#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/80/2208021.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_2208021
loop_
_publ_author_name
'Muhammad, Sultan'
'Mazhar, Muhammad'
'Zeller, Matthias'
'Hunter, Allen D.'
_publ_section_title
'[2-(N,N-Dimethylamino)ethanol-κ²N,O]bis(2,4-pentanedionato-κ²O,O')manganese(II)'
_journal_coeditor_code           CV6611
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m224
_journal_page_last               m226
_journal_paper_doi               10.1107/S1600536806000043
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Mn (C5 H7 O2)2 (C4 H11 N)]'
_chemical_formula_moiety         'C14 H25 Mn N O5'
_chemical_formula_sum            'C14 H25 Mn N O5'
_chemical_formula_weight         342.29
_chemical_melting_point          125
_chemical_name_systematic
;
[2-(N,N-Dimethylamino)ethanolato-κ²N,O]bis(2,4-pentanedionate-
κ²O,O')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           SHELXL97
_cell_angle_alpha                105.235(3)
_cell_angle_beta                 103.187(3)
_cell_angle_gamma                98.154(3)
_cell_formula_units_Z            2
_cell_length_a                   7.6392(14)
_cell_length_b                   10.5533(19)
_cell_length_c                   11.766(2)
_cell_measurement_reflns_used    5563
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      30.49
_cell_measurement_theta_min      2.31
_cell_volume                     870.3(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8862
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.87
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.7723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS in SAINT-Plus; Bruker, 2003)'
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             362
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.242
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         4296
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0366
_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)+(0.054P)²+0.2295P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0963
_reflns_number_gt                3711
_reflns_number_total             4296
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv6611.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2208021
_cod_database_fobs_code          2208021
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_type_symbol
Mn1 0.41002(3) 0.52507(2) 0.26919(2) 0.01523(9) Uani d . 1 Mn
O1 0.64115(16) 0.58537(13) 0.44133(11) 0.0222(3) Uani d D 1 O
H1 0.647(4) 0.616(2) 0.5166(16) 0.046(7) Uiso d D 1 H
C1 0.8027(2) 0.53354(19) 0.43383(16) 0.0235(3) Uani d . 1 C
H1A 0.7965 0.4503 0.4580 0.028 Uiso calc R 1 H
H1B 0.9135 0.6003 0.4898 0.028 Uiso calc R 1 H
C2 0.8128(2) 0.50392(18) 0.30232(16) 0.0234(3) Uani d . 1 C
H2A 0.8365 0.5894 0.2829 0.028 Uiso calc R 1 H
H2B 0.9164 0.4592 0.2930 0.028 Uiso calc R 1 H
N2 0.64001(19) 0.41662(14) 0.21577(12) 0.0187(3) Uani d . 1 N
C3 0.6198(3) 0.27949(18) 0.22543(19) 0.0279(4) Uani d . 1 C
H3A 0.5084 0.2218 0.1638 0.042 Uiso calc R 1 H
H3B 0.6103 0.2814 0.3075 0.042 Uiso calc R 1 H
H3C 0.7274 0.2439 0.2115 0.042 Uiso calc R 1 H
C4 0.6427(3) 0.4107(2) 0.08974(16) 0.0290(4) Uani d . 1 C
H4A 0.6591 0.5018 0.0826 0.044 Uiso calc R 1 H
H4B 0.5262 0.3557 0.0321 0.044 Uiso calc R 1 H
H4C 0.7448 0.3707 0.0706 0.044 Uiso calc R 1 H
C5 0.1300(3) 0.13877(18) 0.30038(18) 0.0290(4) Uani d . 1 C
H5A 0.2454 0.1235 0.3460 0.044 Uiso calc R 1 H
H5B 0.0613 0.0554 0.2360 0.044 Uiso calc R 1 H
H5C 0.0558 0.1669 0.3565 0.044 Uiso calc R 1 H
C6 0.1721(2) 0.24728(16) 0.24285(15) 0.0193(3) Uani d . 1 C
C7 0.0875(2) 0.22396(17) 0.11908(16) 0.0228(3) Uani d . 1 C
H7 0.0088 0.1384 0.0752 0.027 Uiso calc R 1 H
C8 0.1086(2) 0.31680(17) 0.05302(15) 0.0208(3) Uani d . 1 C
C9 -0.0018(3) 0.2782(2) -0.07946(16) 0.0284(4) Uani d . 1 C
H9A -0.0697 0.3479 -0.0916 0.043 Uiso calc R 1 H
H9B -0.0889 0.1923 -0.1009 0.043 Uiso calc R 1 H
H9C 0.0814 0.2693 -0.1319 0.043 Uiso calc R 1 H
O2 0.28447(16) 0.35572(11) 0.31465(10) 0.0193(2) Uani d . 1 O
O3 0.21268(16) 0.43198(12) 0.09686(11) 0.0220(2) Uani d . 1 O
C10 0.1792(3) 0.85390(18) 0.45908(18) 0.0276(4) Uani d . 1 C
H10A 0.0508 0.8315 0.4093 0.041 Uiso calc R 1 H
H10B 0.2257 0.9514 0.4844 0.041 Uiso calc R 1 H
H10C 0.1865 0.8241 0.5319 0.041 Uiso calc R 1 H
C11 0.2941(2) 0.78407(17) 0.38454(15) 0.0195(3) Uani d . 1 C
C12 0.4110(2) 0.86151(17) 0.34015(16) 0.0220(3) Uani d . 1 C
H12 0.4233 0.9562 0.3679 0.026 Uiso calc R 1 H
C13 0.5117(2) 0.81212(16) 0.25853(15) 0.0204(3) Uani d . 1 C
C14 0.6188(3) 0.91068(19) 0.2129(2) 0.0369(5) Uani d . 1 C
H14A 0.7503 0.9115 0.2395 0.055 Uiso calc R 1 H
H14B 0.5983 1.0009 0.2467 0.055 Uiso calc R 1 H
H14C 0.5771 0.8835 0.1232 0.055 Uiso calc R 1 H
O4 0.27152(16) 0.65827(12) 0.36526(11) 0.0214(2) Uani d . 1 O
O5 0.52144(17) 0.69063(11) 0.21747(11) 0.0212(2) 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 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'
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_publ_flag
O3 Mn1 O4 102.65(5) y
O3 Mn1 O5 94.01(5) y
O4 Mn1 O5 86.19(5) y
O3 Mn1 O2 83.37(5) y
O4 Mn1 O2 93.26(5) y
O5 Mn1 O2 177.15(4) y
O3 Mn1 O1 168.27(5) y
O4 Mn1 O1 88.12(5) y
O5 Mn1 O1 91.31(5) y
O2 Mn1 O1 91.47(5) y
O3 Mn1 N2 94.92(5) y
O4 Mn1 N2 162.14(5) y
O5 Mn1 N2 89.40(5) y
O2 Mn1 N2 91.96(5) y
O1 Mn1 N2 74.67(5) y
C1 O1 Mn1 116.95(10) ?
C1 O1 H1 107.6(18) ?
Mn1 O1 H1 133.1(18) ?
O1 C1 C2 108.00(13) ?
O1 C1 H1A 110.1 ?
C2 C1 H1A 110.1 ?
O1 C1 H1B 110.1 ?
C2 C1 H1B 110.1 ?
H1A C1 H1B 108.4 ?
N2 C2 C1 111.12(14) ?
N2 C2 H2A 109.4 ?
C1 C2 H2A 109.4 ?
N2 C2 H2B 109.4 ?
C1 C2 H2B 109.4 ?
H2A C2 H2B 108.0 ?
C3 N2 C4 108.67(14) ?
C3 N2 C2 110.75(14) ?
C4 N2 C2 109.18(14) ?
C3 N2 Mn1 113.57(10) ?
C4 N2 Mn1 110.35(10) ?
C2 N2 Mn1 104.21(10) ?
N2 C3 H3A 109.5 ?
N2 C3 H3B 109.5 ?
H3A C3 H3B 109.5 ?
N2 C3 H3C 109.5 ?
H3A C3 H3C 109.5 ?
H3B C3 H3C 109.5 ?
N2 C4 H4A 109.5 ?
N2 C4 H4B 109.5 ?
H4A C4 H4B 109.5 ?
N2 C4 H4C 109.5 ?
H4A C4 H4C 109.5 ?
H4B C4 H4C 109.5 ?
C6 C5 H5A 109.5 ?
C6 C5 H5B 109.5 ?
H5A C5 H5B 109.5 ?
C6 C5 H5C 109.5 ?
H5A C5 H5C 109.5 ?
H5B C5 H5C 109.5 ?
O2 C6 C7 125.26(15) ?
O2 C6 C5 115.86(15) ?
C7 C6 C5 118.88(16) ?
C6 C7 C8 125.58(16) ?
C6 C7 H7 117.2 ?
C8 C7 H7 117.2 ?
O3 C8 C7 124.82(15) ?
O3 C8 C9 116.37(16) ?
C7 C8 C9 118.81(16) ?
C8 C9 H9A 109.5 ?
C8 C9 H9B 109.5 ?
H9A C9 H9B 109.5 ?
C8 C9 H9C 109.5 ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C6 O2 Mn1 128.69(10) ?
C8 O3 Mn1 130.79(11) ?
C11 C10 H10A 109.5 ?
C11 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C11 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
O4 C11 C12 125.85(15) ?
O4 C11 C10 115.88(15) ?
C12 C11 C10 118.24(15) ?
C11 C12 C13 126.11(15) ?
C11 C12 H12 116.9 ?
C13 C12 H12 116.9 ?
O5 C13 C12 126.07(15) ?
O5 C13 C14 115.52(15) ?
C12 C13 C14 118.40(15) ?
C13 C14 H14A 109.5 ?
C13 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
C13 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
C11 O4 Mn1 127.53(11) ?
C13 O5 Mn1 127.17(11) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Mn1 O3 2.1183(12) y
Mn1 O4 2.1226(12) y
Mn1 O5 2.1262(12) y
Mn1 O2 2.1565(11) y
Mn1 O1 2.2354(12) y
Mn1 N2 2.3427(14) y
O1 C1 1.430(2) ?
O1 H1 0.847(16) ?
C1 C2 1.518(2) ?
C1 H1A 0.9900 ?
C1 H1B 0.9900 ?
C2 N2 1.475(2) ?
C2 H2A 0.9900 ?
C2 H2B 0.9900 ?
N2 C3 1.470(2) ?
N2 C4 1.473(2) ?
C3 H3A 0.9800 ?
C3 H3B 0.9800 ?
C3 H3C 0.9800 ?
C4 H4A 0.9800 ?
C4 H4B 0.9800 ?
C4 H4C 0.9800 ?
C5 C6 1.508(2) ?
C5 H5A 0.9800 ?
C5 H5B 0.9800 ?
C5 H5C 0.9800 ?
C6 O2 1.282(2) ?
C6 C7 1.392(2) ?
C7 C8 1.415(2) ?
C7 H7 0.9500 ?
C8 O3 1.259(2) ?
C8 C9 1.509(2) ?
C9 H9A 0.9800 ?
C9 H9B 0.9800 ?
C9 H9C 0.9800 ?
C10 C11 1.509(2) ?
C10 H10A 0.9800 ?
C10 H10B 0.9800 ?
C10 H10C 0.9800 ?
C11 O4 1.266(2) ?
C11 C12 1.403(2) ?
C12 C13 1.404(2) ?
C12 H12 0.9500 ?
C13 O5 1.265(2) ?
C13 C14 1.514(2) ?
C14 H14A 0.9800 ?
C14 H14B 0.9800 ?
C14 H14C 0.9800 ?
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 H1 O2 2_666 0.847(16) 1.865(18) 2.6777(17) 160(3)
