#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/48/1504814.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1504814
loop_
_publ_author_name
'Filimonov, Victor D.'
'Trusova, Marina'
'Postnikov, Pavel'
'Krasnokutskaya, Elena A.'
'Lee, Young Min'
'Hwang, Ho Yun'
'Kim, Hyunuk'
'Chi, Ki-Whan'
_publ_section_title
;
 Unusually stable, versatile, and pure arenediazonium tosylates: their
 preparation, structures, and synthetic applicability.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              3961
_journal_page_last               3964
_journal_paper_doi               10.1021/ol8013528
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C7 H5 N3, C7 H7 O3 S'
_chemical_formula_sum            'C14 H11 N3 O3 S'
_chemical_formula_weight         301.32
_chemical_name_common            'p-cyanobenzenediazonium tosylate (12a)'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.29(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8450(12)
_cell_length_b                   8.8470(18)
_cell_length_c                   26.650(5)
_cell_measurement_reflns_used    2681
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      30.40
_cell_measurement_theta_min      3.45
_cell_volume                     1374.2(5)
_computing_cell_refinement       HKL2000
_computing_data_collection       'Quantum 210'
_computing_data_reduction        HKL2000
_computing_molecular_graphics    'Materials Studio 4.1'
_computing_publication_material  'Materials Studio 4.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.916
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'ADSC Quantum 210'
_diffrn_measurement_method       \j-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         PAL_4A
_diffrn_radiation_type           'synchrotron radiation'
_diffrn_radiation_wavelength     0.80000
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            4808
_diffrn_reflns_theta_full        30.40
_diffrn_reflns_theta_max         30.40
_diffrn_reflns_theta_min         3.45
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.338
_exptl_absorpt_correction_T_max  0.9833
_exptl_absorpt_correction_T_min  0.9670
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   HKL2000
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         2681
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0901P)²+0.4607P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1256
_reflns_number_gt                2577
_reflns_number_total             2681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol8013528_si_001.cif
_cod_data_source_block           12a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1504814
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
S1 S 0.35631(6) 0.04716(4) 0.311588(11) 0.01306(16) Uani 1 1 d
O1 O 0.12177(18) -0.00674(12) 0.30223(4) 0.0183(3) Uani 1 1 d
O2 O 0.37169(19) 0.21096(12) 0.31509(4) 0.0207(3) Uani 1 1 d
O3 O 0.51056(18) -0.01556(12) 0.27620(4) 0.0183(3) Uani 1 1 d
N1 N 1.1360(2) -0.28202(13) 0.24742(4) 0.0154(3) Uani 1 1 d
N2 N 1.1870(2) -0.22569(15) 0.21344(5) 0.0199(3) Uani 1 1 d
N3 N 0.7815(3) -0.57817(18) 0.45956(5) 0.0297(3) Uani 1 1 d
C1 C 0.7050(3) -0.21466(18) 0.51441(5) 0.0204(3) Uani 1 1 d
C2 C 0.6174(3) -0.14916(16) 0.46438(5) 0.0165(3) Uani 1 1 d
C3 C 0.7536(3) -0.05131(16) 0.43817(6) 0.0182(3) Uani 1 1 d
C4 C 0.3981(3) -0.18358(16) 0.44327(5) 0.0167(3) Uani 1 1 d
C5 C 0.6747(3) 0.00975(17) 0.39189(5) 0.0172(3) Uani 1 1 d
C6 C 0.3166(3) -0.12243(15) 0.39721(5) 0.0152(3) Uani 1 1 d
C7 C 0.4556(2) -0.02613(15) 0.37142(5) 0.0138(3) Uani 1 1 d
C8 C 0.9250(3) -0.46584(15) 0.37773(5) 0.0159(3) Uani 1 1 d
C9 C 0.7907(3) -0.35424(15) 0.35261(5) 0.0161(3) Uani 1 1 d
C10 C 1.1276(3) -0.51884(16) 0.35951(5) 0.0168(3) Uani 1 1 d
C11 C 0.8593(2) -0.29187(17) 0.30855(5) 0.0167(3) Uani 1 1 d
C12 C 1.1999(3) -0.45954(15) 0.31507(5) 0.0159(3) Uani 1 1 d
C13 C 1.0627(2) -0.34781(15) 0.29198(5) 0.0146(3) Uani 1 1 d
C14 C 0.8460(3) -0.52874(17) 0.42355(6) 0.0205(3) Uani 1 1 d
H1A H 0.652(4) -0.159(3) 0.5421(9) 0.045(6) Uiso 1 1 d
H1B H 0.872(5) -0.211(3) 0.5198(10) 0.055(7) Uiso 1 1 d
H1C H 0.662(4) -0.321(3) 0.5185(9) 0.044(6) Uiso 1 1 d
H3 H 0.913(4) -0.027(2) 0.4506(8) 0.023(5) Uiso 1 1 d
H4 H 0.302(3) -0.250(2) 0.4606(7) 0.019(4) Uiso 1 1 d
H5 H 0.769(3) 0.079(2) 0.3759(7) 0.023(4) Uiso 1 1 d
H6 H 0.165(3) -0.149(2) 0.3837(7) 0.020(4) Uiso 1 1 d
H9 H 0.656(3) -0.316(2) 0.3659(7) 0.018(4) Uiso 1 1 d
H10 H 1.220(3) -0.598(2) 0.3764(7) 0.020(4) Uiso 1 1 d
H11 H 0.774(3) -0.215(2) 0.2925(7) 0.017(4) Uiso 1 1 d
H12 H 1.331(3) -0.491(2) 0.3017(7) 0.015(4) Uiso 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0021 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N -0.0031 0.0043 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O -0.0042 0.0079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1265 0.1577 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 S1 O1 112.98(6)
O2 S1 O3 112.42(6)
O1 S1 O3 112.55(6)
O2 S1 C7 106.94(6)
O1 S1 C7 105.92(7)
O3 S1 C7 105.34(6)
N2 N1 C13 176.85(14)
C4 C2 C3 118.32(13)
C4 C2 C1 120.93(14)
C3 C2 C1 120.75(14)
C5 C3 C2 121.28(15)
C6 C4 C2 120.94(14)
C7 C5 C3 119.53(14)
C4 C6 C7 119.95(14)
C5 C7 C6 119.97(13)
C5 C7 S1 119.85(11)
C6 C7 S1 120.16(12)
C10 C8 C9 122.10(13)
C10 C8 C14 119.81(14)
C9 C8 C14 118.08(13)
C11 C9 C8 119.92(13)
C8 C10 C12 119.34(14)
C9 C11 C13 115.90(13)
C13 C12 C10 116.41(13)
C12 C13 C11 126.32(13)
C12 C13 N1 117.62(13)
C11 C13 N1 116.06(12)
N3 C14 C8 179.36(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.4545(11)
S1 O1 1.4553(12)
S1 O3 1.4619(10)
S1 C7 1.7778(15)
N1 N2 1.0944(17)
N1 C13 1.4172(17)
N3 C14 1.144(2)
C1 C2 1.508(2)
C2 C4 1.394(2)
C2 C3 1.398(2)
C3 C5 1.393(2)
C4 C6 1.392(2)
C5 C7 1.391(2)
C6 C7 1.3933(19)
C8 C10 1.394(2)
C8 C9 1.400(2)
C8 C14 1.449(2)
C9 C11 1.384(2)
C10 C12 1.390(2)
C11 C13 1.390(2)
C12 C13 1.387(2)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 14422558 ChemSpider
