#------------------------------------------------------------------------------
#$Date: 2020-12-02 07:28:00 +0200 (Wed, 02 Dec 2020) $
#$Revision: 259446 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/77/7157760.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_7157760
loop_
_publ_author_name
'Shen, Bing-Xue'
'Min, Xiang-Ting'
'Hu, Yan-Cheng'
'Qian, Lei-Lei'
'Yang, Sa-Na'
'Wan, Boshun'
'Chen, Qing-An'
_publ_section_title
;
 Copper-catalyzed boroacylation of allenes to access tetrasubstituted
 vinylboronates
;
_journal_issue                   45
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              9253
_journal_page_last               9260
_journal_paper_doi               10.1039/D0OB02008G
_journal_volume                  18
_journal_year                    2020
_chemical_formula_sum            'C23 H17 N O'
_chemical_formula_weight         323.38
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2020-08-27 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.266(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8725(4)
_cell_length_b                   11.6847(5)
_cell_length_c                   16.8773(8)
_cell_measurement_reflns_used    7750
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.14
_cell_volume                     1709.77(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scan'
_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  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13178
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_correction_T_min  0.9879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.266
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.266
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0607
_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)+(0.0954P)²+0.1926P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1587
_refine_ls_wR_factor_ref         0.1658
_reflns_number_gt                3385
_reflns_number_total             3915
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0ob02008g2.cif
_cod_data_source_block           1
_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 'Monoclinic' was changed to
'monoclinic' 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 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7157760
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.71006(13) 0.18429(9) 0.17988(6) 0.0265(3) Uani 1 1 d . . .
C7 C 1.07716(17) -0.04222(12) 0.18760(8) 0.0217(3) Uani 1 1 d . . .
H7 H 1.1748 -0.0134 0.2145 0.026 Uiso 1 1 calc R . .
C8 C 0.73340(15) 0.05391(11) 0.02725(8) 0.0183(3) Uani 1 1 d . . .
C2 C 1.03047(16) -0.15115(12) 0.20598(8) 0.0206(3) Uani 1 1 d . . .
C10 C 0.70944(16) 0.16599(11) 0.03983(8) 0.0184(3) Uani 1 1 d . . .
C6 C 0.98075(16) 0.02380(11) 0.13004(8) 0.0208(3) Uani 1 1 d . . .
H6 H 1.0136 0.0977 0.1175 0.025 Uiso 1 1 calc R . .
N1 N 1.21073(16) -0.28117(11) 0.30914(8) 0.0329(3) Uani 1 1 d . . .
C3 C 0.88756(17) -0.19366(12) 0.16619(9) 0.0238(3) Uani 1 1 d . . .
H3 H 0.8557 -0.2681 0.1784 0.029 Uiso 1 1 calc R . .
C16 C 0.50719(17) 0.31674(12) -0.00058(9) 0.0233(3) Uani 1 1 d . . .
H16 H 0.4911 0.3160 0.0533 0.028 Uiso 1 1 calc R . .
C11 C 0.61818(15) 0.24484(11) -0.02154(8) 0.0189(3) Uani 1 1 d . . .
C18 C 0.86654(16) 0.32031(11) 0.13149(8) 0.0202(3) Uani 1 1 d . . .
C4 C 0.79243(17) -0.12662(12) 0.10878(9) 0.0237(3) Uani 1 1 d . . .
H4 H 0.6955 -0.1561 0.0815 0.028 Uiso 1 1 calc R . .
C17 C 0.76048(16) 0.21977(11) 0.12278(8) 0.0193(3) Uani 1 1 d . . .
C15 C 0.41998(18) 0.38937(12) -0.05778(10) 0.0274(3) Uani 1 1 d . . .
H15 H 0.3442 0.4375 -0.0429 0.033 Uiso 1 1 calc R . .
C1 C 1.13098(17) -0.22216(12) 0.26445(9) 0.0240(3) Uani 1 1 d . . .
C19 C 0.95861(17) 0.34158(12) 0.07592(9) 0.0246(3) Uani 1 1 d . . .
H19 H 0.9518 0.2934 0.0299 0.030 Uiso 1 1 calc R . .
C5 C 0.83601(16) -0.01630(11) 0.09008(8) 0.0185(3) Uani 1 1 d . . .
C9 C 0.65783(17) -0.00954(12) -0.04851(8) 0.0217(3) Uani 1 1 d . . .
H9A H 0.5819 0.0403 -0.0827 0.032 Uiso 1 1 calc R . .
H9B H 0.6060 -0.0779 -0.0337 0.032 Uiso 1 1 calc R . .
H9C H 0.7364 -0.0323 -0.0784 0.032 Uiso 1 1 calc R . .
C14 C 0.44308(18) 0.39185(12) -0.13628(9) 0.0283(3) Uani 1 1 d . . .
H14 H 0.3828 0.4412 -0.1753 0.034 Uiso 1 1 calc R . .
C12 C 0.64214(17) 0.24991(12) -0.10094(9) 0.0234(3) Uani 1 1 d . . .
H12 H 0.7193 0.2033 -0.1159 0.028 Uiso 1 1 calc R . .
C20 C 1.06073(18) 0.43351(14) 0.08775(10) 0.0302(4) Uani 1 1 d . . .
H20 H 1.1258 0.4467 0.0507 0.036 Uiso 1 1 calc R . .
C22 C 0.97543(19) 0.48544(12) 0.20889(9) 0.0288(4) Uani 1 1 d . . .
H22 H 0.9801 0.5353 0.2538 0.035 Uiso 1 1 calc R . .
C13 C 0.55439(18) 0.32219(13) -0.15787(9) 0.0272(3) Uani 1 1 d . . .
H13 H 0.5706 0.3240 -0.2117 0.033 Uiso 1 1 calc R . .
C23 C 0.87664(17) 0.39225(12) 0.19852(9) 0.0240(3) Uani 1 1 d . . .
H23 H 0.8154 0.3772 0.2372 0.029 Uiso 1 1 calc R . .
C21 C 1.06747(19) 0.50556(13) 0.15340(10) 0.0312(4) Uani 1 1 d . . .
H21 H 1.1356 0.5692 0.1605 0.037 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'
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
C6 C7 C2 119.76(13) . . ?
C10 C8 C5 121.01(12) . . ?
C10 C8 C9 123.64(12) . . ?
C5 C8 C9 115.33(11) . . ?
C7 C2 C3 120.07(13) . . ?
C7 C2 C1 120.49(13) . . ?
C3 C2 C1 119.41(12) . . ?
C8 C10 C11 124.79(12) . . ?
C8 C10 C17 121.46(12) . . ?
C11 C10 C17 113.44(11) . . ?
C7 C6 C5 121.24(12) . . ?
C4 C3 C2 119.49(13) . . ?
C15 C16 C11 120.65(14) . . ?
C16 C11 C12 118.37(13) . . ?
C16 C11 C10 120.28(12) . . ?
C12 C11 C10 121.34(12) . . ?
C19 C18 C23 119.52(13) . . ?
C19 C18 C17 121.50(13) . . ?
C23 C18 C17 118.95(13) . . ?
C3 C4 C5 121.45(13) . . ?
O1 C17 C18 121.31(12) . . ?
O1 C17 C10 120.16(12) . . ?
C18 C17 C10 118.45(12) . . ?
C14 C15 C16 120.26(14) . . ?
N1 C1 C2 177.89(15) . . ?
C18 C19 C20 119.93(14) . . ?
C6 C5 C4 117.96(13) . . ?
C6 C5 C8 121.25(12) . . ?
C4 C5 C8 120.75(12) . . ?
C15 C14 C13 119.88(14) . . ?
C13 C12 C11 120.73(13) . . ?
C21 C20 C19 120.05(15) . . ?
C23 C22 C21 119.69(14) . . ?
C14 C13 C12 120.09(14) . . ?
C22 C23 C18 120.35(14) . . ?
C20 C21 C22 120.42(14) . . ?
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
O1 C17 1.2182(17) . ?
C7 C6 1.3849(19) . ?
C7 C2 1.394(2) . ?
C8 C10 1.3507(19) . ?
C8 C5 1.4887(18) . ?
C8 C9 1.5067(18) . ?
C2 C3 1.394(2) . ?
C2 C1 1.4434(19) . ?
C10 C11 1.4903(18) . ?
C10 C17 1.5133(18) . ?
C6 C5 1.3984(19) . ?
N1 C1 1.1482(19) . ?
C3 C4 1.385(2) . ?
C16 C15 1.391(2) . ?
C16 C11 1.396(2) . ?
C11 C12 1.4020(19) . ?
C18 C19 1.391(2) . ?
C18 C23 1.3969(19) . ?
C18 C17 1.4928(19) . ?
C4 C5 1.4009(19) . ?
C15 C14 1.383(2) . ?
C19 C20 1.392(2) . ?
C14 C13 1.387(2) . ?
C12 C13 1.387(2) . ?
C20 C21 1.383(2) . ?
C22 C23 1.385(2) . ?
C22 C21 1.387(2) . ?
