#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/06/2200686.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_2200686
loop_
_publ_author_name
'Necefoglu, Hacali'
'Clegg, William'
'Scott, Andrew J.'
_publ_section_title
;
 Diaquabis(N,N-diethylnicotinamide)bis(4-nitrobenzoato)zinc(II)
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m465
_journal_page_last               m466
_journal_paper_doi               10.1107/S1600536801015033
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Zn (C7 H4 N O4)2 (C10 H14 N2 O)2 (H2 O)2]'
_chemical_formula_moiety         'C34 H40 N6 O12 Zn'
_chemical_formula_sum            'C34 H40 N6 O12 Zn'
_chemical_formula_weight         790.09
_chemical_name_systematic
;
Diaquabis(N,N-diethylnicotinamide)bis(4-nitrobenzoato)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                96.00(2)
_cell_angle_beta                 100.79(2)
_cell_angle_gamma                112.09(3)
_cell_formula_units_Z            1
_cell_length_a                   7.211(3)
_cell_length_b                   8.588(4)
_cell_length_c                   16.515(7)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.7
_cell_volume                     913.6(7)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1988)'
_computing_data_reduction        'local programs'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device_type  'Stoe-Siemens four-circle'
_diffrn_measurement_method
'ω/θ scans with on-line profile fitting (Clegg, 1981)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0198
_diffrn_reflns_av_sigmaI/netI    .0262
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6298
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.56
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    .743
_exptl_absorpt_correction_T_max  .959
_exptl_absorpt_correction_T_min  .821
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(XPREP; Sheldrick, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          .42
_exptl_crystal_size_mid          .27
_exptl_crystal_size_min          .19
_refine_diff_density_max         .327
_refine_diff_density_min         -.257
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          .0314
_refine_ls_R_factor_gt           .0258
_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)+(0.0275P)²+0.4095P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0676
_reflns_number_gt                2889
_reflns_number_total             3214
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na6092.cif
_cod_data_source_block           I
_cod_database_code               2200686
_cod_database_fobs_code          2200686
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 .01697(9) Uani d S 1 . . Zn
O1 .79004(19) .50312(18) .56174(8) .0227(3) Uani d . 1 . . O
H1A .813(4) .570(3) .6084(17) .049(7) Uiso d . 1 . . H
H1B .787(4) .414(3) .5760(14) .039(7) Uiso d . 1 . . H
N1 .6747(2) .71783(17) .45183(8) .0183(3) Uani d . 1 . . N
C1 .6537(3) .8666(2) .46307(10) .0201(3) Uani d . 1 . . C
H1 .5623 .8779 .4956 .024 Uiso calc R 1 . . H
C2 .7599(3) 1.0046(2) .42920(11) .0220(4) Uani d . 1 . . C
H2 .7413 1.1083 .4385 .026 Uiso calc R 1 . . H
C3 .8932(3) .9895(2) .38164(11) .0218(4) Uani d . 1 . . C
H3 .9659 1.0817 .3570 .026 Uiso calc R 1 . . H
C4 .9188(2) .8365(2) .37061(10) .0182(3) Uani d . 1 . . C
C5 .8087(2) .7051(2) .40749(10) .0186(3) Uani d . 1 . . C
H5 .8288 .6018 .4012 .022 Uiso calc R 1 . . H
C6 1.0807(3) .8142(2) .33073(10) .0199(4) Uani d . 1 . . C
O2 1.21846(19) .78446(16) .37503(8) .0270(3) Uani d . 1 . . O
N2 1.0770(2) .82976(18) .25073(9) .0229(3) Uani d . 1 . . N
C7 .9084(3) .8481(2) .19266(11) .0297(4) Uani d . 1 . . C
H7A .9675 .9476 .1661 .036 Uiso calc R 1 . . H
H7B .8163 .8717 .2250 .036 Uiso calc R 1 . . H
C8 .7817(4) .6905(3) .12447(15) .0529(6) Uani d . 1 . . C
H8A .6644 .7059 .0911 .079 Uiso calc R 1 . . H
H8B .7306 .5899 .1503 .079 Uiso calc R 1 . . H
H8C .8681 .6741 .0880 .079 Uiso calc R 1 . . H
C9 1.2497(3) .8191(2) .21772(12) .0294(4) Uani d . 1 . . C
H9A 1.3808 .8874 .2603 .035 Uiso calc R 1 . . H
H9B 1.2549 .8712 .1670 .035 Uiso calc R 1 . . H
C10 1.2343(4) .6371(3) .19520(15) .0405(5) Uani d . 1 . . C
H10A 1.3550 .6402 .1751 .061 Uiso calc R 1 . . H
H10B 1.1084 .5698 .1510 .061 Uiso calc R 1 . . H
H10C 1.2295 .5844 .2450 .061 Uiso calc R 1 . . H
O3 .50606(18) .33955(14) .39517(7) .0205(3) Uani d . 1 . . O
C11 .3897(3) .3038(2) .32227(10) .0184(3) Uani d . 1 . . C
O4 .20852(18) .29485(15) .30447(7) .0240(3) Uani d . 1 . . O
C12 .4800(3) .2719(2) .24946(10) .0191(3) Uani d . 1 . . C
C13 .6763(3) .2716(2) .26350(11) .0207(4) Uani d . 1 . . C
H13 .7549 .2913 .3194 .025 Uiso calc R 1 . . H
C14 .7586(3) .2426(2) .19654(11) .0230(4) Uani d . 1 . . C
H14 .8922 .2417 .2057 .028 Uiso calc R 1 . . H
C15 .6390(3) .2151(2) .11612(11) .0232(4) Uani d . 1 . . C
C16 .4439(3) .2160(2) .09983(11) .0244(4) Uani d . 1 . . C
H16 .3664 .1974 .0438 .029 Uiso calc R 1 . . H
C17 .3649(3) .2446(2) .16737(11) .0223(4) Uani d . 1 . . C
H17 .2314 .2457 .1578 .027 Uiso calc R 1 . . H
N3 .7240(2) .1864(2) .04415(9) .0288(4) Uani d . 1 . . N
O5 .8860(2) .1667(2) .05764(9) .0508(4) Uani d . 1 . . O
O6 .6269(2) .1804(2) -.02622(8) .0408(4) Uani d . 1 . . O
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 87.54(6) no
O3 Zn O1 . 2_666 92.46(6) no
O3 Zn O1 2_666 . 92.46(6) no
O3 Zn O1 . . 87.54(6) yes
O1 Zn O1 2_666 . 180.0 no
O3 Zn N1 2_666 . 91.46(6) no
O3 Zn N1 . . 88.54(6) yes
O1 Zn N1 2_666 . 93.29(6) no
O1 Zn N1 . . 86.71(6) yes
O3 Zn N1 2_666 2_666 88.54(6) no
O3 Zn N1 . 2_666 91.46(6) no
O1 Zn N1 2_666 2_666 86.71(6) no
O1 Zn N1 . 2_666 93.29(6) no
N1 Zn N1 . 2_666 180.0 no
Zn O1 H1A . . 99.5(17) no
Zn O1 H1B . . 116.0(17) no
H1A O1 H1B . . 103(2) no
C1 N1 C5 . . 118.01(14) no
C1 N1 Zn . . 122.64(11) no
C5 N1 Zn . . 119.34(11) no
N1 C1 C2 . . 122.72(16) no
N1 C1 H1 . . 118.6 no
C2 C1 H1 . . 118.6 no
C3 C2 C1 . . 119.11(16) no
C3 C2 H2 . . 120.4 no
C1 C2 H2 . . 120.4 no
C2 C3 C4 . . 118.71(15) no
C2 C3 H3 . . 120.6 no
C4 C3 H3 . . 120.6 no
C5 C4 C3 . . 118.59(16) no
C5 C4 C6 . . 117.71(15) no
C3 C4 C6 . . 123.16(15) no
N1 C5 C4 . . 122.82(15) no
N1 C5 H5 . . 118.6 no
C4 C5 H5 . . 118.6 no
O2 C6 N2 . . 121.81(16) no
O2 C6 C4 . . 117.72(15) no
N2 C6 C4 . . 120.45(15) no
C6 N2 C7 . . 124.48(15) no
C6 N2 C9 . . 117.40(15) no
C7 N2 C9 . . 118.04(15) no
N2 C7 C8 . . 113.16(17) no
N2 C7 H7A . . 108.9 no
C8 C7 H7A . . 108.9 no
N2 C7 H7B . . 108.9 no
C8 C7 H7B . . 108.9 no
H7A C7 H7B . . 107.8 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 . . 114.03(16) no
N2 C9 H9A . . 108.7 no
C10 C9 H9A . . 108.7 no
N2 C9 H9B . . 108.7 no
C10 C9 H9B . . 108.7 no
H9A C9 H9B . . 107.6 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 . . 125.41(11) yes
O4 C11 O3 . . 126.30(15) no
O4 C11 C12 . . 117.12(15) no
O3 C11 C12 . . 116.58(15) no
C13 C12 C17 . . 119.74(16) no
C13 C12 C11 . . 120.96(15) no
C17 C12 C11 . . 119.29(16) no
C14 C13 C12 . . 120.75(16) no
C14 C13 H13 . . 119.6 no
C12 C13 H13 . . 119.6 no
C15 C14 C13 . . 117.69(17) no
C15 C14 H14 . . 121.2 no
C13 C14 H14 . . 121.2 no
C14 C15 C16 . . 123.11(16) no
C14 C15 N3 . . 118.69(16) no
C16 C15 N3 . . 118.18(16) no
C17 C16 C15 . . 118.22(16) no
C17 C16 H16 . . 120.9 no
C15 C16 H16 . . 120.9 no
C16 C17 C12 . . 120.48(17) no
C16 C17 H17 . . 119.8 no
C12 C17 H17 . . 119.8 no
O6 N3 O5 . . 123.39(16) no
O6 N3 C15 . . 118.20(16) no
O5 N3 C15 . . 118.39(15) 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 2.1373(15) no
Zn O1 . 2.1373(15) yes
Zn O3 2_666 2.1149(14) no
Zn O3 . 2.1149(14) yes
Zn N1 . 2.1527(16) yes
Zn N1 2_666 2.1527(16) no
O1 H1A . .86(3) no
O1 H1B . .81(3) no
N1 C1 . 1.340(2) no
N1 C5 . 1.345(2) no
C1 C2 . 1.386(2) no
C1 H1 . .950 no
C2 C3 . 1.383(2) no
C2 H2 . .950 no
C3 C4 . 1.392(2) no
C3 H3 . .950 no
C4 C5 . 1.387(2) no
C4 C6 . 1.504(2) no
C5 H5 . .950 no
C6 O2 . 1.243(2) no
C6 N2 . 1.338(2) no
N2 C7 . 1.470(2) no
N2 C9 . 1.479(2) no
C7 C8 . 1.517(3) no
C7 H7A . .990 no
C7 H7B . .990 no
C8 H8A . .980 no
C8 H8B . .980 no
C8 H8C . .980 no
C9 C10 . 1.525(3) no
C9 H9A . .990 no
C9 H9B . .990 no
C10 H10A . .980 no
C10 H10B . .980 no
C10 H10C . .980 no
C11 O3 . 1.264(2) yes
C11 O4 . 1.255(2) yes
C11 C12 . 1.518(2) no
C12 C13 . 1.392(3) no
C12 C17 . 1.395(2) no
C13 C14 . 1.392(2) no
C13 H13 . .950 no
C14 C15 . 1.384(3) no
C14 H14 . .950 no
C15 C16 . 1.385(3) no
C15 N3 . 1.474(2) no
C16 C17 . 1.384(2) no
C16 H16 . .950 no
C17 H17 . .950 no
N3 O6 . 1.225(2) no
N3 O5 . 1.225(2) 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
_geom_hbond_publ_flag
O1 H1A O4 2_666 .86(3) 1.82(3) 2.659(2) 164(3) yes
O1 H1B O2 2_766 .81(3) 1.95(3) 2.765(2) 173(2) yes
