#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:03:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180463 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/32/7213296.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_7213296
loop_
_publ_author_name
'Kemperman, Gerardus J.'
'de Gelder, Rene'
'Dommerholt, Frederik J.'
'Raemakers-Franken, Petronella C.'
'Klunder, Antonius J. H.'
'Zwanenburg, Binne'
_publ_contact_author
;
        Dr. R. de Gelder
        Crystallography Department
        University of Nijmegen
        Toernooiveld 1
        6525 ED  Nijmegen
        The Netherlands
;
_publ_section_title
;
 Induced fit phenomena in clathrate structures of cephalosporins
;
_journal_issue                   7
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              1425
_journal_paper_doi               10.1039/b001692f
_journal_year                    2000
_chemical_formula_sum            'C42 H60 N8 O15 S2'
_chemical_formula_weight         981.10
_chemical_name_systematic
; 
Cephradine/2,2'-bipyridyl complex    
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             1999-05-04
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.644(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   23.0227(8)
_cell_length_b                   7.1467(4)
_cell_length_c                   14.5544(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      45.680
_cell_measurement_theta_min      40.106
_cell_volume                     2316.94(17)
_computing_data_collection
;
CAD4 EXPRESS (Enraf-Nonius, 1994)
;
_computing_data_reduction
;
local programs (Smits et al., 1988),
profile analysis (Lehman & Larsen, 1974, Grant & Gabe, 1978),
EMPABS (North et al., 1968)
;
_computing_molecular_graphics
;
PLUTON (Spek, 1993),
PLATON (Spek, 1990, 1995)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
DIRDIF (Beurskens et al., 1996),
PATTY (Beurskens et al., 1987)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'Nonius CAD4'
_diffrn_measurement_method       ω/2θ-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0102
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2453
_diffrn_reflns_theta_full        69.95
_diffrn_reflns_theta_max         69.95
_diffrn_reflns_theta_min         3.14
_diffrn_standards_decay_%        1.337
_diffrn_standards_interval_time  7200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.700
_exptl_absorpt_correction_T_max  1.115
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   experimental
_exptl_crystal_colour            'transparent colourless'
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'regular platelet'
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.095
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         2387
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0370
_refine_ls_R_factor_obs          0.0370
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0694P)²+1.4272P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1036
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_obs         0.1005
_refine_ls_wR_factor_ref         0.1036
_reflns_number_gt                2263
_reflns_number_observed          2263
_reflns_number_total             2387
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b001692fsup1.cif
_cod_data_source_block           CFBIPI
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26 (33
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.2 from 2011-04-26 (46 times).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2316.94(16)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7213296
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
S1 S 0.18312(3) 0.01254(12) 0.67631(5) 0.02620(19) Uani 1 d .
C2 C 0.10433(14) 0.0653(5) 0.6267(2) 0.0264(6) Uani 1 d .
H2A H 0.0980(19) 0.186(7) 0.598(3) 0.040(12) Uiso 1 d .
H2B H 0.0915(18) -0.036(7) 0.580(3) 0.042(12) Uiso 1 d .
C3 C 0.06315(13) 0.0653(5) 0.6934(2) 0.0283(7) Uani 1 d .
C4 C 0.08281(12) 0.0779(6) 0.7880(2) 0.0283(7) Uani 1 d .
N5 N 0.14473(10) 0.1019(4) 0.82984(16) 0.0259(6) Uani 1 d .
C6 C 0.19082(13) 0.1520(5) 0.7810(2) 0.0220(6) Uani 1 d .
H6 H 0.1911(15) 0.274(6) 0.766(2) 0.018(8) Uiso 1 d .
C7 C 0.23838(12) 0.0857(5) 0.8720(2) 0.0219(6) Uani 1 d .
H7 H 0.2624(15) 0.184(5) 0.906(2) 0.017(8) Uiso 1 d .
C8 C 0.18367(12) 0.0351(5) 0.90954(18) 0.0228(7) Uani 1 d .
C9 C 0.04392(14) 0.0893(8) 0.8579(2) 0.0428(10) Uani 1 d .
C10 C -0.00228(14) 0.0611(7) 0.6420(3) 0.0365(8) Uani 1 d .
H10A H -0.013(2) -0.083(8) 0.610(4) 0.058(15) Uiso 1 d .
H10B H -0.006(2) 0.166(9) 0.602(4) 0.057(14) Uiso 1 d .
H10C H -0.027(2) 0.054(8) 0.688(3) 0.053(13) Uiso 1 d .
O11 O 0.00056(11) -0.0200(8) 0.8474(2) 0.0705(13) Uani 1 d .
O12 O 0.05640(12) 0.2161(5) 0.91853(17) 0.0497(8) Uani 1 d .
O13 O 0.17644(9) -0.0390(4) 0.98057(14) 0.0314(6) Uani 1 d .
N14 N 0.27547(11) -0.0710(4) 0.86477(18) 0.0245(5) Uani 1 d .
H14 H 0.260(2) -0.201(8) 0.861(3) 0.059(15) Uiso 1 d .
C15 C 0.33394(14) -0.0445(5) 0.8657(2) 0.0292(8) Uani 1 d .
O16 O 0.35752(11) 0.1092(5) 0.8697(2) 0.0478(7) Uani 1 d .
C17 C 0.36855(17) -0.2240(7) 0.8610(2) 0.0430(11) Uani 1 d .
H17 H 0.366(2) -0.300(8) 0.914(4) 0.055(13) Uiso 1 d .
N18 N 0.43343(14) -0.1671(9) 0.8830(2) 0.0732(18) Uani 1 d .
H18A H 0.4568 -0.2707 0.8860 0.110 Uiso 1 calc R
H18B H 0.4435 -0.1065 0.9398 0.110 Uiso 1 calc R
H18C H 0.4393 -0.0895 0.8366 0.110 Uiso 1 calc R
C19 C 0.34954(17) -0.3237(6) 0.7663(2) 0.0374(9) Uani 1 d .
C20 C 0.34218(18) -0.2109(6) 0.6774(3) 0.0349(8) Uani 1 d .
H20A H 0.319(2) -0.107(8) 0.677(3) 0.046(13) Uiso 1 d .
H20B H 0.384(2) -0.151(7) 0.677(3) 0.043(12) Uiso 1 d .
C21 C 0.32218(17) -0.3246(6) 0.5891(3) 0.0371(8) Uani 1 d .
H21 H 0.319(2) -0.261(8) 0.525(3) 0.048(13) Uiso 1 d .
C22 C 0.31346(18) -0.5075(7) 0.5889(3) 0.0455(9) Uani 1 d .
H22 H 0.300(2) -0.570(8) 0.526(4) 0.056(14) Uiso 1 d .
C23 C 0.3236(3) -0.6199(7) 0.6772(4) 0.0630(15) Uani 1 d .
H23A H 0.353(2) -0.714(10) 0.678(4) 0.064(16) Uiso 1 d .
H23B H 0.286(3) -0.687(10) 0.675(4) 0.075(18) Uiso 1 d .
C24 C 0.3404(2) -0.5073(7) 0.7647(3) 0.0580(13) Uani 1 d .
H24 H 0.348(2) -0.586(8) 0.818(4) 0.062(15) Uiso 1 d .
N30 N 0.54333(12) 0.0649(5) 0.62253(18) 0.0294(6) Uani 1 d .
C31 C 0.53224(12) 0.0672(5) 0.5270(2) 0.0246(6) Uani 1 d .
C32 C 0.57823(14) 0.0734(5) 0.4810(2) 0.0293(6) Uani 1 d .
H32 H 0.5675(18) 0.084(8) 0.411(3) 0.049(12) Uiso 1 d .
C33 C 0.63715(15) 0.0735(6) 0.5347(2) 0.0328(7) Uani 1 d .
H33 H 0.6673(18) 0.072(7) 0.505(3) 0.037(10) Uiso 1 d .
C34 C 0.64909(15) 0.0700(5) 0.6324(2) 0.0327(7) Uani 1 d .
H34 H 0.687(2) 0.057(8) 0.671(3) 0.056(14) Uiso 1 d .
C35 C 0.60093(15) 0.0658(6) 0.6726(2) 0.0332(7) Uani 1 d .
H35 H 0.603(2) 0.061(9) 0.751(3) 0.066(15) Uiso 1 d .
O40 O 0.72391(11) 0.0712(4) 0.86974(17) 0.0377(6) Uani 1 d .
O50 O 0.61591(13) 0.0469(7) 0.9128(2) 0.0696(12) Uani 1 d .
O60 O 0.47138(12) 0.1106(7) 0.76260(19) 0.0644(10) Uani 1 d .
O70 O 0.5000 0.1945(10) 1.0000 0.098(2) Uani 1 d S
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_3
_geom_angle_publ_flag
C6 S1 C2 95.56(14) . y
C3 C2 S1 117.9(2) . y
C4 C3 C10 123.3(3) . y
C4 C3 C2 123.6(3) . y
C10 C3 C2 113.0(3) . y
C3 C4 N5 119.6(3) . y
C3 C4 C9 126.1(3) . y
N5 C4 C9 114.0(3) . y
C8 N5 C4 134.5(3) . y
C8 N5 C6 95.6(2) . y
C4 N5 C6 126.7(2) . y
N5 C6 C7 87.3(2) . y
N5 C6 S1 110.4(2) . y
C7 C6 S1 116.7(2) . y
N14 C7 C8 113.6(3) . y
N14 C7 C6 118.6(2) . y
C8 C7 C6 84.9(2) . y
O13 C8 N5 132.7(3) . y
O13 C8 C7 135.1(2) . y
N5 C8 C7 92.1(2) . y
O11 C9 O12 125.2(3) . y
O11 C9 C4 118.3(4) . y
O12 C9 C4 116.3(4) . y
C15 N14 C7 120.0(3) . y
O16 C15 N14 123.7(3) . y
O16 C15 C17 122.0(3) . y
N14 C15 C17 114.3(3) . y
N18 C17 C19 111.4(3) . y
N18 C17 C15 105.4(4) . y
C19 C17 C15 113.8(3) . y
C24 C19 C20 122.3(4) . y
C24 C19 C17 119.2(4) . y
C20 C19 C17 118.5(4) . y
C21 C20 C19 113.2(4) . y
C22 C21 C20 123.6(4) . y
C21 C22 C23 122.9(5) . y
C24 C23 C22 113.7(4) . y
C19 C24 C23 124.1(4) . y
C35 N30 C31 117.6(3) . y
N30 C31 C32 121.9(3) . y
N30 C31 C31 116.5(3) 2_656 y
C32 C31 C31 121.5(3) 2_656 y
C33 C32 C31 119.1(3) . y
C34 C33 C32 119.6(3) . y
C33 C34 C35 117.8(3) . y
N30 C35 C34 124.1(3) . y
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
S1 C6 1.792(3) . y
S1 C2 1.814(3) . y
C2 C3 1.519(4) . y
C3 C4 1.339(4) . y
C3 C10 1.503(4) . y
C4 N5 1.412(4) . y
C4 C9 1.518(4) . y
N5 C8 1.361(4) . y
N5 C6 1.463(4) . y
C6 C7 1.563(4) . y
C7 N14 1.428(4) . y
C7 C8 1.538(4) . y
C8 O13 1.210(4) . y
C9 O11 1.246(6) . y
C9 O12 1.247(6) . y
N14 C15 1.356(4) . y
C15 O16 1.221(5) . y
C15 C17 1.521(5) . y
C17 N18 1.502(6) . y
C17 C19 1.515(6) . y
C19 C24 1.329(7) . y
C19 C20 1.497(5) . y
C20 C21 1.492(6) . y
C21 C22 1.323(6) . y
C22 C23 1.483(7) . y
C23 C24 1.473(8) . y
N30 C35 1.342(4) . y
N30 C31 1.348(4) . y
C31 C32 1.389(4) . y
C31 C31 1.494(5) 2_656 y
C32 C33 1.384(4) . y
C33 C34 1.379(5) . y
C34 C35 1.379(5) . y
