#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/33/7103318.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_7103318
loop_
_publ_author_name
'Fyvie, W Sean'
'Peczuh, Mark W'
_publ_section_title
;
 Remote induction of asymmetry in [13]-macro-dilactone topology by a
 single stereogenic center.
;
_journal_issue                   34
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4028
_journal_page_last               4030
_journal_paper_doi               10.1039/b807562j
_journal_year                    2008
_chemical_absolute_configuration syn
_chemical_formula_sum            'C15 H22 O5'
_chemical_formula_weight         282.33
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 102.95(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.0375(14)
_cell_length_b                   11.004(2)
_cell_length_c                   9.6494(19)
_cell_measurement_temperature    173(2)
_cell_volume                     728.3(3)
_computing_cell_refinement       Denzo
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        Denzo
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω scans'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3617
_diffrn_reflns_theta_full        28.98
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9905
_exptl_absorpt_correction_T_min  0.9718
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3617
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0956
_reflns_number_gt                2167
_reflns_number_total             3617
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b807562j.txt
_cod_data_source_block           mp07
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7103318
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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 0.0967(2) 0.84706(13) 0.25644(13) 0.0302(4) Uani 1 1 d . . .
O2 O 0.0525(2) 0.95614(13) 0.44346(14) 0.0386(4) Uani 1 1 d . . .
O3 O 0.3649(2) 0.79554(14) 0.82028(13) 0.0412(4) Uani 1 1 d . . .
O4 O 0.5572(2) 0.76125(14) 0.44255(14) 0.0406(4) Uani 1 1 d . . .
O5 O 0.5322(2) 0.93272(12) 0.31382(14) 0.0345(4) Uani 1 1 d . . .
C1 C 0.0634(3) 0.8597(2) 0.3877(2) 0.0276(5) Uani 1 1 d . . .
C2 C 0.0418(3) 0.7381(2) 0.4532(2) 0.0313(5) Uani 1 1 d . . .
H2A H 0.1294 0.6790 0.4218 0.038 Uiso 1 1 calc R . .
H2B H -0.0938 0.7091 0.4189 0.038 Uiso 1 1 calc R . .
C3 C 0.0894(3) 0.7426(2) 0.6156(2) 0.0338(6) Uani 1 1 d . . .
H3A H 0.0220 0.8127 0.6474 0.041 Uiso 1 1 calc R . .
H3B H 0.0411 0.6677 0.6530 0.041 Uiso 1 1 calc R . .
C4 C 0.3042(3) 0.7539(2) 0.6744(2) 0.0322(5) Uani 1 1 d . . .
H4A H 0.3867 0.6889 0.6453 0.039 Uiso 1 1 calc R . .
C5 C 0.3988(3) 0.8730(2) 0.7072(2) 0.0317(5) Uani 1 1 d . . .
H5A H 0.3108 0.9451 0.6849 0.038 Uiso 1 1 calc R . .
C6 C 0.6073(3) 0.8945(2) 0.7019(2) 0.0376(6) Uani 1 1 d . . .
H6A H 0.6781 0.8161 0.7132 0.045 Uiso 1 1 calc R . .
H6B H 0.6693 0.9479 0.7818 0.045 Uiso 1 1 calc R . .
C7 C 0.6240(3) 0.9534(2) 0.5616(2) 0.0332(5) Uani 1 1 d . . .
H7A H 0.5396 1.0263 0.5450 0.040 Uiso 1 1 calc R . .
H7B H 0.7602 0.9803 0.5694 0.040 Uiso 1 1 calc R . .
C8 C 0.5668(3) 0.8695(2) 0.4365(2) 0.0313(5) Uani 1 1 d . . .
C9 C 0.4607(3) 0.8644(2) 0.1832(2) 0.0343(6) Uani 1 1 d . . .
H9A H 0.4270 0.7806 0.2063 0.041 Uiso 1 1 calc R . .
H9B H 0.5633 0.8598 0.1280 0.041 Uiso 1 1 calc R . .
C10 C 0.2811(3) 0.92775(19) 0.0958(2) 0.0291(5) Uani 1 1 d . . .
H10A H 0.2174 0.8698 0.0197 0.035 Uiso 1 1 calc R . .
C11 C 0.1319(3) 0.95816(19) 0.1832(2) 0.0278(5) Uani 1 1 d . . .
H11A H 0.1873 1.0215 0.2553 0.033 Uiso 1 1 calc R . .
C12 C -0.0555(3) 1.0048(2) 0.0906(2) 0.0357(6) Uani 1 1 d . . .
H12A H -0.1484 1.0249 0.1505 0.043 Uiso 1 1 calc R . .
H12B H -0.1150 0.9408 0.0225 0.043 Uiso 1 1 calc R . .
C13 C -0.0173(4) 1.1176(2) 0.0092(2) 0.0397(6) Uani 1 1 d . . .
H13A H 0.0239 1.1852 0.0770 0.048 Uiso 1 1 calc R . .
H13B H -0.1395 1.1422 -0.0577 0.048 Uiso 1 1 calc R . .
C14 C 0.1402(4) 1.0947(2) -0.0737(2) 0.0418(6) Uani 1 1 d . . .
H14A H 0.1710 1.1719 -0.1166 0.050 Uiso 1 1 calc R . .
H14B H 0.0905 1.0366 -0.1517 0.050 Uiso 1 1 calc R . .
C15 C 0.3257(4) 1.0437(2) 0.0219(2) 0.0349(6) Uani 1 1 d . . .
H15A H 0.3833 1.1050 0.0942 0.042 Uiso 1 1 calc R . .
H15B H 0.4221 1.0257 -0.0360 0.042 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 O1 C11 116.95(16) . . ?
C5 O3 C4 61.10(13) . . ?
C8 O5 C9 116.96(17) . . ?
O2 C1 O1 123.7(2) . . ?
O2 C1 C2 125.17(18) . . ?
O1 C1 C2 111.08(19) . . ?
C1 C2 C3 112.54(18) . . ?
C4 C3 C2 111.23(17) . . ?
O3 C4 C5 59.29(13) . . ?
O3 C4 C3 116.51(17) . . ?
C5 C4 C3 121.70(19) . . ?
O3 C5 C4 59.62(13) . . ?
O3 C5 C6 116.59(18) . . ?
C4 C5 C6 122.1(2) . . ?
C5 C6 C7 111.55(17) . . ?
C8 C7 C6 113.06(19) . . ?
O4 C8 O5 123.8(2) . . ?
O4 C8 C7 125.56(19) . . ?
O5 C8 C7 110.65(19) . . ?
O5 C9 C10 109.00(18) . . ?
C9 C10 C11 112.56(16) . . ?
C9 C10 C15 114.15(19) . . ?
C11 C10 C15 108.30(17) . . ?
O1 C11 C12 110.55(16) . . ?
O1 C11 C10 107.26(16) . . ?
C12 C11 C10 111.52(16) . . ?
C11 C12 C13 110.54(19) . . ?
C12 C13 C14 111.59(19) . . ?
C13 C14 C15 111.57(19) . . ?
C14 C15 C10 110.6(2) . . ?
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 1.346(2) . ?
O1 C11 1.461(2) . ?
O2 C1 1.200(2) . ?
O3 C5 1.446(2) . ?
O3 C4 1.451(2) . ?
O4 C8 1.196(3) . ?
O5 C8 1.347(2) . ?
O5 C9 1.457(2) . ?
C1 C2 1.503(3) . ?
C2 C3 1.528(3) . ?
C3 C4 1.496(3) . ?
C4 C5 1.473(3) . ?
C5 C6 1.499(3) . ?
C6 C7 1.528(3) . ?
C7 C8 1.501(3) . ?
C9 C10 1.522(3) . ?
C10 C11 1.524(3) . ?
C10 C15 1.528(3) . ?
C11 C12 1.507(3) . ?
C12 C13 1.525(3) . ?
C13 C14 1.526(4) . ?
C14 C15 1.526(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653052
