#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/07/4100776.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_4100776
loop_
_publ_author_name
'Svetlana A. Burova'
'Frank E. McDonald'
_publ_contact_author_address
;
Emory University
Department of Chemistry
X-ray Crystallography Laboratory
Atlanta GA 30322-2210
USA
;
_publ_contact_author_email       khardca@emory.edu
_publ_contact_author_fax         404-727-6586
_publ_contact_author_name        'Kenneth I. Hardcastle'
_publ_contact_author_phone       404-727-6140
_publ_section_title
;
Total Synthesis of the Polyene-Polyol Macrolide RK-397, Featuring
Cross-Couplings of Alkynylepoxide Modules
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2495
_journal_page_last               2500
_journal_paper_doi               10.1021/ja039618+
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C16 H26 O3'
_chemical_formula_sum            'C16 H26 O3'
_chemical_formula_weight         266.37
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 96.553(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   40.5363(8)
_cell_length_b                   7.6077(1)
_cell_length_c                   10.7656(2)
_cell_measurement_temperature    173(2)
_cell_volume                     3298.29(10)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.073
_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      'C 2'
_cod_database_code               4100776
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, 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
C1A C 0.18670(5) 0.8635(3) 0.50667(18) 0.0389(5) Uani 1 1 d . . .
C2A C 0.19031(4) 0.6378(3) 0.66500(18) 0.0317(4) Uani 1 1 d . . .
C3A C 0.16956(5) 0.5169(3) 0.57402(18) 0.0324(4) Uani 1 1 d . . .
C4A C 0.14690(5) 0.6256(3) 0.48076(18) 0.0311(4) Uani 1 1 d . . .
C5A C 0.12995(5) 0.5072(3) 0.38213(17) 0.0326(4) Uani 1 1 d . . .
C6A C 0.09788(5) 0.4742(3) 0.36716(18) 0.0319(5) Uani 1 1 d . . .
C7A C 0.08121(5) 0.3351(3) 0.28311(18) 0.0316(4) Uani 1 1 d . . .
C8A C 0.06644(4) 0.1957(3) 0.36508(18) 0.0287(4) Uani 1 1 d . . .
C9A C 0.05312(5) 0.0295(3) 0.29785(18) 0.0342(5) Uani 1 1 d . . .
C10A C 0.16584(7) 0.9915(3) 0.5725(2) 0.0501(6) Uani 1 1 d . . .
C11A C 0.20989(8) 0.9540(4) 0.4279(3) 0.0603(8) Uani 1 1 d . . .
C12A C 0.21473(5) 0.5375(3) 0.74722(19) 0.0387(5) Uani 1 1 d . . .
C13A C 0.23312(6) 0.4485(3) 0.8113(2) 0.0514(6) Uani 1 1 d . . .
C14A C 0.05536(6) 0.4126(3) 0.1843(2) 0.0439(6) Uani 1 1 d . . .
C15A C 0.07908(6) -0.0563(3) 0.2266(2) 0.0460(5) Uani 1 1 d . . .
C16A C 0.04149(7) -0.0988(3) 0.3914(3) 0.0505(6) Uani 1 1 d . . .
H2A H 0.1753(4) 0.702(3) 0.7163(17) 0.035(5) Uiso 1 1 d . . .
H3A1 H 0.1563(5) 0.432(3) 0.6218(18) 0.044(6) Uiso 1 1 d . . .
H3A2 H 0.1845(4) 0.447(3) 0.5284(16) 0.029(5) Uiso 1 1 d . . .
H4A H 0.1306(5) 0.688(3) 0.5261(18) 0.036(5) Uiso 1 1 d . . .
H5A H 0.1447(4) 0.439(3) 0.3321(16) 0.033(5) Uiso 1 1 d . . .
H6A H 0.0825(4) 0.537(2) 0.4156(16) 0.024(4) Uiso 1 1 d . . .
H7A H 0.0987(4) 0.274(3) 0.2381(17) 0.036(5) Uiso 1 1 d . . .
H8A H 0.0843(4) 0.156(2) 0.4309(17) 0.028(5) Uiso 1 1 d . . .
H9A H 0.0343(4) 0.066(2) 0.2381(16) 0.028(5) Uiso 1 1 d . . .
H10A H 0.1495(5) 0.938(3) 0.627(2) 0.059(7) Uiso 1 1 d . . .
H10B H 0.1513(6) 1.059(3) 0.509(2) 0.067(8) Uiso 1 1 d . . .
H10C H 0.1801(6) 1.071(4) 0.620(2) 0.063(7) Uiso 1 1 d . . .
H11A H 0.2247(6) 1.037(3) 0.481(2) 0.065(7) Uiso 1 1 d . . .
H11B H 0.2233(6) 0.861(4) 0.386(2) 0.076(9) Uiso 1 1 d . . .
H11C H 0.1975(6) 1.027(4) 0.368(2) 0.081(9) Uiso 1 1 d . . .
H13A H 0.2477(6) 0.379(4) 0.861(2) 0.080(9) Uiso 1 1 d . . .
H14A H 0.0448(5) 0.319(3) 0.1277(19) 0.050(6) Uiso 1 1 d . . .
H14B H 0.0361(5) 0.475(3) 0.2224(19) 0.048(6) Uiso 1 1 d . . .
H14C H 0.0646(5) 0.500(3) 0.128(2) 0.056(7) Uiso 1 1 d . . .
H15A H 0.0849(5) 0.020(3) 0.153(2) 0.050(6) Uiso 1 1 d . . .
H15B H 0.0710(5) -0.171(3) 0.187(2) 0.062(7) Uiso 1 1 d . . .
H15C H 0.0999(6) -0.088(3) 0.282(2) 0.061(7) Uiso 1 1 d . . .
H16A H 0.0327(6) -0.207(4) 0.349(2) 0.073(8) Uiso 1 1 d . . .
H16B H 0.0244(6) -0.048(3) 0.436(2) 0.063(7) Uiso 1 1 d . . .
H16C H 0.0596(6) -0.133(4) 0.452(2) 0.071(9) Uiso 1 1 d . . .
H3OA H 0.0252(6) 0.271(4) 0.389(2) 0.064(9) Uiso 1 1 d . . .
O1A O 0.16614(3) 0.75234(19) 0.42277(11) 0.0360(3) Uani 1 1 d . . .
O2A O 0.20766(3) 0.76010(19) 0.59470(11) 0.0372(3) Uani 1 1 d . . .
O3A O 0.04166(4) 0.2773(2) 0.43099(13) 0.0392(4) Uani 1 1 d . . .
C1B C 0.82375(5) 0.9060(3) 0.00091(17) 0.0327(5) Uani 1 1 d . . .
C2B C 0.81888(4) 0.6484(3) -0.12899(18) 0.0308(4) Uani 1 1 d . . .
C3B C 0.84262(5) 0.5500(3) -0.03344(19) 0.0321(5) Uani 1 1 d . . .
C4B C 0.86610(4) 0.6812(3) 0.03872(17) 0.0292(4) Uani 1 1 d . . .
C5B C 0.88650(5) 0.5969(3) 0.14785(18) 0.0330(5) Uani 1 1 d . . .
C6B C 0.91871(5) 0.5722(2) 0.15835(18) 0.0300(4) Uani 1 1 d . . .
C7B C 0.93908(4) 0.4879(3) 0.26776(17) 0.0307(4) Uani 1 1 d . . .
C8B C 0.95665(4) 0.3220(3) 0.22882(17) 0.0290(4) Uani 1 1 d . . .
C9B C 0.93374(5) 0.1823(3) 0.16316(19) 0.0358(5) Uani 1 1 d . . .
C10B C 0.84132(6) 1.0211(3) -0.0869(2) 0.0422(5) Uani 1 1 d . . .
C11B C 0.80217(6) 1.0132(4) 0.0771(2) 0.0479(6) Uani 1 1 d . . .
C12B C 0.79370(5) 0.5308(3) -0.19336(18) 0.0393(5) Uani 1 1 d . . .
C13B C 0.77465(6) 0.4342(3) -0.2467(2) 0.0549(7) Uani 1 1 d . . .
C14B C 0.96447(7) 0.6201(3) 0.3281(2) 0.0485(6) Uani 1 1 d . . .
C15B C 0.90935(6) 0.1092(4) 0.2473(3) 0.0531(6) Uani 1 1 d . . .
C16B C 0.95416(7) 0.0358(3) 0.1138(2) 0.0526(7) Uani 1 1 d . . .
H2B H 0.8318(4) 0.703(2) -0.1928(16) 0.027(5) Uiso 1 1 d . . .
H3B1 H 0.8299(4) 0.490(3) 0.0268(17) 0.031(5) Uiso 1 1 d . . .
H3B2 H 0.8556(4) 0.462(2) -0.0752(16) 0.025(5) Uiso 1 1 d . . .
H4B H 0.8813(4) 0.735(3) -0.0196(16) 0.030(5) Uiso 1 1 d . . .
H5B H 0.8735(5) 0.548(3) 0.2132(18) 0.045(6) Uiso 1 1 d . . .
H6B H 0.9313(4) 0.611(2) 0.0908(16) 0.026(5) Uiso 1 1 d . . .
H7B H 0.9240(5) 0.452(3) 0.3320(17) 0.036(5) Uiso 1 1 d . . .
H8B H 0.9729(4) 0.361(2) 0.1685(16) 0.029(5) Uiso 1 1 d . . .
H9B H 0.9198(5) 0.243(3) 0.0907(18) 0.040(5) Uiso 1 1 d . . .
H10D H 0.8546(5) 0.950(3) -0.1430(18) 0.044(6) Uiso 1 1 d . . .
H10E H 0.8575(5) 1.105(3) -0.0333(19) 0.043(6) Uiso 1 1 d . . .
H10F H 0.8253(5) 1.105(3) -0.134(2) 0.060(7) Uiso 1 1 d . . .
H11D H 0.7851(5) 1.081(3) 0.021(2) 0.053(6) Uiso 1 1 d . . .
H11E H 0.7907(5) 0.937(3) 0.130(2) 0.058(7) Uiso 1 1 d . . .
H11F H 0.8166(5) 1.101(3) 0.130(2) 0.053(7) Uiso 1 1 d . . .
H13B H 0.7603(6) 0.363(4) -0.284(2) 0.064(8) Uiso 1 1 d . . .
H14D H 0.9820(7) 0.652(4) 0.266(3) 0.081(9) Uiso 1 1 d . . .
H14E H 0.9757(5) 0.568(3) 0.404(2) 0.061(7) Uiso 1 1 d . . .
H14F H 0.9526(5) 0.728(3) 0.350(2) 0.058(7) Uiso 1 1 d . . .
H15D H 0.8955(5) 0.022(3) 0.207(2) 0.054(7) Uiso 1 1 d . . .
H15E H 0.8930(6) 0.204(4) 0.267(2) 0.070(8) Uiso 1 1 d . . .
H15F H 0.9216(6) 0.057(3) 0.327(2) 0.061(7) Uiso 1 1 d . . .
H16D H 0.9675(5) -0.025(3) 0.180(2) 0.052(6) Uiso 1 1 d . . .
H16E H 0.9401(6) -0.052(4) 0.072(2) 0.059(7) Uiso 1 1 d . . .
H16F H 0.9708(6) 0.086(4) 0.059(2) 0.073(8) Uiso 1 1 d . . .
H3OB H 0.9663(6) 0.245(4) 0.390(2) 0.053(8) Uiso 1 1 d . . .
O1B O 0.84695(3) 0.81702(17) 0.08909(11) 0.0329(3) Uani 1 1 d . . .
O2B O 0.80211(3) 0.78270(17) -0.06707(11) 0.0334(3) Uani 1 1 d . . .
O3B O 0.97676(3) 0.2462(2) 0.33336(14) 0.0388(4) Uani 1 1 d . . .
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
C1A O1A 1.433(2) . ?
C1A O2A 1.433(2) . ?
C1A C11A 1.503(3) . ?
C1A C10A 1.518(3) . ?
C2A O2A 1.433(2) . ?
C2A C12A 1.465(3) . ?
C2A C3A 1.525(3) . ?
C2A H2A 0.995(19) . ?
C3A C4A 1.525(3) . ?
C3A H3A1 1.02(2) . ?
C3A H3A2 0.979(18) . ?
C4A O1A 1.428(2) . ?
C4A C5A 1.498(2) . ?
C4A H4A 0.99(2) . ?
C5A C6A 1.316(2) . ?
C5A H5A 0.995(19) . ?
C6A C7A 1.502(2) . ?
C6A H6A 0.979(17) . ?
C7A C14A 1.524(3) . ?
C7A C8A 1.543(3) . ?
C7A H7A 1.019(19) . ?
C8A O3A 1.435(2) . ?
C8A C9A 1.525(3) . ?
C8A H8A 1.001(18) . ?
C9A C16A 1.515(3) . ?
C9A C15A 1.519(3) . ?
C9A H9A 0.981(18) . ?
C10A H10A 1.02(2) . ?
C10A H10B 0.99(3) . ?
C10A H10C 0.95(3) . ?
C11A H11A 1.01(2) . ?
C11A H11B 1.03(3) . ?
C11A H11C 0.95(3) . ?
C12A C13A 1.171(3) . ?
C13A H13A 0.92(3) . ?
C14A H14A 1.00(2) . ?
C14A H14B 1.04(2) . ?
C14A H14C 1.00(2) . ?
C15A H15A 1.03(2) . ?
C15A H15B 1.01(2) . ?
C15A H15C 1.01(2) . ?
C16A H16A 0.99(3) . ?
C16A H16B 0.97(2) . ?
C16A H16C 0.96(2) . ?
O3A H3OA 0.76(2) . ?
C1B O2B 1.428(2) . ?
C1B O1B 1.429(2) . ?
C1B C11B 1.505(3) . ?
C1B C10B 1.523(3) . ?
C2B O2B 1.433(2) . ?
C2B C12B 1.470(3) . ?
C2B C3B 1.523(3) . ?
C2B H2B 1.000(18) . ?
C3B C4B 1.529(3) . ?
C3B H3B1 0.984(19) . ?
C3B H3B2 0.989(18) . ?
C4B O1B 1.435(2) . ?
C4B C5B 1.501(2) . ?
C4B H4B 1.013(18) . ?
C5B C6B 1.311(2) . ?
C5B H5B 1.00(2) . ?
C6B C7B 1.503(2) . ?
C6B H6B 0.980(17) . ?
C7B C14B 1.530(3) . ?
C7B C8B 1.531(3) . ?
C7B H7B 1.011(19) . ?
C8B O3B 1.433(2) . ?
C8B C9B 1.530(3) . ?
C8B H8B 1.021(17) . ?
C9B C16B 1.520(3) . ?
C9B C15B 1.520(3) . ?
C9B H9B 1.020(19) . ?
C10B H10D 1.01(2) . ?
C10B H10E 1.04(2) . ?
C10B H10F 1.01(2) . ?
C11B H11D 1.01(2) . ?
C11B H11E 0.97(2) . ?
C11B H11F 1.02(2) . ?
C12B C13B 1.169(3) . ?
C13B H13B 0.86(2) . ?
C14B H14D 1.06(3) . ?
C14B H14E 0.97(2) . ?
C14B H14F 0.99(2) . ?
C15B H15D 0.94(2) . ?
C15B H15E 1.02(3) . ?
C15B H15F 1.02(2) . ?
C16B H16D 0.97(2) . ?
C16B H16E 0.96(3) . ?
C16B H16F 1.02(3) . ?
O3B H3OB 0.78(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659950
