#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007287.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_2007287
loop_
_publ_author_name
'Mullica, D. F.'
'Pinney, K. G.'
'Mejia, P.'
'Rosenquist, B. E.'
'Sappenfield, E. L.'
_publ_section_title
;
 (<i>E</i>)-1-(3-Methoxy-4-nitrophenyl)-2-(3,4,5-trimethoxyphenyl)ethene
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              695
_journal_page_last               697
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C18 H19 N1 O6'
_chemical_formula_structural     'C18 H19 N1 O6'
_chemical_formula_sum            'C18 H19 N O6'
_chemical_formula_weight         345.3
_chemical_melting_point          187.5(5)
_chemical_name_common
;
Trans-3-methoxy-4-nitro-3'4'5'-trimethoxy stilbene
;
_chemical_name_systematic
;
(E)-1-(3'-methoxy-4'-nitrophenyl)-2-(3'',4'',5''-trimethoxyphenyl) ethene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 106.45(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.027(3)
_cell_length_b                   12.1065(12)
_cell_length_c                   13.199(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292
_cell_measurement_theta_max      12.00
_cell_measurement_theta_min      3.87
_cell_volume                     1689.9(6)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'SDP (Enraf-Nonius, 1985)'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  'CIFGEN (local program)'
_computing_structure_refinement  SHELXTL-Plus
_computing_structure_solution
'SHELXTL-Plus (Sheldrick, 1989) (direct methods)'
_diffrn_ambient_temperature      292
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4F'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.013
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3299
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        0.2
_diffrn_standards_interval_time  120.0
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_diffrn    1.36
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular parallelepiped'
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.241
_refine_ls_extinction_coef       0.0010(5)
_refine_ls_extinction_method     SHELXTL-Plus
_refine_ls_goodness_of_fit_ref   1.805
_refine_ls_hydrogen_treatment    'H atoms constrained'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2234
_refine_ls_R_factor_all          0.066
_refine_ls_R_factor_gt           0.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'calc w = 1/[\s^2^(F) + 0.0020F^2^]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.531
_refine_ls_wR_factor_ref         0.071
_reflns_number_observed          2234
_reflns_number_total             2967
_reflns_threshold_expression     F>4\s(F)
_[local]_cod_data_source_file    sx1050.cif
_[local]_cod_data_source_block   PNY6
_[local]_cod_chemical_formula_sum_orig 'C18 H19 N1 O6'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '187-188' was changed to '187.5(5)' -
the average value was taken and precision was
estimated.

'_refine_ls_matrix_type' value 'Full' changed to 'full'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2007287
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,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_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_refinement_flags
_atom_site_type_symbol
C1 0.0117(2) 0.6123(2) -0.2933(2) 0.0410(10) Uani d . . C
C2 -0.0765(2) 0.5528(2) -0.3712(2) 0.0450(10) Uani d . . C
H2 -0.0979(2) 0.4786(2) -0.3571(2) 0.080 Uiso c C2 RT H
C3 -0.1329(2) 0.6004(2) -0.4687(2) 0.0440(10) Uani d . . C
C4 -0.1045(2) 0.7089(2) -0.4887(2) 0.0430(10) Uani d . . C
C5 -0.0169(2) 0.7687(2) -0.4115(2) 0.0440(10) Uani d . . C
C6 0.0414(2) 0.7203(2) -0.3146(2) 0.0440(10) Uani d . . C
H6 0.1026(2) 0.7614(2) -0.2619(2) 0.080 Uiso c C6 RT H
C7 0.0757(2) 0.5678(2) -0.1887(2) 0.0440(10) Uani d . . C
H7 0.1454(2) 0.6103(2) -0.1469(2) 0.080 Uiso c . . H
C8 0.0492(2) 0.4760(2) -0.1444(2) 0.0410(10) Uani d . . C
H8 -0.0187(2) 0.4308(2) -0.1852(2) 0.080 Uiso c C8 RT H
C9 0.1166(2) 0.4384(2) -0.0373(2) 0.0390(10) Uani d . . C
C10 0.0852(2) 0.3367(2) -0.00290(10) 0.0390(10) Uani d . . C
H10 0.0196(2) 0.2935(2) -0.04940(10) 0.080 Uiso c C10 RT H
C11 0.1460(2) 0.2959(2) 0.0969(2) 0.0390(10) Uani d . . C
C12 0.2432(2) 0.3599(2) 0.1628(2) 0.0410(10) Uani d . . C
C13 0.2715(2) 0.4635(2) 0.1297(2) 0.0510(10) Uani d . . C
H13 0.3358(2) 0.5078(2) 0.1763(2) 0.080 Uiso c C13 RT H
C14 0.2095(2) 0.5030(2) 0.0320(2) 0.0490(10) Uani d . . C
H14 0.2292(2) 0.5750(2) 0.0108(2) 0.080 Uiso c C14 RT H
C15 -0.2395(3) 0.4356(2) -0.5407(2) 0.068(2) Uani d . . C
H15A -0.3012(3) 0.4100(2) -0.6032(2) 0.080 Uiso c C15 RT H
H15B -0.2700(3) 0.4233(2) -0.4803(2) 0.080 Uiso c C15 RT H
H15C -0.1618(3) 0.3960(2) -0.5319(2) 0.080 Uiso c C15 RT H
O1 -0.2183(2) 0.54910(10) -0.55030(10) 0.0570(10) Uani d . . O
C16 -0.0993(3) 0.7431(3) -0.6619(2) 0.070(2) Uani d . . C
H16A -0.1454(3) 0.7787(3) -0.7263(2) 0.080 Uiso c C16 RT H
H16B -0.0921(3) 0.6656(3) -0.6747(2) 0.080 Uiso c C16 RT H
H16C -0.0164(3) 0.7749(3) -0.6374(2) 0.080 Uiso c C16 RT H
O2 -0.1640(2) 0.75770(10) -0.58460(10) 0.0540(10) Uani d . . O
C17 0.0981(3) 0.9367(2) -0.3642(2) 0.065(2) Uani d . . C
H17A 0.1050(3) 1.0086(2) -0.3928(2) 0.080 Uiso c C17 RT H
H17B 0.1783(3) 0.8998(2) -0.3491(2) 0.080 Uiso c C17 RT H
H17C 0.0735(3) 0.9441(2) -0.3003(2) 0.080 Uiso c C17 RT H
O3 0.0059(2) 0.87410(10) -0.43870(10) 0.0570(10) Uani d . . O
C18 0.0002(2) 0.1465(2) 0.0779(2) 0.061(2) Uani d . . C
H18A -0.0096(2) 0.0788(2) 0.1127(2) 0.080 Uiso c C18 RT H
H18B 0.0020(2) 0.1308(2) 0.0071(2) 0.080 Uiso c C18 RT H
H18C -0.0695(2) 0.1947(2) 0.0761(2) 0.080 Uiso c C18 RT H
O4 0.1156(2) 0.19870(10) 0.13420(10) 0.0520(10) Uani d . . O
N 0.3179(2) 0.3227(2) 0.2657(2) 0.0540(10) Uani d . . N
O5 0.3055(3) 0.2336(2) 0.2974(2) 0.115(2) Uani d . . O
O6 0.3957(3) 0.3836(2) 0.3185(2) 0.132(2) Uani d . . O
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
C1 0.0420(10) 0.0410(10) 0.0360(10) 0.0064(9) 0.0110(9) 0.0055(8) C
C2 0.0460(10) 0.0400(10) 0.0440(10) 0.0034(9) 0.0108(10) 0.0075(9) C
C3 0.0400(10) 0.0460(10) 0.0400(10) 0.0066(9) 0.0054(9) 0.0001(9) C
C4 0.0430(10) 0.0460(10) 0.0360(10) 0.0121(10) 0.0083(9) 0.0086(9) C
C5 0.0470(10) 0.0400(10) 0.0420(10) 0.0078(9) 0.0136(9) 0.0093(9) C
C6 0.0470(10) 0.0430(10) 0.0390(10) 0.0030(10) 0.0097(9) 0.0046(9) C
C7 0.0440(10) 0.0430(10) 0.0390(10) 0.0029(9) 0.0076(9) 0.0039(9) C
C8 0.0410(10) 0.0450(10) 0.0330(10) 0.0009(9) 0.0068(9) 0.0022(9) C
C9 0.0370(10) 0.0420(10) 0.0340(10) 0.0038(9) 0.0075(8) 0.0011(9) C
C10 0.0430(10) 0.0390(10) 0.0310(10) -0.0003(9) 0.0060(8) -0.0009(8) C
C11 0.0420(10) 0.0380(10) 0.0350(10) 0.0052(9) 0.0095(8) 0.0018(8) C
C12 0.0400(10) 0.0480(10) 0.0300(10) 0.0046(9) 0.0031(8) 0.0028(9) C
C13 0.0460(10) 0.0570(10) 0.0410(10) -0.0130(10) -0.0009(10) 0.0000(10) C
C14 0.0510(10) 0.0470(10) 0.0420(10) -0.0090(10) 0.0053(10) 0.0088(10) C
C15 0.064(2) 0.061(2) 0.067(2) -0.0080(10) 0.0030(10) -0.0050(10) C
O1 0.0570(10) 0.0540(10) 0.0484(9) 0.0004(8) -0.0046(8) 0.0025(7) O
C16 0.079(2) 0.085(2) 0.0400(10) 0.0160(10) 0.0180(10) 0.0140(10) C
O2 0.0557(9) 0.0600(10) 0.0391(8) 0.0175(8) 0.0063(7) 0.0155(7) O
C17 0.074(2) 0.0510(10) 0.063(2) -0.0120(10) 0.0120(10) 0.0110(10) C
O3 0.0690(10) 0.0420(9) 0.0517(9) -0.0002(8) 0.0085(8) 0.0152(7) O
C18 0.072(2) 0.0510(10) 0.0500(10) -0.0180(10) 0.0100(10) 0.0050(10) C
O4 0.0660(10) 0.0434(9) 0.0389(8) -0.0071(7) 0.0020(7) 0.0086(7) O
N 0.0500(10) 0.0610(10) 0.0430(10) 0.0010(10) -0.0016(9) 0.0090(10) N
O5 0.123(2) 0.087(2) 0.099(2) -0.0240(10) -0.0520(10) 0.0510(10) O
O6 0.171(2) 0.114(2) 0.0700(10) -0.062(2) -0.067(2) 0.0270(10) O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.002 0.002 'International Tables Vol IV Table 2.3.1'
H H 0.000 0.000 'International Tables Vol IV Table 2.3.1'
N N 0.004 0.003 'International Tables Vol IV Table 2.3.1'
O O 0.008 0.006 'International Tables Vol IV Table 2.3.1'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
3 -1 1
3 -1 -5
-2 2 5
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 119.2(2) ?
C2 C1 C7 123.5(2) yes
C6 C1 C7 117.2(2) yes
C1 C2 H2 119.80(10) ?
C1 C2 C3 120.3(2) ?
H2 C2 C3 119.90(10) ?
C2 C3 C4 120.1(2) ?
C2 C3 O1 125.0(2) yes
C4 C3 O1 114.9(2) yes
C3 C4 C5 119.9(2) ?
C3 C4 O2 120.1(2) yes
C5 C4 O2 120.0(2) yes
C4 C5 C6 120.0(2) ?
C4 C5 O3 115.7(2) yes
C6 C5 O3 124.3(2) yes
C1 C6 C5 120.5(2) ?
C1 C6 H6 119.70(10) ?
C5 C6 H6 119.80(10) ?
C1 C7 H7 115.90(10) ?
C1 C7 C8 128.1(2) yes
H7 C7 C8 115.90(10) ?
C7 C8 H8 117.70(10) ?
C7 C8 C9 124.6(2) yes
H8 C8 C9 117.70(10) ?
C8 C9 C10 118.9(2) yes
C8 C9 C14 122.2(2) yes
C10 C9 C14 118.9(2) ?
C9 C10 H10 119.10(10) ?
C9 C10 C11 121.8(2) ?
H10 C10 C11 119.10(10) ?
C10 C11 C12 118.0(2) ?
C10 C11 O4 123.5(2) yes
C12 C11 O4 118.5(2) yes
C11 C12 C13 120.1(2) ?
C11 C12 N 122.7(2) yes
C13 C12 N 117.2(2) yes
C12 C13 H13 119.50(10) ?
C12 C13 C14 121.0(2) ?
H13 C13 C14 119.50(10) ?
C9 C14 C13 120.0(2) ?
C9 C14 H14 120.00(10) ?
C13 C14 H14 120.00(10) ?
H15A C15 H15B 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
H15A C15 O1 109.50(10) ?
H15B C15 O1 109.50(10) ?
H15C C15 O1 109.50(10) ?
C3 O1 C15 117.9(2) yes
H16A C16 H16B 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
H16A C16 O2 109.50(10) ?
H16B C16 O2 109.50(10) ?
H16C C16 O2 109.50(10) ?
C4 O2 C16 113.7(2) yes
H17A C17 H17B 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
H17A C17 O3 109.50(10) ?
H17B C17 O3 109.50(10) ?
H17C C17 O3 109.50(10) ?
C5 O3 C17 117.8(2) yes
H18A C18 H18B 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
H18A C18 O4 109.50(10) ?
H18B C18 O4 109.40(10) ?
H18C C18 O4 109.50(10) ?
C11 O4 C18 118.1(2) yes
C12 N O5 121.8(2) yes
C12 N O6 118.6(2) yes
O5 N O6 119.6(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.398(3) yes
C1 C6 1.395(3) yes
C1 C7 1.464(3) yes
C2 C3 1.386(3) yes
C2 H2 0.960 ?
C3 C4 1.393(3) yes
C3 O1 1.364(2) yes
C4 C5 1.392(3) yes
C4 O2 1.383(2) yes
C5 C6 1.387(3) yes
C5 O3 1.368(3) yes
C6 H6 0.960 ?
C7 C8 1.326(3) yes
C7 H7 0.960 ?
C8 C9 1.470(3) yes
C8 H8 0.960 ?
C9 C10 1.390(3) yes
C9 C14 1.403(3) yes
C10 C11 1.388(3) yes
C10 H10 0.960 ?
C11 C12 1.407(3) yes
C11 O4 1.354(3) yes
C12 C13 1.393(3) yes
C12 N 1.446(3) yes
C13 C14 1.363(3) yes
C13 H13 0.960 ?
C14 H14 0.960 ?
O1 C15 1.405(3) yes
C15 H15A 0.960 ?
C15 H15B 0.960 ?
C15 H15C 0.960 ?
O2 C16 1.412(4) yes
C16 H16A 0.960 ?
C16 H16B 0.960 ?
C16 H16C 0.960 ?
O3 C17 1.417(3) yes
C17 H17A 0.960 ?
C17 H17B 0.960 ?
C17 H17C 0.960 ?
O4 C18 1.427(3) yes
C18 H18A 0.960 ?
C18 H18B 0.960 ?
C18 H18C 0.960 ?
N O5 1.179(3) yes
N O6 1.194(3) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 H2 -179.6(2) ?
C6 C1 C2 C3 0.5(3) ?
C7 C1 C2 H2 0.1(3) ?
C7 C1 C2 C3 -179.8(2) ?
C2 C1 C6 C5 0.7(4) ?
C2 C1 C6 H6 -179.2(2) ?
C7 C1 C6 C5 -179.0(2) ?
C7 C1 C6 H6 1.1(2) ?
C2 C1 C7 H7 168.6(2) ?
C2 C1 C7 C8 -11.4(4) yes
C6 C1 C7 H7 -11.7(2) ?
C6 C1 C7 C8 168.3(2) ?
C1 C2 C3 C4 -1.6(3) ?
C1 C2 C3 O1 178.9(2) ?
H2 C2 C3 C4 178.5(2) ?
H2 C2 C3 O1 -0.9(3) ?
C2 C3 C4 C5 1.6(3) ?
C2 C3 C4 O2 -177.8(2) ?
O1 C3 C4 C5 -179.0(2) ?
O1 C3 C4 O2 1.7(3) ?
C2 C3 O1 C15 -8.4(3) yes
C4 C3 O1 C15 172.2(2) ?
C3 C4 C5 C6 -0.3(4) ?
C3 C4 C5 O3 179.3(2) ?
O2 C4 C5 C6 179.0(2) ?
O2 C4 C5 O3 -1.3(3) ?
C3 C4 O2 C16 -90.3(3) yes
C5 C4 O2 C16 90.4(3) ?
C4 C5 C6 C1 -0.8(4) ?
C4 C5 C6 H6 179.1(2) ?
O3 C5 C6 C1 179.6(2) ?
O3 C5 C6 H6 -0.5(3) ?
C4 C5 O3 C17 -177.5(2) ?
C6 C5 O3 C17 2.1(4) yes
C1 C7 C8 H8 1.6(3) ?
C1 C7 C8 C9 -178.4(2) yes
H7 C7 C8 H8 -178.4 ?
H7 C7 C8 C9 1.6(3) ?
C7 C8 C9 C10 -175.7(2) ?
C7 C8 C9 C14 5.8(4) yes
H8 C8 C9 C10 4.3(2) ?
H8 C8 C9 C14 -174.2(2) ?
C8 C9 C10 H10 -0.6(2) ?
C8 C9 C10 C11 179.3(2) ?
C14 C9 C10 H10 177.9(2) ?
C14 C9 C10 C11 -2.1(3) ?
C8 C9 C14 C13 -178.5(2) ?
C8 C9 C14 H14 1.7(3) ?
C10 C9 C14 C13 3.0(3) ?
C10 C9 C14 H14 -176.80(10) ?
C9 C10 C11 C12 -1.1(3) ?
C9 C10 C11 O4 178.1(2) ?
H10 C10 C11 C12 178.90(10) ?
H10 C10 C11 O4 -1.9(3) ?
C10 C11 C12 C13 3.3(3) ?
C10 C11 C12 N -176.2(2) ?
O4 C11 C12 C13 -175.9(2) ?
O4 C11 C12 N 4.6(3) ?
C10 C11 O4 C18 -13.1(3) yes
C12 C11 O4 C18 166.0(2) ?
C11 C12 C13 H13 177.7(2) ?
C11 C12 C13 C14 -2.4(4) ?
N C12 C13 H13 -2.8(3) ?
N C12 C13 C14 177.1(2) ?
C11 C12 N O5 4.0(4) yes
C11 C12 N O6 -177.3(3) ?
C13 C12 N O5 -175.5(3) ?
C13 C12 N O6 3.1(4) yes
C12 C13 C14 C9 -0.8(4) ?
C12 C13 C14 H14 179.0(2) ?
H13 C13 C14 C9 179.1(2) ?
H13 C13 C14 H14 -1.1(2) ?
H15A C15 O1 C3 -179.9(2) ?
H15B C15 O1 C3 60.1(2) ?
H15C C15 O1 C3 -59.9(2) ?
H16A C16 O2 C4 -180.00(10) ?
H16B C16 O2 C4 60.0(2) ?
H16C C16 O2 C4 -60.0(2) ?
H17A C17 O3 C5 -180.0(2) ?
H17B C17 O3 C5 60.0(2) ?
H17C C17 O3 C5 -60.0(2) ?
H18A C18 O4 C11 -180.00(10) ?
H18B C18 O4 C11 60.1(2) ?
H18C C18 O4 C11 -59.9(2) ?