#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/14/2001462.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_2001462
loop_
_publ_author_name
'Chiba, E.'
_publ_section_title
;
 Structures of α-phenyl-amino-stilbene derivatives
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1511
_journal_page_last               1514
_journal_paper_doi               10.1107/S0108270193002057
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C33 H27 N1 O1 '
_chemical_formula_sum            'C33 H27 N O'
_chemical_formula_weight         453.6
_chemical_name_systematic
' α-phenyl-N-phenyl-N-(4-methoxyphenyl)-4'-amino-stilbene'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 97.44(3)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   21.595(5)
_cell_length_b                   10.311(3)
_cell_length_c                   11.2060(10)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    296
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      8.0
_cell_volume                     2474.2(10)
_computing_data_collection       'MXC³ control'
_computing_data_reduction        'Mac Science software'
_computing_structure_refinement  'DS*SYSTEM (Okada & Koyama, 1991)'
_computing_structure_solution
'MULTAN78 (Main, Hull, Lessinger, Germain, Declercq & Woolfson, 1978)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Mac Science MXC³ four-circle'
_diffrn_measurement_method
'ω-2θ scans of speed 4° min⁻¹ and ω-scan width (1.24 + 0.5tanθ)°'
_diffrn_radiation_monochromator  'Pyrolitic graphite'
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3133
_diffrn_reflns_theta_max         50.0
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .526
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pale-green
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       needle
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.089
_refine_diff_density_min         -0.016
_refine_ls_goodness_of_fit_all   1.19
_refine_ls_goodness_of_fit_obs   1.19
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     424
_refine_ls_number_reflns         2043
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.053
_refine_ls_R_factor_obs          0.053
_refine_ls_shift/esd_max         0.316
_refine_ls_shift/esd_mean        0.045
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_all         0.047
_refine_ls_wR_factor_obs         0.047
_reflns_number_observed          2043
_reflns_number_total             3133
_reflns_observed_criterion       F~o~>3\s(F~o~)
_cod_data_source_file            as1045.cif
_cod_data_source_block           compound_B
_cod_original_cell_volume        2474.3(7)
_cod_original_formula_sum        'C33 H27 N1 O1 '
_cod_database_code               2001462
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y+1/2,z+1/2
-x,-y,-z
-x,y+1/2,-z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
N(1) .15400(10) .0892(4) .5108(3) .061(2) Uani ? ? N
C(1) .1915(2) .0468(4) .6176(3) .054(3) Uani ? ? C
C(2) .2102(2) -.0822(5) .6304(4) .063(3) Uani ? ? C
C(3) .2474(2) -.1212(5) .7340(4) .062(3) Uani ? ? C
C(4) .2682(2) -.0359(4) .8255(3) .053(3) Uani ? ? C
C(5) .2474(2) .0924(4) .8128(4) .052(3) Uani ? ? C
C(6) .2096(2) .1320(5) .7104(4) .055(3) Uani ? ? C
C(7) .3086(2) -.0900(4) .9297(4) .057(3) Uani ? ? C
C(8) .3512(2) -.0335(4) 1.0112(3) .049(2) Uani ? ? C
C(11) .0973(2) .1566(4) .5239(3) .054(3) Uani ? ? C
C(12) .0596(2) .1137(5) .6060(4) .064(3) Uani ? ? C
C(13) .0050(2) .1791(5) .6222(4) .066(3) Uani ? ? C
C(14) -.0121(2) .2860(4) .5533(4) .063(3) Uani ? ? C
C(15) .0248(2) .3273(5) .4684(4) .071(3) Uani ? ? C
C(16) .0794(2) .2633(5) .4559(4) .065(3) Uani ? ? C
O(17) -.06480(10) .3588(3) .5616(3) .090(2) Uani ? ? O
C(18) -.1034(3) .3217(7) .6477(6) .090(4) Uani ? ? C
C(21) .1685(2) .0532(4) .3976(3) .051(3) Uani ? ? C
C(22) .2305(2) .0287(4) .3810(4) .062(3) Uani ? ? C
C(23) .2455(3) -.0087(5) .2707(5) .073(3) Uani ? ? C
C(24) .2003(3) -.0218(5) .1743(5) .077(4) Uani ? ? C
C(25) .1395(3) .0039(5) .1881(4) .072(3) Uani ? ? C
C(26) .1237(2) .0417(4) .2982(4) .060(3) Uani ? ? C
C(31) .3870(2) -.1102(4) 1.1089(3) .049(2) Uani ? ? C
C(32) .4306(2) -.0518(5) 1.1924(5) .082(3) Uani ? ? C
C(33) .4624(3) -.1206(7) 1.2873(5) .089(4) Uani ? ? C
C(34) .4529(2) -.2494(6) 1.2996(4) .081(4) Uani ? ? C
C(35) .4117(3) -.3092(6) 1.2163(5) .103(4) Uani ? ? C
C(36) .3799(3) -.2406(6) 1.1226(5) .090(4) Uani ? ? C
C(41) .3665(2) .1066(4) 1.0059(3) .048(2) Uani ? ? C
C(42) .3446(2) .1972(5) 1.0820(4) .056(3) Uani ? ? C
C(43) .3596(2) .3261(5) 1.0758(4) .064(3) Uani ? ? C
C(44) .3970(2) .3690(5) .9932(5) .069(3) Uani ? ? C
C(45) .4194(2) .2800(6) .9190(5) .075(3) Uani ? ? C
C(46) .4046(2) .1512(5) .9248(4) .063(3) Uani ? ? C
H(2) .196(2) -.150(4) .565(4) .080(10) Uiso ? ? H
H(3) .263(2) -.214(4) .732(4) .090(10) Uiso ? ? H
H(5) .258(2) .163(4) .878(4) .080(10) Uiso ? ? H
H(6) .196(2) .230(4) .701(3) .070(10) Uiso ? ? H
H(7) .305(2) -.196(4) .933(4) .080(10) Uiso ? ? H
H(12) .071(2) .031(4) .661(4) .090(10) Uiso ? ? H
H(13) -.022(2) .143(4) .688(4) .090(10) Uiso ? ? H
H(15) .012(2) .401(4) .411(4) .09(2) Uiso ? ? H
H(16) .109(2) .298(4) .393(4) .090(10) Uiso ? ? H
H(181) -.134(2) .401(4) .652(4) .09(2) Uiso ? ? H
H(182) -.082(2) .317(5) .738(4) .10(2) Uiso ? ? H
H(183) -.125(2) .227(5) .640(4) .10(2) Uiso ? ? H
H(22) .265(2) .037(4) .457(4) .080(10) Uiso ? ? H
H(23) .292(2) -.030(4) .267(4) .10(2) Uiso ? ? H
H(24) .210(2) -.045(4) .088(4) .10(2) Uiso ? ? H
H(25) .108(2) .004(4) .111(4) .090(10) Uiso ? ? H
H(26) .078(2) .058(4) .310(3) .070(10) Uiso ? ? H
H(32) .444(2) .043(5) 1.179(4) .10(2) Uiso ? ? H
H(33) .496(2) -.066(5) 1.339(4) .10(2) Uiso ? ? H
H(34) .477(2) -.292(4) 1.375(4) .090(10) Uiso ? ? H
H(35) .402(2) -.413(5) 1.231(4) .11(2) Uiso ? ? H
H(36) .347(2) -.280(5) 1.072(4) .10(2) Uiso ? ? H
H(42) .318(2) .160(4) 1.142(4) .090(10) Uiso ? ? H
H(43) .344(2) .395(4) 1.132(4) .090(10) Uiso ? ? H
H(44) .403(2) .468(4) .989(3) .080(10) Uiso ? ? H
H(45) .444(2) .317(4) .858(4) .09(2) Uiso ? ? H
H(46) .423(2) .085(4) .869(4) .080(10) Uiso ? ? H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .017 .009 International_Tables_Vol_IV_Table_2.3.1
H 0 0 International_Tables_Vol_IV_Table_2.3.1
O .047 .032 International_Tables_Vol_IV_Table_2.3.1
N .029 .018 International_Tables_Vol_IV_Table_2.3.1
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 -1 2
-7 -1 3
-6 -1 2
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(1) N(1) C(11) . . . 117.6(3) yes
C(1) N(1) C(21) . . . 120.7(3) yes
C(11) N(1) C(21) . . . 121.3(3) yes
N(1) C(1) C(2) . . . 120.4(4) ?
N(1) C(1) C(6) . . . 120.9(4) ?
C(2) C(1) C(6) . . . 118.7(4) ?
C(1) C(2) C(3) . . . 119.5(4) ?
C(2) C(3) C(4) . . . 122.4(5) ?
C(3) C(4) C(5) . . . 117.2(4) ?
C(3) C(4) C(7) . . . 116.7(4) yes
C(4) C(5) C(6) . . . 120.8(4) ?
C(5) C(6) C(1) . . . 121.2(5) ?
C(4) C(7) C(8) . . . 131.1(5) yes
C(7) C(8) C(31) . . . 121.0(4) yes
C(7) C(8) C(41) . . . 122.1(4) yes
N(1) C(11) C(12) . . . 120.0(4) ?
N(1) C(11) C(16) . . . 121.2(4) ?
C(12) C(11) C(16) . . . 118.8(4) ?
C(11) C(12) C(13) . . . 121.1(5) ?
C(12) C(13) C(14) . . . 119.2(4) ?
C(13) C(14) C(15) . . . 119.9(4) ?
C(13) C(14) O(17) . . . 124.5(4) yes
C(14) C(15) C(16) . . . 120.0(5) ?
C(15) C(16) C(11) . . . 121.0(5) ?
C(14) O(17) C(18) . . . 117.9(5) yes
N(1) C(21) C(22) . . . 120.1(3) ?
N(1) C(21) C(26) . . . 122.5(4) ?
C(22) C(21) C(26) . . . 117.4(4) ?
C(21) C(22) C(23) . . . 120.9(4) ?
C(22) C(23) C(24) . . . 120.8(5) ?
C(23) C(24) C(25) . . . 119.3(5) ?
C(24) C(25) C(26) . . . 120.6(5) ?
C(25) C(26) C(21) . . . 121.0(4) ?
C(8) C(31) C(32) . . . 120.9(5) ?
C(8) C(31) C(36) . . . 123.6(4) ?
C(32) C(31) C(36) . . . 115.5(5) ?
C(31) C(32) C(33) . . . 121.7(6) ?
C(32) C(33) C(34) . . . 121.0(5) ?
C(33) C(34) C(35) . . . 118.1(6) ?
C(34) C(35) C(36) . . . 120.8(7) ?
C(35) C(36) C(31) . . . 122.8(5) ?
C(8) C(41) C(42) . . . 122.4(4) ?
C(8) C(41) C(46) . . . 120.3(4) ?
C(42) C(41) C(46) . . . 117.3(5) ?
C(41) C(42) C(43) . . . 121.3(4) ?
C(42) C(43) C(44) . . . 120.6(5) ?
C(43) C(44) C(45) . . . 118.5(6) ?
C(44) C(45) C(46) . . . 121.2(5) ?
C(45) C(46) C(41) . . . 121.1(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(1) . . 1.425(5) yes
N(1) C(11) . . 1.430(5) yes
N(1) C(21) . . 1.396(5) yes
C(1) C(2) . . 1.393(7) ?
C(1) C(6) . . 1.378(6) ?
C(2) C(3) . . 1.384(6) ?
C(3) C(4) . . 1.380(6) ?
C(4) C(5) . . 1.398(6) ?
C(5) C(6) . . 1.381(5) ?
C(4) C(7) . . 1.473(5) yes
C(7) C(8) . . 1.343(5) yes
C(8) C(31) . . 1.484(5) yes
C(8) C(41) . . 1.484(6) yes
C(11) C(12) . . 1.377(6) ?
C(11) C(16) . . 1.366(6) ?
C(12) C(13) . . 1.391(7) ?
C(13) C(14) . . 1.369(7) ?
C(14) C(15) . . 1.383(7) ?
C(14) O(17) . . 1.376(6) yes
C(15) C(16) . . 1.375(7) ?
O(17) C(18) . . 1.409(8) yes
C(21) C(22) . . 1.397(6) ?
C(21) C(26) . . 1.383(5) ?
C(22) C(23) . . 1.374(7) ?
C(23) C(24) . . 1.365(7) ?
C(24) C(25) . . 1.368(9) ?
C(25) C(26) . . 1.379(7) ?
C(31) C(32) . . 1.377(6) ?
C(31) C(36) . . 1.364(7) ?
C(32) C(33) . . 1.385(8) ?
C(33) C(34) . . 1.353(9) ?
C(34) C(35) . . 1.353(8) ?
C(35) C(36) . . 1.374(8) ?
C(41) C(42) . . 1.388(6) ?
C(41) C(46) . . 1.382(6) ?
C(42) C(43) . . 1.372(7) ?
C(43) C(44) . . 1.378(8) ?
C(44) C(45) . . 1.369(8) ?
C(45) C(46) . . 1.370(8) ?
C(2) H(2) . . 1.03(4) ?
C(3) H(3) . . 1.02(5) ?
C(5) H(5) . . 1.04(4) ?
C(6) H(6) . . 1.05(4) ?
C(7) H(7) . . 1.09(4) ?
C(12) H(12) . . 1.06(4) ?
C(13) H(13) . . 1.06(4) ?
C(15) H(15) . . 1.01(4) ?
C(16) H(16) . . 1.08(4) ?
C(18) H(181) . . 1.05(5) ?
C(18) H(182) . . 1.06(5) ?
C(18) H(183) . . 1.08(5) ?
C(22) H(22) . . 1.06(4) ?
C(23) H(23) . . 1.03(5) ?
C(24) H(24) . . 1.05(5) ?
C(25) H(25) . . 1.03(4) ?
C(26) H(26) . . 1.03(4) ?
C(32) H(32) . . 1.03(5) ?
C(33) H(33) . . 1.02(4) ?
C(34) H(34) . . 1.03(4) ?
C(35) H(35) . . 1.10(5) ?
C(36) H(36) . . .95(5) ?
C(42) H(42) . . 1.01(4) ?
C(43) H(43) . . 1.04(4) ?
C(44) H(44) . . 1.03(5) ?
C(45) H(45) . . .99(5) ?
C(46) H(46) . . 1.04(4) ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?
