#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/84/7218427.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_7218427
loop_
_publ_author_name
'Xie, Jing-Bo'
'Bao, Jia-Jing'
'Li, Hong-Xi'
'Tan, Da-Wei'
'Li, Hai-Yan'
'Lang, Jian-Ping'
_publ_section_title
;
 An efficient approach to the ammoxidation of alcohols to nitriles and the
 aerobic oxidation of alcohols to aldehydes in water using Cu(II)/pypzacac
 complexes as catalysts
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA11743C
_journal_year                    2014
_chemical_formula_moiety         'C26 H30 Cu2 N6 O10, 0.5(O h2)'
_chemical_formula_sum            'C26 H31 Cu2 N6 O10.5'
_chemical_formula_weight         722.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5992(6)
_cell_length_b                   7.8436(4)
_cell_length_c                   30.4801(13)
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.31
_cell_measurement_theta_min      2.67
_cell_volume                     3012.1(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            37222
_diffrn_reflns_theta_full        25.40
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    1.479
_exptl_absorpt_correction_T_max  0.8909
_exptl_absorpt_correction_T_min  0.5892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1484
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0345P)²+3.8019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0843
_reflns_number_gt                2220
_reflns_number_total             2761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra11743c2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 2827 2014-09-09 07:05:25Z andrius 
;
_cod_original_formula_sum        'C26 H31 Cu2 N6 O10.50'
_cod_database_code               7218427
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-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
Cu1 Cu 0.99454(2) 0.16513(4) 0.352018(10) 0.02599(12) Uani 1 1 d . . .
O1 O 0.86189(16) 0.0684(3) 0.23315(7) 0.0395(5) Uani 1 1 d . . .
O2 O 0.94078(14) 0.2834(2) 0.19752(6) 0.0284(4) Uani 1 1 d . . .
O3 O 1.11943(15) 0.2036(3) 0.38857(6) 0.0339(5) Uani 1 1 d . A .
O4 O 1.0167(4) 0.4247(8) 0.4065(4) 0.0483(16) Uani 0.78(2) 1 d P A 1
O4A O 1.0256(16) 0.393(3) 0.4237(10) 0.0483(16) Uani 0.22(2) 1 d P A 2
O5 O 1.04357(16) -0.1141(3) 0.32644(7) 0.0383(5) Uani 1 1 d D . .
H5A H 1.074(2) -0.061(4) 0.3049(7) 0.046 Uiso 1 1 d D . .
O6 O 0.9563(19) 0.419(3) 0.4988(8) 0.052(4) Uiso 0.13 1 d P . 1
O6A O 0.942(2) 0.370(3) 0.5032(8) 0.052(4) Uiso 0.13 1 d P B 2
N1 N 0.79058(16) 0.2730(3) 0.29769(7) 0.0258(5) Uani 1 1 d . . .
N2 N 0.84388(17) 0.1930(3) 0.33005(7) 0.0247(5) Uani 1 1 d . . .
N3 N 0.91472(18) 0.0430(3) 0.40019(7) 0.0297(5) Uani 1 1 d . . .
C1 C 0.6852(2) 0.2585(4) 0.30391(9) 0.0308(7) Uani 1 1 d . . .
H1 H 0.6327 0.3034 0.2858 0.037 Uiso 1 1 calc R . .
C2 C 0.6685(2) 0.1663(4) 0.34146(9) 0.0300(6) Uani 1 1 d . . .
H2 H 0.6039 0.1357 0.3539 0.036 Uiso 1 1 calc R . .
C3 C 0.7696(2) 0.1286(3) 0.35670(8) 0.0259(6) Uani 1 1 d . . .
C4 C 0.8082(2) 0.0399(3) 0.39565(8) 0.0274(6) Uani 1 1 d . . .
C5 C 0.7433(2) -0.0433(4) 0.42564(9) 0.0334(7) Uani 1 1 d . . .
H5 H 0.6699 -0.0436 0.4222 0.040 Uiso 1 1 calc R . .
C6 C 0.7899(3) -0.1253(4) 0.46055(10) 0.0401(8) Uani 1 1 d . . .
H6 H 0.7481 -0.1816 0.4811 0.048 Uiso 1 1 calc R . .
C7 C 0.8985(3) -0.1238(4) 0.46493(10) 0.0437(8) Uani 1 1 d . . .
H7 H 0.9310 -0.1799 0.4882 0.052 Uiso 1 1 calc R . .
C8 C 0.9585(3) -0.0377(4) 0.43419(10) 0.0400(7) Uani 1 1 d . . .
H8 H 1.0319 -0.0359 0.4373 0.048 Uiso 1 1 calc R . .
C9 C 0.8442(2) 0.3506(3) 0.26070(8) 0.0262(6) Uani 1 1 d . . .
H9A H 0.9036 0.4176 0.2713 0.031 Uiso 1 1 calc R . .
H9B H 0.7956 0.4274 0.2459 0.031 Uiso 1 1 calc R . .
C10 C 0.88470(19) 0.2195(4) 0.22797(8) 0.0247(6) Uani 1 1 d . . .
C11 C 1.1033(3) 0.3409(4) 0.41000(10) 0.0399(8) Uani 1 1 d . . .
C12 C 1.1968(3) 0.4072(5) 0.43601(12) 0.0659(12) Uani 1 1 d . A .
H12A H 1.2331 0.4929 0.4193 0.099 Uiso 1 1 calc R . .
H12B H 1.2446 0.3150 0.4422 0.099 Uiso 1 1 calc R . .
H12C H 1.1721 0.4558 0.4631 0.099 Uiso 1 1 calc R . .
C13 C 1.1176(3) -0.2281(6) 0.34524(13) 0.0636(11) Uani 1 1 d . . .
H13A H 1.1841 -0.1707 0.3495 0.095 Uiso 1 1 calc R . .
H13B H 1.1277 -0.3237 0.3260 0.095 Uiso 1 1 calc R . .
H13C H 1.0914 -0.2675 0.3730 0.095 Uiso 1 1 calc R . .
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'
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'
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
O2 Cu1 O3 91.80(8) 3_755 .
O2 Cu1 N3 174.67(8) 3_755 .
O3 Cu1 N3 93.43(9) . .
O2 Cu1 N2 94.84(8) 3_755 .
O3 Cu1 N2 158.14(9) . .
N3 Cu1 N2 79.91(9) . .
O2 Cu1 O5 94.30(7) 3_755 .
O3 Cu1 O5 96.83(8) . .
N3 Cu1 O5 86.08(8) . .
N2 Cu1 O5 103.40(8) . .
C10 O2 Cu1 127.61(17) . 3_755
C11 O3 Cu1 107.12(19) . .
C13 O5 Cu1 127.9(2) . .
C13 O5 H5A 109(2) . .
Cu1 O5 H5A 86(2) . .
C1 N1 N2 110.4(2) . .
C1 N1 C9 127.3(2) . .
N2 N1 C9 122.2(2) . .
C3 N2 N1 105.7(2) . .
C3 N2 Cu1 114.49(17) . .
N1 N2 Cu1 139.37(17) . .
C8 N3 C4 118.8(2) . .
C8 N3 Cu1 125.7(2) . .
C4 N3 Cu1 115.40(18) . .
N1 C1 C2 108.3(2) . .
N1 C1 H1 125.9 . .
C2 C1 H1 125.9 . .
C1 C2 C3 104.5(2) . .
C1 C2 H2 127.7 . .
C3 C2 H2 127.7 . .
N2 C3 C2 111.0(2) . .
N2 C3 C4 116.1(2) . .
C2 C3 C4 132.8(3) . .
N3 C4 C5 121.7(3) . .
N3 C4 C3 114.0(2) . .
C5 C4 C3 124.3(3) . .
C6 C5 C4 118.5(3) . .
C6 C5 H5 120.7 . .
C4 C5 H5 120.7 . .
C7 C6 C5 119.7(3) . .
C7 C6 H6 120.1 . .
C5 C6 H6 120.1 . .
C6 C7 C8 118.9(3) . .
C6 C7 H7 120.5 . .
C8 C7 H7 120.5 . .
N3 C8 C7 122.2(3) . .
N3 C8 H8 118.9 . .
C7 C8 H8 118.9 . .
N1 C9 C10 112.5(2) . .
N1 C9 H9A 109.1 . .
C10 C9 H9A 109.1 . .
N1 C9 H9B 109.1 . .
C10 C9 H9B 109.1 . .
H9A C9 H9B 107.8 . .
O1 C10 O2 127.2(2) . .
O1 C10 C9 119.3(2) . .
O2 C10 C9 113.5(2) . .
O4A C11 O3 129.0(10) . .
O4A C11 O4 27.5(12) . .
O3 C11 O4 121.8(4) . .
O4A C11 C12 110.7(12) . .
O3 C11 C12 115.8(3) . .
O4 C11 C12 122.2(4) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
O5 C13 H13A 109.5 . .
O5 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
O5 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9507(18) 3_755
Cu1 O3 1.9515(19) .
Cu1 N3 2.021(2) .
Cu1 N2 2.025(2) .
Cu1 O5 2.405(2) .
O1 C10 1.229(3) .
O2 C10 1.270(3) .
O2 Cu1 1.9507(18) 3_755
O3 C11 1.275(4) .
O4 C11 1.278(8) .
O4A C11 1.14(2) .
O5 C13 1.414(4) .
O5 H5A 0.864(10) .
O6 O6 1.69(5) 5_766
N1 C1 1.346(3) .
N1 N2 1.349(3) .
N1 C9 1.449(3) .
N2 C3 1.338(3) .
N3 C8 1.334(4) .
N3 C4 1.350(3) .
C1 C2 1.371(4) .
C1 H1 0.9300 .
C2 C3 1.387(4) .
C2 H2 0.9300 .
C3 C4 1.459(4) .
C4 C5 1.389(4) .
C5 C6 1.375(4) .
C5 H5 0.9300 .
C6 C7 1.375(5) .
C6 H6 0.9300 .
C7 C8 1.381(4) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C9 C10 1.521(4) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C11 C12 1.513(4) .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
