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#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2101331.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2101331
loop_
_publ_author_name
'Stensland, B.'
'Cs\"oregh, I.'
'H\"ogberg, T.'
_publ_section_title
;
Conformation of the two potential antipsychotic agents
(--)-(S)-3-bromo-5,6-dimethoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]benzamide,
FLB 457, and its 2-hydroxy analogue, FLB 463
;
_journal_issue 5
_journal_name_full 'Acta Crystallographica Section B'
_journal_page_first 847
_journal_page_last 856
_journal_volume 51
_journal_year 1995
_chemical_formula_sum 'C17 H27 Br N2 O7 S'
_[local]_cod_chemical_formula_sum_orig 'C17 H27 Br1 N2 O7 S1'
_chemical_formula_weight 483.4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2y1'
_symmetry_space_group_name_H-M 'P 1 21 1'
_cell_angle_alpha 90.0
_cell_angle_beta 93.44(5)
_cell_angle_gamma 90.0
_cell_formula_units_Z 2
_cell_length_a 15.264(5)
_cell_length_b 8.087(4)
_cell_length_c 8.541(3)
_cell_volume 1052.4
_diffrn_radiation_type Cu
_diffrn_radiation_wavelength 1.54184
_exptl_absorpt_coefficient_mu 3.941
_exptl_crystal_density_diffrn 1.525
_[local]_cod_data_source_file ab0336.cif
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) -.1974(3) -.7645(5) -.2436(5) .0360(10)
C(2) -.1502(3) -.8599(6) -.1292(5) .0390(10)
O(2) -.1815(3) -.8942(6) .0119(4) .0540(10)
C(3) -.0686(3) -.9225(6) -.1621(6) .0430(10)
Br(3) -.00513(4) -1.05600 -.01246(8) .0639(2)
C(4) -.0331(3) -.8938(7) -.3048(7) .048(2)
C(5) -.0773(3) -.7980(7) -.4164(6) .0440(10)
O(5) -.0428(4) -.7522(6) -.5551(6) .0600(10)
C(51) .0176(5) -.8574(12) -.6184(8) .076(3)
C(6) -.1596(3) -.7337(6) -.3882(5) .0360(10)
O(6) -.2024(2) -.6356(5) -.4973(4) .0420(10)
C(61) -.2256(5) -.7069(10) -.6469(7) .061(2)
C(7) -.2867(3) -.7044(6) -.2045(5) .0390(10)
O(7) -.3159(3) -.7412(6) -.0771(5) .0600(10)
N(8) -.3347(2) -.6144(6) -.3080(5) .0390(10)
C(9) -.4217(3) -.5535(8) -.2737(6) .0420(10)
C(10) -.4206(3) -.4000(7) -.1698(5) .0390(10)
C(11) -.5129(3) -.3427(9) -.1346(7) .056(2)
C(12) -.5330(5) -.2106(14) -.2573(13) .092(4)
C(13) -.4495(5) -.1206(10) -.2741(10) .071(2)
N(14) -.3805(3) -.2524(6) -.2526(5) .0430(10)
C(15) -.2993(4) -.1817(8) -.1711(3) .056(2)
C(16) -.2234(4) -.2994(11) -.1589(10) .072(2)
S -.67020(10) .2757(2) -.33670(10) .0489(4)
O(1S) -.6494(4) .4360(9) -.4042(7) .084(2)
O(2S) -.6582(4) .1432(6) -.4488(5) .065(2)
O(3S) -.6249(4) .2458(10) -.1897(5) .088(2)
C(1S) -.7840(5) .2825(16) -.3048(11) .091(3)
H(2) -.2390 -.8171 .0210 .09(3)
H(4) .0295(3) -.9473(7) -.3290(7) .076(6)
H(51A) .0341(5) -.7949(12) -.7244(8) .103(9)
H(51B) -.0067(5) -.9799(12) -.6471(8) .103(9)
H(51C) .0753(5) -.8668(12) -.5395(8) .103(9)
H(61A) -.2601(5) -.6051(10) -.7045(7) .103(9)
H(61B) -.2706(5) -.8081(10) -.6324(7) .109(9)
H(61C) -.1732(5) -.7470(10) -.7174(7) .103(9)
H(8) -.3089(2) -.5858(6) -.4198(5) .076(6)
H(9A) -.4572(3) -.5240(8) -.3834(6) .076(6)
H(9B) -.4554(3) -.6509(8) -.2152(6) .076(6)
H(10) -.3830(3) -.4354(7) -.0639(5) .076(6)
H(11A) -.5138(3) -.2918(9) -.0178(7) .076(6)
H(11B) -.5592(3) -.4435(9) -.1469(7) .076(6)
H(12A) -.5829(5) -.1277(14) -.2193(13) .076(6)
H(12B) -.5551(5) -.2667(14) -.3675(13) .076(6)
H(13A) -.4483(5) -.0647(10) -.3888(10) .076(6)
H(13B) -.4403(5) -.0262(10) -.1852(10) .076(6)
H(14) -.3653 -.2994 -.3553 .06(2)
H(15A) -.2798(4) -.0740(8) -.2353(7) .076(6)
H(15B) -.3146(4) -.1457(8) -.0541(7) .076(6)
H(16A) -.1713(4) -.2335(11) -.0944(10) .103(9)
H(16B) -.2047(4) -.3225(11) -.2768(10) .103(9)
H(16C) -.2349(4) -.4157(11) -.1014(10) .103(9)
H(1S) -.8205(5) .3034(16) -.4152(11) .103(9)
H(2S) -.7963(5) .3824(16) -.2251(11) .103(9)
H(3S) -.8044(5) .1670(16) -.2550(11) .103(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br(3) C(3) 1.895(5)
C(1) C(2) 1.409(6)
C(1) C(6) 1.417(7)
C(1) C(7) 1.503(7)
C(2) O(2) 1.352(6)
C(2) C(3) 1.388(7)
C(3) C(4) 1.382(8)
C(4) C(5) 1.374(8)
C(5) O(5) 1.376(7)
C(5) C(6) 1.394(7)
O(5) C(51) 1.388(10)
C(6) O(6) 1.361(6)
O(6) C(61) 1.427(7)
C(7) O(7) 1.237(7)
C(7) N(8) 1.331(6)
N(8) C(9) 1.462(6)
C(9) C(10) 1.526(8)
C(10) C(11) 1.531(7)
C(10) N(14) 1.533(7)
C(11) C(12) 1.515(13)
C(12) C(13) 1.482(12)
C(13) N(14) 1.501(9)
N(14) C(15) 1.498(7)
C(15) C(16) 1.499(10)
S O(1S) 1.462(7)
S O(2S) 1.456(5)
S O(3S) 1.417(5)
S C(1S) 1.774(7)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(6) C(1) C(7) 124.0(4)
C(2) C(1) C(7) 117.4(4)
C(2) C(1) C(6) 118.8(4)
C(1) C(2) C(3) 119.1(4)
C(1) C(2) O(2) 122.4(5)
O(2) C(2) C(3) 118.4(4)
Br(3) C(3) C(2) 120.0(4)
C(2) C(3) C(4) 121.5(5)
Br(3) C(3) C(4) 118.6(4)
C(3) C(4) C(5) 120.2(5)
C(4) C(5) C(6) 120.0(5)
C(4) C(5) O(5) 123.5(5)
O(5) C(5) C(6) 116.4(5)
C(5) O(51) C(51) 117.9(6)
C(1) C(6) C(5) 120.3(4)
C(5) C(6) O(6) 120.0(4)
C(1) C(6) O(6) 119.7(4)
C(6) O(6) C(61) 117.5(5)
C(1) C(7) N(8) 120.0(4)
C(1) C(7) O(7) 119.8(5)
O(7) C(7) N(8) 120.5(5)
C(7) N(8) C(9) 121.5(4)
N(8) C(9) C(10) 114.3(4)
C(9) C(10) N(14) 110.8(4)
C(9) C(10) C(11) 112.5(4)
C(11) C(10) N(14) 104.6(4)
C(10) C(11) C(12) 103.2(2)
C(11) C(12) C(13) 105.9(7)
C(12) C(13) N(14) 103.9(7)
C(10) N(14) C(13) 108.2(4)
C(13) N(14) C(15) 109.9(5)
C(10) N(14) C(15) 115.1(4)
N(14) C(15) C(16) 113.9(6)
O(3S) S C(1S) 107.4(4)
O(2S) S C(1S) 106.7(4)
O(2S) S O(3S) 112.5(4)
O(1S) S O(3S) 113.2(4)
O(1S) S O(2S) 110.8(3)
_cod_database_code 2101331