#------------------------------------------------------------------------------
#$Date: 2018-08-14 17:47:30 +0300 (Tue, 14 Aug 2018) $
#$Revision: 209683 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/28/7102878.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_7102878
loop_
_publ_author_name
'Nair, Vijay'
'Babu, Beneesh Pattoorpadi'
'Vellalath, Sreekumar'
'Suresh, Eringathodi'
_publ_section_title
;
 Stereoselective synthesis of spirocyclopentanones via N-heterocyclic
 carbene-catalyzed reactions of enals and dienones
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   6
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              747
_journal_page_last               749
_journal_paper_doi               10.1039/b715733a
_journal_year                    2008
_chemical_formula_sum            'C30 H28 O4'
_chemical_formula_weight         452.52
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 96.239(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   43.220(18)
_cell_length_b                   6.205(3)
_cell_length_c                   17.784(7)
_cell_measurement_temperature    293(2)
_cell_volume                     4741(4)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    ORTEP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI 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  0.1007
_diffrn_reflns_av_sigmaI/netI    0.1266
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11325
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9934
_exptl_absorpt_correction_T_min  0.9620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            colurless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.1775
_refine_ls_R_factor_gt           0.0966
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0726P)²+1.7574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1833
_refine_ls_wR_factor_ref         0.2157
_reflns_number_gt                2262
_reflns_number_total             4166
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b715733a.txt
_cod_data_source_block           iiipbb1m
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' 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 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7102878
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
O1 O 0.14907(7) 0.6153(5) 0.49500(18) 0.0506(10) Uani 1 1 d . . .
O2 O 0.18748(7) 0.0748(6) 0.5104(2) 0.0605(11) Uani 1 1 d . . .
O3 O 0.24218(7) 0.6471(6) 0.10088(18) 0.0514(10) Uani 1 1 d . . .
O4 O -0.01020(7) 0.3721(6) 0.3825(2) 0.0626(11) Uani 1 1 d . . .
C1 C 0.21030(9) 0.7693(7) 0.2739(3) 0.0361(12) Uani 1 1 d . . .
H1 H 0.2118 0.8804 0.3092 0.043 Uiso 1 1 calc R . .
C2 C 0.22623(9) 0.7856(8) 0.2114(3) 0.0418(13) Uani 1 1 d . . .
H2 H 0.2383 0.9071 0.2049 0.050 Uiso 1 1 calc R . .
C3 C 0.22448(10) 0.6219(8) 0.1579(3) 0.0385(12) Uani 1 1 d . . .
C4 C 0.20563(10) 0.4466(8) 0.1683(3) 0.0475(14) Uani 1 1 d . . .
H4 H 0.2037 0.3373 0.1323 0.057 Uiso 1 1 calc R . .
C5 C 0.18983(11) 0.4314(8) 0.2304(3) 0.0471(14) Uani 1 1 d . . .
H5 H 0.1773 0.3116 0.2357 0.056 Uiso 1 1 calc R . .
C6 C 0.19191(10) 0.5896(7) 0.2858(3) 0.0361(12) Uani 1 1 d . . .
C7 C 0.17680(9) 0.5796(8) 0.3552(2) 0.0370(12) Uani 1 1 d . . .
H7 H 0.1795 0.7019 0.3854 0.044 Uiso 1 1 calc R . .
C8 C 0.15971(9) 0.4249(7) 0.3827(2) 0.0344(12) Uani 1 1 d . . .
C9 C 0.15048(10) 0.2063(7) 0.3529(3) 0.0407(13) Uani 1 1 d . . .
H9A H 0.1686 0.1138 0.3530 0.049 Uiso 1 1 calc R . .
H9B H 0.1403 0.2161 0.3016 0.049 Uiso 1 1 calc R . .
C10 C 0.12773(10) 0.1165(7) 0.4069(2) 0.0372(12) Uani 1 1 d . . .
H10A H 0.1063 0.1446 0.3870 0.045 Uiso 1 1 calc R . .
H10B H 0.1305 -0.0377 0.4136 0.045 Uiso 1 1 calc R . .
C11 C 0.13591(9) 0.2349(7) 0.4818(2) 0.0305(11) Uani 1 1 d . . .
C12 C 0.14872(9) 0.4504(8) 0.4574(3) 0.0356(12) Uani 1 1 d . . .
C13 C 0.16230(10) 0.1130(7) 0.5302(3) 0.0380(12) Uani 1 1 d . . .
C14 C 0.15092(9) 0.0454(8) 0.6029(3) 0.0423(13) Uani 1 1 d . . .
H14A H 0.1590 0.1403 0.6438 0.051 Uiso 1 1 calc R . .
H14B H 0.1574 -0.1010 0.6157 0.051 Uiso 1 1 calc R . .
C15 C 0.11573(9) 0.0603(7) 0.5895(2) 0.0346(12) Uani 1 1 d . . .
H15 H 0.1080 -0.0692 0.5620 0.042 Uiso 1 1 calc R . .
C16 C 0.11036(9) 0.2537(7) 0.5355(2) 0.0326(11) Uani 1 1 d . . .
H16 H 0.1153 0.3826 0.5663 0.039 Uiso 1 1 calc R . .
C17 C 0.09911(10) 0.0788(9) 0.6602(3) 0.0428(13) Uani 1 1 d . . .
C18 C 0.10578(11) 0.2453(10) 0.7115(3) 0.0553(15) Uani 1 1 d . . .
H18 H 0.1211 0.3452 0.7034 0.066 Uiso 1 1 calc R . .
C19 C 0.08996(13) 0.2637(11) 0.7739(3) 0.0688(18) Uani 1 1 d . . .
H19 H 0.0945 0.3762 0.8079 0.083 Uiso 1 1 calc R . .
C20 C 0.06760(14) 0.1165(13) 0.7861(3) 0.073(2) Uani 1 1 d . . .
H20 H 0.0570 0.1290 0.8286 0.088 Uiso 1 1 calc R . .
C21 C 0.06054(14) -0.0495(13) 0.7365(4) 0.084(2) Uani 1 1 d . . .
H21 H 0.0452 -0.1487 0.7450 0.101 Uiso 1 1 calc R . .
C22 C 0.07645(12) -0.0677(9) 0.6740(3) 0.0590(16) Uani 1 1 d . . .
H22 H 0.0718 -0.1810 0.6404 0.071 Uiso 1 1 calc R . .
C23 C 0.07789(9) 0.2858(7) 0.4979(2) 0.0281(11) Uani 1 1 d . . .
C24 C 0.05715(10) 0.1174(8) 0.4803(3) 0.0462(14) Uani 1 1 d . . .
H24 H 0.0630 -0.0225 0.4941 0.055 Uiso 1 1 calc R . .
C25 C 0.02818(10) 0.1543(8) 0.4431(3) 0.0483(14) Uani 1 1 d . . .
H25 H 0.0146 0.0388 0.4330 0.058 Uiso 1 1 calc R . .
C26 C 0.01879(10) 0.3539(8) 0.4205(3) 0.0399(13) Uani 1 1 d . . .
C27 C 0.03837(11) 0.5243(9) 0.4382(3) 0.0540(15) Uani 1 1 d . . .
H27 H 0.0321 0.6636 0.4247 0.065 Uiso 1 1 calc R . .
C28 C 0.06756(10) 0.4881(8) 0.4765(3) 0.0479(14) Uani 1 1 d . . .
H28 H 0.0807 0.6052 0.4880 0.058 Uiso 1 1 calc R . .
C29 C 0.24033(12) 0.4898(9) 0.0428(3) 0.0598(16) Uani 1 1 d . . .
H29A H 0.2473 0.3533 0.0637 0.090 Uiso 1 1 calc R . .
H29B H 0.2533 0.5321 0.0048 0.090 Uiso 1 1 calc R . .
H29C H 0.2192 0.4774 0.0204 0.090 Uiso 1 1 calc R . .
C30 C -0.02068(12) 0.5808(10) 0.3574(3) 0.078(2) Uani 1 1 d . . .
H30A H -0.0227 0.6710 0.4004 0.117 Uiso 1 1 calc R . .
H30B H -0.0405 0.5683 0.3276 0.117 Uiso 1 1 calc R . .
H30C H -0.0059 0.6433 0.3273 0.117 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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'
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
C3 O3 C29 118.6(4) . . ?
C26 O4 C30 118.3(4) . . ?
C2 C1 C6 121.6(5) . . ?
C1 C2 C3 120.4(4) . . ?
O3 C3 C4 125.7(4) . . ?
O3 C3 C2 116.0(4) . . ?
C4 C3 C2 118.2(4) . . ?
C5 C4 C3 121.1(5) . . ?
C4 C5 C6 121.8(5) . . ?
C5 C6 C1 116.8(4) . . ?
C5 C6 C7 124.8(4) . . ?
C1 C6 C7 118.4(4) . . ?
C8 C7 C6 131.0(4) . . ?
C7 C8 C12 120.0(4) . . ?
C7 C8 C9 131.2(4) . . ?
C12 C8 C9 108.6(4) . . ?
C8 C9 C10 105.6(4) . . ?
C11 C10 C9 105.4(3) . . ?
C12 C11 C10 103.2(3) . . ?
C12 C11 C16 114.6(4) . . ?
C10 C11 C16 117.6(3) . . ?
C12 C11 C13 108.5(3) . . ?
C10 C11 C13 109.6(4) . . ?
C16 C11 C13 103.1(3) . . ?
O1 C12 C8 126.9(4) . . ?
O1 C12 C11 124.1(4) . . ?
C8 C12 C11 109.0(4) . . ?
O2 C13 C14 126.3(4) . . ?
O2 C13 C11 124.6(4) . . ?
C14 C13 C11 109.0(4) . . ?
C13 C14 C15 105.4(4) . . ?
C14 C15 C17 115.5(4) . . ?
C14 C15 C16 103.1(3) . . ?
C17 C15 C16 113.9(4) . . ?
C23 C16 C15 116.9(4) . . ?
C23 C16 C11 115.6(3) . . ?
C15 C16 C11 104.9(3) . . ?
C22 C17 C18 118.4(5) . . ?
C22 C17 C15 120.5(5) . . ?
C18 C17 C15 121.2(5) . . ?
C19 C18 C17 120.6(6) . . ?
C20 C19 C18 119.8(6) . . ?
C19 C20 C21 121.0(6) . . ?
C20 C21 C22 119.1(6) . . ?
C21 C22 C17 121.2(6) . . ?
C28 C23 C24 116.3(4) . . ?
C28 C23 C16 120.3(4) . . ?
C24 C23 C16 123.3(4) . . ?
C25 C24 C23 121.1(4) . . ?
C26 C25 C24 121.7(5) . . ?
C25 C26 O4 117.0(4) . . ?
C25 C26 C27 118.8(4) . . ?
O4 C26 C27 124.2(5) . . ?
C26 C27 C28 119.7(5) . . ?
C23 C28 C27 122.4(5) . . ?
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
O1 C12 1.222(5) . ?
O2 C13 1.203(5) . ?
O3 C3 1.344(5) . ?
O3 C29 1.418(6) . ?
O4 C26 1.362(5) . ?
O4 C30 1.427(6) . ?
C1 C2 1.373(6) . ?
C1 C6 1.398(6) . ?
C2 C3 1.389(6) . ?
C3 C4 1.384(6) . ?
C4 C5 1.364(6) . ?
C5 C6 1.388(6) . ?
C6 C7 1.458(6) . ?
C7 C8 1.336(6) . ?
C8 C12 1.467(6) . ?
C8 C9 1.495(6) . ?
C9 C10 1.551(5) . ?
C10 C11 1.529(6) . ?
C11 C12 1.529(6) . ?
C11 C16 1.541(5) . ?
C11 C13 1.549(6) . ?
C13 C14 1.493(6) . ?
C14 C15 1.517(5) . ?
C15 C17 1.519(6) . ?
C15 C16 1.538(6) . ?
C16 C23 1.501(5) . ?
C17 C22 1.378(6) . ?
C17 C18 1.387(7) . ?
C18 C19 1.371(7) . ?
C19 C20 1.364(8) . ?
C20 C21 1.369(8) . ?
C21 C22 1.374(7) . ?
C23 C28 1.373(6) . ?
C23 C24 1.390(6) . ?
C24 C25 1.371(6) . ?
C25 C26 1.351(6) . ?
C26 C27 1.369(6) . ?
C27 C28 1.385(6) . ?
