Intramolecular etherification of five-membered cyclic carbonates bearing hydroxyalkyl groups
Tomczyk, Karolina M.; Guńka, Piotr A.; Parzuchowski, Paweł G.; Zachara, Janusz; Rokicki, Gabriel; Green Chemistry 14 (2012) 1749–; doi:10.1039/c2gc35265f

data_7208024
_publ_section_title
;
 Intramolecular etherification of five-membered cyclic carbonates bearing
 hydroxyalkyl groups
;
_journal_issue                   6
_journal_name_full               'Green Chemistry'
_journal_page_first              1749
_journal_paper_doi               10.1039/c2gc35265f
_journal_volume                  14
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C5 H6 O4'
_chemical_formula_sum            'C5 H6 O4'
_chemical_formula_weight         130.10
_chemical_name_systematic
;
2,4,7-trioxa-3-oxy-bicyclo[3.3.0]octane
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-01-22
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Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
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_cell_length_b                   10.2167(2)
_cell_length_c                   12.2711(3)
_cell_measurement_reflns_used    6224
_cell_measurement_temperature    100
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_cell_measurement_theta_min      3.5989
_cell_volume                     533.53(2)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.

;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.0
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_diffrn_measurement_details
;
1 omega -97.00 -21.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- -40.9488 125.0000 -90.0000 76

2 omega -26.00 67.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 -37.0000 -30.0000 93

3 omega 17.00 113.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 37.0000 150.0000 96

4 omega 9.00 35.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 51.0000 26

5 omega 30.00 69.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 120.0000 39

6 omega 68.00 152.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 45.0000 -30.0000 84

7 omega 137.00 163.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 30.0000 26

8 omega 74.00 113.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 30.0000 39

9 omega 52.00 77.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 0.0000 25

10 omega 19.00 74.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 -30.0000 55

11 omega 119.00 147.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 -90.0000 28

12 omega 40.00 89.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 -30.0000 49

13 omega 32.00 126.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 15.0000 150.0000 94

14 omega 60.00 86.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 90.0000 26

15 omega 98.00 126.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 90.0000 28

16 omega 11.00 117.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -15.0000 150.0000 106

17 omega 121.00 154.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -15.0000 150.0000 33

18 omega 47.00 132.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 51.0000 85

19 omega 73.00 99.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -88.0000 -106.0000 26

20 omega 126.00 151.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 0.0000 25

21 omega 67.00 96.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 90.0000 29

22 omega 32.00 132.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 -140.0000 100

23 omega 7.00 120.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 77.0000 30.0000 113

24 omega 7.00 120.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 77.0000 -180.0000 113

25 omega 7.00 120.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 77.0000 -90.0000 113

26 omega -35.00 67.00 1.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- 40.9488 -37.0000 60.0000 102

27 omega -121.00 -42.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -90.0000 125.0000 0.0000 79

28 omega -166.00 -58.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -90.0000 -71.0000 -177.0000 108

29 omega -169.00 -56.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- -90.0000 -77.0000 150.0000 113

30 omega 60.00 172.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 0.0000 112

31 omega 66.00 168.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 45.0000 -120.0000 102

32 omega 60.00 172.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -90.0000 112
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0245235000
_diffrn_orient_matrix_UB_12      -0.1465017000
_diffrn_orient_matrix_UB_13      -0.0284914000
_diffrn_orient_matrix_UB_21      0.1168805000
_diffrn_orient_matrix_UB_22      -0.0357042000
_diffrn_orient_matrix_UB_23      0.1150441000
_diffrn_orient_matrix_UB_31      -0.3417344000
_diffrn_orient_matrix_UB_32      -0.0016977000
_diffrn_orient_matrix_UB_33      0.0413815000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0111
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7552
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         67.00
_diffrn_reflns_theta_min         5.63
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
Flack H D (1983), Acta Cryst. A39, 876-881.
356 Friedel pairs
;
_refine_ls_abs_structure_Flack   0.13(19)
_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     88
_refine_ls_number_reflns         945
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0225
_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/[\s^2^(Fo^2^)+(0.0353P)^2^+0.1007P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0574
_refine_ls_wR_factor_ref         0.0587
_reflns_number_gt                913
_reflns_number_total             945
_reflns_threshold_expression     I>2u(I)
_cod_data_source_file            c2gc35265f.txt
_cod_data_source_block           comp15
_cod_database_code               7208024