#------------------------------------------------------------------------------
#$Date: 2016-08-07 12:33:31 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185597 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/54/7055487.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_7055487
loop_
_publ_author_name
'Pitarch-Jarque, Javier'
'Belda, Raquel'
'Blasco, Salvador'
'Navarro, Pilar'
'Tejero, Roberto'
'Junquera-Hernández, José Miguel'
'Pérez-Mondéjar, Vicente'
'García-España, Enrique'
_publ_section_title
;
 A water molecule in the interior of a 1H-pyrazole Cu2+metallocage
;
_journal_issue                   7
_journal_name_full               'New J. Chem.'
_journal_page_first              5670
_journal_paper_doi               10.1039/C5NJ03234B
_journal_volume                  40
_journal_year                    2016
_chemical_formula_moiety         'C20 H38 N8, 2(Cl O4)'
_chemical_formula_sum            'C20 H38 Cl2 N8 O8'
_chemical_formula_weight         589.48
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-11-14 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                65.970(2)
_cell_angle_beta                 89.173(2)
_cell_angle_gamma                70.563(2)
_cell_formula_units_Z            1
_cell_length_a                   8.9190(3)
_cell_length_b                   9.3360(4)
_cell_length_c                   9.7410(3)
_cell_measurement_reflns_used    3134
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     691.66(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    Sir97
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4750
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.446
_exptl_absorpt_coefficient_mu    0.293
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2441
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0696P)²+0.3517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1403
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1937
_reflns_number_total             2441
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5nj03234b2.cif
_cod_data_source_block           COMPOUND1
_cod_depositor_comments
'Adding full bibliography for 7055486--7055490.cif.'
_cod_database_code               7055487
_shelxl_version_number           2013-4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2. Restrained distances
 N4-H4
 0.9 with sigma of 0.02
 N3-H3
 0.9 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1B) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Fixed Sof: O4B(0.5) O1B(0.5) O2B(0.5) O3B(0.5) Cl1B(0.5) O4A(0.5) O1A(0.5)
 O2A(0.5) O3A(0.5) Cl1(0.5)
5.a Riding coordinates:
 C1(H1c,H1d), C7(H7a,H7b), C10(H10a,H10b), C2(H2a,H2b), C6(H6a,H6b), C4(H4a),
 C9(H9a,H9b), C8(H8a,H8b)
5.b Rotating group with stretchable bonds:
 N3(H3), N4(H4)
5.c Secondary CH2 refined with riding coordinates:
 N1(H1a,H1b)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2158(2) 0.1844(2) 0.2127(2) 0.0395(5) Uani 1 1 d . . . . .
H1A H 0.2429 0.0668 0.2349 0.047 Uiso 1 1 calc R . . . .
H1B H 0.0998 0.2344 0.2021 0.047 Uiso 1 1 calc R . . . .
N3 N 0.1052(2) 0.5778(2) 0.3794(2) 0.0402(5) Uani 1 1 d D . . . .
H3 H 0.038(3) 0.6323(14) 0.424(2) 0.048 Uiso 1 1 d DGR . . . .
N2 N 0.1254(2) 0.4157(2) 0.4141(2) 0.0409(5) Uani 1 1 d . . . . .
N4 N 0.2976(2) 0.8402(2) 0.3125(2) 0.0438(5) Uani 1 1 d D . . . .
H4 H 0.2639(19) 0.819(3) 0.402(2) 0.053 Uiso 1 1 d DGR . . . .
C1 C 0.2701(3) 0.2689(3) 0.0656(3) 0.0445(6) Uani 1 1 d . . . . .
H1C H 0.2336 0.3874 0.0378 0.053 Uiso 1 1 d R . . . .
H1D H 0.3853 0.2246 0.0772 0.053 Uiso 1 1 d R . . . .
C7 C 0.4695(3) 0.7390(3) 0.3322(3) 0.0459(6) Uani 1 1 d . . . . .
H7A H 0.5272 0.7486 0.4086 0.055 Uiso 1 1 d R . . . .
H7B H 0.4820 0.6235 0.3633 0.055 Uiso 1 1 d R . . . .
C5 C 0.1968(3) 0.6358(3) 0.2756(2) 0.0365(5) Uani 1 1 d . . . . .
C10 C 0.2055(3) 0.2430(3) -0.0614(3) 0.0497(6) Uani 1 1 d . . . . .
H10A H 0.2281 0.1252 -0.0290 0.060 Uiso 1 1 d R . . . .
H10B H 0.0914 0.3021 -0.0851 0.060 Uiso 1 1 d R . . . .
C3 C 0.2348(3) 0.3714(3) 0.3305(2) 0.0367(5) Uani 1 1 d . . . . .
C2 C 0.2884(3) 0.1961(3) 0.3437(3) 0.0425(6) Uani 1 1 d . . . . .
H2A H 0.2581 0.1285 0.4358 0.051 Uiso 1 1 d R . . . .
H2B H 0.4032 0.1556 0.3497 0.051 Uiso 1 1 d R . . . .
C6 C 0.1921(3) 0.8126(3) 0.2182(3) 0.0432(6) Uani 1 1 d . . . . .
H6A H 0.0827 0.8824 0.2105 0.052 Uiso 1 1 d R . . . .
H6B H 0.2239 0.8410 0.1188 0.052 Uiso 1 1 d R . . . .
C4 C 0.2832(3) 0.5048(3) 0.2426(3) 0.0406(5) Uani 1 1 d . . . . .
H4A H 0.3580 0.5200 0.1709 0.049 Uiso 1 1 d R . . . .
C9 C 0.2817(3) 0.3051(3) -0.2039(3) 0.0513(6) Uani 1 1 d . . . . .
H9A H 0.2282 0.3015 -0.2866 0.062 Uiso 1 1 d R . . . .
H9B H 0.2724 0.4187 -0.2291 0.062 Uiso 1 1 d R . . . .
C8 C 0.5425(3) 0.7969(3) 0.1878(3) 0.0494(6) Uani 1 1 d . . . . .
H8A H 0.4861 0.7869 0.1109 0.059 Uiso 1 1 d R . . . .
H8B H 0.5310 0.9122 0.1561 0.059 Uiso 1 1 d R . . . .
O4B O 0.9129(9) 0.0373(12) 0.3666(9) 0.178(4) Uani 0.5 1 d . . P A 1
O1B O 0.720(2) 0.234(3) 0.3359(18) 0.257(11) Uani 0.5 1 d . U P A 1
O2B O 0.8672(18) 0.250(2) 0.1545(12) 0.160(7) Uani 0.5 1 d . . P A 1
O3B O 0.7078(18) 0.119(2) 0.1734(18) 0.195(7) Uani 0.5 1 d . . P A 1
Cl1B Cl 0.7734(4) 0.1838(6) 0.2440(6) 0.0513(9) Uani 0.5 1 d . . P A 1
O4A O 0.6285(7) 0.3163(13) 0.1189(7) 0.146(3) Uani 0.5 1 d . . P B 2
O1A O 0.6792(8) 0.2216(14) 0.3577(8) 0.095(2) Uani 0.5 1 d . . P B 2
O2A O 0.8746(13) 0.2717(18) 0.1882(17) 0.143(5) Uani 0.5 1 d . . P B 2
O3A O 0.7949(19) 0.0354(15) 0.259(2) 0.191(5) Uani 0.5 1 d . . P B 2
Cl1 Cl 0.7741(8) 0.1863(10) 0.2508(10) 0.109(2) Uani 0.5 1 d . . P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1480 0.1590 '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'
O O 0.0110 0.0060 '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
H1A N1 H1B 107.7 .
C1 N1 H1A 108.8 .
C1 N1 H1B 108.8 .
C1 N1 C2 113.72(17) .
C2 N1 H1A 108.8 .
C2 N1 H1B 108.8 .
N2 N3 H3 120.0 .
C5 N3 H3 127.7 .
C5 N3 N2 112.33(17) .
C3 N2 N3 104.71(17) .
H4 N4 H4 0.0 .
H4 N4 C7 109.8 .
H4 N4 C6 108.0 .
C7 N4 H4 109.8 .
C6 N4 H4 108.0 .
C6 N4 C7 114.48(18) .
N1 C1 H1C 109.1 .
N1 C1 H1D 109.2 .
N1 C1 C10 112.42(18) .
H1C C1 H1D 109.5 .
C10 C1 H1C 108.2 .
C10 C1 H1D 108.4 .
N4 C7 H7A 109.4 .
N4 C7 H7B 109.4 .
N4 C7 C8 112.2(2) .
H7A C7 H7B 109.5 .
C8 C7 H7A 107.7 .
C8 C7 H7B 108.7 .
N3 C5 C6 121.67(19) .
N3 C5 C4 106.31(19) .
C4 C5 C6 132.0(2) .
C1 C10 H10A 108.9 .
C1 C10 H10B 109.3 .
C1 C10 C9 112.1(2) .
H10A C10 H10B 109.5 .
C9 C10 H10A 108.2 .
C9 C10 H10B 108.9 .
N2 C3 C2 118.81(19) .
N2 C3 C4 110.88(19) .
C4 C3 C2 130.30(19) .
N1 C2 H2A 109.1 .
N1 C2 H2B 109.4 .
C3 C2 N1 113.03(19) .
C3 C2 H2A 107.9 .
C3 C2 H2B 107.9 .
H2A C2 H2B 109.5 .
N4 C6 C5 115.09(19) .
N4 C6 H6A 109.7 .
N4 C6 H6B 108.9 .
C5 C6 H6A 107.1 .
C5 C6 H6B 106.5 .
H6A C6 H6B 109.5 .
C5 C4 C3 105.77(19) .
C5 C4 H4A 119.5 .
C3 C4 H4A 134.7 .
C10 C9 H9A 110.2 .
C10 C9 H9B 108.6 .
H9A C9 H9B 109.5 .
C8 C9 C10 113.9(2) 2_665
C8 C9 H9A 106.8 2_665
C8 C9 H9B 107.7 2_665
C7 C8 H8A 108.3 .
C7 C8 H8B 109.3 .
C9 C8 C7 113.6(2) 2_665
C9 C8 H8A 107.7 2_665
C9 C8 H8B 108.5 2_665
H8A C8 H8B 109.5 .
O1B Cl1B O4B 90.5(11) .
O1B Cl1B O2B 119.9(13) .
O1B Cl1B O3B 127.6(12) .
O2B Cl1B O4B 95.2(7) .
O2B Cl1B O3B 107.0(10) .
O3B Cl1B O4B 108.0(9) .
O1A Cl1 O4A 89.6(6) .
O2A Cl1 O4A 93.1(8) .
O2A Cl1 O1A 120.6(10) .
O3A Cl1 O4A 106.4(10) .
O3A Cl1 O1A 112.3(10) .
O3A Cl1 O2A 123.4(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 H1A 0.9700 .
N1 H1B 0.9700 .
N1 C1 1.491(3) .
N1 C2 1.499(3) .
N3 H3 0.884(16) .
N3 N2 1.357(2) .
N3 C5 1.344(3) .
N2 C3 1.330(3) .
N4 H4 0.885(17) .
N4 H4 0.885(17) .
N4 C7 1.475(3) .
N4 C6 1.474(3) .
C1 H1C 0.9600 .
C1 H1D 0.9601 .
C1 C10 1.510(3) .
C7 H7A 0.9601 .
C7 H7B 0.9599 .
C7 C8 1.511(3) .
C5 C6 1.497(3) .
C5 C4 1.370(3) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 C9 1.518(3) .
C3 C2 1.494(3) .
C3 C4 1.396(3) .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C6 H6A 0.9601 .
C6 H6B 0.9599 .
C4 H4A 0.9600 .
C9 H9A 0.9601 .
C9 H9B 0.9601 .
C9 C8 1.510(3) 2_665
C8 C9 1.510(3) 2_665
C8 H8A 0.9600 .
C8 H8B 0.9601 .
O4B Cl1B 1.557(9) .
O1B Cl1B 1.196(16) .
O2B Cl1B 1.313(13) .
O3B Cl1B 1.328(11) .
O4A Cl1 1.594(10) .
O1A Cl1 1.406(10) .
O2A Cl1 1.369(12) .
O3A Cl1 1.327(12) .
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
N1 H1A N4 0.97 1.82 2.778(3) 169.6 1_545
N1 H1B O2B 0.97 2.08 2.977(15) 153.6 1_455
N1 H1B O2A 0.97 1.92 2.863(11) 163.9 1_455
N3 H3 N2 0.88 2.14 2.859(2) 137.7 2_566
N4 H4 O1B 0.89 2.39 3.219(15) 155.8 2_666
N4 H4 O1A 0.89 2.25 3.022(7) 145.5 2_666
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_4
N1 C1 C10 C9 -170.9(2) .
N3 N2 C3 C2 178.81(18) .
N3 N2 C3 C4 -0.3(2) .
N3 C5 C6 N4 85.2(3) .
N3 C5 C4 C3 0.8(2) .
N2 N3 C5 C6 178.96(19) .
N2 N3 C5 C4 -1.1(3) .
N2 C3 C2 N1 103.4(2) .
N2 C3 C4 C5 -0.3(3) .
N4 C7 C8 C9 -179.5(2) 2_665
H4 N4 C7 C8 -167.6 .
H4 N4 C6 C5 -63.5 .
C1 N1 C2 C3 66.6(2) .
C1 C10 C9 C8 68.0(3) 2_665
C7 N4 C6 C5 59.2(3) .
C5 N3 N2 C3 0.9(2) .
C2 N1 C1 C10 175.39(19) .
C2 C3 C4 C5 -179.3(2) .
C6 N4 C7 C8 70.8(2) .
C6 C5 C4 C3 -179.2(2) .
C4 C5 C6 N4 -94.8(3) .
C4 C3 C2 N1 -77.7(3) .
