#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/06/2200685.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2200685
loop_
_publ_author_name
'Necefoglu, Hacali'
'Clegg, William'
'Scott, Andrew J.'
_publ_section_title
;
 Diaquabis(N,N-diethylnicotinamide)bis(2-hydroxybenzoato)zinc(II)
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m462
_journal_page_last               m464
_journal_paper_doi               10.1107/S1600536801015021
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Zn (C7 H5 O3)2 (C10 H14 N2 O)2 (H2 O)2]'
_chemical_formula_moiety         'C34 H42 N4 O10 Zn'
_chemical_formula_sum            'C34 H42 N4 O10 Zn'
_chemical_formula_weight         732.09
_chemical_name_systematic
;
Diaquabis(N,N-diethylnicotinamide)bis(2-hydroxybenzoato)zinc(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.38(8)
_cell_angle_beta                 95.06(7)
_cell_angle_gamma                114.22(6)
_cell_formula_units_Z            1
_cell_length_a                   7.652(7)
_cell_length_b                   8.903(6)
_cell_length_c                   14.664(16)
_cell_measurement_reflns_used    61
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.5
_cell_measurement_theta_min      1.0
_cell_volume                     892.5(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full .984
_diffrn_measured_fraction_theta_max .984
_diffrn_measurement_device_type  'Bruker SMART 1K CCD'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0547
_diffrn_reflns_av_sigmaI/netI    .0422
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3534
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         1.42
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .749
_exptl_absorpt_correction_T_max  .85
_exptl_absorpt_correction_T_min  .75
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(XPREP; Sheldrick, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          .37
_exptl_crystal_size_mid          .26
_exptl_crystal_size_min          .22
_refine_diff_density_max         .562
_refine_diff_density_min         -.459
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         2523
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          .0534
_refine_ls_R_factor_gt           .0503
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0461P)²+1.2437P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1284
_reflns_number_gt                2425
_reflns_number_total             2523
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na6091.cif
_cod_data_source_block           I
_cod_original_cell_volume        892.5(14)
_cod_database_code               2200685
_cod_database_fobs_code          2200685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Zn .5000 .5000 .5000 .0431(2) Uani d S 1 . . Zn
O1 .7598(4) .5036(4) .5719(2) .0555(7) Uani d D 1 . . O
H1A .769(9) .423(6) .587(4) .10(2) Uiso d D 1 . . H
H1B .767(9) .567(6) .619(3) .10(2) Uiso d D 1 . . H
N1 .6859(4) .7123(4) .4449(2) .0454(7) Uani d . 1 . . N
C1 .6663(6) .8557(5) .4531(3) .0479(9) Uani d . 1 . . C
H1 .5691 .8641 .4843 .057 Uiso calc R 1 . . H
C2 .7837(6) .9916(5) .4174(3) .0539(10) Uani d . 1 . . C
H2 .7661 1.0895 .4245 .065 Uiso calc R 1 . . H
C3 .9270(6) .9797(5) .3712(3) .0509(10) Uani d . 1 . . C
H3 1.0069 1.0694 .3459 .061 Uiso calc R 1 . . H
C4 .9520(5) .8332(5) .3624(2) .0431(9) Uani d . 1 . . C
C5 .8293(6) .7034(5) .4019(3) .0461(9) Uani d . 1 . . C
H5 .8476 .6060 .3982 .055 Uiso calc R 1 . . H
C6 1.1174(6) .8132(5) .3234(3) .0476(9) Uani d . 1 . . C
O2 1.2340(4) .7879(4) .3756(2) .0630(8) Uani d . 1 . . O
N2 1.1388(5) .8276(5) .2346(2) .0580(9) Uani d . 1 . . N
C7 1.3127(8) .8214(6) .2019(4) .0772(15) Uani d . 1 . . C
H7A 1.4223 .8808 .2514 .093 Uiso calc R 1 . . H
H7B 1.3396 .8800 .1498 .093 Uiso calc R 1 . . H
C8 1.2965(11) .6483(8) .1722(5) .108(2) Uani d . 1 . . C
H8A 1.4202 .6546 .1598 .163 Uiso calc R 1 . . H
H8B 1.2022 .5943 .1169 .163 Uiso calc R 1 . . H
H8C 1.2568 .5852 .2210 .163 Uiso calc R 1 . . H
C9 .9911(9) .8369(7) .1663(3) .0779(15) Uani d . 1 . . C
H9A 1.0563 .9086 .1238 .093 Uiso calc R 1 . . H
H9B .9190 .8882 .1990 .093 Uiso calc R 1 . . H
C10 .8532(12) .6721(9) .1118(6) .134(3) Uani d . 1 . . C
H10A .7612 .6867 .0691 .201 Uiso calc R 1 . . H
H10B .7859 .6009 .1532 .201 Uiso calc R 1 . . H
H10C .9229 .6217 .0776 .201 Uiso calc R 1 . . H
O3 .5262(4) .3424(3) .38810(18) .0514(7) Uani d . 1 . . O
C11 .4457(6) .3091(4) .3048(3) .0455(9) Uani d . 1 . . C
O4 .2814(4) .3064(4) .2802(2) .0644(8) Uani d . 1 . . O
C12 .5516(6) .2715(5) .2300(3) .0459(9) Uani d . 1 . . C
C13 .4707(6) .2373(5) .1359(3) .0546(10) Uani d . 1 . . C
O5 .3004(6) .2377(5) .1080(2) .0830(10) Uani d . 1 . . O
H5A .2557 .2617 .1536 .125 Uiso calc R 1 . . H
C14 .5704(8) .2019(6) .0682(3) .0712(14) Uani d . 1 . . C
H14 .5183 .1805 .0056 .085 Uiso calc R 1 . . H
C15 .7453(9) .1982(7) .0927(4) .0820(15) Uani d . 1 . . C
H15 .8100 .1721 .0468 .098 Uiso calc R 1 . . H
C16 .8262(8) .2330(6) .1854(4) .0735(13) Uani d . 1 . . C
H16 .9456 .2316 .2020 .088 Uiso calc R 1 . . H
C17 .7288(6) .2698(5) .2530(3) .0558(10) Uani d . 1 . . C
H17 .7837 .2938 .3153 .067 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn .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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Zn O3 2_666 . 180.0 no
O3 Zn O1 2_666 2_666 87.07(14) no
O3 Zn O1 . 2_666 92.93(14) no
O3 Zn O1 2_666 . 92.93(14) no
O3 Zn O1 . . 87.07(14) yes
O1 Zn O1 2_666 . 180.0 no
O3 Zn N1 2_666 2_666 88.81(14) no
O3 Zn N1 . 2_666 91.19(14) no
O1 Zn N1 2_666 2_666 87.13(14) no
O1 Zn N1 . 2_666 92.87(14) no
O3 Zn N1 2_666 . 91.19(14) no
O3 Zn N1 . . 88.81(14) yes
O1 Zn N1 2_666 . 92.87(14) no
O1 Zn N1 . . 87.13(14) yes
N1 Zn N1 2_666 . 180.0 no
Zn O1 H1A . . 125(5) no
Zn O1 H1B . . 96(4) no
H1A O1 H1B . . 109(6) no
C1 N1 C5 . . 117.9(3) no
C1 N1 Zn . . 122.6(3) no
C5 N1 Zn . . 119.5(3) no
N1 C1 C2 . . 122.9(4) no
N1 C1 H1 . . 118.5 no
C2 C1 H1 . . 118.5 no
C3 C2 C1 . . 118.8(4) no
C3 C2 H2 . . 120.6 no
C1 C2 H2 . . 120.6 no
C2 C3 C4 . . 119.6(4) no
C2 C3 H3 . . 120.2 no
C4 C3 H3 . . 120.2 no
C3 C4 C5 . . 117.8(4) no
C3 C4 C6 . . 124.1(3) no
C5 C4 C6 . . 117.7(3) no
N1 C5 C4 . . 123.0(4) no
N1 C5 H5 . . 118.5 no
C4 C5 H5 . . 118.5 no
O2 C6 N2 . . 121.7(4) no
O2 C6 C4 . . 118.2(4) no
N2 C6 C4 . . 120.1(4) no
C6 N2 C7 . . 118.0(4) no
C6 N2 C9 . . 123.6(4) no
C7 N2 C9 . . 118.3(4) no
N2 C7 C8 . . 114.5(5) no
N2 C7 H7A . . 108.6 no
C8 C7 H7A . . 108.6 no
N2 C7 H7B . . 108.6 no
C8 C7 H7B . . 108.6 no
H7A C7 H7B . . 107.6 no
C7 C8 H8A . . 109.5 no
C7 C8 H8B . . 109.5 no
H8A C8 H8B . . 109.5 no
C7 C8 H8C . . 109.5 no
H8A C8 H8C . . 109.5 no
H8B C8 H8C . . 109.5 no
N2 C9 C10 . . 113.6(5) no
N2 C9 H9A . . 108.8 no
C10 C9 H9A . . 108.8 no
N2 C9 H9B . . 108.8 no
C10 C9 H9B . . 108.8 no
H9A C9 H9B . . 107.7 no
C9 C10 H10A . . 109.5 no
C9 C10 H10B . . 109.5 no
H10A C10 H10B . . 109.5 no
C9 C10 H10C . . 109.5 no
H10A C10 H10C . . 109.5 no
H10B C10 H10C . . 109.5 no
C11 O3 Zn . . 127.7(3) yes
O3 C11 O4 . . 124.0(4) no
O3 C11 C12 . . 118.0(4) no
O4 C11 C12 . . 118.1(4) no
C17 C12 C13 . . 119.2(4) no
C17 C12 C11 . . 120.4(4) no
C13 C12 C11 . . 120.4(4) no
O5 C13 C14 . . 117.9(4) no
O5 C13 C12 . . 122.7(4) no
C14 C13 C12 . . 119.4(4) no
C13 O5 H5A . . 109.5 no
C15 C14 C13 . . 120.4(5) no
C15 C14 H14 . . 119.8 no
C13 C14 H14 . . 119.8 no
C14 C15 C16 . . 120.4(5) no
C14 C15 H15 . . 119.8 no
C16 C15 H15 . . 119.8 no
C17 C16 C15 . . 119.5(5) no
C17 C16 H16 . . 120.3 no
C15 C16 H16 . . 120.3 no
C12 C17 C16 . . 121.1(4) no
C12 C17 H17 . . 119.4 no
C16 C17 H17 . . 119.4 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn O1 2_666 2.153(4) no
Zn O1 . 2.153(4) yes
Zn O3 2_666 2.098(3) no
Zn O3 . 2.098(3) yes
Zn N1 2_666 2.153(4) no
Zn N1 . 2.154(4) yes
O1 H1A . .81(4) no
O1 H1B . .81(4) no
N1 C1 . 1.337(5) no
N1 C5 . 1.338(5) no
C1 C2 . 1.378(6) no
C1 H1 . .930 no
C2 C3 . 1.372(6) no
C2 H2 . .930 no
C3 C4 . 1.386(6) no
C3 H3 . .930 no
C4 C5 . 1.389(5) no
C4 C6 . 1.499(6) no
C5 H5 . .930 no
C6 O2 . 1.234(5) no
C6 N2 . 1.342(5) no
N2 C7 . 1.473(6) no
N2 C9 . 1.478(6) no
C7 C8 . 1.497(7) no
C7 H7A . .970 no
C7 H7B . .970 no
C8 H8A . .960 no
C8 H8B . .960 no
C8 H8C . .960 no
C9 C10 . 1.478(9) no
C9 H9A . .970 no
C9 H9B . .970 no
C10 H10A . .960 no
C10 H10B . .960 no
C10 H10C . .960 no
C11 O3 . 1.259(5) yes
C11 O4 . 1.266(5) yes
C11 C12 . 1.502(6) no
C12 C17 . 1.375(6) no
C12 C13 . 1.403(6) no
C13 O5 . 1.332(6) no
C13 C14 . 1.385(6) no
O5 H5A . .820 no
C14 C15 . 1.369(8) no
C14 H14 . .930 no
C15 C16 . 1.383(8) no
C15 H15 . .930 no
C16 C17 . 1.376(6) no
C16 H16 . .930 no
C17 H17 . .930 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1A O2 2_766 .81(4) 2.01(4) 2.817(5) 175(6)
O1 H1B O4 2_666 .81(4) 1.90(4) 2.698(5) 166(6)
O5 H5A O4 . .82 1.82 2.551(5) 147.1
