Synthesis and crystal structure of 2-azido-N-phenylacetamide, C8H8N4O
Guerrab, Walid; Missioui, Mohcine; Zaoui, Younes; Mague, Joel T.; Ramli, Youssef; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 133–134; doi:10.1515/ncrs-2020-0409

data_8104902
_publ_section_title
;
 Synthesis and crystal structure of 2-azido-N-phenylacetamide, C8H8N4O
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              133
_journal_page_last               134
_journal_paper_doi               10.1515/ncrs-2020-0409
_journal_volume                  236
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C8 H8 N4 O'
_chemical_formula_sum            'C8 H8 N4 O'
_chemical_formula_weight         176.18
_chemical_name_systematic
;
2-azido-<i>N</i>-phenylacetamide
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.8085(13)
_cell_length_b                   16.533(4)
_cell_length_c                   18.171(4)
_cell_measurement_reflns_used    9393
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      72.464
_cell_measurement_theta_min      2.432
_cell_volume                     1745.0(7)
_computing_cell_refinement       '<i>SAINT</i> [1]'
_computing_data_collection       '<i>APEX3</i> [1]'
_computing_data_reduction        '<i>SAINT</i> [1]'
_computing_molecular_graphics    '<i>DIAMOND</i> [5]'
_computing_publication_material  '<i>SHELXTL</i> [1]'
_computing_structure_refinement  '<i>SHELXL 2018/3</i> [4]'
_computing_structure_solution    '<i>SHELXT/5</i> [3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8365
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        69.000
_diffrn_reflns_theta_max         72.521
_diffrn_reflns_theta_min         3.614
_diffrn_source                   'INCOATEC I\mS micro--focus source'
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  0.80
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '<i>SADABS</i> [2]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.404
_exptl_crystal_size_mid          0.319
_exptl_crystal_size_min          0.300
_exptl_transmission_factor_max   0.806
_exptl_transmission_factor_min   0.705
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 1251 quotients [(I+)-(I-)]/[(I+)+(I-)]
 [6].
;
_refine_ls_abs_structure_Flack   -0.04(10)
_refine_ls_extinction_coef       0.075(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     '<i>SHELXL 2018/3</i> [4]'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3383
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0718P)^2^+0.0849P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1078
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                3204
_reflns_number_total             3383
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0409_suppl.cif
_cod_data_source_block           jtm1249_4_a
_cod_database_code               8104902
_shelx_estimated_absorpt_t_min   0.741
_shelx_estimated_absorpt_t_max   0.798