#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/40/4024024.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_4024024
loop_
_publ_author_name
'David Tejedor'
'Sara López-Tosco'
'Javier González-Platas'
'Fernando García-Tellado'
_publ_section_title
;
 Metal-Free Access to Fully Substituted Skipped Diynes.
 An Efficient Chemodifferentiating A₂BB' 4CR Manifold
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5454
_journal_page_last               5456
_journal_paper_doi               10.1021/jo070764y
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C18 H24 O6'
_chemical_formula_weight         336.37
_chemical_name_systematic
; 
dimethyl 4-tert-butyl-4-[(2,2-dimethylpropanoyl)oxy]-2,5-heptadiynedioate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.497(4)
_cell_angle_beta                 97.859(4)
_cell_angle_gamma                96.784(5)
_cell_formula_units_Z            2
_cell_length_a                   8.3168(7)
_cell_length_b                   10.6073(5)
_cell_length_c                   12.5903(5)
_cell_measurement_temperature    293(2)
_cell_volume                     990.65(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2002 (Altomare et al., 2003)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.878
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measurement_device_type  'KappaCCD Bruker-Nonius Diffractometer'
_diffrn_measurement_method       CCD
_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  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14954
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         6.41
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0585
_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)+(0.0900P)²+0.2550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1804
_reflns_number_gt                2866
_reflns_number_total             3997
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo070764ysi20070411_011501.cif
_cod_data_source_block           dt656
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4024024
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.4687(2) 0.16254(17) 0.41418(15) 0.0925(6) Uani 1 1 d . . .
O2 O 0.57240(18) 0.38288(14) 0.53690(11) 0.0669(4) Uani 1 1 d . . .
O3 O 0.9431(4) 0.8178(2) 0.3033(3) 0.1933(17) Uani 1 1 d . . .
O4 O 1.1538(2) 0.80069(16) 0.41256(17) 0.0892(5) Uani 1 1 d . . .
O5 O 0.78689(15) 0.26354(12) 0.10341(10) 0.0558(3) Uani 1 1 d . . .
O6 O 0.58184(19) 0.38427(17) 0.13333(12) 0.0771(5) Uani 1 1 d . . .
C1 C 0.5572(2) 0.27034(19) 0.43915(15) 0.0536(4) Uani 1 1 d . . .
C2 C 0.6629(2) 0.29271(19) 0.36433(16) 0.0564(4) Uani 1 1 d . . .
C3 C 0.7468(2) 0.30767(18) 0.29954(15) 0.0523(4) Uani 1 1 d . . .
C4 C 0.8632(2) 0.32882(18) 0.22744(14) 0.0511(4) Uani 1 1 d . . .
C5 C 0.9169(2) 0.47999(19) 0.26556(16) 0.0565(4) Uani 1 1 d . . .
C6 C 0.9657(3) 0.6017(2) 0.29895(18) 0.0644(5) Uani 1 1 d . . .
C7 C 1.0175(3) 0.7501(2) 0.3379(2) 0.0738(6) Uani 1 1 d . . .
C8 C 0.4728(3) 0.3711(3) 0.6192(2) 0.0902(8) Uani 1 1 d . . .
H8A H 0.3579 0.3549 0.5843 0.135 Uiso 1 1 calc R . .
H8B H 0.4999 0.4563 0.6904 0.135 Uiso 1 1 calc R . .
H8C H 0.4945 0.2944 0.6375 0.135 Uiso 1 1 calc R . .
C9 C 1.2179(4) 0.9492(3) 0.4569(4) 0.1166(11) Uani 1 1 d . . .
H9A H 1.1976 0.9782 0.3940 0.175 Uiso 1 1 calc R . .
H9B H 1.3347 0.9678 0.4872 0.175 Uiso 1 1 calc R . .
H9C H 1.1639 1.0001 0.5191 0.175 Uiso 1 1 calc R . .
C10 C 1.0136(2) 0.2558(2) 0.2390(2) 0.0682(5) Uani 1 1 d . . .
C11 C 1.0995(3) 0.3175(3) 0.3686(2) 0.0955(8) Uani 1 1 d . . .
H11A H 1.0231 0.3013 0.4145 0.143 Uiso 1 1 calc R . .
H11B H 1.1374 0.4164 0.3962 0.143 Uiso 1 1 calc R . .
H11C H 1.1921 0.2736 0.3768 0.143 Uiso 1 1 calc R . .
C12 C 0.9500(3) 0.0987(3) 0.1943(3) 0.0939(8) Uani 1 1 d . . .
H12A H 1.0410 0.0534 0.2033 0.141 Uiso 1 1 calc R . .
H12B H 0.8976 0.0606 0.1123 0.141 Uiso 1 1 calc R . .
H12C H 0.8714 0.0833 0.2391 0.141 Uiso 1 1 calc R . .
C13 C 1.1335(3) 0.2817(3) 0.1648(3) 0.1004(9) Uani 1 1 d . . .
H13A H 1.2265 0.2379 0.1722 0.151 Uiso 1 1 calc R . .
H13B H 1.1712 0.3806 0.1923 0.151 Uiso 1 1 calc R . .
H13C H 1.0782 0.2429 0.0834 0.151 Uiso 1 1 calc R . .
C14 C 0.6478(2) 0.3027(2) 0.06649(16) 0.0585(5) Uani 1 1 d . . .
C15 C 0.5952(3) 0.2334(3) -0.06612(18) 0.0833(7) Uani 1 1 d . . .
C16 C 0.4276(4) 0.2598(5) -0.1024(3) 0.1323(13) Uani 1 1 d . . .
H16A H 0.3491 0.2229 -0.0679 0.198 Uiso 1 1 calc R . .
H16B H 0.3944 0.2147 -0.1870 0.198 Uiso 1 1 calc R . .
H16C H 0.4321 0.3588 -0.0757 0.198 Uiso 1 1 calc R . .
C17 C 0.5963(9) 0.0784(5) -0.1110(3) 0.195(3) Uani 1 1 d . . .
H17A H 0.7075 0.0648 -0.0946 0.292 Uiso 1 1 calc R . .
H17B H 0.5539 0.0335 -0.1948 0.292 Uiso 1 1 calc R . .
H17C H 0.5283 0.0386 -0.0721 0.292 Uiso 1 1 calc R . .
C18 C 0.7203(6) 0.3037(8) -0.1129(3) 0.195(3) Uani 1 1 d . . .
H18A H 0.7252 0.4030 -0.0774 0.292 Uiso 1 1 calc R . .
H18B H 0.6872 0.2685 -0.1972 0.292 Uiso 1 1 calc R . .
H18C H 0.8273 0.2838 -0.0935 0.292 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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C1 O2 C8 116.09(17) . . ?
C7 O4 C9 118.0(2) . . ?
C14 O5 C4 119.01(13) . . ?
O1 C1 O2 124.88(18) . . ?
O1 C1 C2 123.50(17) . . ?
O2 C1 C2 111.62(15) . . ?
C3 C2 C1 177.89(19) . . ?
C2 C3 C4 175.07(18) . . ?
O5 C4 C3 111.03(13) . . ?
O5 C4 C5 109.80(14) . . ?
C3 C4 C5 108.66(14) . . ?
O5 C4 C10 105.46(14) . . ?
C3 C4 C10 110.40(15) . . ?
C5 C4 C10 111.49(15) . . ?
C6 C5 C4 177.5(2) . . ?
C5 C6 C7 177.5(2) . . ?
O3 C7 O4 123.0(2) . . ?
O3 C7 C6 123.5(2) . . ?
O4 C7 C6 113.5(2) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C13 110.1(2) . . ?
C11 C10 C12 110.1(2) . . ?
C13 C10 C12 109.9(2) . . ?
C11 C10 C4 108.72(18) . . ?
C13 C10 C4 109.15(18) . . ?
C12 C10 C4 108.85(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O6 C14 O5 122.42(16) . . ?
O6 C14 C15 126.19(19) . . ?
O5 C14 C15 111.37(17) . . ?
C16 C15 C14 109.9(2) . . ?
C16 C15 C17 111.5(3) . . ?
C14 C15 C17 109.9(2) . . ?
C16 C15 C18 108.6(3) . . ?
C14 C15 C18 106.1(2) . . ?
C17 C15 C18 110.8(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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 C1 1.183(2) . ?
O2 C1 1.306(2) . ?
O2 C8 1.445(3) . ?
O3 C7 1.171(3) . ?
O4 C7 1.272(3) . ?
O4 C9 1.448(3) . ?
O5 C14 1.359(2) . ?
O5 C4 1.444(2) . ?
O6 C14 1.189(2) . ?
C1 C2 1.439(3) . ?
C2 C3 1.188(2) . ?
C3 C4 1.470(2) . ?
C4 C5 1.470(2) . ?
C4 C10 1.567(3) . ?
C5 C6 1.186(3) . ?
C6 C7 1.438(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.523(3) . ?
C10 C13 1.529(3) . ?
C10 C12 1.529(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.505(3) . ?
C15 C16 1.500(4) . ?
C15 C17 1.511(5) . ?
C15 C18 1.523(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 20572757
