data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'B. Ramachary Dhevalapally'
_publ_contact_author_email       RAMSC@UOHYD.ERNET.IN

_publ_section_title              
;
Combining multi-catalysis and multi-component system
for the development of one-pot asymmetric bio-mimetic reactions:
stereo-selective synthesis of highly functionalized
bicyclo[4.4.0]decane-1,6-diones
;
loop_
_publ_author_name
'B. Ramachary Dhevalapally'
'Rajasekar Sakthidevi'

# Attachment 'dbr41_m.cif'

data_dbr41_m
_database_code_depnum_ccdc_archive 'CCDC 684132'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H16 O2'
_chemical_formula_weight         180.24

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1) '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.2451(7)
_cell_length_b                   7.3525(7)
_cell_length_c                   9.3666(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.255(2)
_cell_angle_gamma                90.00
_cell_volume                     498.15(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2988
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      25.75

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             196
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9653
_exptl_absorpt_correction_T_max  0.9872
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5101
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         25.85
_reflns_number_total             1037
_reflns_number_gt                961
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+0.0374P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_chemical_absolute_configuration syn
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_number_reflns         1037
_refine_ls_number_parameters     119
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1017
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.4626(3) 0.6293(3) 0.6866(2) 0.0461(5) Uani 1 1 d . . .
C2 C 0.3924(3) 0.4389(4) 0.6686(3) 0.0577(6) Uani 1 1 d . . .
H2A H 0.3927 0.3797 0.7611 0.069 Uiso 1 1 calc R . .
H2B H 0.4732 0.3709 0.6090 0.069 Uiso 1 1 calc R . .
C3 C 0.1976(3) 0.4399(4) 0.5998(3) 0.0641(7) Uani 1 1 d . . .
H3A H 0.1998 0.4859 0.5029 0.077 Uiso 1 1 calc R . .
H3B H 0.1499 0.3166 0.5954 0.077 Uiso 1 1 calc R . .
C4 C 0.0723(3) 0.5573(4) 0.6844(3) 0.0555(6) Uani 1 1 d . . .
H4A H 0.0617 0.5041 0.7784 0.067 Uiso 1 1 calc R . .
H4B H -0.0500 0.5591 0.6367 0.067 Uiso 1 1 calc R . .
C5 C 0.0112(3) 0.8632(4) 0.7897(2) 0.0554(6) Uani 1 1 d . . .
H5A H 0.0410 0.9912 0.7811 0.066 Uiso 1 1 calc R . .
H5B H -0.1149 0.8458 0.7516 0.066 Uiso 1 1 calc R . .
C6 C 0.0243(3) 0.8108(3) 0.9439(3) 0.0535(6) Uani 1 1 d . . .
C7 C 0.2153(3) 0.8091(4) 1.0133(2) 0.0574(6) Uani 1 1 d . . .
H7A H 0.2121 0.7534 1.1070 0.069 Uiso 1 1 calc R . .
H7B H 0.2580 0.9333 1.0265 0.069 Uiso 1 1 calc R . .
C8 C 0.3519(3) 0.7052(3) 0.9252(2) 0.0470(5) Uani 1 1 d . . .
H8A H 0.3257 0.5761 0.9309 0.056 Uiso 1 1 calc R . .
H8B H 0.4761 0.7251 0.9664 0.056 Uiso 1 1 calc R . .
C9 C 0.3437(3) 0.7632(3) 0.7662(2) 0.0416(5) Uani 1 1 d . . .
C10 C 0.1421(3) 0.7512(3) 0.7015(2) 0.0446(5) Uani 1 1 d . . .
H10 H 0.1402 0.8053 0.6058 0.053 Uiso 1 1 calc R . .
C11 C 0.4205(4) 0.9553(4) 0.7518(3) 0.0592(6) Uani 1 1 d . . .
H11A H 0.5459 0.9588 0.7906 0.089 Uiso 1 1 calc R . .
H11B H 0.3470 1.0389 0.8030 0.089 Uiso 1 1 calc R . .
H11C H 0.4168 0.9888 0.6526 0.089 Uiso 1 1 calc R . .
O1 O 0.6049(2) 0.6759(3) 0.6367(2) 0.0705(6) Uani 1 1 d . . .
O2 O -0.1109(2) 0.7740(3) 1.0091(2) 0.0753(6) Uani 1 1 d . . .

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
C1 0.0400(11) 0.0536(14) 0.0446(11) 0.0004(11) -0.0003(9) 0.0024(10)
C2 0.0563(14) 0.0529(14) 0.0645(14) -0.0104(12) 0.0089(11) 0.0036(12)
C3 0.0646(15) 0.0594(16) 0.0681(15) -0.0214(13) 0.0016(12) -0.0080(13)
C4 0.0404(12) 0.0650(17) 0.0605(13) -0.0083(13) -0.0029(10) -0.0078(11)
C5 0.0422(12) 0.0605(15) 0.0633(14) -0.0005(13) 0.0004(10) 0.0093(11)
C6 0.0536(13) 0.0473(14) 0.0612(14) -0.0135(12) 0.0155(11) 0.0032(11)
C7 0.0631(14) 0.0670(17) 0.0421(11) -0.0046(11) 0.0040(10) 0.0018(13)
C8 0.0470(11) 0.0503(13) 0.0430(11) 0.0007(9) -0.0035(9) 0.0014(10)
C9 0.0391(10) 0.0416(12) 0.0440(11) 0.0014(9) 0.0014(8) -0.0023(9)
C10 0.0415(11) 0.0508(13) 0.0411(10) 0.0033(10) -0.0001(8) 0.0048(10)
C11 0.0613(15) 0.0466(14) 0.0701(15) -0.0005(12) 0.0075(12) -0.0083(12)
O1 0.0469(9) 0.0826(14) 0.0839(12) -0.0056(11) 0.0187(8) -0.0053(9)
O2 0.0651(11) 0.0840(16) 0.0798(12) -0.0129(11) 0.0297(10) -0.0030(11)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 O1 1.205(3) . ?
C1 C2 1.495(4) . ?
C1 C9 1.530(3) . ?
C2 C3 1.518(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.509(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C10 1.517(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.493(3) . ?
C5 C10 1.533(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O2 1.214(3) . ?
C6 C7 1.495(3) . ?
C7 C8 1.528(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.547(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C11 1.526(3) . ?
C9 C10 1.552(3) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
O1 C1 C2 121.0(2) . . ?
O1 C1 C9 121.6(2) . . ?
C2 C1 C9 117.41(19) . . ?
C1 C2 C3 110.2(2) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C2 110.6(2) . . ?
C4 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C10 112.7(2) . . ?
C3 C4 H4A 109.0 . . ?
C10 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C10 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C10 112.0(2) . . ?
C6 C5 H5A 109.2 . . ?
C10 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C10 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
O2 C6 C5 122.4(2) . . ?
O2 C6 C7 122.2(2) . . ?
C5 C6 C7 115.4(2) . . ?
C6 C7 C8 112.39(19) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
C7 C8 C9 113.05(19) . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C11 C9 C1 109.51(18) . . ?
C11 C9 C8 110.2(2) . . ?
C1 C9 C8 107.47(18) . . ?
C11 C9 C10 110.96(19) . . ?
C1 C9 C10 108.43(17) . . ?
C8 C9 C10 110.15(16) . . ?
C4 C10 C5 110.42(19) . . ?
C4 C10 C9 113.28(18) . . ?
C5 C10 C9 110.85(17) . . ?
C4 C10 H10 107.3 . . ?
C5 C10 H10 107.3 . . ?
C9 C10 H10 107.3 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.85
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.037