#------------------------------------------------------------------------------
#$Date: 2016-10-08 01:26:40 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187145 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/82/7038243.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_7038243
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         'C40 H48 B Li N6 O'
_chemical_formula_sum            'C40 H48 B Li N6 O'
_chemical_formula_weight         646.59
_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                   11.90130(10)
_cell_length_b                   11.90130(10)
_cell_length_c                   45.2468(10)
_cell_measurement_reflns_used    8303
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      30.27
_cell_measurement_theta_min      2.70
_cell_volume                     5550.18(14)
_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      193(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0258
_diffrn_reflns_av_unetI/netI     0.0067
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            37671
_diffrn_reflns_theta_full        25.23
_diffrn_reflns_theta_max         25.23
_diffrn_reflns_theta_min         2.67
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.9671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
program SADABS, Bruker (2001).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2076
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.45
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.393
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1124
_refine_ls_number_restraints     51
_refine_ls_restrained_S_all      1.818
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0660
_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)+(0.1042P)²+4.1551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1856
_refine_ls_wR_factor_ref         0.1864
_reflns_number_gt                1105
_reflns_number_total             1124
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt04972e2.cif
_cod_data_source_block           6
_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               7038243
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
Li1 Li 0.0000 0.0000 0.3328(2) 0.0150(18) Uani 1 3 d SU
N1 N 0.1253(4) 0.1597(4) 0.35818(9) 0.0372(10) Uani 1 1 d .
N2 N 0.1105(4) 0.1319(4) 0.38772(8) 0.0358(10) Uani 1 1 d .
C1 C 0.2290(5) 0.2783(5) 0.35548(13) 0.0395(11) Uani 1 1 d .
C2 C 0.2822(6) 0.3275(6) 0.38328(13) 0.0484(14) Uani 1 1 d .
H2 H 0.3562 0.4091 0.3876 0.058 Uiso 1 1 calc R
C3 C 0.2039(6) 0.2322(6) 0.40286(12) 0.0429(12) Uani 1 1 d .
H3 H 0.2141 0.2365 0.4237 0.051 Uiso 1 1 calc R
C4 C 0.2673(5) 0.3363(5) 0.32535(12) 0.0400(12) Uani 1 1 d .
C5 C 0.2096(6) 0.4027(6) 0.31270(15) 0.0509(14) Uani 1 1 d .
C6 C 0.2365(7) 0.4439(7) 0.28379(13) 0.0530(14) Uani 1 1 d .
H6 H 0.1952 0.4869 0.2753 0.064 Uiso 1 1 calc R
C7 C 0.3230(6) 0.4243(6) 0.26660(14) 0.0496(14) Uani 1 1 d .
C8 C 0.3862(7) 0.3671(6) 0.28003(15) 0.0557(16) Uani 1 1 d .
H8 H 0.4487 0.3573 0.2690 0.067 Uiso 1 1 calc R
C9 C 0.3611(7) 0.3231(6) 0.30931(15) 0.0521(15) Uani 1 1 d .
C10 C 0.1179(9) 0.4301(10) 0.3308(2) 0.076(2) Uani 1 1 d .
H10A H 0.1669 0.4925 0.3465 0.113 Uiso 1 1 calc R
H10B H 0.0504 0.3492 0.3397 0.113 Uiso 1 1 calc R
H10C H 0.0776 0.4662 0.3180 0.113 Uiso 1 1 calc R
C11 C 0.3466(8) 0.4662(8) 0.23465(15) 0.0626(19) Uani 1 1 d .
H11A H 0.4320 0.5444 0.2327 0.094 Uiso 1 1 calc R
H11B H 0.2793 0.4849 0.2279 0.094 Uiso 1 1 calc R
H11C H 0.3439 0.3966 0.2225 0.094 Uiso 1 1 calc R
C12 C 0.4325(12) 0.2616(12) 0.3229(2) 0.092(3) Uani 1 1 d .
H12A H 0.3706 0.1714 0.3280 0.139 Uiso 1 1 calc R
H12B H 0.4776 0.3095 0.3407 0.139 Uiso 1 1 calc R
H12C H 0.4959 0.2640 0.3087 0.139 Uiso 1 1 calc R
B1 B 0.0000 0.0000 0.3991(2) 0.0356(19) Uani 1 3 d S
H1 H 0.0000 0.0000 0.4212 0.043 Uiso 1 3 calc SR
O1 O 0.0000 0.0000 0.29191(18) 0.084(2) Uani 1 3 d SDU
C13 C 0.1046(10) -0.0051(19) 0.2753(2) 0.095(3) Uani 0.6666 1 d PDU
H13A H 0.1287 -0.0667 0.2838 0.115 Uiso 0.6666 1 calc PR
H13B H 0.1826 0.0814 0.2726 0.115 Uiso 0.6666 1 calc PR
C14 C 0.0225(16) -0.0568(13) 0.2469(2) 0.103(4) Uani 0.6666 1 d PDU
H14A H 0.0615 -0.0827 0.2308 0.123 Uiso 0.6666 1 calc PR
H14B H -0.0706 -0.1202 0.2499 0.123 Uiso 0.6666 1 calc 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
O1 Li1 N1 123.5(3) . .
O1 Li1 N1 123.5(3) . 3
N1 Li1 N1 92.4(4) . 3
O1 Li1 N1 123.5(3) . 2
N1 Li1 N1 92.4(4) . 2
N1 Li1 N1 92.4(4) 3 2
C1 N1 N2 106.5(4) . .
C1 N1 Li1 140.9(4) . .
N2 N1 Li1 111.9(4) . .
C3 N2 N1 109.6(4) . .
C3 N2 B1 129.7(5) . .
N1 N2 B1 120.7(4) . .
N1 C1 C2 110.2(5) . .
N1 C1 C4 118.6(5) . .
C2 C1 C4 131.1(5) . .
C3 C2 C1 104.8(5) . .
C3 C2 H2 127.6 . .
C1 C2 H2 127.6 . .
N2 C3 C2 108.9(5) . .
N2 C3 H3 125.6 . .
C2 C3 H3 125.6 . .
C5 C4 C9 119.5(5) . .
C5 C4 C1 120.8(5) . .
C9 C4 C1 119.7(5) . .
C6 C5 C4 119.8(5) . .
C6 C5 C10 119.9(6) . .
C4 C5 C10 120.3(6) . .
C5 C6 C7 121.9(6) . .
C5 C6 H6 119.1 . .
C7 C6 H6 119.1 . .
C8 C7 C6 117.7(6) . .
C8 C7 C11 121.8(6) . .
C6 C7 C11 120.5(6) . .
C7 C8 C9 122.3(6) . .
C7 C8 H8 118.9 . .
C9 C8 H8 118.9 . .
C8 C9 C4 118.6(6) . .
C8 C9 C12 120.2(6) . .
C4 C9 C12 121.2(6) . .
C5 C10 H10A 109.5 . .
C5 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C5 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C7 C11 H11A 109.5 . .
C7 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C7 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 C12 H12A 109.5 . .
C9 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C9 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N2 B1 N2 109.5(4) 3 2
N2 B1 N2 109.5(4) 3 .
N2 B1 N2 109.5(4) 2 .
N2 B1 H1 109.4 3 .
N2 B1 H1 109.4 2 .
N2 B1 H1 109.4 . .
C13 O1 C13 96.4(5) 3 2
C13 O1 C13 96.4(5) 3 .
C13 O1 C13 96.4(5) 2 .
C13 O1 Li1 120.6(4) 3 .
C13 O1 Li1 120.6(4) 2 .
C13 O1 Li1 120.6(4) . .
O1 C13 C14 93.6(6) . .
O1 C13 H13A 113.0 . .
C14 C13 H13A 113.0 . .
O1 C13 H13B 113.0 . .
C14 C13 H13B 113.0 . .
H13A C13 H13B 110.4 . .
C14 C14 C13 77.7(11) 2 .
C14 C14 H14A 115.6 2 .
C13 C14 H14A 115.6 . .
C14 C14 H14B 115.6 2 .
C13 C14 H14B 115.6 . .
H14A C14 H14B 112.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.850(13) .
Li1 N1 2.079(7) .
Li1 N1 2.079(7) 3
Li1 N1 2.079(7) 2
N1 C1 1.337(7) .
N1 N2 1.367(5) .
N2 C3 1.342(7) .
N2 B1 1.547(5) .
C1 C2 1.398(8) .
C1 C4 1.493(8) .
C2 C3 1.372(9) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C5 1.402(8) .
C4 C9 1.406(8) .
C5 C6 1.377(9) .
C5 C10 1.525(9) .
C6 C7 1.400(9) .
C6 H6 0.9500 .
C7 C8 1.382(10) .
C7 C11 1.510(9) .
C8 C9 1.401(9) .
C8 H8 0.9500 .
C9 C12 1.501(11) .
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 1.547(5) 3
B1 N2 1.547(5) 2
B1 H1 1.0000 .
O1 C13 1.482(6) 3
O1 C13 1.482(6) 2
O1 C13 1.482(6) .
C13 C14 1.543(11) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C14 1.459(9) 2
C14 H14A 0.9900 .
C14 H14B 0.9900 .
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
O1 Li1 N1 C1 -8.2(7) . .
N1 Li1 N1 C1 125.5(7) 3 .
N1 Li1 N1 C1 -141.9(7) 2 .
O1 Li1 N1 N2 -176.4(3) . .
N1 Li1 N1 N2 -42.7(3) 3 .
N1 Li1 N1 N2 49.8(3) 2 .
C1 N1 N2 C3 0.0(6) . .
Li1 N1 N2 C3 172.3(4) . .
C1 N1 N2 B1 -179.0(4) . .
Li1 N1 N2 B1 -6.8(5) . .
N2 N1 C1 C2 0.3(6) . .
Li1 N1 C1 C2 -168.3(5) . .
N2 N1 C1 C4 -178.6(4) . .
Li1 N1 C1 C4 12.8(9) . .
N1 C1 C2 C3 -0.5(6) . .
C4 C1 C2 C3 178.2(6) . .
N1 N2 C3 C2 -0.3(6) . .
B1 N2 C3 C2 178.6(4) . .
C1 C2 C3 N2 0.5(7) . .
N1 C1 C4 C5 84.9(7) . .
C2 C1 C4 C5 -93.6(8) . .
N1 C1 C4 C9 -94.3(7) . .
C2 C1 C4 C9 87.1(8) . .
C9 C4 C5 C6 5.9(9) . .
C1 C4 C5 C6 -173.4(6) . .
C9 C4 C5 C10 -173.8(7) . .
C1 C4 C5 C10 7.0(9) . .
C4 C5 C6 C7 -1.6(10) . .
C10 C5 C6 C7 178.1(7) . .
C5 C6 C7 C8 -3.0(10) . .
C5 C6 C7 C11 177.7(6) . .
C6 C7 C8 C9 3.4(10) . .
C11 C7 C8 C9 -177.4(6) . .
C7 C8 C9 C4 0.8(10) . .
C7 C8 C9 C12 -180.0(9) . .
C5 C4 C9 C8 -5.5(9) . .
C1 C4 C9 C8 173.8(6) . .
C5 C4 C9 C12 175.3(8) . .
C1 C4 C9 C12 -5.4(11) . .
C3 N2 B1 N2 -114.2(7) . 3
N1 N2 B1 N2 64.7(5) . 3
C3 N2 B1 N2 125.6(7) . 2
N1 N2 B1 N2 -55.5(6) . 2
N1 Li1 O1 C13 -165.9(9) . 3
N1 Li1 O1 C13 74.1(9) 3 3
N1 Li1 O1 C13 -45.9(9) 2 3
N1 Li1 O1 C13 -45.9(9) . 2
N1 Li1 O1 C13 -165.9(9) 3 2
N1 Li1 O1 C13 74.1(9) 2 2
N1 Li1 O1 C13 74.1(9) . .
N1 Li1 O1 C13 -45.9(9) 3 .
N1 Li1 O1 C13 -165.9(9) 2 .
C13 O1 C13 C14 27.3(8) 3 .
C13 O1 C13 C14 -69.9(5) 2 .
Li1 O1 C13 C14 158.7(6) . .
O1 C13 C14 C14 74.7(12) . 2
