#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:07:28 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179741 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/37/7003734.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_7003734
loop_
_publ_author_name
'Dochnahl, Maximilian'
'Löhnwitz, Karolin'
'Pissarek, Jens-Wolfgang'
'Roesky, Peter W.'
'Blechert, Siegfried'
_publ_section_title
;
 Electronic modification of an aminotroponiminate zinc complex leading
 to an increased reactivity in the hydroamination of alkenes
;
_journal_issue                   21
_journal_name_full               'Dalton Transactions'
_journal_page_first              2844
_journal_page_last               2848
_journal_paper_doi               10.1039/b719120k
_journal_year                    2008
_chemical_formula_sum            'C20 H26 N2 S Zn'
_chemical_formula_weight         391.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                106.262(7)
_cell_angle_beta                 97.856(7)
_cell_angle_gamma                112.659(7)
_cell_formula_units_Z            2
_cell_length_a                   9.7820(8)
_cell_length_b                   10.2833(9)
_cell_length_c                   11.2587(9)
_cell_measurement_temperature    200(2)
_cell_volume                     964.31(17)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Diamond 2.1e'
_computing_publication_material  'X-STEP32, Microsoft Word'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'area detector'
_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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6896
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.26
_exptl_absorpt_coefficient_mu    1.385
_exptl_absorpt_correction_T_max  0.7215
_exptl_absorpt_correction_T_min  0.6261
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED & X-SHAPE'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.459
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.259
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0304P)²+0.3650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                3095
_reflns_number_total             3364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b719120k.txt
_cod_data_source_block           2
_cod_original_cell_volume        964.31(14)
_cod_database_code               7003734
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 -0.11500(17) 0.27770(17) 0.33110(15) 0.0202(3) Uani 1 1 d . . .
C2 C -0.21241(18) 0.32517(18) 0.39493(16) 0.0239(3) Uani 1 1 d . . .
H2 H -0.2881 0.3331 0.3403 0.029 Uiso 1 1 calc R . .
C3 C -0.21821(18) 0.36199(18) 0.52093(16) 0.0246(3) Uani 1 1 d . . .
H3 H -0.2864 0.4038 0.5396 0.030 Uiso 1 1 calc R . .
C4 C -0.13953(19) 0.34720(18) 0.62473(15) 0.0236(3) Uani 1 1 d . . .
C5 C -0.03033(19) 0.29177(18) 0.62050(15) 0.0252(3) Uani 1 1 d . . .
H5 H 0.0012 0.2732 0.6942 0.030 Uiso 1 1 calc R . .
C6 C 0.03880(19) 0.25986(19) 0.52426(16) 0.0246(3) Uani 1 1 d . . .
H6 H 0.1108 0.2244 0.5449 0.030 Uiso 1 1 calc R . .
C7 C 0.02251(18) 0.27005(17) 0.40026(15) 0.0210(3) Uani 1 1 d . . .
C8 C -0.27485(19) 0.2238(2) 0.12133(16) 0.0287(4) Uani 1 1 d . . .
H8 H -0.3620 0.1833 0.1573 0.034 Uiso 1 1 calc R . .
C9 C -0.2606(2) 0.3734(2) 0.1122(2) 0.0428(5) Uani 1 1 d . . .
H9C H -0.3570 0.3573 0.0594 0.051 Uiso 1 1 calc R . .
H9B H -0.1784 0.4123 0.0736 0.051 Uiso 1 1 calc R . .
H9A H -0.2374 0.4457 0.1977 0.051 Uiso 1 1 calc R . .
C10 C -0.3073(2) 0.1094(3) -0.01124(18) 0.0455(5) Uani 1 1 d . . .
H10A H -0.3162 0.0150 -0.0036 0.055 Uiso 1 1 calc R . .
H10B H -0.2235 0.1483 -0.0483 0.055 Uiso 1 1 calc R . .
H10C H -0.4029 0.0919 -0.0664 0.055 Uiso 1 1 calc R . .
C11 C 0.2613(2) 0.2539(2) 0.38521(18) 0.0333(4) Uani 1 1 d . . .
H11 H 0.2952 0.3082 0.4796 0.040 Uiso 1 1 calc R . .
C12 C 0.3874(2) 0.3330(3) 0.3274(2) 0.0559(6) Uani 1 1 d . . .
H12A H 0.3995 0.4348 0.3418 0.067 Uiso 1 1 calc R . .
H12B H 0.3585 0.2767 0.2357 0.067 Uiso 1 1 calc R . .
H12C H 0.4839 0.3374 0.3682 0.067 Uiso 1 1 calc R . .
C13 C 0.2312(3) 0.0919(3) 0.3577(2) 0.0577(6) Uani 1 1 d . . .
H13A H 0.1989 0.0378 0.2654 0.069 Uiso 1 1 calc R . .
H13B H 0.1505 0.0447 0.3948 0.069 Uiso 1 1 calc R . .
H13C H 0.3247 0.0888 0.3953 0.069 Uiso 1 1 calc R . .
C14 C 0.1087(2) 0.2038(2) -0.00945(18) 0.0410(5) Uani 1 1 d . . .
H14A H 0.0943 0.2688 -0.0529 0.049 Uiso 1 1 calc R . .
H14B H 0.0440 0.0988 -0.0642 0.049 Uiso 1 1 calc R . .
H14C H 0.2158 0.2227 0.0087 0.049 Uiso 1 1 calc R . .
C15 C -0.3736(2) 0.3093(2) 0.74942(16) 0.0262(3) Uani 1 1 d . . .
C16 C -0.4543(2) 0.1584(2) 0.67028(18) 0.0331(4) Uani 1 1 d . . .
H16 H -0.4039 0.1096 0.6238 0.040 Uiso 1 1 calc R . .
C17 C -0.6089(2) 0.0794(2) 0.6593(2) 0.0416(5) Uani 1 1 d . . .
H17 H -0.6633 -0.0230 0.6052 0.050 Uiso 1 1 calc R . .
C18 C -0.6844(2) 0.1501(2) 0.7277(2) 0.0424(5) Uani 1 1 d . . .
H18 H -0.7892 0.0957 0.7211 0.051 Uiso 1 1 calc R . .
C19 C -0.6047(2) 0.3004(2) 0.8053(2) 0.0404(5) Uani 1 1 d . . .
H19 H -0.6557 0.3490 0.8513 0.048 Uiso 1 1 calc R . .
C20 C -0.4497(2) 0.3810(2) 0.81614(18) 0.0326(4) Uani 1 1 d . . .
H20 H -0.3963 0.4840 0.8687 0.039 Uiso 1 1 calc R . .
N1 N -0.13395(15) 0.24284(16) 0.20573(13) 0.0240(3) Uani 1 1 d . . .
N2 N 0.12029(16) 0.26153(16) 0.33160(13) 0.0244(3) Uani 1 1 d . . .
S1 S -0.17141(5) 0.41275(5) 0.77756(4) 0.02914(11) Uani 1 1 d . . .
Zn1 Zn 0.05200(2) 0.24636(2) 0.151326(18) 0.02874(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'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
N1 C1 C2 122.58(14) . . ?
N1 C1 C7 114.21(14) . . ?
C2 C1 C7 123.14(14) . . ?
C3 C2 C1 132.85(15) . . ?
C2 C3 C4 130.35(15) . . ?
C3 C4 C5 124.87(15) . . ?
C3 C4 S1 118.30(12) . . ?
C5 C4 S1 116.74(12) . . ?
C6 C5 C4 129.74(15) . . ?
C5 C6 C7 132.69(15) . . ?
N2 C7 C6 123.15(14) . . ?
N2 C7 C1 114.04(14) . . ?
C6 C7 C1 122.60(14) . . ?
N1 C8 C10 108.75(15) . . ?
N1 C8 C9 111.82(15) . . ?
C10 C8 C9 110.61(16) . . ?
N2 C11 C13 110.42(17) . . ?
N2 C11 C12 108.62(15) . . ?
C13 C11 C12 111.37(18) . . ?
C16 C15 C20 119.45(17) . . ?
C16 C15 S1 122.20(14) . . ?
C20 C15 S1 118.22(14) . . ?
C17 C16 C15 120.16(18) . . ?
C16 C17 C18 120.42(19) . . ?
C19 C18 C17 119.50(19) . . ?
C18 C19 C20 120.47(18) . . ?
C19 C20 C15 119.98(18) . . ?
C1 N1 C8 120.87(13) . . ?
C1 N1 Zn1 113.69(10) . . ?
C8 N1 Zn1 124.97(10) . . ?
C7 N2 C11 121.00(14) . . ?
C7 N2 Zn1 114.46(11) . . ?
C11 N2 Zn1 124.42(11) . . ?
C15 S1 C4 103.97(8) . . ?
C14 Zn1 N1 137.18(8) . . ?
C14 Zn1 N2 139.64(8) . . ?
N1 Zn1 N2 81.52(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
C1 N1 1.322(2) . ?
C1 C2 1.418(2) . ?
C1 C7 1.500(2) . ?
C2 C3 1.377(2) . ?
C3 C4 1.388(2) . ?
C4 C5 1.391(2) . ?
C4 S1 1.7808(16) . ?
C5 C6 1.382(2) . ?
C6 C7 1.421(2) . ?
C7 N2 1.322(2) . ?
C8 N1 1.473(2) . ?
C8 C10 1.521(3) . ?
C8 C9 1.524(3) . ?
C11 N2 1.469(2) . ?
C11 C13 1.505(3) . ?
C11 C12 1.532(3) . ?
C14 Zn1 1.9475(18) . ?
C15 C16 1.383(3) . ?
C15 C20 1.388(2) . ?
C15 S1 1.7784(18) . ?
C16 C17 1.382(3) . ?
C17 C18 1.386(3) . ?
C18 C19 1.374(3) . ?
C19 C20 1.387(3) . ?
N1 Zn1 1.9879(14) . ?
N2 Zn1 1.9904(14) . ?
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
N1 C1 C2 C3 177.62(17) . . . . ?
C7 C1 C2 C3 -5.5(3) . . . . ?
C1 C2 C3 C4 -8.6(3) . . . . ?
C2 C3 C4 C5 1.7(3) . . . . ?
C2 C3 C4 S1 178.10(15) . . . . ?
C3 C4 C5 C6 9.7(3) . . . . ?
S1 C4 C5 C6 -166.80(15) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 N2 166.61(18) . . . . ?
C5 C6 C7 C1 -18.9(3) . . . . ?
N1 C1 C7 N2 13.6(2) . . . . ?
C2 C1 C7 N2 -163.50(15) . . . . ?
N1 C1 C7 C6 -161.32(15) . . . . ?
C2 C1 C7 C6 21.6(2) . . . . ?
C20 C15 C16 C17 -0.9(3) . . . . ?
S1 C15 C16 C17 174.80(15) . . . . ?
C15 C16 C17 C18 -0.2(3) . . . . ?
C16 C17 C18 C19 0.9(3) . . . . ?
C17 C18 C19 C20 -0.5(3) . . . . ?
C18 C19 C20 C15 -0.7(3) . . . . ?
C16 C15 C20 C19 1.4(3) . . . . ?
S1 C15 C20 C19 -174.52(14) . . . . ?
C2 C1 N1 C8 -11.6(2) . . . . ?
C7 C1 N1 C8 171.25(14) . . . . ?
C2 C1 N1 Zn1 160.95(12) . . . . ?
C7 C1 N1 Zn1 -16.17(17) . . . . ?
C10 C8 N1 C1 -149.89(17) . . . . ?
C9 C8 N1 C1 87.68(19) . . . . ?
C10 C8 N1 Zn1 38.4(2) . . . . ?
C9 C8 N1 Zn1 -84.03(17) . . . . ?
C6 C7 N2 C11 -5.4(2) . . . . ?
C1 C7 N2 C11 179.74(14) . . . . ?
C6 C7 N2 Zn1 170.74(12) . . . . ?
C1 C7 N2 Zn1 -4.14(17) . . . . ?
C13 C11 N2 C7 89.7(2) . . . . ?
C12 C11 N2 C7 -147.95(18) . . . . ?
C13 C11 N2 Zn1 -86.07(18) . . . . ?
C12 C11 N2 Zn1 36.3(2) . . . . ?
C16 C15 S1 C4 39.23(16) . . . . ?
C20 C15 S1 C4 -144.99(14) . . . . ?
C3 C4 S1 C15 57.59(15) . . . . ?
C5 C4 S1 C15 -125.67(14) . . . . ?
C1 N1 Zn1 C14 177.64(13) . . . . ?
C8 N1 Zn1 C14 -10.13(19) . . . . ?
C1 N1 Zn1 N2 11.11(11) . . . . ?
C8 N1 Zn1 N2 -176.66(14) . . . . ?
C7 N2 Zn1 C14 -169.17(13) . . . . ?
C11 N2 Zn1 C14 6.8(2) . . . . ?
C7 N2 Zn1 N1 -3.32(12) . . . . ?
C11 N2 Zn1 N1 172.65(15) . . . . ?
