#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/30/1513026.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_1513026
loop_
_publ_author_name
'Jens Hunger'
_publ_section_title
;
 Synthesis and structure of coordination polymers of Mn2+, Cu2+, Ag+, Zn2+
 and Cd2+ by combination of bipyrazole and diphenate ligands
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              60
_journal_page_last               68
_journal_paper_doi               10.1016/j.ica.2012.11.019
_journal_volume                  397
_journal_year                    2013
_chemical_formula_moiety         'C24 H24 Mn N4 O5'
_chemical_formula_sum            'C24 H24 Mn N4 O5'
_chemical_formula_weight         503.41
_chemical_name_systematic
;
catena-((μ₃-Biphenyl-2,2'-dicarboxylato)-(3,3',5,5'-tetramethyl-
4,4'-bipyrazole)-aqua-manganese(ii))
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 95.224(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5422(4)
_cell_length_b                   10.4750(4)
_cell_length_c                   22.8707(9)
_cell_measurement_reflns_used    20722
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      29.165
_cell_measurement_theta_min      3.30
_cell_volume                     2276.54(16)
_computing_cell_refinement       'RECIPE (Stoe & Cie, 2002)'
_computing_data_collection       'WinXpose (Stoe & Cie, 2002)'
_computing_data_reduction        'INTEGRATE (Stoe & Cie, 2002)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL97 and DIAMOND'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Stoe IPDS-2T'
_diffrn_measurement_method       'ω-scan and φ-scan'
_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  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5490
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  0.8972
_exptl_absorpt_correction_T_min  0.8354
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
[X-RED32 (Stoe & Cie, 2001);
crystal description using FACEIT (Stoe & Cie, 2002);
optimization using equivalent reflections
(X-SHAPE; Stoe & Cie, 1999)]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.940
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0243
_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)+(0.0390P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0598
_reflns_number_gt                4368
_reflns_number_total             5490
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-397-60-68-1.cif
_cod_data_source_block           1
_cod_original_cell_volume        2276.53(16)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1513026
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
C1 C 0.52677(13) 0.19735(13) 0.14672(5) 0.0118(2) Uani 1 1 d .
C2 C 0.65573(13) 0.20291(13) 0.18010(5) 0.0109(2) Uani 1 1 d .
C3 C 0.75543(13) 0.16139(12) 0.14207(5) 0.0109(2) Uani 1 1 d .
C4 C 0.38164(14) 0.22691(15) 0.16151(6) 0.0177(3) Uani 1 1 d .
H4A H 0.3148 0.1848 0.1341 0.027 Uiso 0.284(19) 1 calc PR
H4B H 0.3665 0.3175 0.1594 0.027 Uiso 0.284(19) 1 calc PR
H4C H 0.3700 0.1975 0.2005 0.027 Uiso 0.284(19) 1 calc PR
H4D H 0.3861 0.2817 0.1953 0.027 Uiso 0.716(19) 1 calc PR
H4E H 0.3344 0.1491 0.1700 0.027 Uiso 0.716(19) 1 calc PR
H4F H 0.3308 0.2690 0.1288 0.027 Uiso 0.716(19) 1 calc PR
C5 C 0.90962(14) 0.14212(15) 0.15573(5) 0.0170(3) Uani 1 1 d .
H5A H 0.9596 0.1881 0.1278 0.025 Uiso 1 1 calc R
H5B H 0.9312 0.0528 0.1536 0.025 Uiso 1 1 calc R
H5C H 0.9375 0.1731 0.1946 0.025 Uiso 1 1 calc R
C6 C 0.62875(13) 0.19354(13) 0.29115(5) 0.0126(2) Uani 1 1 d .
C7 C 0.68137(13) 0.24507(13) 0.24165(5) 0.0113(2) Uani 1 1 d .
C8 C 0.76011(13) 0.35319(13) 0.26219(5) 0.0119(2) Uani 1 1 d .
C9 C 0.53170(15) 0.08481(14) 0.29889(6) 0.0181(3) Uani 1 1 d .
H9A H 0.5714 0.0305 0.3299 0.027 Uiso 1 1 calc R
H9B H 0.5184 0.0369 0.2630 0.027 Uiso 1 1 calc R
H9C H 0.4426 0.1170 0.3087 0.027 Uiso 1 1 calc R
C10 C 0.83451(14) 0.44692(14) 0.22726(5) 0.0172(3) Uani 1 1 d .
H10A H 0.8470 0.5254 0.2488 0.026 Uiso 1 1 calc R
H10B H 0.7798 0.4626 0.1906 0.026 Uiso 1 1 calc R
H10C H 0.9248 0.4133 0.2198 0.026 Uiso 1 1 calc R
C11 C 0.45593(13) 0.14653(12) -0.05145(5) 0.0089(2) Uani 1 1 d .
C12 C 0.35775(13) 0.18179(12) -0.10430(5) 0.0104(2) Uani 1 1 d .
C13 C 0.37170(14) 0.12072(13) -0.15760(5) 0.0128(2) Uani 1 1 d .
H13 H 0.4502 0.0702 -0.1621 0.015 Uiso 1 1 calc R
C14 C 0.26845(15) 0.13513(14) -0.20417(5) 0.0167(3) Uani 1 1 d .
H14 H 0.2760 0.0917 -0.2392 0.020 Uiso 1 1 calc R
C15 C 0.15446(14) 0.21428(14) -0.19813(6) 0.0182(3) Uani 1 1 d .
H15 H 0.0858 0.2246 -0.2293 0.022 Uiso 1 1 calc R
C16 C 0.14230(14) 0.27808(14) -0.14584(6) 0.0158(3) Uani 1 1 d .
H16 H 0.0665 0.3326 -0.1425 0.019 Uiso 1 1 calc R
C17 C 0.24246(13) 0.26162(13) -0.09800(5) 0.0114(2) Uani 1 1 d .
C18 C 0.77357(13) -0.33486(13) 0.04301(5) 0.0118(2) Uani 1 1 d .
C19 C 0.69265(14) -0.44488(14) 0.03180(6) 0.0177(3) Uani 1 1 d .
H19 H 0.6243 -0.4660 0.0567 0.021 Uiso 1 1 calc R
C20 C 0.71226(15) -0.52302(14) -0.01564(7) 0.0217(3) Uani 1 1 d .
H20 H 0.6569 -0.5954 -0.0227 0.026 Uiso 1 1 calc R
C21 C 0.81490(15) -0.49280(14) -0.05265(6) 0.0189(3) Uani 1 1 d .
H21 H 0.8288 -0.5451 -0.0845 0.023 Uiso 1 1 calc R
C22 C 0.89663(14) -0.38440(14) -0.04207(6) 0.0153(3) Uani 1 1 d .
H22 H 0.9659 -0.3649 -0.0667 0.018 Uiso 1 1 calc R
C23 C 0.87630(13) -0.30402(13) 0.00515(5) 0.0114(2) Uani 1 1 d .
C24 C 0.96695(13) -0.18699(12) 0.01424(5) 0.0098(2) Uani 1 1 d .
N1 N 0.69172(11) 0.13275(11) 0.08905(4) 0.0111(2) Uani 1 1 d .
N2 N 0.55259(11) 0.15524(11) 0.09325(4) 0.0117(2) Uani 1 1 d .
N3 N 0.75732(11) 0.36682(11) 0.32020(4) 0.0136(2) Uani 1 1 d .
N4 N 0.67927(12) 0.26690(11) 0.33683(5) 0.0135(2) Uani 1 1 d .
O1 O 0.58690(9) 0.15693(9) -0.05253(4) 0.01049(18) Uani 1 1 d .
O2 O 0.60290(9) -0.10423(9) 0.00782(3) 0.00932(17) Uani 1 1 d .
O3 O 0.91994(9) -0.09014(9) 0.03954(4) 0.01011(18) Uani 1 1 d .
O4 O 0.91296(9) 0.19299(9) 0.00432(4) 0.01326(19) Uani 1 1 d .
O5 O 0.82656(10) -0.01570(9) -0.07954(4) 0.01188(19) Uani 1 1 d .
Mn1 Mn 0.756915(19) 0.048006(19) 0.005391(7) 0.00796(6) Uani 1 1 d .
H2N H 0.4923(18) 0.1430(18) 0.0620(7) 0.019(4) Uiso 1 1 d .
H4N H 0.6564(19) 0.2653(19) 0.3718(8) 0.029(5) Uiso 1 1 d .
H50A H 0.803(2) 0.020(2) -0.1112(9) 0.035(5) Uiso 1 1 d .
H50B H 0.908(2) 0.000(2) -0.0714(9) 0.036(6) Uiso 1 1 d .
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'
Ag Ag -0.8971 1.1015 '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
N2 C1 C2 106.69(11) . .
N2 C1 C4 121.79(11) . .
C2 C1 C4 131.51(11) . .
C1 C2 C3 105.12(10) . .
C1 C2 C7 126.80(11) . .
C3 C2 C7 128.07(11) . .
N1 C3 C2 110.50(11) . .
N1 C3 C5 121.16(11) . .
C2 C3 C5 128.26(11) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C1 C4 H4D 109.5 . .
H4A C4 H4D 141.1 . .
H4B C4 H4D 56.3 . .
H4C C4 H4D 56.3 . .
C1 C4 H4E 109.5 . .
H4A C4 H4E 56.3 . .
H4B C4 H4E 141.1 . .
H4C C4 H4E 56.3 . .
H4D C4 H4E 109.5 . .
C1 C4 H4F 109.5 . .
H4A C4 H4F 56.3 . .
H4B C4 H4F 56.3 . .
H4C C4 H4F 141.1 . .
H4D C4 H4F 109.5 . .
H4E C4 H4F 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N4 C6 C7 106.22(12) . .
N4 C6 C9 121.72(11) . .
C7 C6 C9 132.02(12) . .
C6 C7 C8 105.12(10) . .
C6 C7 C2 128.39(12) . .
C8 C7 C2 126.40(11) . .
N3 C8 C7 110.90(11) . .
N3 C8 C10 121.09(12) . .
C7 C8 C10 127.97(11) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O1 C11 O2 123.90(11) . 3_655
O1 C11 C12 120.65(10) . .
O2 C11 C12 115.44(10) 3_655 .
C13 C12 C17 120.18(11) . .
C13 C12 C11 119.17(11) . .
C17 C12 C11 120.08(11) . .
C14 C13 C12 120.15(12) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C15 C14 C13 119.77(12) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
C16 C15 C14 120.24(12) . .
C16 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
C15 C16 C17 120.81(13) . .
C15 C16 H16 119.6 . .
C17 C16 H16 119.6 . .
C16 C17 C12 118.78(12) . .
C16 C17 C18 118.77(12) . 3_655
C12 C17 C18 122.37(11) . 3_655
C19 C18 C23 118.81(12) . .
C19 C18 C17 118.74(11) . 3_655
C23 C18 C17 122.17(12) . 3_655
C20 C19 C18 121.26(13) . .
C20 C19 H19 119.4 . .
C18 C19 H19 119.4 . .
C19 C20 C21 119.74(13) . .
C19 C20 H20 120.1 . .
C21 C20 H20 120.1 . .
C22 C21 C20 119.81(13) . .
C22 C21 H21 120.1 . .
C20 C21 H21 120.1 . .
C21 C22 C23 120.88(13) . .
C21 C22 H22 119.6 . .
C23 C22 H22 119.6 . .
C22 C23 C18 119.49(12) . .
C22 C23 C24 118.67(11) . .
C18 C23 C24 121.84(11) . .
O4 C24 O3 124.30(12) 3_755 .
O4 C24 C23 116.25(11) 3_755 .
O3 C24 C23 119.45(11) . .
C3 N1 N2 105.22(10) . .
C3 N1 Mn1 136.12(9) . .
N2 N1 Mn1 118.43(7) . .
C1 N2 N1 112.47(10) . .
C1 N2 H2N 128.6(11) . .
N1 N2 H2N 119.0(11) . .
C8 N3 N4 104.85(11) . .
C6 N4 N3 112.84(11) . .
C6 N4 H4N 127.9(13) . .
N3 N4 H4N 118.3(13) . .
C11 O1 Mn1 126.56(8) . .
C11 O2 Mn1 128.70(8) 3_655 .
C24 O3 Mn1 128.86(7) . .
C24 O4 Mn1 128.85(9) 3_755 .
Mn1 O5 H50A 123.4(14) . .
Mn1 O5 H50B 95.7(15) . .
H50A O5 H50B 107(2) . .
O4 Mn1 O2 178.11(4) . .
O4 Mn1 O5 86.49(4) . .
O2 Mn1 O5 93.38(3) . .
O4 Mn1 O3 90.04(3) . .
O2 Mn1 O3 88.08(3) . .
O5 Mn1 O3 81.66(3) . .
O4 Mn1 N1 88.63(4) . .
O2 Mn1 N1 91.60(4) . .
O5 Mn1 N1 174.24(4) . .
O3 Mn1 N1 101.41(4) . .
O4 Mn1 O1 95.55(3) . .
O2 Mn1 O1 86.31(3) . .
O5 Mn1 O1 84.06(3) . .
O3 Mn1 O1 164.31(3) . .
N1 Mn1 O1 93.38(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.3438(15) .
C1 C2 1.3890(17) .
C1 C4 1.4877(18) .
C2 C3 1.4147(17) .
C2 C7 1.4744(16) .
C3 N1 1.3401(15) .
C3 C5 1.4898(17) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C4 H4D 0.9600 .
C4 H4E 0.9600 .
C4 H4F 0.9600 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 N4 1.3500(16) .
C6 C7 1.3887(18) .
C6 C9 1.4886(19) .
C7 C8 1.4155(18) .
C8 N3 1.3371(15) .
C8 C10 1.4864(18) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 O1 1.2570(15) .
C11 O2 1.2686(14) 3_655
C11 C12 1.5063(16) .
C12 C13 1.3937(17) .
C12 C17 1.3997(18) .
C13 C14 1.3916(18) .
C13 H13 0.9300 .
C14 C15 1.385(2) .
C14 H14 0.9300 .
C15 C16 1.384(2) .
C15 H15 0.9300 .
C16 C17 1.3963(17) .
C16 H16 0.9300 .
C17 C18 1.4930(17) 3_655
C18 C19 1.3979(19) .
C18 C23 1.4034(18) .
C18 C17 1.4930(17) 3_655
C19 C20 1.385(2) .
C19 H19 0.9300 .
C20 C21 1.388(2) .
C20 H20 0.9300 .
C21 C22 1.386(2) .
C21 H21 0.9300 .
C22 C23 1.3968(18) .
C22 H22 0.9300 .
C23 C24 1.5038(18) .
C24 O4 1.2594(15) 3_755
C24 O3 1.2699(15) .
N1 N2 1.3603(14) .
N1 Mn1 2.2478(10) .
N2 H2N 0.886(17) .
N3 N4 1.3588(16) .
N4 H4N 0.847(19) .
O1 Mn1 2.3016(9) .
O2 C11 1.2686(14) 3_655
O2 Mn1 2.1727(9) .
O3 Mn1 2.2141(9) .
O4 C24 1.2594(15) 3_755
O4 Mn1 2.1286(9) .
O5 Mn1 2.2124(9) .
O5 H50A 0.83(2) .
O5 H50B 0.80(2) .
