#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/70/2217043.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_2217043
loop_
_publ_author_name
'Chen, Hong-Feng'
'Chen, Hong-Yu'
'Chen, Xia'
'Batsanov, Andrei S.'
'Fang, Qi'
_publ_section_title
(Croconato-κ²O,O')bis(1,10-phenanthroline-κ²N,N')manganese(II)
_journal_coeditor_code           FJ2088
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m172
_journal_page_last               m172
_journal_paper_doi               10.1107/S1600536807065841
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Mn (C5 O5) (C12 H8 N2)2]'
_chemical_formula_moiety         'C29 H16 Mn N4 O5'
_chemical_formula_sum            'C29 H16 Mn N4 O5'
_chemical_formula_weight         555.40
_chemical_name_systematic
;
(Croconato-κ²O,O')bis(1,10-phenanthroline-κ²N,N')manganese(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.8850(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9185(6)
_cell_length_b                   10.3749(4)
_cell_length_c                   16.0859(6)
_cell_measurement_reflns_used    6761
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.44
_cell_volume                     2341.30(16)
_computing_cell_refinement       'SMART (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Siemens SMART 1K CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0131
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16256
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.44
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2006)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0264
_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)+(0.0494P)²+1.5339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0811
_reflns_number_gt                3214
_reflns_number_total             3356
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fj2088.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2217043
_cod_database_fobs_code          2217043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Mn Mn1 0.5000 0.26400(2) 0.2500 0.01622(7) Uani d S 1
O O1 0.59885(5) 0.43062(7) 0.28042(5) 0.02103(16) Uani d . 1
O O2 0.67021(6) 0.70377(9) 0.30364(6) 0.02748(18) Uani d . 1
O O3 0.5000 0.87022(11) 0.2500 0.0219(2) Uani d S 1
N N1 0.62594(6) 0.15684(8) 0.34684(6) 0.01795(16) Uani d . 1
N N2 0.46304(6) 0.23245(8) 0.37113(6) 0.01674(17) Uani d . 1
C C1 0.70739(7) 0.12417(11) 0.33554(7) 0.0215(2) Uani d . 1
H H1 0.7115(10) 0.1353(15) 0.2787(10) 0.025(4) Uiso d . 1
C C2 0.78638(8) 0.07591(11) 0.40428(8) 0.0236(2) Uani d . 1
H H2 0.8456(12) 0.0555(17) 0.3931(11) 0.035(4) Uiso d . 1
C C3 0.78032(7) 0.05937(10) 0.48675(8) 0.0216(2) Uani d . 1
H H3 0.8314(10) 0.0290(15) 0.5356(10) 0.023(3) Uiso d . 1
C C10 0.69459(7) 0.09129(10) 0.50113(7) 0.01780(18) Uani d . 1
C C9 0.61971(7) 0.14089(9) 0.42867(6) 0.01610(18) Uani d . 1
C C11 0.53204(6) 0.17845(9) 0.44123(6) 0.01574(18) Uani d . 1
C C12 0.52078(7) 0.15896(10) 0.52374(6) 0.01709(18) Uani d . 1
C C5 0.59808(7) 0.10556(10) 0.59570(7) 0.01991(19) Uani d . 1
H H5 0.5877(11) 0.0922(15) 0.6492(11) 0.030(4) Uiso d . 1
C C4 0.68188(7) 0.07441(10) 0.58486(7) 0.02041(19) Uani d . 1
H H4 0.7324(11) 0.0420(15) 0.6319(10) 0.023(3) Uiso d . 1
C C6 0.43206(7) 0.19283(10) 0.53119(7) 0.01892(19) Uani d . 1
H H6 0.4204(11) 0.1750(15) 0.5844(11) 0.027(4) Uiso d . 1
C C7 0.36277(8) 0.24697(10) 0.45998(7) 0.0194(2) Uani d . 1
H H7 0.3036(12) 0.2722(14) 0.4624(11) 0.025(4) Uiso d . 1
C C8 0.38134(7) 0.26697(10) 0.38121(7) 0.01831(19) Uani d . 1
H H8 0.3372(10) 0.3074(14) 0.3314(10) 0.020(3) Uiso d . 1
C C13 0.55136(6) 0.53447(10) 0.26577(6) 0.01663(18) Uani d . 1
C C14 0.58663(7) 0.66724(10) 0.27693(6) 0.01791(18) Uani d . 1
C C15 0.5000 0.75179(14) 0.2500 0.0172(3) Uani d S 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Mn1 O1 . 2_655 77.48(4)
O1 Mn1 N2 . . 105.44(3)
O1 Mn1 N2 2_655 . 87.91(3)
O1 Mn1 N2 . 2_655 87.91(3)
O1 Mn1 N2 2_655 2_655 105.44(3)
N2 Mn1 N2 . 2_655 163.06(5)
O1 Mn1 N1 . 2_655 149.62(3)
O1 Mn1 N1 2_655 2_655 84.13(3)
N2 Mn1 N1 . 2_655 97.74(3)
N2 Mn1 N1 2_655 2_655 73.85(3)
O1 Mn1 N1 . . 84.13(3)
O1 Mn1 N1 2_655 . 149.62(3)
N2 Mn1 N1 . . 73.85(3)
N2 Mn1 N1 2_655 . 97.74(3)
N1 Mn1 N1 2_655 . 121.66(5)
C13 O1 Mn1 . . 109.53(6)
C1 N1 C9 . . 117.82(9)
C1 N1 Mn1 . . 127.48(7)
C9 N1 Mn1 . . 114.11(6)
C8 N2 C11 . . 118.35(9)
C8 N2 Mn1 . . 125.26(7)
C11 N2 Mn1 . . 116.32(7)
N1 C1 C2 . . 122.87(10)
N1 C1 H1 . . 117.6(9)
C2 C1 H1 . . 119.5(9)
C3 C2 C1 . . 119.50(10)
C3 C2 H2 . . 120.6(10)
C1 C2 H2 . . 119.9(10)
C2 C3 C10 . . 119.33(9)
C2 C3 H3 . . 123.1(9)
C10 C3 H3 . . 117.5(9)
C9 C10 C3 . . 117.18(9)
C9 C10 C4 . . 120.06(9)
C3 C10 C4 . . 122.76(9)
N1 C9 C10 . . 123.29(9)
N1 C9 C11 . . 117.77(8)
C10 C9 C11 . . 118.94(9)
N2 C11 C12 . . 122.72(9)
N2 C11 C9 . . 117.44(9)
C12 C11 C9 . . 119.84(8)
C11 C12 C6 . . 117.37(9)
C11 C12 C5 . . 119.60(9)
C6 C12 C5 . . 123.03(9)
C4 C5 C12 . . 120.61(9)
C4 C5 H5 . . 122.0(10)
C12 C5 H5 . . 117.3(10)
C5 C4 C10 . . 120.87(9)
C5 C4 H4 . . 120.5(9)
C10 C4 H4 . . 118.6(9)
C7 C6 C12 . . 119.42(9)
C7 C6 H6 . . 121.0(9)
C12 C6 H6 . . 119.5(9)
C6 C7 C8 . . 119.34(10)
C6 C7 H7 . . 122.2(10)
C8 C7 H7 . . 118.5(10)
N2 C8 C7 . . 122.73(10)
N2 C8 H8 . . 114.7(9)
C7 C8 H8 . . 122.5(9)
O1 C13 C13 . 2_655 121.73(5)
O1 C13 C14 . . 128.51(8)
C13 C13 C14 2_655 . 109.76(5)
O2 C14 C13 . . 127.67(10)
O2 C14 C15 . . 126.27(10)
C13 C14 C15 . . 106.06(8)
O3 C15 C14 . 2_655 125.82(6)
O3 C15 C14 . . 125.82(6)
C14 C15 C14 2_655 . 108.36(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Mn1 O1 . 2.2163(8)
Mn1 O1 2_655 2.2163(8)
Mn1 N2 . 2.2222(9)
Mn1 N2 2_655 2.2222(9)
Mn1 N1 2_655 2.2807(9)
Mn1 N1 . 2.2807(9)
O1 C13 . 1.2668(12)
O2 C14 . 1.2323(12)
O3 C15 . 1.2287(18)
N1 C1 . 1.3322(13)
N1 C9 . 1.3607(13)
N2 C8 . 1.3321(13)
N2 C11 . 1.3621(12)
C1 C2 . 1.4055(15)
C1 H1 . 0.944(16)
C2 C3 . 1.3709(16)
C2 H2 . 0.982(17)
C3 C10 . 1.4143(14)
C3 H3 . 0.943(15)
C10 C9 . 1.4091(13)
C10 C4 . 1.4333(15)
C9 C11 . 1.4433(13)
C11 C12 . 1.4080(13)
C12 C6 . 1.4134(13)
C12 C5 . 1.4383(13)
C5 C4 . 1.3587(15)
C5 H5 . 0.934(17)
C4 H4 . 0.931(15)
C6 C7 . 1.3750(15)
C6 H6 . 0.947(16)
C7 C8 . 1.4015(15)
C7 H7 . 0.934(17)
C8 H8 . 0.945(14)
C13 C13 2_655 1.4412(18)
C13 C14 . 1.4637(14)
C14 C15 . 1.4989(13)
C15 C14 2_655 1.4989(13)
