#------------------------------------------------------------------------------
#$Date: 2024-07-05 15:13:23 +0200 (Fri 05 de Jul de 2024) $
#$Revision: 292770 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/30/7133043.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_7133043
loop_
_publ_author_name
'Tao, Li'
'Wang, He'
'Liu, Xiao-Fei'
'Ren, Wei-Min'
'Lu, Xiao-Bing'
'Zhang, Wen-Zhen'
_publ_section_title
;
 Electrochemical ring-opening carboxylation of cyclic carbonate with
 carbon dioxide.
;
_journal_issue                   44
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5735
_journal_page_last               5738
_journal_paper_doi               10.1039/d4cc01695e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_sum            'C12 H14 O4'
_chemical_formula_weight         222.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2023-01-06 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 110.1490(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8827(3)
_cell_length_b                   24.9167(9)
_cell_length_c                   8.1339(3)
_cell_measurement_reflns_used    5888
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4985
_cell_measurement_theta_min      3.6256
_cell_volume                     1119.28(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8018
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1951
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0409
_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)+(0.0392P)²+0.6992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                1785
_reflns_number_total             1951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d4cc01695e2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7133043--7133046.cif.
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               7133043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O4 O 0.06715(19) 0.04340(4) 0.18868(14) 0.0293(3) Uani 1 1 d . . .
O2 O -0.91440(19) 0.11625(5) -0.22823(14) 0.0313(3) Uani 1 1 d . . .
O3 O -0.2627(2) 0.02456(5) 0.25413(16) 0.0391(3) Uani 1 1 d . . .
O1 O -0.6003(2) 0.12417(6) -0.32009(15) 0.0414(3) Uani 1 1 d . . .
C9 C -0.6801(3) 0.11311(6) -0.20798(19) 0.0243(3) Uani 1 1 d . . .
C11 C -0.1713(3) 0.04296(6) 0.1557(2) 0.0251(3) Uani 1 1 d . . .
C12 C 0.2150(3) 0.02092(7) 0.3552(2) 0.0313(4) Uani 1 1 d . . .
H12A H 0.3860 0.0229 0.3664 0.047 Uiso 1 1 calc R . .
H12B H 0.1698 -0.0167 0.3617 0.047 Uiso 1 1 calc R . .
H12C H 0.1893 0.0413 0.4505 0.047 Uiso 1 1 calc R . .
C3 C -0.4638(3) 0.14700(6) 0.09380(19) 0.0266(4) Uani 1 1 d . . .
C2 C -0.5298(3) 0.09679(6) -0.02171(19) 0.0259(3) Uani 1 1 d . . .
H2A H -0.6311 0.0730 0.0242 0.031 Uiso 1 1 calc R . .
C1 C -0.3083(3) 0.06512(7) -0.0222(2) 0.0288(4) Uani 1 1 d . . .
H1A H -0.3605 0.0352 -0.1072 0.035 Uiso 1 1 calc R . .
H1B H -0.2006 0.0888 -0.0601 0.035 Uiso 1 1 calc R . .
C10 C -1.0741(3) 0.13456(7) -0.3984(2) 0.0330(4) Uani 1 1 d . . .
H10A H -1.2410 0.1357 -0.3992 0.049 Uiso 1 1 calc R . .
H10B H -1.0642 0.1098 -0.4892 0.049 Uiso 1 1 calc R . .
H10C H -1.0250 0.1705 -0.4215 0.049 Uiso 1 1 calc R . .
C8 C -0.2827(3) 0.18235(7) 0.0884(2) 0.0334(4) Uani 1 1 d . . .
H8A H -0.1951 0.1754 0.0120 0.040 Uiso 1 1 calc R . .
C4 C -0.5898(3) 0.15839(6) 0.2050(2) 0.0307(4) Uani 1 1 d . . .
H4A H -0.7139 0.1347 0.2100 0.037 Uiso 1 1 calc R . .
C7 C -0.2295(3) 0.22783(7) 0.1943(2) 0.0379(4) Uani 1 1 d . . .
H7A H -0.1049 0.2516 0.1907 0.045 Uiso 1 1 calc R . .
C5 C -0.5376(3) 0.20381(7) 0.3091(2) 0.0354(4) Uani 1 1 d . . .
H5A H -0.6266 0.2111 0.3843 0.042 Uiso 1 1 calc R . .
C6 C -0.3575(3) 0.23849(7) 0.3047(2) 0.0371(4) Uani 1 1 d . . .
H6A H -0.3215 0.2695 0.3770 0.045 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O4 0.0203(6) 0.0393(6) 0.0265(6) 0.0079(5) 0.0057(4) 0.0001(5)
O2 0.0213(6) 0.0411(7) 0.0301(6) 0.0105(5) 0.0070(5) 0.0044(5)
O3 0.0269(6) 0.0560(8) 0.0370(7) 0.0181(6) 0.0144(5) 0.0062(5)
O1 0.0266(7) 0.0715(9) 0.0262(6) 0.0122(6) 0.0091(5) 0.0019(6)
C9 0.0222(8) 0.0247(8) 0.0261(8) -0.0002(6) 0.0084(6) -0.0003(6)
C11 0.0235(8) 0.0266(8) 0.0257(8) 0.0002(6) 0.0091(6) -0.0001(6)
C12 0.0258(9) 0.0396(9) 0.0258(8) 0.0061(7) 0.0053(7) 0.0052(7)
C3 0.0308(9) 0.0236(8) 0.0224(7) 0.0046(6) 0.0051(6) 0.0025(6)
C2 0.0231(8) 0.0291(8) 0.0259(8) 0.0042(6) 0.0090(6) 0.0013(6)
C1 0.0264(8) 0.0340(8) 0.0261(8) 0.0028(6) 0.0091(7) 0.0022(7)
C10 0.0241(8) 0.0410(9) 0.0284(8) 0.0065(7) 0.0020(7) 0.0036(7)
C8 0.0360(10) 0.0331(9) 0.0320(9) 0.0036(7) 0.0128(7) 0.0012(7)
C4 0.0355(9) 0.0289(8) 0.0270(8) 0.0016(6) 0.0098(7) -0.0015(7)
C7 0.0376(10) 0.0313(9) 0.0378(9) 0.0049(7) 0.0041(8) -0.0082(7)
C5 0.0426(10) 0.0341(9) 0.0284(8) -0.0019(7) 0.0108(7) 0.0061(7)
C6 0.0484(11) 0.0251(8) 0.0282(9) -0.0025(7) 0.0009(8) 0.0015(7)
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'
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
_geom_angle_publ_flag
C11 O4 C12 115.85(12) . . ?
C9 O2 C10 115.98(12) . . ?
O1 C9 O2 123.68(14) . . ?
O1 C9 C2 125.16(14) . . ?
O2 C9 C2 111.08(12) . . ?
O3 C11 O4 123.47(14) . . ?
O3 C11 C1 124.75(14) . . ?
O4 C11 C1 111.68(12) . . ?
C8 C3 C4 118.60(15) . . ?
C8 C3 C2 122.10(14) . . ?
C4 C3 C2 119.29(14) . . ?
C9 C2 C3 109.25(12) . . ?
C9 C2 C1 109.82(12) . . ?
C3 C2 C1 112.83(13) . . ?
C11 C1 C2 111.34(13) . . ?
C7 C8 C3 120.39(16) . . ?
C5 C4 C3 120.84(16) . . ?
C8 C7 C6 120.12(16) . . ?
C4 C5 C6 120.52(16) . . ?
C7 C6 C5 119.52(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C11 1.3343(18) . ?
O4 C12 1.4470(18) . ?
O2 C9 1.3332(19) . ?
O2 C10 1.4528(18) . ?
O3 C11 1.1985(19) . ?
O1 C9 1.1927(19) . ?
C9 C2 1.523(2) . ?
C11 C1 1.499(2) . ?
C3 C8 1.395(2) . ?
C3 C4 1.382(2) . ?
C3 C2 1.532(2) . ?
C2 C1 1.525(2) . ?
C8 C7 1.392(2) . ?
C4 C5 1.383(2) . ?
C7 C6 1.382(3) . ?
C5 C6 1.377(3) . ?
