#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:27:35 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180430 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/99/7209933.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_7209933
loop_
_publ_author_name
'Duan, Chunmei'
'Luo, Daibing'
'Shang, Rui'
'Lin, Zhien'
_publ_section_title
;
 Solvent-free synthesis of new manganese phosphate--oxalate hybrid solids
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              5602
_journal_paper_doi               10.1039/c3ce40457a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C13 H10 Mn N2 O6 P'
_chemical_formula_weight         376.14
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                114.628(7)
_cell_angle_beta                 90.843(6)
_cell_angle_gamma                102.125(8)
_cell_formula_units_Z            2
_cell_length_a                   7.7715(9)
_cell_length_b                   9.4619(8)
_cell_length_c                   10.7591(8)
_cell_measurement_reflns_used    2470
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0562
_cell_measurement_theta_min      3.1717
_cell_volume                     698.47(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_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  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5252
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    1.094
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97061
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2445
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0320P)²+0.0869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0770
_reflns_number_gt                2048
_reflns_number_total             2445
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40457a.txt
_cod_data_source_block           3
_cod_original_cell_volume        698.47(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7209933
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Mn1 Mn 0.69162(5) 0.11900(4) 0.59242(4) 0.02186(14) Uani 1 1 d .
P1 P 0.44984(9) 0.26045(8) 0.43807(7) 0.02248(18) Uani 1 1 d .
O1 O 0.4747(2) 0.12286(19) 0.46989(17) 0.0241(4) Uani 1 1 d .
O2 O 0.6180(2) 0.3572(2) 0.42044(18) 0.0297(4) Uani 1 1 d .
O3 O 0.3482(3) 0.3597(2) 0.55174(18) 0.0346(5) Uani 1 1 d .
H1 H 0.3641 0.4501 0.5559 0.052 Uiso 1 1 calc R
O4 O 0.3276(3) 0.1884(2) 0.29783(18) 0.0348(5) Uani 1 1 d .
H2 H 0.2451 0.1171 0.2959 0.052 Uiso 1 1 calc R
O5 O 0.9078(2) 0.0288(2) 0.65310(16) 0.0256(4) Uani 1 1 d .
O6 O 1.1391(2) -0.0740(2) 0.57372(17) 0.0309(5) Uani 1 1 d .
N1 N 0.6009(3) 0.2007(2) 0.8058(2) 0.0255(5) Uani 1 1 d .
N2 N 0.8274(3) 0.3794(2) 0.7077(2) 0.0254(5) Uani 1 1 d .
C1 C 0.4883(4) 0.1135(3) 0.8539(3) 0.0346(7) Uani 1 1 d .
H3 H 0.4285 0.0104 0.7930 0.042 Uiso 1 1 calc R
C2 C 0.4564(4) 0.1698(4) 0.9914(3) 0.0380(8) Uani 1 1 d .
H4 H 0.3781 0.1045 1.0210 0.046 Uiso 1 1 calc R
C3 C 0.5404(4) 0.3208(4) 1.0818(3) 0.0363(7) Uani 1 1 d .
H5 H 0.5218 0.3587 1.1741 0.044 Uiso 1 1 calc R
C4 C 0.6560(4) 0.4198(3) 1.0351(3) 0.0286(7) Uani 1 1 d .
C5 C 0.6822(3) 0.3527(3) 0.8951(2) 0.0235(6) Uani 1 1 d .
C6 C 0.8010(3) 0.4486(3) 0.8419(2) 0.0234(6) Uani 1 1 d .
C7 C 0.8842(4) 0.6080(3) 0.9304(3) 0.0290(6) Uani 1 1 d .
C8 C 0.9955(4) 0.6963(3) 0.8733(3) 0.0386(7) Uani 1 1 d .
H6 H 1.0517 0.8028 0.9279 0.046 Uiso 1 1 calc R
C9 C 1.0218(4) 0.6271(3) 0.7384(3) 0.0376(7) Uani 1 1 d .
H7 H 1.0949 0.6855 0.6999 0.045 Uiso 1 1 calc R
C10 C 0.9374(4) 0.4677(3) 0.6594(3) 0.0317(7) Uani 1 1 d .
H8 H 0.9587 0.4202 0.5679 0.038 Uiso 1 1 calc R
C11 C 0.7466(4) 0.5812(4) 1.1227(3) 0.0372(7) Uani 1 1 d .
H9 H 0.7308 0.6248 1.2156 0.045 Uiso 1 1 calc R
C12 C 0.8543(4) 0.6705(4) 1.0724(3) 0.0380(8) Uani 1 1 d .
H10 H 0.9108 0.7755 1.1312 0.046 Uiso 1 1 calc R
C13 C 1.0147(4) -0.0137(3) 0.5657(2) 0.0229(6) 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'
P P 0.1023 0.0942 '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
O1 Mn1 O6 93.23(7) . 2_756
O1 Mn1 O1 79.07(6) . 2_656
O6 Mn1 O1 100.28(7) 2_756 2_656
O1 Mn1 O5 158.85(6) . .
O6 Mn1 O5 74.54(6) 2_756 .
O1 Mn1 O5 86.10(6) 2_656 .
O1 Mn1 N2 102.90(7) . .
O6 Mn1 N2 94.72(7) 2_756 .
O1 Mn1 N2 164.76(7) 2_656 .
O5 Mn1 N2 95.38(7) . .
O1 Mn1 N1 103.03(7) . .
O6 Mn1 N1 161.77(8) 2_756 .
O1 Mn1 N1 90.97(7) 2_656 .
O5 Mn1 N1 92.13(7) . .
N2 Mn1 N1 73.82(8) . .
O2 P1 O1 113.94(10) . .
O2 P1 O3 113.75(10) . .
O1 P1 O3 106.80(10) . .
O2 P1 O4 106.37(10) . .
O1 P1 O4 108.39(10) . .
O3 P1 O4 107.32(11) . .
P1 O1 Mn1 127.68(10) . .
P1 O1 Mn1 131.40(10) . 2_656
Mn1 O1 Mn1 100.93(6) . 2_656
P1 O3 H1 109.5 . .
P1 O4 H2 109.5 . .
C13 O5 Mn1 115.33(15) . .
C13 O6 Mn1 116.70(15) . 2_756
C1 N1 C5 117.7(2) . .
C1 N1 Mn1 127.48(18) . .
C5 N1 Mn1 114.66(17) . .
C10 N2 C6 117.8(2) . .
C10 N2 Mn1 126.60(18) . .
C6 N2 Mn1 115.49(17) . .
N1 C1 C2 123.0(3) . .
N1 C1 H3 118.5 . .
C2 C1 H3 118.5 . .
C3 C2 C1 119.5(3) . .
C3 C2 H4 120.2 . .
C1 C2 H4 120.2 . .
C2 C3 C4 119.7(3) . .
C2 C3 H5 120.2 . .
C4 C3 H5 120.2 . .
C5 C4 C3 117.0(3) . .
C5 C4 C11 119.7(3) . .
C3 C4 C11 123.3(3) . .
N1 C5 C4 123.0(2) . .
N1 C5 C6 117.6(2) . .
C4 C5 C6 119.4(2) . .
N2 C6 C7 122.7(2) . .
N2 C6 C5 118.0(2) . .
C7 C6 C5 119.3(2) . .
C8 C7 C6 117.0(3) . .
C8 C7 C12 123.7(3) . .
C6 C7 C12 119.3(3) . .
C9 C8 C7 120.3(3) . .
C9 C8 H6 119.8 . .
C7 C8 H6 119.8 . .
C8 C9 C10 118.7(3) . .
C8 C9 H7 120.7 . .
C10 C9 H7 120.7 . .
N2 C10 C9 123.4(3) . .
N2 C10 H8 118.3 . .
C9 C10 H8 118.3 . .
C12 C11 C4 120.8(3) . .
C12 C11 H9 119.6 . .
C4 C11 H9 119.6 . .
C11 C12 C7 121.6(3) . .
C11 C12 H10 119.2 . .
C7 C12 H10 119.2 . .
O6 C13 O5 126.8(2) . .
O6 C13 C13 117.6(3) . 2_756
O5 C13 C13 115.6(3) . 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 2.1407(17) .
Mn1 O6 2.1859(17) 2_756
Mn1 O1 2.1931(17) 2_656
Mn1 O5 2.2390(17) .
Mn1 N2 2.246(2) .
Mn1 N1 2.272(2) .
P1 O2 1.4933(19) .
P1 O1 1.5245(16) .
P1 O3 1.5443(18) .
P1 O4 1.5725(19) .
O1 Mn1 2.1931(17) 2_656
O3 H1 0.8200 .
O4 H2 0.8200 .
O5 C13 1.259(3) .
O6 C13 1.240(3) .
O6 Mn1 2.1859(17) 2_756
N1 C1 1.335(3) .
N1 C5 1.356(3) .
N2 C10 1.332(3) .
N2 C6 1.354(3) .
C1 C2 1.394(4) .
C1 H3 0.9300 .
C2 C3 1.358(4) .
C2 H4 0.9300 .
C3 C4 1.411(4) .
C3 H5 0.9300 .
C4 C5 1.407(3) .
C4 C11 1.430(4) .
C5 C6 1.449(4) .
C6 C7 1.405(4) .
C7 C8 1.402(4) .
C7 C12 1.433(4) .
C8 C9 1.360(4) .
C8 H6 0.9300 .
C9 C10 1.388(4) .
C9 H7 0.9300 .
C10 H8 0.9300 .
C11 C12 1.344(4) .
C11 H9 0.9300 .
C12 H10 0.9300 .
C13 C13 1.561(5) 2_756
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
O3 H1 O2 0.82 1.71 2.524(2) 173.3 2_666
O4 H2 O5 0.82 1.89 2.683(3) 161.8 2_656
