Structure and absolute configuration of (+)-6-[(4-chlorophenyl)(1<i>H</i>-1,2,4-triazol-1-yl)methyl]-1-methyl-1<i>H</i>-benzotriazole (vorozole) and its hydrobromide monohydrate
Peeters, O. M.; Schuerman, G. S.; Blaton, N. M.; De Ranter, C. J.; Acta Crystallographica Section C 49 (1993) 1958–1961; doi:10.1107/S0108270193004792

data_2001227
_publ_section_title
;Structure and absolute configuration of
 (+)-6-[(4-chlorophenyl)(1<i>H</i>-1,2,4-triazol-1-yl)methyl]-1-methyl-1<i>H</i>-benzotriazole
 (vorozole) and its hydrobromide monohydrate
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1958
_journal_page_last               1961
_journal_paper_doi               10.1107/S0108270193004792
_journal_volume                  49
_journal_year                    1993
_chemical_formula_analytical     'C16 H13 Cl1 N6'
_chemical_formula_moiety         'C16 H13 Cl1 N6'
_chemical_formula_sum            'C16 H13 Cl N6'
_chemical_formula_weight         324.77
_chemical_name_systematic
;
(+)-6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-
benzotriazole
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00000
_cell_angle_beta                 90.00000
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   5.1160(10)
_cell_length_b                   10.572(2)
_cell_length_c                   28.870(10)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      50
_cell_measurement_theta_min      30
_cell_volume                     1561.5(7)
_computing_cell_refinement       'P3/PC Diffractometer Program'
_computing_data_collection       'P3/PC Diffractometer Program (SIEMENS,1989)'
_computing_data_reduction        'XDISK (Siemens, 1989)'
_computing_molecular_graphics    'PLUTO (Motherwell & Clegg, 1978)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement  NRCVAX
_computing_structure_solution
'NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Siemens P4 four-circle diffractometer'
_diffrn_measurement_method       '\w/2\q scan'
_diffrn_radiation_monochromator  'parallel mounted graphite 002'
_diffrn_radiation_source         'fine focus Siemens Cu tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  .0400
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            5305
_diffrn_reflns_reduction_process
;
Decay, Lp and absorption corrected intensities were averaged, except
for Friedel pairs.
;
_diffrn_reflns_theta_max         57.27
_diffrn_reflns_theta_min         1.53
_diffrn_standards_decay_%        <3.0
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.2492
_exptl_absorpt_correction_T_max  .932
_exptl_absorpt_correction_T_min  .209
_exptl_absorpt_correction_type   'empirical (XEMP; Siemens, 1989)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.3815
_exptl_crystal_density_meas      1.377
_exptl_crystal_density_method    'flotation CCl~4~/n-heptane'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             672
_exptl_crystal_size_max          .22
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.20
_refine_ls_abs_structure_details
;
The Bijvoet coefficient was between 0.843(4) and exactly 1 for the 188
and 42 most significant Bijvoet pairs, respectively.
;
_refine_ls_extinction_coef       .00
_refine_ls_extinction_method     'none                                    '
_refine_ls_goodness_of_fit_obs   1.44
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         1599
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_obs          0.0500
_refine_ls_shift/esd_max         0.003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F)+0.00100F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2802
_refine_ls_wR_factor_obs         0.0628
_reflns_number_observed          1599
_reflns_number_total             2138
_reflns_observed_criterion       I>3.0\s(I)
_cod_data_source_file            na1038.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F)+0.00100F^2^]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+0.00100F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21 21 21   '
_cod_original_formula_sum        'C16 H13 Cl1 N6'
_cod_database_code               2001227