#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/12/7151263.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_7151263
loop_
_publ_author_name
'Fox, David J.'
'Parris, Sean'
'Pedersen, Daniel Sejer'
'Tyzack, Charles R.'
'Warren, Stuart'
_publ_section_title
;
 Asymmetric synthesis of cyclopropanes and dihydrofurans based on
 phosphine oxide chemistry.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3108
_journal_page_last               3112
_journal_paper_doi               10.1039/b606874j
_journal_volume                  4
_journal_year                    2006
_chemical_absolute_configuration
;
Flack parameter -0.02(17).
;
_chemical_formula_moiety         'C29 H25 O3 P'
_chemical_formula_sum            'C29 H25 O3 P'
_chemical_formula_weight         452.46
_chemical_name_systematic
;
?
;
_space_group_IT_number           169
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 61'
_symmetry_space_group_name_H-M   'P 61'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   11.1634(1)
_cell_length_b                   11.1634(1)
_cell_length_c                   33.8352(5)
_cell_measurement_reflns_used    30444
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      22.46
_cell_measurement_theta_min      1.02
_cell_volume                     3651.68(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            16946
_diffrn_reflns_theta_full        22.47
_diffrn_reflns_theta_max         22.47
_diffrn_reflns_theta_min         4.07
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3114
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0792P)²+1.9286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1514
_reflns_number_gt                2678
_reflns_number_total             3114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b606874j.txt
_cod_data_source_block           sw0301
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
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      P6(1)
_cod_database_code               7151263
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
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
P1 P 0.91648(14) 0.51850(13) 0.09638(4) 0.0664(4) Uani 1 1 d . . .
O1 O 0.6298(4) 0.2248(4) 0.02832(12) 0.0920(11) Uani 1 1 d . . .
C1 C 0.7593(6) 0.3272(5) 0.03811(16) 0.0760(14) Uani 1 1 d . . .
O2 O 0.9899(4) 0.4636(4) 0.11993(11) 0.0931(12) Uani 1 1 d . . .
C2 C 0.7663(5) 0.3903(5) 0.07294(14) 0.0691(13) Uani 1 1 d . . .
O3 O 0.5385(5) 0.4128(4) 0.02192(13) 0.1096(14) Uani 1 1 d . . .
H3 H 0.5123 0.4286 0.0003 0.164 Uiso 1 1 calc R . .
C3 C 0.6210(5) 0.3262(6) 0.08996(15) 0.0779(15) Uani 1 1 d . . .
H3A H 0.5955 0.3976 0.0956 0.094 Uiso 1 1 calc R . .
H3B H 0.6123 0.2741 0.1145 0.094 Uiso 1 1 calc R . .
C4 C 0.5313(5) 0.2289(5) 0.05663(17) 0.0769(14) Uani 1 1 d . . .
H4 H 0.4705 0.1341 0.0676 0.092 Uiso 1 1 calc R . .
C6 C 0.8650(6) 0.3458(5) 0.00908(17) 0.0796(16) Uani 1 1 d . . .
C7 C 0.9878(6) 0.3561(5) 0.0214(2) 0.0892(17) Uani 1 1 d . . .
H7 H 1.0062 0.3527 0.0486 0.107 Uiso 1 1 calc R . .
C8 C 1.0840(7) 0.3715(6) -0.0074(3) 0.105(2) Uani 1 1 d . . .
H8 H 1.1679 0.3767 0.0008 0.126 Uiso 1 1 calc R . .
C9 C 1.0630(10) 0.3793(6) -0.0461(3) 0.122(3) Uani 1 1 d . . .
H9 H 1.1295 0.3882 -0.0651 0.147 Uiso 1 1 calc R . .
C10 C 0.9461(9) 0.3743(7) -0.0570(2) 0.116(2) Uani 1 1 d . . .
H10 H 0.9316 0.3835 -0.0842 0.139 Uiso 1 1 calc R . .
C11 C 0.8457(7) 0.3564(7) -0.03052(19) 0.1019(19) Uani 1 1 d . . .
H11 H 0.7628 0.3514 -0.0396 0.122 Uiso 1 1 calc R . .
C12 C 1.0253(6) 0.6395(5) 0.05849(18) 0.0825(16) Uani 1 1 d . . .
C13 C 1.1637(7) 0.6966(8) 0.0601(3) 0.128(3) Uani 1 1 d . . .
H13 H 1.2070 0.6741 0.0807 0.153 Uiso 1 1 calc R . .
C14 C 1.2487(9) 0.7991(9) 0.0274(4) 0.139(3) Uani 1 1 d . . .
H14 H 1.3468 0.8460 0.0265 0.167 Uiso 1 1 calc R . .
C15 C 1.1704(14) 0.8164(9) 0.0001(3) 0.135(3) Uani 1 1 d . . .
H15 H 1.2215 0.8774 -0.0208 0.162 Uiso 1 1 calc R . .
C16 C 1.0402(12) 0.7651(8) -0.0024(3) 0.133(3) Uani 1 1 d . . .
H16 H 0.9975 0.7871 -0.0232 0.159 Uiso 1 1 calc R . .
C17 C 0.9672(8) 0.6757(6) 0.02734(18) 0.099(2) Uani 1 1 d . . .
H17 H 0.8694 0.6349 0.0269 0.119 Uiso 1 1 calc R . .
C18 C 0.8642(5) 0.6169(5) 0.12709(15) 0.0682(13) Uani 1 1 d . . .
C19 C 0.7877(11) 0.6732(10) 0.1121(2) 0.141(4) Uani 1 1 d . . .
H19 H 0.7582 0.6575 0.0853 0.169 Uiso 1 1 calc R . .
C20 C 0.7541(12) 0.7532(12) 0.1364(3) 0.170(4) Uani 1 1 d . . .
H20 H 0.6985 0.7888 0.1264 0.204 Uiso 1 1 calc R . .
C21 C 0.7999(10) 0.7797(10) 0.1734(3) 0.134(3) Uani 1 1 d . . .
H21 H 0.7856 0.8424 0.1890 0.161 Uiso 1 1 calc R . .
C22 C 0.8660(10) 0.7183(12) 0.1890(3) 0.163(4) Uani 1 1 d . . .
H22 H 0.8898 0.7297 0.2163 0.196 Uiso 1 1 calc R . .
C23 C 0.8995(8) 0.6385(9) 0.1653(2) 0.120(3) Uani 1 1 d . . .
H23 H 0.9489 0.5978 0.1765 0.144 Uiso 1 1 calc R . .
C24 C 0.4440(6) 0.2741(5) 0.03412(16) 0.0773(14) Uani 1 1 d . . .
H24 H 0.4069 0.2151 0.0100 0.093 Uiso 1 1 calc R . .
C25 C 0.3273(6) 0.2599(6) 0.05743(16) 0.0772(14) Uani 1 1 d . . .
C26 C 0.3311(8) 0.3756(7) 0.07462(18) 0.0987(18) Uani 1 1 d . . .
H26 H 0.4101 0.4646 0.0711 0.118 Uiso 1 1 calc R . .
C27 C 0.2247(9) 0.3619(11) 0.0959(3) 0.128(3) Uani 1 1 d . . .
H27 H 0.2288 0.4427 0.1064 0.153 Uiso 1 1 calc R . .
C28 C 0.1158(8) 0.2433(10) 0.1028(2) 0.107(2) Uani 1 1 d . . .
H28 H 0.0459 0.2388 0.1198 0.129 Uiso 1 1 calc R . .
C29 C 0.0985(8) 0.1179(11) 0.0854(3) 0.142(3) Uani 1 1 d . . .
H29 H 0.0162 0.0314 0.0887 0.170 Uiso 1 1 calc R . .
C30 C 0.2137(6) 0.1321(9) 0.06252(19) 0.103(2) Uani 1 1 d . . .
H30 H 0.2107 0.0529 0.0511 0.124 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'
P P 0.1023 0.0942 '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
O2 P1 C2 114.0(2) . . ?
O2 P1 C18 110.9(2) . . ?
C2 P1 C18 106.7(2) . . ?
O2 P1 C12 112.7(3) . . ?
C2 P1 C12 107.3(3) . . ?
C18 P1 C12 104.6(2) . . ?
C1 O1 C4 108.1(4) . . ?
C2 C1 O1 114.1(5) . . ?
C2 C1 C6 132.5(5) . . ?
O1 C1 C6 113.4(5) . . ?
C1 C2 C3 108.3(5) . . ?
C1 C2 P1 126.8(4) . . ?
C3 C2 P1 124.8(4) . . ?
C2 C3 C4 102.7(4) . . ?
O1 C4 C24 107.4(4) . . ?
O1 C4 C3 105.4(4) . . ?
C24 C4 C3 115.8(4) . . ?
C11 C6 C7 118.6(6) . . ?
C11 C6 C1 121.1(6) . . ?
C7 C6 C1 120.3(6) . . ?
C6 C7 C8 118.1(7) . . ?
C9 C8 C7 122.7(7) . . ?
C10 C9 C8 117.8(6) . . ?
C9 C10 C11 122.7(8) . . ?
C10 C11 C6 119.9(7) . . ?
C13 C12 C17 118.8(7) . . ?
C13 C12 P1 120.4(6) . . ?
C17 C12 P1 120.8(5) . . ?
C12 C13 C14 117.4(9) . . ?
C15 C14 C13 113.4(8) . . ?
C16 C15 C14 131.1(11) . . ?
C15 C16 C17 114.2(10) . . ?
C16 C17 C12 125.0(8) . . ?
C23 C18 C19 117.7(5) . . ?
C23 C18 P1 120.7(4) . . ?
C19 C18 P1 121.7(4) . . ?
C18 C19 C20 120.0(7) . . ?
C21 C20 C19 120.0(8) . . ?
C20 C21 C22 120.4(7) . . ?
C21 C22 C23 119.8(8) . . ?
C18 C23 C22 121.8(6) . . ?
O3 C24 C25 114.1(4) . . ?
O3 C24 C4 104.9(4) . . ?
C25 C24 C4 112.4(4) . . ?
C30 C25 C26 119.8(6) . . ?
C30 C25 C24 119.5(5) . . ?
C26 C25 C24 120.7(5) . . ?
C27 C26 C25 120.4(8) . . ?
C28 C27 C26 122.9(9) . . ?
C27 C28 C29 121.4(7) . . ?
C30 C29 C28 115.8(7) . . ?
C25 C30 C29 119.6(7) . . ?
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
P1 O2 1.478(4) . ?
P1 C2 1.758(5) . ?
P1 C18 1.807(5) . ?
P1 C12 1.817(6) . ?
O1 C1 1.362(6) . ?
O1 C4 1.476(6) . ?
C1 C2 1.355(7) . ?
C1 C6 1.468(7) . ?
C2 C3 1.521(7) . ?
O3 C24 1.431(7) . ?
C3 C4 1.538(8) . ?
C4 C24 1.509(8) . ?
C6 C11 1.372(8) . ?
C6 C7 1.381(8) . ?
C7 C8 1.393(9) . ?
C8 C9 1.342(12) . ?
C9 C10 1.330(11) . ?
C10 C11 1.368(9) . ?
C12 C13 1.346(9) . ?
C12 C17 1.399(9) . ?
C13 C14 1.531(13) . ?
C14 C15 1.351(14) . ?
C15 C16 1.271(12) . ?
C16 C17 1.364(9) . ?
C18 C23 1.339(8) . ?
C18 C19 1.385(8) . ?
C19 C20 1.395(10) . ?
C20 C21 1.331(12) . ?
C21 C22 1.341(12) . ?
C22 C23 1.381(9) . ?
C24 C25 1.463(8) . ?
C25 C30 1.365(9) . ?
C25 C26 1.398(8) . ?
C26 C27 1.330(9) . ?
C27 C28 1.295(10) . ?
C28 C29 1.440(11) . ?
C29 C30 1.440(10) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10017721
