#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:17:34 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179622 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/86/4508639.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4508639
loop_
_publ_author_name
'Wishkerman, Sara'
'Bernstein, Joel'
'Stephens, Peter W.'
_publ_section_title
;
 Polymorphism in 4-Methoxy-3-nitrobenzaldehyde
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1366
_journal_paper_doi               10.1021/cg0506572
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C8 H7 N O4'
_chemical_formula_weight         181.15
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_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                 90.079(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.9139(5)
_cell_length_b                   17.538(2)
_cell_length_c                   11.8693(16)
_cell_measurement_temperature    293(2)
_cell_volume                     814.73(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7111
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.121
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             376
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2035
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1397
_refine_ls_wR_factor_ref         0.1536
_reflns_number_gt                1481
_reflns_number_total             2035
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0506572sup1.cif
_cod_data_source_block           mn22_
_cod_database_code               4508639
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.5954(4) 0.41746(7) -0.10826(10) 0.0877(5) Uani 1 1 d .
O2 O 0.3190(3) 0.31220(7) -0.10109(10) 0.0740(4) Uani 1 1 d .
O3 O 1.1823(4) 0.46507(6) 0.36724(11) 0.0797(4) Uani 1 1 d .
O4 O 0.6134(3) 0.21047(5) 0.02783(9) 0.0551(3) Uani 1 1 d .
N1 N 0.5155(3) 0.35826(7) -0.06050(9) 0.0532(3) Uani 1 1 d .
C1 C 0.6669(3) 0.34400(7) 0.05030(10) 0.0440(3) Uani 1 1 d .
C2 C 0.7656(4) 0.40705(7) 0.11222(11) 0.0479(3) Uani 1 1 d .
H2 H 0.7497 0.4562 0.0881 0.058(4) Uiso 1 1 d R
C3 C 0.9170(3) 0.39819(8) 0.21705(11) 0.0481(3) Uani 1 1 d .
C4 C 0.9727(4) 0.32460(8) 0.25760(11) 0.0498(3) Uani 1 1 d .
H4 H 1.0771 0.3164 0.3235 0.063(5) Uiso 1 1 d R
C5 C 0.8750(4) 0.26187(8) 0.19655(11) 0.0484(3) Uani 1 1 d .
H5 H 0.9098 0.2127 0.2235 0.051(4) Uiso 1 1 d R
C6 C 0.7150(3) 0.26940(7) 0.09102(10) 0.0433(3) Uani 1 1 d .
C7 C 1.0189(4) 0.46650(8) 0.28153(13) 0.0596(4) Uani 1 1 d .
H6 H 0.9356 0.5176 0.2484 0.068(5) Uiso 1 1 d R
C8 C 0.6831(5) 0.13458(8) 0.06692(15) 0.0614(4) Uani 1 1 d .
H7 H 0.5885 0.1229 0.1459 0.074(5) Uiso 1 1 d R
H8 H 0.9363 0.1249 0.0752 0.064(4) Uiso 1 1 d R
H9 H 0.5768 0.1021 0.0127 0.080(5) Uiso 1 1 d R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.1304(13) 0.0680(8) 0.0646(7) 0.0240(6) -0.0269(7) -0.0024(7)
O2 0.0900(9) 0.0710(8) 0.0608(7) -0.0067(5) -0.0327(6) 0.0037(6)
O3 0.1020(10) 0.0689(8) 0.0680(8) -0.0112(6) -0.0298(7) -0.0066(6)
O4 0.0708(7) 0.0443(5) 0.0503(6) -0.0031(4) -0.0134(4) 0.0032(4)
N1 0.0650(8) 0.0525(7) 0.0421(6) 0.0029(5) -0.0082(5) 0.0146(5)
C1 0.0473(7) 0.0480(7) 0.0369(6) 0.0027(5) -0.0039(5) 0.0058(5)
C2 0.0551(8) 0.0416(7) 0.0470(7) 0.0035(5) -0.0027(6) 0.0035(5)
C3 0.0499(8) 0.0489(7) 0.0453(7) -0.0026(5) -0.0026(5) -0.0006(5)
C4 0.0561(8) 0.0548(8) 0.0386(6) 0.0029(5) -0.0065(5) 0.0017(6)
C5 0.0571(8) 0.0452(7) 0.0429(7) 0.0076(5) -0.0054(5) 0.0027(6)
C6 0.0453(7) 0.0434(7) 0.0412(6) -0.0009(5) -0.0007(5) 0.0014(5)
C7 0.0692(10) 0.0539(8) 0.0556(8) -0.0050(6) -0.0083(7) -0.0039(7)
C8 0.0720(10) 0.0419(7) 0.0703(10) -0.0038(6) -0.0140(7) 0.0008(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
C6 O4 C8 118.62(10)
O2 N1 O1 122.86(12)
O2 N1 C1 119.89(12)
O1 N1 C1 117.25(12)
C2 C1 C6 121.59(11)
C2 C1 N1 116.98(11)
C6 C1 N1 121.42(12)
C3 C2 C1 120.42(11)
C2 C3 C4 118.69(12)
C2 C3 C7 119.29(12)
C4 C3 C7 122.01(12)
C5 C4 C3 121.11(12)
C4 C5 C6 121.27(12)
O4 C6 C5 123.99(11)
O4 C6 C1 119.10(11)
C5 C6 C1 116.90(11)
O3 C7 C3 124.43(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.2237(16)
O2 N1 1.2146(16)
O3 C7 1.2012(19)
O4 C6 1.3371(15)
O4 C8 1.4356(16)
N1 C1 1.4632(16)
C1 C2 1.3825(18)
C1 C6 1.4074(17)
C2 C3 1.3861(19)
C3 C4 1.3945(18)
C3 C7 1.4763(18)
C4 C5 1.3713(19)
C5 C6 1.4059(18)
