#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:18:08 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178644 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/55/4075562.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_4075562
loop_
_publ_author_name
'Meyer, Nils'
'Löhnwitz, Karolin'
'Zulys, Agustino'
'Roesky, Peter W.'
'Dochnahl, Maximilian'
'Blechert, Siegfried'
_publ_contact_author
;
      Prof. Dr. Peter Roesky
      Freie Universität Berlin
      Fabeckstr. 34-36
      14195 Berlin
      Bundesrepublik Deutschland
;
_publ_section_title
;
 Aminotroponate Zinc Complexes as Catalysts for the Intramolecular
 Hydroamination of Alkenes and Alkynes
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              3730
_journal_paper_doi               10.1021/om060369i
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C12 H17 N O Zn'
_chemical_formula_weight         256.64
_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                77.741(10)
_cell_angle_beta                 87.096(11)
_cell_angle_gamma                61.936(9)
_cell_formula_units_Z            2
_cell_length_a                   8.2534(10)
_cell_length_b                   8.7691(11)
_cell_length_c                   9.6387(13)
_cell_measurement_temperature    173(2)
_cell_volume                     600.56(14)
_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_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7608
_diffrn_reflns_theta_full        29.21
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    2.018
_exptl_absorpt_correction_T_max  0.6406
_exptl_absorpt_correction_T_min  0.5771
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.363
_exptl_crystal_size_mid          0.294
_exptl_crystal_size_min          0.204
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         3210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0257
_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)+(0.0364P)²+0.0971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0619
_reflns_number_gt                2875
_reflns_number_total             3210
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060369isi20060428_100454.cif
_cod_data_source_block           2b
_cod_original_cell_volume        600.56(13)
_cod_database_code               4075562
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
C7 C 0.2895(2) 0.80357(18) 0.55504(15) 0.0275(3) Uani 1 1 d .
C1 C 0.4274(2) 0.77780(18) 0.44577(15) 0.0272(3) Uani 1 1 d .
C5 C 0.1033(3) 0.6793(2) 0.4594(2) 0.0423(4) Uani 1 1 d .
H5 H -0.0056 0.6687 0.4775 0.051 Uiso 1 1 calc R
C2 C 0.4491(3) 0.6944(2) 0.33460(17) 0.0356(3) Uani 1 1 d .
H2 H 0.5459 0.6914 0.2756 0.043 Uiso 1 1 calc R
C6 C 0.1391(2) 0.7654(2) 0.54635(18) 0.0348(3) Uani 1 1 d .
H6 H 0.0485 0.8078 0.6131 0.042 Uiso 1 1 calc R
C4 C 0.2020(3) 0.6039(2) 0.3477(2) 0.0444(4) Uani 1 1 d .
H4 H 0.1588 0.5399 0.3058 0.053 Uiso 1 1 calc R
C3 C 0.3531(3) 0.6129(2) 0.2931(2) 0.0419(4) Uani 1 1 d .
H3 H 0.4009 0.5560 0.2158 0.050 Uiso 1 1 calc R
C8 C 0.1866(2) 0.9054(2) 0.77609(17) 0.0324(3) Uani 1 1 d .
H8 H 0.0566 0.9608 0.7374 0.039 Uiso 1 1 calc R
C11 C 0.7468(3) 0.8060(3) 0.79901(19) 0.0405(4) Uani 1 1 d .
H11A H 0.8622 0.7343 0.7562 0.049 Uiso 1 1 calc R
H11B H 0.7544 0.9093 0.8175 0.049 Uiso 1 1 calc R
C9 C 0.2311(3) 0.7318(3) 0.88142(19) 0.0432(4) Uani 1 1 d .
H9A H 0.1485 0.7559 0.9598 0.052 Uiso 1 1 calc R
H9B H 0.3588 0.6760 0.9192 0.052 Uiso 1 1 calc R
H9C H 0.2147 0.6521 0.8328 0.052 Uiso 1 1 calc R
C12 C 0.7384(3) 0.6957(3) 0.94059(19) 0.0438(4) Uani 1 1 d .
H12A H 0.7352 0.5903 0.9250 0.053 Uiso 1 1 calc R
H12B H 0.6274 0.7658 0.9868 0.053 Uiso 1 1 calc R
H12C H 0.8473 0.6597 1.0016 0.053 Uiso 1 1 calc R
C10 C 0.2088(3) 1.0334(3) 0.8481(2) 0.0442(4) Uani 1 1 d .
H10A H 0.3361 0.9804 0.8859 0.053 Uiso 1 1 calc R
H10B H 0.1257 1.0587 0.9261 0.053 Uiso 1 1 calc R
H10C H 0.1789 1.1437 0.7787 0.053 Uiso 1 1 calc R
N1 N 0.30948(17) 0.87264(17) 0.65779(13) 0.0270(2) Uani 1 1 d .
O1 O 0.54102(15) 0.84094(14) 0.45958(11) 0.0292(2) Uani 1 1 d .
Zn1 Zn 0.54106(2) 0.89401(2) 0.657151(18) 0.02759(6) 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
N1 C7 C6 122.29(14) . .
N1 C7 C1 114.80(13) . .
C6 C7 C1 122.83(14) . .
O1 C1 C2 117.94(14) . .
O1 C1 C7 115.06(13) . .
C2 C1 C7 127.00(15) . .
C6 C5 C4 130.18(18) . .
C1 C2 C3 131.39(17) . .
C5 C6 C7 131.58(17) . .
C3 C4 C5 126.66(17) . .
C4 C3 C2 129.37(18) . .
N1 C8 C10 108.43(14) . .
N1 C8 C9 110.46(13) . .
C10 C8 C9 111.03(15) . .
C12 C11 Zn1 116.95(12) . .
C7 N1 C8 122.27(13) . .
C7 N1 Zn1 114.97(10) . .
C8 N1 Zn1 122.11(10) . .
C1 O1 Zn1 112.70(9) . .
C1 O1 Zn1 115.68(9) . 2_676
Zn1 O1 Zn1 95.80(5) . 2_676
C11 Zn1 N1 133.65(6) . .
C11 Zn1 O1 129.91(7) . .
N1 Zn1 O1 79.45(5) . .
C11 Zn1 O1 113.11(6) . 2_676
N1 Zn1 O1 103.72(5) . 2_676
O1 Zn1 O1 84.20(5) . 2_676
C11 Zn1 Zn1 133.86(5) . 2_676
N1 Zn1 Zn1 92.45(4) . 2_676
O1 Zn1 Zn1 43.25(3) . 2_676
O1 Zn1 Zn1 40.95(3) 2_676 2_676
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C7 N1 1.319(2) .
C7 C6 1.439(2) .
C7 C1 1.481(2) .
C1 O1 1.3176(18) .
C1 C2 1.380(2) .
C5 C6 1.365(2) .
C5 C4 1.403(3) .
C2 C3 1.409(3) .
C4 C3 1.359(3) .
C8 N1 1.4694(19) .
C8 C10 1.521(3) .
C8 C9 1.529(2) .
C11 C12 1.515(2) .
C11 Zn1 1.9754(17) .
N1 Zn1 2.0059(13) .
O1 Zn1 2.0542(11) .
O1 Zn1 2.1476(11) 2_676
Zn1 O1 2.1476(11) 2_676
Zn1 Zn1 3.1182(6) 2_676
