#------------------------------------------------------------------------------
#$Date: 2024-02-04 14:27:02 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289611 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159739.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_7159739
loop_
_publ_author_name
'Das, Krishna Kanta'
'Hajra, Alakananda'
_publ_section_title
;
 Silylation of 2H-indazoles by photoinduced hydrogen atom transfer
 catalysis.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1034
_journal_page_last               1037
_journal_paper_doi               10.1039/d3ob01925j
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C32 H25 F N2 O Si'
_chemical_formula_weight         500.63
_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
_audit_update_record
;
2023-11-22 deposited with the CCDC.	2023-12-26 downloaded from the CCDC.
;
_cell_angle_alpha                102.890(7)
_cell_angle_beta                 107.408(7)
_cell_angle_gamma                110.200(6)
_cell_formula_units_Z            2
_cell_length_a                   9.840(2)
_cell_length_b                   12.074(3)
_cell_length_c                   13.093(3)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    302.(2)
_cell_measurement_theta_max      28.4329
_cell_measurement_theta_min      2.3328
_cell_volume                     1297.2(5)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      302.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_device_type  BRUKER
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21957
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         28.61
_diffrn_reflns_theta_min         2.33
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9237
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.333
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.461
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5770
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.461
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0569
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1785
_refine_ls_wR_factor_ref         0.2039
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4502
_reflns_number_total             5770
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01925j2.cif
_cod_data_source_block           AKBKKD_2
_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.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7159739.cif.
;
_cod_database_code               7159739
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si1 0.41354(5) 0.70666(4) 0.75071(4) 0.03802(19) Uani d . . . 1 . .
F F1 0.55255(17) 0.92225(12) 0.42231(13) 0.0798(4) Uani d . . . 1 . .
O O1 -0.0322(2) 0.10085(15) 0.66453(17) 0.0822(6) Uani d . . . 1 . .
N N3 0.24133(16) 0.49313(12) 0.52846(12) 0.0402(4) Uani d . . . 1 . .
N N4 0.21733(19) 0.45835(14) 0.41826(13) 0.0488(4) Uani d . . . 1 . .
C C1 0.3813(2) 0.85182(16) 0.76656(15) 0.0430(4) Uani d . . . 1 . .
C C2 0.2354(2) 0.84386(18) 0.70192(18) 0.0556(5) Uani d . . . 1 . .
H H2 0.155361 0.765562 0.648467 0.067000 Uiso calc U . R 1 . .
C C3 0.2057(3) 0.9483(2) 0.7146(2) 0.0664(6) Uani d . . . 1 . .
H H3 0.106821 0.940362 0.670302 0.080000 Uiso calc U . R 1 . .
C C4 0.3228(3) 1.0640(2) 0.7927(2) 0.0676(6) Uani d . . . 1 . .
H H4 0.303448 1.134919 0.801803 0.081000 Uiso calc U . R 1 . .
C C5 0.4672(3) 1.07562(19) 0.8572(2) 0.0701(7) Uani d . . . 1 . .
H H5 0.546435 1.154599 0.909966 0.084000 Uiso calc U . R 1 . .
C C6 0.4975(3) 0.97010(18) 0.84470(18) 0.0571(5) Uani d . . . 1 . .
H H6 0.596795 0.979190 0.889387 0.069000 Uiso calc U . R 1 . .
C C7 0.3614(2) 0.5227(2) 0.85467(19) 0.0600(6) Uani d . . . 1 . .
H H7 0.435838 0.506613 0.832023 0.072000 Uiso calc U . R 1 . .
C C8 0.2958(3) 0.4545(3) 0.9136(2) 0.0796(8) Uani d . . . 1 . .
H H8 0.324416 0.392263 0.929021 0.095000 Uiso calc U . R 1 . .
C C9 0.1892(3) 0.4791(3) 0.9488(3) 0.0925(9) Uani d . . . 1 . .
H H9 0.145583 0.433714 0.989139 0.111000 Uiso calc U . R 1 . .
C C10 0.1451(4) 0.5697(3) 0.9257(3) 0.0938(9) Uani d . . . 1 . .
H H10 0.072870 0.586523 0.950866 0.113000 Uiso calc U . R 1 . .
C C11 0.2095(3) 0.6367(2) 0.8642(2) 0.0661(6) Uani d . . . 1 . .
H H11 0.177904 0.697017 0.847097 0.079000 Uiso calc U . R 1 . .
C C12 0.2990(2) 0.56768(17) 0.40771(16) 0.0456(4) Uani d . . . 1 . .
C C13 0.37161(19) 0.67062(15) 0.51347(15) 0.0400(4) Uani d . . . 1 . .
C C14 0.7216(2) 0.74313(18) 0.75749(19) 0.0540(5) Uani d . . . 1 . .
H H14 0.674220 0.711539 0.677575 0.065000 Uiso calc U . R 1 . .
C C15 0.8830(3) 0.7812(2) 0.8139(2) 0.0705(7) Uani d . . . 1 . .
H H15 0.942613 0.774664 0.771526 0.085000 Uiso calc U . R 1 . .
C C16 0.9549(2) 0.8280(2) 0.9306(2) 0.0711(7) Uani d . . . 1 . .
H H16 1.063277 0.853736 0.967899 0.085000 Uiso calc U . R 1 . .
C C17 0.8670(3) 0.8373(2) 0.9935(2) 0.0717(7) Uani d . . . 1 . .
H H17 0.915460 0.869609 1.073378 0.086000 Uiso calc U . R 1 . .
C C18 0.7075(2) 0.7986(2) 0.93726(19) 0.0615(6) Uani d . . . 1 . .
H H18 0.648602 0.804127 0.980430 0.074000 Uiso calc U . R 1 . .
C C19 0.1674(2) 0.39373(14) 0.56517(15) 0.0418(4) Uani d . . . 1 . .
C C20 0.0506(2) 0.39194(15) 0.60091(16) 0.0432(4) Uani d . . . 1 . .
H H20 0.018374 0.455944 0.602308 0.052000 Uiso calc U . R 1 . .
C C21 -0.0206(2) 0.29472(16) 0.63533(17) 0.0498(5) Uani d . . . 1 . .
H H21 -0.099208 0.293817 0.661134 0.060000 Uiso calc U . R 1 . .
C C22 0.0274(2) 0.19896(17) 0.63064(19) 0.0563(5) Uani d . . . 1 . .
C C23 0.1407(3) 0.19929(18) 0.5908(2) 0.0642(6) Uani d . . . 1 . .
H H23 0.169043 0.132938 0.585220 0.077000 Uiso calc U . R 1 . .
C C24 0.2138(3) 0.29721(18) 0.55868(19) 0.0577(5) Uani d . . . 1 . .
H H24 0.292759 0.298345 0.533161 0.069000 Uiso calc U . R 1 . .
C C25 0.3134(3) 0.5854(2) 0.30797(19) 0.0601(5) Uani d . . . 1 . .
H H25 0.265168 0.517361 0.238581 0.072000 Uiso calc U . R 1 . .
C C26 0.3995(3) 0.7042(2) 0.3164(2) 0.0617(6) Uani d . . . 1 . .
H H26 0.412201 0.719021 0.252337 0.074000 Uiso calc U . R 1 . .
C C27 0.4693(2) 0.80491(19) 0.4213(2) 0.0553(5) Uani d . . . 1 . .
C C28 0.4588(2) 0.79456(17) 0.51919(17) 0.0476(5) Uani d . . . 1 . .
H H28 0.505997 0.864803 0.586745 0.057000 Uiso calc U . R 1 . .
C C29 -0.1527(3) 0.0937(2) 0.7032(3) 0.0855(9) Uani d . . . 1 . .
H H29A -0.179262 0.023215 0.728151 0.128000 Uiso calc U . R 1 . .
H H29B -0.245093 0.082436 0.641588 0.128000 Uiso calc U . R 1 . .
H H29C -0.116120 0.170621 0.766144 0.128000 Uiso calc U . R 1 . .
C C30 0.33338(19) 0.61980(14) 0.59268(15) 0.0378(4) Uani d . . . 1 . .
C C31 0.3191(2) 0.61478(17) 0.82823(16) 0.0461(4) Uani d . . . 1 . .
C C32 0.6302(2) 0.75146(15) 0.81832(15) 0.0410(4) Uani d . . . 1 . .
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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C31 Si1 C1 . . 110.01(9) ?
C31 Si1 C30 . . 114.65(8) ?
C1 Si1 C30 . . 105.74(8) ?
C31 Si1 C32 . . 106.65(8) ?
C1 Si1 C32 . . 110.08(8) ?
C30 Si1 C32 . . 109.72(8) ?
C22 O1 C29 . . 118.30(19) ?
N4 N3 C30 . . 115.71(14) ?
N4 N3 C19 . . 116.14(13) ?
C30 N3 C19 . . 128.15(15) ?
N3 N4 C12 . . 103.80(14) ?
C2 C1 C6 . . 117.18(18) ?
C2 C1 Si1 . . 120.49(13) ?
C6 C1 Si1 . . 122.30(15) ?
C1 C2 C3 . . 122.0(2) ?
C4 C3 C2 . . 119.5(2) ?
C5 C4 C3 . . 120.3(2) ?
C4 C5 C6 . . 120.4(2) ?
C1 C6 C5 . . 120.7(2) ?
C31 C7 C8 . . 121.8(2) ?
C9 C8 C7 . . 119.5(3) ?
C10 C9 C8 . . 120.8(2) ?
C9 C10 C11 . . 119.5(3) ?
C31 C11 C10 . . 121.0(2) ?
N4 C12 C13 . . 110.86(16) ?
N4 C12 C25 . . 127.70(18) ?
C13 C12 C25 . . 121.43(18) ?
C30 C13 C12 . . 106.28(14) ?
C30 C13 C28 . . 134.26(16) ?
C12 C13 C28 . . 119.45(17) ?
C32 C14 C15 . . 120.9(2) ?
C16 C15 C14 . . 120.5(2) ?
C17 C16 C15 . . 119.9(2) ?
C16 C17 C18 . . 119.3(2) ?
C32 C18 C17 . . 122.5(2) ?
C20 C19 C24 . . 120.99(17) ?
C20 C19 N3 . . 120.77(15) ?
C24 C19 N3 . . 118.18(17) ?
C19 C20 C21 . . 120.14(16) ?
C22 C21 C20 . . 118.99(19) ?
O1 C22 C23 . . 115.87(19) ?
O1 C22 C21 . . 123.7(2) ?
C23 C22 C21 . . 120.39(17) ?
C22 C23 C24 . . 120.64(19) ?
C19 C24 C23 . . 118.8(2) ?
C26 C25 C12 . . 117.9(2) ?
C25 C26 C27 . . 119.95(19) ?
C28 C27 F1 . . 118.5(2) ?
C28 C27 C26 . . 125.09(18) ?
F1 C27 C26 . . 116.37(18) ?
C27 C28 C13 . . 116.21(18) ?
N3 C30 C13 . . 103.33(14) ?
N3 C30 Si1 . . 130.16(13) ?
C13 C30 Si1 . . 126.12(12) ?
C11 C31 C7 . . 117.41(19) ?
C11 C31 Si1 . . 122.29(16) ?
C7 C31 Si1 . . 120.27(15) ?
C14 C32 C18 . . 116.86(18) ?
C14 C32 Si1 . . 124.22(15) ?
C18 C32 Si1 . . 118.90(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 C31 . 1.8654(19) ?
Si1 C1 . 1.8644(19) ?
Si1 C30 . 1.8675(18) ?
Si1 C32 . 1.8660(19) ?
F1 C27 . 1.365(2) ?
O1 C22 . 1.362(2) ?
O1 C29 . 1.406(3) ?
N3 N4 . 1.331(2) ?
N3 C30 . 1.3714(19) ?
N3 C19 . 1.437(2) ?
N4 C12 . 1.350(2) ?
C1 C2 . 1.388(3) ?
C1 C6 . 1.383(3) ?
C2 C3 . 1.377(3) ?
C3 C4 . 1.368(3) ?
C4 C5 . 1.357(4) ?
C5 C6 . 1.392(3) ?
C7 C31 . 1.391(3) ?
C7 C8 . 1.379(3) ?
C8 C9 . 1.358(4) ?
C9 C10 . 1.369(4) ?
C10 C11 . 1.395(3) ?
C11 C31 . 1.378(3) ?
C12 C13 . 1.414(2) ?
C12 C25 . 1.409(3) ?
C13 C30 . 1.397(2) ?
C13 C28 . 1.416(2) ?
C14 C32 . 1.382(3) ?
C14 C15 . 1.386(3) ?
C15 C16 . 1.359(4) ?
C16 C17 . 1.374(4) ?
C17 C18 . 1.369(3) ?
C18 C32 . 1.387(3) ?
C19 C20 . 1.360(3) ?
C19 C24 . 1.386(3) ?
C20 C21 . 1.389(2) ?
C21 C22 . 1.388(3) ?
C22 C23 . 1.365(3) ?
C23 C24 . 1.381(3) ?
C25 C26 . 1.350(3) ?
C26 C27 . 1.397(3) ?
C27 C28 . 1.346(3) ?
