#------------------------------------------------------------------------------
#$Date: 2023-12-12 11:56:26 +0200 (Tue, 12 Dec 2023) $
#$Revision: 288243 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/21/7002146.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_7002146
loop_
_publ_author_name
'Anselmo, Daniele'
'Escudero-Adán, Eduardo C.'
'Benet-Buchholz, Jordi'
'Kleij, Arjan W.'
_publ_section_title
;
 Assembly of unusual Zn-cluster compounds based on pyridinealcohol
 platforms
;
_journal_issue                   36
_journal_name_full               'Dalton Transactions'
_journal_page_first              7368
_journal_page_last               7373
_journal_paper_doi               10.1039/b901394f
_journal_year                    2009
_chemical_formula_sum            'C11 H13 N O6 Zn'
_chemical_formula_weight         320.59
_space_group_IT_number           1
_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                100.9590(10)
_cell_angle_beta                 107.7710(10)
_cell_angle_gamma                107.1430(10)
_cell_formula_units_Z            1
_cell_length_a                   5.9474(4)
_cell_length_b                   7.1604(4)
_cell_length_c                   9.0734(5)
_cell_measurement_reflns_used    6866
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     334.54(3)
_computing_cell_refinement       'Bruker APEX2 v2008.6-1'
_computing_data_collection       'Bruker APEX2 v2008.6-1'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 0.929
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method
;
Fullsphere data collection, phi and omega scans
;
_diffrn_measurement_specimen_support
'magnetic support whith 10 micron nylon fiber cryoloop'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6897
_diffrn_reflns_theta_full        36.49
_diffrn_reflns_theta_max         36.49
_diffrn_reflns_theta_min         5.84
_diffrn_source                   'rotating anode X-ray tube'
_diffrn_source_current           70
_diffrn_source_power             50
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_source_type              'Bruker-Nonius FR 591'
_exptl_absorpt_coefficient_mu    1.856
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7401
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Version 2008/1 Bruker-Nonius
Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             164
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.670
_refine_diff_density_min         -1.620
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.036(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         4279
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0284
_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)+(0.0422P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0728
_reflns_number_gt                4270
_reflns_number_total             4279
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b901394f.txt
_cod_data_source_block           awk397_0m
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

data name '_diffrn_measurement_specimen_suppport' was replaced with
'_diffrn_measurement_specimen_support' as specified in the
replacement file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7002146
loop_
_symmetry_equiv_pos_as_xyz
'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
Zn1 Zn 0.5631 0.2179 0.4218 0.00854(4) Uani 1 1 d . . .
O1 O 0.1934(3) 0.1728(2) 0.73892(16) 0.0154(2) Uani 1 1 d . . .
N1 N 0.4347(3) -0.0215(2) 0.21676(16) 0.0104(2) Uani 1 1 d . . .
C1 C 0.6406(4) 0.2651(4) 0.8138(2) 0.0255(4) Uani 1 1 d . . .
H1A H 0.6348 0.2594 0.9197 0.038 Uiso 1 1 calc R . .
H1B H 0.7456 0.4048 0.8240 0.038 Uiso 1 1 calc R . .
H1C H 0.7146 0.1691 0.7769 0.038 Uiso 1 1 calc R . .
O2 O 0.3404(3) 0.1924(2) 0.54406(15) 0.0133(2) Uani 1 1 d . . .
C2 C 0.3742(3) 0.2069(2) 0.69203(18) 0.0113(2) Uani 1 1 d . . .
O3 O 0.8575(3) 0.48030(19) 0.53793(16) 0.0134(2) Uani 1 1 d . . .
C3 C 1.2631(4) 0.6696(3) 0.5389(3) 0.0187(3) Uani 1 1 d . . .
H3A H 1.3975 0.6140 0.5637 0.028 Uiso 1 1 calc R . .
H3B H 1.2746 0.7583 0.6398 0.028 Uiso 1 1 calc R . .
H3C H 1.2842 0.7498 0.4644 0.028 Uiso 1 1 calc R . .
O4 O 0.9441(3) 0.3719(2) 0.32392(17) 0.0168(2) Uani 1 1 d . . .
C4 C 1.0060(3) 0.4954(2) 0.4604(2) 0.0114(2) Uani 1 1 d . . .
O5 O 0.2953(3) 0.2944(2) 0.24251(15) 0.0126(2) Uani 1 1 d . . .
C5 C 0.1511(4) 0.1366(3) 0.09096(19) 0.0149(3) Uani 1 1 d . . .
H5A H 0.1568 0.1955 0.0013 0.018 Uiso 1 1 calc R . .
H5B H -0.0290 0.0786 0.0786 0.018 Uiso 1 1 calc R . .
O6 O 0.7517(3) 0.0214(2) 0.50309(16) 0.0129(2) Uani 1 1 d . . .
C6 C 0.2543(3) -0.0320(3) 0.07990(18) 0.0120(3) Uani 1 1 d . . .
C7 C 0.1697(4) -0.1905(3) -0.0633(2) 0.0173(3) Uani 1 1 d . . .
H7 H 0.0433 -0.1963 -0.1601 0.021 Uiso 1 1 calc R . .
C8 C 0.2744(4) -0.3406(3) -0.0618(2) 0.0190(3) Uani 1 1 d . . .
H8 H 0.2183 -0.4516 -0.1576 0.023 Uiso 1 1 calc R . .
C9 C 0.4620(4) -0.3272(3) 0.0810(2) 0.0170(3) Uani 1 1 d . . .
H9 H 0.5351 -0.4285 0.0842 0.020 Uiso 1 1 calc R . .
C10 C 0.5399(3) -0.1628(2) 0.2186(2) 0.0118(2) Uani 1 1 d . . .
C11 C 0.7484(4) -0.1314(3) 0.3766(2) 0.0146(3) Uani 1 1 d . . .
H11A H 0.7189 -0.2621 0.4033 0.017 Uiso 1 1 calc R . .
H11B H 0.9152 -0.0886 0.3657 0.017 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'
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
_geom_angle_publ_flag
O2 Zn1 O3 107.94(6) . . ?
O2 Zn1 N1 114.38(6) . . ?
O3 Zn1 N1 137.68(6) . . ?
O2 Zn1 O6 99.02(6) . . ?
O3 Zn1 O6 97.25(5) . . ?
N1 Zn1 O6 76.95(5) . . ?
O2 Zn1 O5 89.42(5) . . ?
O3 Zn1 O5 103.74(5) . . ?
N1 Zn1 O5 76.93(5) . . ?
O6 Zn1 O5 153.75(5) . . ?
C10 N1 C6 120.76(15) . . ?
C10 N1 Zn1 119.06(11) . . ?
C6 N1 Zn1 120.12(12) . . ?
C2 O2 Zn1 134.56(12) . . ?
O1 C2 O2 122.06(15) . . ?
O1 C2 C1 119.07(16) . . ?
O2 C2 C1 118.86(17) . . ?
C4 O3 Zn1 108.10(11) . . ?
O4 C4 O3 122.26(15) . . ?
O4 C4 C3 120.00(17) . . ?
O3 C4 C3 117.74(16) . . ?
C5 O5 Zn1 114.63(10) . . ?
O5 C5 C6 111.03(13) . . ?
C11 O6 Zn1 114.64(10) . . ?
N1 C6 C7 121.17(17) . . ?
N1 C6 C5 116.34(14) . . ?
C7 C6 C5 122.50(15) . . ?
C6 C7 C8 118.49(16) . . ?
C9 C8 C7 119.65(17) . . ?
C10 C9 C8 118.64(18) . . ?
N1 C10 C9 121.28(15) . . ?
N1 C10 C11 116.40(14) . . ?
C9 C10 C11 122.31(16) . . ?
O6 C11 C10 109.80(14) . . ?
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
Zn1 O2 1.9622(14) . ?
Zn1 O3 1.9717(12) . ?
Zn1 N1 2.0326(14) . ?
Zn1 O6 2.1451(13) . ?
Zn1 O5 2.1804(12) . ?
O1 C2 1.249(2) . ?
N1 C10 1.337(2) . ?
N1 C6 1.343(2) . ?
C1 C2 1.507(3) . ?
O2 C2 1.274(2) . ?
O3 C4 1.280(2) . ?
C3 C4 1.508(2) . ?
O4 C4 1.251(2) . ?
O5 C5 1.422(2) . ?
C5 C6 1.508(3) . ?
O6 C11 1.418(2) . ?
C6 C7 1.391(2) . ?
C7 C8 1.393(3) . ?
C8 C9 1.393(3) . ?
C9 C10 1.388(3) . ?
C10 C11 1.507(2) . ?
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
O2 Zn1 N1 C10 -102.51(13) . . . . ?
O3 Zn1 N1 C10 78.03(15) . . . . ?
O6 Zn1 N1 C10 -8.41(13) . . . . ?
O5 Zn1 N1 C10 174.18(14) . . . . ?
O2 Zn1 N1 C6 80.29(14) . . . . ?
O3 Zn1 N1 C6 -99.17(15) . . . . ?
O6 Zn1 N1 C6 174.39(14) . . . . ?
O5 Zn1 N1 C6 -3.01(13) . . . . ?
O3 Zn1 O2 C2 -51.62(18) . . . . ?
N1 Zn1 O2 C2 128.77(17) . . . . ?
O6 Zn1 O2 C2 49.09(17) . . . . ?
O5 Zn1 O2 C2 -155.88(17) . . . . ?
Zn1 O2 C2 O1 -176.21(14) . . . . ?
Zn1 O2 C2 C1 3.2(3) . . . . ?
O2 Zn1 O3 C4 178.63(11) . . . . ?
N1 Zn1 O3 C4 -1.89(15) . . . . ?
O6 Zn1 O3 C4 76.67(11) . . . . ?
O5 Zn1 O3 C4 -87.46(12) . . . . ?
Zn1 O3 C4 O4 8.6(2) . . . . ?
Zn1 O3 C4 C3 -171.52(13) . . . . ?
O2 Zn1 O5 C5 -107.39(13) . . . . ?
O3 Zn1 O5 C5 144.27(13) . . . . ?
N1 Zn1 O5 C5 7.84(12) . . . . ?
O6 Zn1 O5 C5 2.1(2) . . . . ?
Zn1 O5 C5 C6 -10.78(19) . . . . ?
O2 Zn1 O6 C11 128.64(12) . . . . ?
O3 Zn1 O6 C11 -121.81(12) . . . . ?
N1 Zn1 O6 C11 15.55(12) . . . . ?
O5 Zn1 O6 C11 21.26(19) . . . . ?
C10 N1 C6 C7 0.6(3) . . . . ?
Zn1 N1 C6 C7 177.78(14) . . . . ?
C10 N1 C6 C5 -179.23(16) . . . . ?
Zn1 N1 C6 C5 -2.1(2) . . . . ?
O5 C5 C6 N1 8.6(2) . . . . ?
O5 C5 C6 C7 -171.25(17) . . . . ?
N1 C6 C7 C8 0.7(3) . . . . ?
C5 C6 C7 C8 -179.47(19) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C6 N1 C10 C9 -1.7(3) . . . . ?
Zn1 N1 C10 C9 -178.91(14) . . . . ?
C6 N1 C10 C11 177.47(16) . . . . ?
Zn1 N1 C10 C11 0.3(2) . . . . ?
C8 C9 C10 N1 1.5(3) . . . . ?
C8 C9 C10 C11 -177.67(18) . . . . ?
Zn1 O6 C11 C10 -19.18(17) . . . . ?
N1 C10 C11 O6 12.7(2) . . . . ?
C9 C10 C11 O6 -168.10(17) . . . . ?
