A new procedure to obtain ε-caprolactam catalyzed by a guanidinium salt
Fernández-Stefanuto, V.; Verdía, P.; Tojo, E.; New J. Chem. 41 (2017) 12830–12834; doi:10.1039/C7NJ03443A

data_7056663
_publ_section_title
;
 A new procedure to obtain \e-caprolactam catalyzed by a guanidinium salt
;
_journal_issue                   21
_journal_name_full               'New J. Chem.'
_journal_page_first              12830
_journal_page_last               12834
_journal_paper_doi               10.1039/C7NJ03443A
_journal_volume                  41
_journal_year                    2017
_chemical_compound_source        'N-cyanoguanidine '
_chemical_formula_moiety         'C7 H7 O3 S, C2 H7 N4 O'
_chemical_formula_sum            'C9 H14 N4 O4 S'
_chemical_formula_weight         274.30
_chemical_melting_point          451-53
_chemical_name_common            '2-carbamoylguanidinium p-toluensulfonate'
_chemical_name_systematic        'N-carbamoylguanidinium p-toluensulfonate'
_chemical_properties_physical    ', Hygroscopic'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-06-20 deposited with the CCDC.
2017-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                96.15(3)
_cell_angle_beta                 99.794(18)
_cell_angle_gamma                97.771(14)
_cell_formula_units_Z            2
_cell_length_a                   6.6195(13)
_cell_length_b                   8.2505(19)
_cell_length_c                   12.924(5)
_cell_measurement_reflns_used    5365
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      67.23
_cell_measurement_theta_min      3.50
_cell_volume                     683.0(3)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker CCD Smart 6000'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'Incoatec QuazarTM MX multilayer optics'
_diffrn_radiation_source         'Incoatec I\muS microsource'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14099
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.189
_diffrn_reflns_theta_min         3.502
_exptl_absorpt_coefficient_mu    2.254
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5733
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             288
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: H2O'
_exptl_crystal_size_max          0.124
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         2439
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0573
_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/[\s^2^(Fo^2^)+(0.1122P)^2^+0.1164P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1658
_refine_ls_wR_factor_ref         0.1763
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1979
_reflns_number_total             2439
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj03443a2.cif
_cod_data_source_block           et151753_1_0m_a
_cod_database_code               7056663
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.767
_shelx_estimated_absorpt_t_max   0.933
_shelx_res_checksum              53636