#------------------------------------------------------------------------------
#$Date: 2020-08-06 15:53:37 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254882 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/66/7126641.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_7126641
loop_
_publ_author_name
'Zou, Long'
'Wang, Lei'
'Sun, Li'
'Xie, Xiaofei'
'Li, Pinhua'
_publ_section_title
;
 Photo-driven haloazidation cyclization of 1,5-enynes having cyano groups
 with TMSN₃ and NIS/NCS/NBS under metal-free conditions.
;
_journal_issue                   57
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7933
_journal_page_last               7936
_journal_paper_doi               10.1039/d0cc02471f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C18 H10 I N5'
_chemical_formula_weight         423.21
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2019-10-23 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                92.009(7)
_cell_angle_beta                 106.090(6)
_cell_angle_gamma                100.898(6)
_cell_formula_units_Z            2
_cell_length_a                   8.547(3)
_cell_length_b                   10.078(4)
_cell_length_c                   10.245(4)
_cell_measurement_reflns_used    2725
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.92
_cell_volume                     829.0(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4118
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    1.940
_exptl_absorpt_correction_T_max  0.6749
_exptl_absorpt_correction_T_min  0.6031
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0303
_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)+(0.0100P)²+1.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0705
_refine_ls_wR_factor_ref         0.0719
_reflns_number_gt                2588
_reflns_number_total             2867
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0cc02471f2.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7126641.cif.
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               7126641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.05855(3) 0.19100(3) 0.43248(3) 0.04578(11) Uani 1 1 d . . .
N3 N 0.8726(4) 0.4284(4) 0.6988(3) 0.0441(8) Uani 1 1 d . . .
C7 C 0.2828(4) 0.1945(4) 0.5840(4) 0.0329(8) Uani 1 1 d . . .
C10 C 0.6927(4) 0.4073(4) 0.6398(4) 0.0322(8) Uani 1 1 d . . .
H10A H 0.6544 0.4868 0.6670 0.039 Uiso 1 1 calc R . .
C13 C 0.6822(5) 0.1637(4) 0.6825(4) 0.0441(10) Uani 1 1 d . . .
C8 C 0.4287(4) 0.2454(3) 0.5649(3) 0.0296(8) Uani 1 1 d . . .
C9 C 0.5940(4) 0.2767(4) 0.6830(3) 0.0316(8) Uani 1 1 d . . .
C12 C 0.4800(5) 0.2929(4) 0.4464(4) 0.0331(8) Uani 1 1 d . . .
C11 C 0.6345(5) 0.3812(4) 0.4872(4) 0.0329(8) Uani 1 1 d . . .
C2 C 0.1643(5) 0.1855(5) 0.7818(4) 0.0485(10) Uani 1 1 d . . .
H2A H 0.1131 0.2570 0.7521 0.058 Uiso 1 1 calc R . .
C1 C 0.2585(4) 0.1350(4) 0.7088(4) 0.0356(8) Uani 1 1 d . . .
C14 C 0.5840(5) 0.3067(4) 0.8215(4) 0.0419(9) Uani 1 1 d . . .
N4 N 0.9304(5) 0.5193(4) 0.7933(4) 0.0540(10) Uani 1 1 d . . .
C15 C 0.4031(5) 0.2572(4) 0.3083(4) 0.0405(9) Uani 1 1 d . . .
H15A H 0.3015 0.1960 0.2786 0.049 Uiso 1 1 calc R . .
C18 C 0.7121(5) 0.4373(4) 0.3944(4) 0.0428(9) Uani 1 1 d . . .
H18A H 0.8154 0.4962 0.4237 0.051 Uiso 1 1 calc R . .
C6 C 0.3275(5) 0.0252(4) 0.7520(4) 0.0454(10) Uani 1 1 d . . .
H6A H 0.3880 -0.0110 0.7023 0.054 Uiso 1 1 calc R . .
C16 C 0.4810(6) 0.3147(4) 0.2152(4) 0.0488(11) Uani 1 1 d . . .
H16A H 0.4297 0.2926 0.1223 0.059 Uiso 1 1 calc R . .
N2 N 0.5904(5) 0.3402(5) 0.9294(4) 0.0698(12) Uani 1 1 d . . .
C17 C 0.6329(6) 0.4038(4) 0.2582(4) 0.0502(11) Uani 1 1 d . . .
H17A H 0.6822 0.4416 0.1940 0.060 Uiso 1 1 calc R . .
C5 C 0.3069(6) -0.0312(5) 0.8686(5) 0.0611(14) Uani 1 1 d . . .
H5A H 0.3537 -0.1051 0.8976 0.073 Uiso 1 1 calc R . .
N5 N 0.9980(7) 0.6010(6) 0.8789(5) 0.0949(17) Uani 1 1 d . . .
C4 C 0.2176(6) 0.0220(6) 0.9410(5) 0.0664(15) Uani 1 1 d . . .
H4A H 0.2047 -0.0151 1.0202 0.080 Uiso 1 1 calc R . .
N1 N 0.7426(5) 0.0752(4) 0.6778(5) 0.0750(13) Uani 1 1 d . . .
C3 C 0.1473(6) 0.1288(6) 0.8981(5) 0.0642(14) Uani 1 1 d . . .
H3A H 0.0867 0.1641 0.9485 0.077 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 N3 C10 114.0(3) . . ?
C8 C7 C1 125.3(3) . . ?
C8 C7 I1 121.4(3) . . ?
C1 C7 I1 113.3(2) . . ?
N3 C10 C11 114.3(3) . . ?
N3 C10 C9 113.6(3) . . ?
C11 C10 C9 101.3(3) . . ?
N3 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
N1 C13 C9 176.9(5) . . ?
C7 C8 C12 133.7(3) . . ?
C7 C8 C9 122.8(3) . . ?
C12 C8 C9 103.4(3) . . ?
C14 C9 C13 109.2(3) . . ?
C14 C9 C8 117.7(3) . . ?
C13 C9 C8 109.2(3) . . ?
C14 C9 C10 108.5(3) . . ?
C13 C9 C10 109.9(3) . . ?
C8 C9 C10 102.1(3) . . ?
C15 C12 C11 119.1(3) . . ?
C15 C12 C8 129.9(3) . . ?
C11 C12 C8 110.9(3) . . ?
C18 C11 C12 122.1(4) . . ?
C18 C11 C10 127.8(3) . . ?
C12 C11 C10 110.0(3) . . ?
C3 C2 C1 119.4(5) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
C6 C1 C2 119.2(4) . . ?
C6 C1 C7 119.5(4) . . ?
C2 C1 C7 121.3(4) . . ?
N2 C14 C9 172.8(4) . . ?
N5 N4 N3 173.3(5) . . ?
C12 C15 C16 118.6(4) . . ?
C12 C15 H15A 120.7 . . ?
C16 C15 H15A 120.7 . . ?
C17 C18 C11 118.3(4) . . ?
C17 C18 H18A 120.9 . . ?
C11 C18 H18A 120.9 . . ?
C1 C6 C5 120.3(5) . . ?
C1 C6 H6A 119.8 . . ?
C5 C6 H6A 119.8 . . ?
C17 C16 C15 121.2(4) . . ?
C17 C16 H16A 119.4 . . ?
C15 C16 H16A 119.4 . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17A 119.6 . . ?
C16 C17 H17A 119.6 . . ?
C4 C5 C6 119.7(5) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C7 2.099(4) . ?
N3 N4 1.234(5) . ?
N3 C10 1.458(5) . ?
C7 C8 1.325(5) . ?
C7 C1 1.480(5) . ?
C10 C11 1.501(5) . ?
C10 C9 1.570(5) . ?
C10 H10A 0.9800 . ?
C13 N1 1.118(6) . ?
C13 C9 1.481(6) . ?
C8 C12 1.468(5) . ?
C8 C9 1.554(5) . ?
C9 C14 1.469(5) . ?
C12 C15 1.386(5) . ?
C12 C11 1.390(5) . ?
C11 C18 1.381(5) . ?
C2 C3 1.371(6) . ?
C2 C1 1.389(6) . ?
C2 H2A 0.9300 . ?
C1 C6 1.380(6) . ?
C14 N2 1.128(5) . ?
N4 N5 1.127(6) . ?
C15 C16 1.391(6) . ?
C15 H15A 0.9300 . ?
C18 C17 1.370(6) . ?
C18 H18A 0.9300 . ?
C6 C5 1.381(6) . ?
C6 H6A 0.9300 . ?
C16 C17 1.379(6) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C5 C4 1.365(8) . ?
C5 H5A 0.9300 . ?
C4 C3 1.358(8) . ?
C4 H4A 0.9300 . ?
C3 H3A 0.9300 . ?
