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#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/01/1520172.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_1520172
loop_
_publ_author_name
'Callear, Samantha K.'
'Hursthouse, Michael B.'
_publ_section_title
;
 Maleic acid + morpholine
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              500
_journal_year                    2008
_chemical_formula_sum            'C10 H17 N O5'
_chemical_formula_weight         231.25
_chemical_name_systematic
;
Maleic acid + morpholine
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 97.458(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.7683(9)
_cell_length_b                   13.702(3)
_cell_length_c                   14.442(3)
_cell_measurement_reflns_used    3704
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1131.8(4)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1974
_diffrn_reflns_av_sigmaI/netI    0.1928
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12271
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.9989
_exptl_absorpt_correction_T_min  0.9808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.2800
_refine_ls_R_factor_gt           0.1456
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0425P)²+9.2255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2528
_refine_ls_wR_factor_ref         0.3147
_reflns_number_gt                1150
_reflns_number_total             2590
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-500.cif
_cod_data_source_block           07skc0004p21c
_cod_depositor_comments
;
Citation :
Callear, Samantha K. and Hursthouse, Michael B. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/500)

More at:
http://ecrystals.chem.soton.ac.uk/500/
;
_cod_original_cell_volume        1131.8(3)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1520172
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2485(12) 1.0650(6) 0.0988(5) 0.0289(18) Uani 1 1 d . . .
C2 C -0.2177(13) 0.9551(6) 0.0987(5) 0.0292(18) Uani 1 1 d . . .
H2A H -0.3396 0.9242 0.1313 0.035 Uiso 1 1 calc R . .
H2B H -0.2370 0.9310 0.0335 0.035 Uiso 1 1 calc R . .
C3 C 0.0197(12) 0.9268(5) 0.1464(5) 0.0247(17) Uani 1 1 d . . .
H3 H 0.1393 0.9671 0.1196 0.030 Uiso 1 1 calc R . .
C4 C 0.0672(13) 0.8196(6) 0.1276(5) 0.0275(18) Uani 1 1 d . . .
C5 C -0.5232(13) 1.1905(6) 0.1047(6) 0.035(2) Uani 1 1 d . . .
H5A H -0.4086 1.2276 0.1468 0.052 Uiso 1 1 calc R . .
H5B H -0.6797 1.2008 0.1225 0.052 Uiso 1 1 calc R . .
H5C H -0.5203 1.2128 0.0404 0.052 Uiso 1 1 calc R . .
C6 C 0.3591(14) 0.6992(6) 0.1369(6) 0.035(2) Uani 1 1 d . . .
H6A H 0.2909 0.6600 0.1833 0.053 Uiso 1 1 calc R . .
H6B H 0.5296 0.6919 0.1464 0.053 Uiso 1 1 calc R . .
H6C H 0.2976 0.6769 0.0740 0.053 Uiso 1 1 calc R . .
C22 C 0.2706(13) 0.9753(6) 0.2902(5) 0.0295(19) Uani 1 1 d . . .
H22A H 0.3303 1.0303 0.2556 0.035 Uiso 1 1 calc R . .
H22B H 0.3770 0.9190 0.2875 0.035 Uiso 1 1 calc R . .
C23 C 0.2614(14) 1.0044(6) 0.3912(5) 0.0303(19) Uani 1 1 d . . .
H23A H 0.4206 1.0219 0.4206 0.036 Uiso 1 1 calc R . .
H23B H 0.1606 1.0626 0.3930 0.036 Uiso 1 1 calc R . .
C25 C -0.0579(13) 0.9036(6) 0.4021(5) 0.033(2) Uani 1 1 d . . .
H25A H -0.1617 0.9608 0.4046 0.039 Uiso 1 1 calc R . .
H25B H -0.1175 0.8504 0.4390 0.039 Uiso 1 1 calc R . .
C26 C -0.0622(13) 0.8710(6) 0.3018(5) 0.0317(19) Uani 1 1 d . . .
H26A H 0.0321 0.8109 0.2994 0.038 Uiso 1 1 calc R . .
H26B H -0.2248 0.8562 0.2745 0.038 Uiso 1 1 calc R . .
N21 N 0.0341(10) 0.9491(5) 0.2477(4) 0.0256(14) Uani 1 1 d . . .
O1A O -0.1029(9) 1.1236(4) 0.0857(4) 0.0413(16) Uani 1 1 d . . .
O1B O -0.4669(9) 1.0895(4) 0.1111(4) 0.0307(13) Uani 1 1 d . . .
O4A O 0.2992(9) 0.8007(4) 0.1472(4) 0.0329(14) Uani 1 1 d . . .
O4B O -0.0764(9) 0.7598(4) 0.1020(4) 0.0345(14) Uani 1 1 d . . .
O24 O 0.1742(9) 0.9288(4) 0.4420(4) 0.0353(14) Uani 1 1 d . . .
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_1
_geom_angle_site_symmetry_3
O1A C1 O1B 123.1(8) . .
O1A C1 C2 125.6(7) . .
O1B C1 C2 111.2(7) . .
C3 C2 C1 110.8(6) . .
C3 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
C3 C2 H2B 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
N21 C3 C2 109.3(6) . .
N21 C3 C4 112.6(6) . .
C2 C3 C4 110.0(6) . .
N21 C3 H3 108.3 . .
C2 C3 H3 108.3 . .
C4 C3 H3 108.3 . .
O4B C4 O4A 124.2(7) . .
O4B C4 C3 125.8(7) . .
O4A C4 C3 110.0(6) . .
O1B C5 H5A 109.5 . .
O1B C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
O1B C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
O4A C6 H6A 109.5 . .
O4A C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
O4A C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N21 C22 C23 108.6(6) . .
N21 C22 H22A 110.0 . .
C23 C22 H22A 110.0 . .
N21 C22 H22B 110.0 . .
C23 C22 H22B 110.0 . .
H22A C22 H22B 108.3 . .
O24 C23 C22 111.7(7) . .
O24 C23 H23A 109.3 . .
C22 C23 H23A 109.3 . .
O24 C23 H23B 109.3 . .
C22 C23 H23B 109.3 . .
H23A C23 H23B 107.9 . .
O24 C25 C26 110.8(6) . .
O24 C25 H25A 109.5 . .
C26 C25 H25A 109.5 . .
O24 C25 H25B 109.5 . .
C26 C25 H25B 109.5 . .
H25A C25 H25B 108.1 . .
N21 C26 C25 109.4(6) . .
N21 C26 H26A 109.8 . .
C25 C26 H26A 109.8 . .
N21 C26 H26B 109.8 . .
C25 C26 H26B 109.8 . .
H26A C26 H26B 108.2 . .
C22 N21 C26 110.5(6) . .
C22 N21 C3 113.1(6) . .
C26 N21 C3 113.3(6) . .
C1 O1B C5 116.6(6) . .
C4 O4A C6 113.9(6) . .
C23 O24 C25 110.4(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1A 1.195(9) .
C1 O1B 1.337(8) .
C1 C2 1.516(11) .
C2 C3 1.502(10) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 N21 1.487(9) .
C3 C4 1.525(11) .
C3 H3 1.0000 .
C4 O4B 1.190(9) .
C4 O4A 1.356(9) .
C5 O1B 1.422(9) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 O4A 1.445(9) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C22 N21 1.465(9) .
C22 C23 1.519(11) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 O24 1.400(9) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C25 O24 1.429(9) .
C25 C26 1.513(10) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 N21 1.476(10) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
