#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/29/2202929.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202929
loop_
_publ_author_name
'Boixassa, Anna'
'Mathieu, Rene'
'Lugan, Noël'
'Pons, Josefina'
'Ros, Josep'
_publ_section_title
;Aqua(η⁴-1,5-cyclooctadiene)[1-(2-methoxyethoxymethyl)-3,5-dimethylpyrazole]rhodium(I)
 tetrafluoroborate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m658
_journal_page_last               m660
_journal_paper_doi               10.1107/S1600536803016155
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Rh (C8 H12) (C9 H16 N2 O2) (H2 O)] (B F4)'
_chemical_formula_moiety         'C17 H30 N2 O3 Rh, B F4'
_chemical_formula_sum            'C17 H30 B F4 N2 O3 Rh'
_chemical_formula_weight         500.15
_chemical_name_systematic
;
Aqua(η⁴--1,5-cyclooctadiene)[1-(2-methoxyethoxymethyl)-
3,5-dimethylpyrazole]rhodium(I) tetrafluoroborate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 102.368(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0023(10)
_cell_length_b                   23.2203(17)
_cell_length_c                   9.2977(10)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      2.1
_cell_volume                     2109.3(4)
_computing_cell_refinement       IPDS
_computing_data_collection       'IPDS (Stoe & Cie, 2000)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1996)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.97
_diffrn_measured_fraction_theta_max 0.97
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16245
_diffrn_reflns_theta_full        26.1
_diffrn_reflns_theta_max         26.1
_diffrn_reflns_theta_min         2.1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.863
_exptl_absorpt_correction_T_max  0.837
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
(Parkin, S. et al. 1995)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.90
_refine_diff_density_min         -0.68
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.99
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4070
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.99
_refine_ls_R_factor_all          0.048
_refine_ls_R_factor_gt           0.043
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0689P)²+4.0982P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.113
_refine_ls_wR_factor_ref         0.117
_reflns_number_gt                3630
_reflns_number_total             4070
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk6126.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2202929
_cod_database_fobs_code          2202929
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C3 -0.0431(4) 0.1707(2) -0.1141(6) 0.0594(12) Uani d . 1 . . C
C4 -0.0172(4) 0.1408(2) -0.2292(5) 0.0616(12) Uani d . 1 . . C
H4 -0.0692 0.1410 -0.3249 0.074 Uiso calc R 1 . . H
C5 0.1032(4) 0.1091(2) -0.1772(4) 0.0499(10) Uani d . 1 . . C
C6 -0.1589(6) 0.2102(3) -0.1058(9) 0.094(2) Uani d . 1 . . C
H6A -0.1474 0.2250 -0.0075 0.113 Uiso calc R 1 . . H
H6B -0.2436 0.1894 -0.1311 0.113 Uiso calc R 1 . . H
H6C -0.1602 0.2415 -0.1734 0.113 Uiso calc R 1 . . H
C7 0.1757(6) 0.0699(2) -0.2573(5) 0.0679(14) Uani d . 1 . . C
H7A 0.2557 0.0552 -0.1915 0.082 Uiso calc R 1 . . H
H7B 0.2023 0.0902 -0.3366 0.082 Uiso calc R 1 . . H
H7C 0.1165 0.0384 -0.2963 0.082 Uiso calc R 1 . . H
C8 0.0912(5) 0.1849(2) 0.1467(5) 0.0594(11) Uani d . 1 . . C
H8A 0.0146 0.2083 0.1602 0.071 Uiso calc R 1 . . H
H8B 0.1068 0.1556 0.2228 0.071 Uiso calc R 1 . . H
C11 0.1891(6) 0.2665(2) 0.0585(7) 0.0746(15) Uani d . 1 . . C
H11A 0.1212 0.2932 0.0792 0.090 Uiso calc R 1 . . H
H11B 0.1585 0.2522 -0.0412 0.090 Uiso calc R 1 . . H
C12 0.3220(7) 0.2952(3) 0.0745(10) 0.097(2) Uani d . 1 . . C
H12A 0.3134 0.3288 0.0112 0.117 Uiso calc R 1 . . H
H12B 0.3546 0.3076 0.1756 0.117 Uiso calc R 1 . . H
C14 0.5276(8) 0.2804(4) -0.0027(13) 0.144(4) Uani d . 1 . . C
H14A 0.4981 0.3087 -0.0780 0.172 Uiso calc R 1 . . H
H14B 0.5802 0.2513 -0.0386 0.172 Uiso calc R 1 . . H
H14C 0.5829 0.2985 0.0824 0.172 Uiso calc R 1 . . H
C21 0.3261(4) 0.0217(3) 0.4232(5) 0.0667(14) Uani d . 1 . . C
H21A 0.3549 -0.0180 0.4419 0.080 Uiso calc R 1 . . H
H21B 0.3412 0.0414 0.5174 0.080 Uiso calc R 1 . . H
C22 0.4144(4) 0.04942(18) 0.3301(4) 0.0439(8) Uani d . 1 . . C
H22 0.4774 0.0787 0.3818 0.053 Uiso calc R 1 . . H
C23 0.4621(4) 0.02082(16) 0.2209(4) 0.0425(8) Uani d . 1 . . C
H23 0.5525 0.0337 0.2094 0.051 Uiso calc R 1 . . H
C24 0.4301(5) -0.0406(2) 0.1751(6) 0.0628(12) Uani d . 1 . . C
H24A 0.4732 -0.0495 0.0937 0.075 Uiso calc R 1 . . H
H24B 0.4703 -0.0657 0.2565 0.075 Uiso calc R 1 . . H
C25 0.2823(5) -0.0536(2) 0.1302(7) 0.0743(16) Uani d . 1 . . C
H25A 0.2543 -0.0738 0.2102 0.089 Uiso calc R 1 . . H
H25B 0.2682 -0.0795 0.0463 0.089 Uiso calc R 1 . . H
C26 0.1906(4) -0.00171(19) 0.0897(5) 0.0499(9) Uani d . 1 . . C
H26 0.1264 -0.0049 -0.0057 0.060 Uiso calc R 1 . . H
C27 0.1430(4) 0.03170(18) 0.1930(4) 0.0449(8) Uani d . 1 . . C
H27 0.0516 0.0479 0.1559 0.054 Uiso calc R 1 . . H
C28 0.1763(5) 0.0226(3) 0.3556(5) 0.0625(12) Uani d . 1 . . C
H28A 0.1365 -0.0136 0.3772 0.075 Uiso calc R 1 . . H
H28B 0.1338 0.0531 0.4016 0.075 Uiso calc R 1 . . H
B1 0.7996(5) 0.1222(2) 0.3265(6) 0.0491(10) Uani d . 1 . . B
F1 0.9197(3) 0.14890(16) 0.3789(4) 0.0886(10) Uani d . 1 . . F
F2 0.8175(6) 0.0704(2) 0.2741(9) 0.184(3) Uani d . 1 . . F
F3 0.7379(5) 0.1170(3) 0.4425(6) 0.147(2) Uani d . 1 . . F
F4 0.7116(4) 0.15416(18) 0.2259(5) 0.1083(13) Uani d . 1 . . F
N1 0.0571(3) 0.15740(15) 0.0043(4) 0.0493(8) Uani d . 1 . . N
N2 0.1488(3) 0.11937(15) -0.0341(3) 0.0427(7) Uani d . 1 . . N
O10 0.2070(4) 0.21926(15) 0.1620(4) 0.0634(8) Uani d . 1 . . O
O13 0.4149(4) 0.25550(17) 0.0350(6) 0.0979(15) Uani d . 1 . . O
O1 0.4428(3) 0.14028(12) 0.0913(4) 0.0526(7) Uani d D 1 . . O
Rh1 0.29942(3) 0.076409(12) 0.12152(3) 0.03547(13) Uani d . 1 . . Rh
H1b 0.524(2) 0.1385(16) 0.142(4) 0.043 Uiso d D 1 . . H
H1a 0.423(4) 0.1759(9) 0.081(4) 0.043 Uiso d D 1 . . H
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 0 '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'
F F 0.0171 0.0103 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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_publ_flag
O1 Rh1 N2 88.99(12) y
O1 Rh1 C22 94.45(14) y
O1 Rh1 C23 90.33(13) y
O1 Rh1 C26 158.08(15) y
O1 Rh1 C27 163.13(14) y
N2 Rh1 C22 159.22(13) y
N2 Rh1 C23 162.80(13) y
N2 Rh1 C26 92.26(15) y
N2 Rh1 C27 88.83(14) y
C22 Rh1 C23 37.89(15) y
C22 Rh1 C26 92.09(16) y
C22 Rh1 C27 81.95(15) y
C23 Rh1 C26 82.09(16) y
C23 Rh1 C27 96.61(15) y
C26 Rh1 C27 38.77(16) y
Rh1 N2 N1 123.1(2) y
Rh1 N2 C5 130.1(3) y
Rh1 C22 C21 112.4(3) y
Rh1 C22 C23 71.1(2) y
Rh1 C23 C22 71.0(2) y
Rh1 C23 C24 110.9(3) y
Rh1 C26 C25 112.6(3) y
Rh1 C26 C27 70.5(2) y
Rh1 C27 C26 70.7(2) y
Rh1 C27 C28 111.7(3) y
C4 C3 N1 107.0(4) ?
C4 C3 C6 129.9(5) ?
N1 C3 C6 123.0(5) ?
C3 C4 C5 107.1(4) ?
C3 C4 H4 126.5 ?
C5 C4 H4 126.5 ?
N2 C5 C4 109.6(4) ?
N2 C5 C7 121.2(4) ?
C4 C5 C7 129.2(4) ?
C3 C6 H6A 109.5 ?
C3 C6 H6B 109.5 ?
H6A C6 H6B 109.5 ?
C3 C6 H6C 109.5 ?
H6A C6 H6C 109.5 ?
H6B C6 H6C 109.5 ?
C5 C7 H7A 109.5 ?
C5 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
C5 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
O10 C8 N1 112.1(3) ?
O10 C8 H8A 109.2 ?
N1 C8 H8A 109.2 ?
O10 C8 H8B 109.2 ?
N1 C8 H8B 109.2 ?
H8A C8 H8B 107.9 ?
O10 C11 C12 107.3(5) ?
O10 C11 H11A 110.3 ?
C12 C11 H11A 110.3 ?
O10 C11 H11B 110.3 ?
C12 C11 H11B 110.3 ?
H11A C11 H11B 108.5 ?
O13 C12 C11 108.0(5) ?
O13 C12 H12A 110.1 ?
C11 C12 H12A 110.1 ?
O13 C12 H12B 110.1 ?
C11 C12 H12B 110.1 ?
H12A C12 H12B 108.4 ?
O13 C14 H14A 109.5 ?
O13 C14 H14B 109.5 ?
O13 C14 H14C 109.5 ?
H14A C14 H14B 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
C28 C21 C22 114.2(4) ?
C28 C21 H21A 108.7 ?
C22 C21 H21A 108.7 ?
C28 C21 H21B 108.7 ?
C22 C21 H21B 108.7 ?
H21A C21 H21B 107.6 ?
C23 C22 C21 123.7(4) ?
C23 C22 H22 114.1 ?
C21 C22 H22 114.1 ?
Rh1 C22 H22 114.1 ?
C22 C23 C24 125.3(4) ?
C22 C23 H23 113.9 ?
C24 C23 H23 113.9 ?
Rh1 C23 H23 113.9 ?
C25 C24 C23 114.3(4) ?
C25 C24 H24A 108.7 ?
C23 C24 H24A 108.7 ?
C25 C24 H24B 108.7 ?
C23 C24 H24B 108.7 ?
H24A C24 H24B 107.6 ?
C24 C25 C26 115.1(4) ?
C24 C25 H25A 108.5 ?
C26 C25 H25A 108.5 ?
C24 C25 H25B 108.5 ?
C26 C25 H25B 108.5 ?
H25A C25 H25B 107.5 ?
C27 C26 C25 123.4(4) ?
C27 C26 H26 114.2 ?
C25 C26 H26 114.2 ?
Rh1 C26 H26 114.2 ?
C26 C27 C28 125.7(4) ?
C26 C27 H27 113.6 ?
C28 C27 H27 113.6 ?
Rh1 C27 H27 113.6 ?
C27 C28 C21 114.5(4) ?
C27 C28 H28A 108.6 ?
C21 C28 H28A 108.6 ?
C27 C28 H28B 108.6 ?
C21 C28 H28B 108.6 ?
H28A C28 H28B 107.6 ?
F2 B1 F1 111.8(4) ?
F2 B1 F3 109.4(6) ?
F1 B1 F3 105.9(5) ?
F2 B1 F4 111.2(5) ?
F1 B1 F4 113.2(4) ?
F3 B1 F4 104.9(4) ?
C3 N1 N2 110.7(4) ?
C3 N1 C8 129.2(4) ?
N2 N1 C8 118.8(3) ?
C5 N2 N1 105.6(3) ?
C8 O10 C11 112.7(4) ?
C14 O13 C12 114.4(6) ?
Rh1 O1 H1b 119(3) ?
Rh1 O1 H1a 123(3) ?
H1b O1 H1a 106(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Rh1 O1 . 2.123(3) y
Rh1 N2 . 2.103(3) y
Rh1 C22 . 2.126(4) y
Rh1 C23 . 2.127(3) y
Rh1 C26 . 2.104(4) y
Rh1 C27 . 2.101(4) y
C3 C4 . 1.347(7) ?
C3 N1 . 1.356(5) ?
C3 C6 . 1.491(7) ?
C4 C5 . 1.405(6) ?
C4 H4 . 0.9300 ?
C5 N2 . 1.332(5) ?
C5 C7 . 1.464(7) ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C8 O10 . 1.388(6) ?
C8 N1 . 1.443(6) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C11 O10 . 1.444(7) ?
C11 C12 . 1.467(8) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 O13 . 1.412(7) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C14 O13 . 1.377(7) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C21 C28 . 1.496(6) ?
C21 C22 . 1.507(6) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C23 . 1.381(5) ?
C22 H22 . 0.9800 ?
C23 C24 . 1.504(6) ?
C23 H23 . 0.9800 ?
C24 C25 . 1.479(7) ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
C25 C26 . 1.512(7) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 C27 . 1.396(6) ?
C26 H26 . 0.9800 ?
C27 C28 . 1.492(5) ?
C27 H27 . 0.9800 ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
B1 F2 . 1.324(6) ?
B1 F1 . 1.347(5) ?
B1 F3 . 1.358(6) ?
B1 F4 . 1.359(6) ?
N1 N2 . 1.374(4) ?
O1 H1b . 0.845(18) ?
O1 H1a . 0.852(18) ?
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
O1 H1a O10 0.852(18) 2.64(3) 3.166(4) 121(3)
O1 H1a O13 0.852(18) 1.89(2) 2.729(5) 167(4)
O1 H1b F4 0.845(18) 1.91(2) 2.731(5) 164(4)
