#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:00:24 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178544 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/51/4065143.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_4065143
loop_
_publ_author_name
'Wilson, Erin E.'
'Oliver, Allen G.'
'Hughes, Russell P.'
'Ashfeld, Brandon L.'
_publ_section_title
;
 Synthesis of Phosphine-Ligated Zinc Acetylide Dimers: Enhanced Reactivity
 in Carbonyl Additions
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5214
_journal_paper_doi               10.1021/om200581f
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C24 H26 O2 Zn'
_chemical_formula_sum            'C24 H26 O2 Zn'
_chemical_formula_weight         411.82
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_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            8
_cell_length_a                   16.058(3)
_cell_length_b                   45.201(7)
_cell_length_c                   5.7359(9)
_cell_measurement_reflns_used    3440
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.57
_cell_measurement_theta_min      2.69
_cell_volume                     4163.3(12)
_computing_cell_refinement       'Bruker SAINT v7.68A'
_computing_data_collection       'Bruker APEX-II v2010-7'
_computing_data_reduction        'Bruker SAINT v7.68A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-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  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -59
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            11383
_diffrn_reflns_theta_full        28.48
_diffrn_reflns_theta_max         28.48
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_T_max  0.9631
_exptl_absorpt_correction_T_min  0.7379
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.289
_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   0.019(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2615
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0297
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0324P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0683
_reflns_number_gt                2271
_reflns_number_total             2615
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200581f_si_002.cif
_cod_data_source_block           nd1107
_cod_original_sg_symbol_H-M      Fdd2
_cod_database_code               4065143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
Zn1 Zn 0.5000 0.0000 -0.26396(6) 0.03164(10) Uani 1 2 d S
O1 O 0.57323(11) -0.02193(3) -0.0157(4) 0.0578(5) Uani 1 1 d .
C1 C 0.42753(13) -0.03173(5) -0.3715(4) 0.0314(5) Uani 1 1 d .
C2 C 0.38221(12) -0.05195(4) -0.4251(4) 0.0273(4) Uani 1 1 d .
C3 C 0.32741(12) -0.07635(4) -0.4776(3) 0.0236(4) Uani 1 1 d .
C4 C 0.31852(12) -0.09936(4) -0.3165(3) 0.0264(4) Uani 1 1 d .
H4A H 0.3498 -0.0990 -0.1760 0.032 Uiso 1 1 calc R
C5 C 0.26469(13) -0.12269(5) -0.3589(4) 0.0297(5) Uani 1 1 d .
H5A H 0.2586 -0.1381 -0.2472 0.036 Uiso 1 1 calc R
C6 C 0.21961(15) -0.12352(5) -0.5656(4) 0.0314(5) Uani 1 1 d .
H6A H 0.1832 -0.1396 -0.5960 0.038 Uiso 1 1 calc R
C7 C 0.22761(14) -0.10119(5) -0.7254(4) 0.0320(5) Uani 1 1 d .
H7A H 0.1962 -0.1018 -0.8657 0.038 Uiso 1 1 calc R
C8 C 0.28174(13) -0.07751(5) -0.6839(3) 0.0291(4) Uani 1 1 d .
H8A H 0.2873 -0.0622 -0.7963 0.035 Uiso 1 1 calc R
C9 C 0.65372(15) -0.01303(5) 0.0629(5) 0.0424(6) Uani 1 1 d .
H9A H 0.6554 0.0086 0.0873 0.051 Uiso 1 1 calc R
H9B H 0.6967 -0.0184 -0.0535 0.051 Uiso 1 1 calc R
C10 C 0.66908(14) -0.02894(5) 0.2880(4) 0.0366(5) Uani 1 1 d .
H10A H 0.6533 -0.0165 0.4229 0.044 Uiso 1 1 calc R
H10B H 0.7284 -0.0346 0.3031 0.044 Uiso 1 1 calc R
C11 C 0.61337(14) -0.05637(5) 0.2723(4) 0.0368(5) Uani 1 1 d .
H11A H 0.6457 -0.0738 0.2197 0.044 Uiso 1 1 calc R
H11B H 0.5879 -0.0609 0.4254 0.044 Uiso 1 1 calc R
C12 C 0.54769(16) -0.04834(5) 0.0964(4) 0.0432(6) Uani 1 1 d .
H12A H 0.5414 -0.0644 -0.0193 0.052 Uiso 1 1 calc R
H12B H 0.4935 -0.0453 0.1750 0.052 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'
Zn Zn 0.2839 1.4301 '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
C1 Zn1 C1 143.05(13) . 2_655
C1 Zn1 O1 103.20(7) . 2_655
C1 Zn1 O1 101.66(8) 2_655 2_655
C1 Zn1 O1 101.66(8) . .
C1 Zn1 O1 103.21(7) 2_655 .
O1 Zn1 O1 94.41(13) 2_655 .
C12 O1 C9 110.89(18) . .
C12 O1 Zn1 122.99(14) . .
C9 O1 Zn1 126.12(13) . .
C2 C1 Zn1 176.2(2) . .
C1 C2 C3 177.3(2) . .
C8 C3 C4 118.65(18) . .
C8 C3 C2 121.83(19) . .
C4 C3 C2 119.51(19) . .
C5 C4 C3 120.91(19) . .
C4 C5 C6 119.7(2) . .
C7 C6 C5 120.2(2) . .
C6 C7 C8 120.52(19) . .
C3 C8 C7 120.04(19) . .
O1 C9 C10 106.62(19) . .
C9 C10 C11 103.97(18) . .
C12 C11 C10 104.72(18) . .
O1 C12 C11 107.74(18) . .
C5 C4 H4A 119.5 . .
C3 C4 H4A 119.5 . .
C4 C5 H5A 120.1 . .
C6 C5 H5A 120.1 . .
C7 C6 H6A 119.9 . .
C5 C6 H6A 119.9 . .
C6 C7 H7A 119.7 . .
C8 C7 H7A 119.7 . .
C3 C8 H8A 120.0 . .
C7 C8 H8A 120.0 . .
O1 C9 H9A 110.4 . .
C10 C9 H9A 110.4 . .
O1 C9 H9B 110.4 . .
C10 C9 H9B 110.4 . .
H9A C9 H9B 108.6 . .
C9 C10 H10A 111.0 . .
C11 C10 H10A 111.0 . .
C9 C10 H10B 111.0 . .
C11 C10 H10B 111.0 . .
H10A C10 H10B 109.0 . .
C12 C11 H11A 110.8 . .
C10 C11 H11A 110.8 . .
C12 C11 H11B 110.8 . .
C10 C11 H11B 110.8 . .
H11A C11 H11B 108.9 . .
O1 C12 H12A 110.2 . .
C11 C12 H12A 110.2 . .
O1 C12 H12B 110.2 . .
C11 C12 H12B 110.2 . .
H12A C12 H12B 108.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 C1 1.947(2) .
Zn1 C1 1.947(2) 2_655
Zn1 O1 2.0961(17) 2_655
Zn1 O1 2.0961(17) .
O1 C12 1.416(3) .
O1 C9 1.427(3) .
C1 C2 1.208(3) .
C2 C3 1.443(3) .
C3 C8 1.393(3) .
C3 C4 1.399(3) .
C4 C5 1.385(3) .
C5 C6 1.389(3) .
C6 C7 1.370(3) .
C7 C8 1.399(3) .
C9 C10 1.499(3) .
C10 C11 1.531(3) .
C11 C12 1.504(3) .
C4 H4A 0.9500 .
C5 H5A 0.9500 .
C6 H6A 0.9500 .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
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
C1 Zn1 O1 C12 -22.3(2) .
C1 Zn1 O1 C12 -174.8(2) 2_655
O1 Zn1 O1 C12 82.2(2) 2_655
C1 Zn1 O1 C9 157.3(2) .
C1 Zn1 O1 C9 4.9(2) 2_655
O1 Zn1 O1 C9 -98.2(2) 2_655
C8 C3 C4 C5 -0.8(3) .
C2 C3 C4 C5 178.23(19) .
C3 C4 C5 C6 0.8(3) .
C4 C5 C6 C7 -0.8(4) .
C5 C6 C7 C8 0.7(4) .
C4 C3 C8 C7 0.7(3) .
C2 C3 C8 C7 -178.32(19) .
C6 C7 C8 C3 -0.6(3) .
C12 O1 C9 C10 -18.3(3) .
Zn1 O1 C9 C10 162.00(17) .
O1 C9 C10 C11 24.6(2) .
C9 C10 C11 C12 -21.9(2) .
C9 O1 C12 C11 3.8(3) .
Zn1 O1 C12 C11 -176.47(16) .
C10 C11 C12 O1 11.8(3) .
