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#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/19/2001960.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_2001960
loop_
_publ_author_name
'Meetsma, A.'
'Boer, T. S.'
'Haitjema, H. J.'
'Tan, Y. Y.'
_publ_section_title
;
 Structure of 4-[4'-(dimethylamino)phenylazo]phenyl acrylate (1) and
 4-[4'-(dimethylamino)phenylazo]phenyl methacrylate (2)
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              288
_journal_page_last               292
_journal_paper_doi               10.1107/S0108270192007029
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C18 H19 N3 O2'
_chemical_formula_sum            'C18 H19 N3 O2'
_chemical_formula_weight         309.37
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 117.66(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.949(5)
_cell_length_b                   6.8040(10)
_cell_length_c                   22.893(5)
_cell_volume                     3304.1(13)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71073
_exptl_absorpt_coefficient_mu    0.08
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_F_000             1312
_cod_data_source_file            ab1013.cif
_cod_data_source_block           ab1013_structure_1_of_2
_cod_database_code               2001960
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .08972(13) .6808(4) -.00929(13) .0720(14)
O(2) .02893(12) .5297(5) -.10515(13) .0770(12)
N(1) .37653(16) -.7702(5) .22553(17) .0679(17)
N(2) .24513(15) -.0909(5) .09856(15) .0604(17)
N(3) .21260(14) -.0039(6) .12089(16) .0620(17)
C(1) .34412(18) -.6057(6) .1943(2) .0568(19)
C(2) .30978(18) -.4999(7) .21930(19) .0600(19)
C(3) .27732(18) -.3308(7) .19024(19) .0553(19)
C(4) .27679(18) -.2586(6) .13322(19) .0539(19)
C(5) .31038(19) -.3607(7) .1080(2) .065(2)
C(6) .34300(19) -.5299(7) .1363(2) .063(2)
C(7) .18210(18) .1665(7) .08444(19) .0577(19)
C(8) .1411(2) .2589(7) .1022(2) .074(2)
C(9) .10777(19) .4271(7) .0687(2) .071(2)
C(10) .11922(18) .5002(7) .0194(2) .0616(19)
C(11) .16066(19) .4143(7) .0027(2) .072(3)
C(12) .19151(19) .2471(7) .0346(2) .069(2)
C(13) .3704(2) -.8577(8) .2793(2) .090(3)
C(14) .4091(2) -.8838(7) .1983(2) .089(3)
C(15) .04585(18) .6758(7) -.07372(19) .056(2)
C(16) .02299(17) .8767(6) -.09951(19) .058(2)
C(17) -.0136(2) .8888(7) -.1716(2) .095(3)
C(18) .0354(2) 1.0276(8) -.0598(2) .097(3)
H(2) .3098(13) -.542(5) .2549(14) ?
H(3) .2538(15) -.259(5) .2097(15) ?
H(5) .3094(13) -.316(5) .0663(15) ?
H(6) .3711(13) -.602(5) .1193(14) ?
H(8) .1311(13) .195(5) .1373(14) ?
H(9) .0767(13) .481(5) .0787(14) ?
H(11) .1668(13) .456(5) -.0345(14) ?
H(12) .2187(13) .185(5) .0259(15) ?
H(131) .3826(14) -.754(5) .3155(15) ?
H(132) .3319(13) -.905(5) .2679(15) ?
H(133) .4070(13) -.939(5) .3060(14) ?
H(141) .4336(13) -.803(5) .1873(15) ?
H(142) .3842(13) -.928(5) .1583(14) ?
H(143) .4339(13) -1.002(6) .2290(14) ?
H(171) .0082(14) .830(5) -.1905(14) ?
H(172) -.0513(13) .843(5) -.1812(14) ?
H(173) -.0267(13) 1.032(5) -.1859(14) ?
H(181) .0551(13) 1.025(5) -.0141(14) ?
H(182) .0182(13) 1.154(5) -.0748(15) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(10) O(1) C(15) 116.7(3)
C(1) N(1) C(13) 122.1(4)
C(1) N(1) C(14) 120.6(4)
C(13) N(1) C(14) 116.3(4)
N(3) N(2) C(4) 115.4(3)
N(2) N(3) C(7) 113.1(3)
N(1) C(1) C(2) 120.6(4)
N(1) C(1) C(6) 123.5(4)
C(2) C(1) C(6) 116.0(4)
C(1) C(2) C(3) 122.7(4)
C(2) C(3) C(4) 120.5(4)
N(3) C(7) C(8) 116.3(4)
N(3) C(7) C(12) 125.2(4)
C(8) C(7) C(12) 118.5(4)
C(7) C(8) C(9) 120.9(4)
C(8) C(9) C(10) 117.7(4)
O(1) C(10) C(9) 116.6(4)
O(1) C(10) C(11) 121.2(4)
C(9) C(10) C(11) 122.0(4)
C(10) C(11) C(12) 119.6(4)
C(7) C(12) C(11) 121.2(5)
O(1) C(15) O(2) 123.8(4)
N(2) C(4) C(3) 126.1(4)
N(2) C(4) C(5) 116.3(4)
C(3) C(4) C(5) 117.6(4)
C(4) C(5) C(6) 122.7(4)
C(1) C(6) C(5) 120.5(4)
O(1) C(15) C(16) 111.4(4)
O(2) C(15) C(16) 124.8(4)
C(15) C(16) C(17) 114.5(4)
C(15) C(16) C(18) 121.4(4)
C(17) C(16) C(18) 124.1(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(10) 1.418(5)
O(1) C(15) 1.357(5)
O(2) C(15) 1.183(6)
N(1) C(1) 1.361(5)
N(1) C(13) 1.435(6)
N(1) C(14) 1.430(6)
N(2) N(3) 1.260(5)
N(2) C(4) 1.396(5)
N(3) C(7) 1.417(6)
C(1) C(2) 1.400(7)
C(1) C(6) 1.413(6)
C(2) C(3) 1.375(7)
C(3) C(4) 1.389(6)
C(4) C(5) 1.376(7)
C(5) C(6) 1.373(7)
C(7) C(8) 1.377(7)
C(7) C(12) 1.376(6)
C(8) C(9) 1.402(7)
C(9) C(10) 1.372(6)
C(10) C(11) 1.351(7)
C(11) C(12) 1.368(7)
C(15) C(16) 1.489(6)
C(16) C(17) 1.468(6)
C(16) C(18) 1.311(6)
C(2) H(2) .86(3)
C(3) H(3) .99(4)
C(5) H(5) .99(3)
C(6) H(6) 1.04(3)
C(8) H(8) 1.03(3)
C(9) H(9) .95(3)
C(11) H(11) .97(3)
C(12) H(12) .87(3)
C(13) H(131) 1.02(3)
C(13) H(132) .89(3)
C(13) H(133) .97(3)
C(14) H(141) .92(3)
C(14) H(142) .88(3)
C(14) H(143) 1.05(4)
C(17) H(171) .91(4)
C(17) H(172) .88(3)
C(17) H(173) 1.03(3)
C(18) H(181) .93(3)
C(18) H(182) .95(3)
