A novel tubular hydrogen-bond pattern in a new diazaphosphole oxide: a combination of X-ray crystallography and theoretical study of hydrogen bonds
Sabbaghi, Fahimeh; Pourayoubi, Mehrdad; Farhadipour, Abolghasem; Ghorbanian, Nazila; Andreev, Pavel V.; Acta Crystallographica Section C 73 (2017) 508–516; doi:10.1107/S205322961700794X

data_2020844
_publ_section_title
;
 A novel tubular hydrogen-bond pattern in a new diazaphosphole oxide: a
 combination of X-ray crystallography and theoretical study of hydrogen
 bonds
;
_journal_coeditor_code           LY3049
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              508
_journal_page_last               516
_journal_paper_doi               10.1107/S205322961700794X
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C12 H11 Cl N3 O P'
_chemical_formula_sum            'C12 H11 Cl N3 O P'
_chemical_formula_weight         279.67
_space_group_IT_number           158
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 3 -2"c'
_symmetry_space_group_name_H-M   'P 3 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   15.8635(2)
_cell_length_b                   15.8635(2)
_cell_length_c                   8.97540(10)
_cell_measurement_reflns_used    15343
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      33.833
_cell_measurement_theta_min      3.743
_cell_volume                     1956.06(4)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2014)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al</i>., 2008)
;
_computing_publication_material
;
enCIFer (Allen <i>et al</i>., 2004)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2015)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0302
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Agilent Xcalibur Sapphire3 Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            44280
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.504
_diffrn_reflns_theta_min         3.428
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_correction_T_min  0.894
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_exptl_absorpt_process_details
;
[CrysAlis PRO (Agilent, 2014), based on expressions derived by
Clark & Reid (1995)]
;
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_description       prism
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_exptl_crystal_size_max          0.3553
_exptl_crystal_size_mid          0.2183
_exptl_crystal_size_min          0.1454
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.366
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 1807 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.004(16)
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         3965
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_refine_ls_restrained_S_all      1.07
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+0.4018P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1084
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_cod_data_source_block           I
_cod_original_cell_volume        1956.06(5)
_cod_database_code               2020844
_cod_database_fobs_code          2020844