#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/34/7033444.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_7033444
loop_
_publ_author_name
'Cowan, Matthew G.'
'Miller, Reece G.'
'Brooker, Sally'
_publ_section_title
;
 Pyrazine-imide complexes: reversible redox and MOF building blocks.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2880
_journal_page_last               2892
_journal_paper_doi               10.1039/c4dt03407d
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C10 H16 B0 Cu F3 N5 O7 Si0.5'
_chemical_formula_weight         452.86
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2014-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                81.295(5)
_cell_angle_beta                 85.364(6)
_cell_angle_gamma                87.999(6)
_cell_formula_units_Z            2
_cell_length_a                   6.5429(7)
_cell_length_b                   8.1489(8)
_cell_length_c                   15.3462(15)
_cell_measurement_reflns_used    8385
_cell_measurement_temperature    89(2)
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.68
_cell_volume                     805.93(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      89(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa Apex II area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0581
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32685
_diffrn_reflns_theta_full        26.48
_diffrn_reflns_theta_max         26.48
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    1.474
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE(Bruker, 2004)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.934
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3314
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.223
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0564
_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)+(0.0000P)²+4.6813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                3067
_reflns_number_total             3314
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt03407d2.cif
_cod_data_source_block           mgc566
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 7033441--7033446.cif.
;
_cod_original_cell_volume        805.94(14)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C10 H16 B0 Cu F3 N5 O7 Si0.50'
_cod_database_code               7033444
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu1 Cu 0.73603(9) 0.53508(7) 0.77223(3) 0.01953(17) Uani 1 1 d .
O11 O 0.7225(7) 0.6257(5) 0.6477(2) 0.0359(10) Uani 1 1 d D
H11X H 0.610(5) 0.648(7) 0.623(4) 0.043 Uiso 1 1 d D
H11Y H 0.816(6) 0.681(7) 0.617(3) 0.043 Uiso 1 1 d D
O12 O 1.0728(6) 0.4489(4) 0.7381(2) 0.0255(8) Uani 1 1 d D
H12X H 1.092(8) 0.458(7) 0.6819(13) 0.031 Uiso 1 1 d D
H12Y H 1.159(7) 0.510(6) 0.755(3) 0.031 Uiso 1 1 d D
N1 N 0.6107(6) 0.3171(4) 0.7647(2) 0.0177(8) Uani 1 1 d .
C1 C 0.5688(7) 0.2521(5) 0.6933(3) 0.0200(9) Uani 1 1 d .
H1 H 0.5995 0.3121 0.6359 0.024 Uiso 1 1 calc R
C2 C 0.4805(7) 0.0972(5) 0.7027(3) 0.0189(9) Uani 1 1 d .
H2 H 0.4533 0.0529 0.6511 0.023 Uiso 1 1 calc R
N2 N 0.4328(6) 0.0090(4) 0.7813(2) 0.0169(8) Uani 1 1 d .
C3 C 0.4743(7) 0.0749(5) 0.8530(3) 0.0157(9) Uani 1 1 d .
H3 H 0.4402 0.0155 0.9102 0.019 Uiso 1 1 calc R
C4 C 0.5661(7) 0.2283(5) 0.8448(3) 0.0155(9) Uani 1 1 d .
C5 C 0.6272(7) 0.3003(5) 0.9243(3) 0.0145(8) Uani 1 1 d .
O1 O 0.5955(5) 0.2258(4) 0.99884(19) 0.0191(7) Uani 1 1 d .
N3 N 0.7172(6) 0.4499(4) 0.8974(2) 0.0160(8) Uani 1 1 d .
C6 C 0.7735(7) 0.5517(5) 0.9535(3) 0.0154(9) Uani 1 1 d .
O2 O 0.7710(5) 0.5272(4) 1.03400(19) 0.0177(7) Uani 1 1 d .
C7 C 0.8473(6) 0.7145(5) 0.9023(3) 0.0140(8) Uani 1 1 d .
C8 C 0.9174(7) 0.8401(5) 0.9430(3) 0.0170(9) Uani 1 1 d .
H8 H 0.9222 0.8225 1.0054 0.020 Uiso 1 1 calc R
N4 N 0.9785(6) 0.9852(5) 0.8973(2) 0.0185(8) Uani 1 1 d .
C9 C 0.9711(6) 1.0021(5) 0.8095(3) 0.0153(9) Uani 1 1 d .
H9 H 1.0147 1.1032 0.7748 0.018 Uiso 1 1 calc R
C10 C 0.9022(7) 0.8781(5) 0.7669(3) 0.0160(9) Uani 1 1 d .
H10 H 0.8988 0.8952 0.7044 0.019 Uiso 1 1 calc R
N5 N 0.8408(6) 0.7348(4) 0.8142(2) 0.0151(7) Uani 1 1 d .
Si1 Si 0.0000 1.0000 0.5000 0.0232(4) Uani 1 2 d S
F11 F 0.0280(5) 0.8127(3) 0.56432(19) 0.0348(8) Uani 1 1 d .
F12 F 0.0305(6) 1.0960(4) 0.58691(19) 0.0421(9) Uani 1 1 d .
F13 F 0.2520(5) 1.0053(5) 0.4747(3) 0.0551(10) Uani 1 1 d .
O31 O 0.3563(5) 0.6517(4) 0.8027(2) 0.0191(7) Uani 1 1 d D
H31X H 0.363(8) 0.757(2) 0.796(3) 0.023 Uiso 1 1 d D
H31Y H 0.340(8) 0.610(5) 0.8568(16) 0.023 Uiso 1 1 d D
O41 O 0.1382(9) 0.4186(5) 0.5598(3) 0.0570(15) Uani 1 1 d D
H41X H 0.052(6) 0.340(5) 0.569(5) 0.068 Uiso 1 1 d D
H41Y H 0.2423 0.3635 0.5376 0.068 Uiso 1 1 d D
O51 O 0.4387(8) 0.6841(11) 0.5345(3) 0.086(2) Uani 1 1 d D
H51X H 0.408(14) 0.771(7) 0.556(7) 0.104 Uiso 1 1 d D
H51Y H 0.335(10) 0.624(9) 0.540(7) 0.104 Uiso 1 1 d D
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Si Si 0.0817 0.0704 '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 O11 173.67(18) . .
N3 Cu1 N5 82.51(15) . .
O11 Cu1 N5 98.65(15) . .
N3 Cu1 N1 82.45(15) . .
O11 Cu1 N1 95.97(15) . .
N5 Cu1 N1 164.64(15) . .
N3 Cu1 O12 98.16(14) . .
O11 Cu1 O12 88.08(16) . .
N5 Cu1 O12 89.67(13) . .
N1 Cu1 O12 95.51(14) . .
Cu1 O11 H11X 123(4) . .
Cu1 O11 H11Y 124(4) . .
H11X O11 H11Y 108(4) . .
Cu1 O12 H12X 108(4) . .
Cu1 O12 H12Y 112(4) . .
H12X O12 H12Y 107(4) . .
C1 N1 C4 118.3(4) . .
C1 N1 Cu1 129.4(3) . .
C4 N1 Cu1 112.3(3) . .
N1 C1 C2 120.3(4) . .
N1 C1 H1 119.9 . .
C2 C1 H1 119.9 . .
N2 C2 C1 122.2(4) . .
N2 C2 H2 118.9 . .
C1 C2 H2 118.9 . .
C2 N2 C3 117.4(4) . .
N2 C3 C4 121.2(4) . .
N2 C3 H3 119.4 . .
C4 C3 H3 119.4 . .
N1 C4 C3 120.7(4) . .
N1 C4 C5 117.1(4) . .
C3 C4 C5 122.2(4) . .
O1 C5 N3 129.1(4) . .
O1 C5 C4 121.0(4) . .
N3 C5 C4 109.9(3) . .
C6 N3 C5 124.0(4) . .
C6 N3 Cu1 117.5(3) . .
C5 N3 Cu1 118.0(3) . .
O2 C6 N3 129.4(4) . .
O2 C6 C7 120.2(4) . .
N3 C6 C7 110.4(4) . .
N5 C7 C8 120.4(4) . .
N5 C7 C6 117.1(4) . .
C8 C7 C6 122.5(4) . .
N4 C8 C7 122.2(4) . .
N4 C8 H8 118.9 . .
C7 C8 H8 118.9 . .
C8 N4 C9 116.3(4) . .
N4 C9 C10 122.8(4) . .
N4 C9 H9 118.6 . .
C10 C9 H9 118.6 . .
N5 C10 C9 119.6(4) . .
N5 C10 H10 120.2 . .
C9 C10 H10 120.2 . .
C10 N5 C7 118.8(4) . .
C10 N5 Cu1 128.8(3) . .
C7 N5 Cu1 112.4(3) . .
F13 Si1 F13 179.999(1) 2_576 .
F13 Si1 F12 89.50(19) 2_576 2_576
F13 Si1 F12 90.50(19) . 2_576
F13 Si1 F12 90.50(19) 2_576 .
F13 Si1 F12 89.50(19) . .
F12 Si1 F12 180.0(3) 2_576 .
F13 Si1 F11 90.25(18) 2_576 2_576
F13 Si1 F11 89.75(18) . 2_576
F12 Si1 F11 90.04(14) 2_576 2_576
F12 Si1 F11 89.96(14) . 2_576
F13 Si1 F11 89.75(18) 2_576 .
F13 Si1 F11 90.25(18) . .
F12 Si1 F11 89.96(14) 2_576 .
F12 Si1 F11 90.04(14) . .
F11 Si1 F11 180.00(17) 2_576 .
H31X O31 H31Y 111(4) . .
H41X O41 H41Y 98.1 . .
H51X O51 H51Y 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 1.936(4) .
Cu1 O11 1.949(3) .
Cu1 N5 2.000(4) .
Cu1 N1 2.005(4) .
Cu1 O12 2.332(4) .
O11 H11X 0.85(2) .
O11 H11Y 0.84(2) .
O12 H12X 0.855(19) .
O12 H12Y 0.846(19) .
N1 C1 1.339(6) .
N1 C4 1.344(5) .
C1 C2 1.389(6) .
C1 H1 0.9500 .
C2 N2 1.327(6) .
C2 H2 0.9500 .
N2 C3 1.345(6) .
C3 C4 1.390(6) .
C3 H3 0.9500 .
C4 C5 1.518(6) .
C5 O1 1.216(5) .
C5 N3 1.365(5) .
N3 C6 1.362(5) .
C6 O2 1.220(5) .
C6 C7 1.509(6) .
C7 N5 1.340(5) .
C7 C8 1.386(6) .
C8 N4 1.337(6) .
C8 H8 0.9500 .
N4 C9 1.338(6) .
C9 C10 1.390(6) .
C9 H9 0.9500 .
C10 N5 1.335(5) .
C10 H10 0.9500 .
Si1 F13 1.664(3) 2_576
Si1 F13 1.664(3) .
Si1 F12 1.673(3) 2_576
Si1 F12 1.673(3) .
Si1 F11 1.700(3) 2_576
Si1 F11 1.700(3) .
O31 H31X 0.847(19) .
O31 H31Y 0.848(19) .
O41 H41X 0.85(2) .
O41 H41Y 0.8765 .
O51 H51X 0.84(2) .
O51 H51Y 0.84(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11 H11X O51 0.85(2) 1.82(3) 2.627(7) 158(6) .
O11 H11Y F11 0.84(2) 1.84(2) 2.677(5) 172(6) 1_655
O12 H12X O41 0.855(19) 1.94(2) 2.782(5) 166(5) 1_655
O12 H12Y O31 0.846(19) 2.01(2) 2.857(5) 176(5) 1_655
O31 H31X N2 0.847(19) 2.10(2) 2.937(5) 170(5) 1_565
O31 H31Y O2 0.848(19) 1.97(2) 2.782(4) 160(5) 2_667
O41 H41X F12 0.85(2) 1.98(4) 2.708(5) 143(5) 1_545
O41 H41X F11 0.85(2) 2.65(6) 3.151(5) 119(5) 2_566
O51 H51X F13 0.84(2) 2.36(9) 2.901(8) 123(9) .
O51 H51X F11 0.84(2) 2.49(9) 2.877(6) 109(7) .
O51 H51Y O41 0.84(2) 2.12(3) 2.935(9) 163(9) .
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
N3 Cu1 N1 C1 -176.2(4)
O11 Cu1 N1 C1 10.0(4)
N5 Cu1 N1 C1 172.1(5)
O12 Cu1 N1 C1 -78.6(4)
N3 Cu1 N1 C4 3.5(3)
O11 Cu1 N1 C4 -170.3(3)
N5 Cu1 N1 C4 -8.2(8)
O12 Cu1 N1 C4 101.1(3)
C4 N1 C1 C2 0.4(7)
Cu1 N1 C1 C2 -180.0(3)
N1 C1 C2 N2 0.6(7)
C1 C2 N2 C3 -0.3(7)
C2 N2 C3 C4 -0.9(6)
C1 N1 C4 C3 -1.6(6)
Cu1 N1 C4 C3 178.7(3)
C1 N1 C4 C5 176.3(4)
Cu1 N1 C4 C5 -3.4(5)
N2 C3 C4 N1 1.9(7)
N2 C3 C4 C5 -175.9(4)
N1 C4 C5 O1 -178.7(4)
C3 C4 C5 O1 -0.8(7)
N1 C4 C5 N3 1.0(5)
C3 C4 C5 N3 178.8(4)
O1 C5 N3 C6 -6.0(7)
C4 C5 N3 C6 174.4(4)
O1 C5 N3 Cu1 -178.3(4)
C4 C5 N3 Cu1 2.1(5)
O11 Cu1 N3 C6 -100.1(15)
N5 Cu1 N3 C6 1.0(3)
N1 Cu1 N3 C6 -175.9(3)
O12 Cu1 N3 C6 89.5(3)
O11 Cu1 N3 C5 72.7(15)
N5 Cu1 N3 C5 173.7(3)
N1 Cu1 N3 C5 -3.2(3)
O12 Cu1 N3 C5 -97.7(3)
C5 N3 C6 O2 6.1(7)
Cu1 N3 C6 O2 178.4(4)
C5 N3 C6 C7 -174.0(4)
Cu1 N3 C6 C7 -1.7(5)
O2 C6 C7 N5 -178.3(4)
N3 C6 C7 N5 1.8(6)
O2 C6 C7 C8 1.1(7)
N3 C6 C7 C8 -178.8(4)
N5 C7 C8 N4 0.7(7)
C6 C7 C8 N4 -178.6(4)
C7 C8 N4 C9 -0.9(6)
C8 N4 C9 C10 0.7(6)
N4 C9 C10 N5 -0.2(7)
C9 C10 N5 C7 0.0(6)
C9 C10 N5 Cu1 -179.7(3)
C8 C7 N5 C10 -0.3(6)
C6 C7 N5 C10 179.1(4)
C8 C7 N5 Cu1 179.5(3)
C6 C7 N5 Cu1 -1.1(5)
N3 Cu1 N5 C10 179.9(4)
O11 Cu1 N5 C10 -6.4(4)
N1 Cu1 N5 C10 -168.4(5)
O12 Cu1 N5 C10 81.7(4)
N3 Cu1 N5 C7 0.1(3)
O11 Cu1 N5 C7 173.9(3)
N1 Cu1 N5 C7 11.8(8)
O12 Cu1 N5 C7 -98.1(3)
