11C H 0.8305 -0.2908 0.1376 0.080 Uiso 1 2 calc R . .
C20 C 0.8586(3) 0.2422(4) 0.1616(3) 0.0462(7) Uani 1 2 d . . .
H20A H 0.9096 0.3038 0.1255 0.080 Uiso 1 2 calc R . .
H20B H 0.7777 0.2797 0.1288 0.080 Uiso 1 2 calc R . .
C21 C 0.8930(3) 0.2912(4) 0.2807(3) 0.0435(6) Uani 1 2 d . . .
C22 C 1.0091(3) 0.3310(5) 0.3343(3) 0.0612(9) Uani 1 2 d . . .
H22 H 1.0674 0.3235 0.2972 0.080 Uiso 1 2 calc R . .
C23 C 1.0399(4) 0.3819(7) 0.4430(4) 0.0800(13) Uani 1 2 d . . .
H23 H 1.1186 0.4080 0.4782 0.080 Uiso 1 2 calc R . .
C24 C 0.9552(4) 0.3940(6) 0.4988(4) 0.0740(11) Uani 1 2 d . . .
H24 H 0.9759 0.4281 0.5717 0.080 Uiso 1 2 calc R . .
C25 C 0.8390(4) 0.3551(6) 0.4458(4) 0.0711(11) Uani 1 2 d . . .
H25 H 0.7808 0.3632 0.4830 0.080 Uiso 1 2 calc R . .
C26 C 0.8083(3) 0.3038(5) 0.3370(3) 0.0559(8) Uani 1 2 d . . .
H26 H 0.7295 0.2776 0.3019 0.080 Uiso 1 2 calc R . .
C30 C 0.9086(3) 0.0833(6) -0.0445(3) 0.0675(10) Uani 1 2 d . . .
H30A H 0.9893 0.0486 -0.0117 0.080 Uiso 1 2 calc R . .
H30B H 0.9032 0.2069 -0.0431 0.080 Uiso 1 2 calc R . .
H30C H 0.8842 0.0438 -0.1189 0.080 Uiso 1 2 calc R . .
C80 C 0.5749(3) -0.1473(5) 0.3981(3) 0.0533(8) Uani 1 2 d . . .
H80A H 0.5248 -0.0477 0.3987 0.080 Uiso 1 2 calc R . .
H80B H 0.6263 -0.1620 0.4716 0.080 Uiso 1 2 calc R . .
C81 C 0.4976(3) -0.3040(5) 0.3679(2) 0.0445(7) Uani 1 2 d . . .
C82 C 0.5425(4) -0.4533(5) 0.3389(3) 0.0634(10) Uani 1 2 d . . .
H82 H 0.6214 -0.4572 0.3369 0.080 Uiso 1 2 calc R . .
C83 C 0.4727(5) -0.5982(6) 0.3124(4) 0.0804(13) Uani 1 2 d . . .
H83 H 0.5046 -0.6991 0.2925 0.080 Uiso 1 2 calc R . .
C84 C 0.3563(4) -0.5942(7) 0.3152(4) 0.0776(14) Uani 1 2 d . . .
H84 H 0.3093 -0.6926 0.2983 0.080 Uiso 1 2 calc R . .
C85 C 0.3103(4) -0.4467(7) 0.3428(3) 0.0773(15) Uani 1 2 d . . .
H85 H 0.2309 -0.4433 0.3431 0.080 Uiso 1 2 calc R . .
C86 C 0.3801(3) -0.2996(6) 0.3706(3) 0.0596(9) Uani 1 2 d . . .
H86 H 0.3480 -0.1991 0.3908 0.080 Uiso 1 2 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 H2 2.41(3) . ?
Br1 H6a 2.61(4) . ?
C1 C10 1.512(4) . ?
C1 N2 1.514(3) . ?
C1 C11 1.519(4) . ?
C1 H1 0.9800 . ?
N2 C20 1.514(4) . ?
N2 C3 1.520(4) . ?
N2 H2 0.86(3) . ?
C3 C4 1.521(4) . ?
C3 C30 1.531(4) . ?
C3 H3 0.9800 . ?
C4 C9 1.509(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.373(5) . ?
C5 C9 1.398(4) . ?
C5 H5 0.9300 . ?
O6 C6 1.375(4) . ?
O6 H6 0.67(4) . ?
C6 C7 1.384(4) . ?
C7 C8 1.382(4) . ?
C7 H7 0.9300 . ?
C8 O8 1.379(4) . ?
C8 C10 1.400(4) . ?
O8 C80 1.432(4) . ?
C9 C10 1.392(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C20 C21 1.505(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C26 1.373(5) . ?
C21 C22 1.378(5) . ?
C22 C23 1.386(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.368(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.388(6) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C80 C81 1.501(5) . ?
C80 H80A 0.9700 . ?
C80 H80B 0.9700 . ?
C81 C82 1.362(5) . ?
C81 C86 1.384(4) . ?
C82 C83 1.375(6) . ?
C82 H82 0.9300 . ?
C83 C84 1.372(7) . ?
C83 H83 0.9300 . ?
C84 C85 1.349(7) . ?
C84 H84 0.9300 . ?
C85 C86 1.391(6) . ?
C85 H85 0.9300 . ?
C86 H86 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21183637
