#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:30:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179974 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/68/7026855.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_7026855
loop_
_publ_author_name
'Son, Jung-Ho'
'Pudenz, Michael A.'
'Hoefelmeyer, James D.'
_publ_section_title
;
 Reactivity of the bifunctional ambiphilic molecule
 8-(dimesitylboryl)quinoline: hydrolysis and coordination to Cu(I), Ag(I)
 and Pd(II).
;
_journal_issue                   45
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11081
_journal_page_last               11090
_journal_paper_doi               10.1039/c0dt00798f
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety         'C54 H56 B2 Cl2 Cu2 N2'
_chemical_formula_sum            'C54 H56 B2 Cl2 Cu2 N2'
_chemical_formula_weight         952.61
_chemical_melting_point          495
_chemical_name_common            chloro(8-(dimesitylboryl)quinoline-kN)copper(i)
_chemical_name_systematic        chloro[8-(dimesitylboryl)quinoline-kN]copper(I)
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_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
_cell_angle_alpha                104.3880(10)
_cell_angle_beta                 100.9430(10)
_cell_angle_gamma                101.1020(10)
_cell_formula_units_Z            1
_cell_length_a                   8.9701(7)
_cell_length_b                   10.7170(8)
_cell_length_c                   12.9059(9)
_cell_measurement_reflns_used    7469
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.46
_cell_measurement_theta_min      2.22
_cell_volume                     1141.81(15)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0289
_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            11413
_diffrn_reflns_theta_full        25.36
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         1.68
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker SMART APEXII'
_exptl_absorpt_coefficient_mu    1.088
_exptl_absorpt_correction_T_max  0.7802
_exptl_absorpt_correction_T_min  0.5963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_recrystallization_method CH2Cl2/Pentane
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4159
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0457P)²+0.9325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0875
_reflns_number_gt                3596
_reflns_number_total             4159
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt00798f.txt
_cod_data_source_block           chloro[8-(dimesitylboryl)quinoline-kN]copper(I)
_cod_database_code               7026855
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
C2 C 0.1738(3) 0.0981(3) -0.0300(2) 0.0247(5) Uani 1 1 d .
H2 H 0.1902 0.0161 -0.0686 0.030 Uiso 1 1 calc R
C3 C 0.0308(3) 0.1276(3) -0.0664(2) 0.0268(6) Uani 1 1 d .
H3 H -0.0474 0.0665 -0.1277 0.032 Uiso 1 1 calc R
C4 C 0.0059(3) 0.2449(3) -0.0126(2) 0.0233(5) Uani 1 1 d .
H4 H -0.0903 0.2665 -0.0361 0.028 Uiso 1 1 calc R
C5 C 0.1065(3) 0.4597(3) 0.1363(2) 0.0250(5) Uani 1 1 d .
H5 H 0.0116 0.4847 0.1160 0.030 Uiso 1 1 calc R
C6 C 0.2257(3) 0.5443(3) 0.2212(2) 0.0257(5) Uani 1 1 d .
H6 H 0.2140 0.6283 0.2597 0.031 Uiso 1 1 calc R
C7 C 0.3668(3) 0.5076(2) 0.2520(2) 0.0210(5) Uani 1 1 d .
H7 H 0.4495 0.5694 0.3100 0.025 Uiso 1 1 calc R
C8 C 0.3897(3) 0.3856(2) 0.20159(19) 0.0176(5) Uani 1 1 d .
C9 C 0.2656(3) 0.2978(2) 0.11076(19) 0.0178(5) Uani 1 1 d .
C10 C 0.1235(3) 0.3344(2) 0.07809(19) 0.0203(5) Uani 1 1 d .
C11 C 0.6971(3) 0.4760(2) 0.29122(19) 0.0171(5) Uani 1 1 d .
C12 C 0.7771(3) 0.5259(2) 0.40420(19) 0.0185(5) Uani 1 1 d .
C13 C 0.8998(3) 0.6409(2) 0.4413(2) 0.0211(5) Uani 1 1 d .
H13 H 0.9511 0.6745 0.5177 0.025 Uiso 1 1 calc R
C14 C 0.9493(3) 0.7077(2) 0.3695(2) 0.0221(5) Uani 1 1 d .
C15 C 0.8715(3) 0.6577(2) 0.2588(2) 0.0213(5) Uani 1 1 d .
H15 H 0.9047 0.7018 0.2086 0.026 Uiso 1 1 calc R
C16 C 0.7460(3) 0.5447(2) 0.21859(19) 0.0184(5) Uani 1 1 d .
C17 C 0.7309(3) 0.4583(2) 0.4875(2) 0.0235(5) Uani 1 1 d .
H17A H 0.7951 0.5102 0.5617 0.035 Uiso 1 1 calc R
H17B H 0.7478 0.3686 0.4695 0.035 Uiso 1 1 calc R
H17C H 0.6199 0.4525 0.4851 0.035 Uiso 1 1 calc R
C18 C 1.0814(3) 0.8329(3) 0.4111(2) 0.0321(6) Uani 1 1 d .
H18A H 1.0978 0.8667 0.3492 0.048 Uiso 1 1 calc R
H18B H 1.1777 0.8130 0.4453 0.048 Uiso 1 1 calc R
H18C H 1.0543 0.9004 0.4660 0.048 Uiso 1 1 calc R
C19 C 0.6656(3) 0.4983(3) 0.0971(2) 0.0268(6) Uani 1 1 d .
H19A H 0.5655 0.5232 0.0859 0.040 Uiso 1 1 calc R
H19B H 0.6463 0.4013 0.0694 0.040 Uiso 1 1 calc R
H19C H 0.7327 0.5402 0.0570 0.040 Uiso 1 1 calc R
C20 C 0.5591(3) 0.2162(2) 0.27118(18) 0.0159(5) Uani 1 1 d .
C21 C 0.6951(3) 0.1654(2) 0.26235(18) 0.0176(5) Uani 1 1 d .
C22 C 0.7080(3) 0.0498(2) 0.29111(19) 0.0213(5) Uani 1 1 d .
H22 H 0.7971 0.0165 0.2827 0.026 Uiso 1 1 calc R
C23 C 0.5958(3) -0.0180(2) 0.33132(19) 0.0210(5) Uani 1 1 d .
C24 C 0.4669(3) 0.0334(2) 0.34440(19) 0.0203(5) Uani 1 1 d .
H24 H 0.3917 -0.0096 0.3754 0.024 Uiso 1 1 calc R
C25 C 0.4440(3) 0.1447(2) 0.31393(19) 0.0179(5) Uani 1 1 d .
C26 C 0.8360(3) 0.2401(2) 0.2335(2) 0.0210(5) Uani 1 1 d .
H26A H 0.8954 0.3166 0.2971 0.032 Uiso 1 1 calc R
H26B H 0.7998 0.2712 0.1702 0.032 Uiso 1 1 calc R
H26C H 0.9035 0.1805 0.2147 0.032 Uiso 1 1 calc R
C27 C 0.6104(3) -0.1440(3) 0.3590(2) 0.0325(6) Uani 1 1 d .
H27A H 0.5405 -0.1623 0.4062 0.049 Uiso 1 1 calc R
H27B H 0.7190 -0.1337 0.3981 0.049 Uiso 1 1 calc R
H27C H 0.5813 -0.2182 0.2908 0.049 Uiso 1 1 calc R
C28 C 0.3000(3) 0.1913(2) 0.3340(2) 0.0228(5) Uani 1 1 d .
H28A H 0.2491 0.1406 0.3768 0.034 Uiso 1 1 calc R
H28B H 0.2266 0.1772 0.2629 0.034 Uiso 1 1 calc R
H28C H 0.3311 0.2862 0.3750 0.034 Uiso 1 1 calc R
B1 B 0.5488(3) 0.3528(3) 0.2495(2) 0.0183(5) Uani 1 1 d .
N1 N 0.2874(2) 0.17843(19) 0.05535(16) 0.0198(4) Uani 1 1 d .
Cl1 Cl 0.60750(6) 0.12061(5) -0.04608(5) 0.01994(14) Uani 1 1 d .
Cu1 Cu 0.48449(3) 0.11710(3) 0.09867(2) 0.01963(10) 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 0.0033 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'
B B 0.0013 0.0007 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
N1 C2 C3 123.6(2) . .
N1 C2 H2 118.2 . .
C3 C2 H2 118.2 . .
C4 C3 C2 119.0(2) . .
C4 C3 H3 120.5 . .
C2 C3 H3 120.5 . .
C3 C4 C10 119.7(2) . .
C3 C4 H4 120.2 . .
C10 C4 H4 120.2 . .
C6 C5 C10 120.2(2) . .
C6 C5 H5 119.9 . .
C10 C5 H5 119.9 . .
C5 C6 C7 120.2(2) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C8 C7 C6 122.8(2) . .
C8 C7 H7 118.6 . .
C6 C7 H7 118.6 . .
C7 C8 C9 117.0(2) . .
C7 C8 B1 117.8(2) . .
C9 C8 B1 125.3(2) . .
N1 C9 C10 120.8(2) . .
N1 C9 C8 118.5(2) . .
C10 C9 C8 120.6(2) . .
C4 C10 C5 122.6(2) . .
C4 C10 C9 118.3(2) . .
C5 C10 C9 119.1(2) . .
C16 C11 C12 118.2(2) . .
C16 C11 B1 121.1(2) . .
C12 C11 B1 120.6(2) . .
C13 C12 C11 120.0(2) . .
C13 C12 C17 118.7(2) . .
C11 C12 C17 121.3(2) . .
C14 C13 C12 121.8(2) . .
C14 C13 H13 119.1 . .
C12 C13 H13 119.1 . .
C15 C14 C13 118.0(2) . .
C15 C14 C18 120.8(2) . .
C13 C14 C18 121.2(2) . .
C14 C15 C16 122.0(2) . .
C14 C15 H15 119.0 . .
C16 C15 H15 119.0 . .
C15 C16 C11 120.0(2) . .
C15 C16 C19 118.7(2) . .
C11 C16 C19 121.3(2) . .
C12 C17 H17A 109.5 . .
C12 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C12 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C14 C18 H18A 109.5 . .
C14 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C14 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C21 C20 C25 116.6(2) . .
C21 C20 B1 121.0(2) . .
C25 C20 B1 122.00(19) . .
C21 C20 Cu1 83.15(13) . .
C25 C20 Cu1 102.77(15) . .
B1 C20 Cu1 90.69(14) . .
C22 C21 C20 120.0(2) . .
C22 C21 C26 117.2(2) . .
C20 C21 C26 122.5(2) . .
C22 C21 Cu1 111.19(15) . .
C20 C21 Cu1 60.63(12) . .
C26 C21 Cu1 103.39(14) . .
C23 C22 C21 122.5(2) . .
C23 C22 H22 118.7 . .
C21 C22 H22 118.7 . .
C22 C23 C24 117.8(2) . .
C22 C23 C27 121.5(2) . .
C24 C23 C27 120.7(2) . .
C25 C24 C23 122.6(2) . .
C25 C24 H24 118.7 . .
C23 C24 H24 118.7 . .
C24 C25 C20 120.3(2) . .
C24 C25 C28 117.2(2) . .
C20 C25 C28 122.4(2) . .
C21 C26 H26A 109.5 . .
C21 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C21 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C23 C27 H27A 109.5 . .
C23 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C23 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C25 C28 H28A 109.5 . .
C25 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C25 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C20 B1 C11 121.0(2) . .
C20 B1 C8 123.9(2) . .
C11 B1 C8 114.5(2) . .
C20 B1 Cu1 53.05(11) . .
C11 B1 Cu1 132.26(16) . .
C8 B1 Cu1 94.46(14) . .
C2 N1 C9 118.6(2) . .
C2 N1 Cu1 118.13(16) . .
C9 N1 Cu1 123.25(15) . .
Cu1 Cl1 Cu1 84.72(2) . 2_655
N1 Cu1 C20 101.36(8) . .
N1 Cu1 Cl1 104.68(6) . .
C20 Cu1 Cl1 132.45(6) . .
N1 Cu1 Cl1 103.75(6) . 2_655
C20 Cu1 Cl1 116.19(6) . 2_655
Cl1 Cu1 Cl1 95.28(2) . 2_655
N1 Cu1 C21 137.18(8) . .
C20 Cu1 C21 36.22(8) . .
Cl1 Cu1 C21 105.48(6) . .
Cl1 Cu1 C21 102.96(6) 2_655 .
N1 Cu1 B1 78.39(8) . .
C20 Cu1 B1 36.26(8) . .
Cl1 Cu1 B1 113.56(6) . .
Cl1 Cu1 B1 149.79(6) 2_655 .
C21 Cu1 B1 61.97(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 N1 1.325(3) .
C2 C3 1.402(4) .
C2 H2 0.9500 .
C3 C4 1.359(4) .
C3 H3 0.9500 .
C4 C10 1.410(3) .
C4 H4 0.9500 .
C5 C6 1.362(4) .
C5 C10 1.418(3) .
C5 H5 0.9500 .
C6 C7 1.412(3) .
C6 H6 0.9500 .
C7 C8 1.381(3) .
C7 H7 0.9500 .
C8 C9 1.433(3) .
C8 B1 1.584(3) .
C9 N1 1.371(3) .
C9 C10 1.424(3) .
C11 C16 1.410(3) .
C11 C12 1.412(3) .
C11 B1 1.581(3) .
C12 C13 1.394(3) .
C12 C17 1.514(3) .
C13 C14 1.389(3) .
C13 H13 0.9500 .
C14 C15 1.383(4) .
C14 C18 1.511(3) .
C15 C16 1.395(3) .
C15 H15 0.9500 .
C16 C19 1.507(3) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 C21 1.441(3) .
C20 C25 1.442(3) .
C20 B1 1.573(3) .
C20 Cu1 2.126(2) .
C21 C22 1.397(3) .
C21 C26 1.521(3) .
C21 Cu1 2.422(2) .
C22 C23 1.384(3) .
C22 H22 0.9500 .
C23 C24 1.394(3) .
C23 C27 1.503(3) .
C24 C25 1.384(3) .
C24 H24 0.9500 .
C25 C28 1.515(3) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
B1 Cu1 2.660(3) .
N1 Cu1 2.031(2) .
Cl1 Cu1 2.3474(6) .
Cl1 Cu1 2.3979(6) 2_655
Cu1 Cl1 2.3979(6) 2_655
