#------------------------------------------------------------------------------
#$Date: 2023-07-14 00:59:39 +0300 (Fri, 14 Jul 2023) $
#$Revision: 285201 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/18/7131892.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_7131892
loop_
_publ_author_name
'Joshi, Ashish'
'Moorthy, Shruti'
'Chavada, Lilesh Rambhai'
'Singh, Saurabh Kumar'
'Pandey, Ashok Kumar'
_publ_section_title
;
 Ru(II)/Ru(IV)-catalyzed C(sp²)-H allylation with alkene
 difunctionalization to access isochroman-1-imines.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d3cc01604h
_journal_year                    2023
_chemical_formula_moiety         'C15 H15 Br2 N O5'
_chemical_formula_sum            'C15 H15 Br2 N O5'
_chemical_formula_weight         449.10
_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_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-09-22 deposited with the CCDC.	2023-06-19 downloaded from the CCDC.
;
_cell_angle_alpha                109.881(2)
_cell_angle_beta                 98.181(2)
_cell_angle_gamma                102.053(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1671(5)
_cell_length_b                   9.9200(6)
_cell_length_c                   11.5668(6)
_cell_measurement_reflns_used    3754
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.9
_cell_volume                     838.33(9)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27035
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_min         1.925
_diffrn_source                   Microfocus
_exptl_absorpt_coefficient_mu    4.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_description       Plate
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.110
_exptl_transmission_factor_max   0.7456
_exptl_transmission_factor_min   0.4701
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.050(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3754
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0398P)²+0.5367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0871
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3136
_reflns_number_total             3754
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc01604h2.cif
_cod_data_source_block           shelx
_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 
;
_cod_database_code               7131892
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.365
_shelx_estimated_absorpt_t_max   0.617
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br -0.01751(3) 0.18814(3) 0.07830(3) 0.05583(14) Uani 1 1 d . . . . .
Br1 Br 0.79175(4) 1.06878(3) 0.66549(3) 0.05552(14) Uani 1 1 d . . . . .
O1 O 0.35196(18) 0.35868(17) 0.24282(15) 0.0356(3) Uani 1 1 d . . . . .
O5 O 0.3208(2) 0.5012(2) 0.09074(16) 0.0435(4) Uani 1 1 d . . . . .
O4 O 0.1143(2) 0.5944(2) 0.16759(17) 0.0454(4) Uani 1 1 d . . . . .
O3 O 0.7684(2) 0.1395(2) 0.32550(16) 0.0473(4) Uani 1 1 d . . . . .
N1 N 0.6281(2) 0.3419(2) 0.26085(19) 0.0382(4) Uani 1 1 d . . . . .
O2 O 0.6186(2) -0.04500(19) 0.14301(18) 0.0491(4) Uani 1 1 d . . . . .
C3 C 0.4745(3) 0.6539(3) 0.42585(19) 0.0315(4) Uani 1 1 d . . . . .
C7 C 0.5258(3) 0.4218(2) 0.2858(2) 0.0310(4) Uani 1 1 d . . . . .
C4 C 0.5882(3) 0.5807(2) 0.3683(2) 0.0316(4) Uani 1 1 d . . . . .
C13 C 0.0615(3) 0.3414(3) 0.2470(2) 0.0389(5) Uani 1 1 d . . . . .
H13A H -0.023214 0.396639 0.263567 0.047 Uiso 1 1 calc R U . . .
H13B H 0.072203 0.294786 0.308016 0.047 Uiso 1 1 calc R U . . .
C12 C 0.2339(3) 0.4488(2) 0.2637(2) 0.0313(4) Uani 1 1 d . . . . .
C11 C 0.2885(3) 0.5687(3) 0.3971(2) 0.0366(5) Uani 1 1 d . . . . .
H11A H 0.217314 0.636841 0.404709 0.044 Uiso 1 1 calc R U . . .
H11B H 0.271723 0.522501 0.457722 0.044 Uiso 1 1 calc R U . . .
C2 C 0.5361(3) 0.8004(3) 0.5114(2) 0.0374(5) Uani 1 1 d . . . . .
H2 H 0.460871 0.850668 0.548209 0.045 Uiso 1 1 calc R U . . .
C8 C 0.5573(3) 0.1842(3) 0.1846(2) 0.0418(5) Uani 1 1 d . . . . .
H8A H 0.556419 0.166959 0.096737 0.050 Uiso 1 1 calc R U . . .
H8B H 0.439471 0.151863 0.190812 0.050 Uiso 1 1 calc R U . . .
C14 C 0.2169(3) 0.5235(2) 0.1683(2) 0.0307(4) Uani 1 1 d . . . . .
C9 C 0.6625(3) 0.0946(3) 0.2281(2) 0.0344(5) Uani 1 1 d . . . . .
C15 C 0.3000(4) 0.5642(4) -0.0050(3) 0.0612(8) Uani 1 1 d . . . . .
H15A H 0.380421 0.542742 -0.057015 0.092 Uiso 1 1 calc R U . . .
H15B H 0.184861 0.521273 -0.056534 0.092 Uiso 1 1 calc R U . . .
H15C H 0.321045 0.670256 0.035135 0.092 Uiso 1 1 calc R U . . .
C5 C 0.7631(3) 0.6571(3) 0.3980(2) 0.0390(5) Uani 1 1 d . . . . .
H5 H 0.838385 0.609761 0.358267 0.047 Uiso 1 1 calc R U . . .
C1 C 0.7100(3) 0.8715(3) 0.5417(2) 0.0385(5) Uani 1 1 d . . . . .
C6 C 0.8248(3) 0.8019(3) 0.4857(2) 0.0409(5) Uani 1 1 d . . . . .
H6 H 0.941370 0.851678 0.506695 0.049 Uiso 1 1 calc R U . . .
C10 C 0.7095(5) -0.1429(4) 0.1727(4) 0.0741(10) Uani 1 1 d . . . . .
H10A H 0.668683 -0.239961 0.105936 0.111 Uiso 1 1 calc R U . . .
H10B H 0.830440 -0.103723 0.181420 0.111 Uiso 1 1 calc R U . . .
H10C H 0.689999 -0.150308 0.250476 0.111 Uiso 1 1 calc R U . . .
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'
Br Br -0.2901 2.4595 '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'
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
C7 O1 C12 120.94(17) . . ?
C14 O5 C15 115.14(19) . . ?
C7 N1 C8 118.67(19) . . ?
C9 O2 C10 116.0(2) . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 C11 121.42(19) . . ?
C4 C3 C11 118.8(2) . . ?
N1 C7 O1 120.0(2) . . ?
N1 C7 C4 121.53(19) . . ?
O1 C7 C4 118.28(18) . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 C7 119.75(19) . . ?
C5 C4 C7 120.66(19) . . ?
C12 C13 Br2 111.94(16) . . ?
O1 C12 C13 105.26(17) . . ?
O1 C12 C11 111.18(17) . . ?
C13 C12 C11 109.81(18) . . ?
O1 C12 C14 112.26(17) . . ?
C13 C12 C14 109.29(17) . . ?
C11 C12 C14 108.96(18) . . ?
C3 C11 C12 110.61(17) . . ?
C1 C2 C3 119.6(2) . . ?
N1 C8 C9 110.69(19) . . ?
O4 C14 O5 125.3(2) . . ?
O4 C14 C12 120.5(2) . . ?
O5 C14 C12 114.28(17) . . ?
O3 C9 O2 123.9(2) . . ?
O3 C9 C8 125.9(2) . . ?
O2 C9 C8 110.2(2) . . ?
C6 C5 C4 120.7(2) . . ?
C2 C1 C6 121.8(2) . . ?
C2 C1 Br1 118.48(18) . . ?
C6 C1 Br1 119.72(18) . . ?
C5 C6 C1 118.7(2) . . ?
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
Br2 C13 1.936(2) . ?
Br1 C1 1.898(2) . ?
O1 C7 1.368(3) . ?
O1 C12 1.437(2) . ?
O5 C14 1.318(3) . ?
O5 C15 1.452(3) . ?
O4 C14 1.202(3) . ?
O3 C9 1.199(3) . ?
N1 C7 1.265(3) . ?
N1 C8 1.448(3) . ?
O2 C9 1.334(3) . ?
O2 C10 1.437(3) . ?
C3 C2 1.386(3) . ?
C3 C4 1.400(3) . ?
C3 C11 1.503(3) . ?
C7 C4 1.469(3) . ?
C4 C5 1.401(3) . ?
C13 C12 1.520(3) . ?
C12 C11 1.526(3) . ?
C12 C14 1.530(3) . ?
C2 C1 1.382(3) . ?
C8 C9 1.510(3) . ?
C5 C6 1.381(4) . ?
C1 C6 1.384(3) . ?
