#------------------------------------------------------------------------------
#$Date: 2017-05-04 09:45:05 +0300 (Thu, 04 May 2017) $
#$Revision: 195972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/57/4345794.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_4345794
loop_
_publ_author_name
'Lam, Tsz Lung'
'Tso, Ken Chi-Hang'
'Cao, Bei'
'Yang, Chen'
'Chen, Daqing'
'Chang, Xiao-Yong'
'Huang, Jie-Sheng'
'Che, Chi-Ming'
_publ_section_title
;
 Tripodal S-Ligand Complexes of Copper(I) as Catalysts for Alkene
 Aziridination, Sulfide Sulfimidation, and C-H Amination.
;
_journal_issue                   8
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4253
_journal_page_last               4257
_journal_paper_doi               10.1021/acs.inorgchem.7b00226
_journal_volume                  56
_journal_year                    2017
_chemical_formula_moiety         'C45 H55 B1 Cu1 N6 P1 S3'
_chemical_formula_sum            'C45 H55 B Cu N6 P S3'
_chemical_formula_weight         881.45
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_audit_creation_date             2016-07-18
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   14.7346(3)
_cell_length_b                   14.7346(3)
_cell_length_c                   12.1853(3)
_cell_measurement_reflns_used    9785
_cell_measurement_temperature    100
_cell_measurement_theta_max      66.29
_cell_measurement_theta_min      3.46
_cell_volume                     2291.10(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            38048
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.978
_diffrn_reflns_theta_min         3.463
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.568
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1081 before and 0.0717 after correction.
The Ratio of minimum to maximum transmission is 0.8036.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_recrystallization_method DCM/Hex/Et2O
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.274
_refine_diff_density_min         -2.114
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         2736
_refine_ls_number_restraints     222
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0948
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1280P)²+19.3100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2604
_refine_ls_wR_factor_ref         0.2678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2406
_reflns_number_total             2736
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic7b00226_si_002.cif
_cod_data_source_block           complex_Cu2
_cod_original_cell_volume        2291.10(10)
_cod_database_code               4345794
_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_max   0.904
_shelx_estimated_absorpt_t_min   0.861
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
2. Restrained distances
 C15A-C10A
 1.53 with sigma of 0.02
 C11A-C10A
 1.53 with sigma of 0.02
 C14A-C13A
 1.53 with sigma of 0.02
 C12A-C13A
 1.53 with sigma of 0.02
 C11A-C12A
 1.53 with sigma of 0.02
 C15A-C14A
 1.53 with sigma of 0.02
 C15-C14 = C14-C13 = C15-C10 = C11-C10 = C12-C11 = C12-C13
 1.53 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C11A) = Uanis(C10A) = Uanis(C15A) = Uanis(C14A) = Uanis(C13A) =
Uanis(C12A)
4. Others
 Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(C15A)=
 Sof(H15C)=Sof(H15D)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C10A)=Sof(H10A)=
 Sof(C13A)=Sof(H13C)=Sof(H13D)=1-FVAR(1)
 Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C13)=Sof(H13A)=Sof(H13B)=
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C14)=Sof(H14A)=
 Sof(H14B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 B1(H1), C10(H10), C10A(H10A)
5.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B), C12(H12A,H12B), C15(H15A,H15B), C14(H14A,
 H14B), C11A(H11C,H11D), C12A(H12C,H12D), C15A(H15C,H15D), C14A(H14C,H14D),
 C13A(H13C,H13D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C9(H9), C8(H8), C5(H5), C6(H6), C7(H7)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -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_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
Cu1 Cu 0.3333 0.6667 0.33619(13) 0.0258(4) Uani 1 3 d S TU P A .
P1 P 0.3333 0.6667 0.1546(2) 0.0291(6) Uani 1 3 d S TU P . .
S1 S 0.31471(10) 0.51418(10) 0.41856(14) 0.0304(5) Uani 1 1 d . U . . .
N1 N 0.1274(3) 0.4167(3) 0.5254(5) 0.0290(11) Uani 1 1 d . U . . .
N2 N 0.2420(3) 0.5580(3) 0.6091(5) 0.0287(11) Uani 1 1 d . U . . .
C1 C 0.2289(4) 0.4979(4) 0.5195(5) 0.0276(12) Uani 1 1 d . U . . .
C3 C 0.0779(4) 0.4268(4) 0.6167(6) 0.0330(13) Uani 1 1 d . U . . .
H3 H 0.0089 0.3821 0.6378 0.040 Uiso 1 1 calc R . . . .
C2 C 0.1491(4) 0.5141(4) 0.6697(6) 0.0330(13) Uani 1 1 d . U . . .
H2 H 0.1383 0.5403 0.7347 0.040 Uiso 1 1 calc R . . . .
C4 C 0.0755(4) 0.3378(4) 0.4445(5) 0.0287(12) Uani 1 1 d . U . . .
C9 C 0.1040(4) 0.2628(4) 0.4240(5) 0.0300(13) Uani 1 1 d . U . . .
H9 H 0.1605 0.2651 0.4607 0.036 Uiso 1 1 calc R . . . .
B1 B 0.3333 0.6667 0.6454(12) 0.030(2) Uani 1 3 d S TU P . .
H1 H 0.3333 0.6667 0.7258 0.036 Uiso 1 3 calc RS T P . .
C8 C 0.0478(5) 0.1848(5) 0.3486(6) 0.0334(13) Uani 1 1 d . U . . .
H8 H 0.0665 0.1342 0.3346 0.040 Uiso 1 1 calc R . . . .
C5 C -0.0074(5) 0.3362(5) 0.3886(6) 0.0361(14) Uani 1 1 d . U . . .
H5 H -0.0248 0.3879 0.4012 0.043 Uiso 1 1 calc R . . . .
C6 C -0.0635(5) 0.2569(6) 0.3143(6) 0.0439(16) Uani 1 1 d . U . . .
H6 H -0.1201 0.2544 0.2778 0.053 Uiso 1 1 calc R . . . .
C7 C -0.0363(5) 0.1810(6) 0.2934(6) 0.0411(15) Uani 1 1 d . U . . .
H7 H -0.0742 0.1280 0.2429 0.049 Uiso 1 1 calc R . . . .
C10 C 0.3103(13) 0.5384(17) 0.0952(15) 0.041(2) Uani 0.546(8) 1 d D U . A 1
H10 H 0.3595 0.5238 0.1349 0.049 Uiso 0.546(8) 1 calc R . . A 1
C11 C 0.2016(9) 0.4481(7) 0.1277(10) 0.034(2) Uani 0.546(8) 1 d D U . A 1
H11A H 0.1932 0.4475 0.2067 0.040 Uiso 0.546(8) 1 calc R . . A 1
H11B H 0.1477 0.4580 0.0938 0.040 Uiso 0.546(8) 1 calc R . . A 1
C13 C 0.2361(14) 0.3428(12) -0.0193(14) 0.064(3) Uani 0.546(8) 1 d D U . A 1
H13A H 0.1853 0.3332 -0.0754 0.077 Uiso 0.546(8) 1 calc R . . A 1
H13B H 0.2451 0.2820 -0.0215 0.077 Uiso 0.546(8) 1 calc R . . A 1
C12 C 0.1904(13) 0.3447(8) 0.0906(10) 0.048(3) Uani 0.546(8) 1 d D U . A 1
H12A H 0.2228 0.3224 0.1456 0.057 Uiso 0.546(8) 1 calc R . . A 1
H12B H 0.1163 0.2930 0.0892 0.057 Uiso 0.546(8) 1 calc R . . A 1
C15 C 0.3424(14) 0.5439(11) -0.0273(13) 0.059(3) Uani 0.546(8) 1 d D U . A 1
H15A H 0.2925 0.5495 -0.0745 0.071 Uiso 0.546(8) 1 calc R . . A 1
H15B H 0.4113 0.6042 -0.0398 0.071 Uiso 0.546(8) 1 calc R . . A 1
C14 C 0.3431(13) 0.4414(10) -0.0505(16) 0.065(3) Uani 0.546(8) 1 d D U . A 1
H14A H 0.3989 0.4409 -0.0087 0.078 Uiso 0.546(8) 1 calc R . . A 1
H14B H 0.3571 0.4382 -0.1278 0.078 Uiso 0.546(8) 1 calc R . . A 1
C11A C 0.3749(13) 0.5012(11) 0.1252(15) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H11C H 0.4419 0.5481 0.0914 0.058 Uiso 0.454(8) 1 calc R . . A 2
H11D H 0.3851 0.5064 0.2041 0.058 Uiso 0.454(8) 1 calc R . . A 2
C12A C 0.3405(14) 0.3894(11) 0.0898(13) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H12C H 0.2941 0.3407 0.1448 0.058 Uiso 0.454(8) 1 calc R . . A 2
H12D H 0.4014 0.3807 0.0837 0.058 Uiso 0.454(8) 1 calc R . . A 2
C15A C 0.2541(14) 0.5176(11) -0.0239(14) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H15C H 0.2025 0.5397 -0.0312 0.058 Uiso 0.454(8) 1 calc R . . A 2
H15D H 0.3109 0.5585 -0.0747 0.058 Uiso 0.454(8) 1 calc R . . A 2
C14A C 0.2034(12) 0.4005(11) -0.0533(15) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H14C H 0.1883 0.3902 -0.1312 0.058 Uiso 0.454(8) 1 calc R . . A 2
H14D H 0.1384 0.3601 -0.0132 0.058 Uiso 0.454(8) 1 calc R . . A 2
C10A C 0.298(2) 0.538(3) 0.0955(19) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H10A H 0.2354 0.4908 0.1384 0.058 Uiso 0.454(8) 1 calc R . . A 2
C13A C 0.2836(14) 0.3651(14) -0.0209(14) 0.0483(14) Uani 0.454(8) 1 d D U . A 2
H13C H 0.2472 0.2895 -0.0288 0.058 Uiso 0.454(8) 1 calc R . . A 2
H13D H 0.3378 0.3930 -0.0767 0.058 Uiso 0.454(8) 1 calc R . . A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
P1 Cu1 S1 115.30(5) . 3_565
P1 Cu1 S1 115.30(5) . .
P1 Cu1 S1 115.30(5) . 2_665
S1 Cu1 S1 103.06(6) 2_665 .
S1 Cu1 S1 103.06(6) 3_565 .
S1 Cu1 S1 103.06(6) 3_565 2_665
C10 P1 Cu1 112.5(6) 3_565 .
C10 P1 Cu1 112.5(6) . .
C10 P1 Cu1 112.5(6) 2_665 .
C10 P1 C10 106.3(6) 3_565 .
C10 P1 C10 106.3(6) 2_665 .
C10 P1 C10 106.3(6) 3_565 2_665
C10A P1 Cu1 113.1(8) . .
C10A P1 Cu1 113.1(8) 3_565 .
C10A P1 Cu1 113.1(8) 2_665 .
C10A P1 C10A 105.7(9) 2_665 .
C10A P1 C10A 105.7(9) 3_565 .
C10A P1 C10A 105.7(9) 3_565 2_665
C1 S1 Cu1 99.67(18) . .
C1 N1 C3 110.6(5) . .
C1 N1 C4 125.6(5) . .
C3 N1 C4 123.5(5) . .
C1 N2 C2 109.6(5) . .
C1 N2 B1 132.0(6) . .
C2 N2 B1 118.0(6) . .
N1 C1 S1 124.9(5) . .
N2 C1 S1 129.7(4) . .
N2 C1 N1 105.4(5) . .
C2 C3 N1 106.7(5) . .
C3 C2 N2 107.7(6) . .
C9 C4 N1 121.5(5) . .
C9 C4 C5 120.9(6) . .
C5 C4 N1 117.6(5) . .
C8 C9 C4 119.3(6) . .
N2 B1 N2 112.2(5) 3_565 2_665
N2 B1 N2 112.2(5) 3_565 .
N2 B1 N2 112.2(5) . 2_665
C9 C8 C7 120.6(6) . .
C6 C5 C4 119.0(6) . .
C5 C6 C7 120.7(6) . .
C8 C7 C6 119.4(7) . .
C11 C10 P1 110.8(10) . .
C11 C10 C15 116.8(15) . .
C15 C10 P1 114.7(13) . .
C12 C11 C10 109.6(12) . .
C12 C13 C14 116.8(13) . .
C13 C12 C11 117.3(11) . .
C14 C15 C10 106.0(14) . .
C15 C14 C13 111.5(13) . .
C12A C11A C10A 114.5(18) . .
C11A C12A C13A 110.5(14) . .
C14A C15A C10A 111.0(17) . .
C15A C14A C13A 106.9(13) . .
C11A C10A P1 113.1(15) . .
C11A C10A C15A 117(2) . .
C15A C10A P1 116.6(17) . .
C12A C13A C14A 124.1(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 P1 2.213(3) .
Cu1 S1 2.3483(15) 3_565
Cu1 S1 2.3483(15) 2_665
Cu1 S1 2.3483(15) .
P1 C10 1.89(2) 2_665
P1 C10 1.89(2) 3_565
P1 C10 1.89(2) .
P1 C10A 1.84(3) 3_565
P1 C10A 1.84(3) .
P1 C10A 1.84(3) 2_665
S1 C1 1.693(6) .
N1 C1 1.372(7) .
N1 C3 1.379(8) .
N1 C4 1.421(8) .
N2 C1 1.357(8) .
N2 C2 1.397(8) .
N2 B1 1.554(6) .
C3 C2 1.350(9) .
C4 C9 1.387(8) .
C4 C5 1.388(8) .
C9 C8 1.378(9) .
B1 N2 1.554(6) 3_565
B1 N2 1.554(6) 2_665
C8 C7 1.387(9) .
C5 C6 1.380(10) .
C6 C7 1.387(10) .
C10 C11 1.536(17) .
C10 C15 1.554(17) .
C11 C12 1.517(11) .
C13 C12 1.505(15) .
C13 C14 1.565(15) .
C15 C14 1.543(15) .
C11A C12A 1.524(15) .
C11A C10A 1.535(19) .
C12A C13A 1.532(16) .
C15A C14A 1.541(15) .
C15A C10A 1.557(18) .
C14A C13A 1.563(16) .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 0.000 0.000 0.000 125.2 39.8
2 0.000 0.000 0.500 10.5 0.0
