#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:27:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180430 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/99/7209931.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_7209931
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            'C11 H10 Mn N2 O6 P'
_chemical_formula_weight         352.12
_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                95.094(4)
_cell_angle_beta                 97.795(5)
_cell_angle_gamma                108.464(6)
_cell_formula_units_Z            2
_cell_length_a                   7.9992(6)
_cell_length_b                   9.3303(5)
_cell_length_c                   9.5016(4)
_cell_measurement_reflns_used    2654
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1146
_cell_measurement_theta_min      2.9288
_cell_volume                     659.85(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4936
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    1.151
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97819
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0314
_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)+(0.0296P)²+0.2223P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0692
_refine_ls_wR_factor_ref         0.0720
_reflns_number_gt                2004
_reflns_number_total             2319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40457a.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7209931
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 0.50403(5) 0.25876(4) 0.35304(3) 0.01797(13) Uani 1 1 d .
P1 P 0.20827(9) 0.41290(7) 0.46445(6) 0.01950(17) Uani 1 1 d .
O1 O 0.3406(2) 0.39205(19) 0.37525(17) 0.0239(4) Uani 1 1 d .
O2 O 0.2490(2) 0.57179(19) 0.54249(17) 0.0257(4) Uani 1 1 d .
O3 O 0.0230(2) 0.3643(2) 0.36315(18) 0.0347(5) Uani 1 1 d .
H1 H -0.0482 0.3904 0.4049 0.052 Uiso 1 1 calc R
O4 O 0.1857(3) 0.3025(2) 0.58246(19) 0.0386(5) Uani 1 1 d .
H2 H 0.2461 0.2471 0.5722 0.058 Uiso 1 1 calc R
O5 O 0.3943(3) 0.13519(19) 0.52602(16) 0.0254(4) Uani 1 1 d .
O6 O 0.3687(2) -0.07762(19) 0.62486(17) 0.0250(4) Uani 1 1 d .
N1 N 0.5569(3) 0.2981(2) 0.1318(2) 0.0243(5) Uani 1 1 d .
N2 N 0.2857(3) 0.0672(2) 0.1909(2) 0.0236(5) Uani 1 1 d .
C1 C 0.6817(4) 0.4204(3) 0.1048(3) 0.0378(8) Uani 1 1 d .
H3 H 0.7581 0.4887 0.1819 0.045 Uiso 1 1 calc R
C2 C 0.7032(5) 0.4509(4) -0.0321(3) 0.0527(10) Uani 1 1 d .
H4 H 0.7919 0.5381 -0.0464 0.063 Uiso 1 1 calc R
C3 C 0.5924(5) 0.3514(4) -0.1466(3) 0.0472(9) Uani 1 1 d .
H5 H 0.6044 0.3697 -0.2399 0.057 Uiso 1 1 calc R
C4 C 0.4630(4) 0.2238(3) -0.1209(3) 0.0335(7) Uani 1 1 d .
H6 H 0.3858 0.1545 -0.1970 0.040 Uiso 1 1 calc R
C5 C 0.4484(4) 0.1991(3) 0.0193(2) 0.0215(6) Uani 1 1 d .
C6 C 0.3089(4) 0.0643(3) 0.0526(2) 0.0224(6) Uani 1 1 d .
C7 C 0.2066(4) -0.0562(3) -0.0513(3) 0.0319(7) Uani 1 1 d .
H7 H 0.2271 -0.0571 -0.1454 0.038 Uiso 1 1 calc R
C8 C 0.0747(4) -0.1747(3) -0.0148(3) 0.0429(8) Uani 1 1 d .
H8 H 0.0038 -0.2560 -0.0838 0.052 Uiso 1 1 calc R
C9 C 0.0491(4) -0.1710(4) 0.1259(3) 0.0448(9) Uani 1 1 d .
H9 H -0.0396 -0.2495 0.1535 0.054 Uiso 1 1 calc R
C10 C 0.1564(4) -0.0499(3) 0.2240(3) 0.0335(7) Uani 1 1 d .
H10 H 0.1389 -0.0486 0.3188 0.040 Uiso 1 1 calc R
C11 C 0.4314(3) 0.0158(3) 0.5442(2) 0.0197(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 O2 97.06(7) . 2_666
O1 Mn1 O5 88.94(6) . .
O2 Mn1 O5 104.86(7) 2_666 .
O1 Mn1 N1 98.78(7) . .
O2 Mn1 N1 94.10(7) 2_666 .
O5 Mn1 N1 158.53(7) . .
O1 Mn1 O6 162.76(6) . 2_656
O2 Mn1 O6 89.75(7) 2_666 2_656
O5 Mn1 O6 73.98(6) . 2_656
N1 Mn1 O6 96.49(7) . 2_656
O1 Mn1 N2 93.97(7) . .
O2 Mn1 N2 163.61(7) 2_666 .
O5 Mn1 N2 87.38(7) . .
N1 Mn1 N2 72.20(7) . .
O6 Mn1 N2 83.12(7) 2_656 .
O1 P1 O2 116.15(10) . .
O1 P1 O3 107.17(10) . .
O2 P1 O3 109.23(10) . .
O1 P1 O4 111.10(10) . .
O2 P1 O4 106.40(10) . .
O3 P1 O4 106.39(12) . .
P1 O1 Mn1 140.05(10) . .
P1 O2 Mn1 131.66(11) . 2_666
P1 O3 H1 109.5 . .
P1 O4 H2 109.5 . .
C11 O5 Mn1 116.45(15) . .
C11 O6 Mn1 114.95(15) . 2_656
C1 N1 C5 118.0(2) . .
C1 N1 Mn1 123.29(17) . .
C5 N1 Mn1 118.55(16) . .
C10 N2 C6 117.6(2) . .
C10 N2 Mn1 126.22(16) . .
C6 N2 Mn1 115.50(16) . .
N1 C1 C2 123.1(3) . .
N1 C1 H3 118.5 . .
C2 C1 H3 118.5 . .
C3 C2 C1 119.2(3) . .
C3 C2 H4 120.4 . .
C1 C2 H4 120.4 . .
C2 C3 C4 118.7(3) . .
C2 C3 H5 120.7 . .
C4 C3 H5 120.7 . .
C3 C4 C5 119.4(3) . .
C3 C4 H6 120.3 . .
C5 C4 H6 120.3 . .
N1 C5 C4 121.7(2) . .
N1 C5 C6 116.8(2) . .
C4 C5 C6 121.5(2) . .
N2 C6 C7 121.7(2) . .
N2 C6 C5 115.9(2) . .
C7 C6 C5 122.4(2) . .
C8 C7 C6 119.6(2) . .
C8 C7 H7 120.2 . .
C6 C7 H7 120.2 . .
C7 C8 C9 118.8(3) . .
C7 C8 H8 120.6 . .
C9 C8 H8 120.6 . .
C10 C9 C8 118.8(3) . .
C10 C9 H9 120.6 . .
C8 C9 H9 120.6 . .
N2 C10 C9 123.5(2) . .
N2 C10 H10 118.3 . .
C9 C10 H10 118.3 . .
O6 C11 O5 126.4(2) . .
O6 C11 C11 117.7(3) . 2_656
O5 C11 C11 115.9(3) . 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 2.0880(17) .
Mn1 O2 2.1445(18) 2_666
Mn1 O5 2.2108(16) .
Mn1 N1 2.2391(19) .
Mn1 O6 2.2431(17) 2_656
Mn1 N2 2.328(2) .
P1 O1 1.4901(18) .
P1 O2 1.5123(18) .
P1 O3 1.5616(18) .
P1 O4 1.5787(18) .
O2 Mn1 2.1445(17) 2_666
O3 H1 0.8200 .
O4 H2 0.8200 .
O5 C11 1.261(3) .
O6 C11 1.243(3) .
O6 Mn1 2.2431(17) 2_656
N1 C1 1.328(3) .
N1 C5 1.347(3) .
N2 C10 1.340(3) .
N2 C6 1.351(3) .
C1 C2 1.377(4) .
C1 H3 0.9300 .
C2 C3 1.367(4) .
C2 H4 0.9300 .
C3 C4 1.374(4) .
C3 H5 0.9300 .
C4 C5 1.386(3) .
C4 H6 0.9300 .
C5 C6 1.485(4) .
C6 C7 1.382(4) .
C7 C8 1.373(4) .
C7 H7 0.9300 .
C8 C9 1.379(4) .
C8 H8 0.9300 .
C9 C10 1.365(4) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C11 1.552(5) 2_656
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 1.87 2.674(3) 165.9 2_566
O4 H2 O5 0.82 1.88 2.693(3) 171.6 .
