# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'YunLong Feng'
_publ_contact_author_email       SKY37@ZJNU.CN

_publ_section_title              
;
An unusual fluorite network constructed by dinuclear manganese
and 5-carboxyl-1-carboxymethyl-3-oxidopyridimium
;
loop_
_publ_author_name
'YunLong Feng.'
'Jian-Wen Cheng.'
'Mei-Xiang Jiang.'
'Cai-Hong Zhan.'

# Attachment 'J.CIF'

data_j
_database_code_depnum_ccdc_archive 'CCDC 721542'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H9 Mn N O7'
_chemical_formula_sum            'C8 H9 Mn N O7'
_chemical_formula_weight         286.10

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.3259(1)
_cell_length_b                   9.1606(1)
_cell_length_c                   11.3351(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.970(1)
_cell_angle_gamma                90.00
_cell_volume                     1048.89(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4906
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            bronze
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.153
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    1.283
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_T_max  0.822

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            8815
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2389
_reflns_number_gt                2150
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEXII (Bruker, 2006)'
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2002)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. The hydrogen atoms on
oxygen atoms were located from the difference Fourier maps and refined
with distance restraints of O...H = 0.85(2)Å and H...H = 1.30(2)Å in
order to fix the hydrogen atoms on oxygen atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0284P)²+0.4097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2389
_refine_ls_number_parameters     166
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0606
_refine_ls_wR_factor_gt          0.0587
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.58965(2) 0.45541(2) 0.137126(18) 0.01733(8) Uani 1 1 d . . .
O1 O 0.43272(13) 0.47608(17) 0.23151(12) 0.0436(3) Uani 1 1 d . . .
O2 O 0.23526(14) 0.37404(17) 0.16403(12) 0.0443(3) Uani 1 1 d . . .
O3 O -0.30240(11) 0.57659(12) 0.29237(9) 0.0242(2) Uani 1 1 d . . .
O4 O -0.14883(12) 0.74755(11) 0.29442(10) 0.0306(3) Uani 1 1 d . . .
O5 O -0.01704(10) 0.14422(10) 0.46917(9) 0.0210(2) Uani 1 1 d . . .
O1W O 0.77042(12) 0.48600(15) 0.06291(11) 0.0331(3) Uani 1 1 d D . .
H1WA H 0.8310(18) 0.425(2) 0.0662(18) 0.040 Uiso 1 1 d D . .
H1WB H 0.767(2) 0.531(2) 0.0001(15) 0.040 Uiso 1 1 d D . .
O2W O -0.03900(15) 0.27287(17) 0.09115(13) 0.0441(3) Uani 1 1 d D . .
H2WA H -0.060(2) 0.214(2) 0.1362(19) 0.053 Uiso 1 1 d D . .
H2WB H 0.0379(17) 0.296(3) 0.117(2) 0.053 Uiso 1 1 d D . .
N1 N 0.15013(12) 0.44855(13) 0.36961(11) 0.0195(3) Uani 1 1 d . . .
C1 C 0.05227(15) 0.54504(15) 0.33486(13) 0.0206(3) Uani 1 1 d . . .
H1A H 0.0704 0.6368 0.3071 0.025 Uiso 1 1 calc R . .
C2 C -0.07605(14) 0.50716(16) 0.34060(12) 0.0175(3) Uani 1 1 d . . .
C3 C -0.10157(14) 0.37107(15) 0.38351(12) 0.0179(3) Uani 1 1 d . . .
H3A H -0.1879 0.3452 0.3865 0.021 Uiso 1 1 calc R . .
C4 C 0.00243(15) 0.27142(15) 0.42281(12) 0.0179(3) Uani 1 1 d . . .
C5 C 0.12865(15) 0.31528(16) 0.41178(13) 0.0204(3) Uani 1 1 d . . .
H5A H 0.1994 0.2512 0.4340 0.024 Uiso 1 1 calc R . .
C6 C -0.18491(15) 0.61910(15) 0.30547(12) 0.0196(3) Uani 1 1 d . . .
C7 C 0.28611(15) 0.48733(19) 0.35935(15) 0.0264(3) Uani 1 1 d . . .
H7A H 0.3483 0.4420 0.4250 0.032 Uiso 1 1 calc R . .
H7B H 0.2971 0.5923 0.3676 0.032 Uiso 1 1 calc R . .
C8 C 0.31900(17) 0.43967(17) 0.23970(15) 0.0266(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mn1 0.01532(13) 0.01453(12) 0.02172(12) -0.00126(7) 0.00290(8) 0.00059(8)
O1 0.0247(7) 0.0622(9) 0.0503(8) -0.0019(7) 0.0223(6) -0.0033(6)
O2 0.0391(8) 0.0597(9) 0.0377(7) -0.0124(6) 0.0164(6) -0.0147(7)
O3 0.0191(5) 0.0227(5) 0.0292(5) -0.0043(4) 0.0012(4) 0.0016(4)
O4 0.0345(7) 0.0140(5) 0.0376(6) 0.0017(4) -0.0054(5) -0.0014(5)
O5 0.0243(6) 0.0134(4) 0.0234(5) 0.0040(4) 0.0003(4) -0.0024(4)
O1W 0.0247(7) 0.0423(7) 0.0342(6) 0.0054(5) 0.0107(5) 0.0044(5)
O2W 0.0374(8) 0.0447(8) 0.0516(8) 0.0110(6) 0.0128(7) 0.0021(7)
N1 0.0167(6) 0.0217(6) 0.0218(6) -0.0002(5) 0.0074(5) -0.0020(5)
C1 0.0249(8) 0.0158(7) 0.0219(7) 0.0020(5) 0.0069(6) -0.0013(6)
C2 0.0190(7) 0.0154(6) 0.0174(6) -0.0010(5) 0.0022(5) 0.0002(5)
C3 0.0179(7) 0.0165(6) 0.0186(6) -0.0011(5) 0.0023(5) -0.0023(5)
C4 0.0210(7) 0.0153(6) 0.0169(6) -0.0014(5) 0.0026(5) -0.0012(5)
C5 0.0196(7) 0.0182(7) 0.0236(7) 0.0009(5) 0.0050(6) 0.0029(6)
C6 0.0244(8) 0.0159(7) 0.0165(6) -0.0022(5) -0.0004(5) 0.0015(6)
C7 0.0173(7) 0.0308(8) 0.0326(8) 0.0004(6) 0.0089(6) -0.0069(6)
C8 0.0241(8) 0.0249(8) 0.0336(8) 0.0058(6) 0.0126(7) 0.0023(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O4 2.0987(11) 2_545 ?
Mn1 O1 2.1273(12) . ?
Mn1 O5 2.1519(10) 2 ?
Mn1 O3 2.1813(10) 1_655 ?
Mn1 O5 2.1912(10) 4_665 ?
Mn1 O1W 2.2185(12) . ?
O1 C8 1.243(2) . ?
O2 C8 1.240(2) . ?
O3 C6 1.2533(18) . ?
O3 Mn1 2.1813(10) 1_455 ?
O4 C6 1.2483(17) . ?
O4 Mn1 2.0987(11) 2 ?
O5 C4 1.3108(16) . ?
O5 Mn1 2.1519(10) 2_545 ?
O5 Mn1 2.1912(10) 4_566 ?
O1W H1WA 0.834(14) . ?
O1W H1WB 0.818(14) . ?
O2W H2WA 0.806(15) . ?
O2W H2WB 0.817(15) . ?
N1 C1 1.3389(19) . ?
N1 C5 1.3461(18) . ?
N1 C7 1.4761(19) . ?
C1 C2 1.384(2) . ?
C1 H1A 0.9300 . ?
C2 C3 1.383(2) . ?
C2 C6 1.513(2) . ?
C3 C4 1.409(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(2) . ?
C5 H5A 0.9300 . ?
C7 C8 1.529(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?

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
_geom_angle_publ_flag
O4 Mn1 O1 95.08(5) 2_545 . ?
O4 Mn1 O5 167.74(4) 2_545 2 ?
O1 Mn1 O5 89.81(5) . 2 ?
O4 Mn1 O3 95.89(4) 2_545 1_655 ?
O1 Mn1 O3 82.19(5) . 1_655 ?
O5 Mn1 O3 95.91(4) 2 1_655 ?
O4 Mn1 O5 89.93(4) 2_545 4_665 ?
O1 Mn1 O5 100.13(5) . 4_665 ?
O5 Mn1 O5 78.13(4) 2 4_665 ?
O3 Mn1 O5 173.54(4) 1_655 4_665 ?
O4 Mn1 O1W 92.95(5) 2_545 . ?
O1 Mn1 O1W 165.47(6) . . ?
O5 Mn1 O1W 84.78(5) 2 . ?
O3 Mn1 O1W 84.96(5) 1_655 . ?
O5 Mn1 O1W 91.95(4) 4_665 . ?
C8 O1 Mn1 147.55(13) . . ?
C6 O3 Mn1 125.02(9) . 1_455 ?
C6 O4 Mn1 152.65(11) . 2 ?
C4 O5 Mn1 123.69(8) . 2_545 ?
C4 O5 Mn1 128.85(9) . 4_566 ?
Mn1 O5 Mn1 101.87(4) 2_545 4_566 ?
Mn1 O1W H1WA 125.5(14) . . ?
Mn1 O1W H1WB 120.4(15) . . ?
H1WA O1W H1WB 105.9(18) . . ?
H2WA O2W H2WB 108.7(19) . . ?
C1 N1 C5 122.23(13) . . ?
C1 N1 C7 119.35(12) . . ?
C5 N1 C7 118.41(13) . . ?
N1 C1 C2 119.47(13) . . ?
N1 C1 H1A 120.3 . . ?
C2 C1 H1A 120.3 . . ?
C3 C2 C1 119.77(13) . . ?
C3 C2 C6 121.21(13) . . ?
C1 C2 C6 118.94(13) . . ?
C2 C3 C4 120.44(13) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?
O5 C4 C5 121.07(13) . . ?
O5 C4 C3 122.16(13) . . ?
C5 C4 C3 116.76(13) . . ?
N1 C5 C4 121.28(13) . . ?
N1 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
O4 C6 O3 125.64(14) . . ?
O4 C6 C2 116.39(13) . . ?
O3 C6 C2 117.95(12) . . ?
N1 C7 C8 113.03(13) . . ?
N1 C7 H7A 109.0 . . ?
C8 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O2 C8 O1 127.80(16) . . ?
O2 C8 C7 120.06(15) . . ?
O1 C8 C7 112.14(15) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Mn1 O1 C8 -75.0(2) 2_545 . . . ?
O5 Mn1 O1 C8 93.8(2) 2 . . . ?
O3 Mn1 O1 C8 -170.2(2) 1_655 . . . ?
O5 Mn1 O1 C8 15.9(2) 4_665 . . . ?
O1W Mn1 O1 C8 161.7(2) . . . . ?
C5 N1 C1 C2 -0.8(2) . . . . ?
C7 N1 C1 C2 177.85(13) . . . . ?
N1 C1 C2 C3 0.8(2) . . . . ?
N1 C1 C2 C6 177.75(12) . . . . ?
C1 C2 C3 C4 0.8(2) . . . . ?
C6 C2 C3 C4 -176.07(12) . . . . ?
Mn1 O5 C4 C5 -99.60(14) 2_545 . . . ?
Mn1 O5 C4 C5 49.09(18) 4_566 . . . ?
Mn1 O5 C4 C3 81.37(15) 2_545 . . . ?
Mn1 O5 C4 C3 -129.94(12) 4_566 . . . ?
C2 C3 C4 O5 176.79(12) . . . . ?
C2 C3 C4 C5 -2.29(19) . . . . ?
C1 N1 C5 C4 -0.8(2) . . . . ?
C7 N1 C5 C4 -179.49(13) . . . . ?
O5 C4 C5 N1 -176.77(12) . . . . ?
C3 C4 C5 N1 2.3(2) . . . . ?
Mn1 O4 C6 O3 91.3(3) 2 . . . ?
Mn1 O4 C6 C2 -87.1(3) 2 . . . ?
Mn1 O3 C6 O4 105.48(15) 1_455 . . . ?
Mn1 O3 C6 C2 -76.07(15) 1_455 . . . ?
C3 C2 C6 O4 164.16(13) . . . . ?
C1 C2 C6 O4 -12.72(19) . . . . ?
C3 C2 C6 O3 -14.43(19) . . . . ?
C1 C2 C6 O3 168.69(13) . . . . ?
C1 N1 C7 C8 -92.06(16) . . . . ?
C5 N1 C7 C8 86.68(16) . . . . ?
Mn1 O1 C8 O2 -12.7(4) . . . . ?
Mn1 O1 C8 C7 168.06(17) . . . . ?
N1 C7 C8 O2 -0.8(2) . . . . ?
N1 C7 C8 O1 178.49(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O2W 0.834(14) 1.915(14) 2.743(2) 172(2) 1_655
O1W H1WB O2 0.818(14) 2.049(15) 2.8640(19) 174(2) 3_665
O2W H2WA O3 0.806(15) 2.172(16) 2.9249(18) 156(2) 2_445

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.053


