#------------------------------------------------------------------------------
#$Date: 2019-12-26 20:43:08 +0200 (Thu, 26 Dec 2019) $
#$Revision: 246070 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/16/2311652.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2311652
loop_
_publ_author_name
'Joseph, Sumy'
'Sathishkumar, Ranganathan'
_publ_section_title
;
 Succinate esters: odd-even effects in melting points.
;
_journal_issue                   'Pt 5'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              839
_journal_page_last               846
_journal_paper_doi               10.1107/S2052520614013730
_journal_volume                  70
_journal_year                    2014
_chemical_formula_moiety         'C8 H14 O4'
_chemical_formula_sum            'C8 H14 O4'
_chemical_formula_weight         174.19
_chemical_name_common            'Diethyl succinate'
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 98.367(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.953(3)
_cell_length_b                   8.714(3)
_cell_length_c                   9.039(2)
_cell_measurement_reflns_used    3736
_cell_measurement_temperature    90
_cell_measurement_theta_max      25.4
_cell_measurement_theta_min      2.9
_cell_volume                     931.5(4)
_computing_cell_refinement       'Bruker SMART V5.628, (Bruker, 2004)'
_computing_data_collection       'Bruker SMART V5.628, (Bruker, 2004)'
_computing_data_reduction        'Bruker SAINT V6.45a, (Bruker, 2004)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL V6.14 (Bruker, 2000)'
_diffrn_ambient_temperature      90
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0140
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4348
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.40
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_min         2.90
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       cylindrical
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.177
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression FC^*^=KFC[1+0.001XFC²Λ³/SIN(2Θ)]^-1/4^
_refine_ls_extinction_method     shelxl
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0332
_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)+(0.0522P)²+0.3687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                821
_reflns_number_total             856
_reflns_threshold_expression     >2σ(i)
_iucr_refine_instructions_details
;
;
_cod_data_source_file            bm5064sup1.cif
_cod_data_source_block           des
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2311652
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,1/2-z
3 -x,-y,-z
4 x,-y,1/2+z
5 1/2+x,1/2+y,z
6 1/2-x,1/2+y,1/2-z
7 1/2-x,1/2-y,-z
8 1/2+x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0311(5) 0.0327(5) 0.0285(5) -0.0016(3) 0.0127(4) -0.0043(3)
O2 0.0296(5) 0.0275(5) 0.0267(5) -0.0004(3) 0.0133(3) 0.0012(3)
C1 0.0279(6) 0.0288(7) 0.0223(6) 0.0004(5) 0.0088(5) 0.0000(4)
C2 0.0213(5) 0.0288(6) 0.0192(5) 0.0012(4) 0.0020(4) 0.0006(4)
C3 0.0252(6) 0.0333(7) 0.0247(6) -0.0025(5) 0.0099(5) 0.0015(4)
C4 0.0367(7) 0.0320(7) 0.0402(8) -0.0032(5) 0.0190(6) 0.0009(5)
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
O O1 0.36695(7) 0.40972(9) 0.67287(9) 0.0299(3) Uani 1.000
O O2 0.41244(6) 0.18944(10) 0.56715(8) 0.0270(3) Uani 1.000
C C1 0.49303(10) 0.41470(12) 0.48650(13) 0.0258(4) Uani 1.000
C C2 0.41729(8) 0.34216(13) 0.58654(11) 0.0232(3) Uani 1.000
C C3 0.34561(10) 0.10441(14) 0.66238(13) 0.0271(4) Uani 1.000
C C4 0.34639(11) -0.06073(15) 0.61518(16) 0.0350(4) Uani 1.000
H H1 0.2702(12) 0.1479(16) 0.6476(14) 0.027(3) Uiso 1.000
H H2 0.3802(11) 0.1176(15) 0.7631(16) 0.029(3) Uiso 1.000
H H3 0.3058(14) -0.0729(17) 0.5108(19) 0.046(4) Uiso 1.000
H H4 0.4234(15) -0.0976(17) 0.6231(18) 0.046(4) Uiso 1.000
H H5 0.3081(14) -0.1209(19) 0.6777(18) 0.045(4) Uiso 1.000
H H6 0.4604(11) 0.3954(15) 0.3875(16) 0.031(3) Uiso 1.000
H H7 0.5646(12) 0.3626(16) 0.5032(14) 0.026(3) Uiso 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
C C 0.0033 0.0016 '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_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
C2 O2 C3 . 116.32(8) yes
C1 C1 C2 3_666 112.15(9) no
O1 C2 O2 . 123.53(10) yes
O1 C2 C1 . 125.65(10) yes
O2 C2 C1 . 110.82(8) yes
O2 C3 C4 . 107.01(10) yes
C2 C1 H6 . 107.1(8) no
C2 C1 H7 . 107.8(8) no
H6 C1 H7 . 107.6(11) no
C1 C1 H6 3_666 110.6(8) no
C1 C1 H7 3_666 111.4(8) no
O2 C3 H1 . 107.4(8) no
O2 C3 H2 . 107.7(8) no
C4 C3 H1 . 112.3(8) no
C4 C3 H2 . 111.6(8) no
H1 C3 H2 . 110.6(11) no
C3 C4 H3 . 110.3(9) no
C3 C4 H4 . 110.0(9) no
C3 C4 H5 . 109.9(10) no
H3 C4 H4 . 111.1(14) no
H3 C4 H5 . 107.3(14) no
H4 C4 H5 . 108.2(14) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . 1.2059(14) yes
O2 C2 . 1.3424(15) yes
O2 C3 . 1.4588(15) yes
C1 C2 . 1.5084(16) no
C1 C1 3_666 1.5118(16) no
C3 C4 . 1.5014(19) no
C1 H6 . 0.938(14) no
C1 H7 . 0.961(14) no
C3 H1 . 0.969(14) no
C3 H2 . 0.951(14) no
C4 H3 . 1.002(17) no
C4 H4 . 0.968(18) no
C4 H5 . 0.938(17) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C2 3.1772(17) 2_656 no
O1 C4 3.415(2) 6_556 no
O1 C1 3.2838(18) 2_656 no
O1 C1 3.3772(18) 4_565 no
O1 H6 2.787(13) 3_666 no
O1 H7 2.742(14) 3_666 no
O1 H1 2.553(14) . no
O1 H6 2.695(14) 4_565 no
O1 H2 2.671(13) . no
O1 H5 2.664(17) 6_556 no
O1 H3 2.836(16) 7_556 no
O2 H2 2.790(14) 2_656 no
O2 H4 2.903(17) 3_656 no
C1 O1 3.2838(18) 2_656 no
C1 O1 3.3772(18) 4_564 no
C2 O1 3.1772(17) 2_656 no
C2 C2 3.3078(18) 2_656 no
C4 O1 3.415(2) 6_546 no
C2 H1 2.851(13) 7_556 no
C4 H7 3.087(14) 3_656 no
H1 O1 2.553(14) . no
H1 C2 2.851(14) 7_556 no
H2 O1 2.671(13) . no
H2 O2 2.790(14) 2_656 no
H2 H3 2.56(2) 4_555 no
H3 H2 2.56(2) 4_554 no
H3 O1 2.836(17) 7_556 no
H4 O2 2.903(17) 3_656 no
H4 H7 2.59(2) 3_656 no
H5 O1 2.664(17) 6_546 no
H6 O1 2.787(13) 3_666 no
H6 O1 2.695(14) 4_564 no
H7 O1 2.742(14) 3_666 no
H7 C4 3.087(14) 3_656 no
H7 H4 2.59(2) 3_656 no
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_site_symmetry_1
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 O2 C2 O1 . . . -2.67(14) no
C3 O2 C2 C1 . . . 177.43(9) no
C2 O2 C3 C4 . . . 176.62(9) no
C1 C1 C2 O1 3_666 . . 4.18(16) no
C1 C1 C2 O2 3_666 . . -175.93(9) no
C2 C1 C1 C2 . 3_666 3_666 180.00(9) no
