# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014


data_shelxl

_audit_creation_method           SHELXL-97
_publ_contact_author_name        "Professor Catalina Ruiz-Pérez"
_publ_contact_author_address     
;
 Laboratorio de Rayos X y Materiales Moleculares
 Dpto. Física Fundamental II. Facultad de Física
 Universidad de La Laguna
 E-38204. La Laguna. Tenerife
 Spain
;
_publ_contact_author_email       caruiz@ull.es
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H6 Mn O5'
_chemical_formula_weight         189.03

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'
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           Orthorhombic
_symmetry_space_group_name_H-M   Pna21

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

_cell_length_a                   8.2063(5)
_cell_length_b                   8.2062(5)
_cell_length_c                   9.3823(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     631.83(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Irregular
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.987
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380
_exptl_absorpt_coefficient_mu    2.046
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.6422
_exptl_absorpt_correction_T_max  0.6460
_exptl_crystal_size_rad          0.1300
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6249
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         27.47
_reflns_number_total             1432
_reflns_number_gt                1290
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR92, J. Appl. Cryst. 26, 343-350, (1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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)+(0.0193P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.024(19)
_refine_ls_number_reflns         1432
_refine_ls_number_parameters     100
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0456
_refine_ls_wR_factor_gt          0.0438
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0.000
_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 0.20151(3) 0.29125(3) 0.83882(4) 0.02198(9) Uani 1 1 d . . .
O1W O 0.1201(2) 0.4686(3) 0.9857(2) 0.0376(5) Uani 1 1 d D . .
O2 O 0.1708(2) 0.4487(2) 0.6632(2) 0.0352(4) Uani 1 1 d . . .
O4 O 0.45627(18) 0.33921(17) 0.80701(15) 0.0261(4) Uani 1 1 d . . .
C1 C 0.2639(3) 0.5502(3) 0.6063(3) 0.0252(5) Uani 1 1 d . . .
C2 C 0.4308(3) 0.5875(3) 0.6694(3) 0.0273(5) Uani 1 1 d . . .
H2 H 0.4966 0.6402 0.5955 0.033 Uiso 1 1 calc R . .
C4 C 0.4127(4) 0.7072(3) 0.7937(3) 0.0416(7) Uani 1 1 d . . .
H4A H 0.3551 0.8024 0.7620 0.062 Uiso 1 1 calc R . .
H4B H 0.5186 0.7382 0.8275 0.062 Uiso 1 1 calc R . .
H4C H 0.3529 0.6561 0.8695 0.062 Uiso 1 1 calc R . .
O3 O 0.67058(19) 0.4240(2) 0.69160(18) 0.0322(4) Uani 1 1 d . . .
C3 C 0.5238(3) 0.4404(3) 0.7232(2) 0.0237(5) Uani 1 1 d . . .
O1 O 0.2196(2) 0.6290(2) 0.49934(18) 0.0369(4) Uani 1 1 d . . .
H1WB H 0.021(2) 0.475(4) 1.007(3) 0.060(10) Uiso 1 1 d D . .
H1WA H 0.183(3) 0.489(6) 1.055(3) 0.098(18) Uiso 1 1 d 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 0.02459(17) 0.02172(15) 0.01962(14) 0.00644(19) -0.0047(2) -0.00703(14)
O1W 0.0262(12) 0.0449(12) 0.0418(11) -0.0029(10) 0.0037(10) 0.0023(9)
O2 0.0288(9) 0.0408(10) 0.0360(9) 0.0200(9) -0.0083(9) -0.0114(9)
O4 0.0222(7) 0.0255(7) 0.0306(10) 0.0117(6) 0.0002(7) 0.0000(6)
C1 0.0241(12) 0.0261(12) 0.0254(12) 0.0063(10) 0.0006(10) 0.0038(10)
C2 0.0253(12) 0.0261(11) 0.0304(12) 0.0089(10) -0.0014(10) -0.0024(10)
C4 0.0454(15) 0.0315(13) 0.0480(17) -0.0002(11) -0.0078(12) 0.0009(12)
O3 0.0224(9) 0.0366(10) 0.0375(10) 0.0115(8) 0.0044(8) 0.0023(7)
C3 0.0243(14) 0.0247(12) 0.0221(11) 0.0021(9) -0.0021(9) -0.0019(10)
O1 0.0320(11) 0.0452(11) 0.0335(9) 0.0231(9) -0.0040(8) 0.0002(9)

_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 O2 2.1093(19) . ?
Mn1 O1 2.1120(17) 3_545 ?
Mn1 O1W 2.113(2) . ?
Mn1 O4 2.1482(15) . ?
Mn1 O3 2.2566(17) 4_455 ?
Mn1 O4 2.2991(14) 4_455 ?
Mn1 C3 2.630(2) 4_455 ?
O2 C1 1.249(3) . ?
O4 C3 1.271(3) . ?
O4 Mn1 2.2991(14) 4 ?
C1 O1 1.248(3) . ?
C1 C2 1.523(3) . ?
C2 C3 1.515(3) . ?
C2 C4 1.532(4) . ?
O3 C3 1.247(3) . ?
O3 Mn1 2.2566(17) 4 ?
C3 Mn1 2.630(2) 4 ?
O1 Mn1 2.1120(17) 3_554 ?

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
O2 Mn1 O1 168.51(7) . 3_545 ?
O2 Mn1 O1W 92.87(8) . . ?
O1 Mn1 O1W 93.79(8) 3_545 . ?
O2 Mn1 O4 84.00(6) . . ?
O1 Mn1 O4 85.19(6) 3_545 . ?
O1W Mn1 O4 105.80(7) . . ?
O2 Mn1 O3 89.30(7) . 4_455 ?
O1 Mn1 O3 88.71(7) 3_545 4_455 ?
O1W Mn1 O3 154.53(7) . 4_455 ?
O4 Mn1 O3 99.66(6) . 4_455 ?
O2 Mn1 O4 94.55(6) . 4_455 ?
O1 Mn1 O4 93.87(6) 3_545 4_455 ?
O1W Mn1 O4 97.38(7) . 4_455 ?
O4 Mn1 O4 156.81(6) . 4_455 ?
O3 Mn1 O4 57.15(5) 4_455 4_455 ?
O2 Mn1 C3 93.11(7) . 4_455 ?
O1 Mn1 C3 90.49(7) 3_545 4_455 ?
O1W Mn1 C3 126.27(8) . 4_455 ?
O4 Mn1 C3 127.93(6) . 4_455 ?
O3 Mn1 C3 28.28(6) 4_455 4_455 ?
O4 Mn1 C3 28.90(6) 4_455 4_455 ?
C1 O2 Mn1 131.98(16) . . ?
C3 O4 Mn1 129.07(13) . . ?
C3 O4 Mn1 90.15(12) . 4 ?
Mn1 O4 Mn1 138.47(7) . 4 ?
O1 C1 O2 120.7(2) . . ?
O1 C1 C2 118.1(2) . . ?
O2 C1 C2 121.2(2) . . ?
C3 C2 C1 115.00(19) . . ?
C3 C2 C4 107.83(19) . . ?
C1 C2 C4 109.73(19) . . ?
C3 O3 Mn1 92.72(14) . 4 ?
O3 C3 O4 119.9(2) . . ?
O3 C3 C2 119.6(2) . . ?
O4 C3 C2 120.44(19) . . ?
O3 C3 Mn1 59.00(12) . 4 ?
O4 C3 Mn1 60.96(11) . 4 ?
C2 C3 Mn1 173.15(16) . 4 ?
C1 O1 Mn1 144.17(17) . 3_554 ?


_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 937587'

data_shelxl

_audit_creation_method           SHELXL-97
_publ_contact_author_name        "Professor Catalina Ruiz-Pérez"
_publ_contact_author_address     
;
 Laboratorio de Rayos X y Materiales Moleculares
 Dpto. Física Fundamental II. Facultad de Física
 Universidad de La Laguna
 E-38204. La Laguna. Tenerife
 Spain
;
_publ_contact_author_email       caruiz@ull.es
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H8 Mn O5'
_chemical_formula_weight         203.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   I41/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x, -y+1/2, z'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1/2, -y+1, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x, y-1/2, -z'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x+1/2, y, -z+1/2'
'-y+1/4, x+1/4, -z+1/4'

_cell_length_a                   13.5402(4)
_cell_length_b                   13.5402(4)
_cell_length_c                   17.4440(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3198.1(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    13.295
_exptl_absorpt_correction_T_min  0.543
_exptl_absorpt_correction_T_max  0.650
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_source                   ?
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4736
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.13
_diffrn_reflns_theta_max         72.54
_reflns_number_total             1558
_reflns_number_gt                1485
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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)+(0.0373P)²+2.1593P] 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         1558
_refine_ls_number_parameters     108
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_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 0.498120(18) 0.584223(18) 0.069016(14) 0.01935(11) Uani 1 1 d . . .
O2 O 0.61595(9) 0.69766(9) 0.07113(7) 0.0221(3) Uani 1 1 d . . .
O4 O 0.57697(9) 0.55125(9) -0.03875(7) 0.0249(3) Uani 1 1 d . . .
O1W O 0.59556(10) 0.48041(10) 0.12510(9) 0.0315(3) Uani 1 1 d D . .
O1 O 0.60024(9) 0.82858(9) -0.00414(8) 0.0267(3) Uani 1 1 d . . .
O3 O 0.72337(16) 0.52609(13) -0.08864(18) 0.0892(10) Uani 1 1 d . . .
C1 C 0.62988(12) 0.74297(12) 0.00724(10) 0.0201(3) Uani 1 1 d . . .
C2 C 0.68920(14) 0.68964(13) -0.05432(11) 0.0275(4) Uani 1 1 d . . .
C3 C 0.66278(14) 0.57986(14) -0.05987(12) 0.0291(4) Uani 1 1 d . . .
C4 C 0.79828(18) 0.6999(2) -0.0317(2) 0.0707(10) Uani 1 1 d . . .
H4A H 0.8083 0.6721 0.0182 0.106 Uiso 1 1 calc R . .
H4B H 0.8161 0.7686 -0.0310 0.106 Uiso 1 1 calc R . .
H4C H 0.8386 0.6657 -0.0683 0.106 Uiso 1 1 calc R . .
C5 C 0.6733(3) 0.7337(2) -0.13331(16) 0.0721(10) Uani 1 1 d . . .
H5A H 0.7119 0.6980 -0.1702 0.108 Uiso 1 1 calc R . .
H5B H 0.6932 0.8017 -0.1331 0.108 Uiso 1 1 calc R . .
H5C H 0.6046 0.7293 -0.1466 0.108 Uiso 1 1 calc R . .
H1WA H 0.6557(15) 0.4988(19) 0.1365(17) 0.057(8) Uiso 1 1 d D . .
H1WB H 0.6016(18) 0.4276(15) 0.0990(14) 0.045(7) Uiso 1 1 d 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 0.01911(16) 0.01717(16) 0.02176(16) -0.00291(9) 0.00070(10) -0.00083(9)
O2 0.0230(6) 0.0204(6) 0.0230(6) -0.0021(4) -0.0010(5) -0.0053(5)
O4 0.0245(6) 0.0222(6) 0.0281(6) -0.0064(5) 0.0038(5) -0.0063(5)
O1W 0.0280(7) 0.0255(7) 0.0410(8) -0.0049(6) -0.0093(6) 0.0032(5)
O1 0.0284(6) 0.0199(6) 0.0318(6) 0.0016(5) 0.0061(5) 0.0038(5)
O3 0.0637(13) 0.0286(9) 0.175(3) -0.0331(12) 0.0719(15) -0.0080(8)
C1 0.0168(7) 0.0193(7) 0.0243(8) -0.0024(6) -0.0003(6) -0.0037(6)
C2 0.0292(9) 0.0203(9) 0.0331(9) -0.0036(7) 0.0096(8) -0.0046(7)
C3 0.0284(9) 0.0212(9) 0.0377(10) -0.0065(7) 0.0092(8) -0.0025(7)
C4 0.0269(12) 0.0774(19) 0.108(3) -0.0510(19) 0.0192(14) -0.0109(12)
C5 0.137(3) 0.0426(14) 0.0365(13) 0.0069(11) 0.0328(16) 0.0241(16)

_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 O2 2.1434(12) 14_565 ?
Mn1 O1W 2.1619(13) . ?
Mn1 O4 2.1627(12) 9_665 ?
Mn1 O1 2.1901(12) 3_665 ?
Mn1 O4 2.2076(13) . ?
Mn1 O2 2.2149(12) . ?
O2 C1 1.286(2) . ?
O2 Mn1 2.1434(12) 16_655 ?
O4 C3 1.279(2) . ?
O4 Mn1 2.1627(12) 9_665 ?
O1 C1 1.243(2) . ?
O1 Mn1 2.1901(12) 3_665 ?
O3 C3 1.206(3) . ?
C1 C2 1.523(2) . ?
C2 C5 1.517(3) . ?
C2 C3 1.532(2) . ?
C2 C4 1.535(3) . ?

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
O2 Mn1 O1W 89.69(5) 14_565 . ?
O2 Mn1 O4 109.59(5) 14_565 9_665 ?
O1W Mn1 O4 81.14(5) . 9_665 ?
O2 Mn1 O1 99.06(5) 14_565 3_665 ?
O1W Mn1 O1 170.18(5) . 3_665 ?
O4 Mn1 O1 91.66(5) 9_665 3_665 ?
O2 Mn1 O4 168.29(5) 14_565 . ?
O1W Mn1 O4 87.63(5) . . ?
O4 Mn1 O4 81.25(5) 9_665 . ?
O1 Mn1 O4 84.66(5) 3_665 . ?
O2 Mn1 O2 89.80(5) 14_565 . ?
O1W Mn1 O2 90.22(5) . . ?
O4 Mn1 O2 158.57(5) 9_665 . ?
O1 Mn1 O2 94.24(5) 3_665 . ?
O4 Mn1 O2 78.81(4) . . ?
C1 O2 Mn1 125.20(10) . 16_655 ?
C1 O2 Mn1 114.96(10) . . ?
Mn1 O2 Mn1 117.56(5) 16_655 . ?
C3 O4 Mn1 127.86(11) . 9_665 ?
C3 O4 Mn1 128.56(12) . . ?
Mn1 O4 Mn1 98.75(5) 9_665 . ?
C1 O1 Mn1 127.31(11) . 3_665 ?
O1 C1 O2 122.43(15) . . ?
O1 C1 C2 119.99(15) . . ?
O2 C1 C2 117.52(14) . . ?
C5 C2 C1 112.27(17) . . ?
C5 C2 C3 106.93(19) . . ?
C1 C2 C3 112.42(14) . . ?
C5 C2 C4 109.5(3) . . ?
C1 C2 C4 106.47(17) . . ?
C3 C2 C4 109.22(19) . . ?
O3 C3 O4 123.70(18) . . ?
O3 C3 C2 116.94(18) . . ?
O4 C3 C2 119.20(16) . . ?

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 O3 0.874(16) 1.729(17) 2.601(2) 176(3) 4_565
O1W H1WB O1 0.852(16) 2.130(18) 2.9464(19) 161(3) 11

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        72.54
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 937588'

data_ull2181

_audit_creation_method           SHELXL-97
_publ_contact_author_name        "Professor Catalina Ruiz-Pérez"
_publ_contact_author_address     
;
 Laboratorio de Rayos X y Materiales Moleculares
 Dpto. Física Fundamental II. Facultad de Física
 Universidad de La Laguna
 E-38204. La Laguna. Tenerife
 Spain
;
_publ_contact_author_email       caruiz@ull.es
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H12 Mn O5'
_chemical_formula_weight         231.11

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'
Mn Mn 0.3368 0.7283 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Cmca

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

_cell_length_a                   24.711(2)
_cell_length_b                   6.8871(4)
_cell_length_c                   10.9942(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1871.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Needle
_exptl_crystal_colour            Pink
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    1.398
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_source                   ?
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2742
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         28.04
_reflns_number_total             1128
_reflns_number_gt                976
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    'Sir92 (Giacovazzo et al, 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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)+(0.0343P)²+3.2329P] 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         1128
_refine_ls_number_parameters     67
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0867
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_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 0.5000 0.15687(7) 0.28458(4) 0.02081(16) Uani 1 2 d S . .
O1W O 0.5000 -0.1352(3) 0.38174(18) 0.0228(5) Uani 1 2 d SD . .
O2 O 0.55905(8) 0.2518(3) 0.41732(15) 0.0429(5) Uani 1 1 d . . .
O1 O 0.56426(8) 0.5279(3) 0.31739(15) 0.0492(6) Uani 1 1 d . . .
C1 C 0.57739(9) 0.4200(4) 0.40342(18) 0.0257(5) Uani 1 1 d . . .
C2 C 0.61689(12) 0.5000 0.5000 0.0215(6) Uani 1 2 d S . .
C3 C 0.65148(11) 0.3336(4) 0.5511(3) 0.0409(7) Uani 1 1 d . . .
H3A H 0.6275 0.2357 0.5844 0.049 Uiso 1 1 calc R . .
H3B H 0.6712 0.2745 0.4844 0.049 Uiso 1 1 calc R . .
C4 C 0.69159(16) 0.3918(6) 0.6486(4) 0.0814(13) Uani 1 1 d . . .
H4A H 0.7114 0.2795 0.6749 0.122 Uiso 1 1 calc R . .
H4B H 0.6725 0.4468 0.7164 0.122 Uiso 1 1 calc R . .
H4C H 0.7163 0.4861 0.6162 0.122 Uiso 1 1 calc R . .
H1WA H 0.5285(9) -0.161(4) 0.426(2) 0.060(10) Uiso 1 1 d 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 0.0334(3) 0.0165(3) 0.0125(2) -0.00202(16) 0.000 0.000
O1W 0.0314(12) 0.0205(11) 0.0164(9) 0.0015(8) 0.000 0.000
O2 0.0496(11) 0.0492(12) 0.0300(9) -0.0126(9) 0.0004(9) -0.0241(10)
O1 0.0548(12) 0.0652(14) 0.0276(9) -0.0004(9) -0.0154(9) 0.0251(11)
C1 0.0219(10) 0.0364(13) 0.0188(9) -0.0093(9) 0.0014(8) 0.0042(10)
C2 0.0209(14) 0.0247(16) 0.0188(13) -0.0025(12) 0.000 0.000
C3 0.0351(13) 0.0366(15) 0.0509(16) 0.0047(12) -0.0118(12) 0.0064(12)
C4 0.059(2) 0.097(3) 0.088(3) 0.013(3) -0.042(2) 0.002(2)

_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 O1 2.1371(18) 8_545 ?
Mn1 O1 2.1371(18) 14_546 ?
Mn1 O2 2.1649(17) . ?
Mn1 O2 2.1649(17) 11_655 ?
Mn1 O1W 2.278(2) . ?
Mn1 O1W 2.323(2) 14_556 ?
O1W Mn1 2.323(2) 14_546 ?
O2 C1 1.253(3) . ?
O1 C1 1.246(3) . ?
O1 Mn1 2.1371(18) 14_556 ?
C1 C2 1.544(3) . ?
C2 C3 1.536(3) . ?
C2 C3 1.536(3) 3_566 ?
C2 C1 1.544(3) 3_566 ?
C3 C4 1.514(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
_geom_angle_publ_flag
O1 Mn1 O1 95.97(12) 8_545 14_546 ?
O1 Mn1 O2 168.52(7) 8_545 . ?
O1 Mn1 O2 88.76(8) 14_546 . ?
O1 Mn1 O2 88.76(8) 8_545 11_655 ?
O1 Mn1 O2 168.52(7) 14_546 11_655 ?
O2 Mn1 O2 84.77(10) . 11_655 ?
O1 Mn1 O1W 83.05(7) 8_545 . ?
O1 Mn1 O1W 83.05(7) 14_546 . ?
O2 Mn1 O1W 87.17(7) . . ?
O2 Mn1 O1W 87.17(7) 11_655 . ?
O1 Mn1 O1W 80.98(6) 8_545 14_556 ?
O1 Mn1 O1W 80.98(6) 14_546 14_556 ?
O2 Mn1 O1W 110.15(7) . 14_556 ?
O2 Mn1 O1W 110.15(7) 11_655 14_556 ?
O1W Mn1 O1W 156.03(7) . 14_556 ?
Mn1 O1W Mn1 100.09(8) . 14_546 ?
C1 O2 Mn1 116.15(16) . . ?
C1 O1 Mn1 147.11(19) . 14_556 ?
O1 C1 O2 123.4(2) . . ?
O1 C1 C2 118.3(2) . . ?
O2 C1 C2 118.34(18) . . ?
C3 C2 C3 112.4(3) . 3_566 ?
C3 C2 C1 111.51(14) . 3_566 ?
C3 C2 C1 109.69(14) 3_566 3_566 ?
C3 C2 C1 109.69(14) . . ?
C3 C2 C1 111.51(14) 3_566 . ?
C1 C2 C1 101.6(2) 3_566 . ?
C4 C3 C2 115.2(2) . . ?


_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        28.04
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.073
_database_code_depnum_ccdc_archive 'CCDC 937589'

data_shelxl

_audit_creation_method           SHELXL-97
_publ_contact_author_address     
;
 Laboratorio de Rayos X y Materiales Moleculares
 Dpto. Física Fundamental II. Facultad de Física
 Universidad de La Laguna
 E-38204. La Laguna. Tenerife
 Spain
;
_publ_contact_author_email       caruiz@ull.es
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H12 Mn O5'
_chemical_formula_weight         231.11

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'
Mn Mn 0.3368 0.7283 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/a

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

_cell_length_a                   7.9692(9)
_cell_length_b                   9.1132(8)
_cell_length_c                   12.9102(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.204(7)
_cell_angle_gamma                90.00
_cell_volume                     916.41(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             476
_exptl_absorpt_coefficient_mu    1.428
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5257
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0873
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.56
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2084
_reflns_number_gt                1376
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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)+(0.0271P)²+0.3341P] 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         2084
_refine_ls_number_parameters     126
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.0867
_refine_ls_wR_factor_gt          0.0757
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_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 0.49247(6) 0.84978(5) 0.08484(4) 0.01928(16) Uani 1 1 d . . .
O4 O 0.3874(3) 1.0791(2) 0.04670(17) 0.0204(5) Uani 1 1 d . . .
O2 O 0.3127(3) 0.8502(2) 0.18529(18) 0.0247(5) Uani 1 1 d . . .
O1W O 0.7119(3) 0.9676(3) 0.1800(2) 0.0304(6) Uani 1 1 d D . .
C3 C 0.2729(4) 1.1532(3) 0.0786(2) 0.0162(7) Uani 1 1 d . . .
O3 O 0.2282(3) 1.2789(2) 0.04419(18) 0.0242(6) Uani 1 1 d . . .
C2 C 0.1946(4) 1.0926(3) 0.1678(3) 0.0188(7) Uani 1 1 d . . .
H2 H 0.0792 1.1341 0.1605 0.028 Uiso 1 1 calc R . .
C1 C 0.1787(4) 0.9256(3) 0.1608(3) 0.0188(7) Uani 1 1 d . . .
O1 O 0.0309(3) 0.8726(2) 0.1306(2) 0.0313(6) Uani 1 1 d . . .
C4 C 0.3040(5) 1.1436(3) 0.2737(3) 0.0297(8) Uani 1 1 d . . .
H4A H 0.4193 1.1051 0.2805 0.045 Uiso 1 1 calc R . .
H4B H 0.3115 1.2498 0.2731 0.045 Uiso 1 1 calc R . .
C5 C 0.2355(5) 1.0967(4) 0.3699(3) 0.0408(10) Uani 1 1 d . . .
H5B H 0.1162 1.1259 0.3603 0.061 Uiso 1 1 calc R . .
H5A H 0.2408 0.9906 0.3760 0.061 Uiso 1 1 calc R . .
C6 C 0.3372(7) 1.1644(5) 0.4706(3) 0.0629(14) Uani 1 1 d . . .
H6B H 0.3308 1.2703 0.4636 0.094 Uiso 1 1 calc R . .
H6A H 0.4567 1.1365 0.4783 0.094 Uiso 1 1 calc R . .
C7 C 0.2786(8) 1.1213(5) 0.5706(4) 0.0831(18) Uani 1 1 d . . .
H7A H 0.3500 1.1687 0.6305 0.125 Uiso 1 1 calc R . .
H7B H 0.2872 1.0168 0.5796 0.125 Uiso 1 1 calc R . .
H7C H 0.1616 1.1512 0.5651 0.125 Uiso 1 1 calc R . .
H1WA H 0.808(3) 0.923(4) 0.181(3) 0.059(14) Uiso 1 1 d D . .
H1WB H 0.718(5) 1.051(3) 0.145(4) 0.10(2) Uiso 1 1 d 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 0.0188(3) 0.0145(2) 0.0263(3) 0.0009(2) 0.0087(2) -0.0006(2)
O4 0.0211(12) 0.0155(11) 0.0287(15) 0.0017(10) 0.0145(11) 0.0034(9)
O2 0.0270(12) 0.0197(11) 0.0312(15) 0.0027(11) 0.0145(11) 0.0027(10)
O1W 0.0272(15) 0.0310(14) 0.0326(18) -0.0055(12) 0.0054(12) 0.0013(11)
C3 0.0150(15) 0.0151(14) 0.0168(18) -0.0064(15) -0.0003(13) -0.0052(14)
O3 0.0262(13) 0.0167(11) 0.0301(16) 0.0039(10) 0.0070(11) 0.0051(10)
C2 0.0174(16) 0.0154(14) 0.026(2) -0.0019(14) 0.0114(15) 0.0011(13)
C1 0.0253(19) 0.0153(15) 0.020(2) 0.0008(13) 0.0136(15) 0.0004(14)
O1 0.0196(13) 0.0217(12) 0.0549(18) -0.0094(11) 0.0131(12) -0.0069(10)
C4 0.046(2) 0.0204(16) 0.024(2) -0.0034(16) 0.0090(17) -0.0010(16)
C5 0.062(3) 0.039(2) 0.025(3) 0.0014(18) 0.016(2) 0.0050(19)
C6 0.108(4) 0.053(3) 0.027(3) -0.002(2) 0.012(3) 0.002(3)
C7 0.142(5) 0.083(4) 0.027(3) 0.002(3) 0.023(3) 0.024(3)

_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 O1 2.115(2) 4_675 ?
Mn1 O2 2.126(2) . ?
Mn1 O1W 2.194(2) . ?
Mn1 O4 2.215(2) 3_675 ?
Mn1 O3 2.247(2) 2_545 ?
Mn1 O4 2.266(2) . ?
O4 C3 1.271(3) . ?
O4 Mn1 2.215(2) 3_675 ?
O2 C1 1.253(3) . ?
C3 O3 1.253(3) . ?
C3 C2 1.525(4) . ?
O3 Mn1 2.247(2) 2 ?
C2 C1 1.528(4) . ?
C2 C4 1.530(4) . ?
C1 O1 1.257(4) . ?
O1 Mn1 2.115(2) 4_575 ?
C4 C5 1.520(5) . ?
C5 C6 1.511(5) . ?
C6 C7 1.515(6) . ?

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
O1 Mn1 O2 84.72(8) 4_675 . ?
O1 Mn1 O1W 105.17(9) 4_675 . ?
O2 Mn1 O1W 102.59(9) . . ?
O1 Mn1 O4 115.71(8) 4_675 3_675 ?
O2 Mn1 O4 157.40(8) . 3_675 ?
O1W Mn1 O4 82.14(9) . 3_675 ?
O1 Mn1 O3 88.62(9) 4_675 2_545 ?
O2 Mn1 O3 85.99(8) . 2_545 ?
O1W Mn1 O3 164.24(9) . 2_545 ?
O4 Mn1 O3 85.02(8) 3_675 2_545 ?
O1 Mn1 O4 165.76(8) 4_675 . ?
O2 Mn1 O4 82.26(8) . . ?
O1W Mn1 O4 83.36(9) . . ?
O4 Mn1 O4 76.30(8) 3_675 . ?
O3 Mn1 O4 84.76(8) 2_545 . ?
C3 O4 Mn1 123.27(19) . 3_675 ?
C3 O4 Mn1 132.6(2) . . ?
Mn1 O4 Mn1 103.70(8) 3_675 . ?
C1 O2 Mn1 119.7(2) . . ?
O3 C3 O4 122.7(3) . . ?
O3 C3 C2 117.9(3) . . ?
O4 C3 C2 119.2(3) . . ?
C3 O3 Mn1 130.15(19) . 2 ?
C3 C2 C1 111.0(2) . . ?
C3 C2 C4 108.6(2) . . ?
C1 C2 C4 112.3(3) . . ?
O2 C1 O1 124.1(3) . . ?
O2 C1 C2 118.4(3) . . ?
O1 C1 C2 117.5(3) . . ?
C1 O1 Mn1 121.75(19) . 4_575 ?
C5 C4 C2 114.2(3) . . ?
C6 C5 C4 111.6(3) . . ?
C5 C6 C7 114.9(4) . . ?

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 O1 0.865(18) 2.07(2) 2.882(3) 156(3) 1_655
O1W H1WA O2 0.865(18) 2.49(3) 3.003(3) 119(3) 4_675
O1W H1WB O3 0.885(18) 2.04(2) 2.919(3) 171(5) 4_685

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 937590'

data_shelxl

_audit_creation_method           SHELXL-97
_publ_contact_author_name        "Professor Catalina Ruiz-Pérez"
_publ_contact_author_address     
;
 Laboratorio de Rayos X y Materiales Moleculares
 Dpto. Física Fundamental II. Facultad de Física
 Universidad de La Laguna
 E-38204. La Laguna. Tenerife
 Spain
;
_publ_contact_author_email       caruiz@ull.es
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H10 Mn O5'
_chemical_formula_weight         265.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   9.2037(3)
_cell_length_b                   7.9073(2)
_cell_length_c                   29.7366(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2164.12(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    9.990
_exptl_absorpt_correction_T_min  0.554
_exptl_absorpt_correction_T_max  0.736
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_source                   ?
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5914
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         5.65
_diffrn_reflns_theta_max         71.84
_reflns_number_total             2082
_reflns_number_gt                1581
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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)+(0.0264P)²+0.0000P] 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         2082
_refine_ls_number_parameters     153
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0718
_refine_ls_wR_factor_gt          0.0650
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_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 0.65337(4) 0.04210(5) 0.532490(14) 0.02843(11) Uani 1 1 d . . .
O4 O 0.42038(17) 0.1334(2) 0.52002(6) 0.0290(4) Uani 1 1 d . . .
O2 O 0.66341(17) 0.2677(2) 0.57041(7) 0.0363(4) Uani 1 1 d . . .
O3 O 0.21935(17) 0.2865(2) 0.52583(6) 0.0333(4) Uani 1 1 d . . .
O1 O 0.62233(19) 0.5307(2) 0.54975(7) 0.0414(5) Uani 1 1 d . . .
O1W O 0.5360(2) -0.1289(2) 0.57896(7) 0.0404(5) Uani 1 1 d D . .
C3 C 0.3483(2) 0.2553(3) 0.53634(8) 0.0240(4) Uani 1 1 d . . .
C1 C 0.5796(3) 0.3896(3) 0.56330(8) 0.0284(5) Uani 1 1 d . . .
C2 C 0.4185(2) 0.3670(3) 0.57223(8) 0.0275(5) Uani 1 1 d . . .
H2 H 0.3717 0.4783 0.5716 0.033 Uiso 1 1 calc R . .
C5 C 0.4483(3) 0.3960(4) 0.65644(10) 0.0446(7) Uani 1 1 d . . .
C4 C 0.3922(3) 0.2866(4) 0.61864(9) 0.0390(6) Uani 1 1 d . . .
H4A H 0.2888 0.2682 0.6227 0.047 Uiso 1 1 calc R . .
H4B H 0.4400 0.1774 0.6198 0.047 Uiso 1 1 calc R . .
C6 C 0.3584(4) 0.5140(4) 0.67683(11) 0.0538(8) Uani 1 1 d . . .
H6 H 0.2612 0.5203 0.6684 0.065 Uiso 1 1 calc R . .
C8 C 0.5523(5) 0.6136(6) 0.72287(14) 0.0814(13) Uani 1 1 d . . .
H8 H 0.5877 0.6877 0.7445 0.098 Uiso 1 1 calc R . .
C9 C 0.6423(5) 0.4932(6) 0.70391(14) 0.0823(13) Uani 1 1 d . . .
H9 H 0.7382 0.4843 0.7135 0.099 Uiso 1 1 calc R . .
C10 C 0.5909(4) 0.3863(5) 0.67096(12) 0.0619(9) Uani 1 1 d . . .
H10 H 0.6528 0.3065 0.6583 0.074 Uiso 1 1 calc R . .
C7 C 0.4110(5) 0.6225(5) 0.70942(13) 0.0708(11) Uani 1 1 d . . .
H7 H 0.3494 0.7023 0.7223 0.085 Uiso 1 1 calc R . .
H1WA H 0.454(3) -0.154(5) 0.5653(13) 0.086(15) Uiso 1 1 d D . .
H1WB H 0.589(4) -0.223(4) 0.5780(18) 0.13(2) Uiso 1 1 d 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 0.02003(17) 0.02362(18) 0.0416(2) -0.00475(17) -0.00069(16) -0.00176(15)
O4 0.0210(8) 0.0237(8) 0.0423(10) -0.0051(7) -0.0030(7) 0.0008(6)
O2 0.0231(8) 0.0319(9) 0.0539(11) -0.0146(8) -0.0027(8) 0.0015(7)
O3 0.0221(8) 0.0343(9) 0.0437(11) 0.0029(8) -0.0015(7) 0.0029(7)
O1 0.0317(10) 0.0310(9) 0.0614(12) -0.0006(9) 0.0108(8) -0.0081(8)
O1W 0.0366(11) 0.0337(10) 0.0510(12) 0.0040(9) 0.0062(9) 0.0031(8)
C3 0.0203(10) 0.0186(10) 0.0330(12) 0.0056(9) 0.0009(9) -0.0010(8)
C1 0.0230(11) 0.0261(11) 0.0362(13) -0.0090(11) 0.0041(9) -0.0027(9)
C2 0.0212(11) 0.0222(11) 0.0392(14) -0.0021(10) 0.0027(10) -0.0016(9)
C5 0.0454(17) 0.0535(17) 0.0349(15) 0.0019(13) 0.0042(12) -0.0004(13)
C4 0.0337(14) 0.0416(15) 0.0417(16) 0.0032(12) 0.0042(11) -0.0025(11)
C6 0.0559(19) 0.059(2) 0.0467(18) 0.0036(14) -0.0009(15) 0.0042(15)
C8 0.090(3) 0.098(3) 0.056(2) -0.024(2) -0.003(2) -0.020(3)
C9 0.058(2) 0.129(4) 0.059(2) -0.021(2) -0.0162(19) -0.004(2)
C10 0.0469(18) 0.091(3) 0.047(2) -0.0119(18) -0.0079(15) 0.0069(18)
C7 0.088(3) 0.067(2) 0.058(2) -0.0121(19) 0.008(2) 0.007(2)

_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 O2 2.1121(17) . ?
Mn1 O1 2.1291(18) 8_755 ?
Mn1 O4 2.1964(16) 5_656 ?
Mn1 O1W 2.215(2) . ?
Mn1 O3 2.2834(18) 4_556 ?
Mn1 O4 2.2928(16) . ?
O4 C3 1.267(3) . ?
O4 Mn1 2.1964(16) 5_656 ?
O2 C1 1.252(3) . ?
O3 C3 1.252(3) . ?
O3 Mn1 2.2834(18) 4_456 ?
O1 C1 1.250(3) . ?
O1 Mn1 2.1291(17) 8_765 ?
C3 C2 1.529(3) . ?
C1 C2 1.517(3) . ?
C2 C4 1.539(4) . ?
C5 C10 1.383(5) . ?
C5 C6 1.387(4) . ?
C5 C4 1.509(4) . ?
C6 C7 1.382(5) . ?
C8 C7 1.362(6) . ?
C8 C9 1.382(6) . ?
C9 C10 1.378(5) . ?

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
O2 Mn1 O1 82.21(7) . 8_755 ?
O2 Mn1 O4 157.90(7) . 5_656 ?
O1 Mn1 O4 116.38(7) 8_755 5_656 ?
O2 Mn1 O1W 101.76(8) . . ?
O1 Mn1 O1W 107.27(8) 8_755 . ?
O4 Mn1 O1W 84.67(7) 5_656 . ?
O2 Mn1 O3 83.83(7) . 4_556 ?
O1 Mn1 O3 87.15(7) 8_755 4_556 ?
O4 Mn1 O3 85.26(7) 5_656 4_556 ?
O1W Mn1 O3 165.03(7) . 4_556 ?
O2 Mn1 O4 82.03(6) . . ?
O1 Mn1 O4 163.56(7) 8_755 . ?
O4 Mn1 O4 78.16(7) 5_656 . ?
O1W Mn1 O4 80.61(7) . . ?
O3 Mn1 O4 86.50(6) 4_556 . ?
C3 O4 Mn1 126.24(15) . 5_656 ?
C3 O4 Mn1 131.87(15) . . ?
Mn1 O4 Mn1 101.84(7) 5_656 . ?
C1 O2 Mn1 122.20(16) . . ?
C3 O3 Mn1 123.97(15) . 4_456 ?
C1 O1 Mn1 114.85(16) . 8_765 ?
O3 C3 O4 123.4(2) . . ?
O3 C3 C2 117.4(2) . . ?
O4 C3 C2 119.07(19) . . ?
O1 C1 O2 123.2(2) . . ?
O1 C1 C2 118.0(2) . . ?
O2 C1 C2 118.8(2) . . ?
C1 C2 C3 111.02(19) . . ?
C1 C2 C4 111.0(2) . . ?
C3 C2 C4 108.73(19) . . ?
C10 C5 C6 117.8(3) . . ?
C10 C5 C4 121.7(3) . . ?
C6 C5 C4 120.4(3) . . ?
C5 C4 C2 112.2(2) . . ?
C7 C6 C5 121.0(4) . . ?
C7 C8 C9 119.2(4) . . ?
C10 C9 C8 120.4(4) . . ?
C9 C10 C5 120.9(4) . . ?
C8 C7 C6 120.5(4) . . ?

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 O3 0.882(14) 2.034(15) 2.910(3) 172(4) 8_655
O1W H1WB O1 0.886(14) 2.15(3) 2.938(3) 148(4) 1_545
O1W H1WB O2 0.886(14) 2.29(4) 2.896(3) 125(4) 8_755

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        71.84
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 937591'
