#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/07/7150719.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_7150719
loop_
_publ_author_name
'Zhang, Xiaoxiang'
'Rao, Weidong'
'Chan, Sally'
'Chan, Philip Wai Hong'
_publ_section_title
;
 Iron(III) chloride-catalysed direct nucleophilic α-substitution of
 Morita-Baylis-Hillman alcohols with alcohols, arenes, 1,3-dicarbonyl
 compounds, and thiols
;
_journal_issue                   20
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              4186
_journal_paper_doi               10.1039/b908447a
_journal_volume                  7
_journal_year                    2009
_chemical_formula_moiety         'C21 H22 O2'
_chemical_formula_sum            'C21 H22 O2'
_chemical_formula_weight         306.39
_chemical_name_systematic
;
?
;
_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                112.218(3)
_cell_angle_beta                 93.624(3)
_cell_angle_gamma                107.362(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5087(4)
_cell_length_b                   10.7041(5)
_cell_length_c                   10.9088(5)
_cell_measurement_reflns_used    3023
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     860.27(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12516
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_correction_T_min  0.9809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0512
_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)+(0.0752P)²+0.2217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1569
_reflns_number_gt                2025
_reflns_number_total             3027
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b908447a.txt
_cod_data_source_block           chan43
_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_original_cell_volume        860.27(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7150719
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
C1 C 0.8286(3) 1.0716(3) 0.9476(2) 0.0577(7) Uani 1 1 d . . .
H1 H 0.7782 0.9876 0.9587 0.069 Uiso 1 1 calc R . .
C2 C 0.9581(4) 1.1842(3) 1.0472(3) 0.0700(8) Uani 1 1 d . . .
H2 H 0.9937 1.1753 1.1249 0.084 Uiso 1 1 calc R . .
C3 C 1.0343(3) 1.3080(3) 1.0328(3) 0.0658(8) Uani 1 1 d . . .
H3 H 1.1219 1.3830 1.0999 0.079 Uiso 1 1 calc R . .
C4 C 0.9808(3) 1.3210(3) 0.9188(3) 0.0591(7) Uani 1 1 d . . .
H4 H 1.0321 1.4051 0.9081 0.071 Uiso 1 1 calc R . .
C5 C 0.8512(3) 1.2100(2) 0.8200(2) 0.0499(6) Uani 1 1 d . . .
H5 H 0.8150 1.2206 0.7434 0.060 Uiso 1 1 calc R . .
C6 C 0.7737(3) 1.0832(2) 0.8319(2) 0.0405(5) Uani 1 1 d . . .
C7 C 0.6331(3) 0.9623(2) 0.7176(2) 0.0392(5) Uani 1 1 d . . .
H7 H 0.6696 0.9600 0.6336 0.047 Uiso 1 1 calc R . .
C8 C 0.6074(3) 0.8141(2) 0.7138(2) 0.0376(5) Uani 1 1 d . . .
C9 C 0.7002(3) 0.7342(2) 0.6428(2) 0.0423(5) Uani 1 1 d . . .
H9 H 0.7751 0.7729 0.5972 0.051 Uiso 1 1 calc R . .
C10 C 0.6864(3) 0.5998(2) 0.6369(2) 0.0429(6) Uani 1 1 d . . .
C11 C 0.7929(3) 0.5194(3) 0.5613(3) 0.0636(7) Uani 1 1 d . . .
H11A H 0.8684 0.5778 0.5262 0.095 Uiso 1 1 calc R . .
H11B H 0.7218 0.4314 0.4879 0.095 Uiso 1 1 calc R . .
H11C H 0.8563 0.4977 0.6214 0.095 Uiso 1 1 calc R . .
C12 C 0.5721(3) 0.5427(2) 0.7046(2) 0.0461(6) Uani 1 1 d . . .
C13 C 0.4760(3) 0.6190(2) 0.7774(2) 0.0478(6) Uani 1 1 d . . .
C14 C 0.3517(4) 0.5533(3) 0.8464(3) 0.0768(9) Uani 1 1 d . . .
H14A H 0.2747 0.4619 0.7817 0.115 Uiso 1 1 calc R . .
H14B H 0.2907 0.6160 0.8856 0.115 Uiso 1 1 calc R . .
H14C H 0.4099 0.5400 0.9162 0.115 Uiso 1 1 calc R . .
C15 C 0.4961(3) 0.7537(2) 0.7807(2) 0.0452(6) Uani 1 1 d . . .
H15 H 0.4331 0.8052 0.8293 0.054 Uiso 1 1 calc R . .
C16 C 0.4712(3) 0.9944(2) 0.7143(2) 0.0392(5) Uani 1 1 d . . .
C17 C 0.3458(3) 0.9083(2) 0.5869(2) 0.0464(6) Uani 1 1 d . . .
C18 C 0.1779(3) 0.9269(4) 0.5859(3) 0.0786(9) Uani 1 1 d . . .
H18A H 0.1257 0.8997 0.4936 0.094 Uiso 1 1 calc R . .
H18B H 0.1063 0.8624 0.6189 0.094 Uiso 1 1 calc R . .
C19 C 0.1887(4) 1.0742(4) 0.6687(3) 0.0974(12) Uani 1 1 d . . .
H19A H 0.0760 1.0768 0.6712 0.117 Uiso 1 1 calc R . .
H19B H 0.2437 1.1361 0.6266 0.117 Uiso 1 1 calc R . .
C20 C 0.2833(4) 1.1321(3) 0.8106(3) 0.0672(8) Uani 1 1 d . . .
H20A H 0.3146 1.2361 0.8519 0.081 Uiso 1 1 calc R . .
H20B H 0.2108 1.0937 0.8626 0.081 Uiso 1 1 calc R . .
C21 C 0.4372(3) 1.0939(3) 0.8152(2) 0.0517(6) Uani 1 1 d . . .
H21 H 0.5166 1.1440 0.8955 0.062 Uiso 1 1 calc R . .
O1 O 0.5473(3) 0.41007(17) 0.70500(19) 0.0673(5) Uani 1 1 d . . .
H1A H 0.5950 0.3672 0.6497 0.101 Uiso 1 1 calc R . .
O2 O 0.3753(2) 0.82462(17) 0.48686(16) 0.0591(5) Uani 1 1 d . . .
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
C6 C1 C2 120.3(2) . . ?
C3 C2 C1 120.8(3) . . ?
C2 C3 C4 119.4(2) . . ?
C3 C4 C5 120.1(2) . . ?
C4 C5 C6 121.4(2) . . ?
C1 C6 C5 117.9(2) . . ?
C1 C6 C7 122.9(2) . . ?
C5 C6 C7 119.16(19) . . ?
C16 C7 C8 112.78(17) . . ?
C16 C7 C6 112.14(17) . . ?
C8 C7 C6 113.58(16) . . ?
C15 C8 C9 117.31(19) . . ?
C15 C8 C7 122.95(18) . . ?
C9 C8 C7 119.7(2) . . ?
C10 C9 C8 123.1(2) . . ?
C9 C10 C12 117.7(2) . . ?
C9 C10 C11 121.0(2) . . ?
C12 C10 C11 121.4(2) . . ?
O1 C12 C10 122.7(2) . . ?
O1 C12 C13 116.0(2) . . ?
C10 C12 C13 121.3(2) . . ?
C15 C13 C12 118.5(2) . . ?
C15 C13 C14 121.5(2) . . ?
C12 C13 C14 120.0(2) . . ?
C13 C15 C8 122.1(2) . . ?
C21 C16 C17 119.0(2) . . ?
C21 C16 C7 125.1(2) . . ?
C17 C16 C7 115.94(18) . . ?
O2 C17 C16 122.1(2) . . ?
O2 C17 C18 121.0(2) . . ?
C16 C17 C18 116.9(2) . . ?
C19 C18 C17 113.1(3) . . ?
C18 C19 C20 113.3(3) . . ?
C21 C20 C19 111.8(2) . . ?
C16 C21 C20 125.6(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
C1 C6 1.381(3) . ?
C1 C2 1.383(3) . ?
C2 C3 1.364(4) . ?
C3 C4 1.368(4) . ?
C4 C5 1.374(3) . ?
C5 C6 1.381(3) . ?
C6 C7 1.525(3) . ?
C7 C16 1.518(3) . ?
C7 C8 1.519(3) . ?
C8 C15 1.388(3) . ?
C8 C9 1.391(3) . ?
C9 C10 1.383(3) . ?
C10 C12 1.393(3) . ?
C10 C11 1.506(3) . ?
C12 O1 1.374(3) . ?
C12 C13 1.398(3) . ?
C13 C15 1.387(3) . ?
C13 C14 1.495(4) . ?
C16 C21 1.329(3) . ?
C16 C17 1.475(3) . ?
C17 O2 1.219(3) . ?
C17 C18 1.500(3) . ?
C18 C19 1.461(4) . ?
C19 C20 1.499(4) . ?
C20 C21 1.487(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25938425
