#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/77/2227757.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2227757
loop_
_publ_author_name
'Ren, Yuehong'
'Zhu, Ruitao'
_publ_section_title
;
 1,2-Dimethoxy-3-[(E)-2-nitroethenyl]benzene
;
_journal_coeditor_code           LH5097
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2249
_journal_paper_doi               10.1107/S1600536810030539
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C10 H11 N O4'
_chemical_formula_moiety         'C10 H11 N O4'
_chemical_formula_sum            'C10 H11 N O4'
_chemical_formula_weight         209.20
_chemical_name_systematic
;
1,2-Dimethoxy-3-[(E)-2-nitroethenyl]benzene
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.0380(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.3558(7)
_cell_length_b                   13.5897(11)
_cell_length_c                   14.2646(12)
_cell_measurement_reflns_used    1678
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.543
_cell_measurement_theta_min      2.998
_cell_volume                     1030.41(18)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4852
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.08
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.9651
_exptl_absorpt_correction_T_min  0.9611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       flake
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.414
_refine_ls_extinction_coef       0.17(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1798
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0580
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1507P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1690
_refine_ls_wR_factor_ref         0.2258
_reflns_number_gt                1351
_reflns_number_total             1798
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5097.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2227757
_cod_database_fobs_code          2227757
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_type_symbol
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.8816(4) 0.34090(16) 0.43863(15) 0.0521(7) Uani d . 1 . .
O O1 1.0954(4) 0.35541(16) 0.47743(16) 0.0740(7) Uani d . 1 . .
O O2 0.7912(4) 0.25907(15) 0.42869(17) 0.0818(8) Uani d . 1 . .
O O3 0.1183(3) 0.38811(12) 0.21248(12) 0.0532(6) Uani d . 1 . .
O O4 -0.2003(3) 0.53204(13) 0.14689(13) 0.0581(6) Uani d . 1 . .
C C1 0.7376(5) 0.4265(2) 0.40583(19) 0.0544(7) Uani d . 1 . .
H H1A 0.7990 0.4887 0.4234 0.065 Uiso calc R 1 . .
C C2 0.5216(5) 0.4187(2) 0.35173(16) 0.0503(7) Uani d . 1 . .
H H2 0.4684 0.3556 0.3335 0.060 Uiso calc R 1 . .
C C3 0.3580(4) 0.50020(18) 0.31776(16) 0.0454(7) Uani d . 1 . .
C C4 0.1580(4) 0.48261(15) 0.24744(16) 0.0439(7) Uani d . 1 . .
C C5 -0.0092(4) 0.55801(18) 0.21569(17) 0.0470(7) Uani d . 1 . .
C C6 0.0260(5) 0.65146(18) 0.2532(2) 0.0532(7) Uani d . 1 . .
H H6 -0.0844 0.7019 0.2324 0.064 Uiso calc R 1 . .
C C7 0.2273(5) 0.6697(2) 0.3224(2) 0.0583(8) Uani d . 1 . .
H H7 0.2515 0.7328 0.3470 0.070 Uiso calc R 1 . .
C C8 0.3908(5) 0.5959(2) 0.35469(18) 0.0546(7) Uani d . 1 . .
H H8 0.5237 0.6092 0.4012 0.066 Uiso calc R 1 . .
C C9 0.2010(7) 0.3753(2) 0.1216(2) 0.0716(9) Uani d . 1 . .
H H9A 0.1121 0.4202 0.0774 0.107 Uiso calc R 1 . .
H H9B 0.1682 0.3090 0.1005 0.107 Uiso calc R 1 . .
H H9C 0.3783 0.3882 0.1259 0.107 Uiso calc R 1 . .
C C10 -0.3741(5) 0.6077(2) 0.11368(19) 0.0605(8) Uani d . 1 . .
H H10A -0.4538 0.6327 0.1655 0.091 Uiso calc R 1 . .
H H10B -0.4994 0.5811 0.0666 0.091 Uiso calc R 1 . .
H H10C -0.2858 0.6600 0.0867 0.091 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
_geom_angle
_geom_angle_publ_flag
O2 N1 O1 . . 122.5(2) ?
O2 N1 C1 . . 120.7(2) ?
O1 N1 C1 . . 116.7(2) ?
C4 O3 C9 . . 112.83(19) ?
C5 O4 C10 . . 116.8(2) ?
C2 C1 N1 . . 121.5(2) ?
C2 C1 H1A . . 119.2 ?
N1 C1 H1A . . 119.2 ?
C1 C2 C3 . . 125.7(2) ?
C1 C2 H2 . . 117.1 ?
C3 C2 H2 . . 117.1 ?
C4 C3 C8 . . 118.5(2) ?
C4 C3 C2 . . 119.1(2) ?
C8 C3 C2 . . 122.4(2) ?
O3 C4 C3 . . 119.2(2) ?
O3 C4 C5 . . 119.9(2) ?
C3 C4 C5 . . 120.8(2) ?
O4 C5 C6 . . 124.5(2) ?
O4 C5 C4 . . 115.7(2) ?
C6 C5 C4 . . 119.7(2) ?
C5 C6 C7 . . 119.7(2) ?
C5 C6 H6 . . 120.1 ?
C7 C6 H6 . . 120.1 ?
C8 C7 C6 . . 120.9(2) ?
C8 C7 H7 . . 119.5 ?
C6 C7 H7 . . 119.5 ?
C7 C8 C3 . . 120.3(2) ?
C7 C8 H8 . . 119.8 ?
C3 C8 H8 . . 119.8 ?
O3 C9 H9A . . 109.5 ?
O3 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
O3 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
O4 C10 H10A . . 109.5 ?
O4 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
O4 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 O2 . 1.214(3) ?
N1 O1 . 1.225(3) ?
N1 C1 . 1.442(3) ?
O3 C4 . 1.385(3) ?
O3 C9 . 1.431(3) ?
O4 C5 . 1.375(3) ?
O4 C10 . 1.428(3) ?
C1 C2 . 1.314(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.458(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.395(3) ?
C3 C8 . 1.406(4) ?
C4 C5 . 1.399(3) ?
C5 C6 . 1.382(3) ?
C6 C7 . 1.391(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.374(4) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 N1 C1 C2 . . . . -10.7(4) ?
O1 N1 C1 C2 . . . . 170.1(2) ?
N1 C1 C2 C3 . . . . 177.7(2) ?
C1 C2 C3 C4 . . . . 168.5(2) ?
C1 C2 C3 C8 . . . . -12.9(4) ?
C9 O3 C4 C3 . . . . -103.4(3) ?
C9 O3 C4 C5 . . . . 79.9(3) ?
C8 C3 C4 O3 . . . . -177.9(2) ?
C2 C3 C4 O3 . . . . 0.7(3) ?
C8 C3 C4 C5 . . . . -1.3(3) ?
C2 C3 C4 C5 . . . . 177.4(2) ?
C10 O4 C5 C6 . . . . -0.7(4) ?
C10 O4 C5 C4 . . . . 179.7(2) ?
O3 C4 C5 O4 . . . . -2.8(3) ?
C3 C4 C5 O4 . . . . -179.41(19) ?
O3 C4 C5 C6 . . . . 177.7(2) ?
C3 C4 C5 C6 . . . . 1.0(4) ?
O4 C5 C6 C7 . . . . -179.6(2) ?
C4 C5 C6 C7 . . . . -0.1(4) ?
C5 C6 C7 C8 . . . . -0.6(4) ?
C6 C7 C8 C3 . . . . 0.4(4) ?
C4 C3 C8 C7 . . . . 0.5(4) ?
C2 C3 C8 C7 . . . . -178.1(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4528658
