An introduction to zwitterionic salts
Blesic, Marijana; Gilmore, Brendan F.; Holbrey, John D.; Jacquemin, Johan; Level, Gaelle; Nockemann, Peter; Stella, Lorenzo; Green Chem.  (2017) –; doi:10.1039/C7GC01523B

data_7228696
_publ_section_title
;
 An introduction to zwitterionic salts
;
_journal_name_full               'Green Chem.'
_journal_paper_doi               10.1039/C7GC01523B
_journal_year                    2017
_chemical_formula_moiety
'0.8(Br), 0.4(C13 H30 N2 O2), 0.4(C H4 O), 0.2(C O)'
_chemical_formula_sum            'C11 H10 Br0 N O'
_chemical_formula_weight         172.20
_chemical_properties_physical    ', Moisture-sensitive,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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-05-22
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-05-22 deposited with the CCDC.
2017-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90.232(5)
_cell_angle_beta                 98.462(6)
_cell_angle_gamma                113.488(9)
_cell_formula_units_Z            5
_cell_length_a                   7.1520(7)
_cell_length_b                   8.1484(6)
_cell_length_c                   20.7756(9)
_cell_measurement_reflns_used    4079
_cell_measurement_temperature    105(8)
_cell_measurement_theta_max      70.8400
_cell_measurement_theta_min      5.9360
_cell_volume                     1095.71(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0509
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.774
_diffrn_measured_fraction_theta_max 0.744
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -22.00  69.00   1.00   10.00    --    0.00  57.00  90.00   91
  2  \w   -127.00 -80.00   1.00   10.00    --  -54.31 -95.00  90.00   47
  3  \w   -126.00 -73.00   1.00   10.00    --  -54.31-125.00 150.00   53
  4  \w   -127.00 -80.00   1.00   10.00    --  -54.31 -95.00 -90.00   47
  5  \w     20.00 128.00   1.00   10.00    --   54.31  30.00 150.00  108
  6  \w    100.00 178.00   1.00   10.00    --  108.61 111.00  60.00   78
  7  \w     84.00 177.00   1.00   10.00    --  108.61  64.00-120.00   93
  8  \w     77.00 178.00   1.00   10.00    --  108.61  77.00 120.00  101
  9  \w     85.00 178.00   1.00   10.00    --  108.61  50.00 150.00   93
 10  \w    -22.00  69.00   1.00   10.00    --    0.00  57.00  30.00   91
 11  \w   -125.00 -23.00   1.00   10.00    --  -54.31 -77.00  30.00  102
 12  \w   -122.00 -31.00   1.00   10.00    --  -54.31 -61.00 -30.00   91
 13  \w     23.00 125.00   1.00   10.00    --   54.31  77.00-180.00  102
 14  \w     23.00 125.00   1.00   10.00    --   54.31  77.00-120.00  102
 15  \w     23.00 112.00   1.00   10.00    --   54.31-125.00-150.00   89
 16  \w     84.00 177.00   1.00   10.00    --  108.61  64.00 -30.00   93
 17  \w     35.00  60.00   1.00   10.00    --  108.61-111.00  90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1418316000
_diffrn_orient_matrix_UB_12      0.1019185000
_diffrn_orient_matrix_UB_13      -0.0102354000
_diffrn_orient_matrix_UB_21      0.0167473000
_diffrn_orient_matrix_UB_22      0.0258838000
_diffrn_orient_matrix_UB_23      0.0744405000
_diffrn_orient_matrix_UB_31      0.1904051000
_diffrn_orient_matrix_UB_32      0.1778821000
_diffrn_orient_matrix_UB_33      0.0010666000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.774
_diffrn_reflns_Laue_measured_fraction_max 0.744
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5665
_diffrn_reflns_point_group_measured_fraction_full 0.774
_diffrn_reflns_point_group_measured_fraction_max 0.744
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.241
_diffrn_reflns_theta_min         4.313
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       block
_exptl_crystal_F_000             455
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         2.238
_refine_diff_density_min         -1.204
_refine_diff_density_rms         0.272
_refine_ls_extinction_coef       0.0001(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.440
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.440
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0907
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3108
_refine_ls_wR_factor_ref         0.3187
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2767
_reflns_number_total             3160
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7gc01523b2.cif
_cod_data_source_block           exp_442mb2
_cod_database_code               7228696
_shelxl_version_number           2014/6
_reflns_odcompleteness_completeness 77.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: O0AA(0.5) C2(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C00A(H00J,H00K), C00E(H00O,H00P), C00F(H00Q,H00R), C00G(H00S,H00T), C00H(H00U,
 H00V), C00I(H00W,H00X), C00J(H00Y,H)
3.b Idealised Me refined as rotating group:
 C007(H00A,H00B,H00C), C008(H00D,H00E,H00F), C009(H00G,H00H,H00I), C00D(H00L,
 H00M,H00N), C00K(H00Z,HA,HB), C1(H1A,H1B,H1C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3)
;
_shelx_res_checksum              5813
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.971
_oxdiff_exptl_absorpt_empirical_full_min 0.510