#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:25:27 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179140 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/01/4310138.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_4310138
loop_
_publ_author_name
'Laurel A. Goj'
'Elizabeth D. Blue'
'Colleen Munro-Leighton'
'T. Brent Gunnoe'
'Jeffrey L. Petersen'
_publ_contact_author_address
;Department of Chemistry
North Carolina State University
Campus Box 8204
Raleigh, NC 27696
;
_publ_contact_author_email       brent_gunnoe@ncsu.edu
_publ_contact_author_fax         919-515-8909
_publ_contact_author_name        'T. Brent Gunnoe'
_publ_contact_author_phone       919-513-3904
_publ_section_title
;
Cleavage of X-H Bonds (X = N, O, or C) by Copper(I) Alkyl Complexes To
Form Monomeric Two-Coordinate Copper(I) Systems
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8647
_journal_page_last               8649
_journal_paper_doi               10.1021/ic0517624
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C42 H50 Cu N2 O2'
_chemical_formula_weight         678.38
_chemical_name_common            Complex
_chemical_name_systematic
; 
 (IPr)Cu(OPh)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.3030(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.8186(5)
_cell_length_b                   20.9362(11)
_cell_length_c                   17.5965(9)
_cell_measurement_temperature    295(2)
_cell_volume                     3805.2(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25706
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1444
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         8624
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0607P)²+0.8866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1346
_reflns_number_gt                6301
_reflns_number_total             8624
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0517624si20051011_050352_3.cif
_cod_data_source_block           bg498ccd
_cod_database_code               4310138
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cu1 Cu 0.40446(2) 0.746193(11) 0.195487(15) 0.04244(10) Uani 1 1 d . . .
O1 O 0.40357(13) 0.83361(7) 0.20551(9) 0.0548(4) Uani 1 1 d . . .
N1 N 0.42213(15) 0.62332(8) 0.26625(9) 0.0409(4) Uani 1 1 d . . .
N2 N 0.40609(14) 0.61141(8) 0.14320(9) 0.0401(3) Uani 1 1 d . . .
C1 C 0.41152(16) 0.65707(9) 0.19886(11) 0.0375(4) Uani 1 1 d . . .
C2 C 0.4243(2) 0.55841(10) 0.25305(13) 0.0484(5) Uani 1 1 d . . .
H2 H 0.4315 0.5262 0.2905 0.058 Uiso 1 1 calc R . .
C3 C 0.41408(19) 0.55078(10) 0.17590(13) 0.0480(5) Uani 1 1 d . . .
H3 H 0.4126 0.5122 0.1494 0.058 Uiso 1 1 calc R . .
C4 C 0.42250(19) 0.65177(10) 0.34106(12) 0.0436(4) Uani 1 1 d . . .
C5 C 0.3041(2) 0.65866(11) 0.35682(14) 0.0518(5) Uani 1 1 d . . .
C6 C 0.3078(3) 0.68376(13) 0.43036(16) 0.0662(7) Uani 1 1 d . . .
H6 H 0.2309 0.6888 0.4431 0.079 Uiso 1 1 calc R . .
C7 C 0.4221(3) 0.70130(13) 0.48469(15) 0.0686(7) Uani 1 1 d . . .
H7 H 0.4220 0.7174 0.5339 0.082 Uiso 1 1 calc R . .
C8 C 0.5366(3) 0.69524(13) 0.46699(14) 0.0634(6) Uani 1 1 d . . .
H8 H 0.6132 0.7079 0.5042 0.076 Uiso 1 1 calc R . .
C9 C 0.5403(2) 0.67039(11) 0.39425(13) 0.0524(5) Uani 1 1 d . . .
C10 C 0.1760(2) 0.64242(14) 0.29555(17) 0.0693(7) Uani 1 1 d . . .
H10 H 0.1965 0.6207 0.2515 0.083 Uiso 1 1 calc R . .
C11 C 0.1033(3) 0.7031(2) 0.2618(3) 0.1221(15) Uani 1 1 d . . .
H11A H 0.0321 0.6928 0.2159 0.183 Uiso 1 1 calc R . .
H11B H 0.1608 0.7321 0.2467 0.183 Uiso 1 1 calc R . .
H11C H 0.0711 0.7229 0.3014 0.183 Uiso 1 1 calc R . .
C12 C 0.0939(3) 0.5969(2) 0.3270(3) 0.1234(15) Uani 1 1 d . . .
H12A H 0.1399 0.5574 0.3423 0.185 Uiso 1 1 calc R . .
H12B H 0.0140 0.5887 0.2863 0.185 Uiso 1 1 calc R . .
H12C H 0.0759 0.6155 0.3724 0.185 Uiso 1 1 calc R . .
C13 C 0.6665(2) 0.66566(15) 0.37413(15) 0.0701(7) Uani 1 1 d . . .
H13 H 0.6479 0.6465 0.3211 0.084 Uiso 1 1 calc R . .
C14 C 0.7237(5) 0.7307(2) 0.3710(5) 0.178(3) Uani 1 1 d . . .
H14A H 0.7721 0.7437 0.4238 0.266 Uiso 1 1 calc R . .
H14B H 0.6555 0.7608 0.3491 0.266 Uiso 1 1 calc R . .
H14C H 0.7802 0.7290 0.3380 0.266 Uiso 1 1 calc R . .
C15 C 0.7645(4) 0.6242(2) 0.4315(3) 0.1327(17) Uani 1 1 d . . .
H15A H 0.7923 0.6446 0.4826 0.199 Uiso 1 1 calc R . .
H15B H 0.8376 0.6177 0.4121 0.199 Uiso 1 1 calc R . .
H15C H 0.7260 0.5836 0.4364 0.199 Uiso 1 1 calc R . .
C16 C 0.39252(19) 0.62345(9) 0.06021(12) 0.0425(4) Uani 1 1 d . . .
C17 C 0.2698(2) 0.63793(11) 0.00899(13) 0.0503(5) Uani 1 1 d . . .
C18 C 0.2609(3) 0.64718(13) -0.07069(14) 0.0659(7) Uani 1 1 d . . .
H18 H 0.1809 0.6569 -0.1067 0.079 Uiso 1 1 calc R . .
C19 C 0.3675(3) 0.64225(14) -0.09739(15) 0.0751(8) Uani 1 1 d . . .
H19 H 0.3590 0.6490 -0.1509 0.090 Uiso 1 1 calc R . .
C20 C 0.4862(3) 0.62753(13) -0.04587(16) 0.0669(7) Uani 1 1 d . . .
H20 H 0.5572 0.6242 -0.0651 0.080 Uiso 1 1 calc R . .
C21 C 0.5027(2) 0.61754(11) 0.03436(14) 0.0522(5) Uani 1 1 d . . .
C22 C 0.1516(2) 0.64106(14) 0.03854(16) 0.0634(6) Uani 1 1 d . . .
H22 H 0.1804 0.6548 0.0943 0.076 Uiso 1 1 calc R . .
C23 C 0.0487(3) 0.68855(16) -0.0077(2) 0.0869(9) Uani 1 1 d . . .
H23A H 0.0890 0.7287 -0.0117 0.130 Uiso 1 1 calc R . .
H23B H -0.0149 0.6945 0.0198 0.130 Uiso 1 1 calc R . .
H23C H 0.0076 0.6722 -0.0600 0.130 Uiso 1 1 calc R . .
C24 C 0.0912(3) 0.57479(18) 0.0356(3) 0.1059(13) Uani 1 1 d . . .
H24A H 0.0574 0.5613 -0.0188 0.159 Uiso 1 1 calc R . .
H24B H 0.0223 0.5764 0.0596 0.159 Uiso 1 1 calc R . .
H24C H 0.1559 0.5450 0.0642 0.159 Uiso 1 1 calc R . .
C25 C 0.6350(2) 0.60237(13) 0.09149(17) 0.0643(6) Uani 1 1 d . . .
H25 H 0.6224 0.5891 0.1421 0.077 Uiso 1 1 calc R . .
C26 C 0.7186(3) 0.6615(2) 0.1073(3) 0.1394(18) Uani 1 1 d . . .
H26A H 0.7319 0.6759 0.0586 0.209 Uiso 1 1 calc R . .
H26B H 0.8007 0.6517 0.1452 0.209 Uiso 1 1 calc R . .
H26C H 0.6764 0.6944 0.1283 0.209 Uiso 1 1 calc R . .
C27 C 0.7010(4) 0.5479(2) 0.0623(3) 0.1298(16) Uani 1 1 d . . .
H27A H 0.7145 0.5595 0.0126 0.195 Uiso 1 1 calc R . .
H27B H 0.6474 0.5105 0.0549 0.195 Uiso 1 1 calc R . .
H27C H 0.7829 0.5391 0.1009 0.195 Uiso 1 1 calc R . .
C28 C 0.3009(2) 0.87057(11) 0.17174(14) 0.0533(5) Uani 1 1 d . . .
C29 C 0.2008(3) 0.85020(17) 0.10825(17) 0.0754(8) Uani 1 1 d . . .
H29 H 0.2017 0.8090 0.0886 0.090 Uiso 1 1 calc R . .
C30 C 0.0986(3) 0.8907(3) 0.0733(2) 0.1127(15) Uani 1 1 d . . .
H30 H 0.0319 0.8768 0.0297 0.135 Uiso 1 1 calc R . .
C31 C 0.0947(4) 0.9515(3) 0.1025(3) 0.1263(19) Uani 1 1 d . . .
H31 H 0.0259 0.9786 0.0789 0.152 Uiso 1 1 calc R . .
C32 C 0.1915(4) 0.97110(18) 0.1655(3) 0.1069(13) Uani 1 1 d . . .
H32 H 0.1886 1.0119 0.1858 0.128 Uiso 1 1 calc R . .
C33 C 0.2944(3) 0.93214(12) 0.2006(2) 0.0740(8) Uani 1 1 d . . .
H33 H 0.3605 0.9469 0.2440 0.089 Uiso 1 1 calc R . .
O2 O 0.60909(16) 0.89729(10) 0.29021(13) 0.0767(6) Uani 1 1 d . . .
H2A H 0.5506 0.8747 0.2632 0.115 Uiso 1 1 calc R . .
C34 C 0.7180(2) 0.88746(12) 0.26851(16) 0.0591(6) Uani 1 1 d . . .
C35 C 0.7259(3) 0.84317(15) 0.21255(17) 0.0733(7) Uani 1 1 d . . .
H35 H 0.6540 0.8186 0.1870 0.088 Uiso 1 1 calc R . .
C36 C 0.8406(3) 0.83510(18) 0.1943(2) 0.0925(10) Uani 1 1 d . . .
H36 H 0.8454 0.8046 0.1568 0.111 Uiso 1 1 calc R . .
C37 C 0.9465(3) 0.8710(2) 0.2301(2) 0.0923(10) Uani 1 1 d . . .
H37 H 1.0234 0.8651 0.2176 0.111 Uiso 1 1 calc R . .
C38 C 0.9386(3) 0.91549(17) 0.2844(2) 0.0930(10) Uani 1 1 d . . .
H38 H 1.0102 0.9409 0.3082 0.112 Uiso 1 1 calc R . .
C39 C 0.8255(3) 0.92386(14) 0.3052(2) 0.0812(8) Uani 1 1 d . . .
H39 H 0.8221 0.9538 0.3435 0.097 Uiso 1 1 calc R . .
C40 C 0.6154(4) 0.52190(19) 0.5537(2) 0.1074(12) Uani 1 1 d . . .
H40 H 0.6929 0.5359 0.5891 0.129 Uiso 1 1 calc R . .
C41 C 0.4989(5) 0.54404(17) 0.5579(2) 0.0994(12) Uani 1 1 d . . .
H41 H 0.4968 0.5739 0.5966 0.119 Uiso 1 1 calc R . .
C42 C 0.3863(5) 0.52331(19) 0.5066(3) 0.1069(12) Uani 1 1 d . . .
H42 H 0.3084 0.5391 0.5109 0.128 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'
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
_geom_angle_publ_flag
O1 Cu1 C1 173.00(8) . . ?
C28 O1 Cu1 124.04(14) . . ?
C1 N1 C2 111.55(17) . . ?
C1 N1 C4 123.99(17) . . ?
C2 N1 C4 124.34(17) . . ?
C1 N2 C3 111.20(17) . . ?
C1 N2 C16 125.15(16) . . ?
C3 N2 C16 123.66(17) . . ?
N1 C1 N2 103.79(17) . . ?
N1 C1 Cu1 122.72(14) . . ?
N2 C1 Cu1 133.48(14) . . ?
C3 C2 N1 106.73(18) . . ?
C2 C3 N2 106.74(18) . . ?
C9 C4 C5 123.2(2) . . ?
C9 C4 N1 118.80(17) . . ?
C5 C4 N1 118.02(18) . . ?
C6 C5 C4 116.8(2) . . ?
C6 C5 C10 121.0(2) . . ?
C4 C5 C10 122.2(2) . . ?
C7 C6 C5 121.6(2) . . ?
C6 C7 C8 120.4(2) . . ?
C7 C8 C9 121.2(2) . . ?
C8 C9 C4 116.8(2) . . ?
C8 C9 C13 121.0(2) . . ?
C4 C9 C13 122.2(2) . . ?
C12 C10 C11 112.2(3) . . ?
C12 C10 C5 113.0(3) . . ?
C11 C10 C5 110.3(3) . . ?
C14 C13 C15 109.4(3) . . ?
C14 C13 C9 111.1(3) . . ?
C15 C13 C9 112.7(3) . . ?
C17 C16 C21 123.08(19) . . ?
C17 C16 N2 118.73(17) . . ?
C21 C16 N2 118.14(18) . . ?
C18 C17 C16 116.6(2) . . ?
C18 C17 C22 121.8(2) . . ?
C16 C17 C22 121.57(19) . . ?
C19 C18 C17 121.4(2) . . ?
C20 C19 C18 120.6(2) . . ?
C19 C20 C21 121.4(2) . . ?
C20 C21 C16 116.9(2) . . ?
C20 C21 C25 121.1(2) . . ?
C16 C21 C25 121.9(2) . . ?
C17 C22 C24 110.2(2) . . ?
C17 C22 C23 113.5(2) . . ?
C24 C22 C23 109.6(2) . . ?
C26 C25 C27 111.3(3) . . ?
C26 C25 C21 110.2(3) . . ?
C27 C25 C21 112.3(3) . . ?
O1 C28 C29 122.1(2) . . ?
O1 C28 C33 119.8(2) . . ?
C29 C28 C33 118.1(2) . . ?
C28 C29 C30 120.2(4) . . ?
C31 C30 C29 120.6(4) . . ?
C32 C31 C30 119.2(3) . . ?
C31 C32 C33 121.2(4) . . ?
C32 C33 C28 120.6(3) . . ?
O2 C34 C35 123.2(2) . . ?
O2 C34 C39 117.8(2) . . ?
C35 C34 C39 119.0(2) . . ?
C34 C35 C36 120.1(3) . . ?
C37 C36 C35 121.0(3) . . ?
C38 C37 C36 119.1(3) . . ?
C37 C38 C39 121.2(3) . . ?
C34 C39 C38 119.6(3) . . ?
C41 C40 C42 117.4(4) . 3_666 ?
C42 C41 C40 121.1(4) . . ?
C41 C42 C40 121.5(4) . 3_666 ?
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
Cu1 O1 1.8390(16) . ?
Cu1 C1 1.868(2) . ?
O1 C28 1.339(3) . ?
N1 C1 1.356(2) . ?
N1 C2 1.380(3) . ?
N1 C4 1.444(2) . ?
N2 C1 1.357(2) . ?
N2 C3 1.386(3) . ?
N2 C16 1.446(2) . ?
C2 C3 1.338(3) . ?
C4 C9 1.394(3) . ?
C4 C5 1.397(3) . ?
C5 C6 1.386(3) . ?
C5 C10 1.520(3) . ?
C6 C7 1.369(4) . ?
C7 C8 1.370(4) . ?
C8 C9 1.393(3) . ?
C9 C13 1.512(3) . ?
C10 C12 1.516(4) . ?
C10 C11 1.519(5) . ?
C13 C14 1.503(5) . ?
C13 C15 1.504(5) . ?
C16 C17 1.398(3) . ?
C16 C21 1.402(3) . ?
C17 C18 1.390(3) . ?
C17 C22 1.518(3) . ?
C18 C19 1.373(4) . ?
C19 C20 1.368(4) . ?
C20 C21 1.385(3) . ?
C21 C25 1.518(3) . ?
C22 C24 1.528(4) . ?
C22 C23 1.533(4) . ?
C25 C26 1.509(4) . ?
C25 C27 1.514(4) . ?
C28 C29 1.372(4) . ?
C28 C33 1.395(4) . ?
C29 C30 1.385(5) . ?
C30 C31 1.377(7) . ?
C31 C32 1.343(6) . ?
C32 C33 1.370(4) . ?
O2 C34 1.358(3) . ?
C34 C35 1.374(4) . ?
C34 C39 1.379(4) . ?
C35 C36 1.382(4) . ?
C36 C37 1.359(5) . ?
C37 C38 1.355(5) . ?
C38 C39 1.389(4) . ?
C40 C41 1.366(5) . ?
C40 C42 1.418(6) 3_666 ?
C41 C42 1.354(5) . ?
C42 C40 1.418(6) 3_666 ?
