Formation or Cleavage of Rings via Sulfide-Mediated Reduction Offers Background-Free Detection of Sulfide.
Ghosh, Sanjib; Roy, Biswajit; Bandyopadhyay, Subhajit; The Journal of organic chemistry 84 (2019) 12031–12039; doi:10.1021/acs.joc.9b01946

data_4034456
_publ_section_title
;
 Formation or Cleavage of Rings via Sulfide-Mediated Reduction Offers
 Background-Free Detection of Sulfide.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12031
_journal_page_last               12039
_journal_paper_doi               10.1021/acs.joc.9b01946
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C10 H7 N3'
_chemical_formula_sum            'C10 H7 N3'
_chemical_formula_weight         169.19
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-08-17
_audit_creation_method
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_cell_angle_alpha                96.507(16)
_cell_angle_beta                 104.492(19)
_cell_angle_gamma                98.120(19)
_cell_formula_units_Z            2
_cell_length_a                   6.7285(17)
_cell_length_b                   6.8933(14)
_cell_length_c                   9.4360(16)
_cell_measurement_reflns_used    790
_cell_measurement_temperature    114(20)
_cell_measurement_theta_max      24.9920
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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_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      114(20)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
  1 omega  -20.00   30.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.8398  -99.0000 -180.0000 50

  2 omega  -11.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.3242   57.0000  120.0000 115

  3 omega  -11.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.3242   57.0000 -150.0000 115

  4 omega  -32.00  110.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.3242   38.0000  -30.0000 142

  5 omega   35.00  125.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.3242  178.0000  120.0000 90

  6 omega  -49.00  -14.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.3242  -57.0000 -180.0000 35
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_11      -0.0468224000
_diffrn_orient_matrix_UB_12      -0.0189999000
_diffrn_orient_matrix_UB_13      -0.0775488000
_diffrn_orient_matrix_UB_21      -0.0986672000
_diffrn_orient_matrix_UB_22      -0.0294306000
_diffrn_orient_matrix_UB_23      0.0126258000
_diffrn_orient_matrix_UB_31      -0.0175525000
_diffrn_orient_matrix_UB_32      0.0992091000
_diffrn_orient_matrix_UB_33      0.0018221000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.985
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_diffrn_reflns_limit_h_max       8
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_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2833
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.257
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       block
_exptl_crystal_F_000             168
_exptl_crystal_size_max          0.2378
_exptl_crystal_size_mid          0.2369
_exptl_crystal_size_min          0.1168
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_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.1049
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1461P)^2^+0.1340P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2168
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                1012
_reflns_number_total             1437
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01946_si_007.cif
_cod_data_source_block           2a3cq
_cod_database_code               4034456
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H N'
_reflns_odcompleteness_completeness 91.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Rotating group:
 N2(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C1(H1), C4(H4), C3(H3), C2(H2)
;
_olex2_date_sample_data_collection 2018-06-23
_olex2_submission_special_instructions 'No special instructions were received'