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#$Date: 2016-03-21 07:16:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178556 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/64/4066400.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_4066400
loop_
_publ_author_name
'Hollingsworth, Nathan'
'Johnson, Andrew L.'
'Kingsley, Andrew'
'Kociok-Köhn, Gabriele'
'Molloy, Kieran C.'
_publ_section_title
;
 Structural Study of the Reaction of Methylzinc Amino Alcoholates with
 Oxygen
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              3318
_journal_paper_doi               10.1021/om100449t
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C20 H52 N4 O2 Zn4'
_chemical_formula_sum            'C20 H52 N4 O2 Zn4'
_chemical_formula_weight         642.14
_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                93.155(2)
_cell_angle_beta                 112.003(2)
_cell_angle_gamma                100.315(2)
_cell_formula_units_Z            1
_cell_length_a                   8.0653(3)
_cell_length_b                   9.5037(4)
_cell_length_c                   10.5151(5)
_cell_measurement_reflns_used    12114
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     728.58(6)
_computing_cell_refinement       'HKL Scalepack (Otwinski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
 DENZO-SCALEPACK Z. Otwinowski and W. Minor, " 
 Processing of X-ray Diffraction Data Collected in Oscillation Mode ", 
 Methods in Enzymology, Volume 276: Macromolecular Crystallography, 
 part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press.
;
_computing_molecular_graphics
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'
_computing_publication_material
;
 'WinGX publication routines, Farrugia, 
 L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;
_computing_structure_refinement
;
 SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). 
 Sheldrick, G.M., Institüt für Anorganische Chemie der Universität, 
 Tammanstrasse 4, D-3400 Göttingen, Germany, 1998 
;
_computing_structure_solution
; 
 SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , 
 Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. 
 (1999) J. Appl. Cryst. 32, 115-119
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       '169 2.0 degree images with \v 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  0.0705
_diffrn_reflns_av_sigmaI/netI    0.0601
_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       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10030
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.273
_exptl_absorpt_correction_T_max  0.7719
_exptl_absorpt_correction_T_min  0.3508
_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    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular shape'
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.792
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         3338
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0424
_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)+(0.0463P)²+0.3800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                2672
_reflns_number_total             3338
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100449t_si_001.cif
_cod_data_source_block           k08kcm24
_cod_original_cell_volume        728.58(5)
_cod_database_code               4066400
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
Zn1 Zn 0.87649(5) 0.57602(4) 0.40281(4) 0.02526(13) Uani 1 1 d .
Zn2 Zn 0.73213(6) 0.20499(4) 0.17677(5) 0.03749(14) Uani 1 1 d .
O1 O 0.8625(3) 0.3661(2) 0.4358(2) 0.0253(4) Uani 1 1 d .
N1 N 0.9699(4) 0.3887(3) 0.7246(3) 0.0263(6) Uani 1 1 d .
N2 N 0.5150(4) 0.1658(3) 0.2548(3) 0.0277(6) Uani 1 1 d .
C1 C 0.6771(5) 0.6765(4) 0.3853(4) 0.0368(8) Uani 1 1 d .
H1A H 0.5974 0.6698 0.2874 0.055 Uiso 1 1 calc R
H1B H 0.7291 0.7782 0.4243 0.055 Uiso 1 1 calc R
H1C H 0.6056 0.6314 0.4356 0.055 Uiso 1 1 calc R
C2 C 0.6202(6) 0.3123(5) 0.0213(4) 0.0489(10) Uani 1 1 d .
H2A H 0.7023 0.3346 -0.0274 0.073 Uiso 1 1 calc R
H2B H 0.6003 0.4023 0.0574 0.073 Uiso 1 1 calc R
H2C H 0.5026 0.2530 -0.0431 0.073 Uiso 1 1 calc R
C3 C 0.8977(6) 0.0707(4) 0.2469(5) 0.0478(10) Uani 1 1 d .
H3A H 0.9547 0.0527 0.1818 0.072 Uiso 1 1 calc R
H3B H 0.8271 -0.0207 0.2561 0.072 Uiso 1 1 calc R
H3C H 0.9931 0.1136 0.3374 0.072 Uiso 1 1 calc R
C4 C 0.7301(4) 0.3032(3) 0.4874(3) 0.0261(6) Uani 1 1 d .
H4 H 0.6512 0.3731 0.4882 0.031 Uiso 1 1 calc R
C5 C 0.8228(5) 0.2681(3) 0.6358(3) 0.0305(7) Uani 1 1 d .
H5A H 0.7298 0.2457 0.6762 0.037 Uiso 1 1 calc R
H5B H 0.8742 0.1815 0.6325 0.037 Uiso 1 1 calc R
C6 C 0.8937(5) 0.5106(4) 0.7558(4) 0.0351(8) Uani 1 1 d .
H6A H 0.8358 0.5514 0.6706 0.053 Uiso 1 1 calc R
H6B H 0.9925 0.5850 0.8235 0.053 Uiso 1 1 calc R
H6C H 0.8023 0.4760 0.7939 0.053 Uiso 1 1 calc R
C7 C 1.0701(5) 0.3359(4) 0.8576(4) 0.0383(8) Uani 1 1 d .
H7A H 0.9841 0.3004 0.9003 0.057 Uiso 1 1 calc R
H7B H 1.1663 0.4153 0.9206 0.057 Uiso 1 1 calc R
H7C H 1.1253 0.2574 0.8392 0.057 Uiso 1 1 calc R
C8 C 0.6084(5) 0.1607(4) 0.4057(4) 0.0328(7) Uani 1 1 d .
H8A H 0.6837 0.0869 0.4190 0.039 Uiso 1 1 calc R
H8B H 0.5143 0.1299 0.4436 0.039 Uiso 1 1 calc R
C9 C 0.3989(5) 0.2712(4) 0.2282(4) 0.0415(8) Uani 1 1 d .
H9A H 0.3269 0.2628 0.1285 0.062 Uiso 1 1 calc R
H9B H 0.4757 0.3687 0.2613 0.062 Uiso 1 1 calc R
H9C H 0.3162 0.2529 0.2768 0.062 Uiso 1 1 calc R
C10 C 0.4020(5) 0.0213(4) 0.1885(4) 0.0434(9) Uani 1 1 d .
H10A H 0.3033 -0.0018 0.2219 0.065 Uiso 1 1 calc R
H10B H 0.4784 -0.0504 0.2117 0.065 Uiso 1 1 calc R
H10C H 0.3492 0.0202 0.0879 0.065 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'
N N 0.0061 0.0033 '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 O1 122.95(13) . .
C1 Zn1 O1 123.57(13) . 2_766
O1 Zn1 O1 90.12(8) . 2_766
C1 Zn1 N1 121.27(13) . 2_766
O1 Zn1 N1 105.93(9) . 2_766
O1 Zn1 N1 83.00(9) 2_766 2_766
C1 Zn1 Zn1 140.94(11) . 2_766
O1 Zn1 Zn1 46.01(6) . 2_766
O1 Zn1 Zn1 44.11(5) 2_766 2_766
N1 Zn1 Zn1 95.93(7) 2_766 2_766
C3 Zn2 C2 145.75(19) . .
C3 Zn2 N2 109.22(15) . .
C2 Zn2 N2 100.06(15) . .
C3 Zn2 O1 92.01(14) . .
C2 Zn2 O1 113.97(14) . .
N2 Zn2 O1 72.43(8) . .
C4 O1 Zn1 117.53(17) . .
C4 O1 Zn1 110.19(17) . 2_766
Zn1 O1 Zn1 89.88(8) . 2_766
C4 O1 Zn2 101.15(17) . .
Zn1 O1 Zn2 106.21(8) . .
Zn1 O1 Zn2 132.73(9) 2_766 .
C5 N1 C6 110.8(3) . .
C5 N1 C7 107.6(2) . .
C6 N1 C7 108.4(3) . .
C5 N1 Zn1 99.25(19) . 2_766
C6 N1 Zn1 116.5(2) . 2_766
C7 N1 Zn1 113.6(2) . 2_766
C9 N2 C10 109.5(3) . .
C9 N2 C8 111.5(3) . .
C10 N2 C8 108.4(3) . .
C9 N2 Zn2 114.9(2) . .
C10 N2 Zn2 106.5(2) . .
C8 N2 Zn2 105.75(19) . .
Zn1 C1 H1A 109.5 . .
Zn1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
Zn1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
Zn2 C2 H2A 109.5 . .
Zn2 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
Zn2 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
Zn2 C3 H3A 109.5 . .
Zn2 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
Zn2 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
O1 C4 C8 114.5(3) . .
O1 C4 C5 111.3(3) . .
C8 C4 C5 104.5(2) . .
O1 C4 H4 108.8 . .
C8 C4 H4 108.8 . .
C5 C4 H4 108.8 . .
N1 C5 C4 111.9(2) . .
N1 C5 H5A 109.2 . .
C4 C5 H5A 109.2 . .
N1 C5 H5B 109.2 . .
C4 C5 H5B 109.2 . .
H5A C5 H5B 107.9 . .
N1 C6 H6A 109.5 . .
N1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N1 C7 H7A 109.5 . .
N1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
N1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N2 C8 C4 114.1(3) . .
N2 C8 H8A 108.7 . .
C4 C8 H8A 108.7 . .
N2 C8 H8B 108.7 . .
C4 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
N2 C9 H9A 109.5 . .
N2 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N2 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N2 C10 H10A 109.5 . .
N2 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N2 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 C1 1.970(3) .
Zn1 O1 2.034(2) .
Zn1 O1 2.102(2) 2_766
Zn1 N1 2.142(3) 2_766
Zn1 Zn1 2.9223(7) 2_766
Zn2 C3 1.983(4) .
Zn2 C2 1.984(4) .
Zn2 N2 2.181(3) .
Zn2 O1 2.773(2) .
O1 C4 1.426(4) .
O1 Zn1 2.102(2) 2_766
N1 C5 1.469(4) .
N1 C6 1.480(4) .
N1 C7 1.496(4) .
N1 Zn1 2.142(3) 2_766
N2 C9 1.459(4) .
N2 C10 1.474(4) .
N2 C8 1.488(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 C8 1.516(5) .
C4 C5 1.542(4) .
C4 H4 1.0000 .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
