#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:53:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180361 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/30/7203052.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_7203052
loop_
_publ_author_name
'Falvello, Larry R.'
'Ferrer, Daniel'
'Piedrafita, María'
'Soler, Tatiana'
'Tomás, Milagros'
_publ_section_title
;
 Using the crystal to engineer the molecule: cis-trans-isomer selection
 in anionic bis(orotate) complexes
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              852
_journal_paper_doi               10.1039/b709168k
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C10 H12 N4 Ni O12 2-, 2(Cs +), 2(H2 O)'
_chemical_formula_sum            'C10 H16 Cs2 N4 Ni O14'
_chemical_formula_weight         740.80
_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
_cell_angle_alpha                105.813(1)
_cell_angle_beta                 99.892(1)
_cell_angle_gamma                112.181(1)
_cell_formula_units_Z            1
_cell_length_a                   7.1982(5)
_cell_length_b                   8.6340(6)
_cell_length_c                   9.2042(7)
_cell_measurement_reflns_used    4890
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      28.7
_cell_measurement_theta_min      2.4
_cell_volume                     484.83(6)
_computing_cell_refinement       'Bruker SMART V5.624'
_computing_data_collection       'Bruker SMART V5.624'
_computing_data_reduction        'Bruker SAINT V6.02A'
_computing_molecular_graphics    'SHELXTL Rel. 5.05/V (Siemens, 1996)'
_computing_publication_material  'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean 85.3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_device_type  'CCD 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  0.0156
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6020
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.82
_diffrn_reflns_theta_min         2.42
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.783
_exptl_absorpt_correction_T_max  0.7156
_exptl_absorpt_correction_T_min  0.5836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2.03'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             354
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2299
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0147
_refine_ls_R_factor_gt           0.0140
_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)+(0.0214P)²+0.2052P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0359
_refine_ls_wR_factor_ref         0.0363
_reflns_number_gt                2243
_reflns_number_total             2299
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b709168k.txt
_cod_data_source_block           1
_cod_database_code               7203052
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.5000 0.5000 0.00810(7) Uani 1 2 d S . .
N1 N 0.6174(2) 0.7696(2) 0.52170(17) 0.0092(3) Uani 1 1 d . . .
C2 C 0.7729(3) 0.9200(2) 0.6408(2) 0.0088(3) Uani 1 1 d . . .
O2 O 0.8411(2) 0.92601(17) 0.77656(14) 0.0123(3) Uani 1 1 d . . .
N3 N 0.8600(2) 1.0753(2) 0.60840(17) 0.0097(3) Uani 1 1 d . . .
H3 H 0.960(4) 1.170(4) 0.686(3) 0.029(7) Uiso 1 1 d . . .
C4 C 0.7889(3) 1.0953(2) 0.4700(2) 0.0090(3) Uani 1 1 d . . .
O4 O 0.8773(2) 1.24328(17) 0.45385(15) 0.0123(3) Uani 1 1 d . . .
C5 C 0.6147(3) 0.9399(2) 0.3526(2) 0.0103(3) Uani 1 1 d . . .
H5 H 0.560(4) 0.941(3) 0.254(3) 0.011(5) Uiso 1 1 d . . .
C6 C 0.5412(3) 0.7862(2) 0.3841(2) 0.0091(3) Uani 1 1 d . . .
C7 C 0.3615(3) 0.6137(2) 0.2593(2) 0.0095(3) Uani 1 1 d . . .
O5 O 0.3253(2) 0.47131(17) 0.28809(14) 0.0118(2) Uani 1 1 d . . .
O6 O 0.2627(2) 0.62131(17) 0.13868(15) 0.0128(3) Uani 1 1 d . . .
Cs1 Cs 1.131376(16) 0.787306(14) 0.913579(12) 0.01166(4) Uani 1 1 d . . .
O1W O 0.7342(2) 0.48006(19) 0.39733(15) 0.0111(2) Uani 1 1 d . . .
H1A H 0.853(4) 0.573(4) 0.443(3) 0.027(7) Uiso 1 1 d . . .
H1B H 0.753(4) 0.395(4) 0.405(3) 0.030(7) Uiso 1 1 d . . .
O2W O 0.7711(2) 0.62074(18) 0.14142(17) 0.0149(3) Uani 1 1 d . . .
H2A H 0.723(4) 0.554(4) 0.183(3) 0.025(7) Uiso 1 1 d . . .
H2B H 0.770(5) 0.551(5) 0.050(4) 0.056(10) Uiso 1 1 d . . .
O3W O 1.4201(2) 1.2065(2) 1.03873(18) 0.0167(3) Uani 1 1 d . . .
H3A H 1.374(5) 1.223(4) 1.111(4) 0.043(9) Uiso 1 1 d . . .
H3B H 1.377(4) 1.254(4) 0.980(3) 0.028(7) 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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.3680 2.1192 '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
_geom_angle_publ_flag
O5 Ni1 N1 99.95(5) . 2_666 ?
O5 Ni1 N1 80.05(5) . . ?
O5 Ni1 O1W 90.63(5) . 2_666 ?
N1 Ni1 O1W 91.25(5) . 2_666 ?
O5 Ni1 O1W 89.37(5) . . ?
N1 Ni1 O1W 88.75(5) . . ?
C2 N1 C6 117.62(15) . . ?
C2 N1 Ni1 129.97(12) . . ?
C6 N1 Ni1 111.72(11) . . ?
O2 C2 N1 123.62(16) . . ?
O2 C2 N3 118.34(16) . . ?
N1 C2 N3 118.04(15) . . ?
C2 O2 Cs1 132.77(11) . . ?
C2 O2 Cs1 123.62(11) . 2_777 ?
Cs1 O2 Cs1 100.90(4) . 2_777 ?
C4 N3 C2 125.30(15) . . ?
C4 N3 H3 118.0(18) . . ?
C2 N3 H3 116.4(18) . . ?
O4 C4 N3 120.21(16) . . ?
O4 C4 C5 124.68(16) . . ?
N3 C4 C5 115.11(15) . . ?
C4 O4 Cs1 114.96(10) . 2_776 ?
C6 C5 C4 118.19(16) . . ?
C6 C5 H5 121.0(14) . . ?
C4 C5 H5 120.6(14) . . ?
N1 C6 C5 125.31(16) . . ?
N1 C6 C7 114.39(15) . . ?
C5 C6 C7 120.30(15) . . ?
O6 C7 O5 125.09(17) . . ?
O6 C7 C6 118.83(16) . . ?
O5 C7 C6 116.07(15) . . ?
C7 O5 Ni1 116.77(11) . . ?
C7 O5 Cs1 104.51(10) . 2_666 ?
Ni1 O5 Cs1 131.77(5) . 2_666 ?
C7 O6 Cs1 158.54(12) . 1_454 ?
C7 O6 Cs1 87.11(10) . 2_666 ?
Cs1 O6 Cs1 112.55(4) 1_454 2_666 ?
O2 Cs1 O6 151.43(4) . 1_656 ?
O2 Cs1 O5 59.38(3) . 2_666 ?
O6 Cs1 O5 107.11(3) 1_656 2_666 ?
O2 Cs1 O2 79.10(4) . 2_777 ?
O6 Cs1 O2 84.25(3) 1_656 2_777 ?
O5 Cs1 O2 111.82(3) 2_666 2_777 ?
O2 Cs1 O3W 76.80(4) . . ?
O6 Cs1 O3W 111.57(4) 1_656 . ?
O5 Cs1 O3W 136.18(4) 2_666 . ?
O2 Cs1 O3W 54.29(4) 2_777 . ?
O2 Cs1 O3W 145.73(4) . 2_877 ?
O6 Cs1 O3W 61.78(4) 1_656 2_877 ?
O5 Cs1 O3W 138.08(4) 2_666 2_877 ?
O2 Cs1 O3W 107.16(4) 2_777 2_877 ?
O3W Cs1 O3W 80.14(4) . 2_877 ?
O2 Cs1 O4 68.45(3) . 2_776 ?
O6 Cs1 O4 136.06(3) 1_656 2_776 ?
O5 Cs1 O4 75.26(3) 2_666 2_776 ?
O2 Cs1 O4 136.96(3) 2_777 2_776 ?
O3W Cs1 O4 90.28(4) . 2_776 ?
O3W Cs1 O4 86.80(4) 2_877 2_776 ?
O2 Cs1 O6 95.70(3) . 2_666 ?
O6 Cs1 O6 67.45(4) 1_656 2_666 ?
O5 Cs1 O6 39.66(3) 2_666 2_666 ?
O2 Cs1 O6 107.69(3) 2_777 2_666 ?
O3W Cs1 O6 161.23(3) . 2_666 ?
O3W Cs1 O6 113.30(4) 2_877 2_666 ?
O4 Cs1 O6 103.08(3) 2_776 2_666 ?
Ni1 O1W Cs1 147.40(6) . 2_766 ?
Ni1 O1W H1A 113.0(17) . . ?
Cs1 O1W H1A 99.6(17) 2_766 . ?
Ni1 O1W H1B 109.9(19) . . ?
Cs1 O1W H1B 58.8(19) 2_766 . ?
H1A O1W H1B 107(3) . . ?
Cs1 O2W Cs1 91.86(3) 1_554 2_766 ?
Cs1 O2W H2A 151(2) 1_554 . ?
Cs1 O2W H2A 59.5(19) 2_766 . ?
Cs1 O2W H2B 57(2) 1_554 . ?
Cs1 O2W H2B 55(2) 2_766 . ?
H2A O2W H2B 104(3) . . ?
Cs1 O3W Cs1 99.86(4) . 2_877 ?
Cs1 O3W H3A 91(2) . . ?
Cs1 O3W H3A 121(2) 2_877 . ?
Cs1 O3W H3B 111.6(19) . . ?
Cs1 O3W H3B 122.2(19) 2_877 . ?
H3A O3W H3B 106(3) . . ?
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
Ni1 O5 2.0264(12) . ?
Ni1 N1 2.0922(15) . ?
Ni1 O1W 2.1077(13) . ?
N1 C2 1.358(2) . ?
N1 C6 1.359(2) . ?
C2 O2 1.241(2) . ?
C2 N3 1.388(2) . ?
O2 Cs1 3.0329(13) . ?
N3 C4 1.370(2) . ?
N3 H3 0.87(3) . ?
C4 O4 1.258(2) . ?
C4 C5 1.419(2) . ?
C5 C6 1.362(2) . ?
C5 H5 0.93(2) . ?
C6 C7 1.521(2) . ?
C7 O6 1.243(2) . ?
C7 O5 1.269(2) . ?
Cs1 O6 3.0347(13) 1_656 ?
Cs1 O5 3.0560(13) 2_666 ?
Cs1 O2 3.1445(13) 2_777 ?
Cs1 O3W 3.1580(15) . ?
Cs1 O3W 3.1605(15) 2_877 ?
Cs1 O4 3.3073(13) 2_776 ?
Cs1 O6 3.4315(13) 2_666 ?
Cs1 C7 3.5904(18) 2_666 ?
O1W H1A 0.85(3) . ?
O1W H1B 0.81(3) . ?
O2W H2A 0.79(3) . ?
O2W H2B 0.89(4) . ?
O3W H3A 0.79(3) . ?
O3W H3B 0.84(3) . ?
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
N3 H3 O2W 0.87(3) 2.06(3) 2.930(2) 171(3) 2_776
O1W H1A O4 0.85(3) 1.85(3) 2.6942(19) 174(3) 2_776
O1W H1B O4 0.81(3) 1.95(3) 2.7383(18) 164(3) 1_545
O2W H2A O1W 0.79(3) 2.23(3) 2.937(2) 150(3) .
O2W H2B O6 0.89(4) 1.86(4) 2.7452(18) 172(3) 2_665
O3W H3A O2 0.79(3) 2.21(3) 2.876(2) 141(3) 2_777
O3W H3A O5 0.79(3) 2.50(3) 3.1332(19) 138(3) 1_666
O3W H3B O2W 0.84(3) 2.17(3) 2.997(2) 169(3) 2_776
