In situ intramolecular catalytic 1,2-addition of allenoates to cyclic ketones towards polycyclic allenoates.
Heinrich, Clément F; Miesch, Michel; Miesch, Laurence; Organic & biomolecular chemistry 13 (2015) 2153–2156; doi:10.1039/c4ob02451f

data_7154244
_publ_section_title
;
 In situ intramolecular catalytic 1,2-addition of allenoates to cyclic
 ketones towards polycyclic allenoates.
;
_journal_issue                   7
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2153
_journal_page_last               2156
_journal_paper_doi               10.1039/c4ob02451f
_journal_volume                  13
_journal_year                    2015
_chemical_formula_moiety         'C15 H22 O3'
_chemical_formula_sum            'C15 H22 O3'
_chemical_formula_weight         250.34
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_block_doi                 10.5517/cc93fzs
_audit_creation_date             22-05-00
_audit_update_record
;
2005-05-09 deposited with the CCDC.
2014-12-09 downloaded from the CCDC.
;
_cell_angle_alpha                81.436(5)
_cell_angle_beta                 87.887(5)
_cell_angle_gamma                69.366(5)
_cell_formula_units_Z            4
_cell_length_a                   10.7927(7)
_cell_length_b                   11.6842(8)
_cell_length_c                   12.384(1)
_cell_measurement_reflns_used    9351
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      1.4
_cell_volume                     1444.99(19)
_computing_publication_material  CIFGEN_IN_OpenMoleN_(_1997)
_computing_structure_refinement  LSFM_OpenMoleN_(_1997)
_computing_structure_solution    Direct_methods_(SIR,_Burla_et_al.,_1989)
_diffrn_ambient_temperature      173
_diffrn_measurement_details
;
9351 reflections were collected using program Collect
("Collect" Data collection software, Nonius B.V., 1998)
The conditions were as follow : crystal to detector distance = 36. mm.
Scan angle = 2.0 deg 1 scans of 90 sec per frame.
Data collection was divided into 3 set(s)
with the following starting angles and number of frames :

Set 1 Theta = 6.40 Omega = 0.00 Kappa = 0.00 91 frames
Set 2 Theta = 4.20 Kappa = 127.00 Phi = 0.00 18 frames
Set 3 Theta = -6.40 Kappa = -172.00 Phi = 0.00 19 frames
Friedel pairs were averaged. Internal R = 0.05
;
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '\p scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_av_sigmaI/netI    0.333
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9351
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.5
_diffrn_source                   xray_tube
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.15
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   4.197
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     325
_refine_ls_number_reflns         2643
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.151
_refine_ls_R_factor_gt           0.051
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fo^2^/(\s^2^(Fo^2^) + 0.0064 Fo^4^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.239
_refine_ls_wR_factor_ref         0.070
_reflns_number_gt                2643
_reflns_number_total             6537
_reflns_threshold_expression     >3.0\s(I)
_cod_data_source_file            c4ob02451f2.cif
_cod_data_source_block           st627
_cod_depositor_comments
;Adding full bibliography for 7154244--7154246.cif.

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '4Fo^2^/(\s^2^(Fo^2^) + 0.0064
Fo^4^)' was changed to 'calc'. New tag '_refine_ls_weighting_details'
was created. The value of the new tag was set to 'w =
4Fo^2^/(\s^2^(Fo^2^) + 0.0064 Fo^4^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1445.0(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7154244