#------------------------------------------------------------------------------
#$Date: 2016-10-08 01:26:40 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187145 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/82/7038239.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_7038239
loop_
_publ_author_name
'Álvarez, María'
'Álvarez, Eleuterio'
'Fructos, Manuel R.'
'Urbano, Juan'
'Pérez, Pedro J'
_publ_section_title
;
 Copper-induced ammonia N-H functionalization.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14628
_journal_page_last               14633
_journal_paper_doi               10.1039/c5dt04972e
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C38 H47 B Cu N7'
_chemical_formula_sum            'C38 H47 B Cu N7'
_chemical_formula_weight         676.18
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           161
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3 -2"c'
_symmetry_space_group_name_H-M   'R 3 c :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-12-18 deposited with the CCDC.
2016-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   11.6413(4)
_cell_length_b                   11.6413(4)
_cell_length_c                   45.352(3)
_cell_measurement_reflns_used    6477
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.67
_cell_measurement_theta_min      2.69
_cell_volume                     5322.7(4)
_computing_cell_refinement       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_collection       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_reduction        'APEX2 Software Suite (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL and publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_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  0.0480
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_number            16469
_diffrn_reflns_theta_full        25.22
_diffrn_reflns_theta_max         25.22
_diffrn_reflns_theta_min         2.21
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_T_max  0.9376
_exptl_absorpt_correction_T_min  0.9361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
program SADABS, Bruker (2001).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2147.9
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.809
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2119
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0373
_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)+(0.0713P)²+2.1625P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1006
_reflns_number_gt                1971
_reflns_number_total             2119
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt04972e2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7038238--7038244.cif.
;
_cod_original_sg_symbol_H-M      'R 3 c'
_cod_database_code               7038239
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
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
Cu1 Cu 0.6667 0.3333 0.098830(18) 0.03230(19) Uani 1 3 d S
N1 N 0.5411(2) 0.1730(2) 0.07234(5) 0.0285(5) Uani 1 1 d .
N2 N 0.5543(2) 0.1982(2) 0.04303(5) 0.0271(5) Uani 1 1 d .
C1 C 0.4371(2) 0.0505(2) 0.07602(7) 0.0292(5) Uani 1 1 d .
C2 C 0.3827(3) -0.0031(3) 0.04859(7) 0.0367(7) Uani 1 1 d .
H2 H 0.3085 -0.0881 0.0447 0.044 Uiso 1 1 d R
C3 C 0.4591(3) 0.0929(3) 0.02827(6) 0.0316(6) Uani 1 1 d .
H3 H 0.4471 0.0861 0.0075 0.038 Uiso 1 1 d R
C4 C 0.4017(3) -0.0032(3) 0.10634(6) 0.0306(6) Uani 1 1 d .
C5 C 0.3072(3) 0.0122(3) 0.12256(8) 0.0405(7) Uani 1 1 d .
C6 C 0.2835(3) -0.0274(3) 0.15153(7) 0.0412(7) Uani 1 1 d .
H6 H 0.2198 -0.0162 0.1623 0.049 Uiso 1 1 d R
C7 C 0.3498(3) -0.0837(3) 0.16555(7) 0.0366(7) Uani 1 1 d .
C8 C 0.4357(3) -0.1063(4) 0.14876(8) 0.0431(8) Uani 1 1 d .
H8 H 0.4772 -0.1504 0.1575 0.052 Uiso 1 1 d R
C9 C 0.4633(3) -0.0662(4) 0.11949(8) 0.0411(8) Uani 1 1 d .
C10 C 0.2318(5) 0.0719(5) 0.10782(11) 0.0784(14) Uani 1 1 d U
H10A H 0.2924 0.1464 0.0953 0.118 Uiso 1 1 d R
H10B H 0.1941 0.1035 0.1230 0.118 Uiso 1 1 d R
H10C H 0.1601 0.0043 0.0957 0.118 Uiso 1 1 d R
C11 C 0.3254(4) -0.1223(4) 0.19766(7) 0.0491(9) Uani 1 1 d .
H11A H 0.3299 -0.0490 0.2092 0.074 Uiso 1 1 d R
H11B H 0.3930 -0.1424 0.2047 0.074 Uiso 1 1 d R
H11C H 0.2373 -0.2009 0.1999 0.074 Uiso 1 1 d R
C12 C 0.5537(5) -0.0977(5) 0.10169(10) 0.0694(12) Uani 1 1 d U
H12A H 0.6083 -0.1166 0.1151 0.104 Uiso 1 1 d R
H12B H 0.6113 -0.0215 0.0892 0.104 Uiso 1 1 d R
H12C H 0.5004 -0.1753 0.0892 0.104 Uiso 1 1 d R
B1 B 0.6667 0.3333 0.03112(15) 0.0249(14) Uani 1 3 d S
H1 H 0.6667 0.3333 0.0091 0.030 Uiso 1 3 d SR
N3 N 0.7096(11) 0.3785(17) 0.1411(2) 0.047(3) Uani 0.33333 1 d P
H3A H 0.7938 0.4508 0.1401 0.056 Uiso 0.33333 1 calc PR
H3B H 0.6562 0.4131 0.1459 0.056 Uiso 0.33333 1 calc PR
C13 C 0.7130(12) 0.3290(16) 0.1634(2) 0.038(2) Uani 0.33333 1 d P
H13A H 0.8074 0.3545 0.1657 0.045 Uiso 0.33333 1 d PR
H13B H 0.6658 0.2334 0.1584 0.045 Uiso 0.33333 1 d PR
C14 C 0.6667 0.3333 0.19464(15) 0.0541(17) Uani 1 3 d S
H14A H 0.6698 0.4182 0.1976 0.081 Uiso 0.33333 1 d PR
H14B H 0.7252 0.3249 0.2089 0.081 Uiso 0.33333 1 d PR
H14C H 0.5756 0.2605 0.1974 0.081 Uiso 0.33333 1 d PR
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'
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
N3 Cu1 N3 25.9(5) 3_665 .
N3 Cu1 N3 25.9(5) 3_665 2_655
N3 Cu1 N3 25.9(5) . 2_655
N3 Cu1 N1 115.0(4) 3_665 .
N3 Cu1 N1 140.0(4) . .
N3 Cu1 N1 118.9(7) 2_655 .
N3 Cu1 N1 118.9(7) 3_665 2_655
N3 Cu1 N1 115.0(4) . 2_655
N3 Cu1 N1 140.0(4) 2_655 2_655
N1 Cu1 N1 90.03(9) . 2_655
N3 Cu1 N1 140.0(4) 3_665 3_665
N3 Cu1 N1 118.9(7) . 3_665
N3 Cu1 N1 115.0(4) 2_655 3_665
N1 Cu1 N1 90.03(9) . 3_665
N1 Cu1 N1 90.03(9) 2_655 3_665
C1 N1 N2 107.3(2) . .
C1 N1 Cu1 137.44(19) . .
N2 N1 Cu1 114.83(16) . .
C3 N2 N1 109.8(2) . .
C3 N2 B1 129.8(3) . .
N1 N2 B1 120.5(3) . .
N1 C1 C2 109.3(2) . .
N1 C1 C4 118.5(2) . .
C2 C1 C4 132.2(2) . .
C3 C2 C1 105.6(2) . .
C3 C2 H2 127.2 . .
C1 C2 H2 127.2 . .
N2 C3 C2 108.0(3) . .
N2 C3 H3 126.0 . .
C2 C3 H3 126.0 . .
C9 C4 C5 119.0(3) . .
C9 C4 C1 120.8(3) . .
C5 C4 C1 120.1(3) . .
C6 C5 C4 119.7(3) . .
C6 C5 C10 120.6(3) . .
C4 C5 C10 119.7(3) . .
C5 C6 C7 122.0(3) . .
C5 C6 H6 119.0 . .
C7 C6 H6 119.0 . .
C8 C7 C6 117.5(3) . .
C8 C7 C11 121.4(3) . .
C6 C7 C11 121.0(3) . .
C7 C8 C9 122.0(3) . .
C7 C8 H8 119.0 . .
C9 C8 H8 119.0 . .
C8 C9 C4 119.5(3) . .
C8 C9 C12 120.1(3) . .
C4 C9 C12 120.3(3) . .
C5 C10 H10A 109.5 . .
C5 C10 H10B 109.4 . .
H10A C10 H10B 109.5 . .
C5 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C7 C11 H11A 109.6 . .
C7 C11 H11B 109.4 . .
H11A C11 H11B 109.5 . .
C7 C11 H11C 109.4 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 C12 H12A 109.5 . .
C9 C12 H12B 109.4 . .
H12A C12 H12B 109.5 . .
C9 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N2 B1 N2 108.6(3) 2_655 .
N2 B1 N2 108.6(3) 2_655 3_665
N2 B1 N2 108.6(3) . 3_665
N2 B1 H1 110.3 2_655 .
N2 B1 H1 110.3 . .
N2 B1 H1 110.3 3_665 .
C13 N3 Cu1 140.2(16) . .
C13 N3 H3A 102.0 . .
Cu1 N3 H3A 102.0 . .
C13 N3 H3B 102.0 . .
Cu1 N3 H3B 102.0 . .
H3A N3 H3B 104.8 . .
N3 C13 C14 133.2(14) . .
N3 C13 H13A 104.4 . .
C14 C13 H13A 104.5 . .
N3 C13 H13B 102.8 . .
C14 C13 H13B 103.9 . .
H13A C13 H13B 105.6 . .
C13 C14 H14A 109.0 . .
C13 C14 H14B 109.6 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.8 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N3 1.985(9) 3_665
Cu1 N3 1.985(9) .
Cu1 N3 1.985(9) 2_655
Cu1 N1 2.082(2) .
Cu1 N1 2.082(2) 2_655
Cu1 N1 2.082(2) 3_665
N1 C1 1.342(3) .
N1 N2 1.353(3) .
N2 C3 1.349(3) .
N2 B1 1.556(3) .
C1 C2 1.394(4) .
C1 C4 1.481(4) .
C2 C3 1.377(4) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C9 1.391(4) .
C4 C5 1.407(4) .
C5 C6 1.374(5) .
C5 C10 1.520(5) .
C6 C7 1.392(5) .
C6 H6 0.9500 .
C7 C8 1.383(5) .
C7 C11 1.508(4) .
C8 C9 1.390(5) .
C8 H8 0.9500 .
C9 C12 1.510(5) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
B1 N2 1.556(3) 2_655
B1 N2 1.556(3) 3_665
B1 H1 1.0000 .
N3 C13 1.173(17) .
N3 H3A 0.9200 .
N3 H3B 0.9200 .
C13 C14 1.527(11) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N3 Cu1 N1 C1 18.5(7) 3_665 .
N3 Cu1 N1 C1 9.5(10) . .
N3 Cu1 N1 C1 -10.3(5) 2_655 .
N1 Cu1 N1 C1 140.7(3) 2_655 .
N1 Cu1 N1 C1 -129.3(3) 3_665 .
N3 Cu1 N1 N2 -170.7(7) 3_665 .
N3 Cu1 N1 N2 -179.6(10) . .
N3 Cu1 N1 N2 160.6(4) 2_655 .
N1 Cu1 N1 N2 -48.40(15) 2_655 .
N1 Cu1 N1 N2 41.63(15) 3_665 .
C1 N1 N2 C3 0.2(3) . .
Cu1 N1 N2 C3 -173.32(17) . .
C1 N1 N2 B1 179.90(19) . .
Cu1 N1 N2 B1 6.3(3) . .
N2 N1 C1 C2 -0.2(3) . .
Cu1 N1 C1 C2 171.2(2) . .
N2 N1 C1 C4 179.1(2) . .
Cu1 N1 C1 C4 -9.6(4) . .
N1 C1 C2 C3 0.1(3) . .
C4 C1 C2 C3 -179.1(3) . .
N1 N2 C3 C2 -0.2(3) . .
B1 N2 C3 C2 -179.8(2) . .
C1 C2 C3 N2 0.1(3) . .
N1 C1 C4 C9 -85.4(4) . .
C2 C1 C4 C9 93.7(4) . .
N1 C1 C4 C5 92.9(3) . .
C2 C1 C4 C5 -88.0(4) . .
C9 C4 C5 C6 4.1(5) . .
C1 C4 C5 C6 -174.3(3) . .
C9 C4 C5 C10 -175.6(4) . .
C1 C4 C5 C10 6.0(5) . .
C4 C5 C6 C7 -0.4(5) . .
C10 C5 C6 C7 179.3(4) . .
C5 C6 C7 C8 -3.9(5) . .
C5 C6 C7 C11 178.0(3) . .
C6 C7 C8 C9 4.6(5) . .
C11 C7 C8 C9 -177.3(3) . .
C7 C8 C9 C4 -1.0(6) . .
C7 C8 C9 C12 -177.7(4) . .
C5 C4 C9 C8 -3.4(5) . .
C1 C4 C9 C8 174.9(3) . .
C5 C4 C9 C12 173.3(4) . .
C1 C4 C9 C12 -8.4(5) . .
C3 N2 B1 N2 -125.6(4) . 2_655
N1 N2 B1 N2 54.8(4) . 2_655
C3 N2 B1 N2 116.4(4) . 3_665
N1 N2 B1 N2 -63.1(4) . 3_665
N3 Cu1 N3 C13 13.0(15) 3_665 .
N3 Cu1 N3 C13 74.7(15) 2_655 .
N1 Cu1 N3 C13 32(3) . .
N1 Cu1 N3 C13 -92.0(17) 2_655 .
N1 Cu1 N3 C13 163.0(17) 3_665 .
Cu1 N3 C13 C14 -135.7(18) . .
