#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/07/2210771.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_2210771
loop_
_publ_author_name
'Yathirajan, H. S.'
'Narayana, B.'
'Ashalatha, B.'
'Sarojini, B. K.'
'Bolte, Michael'
_publ_section_title
;
 3-(6-Methoxy-2-naphthyl)-1-(2-thienyl)prop-2-en-1-one
;
_journal_coeditor_code           SG2055
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4440
_journal_page_last               o4441
_journal_paper_doi               10.1107/S1600536806035690
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C18 H14 O2 S'
_chemical_formula_moiety         'C18 H14 O2 S'
_chemical_formula_sum            'C18 H14 O2 S'
_chemical_formula_weight         294.35
_chemical_name_systematic
;
3-(6-Methoxy-2-naphthyl)-1-(2-thienyl)prop-2-en-1-one
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.164(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.9155(3)
_cell_length_b                   10.6776(8)
_cell_length_c                   33.521(3)
_cell_measurement_reflns_used    12809
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      2.0
_cell_volume                     1399.3(2)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction        X-AREA
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       ω
_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  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            10698
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.74
_diffrn_reflns_theta_min         2.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.9697
_exptl_absorpt_correction_T_min  0.9507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(MULABS; Spek, 2003; Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.337
_refine_ls_extinction_coef       0.036(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0369
_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)+(0.0685P)²+0.1527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                2315
_reflns_number_total             2641
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sg2055.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21/c'
_cod_database_code               2210771
_cod_database_fobs_code          2210771
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
S S1 0.96148(10) 0.18994(4) 0.459951(12) 0.03735(17) Uani d . 1
O O1 1.0535(3) 0.07505(11) 0.38098(3) 0.0427(3) Uani d . 1
O O2 0.5708(3) 0.26037(11) 0.07268(3) 0.0372(3) Uani d . 1
C C1 0.8345(4) 0.32248(16) 0.48332(5) 0.0411(4) Uani d . 1
H H1 0.8539 0.3343 0.5114 0.049 Uiso calc R 1
C C2 0.7015(4) 0.40982(16) 0.45699(5) 0.0392(4) Uani d . 1
H H2 0.6193 0.4895 0.4647 0.047 Uiso calc R 1
C C3 0.7004(4) 0.36780(15) 0.41698(5) 0.0326(3) Uani d . 1
H H3 0.6148 0.4160 0.3948 0.039 Uiso calc R 1
C C4 0.8368(3) 0.24959(14) 0.41358(4) 0.0299(3) Uani d . 1
C C5 0.9002(3) 0.17519(14) 0.37781(5) 0.0312(3) Uani d . 1
C C6 0.7806(3) 0.22670(14) 0.33854(4) 0.0306(3) Uani d . 1
H H6 0.6376 0.2986 0.3373 0.037 Uiso calc R 1
C C7 0.8725(3) 0.17274(13) 0.30468(5) 0.0289(3) Uani d . 1
H H7 1.0156 0.1011 0.3077 0.035 Uiso calc R 1
C C11 0.7795(3) 0.21059(13) 0.26372(4) 0.0280(3) Uani d . 1
C C12 0.6046(3) 0.32488(13) 0.25431(4) 0.0293(3) Uani d . 1
H H12 0.5397 0.3782 0.2753 0.035 Uiso calc R 1
C C13 0.5292(3) 0.35855(13) 0.21548(4) 0.0293(3) Uani d . 1
H H13 0.4161 0.4358 0.2100 0.035 Uiso calc R 1
C C14 0.6160(3) 0.28061(13) 0.18313(4) 0.0272(3) Uani d . 1
C C15 0.7860(3) 0.16540(13) 0.19236(4) 0.0276(3) Uani d . 1
C C16 0.8657(3) 0.13393(13) 0.23266(4) 0.0284(3) Uani d . 1
H H16 0.9824 0.0576 0.2386 0.034 Uiso calc R 1
C C17 0.5392(3) 0.31563(13) 0.14296(5) 0.0294(3) Uani d . 1
H H17 0.4259 0.3925 0.1369 0.035 Uiso calc R 1
C C18 0.6300(3) 0.23738(14) 0.11270(4) 0.0300(3) Uani d . 1
C C19 0.8007(3) 0.12286(14) 0.12139(5) 0.0325(3) Uani d . 1
H H19 0.8642 0.0703 0.1002 0.039 Uiso calc R 1
C C20 0.8744(3) 0.08758(14) 0.15999(5) 0.0314(3) Uani d . 1
H H20 0.9864 0.0100 0.1654 0.038 Uiso calc R 1
C C21 0.4147(4) 0.37813(16) 0.06171(5) 0.0378(4) Uani d . 1
H H21A 0.1850 0.3820 0.0719 0.057 Uiso calc R 1
H H21B 0.3986 0.3860 0.0325 0.057 Uiso calc R 1
H H21C 0.5540 0.4467 0.0732 0.057 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C1 S1 C4 91.86(8)
C18 O2 C21 116.96(11)
C2 C1 S1 112.33(13)
C2 C1 H1 123.8
S1 C1 H1 123.8
C1 C2 C3 112.15(15)
C1 C2 H2 123.9
C3 C2 H2 123.9
C4 C3 C2 112.86(14)
C4 C3 H3 123.6
C2 C3 H3 123.6
C3 C4 C5 130.24(13)
C3 C4 S1 110.81(11)
C5 C4 S1 118.88(11)
O1 C5 C4 120.22(14)
O1 C5 C6 122.02(14)
C4 C5 C6 117.74(13)
C7 C6 C5 120.51(14)
C7 C6 H6 119.7
C5 C6 H6 119.7
C6 C7 C11 127.87(13)
C6 C7 H7 116.1
C11 C7 H7 116.1
C16 C11 C12 118.35(14)
C16 C11 C7 119.14(13)
C12 C11 C7 122.51(13)
C13 C12 C11 120.77(13)
C13 C12 H12 119.6
C11 C12 H12 119.6
C12 C13 C14 121.58(13)
C12 C13 H13 119.2
C14 C13 H13 119.2
C17 C14 C13 121.59(13)
C17 C14 C15 120.49(13)
C13 C14 C15 117.91(13)
C16 C15 C20 122.72(13)
C16 C15 C14 119.32(13)
C20 C15 C14 117.95(13)
C11 C16 C15 122.05(13)
C11 C16 H16 119.0
C15 C16 H16 119.0
C18 C17 C14 119.45(13)
C18 C17 H17 120.3
C14 C17 H17 120.3
O2 C18 C17 125.19(14)
O2 C18 C19 114.10(13)
C17 C18 C19 120.71(14)
C20 C19 C18 120.45(13)
C20 C19 H19 119.8
C18 C19 H19 119.8
C19 C20 C15 120.94(13)
C19 C20 H20 119.5
C15 C20 H20 119.5
O2 C21 H21A 109.5
O2 C21 H21B 109.5
H21A C21 H21B 109.5
O2 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.7050(18)
S1 C4 1.7253(15)
O1 C5 1.2279(18)
O2 C18 1.3710(18)
O2 C21 1.4371(19)
C1 C2 1.367(2)
C1 H1 0.9500
C2 C3 1.414(2)
C2 H2 0.9500
C3 C4 1.378(2)
C3 H3 0.9500
C4 C5 1.471(2)
C5 C6 1.478(2)
C6 C7 1.340(2)
C6 H6 0.9500
C7 C11 1.458(2)
C7 H7 0.9500
C11 C16 1.381(2)
C11 C12 1.426(2)
C12 C13 1.367(2)
C12 H12 0.9500
C13 C14 1.423(2)
C13 H13 0.9500
C14 C17 1.414(2)
C14 C15 1.425(2)
C15 C16 1.410(2)
C15 C20 1.424(2)
C16 H16 0.9500
C17 C18 1.376(2)
C17 H17 0.9500
C18 C19 1.416(2)
C19 C20 1.363(2)
C19 H19 0.9500
C20 H20 0.9500
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
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
C4 S1 C1 C2 -0.03(13)
S1 C1 C2 C3 0.44(18)
C1 C2 C3 C4 -0.74(19)
C2 C3 C4 C5 -176.26(14)
C2 C3 C4 S1 0.71(16)
C1 S1 C4 C3 -0.39(12)
C1 S1 C4 C5 176.97(12)
C3 C4 C5 O1 173.44(14)
S1 C4 C5 O1 -3.33(19)
C3 C4 C5 C6 -5.2(2)
S1 C4 C5 C6 178.04(10)
O1 C5 C6 C7 -8.2(2)
C4 C5 C6 C7 170.45(13)
C5 C6 C7 C11 -179.96(13)
C6 C7 C11 C16 -172.17(14)
C6 C7 C11 C12 8.4(2)
C16 C11 C12 C13 -1.0(2)
C7 C11 C12 C13 178.39(12)
C11 C12 C13 C14 1.1(2)
C12 C13 C14 C17 -179.76(12)
C12 C13 C14 C15 -0.11(19)
C17 C14 C15 C16 178.73(12)
C13 C14 C15 C16 -0.92(19)
C17 C14 C15 C20 -0.07(19)
C13 C14 C15 C20 -179.72(12)
C12 C11 C16 C15 0.0(2)
C7 C11 C16 C15 -179.48(11)
C20 C15 C16 C11 179.73(12)
C14 C15 C16 C11 1.0(2)
C13 C14 C17 C18 179.66(12)
C15 C14 C17 C18 0.0(2)
C21 O2 C18 C17 2.8(2)
C21 O2 C18 C19 -176.79(12)
C14 C17 C18 O2 -179.92(12)
C14 C17 C18 C19 -0.3(2)
O2 C18 C19 C20 -179.63(12)
C17 C18 C19 C20 0.8(2)
C18 C19 C20 C15 -0.8(2)
C16 C15 C20 C19 -178.28(13)
C14 C15 C20 C19 0.5(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655072
