#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:52:39 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178705 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/16/4081692.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_4081692
loop_
_publ_author_name
'Kubisiak, Marcin'
'Zelga, Karolina'
'Justyniak, Iwona'
'Tratkiewicz, Ewa'
'Pietrzak, Tomasz'
'Keeri, Abdul R.'
'Ochal, Zbigniew'
'Hartenstein, Larissa'
'Roesky, Peter W.'
'Lewiński, Janusz'
_publ_section_title
;
 Catalytic Epoxidation of Enones Mediated by Zinc Alkylperoxide/tert-BuOOH
 Systems
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5263
_journal_paper_doi               10.1021/om400830e
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C34 H56 N4 O4 Zn2'
_chemical_formula_weight         715.61
_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                96.618(5)
_cell_angle_beta                 109.132(5)
_cell_angle_gamma                95.721(5)
_cell_formula_units_Z            1
_cell_length_a                   9.213(5)
_cell_length_b                   10.141(5)
_cell_length_c                   11.961(5)
_cell_measurement_reflns_used    6994
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1037.4(9)
_computing_cell_refinement       'Denzo & Scalepak (Otwinowski, Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction        'Denzo & Scalepak (Otwinowski, Minor, 1997)'
_computing_molecular_graphics
;
DIAMOND v2.1 (Brandenburg, 1999)
Ortep-3 for Windows, L.J.Farrugia (1997) J.Appl.Cryst. 30, 565,
ORTEP III (Burnett, Johnson, 1996)
;
_computing_publication_material
;
SHELXL-97 (Sheldrick, 1997),
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'κ-geometry diffractometr'
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'area detector ω 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4685
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         3.22
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.716
_exptl_absorpt_correction_T_min  0.604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scalepak (Otwinowski, Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         4685
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0188P)²+1.8508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0908
_reflns_number_gt                4264
_reflns_number_total             4685
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om400830e_si_002.cif
_cod_data_source_block           shelxl_comp4
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               4081692
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
C1 C 0.2199(3) 0.6253(3) 0.3247(2) 0.0294(5) Uani 1 1 d .
C2 C 0.3772(3) 0.6479(4) 0.4228(3) 0.0537(9) Uani 1 1 d .
H2A H 0.3653 0.6752 0.5002 0.081 Uiso 1 1 calc R
H2B H 0.4454 0.7185 0.4073 0.081 Uiso 1 1 calc R
H2C H 0.4228 0.5645 0.4244 0.081 Uiso 1 1 calc R
C3 C 0.1420(4) 0.7520(3) 0.3181(3) 0.0449(8) Uani 1 1 d .
H3A H 0.0377 0.7316 0.2575 0.067 Uiso 1 1 calc R
H3B H 0.2040 0.8221 0.2962 0.067 Uiso 1 1 calc R
H3C H 0.1343 0.7833 0.3963 0.067 Uiso 1 1 calc R
C4 C 0.2303(3) 0.5715(3) 0.2033(2) 0.0375(6) Uani 1 1 d .
H4A H 0.2730 0.4868 0.2081 0.056 Uiso 1 1 calc R
H4B H 0.2981 0.6370 0.1818 0.056 Uiso 1 1 calc R
H4C H 0.1264 0.5561 0.1422 0.056 Uiso 1 1 calc R
C5 C 0.2676(3) 0.1879(2) 0.6115(2) 0.0211(4) Uani 1 1 d .
C6 C 0.3241(3) 0.0638(2) 0.5982(2) 0.0274(5) Uani 1 1 d .
H6 H 0.2875 0.0184 0.5179 0.033 Uiso 1 1 calc R
C7 C 0.4212(3) -0.0041(2) 0.6779(3) 0.0310(6) Uani 1 1 d .
H7 H 0.4437 -0.0847 0.6424 0.037 Uiso 1 1 calc R
C8 C 0.4911(3) 0.0256(3) 0.8009(3) 0.0367(6) Uani 1 1 d .
H8 H 0.5529 -0.0363 0.8401 0.044 Uiso 1 1 calc R
C9 C 0.4777(3) 0.1390(3) 0.8713(3) 0.0350(6) Uani 1 1 d .
H9 H 0.5251 0.1415 0.9552 0.042 Uiso 1 1 calc R
C10 C 0.4061(3) 0.2494(3) 0.8386(2) 0.0292(5) Uani 1 1 d .
H10 H 0.4120 0.3138 0.9048 0.035 Uiso 1 1 calc R
C11 C 0.3256(3) 0.2854(2) 0.7257(2) 0.0231(5) Uani 1 1 d .
C12 C 0.0987(3) 0.1461(2) 0.4022(2) 0.0247(5) Uani 1 1 d .
H12 H 0.0808 0.0499 0.4122 0.030 Uiso 1 1 calc R
C13 C -0.0561(3) 0.1899(3) 0.3368(2) 0.0274(5) Uani 1 1 d .
H13A H -0.1215 0.1877 0.3869 0.041 Uiso 1 1 calc R
H13B H -0.1084 0.1289 0.2611 0.041 Uiso 1 1 calc R
H13C H -0.0380 0.2814 0.3204 0.041 Uiso 1 1 calc R
C14 C 0.2088(3) 0.1617(3) 0.3313(2) 0.0331(6) Uani 1 1 d .
H14A H 0.2226 0.2550 0.3180 0.050 Uiso 1 1 calc R
H14B H 0.1649 0.1024 0.2539 0.050 Uiso 1 1 calc R
H14C H 0.3096 0.1378 0.3766 0.050 Uiso 1 1 calc R
C15 C 0.3571(3) 0.5193(2) 0.8152(2) 0.0234(5) Uani 1 1 d .
H15 H 0.4557 0.4967 0.8707 0.028 Uiso 1 1 calc R
C16 C 0.3957(3) 0.6454(2) 0.7658(2) 0.0292(5) Uani 1 1 d .
H16A H 0.4712 0.6300 0.7257 0.044 Uiso 1 1 calc R
H16B H 0.4400 0.7207 0.8318 0.044 Uiso 1 1 calc R
H16C H 0.3008 0.6664 0.7082 0.044 Uiso 1 1 calc R
C17 C 0.2464(3) 0.5398(3) 0.8844(2) 0.0305(5) Uani 1 1 d .
H17A H 0.1485 0.5606 0.8307 0.046 Uiso 1 1 calc R
H17B H 0.2934 0.6142 0.9509 0.046 Uiso 1 1 calc R
H17C H 0.2261 0.4576 0.9160 0.046 Uiso 1 1 calc R
N1 N 0.1660(2) 0.22996(19) 0.52079(17) 0.0210(4) Uani 1 1 d .
N2 N 0.2903(2) 0.40854(19) 0.71425(17) 0.0217(4) Uani 1 1 d .
O1 O 0.09527(18) 0.55632(16) 0.45665(14) 0.0219(3) Uani 1 1 d .
O2 O 0.1202(2) 0.51717(16) 0.34245(14) 0.0239(3) Uani 1 1 d .
Zn1 Zn 0.12395(3) 0.41453(3) 0.55917(2) 0.01991(8) 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'
N N 0.0061 0.0033 '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
O2 C1 C2 110.4(2) . .
O2 C1 C4 101.8(2) . .
C2 C1 C4 111.5(2) . .
O2 C1 C3 109.7(2) . .
C2 C1 C3 112.0(3) . .
C4 C1 C3 110.9(2) . .
N1 C5 C6 122.2(2) . .
N1 C5 C11 114.7(2) . .
C6 C5 C11 123.0(2) . .
C7 C6 C5 133.1(2) . .
C6 C7 C8 130.7(3) . .
C7 C8 C9 124.8(2) . .
C10 C9 C8 130.1(3) . .
C9 C10 C11 132.8(3) . .
N2 C11 C10 122.2(2) . .
N2 C11 C5 114.6(2) . .
C10 C11 C5 123.2(2) . .
N1 C12 C13 108.09(19) . .
N1 C12 C14 110.2(2) . .
C13 C12 C14 110.5(2) . .
N2 C15 C17 111.1(2) . .
N2 C15 C16 108.18(19) . .
C17 C15 C16 111.9(2) . .
C5 N1 C12 121.3(2) . .
C5 N1 Zn1 114.02(15) . .
C12 N1 Zn1 124.65(15) . .
C11 N2 C15 120.64(19) . .
C11 N2 Zn1 112.63(15) . .
C15 N2 Zn1 126.27(15) . .
O2 O1 Zn1 113.10(11) . .
O2 O1 Zn1 115.03(11) . 2_566
Zn1 O1 Zn1 100.57(7) . 2_566
C1 O2 O1 108.31(16) . .
O1 Zn1 N1 127.91(8) . .
O1 Zn1 N2 129.87(8) . .
N1 Zn1 N2 82.19(8) . .
O1 Zn1 O1 79.43(7) . 2_566
N1 Zn1 O1 119.01(7) . 2_566
N2 Zn1 O1 124.19(8) . 2_566
O1 Zn1 Zn1 40.23(5) . 2_566
N1 Zn1 Zn1 135.54(6) . 2_566
N2 Zn1 Zn1 141.38(6) . 2_566
O1 Zn1 Zn1 39.20(5) 2_566 2_566
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.440(3) .
C1 C2 1.512(4) .
C1 C4 1.527(4) .
C1 C3 1.530(4) .
C5 N1 1.325(3) .
C5 C6 1.421(3) .
C5 C11 1.495(3) .
C6 C7 1.378(4) .
C7 C8 1.381(4) .
C8 C9 1.386(4) .
C9 C10 1.386(4) .
C10 C11 1.420(3) .
C11 N2 1.333(3) .
C12 N1 1.470(3) .
C12 C13 1.523(3) .
C12 C14 1.528(4) .
C15 N2 1.470(3) .
C15 C17 1.525(3) .
C15 C16 1.527(3) .
N1 Zn1 1.982(2) .
N2 Zn1 1.994(2) .
O1 O2 1.475(2) .
O1 Zn1 1.9775(17) .
O1 Zn1 2.0208(19) 2_566
Zn1 O1 2.0208(19) 2_566
Zn1 Zn1 3.0757(11) 2_566
