#------------------------------------------------------------------------------
#$Date: 2019-11-26 16:02:58 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243616 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/93/4089354.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_4089354
loop_
_publ_author_name
'Vela, Javier'
'Zhu, Liwei'
'Flaschenriem, Christine J.'
'Brennessel, William W.'
'Lachicotte, Rene J.'
'Holland, Patrick L.'
_publ_section_title
;
 Macrocyclic Binucleating β-Diketiminate Ligands and their Lithium,
 Aluminum, and Zinc Complexes.
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3416
_journal_page_last               3423
_journal_paper_doi               10.1021/om0700258
_journal_volume                  26
_journal_year                    2007
_chemical_formula_moiety         'C40 H48 N6 Zn2'
_chemical_formula_sum            'C40 H48 N6 Zn2'
_chemical_formula_weight         743.58
_chemical_name_common            holjv63
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 113.408(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.6439(15)
_cell_length_b                   17.498(3)
_cell_length_c                   11.9596(19)
_cell_measurement_reflns_used    6488
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.19
_cell_volume                     1852.1(5)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, ω scans per φ'
_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  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24390
_diffrn_reflns_theta_full        28.41
_diffrn_reflns_theta_max         28.41
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    1.331
_exptl_absorpt_correction_T_max  0.7120
_exptl_absorpt_correction_T_min  0.5757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Blessing, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.979
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0370
_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)+(0.0638P)²+1.9355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1111
_reflns_number_gt                3985
_reflns_number_total             4635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om0700258-file003.cif
_cod_data_source_block           mBinZn2Et2py2
_cod_database_code               4089354
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.86690(3) 0.131578(13) 0.42136(2) 0.01635(9) Uani 1 1 d .
C14 C 0.7148(2) 0.08443(13) 0.4747(2) 0.0219(4) Uani 1 1 d .
H14A H 0.7609 0.0388 0.5245 0.026 Uiso 1 1 calc R
H14B H 0.6921 0.1213 0.5279 0.026 Uiso 1 1 calc R
C24 C 0.5647(3) 0.06029(14) 0.3716(2) 0.0264(5) Uani 1 1 d .
H24A H 0.4980 0.0379 0.4069 0.040 Uiso 1 1 calc R
H24B H 0.5848 0.0224 0.3195 0.040 Uiso 1 1 calc R
H24C H 0.5158 0.1052 0.3228 0.040 Uiso 1 1 calc R
N11 N 1.0854(2) 0.15595(10) 0.51643(16) 0.0168(3) Uani 1 1 d .
N21 N 0.8927(2) 0.10077(10) 0.26915(15) 0.0166(3) Uani 1 1 d .
C11 C 1.3564(2) 0.15869(14) 0.5545(2) 0.0233(4) Uani 1 1 d .
H11A H 1.3652 0.1753 0.6353 0.035 Uiso 1 1 calc R
H11B H 1.3970 0.1984 0.5182 0.035 Uiso 1 1 calc R
H11C H 1.4136 0.1113 0.5622 0.035 Uiso 1 1 calc R
C21 C 1.1910(2) 0.14482(11) 0.47355(19) 0.0173(4) Uani 1 1 d .
C31 C 1.1622(2) 0.12087(12) 0.3537(2) 0.0185(4) Uani 1 1 d .
H31A H 1.2487 0.1171 0.3346 0.022 Uiso 1 1 calc R
C41 C 1.0240(2) 0.10176(11) 0.25808(18) 0.0173(4) Uani 1 1 d .
C51 C 1.0319(3) 0.08232(14) 0.1368(2) 0.0242(4) Uani 1 1 d .
H51A H 0.9305 0.0700 0.0768 0.036 Uiso 1 1 calc R
H51B H 1.0986 0.0382 0.1472 0.036 Uiso 1 1 calc R
H51C H 1.0719 0.1262 0.1082 0.036 Uiso 1 1 calc R
C12 C 1.1266(2) 0.19119(12) 0.63632(18) 0.0192(4) Uani 1 1 d .
H12A H 1.1086 0.2438 0.6448 0.023 Uiso 1 1 calc R
C22 C 1.1997(2) 0.13949(11) 0.74703(19) 0.0162(4) Uani 1 1 d .
C32 C 1.1900(2) 0.05955(12) 0.73830(18) 0.0172(4) Uani 1 1 d .
H32A H 1.1415 0.0362 0.6607 0.021 Uiso 1 1 calc R
C42 C 1.2509(2) 0.01389(12) 0.84257(18) 0.0169(4) Uani 1 1 d .
C52 C 1.3221(2) 0.04871(13) 0.95620(19) 0.0202(4) Uani 1 1 d .
H52A H 1.3635 0.0182 1.0276 0.024 Uiso 1 1 calc R
C62 C 1.3327(3) 0.12810(12) 0.9654(2) 0.0229(4) Uani 1 1 d .
H62A H 1.3817 0.1515 1.0430 0.028 Uiso 1 1 calc R
C72 C 1.2717(2) 0.17326(12) 0.86120(19) 0.0198(4) Uani 1 1 d .
H72A H 1.2792 0.2273 0.8680 0.024 Uiso 1 1 calc R
C82 C 0.7586(2) 0.07332(12) 0.16665(19) 0.0189(4) Uani 1 1 d .
H82A H 0.7594 0.0943 0.0900 0.023 Uiso 1 1 calc R
H82B H 0.6672 0.0930 0.1755 0.023 Uiso 1 1 calc R
N13 N 0.7994(2) 0.25165(10) 0.37133(17) 0.0197(4) Uani 1 1 d .
C13 C 0.8858(3) 0.29405(13) 0.3301(2) 0.0221(4) Uani 1 1 d .
H13A H 0.9730 0.2711 0.3261 0.026 Uiso 1 1 calc R
C23 C 0.8542(3) 0.36925(12) 0.2935(2) 0.0225(4) Uani 1 1 d .
H23A H 0.9182 0.3973 0.2652 0.027 Uiso 1 1 calc R
C33 C 0.7260(3) 0.40287(13) 0.2991(2) 0.0233(4) Uani 1 1 d .
H33A H 0.6999 0.4541 0.2730 0.028 Uiso 1 1 calc R
C43 C 0.6371(3) 0.36054(13) 0.3431(2) 0.0217(4) Uani 1 1 d .
H43A H 0.5503 0.3825 0.3492 0.026 Uiso 1 1 calc R
C53 C 0.6777(2) 0.28530(13) 0.37824(19) 0.0209(4) Uani 1 1 d .
H53A H 0.6167 0.2563 0.4085 0.025 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'
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
C14 Zn1 N11 130.37(8) . .
C14 Zn1 N21 123.41(8) . .
N11 Zn1 N21 95.20(7) . .
C14 Zn1 N13 107.74(8) . .
N11 Zn1 N13 94.68(7) . .
N21 Zn1 N13 97.99(7) . .
C24 C14 Zn1 115.71(15) . .
C24 C14 H14A 108.4 . .
Zn1 C14 H14A 108.4 . .
C24 C14 H14B 108.4 . .
Zn1 C14 H14B 108.4 . .
H14A C14 H14B 107.4 . .
C14 C24 H24A 109.5 . .
C14 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C14 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C21 N11 C12 119.36(18) . .
C21 N11 Zn1 123.13(15) . .
C12 N11 Zn1 117.44(14) . .
C41 N21 C82 118.81(17) . .
C41 N21 Zn1 123.72(14) . .
C82 N21 Zn1 117.43(13) . .
C21 C11 H11A 109.5 . .
C21 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C21 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N11 C21 C31 124.5(2) . .
N11 C21 C11 120.23(19) . .
C31 C21 C11 115.30(19) . .
C41 C31 C21 129.5(2) . .
C41 C31 H31A 115.3 . .
C21 C31 H31A 115.3 . .
N21 C41 C31 123.79(19) . .
N21 C41 C51 120.32(19) . .
C31 C41 C51 115.90(19) . .
C41 C51 H51A 109.5 . .
C41 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C41 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
N11 C12 C22 116.90(17) . .
N11 C12 H12A 121.5 . .
C22 C12 H12A 121.5 . .
C72 C22 C32 119.22(19) . .
C72 C22 C12 118.52(18) . .
C32 C22 C12 122.18(18) . .
C42 C32 C22 120.75(19) . .
C42 C32 H32A 119.6 . .
C22 C32 H32A 119.6 . .
C52 C42 C32 119.24(19) . .
C52 C42 C82 119.85(18) . 3_756
C32 C42 C82 120.91(18) . 3_756
C62 C52 C42 120.3(2) . .
C62 C52 H52A 119.9 . .
C42 C52 H52A 119.9 . .
C72 C62 C52 120.2(2) . .
C72 C62 H62A 119.9 . .
C52 C62 H62A 119.9 . .
C62 C72 C22 120.3(2) . .
C62 C72 H72A 119.8 . .
C22 C72 H72A 119.8 . .
N21 C82 C42 113.25(17) . 3_756
N21 C82 H82A 108.9 . .
C42 C82 H82A 108.9 3_756 .
N21 C82 H82B 108.9 . .
C42 C82 H82B 108.9 3_756 .
H82A C82 H82B 107.7 . .
C53 N13 C13 117.62(19) . .
C53 N13 Zn1 124.73(15) . .
C13 N13 Zn1 117.65(14) . .
N13 C13 C23 123.3(2) . .
N13 C13 H13A 118.3 . .
C23 C13 H13A 118.3 . .
C13 C23 C33 118.3(2) . .
C13 C23 H23A 120.8 . .
C33 C23 H23A 120.8 . .
C43 C33 C23 119.1(2) . .
C43 C33 H33A 120.4 . .
C23 C33 H33A 120.4 . .
C33 C43 C53 118.6(2) . .
C33 C43 H43A 120.7 . .
C53 C43 H43A 120.7 . .
N13 C53 C43 122.9(2) . .
N13 C53 H53A 118.5 . .
C43 C53 H53A 118.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 C14 1.995(2) .
Zn1 N11 2.0027(18) .
Zn1 N21 2.0065(17) .
Zn1 N13 2.2106(19) .
C14 C24 1.541(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
N11 C21 1.324(3) .
N11 C12 1.463(3) .
N21 C41 1.325(3) .
N21 C82 1.465(3) .
C11 C21 1.521(3) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C21 C31 1.411(3) .
C31 C41 1.409(3) .
C31 H31A 0.9500 .
C41 C51 1.522(3) .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C12 C22 1.525(3) .
C12 H12A 0.9500 .
C22 C72 1.394(3) .
C22 C32 1.403(3) .
C32 C42 1.399(3) .
C32 H32A 0.9500 .
C42 C52 1.396(3) .
C42 C82 1.530(3) 3_756
C52 C62 1.394(3) .
C52 H52A 0.9500 .
C62 C72 1.393(3) .
C62 H62A 0.9500 .
C72 H72A 0.9500 .
C82 C42 1.530(3) 3_756
C82 H82A 0.9900 .
C82 H82B 0.9900 .
N13 C53 1.345(3) .
N13 C13 1.347(3) .
C13 C23 1.382(3) .
C13 H13A 0.9500 .
C23 C33 1.395(3) .
C23 H23A 0.9500 .
C33 C43 1.385(3) .
C33 H33A 0.9500 .
C43 C53 1.390(3) .
C43 H43A 0.9500 .
C53 H53A 0.9500 .
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_4
N11 Zn1 C14 C24 -168.83(14) . .
N21 Zn1 C14 C24 -34.1(2) . .
N13 Zn1 C14 C24 78.56(17) . .
C14 Zn1 N11 C21 139.49(16) . .
N21 Zn1 N11 C21 -3.93(17) . .
N13 Zn1 N11 C21 -102.42(17) . .
C14 Zn1 N11 C12 -43.62(19) . .
N21 Zn1 N11 C12 172.96(14) . .
N13 Zn1 N11 C12 74.48(15) . .
C14 Zn1 N21 C41 -147.41(16) . .
N11 Zn1 N21 C41 -0.35(17) . .
N13 Zn1 N21 C41 95.13(17) . .
C14 Zn1 N21 C82 30.48(18) . .
N11 Zn1 N21 C82 177.53(14) . .
N13 Zn1 N21 C82 -86.99(14) . .
C12 N11 C21 C31 -171.29(19) . .
Zn1 N11 C21 C31 5.5(3) . .
C12 N11 C21 C11 8.0(3) . .
Zn1 N11 C21 C11 -175.13(15) . .
N11 C21 C31 C41 -2.3(4) . .
C11 C21 C31 C41 178.4(2) . .
C82 N21 C41 C31 -174.54(19) . .
Zn1 N21 C41 C31 3.3(3) . .
C82 N21 C41 C51 6.1(3) . .
Zn1 N21 C41 C51 -176.08(14) . .
C21 C31 C41 N21 -2.8(3) . .
C21 C31 C41 C51 176.7(2) . .
C21 N11 C12 C22 -80.0(2) . .
Zn1 N11 C12 C22 102.94(18) . .
N11 C12 C22 C72 165.40(19) . .
N11 C12 C22 C32 -17.9(3) . .
C72 C22 C32 C42 0.3(3) . .
C12 C22 C32 C42 -176.33(19) . .
C22 C32 C42 C52 -0.1(3) . .
C22 C32 C42 C82 -179.61(19) . 3_756
C32 C42 C52 C62 -0.2(3) . .
C82 C42 C52 C62 179.3(2) 3_756 .
C42 C52 C62 C72 0.3(3) . .
C52 C62 C72 C22 0.0(3) . .
C32 C22 C72 C62 -0.3(3) . .
C12 C22 C72 C62 176.5(2) . .
C41 N21 C82 C42 79.1(2) . 3_756
Zn1 N21 C82 C42 -98.91(17) . 3_756
C14 Zn1 N13 C53 0.8(2) . .
N11 Zn1 N13 C53 -134.36(18) . .
N21 Zn1 N13 C53 129.71(18) . .
C14 Zn1 N13 C13 -178.75(16) . .
N11 Zn1 N13 C13 46.13(17) . .
N21 Zn1 N13 C13 -49.80(17) . .
C53 N13 C13 C23 -1.0(3) . .
Zn1 N13 C13 C23 178.60(18) . .
N13 C13 C23 C33 -0.2(3) . .
C13 C23 C33 C43 1.3(3) . .
C23 C33 C43 C53 -1.2(3) . .
C13 N13 C53 C43 1.1(3) . .
Zn1 N13 C53 C43 -178.43(16) . .
C33 C43 C53 N13 0.0(3) . .
