#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/54/7105425.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_7105425
loop_
_publ_author_name
'Zhu, Yingguang'
'Zhai, Changwei'
'Yang, Liping'
'Hu, Wenhao'
_publ_section_title
;
 Copper(II)-catalyzed highly diastereoselective three-component
 reactions of aryl diazoacetates with alcohols and chalcones: an easy
 access to furan derivatives.
;
_journal_issue                   16
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2865
_journal_page_last               2867
_journal_paper_doi               10.1039/b924845e
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C24 H22 O3'
_chemical_formula_weight         358.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6978(3)
_cell_length_b                   9.0256(3)
_cell_length_c                   23.8222(9)
_cell_measurement_reflns_used    9997
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.41
_cell_volume                     1870.11(11)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0862
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21736
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9740
_exptl_absorpt_correction_T_min  0.9582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         1903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0293
_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)+(0.0341P)²+0.3370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0742
_reflns_number_gt                1849
_reflns_number_total             1903
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b924845e.txt
_cod_data_source_block           z_cis-9
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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)2(1)2(1)
_cod_database_code               7105425
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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
O1 O 0.28385(14) 0.16477(13) 0.22309(5) 0.0297(3) Uani 1 1 d . . .
O2 O 0.25329(17) 0.39995(15) 0.10462(5) 0.0409(3) Uani 1 1 d . . .
O3 O 0.36823(18) 0.42545(14) 0.18791(6) 0.0436(4) Uani 1 1 d . . .
C1 C 0.1673(2) -0.1089(2) 0.08919(8) 0.0340(4) Uani 1 1 d . . .
H1A H 0.2214 -0.1473 0.1206 0.041 Uiso 1 1 calc R . .
C2 C 0.1493(2) -0.1959(2) 0.04177(8) 0.0415(5) Uani 1 1 d . . .
H2A H 0.1923 -0.2926 0.0407 0.050 Uiso 1 1 calc R . .
C3 C 0.0689(2) -0.1422(2) -0.00389(8) 0.0423(5) Uani 1 1 d . . .
H3A H 0.0544 -0.2026 -0.0361 0.051 Uiso 1 1 calc R . .
C4 C 0.0101(2) -0.0013(2) -0.00243(8) 0.0426(5) Uani 1 1 d . . .
H4A H -0.0448 0.0361 -0.0338 0.051 Uiso 1 1 calc R . .
C5 C 0.0305(2) 0.0868(2) 0.04466(7) 0.0340(4) Uani 1 1 d . . .
H5A H -0.0091 0.1850 0.0448 0.041 Uiso 1 1 calc R . .
C6 C 0.10737(19) 0.0344(2) 0.09150(7) 0.0277(4) Uani 1 1 d . . .
C7 C 0.0989(2) 0.1167(2) 0.34894(7) 0.0331(4) Uani 1 1 d . . .
H7A H 0.0462 0.2089 0.3482 0.040 Uiso 1 1 calc R . .
C8 C 0.1242(2) 0.0462(2) 0.39983(8) 0.0409(5) Uani 1 1 d . . .
H8A H 0.0898 0.0907 0.4337 0.049 Uiso 1 1 calc R . .
C9 C 0.1990(2) -0.0878(2) 0.40125(8) 0.0392(5) Uani 1 1 d . . .
H9A H 0.2177 -0.1354 0.4362 0.047 Uiso 1 1 calc R . .
C10 C 0.2470(2) -0.1532(2) 0.35194(8) 0.0390(4) Uani 1 1 d . . .
H10A H 0.2968 -0.2469 0.3528 0.047 Uiso 1 1 calc R . .
C11 C 0.2226(2) -0.0826(2) 0.30134(8) 0.0352(4) Uani 1 1 d . . .
H11A H 0.2561 -0.1281 0.2675 0.042 Uiso 1 1 calc R . .
C12 C 0.1494(2) 0.05453(19) 0.29921(7) 0.0289(4) Uani 1 1 d . . .
C13 C 0.4596(2) 0.1213(2) 0.08255(8) 0.0332(4) Uani 1 1 d . . .
H13A H 0.4021 0.1866 0.0594 0.040 Uiso 1 1 calc R . .
C14 C 0.5854(2) 0.0463(2) 0.06063(9) 0.0407(5) Uani 1 1 d . . .
H14A H 0.6140 0.0613 0.0226 0.049 Uiso 1 1 calc R . .
C15 C 0.6692(2) -0.0496(2) 0.09364(10) 0.0453(5) Uani 1 1 d . . .
H15A H 0.7559 -0.0999 0.0786 0.054 Uiso 1 1 calc R . .
C16 C 0.6262(2) -0.0722(2) 0.14889(9) 0.0420(5) Uani 1 1 d . . .
H16A H 0.6825 -0.1396 0.1716 0.050 Uiso 1 1 calc R . .
C17 C 0.5017(2) 0.0030(2) 0.17128(8) 0.0336(4) Uani 1 1 d . . .
H17A H 0.4737 -0.0128 0.2094 0.040 Uiso 1 1 calc R . .
C18 C 0.41732(19) 0.10102(19) 0.13862(7) 0.0288(4) Uani 1 1 d . . .
C19 C 0.1312(2) 0.1347(2) 0.24413(7) 0.0303(4) Uani 1 1 d . . .
H19A H 0.0757 0.2302 0.2504 0.036 Uiso 1 1 calc R . .
C20 C 0.0558(2) 0.0509(2) 0.19666(7) 0.0349(4) Uani 1 1 d . . .
H20A H -0.0576 0.0580 0.1990 0.042 Uiso 1 1 calc R . .
H20B H 0.0860 -0.0549 0.1972 0.042 Uiso 1 1 calc R . .
C21 C 0.11615(19) 0.12800(19) 0.14395(7) 0.0279(4) Uani 1 1 d . . .
H21A H 0.0511 0.2178 0.1376 0.033 Uiso 1 1 calc R . .
C22 C 0.2798(2) 0.18330(19) 0.16356(7) 0.0269(4) Uani 1 1 d . . .
C23 C 0.29681(19) 0.34846(19) 0.14828(7) 0.0294(4) Uani 1 1 d . . .
C24 C 0.3983(4) 0.5799(2) 0.17437(11) 0.0598(7) Uani 1 1 d . . .
H24A H 0.4517 0.6272 0.2058 0.090 Uiso 1 1 calc R . .
H24B H 0.3007 0.6310 0.1675 0.090 Uiso 1 1 calc R . .
H24C H 0.4626 0.5854 0.1407 0.090 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 0.0000 '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 0.0000 '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
C22 O1 C19 110.12(12) . . ?
C23 O3 C24 115.35(16) . . ?
C2 C1 C6 121.04(17) . . ?
C2 C1 H1A 119.5 . . ?
C6 C1 H1A 119.5 . . ?
C3 C2 C1 120.06(18) . . ?
C3 C2 H2A 120.0 . . ?
C1 C2 H2A 120.0 . . ?
C4 C3 C2 119.61(18) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C3 C4 C5 120.34(18) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C6 C5 C4 121.17(18) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C1 117.74(16) . . ?
C5 C6 C21 120.01(16) . . ?
C1 C6 C21 122.14(15) . . ?
C12 C7 C8 120.87(17) . . ?
C12 C7 H7A 119.6 . . ?
C8 C7 H7A 119.6 . . ?
C9 C8 C7 120.02(18) . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
C8 C9 C10 119.94(17) . . ?
C8 C9 H9A 120.0 . . ?
C10 C9 H9A 120.0 . . ?
C9 C10 C11 119.97(18) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C10 C11 C12 120.84(17) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C7 C12 C11 118.32(16) . . ?
C7 C12 C19 121.22(16) . . ?
C11 C12 C19 120.42(15) . . ?
C14 C13 C18 120.19(18) . . ?
C14 C13 H13A 119.9 . . ?
C18 C13 H13A 119.9 . . ?
C15 C14 C13 120.55(19) . . ?
C15 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
C14 C15 C16 119.50(18) . . ?
C14 C15 H15A 120.2 . . ?
C16 C15 H15A 120.2 . . ?
C15 C16 C17 120.39(19) . . ?
C15 C16 H16A 119.8 . . ?
C17 C16 H16A 119.8 . . ?
C16 C17 C18 120.64(18) . . ?
C16 C17 H17A 119.7 . . ?
C18 C17 H17A 119.7 . . ?
C17 C18 C13 118.70(17) . . ?
C17 C18 C22 120.37(16) . . ?
C13 C18 C22 120.92(16) . . ?
O1 C19 C12 107.23(13) . . ?
O1 C19 C20 103.51(13) . . ?
C12 C19 C20 117.20(15) . . ?
O1 C19 H19A 109.5 . . ?
C12 C19 H19A 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C19 C20 C21 103.76(14) . . ?
C19 C20 H20A 111.0 . . ?
C21 C20 H20A 111.0 . . ?
C19 C20 H20B 111.0 . . ?
C21 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?
C6 C21 C20 114.06(15) . . ?
C6 C21 C22 117.85(14) . . ?
C20 C21 C22 102.14(13) . . ?
C6 C21 H21A 107.4 . . ?
C20 C21 H21A 107.4 . . ?
C22 C21 H21A 107.4 . . ?
O1 C22 C18 108.06(13) . . ?
O1 C22 C23 110.21(13) . . ?
C18 C22 C23 107.65(14) . . ?
O1 C22 C21 106.19(13) . . ?
C18 C22 C21 115.90(13) . . ?
C23 C22 C21 108.79(14) . . ?
O2 C23 O3 124.16(16) . . ?
O2 C23 C22 123.29(16) . . ?
O3 C23 C22 112.53(14) . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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 C22 1.4284(19) . ?
O1 C19 1.445(2) . ?
O2 C23 1.200(2) . ?
O3 C23 1.327(2) . ?
O3 C24 1.454(2) . ?
C1 C2 1.385(3) . ?
C1 C6 1.396(2) . ?
C1 H1A 0.9500 . ?
C2 C3 1.381(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.371(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.384(2) . ?
C5 H5A 0.9500 . ?
C6 C21 1.510(2) . ?
C7 C12 1.382(2) . ?
C7 C8 1.386(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.374(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.379(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.380(3) . ?
C10 H10A 0.9500 . ?
C11 C12 1.393(3) . ?
C11 H11A 0.9500 . ?
C12 C19 1.507(2) . ?
C13 C14 1.389(3) . ?
C13 C18 1.398(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.378(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.383(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.385(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.388(3) . ?
C17 H17A 0.9500 . ?
C18 C22 1.528(2) . ?
C19 C20 1.510(2) . ?
C19 H19A 1.0000 . ?
C20 C21 1.529(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.579(2) . ?
C21 H21A 1.0000 . ?
C22 C23 1.542(2) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
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
C6 C1 C2 C3 -1.0(3) . . . . ?
C1 C2 C3 C4 1.4(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C4 C5 C6 C1 1.7(3) . . . . ?
C4 C5 C6 C21 -174.81(17) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C1 C6 C21 175.88(17) . . . . ?
C12 C7 C8 C9 -0.6(3) . . . . ?
C7 C8 C9 C10 -0.9(3) . . . . ?
C8 C9 C10 C11 1.3(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C8 C7 C12 C11 1.7(3) . . . . ?
C8 C7 C12 C19 -176.14(18) . . . . ?
C10 C11 C12 C7 -1.4(3) . . . . ?
C10 C11 C12 C19 176.53(17) . . . . ?
C18 C13 C14 C15 0.5(3) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C14 C15 C16 C17 -1.2(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C13 0.6(3) . . . . ?
C16 C17 C18 C22 179.87(16) . . . . ?
C14 C13 C18 C17 -1.1(3) . . . . ?
C14 C13 C18 C22 179.62(16) . . . . ?
C22 O1 C19 C12 156.36(13) . . . . ?
C22 O1 C19 C20 31.84(18) . . . . ?
C7 C12 C19 O1 116.10(17) . . . . ?
C11 C12 C19 O1 -61.7(2) . . . . ?
C7 C12 C19 C20 -128.16(19) . . . . ?
C11 C12 C19 C20 54.0(2) . . . . ?
O1 C19 C20 C21 -38.26(17) . . . . ?
C12 C19 C20 C21 -156.03(15) . . . . ?
C5 C6 C21 C20 124.52(18) . . . . ?
C1 C6 C21 C20 -51.8(2) . . . . ?
C5 C6 C21 C22 -115.73(18) . . . . ?
C1 C6 C21 C22 68.0(2) . . . . ?
C19 C20 C21 C6 158.38(14) . . . . ?
C19 C20 C21 C22 30.12(17) . . . . ?
C19 O1 C22 C18 -137.29(14) . . . . ?
C19 O1 C22 C23 105.33(16) . . . . ?
C19 O1 C22 C21 -12.33(18) . . . . ?
C17 C18 C22 O1 12.5(2) . . . . ?
C13 C18 C22 O1 -168.27(15) . . . . ?
C17 C18 C22 C23 131.52(17) . . . . ?
C13 C18 C22 C23 -49.3(2) . . . . ?
C17 C18 C22 C21 -106.46(18) . . . . ?
C13 C18 C22 C21 72.8(2) . . . . ?
C6 C21 C22 O1 -137.59(15) . . . . ?
C20 C21 C22 O1 -11.77(17) . . . . ?
C6 C21 C22 C18 -17.6(2) . . . . ?
C20 C21 C22 C18 108.21(16) . . . . ?
C6 C21 C22 C23 103.81(16) . . . . ?
C20 C21 C22 C23 -130.37(15) . . . . ?
C24 O3 C23 O2 -2.6(3) . . . . ?
C24 O3 C23 C22 175.61(19) . . . . ?
O1 C22 C23 O2 -157.29(16) . . . . ?
C18 C22 C23 O2 85.1(2) . . . . ?
C21 C22 C23 O2 -41.2(2) . . . . ?
O1 C22 C23 O3 24.5(2) . . . . ?
C18 C22 C23 O3 -93.17(17) . . . . ?
C21 C22 C23 O3 140.50(15) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653191
