#------------------------------------------------------------------------------
#$Date: 2016-04-09 04:26:34 +0300 (Sat, 09 Apr 2016) $
#$Revision: 181994 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/16/2241643.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_2241643
loop_
_publ_author_name
'Aşkın, Gülçin Şefiye'
'Necefoğlu, Hacali'
'Tonbul, Ali Murat'
'Dilek, Nefise'
'Hökelek, Tuncer'
_publ_section_title
;
 Crystal structure of
 trans-diaquabis(nicotinamide-κN¹)bis(4-nitrobenzoato-κO)manganese(II)
;
_journal_coeditor_code           IS5449
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              656
_journal_page_last               658
_journal_paper_doi               10.1107/S2056989016005612
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '[Mn (C7 H4 N O4)2 (C6 H6 N2 O)2 (H2 O)2]'
_chemical_formula_moiety         'C26 H24 Mn N6 O12'
_chemical_formula_sum            'C26 H24 Mn N6 O12'
_chemical_formula_weight         667.45
_chemical_name_systematic
trans-Diaquabis(nicotinamide-κN¹)bis(4-nitrobenzoato-κO)manganese(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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                78.067(3)
_cell_angle_beta                 88.430(4)
_cell_angle_gamma                71.746(3)
_cell_formula_units_Z            1
_cell_length_a                   7.6051(3)
_cell_length_b                   10.0027(4)
_cell_length_c                   10.2152(4)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.19
_cell_volume                     721.45(5)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART BREEZE CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17255
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.532
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             343
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.998
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3595
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.170
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0582
_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)+(0.0908P)²+0.7889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1753
_refine_ls_wR_factor_ref         0.1775
_reflns_number_gt                3475
_reflns_number_total             3595
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is5449sup1.cif
_cod_data_source_block           I
_cod_database_code               2241643
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
Mn Mn1 0.0000 0.0000 0.0000 0.02437(17) Uani d S 1 2
O O1 -0.1121(4) 0.1452(4) 0.2673(3) 0.0638(7) Uani d . 1 1
O O2 0.1322(3) 0.0165(3) 0.1728(2) 0.0479(5) Uani d . 1 1
O O3 0.4619(6) 0.2860(8) 0.6872(5) 0.147(3) Uani d . 1 1
O O4 0.6545(6) 0.2824(7) 0.5355(5) 0.124(2) Uani d . 1 1
O O5 0.4269(4) 0.3417(3) -0.0003(3) 0.0598(7) Uani d . 1 1
O O6 0.2722(3) -0.0746(3) -0.0769(3) 0.0506(6) Uani d D 1 1
H H61 0.227(7) -0.084(6) -0.154(3) 0.076 Uiso d D 1 1
H H62 0.377(4) -0.135(4) -0.034(5) 0.076 Uiso d D 1 1
N N1 0.5113(5) 0.2645(5) 0.5801(4) 0.0736(11) Uani d . 1 1
N N2 -0.0042(4) 0.2124(3) -0.0942(3) 0.0427(6) Uani d . 1 1
N N3 0.3202(5) 0.5611(4) -0.1340(4) 0.0645(9) Uani d D 1 1
H H3A 0.424(5) 0.579(6) -0.113(6) 0.097 Uiso d D 1 1
H H3B 0.227(6) 0.623(5) -0.189(5) 0.097 Uiso d D 1 1
C C1 0.0585(4) 0.0898(3) 0.2563(3) 0.0409(6) Uani d . 1 1
C C2 0.1853(4) 0.1239(3) 0.3472(3) 0.0406(6) Uani d . 1 1
C C3 0.1181(5) 0.1682(5) 0.4643(4) 0.0533(8) Uani d . 1 1
H H3 -0.0002 0.1685 0.4902 0.064 Uiso calc R 1 1
C C4 0.2265(5) 0.2118(5) 0.5428(4) 0.0605(10) Uani d . 1 1
H H4 0.1835 0.2402 0.6220 0.073 Uiso calc R 1 1
C C5 0.3994(5) 0.2121(4) 0.5000(4) 0.0516(8) Uani d . 1 1
C C6 0.4712(5) 0.1680(4) 0.3862(3) 0.0489(7) Uani d . 1 1
H H6 0.5888 0.1696 0.3601 0.059 Uiso calc R 1 1
C C7 0.3619(5) 0.1205(4) 0.3104(3) 0.0455(7) Uani d . 1 1
H H7 0.4088 0.0863 0.2344 0.055 Uiso calc R 1 1
C C8 0.1370(4) 0.2581(3) -0.0689(3) 0.0417(6) Uani d . 1 1
H H8 0.2343 0.1949 -0.0119 0.050 Uiso calc R 1 1
C C9 0.1454(4) 0.3939(3) -0.1231(3) 0.0428(6) Uani d . 1 1
C C10 -0.0002(6) 0.4870(4) -0.2088(4) 0.0617(10) Uani d . 1 1
H H10 0.0003 0.5796 -0.2475 0.074 Uiso calc R 1 1
C C11 -0.1449(6) 0.4407(4) -0.2358(5) 0.0666(11) Uani d . 1 1
H H11 -0.2433 0.5015 -0.2932 0.080 Uiso calc R 1 1
C C12 -0.1424(5) 0.3030(4) -0.1765(4) 0.0501(7) Uani d . 1 1
H H12 -0.2409 0.2724 -0.1948 0.060 Uiso calc R 1 1
C C13 0.3087(5) 0.4309(3) -0.0821(4) 0.0464(7) Uani d . 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Mn Mn 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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
O2 Mn1 O2 2 . 180.00(7)
O2 Mn1 O6 . . 87.19(10)
O2 Mn1 O6 2 . 92.81(10)
O2 Mn1 O6 . 2 92.81(10)
O2 Mn1 O6 2 2 87.19(10)
O2 Mn1 N2 . . 89.98(10)
O2 Mn1 N2 2 . 90.02(10)
O2 Mn1 N2 . 2 90.02(10)
O2 Mn1 N2 2 2 89.98(10)
O6 Mn1 O6 . 2 180.00(13)
N2 Mn1 O6 . . 87.00(10)
N2 Mn1 O6 2 . 93.00(10)
N2 Mn1 O6 . 2 93.00(10)
N2 Mn1 O6 2 2 87.00(10)
N2 Mn1 N2 2 . 180.00(7)
C1 O2 Mn1 . . 126.2(2)
Mn1 O6 H61 . . 93(3)
Mn1 O6 H62 . . 129(3)
H61 O6 H62 . . 124(5)
O3 N1 O4 . . 121.7(4)
O3 N1 C5 . . 119.3(4)
O4 N1 C5 . . 119.0(4)
C8 N2 Mn1 . . 119.1(2)
C12 N2 Mn1 . . 122.8(2)
C12 N2 C8 . . 118.1(3)
C13 N3 H3A . . 117(4)
C13 N3 H3B . . 118(4)
H3A N3 H3B . . 125(5)
O1 C1 C2 . . 116.4(3)
O2 C1 O1 . . 126.0(3)
O2 C1 C2 . . 117.5(3)
C3 C2 C1 . . 119.5(3)
C7 C2 C1 . . 120.5(3)
C7 C2 C3 . . 119.9(3)
C2 C3 H3 . . 119.8
C4 C3 C2 . . 120.3(3)
C4 C3 H3 . . 119.8
C3 C4 H4 . . 121.0
C5 C4 C3 . . 118.1(3)
C5 C4 H4 . . 121.0
C4 C5 N1 . . 118.1(3)
C6 C5 N1 . . 118.5(3)
C6 C5 C4 . . 123.4(3)
C5 C6 C7 . . 117.7(3)
C5 C6 H6 . . 121.1
C7 C6 H6 . . 121.1
C2 C7 C6 . . 120.6(3)
C2 C7 H7 . . 119.7
C6 C7 H7 . . 119.7
N2 C8 C9 . . 123.4(3)
N2 C8 H8 . . 118.3
C9 C8 H8 . . 118.3
C8 C9 C10 . . 117.7(3)
C8 C9 C13 . . 117.2(3)
C10 C9 C13 . . 125.1(3)
C9 C10 H10 . . 120.4
C11 C10 C9 . . 119.3(3)
C11 C10 H10 . . 120.4
C10 C11 C12 . . 119.1(3)
C10 C11 H11 . . 120.4
C12 C11 H11 . . 120.4
N2 C12 C11 . . 122.4(3)
N2 C12 H12 . . 118.8
C11 C12 H12 . . 118.8
O5 C13 N3 . . 122.0(3)
O5 C13 C9 . . 119.8(3)
N3 C13 C9 . . 118.2(3)
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
Mn1 O2 . 2.115(2) n
Mn1 O2 2 2.115(2) ?
Mn1 O6 . 2.156(2) n
Mn1 O6 2 2.156(2) ?
Mn1 N2 . 2.134(3) n
Mn1 N2 2 2.134(3) ?
O1 C1 . 1.253(4) ?
O2 C1 . 1.248(4) ?
O3 N1 . 1.187(5) ?
O4 N1 . 1.219(5) ?
O5 C13 . 1.238(4) ?
O6 H61 . 0.903(19) ?
O6 H62 . 0.892(19) ?
N2 C8 . 1.342(4) ?
N2 C12 . 1.330(4) ?
N3 C13 . 1.330(4) ?
N3 H3A . 0.90(2) ?
N3 H3B . 0.90(2) ?
C2 C1 . 1.515(4) ?
C2 C3 . 1.390(4) ?
C2 C7 . 1.377(4) ?
C3 C4 . 1.385(5) ?
C3 H3 . 0.9300 ?
C4 H4 . 0.9300 ?
C5 N1 . 1.471(5) ?
C5 C4 . 1.375(5) ?
C6 C5 . 1.368(5) ?
C6 C7 . 1.397(5) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.377(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.389(5) ?
C9 C13 . 1.495(4) ?
C10 C11 . 1.375(6) ?
C10 H10 . 0.9300 ?
C11 H11 . 0.9300 ?
C12 C11 . 1.380(5) ?
C12 H12 . 0.9300 ?
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
N3 H3A O5 2_665 0.90(5) 2.07(6) 2.898(6) 152(4) yes
N3 H3B O1 2_565 0.90(4) 2.19(5) 2.923(4) 138(4) yes
O6 H61 O1 2_555 0.90(4) 1.78(5) 2.646(5) 161(4) yes
O6 H62 O5 2_655 0.89(3) 2.10(4) 2.897(3) 148(4) yes
C3 H3 O4 1_455 0.93 2.59 3.456(6) 156 yes
C6 H6 O1 1_655 0.93 2.40 3.319(4) 170 yes
C12 H12 O3 1_454 0.93 2.54 3.416(7) 157 yes
C4 H4 Cg2 1_556 0.93 2.91 3.827(4) 172 yes
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_site_symmetry_1
_geom_torsion
O6 Mn1 O2 C1 . 160.3(3)
O6 Mn1 O2 C1 2 -19.7(3)
N2 Mn1 O2 C1 . 73.3(3)
N2 Mn1 O2 C1 2 -106.7(3)
O2 Mn1 N2 C8 . 34.5(2)
O2 Mn1 N2 C8 2 -145.5(2)
O2 Mn1 N2 C12 . -144.8(3)
O2 Mn1 N2 C12 2 35.2(3)
O6 Mn1 N2 C8 . -52.7(2)
O6 Mn1 N2 C8 2 127.3(2)
O6 Mn1 N2 C12 . 128.0(3)
O6 Mn1 N2 C12 2 -52.0(3)
Mn1 O2 C1 O1 . 14.1(5)
Mn1 O2 C1 C2 . -161.6(2)
Mn1 N2 C8 C9 . -178.9(2)
C12 N2 C8 C9 . 0.4(5)
Mn1 N2 C12 C11 . 179.2(3)
C8 N2 C12 C11 . -0.1(6)
C3 C2 C1 O1 . 22.0(5)
C3 C2 C1 O2 . -161.8(3)
C7 C2 C1 O1 . -153.7(3)
C7 C2 C1 O2 . 22.4(4)
C1 C2 C3 C4 . -174.4(4)
C7 C2 C3 C4 . 1.4(6)
C1 C2 C7 C6 . 172.5(3)
C3 C2 C7 C6 . -3.2(5)
C2 C3 C4 C5 . 1.0(6)
C4 C5 N1 O3 . 10.2(8)
C4 C5 N1 O4 . -171.0(5)
C6 C5 N1 O3 . -170.6(6)
C6 C5 N1 O4 . 8.1(7)
N1 C5 C4 C3 . 177.4(4)
C6 C5 C4 C3 . -1.8(7)
C7 C6 C5 N1 . -179.1(4)
C7 C6 C5 C4 . 0.0(6)
C5 C6 C7 C2 . 2.5(5)
N2 C8 C9 C10 . -0.4(5)
N2 C8 C9 C13 . 178.0(3)
C8 C9 C10 C11 . 0.1(6)
C13 C9 C10 C11 . -178.3(4)
C8 C9 C13 O5 . -1.5(5)
C8 C9 C13 N3 . 179.5(3)
C10 C9 C13 O5 . 176.8(4)
C10 C9 C13 N3 . -2.2(6)
C9 C10 C11 C12 . 0.3(7)
N2 C12 C11 C10 . -0.3(7)

_cod_database_fobs_code 2241643
