#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/93/2219328.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_2219328
loop_
_publ_author_name
'Xu, Yun-Hua'
'Qu, Fanqi'
_publ_section_title
;
 4-Nitrophenyl methacrylate
;
_journal_coeditor_code           FL2212
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1751
_journal_paper_doi               10.1107/S1600536808025130
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C10 H9 N O4'
_chemical_formula_moiety         'C10 H9 N O4'
_chemical_formula_sum            'C10 H9 N O4'
_chemical_formula_weight         207.18
_chemical_name_systematic
;
4-Nitrophenyl methacrylate
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 116.980(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.491(6)
_cell_length_b                   3.7530(10)
_cell_length_c                   23.428(6)
_cell_measurement_reflns_used    2523
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1919.0(9)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2002)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and local procedures
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω scans at fixed χ = 55°'
_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  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            3936
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.9955
_exptl_absorpt_correction_T_min  0.9670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin rod'
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.285
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0532
_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)+(0.0788P)²+0.0268P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1451
_reflns_number_gt                1380
_reflns_number_total             2193
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl2212.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2219328
_cod_database_fobs_code          2219328
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C C1 0.34238(9) 0.3043(6) 0.08125(9) 0.0350(5) Uani d . 1
H H1A 0.3022 0.2636 0.0481 0.042 Uiso calc R 1
H H1B 0.3769 0.2388 0.0753 0.042 Uiso calc R 1
C C2 0.41131(8) 0.5324(6) 0.19114(9) 0.0327(5) Uani d . 1
H H2A 0.4437 0.4551 0.1803 0.049 Uiso calc R 1
H H2B 0.4153 0.4042 0.2293 0.049 Uiso calc R 1
H H2C 0.4150 0.7891 0.1998 0.049 Uiso calc R 1
C C3 0.35044(8) 0.4545(6) 0.13665(9) 0.0258(5) Uani d . 1
C C4 0.29729(8) 0.5595(5) 0.14726(9) 0.0247(5) Uani d . 1
C C5 0.18934(8) 0.4978(5) 0.10638(9) 0.0232(5) Uani d . 1
C C6 0.18535(8) 0.3892(5) 0.16081(8) 0.0248(5) Uani d . 1
H H6 0.2196 0.2858 0.1958 0.030 Uiso calc R 1
C C7 0.13046(8) 0.4341(5) 0.16321(9) 0.0249(5) Uani d . 1
H H7 0.1262 0.3607 0.1998 0.030 Uiso calc R 1
C C8 0.08165(8) 0.5879(5) 0.11143(8) 0.0225(5) Uani d . 1
C C9 0.08549(8) 0.6948(5) 0.05692(8) 0.0239(5) Uani d . 1
H H9 0.0511 0.7963 0.0218 0.029 Uiso calc R 1
C C10 0.14063(8) 0.6505(5) 0.05472(8) 0.0243(5) Uani d . 1
H H10 0.1449 0.7242 0.0182 0.029 Uiso calc R 1
N N1 0.02377(7) 0.6382(5) 0.11468(7) 0.0273(4) Uani d . 1
O O1 0.30028(5) 0.7338(4) 0.19146(6) 0.0309(4) Uani d . 1
O O2 0.24257(5) 0.4394(4) 0.09952(6) 0.0265(4) Uani d . 1
O O3 0.01867(6) 0.5094(4) 0.16001(7) 0.0379(4) Uani d . 1
O O4 -0.01732(6) 0.8076(4) 0.07152(6) 0.0356(4) Uani d . 1
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
C1 0.0292(11) 0.0418(15) 0.0387(11) -0.0006(11) 0.0195(9) -0.0047(11)
C2 0.0274(11) 0.0333(14) 0.0390(12) 0.0015(10) 0.0165(10) -0.0001(10)
C3 0.0258(10) 0.0259(12) 0.0286(11) -0.0004(9) 0.0148(9) 0.0030(9)
C4 0.0239(10) 0.0250(12) 0.0228(10) 0.0004(9) 0.0084(8) 0.0007(9)
C5 0.0217(10) 0.0231(12) 0.0272(10) -0.0010(9) 0.0133(8) -0.0051(9)
C6 0.0215(10) 0.0237(12) 0.0246(10) -0.0001(9) 0.0066(8) -0.0014(9)
C7 0.0258(10) 0.0254(12) 0.0238(10) -0.0008(9) 0.0116(8) -0.0005(8)
C8 0.0199(9) 0.0233(12) 0.0251(10) -0.0017(9) 0.0107(8) -0.0032(9)
C9 0.0230(10) 0.0233(12) 0.0219(9) 0.0006(9) 0.0070(8) -0.0013(9)
C10 0.0269(10) 0.0248(12) 0.0204(9) 0.0004(9) 0.0102(8) -0.0007(9)
N1 0.0238(9) 0.0312(11) 0.0268(9) 0.0008(8) 0.0113(7) -0.0005(8)
O1 0.0260(7) 0.0375(10) 0.0295(7) -0.0029(7) 0.0129(6) -0.0088(7)
O2 0.0201(7) 0.0343(8) 0.0258(7) -0.0005(6) 0.0111(6) -0.0043(6)
O3 0.0317(8) 0.0518(11) 0.0365(8) 0.0040(7) 0.0210(7) 0.0094(7)
O4 0.0251(7) 0.0489(11) 0.0319(7) 0.0098(7) 0.0121(6) 0.0059(7)
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
C3 C1 H1A 120.0
C3 C1 H1B 120.0
H1A C1 H1B 120.0
C3 C2 H2A 109.5
C3 C2 H2B 109.5
H2A C2 H2B 109.5
C3 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C1 C3 C4 121.11(17)
C1 C3 C2 124.19(18)
C4 C3 C2 114.70(17)
O1 C4 O2 122.47(17)
O1 C4 C3 125.08(17)
O2 C4 C3 112.45(16)
C10 C5 C6 122.41(17)
C10 C5 O2 116.30(16)
C6 C5 O2 121.19(16)
C7 C6 C5 118.58(17)
C7 C6 H6 120.7
C5 C6 H6 120.7
C6 C7 C8 119.00(17)
C6 C7 H7 120.5
C8 C7 H7 120.5
C9 C8 C7 122.47(17)
C9 C8 N1 118.91(16)
C7 C8 N1 118.62(16)
C8 C9 C10 118.42(17)
C8 C9 H9 120.8
C10 C9 H9 120.8
C5 C10 C9 119.11(17)
C5 C10 H10 120.4
C9 C10 H10 120.4
O3 N1 O4 123.34(16)
O3 N1 C8 118.44(15)
O4 N1 C8 118.22(15)
C4 O2 C5 118.00(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C3 1.345(3)
C1 H1A 0.9500
C1 H1B 0.9500
C2 C3 1.487(2)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 C4 1.485(3)
C4 O1 1.199(2)
C4 O2 1.375(2)
C5 C10 1.381(3)
C5 C6 1.384(3)
C5 O2 1.402(2)
C6 C7 1.381(3)
C6 H6 0.9500
C7 C8 1.385(3)
C7 H7 0.9500
C8 C9 1.382(2)
C8 N1 1.466(2)
C9 C10 1.385(3)
C9 H9 0.9500
C10 H10 0.9500
N1 O3 1.224(2)
N1 O4 1.231(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C7 H7 O1 4_545 0.95 2.41 3.130(2) 132.7
C1 H1B O4 3_545 0.95 2.64 3.546(3) 158.5
C2 H2A O3 3_545 0.98 2.68 3.611(2) 158.5
C9 H9 O4 5_575 0.95 2.46 3.282(2) 145.3
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
C1 C3 C4 O1 -170.1(2)
C2 C3 C4 O1 9.4(3)
C1 C3 C4 O2 8.8(3)
C2 C3 C4 O2 -171.74(17)
C10 C5 C6 C7 0.3(3)
O2 C5 C6 C7 -176.06(18)
C5 C6 C7 C8 -0.4(3)
C6 C7 C8 C9 0.8(3)
C6 C7 C8 N1 -179.34(17)
C7 C8 C9 C10 -1.0(3)
N1 C8 C9 C10 179.14(16)
C6 C5 C10 C9 -0.5(3)
O2 C5 C10 C9 176.01(16)
C8 C9 C10 C5 0.8(3)
C9 C8 N1 O3 172.43(18)
C7 C8 N1 O3 -7.5(3)
C9 C8 N1 O4 -7.5(3)
C7 C8 N1 O4 172.65(18)
O1 C4 O2 C5 -5.8(3)
C3 C4 O2 C5 175.30(15)
C10 C5 O2 C4 129.61(19)
C6 C5 O2 C4 -53.8(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 289810
