Hydrogen-bond-assisted organocatalytic acetalization of secondary alcohols: experimental and theoretical studies.
Rumyantsev, Misha; Sitnikov, Nikolay S.; Somov, Nikolay V.; The journal of physical chemistry. A 119 (2015) 4108–4117; doi:10.1021/acs.jpca.5b02102

data_1520294
_publ_section_title
;
 Hydrogen-bond-assisted organocatalytic acetalization of secondary
 alcohols: experimental and theoretical studies.
;
_journal_issue                   18
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              4108
_journal_page_last               4117
_journal_paper_doi               10.1021/acs.jpca.5b02102
_journal_volume                  119
_journal_year                    2015
_chemical_formula_sum            'C7 H10 Cl N'
_chemical_formula_weight         143.61
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2012-10-12
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.3965(3)
_cell_length_b                   14.3362(4)
_cell_length_c                   14.5021(4)
_cell_measurement_reflns_used    7758
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      33.1574
_cell_measurement_theta_min      3.396
_cell_volume                     1537.77(9)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
        (compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
        (compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
        (compiled Sep 14 2012,17:21:16)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0302
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0576834
_diffrn_orient_matrix_UB_12      -0.0389834
_diffrn_orient_matrix_UB_13      -0.0064921
_diffrn_orient_matrix_UB_21      0.075519
_diffrn_orient_matrix_UB_22      -0.0303092
_diffrn_orient_matrix_UB_23      0.0034034
_diffrn_orient_matrix_UB_31      -0.0130928
_diffrn_orient_matrix_UB_32      -0.0030893
_diffrn_orient_matrix_UB_33      0.048342
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0095
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23698
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         3.4
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.89753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
        (compiled Sep 14 2012,17:21:16)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.4761
_exptl_crystal_size_mid          0.3972
_exptl_crystal_size_min          0.3311
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+0.4732P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1117
_reflns_number_gt                1721
_reflns_number_total             1880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp5b02102_si_004.cif
_cod_data_source_block           global
_cod_database_code               1520294