#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005641.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_2005641
loop_
_publ_author_name
'Bolte, M.'
'Schütz, G.'
'Bader, H. J.'
_publ_section_title
;
 Two Nitro-α-methoxy-trans-chalcones
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2807
_journal_page_last               2809
_journal_paper_doi               10.1107/S0108270196007913
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C16 H13 N1 O4'
_chemical_formula_sum            'C16 H13 N O4'
_chemical_formula_weight         283.27
_chemical_melting_point          356
_chemical_name_common            3-Nitro-α-methoxy-trans-chalcone
_chemical_name_systematic
;
3-(3-Nitro-phenyl)-2-methoxy-1-phenyl-prop-2-en-1-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                95.01(1)
_cell_angle_beta                 97.17(1)
_cell_angle_gamma                101.50(1)
_cell_formula_units_Z            2
_cell_length_a                   8.384(1)
_cell_length_b                   8.783(1)
_cell_length_c                   9.492(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      35.0
_cell_measurement_theta_min      30.0
_cell_volume                     675.03(14)
_computing_cell_refinement       SDP
_computing_data_collection       'SDP (Enraf-Nonius, 1985)'
_computing_data_reduction        SDP
_computing_molecular_graphics    'XP (Siemens XTL-Plus)'
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS90 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Enraf-Nonius CAD-4 four-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_sigmaI/netI    0.0576
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3743
_diffrn_reflns_theta_max         59.96
_diffrn_reflns_theta_min         4.73
_diffrn_standards_decay_%        1.20
_diffrn_standards_interval_time  92
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'yellow transparent'
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.196
_refine_ls_extinction_coef       0.091(4)
_refine_ls_extinction_method     SHELXL96
_refine_ls_goodness_of_fit_all   1.129
_refine_ls_goodness_of_fit_obs   1.141
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_restrained_S_obs      1.141
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_obs          0.0429
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0369P)^2^ + 0.1912P]
where P = (F~o~^2^ + 2Fc^2^)/3
;
_refine_ls_wR_factor_all         0.1132
_refine_ls_wR_factor_obs         0.1122
_reflns_number_observed          1929
_reflns_number_total             2000
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ka1206.cif
_cod_data_source_block           schue1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' 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_original_cell_volume        675.03(13)
_cod_database_code               2005641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_occupancy
_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_refinement_flags
_atom_site_type_symbol
C1 1 0.4236(2) 0.20512(19) 0.31967(17) 0.0390(4) Uani d . C
H1 1 0.3855 0.1734 0.4026 0.047 Uiso calc R H
C2 1 0.3812(2) 0.33431(19) 0.27837(17) 0.0382(4) Uani d . C
C3 1 0.3154(2) 0.44049(18) 0.37789(17) 0.0390(4) Uani d . C
C11 1 0.5213(2) 0.10563(18) 0.25410(16) 0.0366(4) Uani d . C
C12 1 0.6259(2) 0.15689(19) 0.15575(17) 0.0389(4) Uani d . C
H12 1 0.6334 0.2564 0.1271 0.047 Uiso calc R H
C13 1 0.7172(2) 0.0576(2) 0.10234(17) 0.0397(4) Uani d . C
N13 1 0.82440(19) 0.1135(2) -0.00276(16) 0.0502(4) Uani d . N
O13' 1 0.85805(19) 0.01580(19) -0.08743(15) 0.0675(5) Uani d . O
O13" 1 0.8742(2) 0.25451(18) 0.00002(18) 0.0767(5) Uani d . O
C14 1 0.7132(2) -0.0904(2) 0.14048(19) 0.0485(5) Uani d . C
H14 1 0.7766 -0.1543 0.1017 0.058 Uiso calc R H
C15 1 0.6112(2) -0.1408(2) 0.2387(2) 0.0510(5) Uani d . C
H15 1 0.6060 -0.2399 0.2676 0.061 Uiso calc R H
C16 1 0.5172(2) -0.0441(2) 0.29363(18) 0.0432(5) Uani d . C
H16 1 0.4490 -0.0801 0.3591 0.052 Uiso calc R H
O21 1 0.42545(16) 0.39107(15) 0.15617(13) 0.0508(4) Uani d . O
C22 1 0.3121(3) 0.4679(2) 0.0800(2) 0.0570(5) Uani d . C
H22A 1 0.3547 0.5032 -0.0035 0.085 Uiso calc R H
H22B 1 0.2975 0.5560 0.1406 0.085 Uiso calc R H
H22C 1 0.2082 0.3961 0.0520 0.085 Uiso calc R H
O31 1 0.36778(16) 0.58080(13) 0.38610(14) 0.0528(4) Uani d . O
C31 1 0.1914(2) 0.37273(18) 0.46759(17) 0.0378(4) Uani d . C
C32 1 0.0757(2) 0.2354(2) 0.4205(2) 0.0461(5) Uani d . C
H32 1 0.0781 0.1792 0.3333 0.055 Uiso calc R H
C33 1 -0.0435(3) 0.1824(2) 0.5040(2) 0.0573(6) Uani d . C
H33 1 -0.1228 0.0917 0.4719 0.069 Uiso calc R H
C34 1 -0.0447(3) 0.2639(2) 0.6345(2) 0.0597(6) Uani d . C
H34 1 -0.1234 0.2265 0.6912 0.072 Uiso calc R H
C35 1 0.0698(3) 0.4003(3) 0.6816(2) 0.0574(6) Uani d . C
H35 1 0.0686 0.4546 0.7699 0.069 Uiso calc R H
C36 1 0.1864(2) 0.4563(2) 0.59722(19) 0.0468(5) Uani d . C
H36 1 0.2616 0.5501 0.6275 0.056 Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_publ_flag
C2 C1 C11 129.60(10) y
C1 C2 O21 121.1(2) y
C1 C2 C3 121.00(10) y
O21 C2 C3 116.70(10) y
O31 C3 C31 121.3(2) y
O31 C3 C2 118.90(10) y
C31 C3 C2 119.80(10) y
C16 C11 C12 117.7(2) y
C16 C11 C1 119.80(10) y
C12 C11 C1 122.5(2) y
C13 C12 C11 118.9(2) y
C12 C13 C14 123.7(2) y
C12 C13 N13 117.8(2) y
C14 C13 N13 118.5(2) y
O13' N13 O13" 124.0(2) y
O13' N13 C13 117.9(2) y
O13" N13 C13 118.1(2) y
C13 C14 C15 117.6(2) y
C14 C15 C16 120.1(2) y
C15 C16 C11 122.1(2) y
C2 O21 C22 116.20(10) y
C36 C31 C32 119.9(2) y
C36 C31 C3 118.10(10) y
C32 C31 C3 121.9(2) y
C33 C32 C31 119.7(2) y
C34 C33 C32 120.1(2) y
C35 C34 C33 120.4(2) y
C34 C35 C36 119.9(2) y
C35 C36 C31 120.0(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.331(3) y
C1 C11 1.463(2) y
C2 O21 1.366(2) y
C2 C3 1.499(2) y
C3 O31 1.215(2) y
C3 C31 1.491(2) y
C11 C16 1.394(2) y
C11 C12 1.401(2) y
C12 C13 1.374(2) y
C13 C14 1.375(3) y
C13 N13 1.476(2) y
N13 O13' 1.223(2) y
N13 O13" 1.222(2) y
C14 C15 1.384(3) y
C15 C16 1.381(3) y
O21 C22 1.432(2) y
C31 C36 1.386(2) y
C31 C32 1.388(2) y
C32 C33 1.386(3) y
C33 C34 1.377(3) y
C34 C35 1.378(3) y
C35 C36 1.383(3) y
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
C11 C1 C2 O21 1.8(3)
C11 C1 C2 C3 -165.2(2)
C1 C2 C3 O31 134.9(2)
O21 C2 C3 O31 -32.6(2)
C1 C2 C3 C31 -43.3(2)
O21 C2 C3 C31 149.1(2)
C2 C1 C11 C16 -164.0(2)
C2 C1 C11 C12 18.6(3)
C16 C11 C12 C13 0.7(2)
C1 C11 C12 C13 178.1(2)
C11 C12 C13 C14 -0.4(3)
C11 C12 C13 N13 179.10(10)
C12 C13 N13 O13' -154.0(2)
C14 C13 N13 O13' 25.5(2)
C12 C13 N13 O13" 26.1(3)
C14 C13 N13 O13" -154.4(2)
C12 C13 C14 C15 -0.2(3)
N13 C13 C14 C15 -179.7(2)
C13 C14 C15 C16 0.6(3)
C14 C15 C16 C11 -0.3(3)
C12 C11 C16 C15 -0.3(3)
C1 C11 C16 C15 -177.8(2)
C1 C2 O21 C22 147.3(2)
C3 C2 O21 C22 -45.2(2)
O31 C3 C31 C36 -26.5(3)
C2 C3 C31 C36 151.7(2)
O31 C3 C31 C32 149.1(2)
C2 C3 C31 C32 -32.7(3)
C36 C31 C32 C33 -0.4(3)
C3 C31 C32 C33 -176.0(2)
C31 C32 C33 C34 -1.4(3)
C32 C33 C34 C35 1.5(3)
C33 C34 C35 C36 0.2(3)
C34 C35 C36 C31 -2.1(3)
C32 C31 C36 C35 2.1(3)
C3 C31 C36 C35 177.9(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186677
