Efficient copper-catalyzed domino synthesis of tetrazoloisoquinolines
Shi, Liangliang; Wang, Ruji; Yang, Haijun; Jiang, Yuyang; Fu, Hua; RSC Advances 3 (2013) 6278–; doi:10.1039/c3ra23230a

data_7238926
_publ_section_title
;
 Efficient copper-catalyzed domino synthesis of tetrazoloisoquinolines
;
_journal_issue                   18
_journal_name_full               'RSC Advances'
_journal_page_first              6278
_journal_paper_doi               10.1039/c3ra23230a
_journal_volume                  3
_journal_year                    2013
_chemical_formula_moiety         'C15 H18 N4'
_chemical_formula_sum            'C15 H18 N4'
_chemical_formula_weight         254.33
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-11-30
_audit_creation_method
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Olex2 1.1
(compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                82.682(14)
_cell_angle_beta                 64.188(19)
_cell_angle_gamma                85.910(14)
_cell_formula_units_Z            2
_cell_length_a                   8.2705(16)
_cell_length_b                   9.4515(14)
_cell_length_c                   9.4618(19)
_cell_measurement_reflns_used    1348
_cell_measurement_temperature    103.6
_cell_measurement_theta_max      29.1087
_cell_measurement_theta_min      3.4041
_cell_volume                     660.3(2)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      103.6
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
1 omega -5.00 86.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 21.2956 77.0000 60.0000 91
2 omega -9.00 31.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 21.2956 77.0000 -180.0000 40
3 omega -51.00 42.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 21.2956 -37.0000 150.0000 93
4 omega 18.00 45.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 21.2956 53.0000 -82.0000 27
5 omega -48.00 51.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 21.2956 -77.0000 -60.0000 99
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0459120000
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_diffrn_orient_matrix_UB_21      0.0620045000
_diffrn_orient_matrix_UB_22      -0.0212314000
_diffrn_orient_matrix_UB_23      0.0322437000
_diffrn_orient_matrix_UB_31      -0.0558472000
_diffrn_orient_matrix_UB_32      -0.0576131000
_diffrn_orient_matrix_UB_33      0.0470555000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4129
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.41
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49280
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0825P)^2^+0.0050P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1358
_refine_ls_wR_factor_ref         0.1483
_reflns_number_gt                2098
_reflns_number_total             2588
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra23230a.txt
_cod_data_source_block           exp_1015
_cod_database_code               7238926
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32