#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/70/1517061.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_1517061
loop_
_publ_author_name
'Tiffany M. Smith'
'Diona Symester'
'Kathryn Perrin'
'Jose Vargas'
'Michael Tichenor'
'Charles J. O-Connor'
'Jon Zubieta'
_publ_section_title
;
 Hydrothermal syntheses and structural chemistry of Mn(II), Co(II) and
 Ni(II) coordination polymers with xylyl-diphosphonate ligands
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              46
_journal_page_last               59
_journal_volume                  402
_journal_year                    2013
_chemical_formula_moiety         'C20 H18 Mn N2 O6 P2'
_chemical_formula_sum            'C20 H18 Mn N2 O6 P2'
_chemical_formula_weight         499.24
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 104.6010(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5123(7)
_cell_length_b                   14.6743(9)
_cell_length_c                   12.6219(8)
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.44
_cell_volume                     1884.2(2)
_computing_cell_refinement       'Bruker SAINT (Bruker, 2011)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2011)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2011)'
_computing_molecular_graphics    'CrystalMaker (Palmer, 2010)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 2011)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23062
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.916
_exptl_absorpt_correction_T_max  0.9819
_exptl_absorpt_correction_T_min  0.7706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS SHELXL-97 (Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3452
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0253
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0982
_reflns_number_gt                3007
_reflns_number_total             3452
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-402-46-59-4.cif
_cod_data_source_block           compound_4
_cod_original_sg_symbol_Hall     -P2yn
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1517061
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
_atom_site_refinement_flags
Mn1 Mn -0.06680(3) -0.020714(18) 0.66839(2) 0.01031(12) Uani 1 1 d .
P1 P 0.16536(5) 0.10477(3) 0.58374(4) 0.01248(15) Uani 1 1 d .
P2 P 0.14901(5) -0.19296(3) 0.66181(4) 0.01296(15) Uani 1 1 d .
O1 O -0.18365(13) -0.06416(10) 0.52060(12) 0.0174(3) Uani 1 1 d .
O2 O 0.06891(13) -0.12264(9) 0.70354(12) 0.0159(3) Uani 1 1 d .
O3 O 0.03248(13) 0.08377(9) 0.60643(11) 0.0140(3) Uani 1 1 d .
O4 O 0.28124(13) -0.21318(10) 0.73671(12) 0.0178(3) Uani 1 1 d .
O5 O 0.17470(14) -0.16255(10) 0.54825(13) 0.0201(3) Uani 1 1 d .
H5' H 0.1075 -0.1400 0.5096 0.024 Uiso 1 1 calc R
O6 O 0.18273(14) 0.21077(9) 0.57760(12) 0.0183(3) Uani 1 1 d .
H6' H 0.1910 0.2330 0.6386 0.022 Uiso 1 1 calc R
N1 N -0.23748(15) -0.06085(10) 0.73856(13) 0.0122(3) Uani 1 1 d .
N2 N -0.04994(15) 0.06319(10) 0.82149(14) 0.0120(3) Uani 1 1 d .
C1 C -0.33500(19) -0.11718(13) 0.69235(18) 0.0152(4) Uani 1 1 d .
H1 H -0.3360 -0.1423 0.6245 0.018 Uiso 1 1 calc R
C2 C -0.43611(19) -0.14013(14) 0.74156(18) 0.0170(4) Uani 1 1 d .
H2 H -0.5033 -0.1791 0.7063 0.020 Uiso 1 1 calc R
C3 C -0.43499(19) -0.10442(14) 0.84249(17) 0.0160(4) Uani 1 1 d .
H3 H -0.4997 -0.1207 0.8773 0.019 Uiso 1 1 calc R
C4 C -0.33462(18) -0.04277(13) 0.89283(16) 0.0135(4) Uani 1 1 d .
C5 C -0.23908(18) -0.02282(12) 0.83592(16) 0.0114(4) Uani 1 1 d .
C6 C -0.3278(2) 0.00118(14) 0.99579(17) 0.0158(4) Uani 1 1 d .
H6 H -0.3895 -0.0137 1.0344 0.019 Uiso 1 1 calc R
C7 C -0.23426(19) 0.06353(14) 1.03792(17) 0.0151(4) Uani 1 1 d .
H7 H -0.2328 0.0912 1.1045 0.018 Uiso 1 1 calc R
C8 C -0.13657(19) 0.08748(13) 0.98032(17) 0.0136(4) Uani 1 1 d .
C9 C -0.13733(18) 0.04378(13) 0.88134(16) 0.0116(4) Uani 1 1 d .
C10 C -0.03912(19) 0.15414(14) 1.01886(17) 0.0160(4) Uani 1 1 d .
H10 H -0.0344 0.1842 1.0846 0.019 Uiso 1 1 calc R
C11 C 0.0485(2) 0.17395(14) 0.95798(18) 0.0172(4) Uani 1 1 d .
H11 H 0.1135 0.2177 0.9818 0.021 Uiso 1 1 calc R
C12 C 0.03887(19) 0.12735(13) 0.85947(17) 0.0153(4) Uani 1 1 d .
H12 H 0.0980 0.1422 0.8184 0.018 Uiso 1 1 calc R
C13 C 0.29648(18) 0.06526(13) 0.69659(16) 0.0136(4) Uani 1 1 d .
H13A H 0.2757 0.0811 0.7649 0.016 Uiso 1 1 calc R
H13B H 0.3017 -0.0006 0.6933 0.016 Uiso 1 1 calc R
C14 C 0.42951(18) 0.10557(13) 0.69580(17) 0.0134(4) Uani 1 1 d .
C15 C 0.4866(2) 0.08024(13) 0.61154(17) 0.0161(4) Uani 1 1 d .
H15 H 0.4432 0.0387 0.5592 0.019 Uiso 1 1 calc R
C16 C 0.60649(19) 0.11543(14) 0.60391(18) 0.0178(4) Uani 1 1 d .
H16 H 0.6420 0.0981 0.5466 0.021 Uiso 1 1 calc R
C17 C 0.6730(2) 0.17656(14) 0.68208(19) 0.0181(5) Uani 1 1 d .
H17 H 0.7534 0.2004 0.6777 0.022 Uiso 1 1 calc R
C18 C 0.6187(2) 0.20161(13) 0.76629(18) 0.0170(4) Uani 1 1 d .
H18 H 0.6643 0.2421 0.8190 0.020 Uiso 1 1 calc R
C19 C 0.49663(19) 0.16798(13) 0.77516(17) 0.0142(4) Uani 1 1 d .
C20 C 0.4454(2) 0.20285(13) 0.86923(17) 0.0152(4) Uani 1 1 d .
H20A H 0.5192 0.2135 0.9318 0.018 Uiso 1 1 calc R
H20B H 0.3906 0.1562 0.8896 0.018 Uiso 1 1 calc R
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'
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'
H H 0.0000 0.0000 '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
O2 Mn1 O1 101.25(6) . .
O2 Mn1 O3 103.25(5) . .
O1 Mn1 O3 97.29(6) . .
O2 Mn1 N2 108.30(6) . .
O1 Mn1 N2 147.51(6) . .
O3 Mn1 N2 88.94(6) . .
O2 Mn1 N1 107.67(6) . .
O1 Mn1 N1 85.61(6) . .
O3 Mn1 N1 147.74(5) . .
N2 Mn1 N1 72.97(6) . .
O1 P1 O3 114.20(8) 3_556 .
O1 P1 O6 107.92(9) 3_556 .
O3 P1 O6 109.42(8) . .
O1 P1 C13 108.83(9) 3_556 .
O3 P1 C13 109.82(8) . .
O6 P1 C13 106.34(8) . .
O4 P2 O2 115.17(8) . .
O4 P2 O5 106.43(8) . .
O2 P2 O5 111.09(8) . .
O4 P2 C20 109.85(9) . 2_546
O2 P2 C20 109.23(9) . 2_546
O5 P2 C20 104.51(9) . 2_546
P1 O1 Mn1 137.61(9) 3_556 .
P2 O2 Mn1 148.02(9) . .
P1 O3 Mn1 140.97(8) . .
P2 O5 H5' 109.5 . .
P1 O6 H6' 109.5 . .
C1 N1 C5 117.98(17) . .
C1 N1 Mn1 125.96(14) . .
C5 N1 Mn1 116.05(12) . .
C12 N2 C9 117.43(17) . .
C12 N2 Mn1 126.26(13) . .
C9 N2 Mn1 116.28(12) . .
N1 C1 C2 122.79(19) . .
N1 C1 H1 118.6 . .
C2 C1 H1 118.6 . .
C3 C2 C1 119.28(19) . .
C3 C2 H2 120.4 . .
C1 C2 H2 120.4 . .
C2 C3 C4 119.45(18) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 116.89(18) . .
C5 C4 C6 119.35(18) . .
C3 C4 C6 123.74(18) . .
N1 C5 C4 123.53(17) . .
N1 C5 C9 117.28(17) . .
C4 C5 C9 119.18(18) . .
C7 C6 C4 121.71(19) . .
C7 C6 H6 119.1 . .
C4 C6 H6 119.1 . .
C6 C7 C8 120.45(19) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C9 C8 C10 117.69(18) . .
C9 C8 C7 119.49(18) . .
C10 C8 C7 122.82(18) . .
N2 C9 C8 123.13(17) . .
N2 C9 C5 117.04(18) . .
C8 C9 C5 119.77(17) . .
C11 C10 C8 119.05(19) . .
C11 C10 H10 120.5 . .
C8 C10 H10 120.5 . .
C10 C11 C12 119.04(19) . .
C10 C11 H11 120.5 . .
C12 C11 H11 120.5 . .
N2 C12 C11 123.65(19) . .
N2 C12 H12 118.2 . .
C11 C12 H12 118.2 . .
C14 C13 P1 112.92(14) . .
C14 C13 H13A 109.0 . .
P1 C13 H13A 109.0 . .
C14 C13 H13B 109.0 . .
P1 C13 H13B 109.0 . .
H13A C13 H13B 107.8 . .
C15 C14 C19 118.69(18) . .
C15 C14 C13 118.29(18) . .
C19 C14 C13 123.02(18) . .
C16 C15 C14 121.73(19) . .
C16 C15 H15 119.1 . .
C14 C15 H15 119.1 . .
C17 C16 C15 119.7(2) . .
C17 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C18 C17 C16 119.34(19) . .
C18 C17 H17 120.3 . .
C16 C17 H17 120.3 . .
C17 C18 C19 122.1(2) . .
C17 C18 H18 118.9 . .
C19 C18 H18 118.9 . .
C18 C19 C14 118.39(19) . .
C18 C19 C20 117.19(18) . .
C14 C19 C20 124.41(18) . .
C19 C20 P2 113.59(14) . 2_556
C19 C20 H20A 108.8 . .
P2 C20 H20A 108.8 2_556 .
C19 C20 H20B 108.8 . .
P2 C20 H20B 108.8 2_556 .
H20A C20 H20B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.0372(13) .
Mn1 O1 2.0591(14) .
Mn1 O3 2.1126(14) .
Mn1 N2 2.2603(16) .
Mn1 N1 2.2698(16) .
P1 O1 1.5013(15) 3_556
P1 O3 1.5264(14) .
P1 O6 1.5704(15) .
P1 C13 1.810(2) .
P2 O4 1.5005(14) .
P2 O2 1.5082(14) .
P2 O5 1.5881(15) .
P2 C20 1.811(2) 2_546
O1 P1 1.5013(15) 3_556
O5 H5' 0.8200 .
O6 H6' 0.8200 .
N1 C1 1.331(2) .
N1 C5 1.354(3) .
N2 C12 1.327(3) .
N2 C9 1.359(3) .
C1 C2 1.401(3) .
C1 H1 0.9300 .
C2 C3 1.375(3) .
C2 H2 0.9300 .
C3 C4 1.413(3) .
C3 H3 0.9300 .
C4 C5 1.405(3) .
C4 C6 1.436(3) .
C5 C9 1.456(3) .
C6 C7 1.350(3) .
C6 H6 0.9300 .
C7 C8 1.443(3) .
C7 H7 0.9300 .
C8 C9 1.403(3) .
C8 C10 1.411(3) .
C10 C11 1.372(3) .
C10 H10 0.9300 .
C11 C12 1.400(3) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.521(3) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.397(3) .
C14 C19 1.408(3) .
C15 C16 1.387(3) .
C15 H15 0.9300 .
C16 C17 1.385(3) .
C16 H16 0.9300 .
C17 C18 1.377(3) .
C17 H17 0.9300 .
C18 C19 1.405(3) .
C18 H18 0.9300 .
C19 C20 1.511(3) .
C20 P2 1.811(2) 2_556
C20 H20A 0.9700 .
C20 H20B 0.9700 .
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_4
O2 Mn1 O1 P1 -43.22(14) . 3_556
O3 Mn1 O1 P1 61.92(14) . 3_556
N2 Mn1 O1 P1 161.49(11) . 3_556
N1 Mn1 O1 P1 -150.38(14) . 3_556
O4 P2 O2 Mn1 148.40(15) . .
O5 P2 O2 Mn1 27.32(19) . .
C20 P2 O2 Mn1 -87.45(17) 2_546 .
O1 Mn1 O2 P2 33.01(17) . .
O3 Mn1 O2 P2 -67.35(17) . .
N2 Mn1 O2 P2 -160.67(16) . .
N1 Mn1 O2 P2 121.95(16) . .
O1 P1 O3 Mn1 80.24(15) 3_556 .
O6 P1 O3 Mn1 -158.69(12) . .
C13 P1 O3 Mn1 -42.32(16) . .
O2 Mn1 O3 P1 -1.34(15) . .
O1 Mn1 O3 P1 -104.76(14) . .
N2 Mn1 O3 P1 107.23(14) . .
N1 Mn1 O3 P1 161.91(11) . .
O2 Mn1 N1 C1 -81.12(16) . .
O1 Mn1 N1 C1 19.29(15) . .
O3 Mn1 N1 C1 116.00(16) . .
N2 Mn1 N1 C1 174.57(16) . .
O2 Mn1 N1 C5 99.41(13) . .
O1 Mn1 N1 C5 -160.17(14) . .
O3 Mn1 N1 C5 -63.46(18) . .
N2 Mn1 N1 C5 -4.90(12) . .
O2 Mn1 N2 C12 79.93(16) . .
O1 Mn1 N2 C12 -125.66(16) . .
O3 Mn1 N2 C12 -23.69(16) . .
N1 Mn1 N2 C12 -176.60(17) . .
O2 Mn1 N2 C9 -98.14(14) . .
O1 Mn1 N2 C9 56.28(18) . .
O3 Mn1 N2 C9 158.25(13) . .
N1 Mn1 N2 C9 5.34(13) . .
C5 N1 C1 C2 -1.7(3) . .
Mn1 N1 C1 C2 178.83(14) . .
N1 C1 C2 C3 -0.9(3) . .
C1 C2 C3 C4 2.3(3) . .
C2 C3 C4 C5 -1.1(3) . .
C2 C3 C4 C6 177.28(19) . .
C1 N1 C5 C4 3.0(3) . .
Mn1 N1 C5 C4 -177.53(14) . .
C1 N1 C5 C9 -175.51(16) . .
Mn1 N1 C5 C9 4.0(2) . .
C3 C4 C5 N1 -1.6(3) . .
C6 C4 C5 N1 179.97(17) . .
C3 C4 C5 C9 176.88(17) . .
C6 C4 C5 C9 -1.6(3) . .
C5 C4 C6 C7 2.1(3) . .
C3 C4 C6 C7 -176.22(19) . .
C4 C6 C7 C8 -0.5(3) . .
C6 C7 C8 C9 -1.6(3) . .
C6 C7 C8 C10 178.00(19) . .
C12 N2 C9 C8 -0.6(3) . .
Mn1 N2 C9 C8 177.64(14) . .
C12 N2 C9 C5 176.51(16) . .
Mn1 N2 C9 C5 -5.2(2) . .
C10 C8 C9 N2 -0.5(3) . .
C7 C8 C9 N2 179.15(18) . .
C10 C8 C9 C5 -177.53(17) . .
C7 C8 C9 C5 2.1(3) . .
N1 C5 C9 N2 0.8(2) . .
C4 C5 C9 N2 -177.72(17) . .
N1 C5 C9 C8 178.03(16) . .
C4 C5 C9 C8 -0.5(3) . .
C9 C8 C10 C11 0.8(3) . .
C7 C8 C10 C11 -178.80(19) . .
C8 C10 C11 C12 -0.1(3) . .
C9 N2 C12 C11 1.4(3) . .
Mn1 N2 C12 C11 -176.64(15) . .
C10 C11 C12 N2 -1.1(3) . .
O1 P1 C13 C14 69.99(16) 3_556 .
O3 P1 C13 C14 -164.32(13) . .
O6 P1 C13 C14 -46.03(16) . .
P1 C13 C14 C15 -67.5(2) . .
P1 C13 C14 C19 111.65(19) . .
C19 C14 C15 C16 -0.5(3) . .
C13 C14 C15 C16 178.70(17) . .
C14 C15 C16 C17 0.8(3) . .
C15 C16 C17 C18 -0.1(3) . .
C16 C17 C18 C19 -0.8(3) . .
C17 C18 C19 C14 1.0(3) . .
C17 C18 C19 C20 -178.10(18) . .
C15 C14 C19 C18 -0.4(3) . .
C13 C14 C19 C18 -179.52(17) . .
C15 C14 C19 C20 178.68(18) . .
C13 C14 C19 C20 -0.5(3) . .
C18 C19 C20 P2 87.5(2) . 2_556
C14 C19 C20 P2 -91.5(2) . 2_556
