#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:02:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179464 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/61/4336136.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_4336136
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 H34 F12 N4 Mg O14'
_chemical_formula_sum            'C28 H34 F12 Mg N4 O14'
_chemical_formula_weight         902.90
_chemical_name_systematic
; 
[Mg(CH3H)6][O2C-2,6-(CF3CONH)2C6H3]2
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_date             'Wed Jun 29 10:27:13 2005'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.82(3)
_cell_angle_beta                 107.57(2)
_cell_angle_gamma                112.72(2)
_cell_formula_units_Z            1
_cell_length_a                   9.781(6)
_cell_length_b                   10.393(7)
_cell_length_c                   10.999(9)
_cell_measurement_reflns_used    5309
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     907.5(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_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  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0692
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9045
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       block
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4124
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0545
_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)+(0.0639P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1430
_reflns_number_gt                2540
_reflns_number_total             4124
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic400671v_si_002_5.cif
_cod_data_source_block           5
_cod_original_cell_volume        907.5(11)
_cod_database_code               4336136
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
Mg1 Mg 0.5000 0.0000 0.5000 0.0267(3) Uani 1 2 d S
F1 F 0.16677(18) 0.01771(19) -0.20818(15) 0.0489(4) Uani 1 1 d .
F2 F 0.42587(19) 0.16305(19) -0.09011(17) 0.0526(4) Uani 1 1 d .
F3 F 0.31690(19) -0.06294(17) -0.10132(17) 0.0488(4) Uani 1 1 d .
F4 F -0.3246(2) 0.5025(2) 0.02712(16) 0.0535(5) Uani 1 1 d .
F5 F -0.25201(19) 0.67696(18) 0.21668(17) 0.0509(4) Uani 1 1 d .
F6 F -0.42477(17) 0.44928(19) 0.16854(18) 0.0548(5) Uani 1 1 d .
O1 O 0.3549(3) 0.1028(3) 0.14038(19) 0.0557(6) Uani 1 1 d .
O2 O -0.0860(2) 0.5654(2) 0.36147(18) 0.0496(5) Uani 1 1 d .
O3 O 0.2665(2) -0.0274(2) 0.41540(18) 0.0369(5) Uani 1 1 d .
H6 H 0.203(3) -0.076(3) 0.331(3) 0.044 Uiso 1 1 d .
O4 O 0.5892(2) 0.2039(2) 0.65313(17) 0.0386(5) Uani 1 1 d D
H7 H 0.661(3) 0.233(3) 0.731(2) 0.046 Uiso 1 1 d D
O5 O 0.5575(2) 0.1033(2) 0.36929(19) 0.0429(5) Uani 1 1 d D
H8 H 0.491(3) 0.084(3) 0.293(2) 0.052 Uiso 1 1 d D
O11 O -0.0463(2) 0.1871(2) -0.15491(17) 0.0458(5) Uani 1 1 d .
O12 O -0.1844(2) 0.2929(2) -0.09694(17) 0.0457(5) Uani 1 1 d .
N1 N 0.1683(2) 0.1638(2) 0.0233(2) 0.0297(5) Uani 1 1 d D
H1 H 0.118(3) 0.162(3) -0.055(2) 0.036 Uiso 1 1 d D
N2 N -0.1209(2) 0.4174(2) 0.1534(2) 0.0303(5) Uani 1 1 d .
H2 H -0.172(3) 0.383(3) 0.062(3) 0.036 Uiso 1 1 d .
C1 C -0.0764(3) 0.2543(3) -0.0655(2) 0.0316(6) Uani 1 1 d .
C11 C 0.0189(3) 0.2870(3) 0.0851(2) 0.0272(5) Uani 1 1 d .
C12 C 0.1336(3) 0.2354(3) 0.1256(2) 0.0289(5) Uani 1 1 d .
C13 C 0.2089(3) 0.2534(3) 0.2622(2) 0.0349(6) Uani 1 1 d .
H3 H 0.2834 0.2161 0.2877 0.042 Uiso 1 1 calc R
C14 C 0.1745(3) 0.3256(3) 0.3599(2) 0.0369(6) Uani 1 1 d .
H4 H 0.2255 0.3374 0.4531 0.044 Uiso 1 1 calc R
C15 C 0.0678(3) 0.3812(3) 0.3258(2) 0.0332(6) Uani 1 1 d .
H5 H 0.0466 0.4317 0.3952 0.040 Uiso 1 1 calc R
C16 C -0.0088(3) 0.3634(3) 0.1900(2) 0.0285(5) Uani 1 1 d .
C17 C 0.2726(3) 0.1099(3) 0.0377(3) 0.0328(6) Uani 1 1 d .
C18 C 0.2941(3) 0.0557(3) -0.0923(3) 0.0342(6) Uani 1 1 d .
C27 C -0.1494(3) 0.5078(3) 0.2369(3) 0.0326(6) Uani 1 1 d .
C28 C -0.2882(3) 0.5344(3) 0.1598(3) 0.0384(6) Uani 1 1 d .
C31 C 0.1663(3) -0.0138(3) 0.4824(3) 0.0429(7) Uani 1 1 d .
H9 H 0.0730 -0.1138 0.4540 0.052 Uiso 1 1 calc R
H10 H 0.1256 0.0533 0.4566 0.052 Uiso 1 1 calc R
H11 H 0.2310 0.0283 0.5827 0.052 Uiso 1 1 calc R
C41 C 0.5446(3) 0.3188(3) 0.6588(3) 0.0448(7) Uani 1 1 d .
H12 H 0.4710 0.2996 0.5656 0.054 Uiso 1 1 calc R
H13 H 0.6435 0.4172 0.6958 0.054 Uiso 1 1 calc R
H14 H 0.4883 0.3192 0.7189 0.054 Uiso 1 1 calc R
C51 C 0.6892(3) 0.2455(3) 0.4032(3) 0.0535(8) Uani 1 1 d .
H15 H 0.6482 0.3169 0.3938 0.064 Uiso 1 1 calc R
H16 H 0.7413 0.2364 0.3408 0.064 Uiso 1 1 calc R
H17 H 0.7698 0.2824 0.4987 0.064 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
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
O4 Mg1 O4 179.999(1) 2_656 .
O4 Mg1 O5 91.50(10) 2_656 2_656
O4 Mg1 O5 88.50(10) . 2_656
O4 Mg1 O5 88.50(10) 2_656 .
O4 Mg1 O5 91.50(10) . .
O5 Mg1 O5 180.0 2_656 .
O4 Mg1 O3 86.64(8) 2_656 .
O4 Mg1 O3 93.36(8) . .
O5 Mg1 O3 90.73(8) 2_656 .
O5 Mg1 O3 89.27(8) . .
O4 Mg1 O3 93.36(8) 2_656 2_656
O4 Mg1 O3 86.64(8) . 2_656
O5 Mg1 O3 89.27(8) 2_656 2_656
O5 Mg1 O3 90.73(8) . 2_656
O3 Mg1 O3 180.0 . 2_656
C31 O3 Mg1 128.80(16) . .
C31 O3 H6 105.9(18) . .
Mg1 O3 H6 122.6(18) . .
C41 O4 Mg1 131.98(15) . .
C41 O4 H7 105(2) . .
Mg1 O4 H7 123(2) . .
C51 O5 Mg1 128.37(17) . .
C51 O5 H8 104(2) . .
Mg1 O5 H8 124(2) . .
C17 N1 C12 128.6(2) . .
C17 N1 H1 119.0(17) . .
C12 N1 H1 112.3(17) . .
C27 N2 C16 128.1(2) . .
C27 N2 H2 122.7(15) . .
C16 N2 H2 109.2(15) . .
O12 C1 O11 122.0(2) . .
O12 C1 C11 119.1(2) . .
O11 C1 C11 118.9(2) . .
C16 C11 C12 117.1(2) . .
C16 C11 C1 121.3(2) . .
C12 C11 C1 121.4(2) . .
C13 C12 N1 120.7(2) . .
C13 C12 C11 121.1(2) . .
N1 C12 C11 118.3(2) . .
C14 C13 C12 119.3(2) . .
C14 C13 H3 120.3 . .
C12 C13 H3 120.3 . .
C15 C14 C13 121.4(2) . .
C15 C14 H4 119.3 . .
C13 C14 H4 119.3 . .
C14 C15 C16 119.9(2) . .
C14 C15 H5 120.1 . .
C16 C15 H5 120.1 . .
C15 C16 C11 121.1(2) . .
C15 C16 N2 120.3(2) . .
C11 C16 N2 118.5(2) . .
O1 C17 N1 128.5(2) . .
O1 C17 C18 116.8(2) . .
N1 C17 C18 114.6(2) . .
F3 C18 F2 106.67(19) . .
F3 C18 F1 107.6(2) . .
F2 C18 F1 107.1(2) . .
F3 C18 C17 111.3(2) . .
F2 C18 C17 110.5(2) . .
F1 C18 C17 113.34(19) . .
O2 C27 N2 129.5(2) . .
O2 C27 C28 117.2(2) . .
N2 C27 C28 113.3(2) . .
F4 C28 F5 107.7(2) . .
F4 C28 F6 107.2(2) . .
F5 C28 F6 106.5(2) . .
F4 C28 C27 114.3(2) . .
F5 C28 C27 110.9(2) . .
F6 C28 C27 109.8(2) . .
O3 C31 H9 109.5 . .
O3 C31 H10 109.5 . .
H9 C31 H10 109.5 . .
O3 C31 H11 109.5 . .
H9 C31 H11 109.5 . .
H10 C31 H11 109.5 . .
O4 C41 H12 109.5 . .
O4 C41 H13 109.5 . .
H12 C41 H13 109.5 . .
O4 C41 H14 109.5 . .
H12 C41 H14 109.5 . .
H13 C41 H14 109.5 . .
O5 C51 H15 109.5 . .
O5 C51 H16 109.5 . .
H15 C51 H16 109.5 . .
O5 C51 H17 109.5 . .
H15 C51 H17 109.5 . .
H16 C51 H17 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg1 O4 2.047(2) 2_656
Mg1 O4 2.047(2) .
Mg1 O5 2.060(2) 2_656
Mg1 O5 2.060(2) .
Mg1 O3 2.064(2) .
Mg1 O3 2.064(2) 2_656
F1 C18 1.330(3) .
F2 C18 1.329(3) .
F3 C18 1.323(3) .
F4 C28 1.321(3) .
F5 C28 1.327(3) .
F6 C28 1.334(3) .
O1 C17 1.210(3) .
O2 C27 1.206(3) .
O3 C31 1.422(3) .
O3 H6 0.84(3) .
O4 C41 1.417(3) .
O4 H7 0.821(17) .
O5 C51 1.406(3) .
O5 H8 0.818(17) .
O11 C1 1.253(3) .
O12 C1 1.251(3) .
N1 C17 1.327(3) .
N1 C12 1.411(3) .
N1 H1 0.842(17) .
N2 C27 1.333(3) .
N2 C16 1.410(3) .
N2 H2 0.89(3) .
C1 C11 1.517(3) .
C11 C16 1.409(3) .
C11 C12 1.419(3) .
C12 C13 1.391(3) .
C13 C14 1.374(4) .
C13 H3 0.9500 .
C14 C15 1.374(3) .
C14 H4 0.9500 .
C15 C16 1.386(3) .
C15 H5 0.9500 .
C17 C18 1.523(4) .
C27 C28 1.529(4) .
C31 H9 0.9800 .
C31 H10 0.9800 .
C31 H11 0.9800 .
C41 H12 0.9800 .
C41 H13 0.9800 .
C41 H14 0.9800 .
C51 H15 0.9800 .
C51 H16 0.9800 .
C51 H17 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
O4 Mg1 O3 C31 129.9(2) 2_656
O4 Mg1 O3 C31 -50.1(2) .
O5 Mg1 O3 C31 38.4(2) 2_656
O5 Mg1 O3 C31 -141.6(2) .
O5 Mg1 O4 C41 -120.0(2) 2_656
O5 Mg1 O4 C41 60.0(2) .
O3 Mg1 O4 C41 -29.4(2) .
O3 Mg1 O4 C41 150.6(2) 2_656
O4 Mg1 O5 C51 -147.3(2) 2_656
O4 Mg1 O5 C51 32.7(2) .
O3 Mg1 O5 C51 126.0(2) .
O3 Mg1 O5 C51 -54.0(2) 2_656
O12 C1 C11 C16 -1.7(4) .
O11 C1 C11 C16 179.4(2) .
O12 C1 C11 C12 175.0(2) .
O11 C1 C11 C12 -3.8(4) .
C17 N1 C12 C13 -2.2(4) .
C17 N1 C12 C11 178.5(2) .
C16 C11 C12 C13 3.1(4) .
C1 C11 C12 C13 -173.8(2) .
C16 C11 C12 N1 -177.6(2) .
C1 C11 C12 N1 5.5(4) .
N1 C12 C13 C14 179.1(2) .
C11 C12 C13 C14 -1.6(4) .
C12 C13 C14 C15 -0.3(4) .
C13 C14 C15 C16 0.7(4) .
C14 C15 C16 C11 0.9(4) .
C14 C15 C16 N2 178.8(2) .
C12 C11 C16 C15 -2.7(4) .
C1 C11 C16 C15 174.2(2) .
C12 C11 C16 N2 179.4(2) .
C1 C11 C16 N2 -3.7(4) .
C27 N2 C16 C15 11.4(4) .
C27 N2 C16 C11 -170.7(2) .
C12 N1 C17 O1 4.4(5) .
C12 N1 C17 C18 -173.2(2) .
O1 C17 C18 F3 36.9(3) .
N1 C17 C18 F3 -145.2(2) .
O1 C17 C18 F2 -81.4(3) .
N1 C17 C18 F2 96.5(3) .
O1 C17 C18 F1 158.3(2) .
N1 C17 C18 F1 -23.7(3) .
C16 N2 C27 O2 0.9(5) .
C16 N2 C27 C28 -176.4(2) .
O2 C27 C28 F4 163.8(3) .
N2 C27 C28 F4 -18.5(3) .
O2 C27 C28 F5 41.9(3) .
N2 C27 C28 F5 -140.5(2) .
O2 C27 C28 F6 -75.6(3) .
N2 C27 C28 F6 102.0(3) .
