#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:25:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180434 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/03/7210372.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_7210372
loop_
_publ_author_name
'Cvrtila, Ivica'
'Stilinović, Vladimir'
'Kaitner, Branko'
_publ_section_title
;
 Tuning of coordination geometry via cooperation of inter- and
 intramolecular hydrogen bonds in bis(benzoylacetonato)manganese(ii)
 adducts with pyridine derivatives
;
_journal_issue                   33
_journal_name_full               CrystEngComm
_journal_page_first              6585
_journal_paper_doi               10.1039/c3ce40826d
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C32 H34 Mn N4 O4'
_chemical_formula_sum            'C32 H34 Mn N4 O4'
_chemical_formula_weight         593.57
_chemical_name_systematic
;
Bis(benzoylacetonato)bis(2-amino-5-methylpyridine)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
_audit_creation_date             2013-01-03T17:07:07-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90.83(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.3129(16)
_cell_length_b                   8.752(2)
_cell_length_c                   24.543(7)
_cell_measurement_reflns_used    3548
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.9999
_cell_measurement_theta_min      3.7397
_cell_volume                     1570.6(7)
_computing_cell_refinement
;
CrysAlis RED 170 (Oxford Diffraction Poland Sp., 2003)
;
_computing_data_collection
;
CrysAlis CCD 170 (Oxford Diffraction Poland Sp., 2003)
;
_computing_data_reduction
;
CrysAlis RED 170 (Oxford Diffraction Poland Sp., 2003)
;
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
;
WinGX (Farrugia, 1999) 
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution
;
'SIR-92 (Altomare, Cascanaro, Giacovazzo, Gualardi, 1993)'
;
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'omega 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  0.0385
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            12765
_diffrn_reflns_theta_full        27.13
_diffrn_reflns_theta_max         27.13
_diffrn_reflns_theta_min         3.73
_exptl_absorpt_coefficient_mu    0.461
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             622
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.14
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.832
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3437
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      0.847
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0512P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0945
_reflns_number_gt                1791
_reflns_number_total             3437
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40826d.txt
_cod_data_source_block           trans-2Am5MePy
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7210372
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
Mn1 Mn 0.5 0.5 0.5 0.06466(19) Uani 1 2 d SU
O2 O 0.33253(15) 0.38792(18) 0.55637(6) 0.0709(4) Uani 1 1 d .
N1 N 0.3482(2) 0.3784(2) 0.42571(7) 0.0690(5) Uani 1 1 d U
C12 C 0.3964(3) 0.2945(3) 0.33328(11) 0.0863(7) Uani 1 1 d U
C11 C 0.4525(3) 0.3543(3) 0.38165(11) 0.0789(7) Uani 1 1 d U
H11 H 0.5752 0.3814 0.3848 0.095 Uiso 1 1 calc R
C5 C 0.2216(2) 0.2228(2) 0.62323(8) 0.0598(5) Uani 1 1 d DU
C15 C 0.1705(3) 0.3366(3) 0.42082(11) 0.0673(6) Uani 1 1 d U
C9 C 0.1054(4) 0.0664(4) 0.69521(11) 0.1060(9) Uani 1 1 d DU
H9 H 0.1194 -0.017 0.7184 0.127 Uiso 1 1 calc R
C4 C 0.3612(2) 0.2634(2) 0.58189(9) 0.0573(5) Uani 1 1 d .
C3 C 0.5089(3) 0.1677(3) 0.57260(10) 0.0746(7) Uani 1 1 d .
H3 H 0.5142 0.0789 0.5934 0.09 Uiso 1 1 calc R
C6 C 0.0664(3) 0.3127(3) 0.62748(10) 0.0856(7) Uani 1 1 d DU
H6 H 0.0528 0.3974 0.6049 0.103 Uiso 1 1 calc R
C10 C 0.2384(3) 0.0988(3) 0.65770(9) 0.0842(7) Uani 1 1 d DU
H10 H 0.3409 0.0363 0.6556 0.101 Uiso 1 1 calc R
C7 C -0.0679(3) 0.2793(3) 0.66427(11) 0.1030(9) Uani 1 1 d DU
H7 H -0.1722 0.3398 0.666 0.124 Uiso 1 1 calc R
C8 C -0.0470(4) 0.1562(3) 0.69852(11) 0.1021(9) Uani 1 1 d DU
H8 H -0.1363 0.134 0.7239 0.123 Uiso 1 1 calc R
C13 C 0.2138(4) 0.2530(3) 0.32976(11) 0.0959(8) Uani 1 1 d U
H13 H 0.1678 0.2106 0.2976 0.115 Uiso 1 1 calc R
C14 C 0.1008(3) 0.2736(3) 0.37282(12) 0.0896(8) Uani 1 1 d U
H14 H -0.0217 0.2457 0.3701 0.108 Uiso 1 1 calc R
N2 N 0.0657(3) 0.3605(3) 0.46444(12) 0.0815(7) Uani 1 1 d .
C16 C 0.5266(4) 0.2763(4) 0.28613(12) 0.1247(11) Uani 1 1 d .
H16C H 0.5072 0.3577 0.2605 0.187 Uiso 1 1 calc R
H16B H 0.5046 0.18 0.2685 0.187 Uiso 1 1 calc R
H16A H 0.6505 0.2796 0.2996 0.187 Uiso 1 1 calc R
C2 C 0.6508(2) 0.1890(3) 0.53567(10) 0.0654(6) Uani 1 1 d .
C1 C 0.7901(3) 0.0616(3) 0.53095(12) 0.0992(9) Uani 1 1 d .
H1C H 0.7722 0.0095 0.4969 0.149 Uiso 1 1 calc R
H1B H 0.7751 -0.0092 0.5604 0.149 Uiso 1 1 calc R
H1A H 0.9111 0.104 0.5326 0.149 Uiso 1 1 calc R
O1 O 0.67303(15) 0.30304(18) 0.50588(6) 0.0675(4) Uani 1 1 d .
H17 H -0.041(3) 0.330(3) 0.4638(9) 0.082(8) Uiso 1 1 d .
H18 H 0.109(3) 0.383(3) 0.4958(9) 0.075(9) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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
O2 Mn1 O2 180 . 3_666
O2 Mn1 O1 85.95(5) . .
O2 Mn1 O1 94.05(5) 3_666 .
O2 Mn1 O1 94.05(5) . 3_666
O2 Mn1 O1 85.95(5) 3_666 3_666
O1 Mn1 O1 180 . 3_666
O2 Mn1 N1 88.51(6) . 3_666
O2 Mn1 N1 91.49(6) 3_666 3_666
O1 Mn1 N1 92.28(6) . 3_666
O1 Mn1 N1 87.72(6) 3_666 3_666
O2 Mn1 N1 91.49(6) . .
O2 Mn1 N1 88.51(6) 3_666 .
O1 Mn1 N1 87.72(6) . .
O1 Mn1 N1 92.28(6) 3_666 .
N1 Mn1 N1 180 3_666 .
C4 O2 Mn1 129.03(12) . .
C11 N1 C15 116.1(2) . .
C11 N1 Mn1 114.99(14) . .
C15 N1 Mn1 128.84(15) . .
C11 C12 C13 115.8(2) . .
C11 C12 C16 121.5(2) . .
C13 C12 C16 122.6(3) . .
N1 C11 C12 126.5(2) . .
N1 C11 H11 116.7 . .
C12 C11 H11 116.7 . .
C10 C5 C6 117.8(2) . .
C10 C5 C4 123.24(18) . .
C6 C5 C4 118.98(18) . .
N2 C15 N1 116.5(2) . .
N2 C15 C14 122.1(2) . .
N1 C15 C14 121.4(2) . .
C8 C9 C10 120.3(3) . .
C8 C9 H9 119.8 . .
C10 C9 H9 119.8 . .
O2 C4 C3 123.97(19) . .
O2 C4 C5 115.42(17) . .
C3 C4 C5 120.60(19) . .
C4 C3 C2 127.7(2) . .
C4 C3 H3 116.1 . .
C2 C3 H3 116.1 . .
C7 C6 C5 121.5(2) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C9 C10 C5 120.9(2) . .
C9 C10 H10 119.5 . .
C5 C10 H10 119.5 . .
C8 C7 C6 119.6(2) . .
C8 C7 H7 120.2 . .
C6 C7 H7 120.2 . .
C9 C8 C7 119.9(2) . .
C9 C8 H8 120.1 . .
C7 C8 H8 120.1 . .
C14 C13 C12 120.8(3) . .
C14 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C13 C14 C15 119.4(2) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C15 N2 H17 119.1(16) . .
C15 N2 H18 123.4(14) . .
H17 N2 H18 115(2) . .
C12 C16 H16C 109.5 . .
C12 C16 H16B 109.5 . .
H16C C16 H16B 109.5 . .
C12 C16 H16A 109.5 . .
H16C C16 H16A 109.5 . .
H16B C16 H16A 109.5 . .
O1 C2 C3 126.11(18) . .
O1 C2 C1 116.71(19) . .
C3 C2 C1 117.2(2) . .
C2 C1 H1C 109.5 . .
C2 C1 H1B 109.5 . .
H1C C1 H1B 109.5 . .
C2 C1 H1A 109.5 . .
H1C C1 H1A 109.5 . .
H1B C1 H1A 109.5 . .
C2 O1 Mn1 126.91(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.1037(14) .
Mn1 O2 2.1037(14) 3_666
Mn1 O1 2.1420(14) .
Mn1 O1 2.1420(14) 3_666
Mn1 N1 2.3727(19) 3_666
Mn1 N1 2.3727(19) .
O2 C4 1.273(2) .
N1 C11 1.349(3) .
N1 C15 1.354(2) .
C12 C11 1.355(3) .
C12 C13 1.386(3) .
C12 C16 1.518(3) .
C11 H11 0.93 .
C5 C10 1.380(2) .
C5 C6 1.386(2) .
C5 C4 1.493(3) .
C15 N2 1.342(3) .
C15 C14 1.391(3) .
C9 C8 1.368(3) .
C9 C10 1.379(2) .
C9 H9 0.93 .
C4 C3 1.389(3) .
C3 C2 1.400(3) .
C3 H3 0.93 .
C6 C7 1.375(2) .
C6 H6 0.93 .
C10 H10 0.93 .
C7 C8 1.373(3) .
C7 H7 0.93 .
C8 H8 0.93 .
C13 C14 1.363(3) .
C13 H13 0.93 .
C14 H14 0.93 .
N2 H17 0.82(2) .
N2 H18 0.85(2) .
C16 H16C 0.96 .
C16 H16B 0.96 .
C16 H16A 0.96 .
C2 O1 1.249(2) .
C2 C1 1.515(3) .
C1 H1C 0.96 .
C1 H1B 0.96 .
C1 H1A 0.96 .
