#------------------------------------------------------------------------------
#$Date: 2018-06-17 09:03:28 +0300 (Sun, 17 Jun 2018) $
#$Revision: 208452 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/18/2001866.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_2001866
loop_
_publ_author_name
'Hossain, M. B.'
'Symersky, J.'
'Neely, S. C.'
'van der Helm, D.'
'Magarian, R. A.'
_publ_section_title
;
 Structure of
 1-{4-[2-(diethylamino)ethoxy]phenyl}-2-(4-methoxyphenyl)-1-phenylethan-1-ol,
 the non-steroidal antiestrogen MER25
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              500
_journal_page_last               504
_journal_paper_doi               10.1107/S0108270192007893
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C27 H33 N O3'
_chemical_formula_weight         419.6
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yab'
_space_group_name_H-M_alt        'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 110.71(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.833(6)
_cell_length_b                   9.370(3)
_cell_length_c                   11.434(4)
_cell_volume                     2288.2(17)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54178
_exptl_absorpt_coefficient_mu    0.58
_exptl_crystal_density_diffrn    1.22
_exptl_crystal_F_000             904
_cod_data_source_file            gr0209.cif
_cod_data_source_block           gr0209_structure_1_of_1
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-17
;
_cod_original_cell_volume        2288.2
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C27 H33 N1 O3'
_cod_database_code               2001866
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z
3 -x,-y,-z
4 x+1/2,-y+1/2,z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .83332(8) .8585(2) .51330(10) .0361(6)
O(2) .90308(8) 1.3425(2) .1760(2) .0449(7)
O(3) .91588(8) .2447(2) .7380(2) .0455(6)
N(1) .86594(9) -.1166(2) .7745(2) .0333(7)
C(1) .86870(10) .7671(2) .4629(2) .0300(7)
C(2) .93050(10) .8407(2) .4707(2) .0319(8)
C(3) .92307(9) .9732(2) .3909(2) .0296(7)
C(4) .92990(10) .9664(2) .2754(2) .0359(9)
C(5) .92360(10) 1.0865(2) .2009(2) .0375(9)
C(6) .91040(10) 1.2167(2) .2420(2) .0332(8)
C(7) .90390(10) 1.2268(2) .3580(2) .0356(8)
C(8) .91060(10) 1.1059(2) .4311(2) .0337(8)
C(9) .82880(10) .7458(2) .3246(2) .0307(7)
C(1O) .78460(10) .8476(3) .2642(2) .0374(8)
C(11) .74940(10) .8335(3) .1372(2) .0500(10)
C(12) .75860(10) .7189(4) .0709(2) .0540(10)
C(13) .80390(10) .6188(3) .1308(2) .0490(10)
C(14) .83860(10) .6322(3) .2566(2) .0385(9)
C(15) .88170(10) .6234(2) .5335(2) .0303(7)
C(16) .83170(10) .5391(2) .5333(2) .0338(8)
C(17) .84020(10) .4115(2) .5985(2) .0343(8)
C(18) .90080(10) .3671(2) .6683(2) .0346(8)
C(19) .95140(10) .4484(2) .6689(2) .0366(8)
C(2O) .94210(10) .5753(2) .6019(2) .0341(8)
C(21) .86750(10) .1430(2) .7265(2) .0368(9)
C(22) .90140(10) .0168(2) .8060(2) .0370(9)
C(23) .80720(10) -.1079(3) .7982(2) .0420(10)
C(24) .76640(10) -.2385(4) .7533(3) .0570(10)
C(25) .90550(10) -.2389(3) .8372(2) .0378(9)
C(26) .92770(10) -.2415(3) .9799(2) .0450(10)
C(27) .91440(10) 1.3385(3) .0615(3) .0500(10)
H(1) .853(2) .858(4) .608(4) .100(10)
H(2) .9780(10) .630(3) .599(2) .034(6)
H(3) .9930(10) .413(3) .718(2) .044(7)
H(4) .8320(10) .183(3) .758(2) .046(7)
H(5) .8450(10) .109(3) .632(2) .041(7)
H(6) .9400(10) .004(2) .794(2) .031(6)
H(7) .9110(10) .041(3) .899(3) .051(7)
H(8) .8170(10) -.089(3) .892(3) .050(8)
H(9) .7870(10) -.021(3) .756(2) .041(7)
H(1O) .723(2) -.219(3) .767(3) .070(10)
H(11) .7860(10) -.325(4) .805(3) .070(10)
H(12) .762(2) -.259(4) .668(3) .070(10)
H(13) .8800(10) -.328(3) .812(2) .043(7)
H(14) .9450(10) -.238(3) .810(2) .037(6)
H(15) .8890(10) -.247(3) 1.008(2) .045(7)
H916) .9560(10) -.323(3) 1.009(3) .062(9)
H(17) .9550(10) -.153(3) 1.017(3) .056(8)
H(18) .8050(10) .362(3) .593(2) .035(6)
H(19) .7910(10) .568(2) .487(2) .030(6)
H(2O) .8700(10) .562(3) .298(2) .050(8)
H(21) .8130(10) .530(3) .085(2) .047(7)
H(22) .734(2) .706(4) -.023(4) .100(10)
H(23) .7160(10) .904(3) .096(3) .068(9)
H(24) .7760(10) .933(3) .310(3) .063(9)
H(25) .9540(10) .862(3) .559(2) .040(7)
H(26) .9560(10) .766(3) .440(3) .064(9)
H(27) .9060(10) 1.115(3) .508(2) .046(7)
H(28) .8960(10) 1.318(3) .387(2) .039(7)
H(29) .9550(10) 1.307(3) .064(3) .059(9)
H(3O) .8850(10) 1.273(3) .000(3) .055(8)
H(31) .9080(10) 1.442(3) .039(3) .063(9)
H(32) .9270(10) 1.078(3) .123(2) .034(6)
H(33) .9390(10) .883(3) .249(2) .045(7)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(1) C(1) C(2) 110.1(2)
O(1) C(1) C(9) 106.2(2)
O(1) C(1) C(15) 110.00(10)
C(2) C(1) C(9) 108.40(10)
C(2) C(1) C(15) 110.9(2)
C(9) C(1) C(15) 111.1(2)
C(1) C(2) C(3) 115.2(2)
C(2) C(3) C(4) 120.7(2)
C(2) C(3) C(8) 121.80(10)
C(4) C(3) C(8) 117.5(2)
C(3) C(4) C(5) 121.7(2)
C(4) C(5) C(6) 119.7(2)
C(5) C(6) C(7) 119.7(2)
C(6) C(7) C(8) 119.6(2)
C(3) C(8) C(7) 121.7(2)
C(5) C(6) O(2) 124.70(10)
C(7) C(6) O(2) 115.5(2)
C(1) C(9) C(1O) 119.2(2)
C(1) C(9) C(14) 121.7(2)
C(1O) C(9) C(14) 119.0(2)
C(9) C(1O) C(11) 120.3(2)
C(1O) C(11) C(12) 120.3(3)
C(11) C(12) C(13) 119.3(2)
C(12) C(13) C(14) 120.5(2)
C(9) C(14) C(13) 120.5(2)
C(1) C(15) C(16) 119.3(2)
C(1) C(15) C(2O) 122.8(2)
C(16) C(15) C(2O) 117.8(2)
C(15) C(16) C(17) 122.2(2)
C(16) C(17) C18) 119.1(2)
C(17) C(18) C(19) 119.8(2)
C(17) C(18) O(3) 125.2(2)
C(19) C(18) O(3) 115.0(2)
C(18) C(19) C(2O) 120.4(2)
C(15) C(2O) C(19) 120.7(2)
O(3) C(21) C(22) 104.4(2)
C(21) C(22) N(1) 113.3(2)
C(6) O(2) C(27) 117.1(2)
C(18) O(3) C(21) 118.5(2)
C(22) N(1) C(23) 111.8(2)
C(22) N(1) C(25) 110.7(2)
C(23) N(1) C(25) 113.4(2)
N(1) C(23) C(24) 112.7(2)
N(1) C(25) C(26) 116.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(1) O(1) 1.432(2)
C(1) C(2) 1.545(3)
C(1) C(9) 1.533(2)
C(1) C(15) 1.544(3)
C(2) C(3) 1.515(3)
C(3) C(4) 1.385(2)
C(4) C(5) 1.388(3)
C(5) C(6) 1.378(3)
C(6) C(7) 1.390(2)
C(7) C(8) 1.383(3)
C(6) O(2) 1.378(3)
C(8) C(3) 1.389(3)
C(9) C(1O) 1.383(3)
C(1O) C(11) 1.395(3)
C(11) C(12) 1.373(4)
C(12) C(13) 1.384(4)
C(13) C(14) 1.381(3)
C(14) C(9) 1.382(3)
C(15) C(16) 1.387(3)
C(16) C(17) 1.387(3)
C(17) C(18) 1.395(3)
C(18) C(19) 1.381(3)
C(19) C(2O) 1.389(3)
C(2O) C(15) 1.399(3)
C(18) O(3) 1.369(3)
C(21) O(3) 1.429(3)
C(21) C(22) 1.525(3)
C(22) N(1) 1.464(3)
C(23) N(1) 1.462(3)
C(25) N(1) 1.478(3)
C(23) C(24) 1.513(4)
C(25) C(26) 1.528(3)
C(27) O(2) 1.422(2)
