#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:36:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180229 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/15/7111597.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7111597
loop_
_publ_author_name
'Ramakrishnan, S.'
'Anju, K. S.'
'Thomas, Ajesh P.'
'Suresh, E.'
'Srinivasan, A.'
_publ_section_title
;
 Calix[n]metallocenyl[m]phyrins (n = 1, 2 and m = 2, 4): aryl vs. alkyl
;
_journal_issue                   26
_journal_name_full               'Chemical Communications'
_journal_page_first              4746
_journal_page_last               4748
_journal_paper_doi               10.1039/c001187h
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C62 H38 F10 N4 Ru2'
_chemical_formula_weight         1231.10
_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                117.3260(10)
_cell_angle_beta                 99.1430(10)
_cell_angle_gamma                107.6930(10)
_cell_formula_units_Z            1
_cell_length_a                   11.2539(10)
_cell_length_b                   11.5076(10)
_cell_length_c                   12.2368(11)
_cell_measurement_reflns_used    1348
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.5
_cell_measurement_theta_min      2.24
_cell_volume                     1255.16(19)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    ORTEP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_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  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8079
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.686
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_correction_T_min  0.6837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCKS
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.45
_refine_diff_density_max         2.978
_refine_diff_density_min         -4.531
_refine_diff_density_rms         0.174
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     67
_refine_ls_restrained_S_all      1.178
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.1092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+27.8171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2284
_refine_ls_wR_factor_ref         0.2328
_reflns_number_gt                3647
_reflns_number_total             3893
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C001187Hsup1.cif
_cod_data_source_block           394rk22m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7111597
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.33513(9) 0.59455(12) 1.20289(13) 0.0600(5) Uani 1 d . . .
F1 F 0.1610(6) -0.0042(6) 0.5336(6) 0.0358(14) Uani 1 d . . .
F2 F -0.0588(6) -0.1999(7) 0.3202(6) 0.0450(16) Uani 1 d . . .
F3 F -0.2200(6) -0.4459(7) 0.2981(6) 0.0484(17) Uani 1 d . . .
F4 F -0.1556(6) -0.4957(6) 0.4910(6) 0.0382(15) Uani 1 d . . .
F5 F 0.0626(6) -0.3008(6) 0.7052(6) 0.0341(14) Uani 1 d . . .
N1 N 0.3317(8) 0.1496(8) 0.9840(8) 0.0241(17) Uani 1 d . . .
H1C H 0.405(13) 0.153(14) 0.967(13) 0.06(4) Uiso 1 d . . .
N2 N 0.4844(8) 0.0850(8) 0.8386(9) 0.031(2) Uani 1 d . . .
C1 C 0.1626(5) 0.5407(5) 1.0559(6) 0.078(4) Uani 1 d GU . .
H1 H 0.1525 0.4884 0.9676 0.094 Uiso 1 calc R . .
C2 C 0.1197(4) 0.4808(5) 1.1304(6) 0.056(3) Uani 1 d GU . .
H2 H 0.0770 0.3828 1.0990 0.068 Uiso 1 calc R . .
C3 C 0.1543(5) 0.5985(6) 1.2619(7) 0.072(4) Uani 1 d GU . .
H3 H 0.1379 0.5903 1.3307 0.086 Uiso 1 calc R . .
C4 C 0.2185(5) 0.7311(6) 1.2687(7) 0.064(3) Uani 1 d GU . .
H4 H 0.2512 0.8241 1.3427 0.077 Uiso 1 calc R . .
C5 C 0.2237(5) 0.6955(6) 1.1413(7) 0.047(3) Uani 1 d GU . .
C6 C 0.5428(4) 0.7203(4) 1.3305(5) 0.024(2) Uani 1 d G . .
H6 H 0.5808 0.8196 1.3915 0.029 Uiso 1 calc R . .
C7 C 0.5382(4) 0.6537(5) 1.2023(5) 0.039(3) Uani 1 d G . .
H7 H 0.5731 0.7002 1.1618 0.046 Uiso 1 calc R . .
C8 C 0.4710(4) 0.5021(4) 1.1430(4) 0.048(3) Uani 1 d G . .
H8 H 0.4528 0.4325 1.0560 0.058 Uiso 1 calc R . .
C9 C 0.4362(3) 0.4732(4) 1.2365(3) 0.028(2) Uani 1 d G . .
C10 C 0.4796(4) 0.6109(4) 1.3530(4) 0.025(2) Uani 1 d G . .
H10 H 0.4683 0.6267 1.4315 0.030 Uiso 1 calc R . .
C11 C 0.3771(4) 0.3254(4) 1.2200(4) 0.029(2) Uani 1 d G . .
C12 C 0.2861(5) 0.2092(5) 1.0792(5) 0.027(2) Uani 1 d G . .
C13 C 0.1448(5) 0.1440(5) 1.0251(6) 0.029(2) Uani 1 d G . .
H13 H 0.0877 0.1653 1.0704 0.034 Uiso 1 calc R . .
C14 C 0.1079(9) 0.0437(10) 0.8935(9) 0.024(2) Uani 1 d . . .
H14 H 0.0211 -0.0147 0.8334 0.029 Uiso 1 calc R . .
C15 C 0.2256(9) 0.0454(9) 0.8657(8) 0.0205(19) Uani 1 d . . .
C16 C 0.2427(9) -0.0343(10) 0.7486(10) 0.028(2) Uani 1 d . . .
C17 C 0.1189(8) -0.1443(9) 0.6288(8) 0.023(2) Uiso 1 d DU . .
C18 C 0.0346(8) -0.2722(8) 0.6125(9) 0.030(2) Uani 1 d DU . .
C19 C -0.0788(8) -0.3736(9) 0.5019(8) 0.028(2) Uani 1 d DU . .
C20 C -0.1115(9) -0.3487(10) 0.4034(9) 0.035(2) Uani 1 d DU . .
C21 C -0.0292(8) -0.2230(9) 0.4154(9) 0.034(2) Uani 1 d DU . .
C22 C 0.0837(9) -0.1240(9) 0.5272(8) 0.029(2) Uani 1 d DU . .
C23 C 0.3654(9) -0.0199(9) 0.7310(9) 0.022(2) Uani 1 d . . .
C24 C 0.3976(10) -0.0894(10) 0.6202(11) 0.033(2) Uani 1 d . . .
H24 H 0.3376 -0.1655 0.5368 0.039 Uiso 1 calc R . .
C25 C 0.5327(10) -0.0258(10) 0.6559(11) 0.036(3) Uani 1 d . . .
H25 H 0.5820 -0.0488 0.6015 0.043 Uiso 1 calc R . .
C26 C 0.5837(9) 0.0819(10) 0.7918(11) 0.032(2) Uani 1 d . . .
C27 C 0.7283(9) 0.1847(10) 0.8826(10) 0.032(2) Uani 1 d D . .
C28 C 0.8160(14) 0.1045(15) 0.8677(16) 0.031(3) Uiso 0.68 d PD A 1
C29 C 0.7374(16) 0.2623(19) 1.0288(13) 0.034(4) Uiso 0.66 d PD A 1
C28A C 0.810(3) 0.114(3) 0.807(3) 0.033(8) Uiso 0.31 d PD A 2
C29A C 0.741(3) 0.194(4) 1.012(2) 0.035(7) Uiso 0.34 d PD A 2
C30 C 0.4954(10) 0.2915(11) 1.2548(11) 0.037(3) Uani 1 d . . .
H30A H 0.4620 0.1969 1.2414 0.056 Uiso 1 calc R . .
H30B H 0.5511 0.3624 1.3452 0.056 Uiso 1 calc R . .
H30C H 0.5464 0.2943 1.1995 0.056 Uiso 1 calc R . .
C31 C 0.2992(11) 0.3282(11) 1.3126(10) 0.034(2) Uani 1 d . . .
H31A H 0.2282 0.3534 1.2933 0.051 Uiso 1 calc R . .
H31B H 0.3580 0.3986 1.4020 0.051 Uiso 1 calc R . .
H31C H 0.2626 0.2343 1.3004 0.051 Uiso 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 '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
C12 N1 C15 110.0(7) . .
C12 N1 H1C 143(9) . .
C15 N1 H1C 107(9) . .
C26 N2 C23 106.4(8) . .
C5 C1 C2 108.0 . .
C5 C1 H1 126.0 . .
C2 C1 H1 126.0 . .
C3 C2 C1 108.0 . .
C3 C2 H2 126.0 . .
C1 C2 H2 126.0 . .
C4 C3 C2 108.0 . .
C4 C3 H3 126.0 . .
C2 C3 H3 126.0 . .
C3 C4 C5 108.0 . .
C3 C4 H4 126.0 . .
C5 C4 H4 126.0 . .
C1 C5 C4 108.0 . .
C1 C5 C27 132.8(5) . 2_667
C4 C5 C27 118.7(5) . 2_667
C7 C6 C10 107.9 . .
C7 C6 H6 126.0 . .
C10 C6 H6 126.0 . .
C6 C7 C8 108.1 . .
C6 C7 H7 125.9 . .
C8 C7 H7 125.9 . .
Ru1 C7 H7 124.6 . .
C9 C8 C7 109.3 . .
C9 C8 H8 125.4 . .
C7 C8 H8 125.4 . .
C8 C9 C10 105.6 . .
C8 C9 C11 127.0 . .
C10 C9 C11 127.1 . .
C10 C9 Ru1 69.48(11) . .
C6 C10 C9 109.1 . .
C6 C10 H10 125.5 . .
C9 C10 H10 125.5 . .
Ru1 C10 H10 122.2 . .
C12 C11 C9 110.7 . .
C12 C11 C31 109.5(5) . .
C9 C11 C31 110.8(4) . .
C12 C11 C30 109.2(5) . .
C9 C11 C30 106.9(4) . .
C31 C11 C30 109.6(6) . .
N1 C12 C13 108.4(4) . .
N1 C12 C11 122.7(4) . .
C13 C12 C11 128.9 . .
C14 C13 C12 107.4(5) . .
C14 C13 H13 126.3 . .
C12 C13 H13 126.3 . .
C13 C14 C15 107.7(7) . .
C13 C14 H14 126.1 . .
C15 C14 H14 126.1 . .
C16 C15 N1 123.1(8) . .
C16 C15 C14 130.5(8) . .
N1 C15 C14 106.4(8) . .
C15 C16 C23 125.8(8) . .
C15 C16 C17 117.3(8) . .
C23 C16 C17 116.9(9) . .
C22 C17 C18 116.1(8) . .
C22 C17 C16 121.5(7) . .
C18 C17 C16 122.4(7) . .
F5 C18 C19 118.0(7) . .
F5 C18 C17 119.8(7) . .
C19 C18 C17 122.3(8) . .
F4 C19 C20 120.5(7) . .
F4 C19 C18 119.6(8) . .
C20 C19 C18 120.0(8) . .
F3 C20 C19 119.7(8) . .
F3 C20 C21 120.8(8) . .
C19 C20 C21 119.5(8) . .
F2 C21 C20 119.8(7) . .
F2 C21 C22 121.2(8) . .
C20 C21 C22 119.0(8) . .
F1 C22 C21 116.7(7) . .
F1 C22 C17 120.2(7) . .
C21 C22 C17 123.1(8) . .
C24 C23 C16 132.0(9) . .
C24 C23 N2 108.6(8) . .
C16 C23 N2 119.3(8) . .
C25 C24 C23 107.8(9) . .
C25 C24 H24 126.1 . .
C23 C24 H24 126.1 . .
C24 C25 C26 106.8(10) . .
C24 C25 H25 126.6 . .
C26 C25 H25 126.6 . .
N2 C26 C25 110.5(9) . .
N2 C26 C27 120.5(9) . .
C25 C26 C27 129.0(9) . .
C5 C27 C28 113.1(9) 2_667 .
C5 C27 C29A 129.2(16) 2_667 .
C28 C27 C29A 84.9(16) . .
C5 C27 C26 109.0(9) 2_667 .
C28 C27 C26 111.7(9) . .
C29A C27 C26 106.7(14) . .
C5 C27 C28A 90.2(15) 2_667 .
C29A C27 C28A 115(2) . .
C26 C27 C28A 104.0(15) . .
C5 C27 C29 104.6(10) 2_667 .
C28 C27 C29 108.0(11) . .
C26 C27 C29 110.2(9) . .
C28A C27 C29 135.2(16) . .
C11 C30 H30A 109.5 . .
C11 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C11 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C11 C31 H31A 109.5 . .
C11 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C11 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C1 2.127(4) .
Ru1 C10 2.145(4) .
Ru1 C8 2.154(4) .
Ru1 C2 2.168(4) .
Ru1 C6 2.169(4) .
Ru1 C7 2.179(4) .
Ru1 C9 2.180(3) .
Ru1 C5 2.209(5) .
Ru1 C3 2.271(5) .
Ru1 C4 2.295(5) .
F1 C22 1.347(10) .
F2 C21 1.325(11) .
F3 C20 1.322(10) .
F4 C19 1.339(10) .
F5 C18 1.337(11) .
N1 C12 1.327(10) .
N1 C15 1.395(12) .
N1 H1C 0.88(13) .
N2 C26 1.336(13) .
N2 C23 1.408(12) .
C1 C5 1.4335 .
C1 C2 1.4336 .
C1 H1 0.9300 .
C2 C3 1.4334 .
C2 H2 0.9300 .
C3 C4 1.4326 .
C3 H3 0.9300 .
C4 C5 1.4343 .
C4 H4 0.9300 .
C5 C27 1.499(11) 2_667
C6 C7 1.3770 .
C6 C10 1.4151 .
C6 H6 0.9300 .
C7 C8 1.4153 .
C7 H7 0.9300 .
C8 C9 1.4086 .
C8 H8 0.9300 .
C9 C10 1.4196 .
C9 C11 1.5268 .
C10 H10 0.9300 .
C11 C12 1.5157 .
C11 C31 1.535(11) .
C11 C30 1.546(11) .
C12 C13 1.4190 .
C13 C14 1.374(11) .
C13 H13 0.9300 .
C14 C15 1.415(13) .
C14 H14 0.9300 .
C15 C16 1.386(14) .
C16 C23 1.404(13) .
C16 C17 1.505(12) .
C17 C22 1.387(8) .
C17 C18 1.388(8) .
C18 C19 1.384(8) .
C19 C20 1.382(8) .
C20 C21 1.386(8) .
C21 C22 1.386(8) .
C23 C24 1.395(14) .
C24 C25 1.363(14) .
C24 H24 0.9300 .
C25 C26 1.415(15) .
C25 H25 0.9300 .
C26 C27 1.527(13) .
C27 C5 1.499(15) 2_667
C27 C28 1.521(14) .
C27 C29A 1.525(10) .
C27 C28A 1.545(18) .
C27 C29 1.559(14) .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
