#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/25/7052569.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7052569
loop_
_publ_author_name
'Adak, Laksmikanta'
'Bhadra, Sukalyan'
'Chattopadhyay, Kalicharan'
'Ranu, Brindaban C.'
_publ_section_title
;
 Amphiphilic allylation of activated alkenes by allyl acetates and
 allylstannanes catalyzed by palladium nanoparticles: an easy access to
 stereodefined substituted cyclohexene derivatives
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              430
_journal_paper_doi               10.1039/c0nj00624f
_journal_volume                  35
_journal_year                    2011
_chemical_formula_moiety         'C14 H12 N2 O2 S'
_chemical_formula_sum            'C14 H12 N2 O2 S'
_chemical_formula_weight         272.32
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.07(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.031(8)
_cell_length_b                   7.178(6)
_cell_length_c                   21.954(18)
_cell_measurement_reflns_used    13038
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      1.9
_cell_volume                     1421(2)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SMART 3'
_computing_molecular_graphics    'BRUKER SHELXLTL'
_computing_publication_material  'BRUKER SHELXLTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'PHI-OMEGA SCAN'
_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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13038
_diffrn_reflns_theta_full        25.30
_diffrn_reflns_theta_max         25.30
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.9668
_exptl_absorpt_correction_T_min  0.9604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            gray
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.541
_refine_diff_density_min         -1.033
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.644
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2561
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.644
_refine_ls_R_factor_all          0.1480
_refine_ls_R_factor_gt           0.1208
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3785
_refine_ls_wR_factor_ref         0.4144
_reflns_number_gt                1743
_reflns_number_total             2561
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0NJ00624F.TXT
_cod_data_source_block           3b
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7052569
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.0648(3) -0.0592(4) 0.27440(11) 0.1272(12) Uani 1 1 d . . .
C12 C -0.2292(4) 0.0332(5) 0.36753(16) 0.0277(9) Uani 1 1 d . . .
H12 H -0.2648 0.0757 0.4040 0.033 Uiso 1 1 calc R . .
N2 N 0.0323(6) -0.2379(7) 0.4736(2) 0.0733(15) Uani 1 1 d . . .
O1 O 0.5611(4) 0.2747(6) 0.48553(18) 0.0727(13) Uani 1 1 d . . .
O2 O 0.5730(4) 0.4427(5) 0.40015(19) 0.0721(12) Uani 1 1 d . . .
C7 C 0.1768(5) -0.0087(7) 0.4045(2) 0.0487(12) Uani 1 1 d . . .
C11 C -0.0674(5) 0.0453(8) 0.3417(2) 0.0571(14) Uani 1 1 d . . .
C6 C 0.0652(5) 0.1340(7) 0.3750(2) 0.0506(12) Uani 1 1 d . . .
C8 C 0.2967(5) 0.0957(7) 0.4455(2) 0.0507(13) Uani 1 1 d . . .
H8A H 0.2518 0.1444 0.4814 0.061 Uiso 1 1 calc R . .
H8B H 0.3743 0.0093 0.4589 0.061 Uiso 1 1 calc R . .
C4 C 0.2954(6) 0.3269(7) 0.3607(2) 0.0576(14) Uani 1 1 d . . .
H4 H 0.3438 0.4221 0.3410 0.069 Uiso 1 1 calc R . .
N1 N 0.3085(6) -0.1969(7) 0.3209(3) 0.0812(16) Uani 1 1 d . . .
C3 C 0.3628(5) 0.2538(7) 0.4106(2) 0.0504(12) Uani 1 1 d . . .
C5 C 0.1461(6) 0.2658(8) 0.3341(2) 0.0620(14) Uani 1 1 d . . .
H5A H 0.1593 0.2048 0.2953 0.074 Uiso 1 1 calc R . .
H5B H 0.0850 0.3752 0.3262 0.074 Uiso 1 1 calc R . .
C9 C 0.2497(6) -0.1168(7) 0.3581(2) 0.0562(13) Uani 1 1 d . . .
C1 C 0.7117(7) 0.5252(9) 0.4229(3) 0.0812(19) Uani 1 1 d . . .
H1A H 0.7475 0.6085 0.3928 0.122 Uiso 1 1 calc R . .
H1B H 0.7835 0.4286 0.4313 0.122 Uiso 1 1 calc R . .
H1C H 0.6960 0.5930 0.4597 0.122 Uiso 1 1 calc R . .
C2 C 0.5066(6) 0.3238(7) 0.4368(2) 0.0567(13) Uani 1 1 d . . .
C13 C -0.3081(8) -0.0705(13) 0.3137(5) 0.109(3) Uani 1 1 d . . .
H13 H -0.4081 -0.1011 0.3138 0.131 Uiso 1 1 calc R . .
C14 C -0.2299(10) -0.1130(13) 0.2684(4) 0.107(3) Uani 1 1 d . . .
H14 H -0.2709 -0.1729 0.2339 0.129 Uiso 1 1 calc R . .
C10 C 0.0958(5) -0.1408(7) 0.4430(2) 0.0526(13) Uani 1 1 d . . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 S1 C11 97.5(4) . . ?
C13 C12 C11 98.5(5) . . ?
C2 O2 C1 117.4(5) . . ?
C9 C7 C10 108.1(4) . . ?
C9 C7 C6 111.4(4) . . ?
C10 C7 C6 109.2(4) . . ?
C9 C7 C8 109.4(4) . . ?
C10 C7 C8 108.9(4) . . ?
C6 C7 C8 109.8(4) . . ?
C6 C11 C12 124.7(4) . . ?
C6 C11 S1 124.9(4) . . ?
C12 C11 S1 110.4(3) . . ?
C11 C6 C5 111.8(4) . . ?
C11 C6 C7 113.8(4) . . ?
C5 C6 C7 109.6(4) . . ?
C3 C8 C7 110.4(3) . . ?
C3 C4 C5 124.4(4) . . ?
C4 C3 C2 122.6(4) . . ?
C4 C3 C8 122.5(4) . . ?
C2 C3 C8 114.9(4) . . ?
C4 C5 C6 113.7(4) . . ?
N1 C9 C7 178.0(5) . . ?
O1 C2 O2 123.0(5) . . ?
O1 C2 C3 123.6(4) . . ?
O2 C2 C3 113.3(4) . . ?
C14 C13 C12 117.2(6) . . ?
C13 C14 S1 116.3(6) . . ?
N2 C10 C7 178.0(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C14 1.540(9) . ?
S1 C11 1.659(6) . ?
C12 C13 1.539(11) . ?
C12 C11 1.597(6) . ?
N2 C10 1.144(6) . ?
O1 C2 1.206(6) . ?
O2 C2 1.337(6) . ?
O2 C1 1.451(7) . ?
C7 C9 1.464(7) . ?
C7 C10 1.489(7) . ?
C7 C6 1.554(7) . ?
C7 C8 1.563(6) . ?
C11 C6 1.509(7) . ?
C6 C5 1.518(7) . ?
C8 C3 1.510(6) . ?
C4 C3 1.332(7) . ?
C4 C5 1.506(7) . ?
N1 C9 1.151(6) . ?
C3 C2 1.480(7) . ?
C13 C14 1.286(12) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26948616
