#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/48/4304860.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_4304860
loop_
_publ_author_name
'Joanna Grundy'
'Natalie E. Mansfield'
'Martyn P. Coles'
'Peter B. Hitchcock'
_publ_section_title
;
Phosphaguanidines as Scaffolds for Multimetallic Complexes Containing
Metal-Functionalized Phosphines
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2258
_journal_page_last               2260
_journal_paper_doi               10.1021/ic7024457
_journal_volume                  47
_journal_year                    2008
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C38 H50 Br1 Cu1 N4 P2'
_chemical_formula_sum            'C38 H50 Br Cu N4 P2'
_chemical_formula_weight         768.21
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2003-04-10T15:03:07-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 97.210(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4275(1)
_cell_length_b                   17.1857(2)
_cell_length_c                   22.3749(3)
_cell_measurement_reflns_used    40599
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.705
_cell_measurement_wavelength     0.71073
_cell_volume                     3977.96(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.476092E-1
_diffrn_orient_matrix_UB_12      -0.480286E-1
_diffrn_orient_matrix_UB_13      0.95469E-2
_diffrn_orient_matrix_UB_21      0.82918E-1
_diffrn_orient_matrix_UB_22      -0.299063E-1
_diffrn_orient_matrix_UB_23      0.4567E-2
_diffrn_orient_matrix_UB_31      0.142138E-1
_diffrn_orient_matrix_UB_32      0.135905E-1
_diffrn_orient_matrix_UB_33      0.437885E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            49814
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.71
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    1.664
_exptl_absorpt_correction_T_max  0.8351
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         9060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.059
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0263P)²+4.1266P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0805
_reflns_number_gt                7135
_reflns_number_total             9060
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic7024457-file003_3.cif
_cod_data_source_block           (4)-apr1303
_cod_original_formula_sum        'C38 H50 Br1 Cu1 N4 P2'
_cod_database_code               4304860
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
Cu Cu 0.85984(2) 0.813491(16) 0.058934(11) 0.02098(7) Uani 1 1 d . . .
Br Br 0.76558(3) 0.866141(18) -0.032805(11) 0.04144(9) Uani 1 1 d . . .
P1 P 1.01918(5) 0.73009(3) 0.04605(2) 0.02131(12) Uani 1 1 d . . .
P2 P 0.78330(5) 0.84320(3) 0.14441(2) 0.01833(12) Uani 1 1 d . . .
N1 N 0.87074(19) 0.61444(12) -0.01976(9) 0.0303(5) Uani 1 1 d . . .
N2 N 1.0256(2) 0.67521(13) -0.06820(9) 0.0298(5) Uani 1 1 d . . .
H2N H 1.078(3) 0.7114(16) -0.0668(11) 0.031(7) Uiso 1 1 d . . .
N3 N 1.00710(19) 0.90835(13) 0.20662(8) 0.0324(5) Uani 1 1 d . . .
N4 N 0.8934(2) 0.82807(12) 0.26211(8) 0.0262(4) Uani 1 1 d . . .
H4N H 0.835(3) 0.7971(16) 0.2614(11) 0.030(7) Uiso 1 1 d . . .
C1 C 1.0887(2) 0.66484(14) 0.10577(10) 0.0250(5) Uani 1 1 d . . .
C2 C 1.1323(2) 0.59041(15) 0.09408(13) 0.0369(6) Uani 1 1 d . . .
H2 H 1.1229 0.5712 0.054 0.044 Uiso 1 1 calc R . .
C3 C 1.1894(3) 0.54435(17) 0.14099(15) 0.0483(8) Uani 1 1 d . . .
H3 H 1.2202 0.4939 0.1327 0.058 Uiso 1 1 calc R . .
C4 C 1.2018(3) 0.57112(19) 0.19925(15) 0.0511(9) Uani 1 1 d . . .
H4 H 1.2401 0.539 0.2311 0.061 Uiso 1 1 calc R . .
C5 C 1.1587(2) 0.64431(19) 0.21154(12) 0.0442(7) Uani 1 1 d . . .
H5 H 1.1672 0.6626 0.2519 0.053 Uiso 1 1 calc R . .
C6 C 1.1026(2) 0.69188(16) 0.16487(10) 0.0299(5) Uani 1 1 d . . .
H6 H 1.0738 0.7427 0.1734 0.036 Uiso 1 1 calc R . .
C7 C 1.1610(2) 0.77775(13) 0.02217(9) 0.0233(5) Uani 1 1 d . . .
C8 C 1.1434(2) 0.84732(15) -0.00960(11) 0.0346(6) Uani 1 1 d . . .
H8 H 1.0597 0.8699 -0.0168 0.042 Uiso 1 1 calc R . .
C9 C 1.2474(3) 0.88395(17) -0.03084(12) 0.0414(7) Uani 1 1 d . . .
H9 H 1.2348 0.9314 -0.0526 0.05 Uiso 1 1 calc R . .
C10 C 1.3693(2) 0.85134(17) -0.02024(11) 0.0376(6) Uani 1 1 d . . .
H10 H 1.4403 0.8757 -0.0355 0.045 Uiso 1 1 calc R . .
C11 C 1.3877(2) 0.78377(17) 0.01229(12) 0.0391(6) Uani 1 1 d . . .
H11 H 1.472 0.7622 0.0204 0.047 Uiso 1 1 calc R . .
C12 C 1.2852(2) 0.74685(15) 0.03336(11) 0.0324(5) Uani 1 1 d . . .
H12 H 1.2992 0.7 0.0557 0.039 Uiso 1 1 calc R . .
C13 C 0.9628(2) 0.66368(14) -0.01874(10) 0.0254(5) Uani 1 1 d . . .
C14 C 0.8007(2) 0.60588(15) 0.03258(11) 0.0302(5) Uani 1 1 d . . .
H14 H 0.8474 0.6357 0.067 0.036 Uiso 1 1 calc R . .
C15 C 0.7969(3) 0.52083(18) 0.05009(15) 0.0573(9) Uani 1 1 d . . .
H15C H 0.7515 0.5154 0.0857 0.086 Uiso 1 1 calc R . .
H15B H 0.8853 0.5011 0.0593 0.086 Uiso 1 1 calc R . .
H15A H 0.7513 0.491 0.0166 0.086 Uiso 1 1 calc R . .
C16 C 0.6662(2) 0.63928(19) 0.01797(13) 0.0449(7) Uani 1 1 d . . .
H16C H 0.6194 0.6105 -0.0158 0.067 Uiso 1 1 calc R . .
H16B H 0.6722 0.6942 0.0069 0.067 Uiso 1 1 calc R . .
H16A H 0.6198 0.6348 0.0533 0.067 Uiso 1 1 calc R . .
C17 C 0.9771(3) 0.64723(18) -0.12816(11) 0.0415(7) Uani 1 1 d . . .
H17 H 0.9527 0.5913 -0.1247 0.05 Uiso 1 1 calc R . .
C18 C 1.0855(3) 0.6518(2) -0.16722(13) 0.0631(10) Uani 1 1 d . . .
H18C H 1.056 0.6301 -0.2071 0.095 Uiso 1 1 calc R . .
H18B H 1.1599 0.622 -0.1484 0.095 Uiso 1 1 calc R . .
H18A H 1.1107 0.7063 -0.1714 0.095 Uiso 1 1 calc R . .
C19 C 0.8599(3) 0.6907(3) -0.15485(14) 0.0717(11) Uani 1 1 d . . .
H19C H 0.8816 0.7458 -0.1588 0.108 Uiso 1 1 calc R . .
H19B H 0.7919 0.6856 -0.1286 0.108 Uiso 1 1 calc R . .
H19A H 0.8292 0.6693 -0.1947 0.108 Uiso 1 1 calc R . .
C20 C 0.6742(2) 0.92539(13) 0.14617(9) 0.0209(4) Uani 1 1 d . . .
C21 C 0.5879(2) 0.93986(13) 0.09468(10) 0.0248(5) Uani 1 1 d . . .
H21 H 0.5958 0.9121 0.0586 0.03 Uiso 1 1 calc R . .
C22 C 0.4908(2) 0.99447(14) 0.09584(11) 0.0296(5) Uani 1 1 d . . .
H22 H 0.4308 1.0031 0.0609 0.036 Uiso 1 1 calc R . .
C23 C 0.4808(2) 1.03633(14) 0.14745(12) 0.0330(6) Uani 1 1 d . . .
H23 H 0.4142 1.0739 0.148 0.04 Uiso 1 1 calc R . .
C24 C 0.5676(2) 1.02371(16) 0.19848(12) 0.0380(6) Uani 1 1 d . . .
H24 H 0.5613 1.0532 0.2339 0.046 Uiso 1 1 calc R . .
C25 C 0.6641(2) 0.96796(15) 0.19811(11) 0.0315(5) Uani 1 1 d . . .
H25 H 0.723 0.959 0.2334 0.038 Uiso 1 1 calc R . .
C26 C 0.6886(2) 0.76240(13) 0.16937(9) 0.0218(5) Uani 1 1 d . . .
C27 C 0.7470(2) 0.68973(14) 0.17966(10) 0.0289(5) Uani 1 1 d . . .
H27 H 0.8368 0.6839 0.1771 0.035 Uiso 1 1 calc R . .
C28 C 0.6750(3) 0.62617(15) 0.19357(12) 0.0385(6) Uani 1 1 d . . .
H28 H 0.716 0.5772 0.2013 0.046 Uiso 1 1 calc R . .
C29 C 0.5444(3) 0.63338(17) 0.19624(13) 0.0425(7) Uani 1 1 d . . .
H29 H 0.4952 0.5894 0.2054 0.051 Uiso 1 1 calc R . .
C30 C 0.4855(3) 0.70451(18) 0.18559(13) 0.0456(7) Uani 1 1 d . . .
H30 H 0.3953 0.7095 0.1872 0.055 Uiso 1 1 calc R . .
C31 C 0.5567(2) 0.76911(15) 0.17244(11) 0.0329(6) Uani 1 1 d . . .
H31 H 0.5153 0.8181 0.1655 0.039 Uiso 1 1 calc R . .
C32 C 0.9100(2) 0.86443(13) 0.20941(9) 0.0217(5) Uani 1 1 d . . .
C33 C 1.0309(3) 0.94752(18) 0.15061(11) 0.0448(7) Uani 1 1 d . . .
H33 H 0.9714 0.9257 0.1162 0.054 Uiso 1 1 calc R . .
C34 C 1.0064(3) 1.0342(2) 0.15541(14) 0.0577(9) Uani 1 1 d . . .
H34C H 1.0639 1.0558 0.1894 0.087 Uiso 1 1 calc R . .
H34B H 0.9162 1.0429 0.1619 0.087 Uiso 1 1 calc R . .
H34A H 1.023 1.06 0.1181 0.087 Uiso 1 1 calc R . .
C35 C 1.1701(3) 0.9313(2) 0.14055(14) 0.0578(9) Uani 1 1 d . . .
H35C H 1.1881 0.9564 0.1032 0.087 Uiso 1 1 calc R . .
H35B H 1.1831 0.875 0.1375 0.087 Uiso 1 1 calc R . .
H35A H 1.2288 0.952 0.1745 0.087 Uiso 1 1 calc R . .
C36 C 0.9918(2) 0.82993(15) 0.31465(10) 0.0318(6) Uani 1 1 d . . .
H36 H 1.0785 0.8252 0.3003 0.038 Uiso 1 1 calc R . .
C37 C 0.9880(3) 0.90590(18) 0.34855(13) 0.0556(8) Uani 1 1 d . . .
H37C H 0.9038 0.9115 0.3632 0.083 Uiso 1 1 calc R . .
H37B H 1.0015 0.9493 0.3216 0.083 Uiso 1 1 calc R . .
H37A H 1.0564 0.9061 0.3829 0.083 Uiso 1 1 calc R . .
C38 C 0.9728(3) 0.76023(18) 0.35402(13) 0.0558(9) Uani 1 1 d . . .
H38C H 1.041 0.7594 0.3884 0.084 Uiso 1 1 calc R . .
H38B H 0.9769 0.7124 0.3305 0.084 Uiso 1 1 calc R . .
H38A H 0.8883 0.7638 0.3687 0.084 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 0 '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'
Cu Cu 0.3201 1.2651 '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'
P P 0.1023 0.0942 '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
P2 Cu P1 127.59(2) . . ?
P2 Cu Br 120.574(19) . . ?
P1 Cu Br 111.756(18) . . ?
C1 P1 C7 103.15(10) . . ?
C1 P1 C13 104.40(10) . . ?
C7 P1 C13 103.45(10) . . ?
C1 P1 Cu 122.17(8) . . ?
C7 P1 Cu 113.04(8) . . ?
C13 P1 Cu 108.81(7) . . ?
C20 P2 C26 102.69(10) . . ?
C20 P2 C32 102.36(10) . . ?
C26 P2 C32 105.39(9) . . ?
C20 P2 Cu 119.39(7) . . ?
C26 P2 Cu 110.73(7) . . ?
C32 P2 Cu 114.74(7) . . ?
C13 N1 C14 120.1(2) . . ?
C13 N2 C17 123.5(2) . . ?
C32 N3 C33 122.32(19) . . ?
C32 N4 C36 122.2(2) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 P1 122.42(19) . . ?
C6 C1 P1 118.37(18) . . ?
C3 C2 C1 120.1(3) . . ?
C4 C3 C2 120.5(3) . . ?
C5 C4 C3 120.2(2) . . ?
C4 C5 C6 120.2(3) . . ?
C1 C6 C5 119.9(3) . . ?
C12 C7 C8 118.7(2) . . ?
C12 C7 P1 123.00(18) . . ?
C8 C7 P1 118.32(17) . . ?
C9 C8 C7 120.4(2) . . ?
C10 C9 C8 119.9(2) . . ?
C11 C10 C9 119.9(2) . . ?
C10 C11 C12 120.6(2) . . ?
C11 C12 C7 120.5(2) . . ?
N1 C13 N2 121.1(2) . . ?
N1 C13 P1 125.25(17) . . ?
N2 C13 P1 113.60(17) . . ?
N1 C14 C16 109.3(2) . . ?
N1 C14 C15 109.6(2) . . ?
C16 C14 C15 111.6(2) . . ?
N2 C17 C19 112.1(2) . . ?
N2 C17 C18 108.4(2) . . ?
C19 C17 C18 112.1(3) . . ?
C25 C20 C21 119.3(2) . . ?
C25 C20 P2 122.77(17) . . ?
C21 C20 P2 117.53(17) . . ?
C22 C21 C20 120.3(2) . . ?
C23 C22 C21 120.2(2) . . ?
C22 C23 C24 120.0(2) . . ?
C23 C24 C25 120.2(2) . . ?
C20 C25 C24 120.0(2) . . ?
C31 C26 C27 118.7(2) . . ?
C31 C26 P2 121.79(18) . . ?
C27 C26 P2 119.18(17) . . ?
C28 C27 C26 120.4(2) . . ?
C29 C28 C27 120.5(2) . . ?
C30 C29 C28 119.7(2) . . ?
C29 C30 C31 120.6(2) . . ?
C30 C31 C26 120.2(2) . . ?
N3 C32 N4 120.2(2) . . ?
N3 C32 P2 124.46(16) . . ?
N4 C32 P2 115.35(16) . . ?
N3 C33 C34 109.9(2) . . ?
N3 C33 C35 108.0(2) . . ?
C34 C33 C35 111.3(2) . . ?
N4 C36 C37 111.3(2) . . ?
N4 C36 C38 108.7(2) . . ?
C37 C36 C38 112.2(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
Cu P2 2.2223(6) . ?
Cu P1 2.2401(6) . ?
Cu Br 2.3434(3) . ?
P1 C1 1.824(2) . ?
P1 C7 1.828(2) . ?
P1 C13 1.881(2) . ?
P2 C20 1.817(2) . ?
P2 C26 1.831(2) . ?
P2 C32 1.874(2) . ?
N1 C13 1.278(3) . ?
N1 C14 1.463(3) . ?
N2 C13 1.369(3) . ?
N2 C17 1.455(3) . ?
N3 C32 1.271(3) . ?
N3 C33 1.471(3) . ?
N4 C32 1.365(3) . ?
N4 C36 1.461(3) . ?
C1 C2 1.393(3) . ?
C1 C6 1.392(3) . ?
C2 C3 1.388(4) . ?
C3 C4 1.373(5) . ?
C4 C5 1.375(4) . ?
C5 C6 1.396(3) . ?
C7 C12 1.392(3) . ?
C7 C8 1.391(3) . ?
C8 C9 1.388(4) . ?
C9 C10 1.383(4) . ?
C10 C11 1.371(4) . ?
C11 C12 1.377(3) . ?
C14 C16 1.512(3) . ?
C14 C15 1.515(4) . ?
C17 C19 1.492(4) . ?
C17 C18 1.515(4) . ?
C20 C25 1.389(3) . ?
C20 C21 1.392(3) . ?
C21 C22 1.383(3) . ?
C22 C23 1.376(3) . ?
C23 C24 1.382(4) . ?
C24 C25 1.390(3) . ?
C26 C31 1.390(3) . ?
C26 C27 1.396(3) . ?
C27 C28 1.383(3) . ?
C28 C29 1.376(4) . ?
C29 C30 1.375(4) . ?
C30 C31 1.388(4) . ?
C33 C34 1.518(5) . ?
C33 C35 1.522(4) . ?
C36 C37 1.513(4) . ?
C36 C38 1.515(4) . ?
