#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:02:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179464 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/61/4336134.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_4336134
loop_
_publ_author_name
'Taka-aki Okamura'
'Junko Nakagawa'
_publ_section_title
;
 Contribution of Intramolecular NH...O Hydrogen Bonds to
 Magnesium-Carboxylate Bonds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10812
_journal_page_last               10824
_journal_paper_doi               10.1021/ic400671v
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C28 H44 Mg N6 O14'
_chemical_formula_sum            'C28 H44 Mg N6 O14'
_chemical_formula_weight         713.00
_chemical_name_systematic
; 
[Mg(dmf)2(H2O)4][O2C-2,6-(CH3CONH)2C6H3]2 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-06-25
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.963(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.2851(14)
_cell_length_b                   5.2966(5)
_cell_length_c                   23.179(2)
_cell_measurement_reflns_used    4709
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.11
_cell_volume                     1721.8(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1566
_diffrn_reflns_av_sigmaI/netI    0.1245
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13036
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.11
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9937
_exptl_absorpt_correction_T_min  0.9691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       platelet
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3030
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.0788
_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)+(0.0944P)²+1.1908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1902
_refine_ls_wR_factor_ref         0.2177
_reflns_number_gt                1922
_reflns_number_total             3030
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic400671v_si_002_3.cif
_cod_data_source_block           3
_cod_database_code               4336134
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Mg1 Mg 0.0000 0.0000 0.0000 0.0353(5) Uani 1 2 d S
O1 O 0.1604(2) 0.8925(6) 0.17210(14) 0.0528(8) Uani 1 1 d .
O2 O 0.4839(2) 0.0894(7) 0.41039(16) 0.0654(10) Uani 1 1 d .
O3 O 0.1378(2) 0.1211(7) 0.02355(14) 0.0537(9) Uani 1 1 d D
O11 O 0.1513(2) 0.7560(5) 0.37824(13) 0.0430(7) Uani 1 1 d .
O12 O 0.1383(2) 0.3386(5) 0.36483(13) 0.0443(8) Uani 1 1 d .
O31 O -0.0511(2) 0.3102(5) 0.03739(14) 0.0480(8) Uani 1 1 d D
H26 H -0.089(3) 0.284(9) 0.0672(17) 0.058 Uiso 1 1 d D
H27 H -0.023(3) 0.473(6) 0.043(2) 0.058 Uiso 1 1 d D
O32 O 0.0083(2) -0.1961(5) 0.07948(12) 0.038 Uani 1 1 d D
H28 H 0.063(2) -0.156(8) 0.1083(15) 0.046 Uiso 1 1 d D
H29 H -0.046(2) -0.176(8) 0.0981(17) 0.046 Uiso 1 1 d D
N1 N 0.1874(2) 0.9257(6) 0.27115(15) 0.036 Uani 1 1 d .
H1 H 0.167(3) 0.996(8) 0.3031(19) 0.043 Uiso 1 1 d .
N2 N 0.3284(3) 0.1979(6) 0.38343(15) 0.040 Uani 1 1 d .
H2 H 0.268(3) 0.162(8) 0.3899(18) 0.048 Uiso 1 1 d .
N3 N 0.2750(3) 0.2438(8) 0.08130(18) 0.052 Uani 1 1 d .
C1 C 0.1760(3) 0.5520(8) 0.35918(18) 0.037 Uani 1 1 d .
C11 C 0.2580(3) 0.5579(7) 0.32677(17) 0.031 Uani 1 1 d .
C12 C 0.2620(3) 0.7446(8) 0.28404(18) 0.037 Uani 1 1 d .
C13 C 0.3390(3) 0.7586(8) 0.2560(2) 0.043 Uani 1 1 d .
H3 H 0.3414 0.8848 0.2272 0.052 Uiso 1 1 calc R
C14 C 0.4129(3) 0.5858(9) 0.2705(2) 0.0476(12) Uani 1 1 d .
H4 H 0.4657 0.5945 0.2512 0.057 Uiso 1 1 calc R
C15 C 0.4110(3) 0.4003(8) 0.3127(2) 0.0439(11) Uani 1 1 d .
H5 H 0.4624 0.2845 0.3224 0.053 Uiso 1 1 calc R
C16 C 0.3341(3) 0.3864(8) 0.34034(17) 0.0359(9) Uani 1 1 d .
C17 C 0.1441(3) 0.9948(8) 0.21679(19) 0.0401(10) Uani 1 1 d .
C18 C 0.0739(3) 1.2080(8) 0.2142(2) 0.0487(11) Uani 1 1 d .
H6 H 0.1027 1.3640 0.2030 0.058 Uiso 1 1 calc R
H7 H 0.0569 1.2301 0.2529 0.058 Uiso 1 1 calc R
H8 H 0.0165 1.1689 0.1852 0.058 Uiso 1 1 calc R
C27 C 0.4012(3) 0.0623(9) 0.4147(2) 0.0450(11) Uani 1 1 d .
C28 C 0.3724(3) -0.1276(9) 0.4560(2) 0.0515(12) Uani 1 1 d .
H9 H 0.3911 -0.2969 0.4455 0.062 Uiso 1 1 calc R
H10 H 0.3031 -0.1217 0.4532 0.062 Uiso 1 1 calc R
H11 H 0.4041 -0.0883 0.4963 0.062 Uiso 1 1 calc R
C31 C 0.1808(5) 0.2472(12) 0.0628(3) 0.0473(18) Uani 0.756(9) 1 d PDU
H12 H 0.1448 0.3583 0.0823 0.057 Uiso 0.756(9) 1 calc PR
C31B C 0.2151(11) 0.078(4) 0.0419(10) 0.052(5) Uani 0.244(9) 1 d PDU
H19 H 0.2414 -0.0754 0.0306 0.062 Uiso 0.244(9) 1 calc PR
C32 C 0.3362(6) 0.0911(15) 0.0583(5) 0.074(3) Uani 0.756(9) 1 d PU
H13 H 0.3036 0.0237 0.0204 0.089 Uiso 0.756(9) 1 calc PR
H14 H 0.3568 -0.0487 0.0855 0.089 Uiso 0.756(9) 1 calc PR
H15 H 0.3919 0.1892 0.0527 0.089 Uiso 0.756(9) 1 calc PR
C32B C 0.256(2) 0.451(5) 0.0974(14) 0.075(7) Uani 0.244(9) 1 d PU
H20 H 0.2892 0.5786 0.0783 0.090 Uiso 0.244(9) 1 calc PR
H21 H 0.2767 0.4630 0.1402 0.090 Uiso 0.244(9) 1 calc PR
H22 H 0.1871 0.4782 0.0870 0.090 Uiso 0.244(9) 1 calc PR
C33 C 0.3146(6) 0.4034(14) 0.1341(3) 0.059(2) Uani 0.756(9) 1 d PU
H16 H 0.3709 0.4949 0.1269 0.071 Uiso 0.756(9) 1 calc PR
H17 H 0.3326 0.2947 0.1686 0.071 Uiso 0.756(9) 1 calc PR
H18 H 0.2661 0.5244 0.1411 0.071 Uiso 0.756(9) 1 calc PR
C33B C 0.3737(16) 0.095(4) 0.0948(13) 0.059(7) Uani 0.244(9) 1 d PU
H23 H 0.4256 0.2092 0.0899 0.071 Uiso 0.244(9) 1 calc PR
H24 H 0.3714 -0.0472 0.0675 0.071 Uiso 0.244(9) 1 calc PR
H25 H 0.3848 0.0317 0.1352 0.071 Uiso 0.244(9) 1 calc PR
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'
Mg Mg 0.0486 0.0363 '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'
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
O3 Mg1 O3 180.0 3 .
O3 Mg1 O31 92.17(14) 3 3
O3 Mg1 O31 87.83(14) . 3
O3 Mg1 O31 87.83(14) 3 .
O3 Mg1 O31 92.17(14) . .
O31 Mg1 O31 180.0 3 .
O3 Mg1 O32 88.25(12) 3 .
O3 Mg1 O32 91.75(12) . .
O31 Mg1 O32 90.54(11) 3 .
O31 Mg1 O32 89.46(11) . .
O3 Mg1 O32 91.75(12) 3 3
O3 Mg1 O32 88.25(12) . 3
O31 Mg1 O32 89.46(11) 3 3
O31 Mg1 O32 90.54(11) . 3
O32 Mg1 O32 180.0 . 3
C31B O3 Mg1 149.3(10) . .
C31 O3 Mg1 134.8(4) . .
Mg1 O31 H26 119(3) . .
Mg1 O31 H27 128(3) . .
H26 O31 H27 108(4) . .
Mg1 O32 H28 114(2) . .
Mg1 O32 H29 115(3) . .
H28 O32 H29 106(3) . .
C17 N1 C12 124.9(3) . .
C17 N1 H1 119(3) . .
C12 N1 H1 116(3) . .
C27 N2 C16 127.2(4) . .
C27 N2 H2 117(3) . .
C16 N2 H2 116(3) . .
C31 N3 C32 124.3(6) . .
C32B N3 C31B 128.1(15) . .
C31 N3 C33 117.0(5) . .
C32 N3 C33 118.5(6) . .
C32B N3 C33B 129.1(16) . .
C31B N3 C33B 102.7(12) . .
O11 C1 O12 125.6(4) . .
O11 C1 C11 117.3(3) . .
O12 C1 C11 117.1(3) . .
C16 C11 C12 118.6(4) . .
C16 C11 C1 121.1(3) . .
C12 C11 C1 120.3(4) . .
C13 C12 C11 120.7(4) . .
C13 C12 N1 119.8(4) . .
C11 C12 N1 119.5(4) . .
C12 C13 C14 119.2(4) . .
C12 C13 H3 120.4 . .
C14 C13 H3 120.4 . .
C13 C14 C15 121.4(4) . .
C13 C14 H4 119.3 . .
C15 C14 H4 119.3 . .
C16 C15 C14 119.3(4) . .
C16 C15 H5 120.4 . .
C14 C15 H5 120.4 . .
C15 C16 C11 120.9(4) . .
C15 C16 N2 121.4(4) . .
C11 C16 N2 117.7(4) . .
O1 C17 N1 122.9(4) . .
O1 C17 C18 122.0(4) . .
N1 C17 C18 115.2(4) . .
C17 C18 H6 109.5 . .
C17 C18 H7 109.5 . .
H6 C18 H7 109.5 . .
C17 C18 H8 109.5 . .
H6 C18 H8 109.5 . .
H7 C18 H8 109.5 . .
O2 C27 N2 123.7(4) . .
O2 C27 C28 121.5(4) . .
N2 C27 C28 114.8(4) . .
C27 C28 H9 109.5 . .
C27 C28 H10 109.5 . .
H9 C28 H10 109.5 . .
C27 C28 H11 109.5 . .
H9 C28 H11 109.5 . .
H10 C28 H11 109.5 . .
O3 C31 N3 125.2(6) . .
O3 C31 H12 117.4 . .
N3 C31 H12 117.4 . .
O3 C31B N3 122.5(16) . .
O3 C31B H19 118.7 . .
N3 C31B H19 118.7 . .
N3 C32 H13 109.5 . .
N3 C32 H14 109.5 . .
H13 C32 H14 109.5 . .
N3 C32 H15 109.5 . .
H13 C32 H15 109.5 . .
H14 C32 H15 109.5 . .
N3 C32B H20 109.5 . .
N3 C32B H21 109.5 . .
H20 C32B H21 109.5 . .
N3 C32B H22 109.5 . .
H20 C32B H22 109.5 . .
H21 C32B H22 109.5 . .
N3 C33 H16 109.5 . .
N3 C33 H17 109.5 . .
H16 C33 H17 109.5 . .
N3 C33 H18 109.5 . .
H16 C33 H18 109.5 . .
H17 C33 H18 109.5 . .
N3 C33B H23 109.5 . .
N3 C33B H24 109.5 . .
H23 C33B H24 109.5 . .
N3 C33B H25 109.5 . .
H23 C33B H25 109.5 . .
H24 C33B H25 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg1 O3 2.044(3) 3
Mg1 O3 2.044(3) .
Mg1 O31 2.055(3) 3
Mg1 O31 2.055(3) .
Mg1 O32 2.099(3) .
Mg1 O32 2.099(3) 3
O1 C17 1.230(5) .
O2 C27 1.212(5) .
O3 C31B 1.129(15) .
O3 C31 1.199(7) .
O11 C1 1.244(5) .
O12 C1 1.270(5) .
O31 H26 0.96(2) .
O31 H27 0.95(3) .
O32 H28 0.95(2) .
O32 H29 0.96(2) .
N1 C17 1.345(5) .
N1 C12 1.423(5) .
N1 H1 0.93(4) .
N2 C27 1.356(6) .
N2 C16 1.426(5) .
N2 H2 0.93(4) .
N3 C32B 1.20(2) .
N3 C31 1.333(7) .
N3 C32 1.370(8) .
N3 C31B 1.43(2) .
N3 C33 1.506(8) .
N3 C33B 1.59(2) .
C1 C11 1.507(5) .
C11 C16 1.405(6) .
C11 C12 1.408(5) .
C12 C13 1.382(6) .
C13 C14 1.389(6) .
C13 H3 0.9500 .
C14 C15 1.390(6) .
C14 H4 0.9500 .
C15 C16 1.374(6) .
C15 H5 0.9500 .
C17 C18 1.503(6) .
C18 H6 0.9800 .
C18 H7 0.9800 .
C18 H8 0.9800 .
C27 C28 1.500(6) .
C28 H9 0.9800 .
C28 H10 0.9800 .
C28 H11 0.9800 .
C31 H12 0.9500 .
C31B H19 0.9500 .
C32 H13 0.9800 .
C32 H14 0.9800 .
C32 H15 0.9800 .
C32B H20 0.9800 .
C32B H21 0.9800 .
C32B H22 0.9800 .
C33 H16 0.9800 .
C33 H17 0.9800 .
C33 H18 0.9800 .
C33B H23 0.9800 .
C33B H24 0.9800 .
C33B H25 0.9800 .
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
O31 Mg1 O3 C31B -43(2) 3
O31 Mg1 O3 C31B 137(2) .
O32 Mg1 O3 C31B 47(2) .
O32 Mg1 O3 C31B -133(2) 3
O31 Mg1 O3 C31 -151.1(6) 3
O31 Mg1 O3 C31 28.9(6) .
O32 Mg1 O3 C31 -60.6(6) .
O32 Mg1 O3 C31 119.4(6) 3
O11 C1 C11 C16 131.6(4) .
O12 C1 C11 C16 -48.2(5) .
O11 C1 C11 C12 -45.3(6) .
O12 C1 C11 C12 134.9(4) .
C16 C11 C12 C13 0.0(6) .
C1 C11 C12 C13 177.0(4) .
C16 C11 C12 N1 -177.8(4) .
C1 C11 C12 N1 -0.8(6) .
C17 N1 C12 C13 48.1(6) .
C17 N1 C12 C11 -134.0(4) .
C11 C12 C13 C14 0.0(7) .
N1 C12 C13 C14 177.8(4) .
C12 C13 C14 C15 -0.3(7) .
C13 C14 C15 C16 0.6(7) .
C14 C15 C16 C11 -0.5(6) .
C14 C15 C16 N2 179.3(4) .
C12 C11 C16 C15 0.2(6) .
C1 C11 C16 C15 -176.7(4) .
C12 C11 C16 N2 -179.6(4) .
C1 C11 C16 N2 3.5(6) .
C27 N2 C16 C15 20.0(7) .
C27 N2 C16 C11 -160.2(4) .
C12 N1 C17 O1 5.7(7) .
C12 N1 C17 C18 -174.2(4) .
C16 N2 C27 O2 1.5(7) .
C16 N2 C27 C28 -178.6(4) .
Mg1 O3 C31 N3 158.2(4) .
C32 N3 C31 O3 -1.1(10) .
C31B N3 C31 O3 -10.8(11) .
C33 N3 C31 O3 -175.9(6) .
Mg1 O3 C31B N3 -140.1(12) .
C32B N3 C31B O3 -5(3) .
C33B N3 C31B O3 178.7(18) .
