#------------------------------------------------------------------------------
#$Date: 2020-05-05 15:43:50 +0300 (Tue, 05 May 2020) $
#$Revision: 251562 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/62/7126213.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_7126213
loop_
_publ_author_name
'Huang, Jie'
'Li, Feng'
'Cui, Lei'
'Su, Shikuan'
'Jia, Xueshun'
'Li, Jian'
_publ_section_title
;
 Palladium-catalyzed cascade reactions of enynones and isocyanides: access
 towards functionalized ketenimine and its application.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4555
_journal_page_last               4558
_journal_paper_doi               10.1039/c9cc09363j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C34 H27 Br3 N2 O5'
_chemical_formula_weight         783.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2400z5
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-11-18 deposited with the CCDC.	2020-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.056(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8209(9)
_cell_length_b                   13.1614(9)
_cell_length_c                   23.1775(18)
_cell_measurement_reflns_used    4983
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      49.86
_cell_measurement_theta_min      3.41
_cell_volume                     3215.6(4)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18635
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        52.989
_diffrn_reflns_theta_max         52.989
_diffrn_reflns_theta_min         3.382
_exptl_absorpt_coefficient_mu    3.317
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         5658
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0585P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1267
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3564
_reflns_number_total             5658
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc09363j2.cif
_cod_data_source_block           20190524ZNZ3720_0m_a
_cod_depositor_comments
'Adding full bibliography for 7126212--7126213.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7126213
_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   0.571
_shelx_estimated_absorpt_t_max   0.692
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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
Br1 Br 0.95146(6) 0.26579(4) 0.57717(3) 0.0555(2) Uani 1 1 d . . . . .
Br2 Br 0.18913(7) 1.05570(5) 0.50637(3) 0.0685(2) Uani 1 1 d . . . . .
Br3 Br 0.63514(6) 1.21571(4) 0.72101(2) 0.0519(2) Uani 1 1 d . . . . .
C1 C 0.9355(6) 0.6712(4) 0.5669(2) 0.0525(15) Uani 1 1 d . . . . .
H1A H 1.027923 0.665438 0.573426 0.079 Uiso 1 1 calc R U . . .
H1B H 0.914090 0.728450 0.589826 0.079 Uiso 1 1 calc R U . . .
H1C H 0.899031 0.682552 0.524666 0.079 Uiso 1 1 calc R U . . .
C2 C 0.8828(5) 0.5753(3) 0.5862(2) 0.0384(12) Uani 1 1 d . . . . .
C3 C 0.9334(5) 0.4820(3) 0.5755(2) 0.0432(13) Uani 1 1 d . . . . .
H3 H 1.001151 0.479238 0.555660 0.052 Uiso 1 1 calc R U . . .
C4 C 0.8850(5) 0.3930(4) 0.5936(2) 0.0408(12) Uani 1 1 d . . . . .
C5 C 0.7877(5) 0.3953(4) 0.6227(2) 0.0409(12) Uani 1 1 d . . . . .
H5 H 0.755681 0.333574 0.634821 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7354(5) 0.4881(4) 0.6345(2) 0.0389(12) Uani 1 1 d . . . . .
C7 C 0.7832(5) 0.5763(3) 0.6154(2) 0.0370(12) Uani 1 1 d . . . . .
C8 C 0.6300(5) 0.4901(4) 0.6674(2) 0.0545(15) Uani 1 1 d . . . . .
H8A H 0.665076 0.506788 0.709096 0.082 Uiso 1 1 calc R U . . .
H8B H 0.589112 0.423308 0.664660 0.082 Uiso 1 1 calc R U . . .
H8C H 0.567306 0.541589 0.649797 0.082 Uiso 1 1 calc R U . . .
C9 C 0.6409(5) 0.7271(3) 0.58757(19) 0.0354(12) Uani 1 1 d . . . . .
C10 C 0.5796(5) 0.8113(3) 0.6140(2) 0.0337(11) Uani 1 1 d . . . . .
C11 C 0.4876(5) 0.8593(3) 0.56417(19) 0.0367(12) Uani 1 1 d . . . . .
C12 C 0.4996(5) 0.8089(3) 0.5123(2) 0.0380(12) Uani 1 1 d . . . . .
C13 C 0.5960(5) 0.7265(3) 0.52744(19) 0.0377(12) Uani 1 1 d . . . . .
C14 C 0.6288(5) 0.6599(4) 0.48304(19) 0.0396(12) Uani 1 1 d . . . . .
C15 C 0.6498(5) 0.5606(4) 0.4782(2) 0.0438(13) Uani 1 1 d . . . . .
H15 H 0.640368 0.509026 0.505560 0.053 Uiso 1 1 calc R U . . .
C16 C 0.6900(5) 0.5468(4) 0.4228(2) 0.0394(12) Uani 1 1 d . . . . .
C17 C 0.6849(5) 0.6390(4) 0.3971(2) 0.0400(12) Uani 1 1 d . . . . .
C18 C 0.7086(6) 0.6792(4) 0.3397(2) 0.0558(15) Uani 1 1 d . . . . .
H18A H 0.799557 0.676024 0.340734 0.084 Uiso 1 1 calc R U . . .
H18B H 0.679743 0.749901 0.334281 0.084 Uiso 1 1 calc R U . . .
H18C H 0.661908 0.637952 0.306701 0.084 Uiso 1 1 calc R U . . .
C19 C 0.7259(5) 0.4521(4) 0.3967(2) 0.0450(13) Uani 1 1 d . . . . .
C20 C 0.7024(6) 0.3548(4) 0.4251(3) 0.0584(16) Uani 1 1 d . . . . .
H20A H 0.715248 0.297828 0.399832 0.088 Uiso 1 1 calc R U . . .
H20B H 0.614979 0.353688 0.430265 0.088 Uiso 1 1 calc R U . . .
H20C H 0.761373 0.348764 0.463780 0.088 Uiso 1 1 calc R U . . .
C21 C 0.5568(5) 0.9090(3) 0.69491(19) 0.0355(11) Uani 1 1 d . . . . .
C22 C 0.6105(5) 1.0054(3) 0.69449(19) 0.0382(12) Uani 1 1 d . . . . .
H22 H 0.678702 1.016268 0.675622 0.046 Uiso 1 1 calc R U . . .
C23 C 0.5624(5) 1.0853(3) 0.7222(2) 0.0391(12) Uani 1 1 d . . . . .
C24 C 0.4644(5) 1.0714(4) 0.7506(2) 0.0453(13) Uani 1 1 d . . . . .
H24 H 0.432831 1.126808 0.769266 0.054 Uiso 1 1 calc R U . . .
C25 C 0.4133(5) 0.9757(4) 0.7512(2) 0.0448(13) Uani 1 1 d . . . . .
H25 H 0.345590 0.964869 0.770458 0.054 Uiso 1 1 calc R U . . .
C26 C 0.4594(5) 0.8957(3) 0.7244(2) 0.0377(12) Uani 1 1 d . . . . .
C27 C 0.4696(5) 0.7254(3) 0.7564(2) 0.0421(12) Uani 1 1 d . . . . .
H27 H 0.554702 0.738201 0.776676 0.051 Uiso 1 1 calc R U . . .
C28 C 0.4197(6) 0.6362(3) 0.7604(2) 0.0464(13) Uani 1 1 d . . . . .
H28 H 0.335359 0.622885 0.739124 0.056 Uiso 1 1 calc R U . . .
C29 C 0.4913(7) 0.5570(4) 0.7969(2) 0.0494(14) Uani 1 1 d . . . . .
C30 C 0.4754(8) 0.3933(4) 0.8366(3) 0.092(2) Uani 1 1 d . . . . .
H30A H 0.556152 0.374871 0.826994 0.138 Uiso 1 1 calc R U . . .
H30B H 0.418841 0.334264 0.830838 0.138 Uiso 1 1 calc R U . . .
H30C H 0.490885 0.415459 0.878034 0.138 Uiso 1 1 calc R U . . .
C31 C 0.4193(5) 0.8339(4) 0.4587(2) 0.0465(14) Uani 1 1 d . . . . .
H31 H 0.426868 0.800670 0.423295 0.056 Uiso 1 1 calc R U . . .
C32 C 0.3274(5) 0.9084(4) 0.4574(2) 0.0472(14) Uani 1 1 d . . . . .
H32 H 0.271297 0.925828 0.420959 0.057 Uiso 1 1 calc R U . . .
C33 C 0.3176(5) 0.9569(3) 0.5088(2) 0.0450(13) Uani 1 1 d . . . . .
C34 C 0.3984(5) 0.9341(3) 0.5632(2) 0.0385(12) Uani 1 1 d . . . . .
H34 H 0.392086 0.969033 0.598272 0.046 Uiso 1 1 calc R U . . .
N1 N 0.7275(4) 0.6708(3) 0.62610(16) 0.0443(11) Uani 1 1 d . . . . .
H1 H 0.752339 0.695691 0.662092 0.053 Uiso 1 1 calc R U . . .
N2 N 0.6081(4) 0.8263(3) 0.66952(16) 0.0373(10) Uani 1 1 d . . . . .
O1 O 0.7741(4) 0.4537(3) 0.35346(15) 0.0535(10) Uani 1 1 d . . . . .
O2 O 0.6474(3) 0.7100(2) 0.43246(13) 0.0427(9) Uani 1 1 d . . . . .
O3 O 0.4004(3) 0.8011(2) 0.72318(15) 0.0456(9) Uani 1 1 d . . . . .
O4 O 0.6012(4) 0.5613(3) 0.82356(18) 0.0621(11) Uani 1 1 d . . . . .
O5 O 0.4170(4) 0.4751(3) 0.79841(18) 0.0740(13) Uani 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 0.0137 0.0067 '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 -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.3(4) . . ?
C3 C2 C1 120.0(4) . . ?
C7 C2 C1 121.7(4) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.9(5) . . ?
C5 C4 Br1 119.1(4) . . ?
C3 C4 Br1 120.0(4) . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 118.2(4) . . ?
C7 C6 C8 121.8(4) . . ?
C5 C6 C8 120.0(4) . . ?
C6 C7 C2 122.1(4) . . ?
C6 C7 N1 118.2(4) . . ?
C2 C7 N1 119.6(4) . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C13 134.4(4) . . ?
N1 C9 C10 116.1(4) . . ?
C13 C9 C10 109.4(4) . . ?
N2 C10 C11 133.6(4) . . ?
N2 C10 C9 120.1(4) . . ?
C11 C10 C9 106.3(4) . . ?
C34 C11 C12 121.6(5) . . ?
C34 C11 C10 131.5(4) . . ?
C12 C11 C10 106.8(4) . . ?
C31 C12 C11 119.7(5) . . ?
C31 C12 C13 130.3(4) . . ?
C11 C12 C13 109.8(4) . . ?
C9 C13 C14 129.5(5) . . ?
C9 C13 C12 107.7(4) . . ?
C14 C13 C12 122.8(4) . . ?
C15 C14 O2 109.4(4) . . ?
C15 C14 C13 136.2(4) . . ?
O2 C14 C13 114.4(4) . . ?
C14 C15 C16 106.6(4) . . ?
C14 C15 H15 126.7 . . ?
C16 C15 H15 126.7 . . ?
C17 C16 C15 106.6(4) . . ?
C17 C16 C19 124.7(4) . . ?
C15 C16 C19 128.7(4) . . ?
C16 C17 O2 109.9(4) . . ?
C16 C17 C18 135.1(4) . . ?
O2 C17 C18 115.0(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C19 C16 121.2(4) . . ?
O1 C19 C20 121.4(5) . . ?
C16 C19 C20 117.4(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 118.7(4) . . ?
C26 C21 N2 121.4(4) . . ?
C22 C21 N2 119.7(4) . . ?
C23 C22 C21 118.9(5) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C24 C23 C22 121.8(4) . . ?
C24 C23 Br3 119.6(4) . . ?
C22 C23 Br3 118.6(4) . . ?
C25 C24 C23 118.7(5) . . ?
C25 C24 H24 120.7 . . ?
C23 C24 H24 120.7 . . ?
C26 C25 C24 120.5(5) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C21 121.3(4) . . ?
C25 C26 O3 118.7(4) . . ?
C21 C26 O3 119.8(4) . . ?
C28 C27 O3 120.7(5) . . ?
C28 C27 H27 119.6 . . ?
O3 C27 H27 119.6 . . ?
C27 C28 C29 120.8(6) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
O4 C29 O5 123.0(5) . . ?
O4 C29 C28 126.7(5) . . ?
O5 C29 C28 110.2(6) . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C12 C31 C32 119.1(5) . . ?
C12 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C33 C32 C31 120.1(5) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 121.8(5) . . ?
C32 C33 Br2 119.5(4) . . ?
C34 C33 Br2 118.7(4) . . ?
C11 C34 C33 117.6(4) . . ?
C11 C34 H34 121.2 . . ?
C33 C34 H34 121.2 . . ?
C9 N1 C7 128.1(4) . . ?
C9 N1 H1 116.0 . . ?
C7 N1 H1 116.0 . . ?
C10 N2 C21 121.0(4) . . ?
C17 O2 C14 107.4(3) . . ?
C27 O3 C26 116.5(4) . . ?
C29 O5 C30 115.5(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
Br1 C4 1.894(5) . ?
Br2 C33 1.895(5) . ?
Br3 C23 1.891(5) . ?
C1 C2 1.496(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.389(6) . ?
C2 C7 1.397(7) . ?
C3 C4 1.387(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(7) . ?
C5 C6 1.400(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(6) . ?
C6 C8 1.508(7) . ?
C7 N1 1.427(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N1 1.358(6) . ?
C9 C13 1.368(6) . ?
C9 C10 1.493(6) . ?
C10 N2 1.270(5) . ?
C10 C11 1.484(6) . ?
C11 C34 1.375(7) . ?
C11 C12 1.403(6) . ?
C12 C31 1.386(7) . ?
C12 C13 1.491(7) . ?
C13 C14 1.455(6) . ?
C14 C15 1.336(6) . ?
C14 O2 1.398(5) . ?
C15 C16 1.458(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.347(6) . ?
C16 C19 1.475(6) . ?
C17 O2 1.364(5) . ?
C17 C18 1.507(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O1 1.230(6) . ?
C19 C20 1.488(7) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C26 1.391(7) . ?
C21 C22 1.395(6) . ?
C21 N2 1.410(5) . ?
C22 C23 1.393(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(7) . ?
C24 C25 1.378(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.373(6) . ?
C25 H25 0.9500 . ?
C26 O3 1.397(5) . ?
C27 C28 1.305(6) . ?
C27 O3 1.373(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.451(7) . ?
C28 H28 0.9500 . ?
C29 O4 1.212(7) . ?
C29 O5 1.350(7) . ?
C30 O5 1.446(7) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.392(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.376(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.395(7) . ?
C34 H34 0.9500 . ?
N1 H1 0.8800 . ?
