#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/54/2235483.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_2235483
loop_
_publ_author_name
'Manikandan, N.'
'Murugavel, S.'
'Kannan, D.'
'Bakthadoss, M.'
_publ_section_title
;
 2-Formyl-6-methoxyphenyl cinnamate
;
_journal_coeditor_code           HB6858
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2167
_journal_paper_doi               10.1107/S160053681202747X
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C17 H14 O4'
_chemical_formula_moiety         'C17 H14 O4'
_chemical_formula_sum            'C17 H14 O4'
_chemical_formula_weight         282.28
_chemical_name_systematic
;
2-Formyl-6-methoxyphenyl cinnamate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.7908(7)
_cell_length_b                   10.4672(5)
_cell_length_c                   25.8714(17)
_cell_measurement_reflns_used    2879
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.986
_cell_measurement_theta_min      0.979
_cell_volume                     2922.2(3)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT and XPREP (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia (1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '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  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            14344
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.03
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.117
_refine_ls_extinction_coef       0.0020(5)
_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   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2665
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0446P)²+0.7231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                1909
_reflns_number_total             2665
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6858.cif
_cod_data_source_block           I
_cod_database_code               2235483
_cod_database_fobs_code          2235483
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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_symmetry_multiplicity
C C1 0.62871(15) -0.06915(15) 0.54858(6) 0.0487(4) Uani d . 1 1
C C2 0.54050(16) -0.15242(16) 0.56771(7) 0.0552(4) Uani d . 1 1
C C3 0.48566(18) -0.23727(18) 0.53357(8) 0.0686(5) Uani d . 1 1
H H3 0.4252 -0.2935 0.5453 0.082 Uiso calc R 1 1
C C4 0.5205(2) -0.2388(2) 0.48191(8) 0.0732(6) Uani d . 1 1
H H4 0.4827 -0.2959 0.4593 0.088 Uiso calc R 1 1
C C5 0.60927(19) -0.15776(18) 0.46393(7) 0.0649(5) Uani d . 1 1
H H5 0.6326 -0.1603 0.4293 0.078 Uiso calc R 1 1
C C6 0.66465(16) -0.07149(16) 0.49726(7) 0.0532(4) Uani d . 1 1
C C7 0.7586(2) 0.0175(2) 0.47767(8) 0.0702(5) Uani d . 1 1
H H7 0.7865 0.0813 0.4998 0.084 Uiso calc R 1 1
C C8 0.76334(15) -0.01222(16) 0.61648(6) 0.0459(4) Uani d . 1 1
C C9 0.78497(15) 0.08922(16) 0.65399(6) 0.0491(4) Uani d . 1 1
H H9 0.7521 0.1700 0.6480 0.059 Uiso calc R 1 1
C C10 0.85036(15) 0.06857(17) 0.69633(6) 0.0509(4) Uani d . 1 1
H H10 0.8863 -0.0119 0.6993 0.061 Uiso calc R 1 1
C C11 0.87318(14) 0.15626(16) 0.73902(6) 0.0484(4) Uani d . 1 1
C C12 0.82650(17) 0.28000(17) 0.73974(6) 0.0595(5) Uani d . 1 1
H H12 0.7812 0.3101 0.7117 0.071 Uiso calc R 1 1
C C13 0.84677(18) 0.35820(19) 0.78160(7) 0.0663(5) Uani d . 1 1
H H13 0.8149 0.4407 0.7816 0.080 Uiso calc R 1 1
C C14 0.91335(17) 0.3161(2) 0.82338(7) 0.0667(5) Uani d . 1 1
H H14 0.9258 0.3694 0.8517 0.080 Uiso calc R 1 1
C C15 0.96137(18) 0.1953(2) 0.82313(7) 0.0703(6) Uani d . 1 1
H H15 1.0074 0.1665 0.8512 0.084 Uiso calc R 1 1
C C16 0.94166(17) 0.11608(19) 0.78136(6) 0.0619(5) Uani d . 1 1
H H16 0.9749 0.0341 0.7816 0.074 Uiso calc R 1 1
C C17 0.41618(19) -0.2177(2) 0.63873(9) 0.0923(7) Uani d . 1 1
H H17A 0.3401 -0.1947 0.6219 0.138 Uiso calc R 1 1
H H17B 0.4085 -0.2032 0.6752 0.138 Uiso calc R 1 1
H H17C 0.4336 -0.3063 0.6325 0.138 Uiso calc R 1 1
O O1 0.80202(17) 0.01350(16) 0.43495(6) 0.0987(5) Uani d . 1 1
O O2 0.67581(11) 0.02494(10) 0.58150(4) 0.0542(3) Uani d . 1 1
O O3 0.81108(12) -0.11529(12) 0.61497(5) 0.0630(4) Uani d . 1 1
O O4 0.51428(13) -0.14196(13) 0.61881(5) 0.0731(4) Uani d . 1 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'
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
C2 C1 C6 121.71(15)
C2 C1 O2 118.45(15)
C6 C1 O2 119.70(15)
O4 C2 C1 116.23(15)
O4 C2 C3 125.74(18)
C1 C2 C3 118.03(17)
C2 C3 C4 120.37(19)
C2 C3 H3 119.8
C4 C3 H3 119.8
C5 C4 C3 120.80(18)
C5 C4 H4 119.6
C3 C4 H4 119.6
C4 C5 C6 119.83(18)
C4 C5 H5 120.1
C6 C5 H5 120.1
C1 C6 C5 119.24(18)
C1 C6 C7 120.93(16)
C5 C6 C7 119.82(17)
O1 C7 C6 124.4(2)
O1 C7 H7 117.8
C6 C7 H7 117.8
O3 C8 O2 122.24(14)
O3 C8 C9 127.58(15)
O2 C8 C9 110.17(14)
C10 C9 C8 121.24(16)
C10 C9 H9 119.4
C8 C9 H9 119.4
C9 C10 C11 128.01(16)
C9 C10 H10 116.0
C11 C10 H10 116.0
C16 C11 C12 117.72(15)
C16 C11 C10 119.85(16)
C12 C11 C10 122.41(15)
C13 C12 C11 120.51(17)
C13 C12 H12 119.7
C11 C12 H12 119.7
C14 C13 C12 120.87(19)
C14 C13 H13 119.6
C12 C13 H13 119.6
C15 C14 C13 119.51(18)
C15 C14 H14 120.2
C13 C14 H14 120.2
C14 C15 C16 120.12(18)
C14 C15 H15 119.9
C16 C15 H15 119.9
C15 C16 C11 121.26(18)
C15 C16 H16 119.4
C11 C16 H16 119.4
O4 C17 H17A 109.5
O4 C17 H17B 109.5
H17A C17 H17B 109.5
O4 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C8 O2 C1 117.06(12)
C2 O4 C17 117.68(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.382(2)
C1 C6 1.383(2)
C1 O2 1.3978(19)
C2 O4 1.356(2)
C2 C3 1.385(2)
C3 C4 1.389(3)
C3 H3 0.9300
C4 C5 1.361(3)
C4 H4 0.9300
C5 C6 1.384(2)
C5 H5 0.9300
C6 C7 1.468(3)
C7 O1 1.201(2)
C7 H7 0.9300
C8 O3 1.1961(19)
C8 O2 1.3646(18)
C8 C9 1.457(2)
C9 C10 1.321(2)
C9 H9 0.9300
C10 C11 1.457(2)
C10 H10 0.9300
C11 C16 1.387(2)
C11 C12 1.390(2)
C12 C13 1.375(2)
C12 H12 0.9300
C13 C14 1.371(3)
C13 H13 0.9300
C14 C15 1.366(3)
C14 H14 0.9300
C15 C16 1.379(3)
C15 H15 0.9300
C16 H16 0.9300
C17 O4 1.419(2)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
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
C9 H9 O3 8_765 0.93 2.50 3.415(2) 168
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
C6 C1 C2 O4 179.15(15)
O2 C1 C2 O4 -5.3(2)
C6 C1 C2 C3 -1.7(2)
O2 C1 C2 C3 173.89(14)
O4 C2 C3 C4 179.98(17)
C1 C2 C3 C4 0.9(3)
C2 C3 C4 C5 0.3(3)
C3 C4 C5 C6 -0.8(3)
C2 C1 C6 C5 1.2(2)
O2 C1 C6 C5 -174.30(14)
C2 C1 C6 C7 -179.88(16)
O2 C1 C6 C7 4.6(2)
C4 C5 C6 C1 0.0(3)
C4 C5 C6 C7 -178.85(17)
C1 C6 C7 O1 173.14(19)
C5 C6 C7 O1 -8.0(3)
O3 C8 C9 C10 -10.2(3)
O2 C8 C9 C10 168.89(15)
C8 C9 C10 C11 -175.41(15)
C9 C10 C11 C16 178.04(17)
C9 C10 C11 C12 -0.6(3)
C16 C11 C12 C13 -0.9(3)
C10 C11 C12 C13 177.80(17)
C11 C12 C13 C14 0.1(3)
C12 C13 C14 C15 0.8(3)
C13 C14 C15 C16 -0.7(3)
C14 C15 C16 C11 -0.1(3)
C12 C11 C16 C15 0.9(3)
C10 C11 C16 C15 -177.80(17)
O3 C8 O2 C1 10.1(2)
C9 C8 O2 C1 -169.00(14)
C2 C1 O2 C8 78.41(18)
C6 C1 O2 C8 -105.90(17)
C1 C2 O4 C17 174.31(16)
C3 C2 O4 C17 -4.8(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4855127
