Hydrogen bonding and steric effects on rotamerization in 3,4-alkylenedioxy-, 3-alkoxy- and 3,4-dialkoxy-2-thienyldi(tert-butyl)methanols: an NMR, IR and X-ray crystallographic study
Lomas, John S.; Adenier, Alain; Gao, Kun; Maurel, François; Vaissermann, Jacqueline; Journal of the Chemical Society, Perkin Transactions 2  (2002) 216–224; doi:10.1039/b109612p

data_7204296
_publ_section_title
;
 Hydrogen bonding and steric effects on rotamerization in 3,4-alkylenedioxy-,
 3-alkoxy- and 3,4-dialkoxy-2-thienyldi(tert-butyl)methanols: an NMR, IR and
 X-ray crystallographic study
;
_journal_coden_ASTM              JCSPGI
_journal_issue                   2
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              216
_journal_page_last               224
_journal_paper_doi               10.1039/b109612p
_journal_year                    2002
_chemical_compound_source
; 
Prepared by the reaction of 3,4-diethoxy-2-thienyl-lithium with di(tert-butyl) 
ketone' 
;
_chemical_formula_moiety         '(C2H5O)2(C4SH)C(C4H9)2 OH'
_chemical_formula_sum            'C17 H30 O3 S'
_chemical_formula_weight         314.48
_chemical_melting_point          374.15
_chemical_name_systematic        3,4-diethoxy-2-thienyldi(tert-butyl)methanol
_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   'placed in geometrically calculated positions'
_atom_sites_solution_primary     direct
_audit_creation_date             01-09-07
_audit_creation_method           CRYSTALS
_cell_angle_alpha                90
_cell_angle_beta                 112.72(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.367(3)
_cell_length_b                   11.139(2)
_cell_length_c                   14.127(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      13.3
_cell_measurement_theta_min      13
_cell_volume                     1795.1(7)
_computing_cell_refinement       'CAD-4 software (Enraf-Nonius, 1989)'
_computing_data_collection       'CAD-4 software (Enraf-Nonius, 1989)'
_computing_data_reduction
; 
RC93 (Watkin, D.J., Prout, C.K., Lilley, P.M.deQ. 1994) 
;
_computing_molecular_graphics
; 
CAMERON (Watkin, Prout & Pearce, 1996) 
;
_computing_publication_material
; 
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) 
;
_computing_structure_refinement
; 
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) 
;
_diffrn_ambient_temperature      295
_diffrn_measurement_device       'Enraf-Nonius MACH-3'
_diffrn_measurement_method       2\q/\w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3898
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         1
_diffrn_standards_decay_%        2.76
_diffrn_standards_interval_time  3600
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.18
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   DIFABS
_exptl_absorpt_process_details   'refined from delta-F'
_exptl_crystal_colour            none
_exptl_crystal_density_diffrn    1.16
_exptl_crystal_description       block
_exptl_crystal_F_000             688.60
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.6
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.25
_refine_ls_extinction_coef       319.9
_refine_ls_extinction_method     'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_obs   1.23
_refine_ls_hydrogen_treatment
; 
H coordinates refined with one overall isotropic thermal parameter 
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2271
_refine_ls_R_factor_obs          0.0547
_refine_ls_shift/esd_max         0.1805
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
; 
Chebychev polynomial (Carruthers & Watkin, 1979) 
;
_refine_ls_wR_factor_obs         0.0742
_reflns_number_observed          2271
_reflns_number_total             3523
_reflns_observed_criterion       >3.00\s(I)
_cod_data_source_file            b109612p.txt
_cod_data_source_block           CRYSTALS_cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_cell_measurement_temperature' value '295K' was changed to '295' -
the value should be numeric and without a unit
designator.

'_diffrn_ambient_temperature' value '295K' was changed
to '295' - the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 

'_chemical_melting_point' value '101 &#x00B0;C' was changed to 
'374.15' - it was converted from degrees Celsius(C) to Kelvins(K).

Adriana Da\<skevi\<c, 2011-06-14

The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Direct methods' was changed to
'direct'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_cell_volume        1795.0(7)
_cod_original_formula_sum        'C17 H30 O3 S1'
_cod_database_code               7204296