#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/95/4309522.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_4309522
loop_
_publ_author_name
'Haijun Yao'
'Matthew L. Kuhlman'
'Thomas B. Rauchfuss'
'Scott R. Wilson'
_publ_contact_author_email       rauchfuz@uiuc.edu
_publ_contact_author_fax         '1  217 244 8068'
_publ_contact_author_phone       '1  217 333 5070'
_publ_section_title
;
Organo-Tricyanoborates as Tectons: Illustrative Coordination Polymers
Based on Copper(I) Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6256
_journal_page_last               6264
_journal_paper_doi               10.1021/ic0506153
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C13 H20 B N4 Cu, C2 H3 N'
_chemical_formula_sum            'C15 H23 B Cu N5'
_chemical_formula_weight         347.73
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
; 
2004-09-14   text and data added, srw 
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.493(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.874(4)
_cell_length_b                   7.821(3)
_cell_length_c                   21.225(7)
_cell_measurement_reflns_used    940
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      21.7
_cell_measurement_theta_min      3.2
_cell_volume                     2049.2(12)
_computing_cell_refinement       'SAINT V6.22 (Bruker, 2001)'
_computing_data_collection       'SMART V5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT V6.22 (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL V6.10 (Bruker, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXTL V6.10 (Bruker, 2001)'
_computing_structure_solution    'SHELXTL V6.10 (Bruker, 2001)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Siemens Platform/CCD'
_diffrn_measurement_method       'profile data from ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_wavelength_id  octB(CN)3Cu(MeCN)
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_av_sigmaI/netI    0.0866
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            8122
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.37
_diffrn_reflns_theta_min         3.00
_diffrn_standards_decay_%        3.3
_diffrn_standards_interval_time  263
_diffrn_standards_number         59
_exptl_absorpt_coefficient_mu    1.068
_exptl_absorpt_correction_T_max  0.9894
_exptl_absorpt_correction_T_min  0.6711
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_description       platy
_exptl_crystal_F_000             728
_exptl_crystal_id                octB(CN)3Cu(MeCN)
_exptl_crystal_preparation
; 
The data crystal was mounted using oil (Parantone-N, Exxon) to a 
0.4 mm cryo-loop (Hampton Research) with the (1 -1 0) scattering 
planes roughly normal to the spindle axis. 
;
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2020
_refine_ls_number_restraints     178
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0553P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1095
_reflns_number_gt                1358
_reflns_number_total             2020
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0506153si20050421_113346.cif
_cod_data_source_block           octB(CN)3Cu(MeCN)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2049.3(12)
_cod_original_sg_symbol_Hall     '-C 2y '
_cod_original_sg_symbol_H-M      'C 2/m '
_cod_database_code               4309522
loop_
_publ_contact_author
; 
Thomas B. Rauchfuss 
University of Illinois at Urbana-Champaign 
Department of Chemistry 
505 South Mathews Avenue 
Urbana, Illinois  61801 
USA 
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.4351(3) 0.0000 0.2482(2) 0.0354(11) Uani 1 2 d S . .
C1 C 0.4574(3) 0.0000 0.32643(18) 0.0393(10) Uani 1 2 d S . .
H1A H 0.5007 -0.1023 0.3450 0.047 Uiso 0.50 1 calc PR . .
H1B H 0.5007 0.1023 0.3450 0.047 Uiso 0.50 1 calc PR . .
C2 C 0.3528(3) 0.0000 0.34718(19) 0.0452(11) Uani 1 2 d S . .
H2A H 0.3097 -0.1022 0.3284 0.054 Uiso 0.50 1 calc PR . .
H2B H 0.3097 0.1022 0.3284 0.054 Uiso 0.50 1 calc PR . .
C3 C 0.3712(3) 0.0000 0.42172(19) 0.0513(12) Uani 1 2 d S . .
H3A H 0.4141 -0.1022 0.4406 0.062 Uiso 0.50 1 calc PR . .
H3B H 0.4141 0.1022 0.4406 0.062 Uiso 0.50 1 calc PR . .
C4 C 0.2672(3) 0.0000 0.4417(2) 0.0523(12) Uani 1 2 d S . .
H4A H 0.2242 -0.1022 0.4228 0.063 Uiso 0.50 1 calc PR . .
H4B H 0.2242 0.1022 0.4228 0.063 Uiso 0.50 1 calc PR . .
C5 C 0.2856(3) 0.0000 0.51621(19) 0.0548(13) Uani 1 2 d S . .
H5A H 0.3283 0.1023 0.5353 0.066 Uiso 0.50 1 calc PR . .
H5B H 0.3283 -0.1023 0.5353 0.066 Uiso 0.50 1 calc PR . .
C6 C 0.1791(3) 0.0000 0.5351(2) 0.0500(12) Uani 1 2 d S . .
H6A H 0.1365 0.1022 0.5158 0.060 Uiso 0.50 1 calc PR . .
H6B H 0.1365 -0.1022 0.5158 0.060 Uiso 0.50 1 calc PR . .
C7 C 0.1949(4) 0.0000 0.6090(2) 0.0617(14) Uani 1 2 d S . .
H7A H 0.2375 -0.1022 0.6283 0.074 Uiso 0.50 1 calc PR . .
H7B H 0.2375 0.1022 0.6283 0.074 Uiso 0.50 1 calc PR . .
C8 C 0.0893(4) 0.0000 0.6279(2) 0.0691(15) Uani 1 2 d S . .
H8A H 0.1053 0.0000 0.6759 0.104 Uiso 1 2 calc SR . .
H8B H 0.0473 -0.1023 0.6100 0.104 Uiso 0.50 1 calc PR . .
H8C H 0.0473 0.1023 0.6100 0.104 Uiso 0.50 1 calc PR . .
C9 C 0.5419(3) 0.0000 0.22540(17) 0.0254(8) Uani 1 2 d S . .
N1 N 0.6173(3) 0.0000 0.20651(16) 0.0420(9) Uani 1 2 d S A .
C10 C 0.37033(19) 0.1626(3) 0.21652(12) 0.0263(6) Uani 1 1 d . . .
N2 N 0.32518(18) 0.2867(3) 0.19649(11) 0.0444(6) Uani 1 1 d . . .
Cu1 Cu 0.74201(4) 0.0000 0.16943(2) 0.03958(17) Uani 1 2 d S . .
C11 C 0.6506(5) 0.0483(13) 0.0169(3) 0.078(2) Uani 0.351(5) 1 d PGU A 1
C12 C 0.6126(9) 0.0901(14) -0.0514(3) 0.092(3) Uani 0.351(5) 1 d PGU A 1
H12A H 0.5978 -0.0153 -0.0774 0.138 Uiso 0.351(5) 1 d PG A 1
H12B H 0.6680 0.1567 -0.0640 0.138 Uiso 0.351(5) 1 d PG A 1
H12C H 0.5460 0.1577 -0.0596 0.138 Uiso 0.351(5) 1 d PG A 1
N3 N 0.6808(7) 0.015(2) 0.0713(3) 0.0691(19) Uani 0.351(5) 1 d PGU A 1
C13 C 0.4794(10) 0.5853(19) 0.0761(7) 0.135(3) Uani 0.2354(1) 1 d PGU B 1
C14 C 0.5453(16) 0.476(3) 0.1256(9) 0.138(3) Uani 0.2354(1) 1 d PGU B 1
H14A H 0.5552 0.5285 0.1689 0.207 Uiso 0.2354(1) 1 d PG B 1
H14B H 0.6161 0.4609 0.1176 0.207 Uiso 0.2354(1) 1 d PG B 1
H14C H 0.5099 0.3650 0.1242 0.207 Uiso 0.2354(1) 1 d PG B 1
N5 N 0.4268(13) 0.672(2) 0.0366(9) 0.143(4) Uani 0.2354(1) 1 d PGU B 1
C15 C 0.6031(11) 0.471(3) 0.0879(9) 0.137(3) Uani 0.1772(2) 1 d PGU C 2
C16 C 0.571(2) 0.492(8) 0.1465(11) 0.137(3) Uani 0.1772(2) 1 d PGU C 2
H16A H 0.5795 0.6122 0.1602 0.205 Uiso 0.1772(2) 1 d PG C 2
H16B H 0.6160 0.4201 0.1814 0.205 Uiso 0.1772(2) 1 d PG C 2
H16C H 0.4946 0.4588 0.1381 0.205 Uiso 0.1772(2) 1 d PG C 2
N6 N 0.6289(15) 0.454(3) 0.0411(10) 0.147(5) Uani 0.1772(2) 1 d PGU C 2
C17 C 0.6949(12) 0.019(6) 0.0180(7) 0.078(3) Uani 0.149(5) 1 d PGU A 2
C18 C 0.6890(18) 0.041(5) -0.0499(7) 0.083(3) Uani 0.149(5) 1 d PGU A 2
H18A H 0.6180 0.0027 -0.0772 0.124 Uiso 0.149(5) 1 d PG A 2
H18B H 0.7461 -0.0262 -0.0603 0.124 Uiso 0.149(5) 1 d PG A 2
H18C H 0.6987 0.1624 -0.0586 0.124 Uiso 0.149(5) 1 d PG A 2
N7 N 0.6997(18) 0.002(11) 0.0720(8) 0.071(3) Uani 0.149(5) 1 d PGU A 2
C19 C 0.534(3) 0.602(6) 0.112(2) 0.137(3) Uani 0.0873(2) 1 d PGU D 3
C20 C 0.571(5) 0.508(11) 0.172(3) 0.136(4) Uani 0.0873(2) 1 d PGU D 3
H20A H 0.6189 0.4155 0.1665 0.204 Uiso 0.0873(2) 1 d PG D 3
H20B H 0.5088 0.4603 0.1838 0.204 Uiso 0.0873(2) 1 d PG D 3
H20C H 0.6112 0.5848 0.2073 0.204 Uiso 0.0873(2) 1 d PG D 3
N8 N 0.505(4) 0.677(7) 0.064(2) 0.140(4) Uani 0.0873(2) 1 d PGU D 3
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0050
0.00 0.00 -1.00 0.0050
-1.00 -1.00 -1.00 0.2300
1.00 1.00 1.00 0.2300
1.00 -1.00 0.00 0.2400
-1.00 1.00 0.00 0.2400
2.00 0.00 -1.00 0.2600
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
C10 B1 C10 108.8(3) . 6 ?
C10 B1 C9 105.8(2) . . ?
C10 B1 C9 105.8(2) 6 . ?
C10 B1 C1 111.3(2) . . ?
C10 B1 C1 111.3(2) 6 . ?
C9 B1 C1 113.6(3) . . ?
C2 C1 B1 112.6(3) . . ?
C2 C1 H1A 109.1 . . ?
B1 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
B1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 C3 114.0(3) . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
C3 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 C2 113.5(3) . . ?
C4 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 C5 113.6(3) . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C5 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 112.5(3) . . ?
C4 C5 H5A 109.1 . . ?
C6 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C6 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C7 C6 C5 113.7(4) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C6 113.8(4) . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 B1 177.5(4) . . ?
C9 N1 Cu1 177.1(3) . . ?
N2 C10 B1 176.2(3) . . ?
C10 N2 Cu1 174.5(2) . 3_455 ?
N2 Cu1 N2 115.05(13) 8 3_545 ?
N2 Cu1 N1 108.55(8) 8 . ?
N2 Cu1 N1 108.55(8) 3_545 . ?
N2 Cu1 N7 105(2) 8 . ?
N2 Cu1 N7 106(2) 3_545 . ?
N1 Cu1 N7 113.6(7) . . ?
N2 Cu1 N7 106(2) 8 6 ?
N2 Cu1 N7 105(2) 3_545 6 ?
N1 Cu1 N7 113.6(7) . 6 ?
N7 Cu1 N7 1(5) . 6 ?
N2 Cu1 N3 111.8(5) 8 6 ?
N2 Cu1 N3 105.8(5) 3_545 6 ?
N1 Cu1 N3 106.8(4) . 6 ?
N7 Cu1 N3 7.8(13) . 6 ?
N7 Cu1 N3 7.5(15) 6 6 ?
N2 Cu1 N3 105.8(4) 8 . ?
N2 Cu1 N3 111.8(4) 3_545 . ?
N1 Cu1 N3 106.8(3) . . ?
N7 Cu1 N3 7.5(14) . . ?
N7 Cu1 N3 7.8(12) 6 . ?
N3 Cu1 N3 6.7(9) 6 . ?
N3 C11 C12 180.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 N3 Cu1 169.8(9) . . ?
N5 C13 C14 180.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N6 C15 C16 180.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N7 C17 C18 180.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 N7 Cu1 166(2) . . ?
N8 C19 C20 180.00(9) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
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
B1 C10 1.564(4) . ?
B1 C10 1.564(4) 6 ?
B1 C9 1.582(5) . ?
B1 C1 1.603(6) . ?
C1 C2 1.532(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.532(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.514(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.531(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.533(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.524(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.523(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N1 1.150(4) . ?
N1 Cu1 1.979(4) . ?
C10 N2 1.149(3) . ?
N2 Cu1 1.978(3) 3_455 ?
Cu1 N2 1.977(3) 8 ?
Cu1 N2 1.977(3) 3_545 ?
Cu1 N7 1.983(15) . ?
Cu1 N7 1.983(16) 6 ?
Cu1 N3 2.009(7) 6 ?
Cu1 N3 2.009(6) . ?
C11 N3 1.1401 . ?
C11 C12 1.4300 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9799 . ?
C12 H12C 0.9801 . ?
C13 N5 1.1398 . ?
C13 C14 1.4301 . ?
C14 H14A 0.9801 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N6 1.1401 . ?
C15 C16 1.4299 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 N7 1.1401 . ?
C17 C18 1.4300 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N8 1.1401 . ?
C19 C20 1.4300 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9801 . ?
