An expedient, stereoselective synthesis of highly functionalized cyclic compounds
Ewa Krawczyk; Krzysztof Owsianik; Aleksandra Skowrońska; Michał Wieczorek; Wiesław Majzner; New J. Chem. 26 (2002) 1753–1767; doi:10.1039/b207700k

data_7051004
_publ_section_title
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 An expedient, stereoselective synthesis of highly functionalized
 cyclic compounds
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_journal_issue                   12
_journal_name_full               'New J. Chem.'
_journal_page_first              1753
_journal_page_last               1767
_journal_paper_doi               10.1039/b207700k
_journal_volume                  26
_journal_year                    2002
_chemical_formula_moiety         'C19 H27 O6 P S'
_chemical_formula_sum            'C19 H27 O6 P S'
_chemical_formula_weight         414.44
_chemical_name_common
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Ethyl 1-[(diethoxyphosphoryl)sulfanyl]-5-
phenyl-2-oxocyclohexanecarboxylate 
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 106.53(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.797(12)
_cell_length_b                   10.521(4)
_cell_length_c                   23.330(12)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.67
_cell_measurement_theta_min      21.86
_cell_volume                     4188(4)
_computing_cell_refinement
;
Enraf--Nonius CAD-4 (Schagen, Straver, van Meurs & Williams, 1989)
;
_computing_data_collection
;
Enraf--Nonius CAD-4 (Schagen, Straver, van Meurs & Williams, 1989)
;
_computing_data_reduction
;
Enraf--Nonius SDP (Frenz, 1986; North, Phillips & Mathews, 1968)
;
_computing_molecular_graphics
;
SHELXTL-Plus - XP (Sheldrick, 1991)
;
_computing_publication_material
;
CSU (Vickovic, 1988)
;
_computing_structure_refinement
;
SHELXL-93 (Sheldrick, 1993)
;
_computing_structure_solution
;
SHELXS-86 (Sheldrick, 1990)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8572
_diffrn_reflns_theta_max         75.60
_diffrn_reflns_theta_min         3.95
_diffrn_standards_decay_%        3.5
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.369
_exptl_absorpt_correction_T_max  0.9994
_exptl_absorpt_correction_T_min  0.8439
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
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(\y scans; North, Phillips, Mathews, 1968; Frenz, 1986)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       'monoclinic prism'
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.88
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.00099(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.093
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4109
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.250
_refine_ls_restrained_S_obs      1.099
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          -0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0647P)^2^+2.7789P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1710
_refine_ls_wR_factor_ref         0.1358
_reflns_number_gt                3553
_reflns_number_total             4315
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207700k.txt
_cod_data_source_block           Compound9d
_cod_depositor_comments
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The following automatic conversions were performed:
data name '_geom_bond_atom_site_label_D' replaced with
'_geom_hbond_atom_site_label_D' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_atom_site_label_H' replaced with
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'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_atom_site_label_a' replaced with
'_geom_hbond_atom_site_label_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_distance_DH' replaced with '_geom_hbond_distance_DH'
as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_HA' replaced with
'_geom_hbond_distance_HA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_DA' replaced with
'_geom_hbond_distance_DA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_angle_DHA' replaced with '_geom_hbond_angle_DHA' as
specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_site_symmetry_A' replaced with
'_geom_hbond_site_symmetry_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
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_cod_original_cell_volume        4188.0(38)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7051004