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#$Date: 2019-11-28 20:48:56 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/91/7239167.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7239167
loop_
_publ_author_name
'Pato-Doldán, B.'
'Gómez-Aguirre, L. C.'
'Bermúdez-García, J. M.'
'Sánchez-Andújar, M.'
'Fondado, A.'
'Mira, J.'
'Castro-García, S.'
'Señarís-Rodríguez, M. A.'
_publ_section_title
;
 Coexistence of magnetic and electrical order in the new perovskite-like
 (C3N2H5)[Mn(HCOO)3] formate
;
_journal_issue                   44
_journal_name_full               'RSC Advances'
_journal_page_first              22404
_journal_paper_doi               10.1039/c3ra43165g
_journal_volume                  3
_journal_year                    2013
_chemical_formula_sum            'C4 H6 Mn N2 O2'
_chemical_formula_weight         169.05
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.190(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   12.3034(4)
_cell_length_b                   12.4408(4)
_cell_length_c                   12.8156(4)
_cell_measurement_temperature    296(2)
_cell_volume                     1961.19(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20976
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    1.942
_exptl_absorpt_correction_T_max  0.7727
_exptl_absorpt_correction_T_min  0.5934
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4899
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.905
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.173
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0670P)²+1.7310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1042
_refine_ls_wR_factor_ref         0.1251
_reflns_number_gt                3131
_reflns_number_total             4899
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra43165g.txt
_cod_data_source_block           1038875_t4_0s
_cod_database_code               7239167
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'
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
C1 C 0.7192(3) 0.50276(19) 0.0229(2) 0.0325(6) Uani 1 1 d
C4 C 0.7748(3) 0.00123(18) -0.0131(2) 0.0291(6) Uani 1 1 d
C3 C 0.7369(3) 0.2711(3) -0.2447(2) 0.0331(6) Uani 1 1 d
C2 C 0.7528(3) 0.7808(3) 0.2415(2) 0.0328(6) Uani 1 1 d
C5 C 1.0105(2) 0.7174(2) -0.0035(2) 0.0314(6) Uani 1 1 d
C6 C 0.4925(3) 0.2295(3) 0.0432(3) 0.0378(7) Uani 1 1 d
N1 N 0.5477(2) 0.4590(2) 0.8257(2) 0.0471(7) Uani 1 1 d
N2 N 0.4440(3) 0.4508(3) 0.6928(2) 0.0562(8) Uani 1 1 d
N3 N 0.5465(3) 0.0780(2) 0.7844(2) 0.0459(7) Uani 1 1 d
N4 N 0.4718(3) -0.0451(2) 0.6918(2) 0.0496(8) Uani 1 1 d
C8 C 0.4606(3) 0.0395(3) 0.8369(3) 0.0470(8) Uani 1 1 d
C9 C 0.5520(4) 0.0250(3) 0.6954(3) 0.0544(9) Uani 1 1 d
C7 C 0.4143(3) -0.0365(3) 0.7786(3) 0.0495(8) Uani 1 1 d
C10 C 0.5746(3) 0.5409(3) 0.7628(3) 0.0561(9) Uani 1 1 d
C11 C 0.5097(4) 0.5362(4) 0.6787(3) 0.0623(11) Uani 1 1 d
C12 C 0.4686(3) 0.4066(3) 0.7815(3) 0.0548(9) Uani 1 1 d
H3 H 0.790(3) 0.326(3) -0.241(3) 0.059(11) Uiso 1 1 d
H6 H 0.797(3) 0.833(3) 0.244(3) 0.073(13) Uiso 1 1 d
H5 H 1.005(3) 0.771(3) -0.062(3) 0.058(10) Uiso 1 1 d
H2 H 0.496(3) 0.305(4) 0.077(3) 0.091(14) Uiso 1 1 d
H4 H 0.779(4) 0.504(3) 0.073(4) 0.098(16) Uiso 1 1 d
H1 H 0.710(4) -0.004(3) -0.059(4) 0.097(16) Uiso 1 1 d
H15 H 0.630(3) 0.584(3) 0.776(3) 0.070(12) Uiso 1 1 d
H16 H 0.584(4) 0.444(4) 0.891(4) 0.102(16) Uiso 1 1 d
H7 H 0.354(4) -0.079(3) 0.786(3) 0.082(14) Uiso 1 1 d
H12 H 0.438(4) 0.352(4) 0.806(4) 0.102(17) Uiso 1 1 d
H11 H 0.449(3) 0.065(3) 0.901(3) 0.070(12) Uiso 1 1 d
H10 H 0.599(4) 0.129(4) 0.803(3) 0.097(15) Uiso 1 1 d
H13 H 0.393(5) 0.440(5) 0.644(5) 0.15(2) Uiso 1 1 d
H8 H 0.464(4) -0.097(4) 0.645(4) 0.117(18) Uiso 1 1 d
H14 H 0.495(4) 0.580(4) 0.623(4) 0.113(18) Uiso 1 1 d
H9 H 0.606(4) 0.036(4) 0.655(3) 0.095(16) Uiso 1 1 d
Mn1 Mn 0.74030(3) 0.25281(2) 0.00780(3) 0.01907(12) Uani 1 1 d
Mn2 Mn 0.75929(3) 0.75241(2) -0.00653(2) 0.01891(12) Uani 1 1 d
O1 O 0.57821(16) 0.19195(16) 0.01782(17) 0.0423(5) Uani 1 1 d
O7 O 0.92170(15) 0.68697(15) 0.02970(15) 0.0343(4) Uani 1 1 d
O5 O 0.80603(16) 0.09038(13) 0.01845(15) 0.0344(5) Uani 1 1 d
O4 O 0.89966(16) 0.31683(16) -0.02520(16) 0.0393(5) Uani 1 1 d
O8 O 0.59863(17) 0.81177(17) -0.03794(19) 0.0489(6) Uani 1 1 d
O2 O 0.7069(2) 0.23381(17) -0.16005(15) 0.0440(6) Uani 1 1 d
O9 O 0.81761(17) 0.91445(14) 0.00940(16) 0.0396(5) Uani 1 1 d
O3 O 0.67444(16) 0.41515(13) 0.00262(16) 0.0363(5) Uani 1 1 d
O12 O 0.7975(2) 0.74079(18) -0.17021(15) 0.0513(6) Uani 1 1 d
O11 O 0.7275(2) 0.74059(18) 0.15771(16) 0.0533(7) Uani 1 1 d
O6 O 0.7789(2) 0.25103(17) 0.17254(15) 0.0498(7) Uani 1 1 d
O10 O 0.69965(19) 0.58790(14) -0.02024(17) 0.0451(5) Uani 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 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_site_symmetry_1
_geom_angle_site_symmetry_3
O10 C1 O3 125.8(3) . .
O9 C4 O5 125.4(3) 1_545 .
O12 C3 O2 124.1(3) 2_644 .
O11 C2 O6 125.7(3) . 2_655
O4 C5 O7 125.6(3) 3_765 .
O1 C6 O8 128.6(3) . 3_665
C12 N1 C10 108.2(3) . .
C12 N2 C11 108.8(3) . .
C9 N3 C8 107.9(3) . .
C9 N4 C7 109.0(3) . .
C7 C8 N3 107.7(3) . .
N3 C9 N4 108.0(3) . .
C8 C7 N4 107.4(3) . .
C11 C10 N1 107.5(4) . .
C10 C11 N2 106.1(4) . .
N2 C12 N1 109.4(4) . .
O1 Mn1 O6 97.16(9) . .
O1 Mn1 O4 172.09(8) . .
O6 Mn1 O4 90.74(9) . .
O1 Mn1 O3 89.05(8) . .
O6 Mn1 O3 96.54(8) . .
O4 Mn1 O3 89.47(8) . .
O1 Mn1 O5 90.76(8) . .
O6 Mn1 O5 81.67(8) . .
O4 Mn1 O5 90.97(8) . .
O3 Mn1 O5 178.15(7) . .
O1 Mn1 O2 82.24(9) . .
O6 Mn1 O2 172.97(8) . .
O4 Mn1 O2 90.00(8) . .
O3 Mn1 O2 90.46(8) . .
O5 Mn1 O2 91.33(8) . .
O8 Mn2 O9 89.97(8) . .
O8 Mn2 O11 91.22(10) . .
O9 Mn2 O11 92.20(8) . .
O8 Mn2 O12 93.39(10) . .
O9 Mn2 O12 94.36(9) . .
O11 Mn2 O12 171.98(9) . .
O8 Mn2 O10 90.04(8) . .
O9 Mn2 O10 179.16(8) . .
O11 Mn2 O10 86.96(8) . .
O12 Mn2 O10 86.49(9) . .
O8 Mn2 O7 177.85(7) . .
O9 Mn2 O7 91.56(8) . .
O11 Mn2 O7 87.21(9) . .
O12 Mn2 O7 88.00(8) . .
O10 Mn2 O7 88.41(8) . .
C6 O1 Mn1 134.5(2) . .
C5 O7 Mn2 128.16(18) . .
C4 O5 Mn1 134.20(19) . .
C5 O4 Mn1 128.61(18) 3_765 .
C6 O8 Mn2 134.5(2) 3_665 .
C3 O2 Mn1 139.7(2) . .
C4 O9 Mn2 131.23(19) 1_565 .
C1 O3 Mn1 130.00(19) . .
C3 O12 Mn2 140.0(2) 2_654 .
C2 O11 Mn2 141.6(2) . .
C2 O6 Mn1 143.6(2) 2_645 .
C1 O10 Mn2 135.87(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O10 1.217(3) .
C1 O3 1.246(3) .
C4 O9 1.233(3) 1_545
C4 O5 1.239(3) .
C3 O12 1.222(3) 2_644
C3 O2 1.243(3) .
C2 O11 1.219(3) .
C2 O6 1.234(3) 2_655
C5 O4 1.234(3) 3_765
C5 O7 1.240(3) .
C6 O1 1.205(4) .
C6 O8 1.233(4) 3_665
N1 C12 1.292(5) .
N1 C10 1.345(5) .
N2 C12 1.293(5) .
N2 C11 1.350(5) .
N3 C9 1.321(4) .
N3 C8 1.352(4) .
N4 C9 1.318(5) .
N4 C7 1.336(5) .
C8 C7 1.326(5) .
C10 C11 1.329(6) .
Mn1 O1 2.139(2) .
Mn1 O6 2.155(2) .
Mn1 O4 2.1661(19) .
Mn1 O3 2.1766(17) .
Mn1 O5 2.1798(17) .
Mn1 O2 2.1944(19) .
Mn2 O8 2.141(2) .
Mn2 O9 2.1480(18) .
Mn2 O11 2.154(2) .
Mn2 O12 2.1640(19) .
Mn2 O10 2.1801(18) .
Mn2 O7 2.1983(19) .
O4 C5 1.234(3) 3_765
O8 C6 1.233(4) 3_665
O9 C4 1.233(3) 1_565
O12 C3 1.222(3) 2_654
O6 C2 1.234(3) 2_645
