#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:03:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180463 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/32/7213294.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_7213294
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            'C41 H59 N7 O15 S2'
_chemical_formula_weight         954.07
_chemical_name_systematic
; 
Cephradine/quinoline 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             2000-01-17
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.146(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   23.4127(9)
_cell_length_b                   7.1091(2)
_cell_length_c                   14.8060(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      52.473
_cell_measurement_theta_min      23.029
_cell_volume                     2341.80(15)
_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      293(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  0.0096
_diffrn_reflns_av_sigmaI/netI    0.0091
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2468
_diffrn_reflns_theta_full        69.88
_diffrn_reflns_theta_max         69.88
_diffrn_reflns_theta_min         3.14
_diffrn_standards_decay_%        1.814
_diffrn_standards_interval_time  6924
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.660
_exptl_absorpt_correction_T_max  1.070
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   experimental
_exptl_crystal_colour            'colourless, pale purple hue'
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular chunk'
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.061
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         2402
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0329
_refine_ls_R_factor_obs          0.0329
_refine_ls_shift/esd_max         0.014
_refine_ls_shift/esd_mean        0.001
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0672P)²+0.6519P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0920
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_obs         0.0915
_refine_ls_wR_factor_ref         0.0920
_reflns_number_gt                2369
_reflns_number_observed          2369
_reflns_number_total             2402
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b001692fsup1.cif
_cod_data_source_block           CEFRAQ
_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 (45 times).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2341.79(15)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7213294
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16987(3) 0.00817(10) 0.67561(4) 0.0506(2) Uani 1 d . . .
C2 C 0.09099(13) 0.0715(4) 0.62664(17) 0.0492(6) Uani 1 d . . .
H2A H 0.0837(16) 0.196(6) 0.589(3) 0.067(11) Uiso 1 d . . .
H2B H 0.0711(14) -0.017(6) 0.575(2) 0.053(8) Uiso 1 d . . .
C3 C 0.05532(10) 0.0891(4) 0.69528(16) 0.0417(5) Uani 1 d . . .
C4 C 0.07907(9) 0.1131(3) 0.78837(15) 0.0374(5) Uani 1 d . . .
N5 N 0.14232(7) 0.1312(3) 0.82787(12) 0.0365(4) Uani 1 d . . .
C6 C 0.18446(10) 0.1651(4) 0.77504(16) 0.0387(5) Uani 1 d . . .
H6 H 0.1857(12) 0.300(5) 0.7560(19) 0.038(7) Uiso 1 d . . .
C7 C 0.23568(10) 0.1044(4) 0.86616(17) 0.0378(5) Uani 1 d . . .
H7 H 0.2608(11) 0.203(4) 0.8931(18) 0.028(6) Uiso 1 d . . .
C8 C 0.18388(9) 0.0635(3) 0.90688(16) 0.0373(5) Uani 1 d . . .
C9 C 0.04471(9) 0.1449(4) 0.85798(16) 0.0445(6) Uani 1 d . . .
C10 C -0.01205(13) 0.0870(6) 0.6455(2) 0.0597(7) Uani 1 d . . .
H10A H -0.027(2) -0.034(9) 0.620(3) 0.096(15) Uiso 1 d . . .
H10B H -0.0232(18) 0.196(7) 0.587(3) 0.074(11) Uiso 1 d . . .
H10C H -0.0396(16) 0.140(6) 0.683(2) 0.063(9) Uiso 1 d . . .
O11 O -0.00106(8) 0.0467(4) 0.85005(17) 0.0672(7) Uani 1 d . . .
O12 O 0.06341(8) 0.2725(4) 0.91763(12) 0.0544(5) Uani 1 d . . .
O13 O 0.18041(7) -0.0050(3) 0.97996(11) 0.0481(4) Uani 1 d . . .
N14 N 0.27153(8) -0.0565(3) 0.86143(16) 0.0409(4) Uani 1 d . . .
H14 H 0.2547(17) -0.170(6) 0.855(3) 0.065(10) Uiso 1 d . . .
C15 C 0.32927(9) -0.0379(4) 0.86697(16) 0.0391(5) Uani 1 d . . .
O16 O 0.35516(9) 0.1126(3) 0.8768(2) 0.0705(7) Uani 1 d . . .
C17 C 0.36143(9) -0.2220(4) 0.86059(16) 0.0393(5) Uani 1 d . . .
H17 H 0.3545(11) -0.304(4) 0.9051(19) 0.031(6) Uiso 1 d . . .
N18 N 0.42705(9) -0.1808(5) 0.89237(16) 0.0510(6) Uani 1 d . . .
H18A H 0.4505(19) -0.297(8) 0.878(3) 0.084(13) Uiso 1 d . . .
H18B H 0.4403(14) -0.173(5) 0.961(2) 0.052(8) Uiso 1 d . . .
H18C H 0.4347(14) -0.082(5) 0.870(2) 0.043(9) Uiso 1 d . . .
C19 C 0.34122(10) -0.3083(4) 0.76217(16) 0.0395(5) Uani 1 d . . .
C20 C 0.33847(15) -0.1861(5) 0.67952(19) 0.0549(7) Uani 1 d . . .
H20A H 0.375(2) -0.116(9) 0.688(3) 0.098(15) Uiso 1 d . . .
H20B H 0.3050(18) -0.069(7) 0.678(3) 0.071(11) Uiso 1 d . . .
C21 C 0.32127(17) -0.2916(7) 0.5871(2) 0.0687(9) Uani 1 d . . .
H21 H 0.324(2) -0.212(10) 0.537(4) 0.116(18) Uiso 1 d . . .
C22 C 0.30796(18) -0.4710(7) 0.5794(3) 0.0761(10) Uani 1 d . . .
H22 H 0.2996(18) -0.537(7) 0.519(3) 0.083(12) Uiso 1 d . . .
C23 C 0.3089(3) -0.5906(7) 0.6603(3) 0.0871(12) Uani 1 d . . .
H23A H 0.340(2) -0.683(10) 0.664(4) 0.105(17) Uiso 1 d . . .
H23B H 0.257(3) -0.638(10) 0.648(4) 0.13(2) Uiso 1 d . . .
C24 C 0.32751(16) -0.4895(5) 0.7531(2) 0.0608(7) Uani 1 d . . .
H24 H 0.3324(18) -0.562(7) 0.805(3) 0.082(13) Uiso 1 d . . .
N30 N 0.5276(3) 0.0826(7) 0.6296(3) 0.1092(16) Uani 0.50 d P A 1
C30 C 0.5276(3) 0.0826(7) 0.6296(3) 0.1092(16) Uani 0.50 d P A 2
H30 H 0.5122 0.0826 0.6805 0.131 Uiso 0.50 calc PR A 2
C31 C 0.4903(2) 0.0821(5) 0.5407(2) 0.0715(9) Uani 1 d . . .
C32 C 0.4257(3) 0.0832(6) 0.5246(4) 0.1000(14) Uani 1 d . . .
H32 H 0.4090 0.0842 0.5739 0.120 Uiso 1 calc R . .
C33 C 0.3893(3) 0.0826(7) 0.4248(6) 0.113(2) Uani 1 d . . .
H33 H 0.3476 0.0818 0.4087 0.135 Uiso 1 calc R . .
C34 C 0.5844(4) 0.0831(7) 0.6448(4) 0.115(2) Uani 1 d . . .
H34 H 0.6092 0.0839 0.7076 0.138 Uiso 1 calc R B 1
O40 O 0.28243(11) 0.0886(4) 0.13731(17) 0.0592(5) Uani 1 d . . .
H40A H 0.312(3) 0.093(12) 0.110(4) 0.13(2) Uiso 1 d . . .
H40B H 0.2575(19) 0.037(7) 0.096(3) 0.067(12) Uiso 1 d . . .
O50 O 0.39056(16) 0.1205(7) 0.1072(3) 0.0931(9) Uani 1 d . . .
H50A H 0.386(2) 0.028(9) 0.076(4) 0.086(17) Uiso 1 d . . .
H50B H 0.410(4) 0.222(18) 0.083(6) 0.19(4) Uiso 1 d . . .
O60 O 0.0374(2) 0.6408(8) 0.2122(4) 0.1205(13) Uani 1 d . . .
H60A H 0.014(2) 0.668(11) 0.137(5) 0.12(2) Uiso 1 d . . .
H60B H 0.061(4) 0.764(17) 0.224(6) 0.18(4) Uiso 1 d . . .
O70 O 0.0000 0.717(2) 0.0000 0.303(9) 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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S1 C2 94.79(11) . . y
C3 C2 S1 117.30(17) . . y
C4 C3 C2 124.7(2) . . y
C4 C3 C10 122.7(2) . . y
C2 C3 C10 112.4(2) . . y
C3 C4 N5 119.07(19) . . y
C3 C4 C9 126.06(19) . . y
N5 C4 C9 114.52(18) . . y
C8 N5 C4 134.4(2) . . y
C8 N5 C6 95.62(16) . . y
C4 N5 C6 126.02(17) . . y
N5 C6 C7 87.53(16) . . y
N5 C6 S1 110.51(16) . . y
C7 C6 S1 115.87(17) . . y
N14 C7 C8 114.4(2) . . y
N14 C7 C6 118.8(2) . . y
C8 C7 C6 84.48(16) . . y
O13 C8 N5 133.1(2) . . y
O13 C8 C7 134.8(2) . . y
N5 C8 C7 92.07(18) . . y
O12 C9 O11 125.0(2) . . y
O12 C9 C4 116.7(2) . . y
O11 C9 C4 118.3(2) . . y
C15 N14 C7 121.0(2) . . y
O16 C15 N14 123.5(2) . . y
O16 C15 C17 121.63(18) . . y
N14 C15 C17 114.9(2) . . y
N18 C17 C19 111.47(18) . . y
N18 C17 C15 107.0(2) . . y
C19 C17 C15 113.22(18) . . y
C24 C19 C20 122.6(3) . . y
C24 C19 C17 119.0(3) . . y
C20 C19 C17 118.4(2) . . y
C19 C20 C21 112.9(3) . . y
C22 C21 C20 123.7(3) . . y
C21 C22 C23 123.5(4) . . y
C22 C23 C24 113.6(4) . . y
C19 C24 C23 123.7(3) . . y
C34 N30 C31 119.9(6) . . y
N30 C31 C31 123.9(6) . 2_656 y
N30 C31 C32 119.2(5) . . y
C31 C31 C32 116.9(5) 2_656 . y
C33 C32 C31 114.5(5) . . y
C34 C33 C32 120.7(6) 2_656 . y
N30 C34 C33 124.1(6) . 2_656 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 1.793(2) . y
S1 C2 1.818(3) . y
C2 C3 1.508(4) . y
C3 C4 1.327(3) . y
C3 C10 1.519(3) . y
C4 N5 1.419(2) . y
C4 C9 1.509(3) . y
N5 C8 1.356(3) . y
N5 C6 1.457(3) . y
C6 C7 1.561(3) . y
C7 N14 1.433(3) . y
C7 C8 1.541(3) . y
C8 O13 1.212(3) . y
C9 O12 1.246(3) . y
C9 O11 1.253(3) . y
N14 C15 1.335(3) . y
C15 O16 1.216(3) . y
C15 C17 1.527(3) . y
C17 N18 1.489(3) . y
C17 C19 1.515(3) . y
C19 C24 1.324(5) . y
C19 C20 1.486(4) . y
C20 C21 1.502(5) . y
C21 C22 1.309(6) . y
C22 C23 1.464(7) . y
C23 C24 1.491(6) . y
N30 C34 1.278(9) . y
N30 C31 1.334(6) . y
C31 C31 1.412(7) 2_656 y
C31 C32 1.457(7) . y
C32 C33 1.457(9) . y
C33 C34 1.355(9) 2_656 y
C34 C33 1.355(9) 2_656 y
