#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:02:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179464 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/61/4336132.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_4336132
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         'C18 H24 N2 Mg O10 '
_chemical_formula_sum            'C18 H24 Mg N2 O10'
_chemical_formula_weight         452.70
_chemical_name_systematic
; 
[Mg(O2C-2-CH3CONHC6H4)2(H2O)4]
;
_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             'Mon Jun 26 11:07:07 2006'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.785(2)
_cell_angle_beta                 102.010(3)
_cell_angle_gamma                95.572(3)
_cell_formula_units_Z            1
_cell_length_a                   6.7274(9)
_cell_length_b                   9.0901(10)
_cell_length_c                   9.8652(12)
_cell_measurement_reflns_used    2800
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     537.75(11)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0619
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4111
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       platelet
_exptl_crystal_F_000             238
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0543
_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)+(0.0775P)²+0.1220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1374
_refine_ls_wR_factor_ref         0.1618
_reflns_number_gt                1430
_reflns_number_total             1882
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic400671v_si_002_1.cif
_cod_data_source_block           1
_cod_database_code               4336132
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 0.0000 0.5000 0.5000 0.0297(4) Uani 1 2 d S
O1 O 0.0537(3) -0.0603(2) 0.7522(2) 0.0451(6) Uani 1 1 d .
O2 O 0.1158(3) 0.3742(2) 0.3207(2) 0.0362(5) Uani 1 1 d .
H9 H 0.093(5) 0.273(4) 0.302(3) 0.043 Uiso 1 1 d .
H10 H 0.244(5) 0.398(4) 0.318(3) 0.043 Uiso 1 1 d .
O3 O 0.2395(3) 0.6986(2) 0.5662(2) 0.0353(5) Uani 1 1 d .
H11 H 0.220(5) 0.784(4) 0.633(4) 0.042 Uiso 1 1 d .
H12 H 0.348(5) 0.662(4) 0.614(3) 0.042 Uiso 1 1 d .
O11 O 0.1760(3) 0.4059(2) 0.6352(2) 0.0336(5) Uani 1 1 d .
O12 O 0.4913(3) 0.5441(2) 0.6830(2) 0.0369(5) Uani 1 1 d .
N1 N 0.1228(3) 0.1854(3) 0.7429(3) 0.0323(6) Uani 1 1 d .
H1 H 0.075(4) 0.246(3) 0.696(3) 0.039 Uiso 1 1 d .
C1 C 0.3694(4) 0.4405(3) 0.6972(3) 0.0280(6) Uani 1 1 d .
C11 C 0.4569(4) 0.3556(3) 0.7955(3) 0.0288(6) Uani 1 1 d .
C12 C 0.3362(4) 0.2347(3) 0.8186(3) 0.0303(6) Uani 1 1 d .
C13 C 0.4291(4) 0.1723(3) 0.9203(3) 0.0368(7) Uani 1 1 d .
H2 H 0.3485 0.0933 0.9385 0.044 Uiso 1 1 calc R
C14 C 0.6370(4) 0.2244(3) 0.9945(3) 0.0398(7) Uani 1 1 d .
H3 H 0.6985 0.1790 1.0616 0.048 Uiso 1 1 calc R
C15 C 0.7568(4) 0.3413(3) 0.9726(3) 0.0399(7) Uani 1 1 d .
H4 H 0.8996 0.3772 1.0245 0.048 Uiso 1 1 calc R
C16 C 0.6651(4) 0.4055(3) 0.8735(3) 0.0355(7) Uani 1 1 d .
H5 H 0.7472 0.4862 0.8583 0.043 Uiso 1 1 calc R
C17 C -0.0044(4) 0.0467(3) 0.7124(3) 0.0339(6) Uani 1 1 d .
C18 C -0.2241(4) 0.0266(3) 0.6252(3) 0.0390(7) Uani 1 1 d .
H6 H -0.2619 -0.0760 0.5360 0.047 Uiso 1 1 calc R
H7 H -0.2368 0.1158 0.5928 0.047 Uiso 1 1 calc R
H8 H -0.3169 0.0270 0.6898 0.047 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'
H H 0.0000 0.0000 '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'
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'
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 Mg1 O2 180.0 2_566 .
O2 Mg1 O11 89.49(7) 2_566 .
O2 Mg1 O11 90.51(7) . .
O2 Mg1 O11 90.51(7) 2_566 2_566
O2 Mg1 O11 89.49(7) . 2_566
O11 Mg1 O11 180.0 . 2_566
O2 Mg1 O3 90.36(8) 2_566 .
O2 Mg1 O3 89.64(8) . .
O11 Mg1 O3 91.76(7) . .
O11 Mg1 O3 88.24(7) 2_566 .
O2 Mg1 O3 89.64(8) 2_566 2_566
O2 Mg1 O3 90.36(8) . 2_566
O11 Mg1 O3 88.24(7) . 2_566
O11 Mg1 O3 91.76(7) 2_566 2_566
O3 Mg1 O3 180.000(1) . 2_566
Mg1 O2 H9 109.7(19) . .
Mg1 O2 H10 124(2) . .
H9 O2 H10 106(3) . .
Mg1 O3 H11 113(2) . .
Mg1 O3 H12 99.0(18) . .
H11 O3 H12 108(3) . .
C1 O11 Mg1 129.83(15) . .
C17 N1 C12 128.4(2) . .
C17 N1 H1 116.3(19) . .
C12 N1 H1 114.2(18) . .
O12 C1 O11 123.1(2) . .
O12 C1 C11 118.3(2) . .
O11 C1 C11 118.6(2) . .
C16 C11 C12 118.4(2) . .
C16 C11 C1 117.8(2) . .
C12 C11 C1 123.7(2) . .
C13 C12 N1 121.7(2) . .
C13 C12 C11 119.2(2) . .
N1 C12 C11 119.1(2) . .
C14 C13 C12 120.5(2) . .
C14 C13 H2 119.7 . .
C12 C13 H2 119.7 . .
C15 C14 C13 121.0(2) . .
C15 C14 H3 119.5 . .
C13 C14 H3 119.5 . .
C14 C15 C16 118.8(3) . .
C14 C15 H4 120.6 . .
C16 C15 H4 120.6 . .
C15 C16 C11 122.1(2) . .
C15 C16 H5 119.0 . .
C11 C16 H5 119.0 . .
O1 C17 N1 122.9(3) . .
O1 C17 C18 121.0(2) . .
N1 C17 C18 116.1(2) . .
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 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg1 O2 2.071(2) 2_566
Mg1 O2 2.071(2) .
Mg1 O11 2.0732(16) .
Mg1 O11 2.0732(15) 2_566
Mg1 O3 2.0986(18) .
Mg1 O3 2.0987(18) 2_566
O1 C17 1.243(3) .
O2 H9 0.86(3) .
O2 H10 0.88(3) .
O3 H11 0.85(3) .
O3 H12 0.94(3) .
O11 C1 1.270(3) .
O12 C1 1.255(3) .
N1 C17 1.347(3) .
N1 C12 1.414(3) .
N1 H1 0.88(3) .
C1 C11 1.513(3) .
C11 C16 1.389(3) .
C11 C12 1.416(3) .
C12 C13 1.396(4) .
C13 C14 1.380(4) .
C13 H2 0.9500 .
C14 C15 1.380(4) .
C14 H3 0.9500 .
C15 C16 1.385(4) .
C15 H4 0.9500 .
C16 H5 0.9500 .
C17 C18 1.503(4) .
C18 H6 0.9800 .
C18 H7 0.9800 .
C18 H8 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
O2 Mg1 O11 C1 -105.9(2) 2_566
O2 Mg1 O11 C1 74.1(2) .
O3 Mg1 O11 C1 -15.5(2) .
O3 Mg1 O11 C1 164.5(2) 2_566
Mg1 O11 C1 O12 -0.7(4) .
Mg1 O11 C1 C11 177.98(16) .
O12 C1 C11 C16 4.5(4) .
O11 C1 C11 C16 -174.2(2) .
O12 C1 C11 C12 -179.0(2) .
O11 C1 C11 C12 2.3(4) .
C17 N1 C12 C13 -24.0(4) .
C17 N1 C12 C11 158.7(3) .
C16 C11 C12 C13 1.1(4) .
C1 C11 C12 C13 -175.3(2) .
C16 C11 C12 N1 178.4(2) .
C1 C11 C12 N1 2.0(4) .
N1 C12 C13 C14 -178.9(3) .
C11 C12 C13 C14 -1.7(4) .
C12 C13 C14 C15 1.4(4) .
C13 C14 C15 C16 -0.4(4) .
C14 C15 C16 C11 -0.1(4) .
C12 C11 C16 C15 -0.2(4) .
C1 C11 C16 C15 176.5(2) .
C12 N1 C17 O1 1.4(4) .
C12 N1 C17 C18 -178.1(2) .
