#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/14/7151487.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_7151487
loop_
_publ_author_name
'Karisalmi, Kaisa'
'Rissanen, Kari'
'Koskinen, Ari M. P.'
_publ_section_title
;
 An enantioselective synthesis of the C(33)?C(37) fragment of
 Amphotericin BElectronic supplementary information (ESI) available:
 Tables S1?S5: crystal data and structure refinement, atomic
 coordinates and equivalent isotropic displacement parameters, bond
 lengths and angles, anisotropic displacement parameters and torsion
 angles for compound 7b. See
 http://www.rsc.org/suppdata/ob/b3/b305845j/
;
_journal_issue                   18
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              3193
_journal_paper_doi               10.1039/b305845j
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C16 H24 O7 S'
_chemical_formula_weight         360.41
_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                 97.6880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.2341(2)
_cell_length_b                   12.3751(5)
_cell_length_c                   14.2381(7)
_cell_measurement_temperature    293(2)
_cell_volume                     913.95(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5702
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.89
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             384
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(11)
_refine_ls_extinction_coef       0.022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3175
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0435
_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)+(0.0500P)²+0.3556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1099
_reflns_number_gt                2627
_reflns_number_total             3175
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b305845j.txt
_cod_data_source_block           7b
_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      P21
_cod_database_code               7151487
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
S1 S 0.6540(2) -0.16156(8) 0.80521(7) 0.0588(3) Uani 1 1 d . . .
O14 O -0.1440(4) 0.39481(17) 0.72390(15) 0.0327(5) Uani 1 1 d . . .
O8 O 0.1122(4) 0.13453(16) 0.79088(15) 0.0304(5) Uani 1 1 d . . .
O13 O -0.0780(4) 0.31860(18) 0.86906(15) 0.0363(5) Uani 1 1 d . . .
O11 O 0.4865(3) 0.18835(18) 0.74637(15) 0.0325(5) Uani 1 1 d . . .
O20 O 0.1871(4) 0.34072(19) 0.55357(14) 0.0340(5) Uani 1 1 d . . .
O19 O 0.3884(5) 0.1799(2) 0.55330(17) 0.0516(7) Uani 1 1 d . . .
O4 O 0.3131(6) 0.0541(2) 0.9959(2) 0.0656(9) Uani 1 1 d . . .
C9 C 0.0444(5) 0.2249(2) 0.7324(2) 0.0259(7) Uani 1 1 d . . .
H9 H -0.0776 0.2035 0.6772 0.031 Uiso 1 1 calc R . .
C12 C -0.0682(5) 0.3159(2) 0.7855(2) 0.0264(7) Uani 1 1 d . . .
C18 C 0.3024(5) 0.2535(2) 0.5944(2) 0.0272(7) Uani 1 1 d . . .
C10 C 0.3050(5) 0.2614(2) 0.7002(2) 0.0253(6) Uani 1 1 d . . .
H10 H 0.3467 0.3353 0.7218 0.030 Uiso 1 1 calc R . .
C7 C 0.3777(5) 0.1475(3) 0.8254(2) 0.0312(7) Uani 1 1 d . . .
H7 H 0.3997 0.1997 0.8776 0.037 Uiso 1 1 calc R . .
C21 C 0.1355(5) 0.3441(3) 0.4502(2) 0.0338(7) Uani 1 1 d . . .
H21 H 0.2792 0.3111 0.4231 0.041 Uiso 1 1 calc R . .
C3 C 0.5109(6) 0.0424(3) 0.8556(2) 0.0353(8) Uani 1 1 d . . .
H3 H 0.6969 0.0564 0.8646 0.042 Uiso 1 1 calc R . .
C15 C -0.2257(6) 0.4984(3) 0.7605(2) 0.0332(8) Uani 1 1 d . . .
H15 H -0.3400 0.4853 0.8084 0.040 Uiso 1 1 calc R . .
C4 C 0.4412(7) 0.0023(3) 0.9487(2) 0.0415(8) Uani 1 1 d . . .
C16 C 0.0070(7) 0.5611(3) 0.8039(3) 0.0472(9) Uani 1 1 d . . .
H16A H 0.1004 0.5195 0.8541 0.071 Uiso 1 1 calc R . .
H16B H -0.0473 0.6280 0.8289 0.071 Uiso 1 1 calc R . .
H16C H 0.1164 0.5757 0.7564 0.071 Uiso 1 1 calc R . .
C6 C 0.5227(10) -0.1952(3) 0.9125(3) 0.0647(12) Uani 1 1 d . . .
H6A H 0.3408 -0.2116 0.8969 0.078 Uiso 1 1 calc R . .
H6B H 0.6082 -0.2594 0.9403 0.078 Uiso 1 1 calc R . .
C23 C 0.1195(8) 0.4636(3) 0.4260(3) 0.0522(10) Uani 1 1 d . . .
H23A H -0.0219 0.4956 0.4525 0.078 Uiso 1 1 calc R . .
H23B H 0.0930 0.4723 0.3584 0.078 Uiso 1 1 calc R . .
H23C H 0.2772 0.4985 0.4516 0.078 Uiso 1 1 calc R . .
C22 C -0.1071(7) 0.2838(3) 0.4181(3) 0.0530(10) Uani 1 1 d . . .
H22A H -0.0868 0.2096 0.4374 0.080 Uiso 1 1 calc R . .
H22B H -0.1439 0.2874 0.3503 0.080 Uiso 1 1 calc R . .
H22C H -0.2468 0.3155 0.4459 0.080 Uiso 1 1 calc R . .
C2 C 0.4587(8) -0.0428(3) 0.7782(3) 0.0502(10) Uani 1 1 d . . .
H2A H 0.4945 -0.0126 0.7185 0.060 Uiso 1 1 calc R . .
H2B H 0.2780 -0.0629 0.7712 0.060 Uiso 1 1 calc R . .
C5 C 0.5545(10) -0.1055(3) 0.9835(3) 0.0600(12) Uani 1 1 d . . .
H5A H 0.7372 -0.0957 1.0043 0.072 Uiso 1 1 calc R . .
H5B H 0.4750 -0.1274 1.0382 0.072 Uiso 1 1 calc R . .
C17 C -0.3736(7) 0.5537(3) 0.6760(3) 0.0454(9) Uani 1 1 d . . .
H17A H -0.2627 0.5644 0.6283 0.068 Uiso 1 1 calc R . .
H17B H -0.4349 0.6224 0.6950 0.068 Uiso 1 1 calc R . .
H17C H -0.5175 0.5096 0.6509 0.068 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'
S S 0.1246 0.1234 '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
C2 S1 C6 95.7(2) . . ?
C12 O14 C15 118.7(2) . . ?
C9 O8 C7 105.8(2) . . ?
C10 O11 C7 106.3(2) . . ?
C18 O20 C21 118.3(2) . . ?
O8 C9 C12 112.2(2) . . ?
O8 C9 C10 104.0(2) . . ?
C12 C9 C10 110.1(2) . . ?
O13 C12 O14 125.7(3) . . ?
O13 C12 C9 125.9(3) . . ?
O14 C12 C9 108.4(2) . . ?
O19 C18 O20 125.4(3) . . ?
O19 C18 C10 125.5(3) . . ?
O20 C18 C10 109.1(2) . . ?
O11 C10 C18 109.9(2) . . ?
O11 C10 C9 103.8(2) . . ?
C18 C10 C9 112.5(2) . . ?
O8 C7 O11 104.1(2) . . ?
O8 C7 C3 113.2(3) . . ?
O11 C7 C3 108.3(2) . . ?
O20 C21 C22 109.3(3) . . ?
O20 C21 C23 104.7(3) . . ?
C22 C21 C23 113.5(3) . . ?
C4 C3 C7 112.2(3) . . ?
C4 C3 C2 111.6(3) . . ?
C7 C3 C2 111.0(3) . . ?
O14 C15 C17 104.9(3) . . ?
O14 C15 C16 109.7(2) . . ?
C17 C15 C16 113.3(3) . . ?
O4 C4 C3 122.6(3) . . ?
O4 C4 C5 120.8(3) . . ?
C3 C4 C5 116.5(3) . . ?
C5 C6 S1 112.4(3) . . ?
C3 C2 S1 111.6(2) . . ?
C6 C5 C4 115.4(3) . . ?
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
S1 C2 1.802(4) . ?
S1 C6 1.805(5) . ?
O14 C12 1.337(4) . ?
O14 C15 1.469(4) . ?
O8 C9 1.411(3) . ?
O8 C7 1.419(4) . ?
O13 C12 1.198(4) . ?
O11 C10 1.408(3) . ?
O11 C7 1.420(4) . ?
O20 C18 1.331(4) . ?
O20 C21 1.460(4) . ?
O19 C18 1.202(4) . ?
O4 C4 1.197(4) . ?
C9 C12 1.519(4) . ?
C9 C10 1.562(4) . ?
C18 C10 1.509(4) . ?
C7 C3 1.511(4) . ?
C21 C22 1.491(5) . ?
C21 C23 1.519(5) . ?
C3 C4 1.505(5) . ?
C3 C2 1.523(5) . ?
C15 C17 1.504(5) . ?
C15 C16 1.505(5) . ?
C4 C5 1.517(5) . ?
C6 C5 1.495(6) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 O8 C9 C12 -94.4(3) . . . . ?
C7 O8 C9 C10 24.5(3) . . . . ?
C15 O14 C12 O13 5.8(4) . . . . ?
C15 O14 C12 C9 -171.4(2) . . . . ?
O8 C9 C12 O13 7.2(4) . . . . ?
C10 C9 C12 O13 -108.1(3) . . . . ?
O8 C9 C12 O14 -175.6(2) . . . . ?
C10 C9 C12 O14 69.1(3) . . . . ?
C21 O20 C18 O19 6.6(4) . . . . ?
C21 O20 C18 C10 -172.8(2) . . . . ?
C7 O11 C10 C18 -143.1(2) . . . . ?
C7 O11 C10 C9 -22.6(3) . . . . ?
O19 C18 C10 O11 17.5(4) . . . . ?
O20 C18 C10 O11 -163.1(2) . . . . ?
O19 C18 C10 C9 -97.6(3) . . . . ?
O20 C18 C10 C9 81.8(3) . . . . ?
O8 C9 C10 O11 -1.2(3) . . . . ?
C12 C9 C10 O11 119.1(3) . . . . ?
O8 C9 C10 C18 117.5(2) . . . . ?
C12 C9 C10 C18 -122.2(3) . . . . ?
C9 O8 C7 O11 -39.5(3) . . . . ?
C9 O8 C7 C3 -156.9(2) . . . . ?
C10 O11 C7 O8 38.8(3) . . . . ?
C10 O11 C7 C3 159.6(2) . . . . ?
C18 O20 C21 C22 82.3(3) . . . . ?
C18 O20 C21 C23 -155.8(3) . . . . ?
O8 C7 C3 C4 -74.8(4) . . . . ?
O11 C7 C3 C4 170.3(3) . . . . ?
O8 C7 C3 C2 50.8(4) . . . . ?
O11 C7 C3 C2 -64.1(3) . . . . ?
C12 O14 C15 C17 -162.6(2) . . . . ?
C12 O14 C15 C16 75.4(3) . . . . ?
C7 C3 C4 O4 -6.2(5) . . . . ?
C2 C3 C4 O4 -131.5(4) . . . . ?
C7 C3 C4 C5 177.2(3) . . . . ?
C2 C3 C4 C5 51.9(4) . . . . ?
C2 S1 C6 C5 -57.8(4) . . . . ?
C4 C3 C2 S1 -62.9(4) . . . . ?
C7 C3 C2 S1 171.2(2) . . . . ?
C6 S1 C2 C3 61.8(3) . . . . ?
S1 C6 C5 C4 56.1(5) . . . . ?
O4 C4 C5 C6 133.8(4) . . . . ?
C3 C4 C5 C6 -49.5(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9090623
