#------------------------------------------------------------------------------
#$Date: 2018-08-12 06:27:56 +0300 (Sun, 12 Aug 2018) $
#$Revision: 209616 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/06/7030693.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_7030693
loop_
_publ_author_name
'Silva, Telma F. S.'
'Mishra, Gopal S.'
'Guedes da Silva, M. Fátima'
'Wanke, Riccardo'
'Martins, Luísa M. D. R. S.'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 CuII complexes bearing the 2,2,2-tris(1-pyrazolyl)ethanol or
 2,2,2-tris(1-pyrazolyl)ethyl methanesulfonate scorpionates. X-Ray
 structural characterization and application in the mild catalytic
 peroxidative oxidation of cyclohexane
;
_journal_coden_ASTM              DTARAF
_journal_issue                   42
_journal_name_full               'Dalton Transactions'
_journal_page_first              9207
_journal_page_last               9215
_journal_paper_doi               10.1039/b911990f
_journal_year                    2009
_chemical_formula_moiety         'C12 H14 N6 O3 S'
_chemical_formula_sum            'C12 H14 N6 O3 S'
_chemical_formula_weight         322.35
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 103.719(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7397(16)
_cell_length_b                   12.757(3)
_cell_length_c                   14.957(3)
_cell_measurement_reflns_used    9527
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.34
_cell_measurement_theta_min      2.74
_cell_volume                     1434.7(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35129
_diffrn_reflns_theta_full        29.34
_diffrn_reflns_theta_max         29.34
_diffrn_reflns_theta_min         2.74
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_correction_T_min  0.9655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3941
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0346
_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)+(0.0469P)²+0.5257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0944
_reflns_number_gt                3220
_reflns_number_total             3941
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7002621
_cod_data_source_file            b911990f.txt
_cod_data_source_block           compound2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7030693
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.22460(16) 0.96617(10) 0.26954(8) 0.0175(2) Uani 1 1 d
C2 C 0.10913(16) 1.01269(10) 0.18030(9) 0.0180(2) Uani 1 1 d
C3 C -0.33449(18) 1.01017(13) 0.14872(11) 0.0267(3) Uani 1 1 d
C13 C 0.38130(19) 1.07276(12) 0.40885(9) 0.0262(3) Uani 1 1 d
C12 C 0.5041(2) 1.15121(12) 0.42073(11) 0.0310(3) Uani 1 1 d
C11 C 0.52633(18) 1.17181(11) 0.33253(11) 0.0287(3) Uani 1 1 d
C16 C 0.32822(17) 0.82587(10) 0.17378(10) 0.0216(3) Uani 1 1 d
C15 C 0.46660(18) 0.75628(11) 0.19304(11) 0.0273(3) Uani 1 1 d
C14 C 0.55429(18) 0.77636(11) 0.28459(11) 0.0300(3) Uani 1 1 d
C19 C 0.11902(19) 0.83355(11) 0.37206(10) 0.0266(3) Uani 1 1 d
C18 C -0.0122(2) 0.83725(13) 0.41833(10) 0.0333(3) Uani 1 1 d
C17 C -0.0921(2) 0.93558(13) 0.39796(10) 0.0307(3) Uani 1 1 d
N13 N 0.33458(14) 1.05106(9) 0.31770(7) 0.0191(2) Uani 1 1 d
N11 N 0.42451(15) 1.11110(9) 0.26906(8) 0.0247(2) Uani 1 1 d
N16 N 0.33949(14) 0.88278(8) 0.25162(7) 0.0200(2) Uani 1 1 d
N14 N 0.47876(16) 0.85298(10) 0.32141(9) 0.0281(3) Uani 1 1 d
N19 N 0.11355(14) 0.92673(9) 0.32745(7) 0.0210(2) Uani 1 1 d
N17 N -0.01706(16) 0.99108(10) 0.34271(8) 0.0259(3) Uani 1 1 d
O1 O -0.02409(11) 0.93555(7) 0.13941(6) 0.02022(19) Uani 1 1 d
O2 O -0.27556(14) 0.89193(10) 0.01750(8) 0.0397(3) Uani 1 1 d
O3 O -0.16165(14) 1.07290(9) 0.03048(7) 0.0324(3) Uani 1 1 d
S1 S -0.20190(4) 0.97904(3) 0.07315(2) 0.02247(10) Uani 1 1 d
H2A H 0.178(2) 1.0289(13) 0.1378(12) 0.027 Uiso 1 1 d
H2B H 0.054(2) 1.0752(13) 0.1964(12) 0.027 Uiso 1 1 d
H3A H -0.267(2) 1.0598(13) 0.1938(12) 0.027 Uiso 1 1 d
H3B H -0.442(2) 1.0430(13) 0.1122(12) 0.027 Uiso 1 1 d
H3C H -0.358(2) 0.9468(13) 0.1768(12) 0.027 Uiso 1 1 d
H13 H 0.333(2) 1.0362(13) 0.4494(12) 0.027 Uiso 1 1 d
H12 H 0.553(2) 1.1834(13) 0.4742(12) 0.027 Uiso 1 1 d
H11 H 0.601(2) 1.2204(13) 0.3148(11) 0.027 Uiso 1 1 d
H16 H 0.238(2) 0.8372(13) 0.1213(11) 0.027 Uiso 1 1 d
H15 H 0.494(2) 0.7047(14) 0.1550(11) 0.027 Uiso 1 1 d
H14 H 0.655(2) 0.7445(13) 0.3212(11) 0.027 Uiso 1 1 d
H19 H 0.198(2) 0.7819(13) 0.3678(11) 0.027 Uiso 1 1 d
H18 H -0.038(2) 0.7863(13) 0.4555(12) 0.027 Uiso 1 1 d
H17 H -0.196(2) 0.9643(13) 0.4144(12) 0.027 Uiso 1 1 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'
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'
S S 0.1246 0.1234 '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
N19 C1 N16 109.42(10)
N19 C1 N13 108.81(10)
N16 C1 N13 108.92(10)
N19 C1 C2 110.37(10)
N16 C1 C2 112.19(10)
N13 C1 C2 107.04(10)
O1 C2 C1 108.21(10)
O1 C2 H2A 108.7(10)
C1 C2 H2A 111.5(10)
O1 C2 H2B 110.7(10)
C1 C2 H2B 107.7(10)
H2A C2 H2B 110.0(14)
S1 C3 H3A 107.1(10)
S1 C3 H3B 106.8(10)
H3A C3 H3B 110.6(14)
S1 C3 H3C 107.5(10)
H3A C3 H3C 111.9(14)
H3B C3 H3C 112.6(14)
N13 C13 C12 107.04(13)
N13 C13 H13 120.7(11)
C12 C13 H13 132.2(11)
C13 C12 C11 104.70(13)
C13 C12 H12 125.9(11)
C11 C12 H12 129.3(11)
N11 C11 C12 112.35(13)
N11 C11 H11 119.3(10)
C12 C11 H11 128.3(10)
N16 C16 C15 106.18(12)
N16 C16 H16 121.5(10)
C15 C16 H16 132.3(10)
C16 C15 C14 105.12(13)
C16 C15 H15 127.7(10)
C14 C15 H15 127.1(10)
N14 C14 C15 112.49(13)
N14 C14 H14 117.9(10)
C15 C14 H14 129.6(10)
N19 C19 C18 106.24(14)
N19 C19 H19 122.8(11)
C18 C19 H19 130.9(11)
C19 C18 C17 105.39(13)
C19 C18 H18 126.0(11)
C17 C18 H18 128.6(11)
N17 C17 C18 112.25(14)
N17 C17 H17 118.1(10)
C18 C17 H17 129.5(10)
C13 N13 N11 112.10(11)
C13 N13 C1 129.40(11)
N11 N13 C1 117.91(10)
C11 N11 N13 103.80(11)
C16 N16 N14 112.68(11)
C16 N16 C1 129.27(11)
N14 N16 C1 118.05(11)
C14 N14 N16 103.54(12)
C19 N19 N17 112.50(11)
C19 N19 C1 130.09(12)
N17 N19 C1 117.39(10)
C17 N17 N19 103.61(12)
C2 O1 S1 116.65(8)
O2 S1 O3 119.57(8)
O2 S1 O1 105.00(6)
O3 S1 O1 108.83(6)
O2 S1 C3 109.95(7)
O3 S1 C3 108.89(7)
O1 S1 C3 103.33(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N19 1.4475(16)
C1 N16 1.4516(16)
C1 N13 1.4579(16)
C1 C2 1.5385(17)
C2 O1 1.4514(15)
C2 H2A 0.942(18)
C2 H2B 0.963(17)
C3 S1 1.7432(15)
C3 H3A 0.980(18)
C3 H3B 0.973(18)
C3 H3C 0.949(17)
C13 N13 1.3535(17)
C13 C12 1.362(2)
C13 H13 0.913(17)
C12 C11 1.395(2)
C12 H12 0.900(17)
C11 N11 1.3293(18)
C11 H11 0.927(17)
C16 N16 1.3571(17)
C16 C15 1.3682(19)
C16 H16 0.929(17)
C15 C14 1.400(2)
C15 H15 0.925(17)
C14 N14 1.3240(19)
C14 H14 0.934(17)
C19 N19 1.3588(17)
C19 C18 1.359(2)
C19 H19 0.910(17)
C18 C17 1.400(2)
C18 H18 0.908(17)
C17 N17 1.3229(19)
C17 H17 0.965(17)
N13 N11 1.3567(15)
N16 N14 1.3647(15)
N19 N17 1.3629(16)
O1 S1 1.5928(10)
O2 S1 1.4240(12)
O3 S1 1.4255(12)
