#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:31:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180083 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/29/7052970.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_7052970
loop_
_publ_author_name
'Braga, Dario'
'Chelazzi, Laura'
'Ciabatti, Iacopo'
'Grepioni, Fabrizia'
_publ_section_title
;
 From 3D channelled frameworks to 2D layered structures in molecular salts
 of l-serine and dl-serine with oxalic acid
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              97
_journal_paper_doi               10.1039/c2nj40379j
_journal_volume                  37
_journal_year                    2013
_chemical_formula_sum            'C8 H20 N2 O12'
_chemical_formula_weight         336.26
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.668(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.8685(3)
_cell_length_b                   17.2207(12)
_cell_length_c                   17.2062(15)
_cell_measurement_temperature    293(2)
_cell_volume                     1441.94(18)
_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 0.886
_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  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0760
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10902
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.32
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.255
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3502
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.255
_refine_ls_R_factor_all          0.1464
_refine_ls_R_factor_gt           0.1065
_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)+(0.0861P)²+1.7987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2271
_refine_ls_wR_factor_ref         0.2465
_reflns_number_gt                2431
_reflns_number_total             3502
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2nj40379j.txt
_cod_data_source_block           DL_2H2O
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7052970
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
O13 O 0.9785(6) 0.28750(18) 0.71786(19) 0.0329(8) Uani 1 1 d .
O14 O 0.4945(6) 0.25161(18) 0.78903(19) 0.0326(8) Uani 1 1 d .
O10 O 0.9780(6) 0.27683(19) 0.4149(2) 0.0341(8) Uani 1 1 d .
N1 N 0.9003(7) 0.4451(2) 0.6754(2) 0.0227(8) Uani 1 1 d .
H1A H 1.0386 0.4553 0.6443 0.034 Uiso 1 1 calc R
H1B H 0.7414 0.4518 0.6493 0.034 Uiso 1 1 calc R
H1C H 0.9126 0.3962 0.6919 0.034 Uiso 1 1 calc R
N10 N 0.5894(7) 0.1714(2) 0.4339(2) 0.0236(8) Uani 1 1 d .
H10A H 0.4486 0.1404 0.4440 0.035 Uiso 1 1 calc R
H10B H 0.7463 0.1458 0.4424 0.035 Uiso 1 1 calc R
H10C H 0.5775 0.1866 0.3845 0.035 Uiso 1 1 calc R
C10 C 0.8253(8) 0.2919(2) 0.4667(3) 0.0233(9) Uani 1 1 d .
C12 C 0.5845(9) 0.2165(3) 0.5711(3) 0.0294(10) Uani 1 1 d .
H12A H 0.5374 0.2606 0.6030 0.035 Uiso 1 1 calc R
H12B H 0.4472 0.1765 0.5782 0.035 Uiso 1 1 calc R
C11 C 0.5824(8) 0.2410(2) 0.4858(3) 0.0220(9) Uani 1 1 d .
H11 H 0.4128 0.2699 0.4742 0.026 Uiso 1 1 calc R
O2 O 0.2653(6) -0.03482(17) 0.44372(18) 0.0281(7) Uani 1 1 d .
O1 O 0.1094(6) 0.08631(17) 0.45724(19) 0.0293(7) Uani 1 1 d .
O6 O 0.6646(6) 0.5286(2) 0.85394(19) 0.0347(8) Uani 1 1 d .
H6 H 0.5158 0.5241 0.8746 0.052 Uiso 1 1 calc R
O7 O 0.6427(6) 0.59988(18) 0.68344(18) 0.0325(8) Uani 1 1 d .
H7 H 0.6428 0.5924 0.6364 0.049 Uiso 1 1 calc R
O12 O 0.8445(7) 0.18800(19) 0.59500(19) 0.0355(8) Uani 1 1 d .
H12 H 0.8611 0.1430 0.5802 0.053 Uiso 1 1 calc R
O11 O 0.8461(6) 0.35299(18) 0.5120(2) 0.0364(8) Uani 1 1 d .
H11A H 0.9934 0.3747 0.5052 0.055 Uiso 1 1 calc R
O5 O 0.5229(6) 0.42638(19) 0.7836(2) 0.0356(8) Uani 1 1 d .
C4 C 0.9140(8) 0.4986(2) 0.7435(2) 0.0210(9) Uani 1 1 d .
H4 H 1.0873 0.4898 0.7726 0.025 Uiso 1 1 calc R
C2 C 1.3863(8) 0.4738(2) 0.5169(2) 0.0198(8) Uani 1 1 d .
O3 O 1.3752(6) 0.46769(19) 0.58850(17) 0.0294(7) Uani 1 1 d .
O4 O 1.2305(6) 0.44038(19) 0.46745(18) 0.0303(8) Uani 1 1 d .
C1 C 0.1082(8) 0.0156(2) 0.4709(2) 0.0197(8) Uani 1 1 d .
C3 C 0.6768(8) 0.4802(2) 0.7958(2) 0.0212(9) Uani 1 1 d .
C5 C 0.9045(9) 0.5828(3) 0.7160(3) 0.0299(10) Uani 1 1 d .
H5A H 0.9440 0.6172 0.7595 0.036 Uiso 1 1 calc R
H5B H 1.0430 0.5911 0.6775 0.036 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'
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_3
O10 C10 O11 124.9(4) .
O10 C10 C11 122.6(4) .
O11 C10 C11 112.5(4) .
O12 C12 C11 111.0(3) .
N10 C11 C10 107.6(3) .
N10 C11 C12 110.7(3) .
C10 C11 C12 112.7(3) .
N1 C4 C3 108.6(3) .
N1 C4 C5 110.1(3) .
C3 C4 C5 111.5(3) .
O3 C2 O4 126.0(4) .
O3 C2 C2 118.2(4) 3_866
O4 C2 C2 115.7(4) 3_866
O1 C1 O2 127.0(4) .
O1 C1 C1 117.7(4) 3_556
O2 C1 C1 115.3(4) 3_556
O5 C3 O6 125.7(4) .
O5 C3 C4 122.4(4) .
O6 C3 C4 111.9(4) .
O7 C5 C4 109.9(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O10 C10 1.205(5) .
N1 C4 1.492(5) .
N10 C11 1.495(5) .
C10 O11 1.312(5) .
C10 C11 1.516(6) .
C12 O12 1.408(6) .
C12 C11 1.526(6) .
O2 C1 1.257(5) .
O1 C1 1.240(5) .
O6 C3 1.304(5) .
O7 C5 1.408(6) .
O5 C3 1.206(5) .
C4 C3 1.518(6) .
C4 C5 1.525(6) .
C2 O3 1.240(5) .
C2 O4 1.262(5) .
C2 C2 1.553(7) 3_866
C1 C1 1.569(7) 3_556
