#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:35:05 +0200 (Sat 23 de Aug de 2025) $
#$Revision: 301870 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/23/7242340.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_7242340
loop_
_publ_author_name
'Athiyarath, Vignesh'
'Roy, Naveen J.'
'Vijil, A. T. V.'
'Sureshan, Kana M.'
_publ_section_title
;
 Synthesis of novel seven-membered carbasugars and evaluation of their
 glycosidase inhibition potentials
;
_journal_issue                   16
_journal_name_full               'RSC Advances'
_journal_page_first              9410
_journal_page_last               9420
_journal_paper_doi               10.1039/D1RA00804H
_journal_volume                  11
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C8 H16 O4, 0.5(H2 O)'
_chemical_formula_sum            'C8 H17 O4.5'
_chemical_formula_weight         185.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2020-11-26 deposited with the CCDC.	2021-02-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.740(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4368(11)
_cell_length_b                   4.9452(4)
_cell_length_c                   12.9747(10)
_cell_measurement_reflns_used    2442
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.83
_cell_volume                     923.13(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1379
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.980
_diffrn_reflns_theta_min         2.832
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.9886
_exptl_absorpt_correction_T_min  0.9719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      1.332
_exptl_crystal_density_method    NONE
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -2(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1748
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1038P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.1570
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1571
_reflns_number_total             1748
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra00804h2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'RM' was changed
to 'rm' 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 7556 2019-12-06 15:28:31Z antanas 

2025-04-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      'C 2'
_cod_original_formula_moiety     'C16 H34 O9'
_cod_original_formula_sum        'C16 H34 O9'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     370.43
_cod_database_code               7242340
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.974
_shelx_estimated_absorpt_t_max   0.989
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3355(2) 0.9048(7) 0.6623(2) 0.0376(8) Uani 1 1 d . . . . .
H1 H 0.3181 1.0951 0.6523 0.045 Uiso 1 1 calc R U . . .
C2 C 0.2498(3) 0.7292(9) 0.6369(3) 0.0439(8) Uani 1 1 d . . . . .
H2A H 0.2445 0.6981 0.5628 0.053 Uiso 1 1 calc R U . . .
H2B H 0.2615 0.5551 0.6698 0.053 Uiso 1 1 calc R U . . .
C3 C 0.1559(2) 0.8282(9) 0.6663(3) 0.0462(10) Uani 1 1 d . . . . .
H3A H 0.1160 0.6716 0.6707 0.055 Uiso 1 1 calc R U . . .
H3B H 0.1290 0.9396 0.6101 0.055 Uiso 1 1 calc R U . . .
C4 C 0.1525(2) 0.9890(8) 0.7664(3) 0.0361(7) Uani 1 1 d . . . . .
H4 H 0.1704 1.1756 0.7522 0.043 Uiso 1 1 calc R U . . .
C5 C 0.2170(2) 0.8875(6) 0.8573(2) 0.0307(7) Uani 1 1 d . . . . .
H5 H 0.1931 0.9591 0.9203 0.037 Uiso 1 1 calc R U . . .
C6 C 0.3165(2) 0.9916(7) 0.8548(2) 0.0304(7) Uani 1 1 d . . . . .
H6 H 0.3140 1.1872 0.8426 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3745(2) 0.8639(7) 0.7748(2) 0.0299(7) Uani 1 1 d . . . . .
H7 H 0.3796 0.6695 0.7887 0.036 Uiso 1 1 calc R U . . .
C8 C 0.4099(3) 0.8329(12) 0.5883(3) 0.0605(13) Uani 1 1 d . . . . .
H8A H 0.3860 0.8681 0.5183 0.091 Uiso 1 1 calc R U . . .
H8B H 0.4257 0.6450 0.5957 0.091 Uiso 1 1 calc R U . . .
H8C H 0.4644 0.9410 0.6048 0.091 Uiso 1 1 calc R U . . .
O1 O 0.05873(16) 0.9940(6) 0.7958(2) 0.0472(7) Uani 1 1 d . . . . .
H1A H 0.0362 0.8420 0.7898 0.071 Uiso 1 1 calc R U . . .
O1' O 0.5000 1.3502(12) 1.0000 0.0616(12) Uani 1 2 d DS T P . .
O2 O 0.21239(19) 0.6026(5) 0.86343(18) 0.0383(6) Uani 1 1 d . . . . .
H2 H 0.1924 0.5589 0.9184 0.057 Uiso 1 1 calc R U . . .
O3 O 0.36125(17) 0.9452(6) 0.95596(17) 0.0427(7) Uani 1 1 d . . . . .
H3 H 0.4100 1.0307 0.9627 0.064 Uiso 1 1 calc R U . . .
O4 O 0.46546(15) 0.9834(6) 0.79180(19) 0.0393(6) Uani 1 1 d . . . . .
H4A H 0.5050 0.8640 0.7940 0.059 Uiso 1 1 calc R U . . .
H1' H 0.488(4) 1.459(13) 1.057(4) 0.10(2) Uiso 1 1 d 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'
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
C2 C1 C7 111.0(3) . . ?
C2 C1 C8 109.2(3) . . ?
C7 C1 C8 110.1(3) . . ?
C2 C1 H1 108.8 . . ?
C7 C1 H1 108.8 . . ?
C8 C1 H1 108.8 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2A 107.5 . . ?
C1 C2 H2A 107.5 . . ?
C3 C2 H2B 107.5 . . ?
C1 C2 H2B 107.5 . . ?
H2A C2 H2B 107.0 . . ?
C2 C3 C4 118.3(3) . . ?
C2 C3 H3A 107.7 . . ?
C4 C3 H3A 107.7 . . ?
C2 C3 H3B 107.7 . . ?
C4 C3 H3B 107.7 . . ?
H3A C3 H3B 107.1 . . ?
O1 C4 C5 109.2(3) . . ?
O1 C4 C3 109.4(3) . . ?
C5 C4 C3 115.2(3) . . ?
O1 C4 H4 107.6 . . ?
C5 C4 H4 107.6 . . ?
C3 C4 H4 107.6 . . ?
O2 C5 C4 110.1(3) . . ?
O2 C5 C6 112.7(3) . . ?
C4 C5 C6 112.8(3) . . ?
O2 C5 H5 107.0 . . ?
C4 C5 H5 107.0 . . ?
C6 C5 H5 107.0 . . ?
O3 C6 C7 109.0(3) . . ?
O3 C6 C5 106.3(2) . . ?
C7 C6 C5 116.4(3) . . ?
O3 C6 H6 108.3 . . ?
C7 C6 H6 108.3 . . ?
C5 C6 H6 108.3 . . ?
O4 C7 C6 105.8(2) . . ?
O4 C7 C1 110.4(3) . . ?
C6 C7 C1 114.5(3) . . ?
O4 C7 H7 108.7 . . ?
C6 C7 H7 108.7 . . ?
C1 C7 H7 108.7 . . ?
C1 C8 H8A 109.5 . . ?
C1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 O1 H1A 109.5 . . ?
C5 O2 H2 109.5 . . ?
C6 O3 H3 109.5 . . ?
C7 O4 H4A 109.5 . . ?
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
C1 C2 1.525(5) . ?
C1 C7 1.534(4) . ?
C1 C8 1.540(5) . ?
C1 H1 0.9800 . ?
C2 C3 1.519(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.528(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O1 1.437(4) . ?
C4 C5 1.525(4) . ?
C4 H4 0.9800 . ?
C5 O2 1.413(4) . ?
C5 C6 1.528(4) . ?
C5 H5 0.9800 . ?
C6 O3 1.432(4) . ?
C6 C7 1.524(4) . ?
C6 H6 0.9800 . ?
C7 O4 1.441(4) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
O1 H1A 0.8200 . ?
O1' H1' 0.94(2) . ?
O2 H2 0.8200 . ?
O3 H3 0.8200 . ?
O4 H4A 0.8200 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 O2 0.98 2.60 3.370(5) 135.4 1_565
C6 H6 O2 0.98 2.55 3.380(4) 142.3 1_565
O1 H1A O4 0.82 2.05 2.860(4) 170.6 3_445
O2 H2 O3 0.82 1.94 2.764(3) 176.6 4_547
O3 H3 O1' 0.82 2.08 2.857(5) 158.7 .
O4 H4A O1 0.82 1.99 2.768(4) 159.0 3_545
O1' H1' O1 0.94(2) 2.09(4) 2.935(3) 149(7) 4_557
C4 H4 O2 0.98 2.60 3.370(5) 135.4 1_565
C6 H6 O2 0.98 2.55 3.380(4) 142.3 1_565
O1 H1A O4 0.82 2.05 2.860(4) 170.6 3_445
O2 H2 O3 0.82 1.94 2.764(3) 176.6 4_547
O3 H3 O1' 0.82 2.08 2.857(5) 158.7 .
O4 H4A O1 0.82 1.99 2.768(4) 159.0 3_545
O1' H1' O1 0.94(2) 2.09(4) 2.935(3) 149(7) 4_557
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168342030
